Homes With 2 Car Garage In Brookline MA

Sun-drenched 2025 new construction home offering an exceptional blend of modern design and functionality. This spacious residence features a thoughtfully designed open floor plan with 4 bedrooms, 3 bathrooms, and a versatile den, huge roof-deck, all complemented by stunning ceiling height and abundant natural light. The high-end kitchen with gas stove is beautifully finished stainless steal appliances, designer cabinetry, and elegant tile work that carries throughout the home. Unwind in your private exclusive Roof-deck, or entertain at your kitchen island that fits 6 chairs. The property also offers the convenience of 4 total parking (2 of which garage). Ideally located across from a park and just moments from Jamaica Pond, restaurants, bus lines, and local amenities, this residence delivers the best of modern living in a vibrant neighborhood.

57-59 Highland Rd Unit 59, Brookline

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

$3,549,000

3 Beds ⋅ 3 Baths ⋅ 73551384 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 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, everyday convenience, and community charm. Expected delivery late summer 2026.

80 Vernon Unit 2B, Brookline

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

$2,750,000

5 Beds ⋅ 6 Baths ⋅ 73550700 MLS

This pristine, move-in ready residence offers the best of Brookline with easy access to transit, parks, restaurants, shopping, universities, museums, and the Longwood Medical Area. In the heart of Corey Hill, Coolidge Corner, and Washington Square this property was expertly transformed in 2016 from a multifamily into a stunning multilevel single-family home. The home showcases exceptional craftsmanship and thoughtful design throughout. Oak floors throughout, custom built-ins, two gas fireplaces, and an open-concept kitchen with upgraded appliances, double oven, create inviting spaces for everyday living and entertaining. Every bedroom features an ensuite bath, while two kitchenette areas and a walkout lower-level suite offer exceptional flexibility for multigenerational living, guests, or work-from-home needs. A spacious deck, low-maintenance lot, and two-car garage complete this remarkable home.

16 York Ter, Brookline

Listing courtesy of Listing Agent: Wendy Rocca from Listing Office: Keller Williams Realty Boston Northwest.

$4,495,000

5 Beds ⋅ 5 Baths ⋅ 73550033 MLS

SARGENT ESTATES! Privately set on approximately 1 acre in Brookline's coveted neighborhood, this exceptional contemporary residence offers over 6,800 square feet of light-filled living space surrounded by mature trees & natural beauty. A winding drive leads to this 5+ bedroom, 4.5-bath home featuring soaring ceilings, expansive walls of glass & seamless indoor-outdoor living. The custom kitchen opens to an impressive 720-square-foot living and dining room with fireplace & dramatic ceilings, flowing to an expansive deck overlooking the tranquil grounds & swimming pool. The first floor also includes 2 bedrooms, 2 full baths & a half bath. Upstairs, the private primary suite offers an updated bath, walk-in closet, office, sitting room & oversized deck. The walk-out lower level features a large recreation room, playroom, exercise room, 2 bedrooms an office & a full bath. A two-car garage completes this remarkable property just minutes from schools, shops, hospitals & downtown Boston.

108 Codman Rd, Brookline

Listing courtesy of Listing Agent: Jamie Genser from Listing Office: Coldwell Banker Realty - Brookline.

$1,995,000

4 Beds ⋅ 3 Baths ⋅ 73549795 MLS

Fantastic move-in-ready 4 bedroom, 2.5 bathroom in Chestnut Hill. Set on a 15,000+ level private lot, close to schools, shops, restaurants, public transportation, golf & Skyline Park with its trails, playgrounds, fields and other amenities. Filled with natural light, the main level has beautiful hardwood floors throughout, a fireplaced living room, lovely dining room, stainless and granite eat-in kitchen, family room, home office and guest bathroom. Upstairs are 4 very generous bedrooms. and a full hallway bathroom.The primary bedroom has vaulted ceilings, sky lights and, in addition to the large ensuite bathroom, a second separate dressing room with its own sink and vanity. The home's lower level has high ceilings and unlimited potential to be used as a gym, movie theatre or what ever your needs maybe. There is central a/c.The backyard is level and private, with an expansive deck off the kitchen and family room for entertaining. A 2 car garage and large driveway complete this offering

75 Hammond Pond Parkway, Brookline

Listing courtesy of Listing Agent: Amy Sassoon from Listing Office: Coldwell Banker Realty - Brookline.

$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.

$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.

$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.

$1,995,000

2 Beds ⋅ 2 Baths ⋅ 73536026 MLS

On the southern slope of sought-after Aspinwall Hill lies a rare opportunity to create a bespoke home in a signature neighborhood. This authentic 1950s mid-century gem has remained remarkably intact through the decades with a time capsule colorful period tile bath, a General Electric steel kitchen, large-format parquet floors, built-ins, and original fireplaces. The main level offers 2 beds/1 bath in approx. 1,425 sq. ft., with a sunroom overlooking a generous yard. The lower level provides an additional 750. Sq. ft. including a recreation room, bathroom and storage rooms along with a brick fireplace, and glass block accents. Situated on a generous 7,501 sq. ft. lot in one of Brookline's most distinctive residential neighborhoods, the property offers endless possibilities for restoration or thoughtful modernization.

