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$3,948,000
4 Beds ⋅ 4 Baths ⋅ 73556250 MLS
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

Listing courtesy of Listing Agent: Nathan Klairmont from Listing Office: Concept Properties.
$3,549,000
3 Beds ⋅ 3 Baths ⋅ 73551384 MLS ⋅ ['80onvernon'] BLDG.
Welcome to 80onVernon, a boutique collection of 8 new luxury condominiums in Brookline’s Coolidge Corner. Each home offers 3 bedrooms, modern finishes, garage parking, and private outdoor spaces. This unit features 2 garage parking spaces, 2 balconies, a den, and a direct access elevator. The building’s sleek exterior, oversized windows, and glass balconies maximize light and park views. Residents enjoy a stylish lobby with secure mail and package areas. Interiors feature 9-foot ceilings, floor-to-ceiling Drutex windows, open living spaces with fireplaces, and kitchens with waterfall-edge stone countertops, Dell Anno cabinetry, and Thermador appliances. Wood accents and designer lighting add warmth and sophistication. Located steps from Saint Mark’s Park, the Coolidge Corner Theatre, Trader Joe’s, and acclaimed restaurants, plus the MBTA Green Line for direct Boston access, 80onVernon blends modern design, everyday convenience, and community charm. Expected delivery late summer 2026.

80 Vernon Unit 2B, Brookline

Listing courtesy of Listing Agent: Todd Glaskin from Listing Office: Coldwell Banker Realty - Newton.
$3,175,000
3 Beds ⋅ 3 Baths ⋅ 73536641 MLS ⋅ ['80onvernon'] BLDG.
With construction now approaching completion this summer, welcome to 80onVernon, a boutique collection of 8 new luxury condominiums in Brookline’s Coolidge Corner. This penthouse unit features incredible outdoor space - both an expansive front park-view balcony and one of the most stunning private roofdecks in Greater Boston with views galore. The building’s sleek exterior, oversized windows, and glass balconies maximize light and park views. Interiors feature 9-foot ceilings, floor-to-ceiling Drutex windows, open living space with fireplace, and chef's kitchen with waterfall-edge stone countertops, Dell Anno cabinetry, and Thermador appliances. Wood accents and designer lighting add warmth and sophistication. Located steps from Saint Mark’s Park, the Coolidge Corner Theatre, Trader Joe’s, and acclaimed restaurants, plus the MBTA Green Line for direct Boston access, 80onVernon blends modern design, everyday convenience, and community charm.

80 Vernon Unit Unit PH #B, Brookline

Listing courtesy of Listing Agent: Tina Sachs from Listing Office: Coldwell Banker Realty - Newton.
$3,000,000
4 Beds ⋅ 5 Baths ⋅ 73536119 MLS
This sun-drenched, thoughtfully designed home offers true single-family-style living with over 3,800 sq ft. The main level features an open-concept entertaining floor with a grand marble fireplace, reading bay, chef’s kitchen with custom cabinetry, stone countertops, and an oversized marble island. The formal dining area is framed by a wall of windows and custom built-ins. The bedroom level includes two generous bedrooms, a full bath, laundry, and a primary suite with a walk-in closet, private deck, and European-inspired bath. The penthouse level offers a family/media room with private sundeck and a grand primary suite with a five-fixture spa bath, soaring 15-foot cupola, and airy sleeping and reading spaces. The garden level features a large family room with custom built-ins designed with entertaining in mind, full bath, direct garage access, and private entrance, with potential to convert to an au pair suite. An expansive fenced-in yard offers the perfect setting for gatherings.

