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$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

$3,995,000
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

$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

$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

$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

$2,399,000
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

$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

$3,750,000
3 Beds 4 Baths ACTIVE Status 73514594 MLS 2,071 SqFt.
Experience the ultimate in convenience and craft with direct in-unit elevator access. Situated steps from Beacon Street and Coolidge Corner, this new construction, 100% electric six-unit collection showcases meticulous attention to detail and high-quality materials. Be one of the first to own and take advantage of special pre-finished pricing. Ranging from 1,350 to 2,071 SF, each residence features interiors by a professional design team, trimless lighting, and German-engineered windows.Culinary kitchens are anchored by Thermador appliances, while primary suites offer curbless steam showers and heated tile floors. Every home enjoys exclusive outdoor space, featuring either a private backyard patio or a penthouse rooftop deck with sweeping city views. Built for the future, this sustainable building offers professional-grade construction in a premier location. Discover refined urban luxury where every detail has been expertly considered.

135 Saint Paul Unit 5, Brookline

$1,650,000
3 Beds 4 Baths ACTIVE Status 73514517 MLS 2,928 SqFt.
Situated between Coolidge Corner and Washington Square, this exquisite 2,928 sq. ft. residence in a boutique, elevator building seamlessly blends luxury and convenience in the heart of Brookline. Spanning two thoughtfully designed levels, the 3-4 bedroom, 4-bathroom home features rich hardwood floors, recessed lighting, crown molding, and exposed brick throughout an open floor plan. The European-style kitchen, complete with stainless steel appliances, premium countertops, and custom cabinetry, overlooks spacious living and dining areas, perfect for both everyday life and entertaining. Two primary suites with custom closets and spa-like bathrooms, a sunlit family room, a private patio overlooking serene Griggs Park, in-unit laundry, two-zone heating and cooling, and a covered deck add to the home’s appeal. All this, just steps from Brookline’s finest dining, shops, vibrant community scene, and Green Line transit—this is more than a home; it’s a lifestyle.

1471 Beacon Street Unit 1, Brookline

$2,399,000
5 Beds 4 Baths UNDER AGREEMENT Status 73513145 MLS 3,195 SqFt.
Coolidge Corner! Tucked on a leafy, tree-lined street that feels worlds away, yet just a couple blocks from the pulse of one of Brookline’s most dynamic commercial hubs & minutes to Boston/Cambridge—this is city living with breathing room. A handsome 3-story 1910 Colonial greets you w/ a 3 season enclosed glass front porch that spills into a gracious foyer & a statement staircase. The vibe is classic with just the right edge: a cozy den lit by striking stained glass, a formal LR that flows seamlessly into an elegant DR w/ a fireplace.The butler’s pantry adds a touch of old-school charm, while the fully equipped kitchen keeps things current, complete w/ a window framing a stunning cherry tree & backyard. Upstairs, the 2nd floor offers 3 BR's, 2 BA's, & the kind of convenience that matters—laundry right where you need it. The 3rd floor flexes with 2 more BR's, an office & a full bath. Timeless, warm and well maintained-this home doesn't just check boxes, it sets the tone.

121 Thorndike Street, Brookline

$3,200,000
5 Beds 4 Baths UNDER AGREEMENT Status 73513088 MLS 3,680 SqFt.
Timeless 1890 Victorian reimagined in 2020, honoring its classic architecture with a meticulous, design-driven renovation. Spanning 3,680 SF, the layout offers flexibility—ideal for both large-scale entertaining and comfortable everyday living. Soaring ceilings, intricate moldings, large windows, pocket doors, and 3 fireplaces define the space. A spacious foyer with fireplace and Palladian windows connects the main living areas. The front-to-back living room features built-ins and fireplace, while the formal dining room is perfect for gatherings. The renovated kitchen offers a vaulted ceiling, custom cabinetry, premium appliances, antique island, and eat-in area. A half bath completes the level. Upstairs includes a serene primary suite with fireplace and spa-like bath, plus two bedrooms, full bath, and office. The third floor offers two bedrooms, office, full bath, laundry, skylights, and skyline views. Ideally located near Coolidge Corner, Washington Square, and Driscoll School.