119 Rawson Rd, Brookline

Listing courtesy of Listing Agent: The LIV Group from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$2,500,000

5 Beds ⋅ 4 Baths ⋅ 73535475 MLS

Set in the coveted estate area of Brookline, this residence offers a rare opportunity to create a truly spectacular home overlooking the serene beauty of the Brookline Reservoir. Rich in architectural character, the home is defined by its striking presence, graceful proportions, and an abundance of original detail. While the home requires renovation, it presents an exceptional canvas for customization. The scale, layout, and architectural integrity provide all the right elements to transform this property into a breathtaking home. The grand living room is a standout feature—anchored by impressive ceiling height, elegant lines, and significant hardwood floors that run throughout the home. Outside, the proximity to the reservoir offers not just picturesque views, but a lifestyle. Home is being sold as is. Buyer to do their own due diligence. 140 Dudley St, the adjacent home, is also for sale.

128 Dudley St, Brookline

Listing courtesy of Listing Agent: Deborah M. Gordon from Listing Office: Coldwell Banker Realty - Brookline.

$1,926,000

3 Beds ⋅ 3 Baths ⋅ 73532829 MLS ⋅ ['50-60 Longwood Avenue Condominium Trust'] BLDG.

Rare opportunity to bring your vision to this remarkable penthouse with sweeping Boston skyline & iconic Coolidge Corner views. Featuring a 795 sq ft exclusive rooftop terrace & private balcony, the outdoor space & panoramic vistas are truly exceptional. This expansive 3-bedroom, 2.5-bath home requires some work & offers a unique chance for you to customize it. Flexible layout with 2 ensuite bedrooms & a 3rd bedroom/office/den. Whether you’re dining, entertaining or relaxing you will feel uplifted by the unrivaled panoramic views. This penthouse is perched atop one of Brookline's premier high-rise complexes & offers peace of mind & a rare combination of amenities including 24-hour doorman, elevator, heated pool, fitness center, & lounge. 2 coveted garage parking spaces and central air. Located in Brookline’s most vibrant neighborhood, Coolidge Corner, moments away from dining, shopping, & the renowned Longwood Medical Area, with seamless access to Boston & Cambridge via the Green Line.

50 Longwood Ave Unit PH 1118, Brookline

Listing courtesy of Listing Agent: Amy Lipton from Listing Office: Coldwell Banker Realty - Brookline.

$5,500,000

5 Beds ⋅ 5 Baths ⋅ 73529199 MLS

Gracious & timeless historic single family attached home in Brookline's prestigious Fisher Hill Estates. This 5 bed/4.5 bath home offers more than 7,000 sqft of elegant living space with amazing views of the Brookline Reservoir! This majestic home features period architectural details, a grand staircase, high ceilings, original built-ins & hardwood floors. The main level offers a lovely living room/dining room with fireplace, a stunning mahogany library with fireplace, family room, breakfast area & a chef's kitchen with direct access to outdoor space. The 2nd floor primary suite features a spa like bath, walk-in closet & a picturesque private deck. Completing this level is an additional en suite bedroom. The 3rd floor offers 2 bedrooms & a full bath. The finished lower level features a direct entry suite with living area, full bath & kitchen - perfect for an au pair. Completing this home is a 2 car detached garage & a private garden area. Community amenities include pool & tennis court

15 Catlin Road, Brookline

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

$3,000,000

3 Beds ⋅ 4 Baths ⋅ 73528964 MLS ⋅ ['The Marquee'] BLDG.

Welcome to 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 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 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 on the extraordinary 300+ sq ft private terrace, ideal for seamless indoor-outdoor gatherings. Complete with 2 garage parking spaces and moments to Coolidge Corner, Brookline Village, Washington Square, Longwood, and Boston, this is luxury

32 Auburn Street Unit 1, Brookline

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

$8,200,000

6 Beds ⋅ 9 Baths ⋅ 73526856 MLS

Set on over 1.2 acres with a 1.62-acre experience via a neighboring easement, this exceptional Chestnut Hill estate offers a tranquil oasis on one of the area’s most coveted and secluded streets. Originally built in 1900 and thoughtfully renovated over time, the residence spans more than 9,300 square feet with six bedrooms, six full bathrooms, and three half bathrooms. Its richly detailed living spaces were designed for both elegant entertaining and everyday comfort. Gracious formal rooms, soaring ceilings, and exquisite millwork overlook beautifully landscaped grounds featuring a heated, in-ground pool, a basketball court, and ample parking. Once home to Alvan T. Fuller, the 50th Governor of Massachusetts, the property carries remarkable historic provenance. The grounds were originally designed by Frederick Law Olmsted, further contributing to the property’s timeless character. This is a rare opportunity to own a historic estate of this scale in an unbeatable location.

40 Singletree Rd, Brookline

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

$3,295,000

4 Beds ⋅ 5 Baths ⋅ 73526507 MLS

Exceptional 2021 ground-up penthouse duplex in Brookline’s coveted Coolidge Park enclave, a distinct five-street pocket known for its tree-lined setting and neighborhood park. Offering 3,292 sq ft, this modern residence combines architectural clarity, high-end finishes, and a layout designed for both everyday comfort and entertaining. The main level features a high-ceiling corner living room, European-style kitchen, large dining area with gas fireplace, and covered deck accessible from both the kitchen and living room. The upper level includes a spacious primary suite with luxurious bath and generous closet space, plus three additional well-proportioned bedrooms, each with its own private bath. Direct garage access and a private fenced level yard add rare convenience. Parking is exceptional: 2 heated garage spaces plus up to 2 additional spaces on a heated driveway. Moments to Coolidge Corner, Ridley School area/Core District, Longwood, and Boston.

