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272 Horse Hill Road

Ashford, Connecticut 06278

ACTIVE$699,000
Beds
4
Baths
2 | 1
SqFt
2,634
Acres
3.11
Year Built
1988
Matt Caiola

Matt Caiola

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About This Home

Nestled at the end of a long, winding driveway, this exquisite Colonial home offers timeless New England elegance on over three private, picturesque acres. Surrounded by classic stone walls, sprawling lawns, mature gardens, and inviting outdoor dining spaces, this exceptional property is a secluded retreat rich in historic details and charm. Inside, you'll find four spacious bedrooms with one on the main floor, two and one-half baths, wide-plank hardwood floors, and five fireplaces that create warmth and character in nearly every room. One-of-a-kind hand-painted wall murals and custom artisan details enhance this home's distinctive personality while honoring its antique Colonial aesthetic. Built in 1988 and expanded in 1995 it includes a full basement, abundant storage and modern systems. Every space reflects craftsmanship rarely found in today's market. Located in the historic town of Ashford in Northeast Connecticut's "Quiet Corner" this remarkable property offers the perfect balance of peaceful country living with convenient access to nearby amenities as well as the Connecticut shoreline, Massachusetts, and the beautiful Rhode Island beaches. A truly exceptional offering for those seeking privacy, authenticity, and refined New England living.

Key Facts

City/Town
Ashford
Neighborhood
N/A
Property / Style
Single Family · Cape Cod
Year Built
1988
Days on Market
30 days
Beds
4
Baths
2 full · 1 half
Living Area
2,634 sq ft
Lot Size
3.11 acres
Garage / Parking
3 garage
Property Taxes
$9,020 / Annually

Market Snapshot

The Ashford Market

Single Family · trailing 12 months

Median Days on Market

47

13 active listings

Median $ / Sq Ft

$265

13 active listings

Sale-to-List Ratio

100.9%

39 sales

How this home compares

List Price

$699,000

vs $499,900 median

39.8% above median

Price / Sq Ft

$265

vs $265 median

In line with median

Days on Market

30 days

vs 47 days median

17 days fresher than median

Based on 13 active and 39 closed sales (trailing 12 mo) of single family in Ashford. Source: SmartMLS · As of July 28, 2026.

Location

272 Horse Hill Road, Ashford, Connecticut

Property + 7 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,549

per month

  • Principal & Interest$3,564
  • Property Taxes$752
  • Insurance$233
  • 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
Cape Cod
Year Built
1988
New Construction
No/Resale
Living Area
2,634 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
2
Appliances
Gas RangeRefrigeratorWasherElectric Dryer
Basement
FullUnfinished

Exterior & Lot

Lot Size
3.11 acres
Zoning
RA
Garage / Parking
3 garage spacesDetached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Clapboard
Roof
Wood Shingle
Foundation
ConcreteStone
Exterior Features
Garden AreaStone WallPatio
Lot Description
SecludedLightly Wooded

Listing & Financials

Property Taxes
$9,020 / Annually
Days on Market
30
MLS #
24187009
MLS Status
Active
Financing
FHA,VA,CHFA

Similar Properties

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

Listed By

James Kelly

(860) 550-0295

William Raveis Real Estate

(860) 886-1386

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 4:25 AM UTC.