56 Highland Avenue, Windsor, CT 06095
Property image
Property image
FOR SALE
NEW
OPEN SUN, 12-1:30PM
0.76 ACRES

$449,900

  • 4 Beds
  • 2 Baths
  • 1,881 sqft (on 0.76 acres)

56 Highland Avenue, Windsor, CT 06095

Est. Mortgage $3,292/mo*
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Home Highlights

Single-Family Home
Built in 1955
0.76 acre lot
$239/sqft
1 Car Garage

Local Information

  • Map ViewExplore the area around 56 Highland Avenue.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

An absolute gem nestled in a beautiful Broad Brook neighborhood! Modern updates offset the original charm, including arched doorways, gleaming wood floors and an exposed brick mudroom entryway. The home features a fully remodeled kitchen with granite countertops, SS appliances and island bar seating open to the dining area. The flexible floor plan allows you to decide your ideal layout with two first floor bedrooms and an updated full bath. Even better - the first floor split system is set to be installed in a few weeks! Upstairs you will find another newly renovated full bath and two more large bedrooms - one with an additional finished bonus room, great for a playroom, work space or storage. The attached garage leads you to a sun-filled three-season porch looking out at the sprawling backyard. The back of the property borders East Windsor Park - an amazing place to walk, play and enjoy town amenities. The large full basement offers a ton of space for storage and future opportunity and a brand new roof offers peace of mind for the longterm. Your next chapter awaits at this charming home!
Last check for updates: about 4 hours ago
Listing courtesy of Maddy Ceruti, (860) 559-0978
Century 21 AllPoints Realty, (860) 559-0978
Source: Smart MLS, MLS#24206927
Also Listed on Smart MLS.

Open House

Sunday, September 20
12:00 PM to 1:30 PM

Home Details for 56 Highland Avenue

Interior Features

Interior Details
Basement: FullNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom, Bathroom, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1881 Square Feet
Appliances & Utilities
Appliances: Electric Range, Oven/Range, Microwave, Refrigerator, Dishwasher, Water HeaterDishwasherLaundry: Lower Level,Mud RoomMicrowaveRefrigerator
Heating & Cooling
Heating: Hot Water,OilHas CoolingAir Conditioning: DuctlessHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
No Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PorchOther Structures: Shed(s)Exterior: BreezewayFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageParking Spaces: 1Parking: Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1881 Square Feet

Days on Market

Days on Market: <1 day on Trulia

Property Information

Year Built
Year Built: 1955
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 523591

Price & Status

Price
List Price: $449,900Price Per Sqft: $239
Status Change & Dates
Possession Timing: Negotiable

Active Status

MLS Status: Active

Location

Direction & Address
City: East Windsor
School Information
Elementary School: Broad BrookHigh School: East Windsor

Agent Information

Listing Agent
Listing ID: 24206927

Building

Building Area
Building Area: 1881 Square Feet

Community

Community Features: Library, Medical Facilities, Park, Playground, Near Public Transport, Shopping/Mall
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 0.76 acres

Miscellaneous

BasementMls Number: 24206927Attic: Access Via HatchAttribution Contact: (860) 559-0978Above Grade Unfinished Area: 1881

Additional Information

LibraryMedical FacilitiesParkPlaygroundNear Public TransportShopping/Mall

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
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  • 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!"
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    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
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  • 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

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

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
220 Deerfield Road, Windsor, CT
0.12
Single-Family Home
$448,500
04/10/26
4
3.5
2,365
44 Midian Avenue, Windsor, CT
0.08
Single-Family Home
$370,000
07/20/26
5
3
2,136
20-A Seymour Street, Windsor, CT
0.13
Single-Family Home
$239,900
05/11/26
3
1.5
1,144
287 Deerfield Road, Windsor, CT
0.18
Single-Family Home
$330,000
09/19/25
3
2
1,075
119 Joshua Hill, Windsor, CT
0.55
Single-Family Home
$390,000
01/09/26
3
2
2,080
11 Amaryllis Drive, Windsor, CT
0.21
Single-Family Home
$280,000
05/13/26
3
1.5
1,075
280 Deerfield Road, Windsor, CT
0.14
Single-Family Home
$210,700
02/06/26
3
2
1,534
71 Seymour Street, Windsor, CT
0.18
Single-Family Home
$350,000
05/14/26
4
2.5
1,312
18 Ely Circle, Windsor, CT
0.50
Single-Family Home
$335,000
07/22/26
3
2
1,738
33 Sinclair Street, Windsor, CT
0.34
Single-Family Home
$362,000
06/30/26
4
2
1,037

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
48 Highland Avenue, Windsor, CT 06095
0.02
$323,000
3
2
989
Off Market
42 Highland Avenue, Broad Brook, CT 06016
0.03
$337,400
Studio
2
1,498
Off Market
53 Highland Avenue, Broad Brook, CT 06016
0.01
$631,500
4
5.5
2,928
Off Market
44 Midian Avenue, Windsor, CT 06095
0.08
$370,000
5
3
2,136
Recently Sold
32 Midian Avenue, Windsor, CT 06095
0.08
$250,300
2
1
672
Off Market
13 Midian Avenue, Windsor, CT 06095
0.09
$350,000
3
2
1,373
For Sale
220 Deerfield Road, Windsor, CT 06095
0.12
$448,500
4
3.5
2,365
Recently Sold
30 Lovell Avenue, Windsor, CT 06095
0.10
$300,000
3
1
1,225
Recently Sold
5 Highland Avenue, Broad Brook, CT 06016
0.12
$315,700
3
1.5
1,854
Off Market
227 Deerfield Road, Windsor, CT 06095
0.15
$327,800
3
1.5
1,075
Off Market
20-A Seymour Street, Windsor, CT 06095
0.13
$239,900
3
1.5
1,144
Recently Sold

Price and Tax history

DateEventPrice
Sep 17, 2026
Source: Smart MLS #24206927
Listed For Sale
$449,900

LGBTQ Local Legal Protections

Maddy Ceruti, Century 21 AllPoints Realty, (860) 559-0978
Agent Phone: (860) 559-0978
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.

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Frequently asked questions about 56 Highland Avenue

  • What is the estimated monthly payment for 56 Highland Avenue?
    Based on a $449,900 list price with 20% down at today's rates, the estimated monthly payment for 56 Highland Avenue in Windsor, CT is approximately $3,327 (about $2,442 principal & interest, $810 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • 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 homes for sale in Windsor, CT.
  • What are the closest schools to 56 Highland Avenue?
    The closest schools to 56 Highland Avenue in Windsor, CT are John F. Kennedy School (Elementary, rated 4/10), Oliver Ellsworth School (Pre-K/Elementary), Sage Park Middle School (rated 6/10).
  • Does 56 Highland Avenue have air conditioning?
    Yes, 56 Highland Avenue in Windsor, CT has air conditioning.
  • Does 56 Highland Avenue have laundry facilities?
    Yes, 56 Highland Avenue in Windsor, CT has laundry facilities.
  • How big is the lot at 56 Highland Avenue?
    The lot at 56 Highland Avenue in Windsor, CT is about 0.76 acres (33,106 sq ft).
56 Highland Avenue, Windsor, CT 06095 is a 4 bedroom, 2 bathroom, 1,881 sqft single-family home built in 1955. This property is currently available for sale and was listed by Smart MLS on Sep 17, 2026. The MLS # for this home is MLS# 24206927.