80 Verndale St, Brookline

Listing courtesy of Listing Agent: The Bushari Team Compass from Listing Office: Compass.

$999,000

2 Beds ⋅ 2 Baths ⋅ 73524804 MLS

Spacious and sun-filled 2-bedroom, 2-bath corner residence at The Hammonds in highly desirable Chestnut Hill. This well-maintained home offers approximately 1,200 SF of comfortable living space with an open-concept layout ideal for both everyday living and entertaining. Features include hardwood floors, high ceilings, gas fireplace, central A/C, in-unit laundry, generous closet space, and a granite/stainless kitchen with ample cabinetry. The primary suite offers a spacious bath and excellent storage. Includes two deeded heated garage parking spaces and private storage. Professionally managed, pet-friendly elevator building conveniently located near The Street, Chestnut Hill Square, public transportation, Longwood Medical Area, Route 9, shops, restaurants, and major highways. Major 2024 updates include a high-efficiency boiler replacement and upgraded copper boiler piping system with documentation available. No current special assessments.

630 Hammond St Unit 209, Brookline

Listing courtesy of Listing Agent: Chris Choi from Listing Office: Compass.

$2,749,999

5 Beds ⋅ 6 Baths ⋅ 73523918 MLS

Luxury Living in Chestnut Hill, Brookline. Spacious 5-bedroom home designed for extended families, aging parents, or long-term guests. Four bedrooms feature private en suite bathrooms, offering comfort and privacy throughout. Two bedrooms are conveniently located on the main level, while two upstairs bedrooms feature skylights filled with natural light. An additional lower-level bedroom creates flexible living options. Enjoy a warm family room with a fireplace, plus a finished lower level complete with a second fireplace, a kitchenette, and flexible space perfect for a family room, theater room, game room, or private guest retreat. Step outside to your private inground pool and enjoy peaceful surroundings near the renowned Brookline Golf Course. Complete with a 2-car garage and close proximity to Boston, medical centers, shopping, dining, and major routes, this home blends luxury, flexibility, convenience, and multigenerational living in the heart of Chestnut Hill.

171 Shaw Rd, Brookline

Listing courtesy of Listing Agent: Melvin A. Vieira Jr. from Listing Office: RE/MAX Real Estate Center.

$2,595,000

2 Beds ⋅ 3 Baths ⋅ 73521762 MLS

Experience refined single-level living in this elegant 2-bedroom, 3-bath residence at Longyear at Fisher Hill, an exclusive gated community on the former Longyear Museum estate. Spanning 2,843 SF, this sun-filled condominium offers beautifully designed living spaces with hardwood floors throughout, an expansive fireplaced living room, formal dining room, adjoining library, and a private terrace accessible from both the kitchen and dining room. A versatile family room adds flexibility for everyday living or entertaining. Additional features include in-unit laundry, central air, two garage parking spaces, and private storage. Residents enjoy premier amenities including a swimming pool, fitness center, and gated security. Ideally located near Fisher Hill Reservoir, the Longwood Medical Area, parks, shops, and dining.

120 Seaver St Unit B204, Brookline

Listing courtesy of Listing Agent: Shahan Missaghian from Listing Office: William Raveis R.E. & Home Services.

$4,998,500

4 Beds ⋅ 5 Baths ⋅ 73520842 MLS

Nestled on a private 0.92-acre lot in the prestigious Chestnut Hill neighborhood, this exceptional custom-designed Mid-Century Modern ranch, inspired by the timeless architecture of Frank Lloyd Wright, offers a rare blend of sophistication, privacy, and seamless indoor-outdoor living. Thoughtfully designed with gracious proportions and walls of glass, the home is filled with natural light and overlooks beautifully landscaped grounds. A spectacular four-season breakfast room with four skylights complements the chef’s kitchen featuring top-of-the-line appliances, three ovens, two dishwashers, and custom cabinetry. The luxurious primary suite serves as a private sanctuary with dual showers and vanities, smart toilets, separate dressing areas, a soaking tub, and an attached office/library. The versatile lower level offers excellent potential for an in-law suite. Sliding glass doors line the rear of the home, opening to a serene outdoor retreat with an elegant patio and heated pool. Superb

9 Singletree Rd, Brookline

Listing courtesy of Listing Agent: Deborah M. Gordon from Listing Office: Coldwell Banker Realty - Brookline.

$3,995,000

5 Beds ⋅ 5 Baths ⋅ 73517349 MLS

Handsomely poised overlooking the Brookline Reservoir and nestled back from the street, this distinguished period home offers four finished levels and serene water views on nearly a half-acre with bluestone patio and pool. The gracious entry opens into a grand foyer flanked by sun-drenched rooms. Bay windows in the living room, dining room, family room, and primary suite frame reservoir and garden views. Four fireplaces, high ceilings, crown molding, and custom woodwork throughout. Well-equipped kitchen for serious cooks with breakfast area and counter seating. Private first-floor study. Enchanting screened porch access the dining and living rooms for al fresco dining. Second floor: three bedrooms, two baths, and a primary suite with large dressing room, ensuite bath, and private deck. Third floor: two additional bedrooms and full bath. Lower level: exercise room, sauna, wine cellar and lav. Two-car garage. Minutes from Chestnut Hill shopping, Longwood Medical Area, and universities.

