
Land with Home for Sale in Pawling, New York
58 Pine Dr, Pawling, NY 12564
Tucked away at the end of a quiet cul-de-sac, this beautifully maintained home sits on 2.87 acres of mostly level, private property-offering the perfect blend of peaceful surroundings and everyday convenience. Step into a bright and welcoming main living area featuring a sun-filled living room with an oversized picture window framing peaceful views of the front lawn, and a dining room with sliding glass doors that open to a spacious Trex deck (2023) and tranquil backyard. The backyard is a completely private oasis where the only sounds are birdsong and the soft rustle of the trees-perfect for quiet mornings, firepit evenings, and effortless entertaining. The completely updated kitchen (2024) with stainless steel appliances flows seamlessly to the attached 2-car garage and backyard access. A few steps down, the expansive family room offers the perfect gathering space with laundry, generous storage, and easy walkout access to the yard. Warm, welcoming, and wonderfully friendly home is the perfect setting for everyday living, celebrations, and lasting memories. Upstairs, you'll find three comfortable bedrooms, including a primary suite with a private half bath and its own charming deck-ideal for morning coffee overlooking the peaceful property. A beautifully updated full bath completes the upper level. Recent upgrades include brand-new central air (July 2025), new luxury vinyl flooring, fresh paint, a new well pump (2022), and a full-house generator-ready hookup. The backyard also features a patio perfect for firepit nights, a propane hookup for grilling, serene landscaping, and a transferable invisible fence throughout the property. Located just minutes from the charming Village of Pawling, enjoy the rare combination of privacy and convenience with a quick walk into town for coffee, restaurants, shops, and community events, plus easy access to hiking trails, Metro-North, schools, and a fantastic commuter location.
Location
- Street address
- 58 Pine Dr
- County
- Dutchess County
- School district
- Pawling
- Elevation
- 623 feet
Directions
Route 22 North make right or 22 South make left onto Pine Drive - to the end of the street right before Cul-de-sac #58 on left. Sign on
Property details
- Acreage
- 2.87 acres
- MLS #
- MLSLI 978836
- Posted
Property taxes
- 2025
- $9,336
Parcels
- 134089-7057-00-447213-0000
Details and features
Listing
- Type
- Residential
- Subtype
- Single Family Residence
- Franchise
- Independent
Lot
- Features
- Back Yard, Cul-De-Sac, Front Yard, Landscaped, Level, Near School, Wooded
Exterior
- Parking Spaces
- 2
- Parking
- Driveway, Garage, Open
- Pool
- Deck, Patio
- Structures
- Storage
- Features
- Lighting, Mailbox
Structure
- Style
- Split Level
- Basement
- Finished
- Water
- Well
- Sewer
- Septic Tank
- Heating
- Baseboard, Hot Water, Oil
- Cooling
- Central Air
- Materials
- Block, Frame, Vinyl Siding
Interior
- Room Count
- 7
- Rooms
- Basement, Bathroom x 2, Bedroom x 3
- Appliances
- Dishwasher, Dryer, Gas Range, Oven, Stainless Steel Appliance(s), Washer
- Features
- Breakfast Bar, Ceiling Fan(s), Granite Counters, Open Floorplan, Primary Bathroom, Recessed Lighting, Washer/Dryer Hookup
Nearby schools
| Name | Type | District |
|---|---|---|
| Pawling Elementary School | Elementary | Pawling |
| Pawling Middle School | Middle | Pawling |
| Pawling High School | High | Pawling |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Apr 3, 2026 | New listing | $530,000 | — | MLSLI |



























