5-Bedroom Houses for Sale in Weston, MA

Rare Weston Estate – Set on over 2 acres of manicured grounds abutting miles of conservation land and trails, this extraordinary 12000 sq ft residence offers unmatched privacy with easy access to Boston and Cambridge. Built by premier builder Sanford Custom Homes and meticulously maintained, the estate features 6 ensuite bedrooms and exceptional craftsmanship throughout. Grand entertaining spaces

Dean Poritzky Engel & Völkers Wellesley

Significant turnkey custom residence in prime Weston Golf Club neighborhood with expansive yard. 6-bedroom shingle-and-stone manor with copper accents and refined finishes, privately set above Hidden Road. Tucked behind mature landscaping, a winding drive leads to a flat motor court with generous parking. Foyer opens to living room with fireplace and backyard access. Dining room served by

Chaplin Partners Compass

A world-class estate unlike any other—this gated 8+ acre sanctuary in Weston’s most prestigious south side enclave redefines luxury living. Encompassing over 14,000 sq. ft. of show-stopping design and craftsmanship, this architectural marvel is a symphony of soaring domes, hand-carved millwork, imported stone, and Venetian plaster. Every inch radiates grandeur, from the richly appointed living

Jamie Genser Coldwell Banker Realty - Brookline

This peerless modern 2-acre estate is located in a highly desired private neighborhood in Weston. Exterior features a beautiful, flat landscaped yard, patio w/grill, and its own sports court. The luxurious 5 bed, 7f/3h bath interior features lofty 12’ high ceilings with walls and ceilings of glass, opening the space to the exterior and drenching this home in sunlight. Smart home features

Rose Hall Blue Ocean Realty, LLC

A modern masterpiece born from a dramatic barn conversion, this one-of-a-kind home completed in 2023 blends rustic charm with contemporary luxury. The residence offers soaring ceilings, a 20' high wall of windows, exposed beams, and sun-drenched living spaces.The kitchen features sleek cabinetry, Miele appliances, and a huge quartz-wrapped island. The expansive living areas flow to outdoor

Amy Rutkowski A. Rutkowski Realty, Inc.

Exquisite colonial estate in Weston’s golf club area. Perfect location on 2.85 acres in Weston's best neighborhood. Two floor grand foyer opens to the coffered great room, drenched in light from the floor to ceiling windows and the patio doors, which open out to the massive deck overlooking the large, flat, private back yard, while the grand fireplace and custom millwork impress. Large chef’s

Rose Hall Blue Ocean Realty, LLC

8 Conant Road is a grand estate that offers the perfect balance of ultimate privacy and the convenience of living in the heart of Weston’s center. This completely remodeled Tudor Revival sits on 3.05 acres, surrounded by magnificent gardens and mature landscaping, and perfectly placed at the end of a quiet street. The detached carriage house, also fully remodeled, features an apartment, 2

George Sarkis Douglas Elliman Real Estate - The Sarkis Team

Quality construction and fine finishes define this sophisticated residence tranquilly sited on one of Weston’s most coveted streets. This exceptional home offers over 8200 sqft of luxurious living space w/soaring ceilings throughout. Expansive foyer opens into airy floor plan including formal living w/fireplace, spacious dining room, private office, gourmet kitchen w/custom cabinetry & large

Deena Powell Advisors Living - Weston

This gated custom-built estate exudes elegance and unparalleled craftsmanship. Set on three sprawling acres and surrounded by conservation land, the private setting makes it the ideal retreat for those seeking luxury and comfort. The home’s classic shingle style blends seamlessly with the lush surrounding landscape. Once inside, the rich, intricate wood trim throughout the home sets the tone for

Teri Adler MGS Group Real Estate LTD - Wellesley

New construction meets timeless design at this striking estate in Weston. Set on a beautifully landscaped lot, this home blends classic architecture with sleek modern finishes. Sun-bathed rooms, high ceilings, and seamless indoor-outdoor flow define the main level, which includes a guest or first-floor primary suite, 2 powder rooms, and a chef’s kitchen with Wolf/Sub-Zero appliances. The second

Maggie Gold Seelig MGS Group Real Estate LTD

Custom modern new construction on 2.26 acres overlooking the Weston Golf Club. Generous spaces with 3 primary-sized suites, 33' x 44' indoor court, and unusual ceiling height on all four levels: 11’ 1st floor, 10’10” 2nd floor, 11’5” fitness / golf sim area, and 20’11” recreation court. 6+ garage bays. Steel beam construction. Walnut kitchen with 16’ island, large pantry, and oversized back deck.

