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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

33 Bullard Road Weston, MA

$7,995,000 €7,048,120

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,...

15 Laurel Road Weston, MA

$4,395,000 €3,874,483

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...

22 Pheasant Trail Weston, MA

$2,650,000 €2,336,150

Single Family, Detached

  • 6 Beds
  • Baths
  • 8,078 SqFt
  • 1.28 Acres

OPEN HOUSE: Saturday, Feb 23, 2019, 12:00pm - 1:30pm - This 8078 s.f home on 1.3-acre lot abutting conservation land with panoramic views of Weston Reservoir was custom built to optimize views & showcase open floor plan for casual multi-generational family living and entertaining. Soaring ceilings an...

OPEN HOUSE

55 Love Lane Weston, MA

$10,950,000 €9,653,148

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 ...

2 Meadowbrook Road Weston, MA

$6,448,000 €5,684,338

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 ...

79 Black Oak Road Weston, MA

$4,695,000 €4,138,952

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 ...

400 Concord Rd Weston, MA

$4,990,000 €4,399,014

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...

441 Glen Road Weston, MA

$8,395,000 €7,400,747

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...

NEW TO MARKET

16 Driftwood Ln Weston, MA

$6,300,000 €5,553,866

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...

NEW TO MARKET

250 Country Dr Weston, MA

$5,500,000 €4,848,613

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 ...

NEW TO MARKET

8 Claridge Drive Weston, MA

$4,280,000 €3,773,102

Single Family, Detached

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

OPEN HOUSE: Sunday, Feb 24, 2019, 2:30pm - 4:00pm - 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...

OPEN HOUSE

300 Glen Rd Weston, MA

$3,595,000 €3,169,230

Single Family, Detached

  • 6 Beds
  • Baths
  • 9,200 SqFt
  • 2.68 Acres

OPEN HOUSE: Saturday, Feb 23, 2019, 12:00pm - 1:30pm - Sophisticated Colonial located in desirable South side of Weston is generously sited on majestic manicured grounds. Grand foyer with circular staircase leads to magnificent mahogany library with custom built-ins, stunning fireplaced formal living ...

OPEN HOUSE