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$613,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 1,649 Sq. Ft.
  • 2 Car Garage
  • Updated 1 day ago

Next open house:

Open House: 11:00 AM - 1:00 PM

Saturday 8/22 11:00 AM - 1:00 PM

27 Winchester Drive,Shelton, CT 06484

27 Winchester DriveSheltonCT06484

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Join us at 27 Winchester Drive on:

  • Open House: 1:00 PM - 3:00 PM

    Sunday 8/23 1:00 PM - 3:00 PM

    27 Winchester Drive,Shelton, CT 06484
    27 Winchester DriveSheltonCT06484
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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.

Full Property Details for 27 Winchester Dr

General

  • Price: $613,900
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24199568
  • Updated: 8/20/2026
  • Added to Site: 5 day(s) ago

Interior

  • Number of Rooms: 7
  • Interior Features: Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Electric Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 1
  • Half Bathrooms: 1
  • Partial Bath: Lower

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Hardwood Floor, Main
  • Bedroom 1: Bedroom - Hardwood Floor, Main
  • Bedroom 2: Bedroom - Hardwood Floor, Main

Other Rooms

  • Living Room: Living Room - Remodeled, Combination Liv/Din Rm, Fireplace, Hardwood Floor, Main
  • Dining Room: Dining Room - Sliders, Hardwood Floor, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Sliders, Lower
  • Rec Room: Sliders, Lower
  • Laundry: Lower Level

Exterior

  • Exterior Features: Shed, Deck, Lighting, Covered Deck
  • Color: White

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 4
  • Parking: Under House Garage, Paved, On Street Parking, Driveway

Location

  • County: Fairfield
  • Neighborhood: Huntington
  • Driving Directions: GPS OK!

School Information

  • Elementary School: Mohegan
  • High School: Shelton

Community

  • Community Name: Huntington

Heating & Cooling

  • Cooling Type: Window Unit
  • Heating Type: Hot Air, Zoned, Propane
  • Heating Fuel: Propane
  • Water Heater: Propane, Tankless Hotwater

Utilities

  • Sewer: Septic
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Ranch
  • Construction Status: No/Resale
  • Exterior Const.: Wood
  • Basement Desc.: Full, Storage, Fully Finished, Liveable Space, Full With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 1,649
  • Above Ground: 1,249 Sq. Ft.
  • Below Ground: 400 Sq. Ft.
  • Year Built: 1969

Lot Features

  • Lot Size (Acres): 1.96
  • Driveway/Sidewalk: Private, Paved
  • Zoning: R-1
  • Lot Description: Rear Lot, Lightly Wooded, Level Lot

Financial Considerations

  • Assessment Amount: $275,800
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 290607

Listed by Keller Williams Realty, Alex Capozzoli

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Listing agent

— 27 Winchester Dr —

  • Alex Capozzoli

    Keller Williams Realty

Agent Contact: (203) 241-9035 Office Contact: (203) 438-9494

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 27 Winchester Dr

School District:Shelton School District
NameGradesDistance
Mohegan School, Shelton, CT
47 Mohegan Road, Shelton, CT 06484
K-41 mi
Intermediate School, Shelton, CT
675 Constitution Boulevard North, Shelton, CT 06484
7-83.3 mi
Shelton High School
120 Meadow Street, Shelton, CT 06484
9-123.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 27 Winchester Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/20/2026
Listed
$613,900
13.69%
MLS
7/12/2024
Sold
$540,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 27 Winchester Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,191
6%
$275,800
8%
2023
$4,884
10%
$254,660
—
2023
$4,449
—
$254,660
—
2022
$4,449
7%
$254,660
35%
2021
$4,159
-2%
$188,790
—
2020
$4,233
—
$188,790
—
2019
$4,233
1%
$188,790
—
2017
$4,193
2%
$188,790
2%
2015
$4,129
—
$185,080
—
2014
$4,129
—
$185,080
—
2011
$4,129
—
$185,080
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 27 Winchester Dr

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Keller Williams Realty, Alex Capozzoli

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27 Winchester Drive, Shelton, CT 06484 (MLS# 24199568) is a Single Family property with 3 bedrooms, 1 full bathroom and 1 partial bathroom. 27 Winchester Drive is currently listed for $613,900 and was received on August 16, 2026. Want to learn more about 27 Winchester Drive? Do you have questions about finding other Single Family real estate for sale in Huntington? You can browse all Huntington real estate or contact a Coldwell Banker agent to request more information.

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