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19 Linden Street, Brookline
$4,350,000
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.

43 Waverly Street, Brookline
$3,350,000
4 Beds ⋅ 3 Baths ⋅ 73491355 MLS
Second Empire gem, circa 1875, in the heart of Brookline Village. Iconic french mansard roof, intricate brick coursework, monumental Hornbeam hedge, lovely rose gardens and three bricked outdoor living spaces adorn this stately home. Listed on the National Register of Historic Places. Soaring ceilings, generous light, resplendent plasterwork and mouldings, horsehair plaster and wavy glass windows throughout. Parlor complete with B&O TV opens to formal diningroom showcasing back-to-back original marble fireplaces. A designer renovation preserved original architectural details while adding modern, luxury conveniences including: all new systems, upgraded electrical, plumbing, HVAC, roofs, gutters. Chef’s kitchen has LaCornue/Meile appliances, fine marble countertops/sink and heated slab floors with an espresso/wet bar. The primary en suite features custom wardrobes, tub room and laundry. Bathrooms are Italian marble. Bonus 1000 sqft basement can add living space, in-law suite or ADU.

43 Waverly Street, Brookline

Listing courtesy of Listing Agent: Martha Huntley from Listing Office: Hammond Residential Real Estate.

216 Aspinwall Ave, Unit 3, Brookline
$3,260,000
4 Beds ⋅ 5 Baths ⋅ 73464485 MLS
Complete renovation to the studs of a distinctive Carriage House in a prime Brookline location offering the perfect blend of urban and suburban living with views overlooking Parson's Field.. This 4-bedroom, 4.5-bath home spans three floors and features a first-floor guest suite, an open layout ideal for entertaining, Designer kitchen with a stunning quartz island & Thermador appliances. The elegant, fireplaced family room opens to a beautiful stoned barbecue area , Impeccable craftsmanship is evident throughout, with hardwood floors, designer tilework, and lighted staircase leading to a serene primary suite with large private deck, walk-in closet, and spa-like bath with soaking tub. The fully finished lower level offers a separate entrance, wet bar, theatre/exercise room, oversized office, and playroom. Just steps to Brookline Village, the Green Line, Lawrence School, close to Longwood Medical, and Boston. Walk to the Park Deeded parking ! Last one available !

216 Aspinwall Ave, Unit 3, Brookline

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

75 Greenough St Unit 2, Brookline
$3,100,000
4 Beds ⋅ 4 Baths ⋅ 73483282 MLS ⋅ ['75 Greenough Street Condo Trust'] BLDG.
Open House Canceled! Offer accepted! This 4-bedroom 4 full-bathroom top floor penthouse boasts unprecedented finishes. Amenities include a private elevator, 6” wide white oak flooring, oversized windows, integrated smart home technology, private outdoor space, and two garage parking spaces with electric car charging available. The custom kitchen is equipped with quartz and marble counter tops, stylish two-tone cabinetry, oversized kitchen island, and a top-of-the-line appliance package by Miele®. Jillian Balcony in the dinning area, private balcony in the master bedroom. The expansive 2610 square feet of living area unfolds across a single story, presenting a residence of considerable proportion and seamless movement. Located minutes away from numerous restaurants, shops, and public transportation. This novel home blends the brilliance of 21st century home design with the charm of Brookline's architectural traditions. Walking distance to Pierce and Brookline High.

75 Greenough St Unit 2, Brookline

Listing courtesy of Listing Agent: Jenny Jiang Chang from Listing Office: HyRoad Realty, LLC.

