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641 Chestnut Hill Avenue, Brookline
$2,395,000
4 Beds ⋅ 4 Baths ⋅ 73584176 MLS
OPEN HOUSE SATURDAY 10/31 & SUNDAY 11/1 -12-2 pm -Classic Brookline Character! Completely rebuilt for modern living. Explore four finished levels featuring four bedrooms, three full baths and one half bath, a beautifully appointed kitchen, and a private primary suite. Approximately 2,800 square feet, including the finished lower level, offers flexible space for working, hosting and relaxing. Modern heat-pump heating and cooling, insulated windows, Off-street parking spaces and private outdoor space add everyday convenience. Enjoy proximity to Brookline Reservoir, local amenities and Boston. Come experience the finishes, layout and living spaces in person this weekend! This is your opportunity to own a completely rebuilt home in an established Brookline neighborhood .

641 Chestnut Hill Avenue, Brookline

Listing courtesy of Listing Agent: Paulette Rioux from Listing Office: Rioux Real Estate.
1396 Beacon Street Unit 5, Brookline
$6,500
3 Beds ⋅ 1 Baths ⋅ 73584049 MLS
Ideally located in the heart of Coolidge Corner, this brand-new renovated 3-bedroom penthouse offers stylish modern living. The luxury kitchen is outfitted with high-end finishes and modern cabinetry, flowing seamlessly into the living and dining area, perfect for both entertaining and daily living. Additional highlights include a Butterfly intercom system for enhanced convenience, generous closet space, and all-new systems throughout. Enjoy convenient living moments from the Green Line, neighborhood shops, restaurants, cafés, and everything Brookline has to offer.

1396 Beacon Street Unit 5, Brookline

Listing courtesy of Listing Agent: Siufu Lau from Listing Office: Compass.
1731 Beacon St Unit 311, Brookline
$775,000
2 Beds ⋅ 1 Baths ⋅ 73584030 MLS ⋅ ['Regency Park'] BLDG.
Experience the ultimate blend of urban convenience and peaceful living at Regency Park, a premier full-service residence in the heart of Brookline’s vibrant Washington Square. Situated on the third floor near the back elevators for hassle-free access to your deeded garage parking space, this two-bedroom condo offers an ideal mix of comfort, space, and convenience. The bright, open-concept living and dining area is designed for fluid everyday living and entertaining, featuring hardwood flooring and expansive windows that flood the space with natural light. The generous primary suite comfortably fits a king-size bed and includes a large walk-in closet, while the sun-filled second bedroom provides flexible space for guests, family, or a home office. Additional highlights include central air conditioning, abundant storage throughout, and a renovated bathroom with refined finishes. Regency Park is a professionally managed, full-service community offering an exceptional array of amenities, including 24-hour concierge service, on-site management, an indoor heated pool, fitness center, roof deck, landscaped courtyard with grill area, lounges, library, and recreation rooms. Buyers will benefit from the fact that all common areas—including carpets, walls, and furniture—were fully remodeled within the past year, with all corresponding association assessment fees already paid in full. Unbeatably located a stone’s throw from Washington Square’s highly desirable restaurants, cafés, and Star Market, with Coolidge Corner, Cleveland Circle, and the Longwood Medical Area just moments away. Seamless commuting via the Green Line (C & D branches), the Mass Pike, and quick access to downtown Boston and local universities. Crucial for Massachusetts winters, the condo fee includes HEAT and HOT water, making right now the ideal time to move in and get settled before the cold weather hits!

1731 Beacon St Unit 311, Brookline

Listing courtesy of Listing Agent: Amy Caffrey from Listing Office: Compass.
753 Boylston St, Brookline
$1,950,000
11 Beds ⋅ 3 Baths ⋅ 73584003 MLS
You don't want to miss out on this investment opportunity Gem! Come check out this charming, lovely huge 3-family house in the heart of Chestnut Hill Brookline. The property features 3 units with over 4500 SF, with an unfished basement with new coin laundry. New Electrical with separate meters was updated. Unit 1 is a 3-bedroom 1 bathroom with, a washer and dryer in the unit. Unit 2 is a 4/5 bedroom 1 bathroom with a recently renovated kitchen and bathroom. Unit 3 is a 4-bedroom 1 bathroom that has hardwood flooring throughout. All units are leased till the end of August 2027. This property is a 5-minute walk to the Hayes school and Brookline Reservoir. This property has easy highway access and public transportation (60 bus C and D train). The property is a 10-minute drive to the Longwood medical area. This attractive multifamily opportunity allows investors to own a stable cash flow! This investment won't last!

