251 Thompson Hill Road, Portland, Connecticut

$499,900

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3

Beds

2

Baths

2,271

Square feet

2.05

Acres

About 251 Thompson Hill Road

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 offers a spacious family room with wood stove, kitchen, dining room, laundry room, formal living room, full bath, and a versatile additional room currently being used as a bedroom. This flexible space could also serve as a home office, den, guest room, or study, depending on your needs. With multiple adaptable spaces, this home offers the flexibility to fit your lifestyle now and as your needs change. Upstairs, you'll find three comfortable bedrooms plus a fourth room that can easily adapt to your needs as well as another full bath. This house is surprisingly 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.

Features of 251 Thompson Hill Road

MLS® # 24198960
Price $499,900
Bedrooms 3
Bathrooms 2.00
Full Baths 2
Square Footage 2,271
Acres 2.05
Type Single Family For Sale
Style Cape Cod
Status Under Contract - Continue to Show

Community Information

Address 251 Thompson Hill Road
Area N/A
City Portland
County Middlesex
State Connecticut
Zip Code 06480

Amenities

Parking Under House Garage
# of Garages 1
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Appliances Oven/Range, Refrigerator, Dishwasher, Washer, Dryer
Heating Hot Water, Wood/Coal Stove, Oil, Wood
Cooling Window Unit
Fireplace Yes
# of Fireplaces 2
Has Basement Yes
Basement Full, Garage Access

Exterior

Exterior Shingle
Exterior Features Shed, Fruit Trees, Porch, Barn
Lot Description Lightly Wooded, Treed, Sloping Lot
Roof Asphalt Shingle
Foundation Concrete

School Information

Elementary Per Board of Ed
Middle Portland
High Portland

Additional Information

Date Listed August 13th, 2026
Days on Market 26
Zoning R25
RE / Bank Owned No

Listing Details

OfficeCarl Guild & Associates

Listing Map

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Listing information last updated on September 9th, 2026 at 9:26pm EDT.