990 Riverside Drive
Thompson, Connecticut 06255
- Beds
- 5
- Baths
- 1 | 1
- SqFt
- 2,132
- Acres
- 0.57
- Year Built
- 1900
- 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
Over 2,100 SF of beautifully updated living space awaits at 990 Riverside Drive! A welcoming farmer's porch adds to the curb appeal, while the home itself has been extensively renovated over the past approximately 10 years, including plumbing, electrical, HVAC with central air, insulation, kitchen, baths, flooring, paint and more. The spacious first floor offers a gorgeous kitchen with granite counters, abundant cabinetry, a new slider to the oversized deck and stairway leading to the upper level. An oversized dining room provides plenty of room for gatherings and entertaining, while the pellet stove offers an economical supplemental heat source. The enormous foyer offers incredible flexibility as an office, playroom, sitting area or additional living space as well as the second access to the upper level. A separate first-floor bedroom, office or flex room with access to the deck adds even more versatility. Upstairs are 4 generously sized bedrooms all completely updated. The second-floor bath is a standout with a whirlpool tub, double vanity, solid-surface counters, separate tiled shower, tile flooring and generous built-in storage. A walk-up attic and full basement provide excellent additional storage. Outside, enjoy the oversized deck, farmer's porch and detached 2-car garage. Conveniently located near the MA and RI borders with easy highway access, making commuting throughout the region a breeze. This is as turnkey as you are going to get with tons of space!!
Key Facts
- City/Town
- Thompson
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1900
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 1 full · 1 half
- Living Area
- 2,132 sq ft
- Lot Size
- 0.57 acres
- Garage / Parking
- 2 garage · 4 total
- Property Taxes
- $3,982 / Annually
Market Snapshot
The Thompson Market
Single Family · trailing 12 months
Active Listings
21
17 under contract
Median List Price
$499,000
21 active listings
Median Closed Price
$425,000
101 sales
Median Days on Market
40
21 active listings
Median $ / Sq Ft
$271
21 active listings
Sale-to-List Ratio
100.0%
101 sales
How this home compares
List Price
$439,900
vs $499,000 median
11.8% below median
Price / Sq Ft
$206
vs $271 median
24.0% below median
Days on Market
0 days
vs 40 days median
40 days fresher than median
Based on 21 active and 101 closed sales (trailing 12 mo) of single family in Thompson. Source: SmartMLS · As of September 26, 2026.
Location
990 Riverside Drive, Thompson, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$2,348
- Property Taxes$332
- Insurance$147
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Thompson
- Neighborhood
- N/A
- County
- Windham
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1900
- New Construction
- No/Resale
- Living Area
- 2,132 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Laundry
- Lower Level
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherWasherElectric Dryer
- Basement
- FullUnfinishedHatchway AccessInterior AccessConcrete Floor
- In-Law Apartment
- No
- Interior Features
- Cable - AvailableOpen Floor Plan
- Additional Rooms
- Foyer
Exterior & Lot
- Lot Size
- 0.57 acres
- Zoning
- MDL-01
- Garage / Parking
- 2 garage spaces4 total parking spacesDetached GarageDrivewayUnpavedSharedUnpavedGravelOther
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Vinyl Siding
- Roof
- Shingle
- Foundation
- BrickStone
- Exterior Features
- PorchDeckGutters
- Lot Description
- DryClearedOpen Lot
Listing & Financials
- Property Taxes
- $3,982 / Annually
- Days on Market
- 0
- MLS #
- 24209915
- MLS Status
- Coming Soon
- Financing
- FHA,VA,CHFA
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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 9/26/2026. 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 9/26/2026 at 6:00 PM UTC.