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

50 Winsor Way Weston, MA

$19,950,000 €17,101,719

Single Family, Detached

  • 5 Beds
  • Baths
  • 21,450 SqFt
  • 4.6 Acres

Uncompromising design, flawless construction, breathtaking scenery and wondrous nuances entice you into this custom built life estate. Poised on a 4.6 acre parcel of lush gently rolling lawn that abuts the 18th fairway of the Weston Golf Club, thi...

316-320 Wellesley St Weston, MA

$17,000,000 €14,572,893

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

63 Cart Path Road Weston, MA

$15,900,000 €13,629,941

Single Family, Detached

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

Spectacular opportunity to own 5.75 acres abutting the 8th and 9th holes and overlooking the 11th and 12th holes of the Weston Golf course. Perfectly sited on this property is a stunning brick and limestone Georgian colonial which includes 14,384...

80 Highland St Weston, MA

$9,490,000 €8,135,103

Single Family, Detached

  • 4 Beds
  • Baths
  • 12,870 SqFt
  • Acres

Excellence rarely experienced, this custom home features a meticulously planned layout with open spaces and extensively & thoughtfully designed to create easy living and entertaining at its finest. The sleek, Poggenpohl kitchen offers a large isla...

44 Young Weston, MA

$6,895,000 €5,910,594

Single Family, Detached

  • 6 Beds
  • Baths
  • 10,500 SqFt
  • 3.1 Acres

Sophisticated Shingle and Stone Colonial is exquisitely sited on 3 + acres of lush expansive lawns and professionally landscaped gardens including a pool, pool house, tennis court and outdoor patio with fireplace and barbecue area. The two story f...

99 Westcliff Road Weston, MA

$6,700,000 €5,743,434

Single Family, Detached

  • 10 Beds
  • 7 Baths
  • 16,463 SqFt
  • 5.62 Acres

Magnificently sited high on a hilltop, The Henderson House, a signature estate, offers stunning architectural details throughout. This exquisite English Tudor mansion is nestled on over 5 acres of meticulously maintained grounds and offers sweepin...

8 Claridge Drive Weston, MA

$5,850,000 €5,014,790

Single Family, Detached

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

Exclusive Southside estate set on 6.71 acres of land on Weston's premier private cul-de-sac. 10,000 sq.ft Custom Shingle Style home offers sophisticated and gracious formal areas with generous, open informal spaces. Grand foyer with sweeping stair...

441 Glen Rd Weston, MA

$5,850,000 €5,014,790

Single Family, Detached

  • 5 Beds
  • 7 Baths
  • 10,066 SqFt
  • 5 Acres

With its grand scale and prestigious south-side location, this extraordinary new construction will be built to impress with timeless style and impeccable finishes. Luxurious and private, it is sited on a one-of-a-kind 5+acre lot abutting conservat...

20 Laxfield Road Weston, MA

$5,400,000 €4,629,037

Single Family, Attached

  • 5 Beds
  • 8 Baths
  • 10,810 SqFt
  • 1.71 Acres

Stunning new shingle and stone style manor is being built by prominent Weston builder to be complete in late spring 2017. This 11-room exceptional residence offers over 10,000 sq. ft. of open floor plan living space. Some features of this beautif...

79 Walnut Road Weston, MA

$4,995,000 €4,281,859

Single Family, Detached

  • 6 Beds
  • 7 Baths
  • 8,500 SqFt
  • 1.59 Acres

This NEW CONSTRUCTION designed by Catalano Architects is set on a private 1.59 acre lot in a premier south side neighborhood. The home features 8,500 SF of living space on three levels. A dramatic front to back entry hall leading to the grand terr...

26 Skating Pond Road Weston, MA

$4,950,000 €4,243,284

Single Family, Detached

  • 6 Beds
  • Baths
  • 7,169 SqFt
  • 3.62 Acres

Majestically ensconced on over 3.5 acres in prime country club area, this stunning home built in 1920 has been meticulously renovated by Foley Fiore Architecture, skillfully blending modern and traditional design elements. The property consists of...

EXCLUSIVE

400 Concord Road Weston, MA

$4,900,000 €4,200,422

Single Family, Detached

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

Welcome to your private wooded retreat. This spectacular shingle-style property is ideally sited on over 2.6 acres of landscaped grounds abutting miles of tranquil conservation land and trails in North Weston. Beautifully designed and further enha...

EXCLUSIVE