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Elevate your lifestyle with penthouse living at The Longwood Condominium in Brookline! This spacious 2-bedroom, 2-bath residence pairs generous interior space with a spectacular, oversized private balcony offering exceptional room for outdoor dining, entertaining, and relaxation. Inside, an expansive living and dining area creates an inviting setting, complemented by a separate study or home office and a versatile floor plan with the potential to explore a three-bedroom configuration. The kitchen features stone countertops and a full suite of appliances, while custom built-ins and cabinetry provide added storage throughout. The primary bedroom offers custom cabinetry, and two full bathrooms add everyday convenience. Central air conditioning and one deeded parking space complete the offering. Residents enjoy a professionally managed, elevator-serviced building with concierge service, an outdoor swimming pool, laundry facilities, and landscaped grounds. Conveniently located near public transportation, shopping, parks, and neighborhood amenities, this penthouse offers an appealing blend of space, outdoor living, and full-service condominium convenience.

2 Beds ⋅ 2 Baths ⋅ 73596014 MLS ⋅ ['The Longwood Condominium'] BLDG.

Elevate your lifestyle with penthouse living at The Longwood Condominium in Brookline! This spacious 2-bedroom, 2-bath residence pairs generous interior space with a spectacular, oversized private balcony offering exceptional room for outdoor dining, entertaining, and relaxation. Inside, an expansive living and dining area creates an inviting setting, complemented by a separate study or home office and a versatile floor plan with the potential to explore a three-bedroom configuration. The kitchen features stone countertops and a full suite of appliances, while custom built-ins and cabinetry provide added storage throughout. The primary bedroom offers custom cabinetry, and two full bathrooms add everyday convenience. Central air conditioning and one deeded parking space complete the offering. Residents enjoy a professionally managed, elevator-serviced building with concierge service, an outdoor swimming pool, laundry facilities, and landscaped grounds. Conveniently located near public transportation, shopping, parks, and neighborhood amenities, this penthouse offers an appealing blend of space, outdoor living, and full-service condominium convenience.

45 Longwood Avenue Unit PH D, Brookline

Listing courtesy of Listing Agent: The Denman Group from Listing Office: eXp Realty LLC.

$1,199,000

Sited on grounds originally designed by Frederick Law Olmsted, this gorgeous 2-bedroom, 2-bathroom condominium offers all the modern amenities in a picturesque setting! A welcoming entry hall with two closets flows to a generous open-layout living room and dining room. The sun-splashed dining room area has beautiful views of the private terrace, which overlooks Olmsted Park and Leverett Pond. The living room features a wood-burning fireplace. The large, recently renovated kitchen features quartz countertops, stainless steel appliances and ample cabinetry. The spacious primary bedroom offers two closets, a renovated en suite bathroom with glass shower enclosure, and access out to a rear garden area. The second bedroom also overlooks the rear garden area. The second bathroom has been recently renovated and features tub/shower with glass enclosure. Additional amenities include air conditioning, in-unit washer/dryer, oversized private storage room, and two garage parking spaces. This 16-unit association is professionally managed and pet-friendly. The slate roof replacement was completed earlier this year. Wonderful location that is adjacent to the Emerald Necklace green space, with its walking/biking paths, stone bridges and pond views, and yet is also convenient to the shops/restaurants of Brookline Village, the D & E green line trains, and the Longwood Medical area.

2 Beds ⋅ 2 Baths ⋅ 73595761 MLS ⋅ ['The Park Condominium'] BLDG.

Sited on grounds originally designed by Frederick Law Olmsted, this gorgeous 2-bedroom, 2-bathroom condominium offers all the modern amenities in a picturesque setting! A welcoming entry hall with two closets flows to a generous open-layout living room and dining room. The sun-splashed dining room area has beautiful views of the private terrace, which overlooks Olmsted Park and Leverett Pond. The living room features a wood-burning fireplace. The large, recently renovated kitchen features quartz countertops, stainless steel appliances and ample cabinetry. The spacious primary bedroom offers two closets, a renovated en suite bathroom with glass shower enclosure, and access out to a rear garden area. The second bedroom also overlooks the rear garden area. The second bathroom has been recently renovated and features tub/shower with glass enclosure. Additional amenities include air conditioning, in-unit washer/dryer, oversized private storage room, and two garage parking spaces. This 16-unit association is professionally managed and pet-friendly. The slate roof replacement was completed earlier this year. Wonderful location that is adjacent to the Emerald Necklace green space, with its walking/biking paths, stone bridges and pond views, and yet is also convenient to the shops/restaurants of Brookline Village, the D & E green line trains, and the Longwood Medical area.

89 Glen Rd Unit 5, Brookline

Listing courtesy of Listing Agent: Kathy Halley from Listing Office: Hammond Residential Real Estate.

$1,425,000

Welcome to Corey Hill! Gracious living in this spacious unit. The 9' ceilings feel like 12'! The two sided fireplace can be enjoyed while dining or hosting in the living room; or both!. Generous sized bedrooms; Master suite with double sinks and a soaking tub includes two oversized closets. Custom kitchen has stainless appliances, plenty of storage and office alcove. Step out on the porch overlooking the treeline for some fresh air. One car garage and one parking space, deeded. Corey Hill park steps away; B&C Green line, Coolidge Corner shops, schools all in walking distance. Come make Corey Hill your home on the hill.

2 Beds ⋅ 2 Baths ⋅ 73595741 MLS

Welcome to Corey Hill! Gracious living in this spacious unit. The 9' ceilings feel like 12'! The two sided fireplace can be enjoyed while dining or hosting in the living room; or both!. Generous sized bedrooms; Master suite with double sinks and a soaking tub includes two oversized closets. Custom kitchen has stainless appliances, plenty of storage and office alcove. Step out on the porch overlooking the treeline for some fresh air. One car garage and one parking space, deeded. Corey Hill park steps away; B&C Green line, Coolidge Corner shops, schools all in walking distance. Come make Corey Hill your home on the hill.

216 Summit Ave Unit B-102, Brookline

Listing courtesy of Listing Agent: Margery Connors from Listing Office: Allison James Estates & Homes of MA, LLC.

$2,195,000

With the space and scale of a single-family home and the ease of townhouse living, this three-bedroom, three-and-a-half-bath residence offers over 3,525 square feet across three finished levels. Tall ceilings, beautifully proportioned rooms, and thoughtful architectural details give the home character, while generous windows bring in sunshine throughout. A welcoming entry leads to the main level, where distinct but connected living spaces work equally well for entertaining and everyday life. The generously proportioned living room features tall ceilings and floor-to-ceiling windows that frame views of the mature trees outside. The spacious dining room opens through sliding glass doors to an expansive deck, with plenty of room for outdoor dining and entertaining. The renovated kitchen features premium appliances, an eat-in peninsula, and abundant cabinetry. It opens to a sun-filled family room with vaulted ceilings, expansive windows, and a fireplace framed by custom built-ins. Beyond, the generous primary suite sits privately on the main level and includes a beautifully appointed bath, custom cabinetry, a walk-in closet. A half bath and laundry room complete this floor. An attached two-car garage adds everyday convenience.A sunlit staircase leads upstairs to two spacious bedrooms and a full bath. The walkout lower level offers plenty of additional living space, with a second family room, a dedicated office, and a full bath, along with a large cedar closet and abundant storage. Mature trees give the property a peaceful, private feel, with Larz Anderson Park directly across the street for walks, open space, and year-round play. The shops, restaurants, and entertainment at The Street are close by. The Park School is just down the road, with the area’s top public and private schools nearby, too. The location also offers convenient access to Longwood Medical Area, downtown Boston, and Logan Airport. The space of a single-family home, the ease of townhouse living, and a great Brookline location.

3 Beds ⋅ 4 Baths ⋅ 73595663 MLS

With the space and scale of a single-family home and the ease of townhouse living, this three-bedroom, three-and-a-half-bath residence offers over 3,525 square feet across three finished levels. Tall ceilings, beautifully proportioned rooms, and thoughtful architectural details give the home character, while generous windows bring in sunshine throughout. A welcoming entry leads to the main level, where distinct but connected living spaces work equally well for entertaining and everyday life. The generously proportioned living room features tall ceilings and floor-to-ceiling windows that frame views of the mature trees outside. The spacious dining room opens through sliding glass doors to an expansive deck, with plenty of room for outdoor dining and entertaining. The renovated kitchen features premium appliances, an eat-in peninsula, and abundant cabinetry. It opens to a sun-filled family room with vaulted ceilings, expansive windows, and a fireplace framed by custom built-ins. Beyond, the generous primary suite sits privately on the main level and includes a beautifully appointed bath, custom cabinetry, a walk-in closet. A half bath and laundry room complete this floor. An attached two-car garage adds everyday convenience.A sunlit staircase leads upstairs to two spacious bedrooms and a full bath. The walkout lower level offers plenty of additional living space, with a second family room, a dedicated office, and a full bath, along with a large cedar closet and abundant storage. Mature trees give the property a peaceful, private feel, with Larz Anderson Park directly across the street for walks, open space, and year-round play. The shops, restaurants, and entertainment at The Street are close by. The Park School is just down the road, with the area’s top public and private schools nearby, too. The location also offers convenient access to Longwood Medical Area, downtown Boston, and Logan Airport. The space of a single-family home, the ease of townhouse living, and a great Brookline location.

