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$2,100,000
4 Beds 5 Baths SOLD Status 73399383 MLS 2,715 SqFt.
Welcome to a meticulously rebuilt modern gem in Brookline! Completely reimagined from the studs, this open-concept home features 4 bedrooms, 4 full baths, and a convenient first-floor powder room. The main level flows effortlessly, with a spacious family/living room, dining area, and a chef's kitchen equipped with Thermador appliances, sleek handle-less cabinetry, quartz countertops, and an entertainer’s island. Upstairs, a serene bedroom with an ensuite offers privacy and comfort. The lower level reveals a luxurious primary suite with a spa-like bath and walk-in closet, two additional bedrooms, and a family/playroom. Outside, you'll find a beautifully landscaped front yard and a peaceful, fenced backyard with a patio—perfect for morning coffee or alfresco dining. Located just a block from Baker School and moments from playgrounds, parks, a library, and premier shopping at The Street and Chestnut Hill Mall, this home offers style, function, and unmatched convenience.

72 Wallis Rd, Brookline

$465,000
1 Beds 1 Baths SOLD Status 73398337 MLS 612 SqFt.
Welcome to this delightful first-floor condominium located in the highly sought-after Winchester House Complex. Ideally positioned just off Beacon Street, this home offers unbeatable access to top universities, acclaimed restaurants, shopping, and public transportation via nearby T-stops. This cozy 1-bedroom unit features beautiful parquet flooring and a kitchen equipped with some stainless steel appliances. The spacious bedroom boasts brand-new carpeting, while the rest of the unit is ready for your personal touches. Step outside to your expansive private deck—an impressive 1,200 square feet—perfect for relaxing or entertaining guests in this spacious outdoor space. Additional amenities include in-building laundry and access to a well-maintained association pool, adding convenience and comfort to your everyday living. Don’t miss this exceptional opportunity to own a charming condo in one of the area’s most convenient and desirable locations!

19 Winchester St Unit 110, Brookline

$605,000
2 Beds 1 Baths SOLD Status 73397443 MLS 968 SqFt.
Located in an elevator building in the heart of Coolidge Corner, this two bedroom, one bath condominium offers 968 square feet of sun-filled, open-concept living. Period charm blends with modern updates, including high ceilings, crown molding, and an updated kitchen with granite counters, stainless steel appliances, island, pantry, and generous cabinet space. The spacious bedrooms feature large windows and ample closets. The modern bath includes stylish tile and a full tub/shower. The Warwick is a pet friendly, professionally managed association and offers a rooftop deck with skyline views, a gated garden patio, private storage, and a well-equipped laundry room. Ideally situated across from the Summit Avenue MBTA Green Line Stop and close to Longwood Medical Area, Washington Square, and close to all of the shops and restaurants that Brookline has to offer.

1450-1454 Beacon St Unit 301, Brookline

$745,000
2 Beds 2 Baths SOLD Status 73396739 MLS 1,300 SqFt.
Welcome to all the conveniences and amenities of the Brook House in this renovated 1,300 sq ft, 2-bedroom, 2-bathroom condo. From the entry hall, the generous living/dining room opens onto a covered porch overlooking the courtyard. The kitchen includes stainless-steel appliances including gas cooking, granite counters, and wood cabinetry. Relax in the main suite with en-suite tile bathroom, walk-in closet, and additional wall of closets. Spaced for privacy, the 2nd bedroom with its own wall of closets and built-ins offers flexibility for guests and office space with an adjacent 2nd tile bathroom. Additionally featuring central air, garage parking, and parquet floors. Highlights of the common amenities include concierge, laundry room, pool, fitness room, courts, and patio with grilling area. Across the street from the Emerald Necklace and moments to Brookline Village and the T, shops, restaurants, and all this central location has to offer.

