Weston Real Estate

Weston is a town in Middlesex County, Massachusetts, and is in the Greater Boston area. Weston is among the 10 most affluent towns, in the Boston area, with the highest per capita income in Massachusetts. It has one of the lowest crime rate among Metro-west Boston suburbs.

Discover Real Estate for Sale in Weston, Massachusetts

Scroll down to browse all real estate for sale in Weston, MA. Create an account with us to save your favorite Weston listings and receive updates when new properties come on the market. Contact us if you have any questions, or if you would like to schedule a time to tour a property. 

50 Winsor Way Weston MA 02493

Weston, MA50 Winsor Way

Price$10,990,000

Est. Mortgage: $/month

MLS Number 72904167

  • Single Family Detached
  • Village Weston Golf Club
  • Bathroom 10
  • Rooms 17
  • Bedrooms 6

Presenting 50 Winsor Way, a distinguished gated estate perched atop an elevated & secluded 2+ acre lot overlooking Weston's esteemed Golf Club. Perfect for those with discerning taste, this exquisite 15,000+/- SF property, built by the reputable Thoughtforms, has been thoroughly restored to blend its traditional aesthetic with timeless modern flair. Experience the grandeur of its impeccably manicured picturesque grounds which boast expansive terraces, matured landscaping, a beautiful orchard, and a luxurious swimming pool with stunning fountains. This resplendent property offers 6+ bedrooms, 7 full + 3 half baths, a 4 car garage, and a sprawling open floor plan crafted with every luxury in mind. A fully finished lower level features a recreation room, wine cellar, theatre room, wet bar, and more. On the 2nd floor, 5 bedrooms boast en suite bathrooms. This refined home is a one of a kind, quintessential colonial estate just waiting for you to call it home.

Listed by The Sarkis Team and George Sarkis of Douglas Elliman Real Estate

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%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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190 Concord Road Weston MA 02493

Weston, MA190 Concord Road

Price$9,995,000

Est. Mortgage: $/month

MLS Number 72902991

  • Single Family Detached
  • Bathroom 8
  • Rooms 18
  • Bedrooms 5
  • Acreage 7.33

Spectacular 7.33-acre equestrian property abutting conservation trails offers the ultimate 13,000 sq.ft. family estate with amenities, park-like grounds and tranquility of a luxury resort. Renovated in unparalleled style for comfortable modern living, the flowing floor plan seamlessly connects the main house, 2-story guest wing and 6-stall barn with loft/lounge/kitchen. Gorgeous reclaimed wood floors, shiplap, expansive glass with stunning views and exterior access to sweeping lawn, patios, pool, sports court, playground, riding ring & paddocks. Soaring skylight foyer with 2-sided FP, stunning vaulted-beam great room, formal LR and DR, dazzling chef's kitchen, octagonal glass breakfast room & 2-BR wing with kitchen, living room, screened porch. Bay window/fireplace master & spa bath, 2 addtl BRs on 2nd floor. Lower level has dramatic glass office with patio access, gym, studio, craft room. Magnificent outdoor kitchen, waterfall pool, hot tub, fire pit. Private oasis, minutes to town.

Listed by Kathryn Alphas Richlen and Melissa Dailey of Coldwell Banker Realty - Weston

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$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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75 Scotch Pine Road Weston MA 02493

Weston, MA75 Scotch Pine Road

Price$9,450,000

Est. Mortgage: $/month

MLS Number 72858281

  • Single Family Detached
  • Village Southside
  • Bathroom 7
  • Rooms 13
  • Bedrooms 5

Spectacular contemporary approx. 8,500 sq. ft. dream house on 2.86 acres in prestigious Southside location offers superb design and state-of-art construction with floor-to-ceiling glass to showcase sweeping woodland/water views & cascading natural light. Lush garden courtyard opens to soaring glass front-to-back living/dining room with linear gas fireplace, patio access & chef's kitchen with island, top appliances, window-lined breakfast area. Stunning office has massive glass with patio sliders, gorgeous master suite with patio, 2 walk-in closets, spa path & 3 additional en suite bedrooms, mudroom to oversize 3-car garage on main floor. Glass-sided staircase leads to patio & fabulous walk-out lower level with gym, theater, playroom with kitchenette/wine cellar, en suite bedroom. Comfort/luxury throughout with designer fixtures/amenities, high ceilings, quarter-sawn hardwood, low-maintenance wood/metal/stone exterior, top energy rating, outstanding landscaping & pool area.

Listed by Kathryn Alphas Richlen and Melissa Dailey of Coldwell Banker Realty - Weston

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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21 Chestnut Street Weston MA 02493

Weston, MA21 Chestnut Street

Price$9,450,000

Est. Mortgage: $/month

MLS Number 72817133

  • Single Family Detached
  • Bathroom 9
  • Rooms 19
  • Bedrooms 6
  • Acreage 2.11

This remarkable International Style Estate exemplifies modern architecture with meticulously appointed detail. Its elegant presence is enhanced with a sweeping driveway and receiving court. The vast reception entry creates an ambience of grandeur with a 20 foot ceiling and dramatic staircase. The open design has an abundance of glass that integrates the vast landscape with interior luxurious living. The kitchen has two prep islands, a hidden pantry and office station. The breakfast room was designed for informal dining. The family room overlooks the immense bluestone patio and lush 2 acre property with the potential to construct a pool house and pool. A presidential study makes working at home a pleasure The master suite features stunning dual bathrooms and dressing rooms. The lower entertainment level has a bar with a home theatre, play room, wine cellar and exercise room. Experience an elevated collaboration with this eminent development team to build your dream home.

