Cottage Farm Real Estate, Homes, Condos for Sale in Brookline, MA

6 Beds ⋅ 6 Baths ⋅ NEW Status ⋅ 73602158 MLS ⋅ 4,015 SqFt.

Set within Brookline's prestigious Chestnut Hill North Historic District, this exceptional Shingle-style residence was built from the ground up and completed in 2008, and captures the character of its historic surroundings while offering the livability and infrastructure of a newer home. Offering 4,015 finished square feet (plus additional unfinished area in the lower level), 6 bedrooms, and 5.5 baths, 23 Circuit Road features a thoughtful floor plan that lives well beyond its footprint. Gracious proportions, abundant natural light, and beautifully crafted interiors create an inviting atmosphere that is both refined and comfortable. The main level offers elegant entertaining rooms, two wood burning fireplaces, a guest bedroom or study with en-suite bath, and an expansive kitchen and family room with french doors that expand the living area outside. Upstairs, the second floor comprises 4 bedrooms, including a stunning primary bedroom with dual walk-in closets and en-suite bath with 15-ft vaulted ceilings, and a laundry room. The top floor offers flexibility with a second family/media room, 6th bedroom, office area, and full bath. An additional 1,600+ square feet of unfinished lower-level space offers extraordinary future potential. Outside, mature landscaping surrounds a spacious and private level yard with two bluestone terraces and an oversized detached two-car garage. Ideally situated along a picturesque, tree-lined street near acclaimed schools, including Brimmer and May, this is a rare opportunity to enjoy the architectural distinction of historic Chestnut Hill without the compromises of an older home. No open houses -- private showings by request.

23 Circuit Rd, Brookline

$2,500,000

3 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 73602113 MLS ⋅ 2,173 SqFt.

PENTHOUSE at 129 Walnut Street, Brookline is THE BEST of ALL WORLDS. A Classic Brick Rowhouse on the outside. Modern Contemporary Design on the inside. In 2026, the entire building underwent a TOTAL RENOVATION, fully restored Top to Bottom. Taken all the way down to the “studs” by a Local, Experienced Design-Build Team who Reimagined REALITY. U2, the “Penthouse Duplex,” offers 3 BEDROOMS, 2.5 BATHROOMS, across 2 Living Levels with 2,173 Square Feet. Your own PRIVATE ROOF DECK adds a bonus 250SF of Outdoor Space with Amazing City Views to Boston & Fenway. A bright CHEF’S KITCHEN features SUB-ZERO Refrigeration, WOLF Cooktop & MIELE Dishwasher. High-End Bathroom Finishes include PORCELANOSA Double Vanity, Soaking Tub, Wall-Mounted Faucets & TOTO Toilets. Located in the heart of Brookline’s Pill Hill Historic District, convenient to Brookline Village shops, Restaurants & Playgrounds. School District is the Top-Rated Lincoln School (K-8). 129 Walnut Street is part of a rare post-Civil War Rowhouse trio showcasing picturesque GOTHIC REVIVAL DESIGN. Built by George Richardson, these Brick Townhomes feature decorative woodwork & distinctive design. The Award-Winning SOUSA ARCHITECTS designed both layouts to allow buyers to “Live, Work & Play” within these inviting spaces. Floor Plan offers flexibility with Options, a feature buyers value in today’s marketplace. A perfect design that utilizes every square inch of space & delivers CUSTOM STORAGE at every turn. Builder-Developer is a local, family-owned development team with deep roots in Brookline & more than 50 years of construction experience. Known for award-winning craftsmanship, thoughtful design & a passion for historic preservation, they bring a personal commitment to quality & to the Brookline community. VISIONARY PROJECT. In Five Words, Local, Experienced, Design-Build Team. A Reimagined REALITY. Every Finish, Each Detail, Thoughtfully Curated.

129 Walnut Street Unit 2, Brookline

$579,000

1 Beds ⋅ 2 Baths ⋅ NEW Status ⋅ 73601871 MLS ⋅ 969 SqFt.

Spacious one bedroom, over 950 sq ft. 1.5 baths at 50/60 Longwood Avenue Coolidge Corner. Unit feature one garage parking, open layout, kitchen is open with stainless steel appliances. Building is well managed has onsite management during the week, 24 hour security, swimming pool, and gym. A+ location walk to C and D greenline, Longwood Medical Area, coffee shops and supermarkets.

60 Longwood Ave Unit 408, Brookline

$545,000

1 Beds ⋅ 1 Baths ⋅ NEW Status ⋅ 73601069 MLS ⋅ 870 SqFt.

Welcome to Brook House, one of Brookline's most desirable full-service condominium communities. This spacious third-floor unit offers 870 square feet of comfortable living space with an open floor plan. The modern kitchen features stainless steel appliances and gas cooking and leads into a spacious dining and living area. A large enclosed balcony provides the perfect spot for a home office, reading nook or additional living space. Enjoy the oversized bedroom with generous closet space. This unit comes with 1 deeded garage parking space (spot #476), conveniently located near the elevator. Brook House offers an exceptional lifestyle with amenities rarely found in one community, including 24-hour concierge service, on-site management, a state-of-the-art fitness center, sauna, steam room, heated outdoor swimming pool, tennis and basketball courts, resident lounge with Wi-Fi, herb gardens, BBQ area and bike storage. Pet friendly, too! Ideally located near Brookline Village, the Longwood Medical Area, Fenway and Boston, with convenient access to the MBTA Green Line and major commuting routes. Enjoy scenic walks around Leverett Pond, along with the restaurants, shops and parks of nearby Brookline Village. (Property photos were taken 1 year ago, unit is currently empty).

99 Pond Ave Unit 326, Brookline

$2,550,000

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73600805 MLS ⋅ 2,307 SqFt.

143 Coolidge St, Unit 2, represents a sophisticated condominium residence in Brookline, Massachusetts. Originally constructed in 1900, this distinguished property encompasses over 2,300 square feet of living space, offering a refined blend of historical character and expansive residential comfort. This multi-level residence is uniquely configured across two stories, beginning on the second floor. The architectural layout provides a seamless transition between levels, emphasizing a spacious floor plan that accommodates both daily routines and formal hosting. With three bedrooms and a comprehensive selection of three full bathrooms and one half bathroom, the home is designed for efficiency and private comfort. Each bedroom serves as a quiet retreat, while the distribution of bathrooms ensures convenience for both residents and guests throughout the residence. The lovely deck and patio spaces provide for great outdoor living. The property occupies a 5,045 square-foot lot, providing a generous footprint for a condominium in this established setting. The integration of two full levels of living space ensures that every square foot is optimized for a modern, functional lifestyle. We invite you to schedule a private viewing to experience the remarkable scale and historic elegance of this Brookline condominium firsthand.

143 Coolidge St Unit 2, Brookline

$699,000

1 Beds ⋅ 1 Baths ⋅ PRICE CHANGED Status ⋅ 73600737 MLS ⋅ 807 SqFt.

The condo has been thoughtfully renovated by the current owners. The 2022 kitchen is new from the cabinetry down: Porcelanosa tile floor and backsplash, stainless appliances, and in-unit Miele laundry, still a rarity in a brick building of this era. The bathroom was redone at the same time with Porcelanosa tile, a Toto toilet and a deep Duravit soaking tub. The spacious living room overlooks a landscaped courtyard and gives you a dining area that works just as well as a home office. The bedroom fits a king bed and has two closets, one fitted with an Elfa system (2025). A second room, currently a nursery with a new Andersen window (2023), makes a flexible office or guest space. Private storage, bike room and professional management round it out. Set on a pretty tree-lined street across from the Minot Rose Garden and minutes to Coolidge Corner, Longwood Medical Area, B.U. and the Green Line. Rental restrictions apply; see condo documents. Off site parking available. Lottery for on-site parking.