99 Pond Avenue Unit 220, Brookline

$1,650,000
3 Beds 2 Baths SOLD Status 73396514 MLS 2,041 SqFt.
Roomy Manhattan-style condominium on a side street steps from Coolidge Corner with its T-stops, unique shops and restaurants. This top-floor unit has 10’ ceilings and south, north and west exposures. The oversized living room with bay window is large enough to have more than one seating area, great for entertaining. There is an eat-in kitchen with terrific storage and shelving just waiting for your updates. The dining room can accommodate a large group or convert to a fourth bedroom or office. The large center hallway with fireplace has room for an office nook. All three bedrooms are large and airy. The master and hall baths are full, with tub and shower. Hot water baseboard and radiator heating. Newly finished hardwood floors and paint. In-unit laundry. Ample closets. One-car deeded garage parking. Intercom and security systems. Large deck in back. Storage room in basement. Replacement windows throughout in 2016; new rubber membrane roof in 2017. Convenient to C, D and B subways.

68 Parkman St Unit 3, Brookline

$2,450,000
4 Beds 3 Baths SOLD Status 73396512 MLS 2,841 SqFt.
Fantastic opportunity to purchase new construction in a superb location. This contemporary farmhouse boasts an open floor plan, featuring a formal living room with a fireplace, a dining area with a wine refrigerator, and a family room, all designed for entertaining. The gorgeous kitchen features custom white cabinetry, quartz countertops, an island, and Thermador stainless steel appliances. Off the living room is a beautiful patio with a built-in grill. The second floor features a primary bedroom with a marble bathroom, complete with double sinks, a spacious shower, a fireplace, and two walk-in closets. There are three additional second-floor bedrooms, a guest bathroom, and a fantastic second-floor deck! Handsome white oak flooring is found throughout the home. Choice of first-floor or second-floor laundry. Two-car garage with epoxy flooring and electric car charging outlet. Terric Chestnut Hill location - close to schools, library, shops, boutiques, and other amenities. Welcome home.

173 South Street, Brookline

$729,000
2 Beds 1 Baths SOLD Status 73396438 MLS 865 SqFt.
Welcome to 33 St. Paul Street #3—an exceptional 2-bedroom, 1-bath condo located in the heart of Brookline’s vibrant Coolidge Corner neighborhood. This sun-drenched home features high ceilings, hardwood floors throughout, a spacious living room with bay windows, and a beautifully updated eat-in kitchen with a breakfast bar. One of the bedrooms includes a dedicated home office space, providing a versatile area to work or study. Both bedrooms offer generous closet space and abundant natural light. The unit also includes a private porch, in-building laundry, private basement storage, and one off-street parking space. Ideally situated just steps from the C-line, Trader Joe’s, restaurants, the Longwood Medical Area, and top-rated Brookline schools, this condo is perfect for owner-occupants or investors alike. A rare opportunity to own a well-maintained home in one of Brookline’s most desirable locations!

33 Saint Paul St Unit 3, Brookline

$650,000
1 Beds 1 Baths SOLD Status 73394420 MLS 941 SqFt.
Welcome to this sunny and spacious one-bedroom condo—nearly 1,000 sq ft—in highly desirable Coolidge Corner. This move-in ready unit features an open floor plan filled with natural light, creating a bright and inviting atmosphere. The chef’s kitchen is equipped with stainless steel appliances, granite countertops, ample cabinetry, a wall oven, and an induction range. A convenient pass-through connects the kitchen to the dining and living areas, ideal for entertaining or casual meals. Enjoy expansive south-facing views from your large private balcony overlooking the heated outdoor pool. Additional highlights include central air, garage parking, basement storage, and same-floor laundry right next door. The professionally managed building offers concierge service, guest parking, and a BBQ area. Just minutes from the Green Line, Longwood Medical Area, shops, restaurants, parks, and Trader Joe’s, this turnkey home offers unbeatable comfort and convenience.

45 Longwood Avenue Unit 212, Brookline

$1,875,000
3 Beds 3 Baths SOLD Status 73394389 MLS 2,258 SqFt.
Stunning and spacious floor-through Manhattan-style condo just a block away from Brookline’s vibrant and sought-after Coolidge Corner. Enter through the private entrance which features an outdoor sitting area and you’ll soon notice the stylish finishes and gorgeous wood floors. The open and airy layout with large living room, gas fireplace and custom built-ins. Entertain in the well-appointed kitchen with stainless appliances and granite countertops. The primary bedroom offers ample designer closet space, a bonus space for working out and large en-suite bathroom with relaxing tub and separate glass-enclosed shower. There’s an additional two good-sized bedrooms, full bathroom, plus a half bathroom for guests. In-unit laundry, plenty of storage, two parking spaces and a shared roof deck with city views complete this home. Convenient to Longwood Medical area, MBTA Green C Line, shops, restaurants, and Lawrence School.