Listed by Mizner + Montero and Amy Mizner of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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76 Robin Road Weston MA 02493

Weston, MA76 Robin Road

Price$8,850,000

Est. Mortgage: $/month

MLS Number 72810150

  • Single Family Detached
  • Bathroom 9
  • Rooms 12
  • Bedrooms 5
  • Acreage 2.17

Privately sited on over 2 acres, this extraordinary stone and shingle home is in an incomparable location overlooking the signature 7th hole of the Weston Golf Club. This historically motivated, yet thoroughly modern young home is designed for family living and gracious entertaining. The sun drenched kitchen and family room with adjoining 4 season sun porch are the heart of the home. There is direct access to the bluestone veranda and patios from all rooms on the first level. The spacious manicured lawns and beautiful landscaping are a private oasis for enjoying the outdoors. The second level includes a luxurious primary suite with adjoining mahogany deck and breathtaking views. Above the garage is a fabulous space with a kitchenette and bath. Perfect for a private home office or guests. The finished lower level provides a game room, cork floor yoga room, wine room, and a coveted state of the art golf simulator with a mahogany wet bar. A forever gem of a home near Weston's top schools.

Listed by Liz Kincannon of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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186 Meadowbrook Road Weston MA 02493

Weston, MA186 Meadowbrook Road

Price$6,999,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72785224

  • Single Family Detached
  • Village Weston Golf Club
  • Bedrooms 5
  • Bathroom 9
  • Rooms 17

Magic rarely happens so exquisitely as in this gorgeous stone and shingle estate featuring a stunning bell-shaped copper roof tower and impeccably designed to blend into a gorgeous setting on a scenic water fairway in the premier Weston Golf Club neighborhood. Artisan craftsmanship throughout in finest millwork, stone, lustrous woods, opalescent Venetian plaster, and a flowing floor plan with pastoral views from magnificent windows where cascading natural light plays off crystal fixtures to make the house sparkle day and night. Splendid amenities, smart technology and 3-floor elevator fits every modern lifestyle. Gracious living/dining rooms, walnut study, amazing chef's marble kitchen, skylight breakfast room, family room, terrace with outdoor kitchen. Luxurious master suite with porch, two-story closet, spa bath,4 additional en suite bedrooms/au pair suite on 2nd floor, fantastic lower level with theater, gym, steam shower bath, rec room/wet bar, game room; outdoor sports court

Listed by Kathryn Alphas Richlen and Melissa Dailey of Coldwell Banker Realty - Weston

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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153 Newton Street Weston MA 02493

Weston, MA153 Newton Street

Price$6,895,000

Est. Mortgage: $/month

MLS Number 72710504

  • Single Family Detached
  • Bathroom 11
  • Rooms 16
  • Bedrooms 6
  • Acreage 5.8

Elegance, sophistication & old world charm are just some of the captivating characteristics of this magnificent & private gated estate home. While abutting town-owned land and reservoir, this rare offering is also ideally located close to major commuter routes, including the Mass Pike, and top-rated schools. With 16 rooms, 6 bedrooms and 8 full bathrooms carefully appointed throughout this impressive estate, there is room for all, including guests and live-in help. There is no shortage of offered amenities with a stunning indoor pool/jacuzzi, two-story Family Room, Music Room, Game Room, Playroom, and an impressive Great Room, which allows your imagination to soar. With over 2,500 sq ft of opportunity, the Great Room alone offers so many possibilities. Enjoy your own private outdoor sports court & car enthusiasts can store up to 30 collector cars. With over 18,000 sq ft, nearly 6 acres of land & a premier location on a scenic road, this private estate is nothing short of exceptional.

Listed by Simon Collaborative Group and Sheryl Simon of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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70 Laurel Road Weston MA 02493

Weston, MA70 Laurel Road

Price$6,299,000

Est. Mortgage: $/month

MLS Number 72875659

  • Single Family Detached
  • Bathroom 8
  • Rooms 13
  • Bedrooms 5
  • Acreage 1.38

New Construction! Presenting 70 Laurel Rd. This luxury home offers a chic modern aesthetic with the feel of an upscale NY loft. The 8,700+ SF home consists of 5 bedrooms (all w/ ensuites), 6F/2H baths, and offers fully integrated smart home systems throughout. An assortment of luxe amenities welcome you home, of which include a stunning chef's kitchen accompanied by a butlers pantry, home office, show stopping marble fireplace, and a fully finished lower level with wet bar, temp. controlled wine room, exercise room & home theatre. Oversized sliding doors off of the living room offer direct access to your expansive rear patio and heated gunite pool. The future owners will enjoy its private, premier location at the end of the cul de sac, surrounded by acres of conservation land and convenient to Weston's considerable network of trails as well as the town center. This is what dreams are made of!

