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80 Dudley Street, Brookline
$8,925,000
7 Beds ⋅ 10 Baths ⋅ 73487290 MLS
Elegance and modernity define this sunlit Chestnut Hill residence on the Reservoir, offering spacious rooms, an open layout and luxurious finishes. Minutes from Boston and recently built by a local top builder for the current owners, every detail reflects meticulous craftsmanship, state-of-the-art systems and thoughtful design. A grand staircase separates entertaining areas from private spaces and expansive windows and French doors lead outside, ideal for indoor-outdoor entertaining. A gourmet kitchen with Cesar stone/wood island and top appliances, family room, screened in porch w/ fireplace and TV and an outdoor kitchen complete the 1st level. The primary suite features a marble spa-like bath and custom dressing room. 5 additional bedroom suites complete the 2nd floor. Additional amenities include a billiards room and gym with sauna. A custom pool, poolhouse, gardens, and multiple patio and yard spaces complete the landscape - truly epitomizing luxury living in a prime location!

80 Dudley Street, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

115 Dummer St, Brookline
$8,500,000
4 Baths ⋅ 73484839 MLS
Unique Offering - Exceptional Commercial Development Opportunity in Brookline. An outstanding & versatile free-standing commercial property totaling 18,000+ sq ft, ideally situated near BU. This expansive building features 10+ on-site parking spaces, an open, flexible floor plan accommodating a wide range of commercial or creative uses. The property includes a fully equipped kitchen with a dedicated dining area. Additional highlights include 4 half baths, separate entrances, and a large drive-in studio space 48' x 48'. Inside, you’ll find multiple private offices, several conference rooms, and an impressive reception area. Located just one block from Commonwe Ave, the property offers convenient access to public transportation, shops, and restaurants, as well as close proximity to Fenway, Back Bay, I-90 (Mass Pike), and Storrow Drive. A rare opportunity to acquire a premier commercial asset in one of Brookline’s most dynamic and sought-after locations.

115 Dummer St, Brookline

Listing courtesy of Listing Agent: Shari Sklar Jacobson from Listing Office: Coldwell Banker Realty - Newton.

278 Clinton Rd, Brookline
$6,700,000
5 Beds ⋅ 7 Baths ⋅ 73508515 MLS
A masterful residence by Kenwood Builders, discreetly sited on one of Fisher Hill’s most coveted streets. This 5-bed, 6.5-bath home blends impeccable craftsmanship w/bespoke millwork & refined finishes throughout. Designed for modern living, expansive glass doors flood the main level w/light, anchored by a dramatic 2-story foyer & elegant living & dining rooms. The chef’s kitchen—complete w/a separate scullery—opens seamlessly to an inviting family room & sun-filled eat-in area, framed by walls of glass overlooking the manicured grounds. The 2nd level features a serene primary suite w/dual closets + spa bath (soaking tub + luxe shower), and 3 en-suite bedrooms. Finished lower level w/full bath offers flexibility. Highlights: elevator, oversized mudroom, 2-car garage & private guest house w/ kitchen, sitting room, loft bed & bath. Set amid exquisitely landscaped grounds w/bluestone terrace & elegant stone walls, this remarkable property offers a truly refined & serene living experience.

278 Clinton Rd, Brookline

Listing courtesy of Listing Agent: Jayne Friedberg from Listing Office: Coldwell Banker Realty - Brookline.

342 Warren St, Brookline
$6,600,000
4 Beds ⋅ 5 Baths ⋅ 73516629 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, Brookline

Listing courtesy of Listing Agent: Chamberlain Group from Listing Office: Coldwell Banker Realty - Brookline.