84 Westbourne Terrace Unit 84, Brookline

Listing courtesy of Listing Agent: Post Advisory Group from Listing Office: Engel & Volkers Boston.
$3,000,000
4 Beds ⋅ 5 Baths ⋅ 73533889 MLS
This sun-drenched, thoughtfully designed home offers true single-family-style living with over 3,800 sq ft. The main level features an open-concept entertaining floor with a grand marble fireplace, reading bay, chef’s kitchen with custom cabinetry, stone countertops, and an oversized marble island. The formal dining area is framed by a wall of windows and custom built-ins. The bedroom level includes two generous bedrooms, a full bath, laundry, and a primary suite with a walk-in closet, private deck, and European-inspired bath. The penthouse level offers a family/media room with private sundeck and a grand primary suite with a five-fixture spa bath, soaring 15-foot cupola, and airy sleeping and reading spaces. The garden level features a large family room with custom built-ins designed with entertaining in mind, full bath, direct garage access, and private entrance, with potential to convert to an au pair suite. An expansive fenced-in yard offers the perfect setting for gatherings.

84 Westbourne Terrace Unit 84, Brookline

Listing courtesy of Listing Agent: Post Advisory Group from Listing Office: Engel & Volkers Boston.
$3,000,000
3 Beds ⋅ 4 Baths ⋅ 73528964 MLS ⋅ ['The Marquee'] BLDG.
Welcome to The Marquee of Brookline! A refined Parisian-Inspired residence designed for those seeking the sophistication of city living without sacrificing the comfort and scale of the suburbs. This exceptional home blends timeless elegance with modern functionality, showcasing curated European finishes, bespoke kitchen, 3.5 baths & artisan details from custom doors & floor to ceiling windows to heirloom-quality hardware built to endure for generations. Private Elevator opens directly into the residence, revealing an expansive open layout filled with natural light through dramatic floor-to-ceiling window-scapes. Generous closet space, private storage, and 3.5 luxurious baths, thoughtfully designed for elevated everyday living. Entertain effortlessly on the extraordinary 300+ sq ft private terrace, ideal for seamless indoor-outdoor gatherings. Complete with 2 garage parking spaces and moments to Coolidge Corner, Brookline Village, Washington Square, Longwood, and Boston, this is luxury

32 Auburn Street Unit 1, Brookline

Listing courtesy of Listing Agent: from Listing Office: Block Realty.
$3,399,000
9 Beds ⋅ 7 Baths ⋅ 73527701 MLS
Brookline’s prestigious Chestnut Hill neighborhood and within one of the town’s top-rated school districts, this 1899 estate seamlessly combines timeless architecture with a full modern renovation. The home offers 6,292 square feet of refined living space across three finished levels, featuring nine bedrooms, four full and three half baths, and two well-appointed kitchens ideal for entertaining or multi-generational living. Newly updated interiors blend classic charm with contemporary finishes, while balconies overlook beautifully landscaped grounds that provide exceptional privacy. A rare opportunity to own a historic Brookline residence perfectly renewed for today’s lifestyle.

476 Heath Street, Brookline

Listing courtesy of Listing Agent: Andrew Haddad from Listing Office: Northeast Development & Investment, Inc..
$3,295,000
4 Beds ⋅ 5 Baths ⋅ 73526507 MLS
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, Brookline

Listing courtesy of Listing Agent: The Bushari Team Compass from Listing Office: Compass.
$3,948,000
4 Beds ⋅ 4 Baths ⋅ 73518363 MLS
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

Listing courtesy of Listing Agent: Nathan Klairmont from Listing Office: Concept Properties.
$3,995,000
5 Beds ⋅ 5 Baths ⋅ 73517349 MLS
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

Listing courtesy of Listing Agent: Friedler / Marchant Living Group from Listing Office: Hammond Residential Real Estate.
$3,395,000
3 Beds ⋅ 3 Baths ⋅ 73516709 MLS
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

Listing courtesy of Listing Agent: Matias Carrasco from Listing Office: Concept Properties.
$3,295,000
4 Beds ⋅ 5 Baths ⋅ 73516451 MLS
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

Listing courtesy of Listing Agent: The Bushari Team Compass from Listing Office: Compass.
$3,750,000
3 Beds ⋅ 4 Baths ⋅ 73514594 MLS
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

