Timeless Victorian architecture elevated by a masterfully executed, full historical renovation delivering a reimagined home w/all the modern amenities imagineable & blending the best of urban & suburban living in desirable Brookline. On coveted Osborne Rd., this 4 bed, 4 bath residence lives w/the scale & presence of a single family across ~4,100 sq ft of refined interiors blending period detail & modern design. Chef-caliber kitchen anchors w/top-of-the-line Thermador appliances, dramatic waterfall quartz island, matching backsplash, bespoke cabinetry & exceptional storage, flowing seamlessly into sunlit living/dining spaces designed for both intimate gatherings & large-scale entertaining. Main-level living room w/full bath allows future ensuite. Primary retreat delivers generous proportions, den & spa-inspired bath. Upper-level BRs provide privacy & architectural charm. Finished LL, radiant bath floors. A rare offering where historic character & modern luxury exist in perfect balance
Timeless Victorian architecture elevated by a masterfully executed, full historical renovation delivering a reimagined home w/all the modern amenities imagineable & blending the best of urban & suburban living in desirable Brookline. On coveted Osborne Rd., this 4 bed, 4 bath residence lives w/the scale & presence of a single family across ~4,100 sq ft of refined interiors blending period detail & modern design. Chef-caliber kitchen anchors w/top-of-the-line Thermador appliances, dramatic waterfall quartz island, matching backsplash, bespoke cabinetry & exceptional storage, flowing seamlessly into sunlit living/dining spaces designed for both intimate gatherings & large-scale entertaining. Main-level living room w/full bath allows future ensuite. Primary retreat delivers generous proportions, den & spa-inspired bath. Upper-level BRs provide privacy & architectural charm. Finished LL, radiant bath floors. A rare offering where historic character & modern luxury exist in perfect balance
Discover your perfect oasis in the heart of Coolidge Corner with this spacious, updated 2-bedroom Condo with TWO PARKING SPACES. The front-facing private entrance on Babcock Street offers a peaceful sanctuary just steps from vibrant restaurants, shops, and convenient public transportation, including easy access to the Green Line and Longwood Medical Area.This cheerful home boasts beautiful hardwood floors, a large living room, and a primary bedroom with ample closet space. The fully renovated kitchen features stainless steel appliances, granite countertops, and wall-to-wall cabinets, with easy access to a shared 7’ x 15’ shared deck—perfect for sunset dinners or relaxing outdoors. The modern bathroom includes tiled finishes, and the in-unit washer and dryer adds convenient laundry options.Additional highlights include lockable basement storage, indoor bike storage, and two deeded parking spots—one covered—situated directly behind the building in a private courtyard.
Ideally located in Brookline’s coveted Coolidge Corner, just across from Coolidge Park, this classic Victorian condo offers timeless character with high ceilings, large windows, and beautiful hardwood floors. Enter through your exclusive-use front porch into a gracious front hall. The inviting living room features a coffered ceiling and fireplace, flowing into the spacious dining room accented by wainscoting. The well-proportioned kitchen offers gas cooking and a charming butler’s pantry. Both bedrooms and the full bath are thoughtfully tucked off the central hallway, providing separation from the main living areas. The primary bedroom includes a bonus office or sunroom. Additional highlights include basement laundry and storage, garage parking, and a shared patio. The property has been wonderfully maintained, with exterior painting in 2023. This classic home is ready for your personal updates and custom touches, all set on a picturesque, tree-lined street!
A dramatic wall of windows captures sweeping treetop views from this remarkable Contemporary-style Deck House. Perfectly sited on a gentle hillside along one of Chestnut Hill’s most picturesque streets, this four-bedroom, two-and-a-half-bath residence masterfully blends architectural character with thoughtful modern updates.The open-concept design showcases light-filled spaces, beamed vaulted ceilings, generous room sizes, and warm, inviting details throughout. The updated kitchen is a chef’s dream, featuring gas cooking on a WOLF stove and custom cabinetry. The spacious living room opens through sliding glass doors to a large deck with spectacular views—ideal for entertaining. Cozy up by the pellet stove in the family room this Winter, or tend to your plants in the attached greenhouse come Spring. Enjoy Summer gatherings on the private patio. Additional highlights include a new roof (2025), shed (2020) and a direct-entry 2 car garage.
This elegant three bedroom, 2.5 bathroom residence combines quintessential New England ambiance with contemporary enhancements. The interior boasts an impressive entry foyer, exquisite mouldings and hardwood floors. The gracious sun splashed living room with fireplace offers four windows and direct access to a lovely heated sunroom. A modern cooks kitchen with island seating, ensures both comfort and practicality with access from the kitchen to a large deck for summer enjoyment in the fence enclosed yard. The upper level offers three bedrooms, including a primary suite with an en-suite bath, a hall bath and a versatile home office or nursery. The attractively finished lower level with fireplace provides bonus living area for entertaining, a home gym, office or media room and direct entry to an oversized garage. Just minutes to Baker School, Boston College, shopping and dining at The Street, The Square and The Chestnut Hill, Mall, scenic Hammond Pond and the Longwood Medical complex.
