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$2,399,000
4 Beds 3 Baths 73547641 MLS
Prepare to be impressed by this beautifully renovated 4 Bed 3 Bath mid-century modern ranch in Chestnut Hill Brookline on the edge of the golf course! Set on over a half acre of beautiful landscaping surrounding the flat back yard lead to the golf course. Breathtaking renovations highlight modern living with soaring exposed beam ceilings, a dramatic living room with a wood-burning fireplace, and a wall of windows overlooking the screened porch, deck, and tranquil Japanese rock garden. The renovated kitchen features sleek cabinetry, updated countertops, appliances, a peninsula, pantry, and eat-in area. The main level offers three spacious bedrooms, including a large primary suite, while the finished walkout lower level includes a great room with kitchenette, fourth bedroom, full bath, studio, bonus room, patio access, and abundant storage. Perfect location with quick access to 9 & I-93 and a quick hop to local restaurants, shopping, Wegman's, and much more!

365 Newton St, Brookline

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.

$799,000
2 Beds 1 Baths 73547029 MLS ['231 Rawson Road Condominium Trust'] BLDG.
Conveniently located in the heart of Washington Square, this wonderful condominium unit offers the perfect blend of comfort, convenience, and city living. A spacious foyer welcomes you into a bright and airy living and dining room featuring oversized newer windows that fill the home with natural light. The well-appointed kitchen offers abundant storage, quality appliances, and excellent functionality for everyday living. The refreshed bathroom adds a modern touch, while two generously sized bedrooms provide ample space and comfort. Additional storage throughout the home enhances its practicality and appeal. Part of a well-maintained, self-managed association, this residence offers effortless access to the Green Line T and the vibrant amenities of Washington Square, including restaurants, cafés, boutiques, and parks, making it an exceptional opportunity in one of Brookline's most sought-after neighborhoods. Unit has a storage area and shared outdoor space. Rental parking is available.

231 Rawson Unit 6, Brookline

Listing courtesy of Listing Agent: Debby Belt from Listing Office: Hammond Residential Real Estate.

$469,900
2 Beds 1 Baths 73546419 MLS
Nestled in the heart of Coolidge Corner, this garden-level condo offers a peaceful, private retreat from the bustle of city life. High ceilings and raised windows fill the space with natural light, while two bedrooms, a full kitchen, and a comfortable living area create a layout that works as well for working from home as it does for hosting. The unit has its own thermostat with heat and hot water included in the condo fee. Laundry and private storage are conveniently located across the hall. Private, protected bicycle rack. Pets are welcome. The well-maintained building is perfectly located— you're just 1/3 mile from the Green Line, Trader Joe’s, and Coolidge Corner Theatre. Do not miss this opportunity to own or invest in Coolidge Corner at an affordable price!

75 Park Unit B, Brookline

Listing courtesy of Listing Agent: JonCarlo DeFeudis from Listing Office: Rise Signature Homes.

$1,475,000
3 Beds 3 Baths 73545728 MLS ['Beaconsfield Terrace'] BLDG.
Rarely available 2/3 bedroom condo in the heart of Washington Square! Just moments from the C & D Green Lines, parks, shopping, and restaurants, this bright, move-in-ready home offers the perfect blend of comfort and convenience. A skylight and large front and rear windows fill the space with natural light. The flexible floor plan includes a spacious primary suite with an en suite bath, plus a potential third bedroom, office, or den. Enjoy abundant storage with multiple closets, attic space, and garage storage. Relax or entertain on your private enclosed patio. Recent updates include a new HVAC system, new hot water tank, and numerous upgrades throughout. Complete with an attached garage and two additional parking spaces—an exceptional offering in one of Brookline's most sought-after neighborhoods.

54 Regent Circle Unit 54, Brookline

Listing courtesy of Listing Agent: Kristen Donahue from Listing Office: Donahue Real Estate Co..

$899,000
2 Beds 2 Baths 73544351 MLS ['58 Pleasant Street Condominium'] BLDG.
New Price. Same Great Value and Timeless Charm.Discover this oversized 2-bedroom, 2-bath brownstone in the heart of Brookline's sought-after Coolidge Corner. Blending timeless charm with modern updates, this distinctive home features a private primary suite on its own level with a spa-inspired ensuite bath, soaring 9-foot ceilings, and a spacious kitchen with a vented hood.Outside, enjoy a rare private outdoor oasis with an expansive deck and enclosed patio—ideal for relaxing, entertaining, or enjoying your morning coffee.A fresh new price makes this an exceptional opportunity to own a distinctive brownstone in the heart of Coolidge Corner. Schedule your private showing today.