69 Walnut St Unit 4, Brookline
$2,850,000
4 Beds ⋅ 4 Baths ⋅ 73501386 MLS ⋅ ['The Walnut Crossing Condominium'] BLDG.
Exquisite architectural details, bespoke finishes, and expansive one-level living distinguish this incredible 2,510 sq ft 4+ bedroom, four bath condominium with two garage parking spaces at Walnut Crossing, one of Brookline’s most coveted newer construction elevator buildings. Two units have been thoughtfully combined to make one exceptional signature residence with southern, eastern and northern exposures enhanced by soaring 9’ ceilings and custom windows imported from Italy. Show-stopping open-plan kitchen, dining and living space w/ quartz countertops, custom European cabinetry & Thermador appliances. Voluminous family room with a Juliet balcony. Four generously sized bedrooms, including two ensuite primaries with walk-in closets, plus a handsome office with luxe built-ins. Four elegant contemporary baths. A+ amenities including private storage, a gym, and a stunning shared roof deck. Premier location near Brookline Village, Longwood, Pill Hill & the Green Line. Truly rare.

69 Walnut St Unit 4, Brookline

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

214 Aspinwall Unit 2, Brookline
$2,720,000
5 Beds ⋅ 5 Baths ⋅ 73342872 MLS
Designer inspired 5-bedroom, 4.5-bath condo in a extensively renovated Victorian to the studs with new Anderson windows, electrical, plumbing & HVAC This home blends historic charm with modern finishes beautiful tiles & hardwood floors. The first floor includes a master suite with generous private deck and guest ensuite bedroom. Open floor plan for family/entertaining living boasts a beautiful kitchen with Thermador appliances, gas stove and an oversized quartz island, living room with contemporary inspired fireplace and spacious dining area & guest bath, Proceed to the second floor via the lighted staircase to two bedrooms with a shared bath and an oversized ensuite bedroom with a walk-in closet and laundry hookup. Patio area for barbeque. Conveniently located within walking distance to Brookline Village, the Riverside Line, Lawrence School shops, and restaurants. Close proximity to Brookline High, Coolidge Corner, Longwood Medical & Boston, Walk to the park. Deeded Parking !

214 Aspinwall Unit 2, Brookline

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

11 Goodwin Place Unit Unit 11-1, Brookline
$2,625,000
4 Beds ⋅ 4 Baths ⋅ 73466944 MLS
50% Reserved. Dream single fam alternative. Welcome home to this exclusive development in the heart of Brookline Village. This boutique collection of four newly created townhome condos sets a new standard for elegant urban living. Each expansive residence features four bedrooms, three-and-a-half bathrooms, and finished lower levels, providing flexible living spaces ideal for families, entertaining, and working from home. The heart of each home is a gourmet chef’s kitchen, outfitted with premium Fisher & Paykel appliances, sleek induction cooking, and high-end finishes. Enjoy seamless indoor-outdoor living with private roof decks, generous natural light, and access to a shared landscaped yard. Modern conveniences abound. This unit includes 2 tandem garage parking spaces. With a Walk Score of 93, these homes are steps to Brookline Village’s charming shops, acclaimed restaurants, playgrounds, schools, Longwood Medical Area, and the MBTA Green Line. Some images are rendering

11 Goodwin Place Unit Unit 11-1, Brookline

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

12 Goodwin Place Unit Unit 12-1, Brookline
$2,605,000
4 Beds ⋅ 4 Baths ⋅ 73411900 MLS
Welcome home to this exclusive development in the heart of Brookline Village. This boutique collection of four newly renovated/created townhomes sets a new standard for elegant urban living. Each expansive residence features four bedrooms, three-and-a-half bathrooms, and finished lower levels, providing flexible living spaces ideal for families, entertaining, and working from home. The heart of each home is a gourmet chef’s kitchen, outfitted with premium Fisher & Paykel appliances, sleek induction cooking, and high-end finishes. Enjoy seamless indoor-outdoor living with private roof decks, generous natural light, and access to a shared landscaped yard. Modern conveniences abound. This unit includes 1 garage parking space and 1 exterior space. With a Walk Score of 93, these homes are steps to Brookline Village’s charming shops, acclaimed restaurants, playgrounds, schools, Longwood Medical Area, and the MBTA Green Line. Some images are renderings