753 Boylston St, Brookline

Listing courtesy of Listing Agent: Vena Priestly from Listing Office: Rise Signature Homes.
1896 Beacon St Unit 3A, Brookline
$4,500
3 Beds ⋅ 2 Baths ⋅ 73583972 MLS
Terrific 3 bedroom, 2 bathroom home with parking and in-unit laundry available for immediate occupancy! Offering both classic charm and detail with a modern touch, this spacious 3 bedroom 2 bathroom home has everything on your wish list. The living room features classic built-ins, bowed windows and a cozy fireplace. Directly off of the living room with french doors is a bedroom that also functions well as a office or flex space. Down the hall are 2 additional comfortable bedrooms and 2 renovated bathrooms. The kitchen features white shaker cabinets, granite countertops, an island, stainless steel appliances and a convenient pantry closet. The kitchen opens up to a comfortable dining area. A large walk-in closet with laundry completes this space. Additional features include plenty of closet space, hardwood floors throughout, parking, screened-in porch and basement storage. Heat and hot water included in the rent. Ideal Beacon Street location close to Washington Square, Chestnut Hill, restaurants, shopping, Green line and all that Brookline has to offer.

1896 Beacon St Unit 3A, Brookline

Listing courtesy of Listing Agent: Andrew M. McKinney from Listing Office: Donnelly + Co..
86 Griggs Rd Unit 14, Brookline
$799,000
2 Beds ⋅ 2 Baths ⋅ 73583733 MLS ⋅ ['Beacon Towers Condominiums'] BLDG.
SELLER OFFERING $10,000 CREDIT AT CLOSING to be used for closing costs, rate buy down or at buyer's discretion! Welcome to 86 Griggs Rd #14! This desirable 2-bedroom/2-bathroom 2nd floor condominium unit offers a generous sized floor plan in a classic Brookline brick mid-rise building. The unit was fully renovated in 2024. The brand new kitchen offers ample cabinet space, under cabinet lighting, stone countertops, marble tile floor, stainless steel appliances and a breakfast bar. There are refinished hardwood floors throughout the unit along with a new electric panel and recessed lighting. Both full bathrooms feature new vanities, showers, tiles, and fixtures. The unit also features central air conditioning. Enjoy the luxury of deeded garage parking in Brookline! (2nd garage parking spot also available for rent). There is laundry in the building with an app to identify availability and operate machines. Additional storage unit in the building and bike storage in the garage. Located on a quiet tree-lined street in a beautiful Brookline neighborhood, you are a stone's throw from beautiful Griggs Park which offers off-leash dog hours, a walking path, picnic area, and playground. Enjoy being short distance to Coolidge Corner, Washington Square, Brookline Village, and Cleveland Circle, which offer various restaurant and shopping options. Easy access to Green ‘C’ Line on Beacon Street and to Green ‘D’ Line branch as well.The building is one of 5 total making up “Beacon Towers Condominiums”. Weekly professional cleaning, along with 3x/week trash removal and professional landscaping. Heat, air conditioning, and water INCLUDED in HOA. Also included is landscaping, building maintenance/repairs & master insurance.

86 Griggs Rd Unit 14, Brookline

Listing courtesy of Listing Agent: Eric Dumas from Listing Office: Charlesgate Realty Group, llc.
413 Washington Street Unit 4, Brookline
$799,900
2 Beds ⋅ 1 Baths ⋅ 73583336 MLS ⋅ ['Court Condominium Iii'] BLDG.
Second-Floor, SUNNY Brookline Village Condo, Perfectly Loctaed at the edge of Coolidge Corner. FRESHLY PAINTED & READY for a NEW OWNER'S VISION! This 1,100-square-foot home offers 2 LARGE Bedrooms & 1 Full Bathroom. East to West Views, overlooking a lush, landscaped courtyard. Excellent Layout with High Ceilings, Hardwood Floors & Original Period Detail. An opportunity to Modernize & Customize & make it your own! Kitchen has Gas Cooking! Extra Storage & Off-Street Rental Parking options. Professionally Managed Building with HEAT & HOT WATER included in the Condo Fee. Enjoy the BEST of Brookline right outside your door. Short distance to Brookline Village & Coolidge Corner. Restaurants, Shops, Cafés + Green Line (T). Easy access to Longwood Medical Area, Fenway, Back Bay & Downtown Boston.