58 Pleasant Street Unit 2, Brookline

Listing courtesy of Listing Agent: Sandra Morgan from Listing Office: Amo Realty - Boston City Properties.

$2,995,000
2 Beds 3 Baths 73543781 MLS ['Longyear At Fisher Hill'] BLDG.
Unit E201 is in the beautiful Mansion building at Longyear at Fisher Hill! Brookline's premiere private eight acre gate "concierge" service community. One floor living. Two bedrooms with en suite bathrooms! Plus a large private study. The primary bedroom has a private deck overlooking the pool with views of the Brookline skyline, large walk in closet! The second bedroom is admirably well laid out with spacious built in closets. The nearly 2,300 sq. ft sun drenched open floor plan has north, south, west and east views, perfect for entertaining. Large in unit side by side washer and dryer. 2 assigned indoor garage spaces with additional storage. Unit E201 has been upgraded with new lighting, brand new carpeting, toilets and new flat screen TV's. The entire unit has been freshly painted! Well equipped gym is located in the Mansion building! Communal seasonal pool with oversized umbrellas and seating just outside of building. Effortless living with 24x7 gatehouse and "concierge" services

120 Seaver St Unit E201, Brookline

Listing courtesy of Listing Agent: Hope Krakoff from Listing Office: Coldwell Banker Realty - Boston.

$599,000
1 Beds 1 Baths 73543418 MLS
Super sunny one bedroom condo with large south facing windows and one car parking in elevator building, walking distance to Longwood Medical & Academic Area, Brookline Village, Coolidge Corner & multiple T stops. Also easy access to the Riverway and Route 9. Open concept plan including large living room, dining area and kitchen. Spacious bedroom with good-sized closet. Hardwood floors. Move in condition: recently refinished floors with beautiful satin finish, new thermopane windows Low condo fee that includes heat & hot water. Building amenities include spacious common laundry room, private storage unit, indoor bike storage area. Professionally managed association consisting of 68 units in 2 brick buildings.

197 Kent St Unit 35, Brookline

Listing courtesy of Listing Agent: Robert Ley from Listing Office: Coldwell Banker Realty - Brookline.

$8,999,000
6 Beds 7 Baths 73543132 MLS
Pre-Construction Opportunity – Limited 30-Day Offering. Situated on a 27,387 sq. ft. lot in one of Brookline's most coveted neighborhoods, this exceptional new construction estate will offer approximately 6746 sq. ft. of luxury living plus a Garage. Thoughtfully designed and crafted by a renowned luxury homebuilder with her decades of experience creating some of Greater Boston's most distinguished residences, the home features 6 en-suite bedrooms, including 5 on the second floor, soaring 11-foot ceilings on the main level and 10-foot ceilings upstairs, a private library, wine room, chef's kitchen with prep kitchen, and a luxurious primary suite with dual walk-in closets, a spa-inspired bath, and private roof deck. Additional highlights include heated 2+ car Garage, mudroom, and second-floor laundry. A rare opportunity to secure a premier Brookline residence and personalize select finishes during this limited 30-day pre-construction offering.

145 Woodland Road, Brookline

Listing courtesy of Listing Agent: Samantha Stumpo from Listing Office: Serhant.

$11,000,000
73543050 MLS
Encompassing just under two acres of wooded, private land, 39 Cottage Street presents an exceptional setting for a custom-built estate in one of Greater Boston's most sought-after communities. Nestled among mature trees and natural landscape, the property offers remarkable privacy and a sense of seclusion while remaining just minutes from Boston and Chestnut Hill's shopping, dining, golf courses, and premier schools. With a scale seldom found in Brookline, the site provides the flexibility to create a truly bespoke residence tailored to your vision. A rare offering where privacy, location, and possibility converge. This lot can also be divided into two buildable lots.

39 Cottage St, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

$2,048,000
2 Beds 2 Baths 73542797 MLS ['The Bartlett'] BLDG.
New construction in the heart of Washington Square! Welcome to this stunning 2-bedroom, 2-bath residence featuring an open floor plan, soaring 9-foot ceilings, and modern finishes throughout. Located in a boutique 23-unit elevator building, each home includes one garage parking space and in-unit laundry for ultimate convenience.The chef’s kitchen impresses with high-end appliances, sleek cabinetry, and a spacious center island, perfect for cooking and entertaining. The sun-filled living room offers a cozy fireplace and opens to a private balcony, ideal for outdoor relaxation and summer gatherings.Additional highlights include elevator access from the garage to all levels, and a prime location close to shopping, public transportation, and major highways. Ready for summer occupancy—don’t miss this exceptional opportunity!

