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$5,750,000
6 Beds 3 Baths 73516805 MLS
19 Linden offers a unique opportunity for investors, developers, and owner-occupants looking to build or invest in their dream home in Brookline. Ideally located in Brookline Village—one of the town’s most sought-after neighborhoods—this property sits on a 17,689 sq ft level lot on a quiet one-way street and is zoned M10. Buyers should perform their own due diligence to understand potential development or renovation options under local zoning codes. The property features a large 1840s Greek Revival home with stunning original period details, along with a small attached two-bedroom apartment. Its location is a commuter’s dream, offering convenient access to the Green Line T, Longwood Medical Area, downtown Boston, and all that Brookline has to offer. With vision and patience, this property can become a standout investment, condo conversion, or dream home. A must-see! Seller is open to offers with buyer concessions.

19 Linden Street, Brookline

Listing courtesy of Listing Agent: Scott Goldsmith from Listing Office: Gibson Sotheby's International Realty.

$3,395,000
3 Beds 3 Baths 73516709 MLS
Penthouse floor-through residence in desirable Coolidge Corner, this 3 bed, 3 bath home at 79 Park Street offers 2,225 sq ft of modern luxury with a private elevator providing direct access from the parking area to the penthouse residence and continuing to the private roof deck. Located on the top floor of a fully renovated brownstone, it seamlessly blends historic charm and original architecture with modern amenities, highlighted by a grand staircase with exposed brick and preserved period details.The open layout features a chef’s kitchen with Taj Mahal quartzite, Sub-Zero appliances, custom cabinetry, and a wet butler’s pantry, plus spacious living and dining areas with a gas fireplace. The primary suite includes a spa-like bath and custom walk-in closet.Additional highlights EV charging, in-unit laundry, abundant natural light, and ButterflyMX keyless entry. Rare newer construction in one of Brookline’s most sought-after locations.

79 Park St Unit 3, Brookline

Listing courtesy of Listing Agent: Matias Carrasco from Listing Office: Concept Properties.

$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.

$2,399,000
6 Beds 3 Baths 73515119 MLS
A turnkey investment or owner-occupant gem in Brookline’s highly sought after area.This mixed-use property features two spacious 3-bedroom residential units over a established commercial restaurant space with consistent income .Perfect for the savvy investor seeking stable yields or a homeowner looking to offset their mortgage with commercial and residential rent.This property combines classic Brookline charm with an unbeatable location and functional upgrades.Don't miss this high-performing asset.Two 1513 sq ft. residential units are fully furnished with hardwood floors, washer and dryer as well as an outdoor porch.The first floor is a family dining restaurant with a strong lease and great payment history.There is dedicated storage for all units in the basement.Plenty of recreational opportunities nearby including the newly remodeled Robinson Playground across the street.Very easy MBTA access and close proximity to the Boston medical area make this a prime location.Paved parking for 3The exterior has been newly painted and price dropped!

293 Cypress St, Brookline

Listing courtesy of Listing Agent: John J. Canney from Listing Office: John J. Canney.

$2,950,000
4 Beds 3 Baths 73514639 MLS
One of Brookline's most distinctive residences, this rare 1880 Carriage House near Coolidge Corner seamlessly blends historic architecture with thoughtfully integrated modern updates. A 2022 landscape by Curbs Studio, inspired by Japanese zen gardens, features terraced granite, custom stonework, Ipê decking, integrated lighting, mature plantings, an outdoor kitchen, and fire-pit lounge. Inside, 10.5' ceilings, exposed beams, a wood-burning stove, and tall French doors create dramatic, light-filled living spaces. Four vaulted-ceiling bedrooms and 2.5 baths include two beautifully renovated bathrooms by Feinmann Inc. (2021). Recent improvements include HVAC (2024), windows, retaining wall, paint, and EV charging. A remarkable alternative to new construction, and condos, offering timeless craftsmanship and modern comfort moments from Longwood Medical Area, Fenway Park, restaurants, parks, the MBTA, the Museum of Fine Arts, Boston, the Isabella Stewart Gardner Museum, and all of Boston!

7 Stetson Street, Brookline

Listing courtesy of Listing Agent: Sarah Reddick Shimoff from Listing Office: Compass.

$5,940
2 Beds 3 Baths 73509254 MLS
Owner is offering two months free rent special and free garage parking for a limited time!! New luxury single-level apartments that seamlessly blend traditional New England charm and contemporary style. These generously sized 1, 2 and 3 bedroom residences are ideally located in one of Brookline's most established and desirable apartment home communities and feature condo quality finishes and in unit washer & dryer. The luxe amenity spaces include a state of the art fitness center, concierge services, a putting green, a club room, work from home spaces, and covered and uncovered parking available for rent. Residents will also have access to a large amenity center with a beautiful pool and a fire pit area for relaxing. Please see attached documents for more information. Many floor plans to choose from. Schedule a private tour of the community and model home today!