301 Goddard Ave Unit 301, Brookline

Listing courtesy of Listing Agent: Hilary Maddox Team from Listing Office: Compass.

$1,400,000

Rare opportunity in the heart of Coolidge Corner! Beautiful, move-in-ready 2-bedroom, 2-bathroom condo situated on a quiet street in one of Brookline’s most desirable neighborhoods. This exceptional residence features an open-concept layout with contemporary style, high ceilings, oversized windows that fill the space with natural light, and hardwood floors. The custom kitchen boasts granite countertops, stainless steel appliances, and upgraded wood cabinetry. The primary bedroom is generous in size and has a renovated bathroom with walk in shower and glass shower doors. Enjoy the convenience of an elevator, heated driveway and garage, and two side-by-side deeded parking spaces. Additional amenities include a deeded storage room, guest garage parking, and a lovely courtyard for outdoor enjoyment. Ideally located just moments from Coolidge Corner’s restaurants, shops, and public transportation, this stunning home offers an exceptional combination of style, comfort, and convenience.

2 Beds ⋅ 2 Baths ⋅ 73594518 MLS

Rare opportunity in the heart of Coolidge Corner! Beautiful, move-in-ready 2-bedroom, 2-bathroom condo situated on a quiet street in one of Brookline’s most desirable neighborhoods. This exceptional residence features an open-concept layout with contemporary style, high ceilings, oversized windows that fill the space with natural light, and hardwood floors. The custom kitchen boasts granite countertops, stainless steel appliances, and upgraded wood cabinetry. The primary bedroom is generous in size and has a renovated bathroom with walk in shower and glass shower doors. Enjoy the convenience of an elevator, heated driveway and garage, and two side-by-side deeded parking spaces. Additional amenities include a deeded storage room, guest garage parking, and a lovely courtyard for outdoor enjoyment. Ideally located just moments from Coolidge Corner’s restaurants, shops, and public transportation, this stunning home offers an exceptional combination of style, comfort, and convenience.

76 Green Street Unit 2, Brookline

Listing courtesy of Listing Agent: Brian Caluori from Listing Office: Gibson Sotheby's International Realty.

$1,250,000

Fully renovated and light-filled, this home features an open floor plan in a highly desirable Brookline location, within an elevator building with garage parking. A welcoming entry foyer leads to the spacious living and dining area plus a private balcony overlooking Beacon Street. The sleek, modern kitchen opens to the living and dining areas. Two renovated bathrooms and custom closets throughout, including a walk-in closet in the primary bedroom, complete the thoughtfully updated interior. The elevator building offers full-time 24/7 concierge service, a common outdoor terrace, and a party room with a catering kitchen. One garage parking space and private storage are included. Ideally located along Beacon Street, with easy access to Coolidge Corner, the T, neighborhood shops, restaurants, schools, and all that Brookline has to offer. A wonderful opportunity for convenient, low-maintenance living in the heart of North Brookline.

2 Beds ⋅ 2 Baths ⋅ 73593923 MLS

Fully renovated and light-filled, this home features an open floor plan in a highly desirable Brookline location, within an elevator building with garage parking. A welcoming entry foyer leads to the spacious living and dining area plus a private balcony overlooking Beacon Street. The sleek, modern kitchen opens to the living and dining areas. Two renovated bathrooms and custom closets throughout, including a walk-in closet in the primary bedroom, complete the thoughtfully updated interior. The elevator building offers full-time 24/7 concierge service, a common outdoor terrace, and a party room with a catering kitchen. One garage parking space and private storage are included. Ideally located along Beacon Street, with easy access to Coolidge Corner, the T, neighborhood shops, restaurants, schools, and all that Brookline has to offer. A wonderful opportunity for convenient, low-maintenance living in the heart of North Brookline.

1265 Beacon St Unit 505, Brookline

Listing courtesy of Listing Agent: Rachel Goldman from Listing Office: MGS Group Real Estate LTD.

$1,595,000

Checking all the boxes!! Constructed from the ground up in 2021, 69 Walnut #7 offers 3 beds, 2 baths, private balcony, elevator, direct access garage parking, common rooftop terrace, and 2 additional storage closets at Walnut Crossing. All of this in a 16 unit condominium building located across from the center of Brookline Village with close proximity to the Longwood Medical area, The Green Line, Elementary School, Parks and the Brookline Reservoir. High end finishes throughout, Open concept kitchen featuring Bosch appliances, 5 burner gas cooktop, quartz countertops , breakfast bar and beautifully and functionally designed cabinetry. Corner unit with oversized windows allowing the natural light to pour in. Walnut crossing is a professionally managed boutique condominium that is a must see for the discerning buyer.

3 Beds ⋅ 2 Baths ⋅ 73593886 MLS ⋅ ['Walnut Crossing'] BLDG.

Checking all the boxes!! Constructed from the ground up in 2021, 69 Walnut #7 offers 3 beds, 2 baths, private balcony, elevator, direct access garage parking, common rooftop terrace, and 2 additional storage closets at Walnut Crossing. All of this in a 16 unit condominium building located across from the center of Brookline Village with close proximity to the Longwood Medical area, The Green Line, Elementary School, Parks and the Brookline Reservoir. High end finishes throughout, Open concept kitchen featuring Bosch appliances, 5 burner gas cooktop, quartz countertops , breakfast bar and beautifully and functionally designed cabinetry. Corner unit with oversized windows allowing the natural light to pour in. Walnut crossing is a professionally managed boutique condominium that is a must see for the discerning buyer.

69 Walnut Street Unit 7, Brookline

Listing courtesy of Listing Agent: Meyers Zakon Team from Listing Office: Coldwell Banker Realty - Boston.

$2,799,999

Tucked away on a quiet Chestnut Hill street, this 1927 classic Tudor is filled with warmth, character, and thoughtful modern updates. With 4 bedrooms, 3.5 bathrooms, central air conditioning, a dedicated playroom, and an attached two-car garage, the home offers plenty of space and everyday practicality without sacrificing personality. A welcoming foyer leads to the formal open living and dining room, while the updated chef’s kitchen connects seamlessly to the family room, creating an easy layout for modern living. A sunny breakfast room provides the perfect spot for casual meals, and just beyond the family room, a deck overlooks the beautifully landscaped backyard, extending the living space outdoors. Upstairs, the primary bedroom is joined by two additional bedrooms, two full bathrooms, and generous storage. The lower level includes a fourth bedroom, laundry room, additional storage, another full bathroom, and direct access to the two-car garage. Fabulous Chestnut Hill location close to the shops and restaurants at The Street at Chestnut Hill, convenient access to Route 9 and just half a mile from the Green Line "T".

4 Beds ⋅ 4 Baths ⋅ 73592951 MLS

Tucked away on a quiet Chestnut Hill street, this 1927 classic Tudor is filled with warmth, character, and thoughtful modern updates. With 4 bedrooms, 3.5 bathrooms, central air conditioning, a dedicated playroom, and an attached two-car garage, the home offers plenty of space and everyday practicality without sacrificing personality. A welcoming foyer leads to the formal open living and dining room, while the updated chef’s kitchen connects seamlessly to the family room, creating an easy layout for modern living. A sunny breakfast room provides the perfect spot for casual meals, and just beyond the family room, a deck overlooks the beautifully landscaped backyard, extending the living space outdoors. Upstairs, the primary bedroom is joined by two additional bedrooms, two full bathrooms, and generous storage. The lower level includes a fourth bedroom, laundry room, additional storage, another full bathroom, and direct access to the two-car garage. Fabulous Chestnut Hill location close to the shops and restaurants at The Street at Chestnut Hill, convenient access to Route 9 and just half a mile from the Green Line "T".

79 Randolph Road, Brookline

Listing courtesy of Listing Agent: Jeffrey Hamilton from Listing Office: Columbus and Over Group, LLC.

$5,250,000

Rarely does a Gilded Age landmark arrive so thoroughly reborn. Designed in 1905 by architect Alfred L. Darrow, 46 Powell Street commands a coveted corner lot in the Cottage Farm Historic District, guarded by carved stone griffins and a scrolled wrought-iron gate. Stone, stucco, half-timbered gables, carved-bracket eaves and a terra cotta roof frame approx. 7,028 SF of Arts & Crafts and Tudor Revival grandeur, delivered with every modern comfort. A 2022 renovation rewired the entire home (400-amp service, integrated alarm, smoke and CO detection, ADT security with outdoor cameras), added central air, a new gas boiler, radiant-heated floors, and a sensor-driven snow-melt driveway and rear walkway, all without sacrificing a single carved detail. Some original doors were repurposed as pocket doors. Step into a two-story marble and mosaic foyer beneath a barrel-vaulted, rosette-coffered ceiling. A hand-carved bridal staircase rises to a soaring atrium lit by leaded-stained glass restored by Jim Anderson of “This Old House”. Five fireplaces, a library with gilt-carved bookcases and medieval English plaster ceiling, and a Jacobean dining room with butler’s pantry set the formal stage. The chef’s kitchen, featured in New England Home magazine, pairs mahogany, burlwood, brass and marble with Visual Comfort lighting, a Sub-Zero refrigerator, Thermador six-burner range, coffee bar with refrigerated drawers, and an antique bell box. It opens to a breakfast nook, a rear deck and a sunlit solarium with domed plaster ceiling. Upstairs, the primary suite offers a fireplace with Roman-tile surround, two leaded-glass bay windows, dressing area, walk-in closet and dual-sink bath with radiant-heated floors. The second suite adds a marble fireplace, walk-in closet and Paris-Metro tiled bath beneath a Tiffany-style transom. Six bedrooms and 4.5 renovated baths. The third floor delivers a kitchenette, walk-in laundry, cedar closet with sauna potential and a cathedral-loft billiard room with king-post beams and Franklin stove, ideal for media or games. The 2,534 SF lower level offers open space and a wine cellar. Private parking for three in the heated driveway plus a detached 1919 Spanish Colonial two-car garage. Specimen plantings and old-growth trees surround the grounds, and commercial-grade internet serves modern households. Just 100 yards to Beacon Street and the C Line, under one mile to Kenmore Square and 2.5 miles to the Public Garden. A fully renewed architectural icon.