413 Washington Street Unit 4, Brookline

Listing courtesy of Listing Agent: Collin Bray from Listing Office: Century 21 Cityside.
121 Centre St Unit 203, Brookline
$5,500
2 Beds ⋅ 2 Baths ⋅ 73583234 MLS
AVAILABLE NOW. Ideally located in the heart of Coolidge Corner, this spacious 2 bedroom, 2 bath residence offers an open, functional layout in a modern elevator building. The well appointed kitchen features stainless steel appliances and granite countertops and opens seamlessly to a generous living and dining area with white oak floors and direct access to a private balcony, perfect for entertaining or relaxing outdoors. The primary suite includes a walk-in closet and spacious en-suite bath with a jetted soaking tub, while the queen-sized second bedroom offers ample closet space. Additional highlights include in-unit laundry, central heat and air conditioning, an alarm system, and TWO deeded garage parking spaces! An exceptional opportunity to enjoy comfortable, convenient living in one of Brookline's most desirable neighborhoods, just moments from the shops, restaurants, and amenities of Coolidge Corner.

121 Centre St Unit 203, Brookline

Listing courtesy of Listing Agent: Haywood Kristiansen Group from Listing Office: Coldwell Banker Realty - Boston.
44 Washington Unit 502, Brookline
$665,000
2 Beds ⋅ 2 Baths ⋅ 73583156 MLS ⋅ ['The Brook House'] BLDG.
Luxury Living at The Brook House! Enjoy living in a full-service building in the heart of Brookline. Private soutwest-facing corner two-bed, two-bath on the 5th floor. Spacious living room opens to a private balcony overlooking the courtyard with a smart touch most units don't have: a custom accordion partition on a ceiling track that closes off part of the room, so you can carve out a home office, a den, or a guest space whenever you need one. Two spacious bedrooms, including the primary bedroom with its own bath. Well-maintained and move-in ready, so you can settle in from day one — with the option to add your own touches over time in a building where updated units command a premium. Two deeded garage spaces. 24-hour security, and on-site management. Plenty of options for active recreation with the heated pool, a full gym with steam and sauna, classes, boxing, yoga, and Zumba, tennis, pickleball, and basketball courts. Large resident lounge, grill and outdoor seating in the courtyard, walking and biking trails. On-site salons, medical and wellness services, plus a steady calendar of resident events. Finally, a hard to beat location - across from the Green Line at Brookline Village (D), with the E line and several bus routes close by. You're minutes from Leverett Pond and the Emerald Necklace, the Longwood Medical Area, downtown Boston, and the universities, with shops and restaurants all around. Pet-friendly and non-smoking. Brookline's residential owner exemption lowers the annual tax bill by ~$3,600/yr.

44 Washington Unit 502, Brookline

Listing courtesy of Listing Agent: Karina Demurchyan from Listing Office: Real Broker MA, LLC.
184 Rawson Road, Brookline
$1,700,000
5 Beds ⋅ 4 Baths ⋅ 73583014 MLS
Attached Corner Townhouse Sun-Filled Living, offers four bedrooms across four thoughtfully designed levels, complemented by a private patio and two composite decks. Wall-to-wall sliders flood the home with natural light while framing beautiful panoramic treetop and sky views.Behind its classic brick exterior, the home offers a spacious and distinctive interior with an impressive blend of character, comfort, and modern convenience. The kitchen features stainless steel appliances, an induction range, French-door refrigerator, and granite countertops. Custom built-ins and generous closet space provide exceptional storage throughout. Mitsubishi mini-split heat pumps in every room provide efficient year-round heating and cooling. The lower-level bedrooms feature private walk-out access, offering flexibility for guests, a home office, or additional living space.Located on a picturesque, tree-lined street that combines historic charm with modern urban living, the property is just steps from the C and D Line T, grocery stores, restaurants, and neighborhood amenities. A rare opportunity to enjoy privacy, natural light, outdoor space, and exceptional city convenience in one of the area’s most desirable neighborhoods.

184 Rawson Road, Brookline

Listing courtesy of Listing Agent: Azeddine Fadli from Listing Office: Property Navigator.
29 Longwood Ave Unit 3, Brookline
$3,000
2 Beds ⋅ 1 Baths ⋅ 73582924 MLS
Unit located in a quite area of Coolidge Corner! Unit in a professionally managed building, located on the second floor. Laundry is common in the building next door (app operated). Rent is 3,000 a month including heat and hot water. Unit has carpet flooring. Upfront costs are first months rent, security deposit and one time move-in fee of $225. Pets allowed with some restrictions, no aggressive breeds: $50/month per cat, $150/month per dog; 2 pets max. Trader Joe's and Coolidge Corner T within a couple blocks.