Listing courtesy of Listing Agent: Michael T. Forde from Listing Office: Helm Residential LLC.
$3,295,000
7 Beds ⋅ 5 Baths ⋅ 73511269 MLS
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

Listing courtesy of Listing Agent: Jennifer Schneider from Listing Office: Century 21 Elite Realty.
$3,295,000
5 Beds ⋅ 3 Baths ⋅ 73508555 MLS
Set on .92AC in Brookline’s Estate area, this 5BD, 3BA home was ahead of its time. Built in 1850 as the carriage barn of the Old Greenhill Estate, it was converted to a single-family and extensively reimagined with open living spaces, expansive glass, and a strong connection to the landscape. 2,834SF home enjoys southwest light throughout, with long sight lines to the outdoors & rooms that feel distinct yet flow naturally together. Oversized windows & glass doors open to backyard. Kitchen connects to the dining area w/ fireplace, while a family room with built-ins & a vaulted living room with 2nd fireplace offer flexible gathering spaces. 2 main-level bedrooms and a full bath add versatility. 2nd floor offers primary suite w/ treetop views and en-suite bath. 2 add’l bedrooms, full bath, and laundry complete 2nd floor. LL w/ mudroom, storage, & access to 2-car garage. Outside, mature trees, open lawns, seasonal gardens, and privacy create a rare setting just minutes from Boston.

185 Warren Street, Brookline

Listing courtesy of Listing Agent: Hilary Maddox Team from Listing Office: Compass.
$3,950,000
4 Beds ⋅ 5 Baths ⋅ 73505387 MLS
Direct and unbeatable water views of the 32-acre Brookline Reservoir Park. This one-of-a-kind sun-drenched contemporary home features spectacular scenic water and park views, decent upscale neighborhood and yet super convenience to city life. It is with a slate roof has a regal and elegant presence with a mahogany double-door main entrance. The light-color maple flooring throughout gives this home a soothing and pleasant ambiance. There are 3 master suites all with custom walk-in California closets, academic study areas and beautifully renovated and appointed bathrooms. The custom Poggenpohl kitchen is sleek and features all the bells & whistles to meet today's high end chef's standards. The floor plan is flexible allowing for easy living and entertaining. Special features also include a security system & a hydro-air Buderus boiler. Upon entering this house, you feel transported to a Zen peaceful sanctuary. Fabulous location, easy access to all that Brookline and Boston has to offer.

75 Lee Street, Brookline

Listing courtesy of Listing Agent: Weidong Li from Listing Office: WINN Real Estate & Consulting.
$3,295,000
7 Beds ⋅ 5 Baths ⋅ 73505099 MLS
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

Listing courtesy of Listing Agent: Jennifer Schneider from Listing Office: Century 21 Elite Realty.
$3,495,000
4 Beds ⋅ 4 Baths ⋅ 73504649 MLS
Ideally situated near The Country Club, this exceptional 10-room, 4-bedroom, 3.5-bath residence offers the warmth and character of a private Vermont retreat in one of Brookline’s most coveted neighborhoods. Set back from the road behind a circular driveway, the home is surrounded by mature landscaping, creating exceptional privacy and a true sense of escape. A welcoming slate foyer leads to gracious living spaces highlighted by two impressive wood-burning fireplaces. The renovated kitchen opens to a spacious family room, while the elegant front-to-back living room features a fireplace and built-in bar, ideal for entertaining. The thoughtfully converted two-car garage serves as a dedicated wellness retreat, perfect for a gym, studio, or private sanctuary, with a versatile great room above. Outdoor amenities include a pool, sport court, patio, and fire pit, offering year-round enjoyment. Conveniently located near Allandale Farm, Dexter Southfield, The Park School, and The British School