6 Beds ⋅ 5 Baths ⋅ 73592699 MLS

Rarely does a Gilded Age landmark arrive so thoroughly reborn. Designed in 1905 by architect Alfred L. Darrow, 46 Powell Street commands a coveted corner lot in the Cottage Farm Historic District, guarded by carved stone griffins and a scrolled wrought-iron gate. Stone, stucco, half-timbered gables, carved-bracket eaves and a terra cotta roof frame approx. 7,028 SF of Arts & Crafts and Tudor Revival grandeur, delivered with every modern comfort. A 2022 renovation rewired the entire home (400-amp service, integrated alarm, smoke and CO detection, ADT security with outdoor cameras), added central air, a new gas boiler, radiant-heated floors, and a sensor-driven snow-melt driveway and rear walkway, all without sacrificing a single carved detail. Some original doors were repurposed as pocket doors. Step into a two-story marble and mosaic foyer beneath a barrel-vaulted, rosette-coffered ceiling. A hand-carved bridal staircase rises to a soaring atrium lit by leaded-stained glass restored by Jim Anderson of “This Old House”. Five fireplaces, a library with gilt-carved bookcases and medieval English plaster ceiling, and a Jacobean dining room with butler’s pantry set the formal stage. The chef’s kitchen, featured in New England Home magazine, pairs mahogany, burlwood, brass and marble with Visual Comfort lighting, a Sub-Zero refrigerator, Thermador six-burner range, coffee bar with refrigerated drawers, and an antique bell box. It opens to a breakfast nook, a rear deck and a sunlit solarium with domed plaster ceiling. Upstairs, the primary suite offers a fireplace with Roman-tile surround, two leaded-glass bay windows, dressing area, walk-in closet and dual-sink bath with radiant-heated floors. The second suite adds a marble fireplace, walk-in closet and Paris-Metro tiled bath beneath a Tiffany-style transom. Six bedrooms and 4.5 renovated baths. The third floor delivers a kitchenette, walk-in laundry, cedar closet with sauna potential and a cathedral-loft billiard room with king-post beams and Franklin stove, ideal for media or games. The 2,534 SF lower level offers open space and a wine cellar. Private parking for three in the heated driveway plus a detached 1919 Spanish Colonial two-car garage. Specimen plantings and old-growth trees surround the grounds, and commercial-grade internet serves modern households. Just 100 yards to Beacon Street and the C Line, under one mile to Kenmore Square and 2.5 miles to the Public Garden. A fully renewed architectural icon.

46 Powell Street, Brookline

Listing courtesy of Listing Agent: Ama Agumeh from Listing Office: Barrett Sotheby's International Realty.

$8,400,000

Set on 1.21 private acres in Brookline’s coveted Sargent Estate neighborhood, 54 Sargent Road is a c.1925 Colonial reimagined through a thoughtful, design-driven renovation. Tall ceilings, preserved millwork, detailed moldings, and four fireplaces meet bespoke finishes and a warm palette of materials. Across 8,540 square feet, seven bedrooms, six full and two half baths accommodate everyday living and gracious entertaining. An elegant foyer connects the first-floor living spaces. The living room features a wood-burning fireplace with a custom Chesneys mantel, built-ins, window seats, and French doors offering views through the Conservatory to the gardens. Opposite, the dining room pairs a fireplace and built-in cabinetry with de Gournay wallpaper. A fully appointed bar leads to the expanded kitchen where custom cabinetry, two islands, and a curved breakfast room overlooking the grounds, and opens to a window-lined family room. A private office and second bar sit beyond. The house opens to one of its most striking spaces: the Conservatory. A defining addition in the sellers’ renovation, it forms the architectural link between the main house and the formerly detached carriage house and garage. The carriage house includes a three-car garage and a private guest suite above, with a bedroom, full bath, kitchenette, and living room opening through French doors to a patio with a hot tub. In the main house, a winding staircase framed by a soaring window leads to a book-lined landing and sun deck. The primary suite offers a fireplace, bespoke built-ins, two walk-in closets, and a spa-like bath. Two en-suite bedrooms, two bedrooms sharing a Jack-and-Jill bath, and laundry complete the second floor. The third floor adds a great room, bedroom, full bath, and storage. Below, a gym, recreation room, theater, wine cellar, half bath, and second laundry provide space for fitness and leisure. Outside, a bluestone patio off the kitchen invites al fresco dining. A garden fountain, intricate iron gate, and planted pathways lead to an expansive, private level lawn framed by mature trees. A fire pit offers a gathering place for evenings that linger well past dinner. Known for its quiet streets, pond, and conservation land, Sargent Estates surprising sense of nature so close to the city. Near Lincoln School, Brookline High, and area private schools,the property is blocks from the Green D Line, with convenient access to Longwood Medical Area, downtown Boston, Cambridge, and Logan.

7 Beds ⋅ 8 Baths ⋅ 73592560 MLS

Set on 1.21 private acres in Brookline’s coveted Sargent Estate neighborhood, 54 Sargent Road is a c.1925 Colonial reimagined through a thoughtful, design-driven renovation. Tall ceilings, preserved millwork, detailed moldings, and four fireplaces meet bespoke finishes and a warm palette of materials. Across 8,540 square feet, seven bedrooms, six full and two half baths accommodate everyday living and gracious entertaining. An elegant foyer connects the first-floor living spaces. The living room features a wood-burning fireplace with a custom Chesneys mantel, built-ins, window seats, and French doors offering views through the Conservatory to the gardens. Opposite, the dining room pairs a fireplace and built-in cabinetry with de Gournay wallpaper. A fully appointed bar leads to the expanded kitchen where custom cabinetry, two islands, and a curved breakfast room overlooking the grounds, and opens to a window-lined family room. A private office and second bar sit beyond. The house opens to one of its most striking spaces: the Conservatory. A defining addition in the sellers’ renovation, it forms the architectural link between the main house and the formerly detached carriage house and garage. The carriage house includes a three-car garage and a private guest suite above, with a bedroom, full bath, kitchenette, and living room opening through French doors to a patio with a hot tub. In the main house, a winding staircase framed by a soaring window leads to a book-lined landing and sun deck. The primary suite offers a fireplace, bespoke built-ins, two walk-in closets, and a spa-like bath. Two en-suite bedrooms, two bedrooms sharing a Jack-and-Jill bath, and laundry complete the second floor. The third floor adds a great room, bedroom, full bath, and storage. Below, a gym, recreation room, theater, wine cellar, half bath, and second laundry provide space for fitness and leisure. Outside, a bluestone patio off the kitchen invites al fresco dining. A garden fountain, intricate iron gate, and planted pathways lead to an expansive, private level lawn framed by mature trees. A fire pit offers a gathering place for evenings that linger well past dinner. Known for its quiet streets, pond, and conservation land, Sargent Estates surprising sense of nature so close to the city. Near Lincoln School, Brookline High, and area private schools,the property is blocks from the Green D Line, with convenient access to Longwood Medical Area, downtown Boston, Cambridge, and Logan.

54 Sargent Road, Brookline

Listing courtesy of Listing Agent: Hilary Maddox Team from Listing Office: Compass.

$5,398,000

Gracious and timeless historic single family attached home in Brookline's prestigious Fisher Hill Estates. This 5 bedroom/4.5 bath home offers more than 7,000 sqft of elegant living space with spectacular views of the Brookline Reservoir! This majestic home features period architectural details, a grand staircase, high ceilings, original built-ins and gleaming hardwood floors. Sundrenched by floor to ceiling windows, the main level offers a gracious living room/dining room with fireplace, a stunning mahogany library with fireplace, a beautiful family room, breakfast area and a chef's kitchen with direct access to a lovely garden area. The second floor primary suite features a spa like bath, walk-in closet, fireplace and a picturesque private deck with outstanding views. Completing this level is an additional en suite bedroom. The third floor offers two additional bedrooms and a full bath. The finished lower level features a direct entry guest suite with a living area, full bath and kitchen - perfect for an au pair. Completing this home is a two car detached garage and multiple outdoor private garden areas. Community amenities include pool and tennis court. Close to shopping, restaurants, schools, Downtown Boston and so much more! This home is definitely a must see!!