38 Browne St Unit 4, Brookline

$885,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73600541 MLS ⋅ 1,087 SqFt.

Located in Brookline’s desirable Cottage Farm Historic District, this bright and inviting third-floor condo offers a flexible 2–3 bedroom layout, one deeded parking space, in-unit laundry, and additional basement storage. HOA fee includes heat and hot water. Set in a charming brick building, the home features a spacious family room with beautiful bay windows that can easily serve as a third bedroom, a separate dining room, and two generously sized bedrooms with closets and ceiling fans. The updated kitchen boasts granite countertops, stainless steel appliances, and tile backsplash. A recently updated bathroom with a new vanity, hardwares, toilet adds a fresh touch. The interior was freshly painted and hardwood floor was refinished. Step outside to your exclusive-use rear porch, perfect for morning coffee or relaxing evenings. Ideally situated near Knyvet Square, Amory Woods Sanctuary, Boston University, the Green Line T, and the BU Bridge, with easy access to Cambridge, Fenway Park, restaurants, shops, and everything Boston has to offer.

55 Thatcher St Unit 6, Brookline

$11,750,000

6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73600408 MLS ⋅ 7,502 SqFt.

A country estate On Boston's doorstep! Beyond the stone pillars, a long driveway leads to a home with a generous sense of scale. Built in 1929, this Colonial Revival brings together beautifully proportioned rooms and two acres of established landscape. Generous living and dining rooms make space for gathering, while a paneled library, a kitchen opening toward the garden, and six bedrooms bring ease to everyday live. Outside, sweeping laws, specimen trees, perennial gardens, a fresh water creek, and an in-ground pool give the setting a character all its own. Steps to The Park School, Dexter Southfield, and the British International School of Boston.

71 Sears Road, Brookline

$1,995,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73600221 MLS ⋅ 3,812 SqFt.

A rare opportunity to own an architecturally significant Arts and Crafts residence in one of Brookline’s most sought-after neighborhoods. Set on three-quarters of an acre within the Chestnut Hill North Historic District, 91 Spooner Road is a distinctive five-bedroom, four-and-a-half-bath residence designed by the renowned architectural firm Putnam & Cox–built as William Putnam’s personal residence. The home was designed around a distinctive interior courtyard and was featured in American Country Houses of Today 1912, underscoring its architectural significance. Dramatically sited atop a high ledge, the property overlooks a wooded landscape to the east, with a rustic path descending toward the street to the north. Cherished by the same family for 60 years, the home showcases thoughtful design, generous proportions, abundant architectural detail, and three fireplaces. The interior courtyard, with screen doors and columns on three sides, brings natural light to the residence. Notable features include a gracious front-to-back entry gallery with brick floors and a sitting alcove; a formal living room with tall ceilings and a striking fireplace with a tiled surround; and a concealed, full-height built-in safe. Additional architectural highlights include a fireplace office or studio with loft, a tree-top sleeping porch with wraparound windows, expansive attic spaces, and separate guest quarters with a full bath. Two pantries, meandering walkways, copper gutters and downspouts, a private terrace, and a whole-house generator further distinguish this exceptional property. Offering an extraordinary opportunity for comprehensive renovation, this property combines architectural provenance, substantial grounds, privacy, and a remarkable natural setting. For those who appreciate historic architecture and envision restoring a residence of enduring character, the possibilities are exceptional. Conveniently located near the Green Line, Route 9, the shops and restaurants at The Street at Chestnut Hill, Roland Hayes Elementary, Brimmer and May, and the Chestnut Hill Schools.

91 Spooner Road, Brookline

$610,000

2 Beds ⋅ 1 Baths ⋅ CONTINGENT Status ⋅ 73599291 MLS ⋅ 955 SqFt.

Renovation opportunity for a savvy buyer seeking a great Brookline Village location with easy access to the T, restaurants, schools, and many incredible small businesses. This first floor, two bedroom condo home is tucked into a beautifully landscaped common courtyard and boasts great natural light and high ceilings. The 955 SF layout plus additional screened in porch offers a large living room, dedicated space for dining, kitchen with gas range, and two nicely sized bedrooms that allow for queen/king sized beds and additional furniture. The condo also offers private storage located one floor below in the basement. Bring your ideas and customize this home to meet your style and needs. Heat and hot water included in the monthly condo fee. Association is professionally managed. Pets allowed with Trustee approval.

405 Washington St. Unit 2, Brookline

$1,500,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73599151 MLS ⋅ 2,254 SqFt.

Boston views, 2 private porches, and 2 parking spaces set apart this light-filled 4-bedroom, 2-bath condominium near Washington Square. Spanning over 2,200 sq ft across the second and third floors, the unit blends the spaciousness of a single-family home, mixing period charm with an airy, flexible layout. The stunning upper level provides a private primary retreat with an oversized bedroom, a 16' x 8' walk-in closet, and its own porch for an inviting spot for morning coffee or unwinding at the end of the day, plus a kitchen with stainless steel appliances and quartz countertops, a living room, and a full bath. High cathedral ceilings and 3 new skylights produce a bright, sunlit atmosphere. The second floor holds 3 large additional bedrooms, a full family bath, and living space centered on a fireplace—offering room for family, guests, or a home office. The rear bedroom leads to the second private porch. Hardwood floors and recessed lighting add warmth and style throughout. A shared garden, basement storage, washer/dryer, 1 garage space, and 1 driveway space add everyday ease to this distinctive condo, situated near the Green Line’s C branch and Washington Square’s shops and restaurants.

146-A University Rd Unit 146, Brookline

$399,999

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73598765 MLS ⋅ 490 SqFt.

Charming and updated one-bedroom condo in the heart of Brookline’s desirable Washington Square! Located in a classic brownstone elevator building, this inviting home features high ceilings, large windows, hardwood floors throughout, recessed lighting, and a spacious sunken living room filled with natural light. The renovated kitchen offers a dishwasher, disposal, and built-in microwave, complemented by a beautifully tiled bathroom. Enjoy a low condo fee that includes heat, hot water, landscaping, and snow removal, along with common laundry and a pet-friendly building. Ideally situated near shops, restaurants, Star Market, the Longwood Medical Area, and public transportation, including the Green Line and Route 65 bus. Currently rented through August 31, 2027, offering a great opportunity for investors or future owner-occupants. Don’t miss this opportunity to own in one of Brookline’s most desirable neighborhoods!

15-17 University Rd Unit 22A, Brookline

$16,000,000

5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 73598666 MLS ⋅ 6,640 SqFt.

