34 Old Kennedy Road, Windsor, CT 06095
SOLD
MAR 12, 2026

$370,700

Trulia Estimate
  • 2 Beds
  • 1.5 Baths
  • 1,560 sqft

34 Old Kennedy Road, Windsor, CT 06095

Est. Refi. Payment $2,731/mo*
Refinance Your Home
Currently Off Market - Sold Mar 12, 2026 for $363,000 (4% above list price)

Home Value

Trulia Estimate
$371K
Since last month
Decreased$1K (-0.3%)
Since last year
Increased$20K (+5.8%)
Since last sale
Increased$8K (+2.1%)
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 +148% in the last 10 years
MonthEstimated value
2026
September 2026$371K
August 2026$370K
July 2026$372K
June 2026$373K
May 2026$370K
April 2026$368K
March 2026$364K
February 2026$364K
January 2026$355K
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
0.13
Single-Family Home
$325,000
01/16/26
2
1.5
1,836
39 Old Kennedy Road, Windsor, CT
0.03
Single-Family Home
$246,000
04/30/26
3
1.5
1,168
299 Palisado Avenue, Windsor, CT
0.06
Single-Family Home
$389,900
08/24/26
4
1.5
2,449
15 Kennedy Road, Windsor, CT
0.19
Single-Family Home
$430,000
07/10/26
3
2.5
1,764
9 Brown Avenue, Windsor, CT
0.80
Single-Family Home
$290,000
04/24/26
3
2
1,329
16 Brown Avenue, Windsor, CT
0.79
Single-Family Home
$240,000
06/09/26
3
2
1,322
428 Palisado Avenue, Windsor, CT
0.33
Single-Family Home
$450,000
07/01/26
3
2
2,246
546 Palisado Avenue, Windsor, CT
0.55
Single-Family Home
$408,000
03/09/26
3
2
2,448
36 Greenfield Street, Windsor, CT
0.86
Single-Family Home
$399,900
09/17/25
4
2
1,448

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
38 Old Kennedy Road, Windsor, CT 06095
0.01
$381,400
3
1.5
1,640
Off Market
39 Old Kennedy Road, Windsor, CT 06095
0.03
$246,000
3
1.5
1,168
Recently Sold
299 Palisado Avenue, Windsor, CT 06095
0.06
$389,900
4
1.5
2,449
Recently Sold
55 Foster Lane, Windsor, CT 06095
0.13
$325,000
2
1.5
1,836
Recently Sold
336 Palisado Avenue, Windsor, CT 06095
0.14
$592,600
4
2.5
3,264
Off Market
27 Kennedy Road, Windsor, CT 06095
0.17
$500,700
4
2.5
1,920
Off Market
15 Kennedy Road, Windsor, CT 06095
0.19
$430,000
3
2.5
1,764
Recently Sold
209 Palisado Avenue, Windsor, CT 06095
0.20
$624,900
4
2.5
3,300
For Sale
320 School Master #320, Windsor, CT 06095
0.29
$350,800
2
2.5
1,762
Off Market
322 School Master #322, Windsor, CT 06095
0.30
$339,000
2
2.5
1,762
Off Market
40 Buckland Way, Windsor, CT 06095
0.31
$432,200
3
2
1,864
Off Market

Local Information

  • Map ViewExplore the area around 34 Old Kennedy Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1928
1,560 sqft
$233/sqft
Garage