201 Sherman Road Unit 326, Brookline

Listing courtesy of Listing Agent: The Piracini Group from Listing Office: eXp Realty LLC - Corporate Office.

$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.

$7,100
4 Beds 3 Baths 73506547 MLS
Gorgeous multi-level luxury living in the heart of Washington Square with amazing views. Professionally managed unit features central air conditioning, two porches and one enormous balcony. Stunning finishes: Granite counter tops and stainless steel appliances. Open floor plan with floor-to-ceiling windows. Kitchen is equipped with microwave, stove, refrigerator, and dishwasher. Kitchen island expands the counter space beautifully. Over 1500 sqft of living space. Laundry in unit! Located right on the C Line and close to many parks, coffee shops, restaurants; everything you need is right at your fingertips. Short commute downtown and just steps to Coolidge Corner.Parking available for rent.

1616 Beacon St Unit 3, Brookline

Listing courtesy of Listing Agent: Isabelle Rosenblatt from Listing Office: Red Tree Real Estate.

$9,350
3 Beds 3 Baths 73505855 MLS
Owner is offering free garage parking for a limited time and 1k credit towards moving expenses. !! New luxury single-level apartments that seamlessly blend traditional New England charm and contemporary style. These generously sized 1, 2 and 3 bedroom residences are ideally located in one of Brookline's most established and desirable apartment home communities and feature condo quality finishes and in unit washer & dryer. The luxe amenity spaces include a state of the art fitness center, concierge services, a putting green, a club room, work from home spaces, and covered and uncovered parking available for rent. Residents will also have access to a large amenity center with a beautiful pool and a fire pit area for relaxing. Please see attached documents for more information. Many floor plans to choose from. Schedule a private tour of the community and model home today!

201 Sherman Road Unit 441, Brookline

Listing courtesy of Listing Agent: The Piracini Group from Listing Office: .

$9,655
3 Beds 3 Baths 73505860 MLS
New luxury single-level apartments that seamlessly blend traditional New England charm and contemporary style. These generously sized 1, 2 and 3 bedroom residences are ideally located in one of Brookline's most established and desirable apartment home communities and feature condo quality finishes and in unit washer & dryer. The luxe amenity spaces include a state of the art fitness center, concierge services, a putting green, a club room, work from home spaces, and covered and uncovered parking available for rent. Residents will also have access to a large amenity center with a beautiful pool and a fire pit area for relaxing. Please see attached documents for more information. Many floor plans to choose from. Schedule a private tour of the community and model home today!

201 Sherman Road Unit 735, Brookline

Listing courtesy of Listing Agent: The Piracini Group from Listing Office: .

$1,998,000
8 Beds 3 Baths 73499808 MLS
**Call for Offers this week Tuesday evening 5/19 - Now vacant and easy to show.** Rarest of rare spacious 3-family home in prime Chestnut Hill location in Brookline, across from the Longwood Cricket Club and just moments to the MBTA Green Line and the premier shopping and dining at The Street at Chestnut Hill. Each unit offers a spacious three-bedroom layout with formal living and dining rooms and spacious kitchens, providing classic charm and generous living space. Enjoy front and rear porches for each unit, along with a fenced yard/patio space. Two car garage plus additional parking behind plus a separate driveway to the other side provide unmatched onsite parking for Brookline. Separate systems for each unit. An ideal investment in ultra desirable Brookline. The property can be delivered vacant, presenting a rare opportunity for investors, developers, or end users to bring their vision and updates. Estate sale, subject to license to sell.

1148 Boylston, Brookline

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

$9,500
3 Beds 3 Baths 73483955 MLS
Short term furnished summer rental on Historic Pill Hill in Brookline. One of a kind, art filled contemporary home is an oasis of calm near the bustling city. Soaring ceilings & incredible natural light define the main living area including large living room w fireplace & piano, and a dining room that is open to chef’s kitchen. The back of the living room is a wall of glass w doors that open to an expansive deck overlooking an amazing & very private backyard w spectacular landscaping and its own Japanese tea garden. Main level also has a bedroom wing w primary suite, two additional offices or guest spaces, and another full bath. Lower level has a media room, guest suite, home office w more amazing views of the yard, third full bath, home sauna, and access to two car garage. Convenient to everything: Minutes to Brookline Village, Longwood medical area, Coolidge Corner, Route 9 and D & E subway lines into Boston. Minutes to the Emerald Necklace walking & bike paths as well.

38 Cumberland Avenue, Brookline

Listing courtesy of Listing Agent: Michelle Quinn from Listing Office: Insight Realty Group, Inc..

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