Exceptional new construction in Brookline’s coveted Estate Area, set on 1.02 acres with sweeping golf course views. Offering over 6,000 SF of refined living space, this residence showcases timeless architecture and exceptional craftsmanship, beginning with a striking limestone façade, custom wrought-iron entry and circular drive with grand portico. Inside, sophisticated living and entertaining spaces are complemented by two custom kitchens with top-of-the-line appliances and cabinetry. Five en-suite bedrooms, 5 full and 1 half baths, and a heated 3-car garage complete the home. Meticulously designed landscaping surrounds the property, creating a private estate setting rarely available in Brookline. Built by Brookline’s only female luxury home builder, this exceptional residence offers a rare combination of design, quality and setting.

154 Woodland Road, Brookline

$849,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73598536 MLS ⋅ 1,162 SqFt.

Simply stated, 41 Park St delivers and in every way. This 2 bed, 2 bath condo brings its A game in all areas. Location? Check. It’s nestled between all the dining, shopping and community that Brookline Village and Coolidge Corner offer. Enjoy the local movie theatre, treasure hunt for some holiday gifts, or enjoy a delicious dinner out- everything is within reach and waiting for you. Space? Check. This 2-bed, 2-bath home boasts over 1160 sf and gives you room to breathe with a wide open floor plan, oversized rooms, ample closet space, an a relaxing private patio where you can enjoy your weekend reading. The truly expansive primary suite features a walk-in closet, its own bath and windows that let the sun pour in all blended to create the perfect space for personal retreat. Building amenities? Everything you need is here: a much-coveted deeded parking spot, convenient elevator, laundry, extra storage, and a beautiful, shared roof deck for sunset watching with friends. With its warm, inviting kitchen, gorgeous new LVP floors, and welcoming personality, 41 Park St. is a pure charmer that has it all.

41 Park St Unit 205, Brookline

$409,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73598304 MLS ⋅ 600 SqFt.

Amazing opportunity to own this 2 bedroom unit in a prime Coolidge Corner location. Perfect for a first time home buyer or investor. This renovated Southeast facing unit offers high ceilings, is freshly painted and has new wood flooring. It offers 6 large windows, built-ins and is 2 blocks from the Green line C train, shops, restaurants, coffee shops and Trader Joe's. Brookline at its best!!! Laundry is right outside your kitchen door. The association is professionally managed. and offers low condo fees with heat and hot water included. Rental parking and extra storage is possibly available through the association for an additional cost. Easy access to BC, BU, Northeastern, Longwood Medical area, Fenway and Back Bay.

71 Parkman St Unit B, Brookline

$7,900,000

6 Beds ⋅ 13 Baths ⋅ ACTIVE Status ⋅ 73598292 MLS ⋅ 9,600 SqFt.

A truly magical estate in one of Brookline’s most coveted neighborhoods, this extraordinary residence combines historic charm with understated luxury. Surrounded by breathtaking gardens, lush landscaping, and magnificent grounds, the property offers exceptional privacy and tranquility. Every room is filled with warmth, elegance, and distinctive character, creating a home as inviting and comfortable as it is sophisticated. At the heart of the home is a spectacular chef’s kitchen featuring a magnificent mahogany island, marble countertops, top-of-the-line appliances, a custom wood-burning pizza oven, walk-in pantry, and charming dining banquette. The adjoining family room and enchanting Twin Farms-inspired four-season sunroom provide wonderful spaces for everyday living and entertaining. A richly paneled study with floor-to-ceiling French doors opens to a covered terrace overlooking the spectacular gardens.The residence offers six-plus bedrooms and 14 bathrooms, including a luxurious primary suite with dual bathrooms, dressing rooms, custom built-ins, and a private balcony. Exceptional amenities include a home theater, 2,500-bottle wine cellar, spacious in-law or guest suite, two 2 car heated garages, and an enchanting one-bedroom storybook guest cottage. The beautifully landscaped grounds provide a picturesque setting that enhances the home's unique beauty and charm. Ideally located in Brookline's prestigious estate area, close to a number of independent schools, Larz Anderson Park, and all that Brookline and Boston have to offer.

125 Rockwood St, Brookline

$649,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73598195 MLS ⋅ 907 SqFt.

Renovated penthouse condo in Brookline Village with soaring ceilings, skylight and sparkling oak floors overlooking Robinson Park. Located near Kurkman's Market (local farm produce), Lincoln school (K-8), Bus #60 to Longwood Medical area + train (greenline D train) to downtown Boston. Open floor plan with two bedrooms + bonus ladder loft space in master bedroom good for office or extra storage. Spacious kitchen with maple cabinets and living room with custom built-ins. Free laundry in basement. Newer insulated windows, 2023 new roof and 2015 new Lennox gas boiler. Building is pet friendly. One assigned outdoor parking space adjacent to building.

9 High Street Place Unit 3, Brookline

$4,349,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73597865 MLS ⋅ 2,637 SqFt.

THE PENTHOUSE at THE CELESTE is UNLIKE ANY BROOKLINE CONDO You've EVER SEEN! NEW CONSTRUCTION in the Heart of COOLIDGE CORNER. An Exclusive Boutique Building featuring just 3 Distinctive Luxury Homes. TWO HOMES already Pre-Sold to Lovely Owner Occupants...Only The PENTHOUSE Remains! Spanning 2,637SF - SINGLE-LEVEL LIVING. Direct ELEVATOR, Private ROOF DECK, Two Side-by-Side GARAGE PARKING Spaces. This Extraordinary Residence features 3 Bedrooms + Home Office, 3.5 Bathrooms, High Ceilings, Abundant Natural Light, Elegant Architectural Details, Exceptional Craftsmanship & Timeless Luxury throughout. Stunning Custom "Britania Acrylico" Kitchen Cabinets by DOCA Boston featuring Taj Mahal Quartzite Stone. Multiple Outdoor Spaces include Juliette Balconies & Oversized Wrap-Around Terrace. The Roof Deck Skylight Hatch--Fully Automated, open with just One Button, electric powered. Cocif Rubicone Doors w/Brushed Chrome Handles & concealed hinges. Primary Bathroom: Large Shower w/Herringbone Polished Marble Mosaic Tile, "Acquabella Soaking Tub & Chrome "Rohl" Fixtures. Powder Room: Custom imported Wall-Mounted Calacatte Viola Marble Sink. Brought to Life by an Award-Winning Design-Build Team: Quantum Leap Construction, Sousa Design Architects & DOCA Boston. PREMIER COOLIDGE CORNER LOCATION, steps to Shopping, Restaurants, Parks, Schools, Hospitals & Everything Brookline has to Offer. The Celeste: An Exceptional New Standard for Luxury Living in Coolidge Corner!

71 Green Street Unit 3, Brookline

$599,000

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73597595 MLS ⋅ 869 SqFt.

Welcome to this spacious, renovated 1-bed condo with one assigned off-street parking space in the heart of Washington Square. A semi-private entrance opens directly into a generous open-concept living and dining area. The updated kitchen features premium stainless steel appliances, ample cabinetry, and a functional layout ideal for everyday living and entertaining. The oversized bedroom offers plenty of flexibility for a home office, exercise area, or reading nook. West-facing windows provide abundant natural light, complemented by high ceilings, hardwood floors, and generous closet space. Enjoy direct access to a shared outdoor patio and grill area located just outside the unit, an area principally used by the owners of Unit 2. Washer and dryer are located adjacent to the unit in the rear entry foyer. Conveniently located near Washington Square, Coolidge Corner, and Cleveland Circle, with the MBTA Green Line just outside for easy access to Brookline and Boston. Close to restaurants, shops, cafés, and neighborhood amenities. Pet friendly and rentals allowed.Vacant and easy to show!