68 Dudley Street, Brookline

Listing courtesy of Listing Agent: Friedler / Marchant Living Group from Listing Office: Hammond Residential Real Estate.

$2,049,000

4 Beds ⋅ 3 Baths ⋅ 73516671 MLS

Thoughtfully renovated & surprisingly expansive home in a picturesque Chestnut Hill neighborhood + Baker School District! Sunlight pours through the formal living room's beautiful picture window! The open layout flows to a well-appointed dining room w/ designer lighting to a cozy den. The kitchen is simply perfect. 100% renovated with two tone cabinetry, long stretches of quartz counters, soft stone backsplash, custom built island w/ overhanging quartz that seats 5 & built in wall oven + microwave. Large walk-in pantry w/ custom shelving & 2nd closet for additional storage. The king-sized primary BR has an enormous professionally designed walk-in closet & ensuite bath w/ a double vanity. The two other BRs are both spacious & share a clean, crisp tile bath. Downstairs is an entertainer's dream -- massive 2nd living room w/ a wet bar & fireplace, 4th bedroom, laundry room, extra storage room & a 3rd full bath! Large 2 car garage, custom built rear deck & wonderful paver patio!

76 Goodnough Rd, Brookline

Listing courtesy of Listing Agent: David Mogielnicki from Listing Office: ProSell Realty Advisors.

$7,775,000

4 Beds ⋅ 5 Baths ⋅ 73516629 MLS

Two buildable 1+ acre lots with access off Dudley Street, creating a remarkable setting for a private estate or family compound in the heart of Brookline's prestigious Estate Area. Surrounded by mature landscape and extraordinary privacy, the property is ideally located within walking distance to The Country Club and just minutes from downtown Boston, offering the perfect balance of tranquility and convenience. There is currently a charming 1928 French Country-style residence featuring 10 rooms and 4 bedrooms, beautifully maintained and offering the potential for expansion. A truly rare and compelling opportunity to create a legacy property in one of Brookline's most sought-after neighborhoods.

342 Warren St, Brookline

Listing courtesy of Listing Agent: Chamberlain Group from Listing Office: Coldwell Banker Realty - Brookline.

$3,295,000

4 Beds ⋅ 5 Baths ⋅ 73516451 MLS

Exceptional 2021 ground-up penthouse duplex in Brookline’s coveted Coolidge Park enclave, a distinct five-street pocket known for its tree-lined setting and neighborhood park. Offering 3,292 sq ft, this modern residence combines architectural clarity, high-end finishes, and a layout designed for both everyday comfort and entertaining. The main level features a high-ceiling corner living room, European-style kitchen, large dining area with gas fireplace, and covered deck accessible from both the kitchen and living room. The upper level includes a spacious primary suite with luxurious bath and generous closet space, plus three additional well-proportioned bedrooms, each with its own private bath. Direct garage access and a private fenced level yard add rare convenience. Parking is exceptional: 2 heated garage spaces plus up to 2 additional spaces on a heated driveway. Moments to Coolidge Corner, Ridley School area/Core District, Longwood, and Boston.

80 Verndale St Unit 80, Brookline

Listing courtesy of Listing Agent: The Bushari Team Compass from Listing Office: Compass.

$3,750,000

3 Beds ⋅ 4 Baths ⋅ 73514594 MLS

Experience the ultimate in convenience and craft with direct in-unit elevator access. Situated steps from Beacon Street and Coolidge Corner, this new construction, 100% electric six-unit collection showcases meticulous attention to detail and high-quality materials. Be one of the first to own and take advantage of special pre-finished pricing. Ranging from 1,350 to 2,071 SF, each residence features interiors by a professional design team, trimless lighting, and German-engineered windows.Culinary kitchens are anchored by Thermador appliances, while primary suites offer curbless steam showers and heated tile floors. Every home enjoys exclusive outdoor space, featuring either a private backyard patio or a penthouse rooftop deck with sweeping city views. Built for the future, this sustainable building offers professional-grade construction in a premier location. Discover refined urban luxury where every detail has been expertly considered.

135 Saint Paul Unit 5, Brookline

Listing courtesy of Listing Agent: Michael T. Forde from Listing Office: Helm Residential LLC.

$5,950,000

4 Beds ⋅ 4 Baths ⋅ 73508634 MLS

Unique opportunity to have your dream home built in the heart of Fisher Hill! 11,338 sf level lot with foundation and plans for a 4 bedroom, 3.5 bath classic brick colonial home with 4,825 square feet of space (on 3 levels) and a 2 car detached garage with shed. Gourmet kitchen opens to the den, dining and living room. First floor covered porch and terrace, perfect for al fresco dining. Exceptional location, close to Fisher Hill Park, Runkle School, public transportation, shopping, dining, an easy commute to Boston, Longwood medical area and Cambridge. Modifications to the plans subject to review and approval. Buyer to verify all information. Photos are renderings.Also available as a lot with foundation for $2,950,000.

9 Willard Road, Brookline

Listing courtesy of Listing Agent: Celine Sellam from Listing Office: Coldwell Banker Realty - Brookline.

