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$1,349,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73530754 MLS ⋅ 2,012 SqFt.
Beautiful Washington Square. ! Set back from the street is 63 Winthrop road #1. Gardens in the front of the house and perennial gardens in the back. A very warm and welcoming home. French doors in the living room lead out to your private terrace. A stunning wood burning fireplace w lovely imported marble sets the stage for comfort and ambiance. A full size dinning room leading to an EIK with lovely views. 2 beds on the !st floor w/full bath and tree top views.. Garden level features un limited possibilities. A suite of rooms w/full bath and direct access to your private brick patio. Hardwood floors though out. .Southern exposure gives great light through out.Vibrant Washington Square is the place to be, with its great restaurants ,the C and the D train , 2 markets, parks & lots more to offer .WE ARE UAG

63 Winthrop Road Unit 1, Brookline
$2,199,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73529380 MLS ⋅ 3,615 SqFt.
Welcome home to this impeccably maintained 4BR English Tudor offering the perfect blend of historic charm and modern updates. Set back on a lush 0.43-acre lot, enjoy panoramic views of the Brookline Golf Course directly across the street. This property is entirely turn-key for today’s active family, featuring an expansive 12-room layout with soaring ceilings, a sunlit family room, and central A/C. Outdoor living shines with a classic screened porch and a private brick patio nestled in an oversized, professionally landscaped yard. Situated in a premier neighborhood steps from the acclaimed Baker School (K-8), local shopping at Putterham Circle, and an effortless commute to Longwood Medical Center and downtown Boston. Move right in and enjoy the quintessential Brookline lifestyle!

518 Newton St, Brookline
$1,949,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73529303 MLS ⋅ 2,210 SqFt.
Exceptional condo in the heart of Coolidge Corner with classic Brookline architecture. Spanning 2,210 sqft on one level, this sunlit corner unit offers the scale of a single-family home with the ease of condo living. A gracious entry foyer sets the tone with a moody powder room and ample space to welcome guests. The oversized living spaces unfold seamlessly including a sprawling living room with custom built-ins, elegant dining room, and an expansive eat-in kitchen thoughtfully designed with marble counters, gas cooking, Sub-Zero refrigeration, double ovens, wine fridge, cork flooring, and a custom banquette. The functional floor plan offers four spacious bedrooms, including a serene primary suite with dual vanities and a spa-inspired shower. Three additional bedrooms share a beautifully renovated full bath, providing flexibility for guests, home offices, or additional living space. Perfectly positioned just blocks to restaurants, playgrounds, public transit and Longwood Medical.

123 Saint Paul St Unit 1, Brookline
$3,000,000
3 Beds ⋅ 4 Baths ⋅ CONTINGENT Status ⋅ 73528964 MLS ⋅ 1,704 SqFt.
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
$5,250,000
5 Beds ⋅ 6 Baths ⋅ UNDER AGREEMENT Status ⋅ 73528174 MLS ⋅ 5,198 SqFt.
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
$1,850,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73527992 MLS ⋅ 2,460 SqFt.
NO HOA fees.Unique corner townhouse-single family, offering four bedrooms across four sun-filled levels and a Private Patio. Wall-to-wall sliders open to composite decks, filling the home with natural light and showcasing panoramic treetop and sky views. Behind its classic brick exterior, discover a spacious interior with a true wow factor. The kitchen features stainless steel appliances, an induction range, French door refrigerator, and granite countertops. Custom built-ins and generous closets provide huge amount of storage, while Mitsubishi mini-split heat pumps in every room ensure year-round comfort. Lower-level bedrooms offer private walk-out access—ideal for guests or flexible living. Nestled on a picturesque, tree-lined street that blends historic charm with modern design, this home is steps away from the C & D Lines T, grocery stores and restaurants. Enjoy tranquility, style, and urban convenience in one of the area’s most sought-after neighborhood!

184 Rawson Rd Unit 184, Brookline
$3,399,000
9 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 73527701 MLS ⋅ 6,292 SqFt.
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
$8,200,000
6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 73526856 MLS ⋅ 9,301 SqFt.
Set on over 1.2 acres with a 1.62-acre experience via a neighboring easement, this exceptional Chestnut Hill estate offers a tranquil oasis on one of the area’s most coveted and secluded streets. Originally built in 1900 and thoughtfully renovated over time, the residence spans more than 9,300 square feet with six bedrooms, six full bathrooms, and three half bathrooms. Its richly detailed living spaces were designed for both elegant entertaining and everyday comfort. Gracious formal rooms, soaring ceilings, and exquisite millwork overlook beautifully landscaped grounds featuring a heated, in-ground pool, a basketball court, and ample parking. Once home to Alvan T. Fuller, the 50th Governor of Massachusetts, the property carries remarkable historic provenance. The grounds were originally designed by Frederick Law Olmsted, further contributing to the property’s timeless character. This is a rare opportunity to own a historic estate of this scale in an unbeatable location.

