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$549,900
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73518942 MLS ⋅ 597 SqFt.
Perfectly situated near Coolidge Corner, this attractive 1-bedroom condo offers an ideal blend of character, updates, and convenience. The unit is in excellent condition and features beautifully refinished hardwood floors, an updated kitchen with popular white shaker cabinetry, granite countertops, and tile backsplash, along with an updated bath featuring a custom tiled tub/shower surround. Additional highlights include a parking space, private storage, and a functional layout filled with natural light. Enjoy convenient access to shops, restaurants, cafes, public transportation, and all that Brookline has to offer. This move-in ready condo presents an excellent opportunity in a prime Brookline location.

19 Alton Court Unit 2, Brookline
$765,000
3 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73518917 MLS ⋅ 1,079 SqFt.
Spacious 3-bed, 2-bath condo with one off-street parking space, ideally located near Brookline Village. This updated unit is a true gem in an exceptional location! The dine-in kitchen features updated appliances, while rich period details throughout—including beautiful window moldings, ceiling medallions, hardwood floors, and high ceilings—enhance the home’s gracious layout and timeless appeal. Additional highlights include an oversized finished storage unit in the basement. The pet-friendly building adds even more convenience and appeal.Exceptional commuter location just moments from Brookline Village and Brookline Hills with convenient Green Line access for an easy commute to Fenway, downtown Boston, and beyond. MBTA 60 Bus to Longwood Medical Area is at your door step. Enjoy nearby shops, cafés, parks, and neighborhood amenities right outside your door.

166 Chestnut St Unit 1, Brookline
$1,348,000
7 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73518618 MLS ⋅ 2,237 SqFt.
Incredible Brookline Village location, convenient to the Longwood Medical Area and the street with the historic Dutch House. This stunning brick row house duplex offers the flexibility to be utilized as an investment or as one single unit! First floor features 3 bedrooms,1-bathroom, gorgeous high ceilings, ample natural light, lovely original hardwood floors throughout, exposed brick, and a thoughtful layout. The condo has so much character with built-in bookshelves in the hallways, French doors leading to the formal dining room, an updated kitchen, and a bathroom. Off the kitchen is a back staircase leading to the finished in-law suite, which has 4 bedrooms, an office, a full kitchen, a living room, and a full 2nd bathroom. The property also has a private patio with a private yard and a large private deck perfect for entertaining. Property is conveniently located near Greenline trains, Brookline Ave buses, and bike paths, with an easy walk to the Longwood Medical Area/Emerald Necklace

23 Netherlands Rd Unit 1, Brookline
$2,000,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73518490 MLS ⋅ 3,415 SqFt.
JUST LISTED. OPEN HOUSE Sunday 1pm - 2pm. Meticulously maintained and thoughtfully improved by the current owners, this 4-bedroom South Brookline home blends warmth, comfort, and functionality. Features include 3 full bathrooms, a sun-filled family room with elegant arched windows, skylights, and a beamed ceiling, a cherrywood/quartz kitchen with high-end appliances, a living room with gas fireplace, and a finished lower level. The primary suite offers an ensuite bath and dual-sink vanity. Rain or shine, entertain in the heated atrium room with gas grill or enjoy the composite deck with its heated alfresco dining area beneath an automated retractable canopy overlooking the professionally landscaped park-like yard. Central air and a 2-car garage with EV charger complete this outstanding offering. Don't miss this one! OFFERS REQUESTED BY WEDS. 5/20 @2PM.

152 Beverly Rd, Brookline
$3,948,000
4 Beds ⋅ 4 Baths ⋅ PRICE CHANGED Status ⋅ 73518363 MLS ⋅ 2,924 SqFt.
Stunning, four-bedroom, 3.5-bath townhouse delivering three levels of luxury living, plus an additional unfinished lower level, and the ease of a private elevator serving all four floors. The open-concept main level features a showpiece chef’s kitchen with Taj Mahal Quartzite countertops, custom cabinetry, and state-of-the-art appliances, flowing seamlessly into the living and dining spaces, perfect for entertaining. Upstairs, the primary suite is a true retreat with a spa-like bath, custom walk-in closet, and private balcony. Generous additional bedrooms offer flexible space for family and guests, while the third floor is ideal for an au pair suite, multiple home offices, or a cozy lounge. Enjoy private outdoor patio space and private balcony. A rare ground-up new construction in Brookline, finished with high-end millwork and truly custom design, built to be enjoyed for decades.