12 Goodwin Place Unit Unit 12-1, Brookline

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

17 Davis Ave. Unit 1, Brookline
$2,250,000
4 Beds ⋅ 3 Baths ⋅ 73577530 MLS ⋅ ['17 Davis Avenue Condominium'] BLDG.
The Heart of Brookline Village ~This architecturally designed and seamlessly renovated Condo was gut-renovated in 2015 and offers four bedrooms and nearly 2,800 square feet of thoughtfully designed living space. With its generous proportions and versatile layout, it lives like a single-family home.The main level features an open-concept living and dining area with custom built-ins and a beautiful gas fireplace. The spacious kitchen includes marble countertops, a breakfast bar & prep station, gas cooking and custom cabinetry, creating a flexible setting for everyday living and entertaining. Also on this level is a luxurious primary suite with three oversized closets and a spa-like bathroom featuring a large walk-in shower with a marble surround. A generous second bedroom, currently used as an office/den, and a half bathroom.The lower level offers a large family room with built-ins and French doors leading to a private, fenced-in patio and gardens ~perfect for alfresco dining and outdoor entertaining. Two additional spacious bedrooms, a full bath featuring a double vanity, a laundry room, and substantial storage. Additional features include central air conditioning, hardwood floors throughout, and exceptional ceiling height. Two-car deeded parking and easy access to Emerson Park, the “T,” and all that Brookline Village has to offer complete this special home.

17 Davis Ave. Unit 1, Brookline

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

87 Greenough Street Unit 2, Brookline
$2,150,000
4 Beds ⋅ 4 Baths ⋅ 73443421 MLS
Great Brookline Village location by the high school, this home the was extensively renovated from 2014-15. It includes central AC, 4-5 bedrooms and 4 full bathrooms across two levels of living space, private front and back decks. An airy foyer opens to the spacious living room and a lovely family room with a fireplace. Open to the living room is a sun-filled dining room. At the back of the house is the renovated eat-in kitchen including high-end appliances and a bespoke walk-in pantry. A hallway leads to two privately located bedrooms, one with an en suite full bathroom, plus another full bathroom and a bedroom-sized laundry room/office with a custom built-in workstation. The upper level has a gorgeous landing that leads to the primary bedroom suite, including an amazing dressing room with two outfitted walk-in closets and a stylish primary bath and 4th bedroom with ensuite bath. One garage & 2 outdoor pkg spaces, 2 EV chargers, private storage in basement. Exclusive use of back yard.

87 Greenough Street Unit 2, Brookline

Listing courtesy of Listing Agent: Matt Montgomery Group from Listing Office: Compass.

11 Goodwin Place Unit Unit 11-2, Brookline
$2,150,000
4 Beds ⋅ 4 Baths ⋅ 73411818 MLS
Welcome home to this exclusive development in the heart of Brookline Village. This boutique collection of four newly renovated/created townhomes sets a new standard for elegant urban living. Each expansive residence features four bedrooms, three-and-a-half bathrooms, and finished lower levels, providing flexible living spaces ideal for families, entertaining, and working from home. The heart of each home is a gourmet chef’s kitchen, outfitted with premium Fisher & Paykel appliances, sleek induction cooking, and high-end finishes. Enjoy seamless indoor-outdoor living with private roof decks, generous natural light, and access to a shared landscaped yard. Modern conveniences abound. This unit includes 2 tandem garage parking spaces. With a Walk Score of 93, these homes are steps to Brookline Village’s charming shops, acclaimed restaurants, playgrounds, schools, Longwood Medical Area, and the MBTA Green Line. Some images are renderings