About this House

Best and Final due 7pm Sunday 2/22. This charming, move-in-ready home greets you with an inviting covered, front porch-perfect for relaxing, or just enjoying your morning coffee. Step inside to a welcoming living room that flows effortlessly into the dining area and adjacent kitchen, creating an open, connected feel ideal for everyday living and entertaining. The kitchen showcases warm, honey-toned cabinetry with a mix of solid and glass-front doors, elegant crown molding, and recessed lighting, offering both style and sophistication. Modern stainless steel appliances-including a French-door refrigerator, dishwasher, and smooth-top range-bring contemporary appeal, while under-cabinet lighting enhances both functionality and ambiance. Also on the main level, a bright sunroom provides a dedicated laundry area and convenient access to the backyard and detached garage, combining practicality with comfort. Upstairs, you'll find two generously sized bedrooms and a full bath, offering a peaceful retreat at the end of the day. The lower level is partially finished, providing flexible space that can be customized for a home office, recreation area, or additional living space to suit your needs.
34 Old Kennedy Road, Windsor, CT 06095 is a 2 bedroom, 2 bathroom, 1,560 sqft single-family home built in 1928. It last sold for $363,000 on Mar 12, 2026 (4% above the $349,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $370,700, with a rent estimate of $2,323/month.
Last check for updates: about 7 hours ago
Listed by Lisa A. Barstow, (860) 604-0971
Simply Sold Real Estate, (860) 786-7277
Bought with: Nikki M. Defrancesco, (203) 577-7308, Coldwell Banker Realty, (860) 644-2461
Source: Smart MLS, MLS#24152121

Home Details for 34 Old Kennedy Road

Interior Features

Interior Details
Basement: Full,Heated,Partially FinishedNumber of Rooms: 5Types of Rooms: Master Bedroom, Bedroom, Bathroom, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1560 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Oven/Range, Refrigerator, Dishwasher, Disposal, Water HeaterDishwasherDisposalLaundry: Main LevelRefrigerator
Heating & Cooling
Heating: Hot Water,OilHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Hot Water
Fireplace & Spa
No Fireplace

Exterior Features

Exterior Home Features
Roof: MetalPatio / Porch: Porch, PatioExterior: GardenFoundation: Concrete PerimeterGardenNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 4Parking: Detached,Driveway,Asphalt
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1248 Square FeetFinished Area (below surface): 312 Square Feet

Property Information

Year Built
Year Built: 1928
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 780751

Price & Status

Price
List Price: $349,900Price Per Sqft: $233/sqft
Status Change & Dates
Off Market Date: Mon Feb 23 2026Possession Timing: Asap

Active Status

MLS Status: Closed

Location

Direction & Address
City: Windsor
School Information
Elementary School: Oliver EllsworthJr High / Middle School: Sage Park, Per Board of EdHigh School: Windsor

Building

Building Area
Building Area: 1560 Square Feet

HOA

No HOA

Lot Information

Lot Area: 6098.4 sqft

Miscellaneous

BasementMls Number: 24152121Attic: Floored, Walk-upAttribution Contact: (860) 604-0971Above Grade Unfinished Area: 1248Activation Date: Sun Feb 15 2026

Price and Tax history

DateEventPrice
Mar 12, 2026
Source: Smart MLS #24152121
Sold
$363,000
Feb 23, 2026
Source: Smart MLS #24152121
Pending
$349,900
Feb 15, 2026
Source: Smart MLS #24152121
Listed For Sale
$349,900
Aug 22, 2025
Source: Smart MLS #24106772
Sold
$350,000
Jul 19, 2025
Source: Smart MLS #24106772
Pending
$297,500

Market trends in Windsor

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
55
11MoM

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
    Flag
  • 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
    Flag
  • 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 34 Old Kennedy Road

  • What is 34 Old Kennedy Road estimated to be worth?
    Trulia's estimated value for 34 Old Kennedy Road in Windsor, CT is $370,700.
  • What is the price history for 34 Old Kennedy Road?
    34 Old Kennedy Road in Windsor, CT last sold for $363,000 in March 2026.
  • Is Windsor a buyer's or seller's market?
    Windsor is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Windsor?
    Residents describe Windsor, CT as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Windsor, CT.
  • Does 34 Old Kennedy Road have air conditioning?
    Yes, 34 Old Kennedy Road in Windsor, CT has air conditioning.
  • Does 34 Old Kennedy Road have laundry facilities?
    Yes, 34 Old Kennedy Road in Windsor, CT has laundry facilities.

Explore by feature - Pet Friendly

6 pet-friendly rentals in Windsor, CT

Explore by feature - Air Conditioning

8 rentals with air conditioning in Windsor, CT

Explore by feature - Washer/dryer

11 rentals with a washer/dryer in Windsor, CT

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 34 Old Kennedy Road

Skip to last item
Skip to first item

Homes for sale near 34 Old Kennedy Road

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item