
Land with Home for Sale in Wingdale, New York
36 Hillside Ave, Wingdale, NY 12594
Welcome to this well-maintained 3-bedroom, 2.5-bath Colonial, beautifully situated on over 2 private acres near the Pawling border. Surrounded by mature trees, established gardens, and fruit trees, this property offers a peaceful and picturesque setting with plenty of room to relax, garden, and entertain. The main level features a spacious kitchen, attractive parquet wood flooring throughout much of the first floor, and a cozy wood-burning stove. A standout feature is the first-floor full bath with a Jacuzzi tub and separate shower, along with a convenient powder room for guests. Upstairs, you'll find three spacious bedrooms and an additional full bath, offering a comfortable and functional layout. The huge unfinished basement is filled with possibilities, featuring large windows and direct egress to the backyard, making it ideal for future recreational, fitness, office, or additional living space. Additional highlights include central air conditioning, a two-car garage, generator hookup, and a water catchment system. With its generous acreage, privacy, mature landscaping, fruit trees, and convenient location near the Pawling border, this inviting Colonial offers space, comfort, thoughtful features, and wonderful potential both inside and out.
Location
- Street address
- 36 Hillside Ave
- County
- Dutchess County
- Zip code
- 12594
- School district
- Dover
- Elevation
- 475 feet
Directions
From route 22 N from Pawling - Right on Rural Rd (.7 miles past 55/22 light) Right on Hillside Ave., house on left at top of the hill
Property details
- Acreage
- 2.03 acres
- MLS #
- MLSLI 1036661
- Posted
Property taxes
- 2026
- $8,098
Parcels
- 132600-7060-16-825443-0000
Details and features
Listing
- Type
- Residential
- Subtype
- Single Family Residence
- Franchise
- Coldwell Banker Real Estate
Lot
- Features
- Level, Part Wooded, Sloped, Views
Exterior
- Pool
- Deck, Porch
- Features
- Balcony, Garden
Structure
- Style
- Colonial
- Stories
- 3
- Water
- Private
- Sewer
- Septic Tank
- Heating
- Forced Air, Oil
- Cooling
- Central Air
- Materials
- Frame, Vinyl Siding
Interior
- Room Count
- 8
- Rooms
- Basement, Bathroom x 3, Bedroom x 3, Dining Room, Family Room
- Flooring
- Combination, Tile-Ceramic, Wood
- Fireplaces
- Yes
- Appliances
- Dishwasher, Dryer, Oven, Refrigerator, Washer
- Features
- Central Vacuum
Nearby schools
| Name | Type | District |
|---|---|---|
| Dover Elementary School | Elementary | Dover |
| Dover Middle School | Middle | Dover |
| Dover High School | High | Dover |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Aug 14, 2026 | New listing | $585,000 | — | MLSLI |







