11 Goodwin Place Unit Unit 11-2, Brookline

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

106 Brook Street, Brookline
$2,125,000
5 Beds ⋅ 4 Baths ⋅ 73482352 MLS
This 2-family has been home to owner occupants for 16 years and refreshed for new owners! Unit 1 offers 2 beds, 1.5 baths, deck off the 2nd bdrm, direct access to full bath from 1st bedrm, open kitchen-dining-living space w woodburning fireplace. Unit 2 on the 2nd & 3rd flrs feels like a single-family offering 3 beds, 2 baths and custom built office. Eat-in kitchen offers custom built-ins, petite rear deck, formal dining w separate custom built butler’s pantry/dry bar, wd burning fp in living room, 2-room Principal Suite w vaulted ceilings, skylights, 3rd fireplace, Juliette balcony & direct access to full bath w tiled shower & separate oversized jacuzzi tub. Both units have side-by-side laundry in unit. Level 2 EV charger and parking for 1-2 cars in dwy. Charming Bohemian styling, unbeatable walking location across from Ward Playground, walk to Longwood Medical, Brookline Village & Coolidge Corner! Fresh paint, refinished floors, new dw & disposal in Apt 1, new heating in unit 1.

106 Brook Street, Brookline

Listing courtesy of Listing Agent: Michaela Hellman from Listing Office: Redfin Corp..

12 Goodwin Place Unit 12-2, Brookline
$2,094,000
4 Beds ⋅ 4 Baths ⋅ 73465234 MLS
Welcome home to this exclusive development in the heart of Brookline Village. This boutique collection of four newly renovated/created townhouse condos (this is an attached condo that feels sets a new standard for elegant urban living. Each expansive residence features four bedrooms, three-and-a-half bathrooms, and beautiful roof decks providing flexible living spaces ideal for families, entertaining, and working from home. The heart of each home is a gourmet kitchen, outfitted with premium Fisher & Paykel appliances, sleek induction cooking, and high-end finishes. Enjoy seamless indoor-outdoor living with private roof decks, generous natural light, and access to a shared yard. Modern conveniences abound. This unit includes 1 garage parking space + 1 exterior parking space. With a Walk Score of 93, these homes are steps to Brookline Village’s charming shops, restaurants, playgrounds, schools, Longwood Medical Area, and the MBTA Green Line. Some images are renderings

12 Goodwin Place Unit 12-2, Brookline

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

28 Brook St Unit 28, Brookline
$2,010,000
4 Beds ⋅ 3 Baths ⋅ 73431757 MLS
Welcome to 28 Brook Street in Brookline Village. An immaculately renovated Philadelphia style condo which feels like a single family home in the heart of the Village. Built in 1892 this 4 bedroom 2 and a half bath home is 2242 square feet on 3 finished levels. This home has been tastefully updated with newer windows, updated electrical, newer heating and central air. The first floor offers high ceilings, a welcoming foyer, living room, fireplaced dining room, half bath and renovated kitchen with custom cabinetry, quartz counters and Thermador appliances. The second floor has 2 bedrooms, a renovated bath, washer/dryer, and beautiful large master bath with a shower, soaking tub and custom imported stone. The third floor has 2 good size bedrooms. There is a fenced in private back yard and parking. An amazing neighborhood close to schools, playground, Longwood medical area, green line D train, shopping and restaurants. Easy access to major transportation routes, Cambridge and Boston.

28 Brook St Unit 28, Brookline

Listing courtesy of Listing Agent: Luan White from Listing Office: Coldwell Banker Realty - Brookline.

14A Linden Place, Brookline
$1,750,000
3 Beds ⋅ 2 Baths ⋅ 73508202 MLS
Classic Brookline home featuring cedar shingle siding, a welcoming front porch, and timeless curb appeal, ideally set on a private dead-end street. South-facing and filled with natural light, this meticulously maintained home showcases exquisite woodwork, hardwood floors, and thoughtfully appointed finishes throughout, including a kitchen with high-end appliances. An enclosed rear entry offers an excellent opportunity to create a functional mudroom, while the living room is anchored by a cozy gas fireplace. Additional highlights include a one-car garage, parking for additional vehicles, and exceptional storage in both the attic and walk-out basement. Ideally located near Brookline Village and Coolidge Corner, just moments from Linden Park - perfect for outdoor play, dog walks, and enjoying the neighborhood - and with convenient access to the Longwood Medical Area, this home offers easy access to shops, restaurants, and public transportation.

