272 Horse Hill Road
Ashford, Connecticut 06278
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,634
- Acres
- 3.11
- Year Built
- 1988
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Active Listings
13
9 under contract
Median List Price
$499,900
13 active listings
Median Closed Price
$397,500
39 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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.
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.