40 Stedman Street, Brookline
$749,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73517804 MLS ⋅ 949 SqFt.
The light arrives first... It comes through oversized architectural windows, pooling across hardwood floors, settling into the corners of a home that was built to feel like one. This is Olmsted Park - 65 Glen Road, Unit H1 - where the Emerald Necklace wraps around you and Leverett Pond sits just outside the door. Inside, everything is in its right place. High ceilings that breathe. An open living room anchored by a built-in that makes the space feel both grand and personal. A primary suite with a beautifully refreshed en-suite bath and a walk-in closet that holds the full weight of your life. Two bedrooms, two full baths, two deeded parking spaces. In-unit laundry. A building that takes care of itself so you don't have to. The kind of home that makes you exhale the moment you walk in. Brookline Village and the Green Line are minutes away. But this is the part of Brookline you stay for.

65 Glen Rd Unit H1, Brookline
$3,450,000
13 Beds ⋅ 7 Baths ⋅ SOLD Status ⋅ 73517577 MLS ⋅ 6,243 SqFt.
Exceptional four-unit building in a prime Brookline location! Close to Coolidge Corner (off Beacon Street). A rare find, offered for sale for the first time in more than 30 years. Four units in total: three upper units offering 3+ bedrooms, over 1500 square feet, original woodwork, high ceilings and charm, plus a street-level two-bedroom unit. All units are separately metered, and three of four leases expire 8/31/26 — offering immediate flexibility for an owner-occupant or anyone looking to reposition the asset. Four dedicated private parking spaces are included! The location near Coolidge Corner offers measurable value for tenants and owners alike. Proximity to the Green Line, plus the boutiques shops, restaurants, cafés, and everyday amenities that make Coolidge Corner one of Greater Boston's most vibrant and popular neighborhoods. Whether for rental income or redevelopment, this property offers a compelling opportunity in one of Brookline's most sought-after areas.

12 Parkman St, Brookline
$3,995,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73517349 MLS ⋅ 5,234 SqFt.
Handsomely poised overlooking the Brookline Reservoir and nestled back from the street, this distinguished period home offers four finished levels and serene water views on nearly a half-acre with bluestone patio and pool. The gracious entry opens into a grand foyer flanked by sun-drenched rooms. Bay windows in the living room, dining room, family room, and primary suite frame reservoir and garden views. Four fireplaces, high ceilings, crown molding, and custom woodwork throughout. Well-equipped kitchen for serious cooks with breakfast area and counter seating. Private first-floor study. Enchanting screened porch access the dining and living rooms for al fresco dining. Second floor: three bedrooms, two baths, and a primary suite with large dressing room, ensuite bath, and private deck. Third floor: two additional bedrooms and full bath. Lower level: exercise room, sauna, wine cellar and lav. Two-car garage. Minutes from Chestnut Hill shopping, Longwood Medical Area, and universities.

68 Dudley Street, Brookline
$1,410,000
3 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73517026 MLS ⋅ 2,447 SqFt.
Bright and spacious corner-unit townhouse in desirable Chestnut Hill offering the feel of single-family living with the ease of condominium ownership. Cathedral ceilings and oversized windows fill the open living and dining areas with abundant natural light. The well-designed layout features 3 bedrooms and 2.5 bathrooms, including a first-floor primary suite with walk-in closet and private en suite bath. Upstairs offers two additional bedrooms and a full bathroom. The finished lower level provides versatile bonus space ready to be customized for a media room, gym, office, or playroom. Additional highlights include central heating and cooling, ample storage, attached garage parking, driveway parking, and a dedicated assigned guest parking space. Conveniently located near Wegmans, The Street at Chestnut Hill, shopping, dining, major routes, and downtown Boston.