1742 Beacon St Unit 2, Brookline

$1,379,000

3 Beds ⋅ 2 Baths ⋅ CONTINGENT Status ⋅ 73597241 MLS ⋅ 1,340 SqFt.

Location, lifestyle & versatility await in Brookline's coveted Fisher Hill neighborhood! This charming 3-bed, 2-bath multi-level home offers the perfect blend of comfort, convenience & endless possibilities! Featuring a thoughtful layout, gleaming hardwood floors, an abundance of natural light & flexible living spaces, this home is designed to accommodate a variety of lifestyles. Recent updates include fresh interior & exterior paint, upgraded light fixtures, a brand-new induction range & more! Enjoy the privacy of a fenced-in backyard, perfect for outdoor entertaining, gardening or simply unwinding, plus the convenience of an attached one-car garage. Nestled in one of Greater Boston's most desirable communities, this home is just minutes from Boston College, The Shops at Chestnut Hill, Brookline Reservoir & the Green Line at Cleveland Circle, offering unparalleled access to shopping, dining, recreation & Boston. With Brookline's highly rated schools and an unbeatable location, this move-in-ready gem is ready for its next chapter. Bring your vision and make this special property your own!

622 Chestnut Hill Ave, Brookline

$1,399,000

4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73597030 MLS ⋅ 1,610 SqFt.

Welcome to 183 Babcock Street, Unit 3, Brookline, MA 02446! This beautiful, sun-filled top-floor condo offers 4 spacious bedrooms, 2 full bathrooms, and approximately 1,610 square feet of comfortable living space.Featuring abundant natural light, high ceilings, whole house hardwood floor, a spacious living area, a large kitchen with new refrigerator, and rear deck with top, this home offers both comfort and charm.Location, Location, Location! Ideally situated near Boston University, just minutes from the MBTA Green Line, Coolidge Corner, shopping, restaurants, parks, and everyday conveniences. Enjoy easy access to downtown Boston and surrounding neighborhoods. some of picture are virtual staged.

183 Babcock Unit 3, Brookline

$798,800

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73596925 MLS ⋅ 1,099 SqFt.

Your Search Ends Today! A Rare Find in Brookline’s Coveted Sargent Estates Neighborhood!Welcome to this sun-filled, beautifully updated 2-bedroom, 2-bath condo offering comfort, convenience, and resort-style living! This spacious home features a stunning renovated kitchen with granite countertops, stainless steel appliances, cherry cabinets, and a breakfast bar overlooking the expansive open-concept living and dining area. A wall of south-facing windows brings in abundant natural sunlight and offers peaceful views of beautifully landscaped grounds and distant woods. The oversized primary suite boasts a walk-in closet and updated private bath, while the generous second bedroom and renovated guest bathroom provide additional comfort. Enjoy central A/C, convenient parking, extra storage, an elevator, an outdoor pool, sauna, and on-floor laundry. The professionally maintained brick building also offers updated common areas and a function room, plus a strong association with over $600K in reserves! Move-in ready and surrounded by spectacular grounds — this is one opportunity you don't want to miss!

22 Chestnut Pl Unit 114, Brookline

$685,000

2 Beds ⋅ 1 Baths ⋅ CONTINGENT Status ⋅ 73596528 MLS ⋅ 970 SqFt.

Elevate your lifestyle in this bright and beautiful top-floor sanctuary, perfectly situated on a quiet one-way street in the heart of Brookline Village. The condo can easily be used as a 3 bedroom home, with the formal dining room simply turned into a generous third bedroom or home office. Bathed in natural light, this move-in-ready home offers a flawless blend of classic charm and modern convenience. Step inside to find gleaming hardwood floors, expansive windows, and an updated eat-in kitchen. Enjoy the convenience of in-unit laundry, and the top-floor positioning that treats you to serene, tree-top views and the peace of no neighbors above. Rental parking is available for overnight use, or leave the car behind and embrace the exceptional walk-to-everything lifestyle. You are just steps away from the Green Line T for an easy down-town commute, the world-class Longwood Medical Area, and top-rated schools. Stroll to the vibrant shops, cafes, and restaurants of both Brookline Village and Coolidge Corner, or enjoy the nearby local parks. The unit includes additional storage in the basement, and the building is professionally managed. Combining flexible space, a prime location, and a bright aesthetic, this delightful home offers incredible value for owner-occupants and investors alike. This is a rare opportunity, priced under assessed value, do not miss! OH Sat+Sun 11/7+11/8 from 12-1:30.

8 Homer Unit 4, Brookline

$973,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73596499 MLS ⋅ 1,192 SqFt.

Welcome to 41 Centre St #105, an exceptional offering nestled in one of Brookline’s most coveted neighborhoods. This spacious 2-bedroom, 2-bathroom home delivers an effortless blend of comfort, functionality, and unbeatable location.As you step inside, you are greeted by an expansive open-concept layout defined by brilliant natural light, rich hardwood flooring, and seamless flow between living, dining, and entertaining spaces. The kitchen is fully equipped with sleek countertops, ample cabinetry, and modern appliances, perfectly positioned to serve as the heart of the home. Both bedrooms offer generous proportions and ample closet space, complemented by well-appointed bathrooms designed with clean finishes.Step out onto your private balcony for a breath of fresh air or take advantage of the desirable association amenities, including a professionally managed setting and an inviting in-ground outdoor pool for warm New England days. Best of all, this property features two dedicated parking spaces, a rare and invaluable commodity in this prime section of Brookline.Situated right across from the renowned Florida Ruffin Ridley School and moments away from the vibrant shops, dining, and Green Line transit options of Coolidge Corner, this residence represents the ultimate urban-suburban lifestyle balance.

41 Centre St Unit 105, Brookline

$1,049,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73596452 MLS ⋅ 1,470 SqFt.

On a quiet, tree lined street in Corey Hill, just off Beacon, this spacious three bedroom, two bath home welcomes you with high ceilings, generous rooms and beautiful natural light. Much of the home enjoys southern exposure. Newly painted throughout, the interior features hardwood floors and architectural details including a built in dining room hutch and hallway drawers. A wall of windows brightens the expansive living room, while the spacious dining room comfortably accommodates a large table for gatherings with family and friends. The updated eat in kitchen features granite countertops and space for casual meals. The primary suite opens to a lovely heated sunroom, where three walls of windows frame sweeping elevated views. Whether used as a home office, exercise room or peaceful place to read, this sunlit retreat is a highlight of the home. Thanks to the property’s sloping grade, this third floor unit is reached by just one flight of wide stairs with a landing from the building entrance. In unit laundry, a deeded parking space and large private storage area add everyday convenience. A new roof, newer heating system and reasonable condo fees enhance this well maintained four unit building. Ideally situated between Coolidge Corner and Washington Square, the home offers convenient access to neighborhood cafés, restaurants, shops, and the MBTA Green Line. Nearby pathways provide a pleasant connection to Corey Hill Playground and its fitness park, as well as Washington Square. Driscoll School is also within easy reach. A wonderful opportunity to enjoy a bright, spacious, well-maintained home with appealing architectural character, everyday conveniences, and an exceptional Brookline location.

50 Lancaster Terrace Unit 3, Brookline

$475,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73596446 MLS ⋅ 1,290 SqFt.

