39 Old Kennedy Road, Windsor, CT 06095
SOLD
APR 30, 2026

$244,000

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,168 sqft (on 0.58 acres)

39 Old Kennedy Road, Windsor, CT 06095

Est. Refi. Payment $1,771/mo*
Refinance Your Home
Currently Off Market - Sold Apr 30, 2026 for $246,000 (5% above list price)

Home Value

Trulia Estimate
$244K
Since last month
Increased$900 (+0.4%)
Since last year
Increased$13K (+5.3%)
Since last sale
Increased$2K (+1%)
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 +40% in the last 10 years
MonthEstimated value
2026
August 2026$248K
August 2026$246K
July 2026$248K
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
55 Foster Lane, Windsor, CT
0.10
Single-Family Home
$325,000
01/16/26
2
1.5
1,836
299 Palisado Avenue, Windsor, CT
0.08
Single-Family Home
$389,900
08/24/26
4
1.5
2,449
15 Kennedy Road, Windsor, CT
0.21
Single-Family Home
$430,000
07/10/26
3
2.5
1,764
34 Old Kennedy Road, Windsor, CT
0.03
Single-Family Home
$363,000
03/12/26
2
1.5
1,560
428 Palisado Avenue, Windsor, CT
0.36
Single-Family Home
$450,000
07/01/26
3
2
2,246
15 Pilgrim Drive, Windsor, CT
0.63
Single-Family Home
$310,000
09/22/25
4
2
1,981
36 Pilgrim Drive, Windsor, CT
0.66
Single-Family Home
$410,000
05/28/26
4
2
1,526

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
34 Old Kennedy Road, Windsor, CT 06095
0.03
$363,000
2
1.5
1,560
Recently Sold
38 Old Kennedy Road, Windsor, CT 06095
0.03
$381,400
3
1.5
1,640
Off Market
299 Palisado Avenue, Windsor, CT 06095
0.08
$389,900
4
1.5
2,449
Recently Sold
55 Foster Lane, Windsor, CT 06095
0.10
$325,000
2
1.5
1,836
Recently Sold
336 Palisado Avenue, Windsor, CT 06095
0.17
$592,600
4
2.5
3,264
Off Market
27 Kennedy Road, Windsor, CT 06095
0.19
$500,700
4
2.5
1,920
Off Market
15 Kennedy Road, Windsor, CT 06095
0.21
$430,000
3
2.5
1,764
Recently Sold
320 School Master #320, Windsor, CT 06095
0.28
$350,800
2
2.5
1,762
Off Market
322 School Master #322, Windsor, CT 06095
0.28
$339,000
2
2.5
1,762
Off Market
40 Buckland Way, Windsor, CT 06095
0.33
$432,200
3
2
1,864
Off Market
447 Palisado Avenue, Windsor, CT 06095
0.35
$471,700
3
2
1,288
Off Market

Local Information

  • Map ViewExplore the area around 39 Old Kennedy Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1961
Lot Size
0.58 acres
Living Area
1,168 sqft
Price/Sqft
$211/sqft
Parking
3 Parking Spaces

About this House

HUGE OPPORTUNITY in Windsor-priced well below potential market value! This 3-bedroom, 1.5 bath fixer-upper offers a rare chance for investors, contractors, or buyers with vision to renovate and build equity. The home provides a blank canvas with endless possibilities to update. Situated on a level .58 acre lot, the property has strong upside potential with the right improvements. System drained but may still have freeze damage.Conveniently located just minutes from major commuter routes, Bradley International Airport, shopping, dining, the town center, library, coffee shops, and walking/hiking trails. Perfect for your next renovation project, investment, or custom dream home. Being sold as-is-bring your ideas and your contractor!Home will be conveyed with personal property and contents included. The seller reserves the right to remove any personal property at any time up to the closing. The contract must state that the property will not be delivered broom clean - buyer will be responsible for all cleanout and disposal.
39 Old Kennedy Road, Windsor, CT 06095 is a 3 bedroom, 2 bathroom, 1,168 sqft single-family home built in 1961. It last sold for $246,000 on Apr 30, 2026 (5% above the $234,900 asking price). More recently, it was listed as a rental in May 2026 with an asking price of $2,599 per month. That rental listing was removed on June 4, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $244,000, with a rent estimate of $2,602/month.
Last check for updates: about 19 hours ago
Listed by Bill S. Mamak, (860) 978-0602
RE/MAX Right Choice, (860) 788-7001
Co-Listing Agent: Hridya Puthieduth, (608) 698-5884
RE/MAX Right Choice, (860) 788-7001
Bought with: Bill S. Mamak, (860) 978-0602, RE/MAX Right Choice, (860) 788-7001
Source: Smart MLS, MLS#24163197

