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50 Highland Drive

South Windsor, Connecticut 06074

PENDING$589,900
Beds
4
Baths
3 | 1
SqFt
3,790
Acres
0.45
Year Built
2003
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,415

per 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

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

Listed By

Amber Alcazar

(860) 771-9686

Coldwell Banker Realty

(860) 644-2461

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.