Welcome to 6 Averill Rd. in Brookline, NH! This inviting 3-bedroom, 1-bath home offers a wonderful opportunity to enjoy small-town living with the convenience of an excellent commuting location. The in-ground pool is a standout feature, providing the perfect setting for summer fun, outdoor entertainment, and relaxing in your own backyard oasis. With three bedrooms offering flexibility for a variety of living arrangements, this home has plenty of potential to make it your own. Looking to expand your living space down the road? The lower level is clean, spacious, and ready to be finished to suit your specific lifestyle needs -ideal for a home office, recreation room, guest quarters, fitness center, or extra storage space. Located in a desirable community known for its excellent public schools, Brookline offers a great balance of convenience and community charm making it a stellar investment for long-term value. Whether you're looking for a place to settle in, entertain, or enjoy the warmer months by the pool, 6 Averill Rd is ready to welcome you home. Don't miss the opportunity to make this property your own!

6 Averill Rd, Brookline

$639,000

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73596132 MLS ⋅ 775 SqFt.

Discover the elevated lifestyle offered at 1600 Beacon St, Unit 303, in the heart of Washington Square! This spacious 775-square-foot condominium offers an efficient and open contemporary layout that maximizes space and comfort. Positioned on the third floor facing the rear offering more privacy, this residence provides a distinct sense of height and perspective, allowing a streamlined living experience for those who value both location and architectural character. The residence features a generous bedroom that serves as a quiet retreat, offering a flexible space to personalize for rest and rejuvenation. Adjacent to the opulent open living areas, the home includes a cherry kitchen with stainless appliances and granite counters with one full bath plus a large walk-in closet. Some of the features include recessed lighting, central heat & A/C, and beautiful maple hardwood floors. The inclusion of one dedicated garage space provides a seamless transition from your vehicle to your home, a significant advantage for city living. This meticulously well managed building has many amenities including concierge, fitness center, common laundry, two elevators, bike storage, shared common patio and has been proactive in doing garage improvements as well as exterior improvements all covered by the seller and for you to enjoy the benefits going forward. All this and only steps to the T, shops and restaurants!

1600 Beacon St Unit 303, Brookline

$1,250,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73596014 MLS ⋅ 1,800 SqFt.

Elevate your lifestyle with penthouse living at The Longwood Condominium in Brookline! This spacious 2-bedroom, 2-bath residence pairs generous interior space with a spectacular, oversized private balcony offering exceptional room for outdoor dining, entertaining, and relaxation. Inside, an expansive living and dining area creates an inviting setting, complemented by a separate study or home office and a versatile floor plan with the potential to explore a three-bedroom configuration. The kitchen features stone countertops and a full suite of appliances, while custom built-ins and cabinetry provide added storage throughout. The primary bedroom offers custom cabinetry, and two full bathrooms add everyday convenience. Central air conditioning and one deeded parking space complete the offering. Residents enjoy a professionally managed, elevator-serviced building with concierge service, an outdoor swimming pool, laundry facilities, and landscaped grounds. Conveniently located near public transportation, shopping, parks, and neighborhood amenities, this penthouse offers an appealing blend of space, outdoor living, and full-service condominium convenience.

45 Longwood Avenue Unit PH D, Brookline

$675,000

3 Beds ⋅ 1 Baths ⋅ CONTINGENT Status ⋅ 73595773 MLS ⋅ 1,148 SqFt.

Prime Brookline Location with Endless Potential! Ideally situated between Coolidge Corner, Washington Square, and Brookline Village, this sun-filled, top-floor end unit offers a rare opportunity in charming Auburn Court, where condos seldom come to market. Featuring 3 bedrooms and 1 bath, the home enjoys abundant natural light, a wonderful sense of privacy, and timeless character. Freshly painted throughout with newly refinished floors, the interior offers a fresh canvas for its next chapter. Bring your vision and creativity to make this inviting space truly your own. Enjoy the best of Brookline living, with neighborhood shops, restaurants, cafés, parks, and public transportation all within easy reach. An exceptional opportunity to create something special in one of Brookline's most desirable and convenient locations!

9 Auburn Ct Unit 3, Brookline

$1,199,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73595761 MLS ⋅ 1,220 SqFt.

Sited on grounds originally designed by Frederick Law Olmsted, this gorgeous 2-bedroom, 2-bathroom condominium offers all the modern amenities in a picturesque setting! A welcoming entry hall with two closets flows to a generous open-layout living room and dining room. The sun-splashed dining room area has beautiful views of the private terrace, which overlooks Olmsted Park and Leverett Pond. The living room features a wood-burning fireplace. The large, recently renovated kitchen features quartz countertops, stainless steel appliances and ample cabinetry. The spacious primary bedroom offers two closets, a renovated en suite bathroom with glass shower enclosure, and access out to a rear garden area. The second bedroom also overlooks the rear garden area. The second bathroom has been recently renovated and features tub/shower with glass enclosure. Additional amenities include air conditioning, in-unit washer/dryer, oversized private storage room, and two garage parking spaces. This 16-unit association is professionally managed and pet-friendly. The slate roof replacement was completed earlier this year. Wonderful location that is adjacent to the Emerald Necklace green space, with its walking/biking paths, stone bridges and pond views, and yet is also convenient to the shops/restaurants of Brookline Village, the D & E green line trains, and the Longwood Medical area.

89 Glen Rd Unit 5, Brookline

$1,425,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73595741 MLS ⋅ 1,624 SqFt.

Welcome to Corey Hill! Gracious living in this spacious unit. The 9' ceilings feel like 12'! The two sided fireplace can be enjoyed while dining or hosting in the living room; or both!. Generous sized bedrooms; Master suite with double sinks and a soaking tub includes two oversized closets. Custom kitchen has stainless appliances, plenty of storage and office alcove. Step out on the porch overlooking the treeline for some fresh air. One car garage and one parking space, deeded. Corey Hill park steps away; B&C Green line, Coolidge Corner shops, schools all in walking distance. Come make Corey Hill your home on the hill.

216 Summit Ave Unit E-102, Brookline

$789,000

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73595730 MLS ⋅ 984 SqFt.

PRIME COOLIDGE CORNER LOCATION! Steps to everything this vibrant neighborhood has to offer! Completely updated and renovated, this exceptional one-bedroom, one-bath residence offers nearly 1,000 square feet of beautifully designed living space that feels even larger. An open, spacious floor plan, abundant natural light, and generous room proportions create an inviting atmosphere. The bedroom features double closets, while a separate storage room conveniently located within the unit provides additional space. Move right in—absolutely nothing to do! Ideally situated minutes from Longwood Medical Area, with easy access to the MBTA Green Line C branch, this residence combines convenience, comfort, and location. Set in a sought-after building, this is an outstanding opportunity for both owner-occupants and investors alike.

41 Centre Street Unit 106, Brookline

$2,195,000

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73595663 MLS ⋅ 3,525 SqFt.

