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$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

$585,000
1 Beds 1 Baths SOLD Status 73390399 MLS 870 SqFt.
Your ideal Brookline lifestyle awaits at The Brook House! This exceptional, fully renovated one-bedroom home with an open floor plan offers resort-style living in a premier location. Step inside to find a well-designed floor plan complete with a private balcony for your personal outdoor oasis. The home includes central air, a fully-equipped and newly remodeled kitchen with upgraded appliances and sleek newer bath (2022). The convenience of an assigned heated garage parking space completes this great find. Enjoy a comprehensive amenities package: a modern fitness center, a sparkling swimming pool, tennis courts, plus 24/7 security and professional on-site management. This is a pet-friendly building! Perfectly situated across from the beautiful trails of the Emerald Necklace and Leverett Pond, you are moments from public transit and the vibrant shops of Brookline Village. The comprehensive HOA fee covers most utilities. THIS UNIT IS A GEM!

99 Pond Ave Unit 202, Brookline

$1,426,000
3 Beds 2 Baths SOLD Status 73389893 MLS 1,580 SqFt.
Elegantly situated near the heart of Coolidge Corner, this refined 3-bed, 2-bath residence—currently configured as a 4-bedroom—blends timeless architecture with modern comfort. A grand foyer opens to a sun-drenched living space and a sophisticated fireplaced dining room, accented by rich original woodwork and built-in cabinetry—perfect for elegant entertaining. The expansive eat-in kitchen offers a serene space to start your day. Three generous bedrooms include a luxurious primary suite with double vanity and a sleek glass-enclosed rain shower. Unwind on your private porch oasis, ideal for relaxing evenings. Additional features include central air, soaring ceilings, in-unit laundry, exclusive storage, and off-street parking. Enjoy unmatched access to Coolidge Corner’s shops and dining, the Longwood Medical Area, and the C & D lines. Seller open to offers with buyer concessions—experience the best of Brookline living.

76 Marshal St Unit 2, Brookline

$565,000
1 Beds 1 Baths SOLD Status 73389544 MLS 682 SqFt.
Unbeatable location and value! This spacious and renovated 1 bed, 1 bath corner unit in Coolidge Corner pre-war brownstone on a quiet tree-lined street offers ample natural light, soaring 9.5' ceilings, updated kitchen and bath, and ONE PARKING SPACE! Oversized living room flows into eat-in kitchen with updated white cabinetry and stainless steel appliances. Bathroom includes deep soaker tub, new tile surround, and updated vanity. Large private bedroom, hardwood floors, character, freshly painted and ample storage throughout unit. Steps to shops & restaurants of Coolidge Corner, Longwood Medical Area, and Green Line (C & D) into Boston. Low HOA fee includes Heat and Hot Water, Washer/Dryer hook ups, and additional storage unit! Strong association reserves and high owner occupancy rate!

20 Marshal St Unit 1, Brookline

$1,280,000
3 Beds 3 Baths SOLD Status 73389194 MLS 2,405 SqFt.
Saturday Open House 2-3:30pm Tucked away on a quiet Chestnut Hill cul-de-sac, this stunningly recently renovated townhouse blends luxury, light, and space in all the right ways. Step into soaring high ceilings, sun-drenched open living areas, and a chef’s dream kitchen with custom cabinets and premium stainless appliances. Relax by the fireplace or entertain on your private patio. With direct garage access, a 3-car driveway, bonus guest parking, attic storage, and central A/C, this home is as practical as it is beautiful. Currently used as 3 beds but easily functions as 4, with walk-in closets and a luxe ensuite main bathroom . Minutes to Chestnut Hill shops, dining, and top-rated Brookline schools—this is the one, come see your new home today!

4 Benjamin Pl Unit 4, Brookline

$845,000
2 Beds 2 Baths SOLD Status 73389093 MLS 1,046 SqFt.
Rarely available 2BED+2BATH corner-unit in a pet-friendly, elevator building perfectly situated on a quaint, tree-lined street in the heart of Coolidge Corner! This spacious & turnkey home blends comfort, convenience, & style... The open-concept living & dining area features hardwood floors & oversized windows. The upgraded kitchen boasts custom cabinetry, granite countertops, & stainless appliances (including a brand new range & beverage fridge!) Both bedrooms are generously sized w/ hardwoods, including the primary w/ double closets, & both bathrooms are tastefully appointed w/ modern finishes. The HOA fee covers heating, hot water, 1 assigned parking, & basement storage... Additional perks to this well-maintained, professionally-managed complex include an outdoor pool, grassy courtyard, bike storage, resident lounge, & laundry facilities! A short stroll to Brookline's bustling Coolidge Corner w/ access to Green Line C, shops, cafes, restaurants, & more! OFFERS DUE TUES, 6/17 @ 5 PM!

