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66 Country Club Drive

Windsor, Connecticut 06095

PENDING$435,000
Beds
4
Baths
2 | 1
SqFt
1,976
Acres
0.46
Year Built
1987
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

About This Home

This well-maintained 4-bedroom, 2.5-bath Colonial sits on nearly half an acre, offering a spacious and level backyard perfect for outdoor enjoyment. A deck off the rear of the home provides an ideal space for relaxing or entertaining. Inside, the first floor features a thoughtfully designed layout with a bright eat-in kitchen, along with a comfortable living room, formal dining room, and a welcoming family room. A convenient first-floor laundry area and half bath add to the home's functionality. Upstairs, you'll find four generously sized bedrooms, including a primary suite complete with a private bath, walk-in closet, and ample space to unwind. Three additional bedrooms and a full bathroom complete the second floor. The home also includes a large unfinished basement, offering excellent storage or the potential for future expansion. Located in a charming neighborhood, this property combines space, comfort, and opportunity in a desirable setting. Home is being sold "As Is". All offers due Monday 7/20 at noon.

Key Facts

City/Town
Windsor
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1987
Days on Market
14 days
Beds
4
Baths
2 full · 1 half
Living Area
1,976 sq ft
Lot Size
0.46 acres
Garage / Parking
2 garage
Property Taxes
$7,187 / Annually

Market Snapshot

The Windsor Market

Single Family · trailing 12 months

Median Days on Market

48

20 active listings

Median $ / Sq Ft

$215

20 active listings

Sale-to-List Ratio

103.2%

255 sales

How this home compares

List Price

$435,000

vs $444,450 median

In line with median

Price / Sq Ft

$220

vs $215 median

In line with median

Days on Market

14 days

vs 48 days median

34 days fresher than median

Based on 20 active and 255 closed sales (trailing 12 mo) of single family in Windsor. Source: SmartMLS · As of July 28, 2026.

Location

66 Country Club Drive, Windsor, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,962

per month

  • Principal & Interest$2,218
  • Property Taxes$599
  • Insurance$145
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Windsor
Neighborhood
N/A
County
Hartford

Residence

Property Type
Single Family
Style
Colonial
Year Built
1987
New Construction
No/Resale
Living Area
1,976 sq ft

Schools

Elementary
Per Board of Ed
High
Windsor

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
None
Fireplaces
1
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherDisposalWasherElectric Dryer
Basement
Full
Interior Features
Auto Garage Door OpenerCable - Available

Exterior & Lot

Lot Size
0.46 acres
Zoning
A
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Vinyl Siding
Color
Beige
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
DeckGutters
Lot Description
Level Lot

Listing & Financials

Property Taxes
$7,187 / Annually
Days on Market
14
MLS #
24181206
MLS Status
Under Contract
Financing
FHA,VA,CHFA

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Andrew Johnson

(860) 558-4520

Century 21 AllPoints Realty

(860) 745-2121

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 5:25 AM UTC.