21 Fairfield Drive
Woodstock, Connecticut 06281
- Beds
- 3
- Baths
- 1 | 1
- SqFt
- 2,014
- Acres
- 1.00
- Year Built
- 1978
- 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
SOLAR PAID OFF AT CLOSING! Move in with owned solar working to keep your electric bills low from day one! This updated colonial sits on a peaceful acre on a quiet cul-de-sac in sought-after Woodstock, and the BIG-TICKET items are done: brand new roof and siding, new hot water heater, water filtration system, new washer and dryer, and a freshly painted back deck overlooking the yard and the above ground pool. The hard work is done and the peace of mind is included; all that's left is to make it your own. Enter through the new mudroom to a bright living room, separate dining room, and a kitchen with granite counters, stainless appliances and a breakfast bar. Off the kitchen, the bonus room with a wood stove is ready for whatever you need: home office, guest space, or den. Right next to it, the laundry room includes a second shower and sink, with the half bath just down the hall. Upstairs, the primary bedroom has a walk-in closet, plus two more bedrooms and a full bath with a brand new double vanity. Generator ready, with a 2-car attached garage. Minutes from Woodstock Academy, scenic Route 169, local farms, orchards and the Woodstock Fairgrounds, with easy access to I-395 and Massachusetts.
Key Facts
- City/Town
- Woodstock
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1978
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 1 full · 1 half
- Living Area
- 2,014 sq ft
- Lot Size
- 1.00 acres
- Garage / Parking
- 2 garage · 4 total
- Property Taxes
- $6,116 / Annually
Market Snapshot
The Woodstock Market
Single Family · trailing 12 months
Active Listings
21
13 under contract
Median List Price
$679,000
21 active listings
Median Closed Price
$425,000
105 sales
Median Days on Market
41
21 active listings
Median $ / Sq Ft
$261
21 active listings
Sale-to-List Ratio
100.0%
105 sales
How this home compares
List Price
$490,000
vs $679,000 median
27.8% below median
Price / Sq Ft
$243
vs $261 median
6.9% below median
Days on Market
0 days
vs 41 days median
41 days fresher than median
Based on 21 active and 105 closed sales (trailing 12 mo) of single family in Woodstock. Source: SmartMLS · As of October 14, 2026.
Location
21 Fairfield Drive, Woodstock, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 8, 2026per month
- Principal & Interest$2,714
- Property Taxes$510
- Insurance$163
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Woodstock
- Neighborhood
- N/A
- County
- Windham
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1978
- New Construction
- No/Resale
- Living Area
- 2,014 sq ft
Schools
- Elementary
- Woodstock
- High
- Woodstock Academy
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Window Unit
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- laundry on main level and in basement
- Appliances
- Electric CooktopMicrowaveRefrigeratorDishwasherWasherElectric Dryer
- Basement
- Full
- Additional Rooms
- Bonus Room
Exterior & Lot
- Lot Size
- 1.00 acres
- Zoning
- 0
- Garage / Parking
- 2 garage spaces4 total parking spacesAttached GarageDrivewayCircularGravel
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- Above Ground Pool
- Construction
- Aluminum
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- DrySloping LotOn Cul-De-SacCleared
Listing & Financials
- Property Taxes
- $6,116 / Annually
- Days on Market
- 0
- MLS #
- 24214001
- MLS Status
- Coming Soon
- Financing
- FHA,VA
Similar Properties
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Co-Listed By
Adam Gumula
Kazantzis Real Estate, LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/14/2026. 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 10/14/2026 at 2:05 AM UTC.