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127 Winthrop Road Unit 1A, Brookline
$899,000
2 Beds ⋅ 2 Baths ⋅ 73595056 MLS ⋅ ['Winthrop Hill Condominium'] BLDG.
Tucked away in Aspinwall Hill, one of Brookline's most coveted neighborhoods, this exceptional two-bedroom, two-bathroom duplex at 127 Winthrop Road offers a rare combination of sophisticated design, breathtaking city views, private outdoor space(s), and garage parking. Spanning two thoughtfully designed levels, the home is filled with natural light and features an ideal floor plan for both comfortable living and effortless entertaining.The beautifully updated kitchen is the heart of the home, featuring quartz countertops, a generous center island, stainless steel appliances, and abundant cabinetry—perfect for casual meals or hosting family and friends. Rich hardwood floors flow throughout the living spaces, while the convenience of in-unit laundry and garage parking enhances everyday living.A standout feature of this special home is its two private porches, where sweeping city views provide a spectacular backdrop from sunrise to the evening lights of Boston. Whether enjoying your morning coffee, dining al fresco, or simply unwinding after a long day, these inviting outdoor spaces offer a peaceful retreat rarely found in condominium living.Ideally situated on picturesque Winthrop Road, you're just moments from the shops, cafés, and acclaimed restaurants of both Coolidge Corner and Washington Square, with easy access to the Green Line, Longwood Medical Area, downtown Boston, parks, and the Emerald Necklace. Enjoy the perfect balance of tranquil neighborhood living and urban convenience in one of Greater Boston's most sought-after communities.Offering timeless style, modern updates, exceptional outdoor living, and captivating city views, 127 Winthrop Road is a truly special place to call home.

127 Winthrop Road Unit 1A, Brookline

Listing courtesy of Listing Agent: Joshua Stiles from Listing Office: Compass.
133 Beaconsfield Rd Unit 14, Brookline
$479,000
1 Beds ⋅ 1 Baths ⋅ 73594992 MLS
Ideally situated in one of Brookline’s most desirable neighborhoods, this 1-bedroom, 1-bath residence offers an outstanding opportunity to create your own space in an A+ location. Set in a professionally managed elevator building, the unit is ready for updating and offers excellent potential for both owner-occupants and investors. Amenities include a deeded off-street parking space, private basement storage, and on-site laundry. Enjoy an unbeatable location just steps from the MBTA Green Line C and D trains, Beacon Street shops and restaurants, vibrant Washington Square, and the Longwood Medical Area. Nearby parks, Waldstein Playground, and tennis courts add to the appeal. A wonderful opportunity to build equity and enjoy all that Brookline has to offer. Photos have been digitally enhanced.

133 Beaconsfield Rd Unit 14, Brookline

Listing courtesy of Listing Agent: Eric Glassoff from Listing Office: Coldwell Banker Realty - Brookline.
77 Payson Rd, Brookline
$849,900
3 Beds ⋅ 1 Baths ⋅ 73594577 MLS
Entering Brookline! Welcome home! Lovely entryway with closet welcomes you into fire placed, sunlit living room with mellow hardwood floors that opens to ample dining room perfect for holiday entertaining. Three season sunroom and fully applianced kitchen round out the first floor. Direct entry garage is a bonus! Second level offers 2 generous bedrooms and a smaller nursery or office and full bath. Basement is partially finished for bonus space! Situated on a lovely fenced lot. Bring your ideas and pack your bags. There is so much potential with this property. Excellent location, Baker school district. Best value in Chestnut Hill! Don't miss! Offers, if any, due Tuesday at noon!

77 Payson Rd, Brookline

Listing courtesy of Listing Agent: Patsy Brennan from Listing Office: Vogt Realty Group, LLC.
76 Green Street Unit 2, Brookline
$1,400,000
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.
1265 Beacon St Unit 505, Brookline
$1,250,000
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.
69 Walnut Street Unit 7, Brookline
$1,595,000
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.
116 Pleasant St Unit B, Brookline
$799,000
2 Beds ⋅ 2 Baths ⋅ 73593565 MLS
Set on a quiet residential street in the heart of Coolidge Corner, this two-bedroom, two-bath condominium was newly constructed in 2013 and has had just one owner since. Offering approximately 1,100 square feet of living space, the ground-floor walkout features a private exterior entrance directly into the unit and an oversized living and dining area with ample room for everyday living and entertaining. A separate kitchen features granite countertops and stainless steel appliances. The primary bedroom includes an en-suite bathroom, while a comfortably sized second bedroom and full guest bathroom complete the layout. Central heating and air conditioning provide year-round comfort, along with the convenience of in-unit laundry. Located directly across from the Coolidge Corner Library, the property is just a short distance from neighborhood shops, restaurants, cafés, and public transportation, with convenient access to Boston University and the Longwood Medical Area. With its 2013 construction, private entrance, and deeded parking, this home offers a collection of features rarely found together in such a central Brookline location.