29 Longwood Ave Unit 3, Brookline

Listing courtesy of Listing Agent: Farah Vimadalal from Listing Office: Gibson Sotheby's International Realty.
20 Webster St Unit 507, Brookline
$1,338,000
2 Beds ⋅ 2 Baths ⋅ 73582903 MLS ⋅ ['Webster Place Condominiums'] BLDG.
Rare opportunity to own a 5th-floor balcony unit with 2-bedroom, 2-bath residence at Webster Place Condominiums in the heart of Coolidge Corner. This spacious home features a well-designed layout, generously sized bedrooms, the largest private balcony with stunning views, one garage parking space and designated extra storage space. Ready for an update to your own new finishes. Enjoy full-service amenities including concierge, swimming pool, fitness center, landscaped courtyard, and an inviting lobby. Ideally located just steps from the T, MBTA Green Line, Trader Joe’s, and Coolidge Corner’s shops, restaurants, and cafés, with convenient access to the Longwood Medical Area and downtown Boston.Private outdoor space, beautiful views, garage parking, and an exceptional Coolidge Corner location. Schedule your private showing today and experience everything this special residence has to offer.

20 Webster St Unit 507, Brookline

Listing courtesy of Listing Agent: Cindy Laughrea from Listing Office: Engel & Volkers Wellesley.
36 Columbia St, Brookline
$3,490,000
8 Beds ⋅ 5 Baths ⋅ 73582390 MLS
On the market for the first time in more than 60 years, this three-family home in Coolidge Corner has only had two owners. Originally a single-family home, it now has three units with 8 bedrooms and 4.5 baths in total. It features high ceilings, hardwood floors throughout, a beautiful stone foundation, slate roof, and large windows with great natural light. Livable as is, and ready for its next chapter. Perfect for a developer, a condo conversion, or an end user who can bring their own vision. It includes a detached one-car garage, a large unfinished basement, and a private rear yard. The neighborhood is secluded, having only two entrances, yet it is ideally located between the B and C Green Line branches and just a few homes away from Coolidge Park. Sold as-is.

36 Columbia St, Brookline

Listing courtesy of Listing Agent: Benjamin Ginsburg from Listing Office: Redfin Corp..
133 Beaconsfield Unit 44, Brookline
$2,900
2 Beds ⋅ 1 Baths ⋅ 73582110 MLS
Freshly painted! Re-polished floors! Ready for move in! Beautifully renovated 2 bed/1 bath with PARKING in A Plus Brookline Location! Elevator building with common laundry and deeded storage! 2 bed/1 bath with hardwood floors throughout out, built in wall a/c in the living room, stainless steel appliances(with dishwasher)! Available for an ASAP move in. Fantastic and super convenient location: steps to Washington square-supermarkets, restaurants, and shoppes, steps to the C and D Line, close drive to Route 9. Across from Waldstein Park with playing fields and tennis courts! Beautiful tree lined neighborhood!

133 Beaconsfield Unit 44, Brookline

Listing courtesy of Listing Agent: Daniel Allen from Listing Office: Coldwell Banker Realty - Boston.
34 Winchester St Unit 1, Brookline
$539,000
1 Beds ⋅ 1 Baths ⋅ 73581708 MLS
NEW PRICE & w/PARKING! FULLY RENOVATED and ready to go! This spacious 1st floor condo on tree-lined Winchester St. in the heart of Coolidge Corner just went through an extensive renovation and is a shell of its former self. The hardwood floors glisten from the sunshine coming through the new, east-facing windows in the front of the unit while the kitchen does all the bragging with tall, designer cabinets and brand new appliances. The bathroom features marble tiling with new vanity and fixtures- super clean and bright. Bedroom large enough for queen bed and end tables with pocket doors for the closet. Recessed lighting and ceiling fans in each of the rooms, this unit is hard to pass up! Seller to pay one year rental parking at closing- parking is located across the street from the condo.

