159 Old Redding Rd, Weston, CT 06883
OFF MARKET

159 Old Redding Rd
Weston, CT 06883

  • 5 Beds
  • 4 Baths
  • 3,369 sqft (on 3.71 acres)

$1,579,100

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $10,384/mo*
Refinance Your Home

$1,579,100

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $10,384/mo*
Refinance Your Home
5 Beds
4 Baths
3,369 sqft
(on 3.71 acres)

Home Value

Trulia Estimate
$1.58M
Since last month
Decreased$20K (-1.3%)
Since last year
Increased$44K (+2.9%)
Since last sale
Increased$396K (+33.5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +71% in the last 10 years
MonthEstimated value
2026
August 2026$1.58M
July 2026$1.6M
June 2026$1.6M
May 2026$1.58M
April 2026$1.53M
March 2026$1.55M
February 2026$1.53M
January 2026$1.5M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
8 Messex Lane, Weston, CT
0.11
Single-Family Home
$985,900
01/08/26
4
2.5
2,804
62 Wells Hill Road, Weston, CT
0.35
Single-Family Home
$1,075,000
09/23/25
5
3
3,965
29 Old Stage Coach Road, Weston, CT
0.49
Single-Family Home
$1,252,500
12/01/25
5
4.5
4,898
153 Valley Forge Road, Weston, CT
0.50
Single-Family Home
$1,485,000
08/29/25
4
3.5
3,896
195 Steep Hill Road, Weston, CT
0.79
Single-Family Home
$1,170,000
08/15/26
5
4
4,344
180 Davis Hill Road, Weston, CT
0.81
Single-Family Home
$1,210,300
06/23/26
5
3.5
2,881
23 Old Stage Coach Road, Weston, CT
0.53
Single-Family Home
$2,000,000
07/23/26
4
4.5
4,312
28 Richmond Hill Road, Weston, CT
0.62
Single-Family Home
$1,012,000
05/27/26
3
2.5
3,658
29 Bradley Road, Weston, CT
0.47
Single-Family Home
$1,555,002
09/09/25
5
6.5
5,990
198 Steep Hill Road, Weston, CT
0.83
Single-Family Home
$960,000
06/12/26
5
4
3,581

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
Bernhard Drive, Weston, CT 06883
0.10
$1,657,700
4
3.5
4,150
Off Market
Bernhard Drive, Weston, CT 06883
0.10
$2,128,100
4
4
5,450
Off Market
8 Messex Lane, Weston, CT 06883
0.11
$985,900
4
2.5
2,804
Recently Sold
19 Bernhard Drive, Weston, CT 06883
0.18
$1,759,300
5
5
8,762
Off Market
Valley Forge Road, Weston, CT 06883
0.17
-
-
-
-
Off Market
7 Messex Lane, Weston, CT 06883
0.23
$2,928,400
6
6
8,404
Off Market
11 Messex Lane, Weston, CT 06883
0.26
$1,121,100
4
2.5
2,716
Off Market
12 Winslow Road, Weston, CT 06883
0.29
$1,699,000
4
4.5
4,458
Off Market
3 Cristina Lane, Weston, CT 06883
0.31
$2,156,600
4
5
5,055
Off Market
62 Wells Hill Road, Weston, CT 06883
0.35
$1,668,400
5
3
3,965
Off Market
129 Davis Hill Road, Weston, CT 06883
0.37
$1,695,000
4
4
3,822
For Sale
60 Woodland Drive, Easton, CT 06612
0.44
$860,400
3
3
1,912
Off Market

Local Information

  • Map ViewExplore the area around 159 Old Redding Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1998
Lot Size
3.71 acres
Living Area
3,369 sqft
Price/Sqft
$469
Parking
Garage

About this House

This single-family home is located at 159 Old Redding Rd, Weston, CT. 159 Old Redding Rd is in Weston, CT and in ZIP code 06883. This property has 5 bedrooms, 4 bathrooms and approximately 3,369 sqft of floor space. This property has a lot size of 3.70 acres and was built in 1998.
159 Old Redding Rd, Weston, CT 06883 is a 5 bedroom, 4 bathroom, 3,369 sqft single-family home built in 1998. It last sold for $1,185,000 on Jul 1, 2005. It is currently off market. The Trulia Estimate is $1,579,100, with a rent estimate of $7,821/month.