14A Linden Place, Brookline

Listing courtesy of Listing Agent: Lisa Gallagher from Listing Office: RE/MAX Beacon.

87 Greenough Street Unit 1, Brookline
$1,750,000
3 Beds ⋅ 3 Baths ⋅ 73443414 MLS
Prime Brookline Village location near the high school, this lovely renovated first floor condo has oversized rooms, one garage & one outdoor parking space, plus in-unit laundry. There is a delightful covered front porch with living and dining areas. The foyer opens into a spacious living room on one side and a lovely family room with a wood-burning fireplace on the other. The living room opens into a sunny dining room that connects to the kitchen through a charming butler’s pantry. Offering stainless appliances, honed granite counters and generous amounts of workspace, the eat-in kitchen also has a built-in breakfast nook. A private hallway leads to the bedroom area, including the primary bedroom with an en-suite bathroom, plus two more bedrooms and another full bathroom. Off the kitchen is a well-appointed laundry room with a door to the powder room and the secondary stairs leading to the covered back porch and a lower-level bonus room, plus private basement storage.

87 Greenough Street Unit 1, Brookline

Listing courtesy of Listing Agent: Matt Montgomery Group from Listing Office: Compass.

58 Kent Unit U404, Brookline
$1,600,000
2 Beds ⋅ 2 Baths ⋅ 73532255 MLS ⋅ ['58 Kent'] BLDG.
Morning light pours through the kitchen here, catching the Italian marble countertops and lingering along the ten foot ceilings of this penthouse corner residence. A full Wolf and Sub-Zero appliance suite anchors the kitchen, giving the space a professional grade feel that suits both quiet mornings and entertaining. The top floor placement keeps things private and quiet, away from the everyday bustle below.Set right at Station and Kent, the location puts Brookline Village's cafes and boutiques outside the door, with Longwood Medical and the Green Line close by for an easy commute into the city. New construction like this is genuinely rare in Brookline, where opportunities like this do not come along often, and the surrounding streets carry the same sense of care found inside the building.Garage parking is included, with an additional space available for purchase, a real convenience in this part of town. This one is a true rare find, a charming, move in ready home with an elevated feel from the moment you arrive! For a limited time, the seller is offering a 2-1 rate buydown, lowering the payment for the first two years of ownership, a wonderful way to ease in and settle into a home that already feels complete!

58 Kent Unit U404, Brookline

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

15 Kent Sq, Brookline
$1,501,000
2 Beds ⋅ 2 Baths ⋅ 73479713 MLS
Hidden gem in prime Brookline location! Nestled on a quiet side street, yet conveniently located close to the vibrant shops and restaurants of Brookline Village, Coolidge Corner, the MBTA Green lines, Longwood medical area, and Lawrence School. This attached single-family home has been renovated throughout and offers a stunning cook's kitchen with Bosch appliances, breakfast bar and dining area. The kitchen opens out onto a covered deck and private fenced garden that provides a beautiful hidden sanctuary, with a professionally landscaped perennial garden. The first floor also features a living room with gleaming wood floors and fireplace and a renovated full bath. On the second floor you will find two generous bedrooms and a renovated full bath with high-end finishes. The basement has storage and laundry, and the attached garage is heated offering a flex space that could be used as a home gym, play space or office. This elegant urban oasis offers the best that Brookline has to offer!

15 Kent Sq, Brookline

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.

8 Leverett St Unit 3, Brookline
$1,300,000
2 Beds ⋅ 2 Baths ⋅ 73470972 MLS
Experience effortless city living in this luxurious 2-bed, 2-bath home at The Leverett, complete with two garage parking spaces. Built in 2022, this boutique 5-unit building offers elevator access, a common terrace, and a lifestyle designed for convenience. The gourmet kitchen features custom cabinetry, Bosch appliances, induction cooking, and waterfall quartz counters with a spacious breakfast bar. Oversized windows fill the open living area with natural light. The primary suite includes a walk-in closet and spa-style bath with a floating double vanity and large tiled shower. Enjoy central HVAC, hardwood floors, and in-unit laundry. Ideally located in Brookline near top-rated restaurants, shops, and effortless commuting to Longwood, Chestnut Hill, and downtown Boston—perfect for anyone seeking a turnkey transition.