18 Naples Rd, Brookline
$5,000,000
5 Beds ⋅ 6 Baths ⋅ 73528174 MLS
Nestled in the heart of Coolidge Corner on one of Brookline’s most coveted tree-lined streets, this rare, fully updated home offers 5,000+ square feet, 5 bedrooms, and 6 full baths, including a primary suite worthy of a five-star hotel. The main level features a welcoming foyer, formal living room with a marble-mantled fireplace, dining room, wet bar, full bath, soaring 9+ ft ceilings, and a chef’s kitchen with top-of-the-line appliances and an oversized island. A large deck just off the kitchen is perfect for outdoor dining or relaxing after work. The second floor offers 4 spacious bedrooms and a laundry closet, while the third floor includes a 5th bedroom and full bath. The finished lower level features a home office, full bath, and laundry room. Completing the home is a detached 2-car garage with EV charging, making 18 Naples truly exceptional.

18 Naples Rd, Brookline

Listing courtesy of Listing Agent: Scott Goldsmith from Listing Office: Gibson Sotheby's International Realty.

178 Ivy Street, Brookline
$4,650,000
4 Beds ⋅ 5 Baths ⋅ 73373524 MLS
Tucked on a private road in Brookline’s coveted Cottage Farm neighborhood, this exceptional Colonial-style former carriage house underwent a 2 year renovation to the highest standards, completed in 2025. Soaring ceilings and oversized windows bathe the home in natural light and frame serene views of the surrounding gardens, yard and conservation land. The 1st floor presents a stunning open plan complete with large living and dining rooms, chef’s kitchen, breakfast room and oversized deck - for seamless indoor/outdoor entertaining. The upper level features a tranquil primary suite with 2 dressing rooms and a spa-like bath, an additional bedroom suite and laundry room. The lower level includes 2 bedroom suites (or office, gym), one of which has a private entry. Set on 0.44 acres of exquisitely landscaped grounds with direct access to Amory Park, this home offers a rare combination of luxury, privacy, and convenience—just minutes to Boston, Cambridge, shops, dining and public transit.

178 Ivy Street, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

221 Gardner Rd, Brookline
$4,625,000
5 Beds ⋅ 6 Baths ⋅ 73567713 MLS
221 Gardner Road is a beautifully designed young home offering modern living, exceptional quality, and a wonderful location in the heart of Brookline. Built in 2024 and further enhanced by the current owners, the property features extensive landscaping and thoughtfully designed outdoor spaces for everyday living and entertaining. Expansive windows bring in abundant natural light throughout the open floor plan. The spacious kitchen with a large center island flows seamlessly into the dining area and family room, with direct access to a stone patio and generous backyard. A first-floor bedroom with an en-suite bath offers flexibility for guests, family, or a home office. Upstairs, the spacious primary suite includes a spa-like bath and walk-in closet. Three additional en-suite bedrooms, a comfortable lounge area, and a laundry room complete this level. The lower level features a mudroom with direct access to the heated three-car garage with car charger. There is also the option to install an elevator servicing all floors. Ideally located close to Brookline schools, restaurants, shops, parks, and the MBTA Green Line.

221 Gardner Rd, Brookline

Listing courtesy of Listing Agent: Rachel Goldman from Listing Office: MGS Group Real Estate LTD.

3 Cleveland, Brookline
$4,600,000
5 Beds ⋅ 7 Baths ⋅ 73509230 MLS
Classic brick colonial nestled on a quaint side street in ideal Brookline location. This 4300 SQFT 5+ bedroom, 6.5 bathroom home was extensively renovated in 2021. The main level offers a custom kitchen with a large marble island, 6 burner Wolf range, & built in Thermador columns. Banquette area & breakfast bar offer ample dining options. A connected family room with gas fireplace and dual french doors out to the bluestone patio offers wonderful connectivity between indoor & outdoor living. The second floor has a primary suite w/ large custom walk-in closet & 5 piece en suite marble bath w/ steam shower. 2 spare bedrooms w/ a jack and jill bath & the third floor has 2 additional bedrooms, each with their own bath (1 ensuite) custom closets. The outdoor space is highlighted by a fully fenced in flat yard, outdoor kitchen w/ built-in gas grill & sunken hot tub. The detached 2 car garage has a finished home office/guest suite complete with a full bath, electronic murphy bed & wet bar.

