
Land with Home for Sale in Montgomery, New York
165 Benedict Rd, Montgomery, NY 12549
VALLEY CENTRAL SCHOOLS | 3 BEDS + DEDICATED HOME OFFICE | 3 PRIVATE WOODED ACRES! Tucked away on three secluded acres, this turnkey Colonial Farmhouse pairs quintessential Hudson Valley charm with MAJOR UPGRADES UNDER 5 YEARS OLD: NEW CENTRAL A/C, NEW HIGH-EFFICIENCY BOILER, NEW EXPANSIVE ENTERTAINER'S DECK, OUTDOOR JACUZZI, AND INDOOR INFRARED SAUNA. Inside, warm wide-plank wood floors and a classic brick fireplace anchor the main living space, flowing into a formal dining room and a custom country kitchen with exposed timber beams, stainless gas appliances, built-in wine cooler, and breakfast bar. Work remotely without sacrificing sleeping space in the DEDICATED MAIN-FLOOR HOME OFFICE, complemented by a first-floor laundry room and powder room. Upstairs features three generous bedrooms with solid knotty pine doors, including a primary suite with crown molding, separate walk-in shower, and a deep whirlpool soaking tub framing peaceful tree views. Step out to a resort-style backyard complete with an IN-GROUND SWIMMING POOL, stamped concrete patio, new dining deck, hot tub, attached 2-car garage, and a full basement with sauna. While designed as an idyllic primary sanctuary, the property offers proven carrying-cost relief, generating OVER $50,000/YEAR IN AIRBNB INCOME ON UNDER 75 BOOKED NIGHTS. Minutes to Winding Hills Park, historic Montgomery Village dining, and major commuter routes.
Location
- Street address
- 165 Benedict Rd
- County
- Orange County
- Zip code
- 12549
- School district
- Valley Central (Montgomery)
- Elevation
- 512 feet
Property details
- Acreage
- 3 acres
- MLS #
- MLSLI 1015155
- Posted
Property taxes
- 2025
- $10,890
Parcels
- 334289-028-000-0001-051.000-0000
Details and features
Listing
- Type
- Residential
- Subtype
- Single Family Residence
- Franchise
- Keller Williams Realty
Lot
- Features
- Private, Wooded
Exterior
- Parking
- Driveway, Garage
- Pool
- Deck, Patio, Porch
Structure
- Style
- Colonial
- Stories
- 2
- Basement
- Full
- Water
- Well
- Sewer
- Septic Tank
- Heating
- Baseboard, Propane
- Cooling
- Central Air
- Materials
- Frame, Wood Siding
Interior
- Room Count
- 12
- Rooms
- Basement, Bathroom x 3, Bedroom x 3, Dining Room, Laundry Room x 2
- Flooring
- Hardwood, Tile-Ceramic
- Fireplaces
- Yes
- Appliances
- Dishwasher, ENERGY STAR Qualified Appliances, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Wine Refrigerator
- Features
- Beamed Ceilings, Natural Woodwork, Original Details, Recessed Lighting, Sauna
Property utilities
| Category | Type | Status |
|---|---|---|
| Gas | Propane | Connected |
Nearby schools
| Name | Type | District |
|---|---|---|
| Montgomery Elementary School | Elementary | Valley Central (Montgomery) |
| Valley Central Middle School | Middle | Valley Central (Montgomery) |
| Valley Central High School | High | Valley Central (Montgomery) |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Sept 28, 2026 | Price drop | $724,999 | $25,000 -3.3% | MLSLI |
| July 19, 2026 | New listing | $749,999 | — | MLSLI |




























