Weston, MA Homes for Sale with Pool

This recently built custom home presents a modern design and refined detail. A dramatic two-story foyer and the open family room make an immediate statement. The dining room complements the open and airy floor plan with beautiful hardwood floors and soaring ceilings The stylish kitchen features a large center island, wet bar, and spacious dining area opening to a sun-filled family room accented

Mizner+ Montero Gibson Sotheby's International Realty

Reimagined & redesigned stunning custom home on over 1 acre in Weston's prestigious Golf Club neighborhood. New layout, new floors, new custom built-ins, new kitchen, new butler pantry, new bathrooms, new moudings, white oak door trim, new furnaces, new AC condensers, new Marvin windows, new stone walls & landscaping...... Kitchen family room w/ breakfast nook opens to large family room w/

Melissa Dailey Coldwell Banker Realty - Wellesley

Set privately on 2.08 acres with a graceful, tree-lined approach, 82 Deer Path Lane offers a fully reimagined home where natural light, timeless detailing, and expansive indoor-outdoor living shine. Beautiful millwork and refined molding enhance the main living spaces, including a dramatic great room with soaring ceilings and panoramic views of the large, flat backyard, with patios and deck—ideal

Jonathan Caldwell ACRE Property Advisors LLC

A rare and exceptional six bedroom estate is complemented by a 3 bedroom shingle style guest cottage. With timeless architectural appeal, the home showcases unsurpassed craftsmanship, meticulous attention to detail and curated finishes throughout. The first floor welcomes you with the grand foyer's dramatic staircase, a richly appointed mahogany-paneled library, and elegant formal living and

Mizner+ Montero Gibson Sotheby's International Realty

Set on 5.6 private acres on Weston’s highly desirable south side, this impressive estate offers exceptional privacy and timeless appeal. Tucked at the end of a long, winding driveway, this Federal Colonial blends classic architecture with comfortable living, featuring sun-filled interiors, a dramatic two-story family room with fireplace, a bright sunroom, and a stylish home office. The flexible

Yang Liu Weston Realty LLC

Exquisite cape colonial estate in Weston’s golf club area. Perfect location on 2.85 acres in Weston's top 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

This newly-constructed, Contemporary offers the pinnacle of luxury living on Weston’s coveted Southside. The dramatic, 2-story foyer flows seamlessly into both formal & informal spaces. The dining/living room is optimal for family gatherings & entertaining, and the custom kitchen w/an exceptional quartz island, high-end appliances & wet bar adjoins a generous eat-in area & fireplaced family room

Beyond Boston Properties Group Compass

This California Contemporary defines sophisticated living at its finest. Majestically nestled on 2 private, stunning acres in the coveted Weston Country Club neighborhood.The terraced grounds are accented with stone patios, a salt water pool and cabana. Soaring ceilings and an abundance of sunlight flood the multiple levels of thoughtfully designed living spaces. A dramatic family room has

Mizner+ Montero Gibson Sotheby's International Realty

Exceptional Victorian elegance on 1.42 picturesque acres abutting the Jericho Town Forest. This architecturally significant home is defined by stunning period details, dual staircases, and a sun-filled conservatory. A rare highlight is the separate, heated carriage house with a kitchenette and full bath—whether you envision a private guest wing, a sophisticated home office, or a creative studio,

Betsy Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

Unmatched quality and craftsmanship define this architecturally inspired new home. Maple wood floors, cherry paneled walls and expansive German triple-glazed windows create its curated aesthetic. An expertly designed kitchen with a huge island, custom window seat, and generous dining area open seamlessly to the family room anchored by a striking marble fireplace. The first floor primary suite

Mizner+ Montero Gibson Sotheby's International Realty

Pristine 4-bedroom Sweidler Colonial offers an open floor plan, enhanced by beautiful built-ins and millwork throughout. Custom cherry kitchen with large center island, opens to a vaulted, fireplaced family room - truly the heart of this home! The main level also features a dining room, fireplaced living room, two versatile home offices, half bath, and laundry. The second floor includes a primary

Jeanne Fleming Gibson Sotheby's International Realty

Incredible combination of stunning home with incredible land. Custom 5 bedroom home with over 6700 sq of living space with 12 ft ceilings! Designer kitchen with exposed beams create a unique and warm feeling. Open concept kitchen family room is filled with sunlight. Huge walk-in pantry. Large living room and dining room perfect for entertaining. Incredible cypress wood home office with floor to

Melissa Dailey Coldwell Banker Realty - Wellesley

Experience where nature and tranquility converge. This unique home has direct access to town trails leading to the Weston Reservoir. Its striking stone and wood exterior enhanced by a gorgeous new cedar roof sets the tone for its warm and sophisticated interior. The living room stuns with soaring ceilings, exposed wood beams, and glass doors that open to a stone patio and exquisitely landscaped