45 Bartlett Crescent Unit 202, Brookline

Listing courtesy of Listing Agent: Bartlett Albion Group from Listing Office: Hammond Residential Real Estate.

$2,925,000
4 Beds 5 Baths 73542360 MLS
From the white picket fence and private yard to the oversized covered front porch, this exceptionally renovated townhome welcomes with charm before you even step inside. Enter into the open kitchen featuring custom cabinetry and quartz countertops, anchored by a soaring 4-story floating staircase with custom lighting that sets the tone for everything that follows. Each room has its own distinct features, including a spacious bow-front living room with gas fireplace, generous bedrooms, and a luxurious primary suite with vaulted ceilings and soaking tub. The 2nd floor offers 2 en suite bedrooms, 1 has an oversized private deck. The lower level includes a 2nd living room, 4th bedroom and bonus room ideal for an office/gym. Each bedroom includes a walk-in closet (some with 2), Hunter Douglas blinds and engineered wide-plank hardwood floors. Located by Clear Flour Bakery, the Green Line, and all that Coolidge Corner has to offer, this move-in ready home is as convenient as it is impressive.

177 Thorndike St Unit 1, Brookline

Listing courtesy of Listing Agent: Liz Dehler from Listing Office: Donnelly + Co..

$665,000
2 Beds 2 Baths 73541243 MLS ['The Brook House'] BLDG.
Rare opportunity to own a corner residence with an expansive private terrace at the sought-after Brook House. This bright and spacious 2-bedroom, 2-bath home offers approximately 1,050 sq. ft. of living space and features oversized windows that fill the home with natural light. The renovated kitchen showcases shaker cabinetry, granite countertops, stainless steel appliances, and gas cooking. A generous living and dining area opens directly to the oversized terrace, creating exceptional indoor-outdoor living space rarely found in Brookline condominiums. Both bedrooms are well-proportioned with ample closet space. The Brook House offers 24-hour security, on-site management, fitness center, heated outdoor pool, tennis, pickleball and basketball courts, resident lounge. Ideally located across from Leverett Pond and the Emerald Necklace, moments from Longwood Medical Area, Brookline Village, MBTA Green Line stations, restaurants, and shops.

99 Pond Ave Unit 501, Brookline

Listing courtesy of Listing Agent: Adam Aroesty from Listing Office: Hammond Residential Real Estate.

$527,000
1 Beds 1 Baths 73541160 MLS ['Longwood Towers Condominiums'] BLDG.
Rarely available, renovated oversized studio at Longwood Towers, set in a picturesque park-like setting near the Longwood Medical Area, Boston University, and several of Boston’s top hospitals and schools. This open, stylish, and highly efficient floor plan features a spacious kitchen with granite countertops and stainless steel appliances, dedicated office and dining areas, a Murphy bed that seamlessly converts into a living room sofa with privacy curtains, and a large walk-in closet with in-unit washer and dryer. The building offers elevator access, gym & valet garage parking rentals (subject to availability). Situated on 4 beautifully landscaped acres across from the Emerald Necklace along the Boston city line, the property provides exceptional convenience to Harvard Med, Brigham and Women's Hospital, Beth Israel Deaconess Medical Center, Dana-Farber Cancer Institute, Boston Children's Hospital, and across the street from the Longwood stop on the MBTA Green D train

20 Chapel St Unit B313, Brookline

Listing courtesy of Listing Agent: Adam Mundt from Listing Office: Kingston Real Estate & Management.

$765,000
1 Beds 1 Baths 73541029 MLS ['Regency Park Condominiums'] BLDG.
Welcome to Regency Park, one of Brookline's premier full-service luxury residences in the heart of Washington Square. This bright and spacious home offers an ideal layout with generous living and dining areas, abundant natural light, and elevated views from a higher floor. Additional features include central air conditioning, garage parking, and ample storage.Residents enjoy exceptional amenities including 24-hour concierge, on-site management, indoor heated pool, fitness center, landscaped courtyard with grilling area, resident lounges, library, roof deck, elevator access, guest parking, and recently renovated common areas.Ideally located across from the Green Line C branch and moments to the D line, Star Market, Washington Square's shops and restaurants, Coolidge Corner, Longwood Medical Area, and downtown Boston. Experience convenient, low-maintenance living in one of Brookline's most desirable communities.

1731 Beacon St Unit 915, Brookline

Listing courtesy of Listing Agent: Michael Chen from Listing Office: Round Room.

