353 S Rolling Acres Rd, Cheshire, CT 06410
OFF MARKET

353 S Rolling Acres Rd
Cheshire, CT 06410

Chesire Village
  • 3 Beds
  • 2 Baths
  • 1,252 sqft (on 0.57 acres)

$475,000

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $3,347/mo*
Refinance Your Home

$475,000

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $3,347/mo*
Refinance Your Home
3 Beds
2 Baths
1,252 sqft
(on 0.57 acres)

Home Value

Trulia Estimate
$475K
Since last month
Increased$2K (+0.3%)
Since last year
Increased$500 (+0.1%)
Since last sale
Increased$144K (+43.7%)
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 +101% in the last 10 years
MonthEstimated value
2026
August 2026$474K
July 2026$473K
June 2026$477K
May 2026$475K
April 2026$473K
March 2026$461K
February 2026$454K
January 2026$451K
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
383 Lincoln Drive, Cheshire, CT
0.13
Single-Family Home
$370,000
05/18/26
3
1.5
1,044
445 Lincoln Drive, Cheshire, CT
0.10
Single-Family Home
$300,000
04/15/26
3
1
1,764
125 Curve Hill Road, Cheshire, CT
0.42
Single-Family Home
$405,000
09/17/25
3
1.5
1,282
3 Cedar Lane, Cheshire, CT
0.49
Single-Family Home
$350,000
10/20/25
3
1.5
1,512
87 Curve Hill Road, Cheshire, CT
0.45
Single-Family Home
$425,000
10/17/25
3
2
1,282
365 Spruce Street, Cheshire, CT
0.41
Single-Family Home
$460,000
02/13/26
3
2
1,633
155 Robin Ln, Cheshire, CT
0.36
Single-Family Home
$370,000
10/02/25
3
1
1,047
253 N Rolling Acres Rd, Cheshire, CT
0.16
Single-Family Home
$275,000
02/13/26
2
1
964
194 Robin Lane, Cheshire, CT
0.30
Single-Family Home
$631,000
04/13/26
4
2
1,686
139 Contour Drive, Cheshire, CT
0.38
Single-Family Home
$520,000
06/29/26
3
2.5
1,808

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
371 South Rolling Acres, Cheshire, CT 06410
0.03
$420,600
3
1.5
1,250
Off Market
393 South Rolling Acres Road, Cheshire, CT 06410
0.05
$526,000
4
2
2,151
Off Market
341 South Rolling Acres Road, Cheshire, CT 06410
0.02
$412,100
2
1
1,365
Off Market
370 Taylor Avenue, Cheshire, CT 06410
0.06
$437,700
3
1
1,538
Off Market
325 South Rolling Acres, Cheshire, CT 06410
0.05
$398,400
2
1.5
1,250
Off Market
394 Taylor Avenue, Cheshire, CT 06410
0.08
$397,700
2
1
1,544
Off Market
315 South Rolling Acres, Cheshire, CT 06410
0.07
$362,900
2
1
1,092
Off Market
383 Lincoln Drive, Cheshire, CT 06410
0.13
$370,000
3
1.5
1,044
Recently Sold
377 Lincoln Drive, Cheshire, CT 06410
0.14
$464,900
3
1
1,824
Off Market
265 Taylor Avenue, Cheshire, CT 06410
0.12
$437,600
3
1
1,524
Off Market
350 Lincoln Drive, Cheshire, CT 06410
0.14
$426,100
3
1
1,044
Off Market
249 South Rolling Acres, Cheshire, CT 06410
0.15
$441,600
2
2
1,188
Off Market

Local Information

  • Map ViewExplore the area around 353 S Rolling Acres Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1959
Lot Size
0.57 acres
Living Area
1,252 sqft
Price/Sqft
$379
Parking
Garage

About this House

This single-family home is located at 353 S Rolling Acres Rd, Cheshire, CT. 353 S Rolling Acres Rd is in the Chesire Village neighborhood in Cheshire, CT and in ZIP code 06410. This property has 3 bedrooms, 2 bathrooms and approximately 1,252 sqft of floor space. This property has a lot size of 0.57 acres and was built in 1959.
353 S Rolling Acres Rd, Cheshire, CT 06410 is a 3 bedroom, 2 bathroom, 1,252 sqft single-family home in Chesire Village, built in 1959. It last sold for $330,000 on Nov 18, 2022. It is currently off market. The Trulia Estimate is $475,000, with a rent estimate of $3,094/month.

Home Details for 353 S Rolling Acres Rd

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1959Year Updated: 1985
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.57 acres

Price and Tax history

DateEventPrice
Nov 18, 2022
Source: Smart MLS #170523505
Sold
$330,000
Nov 4, 2022
Source: Smart MLS #170523505
Contingent
$339,900
Sep 22, 2022
Source: Smart MLS #170523505
Listed For Sale
$339,900

Market trends in Cheshire

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$522K
$55KMoM
Sale-to-List Price
102.5%
1.2%MoM
Price per sq ft
$266
$5MoM
Available listings
58
3MoM

Around this home

Neighborhood Overview

Chesire Village
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Chesire Village

At least 1 Trulia users voted on each feature.

  • 100 % Say it's quiet

  • 100 % Say kids play outside

  • 100 % Say it's dog friendly

  • 100 % Say there's wildlife

  • 100 % Say yards are well-kept

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Frequently asked questions about 353 S Rolling Acres Rd

  • What is 353 S Rolling Acres Rd estimated to be worth?
    Trulia's estimated value for 353 S Rolling Acres Rd in Cheshire, CT is $475,000.
  • What is the price history for 353 S Rolling Acres Rd?
    353 S Rolling Acres Rd in Cheshire, CT last sold for $330,000 in November 2022.
  • Is Cheshire a buyer's or seller's market?
    Cheshire is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Cheshire?
    The median sale price in Cheshire is $522K. That is up $55K from the prior month.
  • How big is the lot at 353 S Rolling Acres Rd?
    The lot at 353 S Rolling Acres Rd in Cheshire, CT is about 0.57 acres (24,829 sq ft).
  • Does 353 S Rolling Acres Rd have a garage?
    Yes, 353 S Rolling Acres Rd in Cheshire, CT has a garage.

Explore by feature - Pet Friendly

9 pet-friendly rentals in Cheshire, CT

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 353 S Rolling Acres Rd

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