40 Singletree Rd, Brookline
$3,295,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73526507 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, Brookline
$1,395,000
ACTIVE Status ⋅ 73524953 MLS ⋅ 1,400 SqFt.
A rare opportunity to acquire a fully built-out, ~1,400 SF commercial office condominium with deeded parking space in the heart of Greater Boston’s most established medical and professional corridors. The floorplan flows from a reception/business area with bay windows, leading to a private consultation office with exposed brick. Two restrooms sit just beyond. A central corridor connects to the clinical wing, featuring three exam rooms, imaging room, sterilization suite, and lab. A staff lounge completes the suite. The space has been comprehensively built out as a medical suite and is currently configured as a modern dental practice offered with a strong in-place tenant, making it equally compelling for an investor seeking stable triple-net income or an established practitioner positioning for a future flagship location. Every detail reflects a considered design sensibility. The result is a polished, immediately operational environment that would be difficult and costly to replicate.

1051 Beacon St Unit 306, Brookline
$2,295,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73524730 MLS ⋅ 2,663 SqFt.
A breathtaking, gut-renovated luxury condominium in the coveted heart of Coolidge Corner. This stunning, sun-drenched residence showcases an expansive open-concept layout, soaring ceilings, and exceptional architectural detail throughout. The sleek, state-of-the-art chef’s kitchen features top-of-the-line appliances, custom cabinetry, and premium finishes—perfect for both everyday living and elegant entertaining. Four generously sized bedrooms and three and a half beautifully designed baths complete this sophisticated urban retreat, offering the ultimate blend of modern luxury, style, and comfort. There is a large patio off the kitchen for private entertaining. Also included are laundry hook ups in the unit and two outside spaces. Very close to public transportation and shopping.

116 Thorndike St Unit 1A, Brookline
$4,350,000
7 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73524665 MLS ⋅ 6,227 SqFt.
Grand Queen Anne Victorian Home, formerly of the Weber Estate, nestled in a meticulously appointed British Garden with nearby urban and natural amenities. Through an expansive entertainment hall with comfortable living and dining rooms, stained glass windows of intriguing colors and shapes guide you through the home, creating a jeweled ribbon up the main staircase to the family rooms. The amount of original detailing maintained over the generations offers clear personalization of timeless designs, while allowing for the introduction of modern amenities. A prominent exposure floods the house with light and delight all day. The outdoor grounds reflect a curated effort to do justice to such a period estate, featuring spring flowering beds and sitting patios that usher in a summer of full, mature trees accompanying dahlias, delphiniums and hollyhocks, as well as vegetable patches that make room for perennials to create a wonderful private park.

269 Kent St, Brookline
$2,749,999
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73523918 MLS ⋅ 4,585 SqFt.
Luxury Living in Chestnut Hill, Brookline. Spacious 5-bedroom home designed for extended families, aging parents, or long-term guests. Four bedrooms feature private en suite bathrooms, offering comfort and privacy throughout. Two bedrooms are conveniently located on the main level, while two upstairs bedrooms feature skylights filled with natural light. An additional lower-level bedroom creates flexible living options. Enjoy a warm family room with a fireplace, plus a finished lower level complete with a second fireplace, a kitchenette, and flexible space perfect for a family room, theater room, game room, or private guest retreat. Step outside to your private inground pool and enjoy peaceful surroundings near the renowned Brookline Golf Course. Complete with a 2-car garage and close proximity to Boston, medical centers, shopping, dining, and major routes, this home blends luxury, flexibility, convenience, and multigenerational living in the heart of Chestnut Hill.

171 Shaw Rd, Brookline
$1,499,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73522343 MLS ⋅ 1,074 SqFt.
Afternoon light fills this home from midday on, catching the marble countertops and settling into the ten foot ceilings that give every room an open, airy feel. A private Juliette balcony brings in fresh air right off the living space.Set right at Station and Kent, the location puts Brookline Village's cafes and boutiques outside the door, with Longwood Medical and the Green Line close by. New construction like this is genuinely rare in Brookline, where opportunities like this do not come along often.Garage parking is included, with an additional space available for purchase, a real convenience in this part of town. This one is a true rare find, a charming, move in ready home with an elevated feel from the moment you arrive! For a limited time, the seller is offering a 2-1 rate buydown, lowering the payment for the first two years of ownership, a wonderful way to ease into ownership!