With the space and scale of a single-family home and the ease of townhouse living, this three-bedroom, three-and-a-half-bath residence offers over 3,525 square feet across three finished levels. Tall ceilings, beautifully proportioned rooms, and thoughtful architectural details give the home character, while generous windows bring in sunshine throughout. A welcoming entry leads to the main level, where distinct but connected living spaces work equally well for entertaining and everyday life. The generously proportioned living room features tall ceilings and floor-to-ceiling windows that frame views of the mature trees outside. The spacious dining room opens through sliding glass doors to an expansive deck, with plenty of room for outdoor dining and entertaining. The renovated kitchen features premium appliances, an eat-in peninsula, and abundant cabinetry. It opens to a sun-filled family room with vaulted ceilings, expansive windows, and a fireplace framed by custom built-ins. Beyond, the generous primary suite sits privately on the main level and includes a beautifully appointed bath, custom cabinetry, a walk-in closet. A half bath and laundry room complete this floor. An attached two-car garage adds everyday convenience.A sunlit staircase leads upstairs to two spacious bedrooms and a full bath. The walkout lower level offers plenty of additional living space, with a second family room, a dedicated office, and a full bath, along with a large cedar closet and abundant storage. Mature trees give the property a peaceful, private feel, with Larz Anderson Park directly across the street for walks, open space, and year-round play. The shops, restaurants, and entertainment at The Street are close by. The Park School is just down the road, with the area’s top public and private schools nearby, too. The location also offers convenient access to Longwood Medical Area, downtown Boston, and Logan Airport. The space of a single-family home, the ease of townhouse living, and a great Brookline location.

301 Goddard Ave Unit 301, Brookline

$899,000

2 Beds ⋅ 2 Baths ⋅ CONTINGENT Status ⋅ 73595056 MLS ⋅ 1,095 SqFt.

Tucked away in Aspinwall Hill, one of Brookline's most coveted neighborhoods, this exceptional two-bedroom, two-bathroom duplex at 127 Winthrop Road offers a rare combination of sophisticated design, breathtaking city views, private outdoor space(s), and garage parking. Spanning two thoughtfully designed levels, the home is filled with natural light and features an ideal floor plan for both comfortable living and effortless entertaining. The beautifully updated kitchen is the heart of the home, featuring quartz countertops, a generous center island, stainless steel appliances, and abundant cabinetry—perfect for casual meals or hosting family and friends. Rich hardwood floors flow throughout the living spaces, while the convenience of in-unit laundry and garage parking enhances everyday living. A standout feature of this special home is its two private porches, where sweeping city views provide a spectacular backdrop from sunrise to the evening lights of Boston. Whether enjoying your morning coffee, dining al fresco, or simply unwinding after a long day, these inviting outdoor spaces offer a peaceful retreat rarely found in condominium living.Ideally situated on picturesque Winthrop Road, you're just moments from the shops, cafés, and acclaimed restaurants of both Coolidge Corner and Washington Square, with easy access to the Green Line, Longwood Medical Area, downtown Boston, parks, and the Emerald Necklace. Enjoy the perfect balance of tranquil neighborhood living and urban convenience in one of Greater Boston's most sought-after communities. Offering timeless style, modern updates, exceptional outdoor living, and captivating city views, 127 Winthrop Road is a truly special place to call home.

127 Winthrop Road Unit 1A, Brookline

$849,900

3 Beds ⋅ 1 Baths ⋅ UNDER AGREEMENT Status ⋅ 73594577 MLS ⋅ 1,401 SqFt.

Entering Brookline! Welcome home! Lovely entryway with closet welcomes you into fire placed, sunlit living room with mellow hardwood floors that opens to ample dining room perfect for holiday entertaining. Three season sunroom and fully applianced kitchen round out the first floor. Direct entry garage is a bonus! Second level offers 2 generous bedrooms and a smaller nursery or office and full bath. Basement is partially finished for bonus space! Situated on a lovely fenced lot. Bring your ideas and pack your bags. There is so much potential with this property. Excellent location, Baker school district. Best value in Chestnut Hill! Don't miss! Offers, if any, due Tuesday at noon!

77 Payson Rd, Brookline

$1,400,000

2 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73594518 MLS ⋅ 1,339 SqFt.

Rare opportunity in the heart of Coolidge Corner! Beautiful, move-in-ready 2-bedroom, 2-bathroom condo situated on a quiet street in one of Brookline’s most desirable neighborhoods. This exceptional residence features an open-concept layout with contemporary style, high ceilings, oversized windows that fill the space with natural light, and hardwood floors. The custom kitchen boasts granite countertops, stainless steel appliances, and upgraded wood cabinetry. The primary bedroom is generous in size and has a renovated bathroom with walk in shower and glass shower doors. Enjoy the convenience of an elevator, heated driveway and garage, and two side-by-side deeded parking spaces. Additional amenities include a deeded storage room, guest garage parking, and a lovely courtyard for outdoor enjoyment. Ideally located just moments from Coolidge Corner’s restaurants, shops, and public transportation, this stunning home offers an exceptional combination of style, comfort, and convenience.

76 Green Street Unit 2, Brookline

$1,250,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73593923 MLS ⋅ 1,237 SqFt.

Fully renovated and light-filled, this home features an open floor plan in a highly desirable Brookline location, within an elevator building with garage parking. A welcoming entry foyer leads to the spacious living and dining area plus a private balcony overlooking Beacon Street. The sleek, modern kitchen opens to the living and dining areas. Two renovated bathrooms and custom closets throughout, including a walk-in closet in the primary bedroom, complete the thoughtfully updated interior. The elevator building offers full-time 24/7 concierge service, a common outdoor terrace, and a party room with a catering kitchen. One garage parking space and private storage are included. Ideally located along Beacon Street, with easy access to Coolidge Corner, the T, neighborhood shops, restaurants, schools, and all that Brookline has to offer. A wonderful opportunity for convenient, low-maintenance living in the heart of North Brookline.

1265 Beacon St Unit 505, Brookline

$1,595,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73593886 MLS ⋅ 1,105 SqFt.

Checking all the boxes!! Constructed from the ground up in 2021, 69 Walnut #7 offers 3 beds, 2 baths, private balcony, elevator, direct access garage parking, common rooftop terrace, and 2 additional storage closets at Walnut Crossing. All of this in a 16 unit condominium building located across from the center of Brookline Village with close proximity to the Longwood Medical area, The Green Line, Elementary School, Parks and the Brookline Reservoir. High end finishes throughout, Open concept kitchen featuring Bosch appliances, 5 burner gas cooktop, quartz countertops , breakfast bar and beautifully and functionally designed cabinetry. Corner unit with oversized windows allowing the natural light to pour in. Walnut crossing is a professionally managed boutique condominium that is a must see for the discerning buyer.

69 Walnut Street Unit 7, Brookline

$769,000

2 Beds ⋅ 2 Baths ⋅ PRICE CHANGED Status ⋅ 73593565 MLS ⋅ 1,100 SqFt.

Set on a quiet residential street in the heart of Coolidge Corner, this two-bedroom, two-bath condominium was newly constructed in 2013 and has had just one owner since. Offering approximately 1,100 square feet of living space, the ground-floor walkout features a private exterior entrance directly into the unit and an oversized living and dining area with ample room for everyday living and entertaining. A separate kitchen features granite countertops and stainless steel appliances. The primary bedroom includes an en-suite bathroom, while a comfortably sized second bedroom and full guest bathroom complete the layout. Central heating and air conditioning provide year-round comfort, along with the convenience of in-unit laundry. Located directly across from the Coolidge Corner Library, the property is just a short distance from neighborhood shops, restaurants, cafés, and public transportation, with convenient access to Boston University and the Longwood Medical Area. With its 2013 construction, private entrance, and deeded parking, this home offers a collection of features rarely found together in such a central Brookline location.