5 Beds ⋅ 5 Baths ⋅ 73592351 MLS

Gracious and timeless historic single family attached home in Brookline's prestigious Fisher Hill Estates. This 5 bedroom/4.5 bath home offers more than 7,000 sqft of elegant living space with spectacular views of the Brookline Reservoir! This majestic home features period architectural details, a grand staircase, high ceilings, original built-ins and gleaming hardwood floors. Sundrenched by floor to ceiling windows, the main level offers a gracious living room/dining room with fireplace, a stunning mahogany library with fireplace, a beautiful family room, breakfast area and a chef's kitchen with direct access to a lovely garden area. The second floor primary suite features a spa like bath, walk-in closet, fireplace and a picturesque private deck with outstanding views. Completing this level is an additional en suite bedroom. The third floor offers two additional bedrooms and a full bath. The finished lower level features a direct entry guest suite with a living area, full bath and kitchen - perfect for an au pair. Completing this home is a two car detached garage and multiple outdoor private garden areas. Community amenities include pool and tennis court. Close to shopping, restaurants, schools, Downtown Boston and so much more! This home is definitely a must see!!

15 Catlin Road, Brookline

Listing courtesy of Listing Agent: The Jeff Groper Group from Listing Office: Coldwell Banker Realty - Newton.

$2,550,000

Luxury upper-level duplex residence on a quiet one-way street in the heart of Washington Square, offering approximately 3,500 sq. ft. of thoughtfully designed living space. This elegant home features 5 bedrooms, 4 full bathrooms, and an open floor plan ideal for both everyday living and entertaining. The sun-filled living and dining area showcases a marble fireplace and opens to a spacious private deck with sweeping Boston skyline views. The chef's kitchen is equipped with premium appliances, including a Wolf range, a breakfast bar, and abundant workspace. The spacious primary suite features a private balcony, marble bath with an oversized Jacuzzi tub, radiant heated floors, and custom closets. A second ensuite bedroom also offers a private balcony, while additional bedrooms provide flexibility for guests, a home office, or family living. Additional highlights include four private outdoor decks and balconies, hardwood floors, central air, laundry on the 2nd floor, custom built-ins and closets, a built-in surround sound system, Nest thermostats, abundant natural light, and two outdoor parking spaces. An elevator provides convenient access from the parking area to the main entrance. Ideally located just moments from Washington Square's restaurants, cafés, shops, the MBTA Green Line (C Branch), and the Driscoll School, this exceptional residence offers a rare combination of luxury, space, and convenience in one of Brookline's most desirable neighborhoods.

4 Beds ⋅ 4 Baths ⋅ 73591365 MLS

Luxury upper-level duplex residence on a quiet one-way street in the heart of Washington Square, offering approximately 3,500 sq. ft. of thoughtfully designed living space. This elegant home features 5 bedrooms, 4 full bathrooms, and an open floor plan ideal for both everyday living and entertaining. The sun-filled living and dining area showcases a marble fireplace and opens to a spacious private deck with sweeping Boston skyline views. The chef's kitchen is equipped with premium appliances, including a Wolf range, a breakfast bar, and abundant workspace. The spacious primary suite features a private balcony, marble bath with an oversized Jacuzzi tub, radiant heated floors, and custom closets. A second ensuite bedroom also offers a private balcony, while additional bedrooms provide flexibility for guests, a home office, or family living. Additional highlights include four private outdoor decks and balconies, hardwood floors, central air, laundry on the 2nd floor, custom built-ins and closets, a built-in surround sound system, Nest thermostats, abundant natural light, and two outdoor parking spaces. An elevator provides convenient access from the parking area to the main entrance. Ideally located just moments from Washington Square's restaurants, cafés, shops, the MBTA Green Line (C Branch), and the Driscoll School, this exceptional residence offers a rare combination of luxury, space, and convenience in one of Brookline's most desirable neighborhoods.

91 University Rd Unit 2, Brookline

Listing courtesy of Listing Agent: Yukiko Oyama-Morris from Listing Office: Oyama Investments, Ltd..

$1,600,000

Flooded with natural light, this elegant 4-bedroom, 2-full-bath condominium offers over 2,200 sq ft of expansive living across the second & third floors of a two-family home. Beautiful hardwood floors, recessed lighting, period details, & a flexible layout provide a gracious setting for both relaxed living & stylish entertaining. A fireplace anchors the inviting living family room, while the updated kitchen features sleek quartz countertops. The stunning open-concept top floor showcases soaring cathedral ceilings with 3 new skylights, creating an airy, sun-filled retreat. The oversized primary bedroom is a peaceful sanctuary with a walk-in closet & its own private porch—an inviting spot for morning coffee or unwinding at day’s end. A second private porch extends from a rear bedroom, offering another quiet outdoor escape. Shared gardens add charm & greenery, while basement storage, garage parking, plus 1 additional parking space bring everyday convenience to this distinctive Brookline residence. Conveniently located near the Green Line’s C branch & Washington Square’s shops & restaurants.

4 Beds ⋅ 2 Baths ⋅ 73591294 MLS

Flooded with natural light, this elegant 4-bedroom, 2-full-bath condominium offers over 2,200 sq ft of expansive living across the second & third floors of a two-family home. Beautiful hardwood floors, recessed lighting, period details, & a flexible layout provide a gracious setting for both relaxed living & stylish entertaining. A fireplace anchors the inviting living family room, while the updated kitchen features sleek quartz countertops. The stunning open-concept top floor showcases soaring cathedral ceilings with 3 new skylights, creating an airy, sun-filled retreat. The oversized primary bedroom is a peaceful sanctuary with a walk-in closet & its own private porch—an inviting spot for morning coffee or unwinding at day’s end. A second private porch extends from a rear bedroom, offering another quiet outdoor escape. Shared gardens add charm & greenery, while basement storage, garage parking, plus 1 additional parking space bring everyday convenience to this distinctive Brookline residence. Conveniently located near the Green Line’s C branch & Washington Square’s shops & restaurants.

146 University Rd Unit 146, Brookline

Listing courtesy of Listing Agent: Karen Nickel from Listing Office: Hammond Residential Real Estate.

$34,000,000

There are exceptional homes, and then there are properties conceived on an entirely different scale. 55 Singletree is the latter. Perched atop a secluded hill on more than two private acres in Brookline, adjacent to the reservoir, this extraordinary estate offers a rare sense of privacy and tranquility just minutes from Boston. Its elevated position and naturally sheltered setting create remarkable seclusion, with no neighboring homes overlooking the pool or private outdoor spaces. Years of vision, craftsmanship, and investment have been brought to life through an extensive two-phase construction project by Thoughtforms, one of New England’s most respected custom home builders. The result is not simply a residence, but a world unto itself—an estate with the scale and experience of a private resort. The property's commanding elevation captures views toward the Boston skyline, culminating at a rooftop terrace overlooking the city. Across the grounds, architecture and landscape have been conceived as one experience. Water features introduce movement and serenity, expansive outdoor spaces invite both gathering and escape, and a private tennis and sports court creates a level of recreation rarely found so close to the city. Inside, monumental scale meets intimate refinement, with exceptional materials, custom craftsmanship, and thoughtfully designed spaces equally suited for grand entertaining and everyday family life. An estate of this scale, caliber, and extraordinary privacy would be exceptionally difficult to replicate today. 55 Singletree represents a singular opportunity: a secluded residential sanctuary offering remarkable sophistication, recreation, and proximity to Boston.

7 Beds ⋅ 16 Baths ⋅ 73590483 MLS

There are exceptional homes, and then there are properties conceived on an entirely different scale. 55 Singletree is the latter. Perched atop a secluded hill on more than two private acres in Brookline, adjacent to the reservoir, this extraordinary estate offers a rare sense of privacy and tranquility just minutes from Boston. Its elevated position and naturally sheltered setting create remarkable seclusion, with no neighboring homes overlooking the pool or private outdoor spaces. Years of vision, craftsmanship, and investment have been brought to life through an extensive two-phase construction project by Thoughtforms, one of New England’s most respected custom home builders. The result is not simply a residence, but a world unto itself—an estate with the scale and experience of a private resort. The property's commanding elevation captures views toward the Boston skyline, culminating at a rooftop terrace overlooking the city. Across the grounds, architecture and landscape have been conceived as one experience. Water features introduce movement and serenity, expansive outdoor spaces invite both gathering and escape, and a private tennis and sports court creates a level of recreation rarely found so close to the city. Inside, monumental scale meets intimate refinement, with exceptional materials, custom craftsmanship, and thoughtfully designed spaces equally suited for grand entertaining and everyday family life. An estate of this scale, caliber, and extraordinary privacy would be exceptionally difficult to replicate today. 55 Singletree represents a singular opportunity: a secluded residential sanctuary offering remarkable sophistication, recreation, and proximity to Boston.