58 Kent Unit 403, Brookline
$1,548,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73522100 MLS ⋅ 1,889 SqFt.
Welcome to The Grand. Situated at the top of Brookline's Corey Hill with breathtaking views of the Boston skyline, this building features a concierge, elevator, pool, garage parking and a private roof deck and cabana with spectacular views ideal for hours of outdoor entertainment. The first floor of this wonderful duplex features a private fenced in yard off the large primary suite, a second bedroom and a full bath along with the in-unit laundry area. The 2nd level features on open floor plan with a spacious sun drenched living room and dining room with oversized windows and 10+ foot ceilings. Completing this level is a custom eat in kitchen with stainless steel appliances and quartz counters, an office, den or 3rd bedroom, a powder room and a private balcony. Close to shops, restaurants, schools, public transportation, house of worships and so much more! An incredible opportunity to live in this sought after Brookline neighborhood. This home is a true gem!

227 Summit Unit W207, Brookline
$2,595,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73521762 MLS ⋅ 2,843 SqFt.
Experience refined single-level living in this elegant 2-bedroom, 3-bath residence at Longyear at Fisher Hill, an exclusive gated community on the former Longyear Museum estate. Spanning 2,843 SF, this sun-filled condominium offers beautifully designed living spaces with hardwood floors throughout, an expansive fireplaced living room, formal dining room, adjoining library, and a private terrace accessible from both the kitchen and dining room. A versatile family room adds flexibility for everyday living or entertaining. Additional features include in-unit laundry, central air, two garage parking spaces, and private storage. Residents enjoy premier amenities including a swimming pool, fitness center, and gated security. Ideally located near Fisher Hill Reservoir, the Longwood Medical Area, parks, shops, and dining.

120 Seaver St Unit B204, Brookline
$1,295,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73521382 MLS ⋅ 1,978 SqFt.
Located in the heart of Coolidge Corner within an elegant Classical Revival building, this distinguished floor-through duplex residence offers soaring ceilings, oversized windows, and sophisticated moldings throughout. A gracious foyer with custom built-ins leads to the formal living and dining rooms, featuring elegant wainscoting and built-in display cabinetry—ideal for entertaining.The kitchen is equipped with butcher block countertops, double sinks, dual dishwashers, and a pantry for additional storage. Three spacious bedrooms, one and a half baths, and a sunroom overlooking the exceptional backyard complete the main level.The walk out lower level offers a den, office, full bath, screened porch, and expansive unfinished storage space with tremendous potential. Rare, peaceful exclusive use backyard oasis. Exceptional location moments to shops, restaurants, public transportation, Longwood Medical, Boston, and Cambridge.

61 Longwood Ave Unit 1, Brookline
$1,299,000
2 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73521117 MLS ⋅ 1,514 SqFt.
Stunning condo now available at Hammond Pond Place! 2 bedrooms, 2.5 two bath home located within walking distance to The Street, Chestnut Hill's premier shopping area with upscale retail, restaurants & wine bars. Conveniently, located near the Green line. This home features an open floor plan, hardwood floors throughout, custom closets and a spacious dining room! The kitchen features stainless steel appliances, quartz counters, a spacious breakfast bar and upgraded cabinetry. The primary bedroom has an en-suite bath with marble walk-in shower and marble top double vanity. Guest bedroom and 2nd full bath with designer tile and bathtub/shower combo. In addition to the two full bathrooms, there is a private half bathroom for guests. This condo comes with two garage parking spaces next to one another and a large storage space. There is a fully equipped fitness center onsite. This home has in unit laundry, and features a private outdoor terrace. Pet friendly building with elevator.

321 Hammond Pond Parkway Unit 201, Brookline
$4,998,500
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73520842 MLS ⋅ 6,790 SqFt.
Nestled on a private 0.92-acre lot in the prestigious Chestnut Hill neighborhood, this exceptional custom-designed Mid-Century Modern ranch, inspired by the timeless architecture of Frank Lloyd Wright, offers a rare blend of sophistication, privacy, and seamless indoor-outdoor living. Thoughtfully designed with gracious proportions and walls of glass, the home is filled with natural light and overlooks beautifully landscaped grounds. A spectacular four-season breakfast room with four skylights complements the chef’s kitchen featuring top-of-the-line appliances, three ovens, two dishwashers, and custom cabinetry. The luxurious primary suite serves as a private sanctuary with dual showers and vanities, smart toilets, separate dressing areas, a soaking tub, and an attached office/library. The versatile lower level offers excellent potential for an in-law suite. Sliding glass doors line the rear of the home, opening to a serene outdoor retreat with an elegant patio and heated pool. Superb