116 Pleasant St Unit B, Brookline

$449,000

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73592983 MLS ⋅ 615 SqFt.

Sun-filled and stylish, this inviting high first-floor 1-bedroom, 1-bath condominium offers generously proportioned, open and airy living space in a prime Brookline location. The spacious living room easily accommodates both seating and dining areas, while oversized windows, hardwood floors, and generous closet space create a warm and comfortable feel. An assigned off-street parking space #10 is conveniently located right outside the door. The pet-friendly complex offers on-site laundry, professional management, and heat and hot water included in the low condo fee. Ideally situated between Washington Square and Cleveland Circle, just moments from the Beaconsfield D Line and Dean Road C Line stops, with restaurants, Star Market, shops, and parks all nearby. Waldstein Park is just steps away, with easy access to Boston and the Longwood Medical Area. A wonderful opportunity to own in one of Brookline’s most desirable and convenient neighborhoods. Open House Saturday 10/24 from 12-2.

136 Beaconsfield Rd Unit 2, Brookline

$2,799,999

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73592951 MLS ⋅ 3,225 SqFt.

Tucked away on a quiet Chestnut Hill street, this 1927 classic Tudor is filled with warmth, character, and thoughtful modern updates. With 4 bedrooms, 3.5 bathrooms, central air conditioning, a dedicated playroom, and an attached two-car garage, the home offers plenty of space and everyday practicality without sacrificing personality. A welcoming foyer leads to the formal open living and dining room, while the updated chef’s kitchen connects seamlessly to the family room, creating an easy layout for modern living. A sunny breakfast room provides the perfect spot for casual meals, and just beyond the family room, a deck overlooks the beautifully landscaped backyard, extending the living space outdoors. Upstairs, the primary bedroom is joined by two additional bedrooms, two full bathrooms, and generous storage. The lower level includes a fourth bedroom, laundry room, additional storage, another full bathroom, and direct access to the two-car garage. Fabulous Chestnut Hill location close to the shops and restaurants at The Street at Chestnut Hill, convenient access to Route 9 and just half a mile from the Green Line "T".

79 Randolph Road, Brookline

$4,295,000

11 Beds ⋅ 6 Baths ⋅ PRICE CHANGED Status ⋅ 73592780 MLS ⋅ 6,419 SqFt.

BEST COOLIDGE CORNER LOCATION and Rarely available! Fully leased 6-unit brick building on a quiet side street steps from Harvard St in Coolidge Corner. Five 2-bedroom units and one 1-bedroom. Rents are well below market and there is a tremendous amount of value to add. Hardwood floors throughout, great lighting, and solid rental history. 7 Naples Rd is part of a 3 building association. Heat and Heat water are shared. Short walk to the Coolidge Corner Green Line C stop, Trader Joe’s, restaurants, with easy access to Longwood Medical area, Fenway, and Boston University. Rare chance to own a stabilized multifamily in one of Brookline’s most walkable neighborhoods. Showings by appointment with 48 hours notice to tenants.

7 Naples, Brookline

$500,000

2 Beds ⋅ 1 Baths ⋅ UNDER AGREEMENT Status ⋅ 73592756 MLS ⋅ 795 SqFt.

Excellent opportunity to bring your vision to life in the heart of Brookline! Located in the professionally managed Kentwood Manor, this 2-bedroom, 1-bath condo offers 795 square feet of living space and incredible potential for buyers looking to renovate and make it their own. The functional layout features a spacious living and dining area, hardwood floors, large windows providing abundant natural light, and two well-proportioned bedrooms. Ready for its next chapter, this home presents an opportunity to customize and add value in a highly desirable location. Additional highlights include one assigned off-street parking space, elevator access, common laundry facilities, and a condo fee that includes heat, hot water, water, sewer, and more. Conveniently located near Coolidge Corner, Beacon Street, public transportation, Longwood Medical Area, and an abundance of shops, restaurants, and cafes. Bring your ideas and unlock the potential of this Brookline property!

197 Kent St Unit 42, Brookline

$5,250,000

6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73592699 MLS ⋅ 7,028 SqFt.

Rarely does a Gilded Age landmark arrive so thoroughly reborn. Designed in 1905 by architect Alfred L. Darrow, 46 Powell Street commands a coveted corner lot in the Cottage Farm Historic District, guarded by carved stone griffins and a scrolled wrought-iron gate. Stone, stucco, half-timbered gables, carved-bracket eaves and a terra cotta roof frame approx. 7,028 SF of Arts & Crafts and Tudor Revival grandeur, delivered with every modern comfort. A 2022 renovation rewired the entire home (400-amp service, integrated alarm, smoke and CO detection, ADT security with outdoor cameras), added central air, a new gas boiler, radiant-heated floors, and a sensor-driven snow-melt driveway and rear walkway, all without sacrificing a single carved detail. Some original doors were repurposed as pocket doors. Step into a two-story marble and mosaic foyer beneath a barrel-vaulted, rosette-coffered ceiling. A hand-carved bridal staircase rises to a soaring atrium lit by leaded-stained glass restored by Jim Anderson of “This Old House”. Five fireplaces, a library with gilt-carved bookcases and medieval English plaster ceiling, and a Jacobean dining room with butler’s pantry set the formal stage. The chef’s kitchen, featured in New England Home magazine, pairs mahogany, burlwood, brass and marble with Visual Comfort lighting, a Sub-Zero refrigerator, Thermador six-burner range, coffee bar with refrigerated drawers, and an antique bell box. It opens to a breakfast nook, a rear deck and a sunlit solarium with domed plaster ceiling. Upstairs, the primary suite offers a fireplace with Roman-tile surround, two leaded-glass bay windows, dressing area, walk-in closet and dual-sink bath with radiant-heated floors. The second suite adds a marble fireplace, walk-in closet and Paris-Metro tiled bath beneath a Tiffany-style transom. Six bedrooms and 4.5 renovated baths. The third floor delivers a kitchenette, walk-in laundry, cedar closet with sauna potential and a cathedral-loft billiard room with king-post beams and Franklin stove, ideal for media or games. The 2,534 SF lower level offers open space and a wine cellar. Private parking for three in the heated driveway plus a detached 1919 Spanish Colonial two-car garage. Specimen plantings and old-growth trees surround the grounds, and commercial-grade internet serves modern households. Just 100 yards to Beacon Street and the C Line, under one mile to Kenmore Square and 2.5 miles to the Public Garden. A fully renewed architectural icon.

46 Powell Street, Brookline

$635,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73592646 MLS ⋅ 806 SqFt.

Sun-filled and south-facing, 2-bedroom, 1-bathroom condo combines classic charm with modern updates in a prime Brookline location. Set on the second floor of a professionally managed brick building on Beacon Street, the home features a welcoming entry foyer, a bright living room with bay windows and a charming decorative fireplace, and an updated kitchen with granite breakfast bar, stainless steel appliances, and ample cabinetry. Two generously sized bedrooms offer flexibility for roommates, guests, or a home office. Hardwood floors and crown molding add timeless character throughout. Located just steps from the Green Line and moments from Washington Square, Coolidge Corner, Longwood Medical Area, shops, restaurants, and more!

1834 Beacon St Unit 5, Brookline

$8,400,000

7 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 73592560 MLS ⋅ 8,540 SqFt.