55 Singletree Rd, Brookline

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

$4,250,000

Set high atop Aspinwall Hill in close proximity to Washington Square and Brookline Village, this incredible Shingle-style carriage house offers a remarkable confluence of breathtaking historical character and effortless contemporary cool. Designed by prominent Boston architects Hartwell and Richardson in 1888 and spanning over 6300 sf of interior living space, this property preserves striking original architectural features, from original double doors used for horse drawn carriages to a turreted top level living area featuring soaring cathedral ceilings, restored beams, skylights, and sweeping vistas of the lushly landscaped 0.58 acre lot. Modern touches also abound, from the stone-capped kitchen island in the upper-level entertaining space to the two-story fireplace in the voluminous open-plan downstairs living area. An entertainer’s paradise, this property offers two equally stunning living, dining and kitchen spaces, plus a wonderful newly refinished auxiliary lounge on the lower level. In addition to five generous bedrooms and three and a half full baths, the house also offers a brilliant built-in office or library, a second office / workspace in a repurposed carriage stall, and a versatile workshop or art studio. The one-of-a-kind “jockey walk” art gallery off the main foyer offers an inspiring spot to showcase an art collection. The house offers exceptional indoor-outdoor connections including a luminous family room or sun room off the garden, two generous decks, multiple balconies, a stone patio, and an expansive backyard with mature plantings. A graceful circular driveway and two garage bays offer plenty of parking for a crowd. Numerous recent updates, including five-zone 2023 HVAC, five new skylights, many new light fixtures; and new recessed lights, sheet rock and new or newly refinished wood floors in all the bedrooms. Exceptionally well located on a private way yet easily accessible to premier shopping, dining, multiple Green Line stops, downtown Boston, the Longwood Medical area, and renowned public and private schools. This thrilling property is like nothing you’ve ever seen---a serene oasis nestled in one of Brookline's most desirable locations with the best of city living at your doorstep. An incredible opportunity.

5 Beds ⋅ 4 Baths ⋅ 73590255 MLS

Set high atop Aspinwall Hill in close proximity to Washington Square and Brookline Village, this incredible Shingle-style carriage house offers a remarkable confluence of breathtaking historical character and effortless contemporary cool. Designed by prominent Boston architects Hartwell and Richardson in 1888 and spanning over 6300 sf of interior living space, this property preserves striking original architectural features, from original double doors used for horse drawn carriages to a turreted top level living area featuring soaring cathedral ceilings, restored beams, skylights, and sweeping vistas of the lushly landscaped 0.58 acre lot. Modern touches also abound, from the stone-capped kitchen island in the upper-level entertaining space to the two-story fireplace in the voluminous open-plan downstairs living area. An entertainer’s paradise, this property offers two equally stunning living, dining and kitchen spaces, plus a wonderful newly refinished auxiliary lounge on the lower level. In addition to five generous bedrooms and three and a half full baths, the house also offers a brilliant built-in office or library, a second office / workspace in a repurposed carriage stall, and a versatile workshop or art studio. The one-of-a-kind “jockey walk” art gallery off the main foyer offers an inspiring spot to showcase an art collection. The house offers exceptional indoor-outdoor connections including a luminous family room or sun room off the garden, two generous decks, multiple balconies, a stone patio, and an expansive backyard with mature plantings. A graceful circular driveway and two garage bays offer plenty of parking for a crowd. Numerous recent updates, including five-zone 2023 HVAC, five new skylights, many new light fixtures; and new recessed lights, sheet rock and new or newly refinished wood floors in all the bedrooms. Exceptionally well located on a private way yet easily accessible to premier shopping, dining, multiple Green Line stops, downtown Boston, the Longwood Medical area, and renowned public and private schools. This thrilling property is like nothing you’ve ever seen---a serene oasis nestled in one of Brookline's most desirable locations with the best of city living at your doorstep. An incredible opportunity.

120 Rawson Rd, Brookline

Listing courtesy of Listing Agent: Elisabeth Preis from Listing Office: Compass.

$2,875,000

This thoughtfully renovated five-bedroom single family Colonial Revival on beautiful, tree-lined Fuller Street in the heart of Coolidge Corner has it all, indoors and out. A welcoming covered porch leads to a gracious foyer and spacious living room and dining room, with bay windows, original built-ins and a fireplace. A cook's kitchen features wide-plank hardwood floors, custom cabinetry, granite countertops and gas cooking. The inviting family room addition, with its cathedral ceiling, oversized windows, built-ins, and sliding glass doors topped by transom windows, overlooks a bluestone patio and generously sized private backyard and gardens, bringing the outdoors into the home. A half bath completes the first floor. The second floor offers three generous bedrooms, including an oversized primary suite with a walk-in closet and full bath, together with a spacious family bathroom. Two additional bedrooms occupy the third floor, one with a cathedral ceiling, along with ample storage and plumbing in place for another full bathroom. The lower level provides bonus space, including a recreation room, laundry, and access to the yard. The home includes two off-street parking spaces. Recent improvements include a new roof in 2020, a new gas heating system in 2021, exterior painting in 2022, and updated plumbing and electrical systems. The home also features central air conditioning. A complete list of updates is available with the listing. With beautiful parks, easy access to the Green Line's C and B branches, cafés, restaurants, markets, and the Coolidge Corner Theatre, 116 Fuller Street offers a distinctive opportunity to enjoy single-family living with the best of Brookline just beyond your doorstep.

5 Beds ⋅ 3 Baths ⋅ 73590203 MLS

This thoughtfully renovated five-bedroom single family Colonial Revival on beautiful, tree-lined Fuller Street in the heart of Coolidge Corner has it all, indoors and out. A welcoming covered porch leads to a gracious foyer and spacious living room and dining room, with bay windows, original built-ins and a fireplace. A cook's kitchen features wide-plank hardwood floors, custom cabinetry, granite countertops and gas cooking. The inviting family room addition, with its cathedral ceiling, oversized windows, built-ins, and sliding glass doors topped by transom windows, overlooks a bluestone patio and generously sized private backyard and gardens, bringing the outdoors into the home. A half bath completes the first floor. The second floor offers three generous bedrooms, including an oversized primary suite with a walk-in closet and full bath, together with a spacious family bathroom. Two additional bedrooms occupy the third floor, one with a cathedral ceiling, along with ample storage and plumbing in place for another full bathroom. The lower level provides bonus space, including a recreation room, laundry, and access to the yard. The home includes two off-street parking spaces. Recent improvements include a new roof in 2020, a new gas heating system in 2021, exterior painting in 2022, and updated plumbing and electrical systems. The home also features central air conditioning. A complete list of updates is available with the listing. With beautiful parks, easy access to the Green Line's C and B branches, cafés, restaurants, markets, and the Coolidge Corner Theatre, 116 Fuller Street offers a distinctive opportunity to enjoy single-family living with the best of Brookline just beyond your doorstep.

116 Fuller St., Brookline

Listing courtesy of Listing Agent: Irene Kerzner from Listing Office: Hammond Residential Real Estate.

$1,695,000

Classic Back Bay graciousness in a beautiful courtyard setting. This corner residence offers four exposures and an abundance of natural light, blending timeless architectural charm with spacious, comfortable living. The inviting floor-through layout features four generously sized bedrooms with high ceilings, oak hardwood floors, two renovated baths, and the living room area includes a room for den/family. A delightful dining room with classic wainscoting flows into a bright, welcoming kitchen appointed with custom cabinetry, Corian countertops, and stainless-steel appliances. Additional highlights include newer windows, in-unit laundry, two private storage rooms, and access to a stunning roof deck. Ideally located near the Longwood Medical Area, parks, schools, and public transportation, with convenient access to Boston University, Cambridge, and the vibrant shops, cafés, and restaurants of Coolidge Corner and Beacon Street.

4 Beds ⋅ 2 Baths ⋅ 73590092 MLS ⋅ ['4 Alton Court Condominium'] BLDG.

Classic Back Bay graciousness in a beautiful courtyard setting. This corner residence offers four exposures and an abundance of natural light, blending timeless architectural charm with spacious, comfortable living. The inviting floor-through layout features four generously sized bedrooms with high ceilings, oak hardwood floors, two renovated baths, and the living room area includes a room for den/family. A delightful dining room with classic wainscoting flows into a bright, welcoming kitchen appointed with custom cabinetry, Corian countertops, and stainless-steel appliances. Additional highlights include newer windows, in-unit laundry, two private storage rooms, and access to a stunning roof deck. Ideally located near the Longwood Medical Area, parks, schools, and public transportation, with convenient access to Boston University, Cambridge, and the vibrant shops, cafés, and restaurants of Coolidge Corner and Beacon Street.

4 Alton Court Unit 3, Brookline

Listing courtesy of Listing Agent: Susan and Jen Rothstein Team from Listing Office: Hammond Residential Real Estate.

$3,549,000

Welcome to 80onVernon, a just completed boutique collection of 8 new luxury condominiums in Brookline’s Coolidge Corner. Each home offers 3 bedrooms, modern finishes, garage parking, and private outdoor spaces. This unit features 2 garage parking spaces, 2 balconies, a den, and a direct access elevator. The building’s sleek exterior, oversized windows, and glass balconies maximize light and park views. Residents enjoy a stylish lobby with secure mail and package areas. Interiors feature 9-foot ceilings, floor-to-ceiling Drutex windows, open living spaces with fireplaces, and kitchens with waterfall-edge stone countertops, Dell Anno cabinetry, and Thermador appliances. Wood accents and designer lighting add warmth and sophistication. Located steps from Saint Mark’s Park, the Coolidge Corner Theatre, Trader Joe’s, and acclaimed restaurants, plus the MBTA Green Line for direct Boston access, 80onVernon blends modern design and everyday convenience in Brookline's most desirable location!