Mizner+ Montero Gibson Sotheby's International Realty

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, beauty

Mizner+ Montero Gibson Sotheby's International Realty

This sophisticated, contemporary Colonial, custom built in 1995, offers over 6,400 sq ft of beautifully updated living space with high-end finishes throughout. Ideally sited on a private Southside cul-de-sac, it’s surrounded by meticulously maintained, English garden–style grounds, creating a serene setting.Featuring 4 bedrooms, 5 full baths, and 1 half bath, the home blends timeless elegance

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

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

Stunning custom new construction in a prime Weston location offering 5,500+ sqft of thoughtfully designed living space. This gorgeous home features a flexible open floor plan with option for a 1st-floor bedroom or office. The chef’s kitchen boasts premium appliances, gas cooktop, custom cabinetry, and a large center island perfect for entertaining. The 2nd level includes 3 spacious bedrooms, den

Gabby Cefalo Coldwell Banker Realty - Wellesley

Beautifully sited on over 2 private acres, this 8-room, 4-bed, 3-bath home offers comfort, charm, and room to grow. The spacious living room features a fireplace and hardwood floors, flowing into a formal dining room with two classic corner cabinets and a sun-filled kitchen with white cabinetry, stainless appliances, and center island. Two generous bedrooms and a full bath complete the first

Denise Mosher Coldwell Banker Realty - Weston

Fabulous colonial in a coveted Weston neighborhood, this beautifully maintained home offers the perfect blend of timeless charm and modern convenience. Thoughtfully updated in 2020, the kitchen and bathrooms showcase stylish finishes, quality craftsmanship, and today’s most sought-after features. The light-filled interior features a functional and inviting layout with generous living spaces,

Deena Powell 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

Large 6-bedroom Cape offering one-floor living in an excellent commuter location with mature specimen trees. Separate entrance foyer with 2 home offices and half bath connects to the main house through a paneled study, ideal for an in-law suite or home business. Sited privately above the road, the 1.26-acre lot is a gardener’s paradise featuring a remarkable collection of mature exotic trees and

Chaplin Partners Compass

Minutes from Weston center, this beautifully-updated townhouse is extraordinary with soaring ceilings, exquisite details & natural light throughout. The 1st floor is thoughtfully designed w/an eat-in kitchen that flows seamlessly into a light-filled family room w/access to a deck overlooking the private, fenced grounds - ideal for outdoor enjoyment & entertaining. There is also a formal dining

Beyond Boston Properties Group Compass

Architecturally striking Prairie-style contemporary custom built with a refined focus on nature, craftsmanship, and simplicity. South-facing open layout with walls of glass overlooking professionally designed grounds and serene private setting. Heated pool with automatic cover and integrated jacuzzi, with pool and landscape irrigation supplied by a private well. German-engineered windows offer

Alptug Kantar Boston Brokerage Group

Privately set on 2.42 acres in Weston’s highly coveted South Side Country Club area, 41 Skating Pond Road offers over 11,000 sf of exceptional living space, recently renovated to the highest standard of fit & finish. The residence features 5 en suite bedrooms, 7 full baths, 2 half baths & attached 3 car garage. A dramatic 2 story foyer fills the home with natural light, while refined interiors

Collin Sullivan William Raveis R.E. & Home Services

A modern masterpiece born of a dramatic barn conversion, completed in 2023. This one-of-a-kind residence blends rustic charm & contemporary luxury. Featuring soaring ceilings, a 20' high wall of windows, exposed beams, and sun-drenched living spaces. The dreamy kitchen includes modern cabinetry, Miele appliances and an enormous quartz-wrapped island. The living areas flow effortlessly to outdoor

Amy Rutkowski A. Rutkowski Realty, Inc.

Set on 3.75 acres of beautifully landscaped grounds, this extraordinary Country Manor was designed by architect Thomas Catalano with landscape design by Morgan Wheelock. Positioned on a gentle slope overlooking sweeping lawns, the home offers a peaceful and private setting. The exterior blends finely finished stucco with Dolomitic limestone and Chelmsford granite, topped with a Vermont slate roof

Dean Poritzky Engel & Völkers Wellesley

Surrounded by acres of conservation land, this lovely home offers the ease of flexible living space at Mainstone’s Stoneridge Village. Step into the light-filled foyer to an elegant dining room and expansive, fireplaced living room with a half vaulted ceiling - both overlooking the private patio and lovely grounds. The 1st floor also features an eat-in kitchen with laundry, a spacious primary

Beyond Boston Properties Group Compass