3 Cleveland, Brookline

Listing courtesy of Listing Agent: Vineburgh / DiMella Team from Listing Office: Charlesgate Realty Group, llc.

38 Stedman Street Unit 38, Brookline
$4,400,000
4 Beds ⋅ 4 Baths ⋅ 73487524 MLS
Stunning 3,006 SF, 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 space with a yard and patio. A rare ground-up new construction in Brookline, finished with high-end millwork and truly custom design, built to be enjoyed for decades.

38 Stedman Street Unit 38, Brookline

Listing courtesy of Listing Agent: Nathan Klairmont from Listing Office: Concept Properties.

38 Fuller Street, Brookline
$4,368,000
6 Beds ⋅ 5 Baths ⋅ 73566334 MLS
Rarely does a pristinely renovated single family home in A+ Coolidge Corner location offer a combination of space, flexibility and functionality for long term needs, peaceful outdoor living space, abundant parking, and unlimited potential. This classic colonial has curb appeal,6 bedrooms, 4.5 baths and 4060 Sq feet finished space. 7016 sq foot lot in T5 zone. 4 levels of comfortable living with room for extended family. 90 foot driveway with wide turn around. 4 car garage plus parking for 3 additional NON tandem spaces - major bonus in Brookline. Landscape graced with beautiful cherry tree. Fenced in yard offering tranquility, unusual plantings, trees, plus fire pit for gatherings. 900 sq feet by right ADU potential development in carriage house. Also, a private entry in law/office suite or rental unit for generating income. Kitchen boasts white quartz with wonderful breakfast area, lots of storage & state of art new appliances. New tiled bathrooms. All new Lennox HVAC systems, hot water tank, and rubber roof. Multiple heating zones. Refurbished slate roof, newly painted interior, mudroom, recessed lighting, refinished hardwood flooring, updated electric, and gas fireplace. Custom sauna for well being. 2 sets of washer dryers. Every daily convenience outside your door. Close to Longwood medical, Cambridge pharma and biotech. Excellent public and private schools nearby. 3000 sq ft expansion potential. Wired ring security system. Explore diverse ethnic restaurants nearby surrounded by arts and entertainment. Easy living. Endless possibilities for this unique offering, an expansive and multigenerational home for future years of enjoyment. Area rich in history. Beautiful tree lined property and area.

38 Fuller Street, Brookline

Listing courtesy of Listing Agent: Stacey Steck from Listing Office: Gibson Sotheby's International Realty.

19 Linden Street, Brookline
$4,350,000
6 Beds ⋅ 3 Baths ⋅ 73516805 MLS
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

Listing courtesy of Listing Agent: Scott Goldsmith from Listing Office: Gibson Sotheby's International Realty.

36 Naples Rd, Brookline
$4,200,000
6 Beds ⋅ 7 Baths ⋅ 73500801 MLS
Experience modern luxury wrapped in Victorian elegance on the coveted Naples Rd in the heart of Coolidge Corner! This charming 6 bed, 6.5 bath Victorian is just steps from the highly sought-after Devotion School and minutes to the Green Line, shops, restaurants, parks, and the Longwood Medical Area. Sun-filled interiors feature 9+ ft ceilings and an open layout throughout. First floor offers a spacious living room with fireplace, dining room, family room, and an amazing kitchen with top end Thermador appliances. Luxurious primary suite with dressing room and spa-like bath sits on the second floor along with two oversized bedrooms. Walk-out lower level includes en suite bedroom, rec room, and wet bar; third floor adds two bedrooms and loft. Beautifully landscaped yard and large driveway with 2-car garage offer even greater convenience. Rare opportunity for modern family living in a premier neighborhood in a top-tier school district!

36 Naples Rd, Brookline

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.