3 Beds ⋅ 3 Baths ⋅ 73590002 MLS ⋅ ['80onvernon'] BLDG.

Welcome to 80onVernon, a just completed boutique collection of 8 new luxury condominiums in Brookline’s Coolidge Corner. Each home offers 3 bedrooms, modern finishes, garage parking, and private outdoor spaces. This unit features 2 garage parking spaces, 2 balconies, a den, and a direct access elevator. The building’s sleek exterior, oversized windows, and glass balconies maximize light and park views. Residents enjoy a stylish lobby with secure mail and package areas. Interiors feature 9-foot ceilings, floor-to-ceiling Drutex windows, open living spaces with fireplaces, and kitchens with waterfall-edge stone countertops, Dell Anno cabinetry, and Thermador appliances. Wood accents and designer lighting add warmth and sophistication. Located steps from Saint Mark’s Park, the Coolidge Corner Theatre, Trader Joe’s, and acclaimed restaurants, plus the MBTA Green Line for direct Boston access, 80onVernon blends modern design and everyday convenience in Brookline's most desirable location!

80 Vernon Unit #2-B, Brookline

Listing courtesy of Listing Agent: Tina Sachs from Listing Office: Coldwell Banker Realty - Newton.

$3,175,000

Welcome to 80onVernon, a boutique just completed collection of 8 new luxury condominiums in Brookline’s Coolidge Corner. This penthouse unit features incredible outdoor space - both an expansive front park-view balcony and one of the most stunning private roofdecks in Greater Boston with views galore. The building’s sleek exterior, oversized windows, and glass balconies maximize light and park views. Interiors feature 9-foot ceilings, floor-to-ceiling Drutex windows, open living space with fireplace, and chef's kitchen with waterfall-edge stone countertops, Dell Anno cabinetry, and Thermador appliances. Wood accents and designer lighting add warmth and sophistication. Located steps from Saint Mark’s Park, the Coolidge Corner Theatre, Trader Joe’s, and acclaimed restaurants, plus the MBTA Green Line for direct Boston access, 80onVernon blends modern design, everyday convenience, and community charm. Premier location, finishes and design.

3 Beds ⋅ 3 Baths ⋅ 73589995 MLS ⋅ ['80onvernon'] BLDG.

Welcome to 80onVernon, a boutique just completed collection of 8 new luxury condominiums in Brookline’s Coolidge Corner. This penthouse unit features incredible outdoor space - both an expansive front park-view balcony and one of the most stunning private roofdecks in Greater Boston with views galore. The building’s sleek exterior, oversized windows, and glass balconies maximize light and park views. Interiors feature 9-foot ceilings, floor-to-ceiling Drutex windows, open living space with fireplace, and chef's kitchen with waterfall-edge stone countertops, Dell Anno cabinetry, and Thermador appliances. Wood accents and designer lighting add warmth and sophistication. Located steps from Saint Mark’s Park, the Coolidge Corner Theatre, Trader Joe’s, and acclaimed restaurants, plus the MBTA Green Line for direct Boston access, 80onVernon blends modern design, everyday convenience, and community charm. Premier location, finishes and design.

80 Vernon Unit PentHouse B, Brookline

Listing courtesy of Listing Agent: Tina Sachs from Listing Office: Coldwell Banker Realty - Newton.

$2,659,000

Welcome to 80onVernon, a boutique collection of 8 new luxury condominiums in Brookline’s Coolidge Corner. Each home offers 3 bedrooms, modern finishes, garage parking, and private outdoor spaces. This unit features two balconies. The building’s sleek exterior, oversized windows, and glass balconies maximize light and park views. Residents enjoy a stylish lobby with secure mail and package areas. Interiors feature 9-foot ceilings, floor-to-ceiling Drutex windows, open living spaces with fireplaces, and kitchens with waterfall-edge stone countertops, Dell Anno cabinetry, and Thermador appliances. Wood accents and designer lighting add warmth and sophistication. Located steps from Saint Mark’s Park, the Coolidge Corner Theatre, Trader Joe’s, and acclaimed restaurants, plus the MBTA Green Line for direct Boston access, 80onVernon blends modern design, everyday convenience, and community charm.

3 Beds ⋅ 3 Baths ⋅ 73589888 MLS ⋅ ['80onvernon'] BLDG.

Welcome to 80onVernon, a boutique collection of 8 new luxury condominiums in Brookline’s Coolidge Corner. Each home offers 3 bedrooms, modern finishes, garage parking, and private outdoor spaces. This unit features two balconies. The building’s sleek exterior, oversized windows, and glass balconies maximize light and park views. Residents enjoy a stylish lobby with secure mail and package areas. Interiors feature 9-foot ceilings, floor-to-ceiling Drutex windows, open living spaces with fireplaces, and kitchens with waterfall-edge stone countertops, Dell Anno cabinetry, and Thermador appliances. Wood accents and designer lighting add warmth and sophistication. Located steps from Saint Mark’s Park, the Coolidge Corner Theatre, Trader Joe’s, and acclaimed restaurants, plus the MBTA Green Line for direct Boston access, 80onVernon blends modern design, everyday convenience, and community charm.

80 Vernon Unit Unit 1A, Brookline

Listing courtesy of Listing Agent: Todd Glaskin from Listing Office: Coldwell Banker Realty - Newton.

$1,275,000

Beautifully renovated and thoughtfully designed, this inviting home features a stunning kitchen that is sure to impress, complete with high-end appliances, including a Wolf range, Sub-Zero refrigerator/freezer, and Miele dishwasher. The tastefully renovated bathrooms complement the home’s stylish finishes, while generously sized bedrooms offer comfort and space. Enjoy the convenience of a full-size washer and dryer, along with a private balcony where you can unwind and take in beautiful city views. Large basement storage space as well. Ideally located just moments from Coolidge Corner, Brookline Village & Washington Sq. where shopping, public transportation (the T), the library, and everyday essentials is a breeze. This home offers the perfect blend of modern living, comfort, and unbeatable convenience. A wonderful opportunity to enjoy quality, style, and Brookline living at its best!

3 Beds ⋅ 2 Baths ⋅ 73589858 MLS

Beautifully renovated and thoughtfully designed, this inviting home features a stunning kitchen that is sure to impress, complete with high-end appliances, including a Wolf range, Sub-Zero refrigerator/freezer, and Miele dishwasher. The tastefully renovated bathrooms complement the home’s stylish finishes, while generously sized bedrooms offer comfort and space. Enjoy the convenience of a full-size washer and dryer, along with a private balcony where you can unwind and take in beautiful city views. Large basement storage space as well. Ideally located just moments from Coolidge Corner, Brookline Village & Washington Sq. where shopping, public transportation (the T), the library, and everyday essentials is a breeze. This home offers the perfect blend of modern living, comfort, and unbeatable convenience. A wonderful opportunity to enjoy quality, style, and Brookline living at its best!

415 Washington St Unit 6, Brookline

Listing courtesy of Listing Agent: Elis Aguilar-Becker from Listing Office: William Raveis R.E. & Home Services.

$2,350,000

Offered for the first time in 61 years, this is a rare opportunity to restore and reimagine a distinguished Colonial Revival residence in Brookline's coveted Fisher Hill neighborhood. Built in 1897, this remarkable home is rich in character, timeless architectural detail, and period charm, presenting an exceptional opportunity to create your dream home. Gracious, generously proportioned main rooms showcase the home's historic elegance, while three full levels of living space offer unlimited potential for customization and expansion. A striking oversized stained-glass window illuminates the main staircase, serving as a stunning focal point and a reminder of the home's enduring craftsmanship. Featuring 6-7 bedrooms, high ceilings, and flexible living areas, the property offers endless possibilities for today's lifestyle needs. The lower level includes a separate entrance, making it ideal for a home office, professional space, guest suite, or future finished living area. Ideally located just minutes from Runkle School, Brookline High School, parks, the Longwood Medical Area, and two Green Line T stations, this exceptional property combines a premier location with extraordinary potential.

6 Beds ⋅ 4 Baths ⋅ 73587355 MLS

Offered for the first time in 61 years, this is a rare opportunity to restore and reimagine a distinguished Colonial Revival residence in Brookline's coveted Fisher Hill neighborhood. Built in 1897, this remarkable home is rich in character, timeless architectural detail, and period charm, presenting an exceptional opportunity to create your dream home. Gracious, generously proportioned main rooms showcase the home's historic elegance, while three full levels of living space offer unlimited potential for customization and expansion. A striking oversized stained-glass window illuminates the main staircase, serving as a stunning focal point and a reminder of the home's enduring craftsmanship. Featuring 6-7 bedrooms, high ceilings, and flexible living areas, the property offers endless possibilities for today's lifestyle needs. The lower level includes a separate entrance, making it ideal for a home office, professional space, guest suite, or future finished living area. Ideally located just minutes from Runkle School, Brookline High School, parks, the Longwood Medical Area, and two Green Line T stations, this exceptional property combines a premier location with extraordinary potential.

309 Buckminster Rd, Brookline

Listing courtesy of Listing Agent: Jayne Friedberg from Listing Office: Coldwell Banker Realty - Brookline.