115 Sewall Ave Unit 1, Brookline

$565,000
1 Beds 2 Baths SOLD Status 73393907 MLS 901 SqFt.
Enjoy the best of urban living in this beautifully landscaped property near Longwood Medical Area, Brookline Village, Coolidge Corner, Brookline Hills T stop, shops, restaurants, Jamaica Pond, and the Emerald Necklace. This oversized 900 sq ft one-bedroom, 1.5 bath home in desirable Sargent Estates features a renovated kitchen that opens to a spacious living/dining area—ideal for entertaining. Large windows fill the home with natural light, enhanced by wood flooring and ample closet space. The updated baths include stylish tile, modern fixtures, and contemporary lighting. Professionally managed building with full amenities: concierge service, seasonal outdoor pool with lifeguard, sauna, and community room. Recent updates include windows and Fancoil HVAC system, with in-unit controls for heating and cooling. Deeded Parking and guest parking, laundry and extra storage room complete this offering. A rare opportunity to enjoy comfort, space, and convenience in a prime Brookline location.

22 Chestnut Pl Unit 111, Brookline

$575,000
3 Beds 1 Baths SOLD Status 73393374 MLS 1,085 SqFt.
Charming 3 bed, 1 bath, 1,085 sqft condominium in a well-maintained 2-unit building in the highly sought-after Brookline/Chestnut Hill area. This move-in ready home is awaiting your touches and offers an open concept layout with hardwood oak floors and abundant natural light. The living room features a cozy fireplace, and the kitchen flows seamlessly into the main living space, perfect for entertaining. Enjoy generous closet space, shared laundry with washer/dryer. Includes two off-street parking spaces. Unbeatable location right behind Wegmans, Chestnut Hill Square, Equinox, Life Time, and across from The Street, Chestnut Hill Mall, Star Market, and Showcase SuperLux. Excellent access to Route 9, I-95, Bus #60 to Fenway/Longwood, and the Green Line D. Sold as is. This is a fiduciary sale, seller can give no representations.

800 Heath St Unit 800, Brookline

$1,100,000
3 Beds 2 Baths SOLD Status 73392864 MLS 1,593 SqFt.
Located in a T-5 Multi-Family Zone, this charming 3-bedroom Cape offers incredible potential for expansion or two-family development (see disclosures). Nestled on a quiet street near the Brookline Country Club and Larz Anderson Park, the home blends comfort, character, and opportunity. The main level features a spacious living room, a functional kitchen, a full bathroom, and a first-floor bedroom—ideal for guests or convenient single-level living. Upstairs, you’ll find two generously sized bedrooms, a half bath, and a versatile bonus room perfect for an office, nursery, or creative space. Enjoy a lovely private yard and the pride of long-time ownership. A rare offering in a coveted location—don’t miss this unique blend of charm, flexibility, and future potential! Showing by appt.starting 6/25 or Open House 6/29 11am-1pm.

33 Meadowbrook Road, Brookline

$735,000
2 Beds 2 Baths SOLD Status 73392763 MLS 913 SqFt.
Discover modern duplex living in this condo nestled between Washington Square and Cleveland Circle. The main level features a spacious living and dining area with a balcony, a convenient kitchen, and a half bath. On the other level, find two bedrooms and the primary bath. Enjoy in-unit laundry, central air, and a parking spot in the garage. The building offers professional management and elevator access. This prime location provides easy access to the C, D, and B Green Line trolley lines and nearby parks like Waldstein Park (Dean Park) and the Chestnut Hill Reservoir. Between Washington Square and Cleveland Circle, enjoy a variety of fine and fast dining, shopping, and retail options. Come and visit this wonderful home located in one of Brookline's most convenient neighborhoods.

