3505 Middle Cheshire Rd, Canandaigua, NY 14424
What's special
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!
- 41 days
- 141
- 0
Originating MLS: RochesterTravel times
Living Room
Kitchen
Primary Bedroom
Zillow last checked:
Listing updated:
Howard Hanna 585-473-1320,
Richard J. Testa 585-739-3521,
Robert Testa 585-739-1693,
Howard Hanna
Originating MLS: RochesterFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 3
- Main level bathrooms: 2
- Main level bedrooms: 1
Heating
- Gas, Zoned, Hot Water
Cooling
- Zoned, Central Air
Appliances
- Included: Dishwasher, Electric Oven, Electric Range, Disposal, Gas Water Heater, Refrigerator, Tankless Water Heater
- Laundry: In Basement
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
- Flooring: Carpet, Hardwood, Tile, Varies
- Windows: Drapes, Thermal Windows
- Basement: Full,Walk-Out Access,Sump Pump
- Attic: Pull Down Stairs
- Number of fireplaces: 1
Interior area
- Total structure area: 2,781
- Total interior livable area: 2,781 sqft
Property
Parking
- Total spaces: 2
- Parking features: Attached, Underground, Garage, Circular Driveway, Driveway
- Attached garage spaces: 2
Features
- Levels: Two
- Stories: 2
- Patio & porch: Patio
- Exterior features: Blacktop Driveway, Enclosed Porch, Porch, Patio, Private Yard, See Remarks
Lot
- Size: 1 Acres
- Dimensions: 184 x 238
- Features: Rectangular, Rectangular Lot, Wooded
Details
- Additional structures: Shed(s), Storage
- Parcel number: 3224000970040001017100
- Special conditions: Standard
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding, Copper Plumbing
- Foundation: Block
- Roof: Asphalt
Condition
- Resale
- Year built: 1962
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Septic Tank
- Water: Connected, Public
- Utilities for property: Cable Available, High Speed Internet Available, Water Connected
Community & HOA
Location
- Region: Canandaigua
Financial & listing details
- Price per square foot: $180/sqft
- Tax assessed value: $265,400
- Annual tax amount: $6,074
- Date on market: 8/28/2026
- Cumulative days on market: 42 days
- Listing terms: Cash,Conventional,FHA,VA Loan
Price history
| Date | Event | Price |
|---|---|---|
| 9/8/2026 | Contingent | $499,900$180/sqft |
Source:  NYSAMLSs #R1710544 Report a problem | ||
| 8/28/2026 | Listed for sale | $499,900+170.1%$180/sqft |
Source: NYSAMLSs #R1710544 Report a problem | ||
| 5/26/1995 | Sold | $185,100$67/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $265,400 |
| 2024 | -- | $265,400 |
| 2023 | -- | $265,400 |
| 2022 | -- | $265,400 |
| 2021 | -- | $265,400 |
| 2020 | -- | $265,400 +1.9% |
| 2019 | -- | $260,400 |
| 2018 | -- | $260,400 +8.5% |
| 2017 | $6,075 | $240,000 |
| 2016 | -- | $240,000 |
| 2015 | -- | $240,000 |
| 2014 | -- | $240,000 +0.2% |
| 2013 | -- | $239,600 |
| 2012 | -- | $239,600 |
| 2011 | -- | $239,600 |
| 2010 | -- | $239,600 |
| 2009 | -- | $239,600 +0.2% |
| 2008 | -- | $239,100 +8.7% |
| 2007 | -- | $219,900 |
| 2006 | -- | $219,900 +6.7% |
| 2005 | -- | $206,000 +11.4% |
| 2004 | -- | $185,000 |
| 2003 | -- | $185,000 |
| 2002 | -- | $185,000 -0.1% |
| 2001 | -- | $185,100 |
| 2000 | -- | $185,100 |
Monthly payment
Estimated market value
$507,500
$482,000 - $533,000
$3,016/mo
Climate risks
Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.