$1,400,000

Fabulous, spacious 2 Bed - 2 Bath condo with garage parking in the heart of Coolidge Corner! Set in Webster Place, one of the neighborhood’s few luxury, full-service, professionally managed buildings, this bright and beautifully updated home checks all the boxes. Wood floors run throughout, with a comfortable living room flowing to the separate dining area and stylish kitchen with granite counters and stainless appliances. The exceptionally spacious primary bedroom offers plenty of room to spread out with a flexible nook perfect for a desk, reading area or whatever suits, a walk-in closet and renovated en-suite bath. A sizable second bedroom and second renovated full bath add to the appeal, along with in-unit laundry, excellent closet space and additional storage. Deeded garage parking completes the package. Amenities include concierge services, outdoor pool with expansive deck, fitness center, elevator, and beautifully maintained courtyard and grounds. All in an A+ Coolidge Corner location just blocks to restaurants, shops, the Green Line, Coolidge Corner Theatre, Brookline Booksmith, Trader Joe’s and more. A rare combination of space, updates, amenities, parking and location!

2 Beds ⋅ 2 Baths ⋅ 73587238 MLS ⋅ ['Webster Place Condominiums'] BLDG.

Fabulous, spacious 2 Bed - 2 Bath condo with garage parking in the heart of Coolidge Corner! Set in Webster Place, one of the neighborhood’s few luxury, full-service, professionally managed buildings, this bright and beautifully updated home checks all the boxes. Wood floors run throughout, with a comfortable living room flowing to the separate dining area and stylish kitchen with granite counters and stainless appliances. The exceptionally spacious primary bedroom offers plenty of room to spread out with a flexible nook perfect for a desk, reading area or whatever suits, a walk-in closet and renovated en-suite bath. A sizable second bedroom and second renovated full bath add to the appeal, along with in-unit laundry, excellent closet space and additional storage. Deeded garage parking completes the package. Amenities include concierge services, outdoor pool with expansive deck, fitness center, elevator, and beautifully maintained courtyard and grounds. All in an A+ Coolidge Corner location just blocks to restaurants, shops, the Green Line, Coolidge Corner Theatre, Brookline Booksmith, Trader Joe’s and more. A rare combination of space, updates, amenities, parking and location!

25 Marion St Unit 27, Brookline

Listing courtesy of Listing Agent: The Gillach Group from Listing Office: William Raveis R. E. & Home Services.

$3,999,000

A rare Brookline offering in the heart of Coolidge Corner, this distinguished renovated two-family residence delivers exceptional scale, elegance, and outdoor space seldom found in the area. Spanning an impressive 4,166 sq. ft. across 14 rooms, the home is set on an extraordinary 0.29-acre lot, presenting remarkable potential for future expansion, development, or bespoke customization. A true highlight of the estate is its expansive, level private backyard, a serene setting ideal for sophisticated outdoor entertaining, curated gardens, or recreational enjoyment. Both oversized units showcase sun-filled, flexible floor plans with 4 bedrooms and 2 full bathrooms each. Interiors are defined by gleaming hardwood floors, refined crown molding, a dedicated office/den, and an open kitchen concept that enhances flow and modern livability. The large, updated eat-in kitchens feature granite countertops, solid wood cabinetry, and stainless steel appliances. Private sunrooms and generous front and rear balcony/porches enhance the home’s indoor-outdoor flow and overlook the sweeping grounds. Additional amenities include in-unit laundry on both floors, a full unfinished walk-out basement offering substantial storage or future expansion potential, and a detached 2-car garage. The driveway accommodates up to 8 additional vehicles, with further capacity possible. Perfectly positioned just steps from the MBTA Green Line, top-rated schools including the Florida Ruffin Ridley School (PreK–8) and Brookline High School, and the vibrant Coolidge Corner district. Residents enjoy effortless access to a variety of shopping, acclaimed dining, parks, and premier medical institutions. For those seeking a refined multi-family or a single family residence, a generational estate, or a premier investment with exceptional outdoor space, this property stands in a class of its own.

8 Beds ⋅ 4 Baths ⋅ 73586478 MLS

A rare Brookline offering in the heart of Coolidge Corner, this distinguished renovated two-family residence delivers exceptional scale, elegance, and outdoor space seldom found in the area. Spanning an impressive 4,166 sq. ft. across 14 rooms, the home is set on an extraordinary 0.29-acre lot, presenting remarkable potential for future expansion, development, or bespoke customization. A true highlight of the estate is its expansive, level private backyard, a serene setting ideal for sophisticated outdoor entertaining, curated gardens, or recreational enjoyment. Both oversized units showcase sun-filled, flexible floor plans with 4 bedrooms and 2 full bathrooms each. Interiors are defined by gleaming hardwood floors, refined crown molding, a dedicated office/den, and an open kitchen concept that enhances flow and modern livability. The large, updated eat-in kitchens feature granite countertops, solid wood cabinetry, and stainless steel appliances. Private sunrooms and generous front and rear balcony/porches enhance the home’s indoor-outdoor flow and overlook the sweeping grounds. Additional amenities include in-unit laundry on both floors, a full unfinished walk-out basement offering substantial storage or future expansion potential, and a detached 2-car garage. The driveway accommodates up to 8 additional vehicles, with further capacity possible. Perfectly positioned just steps from the MBTA Green Line, top-rated schools including the Florida Ruffin Ridley School (PreK–8) and Brookline High School, and the vibrant Coolidge Corner district. Residents enjoy effortless access to a variety of shopping, acclaimed dining, parks, and premier medical institutions. For those seeking a refined multi-family or a single family residence, a generational estate, or a premier investment with exceptional outdoor space, this property stands in a class of its own.

91 Verndale St, Brookline

Listing courtesy of Listing Agent: Daniel S. Lee from Listing Office: Boston Plex.

$1,195,000

Stunningly renovated, this exceptional 3-bedroom, 2-bath residence is one of just three condominium units in Brookline's highly sought-after High Street Hill area. The home was gutted to the studs an rebuilt throughout by a premier builder, with all-new plumbing, electrical, systems, and designer finishes that create a sophisticated, upscale interior. The bright, open floor plan features hardwood floors, recessed lighting, abundant natural light, and a beautifully appointed kitchen with stainless steel appliances, quartz countertops. The primary suite includes a private in-suite bath while two additional bedrooms and a second bath offer flexibility for guests, family, or a home office. An oversized private balcony extends the living space outdoors and provides an inviting setting for relaxing entertaining. Additional features include in-unit laundry, and dedicated basement storage. The property is within walking distance to Jamaica Pond, neighborhood parks & tennis courts, Brookline Village, and public transportation. Convenient access to Route 9, the Longwood Medical Area, universities, and downtown Boston. Parking is an upgrade for additional cost.

3 Beds ⋅ 2 Baths ⋅ 73585833 MLS

Stunningly renovated, this exceptional 3-bedroom, 2-bath residence is one of just three condominium units in Brookline's highly sought-after High Street Hill area. The home was gutted to the studs an rebuilt throughout by a premier builder, with all-new plumbing, electrical, systems, and designer finishes that create a sophisticated, upscale interior. The bright, open floor plan features hardwood floors, recessed lighting, abundant natural light, and a beautifully appointed kitchen with stainless steel appliances, quartz countertops. The primary suite includes a private in-suite bath while two additional bedrooms and a second bath offer flexibility for guests, family, or a home office. An oversized private balcony extends the living space outdoors and provides an inviting setting for relaxing entertaining. Additional features include in-unit laundry, and dedicated basement storage. The property is within walking distance to Jamaica Pond, neighborhood parks & tennis courts, Brookline Village, and public transportation. Convenient access to Route 9, the Longwood Medical Area, universities, and downtown Boston. Parking is an upgrade for additional cost.

114 Franklin St. Unit 2, Brookline

Listing courtesy of Listing Agent: Leslie Grover from Listing Office: Grover Group Realty LLC.

$1,499,000

Top floor, western exposure, and ten foot ceilings add up to afternoon light that arrives around midday and stays until the sun goes down, warming the marble countertops and everything around them! The kitchen is outfitted with Sub Zero and Wolf appliances, so cooking at home feels like an occasion. Open the Juliette balcony doors and the breeze drifts right into the living space, with no one above you and a quiet, elevated feel. Outside your door, Brookline Village does the rest: morning coffee, boutique browsing on a slow Saturday, and the Green Line and Longwood Medical close by. Garage parking is included, with a second space available to purchase. New construction is rare in this corner of Brookline, so come see it in person!

2 Beds ⋅ 2 Baths ⋅ 73585618 MLS

Top floor, western exposure, and ten foot ceilings add up to afternoon light that arrives around midday and stays until the sun goes down, warming the marble countertops and everything around them! The kitchen is outfitted with Sub Zero and Wolf appliances, so cooking at home feels like an occasion. Open the Juliette balcony doors and the breeze drifts right into the living space, with no one above you and a quiet, elevated feel. Outside your door, Brookline Village does the rest: morning coffee, boutique browsing on a slow Saturday, and the Green Line and Longwood Medical close by. Garage parking is included, with a second space available to purchase. New construction is rare in this corner of Brookline, so come see it in person!

58 Kent Unit U403, Brookline

Listing courtesy of Listing Agent: Erik Anderson from Listing Office: Concept Properties.

