- Overview
- Description
- Property Details
- Location
- Facts & Features
- Getting Around
- Nearby Homes
Street View
$499,900
Monthly Est:$2,488
5 Beds
- 3 Baths
3 full baths
2,781sqft
3505 Middle Cheshire Rd, Canandaigua Town, NY 14424
$499,900
$2,488/moEst:
Get Pre-Approved
Single Family Residence
Built in 1962
$-- HOA
1 acre lot
$180/sq.ft
Description
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!
- Houzeo last checked: 12 hours ago
- Listing updated: September 8, 2026 at 1:24 pm
- Listing Provided by: Richard J. Testa (585) 739-3521 DRE #10301208036, Robert Testa (585) 739-1693 DRE #10301217194 | Howard Hanna (585) 473-1320
- Source: New York State Alliance of MLSs, Buffalo-NY | MLS#: R1710544

Property Details
Status
Active Under Contract
Type
Single Family Residence
No. of Stories
2
County
City
Neighborhood
--
Year Built
1962
HOA Fees
-
Finished Area
2,781 sqft
Lot Size
1 acre lot
Basement Area
- sqft
MLS Name
New York State Alliance of MLSs, Buffalo
MLS Number
R1710544
MLS Status
ActiveUnderContract
Days on Market
58
Cumulative Days on Market
11

Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Download App
Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 3
Interior
Exterior Features
Blacktop Driveway, Enclosed Porch, Porch, Patio, Private Yard, See Remarks
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
Heating
Gas, Zoned, Hot Water
Sewer
Septic Tank
Cooling
Zoned, Central Air
Window Features
Drapes, Thermal Windows
Appliances
Dishwasher, Electric Oven, Electric Range, Disposal, Gas Water Heater, Refrigerator, Tankless Water Heater
Flooring
Carpet, Hardwood, Tile, Varies
Construction
Year Built
Year Built: 1962
Home type
Single Family Residence
Property Condition
Resale
Foundation Details
Block
Roof
Asphalt
Architectural Style
Colonial
Construction Materials
Vinyl Siding, Copper Plumbing
Utilities & Energy
Parking Features
Attached, Underground, Garage, Circular Driveway, Driveway
Water Source
Connected, Public
Utilities
Cable Available, High Speed Internet Available, Water Connected
Electric
Circuit Breakers
Laundry Features
In Basement
Basement
Full, Walk Out Access, Sump Pump
Other Features
Lot Features
Rectangular, Rectangular Lot, Wooded
Patio And Porch Features
Patio
Price History
| Date | Event | Price |
|---|---|---|
09/08/2026 Source: | Off Market | $499,900 $180/sqft |
09/08/2026 Source: | Contingent (Active Under Contract) | $499,900 $180/sqft |
08/28/2026 Source: | Listed for Sale | $499,900 $180/sqft |
Nearby Homes
Find Homes by Property Features in Canandaigua Town, NY
Nearby New Homes For Sale
Based on data from the New York State Alliance of MLSs (CNYIS, Inc., UNYREIS and WNYREIS) through Oct 23, 2026, 08:45PM.. All information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable by is not guaranteed accurate by the MLS. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. All information provided is deemed reliable but is not guaranteed and should be independently verified. © 2026 the New York State Alliance of MLSs. All Rights Reserved.
Advertising Broker: Derek Greene | The Greene Realty Group
