OFF MARKET

Off Market Nov 2022 for $330K

$481,113

Est. refi paymentEst. refi $2,222/mo

•

1,552

sq ft

353 S Rolling Acres Rd, Cheshire, CT 06410

About this home

Enjoy a quiet location near the center of town that is ideal for walking! A Vaulted ceiling enhances the spacious Living room, while the beautiful wood burning RHFP keeps you warm on a cold winter's night. Watch nature out the big Bow window where light pours in to brighten the living space. The Dining room opens to a Kitchen with lots of cabinets for storage. This lovely ranch offers many more features including Central Air, Hardwood floors, good sized bedrooms, large closets, including a walk in closet in the primary bedroom, 2 full baths and easy maintenance Tongue and Groove shelving. A lower-level family room, with a fireplace, adds approximately 300 sq. ft. to your living space. The back Kitchen door leads to "Shale" concrete patio overlooking the treed rear yard where one could have a private gathering. Make this wonderful house yours by adding some updated improvements which will create a modern inviting home to be enjoyed for many years to come!

Centrally located, this home offers easy access to I-691 and I-84. Shopping and schools are also nearby.

Single-familyProperty Type

1959Year Built

0.57 acresLot Size

$310Est. Price/Sq.Ft.

2 car garageParking

Listed by Laura Iorio • Calcagni Real Estate

Bought with Justin Frytz • eXp Realty

Source:Smart MLS #170523505

Redfin Estimate

$481,113

$151K since sold in November 2022$5,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 2.1% higher than the average sale price ($471K) of 5 comparable homes.

SOLD AUG 17, 2026
$500,000
A
3 beds2 baths1,430 sq ft
17 Quell Ct, Cheshire, CT 06410
SOLD JUN 29, 2026
$520,000
B
3 beds2.5 baths1,808 sq ft
139 Contour Dr, Cheshire, CT 06410
SOLD AUG 19, 2026
$480,000
C
3 beds2 baths1,431 sq ft
34 Pehr Ln, Cheshire, CT 06410
SOLD JUN 25, 2026
$406,000
D
3 beds2 baths1,663 sq ft
129 Pleasant Dr, Cheshire, CT 06410
SOLD MAY 28, 2026
$451,000
E
3 beds1.5 baths1,450 sq ft
960 Peck Ln, Cheshire, CT 06410

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Earn from this home

Sell

$206,412

Est. take-home

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Refinance

Est. cash available

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Rent

$2,446/mo

Redfin rental estimate

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Market trends in 06410, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

103.6%

0.6% MoM

Median sale price

$600K

$14K MoM

Avg. days on market

40d

5 days MoM

Recently sold homes

122

8 MoM

New listings for sale

OPEN SUN, 12PM TO 2PM
$725,000
4 beds2.5 baths2,256 sq ft
295 Towpath Ln, Cheshire, CT 06410
OPEN SAT, 10AM TO 12PM
$384,900
3 beds1 bath1,008 sq ft
374 Moss Farms Rd, Cheshire, CT 06410
$750,000
3 beds4 baths2,708 sq ft
775 Mountain Rd, Cheshire, CT 06410
3D WALKTHROUGH
$450,000
3 beds2 baths1,568 sq ft
125 Wallingford Rd, Cheshire, CT 06410
$1,590,000
5 beds4.5 baths5,021 sq ft
16 Mountaincrest Dr, Cheshire, CT 06410
COMING SOON
$449,900
3 beds2 baths1,144 sq ft
80 Contour Dr, Cheshire, CT 06410
COMING SOON
$599,900
4 beds3 baths2,748 sq ft
98 Merwin Cir, Cheshire, CT 06410
OPEN SAT, 10AM TO 12PM
$534,900
3 beds2.5 baths1,771 sq ft
68 River Crest Dr #68, Plantsville, CT 06479
$497,700
3 beds2 baths2,459 sq ft
2 Saxon Woods Ct, Cheshire, CT 06410
$524,900
3 beds2 baths1,560 sq ft
401 Juniper Ln, Cheshire, CT 06410
See all

Provided by Redfin

Sale history for 353 S Rolling Acres Rd

Year

Property tax

Land + Additions

Assessment*

2023

$5,598 (+2.2%)

$79,680 + $79,850

$159,530

2022

$5,475 (+1.8%)

$79,680 + $79,850

$159,530

2021

$5,379 (+1.5%)

$79,680 + $79,850

$159,530

2020

$5,300

$79,680 + $79,850

$159,530

2019

$5,300 (+2.9%)

$79,680 + $79,850

$159,530

2018

$5,152 (+2.1%)

$80,020 + $77,910

$157,930

2017

$5,044 (+2.4%)

$80,020 + $77,910

$157,930

2016

$4,926 (+3.1%)

$80,020 + $77,910

$157,930

2014

$4,777 (+2.2%)

$80,020 + $77,910

$157,930

2011

$4,672

$84,320 + $84,940

$169,260

Tax history for 353 S Rolling Acres Rd

Year

Property tax

Land + Additions

Assessment*

2023

$5,598 (+2.2%)

$79,680 + $79,850

$159,530

2022

$5,475 (+1.8%)

$79,680 + $79,850

$159,530

2021

$5,379 (+1.5%)

$79,680 + $79,850

$159,530

2020

$5,300

$79,680 + $79,850

$159,530

2019

$5,300 (+2.9%)

$79,680 + $79,850

$159,530

2018

$5,152 (+2.1%)

$80,020 + $77,910

$157,930

2017

$5,044 (+2.4%)

$80,020 + $77,910

$157,930

2016

$4,926 (+3.1%)

$80,020 + $77,910

$157,930

2014

$4,777 (+2.2%)

$80,020 + $77,910

$157,930

2011

$4,672

$84,320 + $84,940

$169,260

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

24,829

Year renovated

2025

Sq. Ft.

