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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 $500,000 - $600,000
$700,000 - $800,000 $800,000 - $900,000 $900,000 - $1,000,000
Over $1,000,000

63 Cart Path Road Weston, MA

$13,900,000 €12,323,712

Single Family, Detached

  • 7 Beds
  • 11 Baths
  • 14,384 SqFt
  • 5.85 Acres

One of a kind location and property! 15 Miles from Boston! Set in the most prestigious neighborhood in Boston’s Metro West suburbs abutting Weston Golf Club, is a majestic Georgian Mansion on approx. 6 acres. Grand formal rooms compliment more cas...

55 Love Lane Weston, MA

$12,000,000 €10,639,176

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 €7,757,733

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 Kenneth Stevens will showcase unparalleled craftsmanship, exquisite design and cutting-edge technology at a level of taste and luxury befitting a sanctuary in the mo...

33 Bullard Rd Weston, MA

$7,995,000 €7,088,351

Single Family, Detached

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

Timeless luxury reimagined. Spectacular renovation of a long-admired 1920 Southside Weston estate, set on 3.7 acres, has begun. Plans from renowned Boston design firm include full gut-renovation and addition of existing property and 3 bed carriage...

316-320 Wellesley St Weston, MA

$6,500,000 €5,762,887

Single Family, Detached

  • 7 Beds
  • 9 Baths
  • 20,000 SqFt
  • 2.8 Acres

Majestic gated residence in one of the most affluent suburbs only 12 miles west of Boston. Designed for gracious entertaining, this magnificent estate is complete w almost 3 acres of manicured lawn, tennis court, heated swimming pool, outdoor kit...

EXCLUSIVE

2 Meadowbrook Road Weston, MA

$6,448,000 €5,716,784

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 ...

21 Chestnut Street Weston, MA

$6,250,000 €5,541,238

Single Family, Detached

  • 5 Beds
  • 7 Baths
  • 8,174 SqFt
  • 2.11 Acres

Introducing 21 Chestnut. A most coveted and desirable street address will be the home for this magnificent shingle and stone manor house. This 5 bedroom home will have an open sophisticated and functional floor plan optimizing the ultimate in ...

49 Nobscot Rd Weston, MA

$5,295,000 €4,694,536

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...

445 Concord Rd Weston, MA

$4,995,000 €4,428,557

Single Family, Detached

  • 6 Beds
  • 8 Baths
  • 9,772 SqFt
  • 3.44 Acres

Sophisticated style and comfortable elegance are unparalleled in this stunning 9700-square-foot shingle-style estate boasting beautifully-proportioned rooms, exquisite millwork, gorgeous bay windows with sweeping views and state-of-the-art ameniti...

NEW TO MARKET

400 Concord Rd Weston, MA

$4,990,000 €4,424,124

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...

12 Westerly Rd Weston, MA

$4,695,000 €4,162,578

Single Family, Detached

  • 6 Beds
  • 8 Baths
  • 9,286 SqFt
  • 1.39 Acres

Locally renowned and talented design/build team bring forth an extraordinary shingle & stone style home located on a private and beautiful lot - Sure to be artistically crafted, exquisitely designed, and executed with the top-shelf quality they ar...

79 Black Oak Road Weston, MA

$4,695,000 €4,162,578

Single Family, Detached

  • 5 Beds
  • 7 Baths
  • 8,500 SqFt
  • 1.41 Acres

Stunning NEW CONSTRUCTION privately set on 1.41 acres in prestigious Weston Estates neighborhood. Custom designed by prominent architect and being built by Banner Construction, this spectacular residence beautifully blends exquisite architectural ...