WOW!!!! Over $100,000 in Upgrades! Experience the perfect blend of luxury, comfort, and privacy in this spectacular 4 bedroom, 2.5 bath estate set on 5 pristine acres just minutes from Canandaigua Lake, Wegmans, Thompson Hospital, FLCC, and fine dining. From the moment you step inside, soaring cathedral ceilings, gleaming hardwoods, and a light-filled open floor plan will take your breath away. The gourmet kitchen flows seamlessly into the dining and living areas, where a stunning gas fireplace creates a warm and inviting focal point. Every detail has been elevated: brand-new metal roof with snow guards ($50k, 2024), a paved driveway (24k, 2023), refinished hardwoods ($10K, 2024), plush new carpeting ($5K), fresh designer paint (16k, 2021), new basement flooring, and custom blinds throughout. Bathrooms shine with updated vanities and toilets. Additional features include a Culligan water softener with reverse osmosis system, furnace-integrated air purifier, newer washer & dryer (2021), and converted carpeted stairs to hardwoods. The walkout finished basement with private entrance offers endless options for guests, a home office, or an entertainment space. Step onto the private deck and soak in the peace and tranquility of your own private retreat. This home is truly move-in ready—a rare opportunity combining high-end finishes, unmatched convenience, and the ultimate Canandaigua lifestyle. Delayed negotiations until 9/30/25 at 4:00 PM. Don’t miss your chance to call this dream home yours!
Closed
$575,000
3645 Middle Cheshire Rd, Canandaigua, NY 14424
4beds
3,179sqft
Single Family Residence
Built in 2002
5 Acres Lot
$600,000 Zestimate®
$181/sqft
$3,666 Estimated rent
Home value
$600,000
$570,000 - $636,000
$3,666/mo
Zestimate® history
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Walkout finished basementGleaming hardwoodsPrivate deckLight-filled open floor planStunning gas fireplaceFresh designer paintSoaring cathedral ceilings
Zillow last checked:
Listing updated:
Listed by:
James Archetko 585-766-3479,
Empire Realty Group
Bought with:
Erin Harder, 10401353157
Realty One Group Supreme
Source: NYSAMLSs,MLS#: R1639552
Originating MLS: Rochester
Originating MLS: RochesterFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
- Main level bathrooms: 1
- Main level bedrooms: 1
Heating
- Gas, Forced Air
Cooling
- Central Air
Appliances
- Included: Dryer, Dishwasher, Electric Oven, Electric Range, Disposal, Gas Water Heater, Refrigerator, Washer
- Laundry: Main Level
Features
- Den, Separate/Formal Dining Room, Entrance Foyer, Eat-in Kitchen, Separate/Formal Living Room, Great Room, Home Office, Kitchen Island, Pantry, Sliding Glass Door(s), Bedroom on Main Level, Bath in Primary Bedroom, Programmable Thermostat
- Flooring: Carpet, Hardwood, Laminate, Tile, Varies
- Doors: Sliding Doors
- Windows: Thermal Windows
- Basement: Full,Finished,Walk-Out Access
- Number of fireplaces: 1
Interior area
- Total structure area: 3,179
- Total interior livable area: 3,179 sqft
Property
Parking
- Total spaces: 2.5
- Parking features: Attached, Garage, Circular Driveway, Driveway, Garage Door Opener
- Attached garage spaces: 2.5
Features
- Levels: Two
- Stories: 2
- Patio & porch: Deck, Patio
- Exterior features: Blacktop Driveway, Deck, Patio
- Has view: Yes
- View description: Slope View
Lot
- Size: 5 Acres
- Dimensions: 60 x 891
- Features: Irregular Lot, Secluded, Wooded
Details
- Parcel number: 3224001120020003018211
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary,Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding, Copper Plumbing, PEX Plumbing
- Foundation: Block
- Roof: Metal
Condition
- Resale
- Year built: 2002
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Connected
- Water: Connected, Public
- Utilities for property: Cable Available, High Speed Internet Available, Sewer Connected, Water Connected
Community & neighborhood
Location
- Region: Canandaigua
Other
Other facts
- Listing terms: Cash,Conventional,FHA,VA Loan