$3,295,000

5 Beds ⋅ 3 Baths ⋅ 73508555 MLS

Set on .92AC in Brookline’s Estate area, this 5BD, 3BA home was ahead of its time. Built in 1850 as the carriage barn of the Old Greenhill Estate, it was converted to a single-family and extensively reimagined with open living spaces, expansive glass, and a strong connection to the landscape. 2,834SF home enjoys southwest light throughout, with long sight lines to the outdoors & rooms that feel distinct yet flow naturally together. Oversized windows & glass doors open to backyard. Kitchen connects to the dining area w/ fireplace, while a family room with built-ins & a vaulted living room with 2nd fireplace offer flexible gathering spaces. 2 main-level bedrooms and a full bath add versatility. 2nd floor offers primary suite w/ treetop views and en-suite bath. 2 add’l bedrooms, full bath, and laundry complete 2nd floor. LL w/ mudroom, storage, & access to 2-car garage. Outside, mature trees, open lawns, seasonal gardens, and privacy create a rare setting just minutes from Boston.

185 Warren Street, Brookline

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

$1,075,000

2 Beds ⋅ 2 Baths ⋅ 73505918 MLS ⋅ ['Hammondswood'] BLDG.

Nestled in the sought-after community of Chestnut Hill, Brookline. Hammondswood is an upscale, professionally managed elevator building that offers concierge and fitness facilities. Pristine 2 Bed 2 Bath plus Den/Office, 2 Deeded Garage Parking with extra storage and in-unit laundry. Spacious, sun-filled unit with a 9" ceiling. Open layout with a large living room and dining room area that extends to a private balcony. Gorgeous hardwood floors throughout. The modern kitchen has stainless steel appliances, a gas range, granite countertops, a dishwasher/disposal, and generous cabinet space. Master bedroom and ensuite master bathroom with double sinks. There is plenty of closet space throughout the unit. Ideally situated near Chestnut Hill Ave.T" station and Chestnut Hill Square, which features shops, restaurants, food shopping, and public transportation. Easy access to Longwood Medical Center, Rt. 9 & 128. This home offers the perfect blend of elegance and convenience.

629 Hammond Street Unit E205, Brookline

Listing courtesy of Listing Agent: Kate Kittipanthopas from Listing Office: Lux Realty, LLC.

$3,950,000

4 Beds ⋅ 5 Baths ⋅ 73505387 MLS

Direct and unbeatable water views of the 32-acre Brookline Reservoir Park. This one-of-a-kind sun-drenched contemporary home features spectacular scenic water and park views, decent upscale neighborhood and yet super convenience to city life. It is with a slate roof has a regal and elegant presence with a mahogany double-door main entrance. The light-color maple flooring throughout gives this home a soothing and pleasant ambiance. There are 3 master suites all with custom walk-in California closets, academic study areas and beautifully renovated and appointed bathrooms. The custom Poggenpohl kitchen is sleek and features all the bells & whistles to meet today's high end chef's standards. The floor plan is flexible allowing for easy living and entertaining. Special features also include a security system & a hydro-air Buderus boiler. Upon entering this house, you feel transported to a Zen peaceful sanctuary. Fabulous location, easy access to all that Brookline and Boston has to offer.

75 Lee Street, Brookline

Listing courtesy of Listing Agent: Weidong Li from Listing Office: WINN Real Estate & Consulting.

$4,250,000

5 Beds ⋅ 5 Baths ⋅ 73504708 MLS

Beautifully restored 1900s French-style residence on an acre of land in Brookline’s coveted Fisher Hill. Over 6,000 sq ft of living space featuring 5 bedrooms and 4.5 bathrooms. Inviting foyer with fireplace & custom bookshelves, an impressive great room with 15’ ceilings & fireplace, an elegant living room with period details including a fireplace, and a dining room with French doors to a stone terrace. House features a chef’s kitchen with high-end appliances and two spacious first-floor primary suites offering serene terrace views. The second floor has two bedrooms and a full bathroom. There is also a fifth bedroom with a private entrance, perfect for au pair or in-law. Four fireplaces, stone terraces, sweeping lawns, and lush landscaping complete this exceptional property, close to Brookline Reservoir, Chestnut Hill shops, Green Line public transportation, major highways & Boston.

540 Chestnut Hill Ave, Brookline

Listing courtesy of Listing Agent: The Duffy Group from Listing Office: Compass.

$3,495,000

4 Beds ⋅ 4 Baths ⋅ 73504649 MLS

Ideally situated near The Country Club, this exceptional 10-room, 4-bedroom, 3.5-bath residence offers the warmth and character of a private Vermont retreat in one of Brookline’s most coveted neighborhoods. Set back from the road behind a circular driveway, the home is surrounded by mature landscaping, creating exceptional privacy and a true sense of escape. A welcoming slate foyer leads to gracious living spaces highlighted by two impressive wood-burning fireplaces. The renovated kitchen opens to a spacious family room, while the elegant front-to-back living room features a fireplace and built-in bar, ideal for entertaining. The thoughtfully converted two-car garage serves as a dedicated wellness retreat, perfect for a gym, studio, or private sanctuary, with a versatile great room above. Outdoor amenities include a pool, sport court, patio, and fire pit, offering year-round enjoyment. Conveniently located near Allandale Farm, Dexter Southfield, The Park School, and The British School

191 Newton St, Brookline

Listing courtesy of Listing Agent: Eileen Strong O Boy from Listing Office: Hammond Residential Real Estate.

