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26 Highland Avenue

Windsor, Connecticut 06095

ACTIVE - NEW$269,900
Beds
2
Baths
1
SqFt
952
Acres
0.17
Year Built
1923
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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1-Car Garage

About This Home

This pristine and charming Bungalow beautifully blends classic character with gorgeous updates and offers comfortable and beautiful living space. From the moment you enter, you will appreciate the warmth and character throughout, including beautifully refinished hardwood flooring that flows throughout the home. The updated and stunning kitchen features crisp white cabinetry as well as new lighting and new flooring, creating a bright and welcoming space for everyday living. Just off the kitchen, the dining room is ideal for serving guests or hosting holiday gatherings, complete with a lovely, built-in China cabinet. The spacious living room is filled with natural light, creating a warm and inviting setting for relaxing or entertaining. Two comfortable bedrooms and a full updated bath are tucked down the hall. Step outside to the back deck overlooking the fully fenced yard, a wonderful setting for outdoor dining, gardening, or simply enjoying a peaceful afternoon. The new railings on the deck provide a fresh, updated touch. With its timeless appeal, pristine presentation and inviting outdoor space, this delightful Bungalow is a wonderful place to call home. There is tremendous value in the brand new roof, (house and shed), refinished hardwood floors, enclosed front porch, thermal pane windows, freshly painted interior, updated bathroom, new lighting, new kitchen flooring, new electrical panel, oil tank and low maintenance vinyl siding. Come on...Let's take a look inside!

Key Facts

City/Town
Windsor
Neighborhood
N/A
Property / Style
Single Family · Cottage
Year Built
1923
Days on Market
0 days
Beds
2
Baths
1 full
Living Area
952 sq ft
Lot Size
0.17 acres
Garage / Parking
1 garage · 4 total
Property Taxes
$3,844 / Annually

Market Snapshot

The Windsor Market

Single Family · trailing 12 months

Median Days on Market

33

28 active listings

Median $ / Sq Ft

$262

28 active listings

Sale-to-List Ratio

102.9%

258 sales

How this home compares

List Price

$269,900

vs $394,500 median

31.6% below median

Price / Sq Ft

$284

vs $262 median

8.4% above median

Days on Market

0 days

vs 33 days median

33 days fresher than median

Based on 28 active and 258 closed sales (trailing 12 mo) of single family in Windsor. Source: SmartMLS · As of September 18, 2026.

Location

26 Highland Avenue, Windsor, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$1,839

per month

  • Principal & Interest$1,429
  • Property Taxes$320
  • Insurance$90
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Windsor
Neighborhood
N/A
County
Hartford

Residence

Property Type
Single Family
Style
Cottage
Year Built
1923
New Construction
No/Resale
Living Area
952 sq ft

Schools

Elementary
Per Board of Ed
High
Windsor

Interior

Heating
Hot Water
Heat Fuel
Gas In StreetOil
Cooling
None
Appliances
Oven/RangeRefrigeratorDisposal
Basement
FullUnfinishedStorageInterior AccessConcrete Floor
Interior Features
Cable - Available

Exterior & Lot

Lot Size
0.17 acres
Zoning
R8
Garage / Parking
1 garage space4 total parking spacesDetached GaragePavedOff Street ParkingDrivewayPrivatePavedAsphalt
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Porch-EnclosedShedPorchDeckGutters
Lot Description
Level LotProfessionally Landscaped

Listing & Financials

Property Taxes
$3,844 / Annually
Days on Market
0
MLS #
24202276
MLS Status
Active

Similar Properties

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Listed By

Sharon Rispoli

(860) 205-9316

Berkshire Hathaway NE Prop.

(860) 688-7531

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/18/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 9/18/2026 at 11:15 PM UTC.