Windsor, CT Real Estate & Homes For Sale

43 homes

Use arrow keys to navigate
NEW - 9 HRS AGO
0.29 ACRES
$320,000
3 Beds
1 Bath
1,504 sqft
794 Matianuck Avenue,
Windsor, CT 06095
eXp Realty
Use arrow keys to navigate
0.56 ACRES
$235,000
3 Beds
1 Bath
1,078 sqft
17 Windbrook Drive,
Windsor, CT 06095
Five Stars Realty
Use arrow keys to navigate
0.46 ACRES
$385,000
5 Beds
4.5 Baths
2,812 sqft
521 West Wolcott Avenue,
Windsor, CT 06095
William Raveis Real Estate
FOR SALE BY OWNER
$520,000
3 Beds
3 Baths
2,160 sqft
25 Strawberry Hl,
Windsor, CT 06095
Use arrow keys to navigate
OPEN FRI, 4:30-6:30PM
$379,900
2 Beds
2 Baths
1,506 sqft
144 Morning Glory Court #144,
Windsor, CT 06095
mygoodagent
Use arrow keys to navigate
$325,000
3 Beds
2 Baths
1,114 sqft
140 Matianuck Avenue,
Windsor, CT 06095
Coldwell Banker Realty
Use arrow keys to navigate
FORECLOSURE
BANK OWNED
0.33 ACRES
$279,000
3 Beds
1.5 Baths
1,176 sqft
28 Nod Road,
Windsor, CT 06095
Property Works New England
0.26 ACRES
$329,900
3 Beds
1.5 Baths
2,130 sqft
37 Clover Street,
Windsor, CT 06095
William Raveis Real Estate
0.47 ACRES
$530,000
4 Beds
2.5 Baths
3,205 sqft
85 Village Lane,
Windsor, CT 06095
eXp Realty
$325,000
3 Beds
2 Baths
1,511 sqft
284 Deerfield Road,
Windsor, CT 06095
Realty One Group Cutting Edge
$459,000
3 Beds
2.5 Baths
1,912 sqft
42 Marble Faun Lane #42,
Windsor, CT 06095
William Raveis/First Town RE
$275,000
3 Beds
2 Baths
1,229 sqft
110 Matianuck Avenue,
Windsor, CT 06095
eXp Realty
0.92 ACRES
$499,900
4 Beds
2.5 Baths
2,450 sqft
23 Coach Circle,
Windsor, CT 06095
Coldwell Banker Realty
0.75 ACRES
$359,900
3 Beds
1.5 Baths
2,064 sqft
1128 Poqunock Avenue,
Windsor, CT 06095
Berkshire Hathaway NE Prop.
$249,900
2 Beds
2.5 Baths
1,020 sqft
40 High Path Road #40,
Windsor, CT 06095
Better Homes and Gardens Real Estate Executive Real Estate
$299,900
2 Beds
1 Bath
1,133 sqft
19 Portman Street,
Windsor, CT 06095
Campbell-Keune Realty Inc
0.71 ACRES
$349,900
4 Beds
2 Baths
1,804 sqft
1476 Poquonock Avenue,
Windsor, CT 06095
Berkshire Hathaway NE Prop.
OPEN SAT, 11:30-1PM
$279,900
2 Beds
1.5 Baths
1,224 sqft
157 Brighton Circle,
Windsor, CT 06095
William Raveis Real Estate
3D VIEW
0.76 ACRES
$449,900
4 Beds
2 Baths
1,881 sqft
56 Highland Avenue,
Windsor, CT 06095
Century 21 AllPoints Realty
0.47 ACRES
$574,900
4 Beds
2.5 Baths
2,891 sqft
38 Milo Peck Lane,
Windsor, CT 06095
Century 21 AllPoints Realty
0.76 ACRES
$424,900
3 Beds
2.5 Baths
1,768 sqft
78 Country Club Drive,
Windsor, CT 06095
eXp Realty
$399,900
3 Beds
2 Baths
1,383 sqft
37 Irving Street,
Windsor, CT 06095
William Raveis Real Estate
$475,000
4 Beds
3 Baths
2,107 sqft
37 Ballymeade Lane #37,
Windsor, CT 06095
Social & Co Realty
3D VIEW
4.08 ACRES
$624,900
4 Beds
2.5 Baths
3,300 sqft
209 Palisado Avenue,
Windsor, CT 06095
Berkshire Hathaway NE Prop.
0.37 ACRES
$365,000
3 Beds
2 Baths
1,248 sqft
1419 Poquonock Avenue,
Windsor, CT 06095
KW Legacy Partners
3D VIEW
4.34 ACRES
$659,900
4 Beds
2.5 Baths
2,594 sqft
20 Center Street,
Windsor, CT 06095
CENTURY 21 AllPoints Realty
0.26 ACRES
$365,000
3 Beds
1.5 Baths
1,204 sqft
193 Rood Avenue,
Windsor, CT 06095
eXp Realty
0.25 ACRES
$409,900
3 Beds
1.5 Baths
1,722 sqft
15 Barber Street,
Windsor, CT 06095
MBA Realty, LLC
3D VIEW
0.63 ACRES
$545,900
4 Beds
2.5 Baths
2,144 sqft
839 Palisado Avenue,
Windsor, CT 06095
Luxe Realty LLC
0.32 ACRES
$279,900
3 Beds
1.5 Baths
1,440 sqft
930 Delilah Drive,
Windsor, CT 06095
Berkshire Hathaway NE Prop.
0.46 ACRES
$270,000
2 Beds
1 Bath
1,343 sqft
342 Mountain Road,
Windsor, CT 06095
Coldwell Banker Realty
0.68 ACRES
$389,000
4 Beds
3 Baths
2,167 sqft
1178 Poquonock Avenue,
Windsor, CT 06095
Singh Realty
FORECLOSURE
BANK OWNED
0.63 ACRES
$484,900
3 Beds
2.5 Baths
2,206 sqft
22 Settler Circle,
Windsor, CT 06095
Golden Rule Realty
0.37 ACRES
$274,995
3 Beds
2 Baths
1,229 sqft
36 Woodybrook Road,
Windsor, CT 06095
Realty ONE Group Connect
0.47 ACRES
$390,000
3 Beds
1.5 Baths
1,818 sqft
27 Eagleton Drive,
Windsor, CT 06095
Exceptional Real Estate LLC
$379,999
2 Beds
3 Baths
1,622 sqft
33 Mechanic Street #203,
Windsor, CT 06095
Maria Acuna Real Estate
18.36 ACRES
$289,000
25 Matthew Lane,
Windsor, CT 06095
Coldwell Banker Realty
OPEN FRI, 4:30-6PM
NEW CONSTRUCTION
3D VIEW
1.42 ACRES
$650,000
3 Beds
2.5 Baths
1,914 sqft
857 Stone Road,
Windsor, CT 06095
William Raveis Real Estate
NEW CONSTRUCTION
1.36 ACRES
$729,000
4 Beds
2.5 Baths
2,300 sqft
823a Stone Road,
Windsor, CT 06095
William Raveis Real Estate
NEW CONSTRUCTION
1.36 ACRES
$635,000
3 Beds
2.5 Baths
1,914 sqft
823 Stone Road,
Windsor, CT 06095
William Raveis Real Estate
Halloween on Trulia
Home prices got you spooked?
Imagine what it’s like living with ghosts to get a deal.Start the ghost hunt

