21 Jonathan Cir, Windsor, CT 06095
Property image
Property image
OFF MARKET

$401,800

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 1,744 sqft (on 0.41 acres)

21 Jonathan Cir, Windsor, CT 06095

Est. Refi. Payment $3,035/mo*
Refinance Your Home
Currently Off Market - Sold Jun 1, 2018 for $220,000

Home Value

Trulia Estimate
$402K
Since last month
Decreased$4K (-1.1%)
Since last year
Increased$6K (+1.4%)
Since last sale
Increased$182K (+82.6%)
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 +108% in the last 10 years
MonthEstimated value
2026
October 2026$402K
September 2026$406K
August 2026$406K
July 2026$411K
June 2026$412K
May 2026$413K
April 2026$402K
March 2026$395K
February 2026$380K
January 2026$381K
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
32 Sunnyfield Drive, Windsor, CT
0.15
Single-Family Home
$332,000
12/19/25
3
1.5
1,946
33 Nod Road, Windsor, CT
0.18
Single-Family Home
$370,000
10/17/25
3
2.5
1,664
107 Sunnyfield Drive, Windsor, CT
0.18
Single-Family Home
$337,000
12/09/25
3
2.5
1,352
60 Nod Road, Windsor, CT
0.15
Single-Family Home
$345,900
05/01/26
3
2
2,128
67 Sunnyfield Drive, Windsor, CT
0.11
Single-Family Home
$420,000
09/17/26
3
2.5
1,194
28 Sunnyfield Drive, Windsor, CT
0.16
Single-Family Home
$399,000
11/21/25
4
2
1,603
66 Country Club Drive, Windsor, CT
0.13
Single-Family Home
$470,000
08/27/26
4
2.5
1,976
2 Sunnyside Cir, Windsor, CT
0.43
Single-Family Home
$225,000
10/20/25
3
2
1,933
40 Gloria St, Windsor, CT
0.33
Single-Family Home
$262,500
12/18/25
3
2
1,202
149 Tobey Avenue, Windsor, CT
0.40
Single-Family Home
$280,000
10/15/25
3
1.5
1,554

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
23 Jonathan Cir, Windsor, CT 06095
0.02
$404,000
3
4
1,796
Off Market
30 Diana Ln, Windsor, CT 06095
0.03
$386,700
4
3
1,822
Off Market
19 Jonathan Cir, Windsor, CT 06095
0.03
$436,700
4
3
2,132
Off Market
28 Diana Ln, Windsor, CT 06095
0.04
$373,800
4
3
1,482
Off Market
25 Jonathan Cir, Windsor, CT 06095
0.04
$345,500
3
3
1,212
Off Market
20 Jonathan Cir, Windsor, CT 06095
0.04
$380,000
3
1.5
1,500
Off Market
15 Jonathan Cir, Windsor, CT 06095
0.05
$416,000
3
3
1,770
Off Market
32 Diana Ln, Windsor, CT 06095
0.05
$395,700
4
2.5
1,722
Off Market
22 Diana Ln, Windsor, CT 06095
0.06
$386,600
4
3
1,748
Off Market
24 Jonathan Cir, Windsor, CT 06095
0.06
$439,900
4
3
1,820
Off Market
11 Jonathan Cir, Windsor, CT 06095
0.06
$362,600
4
3
1,500
Off Market
10 Jonathan Cir, Windsor, CT 06095
0.06
$405,800
4
3
1,772
Off Market
27 Jonathan Cir, Windsor, CT 06095
0.06
$435,200
4
2.5
1,794
Off Market
16 Diana Ln, Windsor, CT 06095
0.06
$380,700
4
3
1,434
Off Market
40 Penncross Dr, Windsor, CT 06095
0.07
$382,200
3
2
1,294
Off Market
48 Penncross Dr, Windsor, CT 06095
0.07
$386,600
3
2
1,294
Off Market
32 Penncross Dr, Windsor, CT 06095
0.07
$457,500
3
2.5
2,094
Off Market
24 Penncross Dr, Windsor, CT 06095
0.07
$419,500
3
2.5
1,294
Off Market
26 Jonathan Cir, Windsor, CT 06095
0.07
$415,400
4
4
1,690
Off Market
12 Diana Ln, Windsor, CT 06095
0.07
$370,200
4
3
1,384
Off Market

Local Information

  • Map ViewExplore the area around 21 Jonathan Cir.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1959
0.41 acre lot
1,744 sqft
$230/sqft
Garage

About this House

Enjoy the tranquil setting that this beautiful Sasportas built home has to offer. It is quite evident that this 3 bedroom and 2.5 bath split level home has been impeccably maintained and well loved. Welcome your guests in the expansive foyer enhanced by the gleaming hardwood floors throughout. This versatile floor plan offers generous room sizes and a fresh neutral decor. The open flow of the kitchen, formal living and dining room are perfect for those who love to entertain. Your guests will love to sit in the living room by the warmth and ambiance of the fireplace during the cooler winter months. The inviting family room is the perfect place to gather together for games and movies. The master bedroom has a walk in closet and an updated master bath. Relax and unwind with your favorite novel in the cozy four season sunroom/den featuring a bay window and a slider that leads you out back to your beautiful level back yard. Enjoy the spring and summer seasons hosting barbecues and baseball games in your own private haven. There is tremendous value found in a newer roof, fresh interior and exterior paint, newer windows, and updated bathrooms. It doesn't get any better than this buyers...Pack your bags and move right in Explore Windsor and all the beautiful parks, walking trails and summer fun activities that it has to offer.
21 Jonathan Cir, Windsor, CT 06095 is a 3 bedroom, 3 bathroom, 1,744 sqft single-family home built in 1959. It last sold for $220,000 on Jun 1, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $401,800, with a rent estimate of $2,862/month.

Home Details for 21 Jonathan Cir

Interior Features

Heating & Cooling
Heating: Baseboard, OilAir ConditioningHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
AtticNumber of Rooms: 7
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1959Year Updated: 1959
Property Type / Style
Property Type: Single Family HomeArchitecture: split level

Community

Units in Building: 1

Lot Information

Lot Area: 0.41 acres

Price and Tax history

DateEventPrice
Jun 1, 2018
Source: Smart MLS #170066653
Sold
$220,000
Apr 9, 2018
Source: Agent Provided
Listed For Sale
$214,900

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

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.
  • 70% say there's holiday spirit
  • 67% say there are sidewalks
  • 55% say neighbors are friendly
Trulia Trick or TreatStart Ghost Hunt
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
    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

Frequently asked questions about 21 Jonathan Cir

  • What is 21 Jonathan Cir estimated to be worth?
    Trulia's estimated value for 21 Jonathan Cir in Windsor, CT is $401,800.
  • What is the price history for 21 Jonathan Cir?
    21 Jonathan Cir in Windsor, CT last sold for $220,000 in June 2018.
  • 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 21 Jonathan Cir have laundry facilities?
    Yes, 21 Jonathan Cir in Windsor, CT has in-unit laundry.
  • How big is the lot at 21 Jonathan Cir?
    The lot at 21 Jonathan Cir in Windsor, CT is about 0.41 acres (17,860 sq ft).

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