Off Market May 2021 for $565K

$746,805

•

2,268

sq ft

178 Bailey Rd, Sterling, CT 06377

About this home

Attractive and well maintained gentleman farm with a well built, one owner 1999 colonial offering 3 bedrooms, 2 full bathrooms and 1 half bath. Custom farmhouse style kitchen with granite counters, wood counter tops, cathedral ceilings, wood burning fireplace with sliders out to a large deck. First floor continues to offer large living room and dining room for entertaining, office/study, LaVette, and first floor laundry. Second floor offers large master bedroom with private full bathroom and wide pine flooring, two additional generous bedrooms with wide pine flooring, and guest full bathroom. Full basement with workout area and lots storage. Large barn with loft storage and greenhouses close to the home. Portion of the property has open fields and is flat with a long private drive all on a low traveled road providing over 36 acres of land.

Single-familyProperty Type

1999Year Built

36.15 acresLot Size

$329Est. Price/Sq.Ft.

Listed by Gregory Coupe • Long Realty,Inc.

Bought with Newell Wright Ii • Spaulding Realty Group, LLC

Source:Smart MLS #170384167

Redfin Estimate

$746,805

$182K since sold in May 2021$30K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 58.8% higher than the average sale price ($470K) of 5 comparable homes.

SOLD DEC 4, 2025
$531,000
A
3 beds2.5 baths2,443 sq ft
261 Spaulding Rd, Plainfield, CT 06374
SOLD JUN 5, 2026
$360,000
B
3 beds2 baths2,050 sq ft
7 Old Cranston Rd, Sterling, CT 06377
SOLD MAY 4, 2026
$560,000
C
3 beds2.5 baths2,520 sq ft
5 Flat Rock Rd, Plainfield, CT 06374
SOLD JUN 17, 2026
$450,000
D
3 beds2 baths1,512 sq ft
241 N Sterling Rd, Sterling, CT 06377
SOLD JUN 10, 2026
$450,000
E
3 beds2 baths1,486 sq ft
388 Spaulding Rd, Plainfield, CT 06374

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Earn from this home

Sell

$295,854

Est. take-home

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Market trends in 06377, CT

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

97.3%

+0.5% MoM

Median sale price

$382K

$964 MoM

Avg. days on market

12d

2 days MoM

Recently sold homes

2 MoM

New listings for sale

$579,900
3 beds2.5 baths2,768 sq ft
3 Logans Way, Sterling, CT 06377
OPEN TODAY, 11AM TO 1PM
$625,000
3 beds2.5 baths3,600 sq ft
184 Gibson Hill Rd, Sterling, CT 06377
$475,000
3 beds2 baths1,717 sq ft
141 Gibson Hill Rd, Sterling, CT 06377
$295,000
3 beds1 bath1,056 sq ft
143 Main St, Sterling, CT 06377
See all

Provided by Redfin

Sale history for 178 Bailey Rd

Tax history for 178 Bailey 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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

44.23 Acres

Year renovated

—

Sq. Ft.

2,268

Year built

1999

Style

Other

County

Windham County

APN

00003800

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Apr 9, 2023.

Property details

Parking

Garage Information
Garage & Parking: Barn

Interior

Interior Information
Total Rooms: 7
Interior Features: Cable - Pre-wired
Security System
Fireplaces Total: 1
Cooling System: Ductless, Split System
Appliances Included: Gas Cooktop, Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1

Bedroom Information
Beds Total: 3

Room Information
Room Count: 11
Basement Description: Full
Has Attic
Attic Description: Access Via Hatch

Exterior

Exterior Features
Roof Information: Asphalt Shingle, Shingle
Exterior Siding: Wood
Exterior Features: Covered Deck, Deck

Lot Information
Lot Description: Farm Land, Some Wetlands, Fence - Partial

Building Information
Foundation Type: Concrete
Construction Description: Frame

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2268
Driveway Type: Private

Financial

Assessments Information
Assessed Value: $191,520

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: 40 Gallon Tank, Oil
Heat Type: Baseboard, Heat Pump, Zoned
Heat Fuel Type: Electric, Oil
Fuel Tank Location: In Basement
Energy Features: Generator

Location

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

Location Information
State: Connecticut
Directions: Route 14 east, go past the town hall, take a left on newport road, drive for approximately a 1/2 mile, take a right on woodland road, go the end, take a right on bailey road
County: Windham

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 2,268
Stories: 2.0
Lot Size: 44.23 acres
Style: Other
Year Built: 1999
Year Renovated: —
County: Windham County
APN: 00003800

Home facts updated by county records on Apr 9, 2023

Other

Documents & Disclosures
Supplement Count Public: 3

Around this home

Schools

Sterling Community School

Public PreK-8 • Assigned • 2.6mi

4/10

Plainfield High School

Public 9-12 • Assigned • 6.1mi

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

0.31% 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

63% 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

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$710,000 – $859,000

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Nearby similar homes

$300,000

4 beds2 baths1,498 sq ft

50 Pine Hill Rd, Sterling, CT 06377

$295,000

3 beds1 bath1,056 sq ft

143 Main St, Sterling, CT 06377

$265,000

3 beds1 bath1,000 sq ft

39 Sterling Hill Rd, Moosup, CT 06354

3D WALKTHROUGH

$519,000

3 beds2 baths1,447 sq ft

235 New Rd, Moosup, CT 06354

$50,000

2 beds1 bath552 sq ft

49 Erin Dr, Plainfield, CT 06374

$475,000

3 beds2 baths1,717 sq ft

141 Gibson Hill Rd, Sterling, CT 06377

New listings for sale in 06377

$579,900

3 beds2.5 baths2,768 sq ft

3 Logans Way, Sterling, CT 06377

OPEN TODAY, 11AM TO 1PM

$625,000

3 beds2.5 baths3,600 sq ft

184 Gibson Hill Rd, Sterling, CT 06377

$475,000

3 beds2 baths1,717 sq ft

141 Gibson Hill Rd, Sterling, CT 06377

$295,000

3 beds1 bath1,056 sq ft

143 Main St, Sterling, CT 06377

Home values near 178 Bailey Rd

Data from public records.

Address	Redfin Estimate
443 Pine Hill Rd, Moosup, CT 3 Beds \| 2 Baths \| 2404 Sq. Ft.	$458,955
413 Pine Hill Rd, Moosup, CT 3 Beds \| 2 Baths \| 1422 Sq. Ft.	$402,349

Address	Redfin Estimate
435 Pine Hill Rd, Moosup, CT 3 Beds \| 1.5 Baths \| 2366 Sq. Ft.	$490,391
405 Pine Hill Rd, Moosup, CT 3 Beds \| 2.5 Baths \| 1734 Sq. Ft.	$444,594

Address	Redfin Estimate
427 Pine Hill Rd, Moosup, CT 3 Beds \| 2.5 Baths \| 1822 Sq. Ft.	$512,786
391 Pine Hill Rd, Sterling, CT 3 Beds \| 4.5 Baths \| 1922 Sq. Ft.	$451,076

Property information provided by Smart MLS when last listed in 2021. This data may not match . Learn more.

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