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$749,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,440 Sq. Ft.
  • 2 Car Garage
  • Updated 15 hours ago
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Tucked away in a quiet neighborhood, this 4-bedroom Colonial showcases exceptional pride of ownership inside and out. Set on beautifully manicured, park-like grounds, the backyard is a destination all its own, designed for entertaining, recreation, and relaxation. Enjoy a half-court basketball court that also accommodates pickleball, a putting green, a spacious patio, a covered pavilion with TV and surround sound, an above-ground pool, and plenty of room to gather and enjoy the outdoors. Inside, hardwood flooring flows throughout the home, while inviting living spaces and a spacious kitchen provide the perfect setting for both entertaining and unwinding. The flexible layout offers comfortable spaces for hosting guests, celebrating special occasions, or simply enjoying a quiet evening at home. Meticulously maintained and thoughtfully improved, this home reflects a level of care that is rarely found. With substantial recent investment and an extensive list of improvements available for review, this property offers a unique opportunity to enjoy a home that has been exceptionally cared for and designed to be enjoyed for years to come.

Full Property Details for 25 Charter Oak Dr

General

  • Price: $749,900
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24183898
  • Updated: Today (6/17/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 8
  • Interior Features: Auto Garage Door Opener, Cable - Available, Central Vacuum
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Cook Top, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Full Bath: Upper
  • Partial Bath: Main

Bedrooms

  • Total Bedrooms: 4
  • Primary Suite: Remodeled, Bedroom Suite, Full Bath, Walk-In Closet, H, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, Upper
  • Bedroom 2: Bedroom - Hardwood Floor, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - Fireplace, Hardwood Floor, Main
  • Kitchen: Kitchen - Granite Counters, Eating Space, Sliders, Hardwood Floor, Main
  • Dining Room: Dining Room - Hardwood Floor, Main
  • Laundry: Lower Level

Additional Information

  • Pool: Yes
  • Pool Description: Vinyl, Above Ground Pool

Exterior

  • Exterior Features: Shed, Cabana, Gutters, Garden Area, Stone Wall, Underground Sprinkler, Patio
  • Color: White

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: New Haven
  • Driving Directions: GPS Friendly

School Information

  • Elementary School: Barnum Elementary
  • High School: Per Board of Ed

Heating & Cooling

  • Cooling Type: Ceiling Fans, Central Air, Split System
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Upright Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Unfinished, Storage, Interior Access, Concrete Floor, Full With Hatchway
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,440
  • Above Ground: 2,440 Sq. Ft.
  • Year Built: 1996

Lot Features

  • Lot Size (Acres): 2.16
  • Zoning: R-80
  • Lot Description: Secluded, In Subdivision, Lightly Wooded, Dry, Professionally Landscaped, Open Lot

Green Features

  • Energy Features: Ridge Vents

Financial Considerations

  • Assessment Amount: $379,750
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 2340731

Listed by Lamacchia Realty, Heidi Weed

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Listing agent

— 25 Charter Oak Dr —

  • Heidi Weed

    Lamacchia Realty

Agent Contact: (203) 671-0438 Office Contact: (860) 426-6886

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 25 Charter Oak Dr

School District:Cheshire School District
NameGradesDistance
Doolittle School
735 Cornwall Avenue, Cheshire, CT 06410
1-64 mi
Dodd Middle School
100 Park Place, Cheshire, CT 06410
7-83.8 mi
Cheshire High School
525 South Main Street, Cheshire, CT 06410
9-124.9 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 25 Charter Oak Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/17/2026
Listed
$749,900
219.9%
MLS
8/29/1996
Sold
$234,417
—
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 25 Charter Oak Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$11,294
8%
$379,750
—
2023
$10,428
9%
$379,750
39%
2023
$9,606
3%
$273,750
1%
2022
$9,337
2%
$272,070
—
2021
$9,174
2%
$272,070
—
2020
$9,038
—
$272,070
—
2019
$9,038
-1%
$272,070
-3%
2018
$9,123
2%
$279,670
—
2017
$8,933
2%
$279,670
—
2016
$8,723
2%
$279,670
—
2015
$8,583
1%
$279,670
—
2014
$8,460
6%
$279,670
-4%
2011
$8,008
—
$290,160
—
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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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by Lamacchia Realty, Heidi Weed

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25 Charter Oak Drive, Cheshire, CT 06410 (MLS# 24183898) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 25 Charter Oak Drive is currently listed for $749,900 and was received on June 17, 2026. Want to learn more about 25 Charter Oak 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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