8 Heathwood Ln Unit 8, Brookline
$4,650,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73516969 MLS ⋅ 5,423 SqFt.
An artful balance of historic character & modern design, this 5,423SF 5BD, 5.5BA 1891 Colonial Revival was meticulously renovated in 2017 and is set on .41AC of landscaped grounds. Oversized windows, tall ceilings, bespoke millwork, detailed crown moldings, & 4 fireplaces highlight the home’s craftsmanship. Welcoming entry w/ FP connects main floor. Bright living room w/ FP and dining room w/ French doors that lead to wraparound deck. Renovated open kitchen w/ island, pantry, and eat-in. Adjoining family room w/ gas FP & built-ins. 1/2BA & mudroom complete level. Upstairs is the primary suite w/ FP, spa-like bath, & walk-in closet, en-suite bedroom, add’l bedroom, full bath, & laundry. Flexible 3rd floor flex w/ 3 add’l rooms & bathroom - ideal as bedrooms, offices, or play space. Walkout lower level w/ private entrance, en-suite bedroom, 2nd kitchen, family room, & storage. Private setting w/ tiered grounds, bluestone patio, & extensive lawn framed by mature trees & seasonal plantings

50 Sumner Road, Brookline
$7,775,000
ACTIVE Status ⋅ 73516962 MLS
Two buildable 1+ acre lots with access off Dudley Street, creating a remarkable setting for a private estate or family compound in the heart of Brookline's prestigious Estate Area. Surrounded by mature landscape and extraordinary privacy, the property is ideally located within walking distance to The Country Club and just minutes from downtown Boston, offering the perfect balance of tranquility and convenience. There is currently a charming 1928 French Country-style residence featuring 10 rooms and 4 bedrooms, beautifully maintained and offering the potential for expansion. A truly rare and compelling opportunity to create a legacy property in one of Brookline's most sought-after neighborhoods.

342 Warren St. Lot 1 & 2, Brookline
$2,765,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73516948 MLS ⋅ 4,028 SqFt.
Come fall in love with this storybook 5-bed, 3.5-bath Colonial Revival set on 0.3AC in Brookline’s Chestnut Hill. Built in 1926, this charming 4,028SF residence offers a layout tailored for modern living. Streaming southern sunshine, timeless architecture, 3 fireplaces, and oversized windows define the home. Welcoming entry connects the main living spaces. Gracious living room w/ fireplace and built-ins flows into bright conversatory. Opposite is a family room with fireplace, which opens to a bright dining room. Classic butler’s pantry connects to the kitchen. With ample counter space and a cozy eat-in area, the kitchen serves as the heart of the home with direct access to deck and yard. Mudroom and half bath complete floor. Upstairs has bright en-suite primary, 4 additional bedrooms, office, and 2 full baths. Walkout lower level with playroom and laundry. Attached garage. Landscaped grounds create a true sense of privacy. Close to “The Street”, top schools, and Green D line train.

401 Heath Street, Brookline
$3,699,000
5 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73516921 MLS ⋅ 3,738 SqFt.
In the ultimate Coolidge Corner location, this carefully restored home blends historic character with modern amenities including central AC. It is only 1/3 mile to the C Line and under ½ mile to the B line. A covered front porch welcomes you to the home. Inside, an airy foyer opens to the sun-filled living room with a gas fireplace and French doors to the office with bespoke cabinetry. The foyer also opens to an entertainment-sized dining room. At the back of the home is the renovated kitchen with high-end appliances, an oversized island and a sunny breakfast room. Completing this level are side entry only steps to the driveway and yard, walk-in pantry and powder room. On the 2nd floor is the enviable primary suite with a dressing room and en suite bathroom, plus two more good-sized bedrooms and the second full bath with laundry. The third level offers two more bedrooms and the 3rd full bath. Partially finished lower level with family room, kitchenette, full bath, storage & wine closet

95 Babcock St, Brookline
$5,750,000
6 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73516805 MLS ⋅ 4,253 SqFt.
19 Linden offers a unique opportunity for investors, developers, and owner-occupants looking to build or invest in their dream home in Brookline. Ideally located in Brookline Village—one of the town’s most sought-after neighborhoods—this property sits on a 17,689 sq ft level lot on a quiet one-way street and is zoned M10. Buyers should perform their own due diligence to understand potential development or renovation options under local zoning codes. The property features a large 1840s Greek Revival home with stunning original period details, along with a small attached two-bedroom apartment. Its location is a commuter’s dream, offering convenient access to the Green Line T, Longwood Medical Area, downtown Boston, and all that Brookline has to offer. With vision and patience, this property can become a standout investment, condo conversion, or dream home. A must-see! Seller is open to offers with buyer concessions.

