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Weston Real Estate Reports

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Houses For Sale in Weston, Connecticut

Weston Real Estate Market Statistics & Town Profile

Weston is located immediately north of Westport and boasts a rich heritage of stonewalls, wooded landscapes and rustic, centuries-old charm. Wetlands and nature conservancies abound, and two acre zoning ensures the rural charm of the town will continue for generations. The Town Center hosts all manner of essential businesses, and retail shopping can be found just a short drive away in Westport. If you are looking for a truly rural experience and small town life, Weston is the place for you.

Education

The excellent school system is comprised of Hurlbutt Elementary School, Weston Middle School and Weston High School, all three centrally located on a 120 acre education campus. Numerous athletic fields accommodate outdoor sports that include football, soccer, baseball, softball and lacrosse, both intramural and interscholastic. Weston High School’s 750 seat auditorium is used for town-wide meetings as well as school activities and performances.

Town Highlights

Weston residents have many options for entertainment and recreation. Devil’s Den and Bisceglie Park offer great hiking, and there are tennis and swimming facilities, golf courses, plenty of opportunities for jogging and biking, as well easy access to the beaches of Westport. The town also features the Westport/Weston Community Theater and the Weston Pubic Library.

Commuting

From Weston Center, it is a short drive to the Westport or Wilton railway stations. Also, Weston is minutes away from the Merritt Parkway and the Connecticut Turnpike for those who commute by automobile to businesses in nearby towns.

Weston to NYC

Metro-North New Haven Schedule
From Weston center it is a short drive to either the Wilton or Westport train stations. You can travel to GCT via the Danbury Branch of the Metro-North New Haven line.
The Westport train station is located at 1 Railroad Place off Saugatuck Avenue. It has full ADA access and ticket machines are available. There is no staffed ticket office at this location. The fare to GCT is $15.75 one-way peak, $11.75 one-way off peak, and $341 monthly. Parking is offered by the Westport Police Department (203-341-6001).

The Wilton Station is a few hundred yards from Center Street near the intersection of Route 7 and 33. Cannondale Station is on Cannon Road, just off Route 7, adjoining the Cannondale Village Shopping Center. There are no ticket machines and no staffed ticket office. Parking at Wilton and Cannondale is the province of the town (203-563-0100). Tickets bought before boarding the train to Grand Central cost $13.50 one-way peak, $10 one-way off peak. A monthly commutation ticket is $292.

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Weston Real Estate Listing Report

For Sale Recently Sold
25 Results
Min. Price
$
Max. Price
$
Beds
Baths
  • Price (High to Low)
  • Price (Low to High)
  • Status
  • City
  • Listing Date
  • Type / Price Descending
  • Listing Number
  • Open Home Date Asc
$1,149,000
234 Weston Road
Weston, CT 06883
1
3
Beds
2
Baths
1,736
SqFt
(10)
234 Weston Road, Weston, CT 06883 
Open House: Aug 23, 2025, 2:00 PM - 4:00 PM
 
#24120700 | House
 
$1,374,000
5 Walker Lane
Weston, CT 06883
2
4
Beds
3 | 1
Baths
4,792
SqFt
(39)
5 Walker Lane, Weston, CT 06883 
Open House: Aug 23, 2025, 12:00 PM - 2:00 PM
 
#24118797 | House
 
$879,000
1 Graystone Lane
Weston, CT 06880
3
4
Beds
2 | 1
Baths
2,317
SqFt
(29)
1 Graystone Lane, Weston, CT 06880 
Open House: Aug 24, 2025, 1:00 PM - 3:00 PM
 
#24118454 | House
 
$920,000
1 Greenlea Lane
Weston, CT 06883
4
5
Beds
3
Baths
2,788
SqFt
(33)
1 Greenlea Lane, Weston, CT 06883 
 
