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Welcome to Weston

The Town of Weston is an attractive suburban town on the perimeter of metropolitan Boston. Incorporated in 1713 the town is located on a rugged upland plateau. 

Early settlers discovered that the amount of useful agricultural land was limited as was the waterpower potential in the town. But colonists moving in from Watertown in the mid-17th century established scattered farms in Weston and by 1679 a sawmill several taverns some doctors and according to the historians probably some lawyer had settled in Weston.

By the 18th century residents were profiting by the traffic on the Boston Post Road.  Taverns of great historic importance were established on the Road. The Golden Ball Tavern built in 1750 and the Josiah Smith Tavern built in 1757 still exist in the town. Unfortunately commercial stagnation followed the loss of business after the opening of the Worcester Turnpike in 1810 drew commercial traffic from the Boston Post Road. 

Townspeople turned to boot and shoe making and the manufacturing of cotton and woolen mill machinery. By 1870 substantial country estates were being built in Weston by Bostonians establishing a prosperous residential character for the town. Farming continued to be a significant support for the local economy and an organ factory opened in 1888 which employed some residents. 

The Weston Aqueduct and Reservoir were built in 1903 and the Hultman Aqueduct followed in 1938 to bring Quabbin Reservoir water into Boston. In exchange Boston residents continued to build homes in Weston many of them architect designed. Some famous architects such as McKim and Richardson designed luxurious houses in the town which witnessed a rapid increase in population from 1920 to 1935 and then again after World War II. 

The Boston oriented suburbanization has continued as a major factor in the town's development. Residents are very proud of the town's school system and the handsome homes in quiet well-kept neighborhoods but tend to brush off the town's reputation as one of the most affluent communities in the state.  Weston has carefully retained significant amounts of open space and maintains over 60 miles of hiking and horseback riding trails playgrounds ball fields golf courses and cross-country skiing areas.    Information provided by: Town of Weston 

Weston Real Estate Listings

All Listings Under $100,000 $600,000 - $700,000
$700,000 - $800,000 $800,000 - $900,000 $900,000 - $1,000,000
Over $1,000,000

55 Love Lane Weston, MA

$10,950,000 €9,684,695

Single Family, Detached

  • 7 Beds
  • 7 Baths
  • 10,537 SqFt
  • 7 Acres

Dramatic tree lined driveway leads to magnificent compound w/main residence, guest & carriage houses & pool while overlooking 7 park like acres close to horse & walking trails. This exquisite residence has been masterfully renovated & restored to ...

18 Skating Pond Rd Weston, MA

$8,750,000 €7,738,911

Single Family, Detached

  • 5 Beds
  • Baths
  • 12,000 SqFt
  • 3.04 Acres

New construction of an exceptional 12,000 square-foot estate by premier developer will showcase unparalleled craftsmanship, exquisite design and cutting-edge technology at a level of taste and luxury befitting a sanctuary in the most exclusive enc...

441 Glen Road Weston, MA

$8,395,000 €7,424,933

Single Family, Detached

  • 5 Beds
  • 7 Baths
  • 11,018 SqFt
  • 5 Acres

Introducing a spectacular American Country estate privately situated on five acres of rolling grounds. This sophisticated 11,018 square foot new construction is thoughtfully designed by an acclaimed architect who seamlessly blends functionality wi...

104 Meadowbrook Rd Weston, MA

$7,999,000 €7,074,692

Single Family, Detached

  • 5 Beds
  • Baths
  • 12,000 SqFt
  • 2.16 Acres

Impeccably designed for modern living, this magnificent stone-and-shingle estate in the exclusive Weston Golf Club area is set on 2 private acres convenient to Boston. The 12,000+ sf home by a premier architect and builder team showcases the ultim...

33 Bullard Road Weston, MA

$7,995,000 €7,071,154

Single Family, Detached

  • 5 Beds
  • 8 Baths
  • 9,700 SqFt
  • 3.7 Acres

Timeless luxury reimagined. Spectacular renovation of long-admired 1920 Southside Weston estate, set on 3/7 acres, has begun. Plans from renowned Boston design firm include gut-renovation and addition of existing property and 3 bed carriage house,...

63 Westcliff Road Weston, MA

$7,988,000 €7,064,963

Single Family, Detached

  • 5 Beds
  • 6 Baths
  • 9,280 SqFt
  • 1.8 Acres

Welcome to a modern architectural masterpiece, the likes of which Weston has never seen. The Ledgewood Residence offers over 9,000 square feet of impeccable living spaces, including five bedrooms, five full baths and two powder rooms, situated on ...

2 Meadowbrook Road Weston, MA

$6,448,000 €5,702,914

Single Family, Detached

  • 6 Beds
  • 7 Baths
  • 9,396 SqFt
  • 3.54 Acres

Sited on a magnificent 3.5 acre lot this Classic New England Estate offers a beautiful blend of premier location, sizable acreage and custom built high quality. Designed by award winning architect Patrick Ahearn, this six bedroom home offers four ...

16 Driftwood Ln Weston, MA

$6,300,000 €5,572,016

Single Family, Detached

  • 6 Beds
  • 7 Baths
  • 8,586 SqFt
  • 2.15 Acres

Gorgeous Adirondack style home fit for an All Star! Perfect for entertaining – chef’s kitchen, open floorplan and huge, beautifully landscaped yard with in-ground pool and jacuzzi. Gated entry ensures privacy and security, while three car garage a...

211 Westerly Road Weston, MA

$6,200,000 €5,483,571

Single Family, Detached

  • 6 Beds
  • 6 Baths
  • 10,016 SqFt
  • 1.44 Acres

Introducing a prominent custom residence in Weston Estates. Meticulous renovations, soaring ceilings and an open floor plan capture the private grounds. Elegant millwork in the entertainment sized dining room and majestic family room complement ...

NEW TO MARKET

250 Country Dr Weston, MA

$5,500,000 €4,864,459

Single Family, Detached

  • 6 Beds
  • 7 Baths
  • 9,500 SqFt
  • 2.58 Acres

Introducing a magnificent home located in the prestigious South Side Weston Estates. Set on several acres abutting conservation land, this 6 bedroom home first occupied in 2017 offers 9500sqft of masterfully enhanced living space designed by A La ...

49 Nobscot Rd Weston, MA

$4,995,000 €4,417,813

Single Family, Detached

  • 5 Beds
  • 5 Baths
  • 7,770 SqFt
  • 1.4 Acres

Sophisticated, stylish and contemporary, the interior of this classic New England shingle-style estate is the definition of cutting-edge design. Free-flowing front-to-back spaces and abundant glass highlight cascading natural light and views of lu...

NEW TO MARKET

400 Concord Rd Weston, MA

$4,990,000 €4,413,391

Single Family, Detached

  • 5 Beds
  • 7 Baths
  • 8,600 SqFt
  • 2.63 Acres

Beautifully sited on private 2.6-acre wooded grounds, this stunning shingle-style home abutting acres of conservation land has the serenity of a country estate, and is just 25 minutes from Boston. The 8,600-square-foot home has spectacular archite...