SINGLE FAMILY CONDO ALTERNATIVE - NO HOA! 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 yard and garden that provides a beautiful hidden sanctuary, 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!
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!
A truly remarkable three-bedroom, two-and-a-half-bath colonial home located in the heart of the desirable Coolidge Corner neighborhood. Offered for the first time in over 45 years, this well-cared-for property reflects decades of thoughtful ownership and includes an updated, spacious eat-in kitchen, renovated bathrooms, new windows, and beautifully maintained outdoor living spaces. The home features a classic wood-burning fireplace, a sun-drenched dining room, and an expansive partially finished basement with infinite possibilities. Two decks, ideal for entertaining or relaxing, overlook a level backyard that offers both privacy and versatility. Generous attic storage rounds out this exceptional home.A rare opportunity to own a cherished property in a highly sought-after location — just minutes from Longwood Medical Area, top universities, Boston, the Green Line, restaurants, and major highways.
Set in a prime Coolidge Corner location, this exceptional 1,776 sq ft condo showcases custom renovations throughout The main level features high ceilings, a sun-filled living room w bay windows, and a gas fireplace, flowing seamlessly into a spacious dining area. The thoughtfully renovated kitchen offers quartz countertops, custom cabinetry, stainless steel appliances, and generous storage, A door off the kitchen leads to stairs accessing a patio and large private deck—ideal for outdoor entertaining. Spacious and serene primary suite with bay window, spa-like double-vanity en suite bath, and exceptional custom closet systems, plus two additional bedrooms, a full bath, and in-unit laundry. Additional upgrades include new HVAC systems, hot water heater, flooring, and trim. Set in a professionally managed, 4-unit building with storage, tandem parking with1 garage and 1exterior space. Convenient to Coolidge Corner shops, cafés, parks, the T and Longwood Medical.
Located in a prime Coolidge Corner location is this stunning 5-bedroom, 4-bathroom duplex offering unparalleled comfort & style. Boasting 3,234 sq. feet of impeccably designed living space, this residence features a chef's kitchen equipped with Thermador appliances & a welcoming island that leads to an entertainment-ready deck.The expansive dining area seamlessly flows into the family room, complete with a fireplace & custom electric shades. Relish in the luxury of the primary suite, presenting beautiful built-ins, a spacious walk-in closet & a bath with a soaking tub, double sinks & a glass-enclosed shower. An add'l bedroom & full bath complete the main level. The upper floor offers a vibrant game room with a wet bar, 3 add'l bedrooms, 2 full baths, laundry, add'l deck & ample storage space. With garage parking plus an outdoor spot (2 parking), soaring ceilings & exquisite hardwood floors throughout, this property truly defines modern living. Minutes to shops, schools, transportation.
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
Exquisite in every detail, this magnificent brick georgian, boasts modern style design, suitable for grand scale entertaining & comfortable family living. A large elegant foyer w/ sweeping staircase & venetian plaster walls, opens to an elegant living room w/ fireplace. A sunroom just off the foyer offers spectacular views of the level, acre+ lot w/ frontage on Cramond Street. There is a majestic dining room w/ acoustic padded walls & a handsome family room w/ custom cabinetry. The fully renovated chef’s kitchen features a center island, butler’s pantry & dining nook—truly exceptional w/ top grade appliances. The 2nd level has a luxurious primary suite w/ fireplace & spa-like bath. There are 3 additional bedrooms, 3 full baths, an office & a laundry room on this level. The 3rd floor offers 2 additional bedrooms & a full bath. The lower level has a large media room, gym room, full bath, 2nd laundry room, mudroom & access to the 2 car garage. Easy access to highways, schools & airport.
Super Sunny 2 bed/ 2 bath corner unit South facing Pond at the Brook House for sale. Unit features renovated kitchen w/ Stainless steel appliances, granite counter tops, oakwood cabinets, 2 renovated bathrooms, central a/c, two car garage parking spaces (tandem). Enjoy the private balcony views of the pond. The Brook House is a full-service luxury building that has 24/7 security, onsite management, an outdoor heated Olympic style swimming pool, fully equipped health club with steam/sauna featuring cardio workout area, weight room with free weights aerobic/yoga/dance/boxing room, residents lounge with WIFI, outdoor barbecue areas, tennis and basketball courts, and ping pong. It is pet friendly and has Walk/jog/bike/ paths at your door. A+ location as its steps to D and E “T” lines and many bus lines. Easy walk to Longwood medical area and many universities. Really well managed complex . Excellent investment or perfect for a home owner.