$1,300,000

Welcome to 16 Addington Road, Unit 16 in Brookline. All the ease of condo living with the feel of a single-family home. This move-in ready 3-bedroom, 3-bath residence spans two levels and has its own private entrance, a combination that is rare in Brookline’s Washington Square. The first floor walks directly out to your two dedicated parking spaces, so coming home feels easy. Best of all, the building is professionally managed, so exterior upkeep, landscaping, and snow removal are handled for you.The main level is bright and open, with hardwood floors throughout. An updated kitchen with a breakfast bar flows easily into the dining area and living room, a layout made for everyday living and entertaining. In-unit laundry is on this level, along with generous storage.Upstairs, a family room opens through sliders to a private balcony, ideal for morning coffee or a quiet evening outdoors. All three bedrooms are on this level, including a primary suite with a stone-finished full bath. Two additional full baths complete the home. Set on a quiet street, you are just blocks from Barcelona Wine Bar, Bar Taco, Caffè Nero, and Star Market, and steps from the newly renovated Schick Park with its playground and basketball court. The Green Line on Beacon Street is close by, and the home is in the Runkle School district with easy access to Brookline High School. A true single-family alternative, without the maintenance, in one ofBrookline’s most sought-after neighborhoods.

3 Beds ⋅ 3 Baths ⋅ 73585073 MLS

Welcome to 16 Addington Road, Unit 16 in Brookline. All the ease of condo living with the feel of a single-family home. This move-in ready 3-bedroom, 3-bath residence spans two levels and has its own private entrance, a combination that is rare in Brookline’s Washington Square. The first floor walks directly out to your two dedicated parking spaces, so coming home feels easy. Best of all, the building is professionally managed, so exterior upkeep, landscaping, and snow removal are handled for you.The main level is bright and open, with hardwood floors throughout. An updated kitchen with a breakfast bar flows easily into the dining area and living room, a layout made for everyday living and entertaining. In-unit laundry is on this level, along with generous storage.Upstairs, a family room opens through sliders to a private balcony, ideal for morning coffee or a quiet evening outdoors. All three bedrooms are on this level, including a primary suite with a stone-finished full bath. Two additional full baths complete the home. Set on a quiet street, you are just blocks from Barcelona Wine Bar, Bar Taco, Caffè Nero, and Star Market, and steps from the newly renovated Schick Park with its playground and basketball court. The Green Line on Beacon Street is close by, and the home is in the Runkle School district with easy access to Brookline High School. A true single-family alternative, without the maintenance, in one ofBrookline’s most sought-after neighborhoods.

16 Addington Unit 21, Brookline

Listing courtesy of Listing Agent: Migdol Moore Team from Listing Office: Gibson Sotheby's International Realty.

$3,100,000

The penthouse at The Marquee of Brookline! A refined Parisian-Inspired residence designed for those seeking the sophistication of city living without sacrificing the comfort and scale of the suburbs. This exceptional home blends timeless elegance with modern functionality, showcasing 10ft ceiling height, curated European finishes, bespoke kitchen, 3.5 baths & artisan details from custom doors & floor to ceiling windows to heirloom-quality hardware built to endure for generations. Private Elevator Entry opens directly into the residence, revealing an expansive open layout filled with natural light through dramatic floor-to-ceiling window-scapes. Generous closet space, private storage, and 3.5 luxurious baths, thoughtfully designed for elevated everyday living. Entertain effortlessly outdoors on the extraordinary roof deck with close to 700 sq ft. Complete with 2 garage parking. Moments to Coolidge Corner, Brookline Village, Washington Square, Longwood, and Boston. VIEWS OF DOWNTOWN from your bedroom window and even more breathtaking views from the roof-deck looking over the rooftops and trees of Brookline, JP and Boston. IF YOU ARE LOOKING FOR LUXURY FINISHES THIS IS THE DEVELOPER FOR YOU.

3 Beds ⋅ 4 Baths ⋅ 73584794 MLS ⋅ ['The Marquee'] BLDG.

The penthouse at The Marquee of Brookline! A refined Parisian-Inspired residence designed for those seeking the sophistication of city living without sacrificing the comfort and scale of the suburbs. This exceptional home blends timeless elegance with modern functionality, showcasing 10ft ceiling height, curated European finishes, bespoke kitchen, 3.5 baths & artisan details from custom doors & floor to ceiling windows to heirloom-quality hardware built to endure for generations. Private Elevator Entry opens directly into the residence, revealing an expansive open layout filled with natural light through dramatic floor-to-ceiling window-scapes. Generous closet space, private storage, and 3.5 luxurious baths, thoughtfully designed for elevated everyday living. Entertain effortlessly outdoors on the extraordinary roof deck with close to 700 sq ft. Complete with 2 garage parking. Moments to Coolidge Corner, Brookline Village, Washington Square, Longwood, and Boston. VIEWS OF DOWNTOWN from your bedroom window and even more breathtaking views from the roof-deck looking over the rooftops and trees of Brookline, JP and Boston. IF YOU ARE LOOKING FOR LUXURY FINISHES THIS IS THE DEVELOPER FOR YOU.

32 Auburn Street Unit PH, Brookline

Listing courtesy of Listing Agent: from Listing Office: Block Realty.

$3,388,000

Introducing 12 Williams Street, a thoughtfully designed new development in the heart of Brookline’s highly sought-after Coolidge Corner. This intimate community features two beautifully appointed townhomes, each with private parking, along with a separate studio residence—offering a rare combination of new construction, thoughtful design, and exceptional convenience.This spacious four-level townhome offers 3 bedrooms and 3.5 bathrooms, with a private elevator providing effortless access throughout all four levels. The home also features a private balcony and two covered parking spaces, combining the comfort and scale of a single-family home with the convenience of new construction.Just steps from everything Coolidge Corner has to offer, 12 Williams places you within easy reach of independent bookstores, the iconic Coolidge Corner Theatre, Trader Joe’s, Stop & Shop, acclaimed restaurants, cafés, and everyday conveniences. The nearby MBTA Green Line provides direct service into Boston, making commuting and exploring the city effortless.With its exceptional location, private elevator, generous four-level layout, outdoor space, and two covered parking spaces, 12 Williams Street offers a distinctive opportunity to enjoy modern living in one of Brookline’s most vibrant neighborhoods.

3 Beds ⋅ 4 Baths ⋅ 73584476 MLS

Introducing 12 Williams Street, a thoughtfully designed new development in the heart of Brookline’s highly sought-after Coolidge Corner. This intimate community features two beautifully appointed townhomes, each with private parking, along with a separate studio residence—offering a rare combination of new construction, thoughtful design, and exceptional convenience.This spacious four-level townhome offers 3 bedrooms and 3.5 bathrooms, with a private elevator providing effortless access throughout all four levels. The home also features a private balcony and two covered parking spaces, combining the comfort and scale of a single-family home with the convenience of new construction.Just steps from everything Coolidge Corner has to offer, 12 Williams places you within easy reach of independent bookstores, the iconic Coolidge Corner Theatre, Trader Joe’s, Stop & Shop, acclaimed restaurants, cafés, and everyday conveniences. The nearby MBTA Green Line provides direct service into Boston, making commuting and exploring the city effortless.With its exceptional location, private elevator, generous four-level layout, outdoor space, and two covered parking spaces, 12 Williams Street offers a distinctive opportunity to enjoy modern living in one of Brookline’s most vibrant neighborhoods.

12 Williams Street Unit 1, Brookline

Listing courtesy of Listing Agent: Todd Glaskin from Listing Office: Coldwell Banker Realty - Newton.

$2,395,000

BROOKLINE’S HIGHLY RANKED A+ PUBLIC SCHOOLS.-- EXCEPTIONAL SINGLE-FAMILY LIVING. Completely rebuilt from the studs up, 641 Chestnut Hill Avenue combines classic character with luxury finishes and modern comfort. Four bedrooms, 3½ baths and approximately 2,800 square feet span four finished levels, including the finished lower level. A beautifully appointed kitchen and inviting living spaces create a welcoming setting for everyday living and entertaining. Thoughtfully designed luxury bathrooms feature upscale finishes, while the primary suite offers a private retreat alongside three additional bedrooms. Flexible finished spaces accommodate work, guests and recreation. Modern heat-pump heating and cooling, insulated windows, off-street parking spaces and private outdoor space enhance everyday convenience. Enjoy proximity to Brookline Reservoir, local amenities and Boston—a distinctive opportunity to own a completely rebuilt home in an established Brookline neighborhood .

4 Beds ⋅ 4 Baths ⋅ 73584176 MLS

BROOKLINE’S HIGHLY RANKED A+ PUBLIC SCHOOLS.-- EXCEPTIONAL SINGLE-FAMILY LIVING. Completely rebuilt from the studs up, 641 Chestnut Hill Avenue combines classic character with luxury finishes and modern comfort. Four bedrooms, 3½ baths and approximately 2,800 square feet span four finished levels, including the finished lower level. A beautifully appointed kitchen and inviting living spaces create a welcoming setting for everyday living and entertaining. Thoughtfully designed luxury bathrooms feature upscale finishes, while the primary suite offers a private retreat alongside three additional bedrooms. Flexible finished spaces accommodate work, guests and recreation. Modern heat-pump heating and cooling, insulated windows, off-street parking spaces and private outdoor space enhance everyday convenience. Enjoy proximity to Brookline Reservoir, local amenities and Boston—a distinctive opportunity to own a completely rebuilt home in an established Brookline neighborhood .

641 Chestnut Hill Avenue, Brookline

Listing courtesy of Listing Agent: Paulette Rioux from Listing Office: Rioux Real Estate.

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