34 Hyslop Road, Brookline
$4,125,000
5 Beds ⋅ 5 Baths ⋅ 73483265 MLS
This very special residence is beautifully sited on one of Fisher Hill’s loveliest streets. Featuring 11 rooms, 5 bedrooms, and 4.5 bathrooms, it was completely renovated by the current owner with impeccable craftsmanship and design. Soaring ceilings, skylights, and abundant windows fill the space with natural light and create a contemporary flair. Glass doors from the living area open to a lush, landscaped private yard that feels like an extension of the interior. The upper level includes four bedrooms, one of which is the luxurious primary suite. A mezzanine level offers a private guest suite with its own entrance. Additional highlights include a fireplace and a heated, direct-entry 3-car garage. Located in a premier neighborhood with convenient access to fine shops, restaurants, and all that Brookline has to offer.

34 Hyslop Road, Brookline

Listing courtesy of Listing Agent: Mona And Shari Wiener from Listing Office: Hammond Residential Real Estate.

123 Centre Street, Brookline
$4,070,000
5 Beds ⋅ 5 Baths ⋅ 73483015 MLS
Located in the heart of Coolidge Corner, this stunning Victorian-era residence has been extensively renovated inside and out, showcasing high-end materials, quality finishes, and multiple zones of heating/air-conditioning. There are ten rooms, five bedrooms, and four and one-half bathrooms. Magnificent architectural details—including graceful archways, intricate moldings, and an elegant staircase—enhance the historic character. A charming front porch leads to the main level where large principal rooms provide wonderful space for entertaining. The renovated kitchen features a large island with seating and overlooks the fenced yard. It is complemented by a butler’s pantry and a mudroom with direct access to the two-car heated garage and heated driveway with pavers. The second level has four bedrooms and two bathrooms, and the third level is a primary suite with gas fireplace, sitting area, spa-like bathroom, and walk-in closets. Finished lower level with high ceiling. Truly beautiful.

123 Centre Street, Brookline

Listing courtesy of Listing Agent: Mona And Shari Wiener from Listing Office: Hammond Residential Real Estate.

95 Babcock St, Brookline
$4,050,000
5 Beds ⋅ 5 Baths ⋅ 73516921 MLS
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

Listing courtesy of Listing Agent: Matt Montgomery Group from Listing Office: Compass.

540 Chestnut Hill Ave, Brookline
$3,875,000
5 Beds ⋅ 5 Baths ⋅ 73504708 MLS
Beautifully restored 1900s French-style residence on an acre of land in Brookline’s coveted Fisher Hill. Over 6,000 sq ft of living space featuring 5 bedrooms and 4.5 bathrooms. Inviting foyer with fireplace & custom bookshelves, an impressive great room with 15’ ceilings & fireplace, an elegant living room with period details including a fireplace, and a dining room with French doors to a stone terrace. House features a chef’s kitchen with high-end appliances and two spacious first-floor primary suites offering serene terrace views. The second floor has two bedrooms and a full bathroom. There is also a fifth bedroom with a private entrance, perfect for au pair or in-law. Four fireplaces, stone terraces, sweeping lawns, and lush landscaping complete this exceptional property, close to Brookline Reservoir, Chestnut Hill shops, Green Line public transportation, major highways & Boston.

540 Chestnut Hill Ave, Brookline

Listing courtesy of Listing Agent: The Duffy Group from Listing Office: Compass.

66 Mason Terrace, Brookline
$3,875,000
5 Beds ⋅ 5 Baths ⋅ 73484713 MLS
Located on a quiet, residential street, this spacious contemporary residence offers 6,200 sq ft of living space with 5 bedrooms and 4.5 bathrooms. Thoughtfully designed, this home balances scale and functionality across expansive, light-filled interior spaces. Kitchen opens to adjoining family, dining spaces and patio. 1st floor bedroom with en-suite bathroom. 1st floor office/music room provides flexible work or recreation space. 2nd level spacious primary suite with fireplace, luxurious bathroom including stall shower and jacuzzi, walk-in closet and balcony. Three well-sized bedrooms provide versatility for family/work space. Finished lower level with garage access, mud room, extra storage space, large recreation room, fitness room, and full bath. 3-car garage, a rarity in this urban location, heated driveway, and the property’s efficient footprint allows for a low-maintenance lifestyle without compromising interior volume. Located near all Coolidge Corner has to offer. A rare find!

