Welcome to this beautifully maintained Colonial in Churchville, offering thoughtful design, flexible living space, and exceptional outdoor privacy. A vaulted entry foyer creates an impressive first impression with a clear sightline through the home to the backyard beyond. The main level features an open-concept kitchen and living area ideal for modern living, showcasing crisp white cabinetry with black hardware, subway tile backsplash, pantry storage, and a gas cooktop range. A formal dining room flows seamlessly into the family room, creating inviting space for both everyday living and entertaining. Upstairs, you’ll find four bedrooms and two full bathrooms, including a spacious primary suite with ensuite bath and walk-in closet. The finished lower level adds approximately 400 square feet of additional living space plus a dedicated home gym area for work, recreation, or relaxation. Outdoor living sets this property apart with a walk-out deck off the kitchen, HOT TUB, a secondary ~200 sq ft deck near the electrified workshop shed, and a large private backyard backing to HOA-owned Everwild land for added green space and privacy. Both the garden and workshop sheds offer electricity, while the garage features an epoxy floor and substantial overhead storage with ladder access. Recent updates include a new furnace (2024) and a roof approximately 10 years old. Located in the Whispering Winds community, this home offers space, versatility, and value in a desirable setting. DELAYED SHOWINGS: THUR – 3/5 @ 9am NEGOTIATIONS: TUES – 3/10 @ 12p – OPEN HOUSE: SUN 3/8 11 – 12:30p
Property Details
Price:
$374,900
MLS #:
R1664461
Status:
Active
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
SingleFamilyResidence
Subdivision:
Whispering Winds Sec Iib
Neighborhood:
chili262200
Listed Date:
Mar 3, 2026
Finished Sq Ft:
2,108
Total Sq Ft:
2,108
Lot Size:
20,038 sqft / 0.46 acres (approx)
Year Built:
1995
See this Listing
Schools
School District:
Churchville-Chili
Interior
Appliances
Double Oven, Dryer, Dishwasher, Exhaust Fan, Free Standing Range, Gas Cooktop, Disposal, Gas Oven, Gas Range, Gas Water Heater, Microwave, Oven, Refrigerator, Range Hood, Washer
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Luxury Vinyl, Tile, Varies
Heating
Gas, Forced Air
Laundry Features
In Basement
Exterior
Architectural Style
Contemporary, Colonial, Two Story
Association Amenities
Other, See Remarks
Community Features
Trails Paths
Construction Materials
Frame, Vinyl Siding, Copper Plumbing
Exterior Features
Blacktop Driveway, Deck, Hot Tub Spa, Private Yard, See Remarks
Other Structures
Sheds, Storage
Parking Features
Attached, Electricity, Garage, Storage, Workshop In Garage, Driveway, Garage Door Opener
Roof
Asphalt
Financial
HOA Fee
$275
HOA Frequency
Annually
Taxes
$9,159
Map
Community
- Address55 Cassandra Circle Chili NY
- SubdivisionWhispering Winds Sec Iib
- CityChili
- CountyMonroe
- Zip Code14428
Subdivisions in Chili
- Ballantyne Acres
- Bright Oaks Sec 01
- Bright Oaks Sec 02
- Chestnut Heights Sec 03d
- Chestnut Ph 02
- Chestnut Ph 07
- Chestnut Rdg Acres
- Chi Mar Sec 02
- Chi-Paul Gardens Sec 01
- Chili Paul Place
- College Green Sec 04
- College Greene Sec 03
- College Greene Sec 05
- Cornelius Charles 06
- Dayton Place Resub
- Dayton Place Sub
- Fair View
- Gaelens Farm
- Hillary Heights Add 01
- John Smith Allotment
- Joseph Entress Resub
- Kimberly Condo Estates
- King Forest Estate Sub
- King Forest Estates Sec 0
- Lexington Sec 01
- Lexington Sec 04
- Lexington Sec 05
- Lexington Sec 09a
- Lexington Sec 12
- M D Mercer
- Maggio
- Marlands Park
- Marlands West Sec 01
- Mayflower Village Sec 01
- MILL SEAT
- O K Rdg Sec 02
- Parklands/Chili
- Pine Knoll
- Pine Vly Sub Sec 2
- Property/Late Byron D Bea
- Pumpkin Hill Twnhms Ph 02
- Pumpkin Hill Twnhms Ph 03
- Reddick Acres
- Rose Hill Estates Sub Sec
- Sandy Mount Manor Sec 03
- Springbrook Sec C
- Town/Chili
- Union Station Sec 02
- Wellington Ph Iv-A
- Westside Acres Sec 02
- Westside Acres Sec 03
- Westside Acres Sec 06
Market Summary
Current real estate data for Single Family in Chili as of Mar 08, 2026
18
Single Family Listed
27
Avg DOM
150
Avg $ / SqFt
$289,650
Avg List Price
Property Summary
- Located in the Whispering Winds Sec Iib subdivision, 55 Cassandra Circle Chili NY is a Single Family for sale in Chili, NY, 14428. It is listed for $374,900 and features 4 beds, 3 baths, and has approximately 2,108 square feet of living space, and was originally constructed in 1995. The current price per square foot is $178. The average price per square foot for Single Family listings in Chili is $150. The average listing price for Single Family in Chili is $289,650. To schedule a showing of MLS#r1664461 at 55 Cassandra Circle in Chili, NY, contact your Concrete Jungle Realty agent at 3472420937.
Similar Listings Nearby
Courtesy of Elysian Homes by Mark Siwiec and Associates. 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 Concrete Jungle Realty include the name of the listing broker. Neither the listing company nor Concrete Jungle Realty 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. 55 Cassandra Circle
Chili, NY



