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$769,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,324 Sq. Ft.
  • 1 Car Garage
  • Updated 20 hours ago

Next open house:

Open House: 12:00 PM - 2:00 PM

Sunday 9/27 12:00 PM - 2:00 PM

368 Charles Drive,Cheshire, CT 06410

368 Charles DriveCheshireCT06410

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Welcome to this completely remodeled home w/ a private In-law apartment in a highly desirable Cheshire neighborhood! Set on a spacious 1-acre lot, this truly move-in-ready property has been extensively renovated from top to bottom. The main living level features 3 BR & 2 full BA, offering comfortable & inviting living spaces throughout. The newly renovated kitchen is the heart of the home, featuring brand-new appliances, perfect for everyday living & entertaining. All new flooring throughout! Step outside through the DR onto the new deck, the perfect setting for family gatherings. The professionally landscaped, level yard is enhanced by a charming stone wall, an irrigation system, & a brand-new patio. A truly exceptional feature of this property is the brand-new, beautifully finished in-law apartment, complete w/ its own private entrance. This thoughtfully designed living space offers a separate BR, full BA, living room, beautiful eat-in kitchen & washer dryer hookups. This private suite offers comfort, convenience, & endless possibilities. The extensive list of improvements includes a new roof, new windows, multiple new split-units heating & cooling system, new hot water heater, brand-new septic system, & solar panels. This is a rare opportunity to own a meticulously renovated Cheshire home with an in-law apartment that is set on a picturesque acre of land in a sought-after location. Simply unpack, settle in, and enjoy everything this extraordinary property has to offer!

Full Property Details for 368 Charles Dr

General

  • Price: $769,000
  • Taxes: (July 2026-June 2027)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24208525
  • Updated: 9/26/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 10
  • Interior Features: Cable - Available, Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Disposal, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Remodeled, Full Bath, Hardwood Floor, Upper
  • Bedroom 1: Bedroom - Laminate Floor, Lower
  • Bedroom 2: Bedroom - Remodeled, Hardwood Floor, Upper
  • Bedroom 3: Bedroom - Remodeled, Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - Remodeled, Combination Liv/Din Rm, Hardwood Floor, Upper
  • Family Room: Family Room - Remodeled, Laminate Floor, Lower
  • Kitchen: Kitchen - Remodeled, Granite Counters, Eating Space, Laminate Floor, Lower
  • 2nd Kitchen: Kitchen - Remodeled, Granite Counters, Island, Hardwood Floor, Upper
  • Dining Room: Dining Room - Remodeled, Combination Liv/Din Rm, Sliders, Hardwood Floor, Upper
  • Laundry: Lower Level
  • In-Law/Au Pair Suite: Yes

Exterior

  • Exterior Features: Deck, Underground Sprinkler, Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 1
  • Parking: Attached Garage

Location

  • County: New Haven
  • Driving Directions: Wallingford Rd to Charles Dr

School Information

  • Elementary School: Per Board of Ed
  • Middle School: Dodd
  • High School: Cheshire

Heating & Cooling

  • Cooling Type: Split System
  • Heating Type: Baseboard, Electric
  • Heating Fuel: Electric
  • Water Heater: Electric, 50 Gallon Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Raised Ranch
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Heated, Storage, Fully Finished, Apartment, Walk-out, Liveable Space
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,324
  • Above Ground: 1,236 Sq. Ft.
  • Below Ground: 1,088 Sq. Ft.
  • Year Built: 1968

Lot Features

  • Lot Size (Acres): 0.94
  • Zoning: R-40
  • Lot Description: Level Lot

Green Features

  • Energy Features: Thermopane Windows

Financial Considerations

  • Assessment Amount: $276,150
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Property ID: 1085295

Listed by Kelsey & Co. Real Estate, Kristy Agli and Kelsey & Co. Real Estate, Gerald Raccio

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Listing agents

— 368 Charles Dr —

  • Kristy Agli

    Kelsey & Co. Real Estate

  • Gerald Raccio

    Kelsey & Co. Real Estate

Agent Contact: (203) 671-1625 Office Contact: (203) 295-0432

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 368 Charles Dr

School District:Cheshire School District
NameGradesDistance
Highland School, Cheshire, CT
490 Highland Avenue, Cheshire, CT 06410
1-61.7 mi
Dodd Middle School
100 Park Place, Cheshire, CT 06410
7-82 mi
Cheshire High School
525 South Main Street, Cheshire, CT 06410
9-121.6 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 368 Charles Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/26/2026
Listed
$769,000
85.3%
MLS
10/09/2025
Sold
$415,000
—
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 368 Charles Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,213
8%
$276,150
—
2023
$7,583
12%
$276,150
43%
2023
$6,793
2%
$193,590
—
2022
$6,644
2%
$193,590
—
2021
$6,528
2%
$193,590
—
2020
$6,431
—
$193,590
—
2019
$6,431
1%
$193,590
-1%
2018
$6,368
2%
$195,230
—
2017
$6,236
2%
$195,230
—
2016
$6,089
2%
$195,230
—
2015
$5,992
1%
$195,230
—
2014
$5,906
5%
$195,230
-4%
2011
$5,609
—
$203,210
—
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.

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Kelsey & Co. Real Estate, Kristy Agli and Kelsey & Co. Real Estate, Gerald Raccio

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368 Charles Drive, Cheshire, CT 06410 (MLS# 24208525) is a Single Family property with 4 bedrooms and 3 full bathrooms. 368 Charles Drive is currently listed for $769,000 and was received on September 26, 2026. Want to learn more about 368 Charles Drive? Do you have questions about finding other Single Family real estate for sale in Cheshire? You can browse all Cheshire real estate or contact a Coldwell Banker agent to request more information.

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