Skip to main content

29 South Main Street

Windsor Locks, Connecticut 06096

PENDING$384,900
Beds
7
Baths
3 | 1
SqFt
3,570
Acres
1.36
Year Built
1830
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
3-Car Garage3 Fireplaces

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

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 CMA

Based 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

Property + 1 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,546

per 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.

Listed By

Colleen Mattatall

(860) 490-8760

Century 21 Clemens Group

(860) 563-0021

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.