Price history
| Date | Event | Price |
|---|---|---|
| 11/26/2025 | Sold | $575,000+15%$181/sqft |
Source:  NYSAMLSs #R1639552 Report a problem | ||
| 10/3/2025 | Pending sale | $499,900$157/sqft |
Source: NYSAMLSs #R1639552 Report a problem | ||
| 10/3/2025 | Listing removed | $499,900$157/sqft |
Source: NYSAMLSs #R1639552 Report a problem | ||
| 10/2/2025 | Pending sale | $499,900$157/sqft |
Source: NYSAMLSs #R1639552 Report a problem | ||
| 9/24/2025 | Listed for sale | $499,900+40.8%$157/sqft |
Source: NYSAMLSs #R1639552 Report a problem | ||
| 9/17/2021 | Sold | $355,000+7.6%$112/sqft |
Source: NYSAMLSs #R1349227 Report a problem | ||
| 7/6/2021 | Listed for sale | $329,900$104/sqft |
Source:  RE/MAX International #R1326708 Report a problem | ||
| 4/13/2021 | Pending sale | $329,900$104/sqft |
Source: RE/MAX International #R1326708 Report a problem | ||
| 4/10/2021 | Listed for sale | $329,900+11.8%$104/sqft |
Source: RE/MAX International #R1326708 Report a problem | ||
| 11/22/2016 | Listing removed | $295,000$93/sqft |
Source: Northern Star Realty #R278537 Report a problem | ||
| 10/12/2016 | Price change | $295,000-1.6%$93/sqft |
Source: Northern Star Realty #R278537 Report a problem | ||
| 7/6/2016 | Price change | $299,900-2.3%$94/sqft |
Source: Northern Star Realty #R278537 Report a problem | ||
| 6/14/2016 | Price change | $307,000-0.6%$97/sqft |
Source: Northern Star Realty #R278537 Report a problem | ||
| 3/4/2016 | Price change | $309,000-0.3%$97/sqft |
Source: Northern Star Realty #R278537 Report a problem | ||
| 12/12/2015 | Price change | $310,000-1.6%$98/sqft |
Source: Northern Star Realty #R278537 Report a problem | ||
| 7/24/2015 | Price change | $314,900-1.3%$99/sqft |
Source: Northern Star Realty #R278537 Report a problem | ||
| 7/11/2015 | Listed for sale | $319,000-8.6%$100/sqft |
Source: Northern Star Realty #R278537 Report a problem | ||
| 6/11/2014 | Listing removed | $349,000$110/sqft |
Source: Owner Report a problem | ||
| 5/25/2014 | Listed for sale | $349,000+9.1%$110/sqft |
Source: Owner Report a problem | ||
| 1/20/2014 | Listing removed | $319,900$101/sqft |
Source: Tilton Realty, LLC #R231383 Report a problem | ||
| 10/30/2013 | Price change | $319,900-1.5%$101/sqft |
Source: Tilton Realty, LLC #R231383 Report a problem | ||
| 10/19/2013 | Price change | $324,900-1.5%$102/sqft |
Source: Tilton Realty, LLC #R231383 Report a problem | ||
| 9/14/2013 | Price change | $329,900-2.9%$104/sqft |
Source: Tilton Realty, LLC #R231383 Report a problem | ||
| 8/24/2013 | Listed for sale | $339,900-2.6%$107/sqft |
Source: Tilton Realty, LLC #R231383 Report a problem | ||
| 12/25/2012 | Listing removed | $349,000$110/sqft |
Source: Owner Report a problem | ||
| 6/28/2012 | Listed for sale | $349,000$110/sqft |
Source: Owner Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $369,000 |
| 2024 | -- | $369,000 |
| 2023 | -- | $369,000 +24.7% |
| 2022 | -- | $296,000 |
| 2021 | -- | $296,000 |
| 2020 | -- | $296,000 |
| 2019 | -- | $296,000 |
| 2018 | -- | $296,000 -1.3% |
| 2017 | $8,115 | $300,000 -3.2% |
| 2016 | -- | $310,000 |
| 2015 | -- | $310,000 |
| 2014 | -- | $310,000 +26.2% |
| 2013 | -- | $245,700 |
| 2012 | -- | $245,700 |
| 2011 | -- | $245,700 |
| 2010 | -- | $245,700 |
| 2009 | -- | $245,700 +0.3% |
| 2008 | -- | $245,000 |
| 2007 | -- | $245,000 |
| 2006 | -- | $245,000 +2.1% |
| 2005 | -- | $240,000 +7.1% |
| 2004 | -- | $224,000 |
| 2003 | -- | $224,000 |
Find assessor info on the county website
Neighborhood: 14424
Nearby schools
GreatSchools rating
- 5/10Canandaigua Elementary SchoolGrades: PK-5Distance: 2.7 mi
- 7/10Canandaigua Middle SchoolGrades: 6-8Distance: 3.5 mi
- 7/10Canandaigua Academy And Middle SchoolGrades: 9-12Distance: 4.1 mi
Schools provided by the listing agent
- District: Canandaigua
Source: NYSAMLSs. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- New York
- Ontario County
- Canandaigua
- 14424
- 3645 Middle Cheshire Rd
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