116 Pleasant St Unit B, Brookline

Listing courtesy of Listing Agent: Adam Aroesty from Listing Office: Hammond Residential Real Estate.
136 Beaconsfield Rd Unit 2, Brookline
$499,000
1 Beds ⋅ 1 Baths ⋅ 73592983 MLS ⋅ ['Beaconsfield Rd Condominiums'] BLDG.
Sun-filled and stylish, this inviting high first-floor 1-bedroom, 1-bath condominium offers generously proportioned, open and airy living space in a prime Brookline location. The spacious living room easily accommodates both seating and dining areas, while oversized windows, hardwood floors, and generous closet space create a warm and comfortable feel. An assigned off-street parking space #10 is conveniently located right outside the door. The pet-friendly complex offers on-site laundry, professional management, and heat and hot water included in the low condo fee. Ideally situated between Washington Square and Cleveland Circle, just moments from the Beaconsfield D Line and Dean Road C Line stops, with restaurants, Star Market, shops, and parks all nearby. Waldstein Park is just steps away, with easy access to Boston and the Longwood Medical Area. A wonderful opportunity to own in one of Brookline’s most desirable and convenient neighborhoods. Open House Saturday 10/24 from 12-2.

136 Beaconsfield Rd Unit 2, Brookline

Listing courtesy of Listing Agent: Eric Glassoff from Listing Office: Coldwell Banker Realty - Brookline.
79 Randolph Road, Brookline
$2,799,999
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.
7 Naples, Brookline
$4,350,000
11 Beds ⋅ 6 Baths ⋅ 73592780 MLS
BEST COOLIDGE CORNER LOCATION and Rarely available! Fully leased 6-unit brick building on a quiet side street steps from Harvard St in Coolidge Corner. Five 2-bedroom units and one 1-bedroom. Rents are well below market and there is a tremendous amount of value to add. Hardwood floors throughout, great lighting, and solid rental history. 7 Naples Rd is part of a 3 building association. Heat and Heat water are shared. Short walk to the Coolidge Corner Green Line C stop, Trader Joe’s, restaurants, with easy access to Longwood Medical area, Fenway, and Boston University. Rare chance to own a stabilized multifamily in one of Brookline’s most walkable neighborhoods. Showings by appointment with 48 hours notice to tenants.

7 Naples, Brookline

Listing courtesy of Listing Agent: Jacob Simmons from Listing Office: City Realty Group.
197 Kent St Unit 42, Brookline
$500,000
2 Beds ⋅ 1 Baths ⋅ 73592756 MLS ⋅ ['Kentwood Manor'] BLDG.
Excellent opportunity to bring your vision to life in the heart of Brookline! Located in the professionally managed Kentwood Manor, this 2-bedroom, 1-bath condo offers 795 square feet of living space and incredible potential for buyers looking to renovate and make it their own. The functional layout features a spacious living and dining area, hardwood floors, large windows providing abundant natural light, and two well-proportioned bedrooms. Ready for its next chapter, this home presents an opportunity to customize and add value in a highly desirable location. Additional highlights include one assigned off-street parking space, elevator access, common laundry facilities, and a condo fee that includes heat, hot water, water, sewer, and more. Conveniently located near Coolidge Corner, Beacon Street, public transportation, Longwood Medical Area, and an abundance of shops, restaurants, and cafes. Bring your ideas and unlock the potential of this Brookline property!

197 Kent St Unit 42, Brookline

Listing courtesy of Listing Agent: Hans Nagrath from Listing Office: Compass.
46 Powell Street, Brookline
$5,250,000
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.
1834 Beacon St Unit 5, Brookline
$635,000
2 Beds ⋅ 1 Baths ⋅ 73592646 MLS
Sun-filled and south-facing, 2-bedroom, 1-bathroom condo combines classic charm with modern updates in a prime Brookline location. Set on the second floor of a professionally managed brick building on Beacon Street, the home features a welcoming entry foyer, a bright living room with bay windows and a charming decorative fireplace, and an updated kitchen with granite breakfast bar, stainless steel appliances, and ample cabinetry. Two generously sized bedrooms offer flexibility for roommates, guests, or a home office. Hardwood floors and crown molding add timeless character throughout. Located just steps from the Green Line and moments from Washington Square, Coolidge Corner, Longwood Medical Area, shops, restaurants, and more!