Welcome to historic Olmstead Park, surrounded by lush landscaped grounds in a peaceful, park-like setting. This thoughtfully designed home opens with a gracious foyer and custom closets offering excellent storage throughout. The sun-filled living area is the heart of the home, featuring soaring 10+ foot ceilings, striking wall mural, designer lighting & oversized windows that create an airy, inviting 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 an ensuite bath. A spacious second bedroom supports relaxation or work-from-home needs. The second renovated full bath is sleek and modern. Highlights include Central AC, 1 parking space & a private storage unit. Shared amenities include laundry room, library, bike storage, fitness room & guest parking. Close to Brookline Village T, hospitals, parks, shops & dining.
A breathtaking, gut-renovated luxury condominium in the coveted heart of Coolidge Corner. This stunning, sun-drenched residence showcases an expansive open-concept layout, soaring ceilings, and exceptional architectural detail throughout. The sleek, state-of-the-art chef’s kitchen features top-of-the-line appliances, custom cabinetry, and premium finishes—perfect for both everyday living and elegant entertaining. Four generously sized bedrooms and three and a half beautifully designed baths complete this sophisticated urban retreat, offering the ultimate blend of modern luxury, style, and comfort. There is a large deck on the second floor for private entertaining. Also included are laundry hook ups in the unit and two outside spaces. Very close to public transportation and shopping.
Fantastic first floor corner/end unit with 2 bedrooms, 2 baths, 2-car garage parking and private storage. This home is front (west) facing, and enjoys abundant sunlight and a modern layout, with large, well-apportioned bedrooms and bathrooms. Freshly painted and with newly refinished hardwood floors, a sweeping open floor plan encompasses the foyer, kitchen, dining room, and living room. The kitchen features granite countertops and stainless appliances, with a breakfast bar, convenient for dining and entertaining. The primary bedroom is a separate wing, with en suite bath and marble walk-in shower and double sinks, and a large walk-in closet. Brand-new combi boiler heating system. 2013 professionally managed elevator building with heated garage, gym, and visitor parking. Pet-friendly. Conveniently located near vibrant shopping in the heart of Chestnut Hill near the Green D MBTA line: Chestnut Hill Square, the Shops at Chestnut Hill, Wegmans, Capital Grille, the Superlux and The Street.
Set within a distinguished turn-of-the-century courtyard between Coolidge Corner and Washington Sq, this impeccably reimagined residence marries historic elegance w/ modern luxury. Fully renovated in 2018, the home unfolds w/ richly stained mahogany floors, bespoke cabinetry, & a graceful layout that feels both poetic and impeccably tailored. The chef’s kitchen serves as a centerpiece of refinement, offering Bosch gas cooking, integrated wine bar, & custom storage that elevates everyday living. The spa-grade bath brings a touch of indulgence with a Mr. Steam system, five multi-function shower heads, and a Japanese autonomous toilet—an unexpected moment of boutique-hotel luxury. Generous closets throughout enhance the home’s thoughtful design. Moments from the Green Line [C], curated cafés, and the vibrant charm of Brookline, this residence is a rare opportunity to own a beautifully crafted sanctuary in one of the area’s most coveted neighborhoods. Complete w/ laundry, storage & parking
Experience brand new refined Brookline Village living at 58 Kent #303, a beautifully designed two bedroom, two bath residence that blends modern luxury with everyday convenience. Inside, the sun filled layout highlights elegant marble counters, a premium Wolf and Sub Zero appliance package, and a charming Juliet balcony that brings in natural light. The bathrooms feature designer selected finishes and sophisticated tile-work that elevate daily routines. Residents enjoy elevator access and an automated valet parking system, all just moments from acclaimed restaurants, the Brookline Village T stop, Longwood Medical Area, and top rated public schools. In a community consistently ranked among the best places to live in the United States, this home delivers the Brookline lifestyle buyers seek.Additional garage parking available.
Set on .74 acres in one of Brookline’s most coveted neighborhoods, this newly constructed estate blends timeless architecture with exceptional modern design. With impeccably finished living spaces and full AV wiring, it offers 5 bedrooms, 6 full and 2 half baths, and a layout ideal for today’s lifestyle. The heart of the home is a showstopping chef’s kitchen with top-tier appliances, custom cabinetry, and a large island opening to sun-filled living and dining areas. A seamless indoor-outdoor flow connects to the private, flat tree-lined lot—perfect for entertaining or relaxation. Highlights include a luxurious primary suite with spa bath, generous secondary bedrooms, family room and a versatile finished lower level, attached 3-car garage with heated driveway, permitting for a pool. Built by a renowned local builder, this move-in-ready residence offers unmatched style, craftsmanship, and comfort in one of Brookline’s most desirable settings. Just bring your toothbrush!