Set on 1.21 private acres in Brookline’s coveted Sargent Estate neighborhood, 54 Sargent Road is a c.1925 Colonial reimagined through a thoughtful, design-driven renovation. Tall ceilings, preserved millwork, detailed moldings, and four fireplaces meet bespoke finishes and a warm palette of materials. Across 8,540 square feet, seven bedrooms, six full and two half baths accommodate everyday living and gracious entertaining. An elegant foyer connects the first-floor living spaces. The living room features a wood-burning fireplace with a custom Chesneys mantel, built-ins, window seats, and French doors offering views through the Conservatory to the gardens. Opposite, the dining room pairs a fireplace and built-in cabinetry with de Gournay wallpaper. A fully appointed bar leads to the expanded kitchen where custom cabinetry, two islands, and a curved breakfast room overlooking the grounds, and opens to a window-lined family room. A private office and second bar sit beyond. The house opens to one of its most striking spaces: the Conservatory. A defining addition in the sellers’ renovation, it forms the architectural link between the main house and the formerly detached carriage house and garage. The carriage house includes a three-car garage and a private guest suite above, with a bedroom, full bath, kitchenette, and living room opening through French doors to a patio with a hot tub. In the main house, a winding staircase framed by a soaring window leads to a book-lined landing and sun deck. The primary suite offers a fireplace, bespoke built-ins, two walk-in closets, and a spa-like bath. Two en-suite bedrooms, two bedrooms sharing a Jack-and-Jill bath, and laundry complete the second floor. The third floor adds a great room, bedroom, full bath, and storage. Below, a gym, recreation room, theater, wine cellar, half bath, and second laundry provide space for fitness and leisure. Outside, a bluestone patio off the kitchen invites al fresco dining. A garden fountain, intricate iron gate, and planted pathways lead to an expansive, private level lawn framed by mature trees. A fire pit offers a gathering place for evenings that linger well past dinner. Known for its quiet streets, pond, and conservation land, Sargent Estates surprising sense of nature so close to the city. Near Lincoln School, Brookline High, and area private schools,the property is blocks from the Green D Line, with convenient access to Longwood Medical Area, downtown Boston, Cambridge, and Logan.

54 Sargent Road, Brookline

$21,750,000

99 Beds ⋅ 115 Baths ⋅ ACTIVE Status ⋅ 73592434 MLS ⋅ 37,670 SqFt.

We are pleased to present the opportunity to acquire Beacon Fairbanks Manor, a 56-unit apartment community in one of Greater Boston’s most highly ranked and supply-constrained submarkets, Brookline, MA. Beacon Fairbanks Manor occupies a prime position on Beacon Street between Coolidge Corner and Washington Square, sitting directly on the MBTA Green Line Fairbanks Street stop. The property consists of 11 Studios, 30-One Bedroom, and 15-Two Bedroom units. The property provides durable in-place income underpinned by an irreplaceable location and strong tenant demographic, paired with a clear value-add business plan with significant upside. The property sits within a short commute of the 213-acre Longwood Medical Area; home to Brigham and Women’s Hospital, Boston Children’s Hospital, Beth Israel Deaconess Medical Center, and Dana Farber Cancer Institute. Additionally, Beacon Fairbanks Manor provides rapid transit to tenants who work in the major employment hubs of Boston, Cambridge, Brookline, and beyond. Nearby amenities are unmatched within Coolidge Corner and Washington Square, known for boutique dining, grocery options, retail, nightlife, and a strong sense of community that supports low turnover rates.

1539 Beacon Street, Brookline

$5,398,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73592351 MLS ⋅ 7,058 SqFt.

Gracious and timeless historic single family attached home in Brookline's prestigious Fisher Hill Estates. This 5 bedroom/4.5 bath home offers more than 7,000 sqft of elegant living space with spectacular views of the Brookline Reservoir! This majestic home features period architectural details, a grand staircase, high ceilings, original built-ins and gleaming hardwood floors. Sundrenched by floor to ceiling windows, the main level offers a gracious living room/dining room with fireplace, a stunning mahogany library with fireplace, a beautiful family room, breakfast area and a chef's kitchen with direct access to a lovely garden area. The second floor primary suite features a spa like bath, walk-in closet, fireplace and a picturesque private deck with outstanding views. Completing this level is an additional en suite bedroom. The third floor offers two additional bedrooms and a full bath. The finished lower level features a direct entry guest suite with a living area, full bath and kitchen - perfect for an au pair. Completing this home is a two car detached garage and multiple outdoor private garden areas. Community amenities include pool and tennis court. Close to shopping, restaurants, schools, Downtown Boston and so much more! This home is definitely a must see!!

15 Catlin Road, Brookline

$399,000

1 Baths ⋅ ACTIVE Status ⋅ 73591886 MLS ⋅ 500 SqFt.

Spectacular city views and an extraordinary sense of light distinguish this unique studio at Brook House, one of Brookline's premier full-service condominium communities. Floor-to-ceiling windows frame a captivating urban panorama, while thoughtfully opened walls allow natural light to flow beyond the living area into the surprisingly bright kitchen, dressing area and even the bathroom. This unusually open configuration creates an airy, welcoming atmosphere that sets the residence apart from more conventional studio layouts. Upgraded flooring, refreshed bathroom finishes and contemporary black lighting fixtures add a modern touch to the inviting interior. Beyond the residence, Brook House offers an exceptional collection of amenities, including 24-hour concierge and security, a heated Olympic-sized outdoor swimming pool, fitness center with group classes, tennis and pickleball courts, basketball and beautifully maintained grounds. Ideally situated near Brookline Village, the Longwood Medical Area and the scenic Emerald Necklace, with convenient access to public transportation, neighborhood restaurants, shops and parks. An appealing opportunity to enjoy sophisticated, low-maintenance living with remarkable views and the conveniences of a full-service Brookline address.

44 Washington St Unit 1105, Brookline

$875,000

2 Beds ⋅ 1 Baths ⋅ UNDER AGREEMENT Status ⋅ 73591617 MLS ⋅ 1,225 SqFt.

Heart of Coolidge Corner! This thoughtfully renovated and impeccably maintained sixth-floor residence offers generous proportions, abundant natural light, and leafy, tree-lined views. A spacious entryway with extensive closets opens to a large open concept living/dining room with picture window and plenty of space for comfortable living, dining and entertaining. The beautifully appointed kitchen features top-of-the-line stainless steel appliances, induction range, custom solid-wood cabinetry, quartz countertops, and breakfast bar. Oversized primary bedroom with custom closets sits adjacent to a beautifully finished stone bath with new Bosch washer & dryer. The well proportioned second bedroom, currently used as an office, offers flexibility for a variety of uses. Additional highlights include updated flooring throughout, custom crown molding, Central AC, in-unit laundry, garage parking, and 2019 unit controlled heating system. Abundant windows throughout fill the home with light, while custom built-ins and extensive storage, including additional private storage in the building, make the space as functional as it is inviting. Professionally managed association with high owner occupancy and excellent reserves. A brand new 2026 roof, and two elevators provide convenience and peace of mind. Centrally located on a quiet, treelined street with the Green Line T, Longwood medical, shops and restaurants, right at your doorstep. This wonderful unit truly has it all!

131 Sewall Ave Unit 66, Brookline

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