26 Highland Avenue
Windsor, Connecticut 06095
- Beds
- 2
- Baths
- 1
- SqFt
- 952
- Acres
- 0.17
- Year Built
- 1923
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
28
33 under contract
Median List Price
$394,500
28 active listings
Median Closed Price
$386,500
258 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per 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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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.