19 Linden Street, Brookline
$3,395,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73516709 MLS ⋅ 2,225 SqFt.
Penthouse floor-through residence in desirable Coolidge Corner, this 3 bed, 3 bath home at 79 Park Street offers 2,225 sq ft of modern luxury with a private elevator providing direct access from the parking area to the penthouse residence and continuing to the private roof deck. Located on the top floor of a fully renovated brownstone, it seamlessly blends historic charm and original architecture with modern amenities, highlighted by a grand staircase with exposed brick and preserved period details.The open layout features a chef’s kitchen with Taj Mahal quartzite, Sub-Zero appliances, custom cabinetry, and a wet butler’s pantry, plus spacious living and dining areas with a gas fireplace. The primary suite includes a spa-like bath and custom walk-in closet.Additional highlights EV charging, in-unit laundry, abundant natural light, and ButterflyMX keyless entry. Rare newer construction in one of Brookline’s most sought-after locations.

79 Park St Unit 3, Brookline
$2,049,000
4 Beds ⋅ 3 Baths ⋅ CONTINGENT Status ⋅ 73516671 MLS ⋅ 3,475 SqFt.
Thoughtfully renovated & surprisingly expansive home in a picturesque Chestnut Hill neighborhood + Baker School District! Sunlight pours through the formal living room's beautiful picture window! The open layout flows to a well-appointed dining room w/ designer lighting to a cozy den. The kitchen is simply perfect. 100% renovated with two tone cabinetry, long stretches of quartz counters, soft stone backsplash, custom built island w/ overhanging quartz that seats 5 & built in wall oven + microwave. Large walk-in pantry w/ custom shelving & 2nd closet for additional storage. The king-sized primary BR has an enormous professionally designed walk-in closet & ensuite bath w/ a double vanity. The two other BRs are both spacious & share a clean, crisp tile bath. Downstairs is an entertainer's dream -- massive 2nd living room w/ a wet bar & fireplace, 4th bedroom, laundry room, extra storage room & a 3rd full bath! Large 2 car garage, custom built rear deck & wonderful paver patio!

76 Goodnough Rd, Brookline
$2,075,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73516632 MLS ⋅ 2,612 SqFt.
NEW PRICE! Washington Square! Situated on a lovely tree-lined street, this move in condition, 4-bedroom, 2.5-bath duplex offers 2,612 sq ft of comfortable living space. A welcoming farmer’s porch leads to an open-concept main level featuring a gas fireplace living room, dining area, a modern kitchen with stainless steel appliances & stone countertops. The main floor also includes a spacious primary suite with stunning bath featuring double sinks & glass-enclosed shower along with 2 closets. A second bedroom & powder room complete this level. The lower level offers 2 additional bedrooms, a large family room, full bath, & laundry. Renovated in 2016, the home features hardwood floors, central air & central vacuum. Enjoy a private fenced yard with patio & lush landscaping. A detached garage with storage and bonus upper level (338 sq.ft. not included in living space), PLUS an add'l parking space complete this offering. Ideally located near Driscoll School, parks, shops and the Green Line.

9 Bartlett Cres Unit 1, Brookline
$3,295,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73516451 MLS ⋅ 3,292 SqFt.
Exceptional 2021 ground-up penthouse duplex in Brookline’s coveted Coolidge Park enclave, a distinct five-street pocket known for its tree-lined setting and neighborhood park. Offering 3,292 sq ft, this modern residence combines architectural clarity, high-end finishes, and a layout designed for both everyday comfort and entertaining. The main level features a high-ceiling corner living room, European-style kitchen, large dining area with gas fireplace, and covered deck accessible from both the kitchen and living room. The upper level includes a spacious primary suite with luxurious bath and generous closet space, plus three additional well-proportioned bedrooms, each with its own private bath. Direct garage access and a private fenced level yard add rare convenience. Parking is exceptional: 2 heated garage spaces plus up to 2 additional spaces on a heated driveway. Moments to Coolidge Corner, Ridley School area/Core District, Longwood, and Boston.

