8 Whittemore Road
Thompson, Connecticut 06255
- Beds
- 3
- Baths
- 1
- SqFt
- 1,478
- Acres
- 0.28
- Year Built
- 1945
- Neighborhood
- North Grosvenordale
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Well-maintained Cape Cod-style home offering the perfect blend of timeless charm and thoughtful updates. This 3-bedroom, 1-bath home is nestled in an established neighborhood and features a brand-new kitchen with granite countertops, stainless steel appliances, updated cabinetry, and energy-efficient lighting. Additional improvements include a new roof, brand-new heating system, updated bathroom with modern fixtures, and numerous other updates throughout. The spacious dining room with exposed beam ceiling flows seamlessly into the kitchen, while the bright living room provides plenty of natural light. Upstairs offers a generously sized third bedroom, and the full basement provides abundant storage or future finishing potential. A standout feature is the oversized attached garage with unfinished space above-ideal for a workshop, hobby area, storage, or possible expansion. The level, fenced-in backyard is perfect for entertaining, gardening, pets, or outdoor enjoyment. Conveniently located with easy highway access, this move-in ready home offers comfort, functionality, and exceptional value.
Key Facts
- City/Town
- Thompson
- Neighborhood
- North Grosvenordale
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1945
- Days on Market
- 5 days
- Beds
- 3
- Baths
- 1 full
- Living Area
- 1,478 sq ft
- Lot Size
- 0.28 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $4,516 / Annually
Market Snapshot
The Thompson Market
Single Family · trailing 12 months
Active Listings
13
19 under contract
Median List Price
$475,000
13 active listings
Median Closed Price
$401,500
92 sales
Median Days on Market
48
13 active listings
Median $ / Sq Ft
$287
13 active listings
Sale-to-List Ratio
100.9%
92 sales
How this home compares
List Price
$429,900
vs $475,000 median
9.5% below median
Price / Sq Ft
$291
vs $287 median
In line with median
Days on Market
5 days
vs 48 days median
43 days fresher than median
Based on 13 active and 92 closed sales (trailing 12 mo) of single family in Thompson. Source: SmartMLS · As of July 30, 2026.
Location
8 Whittemore Road, Thompson, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,192
- Property Taxes$376
- Insurance$143
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Thompson
- Neighborhood
- North Grosvenordale
- County
- Windham
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1945
- New Construction
- No/Resale
- Living Area
- 1,478 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Propane
- Cooling
- None
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasher
- Basement
- FullGarage AccessInterior AccessWalk-outConcrete FloorFull With Walk-Out
Exterior & Lot
- Lot Size
- 0.28 acres
- Zoning
- DMRD
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Fence - FullCleared
Listing & Financials
- Property Taxes
- $4,516 / Annually
- Days on Market
- 5
- MLS #
- 24194309
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/30/2026. 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 7/30/2026 at 6:50 PM UTC.