8 Leverett St Unit 3, Brookline

Listing courtesy of Listing Agent: Arianna Brown from Listing Office: Compass.

114 Davis Avenue Unit 2, Brookline
$1,265,000
3 Beds ⋅ 2 Baths ⋅ 73528018 MLS
Perfectly situated across from Emerson Garden in the heart of Brookline Village, this pristine 3-bedroom, 2-bath home combines turn-key luxury with an exceptional layout. Extensively renovated in 2016 by a respected local developer, this meticulously maintained second-floor residence spans 1,247 square feet of refined living space.Sunlight floods the expansive living and dining areas through oversized windows. The designer chef’s kitchen serves as the centerpiece, boasting a dramatic marble island, premium cabinetry, stainless steel appliances, and seamless flow for entertaining. The primary suite offers a walk-in closet, an ensuite marble bath, and a sliding glass door to a private treetop terrace. Two additional well-proportioned bedrooms, a second full bath, central AC, in-unit laundry, and hardwood floors complete the interior. Includes one assigned parking space and a remarkably low $273/mo condo fee. Moments to the Green Line T, Pierce School, Brookline High, and Longwood Medical

114 Davis Avenue Unit 2, Brookline

Listing courtesy of Listing Agent: Bell | Whitman Group from Listing Office: Compass.

39 Kent St Unit 4, Brookline
$1,200,000
3 Beds ⋅ 2 Baths ⋅ 73497369 MLS ⋅ ['33-39 Kent Street Condominium'] BLDG.
Beautifully updated 3-bedroom, 2-bathroom condo in prime Brookline Village location! Thoughtfully reimagined by the current owners, this condo offers a sophisticated blend of modern amenities and traditional architectural character. The open layout kitchen, dining area, and living room serve as the heart of the home. The gourmet kitchen offers kitchen island, quartz counters, ample cabinetry, stainless steel appliances, and large south-facing windows. Large primary bedroom with fireplace, plus two additional bedrooms. Gorgeous new bathroom with walk-in shower and glass enclosure, plus second bathroom with tub/shower. In-unit laundry, high ceilings, exposed brick, private storage in basement, common outdoor patio area. Pet-friendly association. With a WalkScore of 95 and BikeScore of 98, this condo is conveniently located near the shops/restaurants of bustling Brookline Village, schools, several parks, Olmstead’s Emerald Necklace, the Green “D” line train, and Longwood Medical area.

39 Kent St Unit 4, Brookline

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

77 Pond Ave Unit 901, Brookline
$1,193,200
2 Beds ⋅ 2 Baths ⋅ 73539272 MLS ⋅ ['Brook House'] BLDG.
Spectacular sun-drenched 2 Bed 2 baths corner unit with breathtaking views of the Boston Skyline and Olmsted Park at the Brook House. Unit is located on the 9th floor that features private balcony, abundant natural light from oversized windows, central heat & ac & 2 garage spots 543&A. Condo has an open floor plan allowing flexibility as one can easily convert to a 3 Bedroom or enjoy current layout w/ large beautiful living room, separate dining room, kitchen with gas cooking, The primary suite offers a private retreat w/ full en-suite bathroom. The Brook House is a full-service elevator luxury building that features heated swimming pool, tennis & basketball courts, extensive gym, pet friendly, 24 hour security and onsite management during the week. A+ location Easy walk to Longwood Medical Area, Brookline Village, D&E greenline, buses. Easy access to Boston, route 9,128,Mass Pike. Easy living at its finest. Excellent investment or for a homeowner.