1856 Beacon St Unit 2D, Brookline

$850,000
2 Beds 2 Baths SOLD Status 73392681 MLS 820 SqFt.
A rare opportunity to own a beautiful apartment in a boutique building!!! This bright penthouse condo ideally located between Coolidge Corner and Longwood Medical boasts an open living area with an oversized picture window and skylights. The kitchen is equipped with a new fridge, stove and dishwasher. The master bedroom features a large walk-in closet and a full wall sliding glass door with access to a balcony, and a master bathroom. A spacious second bedroom also has a full wall sliding glass door with access to the second balcony. Both bathrooms are elegantly finished with marble. The professionally managed elevator building offers central air, in-unit laundry, exclusive parking space and ample storage. Located near a Trader Joe's, the Longwood Playground and the C & D Green Line trains, this home offers prime access to Boston's conveniences.

121 Longwood Ave Unit 4B, Brookline

$970,000
2 Beds 3 Baths SOLD Status 73392603 MLS 1,840 SqFt.
Experience elevated living in this fully renovated two bedroom, two level penthouse spanning 1,840 sq. ft. Thoughtfully redesigned for modern luxury, this home features a sleek chef’s kitchen, expansive open-concept living/dining area with soaring ceilings, recessed lighting, red oak floors, and sweeping views from oversized windows. Dual-level access adds convenience, while a private rooftop terrace offers your own urban oasis. Both bedroom suites boast elegant ensuite baths, generous closets, and custom window treatments. Enjoy resort-style amenities including a heated Olympic-style pool, fitness center, tennis courts, BBQ patio, resident lounge, 24-hour security, and two-car garage parking. Ideally located across from Olmsted Park, near the T, buses, shopping, dining, universities, and top hospitals.

33 Pond Ave Unit PH1208, Brookline

$570,000
1 Beds 1 Baths SOLD Status 73392541 MLS 935 SqFt.
Condo Fee: $387/mo. Experience elevated 1st floor corner unit living at Sargent Estates. This renovated 1-bedroom, 1-bath residence blends modern elegance with comfort in a pet-friendly building offering concierge service, a pool, and sauna. Ideally located near Longwood Medical Center, Brookline Village, and the MBTA Green D Line, it offers both serenity and urban accessibility. A neutral palette, abundant natural light, and open-concept layout create a welcoming, airy ambiance. The kitchen features Quartz counters, stainless steel appliances, and a breakfast bar flowing seamlessly into the living space—perfect for refined entertaining. Upscale comfort and convenience. Enjoy the best of Brookline in one of its most coveted addresses. Some photos have been virtually staged.

22 Chestnut Pl Unit G1, Brookline

$1,600,000
5 Beds 3 Baths SOLD Status 73392467 MLS 2,650 SqFt.
Welcome to this rare and charming townhouse retreat in the heart of Brookline’s coveted Washington Square. A gracious foyer invites you into expansive living and dining rooms defined by soaring ceilings, original hardwood floors, ornate millwork, and sunlit bay windows. The chef’s kitchen showcases granite countertops, custom cabinetry, and breakfast peninsula with direct access to a large deck—perfect for morning coffee or entertaining. Three good-size bedrooms, a full bath, a guest powder room, and a convenient laundry room round out the main level. Upstairs, the luxurious primary suite boasts an en-suite bath, a generous walk-in closet, and skylights, while an additional bedroom makes an ideal nursery or home office. Abundant built-in storage, two off-street parking spaces, and central air complete this home. Just moments from Coolidge Corner’s acclaimed shops, fine dining, top-rated schools, and Green Line T, this residence truly marries historic charm with modern luxury.

