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

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
- Multi-Family · Units on different Floors
- Year Built
- 1830
- Days on Market
- 56 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
- $5,263 / Annually
Market Snapshot
The Windsor Locks Market
Multi-Family · trailing 12 months
Active Listings
0
1 under contract
Median List Price
--
0 active listings
Median Closed Price
$420,750
8 sales
Median Days on Market
--
0 active listings
Median $ / Sq Ft
--
0 active listings
Sale-to-List Ratio
100.3%
8 sales
How this home compares
This home is distinctive enough in Windsor Locksthat comparable market data is limited. For a precise read on value, we'd recommend a private CMA — Matt can typically prepare one within 24 hours.
Request a CMABased on 0 active and 8 closed sales (trailing 12 mo) of multi-family in Windsor Locks. Source: SmartMLS · As of August 7, 2026.
Location
29 South Main Street, Windsor Locks, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 30, 2026per month
- Principal & Interest$1,979
- Property Taxes$439
- 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
- Multi-Family
- Subtype
- Duplex
- Style
- Units on different Floors
- Year Built
- 1830
- New Construction
- No/Resale
- Living Area
- 3,570 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Windsor Locks
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- None
- Fireplaces
- 3
- Laundry
- Hook-Up In Unit 1
- Laundry Location
- Main Floor off Kitchen
- Basement
- PartialDirt FloorConcrete Floor
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
- Construction
- Aluminum
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- BrickConcrete
- Exterior Features
- Porch
- Lot Description
- Corner LotSloping Lot
Listing & Financials
- Property Taxes
- $5,263 / Annually
- Days on Market
- 56
- MLS #
- 24176158
- MLS Status
- Under Contract - Continue to Show
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/7/2026. 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 8/7/2026 at 5:45 AM UTC.