$2,500,000

3 Beds ⋅ 4 Baths ⋅ 73504443 MLS ⋅ ["Saint Aidan's"] BLDG.

Elegant and sophisticated newer construction townhome in heart of vibrant Coolidge Corner at St. Aidan’s. Three spacious bedrooms + den, 3.5 bathrooms with ~2500 square feet. First floor: open floor plan, high ceilings, stunning gas fireplace, gleaming hardwood floors and intricate architectural details throughout. Chef’s kitchen with custom white cabinetry, large center island, quartz countertops, high-end stainless steel appliances and vented hood. 2nd floor: Impressive primary suite with luxurious spa like bathroom. Second bedroom with walk-in closet. Laundry conveniently located on same floor. 3rd floor: Third bedroom plus den/office and spacious top floor outdoor deck overlooking meticulously manicured gardens provide a tranquil outdoor retreat. Central air conditioning and in unit laundry. Two-car garage parking plus bike and additional storage. Pet friendly and professionally managed. A must see architectural gem!

201 Freeman Street Unit A7, Brookline

Listing courtesy of Listing Agent: Mary Lochner from Listing Office: Coldwell Banker Realty - Brookline.

$6,400,000

4 Beds ⋅ 5 Baths ⋅ 73500458 MLS

A magnificent home located in the highly coveted estate section of Brookline directly across from the famed Country Club. 198 Clyde Street is a wonderful cape style estate perfectly adapted to modern living. The property offers 6,521 square feet of living space located on just under 1 acre of impeccably landscaped grounds. Beautifully appointed interiors include grand formal living and dining rooms overlooking the outdoor space, a gourmet kitchen, and a spectacular family room with double-height ceilings. The luxurious primary suite is complete with separate dressing rooms and bathrooms and direct access to an outdoor sitting area. The exterior is as wonderful as the interior with multiple outdoor patios, a sprawling lawn and a pergola. Additional features include a 2-car garage, laundry room, home office, wine cellar, wood paneled den and a custom hockey training area. This outstanding home is minutes from Larz Anderson, Dexter/Southfield, Park School, and The Street at Chestnut Hill.

198 Clyde Street, Brookline

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

$8,995,000

7 Beds ⋅ 6 Baths ⋅ 73496969 MLS

Discover 39 Worthington Road in Brookline's coveted Cottage Farm neighborhood. This fully renovated masterpiece boasts 7 bedrooms and 5.5 bathrooms with impeccable craftsmanship and attention to detail. The interior, designed by a renowned interior designer has been featured in various publications. Wonderful spaces for entertaining and comfortable living include a large custom-designed chef's kitchen open to a gracious family room with custom millwork built-ins along with a large library with over 12' ceilings. There is a luxurious primary suite with a spa-like bath, walk-in closets, a sun-filled study, & access to a terrace. The lower level includes a gym, playroom, and more. Nestled on a double, extra-large expansive landscaped lot complete with a hockey rink (and equipment) and full outdoor kitchen, privacy and serenity, and indoor/outdoor living abound. The ideal setting and location that defines urban-suburban living close to all Boston/Cambridge/Brookline has to offer.

39 Worthington Rd, Brookline

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

$699,999

2 Beds ⋅ 2 Baths ⋅ 73496818 MLS ⋅ ['Brookhouse'] BLDG.

Excellent opportunity to purchase a spacious 2 bed 2 bath at 99 Pond Avenue at the Brook House for sale! Unit features large balcony, quiet serene views of courtyard. The unit comes Two car tandem garage parking # 316&A. The Brook House is a full service luxury building that has onsite management, 24/7 security, heated swimming pool, fully equipped health club with steam/sauna featuring cardio workout area, weight rooms, residents lounge with WIFI, outdoor barbecue areas, tennis and paddleball courts, basketball. Building is pet friendly. Walk/jog/bike/ paths at your door, steps to D and E “T” lines and many bus lines. Walk to Brookline Village, shopping, restaurants, Longwood medical community and many universities.

99 Pond Ave Unit 222, Brookline

Listing courtesy of Listing Agent: Sheryl Lezberg from Listing Office: Captivating Realty.

$1,120,000

3 Beds ⋅ 2 Baths ⋅ 73495638 MLS ⋅ ['Brookhouse'] BLDG.

Exceptional opportunity to own a spacious true three-bedroom, two-bath residence at the Brook House, featuring serene views of Leverett Pond from every window and a private enclosed balcony. The unit offers a desirable open floor plan, enhancing both comfort and functionality. A rare feature in a luxury building, the third bedroom adds significant value and flexibility—ideal for accommodating guests, caregivers, nanny or a home office without compromising living space. Each room has its own thermostat. The unit comes Two car tandem garage parking # 332&A. Brook House amenities include 24/7 security, heated swimming pool, fully equipped health club with steam/sauna featuring cardio workout area, weight rooms, residents lounge with WIFI, outdoor barbecue areas, basketball. Building is pet friendly. Walk/jog/bike/ paths at your door, steps to D and E “T” lines and many bus lines. Walk to Brookline Village, shopping, restaurants, Longwood medical community and many universities.

99 Pond Ave Unit 417, Brookline

Listing courtesy of Listing Agent: Sheryl Lezberg from Listing Office: Captivating Realty.

$1,650,000

3 Beds ⋅ 2 Baths ⋅ 73490119 MLS

Attention developers, builders, and end-users: Rare opportunity to create something truly special in one of Brookline’s most coveted Chestnut Hill neighborhoods. Sited on an expansive 18,000+ sq ft lot, this property offers exceptional potential for renovation, expansion, or new construction. The existing 3 bed, 2 bath ranch is sited on level land, with gentle slopes at the front and rear - ideal for a variety of design possibilities. Surrounded by mature oak-lined streets, 130 Fairway stands out with lush tree coverage along the side and rear, offering remarkable privacy. Located in the sought-after Heath School district, with convenient access to top public and private schools, Longwood Medical Area, Chestnut Hill shops and dining, the reservoir, parks, Green Line, and I-95 and the Mass Pike. Bring your vision and unlock the full potential of this exceptional property!

