321 Orchard Rd
Listing Notes
Set back on nearly two acres, this architecturally inspired ranch captures the best of mid-century design with a dramatic wall of windows, soaring beamed ceilings, a floor-to-ceiling stone fireplace, and seamless indoor-outdoor living centered around a large in-ground pool. Natural light pours through the expansive windows, giving the main living space an open, airy feel while framing peaceful views of the surrounding property. The stone fireplace elegantly separates the great room from the dining area, creating distinct spaces while maintaining an easy flow for everyday living and entertaining. Just beyond, a spacious three-season room lives like a second family room, opening directly to the patio and pool for the kind of summer living Hudson Valley buyers dream about. The kitchen is thoughtfully designed with stainless steel appliances, generous cabinetry, and a functional layout with everything within easy reach. A dedicated laundry room connects the kitchen to the attached two-car garage, adding convenience and thoughtful flow, while central air conditioning keeps the home comfortable all summer long. Down the hall, the king-sized primary suite features an en suite bath, while two additional well-proportioned bedrooms share a second full bathroom, creating a practical layout for family, guests, or a home office. Located on Highland's scenic south side, where orchards, vineyards, and farmland begin to define the landscape, the setting feels distinctly Hudson Valley while remaining just 5 minutes from the center of town. Spend weekends exploring local farm stands, wineries, cafes, restaurants, galleries, and the Hudson Valley Rail Trail with direct access to the Walkway Over the Hudson. Metro-North service in Poughkeepsie is just nine minutes away, New Paltz proper is just 15 minutes away and the GWB is under 90 minutes from your doorstep.
Price in context
Cheaper than 29% of the 24 homes listed nearby right now, which run $369,000 to $850,000.
See all 24 nearby listings
| Address | Asking | Size |
|---|---|---|
| 24 Hudson Heights Dr | $369,000 | 3 bd · 2 ba |
| 7 River Rd | $375,000 | 3 bd · 3 ba |
| 19-21 Church St | $400,000 | 5 bd · 3 ba |
| 52 Phillips Ave | $419,900 | 4 bd · 2 ba |
| 11 Cuomo Dr | $465,000 | 3 bd · 2 ba |
| 517 Crescent Ave | $475,000 | 2 bd · 2 ba |
| 98 North Rd | $480,000 | 4 bd · 2 ba |
| 340 Vineyard Ave | $485,000 | 4 bd · 3 ba |
| 284 Tuckers Corners Rd | $485,000 | 3 bd · 2 ba |
| 506 Southview Dr | $495,000 | 2 bd · 3 ba |
| Route 9W | $500,000 | — |
| 53 Main St | $529,000 | 8 bd · 4 ba |
| 452 Vineyard Ave | $530,900 | 3 bd · 3 ba |
| 17 Dock Rd | $579,000 | 3 bd · 3 ba |
| 17 Dock Rd | $579,000 | 3 bd · 3 ba |
| 105 S Chapel Hill Rd | $599,000 | 4 bd · 3 ba |
| 733 Lattintown Rd | $624,999 | 4 bd · 3 ba |
| 217 Tuckers Corners Rd | $649,999 | 4 bd · 3 ba |
| 213 Tuckers Corners Rd | $649,999 | 4 bd · 3 ba |
| 155 Willow Tree Rd | $699,000 | 3 bd · 2 ba |
| 42 Sands Ave | $749,000 | 3 bd · 3 ba |
| 9 Bills Ln | $775,000 | 4 bd · 3 ba |
| 110 Macks Ln | $797,000 | 4 bd · 4 ba |
| 136 Hudson Pointe Dr | $850,000 | 2 bd · 3 ba |
Where it is
For sale Coming soon Recently sold— zoom out for more