1689 Main Street
South Windsor, Connecticut 06074
- Beds
- 6
- Baths
- 2 | 2
- SqFt
- 4,376
- Acres
- 45.70
- Year Built
- 1863
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
22
35 under contract
Median List Price
$477,450
22 active listings
Median Closed Price
$495,000
205 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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 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.