77 Pond Ave Unit 901, Brookline

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

3 Upland Road Unit 2, Brookline
$1,090,000
3 Beds ⋅ 2 Baths ⋅ 73484983 MLS ⋅ ['3 Upland Road Condominium'] BLDG.
Location, location, location. This spacious 3-bedroom unit with flexible 4th room—perfect for home office, nursery, or guest space—sits right where you want to be. Near Brookline Village shops and restaurants, minutes to Jamaica Pond, Longwood Medical, and the Green Line T. Super easy access to top universities, cultural institutions, Brookline High School, and Olmsted Park. Inside, you'll find a gracious floor-through with beautiful hardwood floors, plenty of natural light, and in-unit laundry. The double parlor can be separated into a living room and additional bedroom. Primary bedroom has ensuite bath and walk-in closet. Pet-friendly building with one-car parking and basement storage round things out. Great for owner occupants and investors alike.

3 Upland Road Unit 2, Brookline

Listing courtesy of Listing Agent: Noha Soliman from Listing Office: Leading Edge Real Estate.

12 Thayer St, Brookline
$980,000
73460273 MLS
Approved plans re-imagine this property as a sophisticated three-level single-family home that seamlessly blends historic character with modern livability. The 3,080-square-foot design transforms the existing carriage house into an open, light-filled residence featuring connected living and dining spaces, a modern kitchen with direct access to a private garden and bluestone terrace, and a functional mudroom entry. Upstairs, four well-proportioned bedrooms and 2.5 baths offer flexibility and comfort, while the finished lower level provides valuable space for a fifth bedroom, office, or gym and bathroom. The approved site plan includes two off-street parking spaces, privacy fencing, and professionally designed plantings with a curated mix of native and ornamental species. Preservation and planning approvals are in place, allowing a developer, builder, or end user to move directly into construction on a distinctive, design-forward home in one of Brookline's most desirable neighborhoods.

12 Thayer St, Brookline

Listing courtesy of Listing Agent: Masterman Elek Group from Listing Office: Compass.

81 Glen Road Unit S2, Brookline
$967,000
3 Beds ⋅ 2 Baths ⋅ 73479591 MLS ⋅ ['Olmsted Park'] BLDG.
Gorgeous corner townhouse offers abundant natural light, privacy, and gracious living with a stunning architecturally significant curved glass wall and tremendous high ceilings. Floor-to-ceiling builtins and recessed lighting lend sophistication and charm. The bespoke kitchen with beautiful glass-front cabinetry, porcelain white farmer's sink, induction stove, and glass tile backsplash is complemented by stunning crystal blue quartzite counters. Dine al fresco outside the kitchen on the private deck with . The second floor features a skylit staircase, spacious master bedroom with custom en suite bath, two additional bedrooms and a family bath. Extra exclusive storage, in-unit laundry, and 2 exclusive parking spots. Steeped in history, The Park offers stately brick buildings with lush natural surroundings on private grounds with professional management and an on-site superintendent. In close proximity to Longwood, Brookline Village MBTA, and the Emerald Necklace. 81GlenS2.com/unbranded

81 Glen Road Unit S2, Brookline

Listing courtesy of Listing Agent: Brenda van der Merwe from Listing Office: Hammond Residential Real Estate.

34 Station Street Unit 3, Brookline
$950,000
2 Beds ⋅ 2 Baths ⋅ 73536403 MLS ⋅ ['3034 Station Street'] BLDG.
Welcome to 34 Station Street, a stunning 3rd floor 2-bedroom (3rd bedroom potential), 2-bathroom condo offering 1,250 sqft of sophisticated living space in a classic brownstone in Brookline Village. South facing, this timeless residence boasts the perfect blend of historic charm & modern comfort, featuring an updated & open island kitchen, hardwood floors, crown moulding, elegant interior brick work & recessed lighting. The spacious living area is graced by a fireplace & built in shelving creating a cozy ambiance for relaxing or entertaining. With southern exposures, natural light highlights the beautiful craftsmanship & thoughtful layout. Enjoy the convenience of in-unit laundry, Minisplits for cooling & rental parking next door. Step out to the Green Line T or take an easy stroll to the endless offerings including Mahaniyom, Blossom Bar, Noah's Kitchen, Brother's & Sister's Cafe, the Emerald Necklace, several parks & boutique stores like Cadeau, Literally Local & Station Studios.

