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!
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!
Property Details
Price:
$499,900
MLS #:
R1710544
Status:
Active
Beds:
5
Baths:
3
Type:
Single Family
Subtype:
SingleFamilyResidence
Neighborhood:
canandaiguatown322400
Listed Date:
Aug 28, 2026
Finished Sq Ft:
2,781
Total Sq Ft:
2,781
Lot Size:
43,560 sqft / 1.00 acres (approx)
Year Built:
1962
See this Listing
Schools
School District:
Canandaigua
Interior
Appliances
Dishwasher, Electric Oven, Electric Range, Disposal, Gas Water Heater, Refrigerator, Tankless Water Heater
Bathrooms
3 Full Bathrooms
Cooling
Zoned, Central Air
Fireplaces Total
1
Flooring
Carpet, Hardwood, Tile, Varies
Heating
Gas, Zoned, Hot Water
Interior Features
Entrance Foyer, Eat In Kitchen, Separate Formal Living Room, Pantry, Pull Down Attic Stairs, See Remarks, Window Treatments, Convertible Bedroom, In Law Floorplan, Bath In Primary Bedroom, Main Level Primary, Primary Suite
Laundry Features
In Basement
Levels
Two
Main Level Bathrooms
2
Main Level Bedrooms
1
Exterior
Architectural Style
Colonial
Attached Garage YN
1
Construction Materials
Vinyl Siding, Copper Plumbing
Exterior Features
Blacktop Driveway, Enclosed Porch, Porch, Patio, Private Yard, See Remarks
Garage Spaces
2
Lot Features
Rectangular, Rectangular Lot, Wooded
Other Structures
Sheds, Storage
Parking Features
Attached, Underground, Garage, Circular Driveway, Driveway
Patio And Porch Features
Patio
Roof
Asphalt
Stories
2
Window Features
Drapes, Thermal Windows
Financial
Taxes
$6,074
Map
Community
- Address3505 Middle Cheshire Road Canandaigua Town NY
- CityCanandaigua Town
- CountyOntario
- Zip Code14424
Subdivisions in Canandaigua Town
Market Summary
Current real estate data for Single Family in Canandaigua Town as of Aug 29, 2026
46
Single Family Listed
64
Avg DOM
308
Avg $ / SqFt
$762,025
Avg List Price
Property Summary
- 3505 Middle Cheshire Road Canandaigua Town NY is a Single Family for sale in Canandaigua Town, NY, 14424. It is listed for $499,900 and features 5 beds, 3 baths, and has approximately 2,781 square feet of living space, and was originally constructed in 1962. The current price per square foot is $180. The average price per square foot for Single Family listings in Canandaigua Town is $308. The average listing price for Single Family in Canandaigua Town is $762,025.
Similar Listings Nearby
Courtesy of Howard Hanna. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the New York State Alliance of MLSs. Detailed information about real estate listings held by brokerage firms other than Michael Paduano include the name of the listing broker. Neither the listing company nor Michael Paduano shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. New York State Alliance of MLSs. All rights reserved. 3505 Middle Cheshire Road
Canandaigua Town, NY

