Single Family
165 Benedict Road
Active · Montgomery · Orange County, NY 12549
- Bedrooms
- 3 Beds
- Bathrooms
- 3 Baths
- Year built
- 1992
- Est. monthly taxes
- $907.5
0 of 38 photos ready
About this home
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.
Listing snapshot
- Days on site
- 59 days
- Listed on MLS
- Jul 19, 2026
- Full baths
- 2
- Half baths
- 1
- Annual property tax (MLS)
- $10,890
- Tax year
- 2025
- Listing brokerage
- Keller Williams Realty
- MLS ID
- KEY1015155
- Last updated
- Oct 28, 2026
General features
- Property type
- Single Family
- Property subtype
- Single Family Residence
- Year built
- 1992
- Garage
- Yes
- Garage spaces
- 2
- Parking
- Driveway, Garage
- Water source
- Well
- Sewer
- Septic Tank
- Utilities
- Cable Connected, Electricity Connected, Phone Connected, Trash Collection Private
Interior features
- Basement
- Full
- Heating
- Baseboard, Propane
- Cooling
- Central Air
- Interior
- Beamed Ceilings, Natural Woodwork, Original Details, Recessed Lighting, Sauna
- Appliances
- Dishwasher, ENERGY STAR Qualified Appliances, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Wine Refrigerator
- Flooring
- Ceramic Tile, Hardwood
- Fireplace
- Yes
- Fireplaces
- 1
Exterior features
- Architectural style
- Colonial, Farmhouse
- Construction materials
- Frame, Wood Siding
- Private pool
- Yes
Schools (MLS)
- Elementary school
- Montgomery Elementary School
- Elementary school district
- Valley Central (Montgomery)
- Middle school
- Valley Central Middle School
- Middle school district
- Valley Central (Montgomery)
- High school
- Valley Central High School
- High school district
- Valley Central (Montgomery)
School information is provided by the MLS. Confirm attendance eligibility with the school district.
Recent activity
- Listing updated from MLS
- Price changed to $724,999
- First seen on this site
- MLS status changed
Location
Estimate monthly payment
Estimated monthly principal & interest—
Monthly property taxNot provided
Monthly association / maintenance feesNot provided
Estimated monthly total of entered costs—
Listing data is supplied by the MLS and may change without notice.