$1,925,000
3 Beds 3 Baths 73540948 MLS
Experience sophisticated urban living in this sun-drenched, floor though penthouse, ideally situated in the heart of Washington Square. Fully remodeled to the studs in 2020, this home seamlessly blends premium craftsmanship & finishes with a thoughtfully designed layout & dramatic architectural detail throughout. The entry unfolds into a spectacular open-concept living space, where a massive skylight & high ceilings provide incredible natural light, alongside an exquisite, state-of-the-art kitchen. Three well appointed bedrooms offer additional period touches, including a primary bedroom with ensuite bathroom. The absolute highlight of this home is the expansive private roof deck, perfect for outdoor entertaining or simply enjoying a quiet retreat perched above the neighborhood. Complete with one off-street parking space, this home offers an unparalleled lifestyle. Enjoy Washington Square’s vibrant dining and boutiques, Dean Park, and the Green Line practically at your doorstep!

1762 Beacon Street Unit 4, Brookline

Listing courtesy of Listing Agent: Joshua Drawas from Listing Office: Compass.

$11,000,000
73538903 MLS
Encompassing just under two acres of wooded, private land, 39 Cottage Street presents an exceptional setting for a custom-built estate in one of Greater Boston's most sought-after communities. Nestled among mature trees and natural landscape, the property offers remarkable privacy and a sense of seclusion while remaining just minutes from Boston and Chestnut Hill's shopping, dining, golf courses, and premier schools. With a scale seldom found in Brookline, the site provides the flexibility to create a truly bespoke residence tailored to your vision. A rare offering where privacy, location, and possibility converge. This lot can also be divided into two buildable lots.

39 Cottage St, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

$531,000
2 Beds 1 Baths 73538645 MLS
This bright and updated corner residence offers the perfect blend of comfort, convenience, and location in the heart of Cleveland Circle. Thoughtfully laid out, this 2 bedroom home features an inviting living space filled with natural light, an updated kitchen, full-size windows, tile flooring throughout, and generous closet storage. Additional highlights include upgraded electrical, an off street parking space, large private storage unit just seconds from the rear entrance, and convenient access to an updated laundry room. Brookline Gardens is a professionally managed, pet-friendly community with strong owner occupancy and the added benefit of a live-in superintendent. Enjoy easy access to the C, D, and B Green Lines, Chestnut Hill Reservoir, Boston College, shops, restaurants, parks, and St. Elizabeth's Medical Center. Whether you're commuting downtown, enjoying a walk around the reservoir, or exploring Brookline's vibrant dining scene, this location puts it all at your doorstep.

1 Lanark Rd Unit 7, Brookline

Listing courtesy of Listing Agent: The Broadway Group from Listing Office: Engel & Volkers Boston.

$399,000
1 Baths 73538013 MLS ['Brook House Condominium'] BLDG.
Luxury Brook House, Modern & spacious studio apartment, High floor with stunning city views, Juliet balcony off of living area, Fully equipped modern kitchen with a dishwasher, Ample closet space including a large walk-in closet, Top notch fitness center with cardio/weight/aerobic rooms, steam/sauna , ping pong tables, tennis/pickleball/basketball courts, heated outdoor swimming pool, barbecue areas, 24/7 security/concierge, Convenient to bus lines and D & E train lines, shops, restaurants, Longwood Medical area & downtown Boston, Enjoy the nearby, beautiful Leverett pond on the Emerald Necklace with walking/biking/jogging paths. Enjoy vibrant Brookline Village nearby with an wonderful array of shops and restaurants, Perfect for investors or owner occupants.

44 Washington St. Unit 913, Brookline

Listing courtesy of Listing Agent: Sada Hanna from Listing Office: William Raveis R. E. & Home Services.

$399,000
1 Baths 73538015 MLS ['Brook House Condominium'] BLDG.
Luxury living, Spacious, modern studio, Large floor to ceiling sliding glass window encompassing one wall with city views, Juliet balcony off of living area, Ample closet space including a large walk-in closet, Parquet wood floors, Amenities include 24/7 security/concierge, top notch large fitness center with a cardio/weight/aerobics rooms, steam/sauna, heated outdoor swimming pool, tennis/pickleball/basketball courts, resident's lounge with WiFi, barbecue areas, Across the street to bus lines and D & E train lines, Enjoy Nearby Brookline Village with an array of wonderful shops and restaurants, Convenient to Longwood medical area and downtown Boston. Beautiful nature surrounds the building with the Emerald Necklace and Leverett pond with walking/jogging/biking paths, Perfect for investors or owner occupants.