34 Winchester St Unit 1, Brookline

Listing courtesy of Listing Agent: Adam Mundt from Listing Office: Kingston Real Estate & Management.
177 Winthrop Road Unit 3, Brookline
$1,600,000
4 Beds ⋅ 2 Baths ⋅ 73581197 MLS
Classic early 1900s rowhouse unit at the base of Aspinwall Hill, steps to Washington Square, renovated and converted in 2017. Well-appointed second-floor home with a flexible layout, featuring large, open kitchen, dining, and living spaces, and four bedrooms, or three-plus-office. Spacious walk-in closet, double vanity, and tiled shower at the primary suite. Well-appointed hallway full-bathroom. Private rear deck off the fourth bed/office. Plentiful closet space; custom Elfa built-in shelving. Hardwood floors throughout, with trim and moulding details, and large windows for plentiful natural light. Storage area in the basement. Rental parking regularly available nearby. Well-run, fully owner-occupied Association. Half a block to Washington Square, dense with celebrated eateries, and the Green Line (C Branch); walkable to Schick Park, Brookline Village, and Coolidge Corner; easy to Downtown.

177 Winthrop Road Unit 3, Brookline

Listing courtesy of Listing Agent: Bernadine Tsung Megason from Listing Office: Dreamega International Realty LLC.
461 Washington St Unit 1, Brookline
$729,000
2 Beds ⋅ 1 Baths ⋅ 73581060 MLS
Ideally located between Washington Square and Brookline Village, this sun-filled two bedroom condominium is perfect for an owner occupant or as an investment property. It is under a half mile to the Green Line C & D lines, Coolidge Corner, restaurants, shops and several grocery stores. This location also offers easy access to the Longwood Medical Area and downtown Boston, along with Pierce Elementary and Brookline High School. An oversized foyer with built-in storage plus a closet welcomes you to the home. It opens to the renovated kitchen with granite counters, stainless appliances and a laundry closet. Also open to the foyer is the spacious living room with plenty of space for a sectional as well as dining furniture. There are two oversized bedrooms, one with an outfitted closet, along with an updated full bathroom. The current owner has transferable rental garage parking nearby and has prepaid through June 2027. This is a wonderful opportunity to establish a home in a professionally managed association in one of Boston’s most desirable suburbs, or a great investment property.

461 Washington St Unit 1, Brookline

Listing courtesy of Listing Agent: Matt Montgomery Group from Listing Office: Compass.
129 Walnut Street Unit 1, Brookline
$1,999,900
3 Beds ⋅ 3 Baths ⋅ 73580971 MLS
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. Every Finish, Each Detail, Thoughtfully Curated. U1, the “Parlor Duplex,” offers 3 Bedrooms, 2.5 Bathrooms across 2 Living Levels with 2,272 Square Feet. A Private Patio off the bedroom leads to a FENCED-IN YARD, creating your own Brookline oasis. The CHEF’S KITCHEN features SUB-ZERO Refrigeration, WOLF Cooktop & MIELE Dishwasher. High-End Finishes throughout include PORCELANOSA Double Vanity, Soaking Tub & Wall-Mounted Faucets, TOTO Toilets, VISUAL COMFORT Light Fixtures & EMTEK Doorknobs. 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. The U1 Floor Plan offers flexibility with Options, a feature buyers value in today’s marketplace. This perfectly designed Lower Duplex utilizes every square inch of space & delivers CUSTOM STORAGE at every turn.

129 Walnut Street Unit 1, Brookline

Listing courtesy of Listing Agent: Collin Bray from Listing Office: Century 21 Cityside.
85-87 Francis St. Unit 3, Brookline
$1,149,000
2 Beds ⋅ 2 Baths ⋅ 73580933 MLS
Welcome to 85-87 Francis Street, Unit 3—a spacious and thoughtfully designed 2-bedroom, 2-bathroom condominium offering approximately 1,275 square feet of comfortable living space in a well-maintained six-unit building. The open-concept floor plan features beautiful hardwood floors, high ceilings, and an inviting living and dining area that flows seamlessly into a fully equipped kitchen. The kitchen offers ample cabinetry and modern appliances, making it both functional for everyday living and well suited for entertaining. The generously sized bedrooms include a private primary suite with its own full bathroom, while a dedicated office provides flexibility for working from home, studying, or additional living space. Central air conditioning, natural-gas forced-air heat, in-unit-controlled heating, and convenient laundry add to the home's everyday comfort. An assigned off-street parking space is included—an especially valuable amenity in this highly desirable Brookline location. Ideally situated near Coolidge Corner, the Longwood Medical Area, public transportation, shops, restaurants, parks, and neighborhood amenities, this home offers an excellent combination of space, convenience, and location.