Chaplin Partners Compass

Welcome to the pinnacle of luxury living in the heart of Weston's coveted Southside. This extraordinary opportunity invites you to work with a highly-respected builder and acclaimed architect to bring your dream home to life. Situated on a lushly-landscaped, generous lot, this custom masterpiece will offer unparalleled privacy and sophistication. Upon completion, this exquisite residence will

Beyond Boston Properties Group Compass

Once in a while, a home comes along that draws you in and takes your breath away. Situated on a 1.98 acre lot on a serene cul-de-sac in Southside Weston, this young shingled residence will win your heart. Enter into the foyer with 28 foot ceilings & immediately notice the thoughtful layout, incredible attention to detail and finely crafted finishes at every turn. The superbly designed kitchen

The Shulkin Wilk Group Compass

Stately brick Colonial located in a desirable cul-de-sac neighborhood on a beautifully landscaped lot with sprawling backyard. This spacious & sun-filled home offers the perfect blend of traditional charm & modern comfort. Designed for entertaining & everyday living, the 1st floor features a bedroom & full bath ideal for guests or multigenerational living. Enjoy entertaining in the formal DR, LR

Sheryl Simon Gibson Sotheby's International Realty

Experience the best of both Wellesley and Weston at 100 Westcliff. Ideally located right on Wellesley/Weston line, this exquisite 9,000 sq. ft. multi-level custom home in Southside Weston offers tranquil pond views, a modern flexible floor plan, and a private setting amidst lush landscaping. Enjoy stunning, sun-drenched rooms with vaulted ceilings, Palladian windows, five fireplaces, and artisan

Donahue Maley & Burns Team Compass

This historic Colonial in Weston’s coveted south side location combines timeless charm with thoughtful modern updates. Beautiful stone walls enhance its classic New England character. Inside, the inviting eat-in kitchen opens to a cathedral-ceiling family room with a fireplace, while a formal living room, private office, and optional first-floor bedroom provide flexibility for today’s lifestyle.

Mizner+ Montero Gibson Sotheby's International Realty

Elegant Custom Estate on 1.8 Acres in Weston! This stunning 8,000+ sq ft Colonial sits on a beautifully landscaped, level 1.8-acre lot with a private drive and circular entry. Inside, a grand foyer with a sweeping staircase opens to formal living and dining rooms with soaring ceilings, crown moldings, and French doors. The gourmet kitchen with marble countertops, super high-end & branded

Rose Hall Blue Ocean Realty, LLC

Step into a world of timeless elegance in this iconic English Revival Tudor. Prominently set high on a ridge abutting a tranquil pond and the lands surrounding the Weston Golf Club. The gated entry and winding approach reveal the commanding terraced property comprising over 6 secluded acres. The 1928 estate was originally designed by architect Eric Kibbon. A balance between modern comfort,

Mizner+ Montero Gibson Sotheby's International Realty

Introducing this Frank Llyod Wright inspired one-of-a-kind gem designed by award winning AD 100 architect, Thomas Catalano. Ultimate privacy on a 6+ acre property, adjacent to the Weston Reservoir, this estate cultivates the symmetry of nature with meticulously curated interiors. Galvanized steel finishes fuse the interior rooms with the exterior heated courtyards. Each space pays homage to its

Mizner+ Montero Gibson Sotheby's International Realty

Move-in elegant colonial house sits on a cul-de-sac in the sought-after Kings Grant neighborhood. Professional landscaped 2+ acre land provides space for a potential pool or/and tennis court. Lots of recent upgrades with roof, kitchen, bathrooms, hardwood floor, lighting, exterior and interior painting. On the 1st floor: white kitchen with beautiful island, open dining room, farmhouse style

Mai Luo Kendall Realty, LLC

Rarely available, this stunning contemporary home has been expertly renovated and is nestled on over 1.4 acres in one of Weston’s most beloved South Side neighborhoods. Bathed in natural light, the home offers privacy and serves as a true oasis, surrounded by lush gardens, a spectacular pool, fieldstone walls, and serene patios. Designed with the finest finishes and impeccable attention to

Dean Poritzky Engel & Völkers Wellesley

This extraordinary estate is set on one of Weston’s most prestigious enclaves and blends grand architecture with modern luxury, impeccable craftsmanship and state of the art systems. High ceilings, intricate moldings, and sun-drenched rooms create an atmosphere of timeless elegance. The main level is designed for both grand entertaining and comfortable living, featuring an expansive chef's

