29 South Main Street, Windsor Locks, CT 06096
Property image
Property image
ACCEPTING BACKUPS
1.36 ACRES

$384,900

  • 7 Beds
  • 3.5 Baths
  • 3,570 sqft (on 1.36 acres)

29 South Main Street, Windsor Locks, CT 06096

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Home Highlights

Multi-Family
Built in 1830
1.36 acre lot
$108/sqft
Garage

Local Information

  • Map ViewExplore the area around 29 South Main Street.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

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. Second floor boasts 4 rooms and a kitchen and full bathroom. All 4 rooms all have closets and windows, one room has a corner fire place. The second floor unit is connected to first floor with a stunning wood staircase (easily dividing into two separate units... or not). Whether you choose to live on the first floor while renting out the second, convert the property into a massive single-family estate, or update both units for maximum rental yield, the bones and bravado of this home are unmatched. **This property was surveyed in 2010 and has the potential to be divided into two lots which the second lot may be large enough to build a second dwelling. Buyer to do their own research with Town Zoning. ##Sellers are selling as-is/where-is with exception of items in second floor unit. With the right offer, the sellers will consider clearing out garage and house## Will not qualify for FHA or VA due to chipping paint @@Windsor Locks is undergoing a 2 year phase-in based on the 2024 reassessment and grand list. This phase-in spans from the 2025-2026 tax year through 2026-2027 tax year. Verify with tax assessor@@
Last check for updates: about 13 hours ago
Listing courtesy of Colleen Mattatall, (860) 490-8760
Century 21 Clemens Group, (860) 490-8760
Source: Smart MLS, MLS#24176158
Also Listed on Smart MLS, Smart MLS, Smart MLS.

Home Details for 29 South Main Street

Interior Features

Interior Details
Basement: Partial,Dirt Floor,ConcreteNumber of Rooms: 11
Beds & Baths
Number of Bedrooms: 7Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3570 Square Feet
Appliances & Utilities
Appliances: Water HeaterLaundry: In Unit
Heating & Cooling
Heating: Hot Water,OilNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 3Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PorchFoundation: Brick/Mortar, Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageNo Attached GarageParking Spaces: 3Parking: Detached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 3570 Square Feet

Days on Market

Days on Market: 88

Property Information

Year Built
Year Built: 1830
Property Type / Style
Property Type: Residential IncomeProperty Subtype: Multi FamilyArchitecture: Units on different Floors
Building
Construction Materials: Aluminum SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Not Included in Sale: See Inclusions/exclusion formParcel Number: 790277

Price & Status

Price
List Price: $384,900Price Per Sqft: $108
Status Change & Dates
Possession Timing: See Remarks

Active Status

MLS Status: Under Contract - Continue to Show

Location

Direction & Address
City: Windsor Locks
School Information
Elementary School: Per Board of EdHigh School: Windsor Locks

Agent Information

Listing Agent
Listing ID: 24176158

Building

Building Area
Building Area: 3570 Square Feet

Community

Community Features: Health Club, Medical Facilities, Playground
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 1.36 Acres

Miscellaneous

BasementMls Number: 24176158Zillow Contingency Status: Accepting Back-up OffersAttic: Access Via HatchAttribution Contact: (860) 490-8760Above Grade Unfinished Area: 3570Activation Date: Thu Jun 18 2026

Additional Information

Health ClubMedical FacilitiesPlayground

Around this home

What Locals Say about Windsor Locks

At least 84 Trulia users voted on each feature.

  • 88 % Say car is needed

  • 86 % Say parking is easy

  • 80 % Say it's dog friendly

  • 71 % Say yards are well-kept

  • 70 % Say there are sidewalks

  • 69 % Say there's holiday spirit

  • 67 % Say people would walk alone at night

  • 65 % Say kids play outside

  • 61 % Say streets are well-lit

  • 61 % Say it's quiet

  • 59 % Say there's wildlife

  • 52 % Say they plan to stay for at least 5 years

  • 43 % Say it's walkable to restaurants

  • 41 % Say neighbors are friendly

  • 29 % Say it's walkable to grocery stores

  • 21 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Tam
    "Walks around the block. Most people say hello and know each other. Young kids hang out together and ride bikes."
    0
    Flag
  • Djhootie
    "Quiet and generally private. It used to be military housing but are now condos. The community is friendly and peaceful."
    0
    Flag
  • Silena W.
    "It’s a very small town, nice to live in but not much to do here. Kids in the schools are rude and are very diverse, teachers are into picking favorites when it comes to grading "
    0
    Flag
  • Livelovelaughkjmf
    "In this neighborhood you will see all ages...maybe a family walking on the sidewalk along with their child riding their bike with training wheels or a couple walking for a sunset view at dusk. The friendliness of all is unique. Everyone keeps their yard nicely mowed and they keep the sidewalks clear in the snowy weather! It is a very relaxing area to live in and I highly recommend it!"
    9
    Flag
  • Robinander
    "I have lived in Windsor Locks for 40 years. I was raised here and now I raise my child here. As of right now I live on a busy street with not a big yard. We do walk more because now we are closer to friends, the park, restaurants and stores. "
    5
    Flag
  • Dawn D.
    "Everyone is friendly and the neighborhood is safe for kids. Park is taken care of, pool is open to public. Shops are close by. Rail station is being rebuilt"
    0
    Flag
  • Velosocarina
    "family oriented, quiet and safe. all number neighbors are pretty friendly. families have the freedom to walk at any hour of the day"
    0
    Flag