85-87 Francis St. Unit 3, Brookline

Listing courtesy of Listing Agent: Eain Williams from Listing Office: Leading Edge Real Estate.
1795 Beacon Street Unit 1A, Brookline
$698,900
1 Beds ⋅ 1 Baths ⋅ 73580924 MLS
BROOKLINE BEAUTY SEEKS BUYER!! LOCATION, LOOKS & PERKS GALORE! Vacant, Immaculate & Move-in READY! DEEDED Covered Parking? YES! YOUR Backyard? A Charming Brick Patio AND Ever Popular WALDSTEIN PARK/PLAYGROUND…Stroll, Relax, Play Tennis, Watch the Sun Set…ALL Just Outside! C&D MBTA Train At YOUR Front Door! Wide Open Floor Plan, GORGEOUS Granite Kitchen w Stainless Appliances (Energy Star Refrigerator/Freezer 2025) ~ Gleaming Hardwood Floors & Fresh Paint, NEW Roof 2024 ~ NEW 2025 Tankless Heat & HW System Saves $$ ~ Pretty TILE & STONE Bath! Enviable LOW CONDO FEE, EXTRA STORAGE SPACE & IN-UNIT LAUNDRY! You’ll LOVE it and HOW ABOUT the Amenities of This A+ Location! FABULOUS Restaurants, Recreation, Shopping & Entertainment Options STEPS Away! Golf/Tennis/Pool Facilities within Minutes! Quiet, Classic and Unique....HAPPINESS Grows In Brookline!

1795 Beacon Street Unit 1A, Brookline

Listing courtesy of Listing Agent: Donna Fessler from Listing Office: Berkshire Hathaway HomeServices Town and Country Real Estate.
362 Tappan St, Brookline
$4,250,000
6 Beds ⋅ 7 Baths ⋅ 73580905 MLS
Exquisitely renovated and restored in 2016, this architecturally significant fieldstone-faced attached single family marks the perfect confluence of historic charm, modern luxury, and a wildly desirable location in the heart of Brookline’s Washington Square area. Spanning more than 5700 sq ft of spectacular living space, this property serves as a master class in timeless craftsmanship and a showcase for beautifully curated fixtures and finishes. The main level, graced with 11’ ceilings, features an elegant entry foyer with a fireplace and built-in benches flanked by a spacious bay-front living room with diamond-paned glass detailing & an addl. fireplace. The dining room is an entertainer's paradise with bespoke built-in bar & coffee stations, a gas fireplace, and French doors to a professionally landscaped deck/oasis with irrigation. The open-plan kitchen is a true showstopper, outfitted with floor to ceiling cabinetry, marble countertops, premium appliances, a stone-capped island, and a luminous breakfast area. A sculptural central staircase with a multi-level modern glass chandelier leads to the second level, equipped with a luxe primary suite w/ a gas fireplace, marble bath w/ bidet, and multiple walk-in closets. This level also includes a spacious alternative primary suite equipped with a Murano glass chandelier, fireplace, built-in office, marble bath and laundry. Three more beautiful bedrooms or offices and a sleek modern bath comprise the third level. The sun-drenched top level aerie or art studio, currently used as a media / family room, features its own dedicated bath and triple walk-in closets. Downstairs, the well-appointed fully walkout garden level offers an expansive ensuite guest / in-law space; a play room or lounge; 1.5 renovated baths; an auxiliary laundry room or kitchenette w/ gym space; and ample storage. An enviable mud room boasts French doors and access to a professionally landscaped covered patio / dining area plus parking for 2-3 vehicles. Extensive infrastructure upgrades since 2016 include electric rewiring with 400amp service; five-zone HVAC with hydro air; gut renovations of the kitchen and five+ marble baths; repointing; basement remodeling; slate work; professional landscaping and irrigation; wiring for hi-speed Internet; mesh WiFi; Sonos sound system; & a new sewer line. Coveted location near top-tier shopping, dining, the C & D Green Lines; Longwood Medical; public & private schools. An exceptional opportunity.

362 Tappan St, Brookline

Listing courtesy of Listing Agent: Elisabeth Preis from Listing Office: Compass.
12 Kilsyth Road Unit 2, Brookline
$694,900
2 Beds ⋅ 1 Baths ⋅ 73580740 MLS
Classic charm meets modern convenience in Washington Square! This exceptional, voluminous 2-bedroom, 1-full-bath residence is situated on the quiet, raised first floor of an intimate, professionally managed 4-unit building. The home features brand-new, oversized windows that flood the bedrooms with bright, uplifting air and light, combining classic historic character with premium updates, including soaring high ceilings, meticulously restored original woodwork, and beautifully refinished hardwood floors throughout. Flowing inward past a traditional, well-proportioned entry gallery, the interior has been expertly plastered and painted, complemented by a separate, large kitchen featuring new appliances and access to a beautiful large porch. Additional highlights include a completely gut-renovated full bathroom with contemporary finishes, central A/C and heating, and the rare bonus of two dedicated parking spaces. For added convenience, the property includes a dedicated washer and dryer in the basement for this apartment's exclusive use, along with large private basement storage. Perfectly positioned on a serene street just moments from the T, local shops, and neighborhood dining. Exceptional quality and craftsmanship throughout—a must-see!

