Is a car needed in Windsor, CT?

As of early 2026, 89% of users say car is needed

Is parking easy in Windsor, CT?

As of early 2026, 88% of users say parking is easy

Is Windsor, CT dog-friendly?

As of early 2026, 86% of users say it's dog friendly

Are the streets well-lit in Windsor, CT?

As of early 2026, 78% of users say streets are well-lit

Are yards well-kept in Windsor, CT?

As of early 2026, 78% of users say yards are well-kept

Would people walk alone at night in Windsor, CT?

As of early 2026, 74% of users say people would walk alone at night

Does Windsor, CT show holiday spirit?

As of early 2026, 70% of users say there's holiday spirit

Is Windsor, CT quiet?

As of early 2026, 69% of users say it's quiet

Is there wildlife in Windsor, CT?

As of early 2026, 68% of users say there's wildlife

Does Windsor, CT have sidewalks?

As of early 2026, 67% of users say there are sidewalks

Do kids play outside in Windsor, CT?

As of early 2026, 65% of users say kids play outside

Are neighbors friendly in Windsor, CT?

As of early 2026, 55% of users say neighbors are friendly

Do residents of Windsor, CT plan to stay at least 5 years?

As of early 2026, 53% of users say they plan to stay for at least 5 years

Is Windsor, CT walkable to restaurants?

As of early 2026, 46% of users say it's walkable to restaurants

Is Windsor, CT walkable to grocery stores?

As of early 2026, 46% of users say it's walkable to grocery stores

Are there community events in Windsor, CT?

As of early 2026, 34% of users say there are community events

FOR SALE

66 Maple Avenue
Windsor, CT 06095

1 Bed
1.5 Baths
1,868 sqft

$375,000

$385,000

Est. Mortgage $2,613/mo*

Get Pre-Qualified

$375,000

$385,000

Est. Mortgage $2,613/mo*

Get Pre-Qualified

1 Bed

1.5 Baths

1,868 sqft

Local Information

-- mins to

Commute Destination

Description

Welcome to a truly unique residential opportunity offering the perfect blend of living and flexible workspace. This well-maintained home features a private upstairs apartment designed for everyday living, space you need to feel right at home. On the main level, you'll find four generously sized rooms currently configured as professional offices, along with a spacious waiting area. Whether you continue to use this layout for a home-based business, convert the space back to additional living areas, or create the ultimate work-from-home setup, the possibilities are endless. Ideal for entrepreneurs, insurance office, remote professionals, or anyone seeking extra space and versatility, this property allows you to enjoy the convenience of working steps from home while maintaining privacy and separation between spaces. A rare chance to own a residence that alows you to work from home. (Also listed as commercial.)

Home Highlights

Parking

Open Parking

Outdoor

No Info

A/C

Heating & Cooling

HOA

None

Price/Sqft

$201

Listed

70 days ago

Home Details for 66 Maple Avenue

Interior Features
Interior Details Basement: Full,UnfinishedNumber of Rooms: 8Types of Rooms: Master Bedroom, Kitchen, Living Room, Office
Beds & Baths Number of Bedrooms: 1Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout Living Area: 1868 Square Feet
Appliances & Utilities Appliances: Oven/Range, Refrigerator, Washer, Dryer, Water HeaterDryerLaundry: Upper LevelRefrigeratorWasher
Heating & Cooling Heating: Hot Water,Natural GasHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Hot Water
Fireplace & Spa No Fireplace
Security Security: Security System

Exterior Features
Exterior Home Features Roof: AsphaltExterior: SidewalkFoundation: Concrete PerimeterNo Private Pool
Parking & Garage No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 6Parking: Paved,Off Street,Driveway,Private,Asphalt
Frontage Not on Waterfront
Water & Sewer Sewer: Public Sewer
Finished Area Finished Area (above surface): 1868 Square Feet

Days on Market
Days on Market: 70

Property Information
Year Built Year Built: 1930
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: 778040

Price & Status
Price List Price: $375,000Price Per Sqft: $201
Status Change & Dates Possession Timing: Negotiable

