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3505 Middle Cheshire Road, 
Canandaigua, NY 14424

$499,900


5

Beds


3

Baths


2,781

Sq Ft


Single Family

Active

Listed by

Richard J. Testa

Robert Testa

Howard Hanna

585-473-1320

Last updated:

September 8, 2026, 02:57 PM

MLS#

R1710544

Source:

NY GENRIS

About This Home

3505 Middle Cheshire Road

SPECTACULAR SPRAWLING COLONIAL offering exceptional size, space and versatility with over 2,700 sq. ft., five bedrooms and three full bathrooms—all situated on a beautiful one-acre lot with mature trees, scenic country views and incredible privacy! This timeless home offers room to spread out inside and out, beginning with an estate-like setting, expansive curved driveway and additional parking area leading to a charming foyer with a sidelight. The spacious interior features a stunning White & Bright eat-in kitchen with gorgeous cabinetry, breakfast bar and hardwood floors. An entertainment-sized living room is filled with natural light and highlighted by a beautiful fireplace with a custom mantel and dentil molding. The charming formal dining room features custom built-ins, chair rail and hardwood floors, while the expansive family room showcases rich wood-paneled walls and additional built-ins. An extremely rare first-floor bedroom wing offers incredible flexibility with a separate foyer, spacious bedroom with hardwood floors, huge walk-in closet and an updated full bathroom featuring a walk-in shower, heated floors and double vanity—an exceptional opportunity for an in-law suite, guest quarters or private first-floor retreat! A must-have enclosed porch with tongue-and-groove wood walls and ceilings overlooks the peaceful country setting. Upstairs, the exceptional space continues with four spacious bedrooms, all with hardwood floors, plus another full bathroom. An expansive walk-out basement provides even more space and possibilities! Outside, the oversized one-acre lot is truly special, with mature trees, a charming split-rail fence, storage shed, sweeping lawn and plenty of room for outdoor living, entertaining, recreation and privacy. All of this just minutes from Canandaigua Lake and the City of Canandaigua, with fantastic restaurants, shopping and recreation nearby. Additional highlights include low-maintenance vinyl siding and windows plus a permanent whole-house generator! Over 2,700 sq. ft. + 5 bedrooms + 3 full baths + flexible first-floor living + an incredible one-acre setting—a rare combination of space, versatility and location!

Home Facts

Single Family

3 Baths

5 Bedrooms

Built in 1962

Price Summary

499,900

$179 per Sq. Ft.

MLS #:

R1710544

Last Updated:

September 8, 2026, 02:57 PM

Added:

12 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

3

Interior

Living Area:

2,781 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial

Building Area:

2,781 Sq. Ft.

Year Built:

1962


Lot

Lot Size (Sq. Ft):

43,560


Finances & Disclosures

Finances

Price:

$499,900

Price per Sq. Ft:

$179 per Sq. Ft.

Source:NY GENRIS
The information being provided by New York State Alliance Of Mlss is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2026 New York State Alliance Of Mlss All rights reserved.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.