12 Kilsyth Road Unit 2, Brookline

Listing courtesy of Listing Agent: Michael Lukatsky from Listing Office: Dream Home Realty.
98 Longwood Unit 5, Brookline
$4,050
2 Beds ⋅ 1 Baths ⋅ 73580729 MLS
Available 10/1 or 11/1 - Ideally located in the heart of Brookline’s coveted Longwood Medical Area, this beautifully appointed residence blends classic charm with modern convenience. Unit 5 offers a thoughtfully designed layout with generous living space, high ceilings, and abundant natural light throughout. Period details pair seamlessly with tasteful updates, creating a warm and inviting home perfect for both everyday living and entertaining. Enjoy a well-equipped kitchen, comfortable bedrooms, and ample storage, all within a professionally managed building. Just moments from world-class hospitals, universities, public transportation, shops, and restaurants, this home delivers exceptional access to everything Brookline and Boston have to offer. A rare opportunity to rent in one of the area’s most desirable and walkable neighborhoods. Pet Friendly, in unit laundry central air, flexible move in date. NO PARKING

98 Longwood Unit 5, Brookline

Listing courtesy of Listing Agent: Stephen Tysz from Listing Office: Leopold & McMasters Realty.
96 Longwood Unit 1, Brookline
$5,000
3 Beds ⋅ 1 Baths ⋅ 73580718 MLS
Available 10/15 or 11/1 - Ideally located in the heart of Brookline’s coveted Longwood Medical Area, this beautifully appointed residence blends classic charm with modern convenience. Unit 1 offers a thoughtfully designed layout with generous living space, high ceilings, and abundant natural light throughout. Period details pair seamlessly with tasteful updates, creating a warm and inviting home perfect for both everyday living and entertaining. Enjoy a well-equipped kitchen, comfortable bedrooms, and ample storage, all within a professionally managed building. Just moments from world-class hospitals, universities, public transportation, shops, and restaurants, this home delivers exceptional access to everything Brookline and Boston have to offer. A rare opportunity to rent in one of the area’s most desirable and walkable neighborhoods. Pet Friendly, in unit laundry central air, flexible move in date. NO PARKING

96 Longwood Unit 1, Brookline

Listing courtesy of Listing Agent: Stephen Tysz from Listing Office: Leopold & McMasters Realty.
98 Boylston St Unit 3, Brookline
$675,000
3 Beds ⋅ 1 Baths ⋅ 73580621 MLS ⋅ ['96-98 Boylston Street Condominium'] BLDG.
OPEN HOUSE CANCELLED. Sunny and spacious top-floor Brookline Village three-bedroom. Brand-new 2026 renovation with everything done right. High ceilings and abundant natural light flood the open floor plan. The unit also ioopen housencludes an exclusive deeded attic of approximately 1,012 sq. ft. directly above. That’s nearly the size of the home itself. The attic is unfinished, with excellent headroom, skylights and new insulation. Use it for storage today, with potential for a bedroom, family room, office or media room. New kitchen features stainless steel appliances, stone countertops, and a generous eat-in space with a pantry. New bathroom is tiled and fully updated. New heating system with fresh ductwork throughout. Hardwood floors refinished. New water heater. Freshly painted everywhere. Deleaded. The primary bedroom is a standout - original bow-front detail with period character, plaster ceiling medallion, and excellent morning light. Two additional bedrooms give you flexibility for a guest room, home office, or nursery. Beautiful nighttime views of Boston. Low monthly fee includes in-building laundry. Newer roof with a 50-year warranty, fenced common yard, and bike storage. Pets allowed. Seller credit available toward garage parking. Steps to Village shops, restaurants, cafes, Green Line D station, and Longwood Medical Center. Pierce School District. Owner-occupants may qualify for Brookline's residential tax exemption - a meaningful tax savings. Vacant and easy to show. Move-in ready. The work is done.