80 Verndale St Unit 80, Brookline
$3,900,000
ACTIVE Status ⋅ 73516391 MLS ⋅ 9,650 SqFt.
Attention Investors and Owner/Occupants !!! 75-81 Boylston St, Unit B is a rare opportunity to own a 9,650 SF Commercial Condo in Brookline Village, The Condo has two spaces including 3,650 SF Street Retail featuring an oversized glass storefront window, high ceilings, open floor plan with flexible layout options,kitchenette, handicap accessible bathroom and entrance. The Street Retail space is available for owner/occupancy or for income NNN lease at $33/SF. The Condo offers added income with a secondary sub-level 6,000 SF commercial space (30 year occupancy to date) currently in $13,300/MO+ NNN 10-yearlease, 3% annual increases, with 3 options, to a National Credit Tenant. Unit B, is positioned in a prime location. The high volume of traffic provides a steady flow of easy access and high visibility for existing and potential customers creating an excellent opportunity to lease out the available retail space or occupy it while taking advantage of the additional space income.

75-81 Boylston St Unit B, Brookline
$3,900,000
ACTIVE Status ⋅ 73516390 MLS ⋅ 9,650 SqFt.
Attention Investors and Owner/Occupants !!! 75-81 Boylston St, Unit B is a rare opportunity to own a 9,650 SF Commercial Condo in Brookline Village, The Condo has two spaces including 3,650 SF Street Retail featuring an oversized glass storefront window, high ceilings, open floor plan with flexible layout options,kitchenette, handicap accessible bathroom and entrance. The Street Retail space is available for owner/occupancy or for income NNN lease at $33/SF. The Condo offers added income with a secondary sub-level 6,000 SF commercial space (30 year occupancy to date) currently in $13,300/MO+ NNN 10-yearlease, 3% annual increases, with 3 options, to a National Credit Tenant. Unit B, is positioned in a prime location. The high volume of traffic provides a steady flow of easy access and high visibility for existing and potential customers creating an excellent opportunity to lease out the available retail space or occupy it while taking advantage of the additional space income.

75-81 Boylston St Unit B, Brookline
$1,523,000
4 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73516056 MLS ⋅ 1,689 SqFt.
HugePrice Drop!!! Brookline lifestyle in this spacious & sun-filled 4-bedroom, 2.5-bath condo with 2 parkings, ideally located in the heart of Coolidge Corner, one of Brookline’s most desirable neighborhoods. Just steps from shops, restaurants, parks & public transportation. This well-maintained, self-managed association offers low condo fees & a strong sense of community. Bright open layout welcomes you with generous living & dining areas, perfect for both everyday living & entertaining.The updated kitchen features granite countertops, stainless steel appliances, abundant cabinetry, & a cozy space for casual dining. Three well-proportioned bedrooms plus a fourth flexible room provide options for a home office or guest space. The primary suite offers a private retreat with an en-suite bath, 2 closets & a deck. Experience the best in a condo-Hardwood floors, dedicated laundry, storage, two decks & beautifully preserved molding and wainscoting that lend timeless character & charm.

134 Pleasant Unit 1, Brookline
$775,000
1 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73515985 MLS ⋅ 1,014 SqFt.
Rarely available penthouse residence at Regency Park in the heart of Washington Square. Perched on the 15th floor, this sun-filled home offers over 1,000 square feet of open, versatile living space, elevated by soaring ceilings and an exceptional sense of scale. The thoughtfully curated interior features wide-plank flooring and a sophisticated neutral palette.The renovated kitchen is appointed with brand-new Bosch appliances, crisp white cabinetry, and refined finishes. The spacious bedroom captures stunning Boston skyline views and includes a generous walk-in closet. Ideally situated beside the roof deck, the home offers seamless access to breathtaking panoramic views. Regency Park is a professionally managed, full-service community surrounded by beautifully landscaped grounds and resort-style amenities, including an indoor pool, fitness & recreation spaces, library, and elegant common areas. Moments to the Mass Pike, Green Line, acclaimed dining, shopping, universities, and Boston.

