Off Market Aug 2025 for $135K

$281,759

•

720

sq ft

256 Pine Hill Rd, Sterling, CT 06377

About this home

Very pretty, level lot with 317 feet of road frontage, and approximately 1244 ft deep. The house was lived in until very recently, however best future use may be a tear down. All of the mechanicals seem to be functional. There is a drilled well, and an old dug well. There is some type of a septic system, presumably from when the house was built in 1955. The foundation is stone, and below the house is just a dirt crawl space that does get quite wet. There appears to be rotted sills and floor joists, and the interior floors are sagging. The full bathroom does have a washing machine hookup, and the dryer is in the mudroom. The furnace is in the attic, and access is from the exterior, however the stairs to get there are unsafe. The house and property are being sold in as is condition with all of the contents. Cash will be best. Best offers due Saturday, August 2nd 8pm.

Single-familyProperty Type

1955Year Built

8.53 acresLot Size

$391Est. Price/Sq.Ft.

4 spacesParking

Listed by Lynn Converse • RE/MAX Bell Park Realty

Bought with Lynn Converse • RE/MAX Bell Park Realty

Source:Smart MLS #24115603

Redfin Estimate

$281,759

$147K since sold in August 2025$4,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 28.4% lower than the average sale price ($393K) of 6 comparable homes.

SOLD AUG 14, 2026
$385,000
A
3 beds1 bath960 sq ft
847 Sterling Rd, Sterling, CT 06377
SOLD DEC 11, 2025
$425,000
B
2 beds1 bath937 sq ft
6356 Flat River Rd, Coventry, RI 02857
SOLD APR 21, 2026
$355,000
C
2 beds1 bath1,092 sq ft
73 Sterling Hill Rd, Moosup, CT 06354
SOLD DEC 3, 2025
$394,900
D
2 beds1 bath900 sq ft
367 Pine Hill Rd, Sterling, CT 06377
SOLD MAY 27, 2026
$390,000
E
3 beds1 bath1,080 sq ft
490 Kate Downing Rd, Plainfield, CT 06374
SOLD MAY 28, 2026
$410,000
F
3 beds1.5 baths1,008 sq ft
234 Congdon Rd, Voluntown, CT 06384

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$157,501

Est. take-home

List your home with Redfin and save $2,818

Rent

$1,616/mo

Redfin rental estimate

List your home for rent

Market trends in 06377, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.2%

+1.3% MoM

Median sale price

$385K

$9K MoM

Avg. days on market

21 days MoM

Recently sold homes

3 MoM

New listings for sale

COMING SOON
$345,000
3 beds1 bath960 sq ft
53 Laiho Rd, Sterling, CT 06377
$475,000
3 beds2.5 baths2,572 sq ft
331 Valley View Rd, Sterling, CT 06377
See all

Provided by Redfin

Sale history for 256 Pine Hill Rd

Tax history for 256 Pine Hill Rd

*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

8.53 Acres

Year renovated

—

Sq. Ft.

720

Year built

1955

Style

Single Family Residential

County

Windham County

APN

1718000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Off Street Parking, Unpaved

Parking Information
Parking Total Spaces: 4

Interior

Interior Information
Total Rooms: 4
Cooling System: Window Unit
Appliances Included: Oven/Range, Refrigerator, Washer, Dryer

Bathroom Information
# of Baths (Full): 1

Bedroom Information
Beds Total: 1

Room Information
Basement Description: Crawl Space, Sump Pump, Dirt Floor
Has Attic

Exterior

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

Lot Information
Lot Description: Lightly Wooded, Level Lot

Building Information
Foundation Type: Stone
Construction Description: Frame

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 720

Financial

Assessments Information
Assessed Value: $119,000

Utilities

Utility Information
Water Source: Private Well
Hot Water Description: Electric
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: Above Ground
Energy Features: Thermopane Windows

Location

School Information
High School: Per Board of Ed
Elementary School: Per Board of Ed

Location Information
State: Connecticut
Directions: Pine Hill Road between Route 14A and Bailey Road
County: Windham

Public facts

Beds: 1
Baths: 1.0
Sq. Ft.: 720
Stories: 1.0
Lot Size: 8.53 acres
Style: Single Family Residential
Year Built: 1955
Year Renovated: —
County: Windham County
APN: 1718000

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

Sterling Community School

Public PreK-8 • Assigned • 2.0mi

4/10

Plainfield High School

Public 9-12 • Assigned • 5.7mi

2/10

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

3/10 Fire Factor

0.62% chance of being in a wildfire in next 30 years

3/10 Heat Factor

7 days above 95° expected this year, 14 days in 30 years

6/10 Wind Factor

62% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Sterling, CT • 06377

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 4.5 hours in December, placing it below the U.S. average for solar exposure.

8.9 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$268,000 – $325,000

Reach more buyers when you sell with Redfin. Save up to $2,818 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

$399,999

2 beds2.5 baths2,454 sq ft

112 Bailey Pond Rd, Voluntown, CT 06384

$50,000

2 beds1 bath552 sq ft

49 Erin Dr, Plainfield, CT 06374

$289,900

3 beds1 bath1,092 sq ft

28 Daggett St, Moosup, CT 06354

$290,000

3 beds1 bath963 sq ft

19 River St, Plainfield, CT 06374

3D WALKTHROUGH

$499,900

3 beds2 baths1,447 sq ft

235 New Rd, Moosup, CT 06354

$255,000

3 beds1 bath1,000 sq ft

39 Sterling Hill Rd, Moosup, CT 06354

New listings for sale in 06377

COMING SOON

$345,000

3 beds1 bath960 sq ft

53 Laiho Rd, Sterling, CT 06377

$475,000

3 beds2.5 baths2,572 sq ft

331 Valley View Rd, Sterling, CT 06377

Home values near 256 Pine Hill Rd

Data from public records.

Address	Redfin Estimate
242 Pine Hill Road, Sterling, CT 3 Beds \| 2 Baths \| 1588 Sq. Ft.	$490,801
289 Pine Hill Road, Sterling, CT 3 Beds \| 2 Baths \| 1506 Sq. Ft.	$413,972

Address	Redfin Estimate
227 Pine Hill Road, Sterling, CT 3 Beds \| 2 Baths \| 2245 Sq. Ft.	$521,989
295 Pine Hill Road, Sterling, CT 3 Beds \| 2.5 Baths \| 1671 Sq. Ft.	$419,126

Address	Redfin Estimate
290 Pine Hill Road, Sterling, CT 3 Beds \| 1.5 Baths \| 1638 Sq. Ft.	$412,074
282 Pine Hill Road, Sterling, CT 3 Beds \| 2 Baths \| 1729 Sq. Ft.	$272,614

Property information provided by Smart MLS when last listed in 2025. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Houses for rent in Windham County	Agents near me	Westport, CT homes for sale	Windham County Housing Market
Houses for sale near me	Greenwich, CT homes for sale	New Haven, CT homes for sale
Land for sale near me	Stamford, CT homes for sale	Milford, CT homes for sale
Open Houses near me	West Hartford, CT homes for sale	Windham County Property Records
Condos for sale near me	Norwalk, CT homes for sale	CT New Listings

Foster homes for sale
Putnam homes for sale
Brooklyn homes for sale

Worcester County homes for sale
Middlesex County homes for sale
Norfolk County homes for sale