Windsor, CT Real Estate Trends

Learn about the Windsor, CT housing market through trends and averages.

Affordability
Home Value
What Locals Say

Affordability of Living in Windsor, CT

The median home value is $370,756

Month	Median home value
October 2025	$361k
November 2025	$362k
December 2025	$362k
January 2026	$363k
February 2026	$363k
March 2026	$364k
April 2026	$365k
May 2026	$367k
June 2026	$368k
July 2026	$368k
August 2026	$370k
September 2026	$371k

View as a graph

Trends and affordability stats are provided by third party data sources.

Average Home Value in Windsor, CT, by Home Size

Currently, there are 4 new listings in Windsor, CT and 43 homes for sale.

Home Size	Home Value*
1 bedroom (See homes)	$151,572
2 bedrooms (6 homes)	$287,013
3 bedrooms (21 homes)	$367,914
4 bedrooms (12 homes)	$448,531

*Home value over the past month

What Locals Say about Windsor

Review Highlights

Windsor, CT: steady New England base for families—safe streets, parks, schools, long-term value. Residents love the quiet, community events, trails, diversity, and easy Hartford commute. Concerns include I-91 traffic, uneven school ratings, some rough spots, and dog mess.

AI-generated summary of moderated reviews.

Flag

Keyonna
Resident
1y ago
"Quiet and everyone keeps to themselves. Only a little noisy during the summer time due to motorcycles."
0
Flag
Zonoui Smith Jr.
Resident
1y ago
"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
Resident
6y ago
"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
Resident
6y ago
"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
Resident
6y ago
"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
Resident
6y ago
"Lots of town activities! Stuff on the green, local businesses, small town feel! Diverse community and polite town members"
1
Flag
Unspecified
Resident
6y ago
"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.
Resident
6y ago
"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
Resident
6y ago
"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.
Resident
6y ago
"Poquonock school is a wonderful community all the parks are very safe and the parks & rec programs are great"
0
Flag
Sam B.
Resident
6y ago
"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.
Resident
6y ago
"Great place to live grow work Bus and Uber available Mixed crowd Friendly people Great schools Parks pools Best library "
0
Flag
Sam B.
Resident
6y ago
"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.
Resident
6y ago
"My neighborhood is amazing it has good transit access and wonderful restaurants and parks hope this helps"
0
Flag
Carol J. M.
Resident
6y ago
"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
Resident
7y ago
"Usually on the town green, farmers market, summer outdoor concerts, parades, Halloween event, holiday events, craft fairs"
0
Flag
Bonny E.
Resident
7y ago
"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.
Resident
7y ago
"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
Resident
7y ago
"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.
Resident
7y ago
"recreation Dept has great programs parks are well maintained school system is getting back on track great family friendly town"
0
Flag
Me
Resident
7y ago
"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.
Resident
7y ago
"during the summer they have concerts on the green down town. nice place tp live. quite contry living"
0
Flag
Me
Resident
7y ago
"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
Resident
7y ago
"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.
Resident
7y ago
"Windsor is a town with strong resources and traditions. It has reasonable housing prices and lots of diversity. "
0
Flag
Carol J. M.
Resident
7y ago
"We have coffee 9am - 11am once a month and other social events. Dog friendly. Neighbors are very friendly."
0
Flag
Shanyelle.hamilton
Resident
7y ago
"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
Resident
7y ago
"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
Resident
8y ago
"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.
Resident
8y ago
"We have a yearly block party at each of the local parks. They are usually well attended and snacks are provided. "
0
Flag
Gchekas
Resident
8y ago
"Short commute, less than five minutes to work. Lot of industry on Day Hill Road, plenty of work for manufacturing industry. "
0
Flag

Browse Windsor, CT homes by type

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.

Windsor, CT Real Estate & Homes For Sale