3505 Middle Cheshire Road, Canandaigua, NY 14424

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Property 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!

3505 Middle Cheshire Road | MLS# R1710544

This single family home located at 3505 Middle Cheshire Road, Canandaigua, NY 14424 is currently listed for sale with an asking price of $499,900. This property was built in 1962 and has 5 bedrooms and 3 full baths with 2781 sq. ft. Middle Cheshire Road is located within the Canandaigua school district. Search Canandaigua real estate on debbie-falcone.timberlandproperties.com today.

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Property Features

Property Type: Residential - Single Family
Basement: Full, Walk-Out Access, Sump Pump
Cooling: Zoned, Central Air
Fireplaces: 1
Garage: 2 car attached
Heating: Gas, Zoned, Hot Water
Home Style: Colonial
Lot Size: 1.00 Acres
Roof Type: Asphalt
Stories: 2.0
Taxes: $6,074
Year Built: 1962

Amenities

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
Blacktop Driveway
Enclosed Porch
Porch
Patio
Private Yard
See Remarks

Feature Descriptions

Appliances: Dishwasher, Electric Oven, Electric Range, Disposal, Gas Water Heater, Refrigerator, Tankless Water Heater
Days on Site: 4
Exterior: Vinyl Siding, Copper Plumbing
Flooring: Carpet, Hardwood, Tile, Varies
Laundry: In Basement
Lot: Rectangular, Rectangular Lot, Wooded
Lot Dimensions: 184X238
Other Equipment: Generator
Parcel#: 322400-097-004-0001-017-100
Parking: Attached, Underground, Garage, Circular Driveway, Driveway
Parking Notes: Attached, Underground, Garage, Circular Driveway, Driv
Patio/Porch: Patio
Sewer: Septic Tank
Utilities: Cable Available, High Speed Internet Available, Water Connected
Water: Connected, Public
Window: Drapes, Thermal Windows

Local Schools

School District: Canandaigua

Estimate Your Payment

Estimated Payment

$ 1,764.53 per month $1,112.56 Principal & Interest $506.17 Property Tax $145.80 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Howard Hanna
Agency Contact: 585-739-3521

Shown By

Agent Name: Debbie Falcone
Agent Phone: (516) 695-9460
Agency Title: Timberland Properties

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All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 09/02/2026. The listing information on this page last changed on 09/02/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 09/02/2026 12:00:01 AM EST) or Global MLS (last updated Tue 09/01/2026 11:52:26 PM EST) or New York State Alliance MLS (last updated Tue 09/01/2026 11:59:00 PM EST) or Hudson Valley Catskill Region MLS (last updated Tue 09/01/2026 11:51:14 PM EST) or OneKey MLS (last updated Tue 09/01/2026 11:53:22 PM EST). Real estate listings held by brokerage firms other than Timberland Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless.

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