1834 Beacon St Unit 5, Brookline

Listing courtesy of Listing Agent: Kerry D'Ambroise from Listing Office: Columbus and Over Group, LLC.
54 Sargent Road, Brookline
$8,400,000
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.
1539 Beacon Street, Brookline
$21,750,000
99 Beds ⋅ 115 Baths ⋅ 73592434 MLS
We are pleased to present the opportunity to acquire Beacon Fairbanks Manor, a 56-unit apartment community in one of Greater Boston’s most highly ranked and supply-constrained submarkets, Brookline, MA. Beacon Fairbanks Manor occupies a prime position on Beacon Street between Coolidge Corner and Washington Square, sitting directly on the MBTA Green Line Fairbanks Street stop. The property consists of 11 Studios, 30-One Bedroom, and 15-Two Bedroom units. The property provides durable in-place income underpinned by an irreplaceable location and strong tenant demographic, paired with a clear value-add business plan with significant upside. The property sits within a short commute of the 213-acre Longwood Medical Area; home to Brigham and Women’s Hospital, Boston Children’s Hospital, Beth Israel Deaconess Medical Center, and Dana Farber Cancer Institute. Additionally, Beacon Fairbanks Manor provides rapid transit to tenants who work in the major employment hubs of Boston, Cambridge, Brookline, and beyond. Nearby amenities are unmatched within Coolidge Corner and Washington Square, known for boutique dining, grocery options, retail, nightlife, and a strong sense of community that supports low turnover rates.

1539 Beacon Street, Brookline

Listing courtesy of Listing Agent: Kevin Benzinger from Listing Office: Boston Realty Advisors.
15 Catlin Road, Brookline
$5,398,000
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.
44 Washington St Unit 1105, Brookline
$399,000
1 Baths ⋅ 73591886 MLS ⋅ ['The Brook House Condominium'] BLDG.
Enjoy stylish, low-maintenance living in this beautifully updated studio at the Brook House in Brookline. The unit features upgraded flooring, refreshed bathroom components, and contemporary black-finish lighting that adds a sleek, modern touch throughout. Thoughtfully designed to maximize comfort and functionality, this studio space offers a welcoming setting in a highly desirable location near Brookline Village, the Longwood Medical Area, and the scenic Emerald Necklace. Residents of the Brook House community enjoy an impressive array of amenities, including 24-hour concierge and security services, a heated Olympic-sized swimming pool, a fully equipped fitness center with group classes, and courts for tennis, pickleball, and basketball. With convenient access to the Longwood Medical area, neighborhood shops, restaurants, public transportation, and nearby parks, this inviting studio combines modern updates, exceptional amenities, and an outstanding Brookline location.

44 Washington St Unit 1105, Brookline

Listing courtesy of Listing Agent: Barbara Wales from Listing Office: Engel & Volkers Newton.
91 University Rd Unit 2, Brookline
$2,550,000
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..
50 Green Street Unit 209, Brookline
$799,900
2 Beds ⋅ 2 Baths ⋅ 73591351 MLS
Spacious 2-bed/2-bath condo on a quiet, tree-lined street in the heart of Coolidge Corner. The oversized living and dining area is filled with natural light, with sliding glass doors opening to an expansive private balcony. The updated kitchen features custom cabinetry, generous counter space, and double sinks. The king-sized primary bedroom offers double closets, a wall A/C unit, and an en suite full bath. A generously sized second bedroom with ample closet space sits across from a second full bath. Assigned parking and additional basement storage complete the package. This professionally managed, pet-friendly elevator building offers an outdoor pool, refreshed courtyard, video security, bike storage, meeting room, and laundry facilities. Conveniently located near the Green Line C branch, Trader Joe’s, CVS, restaurants, banks, the post office, and public library, with easy access to downtown Boston, the Longwood Medical Area, and Boston University.