1,552

Year built

1959

Style

Single Family Residential

County

New Haven County

APN

2339454

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

—

Last updated by owner on Nov 1, 2025.

Property details

Parking

Garage Information
Garage & Parking: Under House Garage
Garages Number: 2

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 7
Laundry Room Location: Lower level
Interior Features: Auto Garage Door Opener, Cable - Available
In-Law Apartment: No
Security System
Fireplaces Total: 2
Cooling System: Central Air
Appliances Included: Refrigerator

Bathroom Information
# of Baths (Full): 2

Bedroom Information
Beds Total: 3

Room Information
Room Count: 7
Basement Description: Partially Finished, Storage
Has Attic
Attic Description: Access Via Hatch

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Shake, Wood
Exterior Features: Garden Area

Lot Information
Lot Description: Lightly Wooded, Treed

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: Brown

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1252
Driveway Type: Paved

Financial

Assessments Information
Assessed Value: $159,530

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Public Sewer In Street, Septic
Hot Water Description: Electric
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

School Information
Middle Jr High School: Dodd
High School: Cheshire
Elementary School: Per Board of Ed

Location Information
State: Connecticut
Nearby Amenities: Basketball Court, Library, Park, Playground/Tot Lot
Directions: Rte. 10 to Maple Ave. to North Rolling Acres to South Rolling Acres
County: New Haven

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,552
Stories: 1.0
Parking Spaces: 2
Basement: Yes
Accessible: No
Lot Size: 0.57 acres
Style: Single Family Residential
Year Built: 1959
Year Renovated: 2025
County: New Haven County
APN: 2339454
HOA Dues: —
Garage: Yes
Features: —

Home facts updated by owner on Nov 1, 2025

Other

Documents & Disclosures
Supplement Count Public: 4

Around this home

Schools

Highland School

Public K-6 • Assigned • 0.6mi

9/10

Dodd Middle School

Public 7-8 • Assigned • 0.3mi

8/10

Cheshire High School

Public 9-12 • Assigned • 1.6mi

9/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 98° expected this year, 16 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Cheshire, CT • 06410

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$458,000 – $554,000

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Nearby similar homes

OPEN SUN, 12PM TO 2PM

$725,000

4 beds2.5 baths2,256 sq ft

295 Towpath Ln, Cheshire, CT 06410

$497,700

3 beds2 baths2,459 sq ft

2 Saxon Woods Ct, Cheshire, CT 06410

OPEN SAT, 11AM TO 12:30PM

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3 beds1 bath1,764 sq ft

445 Lincoln Dr, Cheshire, CT 06410

$359,900

2 beds2 baths1,382 sq ft

393 S Meriden Rd, Cheshire, CT 06410

OPEN SUN, 12PM TO 2PM

$429,900

5 beds2 baths1,584 sq ft

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$1,379,000

5 beds4.5 baths3,948 sq ft

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New listings for sale in 06410

OPEN SUN, 12PM TO 2PM

$725,000

4 beds2.5 baths2,256 sq ft

295 Towpath Ln, Cheshire, CT 06410

OPEN SAT, 10AM TO 12PM

$384,900

3 beds1 bath1,008 sq ft

374 Moss Farms Rd, Cheshire, CT 06410

$750,000

3 beds4 baths2,708 sq ft

775 Mountain Rd, Cheshire, CT 06410

3D WALKTHROUGH

$450,000

3 beds2 baths1,568 sq ft

125 Wallingford Rd, Cheshire, CT 06410

$1,590,000

5 beds4.5 baths5,021 sq ft

16 Mountaincrest Dr, Cheshire, CT 06410

COMING SOONVIDEO TOUR

$449,900

3 beds2 baths1,144 sq ft

80 Contour Dr, Cheshire, CT 06410

COMING SOON

$599,900

4 beds3 baths2,748 sq ft

98 Merwin Cir, Cheshire, CT 06410

OPEN SAT, 10AM TO 12PM

$534,900

3 beds2.5 baths1,771 sq ft

68 River Crest Dr #68, Plantsville, CT 06479

$497,700

3 beds2 baths2,459 sq ft

2 Saxon Woods Ct, Cheshire, CT 06410

Home values near 353 S Rolling Acres Rd

Data from public records.

Address	Redfin Estimate
326 S Rolling Acres Road, Cheshire, CT 3 Beds \| 1.5 Baths \| 1368 Sq. Ft.	$445,957
340 S Rolling Acres Road, Cheshire, CT 3 Beds \| 1.5 Baths \| 1742 Sq. Ft.	$522,621

Address	Redfin Estimate
415 S Rolling Acres Road, Cheshire, CT 4 Beds \| 2 Baths \| 1324 Sq. Ft.	$486,834
370 S Rolling Acres Road, Cheshire, CT 3 Beds \| 1.5 Baths \| 1532 Sq. Ft.	$553,944

Address	Redfin Estimate
325 S Rolling Acres Road, Cheshire, CT 2 Beds \| 1.5 Baths \| 1250 Sq. Ft.	$422,235
393 S Rolling Acres Road, Cheshire, CT 4 Beds \| 2 Baths \| 2151 Sq. Ft.	$522,865

Property information provided by Smart MLS when last listed in 2022. This data may not show owner updates. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06410, CT

Sale history for 353 S Rolling Acres Rd

Tax history for 353 S Rolling Acres Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06410

Home values near 353 S Rolling Acres Rd

More real estate resources