251 Thompson Hill Road
Portland, Connecticut 06480
- Beds
- 3
- Baths
- 2
- SqFt
- 2,757
- Acres
- 2.05
- Year Built
- 1955
- 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
This classic 1955 country Cape is set on 2.05 acres in a peaceful wooded setting in Portland, yet just minutes from Glastonbury and Route 2. The first floor features a spacious family room with fireplace, kitchen, dining room, laundry room, formal living room, full bath, and a versatile den/home office. Upstairs are four bedrooms and a second full bath. This house is surprising spacious! The full walkout basement includes a home gym and under-house garage. Two driveways provide abundant parking and convenient space for vehicles, trailers, or equipment. A true highlight is the extraordinary 14' x 24' handcrafted timber-frame barn - an inspiring space with remarkable craftsmanship, ideal for a workshop, studio, or creative retreat. This is a property that truly must be seen to be appreciated.
Key Facts
- City/Town
- Portland
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1955
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 2,757 sq ft
- Lot Size
- 2.05 acres
- Garage / Parking
- 1 garage
- Property Taxes
- $6,674 / Annually
Market Snapshot
The Portland Market
Single Family · trailing 12 months
Active Listings
8
12 under contract
Median List Price
$499,900
8 active listings
Median Closed Price
$419,950
74 sales
Median Days on Market
18
8 active listings
Median $ / Sq Ft
$208
8 active listings
Sale-to-List Ratio
101.3%
74 sales
How this home compares
List Price
$499,900
vs $499,900 median
In line with median
Price / Sq Ft
$181
vs $208 median
13.0% below median
Days on Market
0 days
vs 18 days median
18 days fresher than median
Based on 8 active and 74 closed sales (trailing 12 mo) of single family in Portland. Source: SmartMLS · As of August 13, 2026.
Location
251 Thompson Hill Road, Portland, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 6, 2026per month
- Principal & Interest$2,578
- Property Taxes$556
- Insurance$167
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Portland
- Neighborhood
- N/A
- County
- Middlesex
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1955
- New Construction
- No/Resale
- Living Area
- 2,757 sq ft
- Below Grade
- 486 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Portland
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Window Unit
- Fireplaces
- 2
- Appliances
- Oven/RangeRefrigeratorDishwasherWasherDryer
- Basement
- FullGarage Access
- In-Law Apartment
- No
Exterior & Lot
- Lot Size
- 2.05 acres
- Zoning
- R25
- Garage / Parking
- 1 garage spaceUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Shingle
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedFruit TreesPorchBarn
- Lot Description
- Lightly WoodedTreedSloping Lot
Listing & Financials
- Property Taxes
- $6,674 / Annually
- Days on Market
- 0
- MLS #
- 24198960
- 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 8/13/2026. 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 8/13/2026 at 2:45 PM UTC.