Weston, MA Homes for Sale with Pool

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 double, quartz-wrapped island. The expansive living areas flow to outdoor

Amy Rutkowski A. Rutkowski Realty, Inc.

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 exceptional estate, set in one of Weston’s most coveted neighborhoods, blends modern architecture, bespoke luxury & state-of-the-art technology. Perched atop a 1.42-acre corner lot, it spans approx. 8,421sf across 3 levels w/ 6 ensuite beds & 7.5 baths. A sprawling entry opens to a soaring foyer, sculptural staircase & statement pendant, while sunlit living spaces feature floor-to-ceiling

Ricardo Rodriguez Coldwell Banker Realty - Boston

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

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

This extraordinary home seamlessly blends timeless elegance with modern Scandinavian aesthetics. The open design features an expansive kitchen with a soaring beamed cathedral ceiling accented with multiple skylights. Graceful archways lead to the living and dining rooms enhanced with a striking double-sided fireplace. A rich wood-paneled office is privately situated. A spacious family room with

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

Super unique opportunity to live in this great house, designed by famed architect, Ernest Flagg, with a fabulous heated indoor pool for year around water fun. Three beds, three bath stone Villa with two car garage parking, professional landscaped yard, tucked away behind trees from view. Oversized quartz waterfall island and beautiful white cabinetry, with tons of storage tucked away discretely.

Yuan Huang NextGen Realty, Inc.

This timeless Colonial home has been beautifully updated and meticulously maintained, offering exceptional indoor-outdoor living and entertaining. Ideally sited on 1.4 acres in one of Weston's most coveted south side neighborhoods, this five-bedroom home provides privacy yet is close to town, schools, and the Mass Pike. More than $800,000 was invested in renovations include stunning landscaping

Dean Poritzky Engel & Völkers Wellesley

Beautiful and bright one bedroom condo in quiet Stonegate neighborhood in Weston. Open living room/dining room, fireplace, sliding glass door to patio. Hardwood floors. Three closets plus walk-in storage room. Washer/dryer. Newer appliances. One deeded parking space (#144). Extra guest spaces available. Near Weston Center, Routes 20 and 128, Commuter rail station, Walk/Bike Trail, Regis College

Daphne Romanoff New England Home Realty

Set on a knoll, this classic colonial is updated in all the best ways. Stylish design, bright, cheery spaces blended with gorgeous views of meticulously landscaped yard. This 4bd home offers fresh, spacious kitchen/family room with fireplace, eat-in-area and butler’s pantry. Formal dining and living rooms. Home Office. Splendid sunroom. Newly finished lower level. Guest house with all amenities

Chaplin Partners Compass

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

Picture perfect Colonial conveniently located on the south side with sidewalks to the public schools. Completely renovated 4 bedroom home with covered front porch. Formal dining and living room is perfect for entertaining. Modern kitchen with stainless steel appliances, and quartz countertops with eat-in-kitchen to family room. Sunroom opens to patio that looks out over sunny landscaped backyard.

Chaplin Partners Compass

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

The Clarence “Fleetwood” Mosher House at 51 Summer Street in Weston, Massachusetts, was built in 1910 and has been thoughtfully expanded and remodeled. Offering over 4,400 square feet of sun-filled living space, this farmhouse-style home is perfect for comfortable living and entertaining. The stunning gourmet kitchen features custom cabinetry, a farm sink, two dishwashers, and a pantry, and flows

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

Iconic Jesse Sumner Viles House, circa 1847, blends classic Greek Revival architecture with modern updates. This sunlit 4-bed antique sits on .79 acres of level meadow, upland. A farmer’s porch opens to a welcoming main hall, oversized great room with fireplace, and formal dining room. The updated country kitchen with farmers sink, custom cabinets, quartz countertops and stainless steel

Chaplin Partners Compass

Set on a picturesque 1.38 acre lot with sweeping views of open fields and mature trees, this stunning Greek Revival home built in 1847 and part of the historic Case Estates has been beautifully transformed with a modern aesthetic. Located in the heart of Weston Center and surrounded by 42 acres formerly owned by Harvard’s Arnold Arboretum, it offers privacy with unbeatable convenience. A classic

Dean Poritzky Engel & Völkers Wellesley

Stunning 5BR, 6BA home offering over 6,700sqft. of luxurious living space across two levels, plus a 3000sqft.+ unfinished lower level, ready for your vision. A harmonious blend of modern and rustic design elements featuring exposed beams,12ft ceilings throughout, dramatic 8ft high French doors that flank the front & back of the home & incredible cypress wood home office with floor to ceiling

Tori MacDowell Advisors Living - Weston

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

Elegant & Spacious Weston Estate on a Quiet StreetNestled on a peaceful street in Weston, this stunning estate offers over 6,000 sqft of luxurious living space on 1.39 acres of beautifully maintained land. With 13 rooms, 5 bedrooms, and 7 bathrooms, this home is perfect for a large family or an au pair arrangement.Step inside to be greeted by soaring ceilings and an abundance of natural light,

Vito Capraro Aluxety

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

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

100 Chestnut Street is the epitome of New England privacy & elegance. This estate is nestled on 3.3 secluded acres in scenic Weston. Designed by Royal Barry Wills & extensively renovated, this home showcases stunning interiors with 10'-14' ceilings, a Christopher Peacock kitchen, limestone fireplaces, herringbone oak floors, & French doors leading to blue stone terraces. The expertly crafted

The Mazer Group Compass

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

Welcome to 6 Steepletree Lane in Wayland at Stoneridge Village. Highly desirable one floor living with first floor primary suite, separate den, large private outdoor area in back with 3 sliders to the 23ft deck where you'll enjoy beautiful leafy green views and sounds of joyful birds celebrating the day. Large bright living room with a soaring double heiight window and fireplace. Eat-in kitchen

Maria Ackmakian RE/MAX Executive Realty

Sought-after End Unit in Stone Ridge Village at Mainstone Farm. Enjoy easy, one-level living in this beautifully maintained two-bedroom, two-bath condominium, ideally located in a peaceful, natural setting. This desirable end unit offers an updated kitchen, a rare three-season porch, Hardwood floors, an entertainment size dining room, fireplace in living room and a partially finished basement for

Tanimoto Owens Team Advisors Living - Weston

Welcome to Turkey Hill Village at Mainstone Farm, where tranquil living meets modern comfort! This gorgeous townhouse offers the best of both worlds: the privacy & feel of a single-family home with the ease of condo living. Featuring 2 spacious bedrooms & 2.5 baths, including a sun-filled primary suite with walk-in closet & ensuite bath, plus a flexible downstairs room ideal for a home office or

Ana Sanabria StartPoint Realty

$25,000 PRICE ADJUSTMENT! Not vibing with the blue carpet or wallpaper? We feel you. So we knocked $25K off the price—consider it your renovation budget starter pack. If you are looking to get into Wayland for the schools, right sizing, or are relocating, this is a great townhouse with space for everyone. Oversized great room can be a living/dining combo. A den with an adjacent eat-in kitchen was

Jody Troderman ERA Key Realty Services- Fram