102 Pumpkin Hill Road
Ashford, Connecticut 06278
Reduced from $525,000
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 2,754
- Acres
- 10.21
- Year Built
- 1973
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Private 10.21-acre country property offering the perfect blend of comfortable living, privacy, and hobby farm potential. This well-maintained ranch features 3 bedrooms, 2.5 baths, hardwood flooring, a beautiful stone fireplace, a bright sunroom, and an attached 2-car garage. The finished walkout lower level adds valuable living space with a large family room, three additional finished rooms, pantry/storage area, and potential for an in-law setup, home office, gym, or guest space. Outside, the possibilities are endless. The property includes fenced pasture areas, a barn/stable, multiple outbuildings, and open space ideal for horses, alpacas, goats, sheep, chickens, or other farm animals. A picturesque pond tucked among the trees adds to the property's charm, providing a peaceful setting for relaxation, wildlife watching, and enjoying the natural beauty of the land. Whether you're looking to homestead, garden, raise animals, or simply enjoy a tranquil rural lifestyle, this property is ready to accommodate your vision. Surrounded by mature trees, scenic countryside, and private walking trails, yet conveniently located to local amenities, this unique property offers the space, flexibility, and country charm that are hard to find.
Key Facts
- City/Town
- Ashford
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1973
- Days on Market
- 40 days
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 2,754 sq ft
- Lot Size
- 10.21 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $7,441 / 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
$510,000
vs $499,900 median
In line with median
Price / Sq Ft
$185
vs $265 median
30.2% below median
Days on Market
40 days
vs 47 days median
7 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
102 Pumpkin Hill Road, Ashford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,600
- Property Taxes$620
- Insurance$170
- 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
- Ranch
- Year Built
- 1973
- New Construction
- No/Resale
- Living Area
- 2,754 sq ft
- Below Grade
- 1,338 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Ceiling FansCentral Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Oven/RangeRefrigeratorDishwasher
- Basement
- Full
- In-Law Apartment
- PossibleLower Level
Exterior & Lot
- Lot Size
- 10.21 acres
- Zoning
- RA
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedDeckGarden AreaStable
- Lot Description
- Secluded
Listing & Financials
- Property Taxes
- $7,441 / Annually
- Days on Market
- 40
- MLS #
- 24183649
- MLS Status
- Under Contract
Similar Properties
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Co-Listed By
Cassie Ryniewicz
CR Premier Properties
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 5:25 AM UTC.