About 66 Whitetail Run
Welcome to 66 Whitetail Run – Chester, NY. Tucked back from the road on an ample, tree-lined lot, this charming contemporary colonial offers the perfect blend of privacy and convenience in the Monroe-Woodbury school district. Surrounded by nature and filled with birdsong, this peaceful setting feels like a retreat while still being close to all local amenities. Step inside to a bright, open living room featuring soaring ceilings, a wood-burning fireplace, and oversized windows that flood the space with natural light. Hard floors flow throughout the main level, leading to a spacious eat-in kitchen with granite countertops, plus a formal dining room perfect for hosting gatherings and special occasions. This 3-bedroom, 1.5-bath home also offers both bathrooms newly renovated, along with the convenience of a main-floor laundry room with a new washer and dryer. An attached one-car garage adds everyday practicality, while the back patio invites you to unwind and enjoy the tranquil, wooded surroundings. Don't miss your opportunity to make this move-in ready home yours!
Features of 66 Whitetail Run
| MLS® # | 1033721 |
|---|---|
| Price | $435,000 |
| Bedrooms | 3 |
| Bathrooms | 2.00 |
| Full Baths | 1 |
| Half Baths | 1 |
| Square Footage | 1,500 |
| Acres | 0.92 |
| Year Built | 1983 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Style | Colonial, Contemporary |
| Status | Active |
Community Information
| Address | 66 Whitetail Run |
|---|---|
| City | Chester |
| County | Orange County |
| State | NY |
| Zip Code | 10918 |
Amenities
| Utilities | Cable Connected, Electricity Connected |
|---|---|
| Parking | Attached, Driveway, Garage, Off Street, Private |
| # of Garages | 1 |
| Is Waterfront | No |
| Has Pool | No |
Interior
| Interior Features | Chefs Kitchen, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, High Ceilings, Natural Woodwork, Original Details, Primary Bathroom, Stone Counters, Storage, Walk Through Kitchen, Washer/Dryer Hookup |
|---|---|
| Appliances | Dishwasher, Dryer, Electric Oven, Electric Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater |
| Heating | Baseboard, Oil |
| Cooling | Wall/Window Unit(s) |
| Has Basement | No |
| Fireplace | Yes |
| # of Fireplaces | 1 |
| Fireplaces | Living Room, Masonry, Wood Burning |
Exterior
| Construction | Frame |
|---|
School Information
| District | Monroe-Woodbury |
|---|---|
| Elementary | North Main Street |
| Middle | Monroe-Woodbury Middle School |
| High | Monroe-Woodbury High School |
Additional Information
| Date Listed | August 2nd, 2026 |
|---|---|
| Days on Market | 49 |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | Howard Hanna Rand Realty |
|---|