Market trends in Windsor Locks

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$327K
Sale-to-List Price
—
Price per sq ft
$225
Available listings
25
6MoM

Home Value

Trulia Estimate
$377K
Since last month
$100 (0%)
Since last year
Increased$35K (+10.3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +47% in the last 10 years
MonthEstimated value
2026
August 2026$378K
August 2026$377K
May 2026$389K
April 2026$380K
March 2026$382K
February 2026$350K
January 2026$377K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
257 Main Street, East Windsor, CT
0.71
Multi-Family Home
$400,000
09/19/25
6
3
3,318
140 Spring Street, Windsor Locks, CT
0.86
Multi-Family Home
$332,000
01/06/26
5
2
3,132
82 South Water Street, East Windsor, CT
0.50
Multi-Family Home
$250,000
10/09/25
12
1
4,623
66 Center Street, Windsor Locks, CT
0.74
Multi-Family Home
$435,000
01/05/26
9
3
4,092
21 Lownds Drive, Windsor Locks, CT
0.79
Multi-Family Home
$416,500
06/10/26
6
2
2,280
29 Dean Avenue, East Windsor, CT
0.50
Multi-Family Home
$355,000
05/07/26
3
2
2,259
5 Ravine Street, Windsor Locks, CT
1.07
Multi-Family Home
$724,900
10/22/25
6
3.5
4,375
22 Suffield Street, Windsor Locks, CT
1.03
Multi-Family Home
$425,000
03/23/26
4
4
2,384

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
27 South Main Street, Windsor Locks, CT 06096
0.03
$506,600
Studio
4.5
3,915
Off Market
31 South Main Street, Windsor Locks, CT 06096
0.03
$494,700
7
3
3,575
Off Market
41 South Main Street, Windsor Locks, CT 06096
0.13
$567,800
9
3
4,122
Off Market
24 Dexter Road, Windsor Locks, CT 06096
0.16
$287,400
2
1
1,194
Off Market
15 South Street, Windsor Locks, CT 06096
0.15
$278,100
3
2
1,463
Off Market
23 South Street, Windsor Locks, CT 06096
0.18
$322,300
3
1
1,309
Off Market
14 South Street, Windsor Locks, CT 06096
0.19
$456,100
2
2.5
2,004
Off Market
32 School Street, Windsor Locks, CT 06096
0.24
$335,000
3
2
1,333
Recently Sold
9 Elm Corners #9, Windsor Locks, CT 06096
0.29
$201,500
3
1
832
Off Market
15 Third Street, Windsor Locks, CT 06096
0.29
$455,000
3
2.5
1,890
Recently Sold
37 Webb Street, Windsor Locks, CT 06096
0.28
$426,600
3
1.5
1,800
Off Market
32 Elm Street, Windsor Locks, CT 06096
0.31
$270,400
3
2
1,260
Off Market

Price and Tax history

DateEventPrice
Jun 18, 2026
Source: Smart MLS #24176158
Listed For Sale
$384,900
Nov 11, 2013
Source: Agent Provided
ListingRemoved
$324,900
Apr 16, 2013
Source: Agent Provided
Listed For Sale
$324,900
Jan 1, 2013
Source: Agent Provided
ListingRemoved
$249,900
Aug 26, 2012
Source: Agent Provided
PriceChange
$249,900
Price decreased by 4%

LGBTQ Local Legal Protections

Colleen Mattatall, Century 21 Clemens Group, (860) 490-8760
Agent Phone: (860) 490-8760
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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Frequently asked questions about 29 South Main Street

  • What is the estimated monthly payment for 29 South Main Street?
    Based on a $384,900 list price with 20% down at today's rates, the estimated monthly payment for 29 South Main Street in Windsor Locks, CT is approximately $2,799 (about $2,031 principal & interest, $693 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 29 South Main Street compare to homes in Windsor Locks?
    29 South Main Street in Windsor Locks, CT is listed at $384,900, about 18% above the $327K median sale price in Windsor Locks.
  • What do residents say about Windsor Locks?
    Residents describe Windsor Locks, CT as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See homes for sale in Windsor Locks, CT.
  • What are the closest schools to 29 South Main Street?
    The closest schools to 29 South Main Street in Windsor Locks, CT are North Street School (Pre-K/Elementary), South Elementary School (rated 6/10), Windsor Locks High School (rated 4/10).
  • Does 29 South Main Street have laundry facilities?
    Yes, 29 South Main Street in Windsor Locks, CT has laundry facilities.
29 South Main Street, Windsor Locks, CT 06096 is a 7 bedroom, 4 bathroom, 3,570 sqft multi-family built in 1830. This property is currently available for sale and was listed by Smart MLS on Jun 12, 2026. The MLS # for this home is MLS# 24176158.