Welcome to 4158 Middle Cheshire Road! This exceptionally cared for 3-bedroom, 2.5-bath home has been thoughtfully designed with a balance of warmth and sophistication. Set on 1.5 acres, the property offers a peaceful countryside setting with a lush, manicured lawn, partially wooded grounds, and a serene pond, while remaining just minutes from downtown & beautiful Canandaigua Lake. As you step inside, you are welcomed by a bright, open foyer accented by beautiful, engineered bamboo flooring & raised panel wainscoting. The living room provides a comfortable gathering space, highlighted by custom built in shelving & a wood burning fireplace framed by a classic brick chimney. The kitchen features a breakfast bar, Corian countertops, stainless steel appliances, & flows easily to a dinette area, which offers direct access to the upper deck. A formal dining room provides additional inviting space for gathering. The main level offers a convenient half bath and dedicated laundry room. Upstairs, the home continues to offer thoughtfully arranged spaces, including a spacious primary suite filled with natural light, accent wall, & offers 2 closets. The private ensuite bath is designed with a tub/shower combo & a jacuzzi tub. There are 2 additional bedrooms, along with a conveniently located full bathroom. The finished lower level offers an impressive extension of the home’s living space, created with comfort and functionality in mind. A generous family room flows effortlessly into an open area featuring custom cabinetry, granite countertops, a microwave, & mini fridge, with direct access to the lower deck. There is an additional versatile office/workout room with a private sauna. Outdoor living is equally inviting, with new Trex decking on both the upper & lower levels, each finished with attractive accent borders for an elevated look. A spacious attached 3 car garage provides ample storage room. Ideally situated within the sought-after Canandaigua School District, this remarkable property offers a rare opportunity to experience a more relaxed style of living. *Delayed negotiations until Tues, 8/18 at 2pm*
Property Details
Price:
$394,900
MLS #:
R1705834
Status:
Pending
Beds:
3
Baths:
3
Type:
Single Family
Subtype:
SingleFamilyResidence
Neighborhood:
canandaiguatown322400
Listed Date:
Aug 12, 2026
Finished Sq Ft:
2,343
Total Sq Ft:
2,343
Lot Size:
65,776 sqft / 1.51 acres (approx)
Year Built:
1992
See this Listing
Schools
School District:
Canandaigua
Interior
Appliances
Dryer, Dishwasher, Electric Oven, Electric Range, Gas Water Heater, Microwave, Refrigerator, Washer
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
571
Cooling
Central Air
Fireplaces Total
1
Flooring
Carpet, Luxury Vinyl, Other, See Remarks, Varies
Heating
Gas, Forced Air
Interior Features
Breakfast Bar, Den, Separate Formal Dining Room, Entrance Foyer, Eat In Kitchen, Home Office, Quartz Counters, Sliding Glass Doors, Sauna
Laundry Features
Main Level
Levels
Two
Main Level Bathrooms
1
Exterior
Architectural Style
Colonial, Two Story
Attached Garage YN
1
Construction Materials
Vinyl Siding
Exterior Features
Blacktop Driveway, Deck
Garage Spaces
3
Lot Features
Rectangular, Rectangular Lot
Parking Features
Attached, Garage, Driveway, Garage Door Opener, Other
Patio And Porch Features
Deck, Open, Porch
Roof
Shingle
Stories
2
Financial
Taxes
$7,577
Map
Community
- Address4158 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 30, 2026
46
Single Family Listed
65
Avg DOM
308
Avg $ / SqFt
$762,025
Avg List Price
Property Summary
- 4158 Middle Cheshire Road Canandaigua Town NY is a Single Family for sale in Canandaigua Town, NY, 14424. It is listed for $394,900 and features 3 beds, 3 baths, and has approximately 2,343 square feet of living space, and was originally constructed in 1992. The current price per square foot is $169. 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. 4158 Middle Cheshire Road
Canandaigua Town, NY