9 Singletree Rd, Brookline
$3,850,000
3 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73520163 MLS ⋅ 2,575 SqFt.
Introducing "Celeste" @71 Green Street, Coolidge Corner. Arriving Fall 2026, Brand New Construction, 3 Distinctive Luxury Homes. Award-Winning Design-Build Team: Quantum Leap Construction, Sousa Design Architects, DOCA Boston Custom Kitchen Designs. Each Home offers Direct Elevator Access & 2 Garage Parking Spaces. Unit #2: Second Floor Condo featuring 2,575 Square Feet Living across One-Level. 3 bedrooms+ home office & 3.5 bathrooms. Elegant Quality meets Timeless Luxury. Premier Coolidge Corner location, steps away from Shopping, Restaurants, Parks, Schools, Hospitals. Welcome to 71 Green Street, Brookline's Newest Premier Boutique Building.

71 Green Street Unit 2, Brookline
$1,998,000
ACTIVE Status ⋅ 73519812 MLS
**Call for Offers this week - Now vacant and easy to show.** Rarest of rare spacious 3-family home in prime Chestnut Hill location in Brookline, across from the Longwood Cricket Club and just moments to the MBTA Green Line and the premier shopping and dining at The Street at Chestnut Hill. Each unit offers a spacious three-bedroom layout with formal living and dining rooms and spacious kitchens, providing classic charm and generous living space. Enjoy front and rear porches for each unit, along with a fenced yard/patio space. Two car garage plus additional parking behind plus a separate driveway to the other side provide unmatched onsite parking for Brookline. Separate systems for each unit. An ideal investment in ultra desirable Brookline. The property will be delivered vacant, presenting a rare opportunity for investors, developers/condo converters, or end users to bring their vision and updates. Estate sale, subject to license to sell.

1148 Boylston, Brookline
$1,099,000
2 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73519515 MLS ⋅ 1,267 SqFt.
Welcome to The Grand at 227 Summit Avenue, a luxury full-service condominium in the historic former Brooks Hospital, blending Art Deco charm with modern living. Unit W205 features soaring 11+ ft ceilings, oversized floor-to-ceiling windows, and a bright open-concept living/dining area. The kitchen offers granite countertops, stainless steel appliances, gas cooking, and ample cabinetry. The spacious primary suite includes generous closets and a bath with double vanity, while the second bedroom/home office adds flexibility. Additional features include in-unit laundry, central air, hardwood parquet floors, private balcony, extra storage, and deeded parking. Residents enjoy concierge services, elevator access, swimming pool, professional management, and roof deck access with sweeping Boston skyline views. Conveniently located near Coolidge Corner, Brookline Village, Longwood, Green Line access, shopping, dining, parks, and downtown Boston.

227 Summit Ave Unit W205, Brookline
$2,700,000
4 Beds ⋅ 4 Baths ⋅ PRICE CHANGED Status ⋅ 73519268 MLS ⋅ 3,498 SqFt.
Experience refined living on a quiet one-way street in Washington Square. This distinctive two-level condo occupies the third and fourth floors of a classic five-story building, blending historic character with modern updates. The main level features an open living and dining area centered around a marble fireplace, with direct access to a spacious deck overlooking the Boston skyline. The kitchen is equipped with high-end appliances and a breakfast bar, ideal for everyday living and entertaining. The primary suite includes a marble-tiled bathroom with radiant floor heating and a jacuzzi tub, along with a private balcony. The second bedroom also offers an en-suite bathroom and its own balcony. Additional highlights include custom closets, built-in cabinetry, and a surround sound system. The building is elevated above street level and accessed via approximately 15 steps. HVAC systems and exterior painting were updated last year. *Photos were taken prior to the current tenancy.

91 University Rd Unit 2, Brookline
$2,349,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73519027 MLS ⋅ 1,572 SqFt.
New construction residence in the heart of Coolidge Corner. 92 Sewall Ave Unit 2C is a 2 bed 2.5 bath duplex. The first level includes the living room, kitchen and dining area, the primary suite, and a half bath. The living room is open and bright with large bow windows and custom moulding. The chef's kitchen spans the entire length of the unit and features wood planked ceiling, a La Cornue stove and full Breccia Violetta backsplash. Adjacent to this is the dining area which leads out to a private deck (approximately 400 SQFT) via French doors. The primary suite, on the other side of this floor, features a walk-in closet and a large bathroom with double vanities and dual rainfall showerheads. The lower level houses a bedroom suite, the laundry room, and a mudroom.

92 Sewall Ave Unit 2C, 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
$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
$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

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