1731 Beacon Street Unit 1515, Brookline
$1,825,000
2 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73515922 MLS ⋅ 1,284 SqFt.
Welcome to 58 Kent Street, a boutique luxury condominium in the heart of Brookline Village. This exceptional home features soaring 10 foot ceilings and an abundance of natural light pouring through oversized windows, with a charming Juliet balcony adding character and fresh air to the living space. Thoughtfully curated designer finishes elevate every corner, anchored by a chef's kitchen with marble countertops and a premium Wolf and Sub-Zero appliance package. Residents enjoy the ease of automated valet garage parking and a beautifully landscaped common outdoor space perfect for unwinding or entertaining. Set in one of Brookline's most desirable neighborhoods, you are moments from the village's beloved restaurants, cafes, boutique shops, the Brookline Village T stop, and the Emerald Necklace. A rare opportunity to own a home where elevated design, modern convenience, and an unbeatable location come together.

58 Kent Unit 401, Brookline
$568,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73515715 MLS ⋅ 820 SqFt.
Prime Location in the Heart of Washington Square! First-floor 2-bedroom unit featuring an updated eat-in kitchen with stainless steel appliances, granite countertops, and ample cabinet space. The home offers high ceilings, hardwood floors, and a private covered patio just off the kitchen. Additional highlights include a large storage area and a dedicated washer and dryer located in an extra storage room in the basement. Enjoy the ultimate convenience with a short walk to Coolidge Corner and just minutes to the Green Line (C & D trains), providing easy access to downtown Boston, Longwood Medical, and area universities. Step outside to discover award-winning restaurants, cafés, boutiques, and parks—all within walking distance. The #65 bus to Longwood Medical is also nearby. Living here means access to Brookline’s top-rated schools, vibrant community resources, and the many benefits of one of Greater Boston’s most desirable towns.

35 Westbourne Ter Unit 2, Brookline
$2,215,000
5 Beds ⋅ 5 Baths ⋅ SOLD Status ⋅ 73515422 MLS ⋅ 4,947 SqFt.
This beautifully designed English Brick Colonial home, situated on a generous 11609 square foot lot, offers more than 4585 sf of meticulously fashioned living space and was built for a refined lifestyle. The residence encompasses four finished living levels, including five generous size bedrooms and five full bathrooms. On the main level, a gracious size guest bedroom and a full bathroom provides possibilities for multigenerational living. The 17 x 26 formal living room, dining room with french doors leading to an expansive deck and family room with walls of glass accommodates wonderful entertaining space. The second floor boasts an ensuite primary with large private sundeck, as well as three additional generous bedrooms. The finished third floor attic with hardwood floors is an ideal game room. The enormous walk out lower level has high ceilings, a bonus bedroom with private full bathroom and separate entrance, an additional family room with stone surround and additional bathroom.

110 Wallis Rd., Brookline
$2,399,000
6 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73515119 MLS ⋅ 4,404 SqFt.
A turnkey investment or owner-occupant gem in Brookline’s highly sought after area.This mixed-use property features two spacious 3-bedroom residential units over a established commercial restaurant space with consistent income .Perfect for the savvy investor seeking stable yields or a homeowner looking to offset their mortgage with commercial and residential rent.This property combines classic Brookline charm with an unbeatable location and functional upgrades.Don't miss this high-performing asset.Two 1513 sq ft. residential units are fully furnished with hardwood floors, washer and dryer as well as an outdoor porch.The first floor is a family dining restaurant with a strong lease and great payment history.There is dedicated storage for all units in the basement.Plenty of recreational opportunities nearby including the newly remodeled Robinson Playground across the street.Very easy MBTA access and close proximity to the Boston medical area make this a prime location.Paved parking for 3The exterior has been newly painted and price dropped!

