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1689 Main Street

South Windsor, Connecticut 06074

COMING SOON - NEW$899,900
Beds
6
Baths
2 | 2
SqFt
4,376
Acres
45.70
Year Built
1863
Matt Caiola

Matt Caiola

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Waterfront6-Car Garage3 Fireplaces

About This Home

RARE ONCE-IN-A-LIFETIME OPPORTUNITY to own this expansive LANDMARK ESTATE property with 45+ contiguous acres of land in South Windsor's Main Street Historical District, with 850 feet of DIRECT WATERFRONT along the Connecticut River. Property features the c. 1860 built Greek Revival Selah Perkins home. Main home offers 4376 sq ft of living space with up to 6 bedrooms, 2 full and 2 half baths, and potential in-law wing with separate entrance. Multiple outbuildings including oversize garage and barn with abundant storage and workshops. Property is in need of some restoration and finish work, but offers tremendous possibilities for the right buyer who is willing to revive this home to its full potential. Ideal for investor, contractor, or buyer with a vision and passion to update this home to their personal preferences. All of this antique charm on Old Main Street featuring crops in the meadow, horses, cows, sheep, and chickens. Celebrate with the Harvest festival, hayrides on Halloween, Christmas house tours, and Gingerbread House contest at Wood Memorial Library. Walk down to the CT River, or bike along Old Main Street. You can own a piece of history and enjoy the seasonal charm of Old Main St. but still be just minutes to area schools, shopping and highways. Situated in the sought after PLEASANT VALLEY ELEMENTARY SCHOOL DISTRICT. Close proximity to Evergreen Walk, Buckland Mall, Costco, Whole Foods, and I-291 or I-84 for easy access to Hartford, Bradley Airport, or UConn.

Key Facts

City/Town
South Windsor
Neighborhood
N/A
Property / Style
Single Family · Colonial,Antique
Year Built
1863
Days on Market
4 days
Beds
6
Baths
2 full · 2 half
Living Area
4,376 sq ft
Lot Size
45.70 acres
Garage / Parking
6 garage
Property Taxes
$14,696 / Annually

Market Snapshot

The South Windsor Market

Single Family · trailing 12 months

Median Days on Market

27

22 active listings

Median $ / Sq Ft

$217

22 active listings

Sale-to-List Ratio

103.5%

205 sales

How this home compares

List Price

$899,900

vs $477,450 median

88.5% above median

Price / Sq Ft

$206

vs $217 median

5.1% below median

Days on Market

4 days

vs 27 days median

23 days fresher than median

Based on 22 active and 205 closed sales (trailing 12 mo) of single family in South Windsor. Source: SmartMLS · As of July 28, 2026.

Location

1689 Main Street, South Windsor, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$6,113

per month

  • Principal & Interest$4,588
  • Property Taxes$1,225
  • Insurance$300
  • 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,Antique
Year Built
1863
New Construction
No/Resale
Living Area
4,376 sq ft

Schools

Elementary
Pleasant Valley
High
South Windsor

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Ceiling Fans
Fireplaces
3
Laundry
Lower LevelMain Level
Appliances
Oven/RangeMicrowaveDishwasherWasherDryer
Basement
FullUnfinishedStorage
In-Law Apartment
PossibleFirst FloorSeparate Entry
Interior Features
Auto Garage Door OpenerOpen Floor Plan

Exterior & Lot

Lot Size
45.70 acres
Zoning
MZ
Garage / Parking
6 garage spacesBarnDetached Garage
Waterfront
Direct waterfront
Waterfront Details
RiverWalk to WaterViewAccess
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Wood
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
ShedBarnLighting
Lot Description
Lightly WoodedFarm LandHistoric DistrictRollingWater View

Listing & Financials

Property Taxes
$14,696 / Annually
Days on Market
4
MLS #
24192797
MLS Status
Coming Soon

Similar Properties

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Listed By

James Knurek

(860) 214-6453

Coldwell Banker Realty

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 5:20 AM UTC.