130 Fairway Rd, Brookline

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

$3,100,000

4 Beds ⋅ 4 Baths ⋅ 73493723 MLS

Price to SELL: Newly renovated 3,250+ SF residence delivers sweeping skyline views from Cambridge to Back Bay, four private outdoor spaces, and the scale of a single-family home. The expansive second floor main living level includes 3 bedrooms, 2.5 baths, a central kitchen perfect for entertaining, formal dining room, large living room, office, laundry, and two balconies. The private upper-level primary suite features a sitting room with wet bar and a spectacular roof deck with gas BBQ connections. Direct entry from two attached garage parking spaces (wired for EV) and accessed from a private mudroom. Outdoor space includes exclusive-use 470+/- SF yard. . Exceptional design, premium finishes, and modern convenience in one of Brookline’s most sought-after location. Plans and engineering to add elevator shaft and elevator addition available.

197 Winchester Street Unit 1, Brookline

Listing courtesy of Listing Agent: Jason Gell from Listing Office: RE/MAX On the Charles.

$2,698,000

5 Beds ⋅ 4 Baths ⋅ 73492578 MLS

This classic brick Colonial, set on one of Brookline’s most coveted streets near the Brookline Reservoir, offers stunning views and exceptional spaces for both family living and entertaining. This 5-bedroom, 3.5-bath home features a front-to-back living room with a gas fireplace, a gracious dining room with its own fireplace, and an eat-in kitchen that opens to a covered deck and patio—perfect for entertaining. The main level also includes a private home office, a powder room, and a sun-filled, oversized family room with direct access to a second patio. Upstairs on the 2nd and 3rd levels are five bedrooms and an additional home office, including a spacious primary suite with an ensuite bath, walk-in closet, and private deck. The lower level offers a dedicated exercise area, laundry room, abundant storage, and an attached two-car garage. Ideally located near The Street, Wegmans, Longwood Medical Area, public transportation, and Boston.

140 Dudley St, Brookline

Listing courtesy of Listing Agent: Deborah M. Gordon from Listing Office: Coldwell Banker Realty - Brookline.

$2,300,000

4 Beds ⋅ 4 Baths ⋅ 73491579 MLS

Classic brick-front, center-entrance Colonial in a well-established neighborhood. This 4 bed, 3.5 bath home is ready for a full renovation or potential gut, an ideal canvas to create your dream home. A gracious entry leads to a front-to-back living room with fireplace, formal dining room, and a family room with picture window overlooking a level backyard. Upstairs offers three spacious bedrooms and a primary suite with full bath, plus two additional full baths. Features include two staircases, a two-car garage (one bay currently used as a laundry room), and a partially finished basement. Many system updates already in place. Sold as is, endless upside in a prime location.

160 Reservoir Rd, Brookline

Listing courtesy of Listing Agent: AJ Arstamyan from Listing Office: Coldwell Banker Realty - Boston.

$11,750,000

6 Beds ⋅ 6 Baths ⋅ 73485239 MLS

One of Brookline’s most exceptional offerings in over a decade, this remarkable 1929 Colonial Revival estate is set on two beautifully landscaped acres in the town’s prestigious estate area. The 14-room residence offers 7,500 square feet of living space and showcases timeless architecture and exceptional craftsmanship. Set atop a private drive marked by stately stone pillars, the home is surrounded by sweeping lawns, specimen trees, perennial gardens, and a tranquil man-made freshwater creek. An inviting in-ground pool enhances the serene outdoor setting. Inside are six spacious bedrooms, four full baths, and two half baths, including a luxurious primary suite with a spa-like bath. Elegant formal rooms flow seamlessly into comfortable living areas, ideal for both grand entertaining and everyday living.Offering rare privacy with exceptional convenience, this distinguished property is located less than five miles from Back Bay.

71 Sears Road, Brookline

Listing courtesy of Listing Agent: Chamberlain Group from Listing Office: Coldwell Banker Realty - Brookline.

$3,390,000

5 Beds ⋅ 4 Baths ⋅ 73484859 MLS

Ideally situated on a private cul-de-sac in Chestnut Hill, this stunning architectural gem offers timeless elegance & modern luxury. Just minutes to the T, restaurants, coffee shops, & shopping, it boasts unobstructed park views from a Bluestone patio with a luxury outdoor kitchen and 8' gas fireplace perfect for entertaining. Inside, enjoy a sauna, home gym, wine cellar, billiards room, & a richly paneled library.First floor offers a radiant living room with fireplace and detailed moldings, a sunroom with three exposures, & a formal dining room with bay windows, original paneling, and wood-burning fireplace.The chef’s kitchen impresses with custom cabinetry and top-of-the-line appliances. Upstairs, the expansive primary suite features a gas fireplace, walk-in closet, and marble bath.Two additional large bedrooms, full bath, office, and laundry complete the second level.The third floor includes a media room, two bedrooms, and a playroom.Heated driveway & luxury systems throughout.