293 Cypress St, Brookline
$479,500
1 Beds ⋅ 1 Baths ⋅ CONTINGENT Status ⋅ 73515053 MLS ⋅ 564 SqFt.
Presenting an exceptional opportunity at 109 Winchester U:6, Brookline, MA, a meticulously maintained condominium constructed in 1920, offering 564 square feet of inviting, move-in ready living space. This residence provides a refined urban living experience. The integrated kitchen and living area are thoughtfully designed for contemporary living. The kitchen features sophisticated stone counters, seamlessly transitioning into the open-plan living room, fostering an ideal environment for both relaxation and entertaining. The bedroom is appointed with elegant hardwood flooring, contributing to a serene and comfortable private retreat. Further enhancing the property's appeal is the inclusion of a basement, providing additional functional space. Situated on the second floor, this single-story condominium offers a desirable elevated perspective. We invite you to discover the distinguished lifestyle offered by this Brookline condominium. Property is currently leased until end of August.

109 Winchester Unit 6, Brookline
$1,670,000
4 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73515030 MLS ⋅ 2,408 SqFt.
New Price! Located in the highly desirable South Brookline neighborhood, this beautifully updated 4 bedroom center-entrance Colonial offers peaceful, tree-lined surroundings with convenient access to downtown Boston, public transportation, shopping, and top schools. A generous foyer with 2 closets opens to a fireplaced living room with custom built-ins and a bright office/sunroom ideal for working from home. The chef's kitchen features quartz countertops, custom cabinetry, premium stainless appliances, and a large center island flowing into a spacious dining room. A half bath and mudroom complete the first floor. Upstairs, the primary suite includes a walk-in closet and en-suite bath, plus 3 additional bedrooms and a full bath. The partially finished lower level offers a family room, gym, and large laundry area. Central AC, mellow hardwood floors, ample off street parking and large, lush backyard with deck and paver patio complete this exceptional home!

87 Payson Rd, Brookline
$699,000
2 Beds ⋅ 1 Baths ⋅ UNDER AGREEMENT Status ⋅ 73514834 MLS ⋅ 816 SqFt.
Top Floor "PENTHOUSE" 2 Bedroom+ located in The HEART of COOLIDGE CORNER. Work from Home? Bonus Room is The Perfect Zoom Room "aka" HOME OFFICE. Records show only 816 SF... EXCELLENT LAYOUT & High Ceilings, it feels like 1000+SF! Recent 2026 updates include new kitchen countertops & new stove. Newly Refinished Hardwood Floors & freshly painted walls. Large Bedrooms, each fits a King-Size bed. Spacious Living Room with SUNNY Bay Windows overlooking Parkman Street. Professionally managed condominium building. Laundry on-site. LOW CONDO FEES, which INCLUDE Heat & Hot Water! UNBEATABLE LOCATION: Coolidge Corner & Saint Paul Street - 2 blocks MBTA Green Line Stop (C). Easy access to Fenway, Back Bay, BU, Northeastern. A+ Investment, close proximity to the Longwood Medical Longwood Area, Trader Joe’s, Restaurants, Shops.

77 Parkman Street Unit 4, Brookline
$2,950,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73514639 MLS ⋅ 2,000 SqFt.
One of Brookline's most distinctive residences, this rare 1880 Carriage House near Coolidge Corner seamlessly blends historic architecture with thoughtfully integrated modern updates. A 2022 landscape by Curbs Studio, inspired by Japanese zen gardens, features terraced granite, custom stonework, Ipê decking, integrated lighting, mature plantings, an outdoor kitchen, and fire-pit lounge. Inside, 10.5' ceilings, exposed beams, a wood-burning stove, and tall French doors create dramatic, light-filled living spaces. Four vaulted-ceiling bedrooms and 2.5 baths include two beautifully renovated bathrooms by Feinmann Inc. (2021). Recent improvements include HVAC (2024), windows, retaining wall, paint, and EV charging. A remarkable alternative to new construction, and condos, offering timeless craftsmanship and modern comfort moments from Longwood Medical Area, Fenway Park, restaurants, parks, the MBTA, the Museum of Fine Arts, Boston, the Isabella Stewart Gardner Museum, and all of Boston!

7 Stetson Street, Brookline

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