66 Mason Terrace, Brookline

Listing courtesy of Listing Agent: Ezra Stillman from Listing Office: Hammond Residential Real Estate.

8 Beresford Road, Brookline
$3,800,000
5 Beds ⋅ 6 Baths ⋅ 73504747 MLS
Bright + effortlessly chic, 5 Bedroom, 5.5 Baths home w/ Garage Parking and heated plunge Pool in Chestnut Hill, Brookline nails the balance between everyday ease and elevated living and entertaining. A dramatic two-story foyer welcomes you, while the true chef’s kitchen, outfitted with custom cabinetry, premium appliances, a generous island & wetbar impresses. Living, Dining, Lounging, Indoor or Outdoor all flow seamlessly with open entries + French Doors to the Patio/Pool/Yard.Upstairs, four en-suite bedrooms create a private, well-composed retreat, anchored by a serene primary suite with a spa-worthy bath and walk-in closet. The layout keeps living at its best, wide open on the main floor with half bath, while bedrooms and office space are thoughtfully tucked upstairs. An additional en-suite bedroom, gym + game room in the fully finished basement.Outside has heated pool set within a private, manageable yard.Quiet cul-de-sac setting. Stunning, turn-key, polished finishes throughout.

8 Beresford Road, Brookline

Listing courtesy of Listing Agent: g2Team from Listing Office: Compass.

57 Monmouth, Brookline
$3,750,000
5 Beds ⋅ 4 Baths ⋅ 73501370 MLS
Exquisitely renovated 1876 townhouse showcasing top-of-the-line finishes in a prime Brookline location. Elegant entertaining spaces flow seamlessly into a stunning chef’s kitchen designed for both everyday living and sophisticated gatherings. An expansive deck overlooks a beautifully landscaped yard, creating the perfect backdrop for al fresco dining and outdoor enjoyment. A graceful staircase ascends to the second level, where a serene and luxurious primary suite awaits. The spa-inspired marble en suite bath features dual showers and a separate water closet. Adjacent to the primary bedroom is a library or home office with a fireplace, along with pocket doors leading to a dressing room and convenient laundry area. The skylit staircase continues to the third and top floor, offering three additional bedrooms and a full bath—providing flexibility. The lower level includes a half bath and a self-contained garden apartment with a private entrance. Rental Garage parking is available

57 Monmouth, Brookline

Listing courtesy of Listing Agent: Wendy Pannebaker Matthews from Listing Office: Hammond Residential Real Estate.

105 Babcock St, Brookline
$3,595,000
5 Beds ⋅ 5 Baths ⋅ 73484057 MLS
Nestled in the heart of Coolidge Corner, this lovingly maintained home offers soaring ceilings, abundant natural light, and timeless architectural charm. The open-concept floor plan is perfectly suited for both comfortable family living and effortless entertaining, while rich details and multiple fireplaces add warmth and character throughout.The spacious eat-in kitchen features granite countertops and direct access to the backyard, creating a seamless indoor-outdoor lifestyle ideal for gatherings and everyday enjoyment. The second floor includes two well-appointed bedrooms, a hall bath, laundry and a serene primary suite complete with a walk-in closet and a spa-inspired bathroom featuring a steam shower and jacuzzi tub.The third floor offers two additional charming bedrooms and a full bath, providing excellent flexibility for guests, home offices, or growing households. The finished lower level expands the living space with a versatile playroom and exercise room. Close to green line.