Active Status
MLS Status: Active

Location
Direction & Address City: WindsorCommunity: Poquonock
School Information Elementary School: Per Board of EdHigh School: Per Board of Ed

Agent Information
Listing Agent Listing ID: 24156178

Building
Building Area Building Area: 1868 Square Feet

Community
Community Features: Medical Facilities, Private School(s), Shopping/Mall

HOA
No HOA

Lot Information
Lot Area: 10018.8 sqft

Miscellaneous
BasementMls Number: 24156178Attic: Pull Down StairsAttribution Contact: (860) 402-8467Above Grade Unfinished Area: 1868

Additional Information
Medical FacilitiesPrivate School(s)Shopping/Mall

Last check for updates: about 7 hours ago

Listing courtesy of Diane Cordiliko, (860) 402-8467

Realty One Group Cutting Edge, (860) 402-8467

Source: Smart MLS, MLS#24156178

Also Listed on Smart MLS.

Price History for 66 Maple Avenue

Date	Price	Event	Source
04/08/2026	$375,000	PriceChange	Smart MLS #24156178
Price Change $10,000 (-3%)
02/27/2026	$385,000	Listed For Sale	Smart MLS #24156178

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Comparable Sales for 66 Maple Avenue

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
136 Bloomfield Avenue, Windsor, CT	0.16	Single-Family Home	$275,000	08/08/25	3	1.5	1,566
16 Ridgewood Road, Windsor, CT	0.23	Single-Family Home	$400,000	07/31/25	4	1.5	1,855
115 Maple Avenue, Windsor, CT	0.14	Single-Family Home	$335,000	09/25/25	3	1	1,387
118 Maple Avenue, Windsor, CT	0.14	Single-Family Home	$330,000	01/16/26	4	1.5	1,547
6 Lennox Avenue, Windsor, CT	0.31	Single-Family Home	$350,000	07/21/25	3	2	1,702
60 Filley Street, Windsor, CT	0.25	Single-Family Home	$370,000	02/27/26	3	2	1,306
28 Capen Street, Windsor, CT	0.44	Single-Family Home	$371,000	06/18/25	3	1.5	1,456
49 Remington Road, Windsor, CT	0.44	Single-Family Home	$360,000	08/29/25	3	1.5	1,741
28 Sycamore Street, Windsor, CT	0.21	Single-Family Home	$452,000	04/17/26	4	2.5	2,600
122 Capen Street, Windsor, CT	0.56	Single-Family Home	$214,127	12/05/25	3	1	1,525

Assigned Schools

These are the assigned schools for 66 Maple Avenue.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Windsor

At least 159 Trulia users voted on each feature.

89 % Say car is needed
88 % Say parking is easy
86 % Say it's dog friendly
78 % Say streets are well-lit
78 % Say yards are well-kept
74 % Say people would walk alone at night
70 % Say there's holiday spirit
69 % Say it's quiet
68 % Say there's wildlife
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

Learn more about our methodology.

Keyonna
Resident
11mo ago
"Quiet and everyone keeps to themselves. Only a little noisy during the summer time due to motorcycles."
0
Flag
Zonoui Smith Jr.
Resident
11mo 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
5y 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
5y 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
5y 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
6y ago
"Usually on the town green, farmers market, summer outdoor concerts, parades, Halloween event, holiday events, craft fairs"
0
Flag
Bonny E.
Resident
6y 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
6y 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
6y 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
6y 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
6y 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
6y ago
"during the summer they have concerts on the green down town. nice place tp live. quite contry living"
0
Flag
Me
Resident
6y 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
6y 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
7y 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
7y 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
7y ago
"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

Additional Cost

Diane Cordiliko, Realty One Group Cutting Edge, (860) 402-8467

Agent Phone: (860) 402-8467

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.

66 Maple Avenue, Windsor, CT 06095 is a 1 bedroom, 2 bathroom, 1,868 sqft single-family home built in 1930. This property is currently available for sale and was listed by Smart MLS on Feb 27, 2026. The MLS # for this home is MLS# 24156178.

66 Maple Avenue
Windsor, CT 06095

$375,000

$375,000

Local Information