175 Winthrop Rd Unit 3, Brookline

$3,195,000
7 Beds 4 Baths SOLD Status 73392415 MLS 4,721 SqFt.
Washington Sq. Circa 1900 ~ This turn-of-the-century gem invites you in with an expansive front porch & offers 7 bedrooms, highlighted by exceptional craftsmanship, rich architectural details, & a grand staircase with Palladian windows. The 1st level features spacious family & living rooms w/bow-front windows & fireplaces, an elegant dining room with coffered ceiling & oak paneling, & Cook’s kitchen w/quartz counters, Thermador refrigerator, & seating area with direct access, through the mudroom, to the patio & yard. An updated full bath, completes this floor. The 2nd level offers 4 generous bedrooms & study/nursery. The primary features bow-front windows, fireplace & access to the nursery. This level also offers a bedroom with en suite half bath & updated full bath. The 3rd floor provides wonderful space for family/guests, featuring 3 bedrooms, updated full bath, wet bar, & private entrance. 2025: windows, roof, front stairs, walkway, driveway, HVAC. Blocks to shops, restaurants, & T.

151 Salisbury Rd, Brookline

$2,875,000
4 Beds 4 Baths SOLD Status 73392333 MLS 4,009 SqFt.
Elevated living in the heart of Coolidge Corner awaits in this architecturally striking 2nd and 3rd-floor owner’s duplex home. The top floor spans an impressive 37 by 33 feet. This sun-filled residence boasts soaring 14-foot ceilings, custom-built-ins, a skylit half-bath, and convenient elevator access. The dramatic design and generous proportions create an exceptional living and entertaining space. One floor below, you’ll find three spacious bedrooms, and two full baths. An income-producing unit on the first floor features a private entrance and utilities, as well as charming details such as wainscoting, carved mantels, stained glass, and 9-foot ceilings. Both residences have laundry facilities, driveway parking, and decks overlooking lush greenery. All of this in an unbeatable location—close to beloved cafes, boutiques, educational facilities, entertainment, and public transport.

51 Naples, Brookline

$1,925,000
3 Beds 4 Baths SOLD Status 73392201 MLS 2,028 SqFt.
Once a 19th-century carriage house, this refined private residence quietly resides in the heart of Brookline Village, one of the area’s most coveted enclaves. Seamlessly blending historic charm with modern sophistication, every inch reflects craftsmanship and timeless quality. Natural light floods through white oak floors and clean, curated lines, while the chef’s kitchen, appointed with Sub-Zero and Wolf appliances and a striking marble waterfall island, becomes the heart of entertaining. Integrated sound system, glass railings, and understated elegance create a serene, inviting atmosphere throughout. Upstairs, a tranquil primary suite complements two additional bedrooms, each thoughtfully designed for comfort and style. Three finished levels provide versatile spaces for living, working, entertaining, and relaxing. Discreetly tucked away yet moments from beloved parks, boutiques, schools, acclaimed restaurants, and transit, this is village living—rooted in history, refined for today.

20 R Linden Place, Brookline

$4,470,000
4 Beds 5 Baths SOLD Status 73391909 MLS 8,020 SqFt.
Immaculate 4 bed Colonial on private ½ acre in prestigious Chestnut Hill. Gated drive leads to landscaped lot w/ mature trees, new deck, patio & large backyard. Over 8,000 sq/ft of fully renovated living space. Stunning 2-story foyer w/ crema marble, Venetian plaster & Serip chandelier. Formal living & dining rooms w/ custom lighting. Great room w/ 15' ceilings & marble fireplace. Bulthaup-designed kitchen w/ Sub-Zero, Miele appliances, Dornbracht fixtures & large island. Private office w/ custom cabinetry & marble powder room. Expansive primary suite w/ 2 sitting areas, 3 walk-in closets & spa-like bath w/ soaking tub, glass shower & heated floors. 2 additional bedrooms share designer bath. Finished lower level w/ family room, gym, guest suite, kitchenette & full bath. 2-car garage w/ Sub-Zero fridge & sleek mudroom. Prime location near top public & private schools, The Country Club, Brookline/Newton shops & dining. Convenient to Longwood Medical & Back Bay.