50 Green St. Unit 312, Brookline

$1,550,000
6 Beds 2 Baths SOLD Status 73388839 MLS 3,377 SqFt.
A strong, well-built Grand Dame Victorian home adding character to the neighborhood, surrounded by trees, hosts this PENTHOUSE DUPLEX condominium with beautifully restored original details. A generous staircase leads to a formal foyer opening to a treehouse-like sunroom, private wraparound deck looking into bowed windows, gracious living room with flawless hardwood floors, wood-burning fireplace, historic pocket doors, and a formal dining room that easily seats 16. Original built-in glass and wooden cabinetry offers easy access to the eat-in kitchen with abundant natural light. Off the hallway on this level are two equally sized bedrooms with a Jack and Jill full bath. As the glamorous stairs lead to the third level, find 4 additional bedrooms with historic bay windows, high ceilings, hardwood floors, another full bath, in-law/nanny option, modern kitchenette, another eat-in kitchen, and huge Costco-size closets. 2 FULL GARAGE spaces, basement storage, and common yard.

179 Rawson Unit 2, Brookline

$2,500,000
4 Beds 3 Baths SOLD Status 73388794 MLS 2,789 SqFt.
Set between Brookline Village, Coolidge Corner & Washington Sq., this rare brick Colonial delivers privacy, space & serious curb appeal. The fully fenced backyard is a showstopper—ideal for summer BBQs, a hammock nap, or dining al fresco on the sun-filled patio. Inside, the chef’s kitchen flows to spacious living & dining areas, framed by elegant archways, two fireplaces & a dedicated home office. Upstairs: 4 true bedrooms, including a serene primary suite with en suite bath. Central A/C. 2-car garage. Bonus/game room. This inviting home blends period charm with modern comfort—convenient to parks, restaurants, schools, shops & transit. A true neighborhood gem with flexible living space, architectural detail, and a layout that works for today’s lifestyle. An exceptional value in today’s market for a move-in ready single family in a premier Brookline location. Seller welcomes offers with requests for buyer concessions. OH Thurs 4–5pm, Sat 12–1pm, Sun 11:30–12:30pm. Offers due Mon at 2pm.

36 Blake Road, Brookline

$580,000
1 Beds 1 Baths SOLD Status 73388709 MLS 805 SqFt.
Set on a beautifully tree-lined street by Knyvet Park in Brookline’s sought-after Cottage Farm area, this thoughtfully renovated garden-level condo offers the perfect blend of charm and modern comfort. Enjoy your own private entrance, high ceilings, and full-sized windows that fill the space with natural light. The updated kitchen features quartz countertops, stainless steel appliances, and a breakfast bar open to the spacious living room—perfect for entertaining or relaxing at home. Hardwood floors throughout, updated bathroom, and lovely bedroom. Generous closets, built-ins, and additional storage. Enjoy easy access to an oversized parking spot located just outside the back door. This professionally managed residence is ideally situated between the estates of Cottage Farm and vibrant Coolidge Corner, with easy access to the B & C Green Lines, Amory Park, the Longwood Medical Area, and downtown Boston. Experience the best of Brookline living.

126 Amory St Unit B4, Brookline

$1,900,000
6 Beds 4 Baths SOLD Status 73388474 MLS 3,895 SqFt.
Set on a pretty tree-lined street, this eleven room residence presents a wonderful opportunity. Built in the late 1890s as a single family, it is now occupied as a Philadelphia-style two family and features charming front porch and living space with original detail. The first apartment offers a large entry with an alcove, living room with fireplace, dining room with bay window and fireplace, office, and kitchen with island and French doors to yard. A half bathroom/laundry completes the first floor. An original staircase leads to second level with two bedrooms and a full hall bathroom. A side entrance opens to the second apartment with two bedrooms, one with fireplace, and a hall full bathroom on the second floor. The third floor has a kitchen/dining/sitting room, two bedrooms, and bathroom with laundry. There is a private yard plus 3-car driveway. Terrific location near schools, cafes, markets, “T”, and #60 bus to Chestnut Hill and Medical Area and green spaces of Brookline.

18 Milton Road, Brookline

$850,000
2 Beds 1 Baths SOLD Status 73388292 MLS 1,160 SqFt.
Every inch of this home showcases meticulous maintenance and a refined sense of style. The seller’s talent for color and design shines throughout. The natural light provided by the three exposures further enhances the offering. The recently renovated kitchen and bath seamlessly blend beauty with function. Enjoy your morning coffee or unwind on a private balcony nestled among the treetops. Inside, the wood-burning fireplace adds warmth and character, while the spacious dining room is perfect for gatherings. This home includes an in-unit laundry hookup, as well as additional laundry facilities and a large, private 10 X 16 storage area located in the building’s basement. Located in a professionally managed Coolidge Corner building with a live-in superintendent and convenient rental parking, just a short distance from cafes, schools, transportation, and Brookline's many amenities.

202 Fuller Unit 6, Brookline

$1,100,000
3 Beds 3 Baths SOLD Status 73388198 MLS 1,629 SqFt.
Experience the perfect blend of character and modern comfort in this stunning bi-level home featuring exposed brick, soaring ceilings, and two fireplaces. The spacious layout offers an open concept living room on the main level and a separate entertaining room or den on the lower level—ideal for hosting guests or creating a private retreat. With 3 bedrooms and 3 full bathrooms, this home is designed for both style and functionality. Enjoy southwest sun exposure, Mini-split AC, recessed lighting, and the convenience of 1-car parking. The open floor plan seamlessly connects living, dining, and kitchen areas, making it perfect for modern living. Close proximity to Longwood Medical area and the heart of Brookline village, filled with restaurants and vibrant shops.

48 Kent St Unit 1, Brookline

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