Skip to main content

321 Benedict Drive

South Windsor, Connecticut 06074

ACTIVE - NEW$299,900
Beds
3
Baths
1 | 1
SqFt
2,186
Acres
0.58
Year Built
1958
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
Wine Cellar1-Car Garage

About This Home

Welcome to 321 Benedict Drive! This ranch offers a fantastic opportunity to make a South Windsor home your own. While the home is in need of some TLC and updating, it has been priced accordingly and offers tremendous upside for buyers looking to add their personal touches and build value. The main level features an open floor plan with hardwood floors throughout the living area and bedrooms. The kitchen offers ceramic tile flooring, granite countertops, and stainless-steel range and flows into a sunken sunroom overlooking the backyard. From the sunroom, step directly onto the patio and enjoy the rare, level lot with a fenced-in area-perfect for pets, play, or outdoor entertaining. Two outbuildings provide additional storage. Three bedrooms and a full bath complete the main level, with one bedroom featuring a skylight for added natural light. The full bath includes marble flooring, a granite countertop, and ceramic tile shower enclosure. The finished lower level adds tremendous versatility with a spacious rec room, half bath, workshop, wine cellar, utility closet, and storage closet with built-ins. An oversized one-car garage provides even more room for storage, tools, or recreational equipment. Located in the sought-after Orchard Hill Elementary School district and convenient to Tri-City, Evergreen Walk, Buckland, Costco, Whole Foods Market, I-84, shopping, dining, and everyday conveniences. Listing agent is related to owner and property is being sold "as-is".

Key Facts

City/Town
South Windsor
Neighborhood
N/A
Property / Style
Single Family · Ranch
Year Built
1958
Days on Market
0 days
Beds
3
Baths
1 full · 1 half
Living Area
2,186 sq ft
Lot Size
0.58 acres
Garage / Parking
1 garage
Property Taxes
$6,458 / Annually

Market Snapshot

The South Windsor Market

Single Family · trailing 12 months

Median Days on Market

29

24 active listings

Median $ / Sq Ft

$193

24 active listings

Sale-to-List Ratio

104.4%

208 sales

How this home compares

List Price

$299,900

vs $411,950 median

27.2% below median

Price / Sq Ft

$137

vs $193 median

29.0% below median

Days on Market

0 days

vs 29 days median

29 days fresher than median

Based on 24 active and 208 closed sales (trailing 12 mo) of single family in South Windsor. Source: SmartMLS · As of September 24, 2026.

Location

321 Benedict Drive, South Windsor, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,226

per month

  • Principal & Interest$1,588
  • Property Taxes$538
  • Insurance$100
  • 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
Ranch
Year Built
1958
New Construction
No/Resale
Living Area
2,186 sq ft
Below Grade
1,008 sq ft

Schools

Elementary
Orchard Hill
High
South Windsor

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Window Unit
Laundry
Main Level
Laundry Location
Sunroom with addl hookups in the basemen
Appliances
Electric RangeRefrigeratorDishwasherDisposalWasherDryer
Basement
FullPartially Finished
In-Law Apartment
No
Interior Features
Cable - Pre-wiredOpen Floor Plan
Additional Rooms
Wine Cellar

Exterior & Lot

Lot Size
0.58 acres
Zoning
A20
Garage / Parking
1 garage spaceAttached Garage
Waterfront Details
Not Applicable
Water Source
Shared Well
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Color
Brown
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
ShedKennelPatio
Lot Description
Level Lot

Listing & Financials

Property Taxes
$6,458 / Annually
Days on Market
0
MLS #
24209526
MLS Status
Active

Similar Properties

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

Listed By

Sabrina Wentworth

Westford Realty, LLC

(860) 883-5317

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/24/2026. 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 9/24/2026 at 4:10 PM UTC.