4755 S Hill Rd, Middlesex, NY, 14507
About This Home
Welcome to this exceptional second-owner custom chalet-style home, built in 1998 and nestled on 2.734 scenic acres in the desirable Naples Central School District. Surrounded by hundreds of acres of protected land, this private retreat offers breathtaking panoramic views of the Naples Valley, abundant wildlife, and the perfect balance of privacy, tranquility, and modern comfort. This beautifully maintained home features 3 bedrooms, 2½ baths, including two spacious en-suite bedrooms with walk-in closets. Custom-crafted railings throughout add warmth, character, and timeless craftsmanship, while the detached two-car garage provides convenience, additional storage and electric vehicle charging station. Designed with a sought-after southern exposure, the home is filled with natural light. The well-appointed kitchen includes a newer stainless steel refrigerator, dishwasher, stove/oven, microwave, a second refrigerator in the pantry, and a new washer and dryer. All window shades and curtains convey, and every toilet is equipped with a bidet. The beautifully landscaped grounds showcase more than 100 flowering plants and an orchard with apple, cherry, peach, apricot, and plum trees. Relax beside your private pond, entertain under the pavilion, or simply enjoy the spectacular scenery in every season. Wildlife enthusiasts will appreciate frequent sightings of deer, bald eagles, wild turkeys, foxes, fishers, and even bobcats. Modern efficiency complements the home’s rustic charm with a 30-panel solar energy system installed in 2023 functions to provide electric to the entire home. Located on South Hill, a year-round maintained gravel road with mail delivery at the driveway entrance, this property is minutes from hiking trails, lakes, ski resorts, golf courses, wineries, breweries, restaurants, and the many attractions of New York’s Finger Lakes region. This rare offering combines exceptional craftsmanship, energy efficiency, remarkable privacy, and an unmatched natural setting, making it an ideal year-round residence or weekend escape.
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Property condition: Resale
- Year built: 1993
Materials
- Foundation: Block
- Roof: Asphalt,Architectural,Shingle
- Construction materials: Aluminum Siding,Attic/Crawl Hatchway(s) Insulated,Frame,Vinyl Siding,Copper Plumbing
Type & Style
- Home type: SingleFamily
- Architectural style: Contemporary,Two Story
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Built-In Refrigerator,Convection Oven,Dryer,Dishwasher,Electric Oven,Electric Range,Electric Water Heater,Microwave,Refrigerator,Washer
- Laundry features: Main Level
Basement
- Has basement: Yes
- Basement: Full,Walk-Out Access
Bedrooms & Bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Features
- Ceiling Fan(s),Entrance Foyer,Separate/Formal Living Room,Country Kitchen,Kitchen Island,Living/Dining Room,Other,Pantry,See Remarks,Sliding Glass Door(s),Solid Surface Counters,Walk-In Pantry,Natural Woodwork,Window Treatments,Bath in Primary Bedroom,Programmable Thermostat
- Door features: Sliding Doors
- Window features: Drapes,Storm Window(s),Thermal Windows,Wood Frames
- Flooring: Ceramic Tile,Hardwood,Tile,Varies
Heating & Cooling
- Heating features: Electric,Heat Pump,Solar,Forced Air
- Cooling features: Heat Pump,Central Air
Interior Area
- Total structure area: 2,400
- Total interior livable area: 2,400 sqft
Property
Accessibility
- Accessibility features: Low Threshold Shower
Details
- Parcel number: 57240004300300010190010000
- Special condition: Standard
- Horse amenities: Horses Allowed
Features
- Levels: Two
- Stories: 2
- Patio & porch: Balcony,Deck,Open,Porch
- Exterior features: Balcony,Deck,Fully Fenced,Gravel Driveway,Private Yard,See Remarks,TV Antenna
- Fencing: Full
- Has view: Yes
- View description: Slope View
- Horses can be raised: Yes
Lot
- Lot size: 2.73 Acres
- Features: Adjacent To Public Land,Rectangular,Rectangular Lot,Rural Lot,Secluded,Wooded
- Lot size dimensions: 787 x 409
Parking
- Total spaces: 2
- Parking features: Detached,Electricity,Electric Vehicle Charging Station(s),Garage,Storage,Workshop in Garage,Circular Driveway,Garage Door Opener
- Has garage: Yes
- Attached garage spaces: 2
- Covered spaces: 2
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Hail
- Inland Flooding
- Strong Wind
How This Home’s Risks Compare
FEMA Declared Disasters in Yates County and New York
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $2,325 | $27,900 |
| Home Insurance * | $224 | $2,688 |
| Property Taxes | $544 | $6,528 |
| Electricity | $396 | $4,759 |
| Total | $3,489 | $41,868 |
Income You'd Need if You Spent...
New York FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
No zestimate history available
Price History
| Date | Event | Price |
|---|---|---|
| 2026-08-05 | Price change | $436,000 |
| 2026-07-06 | Listed for sale | $459,900 |
| 2018-03-15 | Sold | $159,900 |
| 2018-03-04 | Pending sale | $159,900 |
| 2017-09-25 | Listed for sale | $159,900 |
| 2016-12-09 | Listing removed | $169,900 |
| 2016-06-20 | Price change | $169,900 |
| 2016-06-16 | Price change | $174,899 |
| 2016-01-22 | Price change | $174,900 |
| 2016-01-11 | Listed for sale | $184,900 |
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