105 Babcock St, Brookline

Listing courtesy of Listing Agent: The Kennedy Lynch Team from Listing Office: Hammond Residential Real Estate.

12 Parkman St, Brookline
$3,450,000
13 Beds ⋅ 7 Baths ⋅ 73517577 MLS
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

Listing courtesy of Listing Agent: O'Connor & Highland from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

43 Waverly Street, Brookline
$3,350,000
4 Beds ⋅ 3 Baths ⋅ 73491355 MLS
Second Empire gem, circa 1875, in the heart of Brookline Village. Iconic french mansard roof, intricate brick coursework, monumental Hornbeam hedge, lovely rose gardens and three bricked outdoor living spaces adorn this stately home. Listed on the National Register of Historic Places. Soaring ceilings, generous light, resplendent plasterwork and mouldings, horsehair plaster and wavy glass windows throughout. Parlor complete with B&O TV opens to formal diningroom showcasing back-to-back original marble fireplaces. A designer renovation preserved original architectural details while adding modern, luxury conveniences including: all new systems, upgraded electrical, plumbing, HVAC, roofs, gutters. Chef’s kitchen has LaCornue/Meile appliances, fine marble countertops/sink and heated slab floors with an espresso/wet bar. The primary en suite features custom wardrobes, tub room and laundry. Bathrooms are Italian marble. Bonus 1000 sqft basement can add living space, in-law suite or ADU.

43 Waverly Street, Brookline

Listing courtesy of Listing Agent: Martha Huntley from Listing Office: Hammond Residential Real Estate.

14 Green Street Unit PHA, Brookline
$3,350,000
3 Beds ⋅ 4 Baths ⋅ 73482947 MLS
New ConstCoolidge Corner DREAM PENTHOUSE! Nothing compares, until NOW! 2-Car Garage & Elevator. Views SOUTH, EAST, WEST meet SUNLIGHT. Light Pours into ALL-42 FLOOR to CEILING WINDOWS in PHA. Warming Each Level across 2416 Square-Feet, 3 Bedrooms & 3.5 Bathrooms, ALL 4-CORNERS, 10-FT CEILINGS connect Glass Doors leading to 4 PRIVATE TERRACES! Peaceful & Serene. An Extension out, Blue SKY, Green TREES, Slow Peaceful Breeze Awaits. Kitchen is a Showstopper: Sub-Zero, Wolf Stove, Gas Cooking. Quartz Countertops, Cascades up the backsplash & waterfalls down ISLAND. Direct Access, 600 SF PRIVATE ROOF DECK, "Ready for Summer" with Water/Power/Gas. Perfect a Summer BBQ with Friends. Relax to Views towards Boston, enjoy Sunsets or The Iconic Brookline Landmark, Coolidge Corner Movie Theatre. "Simplified Concierge" Named Best of Boston can handle all requests 24/7 as your Personal Concierge & Handyman. Professionally Managed Building, Deeded Storage Included & Pet Friendly.

14 Green Street Unit PHA, Brookline

Listing courtesy of Listing Agent: Collin Bray from Listing Office: Century 21 Cityside.

191 Newton St, Brookline
$3,335,000
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.

43 Druce Street, Brookline
$3,285,000
5 Beds ⋅ 5 Baths ⋅ 73473454 MLS
Nestled in the heart of Fisher Hill, 43 Druce Street is a beautifully maintained Arts & Crafts Colonial that blends timeless character with modern comforts. A welcoming foyer leads to a flexible floor plan, anchored by gas-fireplaced living and dining rooms with built-in cabinetry. The kitchen is a chef’s dream, featuring premium appliances, an oversized island, and a large built-in banquet for casual dining. The second level offers three gracious en-suite bedrooms, including a primary suite, all featuring heated floors. Two additional third floor bedrooms and a full bath provide ample space for family or guests. Rich Brazilian cherry and maple floors flow throughout, with 2 zones of central air conditioning.The large, unfinished basement offers unlimited potential. Professionally landscaped, fenced-in yard and a two-car garage. Perfectly situated near the Runkle School, Brookline High, and the C and D train lines, this home truly offers the best of "urban suburban "living.