34 Station Street Unit 3, Brookline

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

60 Glen Rd Unit 108, Brookline
$900,000
2 Beds ⋅ 2 Baths ⋅ 73478850 MLS ⋅ ['Olmstead Park Condominium'] BLDG.
Welcome to historic Olmstead Park, surrounded by lush landscaped grounds in a peaceful, park-like setting. This thoughtfully designed corner unit opens with a gracious foyer & custom closets offering excellent storage throughout. The sun-filled living area is the heart of the home, featuring soaring 12+ foot ceilings, striking wall mural, designer lighting & oversized windows that create an airy, dramatic feel. A built-in banquette anchors the dining area, perfect for entertaining or everyday living. The kitchen offers abundant cabinetry & generous counter space. The primary suite features artistic lighting, 2 large closets and ensuite bath. A roomy second bedroom is perfect for guests or remote work. The second renovated full bath is sleek and modern. Highlights include Central AC, 1 parking space & a private storage unit. Shared amenities include elevator, laundry room, library, bike storage, fitness room & guest parking. Close to Brookline Village T, hospitals, parks, shops & dining

60 Glen Rd Unit 108, Brookline

Listing courtesy of Listing Agent: Paula Narenkivicius from Listing Office: Compass.

14 Linden St Unit 7, Brookline
$817,000
3 Beds ⋅ 1 Baths ⋅ 73520809 MLS ⋅ ['Linden Court'] BLDG.
Welcome to Brookline Village! Sun filled 3 bedroom PH condo with private roof deck featuring skyline views. Large eat-in-kitchen, brand new stainless appliances, granite countertops, and maple cabinetry. Generously sized bedrooms, all with ample closet storage, and primary featuring walk-in-closet. Flexible layout allowing for 3 bedrooms or home office, gym space. Condo amenities include in-unit laundry, ceiling fans, recessed lighting, hardwood floors throughout, high ceilings, period detail, deeded basement storage, entire condo freshly painted, floors refinished, and private porch outside the unit door. Steps to D Line (Green Line), shops, restaurants, The Pierce School, Longwood Medical, Brookline High School, and directly across from Linden Park in one of Brookline's most beloved neighborhoods.

14 Linden St Unit 7, Brookline

Listing courtesy of Listing Agent: Benjamin Snow from Listing Office: Coldwell Banker Realty - Boston.

77 Pond Ave Unit 1506, Brookline
$790,000
2 Beds ⋅ 2 Baths ⋅ 73476557 MLS ⋅ ['The Brook House'] BLDG.
Sundrenched Penthouse! Exceptional residence with south-facing panoramic views and nearly 1,300SF of well designed living space. 2 Bedrooms, 2 Bathrooms, and 2 deeded garage parking spaces. Open-concept living and dining area is highlighted by floor-to-ceiling windows, wood floors, and crown moldings. Updated kitchen features off-white cabinetry, granite counters & stainless steel appliances. Primary suite has double closets plus an additional walk-in closet with custom built-ins and leads to an en-suite bathroom. 2nd bedroom has double closets and two floor-to-ceiling south-facing windows that fill the space with natural light. Residents enjoy a wealth of amenities including a 24-hour concierge, security cameras, a health club with steam and sauna, a heated outdoor pool, tennis and basketball courts, BBQ areas, a WiFi lounge, and an on-site management office. Across from the MBTA Green Line and just moments from the shops & restaurants of Brookline Village & The Longwood Medical Area.

77 Pond Ave Unit 1506, Brookline

Listing courtesy of Listing Agent: Charles Roderick from Listing Office: .

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