19 Windy Hill Road
Hampton, Connecticut 06247
- Beds
- 3
- Baths
- 1 | 1
- SqFt
- 1,576
- Acres
- 3.45
- Year Built
- 1998
- 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
Enjoy the tranquility of country living in this beautiful Colonial, built in 1998 and privately situated on a picturesque 3.45-acre parcel in quiet rural Hampton. Set back from the road, this inviting property offers the perfect setting for those seeking privacy, space and a peaceful lifestyle. The home features three bedrooms, one-and-a-half baths, hardwood floors and a beautiful sunroom overlooking the surrounding property. A Wraparound deck provides the perfect place to relax, entertain, and enjoy the outdoors. The walkout basement offers additional possibilities and includes a workshop area ideal for hobbies, projects or extra storage. A detached three-car garage provides abundant room for vehicles, equipment and recreational toys, while the unfinished living space above presents an opportunity to create additional living area to suit your needs. If you are looking for a home with country charm, acreage and plenty of potential this special Hampton property is one you won't want to miss!
Key Facts
- City/Town
- Hampton
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1998
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 1 full · 1 half
- Living Area
- 1,576 sq ft
- Lot Size
- 3.45 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $5,154 / Annually
Market Snapshot
The Hampton Market
Single Family · trailing 12 months
Active Listings
7
3 under contract
Median List Price
$510,000
7 active listings
Median Closed Price
$400,000
29 sales
Median Days on Market
2
7 active listings
Median $ / Sq Ft
$249
7 active listings
Sale-to-List Ratio
100.0%
29 sales
How this home compares
List Price
$510,000
vs $510,000 median
In line with median
Price / Sq Ft
$324
vs $249 median
30.1% above median
Days on Market
0 days
vs 2 days median
2 days fresher than median
Based on 7 active and 29 closed sales (trailing 12 mo) of single family in Hampton. Source: SmartMLS · As of October 30, 2026.
Location
19 Windy Hill Road, Hampton, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$2,781
- Property Taxes$430
- Insurance$170
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Hampton
- Neighborhood
- N/A
- County
- Windham
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1998
- New Construction
- No/Resale
- Living Area
- 1,576 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- BaseboardHot Water
- Heat Fuel
- Oil
- Cooling
- Ceiling Fans
- Appliances
- Oven/RangeMicrowaveRange HoodRefrigeratorDishwasher
- Basement
- FullFull With Walk-Out
- Interior Features
- Cable - Available
Exterior & Lot
- Lot Size
- 3.45 acres
- Zoning
- RA-80
- Garage / Parking
- 3 garage spacesDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $5,154 / Annually
- Days on Market
- 0
- MLS #
- 24214310
- MLS Status
- Active
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 10/30/2026. 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 10/30/2026 at 6:05 PM UTC.