29 South Main Street
Windsor Locks, Connecticut 06096
- Beds
- 7
- Baths
- 3 | 1
- SqFt
- 3,570
- Acres
- 1.36
- Year Built
- 1830
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
This expansive property is a dream come true for investors, contractors, or design enthusiasts looking to restore a masterpiece. Technically a 2 unit home, this could be a perfect expansive home for one family- buyer would need to do due diligence and manage process with town. Brimming with authentic, 200-year-old details, this home offers the kind of character and scale that simply cannot be replicated today. The main floor unit offers a generous floor plan, and stunning craftsmanship that serves as a perfect canvas for your modern updates. Step into a grand dining room featuring a magnificent fireplace and striking architectural moldings, giving a nostalgic nod to elegance, wrapped in gorgeous, vintage period wallpaper. The expansive primary bedroom is complete with its own fireplace and a full en-suite bath featuring a timeless clawfoot tub. Two additional bedrooms offer flexible living options. One bedroom has direct access to a **stunning, light-filled sunroom**-the perfect spot for your morning coffee or a thriving indoor garden. A dedicated home office provides the ideal quiet space for remote work, while a massive eat-in kitchen, convenient laundry room, and an additional half bath round out this incredibly functional layout.
Key Facts
- City/Town
- Windsor Locks
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1830
- Days on Market
- 153 days
- Beds
- 7
- Baths
- 3 full · 1 half
- Living Area
- 3,570 sq ft
- Lot Size
- 1.36 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $5,221 / Annually
Market Snapshot
The Windsor Locks Market
Single Family · trailing 12 months
Active Listings
17
19 under contract
Median List Price
$399,900
17 active listings
Median Closed Price
$345,500
100 sales
Median Days on Market
21
17 active listings
Median $ / Sq Ft
$249
17 active listings
Sale-to-List Ratio
103.3%
100 sales
How this home compares
List Price
$384,900
vs $399,900 median
In line with median
Price / Sq Ft
$108
vs $249 median
56.6% below median
Days on Market
153 days
vs 21 days median
132 days longer than median
Based on 17 active and 100 closed sales (trailing 12 mo) of single family in Windsor Locks. Source: SmartMLS · As of November 13, 2026.
Location
29 South Main Street, Windsor Locks, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 12, 2026per month
- Principal & Interest$2,071
- Property Taxes$435
- Insurance$128
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Windsor Locks
- Neighborhood
- N/A
- County
- Hartford
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1830
- New Construction
- No/Resale
- Living Area
- 3,570 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- None
- Fireplaces
- 3
- Laundry
- Main Level
- Laundry Location
- Near Kitchen
- Appliances
- Oven/RangeRefrigeratorDishwasher
- Basement
- PartialPartial With Hatchway
- In-Law Apartment
- No
Exterior & Lot
- Lot Size
- 1.36 acres
- Zoning
- RESA
- Garage / Parking
- 3 garage spacesDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Aluminum
- Color
- white
- Roof
- Asphalt Shingle
- Foundation
- BrickConcrete
- Exterior Features
- Porch
- Lot Description
- Sloping LotRolling
Listing & Financials
- Property Taxes
- $5,221 / Annually
- Days on Market
- 153
- MLS #
- 24179155
- MLS Status
- Under Contract
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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 11/13/2026. 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 11/13/2026 at 12:00 AM UTC.