Welcome to 5066 Cheshire Glen Road, a beautifully maintained, originally owned home in The Villas at Canandaigua, a highly sought-after 55+ HOA community offering maintenance-free living! This thoughtfully designed property features 2 bedrooms, 2 full bathrooms, a bright four-season sunroom, a versatile office/bonus room, first-floor laundry, and a spacious primary bedroom with a private full bath, double sinks, and a large walk-in closet. Arch windows throughout lead to an abundance of natural sunlight, complemented by cathedral ceilings that enhance the open, airy feel of the home. The open layout seamlessly connects the kitchen, dining, living room, sunroom, and bonus room — ideal for both daily living and entertaining. Additional highlights include a gas fireplace, a front patio overlooking the clubhouse and neighborhood, a 2-car attached garage, a newer furnace (2023), and a tankless hot water heater (2020). Ideally located with the shortest walk to the central clubhouse, residents enjoy an outdoor heated pool, fitness room, library, billiards room, entertainment area, showers, kitchen, and a lively calendar of year-round activities. With shopping, dining, the picturesque downtown Canandaigua, and Canandaigua Lake just minutes away — plus a nearby farmstand — this home offers the ultimate in convenience and vibrant local charm. Seize the chance to embrace a carefree, active lifestyle in this welcoming community — the perfect place to enjoy your next chapter! Open house will take place Sunday, April 27th, from 1:00 PM to 2:30 PM. Delayed negotiations until Tuesday, April 29th at 3:00 PM.
For sale
$419,900
5066 Cheshire Glen Rd, Canandaigua, NY 14424
2beds
1,869sqft
Townhouse, Condominium
Built in 2011
-- sqft lot
$418,700 Zestimate®
$225/sqft
$350/mo HOA
What's special
Gas fireplaceAbundance of natural sunlightNewer furnaceFront patioFirst-floor laundrySpacious primary bedroomOpen layout
- 3 days
- on Zillow |
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Zillow last checked: 7 hours ago
Listing updated: April 25, 2025 at 01:12pm
Listing by:
Howard Hanna 585-473-1320,
Connor Boyd 585-880-8244,
Karen L. Menachof 585-473-1320,
Howard Hanna
Source: NYSAMLSs,MLS#: R1600620
Originating MLS: Rochester

Travel times
Tour with a buyer’s agent
Tour with a buyer’s agent
Open house
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 2
- Main level bedrooms: 2
Bedroom 1
- Level: First
Bedroom 2
- Level: First
Dining room
- Level: First
Family room
- Level: First
Kitchen
- Level: First
Living room
- Level: First
Other
- Level: First
Heating
- Gas, Forced Air
Cooling
- Central Air
Appliances
- Included: Dryer, Dishwasher, Exhaust Fan, Gas Cooktop, Disposal, Gas Oven, Gas Range, Gas Water Heater, Refrigerator, Range Hood, Tankless Water Heater, Washer
- Laundry: Main Level
Features
- Ceiling Fan(s), Cathedral Ceiling(s), Eat-in Kitchen, Home Office, Kitchen/Family Room Combo, Living/Dining Room, Pantry
- Flooring: Carpet, Luxury Vinyl, Tile, Varies
- Basement: None
- Number of fireplaces: 1
Interior area
- Total structure area: 1,869
- Total interior livable area: 1,869 sqft
Property
Parking
- Total spaces: 2
- Parking features: Assigned, Attached, Garage, Two Spaces, Garage Door Opener
- Attached garage spaces: 2
Features
- Levels: One
- Stories: 1
- Pool features: Association, Community
Lot
- Size: 3,484.8 Square Feet
- Dimensions: 50 x 70
- Features: Rectangular
Details
- Parcel number: 3224000970080002003000
- Special conditions: Estate
Construction
Type & style
- Home type: Condo
- Property subtype: Townhouse, Condominium
Materials
- Stone, Vinyl Siding, Copper Plumbing
- Roof: Asphalt
Condition
- Resale
- Year built: 2011
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Connected
- Water: Connected, Public
- Utilities for property: High Speed Internet Available, Sewer Connected, Water Connected
Community & HOA
Community
- Senior community: Yes
- Subdivision: Villas At Canandaigua
HOA
- Amenities included: Clubhouse, Community Kitchen, Fitness Center, Pool
- Services included: Common Area Maintenance, Common Area Insurance, Common Areas, Insurance, Maintenance Structure, Snow Removal, Trash
- HOA fee: $350 monthly
- HOA name: Crofton Associates, Inc
- HOA phone: 585-248-3840
Location
- Region: Canandaigua
Financial & listing details
- Price per square foot: $225/sqft
- Tax assessed value: $331,000
- Annual tax amount: $7,720
- Date on market: 4/23/2025
- Listing terms: Cash,Conventional,FHA,VA Loan
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