43 Druce Street, Brookline

Listing courtesy of Listing Agent: Jayne Friedberg from Listing Office: Coldwell Banker Realty - Brookline.

57 University Road Unit 3, Brookline
$3,265,000
4 Beds ⋅ 4 Baths ⋅ 73424419 MLS ⋅ ['57 University'] BLDG.
Direct elevator access into this modern penthouse duplexed home with private roof terrace! Ultra-modern luxury and chic custom design, this 4 bedroom/3.5 bath tree-top penthouse has a stunning open concept floor plan with soaring ceilings, gleaming wide-plank oak hardwood floors, and oversized windows creating walls of glass with an abundance of natural light. Take the elevator from the garage direct into this home’s oversized foyer. The designer kitchen has custom euro style cabinetry & integrated appliances, Silestone countertops w/matching backsplash, & a professional grade Miele appliance package. This home has a private 750 sqft roof terrace PLUS a separate deck adjacent to the kitchen. (2) exclusive use garage parking spaces are included in this offering. Enjoy a blend of urban amenities and neighborhood charm in this convenient location just steps from Washington Square, and close by Coolidge Corner neighborhoods.

57 University Road Unit 3, Brookline

Listing courtesy of Listing Agent: Joe DeAngelo from Listing Office: Coldwell Banker Realty - Boston.

17 Coolidge St, Brookline
$3,261,000
6 Beds ⋅ 5 Baths ⋅ 73487773 MLS
Coolidge Corner ~ This handsome 1892, six-plus bedroom, Victorian has been thoughtfully updated, blending its original architectural beauty with contemporary amenities. A lovely front porch leads to the main level featuring a gracious foyer with sitting area & grand staircase showcased by a large stained glass window, living room with fireplace, & beautifully appointed dining room with pocket doors. The well-designed kitchen, with custom cabinetry, granite counters & pantry, has access to the patio & gardens. A half bath completes this floor. The second level offers a luxurious primary suite with Juliet balcony & garden views; 3 other bedrooms; & full bathroom. The third level has 2 bedrooms, each with sitting areas & kitchenettes, & a full bathroom. The LL, with private entrance & access to the patio, offers flexible space for guests & family with full bathroom, kitchenette & home gym. 2026 driveway, 2022 roof & stove, 2021 heating. Blocks to T, restaurants, Ridley school & much more.

17 Coolidge St, Brookline

Listing courtesy of Listing Agent: Irene Kerzner from Listing Office: Hammond Residential Real Estate.

36 Osborne Rd Unit 1, Brookline
$3,239,000
4 Beds ⋅ 4 Baths ⋅ 73480317 MLS
Timeless Victorian architecture elevated by a masterfully executed, full historical renovation delivering a reimagined home w/all the modern amenities imagineable & blending the best of urban & suburban living in desirable Brookline. On coveted Osborne Rd., this 4 bed, 4 bath residence lives w/the scale & presence of a single family across ~4,100 sq ft of refined interiors blending period detail & modern design. Chef-caliber kitchen anchors w/top-of-the-line Thermador appliances, dramatic waterfall quartz island, matching backsplash, bespoke cabinetry & exceptional storage, flowing seamlessly into sunlit living/dining spaces designed for both intimate gatherings & large-scale entertaining. Main-level living room w/full bath allows future ensuite. Primary retreat delivers generous proportions, den & spa-inspired bath. Upper-level BRs provide privacy & architectural charm. Finished LL, radiant bath floors. A rare offering where historic character & modern luxury exist in perfect balance

36 Osborne Rd Unit 1, Brookline

Listing courtesy of Listing Agent: Chuck Silverston Team from Listing Office: Gibson Sotheby's International Realty.

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