303 Riverside Drive
Thompson, Connecticut 06277
- Beds
- 4
- Baths
- 1
- SqFt
- 1,652
- Acres
- 4.00
- Year Built
- 1951
- Neighborhood
- North Grosvenordale
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
~*~ BRING YOUR CREATIVITY ~ TOOL BOX & LONG TERM VISION to 303 RIVERSIDE DRIVE!! ~*~ ... Although this Property Requires The "3 RRRs" Renovation, Repairs & Restoration .... It will be a Rewarding Opportunity for the Right Buyer!!!... Being Sold As-Is....This Cape Style House comes with 4 Sprawling Acres of Wooded Privacy! Not to Mention the "Aged" wide Stonewall Borders!... The House offers 1,652 Square Feet of Living Space across 2 Floors ~ 4 Very Good Sized Bedrooms - 2 on Each Level!.. This Classic Layout has a Wood Fireplace, Dining Area and Sun Room!.. Oil Heat, Private Well & Private Septic (Recently inspected showing a functioning system)... The Crown Jewel of this Property is the Two-Story Barn!!.. Need extra Storage? Need a Work Shop? Need a Fun Place for the Grandkids to hang out?... Endless Possibilities!!.. And there's More..... 1-Car Garage and a Separate Structure on the hill once used as a Kids Place House! .... The back part of the land borders the AIRLINE TRAIL !.. Highway Access is only Minutes to I-395! You will be close to Antique Shopping , Great Dining & Entertainment in the Surrounding Towns!!... Bring your Furry Friends to the West Thompson Dam ~ walking trails. You are also close to the Woodstock Orchards ~ Just in time for "Pick Your own Apples!!" ... Or Relax with an Adult Beverage at the Tree House Brewery and/or Taylor Brook Vineyard!... Don't miss this Opportunity !! :)
Key Facts
- City/Town
- Thompson
- Neighborhood
- North Grosvenordale
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1951
- Days on Market
- 49 days
- Beds
- 4
- Baths
- 1 full
- Living Area
- 1,652 sq ft
- Lot Size
- 4.00 acres
- Garage / Parking
- 1 garage · 8 total
- Property Taxes
- $4,819 / Annually
Market Snapshot
The Thompson Market
Single Family · trailing 12 months
Active Listings
17
11 under contract
Median List Price
$529,000
17 active listings
Median Closed Price
$427,500
102 sales
Median Days on Market
54
17 active listings
Median $ / Sq Ft
$253
17 active listings
Sale-to-List Ratio
100.0%
102 sales
How this home compares
List Price
$415,000
vs $529,000 median
21.6% below median
Price / Sq Ft
$251
vs $253 median
In line with median
Days on Market
49 days
vs 54 days median
5 days fresher than median
Based on 17 active and 102 closed sales (trailing 12 mo) of single family in Thompson. Source: SmartMLS · As of October 22, 2026.
Location
303 Riverside Drive, Thompson, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 15, 2026per month
- Principal & Interest$2,299
- Property Taxes$402
- Insurance$138
- 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
- 1951
- New Construction
- No/Resale
- Living Area
- 1,652 sq ft
Schools
- Elementary
- Mary R Fisher
- Middle
- Thompson Middle
- High
- Tourtellotte Memorial
Interior
- Heating
- Baseboard
- Heat Fuel
- Oil
- Cooling
- None
- Fireplaces
- 1
- Laundry
- Lower Level
- Laundry Location
- Basement
- Appliances
- Electric RangeDishwasherWasher
- Basement
- Full
- In-Law Apartment
- No
- Additional Rooms
- Sitting Room
Exterior & Lot
- Lot Size
- 4.00 acres
- Zoning
- TCDD
- Garage / Parking
- 1 garage space8 total parking spacesDetached GarageDrivewayPavedOff Street ParkingPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Exterior Features
- ShedBarnStone Wall
- Lot Description
- Lightly WoodedLevel LotSloping LotCleared
Listing & Financials
- Property Taxes
- $4,819 / Annually
- Days on Market
- 49
- MLS #
- 24196428
- MLS Status
- Under Contract - Continue to Show
- Financing
- Renovation
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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 10/22/2026. 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 10/22/2026 at 7:45 AM UTC.