98 Boylston St Unit 3, Brookline

Listing courtesy of Listing Agent: Declan O'Toole from Listing Office: SelectRE Boston.
99 Pond Ave. Unit 506, Brookline
$675,000
2 Beds ⋅ 2 Baths ⋅ 73580018 MLS ⋅ ['Brook House'] BLDG.
Escape the bustle in a peaceful, airy, sunlit corner unit with floor length windows. This 5th floor, 2 bed 2 bath condo with leafy views boasts a recently-renovated walk in shower with modern glass tiles, an updated primary bathroom, full walk-in closet, and bamboo flooring. Garage parking space with easy elevator access. High amenity building with large swimming pool, sauna, kid splash pad; tennis, pickleball and basketball courts, weight and fitness equipment gyms, aerobic/dance studio, table tennis, putting green and 24 hour security/concierge. Building is situated opposite Leverett Pond with direct access to Boston’s beautiful Emerald Necklace.

99 Pond Ave. Unit 506, Brookline

Listing courtesy of Listing Agent: Joshua Fairchild from Listing Office: Joshua Fairchild.
17 East Milton Rd., Unit 1, Brookline
$4,450
3 Beds ⋅ 2 Baths ⋅ 73579950 MLS
This spacious 3-bedroom, 2-bathroom unit offers a comfortable layout with three generously sized bedrooms, plus a dining room that can be used as an office or even an additional bedroom. Features include beautiful hardwood floors, plenty of natural sunlight, spacious closets, ample storage, and a lovely porch.Only a 7 min to the MBTA Green Line D Branch – Brookline Hills Station, offering an easy commute to Boston. Conveniently located near restaurants, shops, parks, and more. Nearby Schools: William H. Lincoln School; Brookline High School; Maimonides School.

17 East Milton Rd., Unit 1, Brookline

Listing courtesy of Listing Agent: Olena Lyons from Listing Office: Red Tree Real Estate.
22 Chestnut Pl Unit 306, Brookline
$2,800
1 Beds ⋅ 2 Baths ⋅ 73579920 MLS
Updated one bedroom in the sought after community of Sargent Estates located in Brookline Village. Enjoy convenient accommodations, with doorman, in-ground pool, meticulous landscaping, elevator in building, laundry on site, sauna, and additional storage space. The unit offers a spacious one bedroom with great views, completely renovated master and guest bathroom, as well as an outdoor parking space! Over-sized living area and full kitchen with plenty of cabinet space. Close to Brookline High school, Longwood Medical, Rt 9, and "D" train on the MBTA Green line. Move in date flexible. one time move in fee 200 dollars.

22 Chestnut Pl Unit 306, Brookline

Listing courtesy of Listing Agent: Guohu Huang from Listing Office: Tygr Realty LLC.
33 Pond Unit 1005, Brookline
$3,995
2 Beds ⋅ 2 Baths ⋅ 73579874 MLS
Enjoy easy Brookline living in this bright, south-facing two bedroom, two bath residence at The Brook House with central air, lovely views over the surrounding greenery, and a private balcony that’s perfect for morning coffee or relaxing at the end of the day. The Brook House offers the convenience of a full-service, elevator building along with an impressive collection of amenities, including a heated outdoor pool, two fitness centers, tennis and basketball courts, 24-hour security, and professional on-site management. The location is hard to beat. Longwood Medical Area is close by, and the Brookline Village Green Line D station and E branch provide easy access into Boston and beyond. Brookline Village’s restaurants, cafés, shops, and everyday conveniences are also nearby. One of the best parts of this location is how much green space surrounds you. Enjoy walking and biking paths along the Muddy River and Emerald Necklace, with Olmsted Park and Jamaica Pond** all within easy reach—a great combination of city convenience and access to the outdoors. Two tandem garage parking spaces are available for an additional $300 per month. A comfortable home, great amenities, beautiful surroundings, and an incredibly convenient Brookline location.

33 Pond Unit 1005, Brookline

Listing courtesy of Listing Agent: Bell | Whitman Group from Listing Office: Compass.
1482 Beacon Unit 16, Brookline
$2,601
1 Beds ⋅ 1 Baths ⋅ 73579791 MLS
One bedroom a short distance from Coolidge corner and all the restaurants and shops it has to offer! This apartment is in the Washington Square neighborhood in Brookline. Nearby parks include Griggs Park, Brookline Village Commercial District and Saint Marks Park.Subway Lines and Stops GREEN-C - Brandon Hall (0.02 miles). Cats ok. Heat and hot water included in rent. First, last, and $250 security deposit to move in. Advertised rent includes 1 month free on a lease ending 8/31/27. Gross rent $2875.

1482 Beacon Unit 16, Brookline

Listing courtesy of Listing Agent: Jason Gell from Listing Office: RE/MAX On the Charles.

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