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111 Ashford Center Road

Ashford, Connecticut 06278

ACTIVE - NEW$385,000
Beds
4
Baths
3 | 1
SqFt
2,866
Acres
1.71
Year Built
1964
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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About This Home

One-of-a-kind Ashford home in an extraordinary country setting! Offering approximately 2,866 sq. ft., 4 bedrooms and 3.5 baths, this distinctive home has evolved over the years into a wonderfully flexible floor plan well suited to multigenerational living, working from home or simply spreading out. Character is everywhere, from wide-board wood floors and exposed beams to two fireplaces and a terrific library with extensive built-ins. The spacious kitchen, multiple living areas and combination of first- and second-floor spaces offer possibilities rarely found in a conventional home. Set on 1.71 acres with garage, outbuildings, open yard and wooded surroundings, the setting is equally special. Immediately beyond the property is Joshua's Trust's 60+ acre Josias Byles Sanctuary, with extensive Boy Scouts of America land farther beyond, creating an exceptional backdrop of woods, wildlife and open space. The home is livable now while offering plenty of opportunity for its next owner to make it their own. Refinishing the wood floors, exterior painting and other thoughtful improvements could make a remarkable difference. A truly unusual property for buyers who value space, character, flexibility and nature.

Key Facts

City/Town
Ashford
Neighborhood
N/A
Property / Style
Single Family · Colonial,Cottage
Year Built
1964
Days on Market
0 days
Beds
4
Baths
3 full · 1 half
Living Area
2,866 sq ft
Lot Size
1.71 acres
Garage / Parking
1 garage · 6 total
Property Taxes
$7,584 / Annually

Market Snapshot

The Ashford Market

Single Family · trailing 12 months

Median Days on Market

42

18 active listings

Median $ / Sq Ft

$253

18 active listings

Sale-to-List Ratio

100.0%

40 sales

How this home compares

List Price

$385,000

vs $494,950 median

22.2% below median

Price / Sq Ft

$134

vs $253 median

47.0% below median

Days on Market

0 days

vs 42 days median

42 days fresher than median

Based on 18 active and 40 closed sales (trailing 12 mo) of single family in Ashford. Source: SmartMLS · As of September 29, 2026.

Location

111 Ashford Center Road, Ashford, Connecticut

Property + 9 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,815

per month

  • Principal & Interest$2,055
  • Property Taxes$632
  • Insurance$128
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Ashford
Neighborhood
N/A
County
Windham

Residence

Property Type
Single Family
Style
Colonial,Cottage
Year Built
1964
New Construction
No/Resale
Living Area
2,866 sq ft

Schools

Elementary
Ashford
High
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
None
Fireplaces
2
Appliances
Gas RangeOven/RangeRefrigeratorDishwasherWasherDryer
Basement
FullUnfinishedHatchway AccessInterior AccessConcrete Floor
Interior Features
Cable - AvailableOpen Floor Plan

Exterior & Lot

Lot Size
1.71 acres
Zoning
RA
Garage / Parking
1 garage space6 total parking spacesDetached GarageBarnDrivewayOff Street ParkingPrivateDirtGravel
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
ShingleWood
Roof
Asphalt ShingleGable
Foundation
Concrete
Exterior Features
ShedBarnGarden AreaStone Wall
Lot Description
Lightly WoodedFarm LandBorders Open SpaceLevel LotCleared

Listing & Financials

Property Taxes
$7,584 / Annually
Days on Market
0
MLS #
24198024
MLS Status
Active
Financing
FHA,VA,CHFA,Renovation,USDA

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Brian McCarthy

(860) 428-2627

Home Selling Team

(860) 456-7653

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/29/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 9/29/2026 at 11:20 PM UTC.