Home Details for 39 Old Kennedy Road

Interior Features

Interior Details
Basement: Full,FinishedNumber of Rooms: 5Types of Rooms: Master Bedroom, Bedroom, Dining Room, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1168 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Water HeaterLaundry: Lower Level
Heating & Cooling
Heating: Hot Water,OilHas CoolingAir Conditioning: Wall Unit(s)Has HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Door: Storm Door(s)

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageParking Spaces: 3Parking: Off Street
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1168 Square Feet

Property Information

Year Built
Year Built: 1961
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 780707

Price & Status

Price
List Price: $234,900Price Per Sqft: $211/sqft
Status Change & Dates
Off Market Date: Thu Apr 09 2026Possession Timing: Immediate

Active Status

MLS Status: Closed

Location

Direction & Address
City: Windsor
School Information
Elementary School: John F. KennedyJr High / Middle School: Sage Park, Per Board of EdHigh School: Windsor

Agent Information

Buyer Agent
Buyer Company Name: The Bill Mamak Team

Building

Building Area
Building Area: 1168 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.58 acres

Energy

Energy Efficiency Features: Doors

Miscellaneous

BasementMls Number: 24163197Attic: Access Via HatchAttribution Contact: (860) 978-0602Above Grade Unfinished Area: 1168

Price and Tax history

DateEventPrice
Jun 4, 2026
Source: Zillow Rentals
ListingRemoved
$2,599
May 5, 2026
Source: Zillow Rentals
Listed For Rent
$2,599
Apr 30, 2026
Source: Smart MLS #24163197
Sold
$246,000
Apr 9, 2026
Source: Smart MLS #24163197
Pending
$234,900
Apr 3, 2026
Source: Smart MLS #24163197
Listed For Sale
$234,900

Market trends in Windsor

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$343K
$7.33KMoM
Sale-to-List Price
102.7%
Price per sq ft
$211
$3MoM
Available listings
44
16MoM

Around this home

What Locals Say about Windsor

At least 159 Trulia users voted on each feature.