80 Mason Terrace, Brookline

$3,200,000
5 Beds 4 Baths UNDER AGREEMENT Status 73513089 MLS 3,680 SqFt.
Timeless 1890 Victorian reimagined in 2020, honoring its classic architecture with a meticulous, design-driven renovation. Spanning 3,680 SF, the layout offers flexibility—ideal for both large-scale entertaining and comfortable everyday living. Soaring ceilings, intricate moldings, large windows, pocket doors, and 3 fireplaces define the space. A spacious foyer with fireplace and Palladian windows connects the main living areas. The front-to-back living room features built-ins and fireplace, while the formal dining room is perfect for gatherings. The renovated kitchen offers a vaulted ceiling, custom cabinetry, premium appliances, antique island, and eat-in area. A half bath completes the level. Upstairs includes a serene primary suite with fireplace and spa-like bath, plus two bedrooms, full bath, and office. The third floor offers two bedrooms, office, full bath, laundry, skylights, and skyline views. Ideally located near Coolidge Corner, Washington Square, and Driscoll School.

80 Mason Terrace Unit 80, Brookline

$979,000
2 Beds 2 Baths ACTIVE Status 73512522 MLS 1,350 SqFt.
1,350 SF single-level condo in a 2012 low-rise building (27 units total) in Chestnut Hill, Brookline. Features an open-concept living/dining footprint with hardwood floors, new recessed lighting, and private balcony. Gourmet kitchen features granite countertops, breakfast bar, pantry, and stainless steel appliances. The primary suite includes box-bay windows, a walk-in closet, and an attached double-vanity tiled bath. A generous second bedroom sits adjacent to the second full tiled tub bath. Features individual central air, forced hot air gas heating. Includes 1 assigned garage parking space. Building amenities: elevator, and fitness center. Fixed $616/mo HOA covers water, sewer, master insurance, snow removal, and grounds maintenance. Premier location paces from shopping and dining at The Street & Chestnut Hill Mall, local conservation trails, and T-Station commuting.

321 Hammond Pond Pkwy Unit 103, Brookline

$949,000
2 Beds 1 Baths UNDER AGREEMENT Status 73512398 MLS 1,157 SqFt.
A one of one in Brookline – immerse yourself in this sun-filled penthouse that seamlessly blends timeless character with modern luxury. Upon entering, one is instantly impressed by the ultra-high ceilings, grand staircase, exposed brick wall, and modern lighting fixture. The open-concept layout provides a spacious living, dining, and kitchen area. The fully renovated kitchen features an oversized island, stainless steel appliances, quartz countertops, and a wine fridge. The recently renovated bathroom features an oversized steam shower, timeless vanity, and in-unit laundry. The two bedrooms offer custom closets, high ceilings, and storage space. A private roof deck—complete with water, electricity, and built-in furniture—provides an exceptional outdoor retreat with panoramic views of the city. Additional highlights include one direct off-street parking space and hardwood floors throughout. This pet-friendly, professionally managed building will appeal to the most discern.

1778 Beacon St Unit 302, Brookline

$3,295,000
7 Beds 5 Baths ACTIVE Status 73511269 MLS 4,493 SqFt.
Rarely does a property of this scale, flexibilty & caliber become available in such a premier Brookline location. Unlock high-yield investment potential or exceptional multi-generational living at 100 Beals Street. Set on a picturesque street in the heart of Coolidge Corner, this stately two-family residence showcases Brookline's architectural soul, offering the elusive combination of historic character & updated infrastructure w/high efficiency minisplits. Move-in ready, yet a magnificent canvas for those looking to create a high-end masterpiece. Unit 1: 3BR, 2BA, LR, DR, E-I-K, Foyer. Unit 2: 4BR, 3BA, LR, DR, E-I-K, Sunroom, Offices, Foyer. Savor Coolidge Corners best ~ from artisan bakeries, restaurants, cafes, vibrant shops & boutiques to the Coolidge Corner Theater to world-class Longwood Medical Area & the JFK Birthplace National Historic Site. Steps to Green Line (B and C) & convenient routes to Cambridge, Harvard Sq. & downtown Boston via Storrow Dr. Rare parking for 4-5 cars.

100 Beals Street, Brookline

$1,799,999
3 Beds 2 Baths UNDER AGREEMENT Status 73511214 MLS 1,898 SqFt.
Gracefully set within a distinguished Coolidge Corner building, this elegant floor-through residence masterfully combines modern updates with architectural detail. Encompassing 1,898 square feet, the interior is accented by soaring ceilings, gleaming hardwood floors, refined finishes, and an open floor plan - ideal for both intimate and grand entertaining. The Poggenpohl-designed chef’s kitchen is a standout, beautifully appointed with premium appliances and sleek engineered stone countertops. The home offers three well proportioned bedrooms featuring custom-built closets, two impeccably finished full bathrooms,an office and a porch. Additional conveniences include in-unit washer and dryer, central air conditioning, and dedicated storage. Two tandem parking spaces are located directly behind the building. This property is within the Lawrence School district and moments from vibrant village shops and dining, the C & D MBTA lines, the Longwood Medical Area, and downtown Boston.

14 Marshal Street Unit 1, Brookline

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