Distinguished hip roof colonial ideally sited in one of Chestnut Hill’s most convenient neighborhoods. Moments to Putterham shops plus exceptional proximity to the Green Line, The Street and Chestnut Hill Mall.This gracious home showcases four well-proportioned bedrooms all with high ceilings + oversized windows that bring in exceptional natural light. Warmth enhanced with hardwood floors throughout. Primary bedroom with en suite bath.The elegant front-to-back living room with fireplace offers warm and inviting setting for entertaining. Formal dining room with picture window. Arched entryways. Sun streamed first-floor family room with direct access to the backyard for seamless indoor-outdoor living. Central air. Eat-in kitchen overlooks the rear yard and connects directly to the deck. BBQ’s are a breeze with easy transition to outdoor dining. Terraced fenced rear yard gardeners delight! Effortless access to shopping, commuting, recreation and schools.
Introducing Walnut Crossing! Newer construction luxury building located in the heart of Brookline Village near shops, Starbucks, Trader Joes & bustling shops & restaurants of Brookline. Conveniently located near D train (green line) to Boston College, Longwood Medical area + downtown Boston. Two bedrooms, two bathrooms with a contemporary open floor plan + high end finishes. Gourmet kitchen with exquisite quartz countertops, custom cabinetry, top-of-the-line Bosch appliances + 5 burner gas stovetop. Spa-like baths with marble surround, Hansgrohe faucets, smart LED mirrors and floating vanities with lighting underneath. Oversized windows allowing for an abundance of natural light, in-unit LG washer and dryer + central heating/cooling. Pet friendly & garage parking. Building offers additional amenities such as a gym, beautiful roof deck & elevator to maximize comfort and convenience for today’s urban lifestyle.
Introducing Walnut Crossing! Newer construction luxury building located in the heart of Brookline Village near shops, Starbucks, Trader Joes & bustling shops & restaurants of Brookline. Conveniently located near D train (green line) to Boston College, Longwood Medical area + downtown Boston. Three bedrooms, two bathrooms with a contemporary open floor plan + high end finishes. Gourmet kitchen with exquisite quartz countertops, custom cabinetry, top-of-the-line Bosch appliances + 5 burner gas stovetop. Spa-like baths with marble surround, Hansgrohe faucets, smart LED mirrors and floating vanities with lighting underneath. Oversized windows allowing for an abundance of natural light, in-unit LG washer and dryer + central heating/cooling. Pet friendly & garage parking. Building offers additional amenities such as a gym, beautiful roof deck & elevator to maximize comfort and convenience for today’s urban lifestyle.
Set directly across from Harry Downes Field in one of Brookline’s sought-after neighborhoods, this charming, attached home offers a park-front setting where athletic fields, a running track, playground, and dog park feel like an extension of your front yard. Located in the highly regarded Pill Hill and Lincoln School District, the home features a six-room layout with three bedrooms and one-and-a-half baths, including a newly added first-floor powder room. The refinished hardwood floors, and abundant natural light enhance the home’s appeal. Private outdoor space includes a fenced yard and deck ideal for entertaining, play, or pets, along with the convenience of parking. An unfinished basement offers excellent potential for storage or future expansion. Minutes to the Emerald Necklace, Jamaica Pond, shops, restaurants, MBTA bus routes and Green Line access, the Longwood Medical Area, and nearby universities. An outstanding opportunity in the Pill Hill Historic District.
55 Leicester presents a RARE offering in one of Brookline’s premier, private locations, now offered at a price point rarely matched for a home of this caliber. Behind its grand façade, this extraordinary estate awaits its next chapter. Repositioned at $6,395,000 — a significant adjustment representing compelling value for the size and location — it stands among the most attractive listings currently available in Brookline. The home showcases soaring ceilings, walls of windows overlooking landscaped grounds, and an open, light-filled floor plan. The scale and layout exists for a visionary buyer to reimagine and restore its full potential. Signature luxurious features such as the heated driveway, limestone floors, an elevator to all levels, 5-car garage, in-ground pool, roof deck, and wine cellar further elevate the appeal. For developers, investors, or end-users, 55 Leicester is an unmatched canvas to create a world-class residence in an A+ Brookline location.

Brookline is located in Massachusetts. Brookline, Massachusetts has a population of 62,620. Brookline is more family-centric than the surrounding county with 41.09% of the households containing married families with children. The county average for households married with children is 36.79%.
The median household income in Brookline, Massachusetts is $122,356. The median household income for the surrounding county is $112,089 compared to the national median of $69,021. The median age of people living in Brookline is 35.3 years.
The average high temperature in July is 82.7 degrees, with an average low temperature in January of 18.6 degrees. The average rainfall is approximately 47.2 inches per year, with 49.3 inches of snow per year.