Weston, MA Homes for Sale with Acreage

Extraordinary Shingle Style Estate offering unmatched beauty on a 3 acre kingdom lot in a premier neighborhood on the southside of Weston. Hidden by a private gated entrance and a long driveway, this elegant home is surrounded by over 100 acres of conservation land and walking trails. Blending classic Nantucket style with relaxed comfort, highlights include a mahogany paneled office, a luxurious

rosemary mccready Compass

Welcome to 135 Orchard Avenue, a rare and exceptional property in Weston. Set on over 2.5 acres of peaceful land with expansive views of untouched meadows, this historic home—originally part of the 1900 Hubbard Estate—has been masterfully restored by the renowned firm Dewing Schmid Kearns. The result is a harmonious blend of timeless character and modern elegance, just minutes from Boston. The

Dean Poritzky Engel & Völkers Wellesley

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 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

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

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

House is being sold "as is".... opportunity to renovate or build your dream house. Contemporary 1982 home set on a beautiful 2.86-acre lot! This property offers 8 spacious rooms, including 4 bedrooms, perfect for family living or entertaining. The expansive land provides plenty of space for gardening, outdoor recreation, or future expansion. Enjoy an established neighborhood with the convenience

Paige Yates Coldwell Banker Realty - Weston

Completely renovated and masterfully reimagined, this stunning contemporary home impresses! Privately set on 2.61 acres, a dramatic foyer welcomes you with soaring ceilings, crisp white finishes, and walls of glass that bathe every space in natural light. Designed for modern living and effortless entertaining, the open floor plan showcases a spectacular vaulted living room and state-of-the-art

Denise Mosher Coldwell Banker Realty - Weston

Beautiful custom built English Country Estate home with a gorgeous pool nestled on a lushly landscaped 1.4 acre lot in one of Weston’s most coveted Southside neighborhoods. Designed by a premier architect, this stucco and stone residence offers 8000sf+ of chic interiors, a fireplaced Great Room with vaulted ceiling, open to a gourmet kitchen, an elegant dining room with butler's pantry, and first

rosemary mccready Compass

Rare opportunity to own a stunning contemporary home with a spectacular pool, nestled in one of Weston’s premier neighborhoods near the Weston Golf Club and town center. Thoughtfully renovated with exquisite details throughout, this 5-bedroom, 4-bathroom home is perfect for entertaining. The living room features a striking fireplace, while the elegant dining room boasts custom built-ins and a

Dean Poritzky Engel & Völkers Wellesley

Beautifully sited on 1.61 manicured acres this Colonial Revival was inspired by the Hancock house which once stood on Beacon Street near the Massachusetts Statehouse. This five bedroom home offers timeless character and historic charm creating a warm and welcoming property inside and out. Upon entering enjoy the classic architectural details, sun-filled rooms, and wonderful flow for both everyday

Deena Powell Gibson Sotheby's International Realty

Location, Location,Location! Tucked away on a private road—one of nine encircling the Weston Golf Club and part of The Weston Roads Trust—this property offers a rare opportunity to renovate or build new in this premium location. Available for the first time in over 50 years, this gracious four-bedroom Colonial sits on 1.85 acres and features approximately 4,000 sq. ft. of living space. The home

Karen Kirk Engel & Völkers Wellesley

The largest lot in the prestigious Weston Estates—spanning 4.35 acres—is available for the first time in over forty years! This incredibly rare offering combines the three intangible elements that matter most: lot, location, and privacy. Lovingly maintained by the same family for over four decades, this stately English Tudor blends timeless character with extraordinary potential. High ceilings,

Jonathan Caldwell ACRE Property Advisors LLC

Custom-built and architecturally designed, this Shingle-style home is tucked away on a quiet cul-de-sac in one of Weston’s premier south side neighborhoods. Set on 1.34 acres with mature trees, a koi pond, and nearby path to Weston’s schools, the home offers both beauty and convenience. A dramatic foyer leads to elegant living and dining rooms. The sunlit chef’s kitchen features high-end

Mizner+ Montero Gibson Sotheby's International Realty

This stunning contemporary home, designed by Marcus Gleysteen Architects and completed in 2017, blends modern sophistication with mid-century inspiration. Situated on a peaceful cul-de-sac, the residence spans over 1.5 acres and is thoughtfully positioned along a crescent drive, offering two distinct architectural perspectives. Expansive windows seamlessly integrate natural surroundings with

Dream Team Dreamega International Realty LLC

Built in 2022 with a blend on modern and traditional. Excellent open floorplan with 4 bedrooms, each with ensuite bathroom. 9' ceilings with large windows on the first and second floors make this smaller house spacious. Large deck that overlooks a private backyard. The home is heated with a 95% efficient Viessmann gas boiler, and has foam insulation throughout. Finished walk out basement and

Derek Greene The Greene Realty Group

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

Private waterfront estate on the Wellesley/Weston line! Enjoy nearly 9,000 sq ft of elegant, sun-filled living with breathtaking views of Pierce Pond from almost every room. This custom Southside Weston home blends sophisticated architectural detail with modern updates and a flexible layout ideal for today’s lifestyle. Features include a dramatic foyer, gourmet chef’s kitchen with Wolf & Sub-Zero

Donahue Maley & Burns Team Compass

One of a kind! Stunning customized luxury home, nested in private lot. The chef’s kitchen features an oversized center island with seating, Wolf and Sub-Zero appliances, and a custom stone pizza oven. Bar cabinet has built-in sub-zero refrigerator and ice maker. Charming kitchen with French slide door presents you tree view for all seasons. It seamlessly flows into the dining area and a grand

Soyeon Yang Spark Real Estate

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

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

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

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

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

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