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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

2 School #1 Weston, MA

$3,100 €2,734

Rental, Attached (Townhouse/Rowhouse/Duplex)

  • 2 Beds
  • 1 Bath
  • 1,200 SqFt
  •  

Charming updated carriage house in Weston Center. This sunny and spacious 2 bedroom has it all! Cathedral ceilings, skylights and hardwood floors. Newer kitchen, marble bath, Laundry in unit. Patio overlooking beautiful grounds. Large sunny bonus ...

106 Jericho #106 Weston, MA

$3,500 €3,087

Rental, Condominium

  • 2 Beds
  • 2 Baths
  • 1,359 SqFt
  •  

This lovely, renovated garden style condo offers one level living. Gleaming hardwood floors throughout this home provides a spacious living room and formal dining room with sliders to a private stone patio. Bright and beautiful granite kitchen ove...

19 Spring Rd #19 Weston, MA

$3,800 €3,352

Rental, Single Family

  • 3 Beds
  • 1 Bath
  • 1,470 SqFt
  •  

Single-family home with period charm and modern efficiency sited on a very quiet cul de sac street. Boston Train at Kendall Green on Church Street and easy access to Rt. 128/95 and the MApike. 8 Rooms 1500 sq ft plus finished basement, 3 bedroom...

727 South #1 Weston, MA

$3,800 €3,352

Rental, Single Family

  • 4 Beds
  • 3 Baths
  • 2,500 SqFt
  •  

Spacious brick ranch with generous open floor plan in a super location for commuters and close proximity to middle school and high school! Come see this well maintained home with 4 bedrooms and 3 full baths and finished lower level with flexible s...

91 Viles St #91 Weston, MA

$3,950 €3,484

Rental, Single Family

  • 5 Beds
  • Baths
  • 3,300 SqFt
  •  

Spacious 10-room, 3-5 bedroom, 3.5 bath house in very popular Brook Road neighborhood, with possible au pair suite. New kitchen with cherry cabinets, granite counters and new appliances, open to large family room with cathedral ceiling and skyligh...

25 Circle Dr Weston, MA

$4,100 €3,616

Rental, Single Family

  • 4 Beds
  • Baths
  • 2,600 SqFt
  •  

Well maintained Multilevel home at residential northside culdesac, within minutes to the commuter rail. Central air and hardwood floors on upper level. Updated kitchen, baths, appliances and furnace. Bright lower walkout level has spacious famil...

37 Buckskin Drive #37 Weston, MA

$6,000 €5,292

Rental, Single Family

  • 5 Beds
  • Baths
  • 3,898 SqFt
  •  

WESTON ESTATES! Gorgeous single family Colonial for rent in the desirable Weston Estates. Large 1.38 acre lot. Ideal location right off Rte.20. Gives you easy access to 128 & Mass Pike. Short drive to all the stores and shops in Weston Center. Lar...

100 Buckskin Dr #1 Weston, MA

$6,500 €5,733

Rental, Single Family

  • 5 Beds
  • Baths
  • 4,000 SqFt
  •  

Beautiful new kitchen and family open concept design. Exclusive Weston Estates garrison colonial in excellent condition. Beautiful 1.5 acre corner lot with manicured lawns. Marble floors in foyer and bathrooms. 2 fireplaces, hardwood floors, s...

24 Longmeadow Rd Weston, MA

$7,000 €6,174

Rental, Single Family

  • 4 Beds
  • Baths
  • 5,300 SqFt
  •  

Spacious center entrance colonial with open floor plan, 4 bedrooms, and sprawling lower level. Great yard. Convenient to Weston center and commuter rail

NEW TO MARKET

23 Pine Summit Cir #23 Weston, MA

$7,000 €6,174

Rental, Attached (Townhouse/Rowhouse/Duplex)

  • 4 Beds
  • Baths
  • 4,594 SqFt
  •  

Exquisite townhome in Weston's premier 55+ condo community, Highland Meadows.This beautiful detached home has close to 4600 square feet of versatile living space, 14 rooms, 4 bedrooms and 4 ½ bathrooms. First Floor Features Include: Cathedral Styl...

61 Cliff #sf Weston, MA

$8,750 €7,718

Rental, Single Family

  • 4 Beds
  • Baths
  • 3,666 SqFt
  •  

Grand, one of a kind European-style home overlooking private pond along cliff road, available for month-to-month tenancy. A magnificent stone terrace runs along the length of the home, overlooking more than 2 acres of land running alongside the p...

707 Boston Post Road Weston, MA

$625,000 €551,292

Single Family, Detached

  • 3 Beds
  • 1 Bath
  • 2,040 SqFt
  • 1.04 Acres

Rare opportunity to restore this 1952 Cape on a one-acre lot abutting conservation land and with sidewalks to Town Center. The existing house is in need of extensive repairs and updating and is being sold as is. It currently includes three bedroom...