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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 $400,000 - $500,000
$600,000 - $700,000 $700,000 - $800,000 $800,000 - $900,000
Over $1,000,000

55 Love Lane Weston, MA

$12,000,000 €10,530,120

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 €7,678,213

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...

104 Meadowbrook Rd Weston, MA

$7,999,000 €7,019,202

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 €7,015,692

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,...

NEW TO MARKET

2 Meadowbrook Road Weston, MA

$6,448,000 €5,658,184

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 €5,484,438

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 ...

400 Concord Rd Weston, MA

$4,990,000 €4,378,775

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...

NEW TO MARKET

79 Black Oak Road Weston, MA

$4,695,000 €4,119,909

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 ...

316 Wellesley Street Weston, MA

$4,500,000 €3,948,795

Single Family, Detached

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

CALL FOR OFFERS - OFFERED AT $5M BELOW ASSESED VALUE OF $9.455M - CALL FOR OFFERS ASAP- Majestic gated residence in one of the most affluent suburbs only 12 miles west of Boston. Designed for gracious entertaining, this magnificent estate is comp...

EXCLUSIVE

320 Wellesley Street Weston, MA

$4,500,000 €3,948,795

Land, Residential

  • 2.8 Acres

2.8 Acres / 121,855 sqft Offered as Land as well as w improvements as below: CALL FOR OFFERS ASAP - OFFERED AT $5M BELOW ASSESSED VALUE OF $9.455M - - Majestic gated residence in one of the most affluent suburbs only 12 miles west of Boston. D...

EXCLUSIVE

15 Laurel Road Weston, MA

$4,395,000 €3,856,656

Single Family, Attached

  • 6 Beds
  • Baths
  • 8,090 SqFt
  • 1.91 Acres

Magnificent new construction in coveted Weston neighborhood on large flat lot. Prime location abutting 34+ acres of town land. Truly beautiful setting with stunning views. Sophisticated open floor plan optimized for today's discerning buyers. Mast...

NEW TO MARKET

8 Claridge Drive Weston, MA

$4,280,000 €3,755,743

Single Family, Detached

  • 5 Beds
  • Baths
  • 10,014 SqFt
  • 6.71 Acres

Recently painted and refreshed throughout. Exclusive Southside estate set on 6.71 acres on Weston’s premier private cul-de-sac. 10,014 SF custom Shingle-style home. Grand foyer with sweeping staircase, banquet-sized dining room. Family room with c...