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27 Winchester Drive

Shelton, Connecticut 06484

COMING SOON - NEW$613,900
Beds
3
Baths
1 | 1
SqFt
1,649
Acres
1.96
Year Built
1969
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

About This Home

Tucked away on nearly 2 private acres in the peaceful, sought-after Huntington neighborhood of Shelton, this modern and low maintenance Ranch style home is as move-in ready as it gets. The thoughtfully finished layout offers 3 well sized bedrooms including a full bath with tub on the main level and a convenient half bath plus laundry on the lower level. The lower level features a large rec room space for entertaining, storage in the extra closets, an attached two car under the home garage and sliders to the flat and nice sized backyard with shed for extra storage. The major mechanicals have been replaced for total peace of mind: a brand-new Navien propane combination furnace and water heater system, zoned separately for each floor, plus a new reverse osmosis water filtration system. Enjoy refinished hardwood floors throughout and the most perfect outdoor entertaining area complete with TV hookup for the sports fans. Recent updates also include all-new window screens, ceiling fans inside and out, and included exterior ambient lighting. This home seamlessly blends curb appeal, privacy, classic charm yet modern comfort, and nature while still being just minutes from Shelton's shops, restaurants, and commuter routes. Your chance to enjoy nearly 2 acres of privacy without sacrificing convenience or having to do any work awaits.

Key Facts

City/Town
Shelton
Neighborhood
Huntington
Property / Style
Single Family · Ranch
Year Built
1969
Days on Market
0 days
Beds
3
Baths
1 full · 1 half
Living Area
1,649 sq ft
Lot Size
1.96 acres
Garage / Parking
2 garage · 4 total
Property Taxes
$5,191 / Annually

Market Snapshot

The Shelton Market

Single Family · trailing 12 months

Median Days on Market

36

57 active listings

Median $ / Sq Ft

$297

57 active listings

Sale-to-List Ratio

100.1%

288 sales

How this home compares

List Price

$613,900

vs $609,900 median

In line with median

Price / Sq Ft

$372

vs $297 median

25.3% above median

Days on Market

0 days

vs 36 days median

36 days fresher than median

Based on 57 active and 288 closed sales (trailing 12 mo) of single family in Shelton. Source: SmartMLS · As of August 16, 2026.

Location

27 Winchester Drive, Shelton, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,797

per month

  • Principal & Interest$3,159
  • Property Taxes$433
  • Insurance$205
  • HOA$0

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

Location

City/Town
Shelton
Neighborhood
Huntington
County
Fairfield

Residence

Property Type
Single Family
Style
Ranch
Year Built
1969
New Construction
No/Resale
Living Area
1,649 sq ft
Below Grade
400 sq ft

Schools

Elementary
Mohegan
High
Shelton

Interior

Heating
Hot AirZoned
Heat Fuel
Propane
Cooling
Window Unit
Fireplaces
1
Laundry
Lower Level
Laundry Location
Lower Level
Appliances
Electric RangeMicrowaveRefrigeratorFreezerDishwasherWasherDryer
Basement
FullStorageFully FinishedLiveable SpaceFull With Walk-Out
Interior Features
Open Floor Plan

Exterior & Lot

Lot Size
1.96 acres
Zoning
R-1
Garage / Parking
2 garage spaces4 total parking spacesUnder House GaragePavedOn Street ParkingDrivewayPrivatePaved
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Septic
Construction
Wood
Color
White
Roof
Asphalt Shingle
Foundation
Masonry
Exterior Features
ShedDeckLightingCovered Deck
Lot Description
Rear LotLightly WoodedLevel Lot

Listing & Financials

Property Taxes
$5,191 / Annually
Days on Market
0
MLS #
24199568
MLS Status
Coming Soon

Similar Properties

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Listed By

Alex Capozzoli

(203) 241-9035

Keller Williams Realty

(203) 438-9494

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

The IDX display contains information sourced from SmartMLS, Inc. as of 8/16/2026. 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 8/16/2026 at 6:25 PM UTC.