  • 89 % Say car is needed

  • 88 % Say parking is easy

  • 87 % Say it's dog friendly

  • 78 % Say streets are well-lit

  • 77 % Say yards are well-kept

  • 74 % Say people would walk alone at night

  • 70 % Say there's holiday spirit

  • 69 % Say there's wildlife

  • 69 % Say it's quiet

  • 67 % Say there are sidewalks

  • 65 % Say kids play outside

  • 55 % Say neighbors are friendly

  • 53 % Say they plan to stay for at least 5 years

  • 46 % Say it's walkable to restaurants

  • 46 % Say it's walkable to grocery stores

  • 34 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Keyonna
    "Quiet and everyone keeps to themselves. Only a little noisy during the summer time due to motorcycles."
    0
    Flag
  • Zonoui Smith Jr.
    "I see dogs walked all the time. Some people don’t pick up after them. Also some people let their dogs walk to far into residence yards to use the bathroom "
    0
    Flag
  • Fenn.nathaniel
    "I've lived in this neighbourhood for about 15 years in love that is close to everything and far away from the hustles and bustles of the city."
    10
    Flag
  • Sherianne10315
    "Windsor has a small town feel. People help each other and come together when others are in need. Local farms and shop owners are friendly."
    0
    Flag
  • Kimberlydbigelow
    "I have lived in Windsor for 5 years. It has been the perfect location! I work in downtown Hartford and I take the bus into the city from a commuter lot in my town. It’s a relaxing 15min ride into and out of Hartford and as close as I am to the capital, Windsor is cute with lots of farms and the small, quaint town feel I was looking for. I’m loving it!"
    1
    Flag
  • Unspecified
    "Lots of town activities! Stuff on the green, local businesses, small town feel! Diverse community and polite town members"
    1
    Flag
  • Unspecified
    "There are Town green events all the time! Numerous walking trails filled with people. Strong sense of community. Working with locals is the norm in terms of hiring services."
    0
    Flag
  • Ashley W.
    "Los of people outside walking and a very quiet area very close to the highway. Good sense of community very safe and friendly neighborhood. Can walk to gas or food and close to the center of town and a lot of schools too!"
    0
    Flag
  • G.girardin
    "It’s a friendly and diversified neighborhood. Great walking neighborhood even at night. We’ve lived in Windsor for 35 years and feel very safe here. This is our third neighborhood . We’ve never had any issues. "
    0
    Flag
  • Sarah L.
    "Poquonock school is a wonderful community all the parks are very safe and the parks & rec programs are great"
    0
    Flag
  • Sam B.
    "Great place to stay and bring up a family great school system whatever they are ranked now you have Amazon JCP and others job market is good Parks swimming pools library good shop name it and you have it"
    0
    Flag
  • Sam B.
    "Great place to live grow work Bus and Uber available Mixed crowd Friendly people Great schools Parks pools Best library "
    0
    Flag
  • Sam B.
    "Great place to raise a family schools transport parks people are all great Town have a lot of activity like Shad Derby"
    0
    Flag
  • Shyra E.
    "My neighborhood is amazing it has good transit access and wonderful restaurants and parks hope this helps"
    0
    Flag
  • Carol J. M.
    "I live in this area for 1 year in a 55 and over community and love it! Lots of traffic on 91 and 291 that I do not like."
    1
    Flag
  • Nbjackson
    "Usually on the town green, farmers market, summer outdoor concerts, parades, Halloween event, holiday events, craft fairs"
    0
    Flag
  • Bonny E.
    "Yes dogs are always being walked in this area. They are great here. Kids always playing too. Neighbors helping neighbors. People look out for each other"
    0
    Flag
  • Jeffery I.
    "There are many events and good parks in town. however, you need the spend time finding them. unless you have lived hear for a long time or are active in town it can be hard to find stuff to do."
    0
    Flag
  • Me
    "my neighborhood is awesome, quiet, clean, with sidewalks, and walking trails. The HOA takes care of all the grounds maintenance and all snow removal"
    1
    Flag
  • Angie R.
    "recreation Dept has great programs parks are well maintained school system is getting back on track great family friendly town"
    0
    Flag
  • Me
    "Windsor is a small town. Although there are some rough areas but overall its quiet and safe. Schools are subpart.and taxes are high"
    1
    Flag
  • Wendy S.
    "during the summer they have concerts on the green down town. nice place tp live. quite contry living"
    0
    Flag
  • Me
    "I have lived here for 12 and I am very happy. the neighborhood is quiet and safe the streets are clean and well light"
    0
    Flag
  • ReginaJ
    "Live in the harvest Lane neighborhood for the last 9 years. One of the best places to live in the state. A very sort after neighborhood to live. Took us a while to get a house, because no one moves from it. Unless they are retiring and moving to Florida. The trails that are connected off the street that leads to Northwest Park and the reservoir for hiking are incredible. The family atmosphere is that of an extended family. The kids, the parents even the pets all know each other. We can’t ask for more from such a tranquil place we live in with so much harmony and love. #HarvestLane4Life "
    0
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  • Amy C.
    "Windsor is a town with strong resources and traditions. It has reasonable housing prices and lots of diversity. "
    0
    Flag
  • Carol J. M.
    "We have coffee 9am - 11am once a month and other social events. Dog friendly. Neighbors are very friendly."
    0
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  • Shanyelle.hamilton
    "Public transportation is easily accessible and downtown Hartford is 15 minutes from Wilson and 30 minutes from the town center by bus or car."
    0
    Flag
  • Shanyelle.hamilton
    "There are plenty of family friendly events in Windsor or the surrounding area. Every Halloween we have Nightmare on Broad Street for kids of all ages to have safe fun."
    0
    Flag
  • Lisanickersondouglas
    "Great schools / diverse community. Easy highway access. Lots of parks and trails for walking. Many annual events for kids and families. "
    0
    Flag
  • Amani R.
    "We have a yearly block party at each of the local parks. They are usually well attended and snacks are provided. "
    0
    Flag
  • Gchekas
    "Short commute, less than five minutes to work. Lot of industry on Day Hill Road, plenty of work for manufacturing industry. "
    0
    Flag

LGBTQ Local Legal Protections

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.

Frequently asked questions about 39 Old Kennedy Road

  • What is 39 Old Kennedy Road estimated to be worth?
    Trulia's estimated value for 39 Old Kennedy Road in Windsor, CT is $244,000.
  • What is the price history for 39 Old Kennedy Road?
    39 Old Kennedy Road in Windsor, CT last sold for $246,000 in April 2026.
  • Is Windsor a buyer's or seller's market?
    Windsor is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Windsor?
    The median sale price in Windsor is $343K. That is up $7.33K from the prior month.
  • Does 39 Old Kennedy Road have air conditioning?
    Yes, 39 Old Kennedy Road in Windsor, CT has air conditioning.
  • Does 39 Old Kennedy Road have laundry facilities?
    Yes, 39 Old Kennedy Road in Windsor, CT has laundry facilities.

Explore by feature - Pet Friendly

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