Listed by The Sarkis Team and Manuel Sarkis of Douglas Elliman Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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14 Dellbrook Road Weston MA 02493

Weston, MA14 Dellbrook Road

Price$6,250,000

Est. Mortgage: $/month

MLS Number 72844097

  • Single Family Detached
  • Bathroom 7
  • Rooms 24
  • Bedrooms 6
  • Acreage 2.28

A timeless Estate is elegantly situated in the prestigious Country Club neighborhood. Nestled on 2.28 acres with magical water views of the Weston Golf and Country Club grounds. This masterpiece was designed with a first floor master with a private entrance to an in-door pool. A formal library with a vaulted ceiling, fireplace and exquisite wood detail complements the master suite. Majestic archways reveal the living room that exudes style and sophistication. Multiple French doors lead to the outside gardens, patios and charming koi pond to create an ambience for ultimate entertaining, The elegant dining room with decorative hand painted walls adjoins the butler's pantry and country kitchen with soaring beamed ceilings. The second level has a guest in-law suite, sitting room and sun-lit bedrooms with custom cabinetry. After your swim, relax in the handsome club room with a fabulous bar. Luxe living at its finest with the convenience to Boston and airports

Listed by Mizner + Montero and Amy Mizner of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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33 Meadowbrook Road Weston MA 02493

Weston, MA33 Meadowbrook Road

Price$5,850,000

Est. Mortgage: $/month

MLS Number 72896978

  • Single Family Detached
  • Village Weston Golf Club
  • Bathroom 6
  • Rooms 14
  • Bedrooms 5

This classic and elegant Royal Barry Wills Colonial home encompassing 7,500 square feet of living area was custom built to the highest-level design aesthetic with extraordinary and timeless finishes throughout. Ideally sited on 1.4 acres of landscaped grounds and lush lawn on one of Weston's most coveted streets, this spectacular property provides a unique blend of indoor and outdoor living in any season. With sun-filled and substantial rooms throughout, the sophisticated floor plan highlights custom cabinetry and millwork and exceptional functionality. All of the entertaining spaces offer direct access to the expansive bluestone patio with views of the significant private yard well suited for a pool and tennis court. The second level features a sumptuous master suite plus four additional bedrooms. A handsome cherry paneled office with wood burning fireplace is ideal for those working from home. The lower expansive level features a spacious walk out exercise room and recreation room.

Listed by Dean Poritzky of Engel & Volkers Wellesley

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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211 Westerly Road Weston MA 02493

Weston, MA211 Westerly Road

Price$5,595,000

Est. Mortgage: $/month

MLS Number 72897665

  • Single Family Detached
  • Village Weston Estates
  • Bedrooms 6
  • Bathroom 8
  • Rooms 16

European grandeur blends superbly with contemporary living in this spectacularly renovated estate with museum-quality craftsmanship and breathtaking 2-story windows overlooking lush 1.44 grounds. The marble foyer dazzles with trompe l'oeil mural and grand arched entries to dining & living rooms unequalled in splendor with antique mirrored glass, exquisite molding. Stunning designer kitchen, sunroom with towering Palladian windows & dramatic great room with balcony/mirrored fireplace surround open to stone terrace, hot tub with cascading steps to wading pool & swimming pool on spacious patio with covered access to fantastic lower level state-of-art theater, game room, wine cellar & lounge for casual entertaining. A handsome paneled library & window-lined music room, guest quarters complete main floor. Master suite fit for royalty with fireplace bedroom, sun-drenched morning room & office, spa bath, spectacular dressing room; and 4 additional bedrooms on 2nd floor.

Listed by Kathryn Alphas Richlen and Melissa Dailey of Coldwell Banker Realty - Weston

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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184 Hickory Road Weston MA 02493

Weston, MA184 Hickory Road

Price$5,450,000

Est. Mortgage: $/month

MLS Number 72864759

  • Single Family Detached
  • Bathroom 7
  • Rooms 14
  • Bedrooms 6
  • Acreage 2.11

An exceptional New Construction residence being built by a premier luxury team. Situated on a magnificent 2.11 acre parcel, this custom home has soaring ceilings and impeccable finishes. You will be inspired with its open floor plan that is enhanced with modern architecturally exciting detail. The outside landscape is integrated with walls of glass for formal dining and family entertainment. The state-of-the-art kitchen with high-end appliances is adorned with custom cabinetry and sophisticated appointments. The dining area overlooks a beautiful blue-stone patio. The private office is essential for today's unique lifestyle. The master suite has an impressive dressing room and luxurious bathroom. The fabulous lower level has an exercise room, golf simulator and bedroom suite. The elegant and expansive grounds offer the potential for an in-ground pool and pool house. Convenient location near commuter train, airports and Boston.

Listed by Mizner + Montero and Amy Mizner of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

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