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
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Beautiful 4 bedroom, 3.5 bath Colonial offering over 3,700 sq. ft. of spacious living with plenty of room to spread out. This home features gas heat, central air, and a flexible floor plan perfect for everyday living and entertaining. Step outside to enjoy the park-like backyard, complete with an oversized patio and deck, a great setting for relaxing or simply enjoying the outdoors. The completely finished lower level adds even more living space and includes a family room, recreation/playroom, full bathroom, and dedicated office space, offering plenty of flexibility to fit your needs. With generous living space inside and beautiful outdoor space to enjoy, 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
- 0 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
25
36 under contract
Median List Price
$465,000
25 active listings
Median Closed Price
$502,500
208 sales
Median Days on Market
23
25 active listings
Median $ / Sq Ft
$219
25 active listings
Sale-to-List Ratio
104.1%
208 sales
How this home compares
List Price
$589,900
vs $465,000 median
26.9% above median
Price / Sq Ft
$156
vs $219 median
28.8% below median
Days on Market
0 days
vs 23 days median
23 days fresher than median
Based on 25 active and 208 closed sales (trailing 12 mo) of single family in South Windsor. Source: SmartMLS · As of August 14, 2026.
Location
50 Highland Drive, South Windsor, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 13, 2026per month
- Principal & Interest$3,036
- 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
- 0
- MLS #
- 24198457
- MLS Status
- Coming Soon
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 8/14/2026. 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 8/14/2026 at 11:05 PM UTC.