Home › Homes for Sale › Cheshire, CT › 269 Academy Road

269 Academy Road, Cheshire, CT 06410

Single Family For Sale

$789,900
$287/sqft
269 Academy Road, Cheshire, CT Coming Soon
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4
Bedrooms
3
Bathrooms
2,755
Sq Ft
0.96
Acres
1968
Year Built

About This Home

Welcome to this exquisite 4-bedroom, 3-bath cape nestled just a short drive from the heart of Cheshire. Inside, you will find a spacious open layout featuring a light and bright living room with a wood burning fireplace that flows into a functional and stylish gourmet kitchen with stainless steel appliances, granite counter tops and a center island. The kitchen flows into a dining area and a stunning family room with vaulted ceilings and wood beams that create a warm and inviting space for everyday living and for entertaining friends and family. The main level features a library/home office and a thoughtfully designed laundry/mudroom for added convenience. Main level also includes two bedrooms and one full bathroom. A gorgeous sliding door leads you to the partially finished lower level with a wood burning fireplace and plenty of open space to relax or entertain. The upper level boasts two primary suites offering en-suite baths and walk in closets creating relaxing retreats. The tranquil yard features a two-level deck for dining and relaxing with a few steps down into the green grass with a fire pit and enclosed yard to keep children and pets safe. Storage space galore with a two-car attached garage, basement storage and closets and more closets. Just a few, of the many, noteworthy improvements to mention include a new driveway in 2023, new roof in 2021 and new paver front walkway in 2022. Schedule your private tour today to view this breathtaking home for yourself!

Listed by Frank Santino (203) 314-3986 with MidState Realty, LLC (203) 314-3986

Listing Snapshot

Price $789,900 Days on Market —
Property Tax $10,576/yr Style Cape Cod
Year Built 1968 Total Sq Ft 2,755
Lot Size 0.96 acres HOA Fees N/A
Bedrooms 4 Full Bathrooms 3
Total Rooms 10 Half Baths 0

Key Features

Interior
  • Security System
Appliances
  • Oven/Range
  • Microwave
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Attached Garage

Systems & Utilities

Heat Hot Water
Fuel Oil
Cooling Central Air
Hot Water Other
Water Private Well
Sewer Septic

Schools

Elem Highland
High Cheshire

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $881/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Apr 6, 2026 Listed $789,900

Frequently Asked Questions

How much does 269 Academy Road in Cheshire, CT cost?
This property is listed at $789,900, which works out to $287 per square foot.
How many bedrooms does 269 Academy Road have?
This home has 4 bedrooms and 3 bathrooms.
What is the square footage of 269 Academy Road?
The home is 2,755 square feet, situated on 0.96 acres.
When was 269 Academy Road in Cheshire built?
This property was built in 1968.
Is 269 Academy Road, Cheshire, CT still available?
The current MLS status of this property is "Coming Soon". Contact RYZE Realty Group for the latest availability.
What school district is 269 Academy Road, Cheshire in?
This home is served by the Cheshire public school system, with Highland as the elementary school and Cheshire as the high school.
How do I schedule a tour of 269 Academy Road, Cheshire, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Frank Santino · (203) 314-3986

MidState Realty, LLC · (203) 314-3986

MLS# 24164730 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Apr 7, 2026 12:46 AM UTC