Home Details for 159 Old Redding Rd

Interior Features

Interior Details
BasementNumber of Rooms: 11
Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1998Year Updated: 2015
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 3.71 acres

Price and Tax history

DateEventPrice
Jul 1, 2005
Source: Smart MLS #98229454
Sold
$1,185,000
Sep 23, 2003
Source: Smart MLS #98172067
Sold
$935,000
May 13, 2002
Source: Smart MLS #98120568
Sold
$825,000

Market trends in Weston

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
45
6MoM

Around this home

What Locals Say about Weston

At least 40 Trulia users voted on each feature.

  • 98 % Say car is needed

  • 96 % Say yards are well-kept

  • 95 % Say parking is easy

  • 95 % Say it's quiet

  • 85 % Say there's wildlife

  • 80 % Say it's dog friendly

  • 73 % Say there's holiday spirit

  • 62 % Say neighbors are friendly

  • 62 % Say people would walk alone at night

  • 56 % Say kids play outside

  • 52 % Say they plan to stay for at least 5 years

  • 47 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Nikkivines
    "it's gorgeous and rural. it's that perfect combination of large its and a really tight knit community."
    3
    Flag
  • Unspecified
    "I work from home, so commuting isn’t an issue for me. We do have several restaurants, pharmacies and grocery stores within 5-10 minutes. "
    4
    Flag
  • Romulo V.
    "Each house has lots of outdoor space (2-acre law) which is perfect for dogs. There’re dog parks near the area which is great for dog interaction. "
    2
    Flag
  • Lisa_singer
    "Great school system, supportive, welcoming community. Nature Preserve, Historic Society, Pond, cute town center"
    1
    Flag
  • mhcampbell73
    "The town is gear toward families with children as opposed to couples with grown children or retirees. The schools and activities for kids are top notch. However, the cost of living is very high due to the property taxes assessed to support the school system. There is no industry and only a small business base to defray taxes in this primarily bedroom community."
    0
    Flag
  • mhcampbell73
    "With two acre zoning, houses are spaced apart which is why walkability is low. But shopping and restaurants abound in neighboring towns with good access. The school system would rival many private schools. Lots of trees and wildlife. It's just plain beautiful."
    0
    Flag
  • ronfin
    "School are superb, train to Grand Central is 20 minutes away, (1h train ride), safe and child friendly. 15-25 minutes from great restaurants in Westport, Norwalk and Wilton"
    0
    Flag
  • Lindsayjillmarcus
    "I moved to Weston for the town's amazing school system. The Weston community is top notch and the people are friendly. I chose Weston over Westport as this town has so much charm."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 159 Old Redding Rd

  • What is 159 Old Redding Rd estimated to be worth?
    Trulia's estimated value for 159 Old Redding Rd in Weston, CT is $1,579,100.
  • What is the price history for 159 Old Redding Rd?
    159 Old Redding Rd in Weston, CT last sold for $1,185,000 in July 2005.
  • Is Weston a buyer's or seller's market?
    Weston is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Weston?
    Residents describe Weston, CT as well-kept, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Weston, CT.
  • How big is the lot at 159 Old Redding Rd?
    The lot at 159 Old Redding Rd in Weston, CT is about 3.7 acres.
  • Does 159 Old Redding Rd have a garage?
    Yes, 159 Old Redding Rd in Weston, CT has a garage.

Explore by feature - Pet Friendly

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Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Washer/dryer

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Apartments for Rent

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Off Market Homes Near 159 Old Redding Rd

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