460 Heath Street, Brookline

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

$1,850,000

4 Beds ⋅ 4 Baths ⋅ 73482825 MLS

Charming 1927 Tudor located in the highly desirable Chestnut Hill area of Brookline! This beautifull home offers timeless character with modern amenities. The first floor features a spacious living room with fireplace, formal dining room, eat-in kitchen, and a convenient half bath—perfect for everyday living and entertaining. The second floor includes four generously sized bedrooms, two full baths, an additional half bath, and a steam shower, creating a comfortable and functional layout. Additional highlights include central air conditioning, a private deck, two-car built-in garage, and a walk-up attic offering excellent potential for future expansion. Ideally situated near Chestnut Hill Mall, the Longwood Medical Area, and the MBTA Chestnut Hill stop, this home provides exceptional access to shopping, dining, major employers, and public transportation. A rare opportunity in one of Brookline’s most sought-after neighborhoods!

764 Hammond St, Brookline

Listing courtesy of Listing Agent: Kevin Gingras from Listing Office: Conway - West Roxbury.

$2,249,000

4 Beds ⋅ 5 Baths ⋅ 73482612 MLS

New construction townhouse-style condo with three levels & over 3,000 SqFt. Single-family space with condo convenience. Brookline schools. 8-inch white oak hardwood throughout. Natural light from every angle. Four bedrooms, each with a custom walk-in closet and en-suite full bath featuring built-in Bluetooth speakers. Quartz counters in kitchen & all bathrooms. Third floor includes dedicated laundry room with washer and dryer installed, plus bonus room ideal for home office, gym, or playroom. Open-concept main level with kitchen, living area, and half bath. Living room walks out to private deck and fenced garden perfect for upcoming spring & summer months. Common garage with automotive turntable and two assigned parking spots. Tiled mudroom entry with additional storage room. Steps from Chestnut Hill Square, The Street, and Chestnut Hill Mall. HOA covers snow removal, water, sewer, and master insurance. CO in hand, nothing left to do but move in.

811 Heath Street, Brookline

Listing courtesy of Listing Agent: Yasmeen Moukaddem from Listing Office: McCorry Real Estate, LLC.

$2,249,000

4 Beds ⋅ 5 Baths ⋅ 73482609 MLS

Brand new construction, townhouse-style condo with over 3,000 SqFt. Single-family space with condo convenience. Brookline schools. 8-inch white oak hardwood throughout. Natural light from every angle. Four bedrooms, each with a custom walk-in closet and en-suite full bath featuring built-in Bluetooth speakers. Quartz counters in kitchen and all bathrooms. Third floor includes dedicated laundry room with washer and dryer installed, plus bonus room ideal for home office, gym, or playroom. Open-concept main level with kitchen, living area, and half bath. Living room walks out to private deck and fenced garden perfect for upcoming spring & summer months. Common garage with automotive turntable and two assigned parking spots. Tiled mudroom entry with additional storage room. Steps from Chestnut Hill Square, The Street, and Chestnut Hill Mall. HOA covers snow removal, water, sewer, and master insurance. CO in hand, nothing left to do but move in.

809-811 Heath St Unit 811, Brookline

Listing courtesy of Listing Agent: Yasmeen Moukaddem from Listing Office: McCorry Real Estate, LLC.

$3,750,000

3 Beds ⋅ 4 Baths ⋅ 73481377 MLS

Location, Location, Location! 41,000+ square feet of land! Great opportunity to live in this unique contemporary home, add on or build your dream home on this site! The current home features 4 levels of living space with windows galore, many opening to patios, decks or balconies. 3 ensuite-bedrooms, 3 full and 1 half bath. The home offers 3 fireplaces adding warmth and a comforting glow. The kitchen is the heart of the home with generous center island, walls of glass and windowed alcove for dining as well as a spacious desk area. There is a large home office, that makes working from home a pleasure. The office could double as a 4th bedroom. Cool upper level loft serves as a meditation space with fireplace and balcony! Great walls for art and the hallways are truly galleries. Such fabulous spaces inside and out for entertaining. Updated systems. Lovely grounds. Spacious 2-car garage with ample storage.

331 Heath Street, Brookline

Listing courtesy of Listing Agent: Bobby Morgenstern from Listing Office: Gibson Sotheby's International Realty.

$4,499,000

7 Beds ⋅ 6 Baths ⋅ 73460626 MLS

Sophisticated contemporary home totally transformed in 2022 by a prestigious luxury developer. Meticulously crafted for modern living with 5500+ sq ft including two additional suites with kitchenettes & private entrances designed as In-Law/Au-Pair apartment + home office. Spectacular living room with 6' linear gas fireplace complimented by a 8' wide granite wall. Extraordinary chef's kitchen with quartz countertops & massive 10 foot center island. Wolf/Subzero/Thermador appliances, 2 dishwashers, 2 sinks, professional hood, micro lift, dual wine fridge & breakfast sitting area. Dramatic primary bedroom suite with marble fireplace, walk-in closet, balcony & spa-like bath with glass enclosed shower & soaking tub. Top floor offers yoga/studio/office. Sprawling roof deck with breathtaking views of downtown Boston & Prudential. Exterior bluestone patio, gas fireplace perfect for entertaining. 6 parking (2 garage), smart home technology & surround sound complete this exceptional residence!

89 University Road, Brookline

Listing courtesy of Listing Agent: Mary Lochner from Listing Office: Coldwell Banker Realty - Brookline.

Homes With 2 Car Garage In Brookline MA

Homes with 2 Car Garage in Brookline MA

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