69 Princeton Rd, Brookline

$820,000
2 Beds 2 Baths SOLD Status 73391870 MLS 1,007 SqFt.
Perfectly located on the fourth floor of The Amory House in Coolidge Corner. This two-bedroom, two-bathroom features an open living and dining area with direct access to a private patio through a sliding glass door, fully equipped galley kitchen with dishwasher, disposal, and microwave, king-sized primary bedroom with ensuite bath and second bedroom that fits a queen-size bed, has adjacent full bath and space for a home office. Common roof deck with in-ground pool, city views, fitness center and clubroom. One garage parking space conveniently situated next to the elevator entrance is included. Professionally managed elevator building with on-site superintendent. Located in the heart of Coolidge Corner across the street from dog-friendly Winthrop Square and a short distance from Hall’s Pond Nature Sanctuary. Easy commute to Boston by car or the MBTA Green Line. Convenient to Longwood Medical, Boston University, Trader Joe’s, and many fabulous shops and restaurants of the neighborhood.

135 Pleasant St Unit 403, Brookline

$1,550,000
3 Beds 2 Baths SOLD Status 73391610 MLS 1,644 SqFt.
Discover this smartly renovated 3 bed, 2 bath condo that lives like a single-family home. A welcoming foyer with hardwood floors and decorative mouldings leads to a sunlit living room through French doors which showcases bay windows and an electric fireplace. The dining room features more bay windows, a built-in hutch, and additional French doors. The updated kitchen offers granite countertops, stainless steel appliances, a breakfast nook, and direct backyard access. Two spacious bedrooms, a renovated full bath with in-unit laundry, 8’5” ceilings, hardwood floors, and mini-splits complete the main level. Upstairs, the primary suite features an en-suite full bath w/ a double vanity and oversized shower, walk-in closet, and a cozy office alcove. The finished lower level offers flexible space for a home office, playroom, or guest room. Enjoy a shared patio & backyard along with two deeded parking spots—one garage, one street—in vibrant Brookline. Don’t miss out on this lovely home!

115 Westbourne Ter Unit 1, Brookline

$650,000
2 Beds 1 Baths SOLD Status 73391302 MLS 822 SqFt.
It is hard to find this much value in this prime Brookline Village location. This stylishly updated 2 bedroom comes complete with stainless steel appliances with gas stove, granite countertops, open floor plan, updated lighting, hardwood flooring, and one deeded parking space #104! The open living area connects to a lovely bonus room that's great for a home office, playroom, or workout space. Located close to the Brookline Village green line and also to Longwood Medical Area, Brigham and Women’s Hospital, and Harvard Medical. Ownership includes limited use of the adjacent Brook House pool during the summer, as well as common laundry and storage locker in the basement. Both a great location and value!

32 Juniper Street Unit 91, Brookline

$2,800,000
5 Beds 5 Baths SOLD Status 73390761 MLS 4,784 SqFt.
Classic Victorian charmer that has been lovingly maintained, blending historic character with thoughtful updates. Enter through a comfortable front porch perfect for relaxing on a porch swing to a grand entryway that welcomes you with a stunning foyer full of original detail. The main level boasts a formal dining room and a sun drenched great room that walks out to a spacious deck overlooking a lush, green backyard lined with trees—an ideal setting for outdoor living. All five bedrooms are generously sized, and the home features air conditioning throughout. The large, finished walk-out basement offers additional living space and direct access to the yard. Set on a quiet street in a highly sought-after neighborhood, this home offers both beauty and functionality in a truly special setting.

157 Aspinwall, Brookline

$980,000
2 Beds 1 Baths SOLD Status 73390540 MLS 1,229 SqFt.
Perfect for commuting, entertaining and family life. This fabulous first-floor 2-bedroom condominium, set within a classic two-family residence at 127 Sumner Rd #1, is 3 minutes walking from the D Line T, Brookline High School, heated swimming pools with a kid special pool, basket/tennis gym, soccer/baseball field and Cypress St Playground. It features a living room with fireplace, a large dining room, and a spacious, recently remodeled eat-in kitchen with gas cooking and disposal. It has 2 off-street & deeded parking spaces. For added convenience, there is a dedicated private office space, a shared full bathroom, and a storage area in the basement. Enjoy updated windows, siding, and wooden floors throughout. Relax on the large front farmer's porch or the private screened-in back porch. Includes separate utilities, washer/dryer, and two off-street parking spots. Pets allowed. Prime location near public transit, high school, shops, restaurants, and all Brookline has to offer.

127 Sumner Rd Unit 1, Brookline

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