191 Newton St, Brookline

Listing courtesy of Listing Agent: Eileen Strong O Boy from Listing Office: Hammond Residential Real Estate.
$3,100,000
4 Beds ⋅ 4 Baths ⋅ 73493723 MLS
Price to SELL: Newly renovated 3,250+ SF residence delivers sweeping skyline views from Cambridge to Back Bay, four private outdoor spaces, and the scale of a single-family home. The expansive second floor main living level includes 3 bedrooms, 2.5 baths, a central kitchen perfect for entertaining, formal dining room, large living room, office, laundry, and two balconies. The private upper-level primary suite features a sitting room with wet bar and a spectacular roof deck with gas BBQ connections. Direct entry from two attached garage parking spaces (wired for EV) and accessed from a private mudroom. Outdoor space includes exclusive-use 470+/- SF yard. . Exceptional design, premium finishes, and modern convenience in one of Brookline’s most sought-after location. Plans and engineering to add elevator shaft and elevator addition available.

197 Winchester Street Unit 1, Brookline

Listing courtesy of Listing Agent: Jason Gell from Listing Office: RE/MAX On the Charles.
$3,390,000
5 Beds ⋅ 4 Baths ⋅ 73484859 MLS
Ideally situated on a private cul-de-sac in Chestnut Hill, this stunning architectural gem offers timeless elegance & modern luxury. Just minutes to the T, restaurants, coffee shops, & shopping, it boasts unobstructed park views from a Bluestone patio with a luxury outdoor kitchen and 8' gas fireplace perfect for entertaining. Inside, enjoy a sauna, home gym, wine cellar, billiards room, & a richly paneled library.First floor offers a radiant living room with fireplace and detailed moldings, a sunroom with three exposures, & a formal dining room with bay windows, original paneling, and wood-burning fireplace.The chef’s kitchen impresses with custom cabinetry and top-of-the-line appliances. Upstairs, the expansive primary suite features a gas fireplace, walk-in closet, and marble bath.Two additional large bedrooms, full bath, office, and laundry complete the second level.The third floor includes a media room, two bedrooms, and a playroom.Heated driveway & luxury systems throughout.

460 Heath Street, Brookline

Listing courtesy of Listing Agent: Samantha Stumpo from Listing Office: Serhant.
$3,750,000
3 Beds ⋅ 4 Baths ⋅ 73481377 MLS
Location, Location, Location! 41,000+ square feet of land! Great opportunity to live in this unique contemporary home, add on or build your dream home on this site! The current home features 4 levels of living space with windows galore, many opening to patios, decks or balconies. 3 ensuite-bedrooms, 3 full and 1 half bath. The home offers 3 fireplaces adding warmth and a comforting glow. The kitchen is the heart of the home with generous center island, walls of glass and windowed alcove for dining as well as a spacious desk area. There is a large home office, that makes working from home a pleasure. The office could double as a 4th bedroom. Cool upper level loft serves as a meditation space with fireplace and balcony! Great walls for art and the hallways are truly galleries. Such fabulous spaces inside and out for entertaining. Updated systems. Lovely grounds. Spacious 2-car garage with ample storage.

331 Heath Street, Brookline

Listing courtesy of Listing Agent: Bobby Morgenstern from Listing Office: Gibson Sotheby's International Realty.
$3,400,000
73471109 MLS
Dream Development Opportunity - APPROVALS in place! - to Create 6 Luxury Condos in AAA Brookline location Attention Developers! Rarely available prime development opportunity in the absolute heart of Brookline Village, near the MBTA Green Line, and Brookline's best schools, shops, and restaurants, plus the Longwood Medical Area. Approvals in hand to create six luxury condos with an elevator, covered parking, and ideal sizes and layouts. A dream opportunity to create luxury condos in one of the strongest condo markets in the country with numbers that work. Marketing package including approved plans available for buyer review. No representations made, buyer to do due diligence.

370 Washington St, Brookline

Listing courtesy of Listing Agent: Todd Glaskin from Listing Office: Coldwell Banker Realty - Newton.

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