 
#24115728 | House
 
$1,495,000
17 Grays Farm Road
Weston, CT 06883
5
4
Beds
3 | 1
Baths
3,166
SqFt
(34)
17 Grays Farm Road, Weston, CT 06883 
Open House: Aug 24, 2025, 1:00 PM - 3:00 PM
 
#24113400 | House
 
$1,050,000
17 Huckleberry Lane
Weston, CT 06883
6
4
Beds
4
Baths
2,386
SqFt
(27)
17 Huckleberry Lane, Weston, CT 06883 
 
 
#24110589 | House
 
$1,160,000
27 Rogues Ridge
Weston, CT 06883
7
4
Beds
3 | 1
Baths
2,910
SqFt
(40)
27 Rogues Ridge, Weston, CT 06883 
 
 
#24114393 | House
 
$549,000
341 Georgetown Road
Weston, CT 06883
8
2
Beds
1 | 1
Baths
844
SqFt
(19)
341 Georgetown Road, Weston, CT 06883 
 
 
#24113467 | House
 
$1,995,530
31 Riverfield Drive
Weston, CT 06883
9
5
Beds
4
Baths
4,056
SqFt
(40)
31 Riverfield Drive, Weston, CT 06883 
Virtual Tour
 
 
#24112974 | House
 
$1,160,000
4 Whippoorwill Lane
Weston, CT 06883
10
5
Beds
3
Baths
4,359
SqFt
(37)
4 Whippoorwill Lane, Weston, CT 06883 
 
 
#24111368 | House
 
$675,000
105 Ladder Hill Road North
Weston, CT 06883
11
3
Beds
2
Baths
1,603
SqFt
(39)
105 Ladder Hill Road North, Weston, CT 06883 
 
 
#24111820 | House
 
$2,000,000
30 Soundview Farm Road
Weston, CT 06883
12
6
Beds
6 | 1
Baths
7,261
SqFt
(40)
30 Soundview Farm Road, Weston, CT 06883 
 
 
#24108097 | House
 
$2,099,000
47 Tubbs Spring Drive
Weston, CT 06883
13
6
Beds
5 | 1
Baths
7,804
SqFt
(37)
47 Tubbs Spring Drive, Weston, CT 06883 
 
 
#24106160 | House
 
$1,700,000
8 Hedgerow Common
Weston, CT 06883
14
4
Beds
2 | 1
Baths
5,306
SqFt
(37)
8 Hedgerow Common, Weston, CT 06883 
 
 
#24102385 | House
 
$820,000
7 Hillcrest Lane
Weston, CT 06883
15
2
Beds
1 | 1
Baths
1,586
SqFt
(37)
7 Hillcrest Lane, Weston, CT 06883 
 
 
#24101973 | House
 
$1,599,000
9 Blue Spruce Circle
Weston, CT 06883
16
5
Beds
4 | 1
Baths
4,930
SqFt
(38)
9 Blue Spruce Circle, Weston, CT 06883 
Open House: Aug 24, 2025, 1:00 PM - 3:00 PM
 
#24089967 | House
 
$1,779,000
28 Old Orchard Drive
Weston, CT 06883
17
5
Beds
5 | 1
Baths
7,611
SqFt
(40)
28 Old Orchard Drive, Weston, CT 06883 
 
 
#24079433 | House
 
$1,999,000
275 Newtown Turnpike
Weston, CT 06883
18
5
Beds
5 | 2
Baths
7,166
SqFt
(40)
275 Newtown Turnpike, Weston, CT 06883 
 
 
#24089820 | House
 
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IDX information is provided by SmartMLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2025 the SmartMLS All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2025 SmartMLS, Inc.
SmartMLS (CTMLS-GFC) data last updated at August 22, 2025, 10:41 AM ET

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Compass CT
470 Main Street
Ridgefield CT 06877

203.856.5534
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Licensed in the state of Connecticut & New York.

© 2025 Karla Murtaugh is a founding agent of Compass Ridgefield licensed in the state of Connecticut & New York · Last modified: 11 August 2022 · Web: darrylo
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