50 Green Street Unit 209, Brookline

Listing courtesy of Listing Agent: Sino-US Realty Team from Listing Office: Keller Williams Realty.
146 University Rd Unit 146, Brookline
$1,600,000
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.
321 Hammond Pond Pkwy Unit 103, Brookline
$959,000
2 Beds ⋅ 2 Baths ⋅ 73590899 MLS
Welcome to this spacious 2-bedroom, 2-bath condo in a desirable Brookline location! This well-designed home offers a bright and inviting living room, a stylish kitchen featuring stainless steel appliances, and two generously sized bedrooms. The primary suite includes a walk-in closet and private bath. Enjoy your own private deck, along with the convenience of in-unit laundry, additional storage, and 1 heated garage parking space. Residents also have access to an on-site fitness center. Ideally located near The Shops at Chestnut Hill, Wegmans, restaurants, parks, and public transportation, with easy access to major highways, Longwood Medical Area, and downtown Boston. A wonderful opportunity to enjoy comfortable living with everyday

321 Hammond Pond Pkwy Unit 103, Brookline

Listing courtesy of Listing Agent: Zhonghui Zhu from Listing Office: Keller Williams Realty.
1051 Beacon St Unit 8, Brookline
$750,000
2 Baths ⋅ 73590627 MLS
Incredible opportunity for a business owner or investor to purchase this versatile commercial condo WITH PARKING in one of Brookline's most desirable locations. At this asking price, the monthly cost of ownership is similar to what one would expect to pay in rent. This space would work well for a Physical Therapist, Optometrist, Dermatologist, Therapist, Med Spa, Dentistry, Law Office, Real Estate office, or any other office use - the possibilities are endless. This sunny, fourth floor unit has a generous floor plan spanning 1160sf with an excellent layout. The space offers a reception area, waiting room, 4 treatment rooms/individual offices (all equipped with plumbing and electric connections in the floors), a laboratory, an office, a sanitation area, and 2 half baths. See attached floor plan for visual of layout. Located in a professionally managed, elevator building in the Longwood Corridor. This location is perched directly on Beacon Street between Coolidge Corner, Kenmore Square, and Longwood Medical. Incredibly accessible for clients as this location sits along the Green C Line, close to major roadways, and there is an abundance of meter parking along Beacon Street for clients/patients. One exclusive parking space in the rear offers convenience for the business owner and/or employees. The space was most recently home to a successful dentistry for ~40 years. That business owner has retired and now the space is ready for its next chapter. The space is vacant and easy to show!

1051 Beacon St Unit 8, Brookline

Listing courtesy of Listing Agent: Matthew Petty from Listing Office: FRAME Residential.
55 Singletree Rd, Brookline
$34,000,000
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.
30 Hackensack Road, Brookline
$995,000
3 Beds ⋅ 2 Baths ⋅ 73590431 MLS
Charming Colonial in a Coveted Brookline Location! Situated in an excellent neighborhood just a stone’s throw from Allandale Farm, Larz Anderson Park and Brookline's top-rated schools, this 3-bedroom, 1.5-bath Garrison Colonial presents a wonderful opportunity to create your dream home. The property features hardwood floors throughout, garage parking with direct access to the home and a generous lot of over 7,500 square feet. In need of updating, this home offers tremendous potential for renovation, personalization and long-term value in a highly desirable location. A rare opportunity to bring your vision to life in one of Brookline’s sought-after neighborhoods, close to parks, local amenities, hospitals and excellent educational opportunities. Offers, if any, to be reviewed on Monday, 10/19 by 2pm.

30 Hackensack Road, Brookline

Listing courtesy of Listing Agent: DelRose McShane Team from Listing Office: Coldwell Banker Realty - Belmont.
120 Rawson Rd, Brookline
$4,250,000
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.
116 Fuller St., Brookline
$2,875,000
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.
41 Centre St Unit 204, Brookline
$899,900
2 Beds ⋅ 2 Baths ⋅ 73590164 MLS ⋅ ['41 Centre Street'] BLDG.
Rarely available, spacious 1,200-square-foot, two-bedroom, two-bath residence in the heart of Coolidge Corner. This inviting home offers comfortable single-level living in an elevator building, with a generous living room and dining area, an ensuite primary bedroom with an oversized closet, and a large second bedroom served by a second full bath. Enjoy your own private outdoor space, covered outdoor parking, and access to a pool and laundry facilities. Step outside to experience all that Coolidge Corner has to offer, including an exceptional selection of shops, restaurants, and public transportation, with the Longwood Medical Area nearby. Well managed Association with many recent capital improvements and high owner occupancy. An ideal opportunity for anyone seeking space, convenience, and vibrant neighborhood living, whether downsizing or looking for a place in one of Brookline’s most desirable locations.

41 Centre St Unit 204, Brookline

Listing courtesy of Listing Agent: Barrie Wheeler from Listing Office: Hammond Residential Real Estate.
4 Alton Court Unit 3, Brookline
$1,695,000
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.
80 Vernon Unit #2-B, Brookline
$3,549,000
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.
80 Vernon Unit PentHouse B, Brookline
$3,175,000
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.

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