44 Washington Street Unit 409, Brookline

Listing courtesy of Listing Agent: Sada Hanna from Listing Office: William Raveis R. E. & Home Services.

$2,349,000
4 Beds 4 Baths 73537709 MLS
This mint condition 3+ bedroom, 3.5 bath corner townhouse is offered for the first time since it was built in 2022. The space has been thoughtfully updated with custom built-in shelving and a striking Italian Aqua Blue matte tile surround framing the gas fireplace—complementing the sun-drenched living room's white oak floors. The chef's kitchen boasts Caesarstone counters, a 5-burner Bertazzoni range, 48" Thermador refrigerator, and Bosch dishwasher, flowing seamlessly into a dining area perfect for gatherings. The generous primary suite features abundant closet space and an en-suite bath with glass shower and premium fixtures. A well-appointed guest bedroom, third-floor bedroom with private bath, and flexible bonus room round out the living space. Step outside to your private patio retreat. Two parking spaces—one garage with storage, one deeded driveway—add everyday convenience. Constructed by a respected family-owned builder with roots dating to 1936.

21 Crowninshield Rd Unit 21, Brookline

Listing courtesy of Listing Agent: Bill Gehan from Listing Office: Campion & Company Fine Homes Real Estate.

$14,995,000
6 Beds 8 Baths 73537408 MLS
Designed to be admired and built to be enjoyed, 33 Sears Rd is a custom residence set on 1.6 acres of manicured, private grounds. The home makes an immediate statement with a grand two-story foyer that introduces soaring ceilings, refined detailing, and beautifully scaled living spaces throughout. Built by one of Boston's premier female builders, the craftsmanship is evident in every threshold, finish, and room proportion. The open-concept main level was thoughtfully designed to offer grand room sizes without sacrificing warmth. A custom chef's kitchen appointed with top-tier appliances anchors the heart of the home, complemented by a separate, fully equipped prep kitchen. The primary suite features a dramatic two-story walk-in closet, a rare offering that quietly separates this residence from others on the market. Elevator infrastructure is already in place. Outdoor living is equally compelling, w/ ample acreage to accommodate a future pool, sport court, or other lifestyle amenities.

33 Sears Rd, Brookline

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

$949,000
3 Beds 1 Baths 73537174 MLS ['The Coolidge Condominium Trust'] BLDG.
Charming 3 bed, 1 bath condo with parking, in-unit laundry and low fees! Sunlit and full of character, this second floor home offers an open floor plan with fireplaced living room and dining room surrounded by oversized newer windows (2022) that flood the space with light. White eat-in kitchen features exposed brick, newer appliances, ample closets throughout and gas cooking. Hardwood floors throughout, tiled bath, and generous closet space. One assigned oversized parking space is included, and the low HOA fee covers heat and hot water, kept low in part by rental income from an association owned unit. Perfect central location between Coolidge Corner, Washington Square and Brookline Village, with parks, schools, T lines and everyday conveniences just outside your door. Photos are from a previous tenant. Pets are subject to trustee approval. Currently rented for $4,200/mo through 8/31/26.

485 Washington St Unit 3, Brookline

Listing courtesy of Listing Agent: Christina Dinardi from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

$749,900
2 Beds 2 Baths 73537006 MLS
Bright and spacious 5th-floor condo at The Brook House. Corner unit offfering 1,050 sq. ft. of living space with 2 bedrooms, 2 full bathrooms, and tandem garage parking with an electric vehicle charger. The desirable corner layout provides excellent natural light throughout, with southeast-facing bedrooms and a spaciou living/dining area that leads to a private balcony. The primary suite features an en-suite bath and generous closet space, while central air conditioning and abundant storage complete the home. Brook House is a full-service luxury community with 24-hour security, on-site management, a heated outdoor pool, fitness center with steam and sauna, tennis and basketball courts, outdoor grilling areas, resident lounge, and beautifully maintained grounds. Ideally located across from the Emerald Necklace and Leverett Pond, just moments from Brookline Village, the Longwood Medical Area, MBTA Green Line stations, shops, restaurants, and universities.

33 Pond Ave Unit 523, Brookline

Listing courtesy of Listing Agent: Adam Aroesty from Listing Office: Hammond Residential Real Estate.

$2,695,000
3 Beds 3 Baths 73536656 MLS ['80onvernon'] BLDG.
With completion this summer just a few weeks away, 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 spacious 3 bedroom 2.5 bath unit features two balconies and gorgeous views. 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 Street Unit Unit #1A, Brookline

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

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