50 Highland Drive
South Windsor, Connecticut 06074
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 3,790
- Acres
- 0.45
- Year Built
- 2003
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
**Highest & Best Offers Due Monday 8/31 by 5pm** Beautiful 4 bedroom, 3.5 bath Colonial offering over 3,700 sq. ft. of spacious living and freshly painted throughout. The first floor features impressive 9-foot ceilings, along with gas heat, central air, and a comfortable layout perfect for everyday living and entertaining. The spacious primary bedroom features cathedral ceilings, full bathroom suite and two walk-in closets, providing plenty of storage. Step outside and enjoy the beautiful park-like backyard, complete with a 1,500 sq. ft. patio and deck, an incredible space for entertaining, summer gatherings, or simply relaxing outdoors. A 12' x 30' detached garage provides additional space for storage, hobbies, or a workshop. The completely finished lower level adds even more living space and includes a family room, recreation/playroom, full bathroom, and dedicated office space. With plenty of room inside and an amazing backyard setup, this home has so much to offer!
Key Facts
- City/Town
- South Windsor
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 2003
- Days on Market
- 54 days
- Beds
- 4
- Baths
- 3 full · 1 half
- Living Area
- 3,790 sq ft
- Lot Size
- 0.45 acres
- Garage / Parking
- 2 garage · 4 total
- Property Taxes
- $11,873 / Annually
Market Snapshot
The South Windsor Market
Single Family · trailing 12 months
Active Listings
27
31 under contract
Median List Price
$469,000
27 active listings
Median Closed Price
$480,000
215 sales
Median Days on Market
20
27 active listings
Median $ / Sq Ft
$224
27 active listings
Sale-to-List Ratio
104.7%
215 sales
How this home compares
List Price
$589,900
vs $469,000 median
25.8% above median
Price / Sq Ft
$156
vs $224 median
30.4% below median
Days on Market
54 days
vs 20 days median
34 days longer than median
Based on 27 active and 215 closed sales (trailing 12 mo) of single family in South Windsor. Source: SmartMLS · As of October 7, 2026.
Location
50 Highland Drive, South Windsor, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 1, 2026per month
- Principal & Interest$3,229
- Property Taxes$989
- Insurance$197
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- South Windsor
- Neighborhood
- N/A
- County
- Hartford
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 2003
- New Construction
- No/Resale
- Living Area
- 3,790 sq ft
- Below Grade
- 1,258 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Upper Level
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherDisposalWasherDryer
- Basement
- FullFully Finished
- Interior Features
- Cable - Available
Exterior & Lot
- Lot Size
- 0.45 acres
- Zoning
- A20
- Garage / Parking
- 2 garage spaces4 total parking spacesAttached GarageDetached GaragePavedOff Street ParkingDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Fence - FullLightly WoodedDry
Listing & Financials
- Property Taxes
- $11,873 / Annually
- Days on Market
- 54
- MLS #
- 24198457
- MLS Status
- Under Contract
Similar Properties
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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 10/7/2026. 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 10/7/2026 at 3:20 AM UTC.