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, cafés, 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.
Pending
Price cut: $25K (7/29)
$625,000
321 Orchard Road, Highland, NY 12528
3beds
1,609sqft
Single Family Residence
Built in 1979
1.77 Acres Lot
$613,800 Zestimate®
$388/sqft
$-- HOA
What's special
Nearly two acresCentral air conditioningAttached two-car garageTwo additional well-proportioned bedroomsLarge in-ground poolSoaring beamed ceilingsEn suite bath
- 88 days
- 141
- 3
Zillow last checked:
Listing updated:
Listed by:
Compass Greater NY, LLC 838-877-8283,
Craig Smith 845-518-3844
Source: HVCRMLS,MLS#: 20263807
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Baseboard, Electric, Oil
Cooling
- Ceiling Fan(s), Central Air, Wall Unit(s)
Appliances
- Included: Water Heater, Washer, Refrigerator, Microwave, Electric Oven, Electric Cooktop, Dryer, Dishwasher
- Laundry: Laundry Room
Features
- 3 Seasons Room, Beamed Ceilings, Cathedral Ceiling(s), Cedar Closet(s), Ceiling Fan(s), Chandelier, Eat-in Kitchen, Entrance Foyer, High Ceilings, High Speed Internet, Primary Downstairs, Storage, Vaulted Ceiling(s)
- Flooring: Carpet, Tile, Wood
- Doors: Storm Door(s)
- Windows: Skylight(s)
- Basement: Full,Unfinished
Interior area
- Total structure area: 1,609
- Total interior livable area: 1,609 sqft
- Finished area above ground: 1,609
- Finished area below ground: 0
Property
Parking
- Total spaces: 1
- Parking features: Garage Faces Front, Garage Door Opener, Driveway
- Attached garage spaces: 1
- Has uncovered spaces: Yes
Features
- Levels: One
- Patio & porch: Front Porch, Patio
- Exterior features: Garden, Rain Gutters, Smart Camera(s)/Recording
- Pool features: Fenced, In Ground, Liner, Pool Cover
- Has view: Yes
- View description: Garden, Pool, Trees/Woods
Lot
- Size: 1.77 Acres
- Features: Back Yard, Cleared, Front Yard, Garden, Gentle Sloping, Wooded
Details
- Additional structures: Shed(s)
- Parcel number: 320009500200070122100000
- Zoning: A
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Brick, Wood Siding
- Foundation: Block
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1979
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Septic Tank
- Water: Well
Community & HOA
Location
- Region: Lloyd
Financial & listing details
- Price per square foot: $388/sqft
- Tax assessed value: $265,000
- Annual tax amount: $10,033
- Date on market: 7/7/2026
Estimated market value
$613,800
$583,000 - $644,000
$4,109/mo
Price history
| Date | Event | Price |
|---|---|---|
| 9/9/2026 | Pending sale | $625,000$388/sqft |
Source: | ||
| 8/18/2026 | Contingent | $625,000$388/sqft |
Source: | ||
| 7/29/2026 | Price change | $625,000-3.8%$388/sqft |
Source: | ||
| 7/7/2026 | Listed for sale | $650,000+94%$404/sqft |
Source: | ||
| 8/23/2025 | Listing removed | $3,500$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 7/26/2025 | Listed for rent | $3,500+9.4%$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 3/23/2025 | Listing removed | $3,200$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 3/2/2025 | Listed for rent | $3,200$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 9/13/2024 | Listing removed | $3,200$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 9/9/2024 | Listed for rent | $3,200$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 6/28/2024 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 6/7/2024 | Listed for rent | $3,200$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 7/16/2020 | Sold | $335,000+1.5%$208/sqft |
Source: | ||
| 6/17/2020 | Pending sale | $329,900$205/sqft |
Source: SUMMERSET REALTY HL #390214 Report a problem | ||
| 5/8/2020 | Listed for sale | $329,900+427.8%$205/sqft |
Source: SUMMERSET REALTY HL #390214 Report a problem | ||
| 7/4/2013 | Sold | --0 |
Source: | ||
| 4/23/2013 | Sold | $62,500-65.8%$39/sqft |
Source: | ||
| 11/9/1999 | Sold | $182,500$113/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $265,000 |
| 2024 | -- | $265,000 |
| 2023 | -- | $265,000 |
| 2022 | -- | $265,000 |
| 2021 | -- | $265,000 |
| 2020 | -- | $265,000 |
| 2019 | -- | $265,000 |
| 2018 | -- | $265,000 |
| 2017 | $8,157 | $265,000 |
| 2016 | -- | $265,000 |
Find assessor info on the county website