Maggie Gold Seelig MGS Group Real Estate LTD

Exceptional 6-bed, 6.5-bath French-inspired estate with signature Mansard roof, set on 1.42 acres in Weston Estates. With 9000+ sq ft above grade plus a finished walk-out lower level, this home features a grand foyer with double doors, sweeping staircase, and custom aquarium. Coffered ceilings, triple windows, and hardwood floors accentuate the opulent living spaces. The chef’s kitchen offers

Chorr-Kin Chin Vetra Estates, LLC

Exquisite Southside estate with nearly 2 level acres blending timeless elegance with modern luxury. Custom millwork, soaring ceilings, and abundant light define this thoughtfully designed home. A grand foyer opens to a formal living room with gas fireplace, private office, and refined dining room. The chefs eat-in kitchen, with premium appliances, large island and butler's pantry, flows into an

Denise Mosher Coldwell Banker Realty - Weston

This modern estate is a seamless blend of striking architecture and luxurious design. A grand 2 story foyer with soaring ceilings and a dramatic staircase creates a stunning first impression, while walls of glass connect the home’s interior to the scenic outdoors. The main level features a gourmet kitchen with a hidden pantry, chef’s kitchen, and office nook, flowing into a spacious family room

Maggie Gold Seelig MGS Group Real Estate LTD

This striking five-bedroom contemporary home, set on more than 1.8 acres, seamlessly blends modern design with the natural beauty of its surroundings. With 6,400 square feet of living space, it’s ideally located next to miles of conservation land and trails—perfect for those seeking a private retreat in nature. Upon entering, you're greeted by a spacious foyer bathed in natural light from

Dean Poritzky Engel & Völkers Wellesley

Timeless elegance meets modern luxury in this extraordinary Weston estate, situated on 5.3 stunning acres just minutes from Boston. Built by a renowned local builder and reimagined with Leslie Fine Interiors, this home blends superior craftsmanship, global influences and design. Bright, inviting spaces include a newly renovated kitchen, luxurious primary suite, soaring ceilings, and dramatic

Maggie Gold Seelig MGS Group Real Estate LTD

Trails End Subdivision! We are proud to present our 4th offering in this exclusive private dead-end cul-de-sac. This colonial/farmhouse design is unique and luxurious featuring 6,300 sq. ft., 12 rooms and 6 baths. This home is complete and ready to move in.

Gary Litchfield Mass. Real Estate Solutions, LLC

Enter through gates and arrive at an extraordinary English Country Manor sited on 3.75 acres on a private road in a premier estate neighborhood on the south side of Weston. Designed by a legendary architect and featured in major magazines, this one of a kind custom built residence offers 20 rooms of jaw dropping beauty including a spectacular two story grand entrance hall. This rare property is

rosemary mccready Compass

This Contemporary designed by a prominent architect and located in the Country Club neighborhood is inspired by the Japandi style which combines the serenity of Japanese architecture with the organic nature of Scandinavian design. A father/son collaboration, this home’s sophisticated details abound from the illuminated floating staircase to a semi-enclosed courtyard with a deck and sunken patio.

Mizner+ Montero Gibson Sotheby's International Realty

Welcome to Trails End! A luxury subdivision of 6 lots on a private dead-end street. This is our third offering and is a spectacular 14 room modern farmhouse style. Enter into a welcoming foyer and open floor plan featuring a chefs kitchen and oversize island Breakfast area opens up to a large family room showcasing a large gas fireplace, a guest suite, home office and mudroom round out the 1st

Gary Litchfield Mass. Real Estate Solutions, LLC

Welcome to this Wellesley Farms Colonial, brimming with charm and maintained in excellent condition. Spacious dining and living rooms greet you on the first floor, flanked by an updated kitchen and bright sun room, respectively. In addition to the large primary and two additional bedrooms, the second floor boasts charming built-in bookshelves and a cozy office overlooking the front yard. Fourth

Brian McMahon Rutledge Properties

Much admired 7 bedroom, 7000+sf estate home on an acre of manicured lawns on famed Cliff Road. Built and re designed by two of New England’s most acclaimed architects, this home boasts the grandeur of stately proportions and sumptuous millwork with a newly renovated and superbly equipped chef’s Kitchen and butler’s pantry with adjacent family room. A banquet sized dining room and gracious living

Donahue Maley & Burns Team Compass