Located on a sleepy country road sits this fully furnished, entirely turnkey enchanting 1800s schoolhouse that has been converted into a sophisticated loft-like residence. Currently a weekend home and highly profitable short-term rental (#6 on AirBNB’s Global “Most Liked” properties), the home is the perfect blend of old-world aesthetics and new world amenities. If you’re looking for a profitable short-term rental and/or a second home in close proximity to Kingston (10 mins) this property is not to be missed. Interior details include a slate floored cloak room with original ‘boys’ and ‘girls’ entrances, an open floor plan with 20’ high tin ceilings and an abundance of 12’ windows providing ample natural light and evoking a NYC loft vibe, 200-year old hard pine floors discovered and rehabilitated by the current owners, expansive original wainscoting, a stylish raised kitchen area with high-end appliances, cathedral ceilings in the spacious ensuite primary bedroom (part of the recent addition), two full bathrooms outfitted with antique fixtures and a chandelier, as well as many additional period details throughout. Outside you’ll find a heated in-ground saline pool and cabana, a large front porch, raised flower and vegetable garden beds, stone walkways and lovingly landscaped grounds. In addition, there are two standalone cottages, one the year-round third bedroom and the other currently a home gym that could serve as a fourth bedroom or home office by adding insulation and a heating source. Unique properties with this mix of charm, character, functionality and proximity to Kingston rarely hit the market. It’s a one-of-a-kind of property that needs to be seen in person to be fully appreciated.
Closed
$999,999
537 Main Street, Kingston, NY 12401
3beds
1,976sqft
Single Family Residence
Built in 1820
1.5 Acres Lot
$972,400 Zestimate®
$506/sqft
$3,839 Estimated rent
What's special
Zillow last checked: 7 hours ago
Listing updated: March 19, 2025 at 06:38am
Listed by:
Joseph Satto 917-597-7474,
Fresh Air Realty,
Kyle Needham 845-706-1117,
Fresh Air Realty
Bought with:
Joseph Satto, 10371201183
Fresh Air Realty
Kyle Needham, 10401314443
Fresh Air Realty
Source: HVCRMLS,MLS#: 20231482

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Basement
- Level: Basement
Bonus room
- Description: Studio
Den
- Level: First
Dining room
- Level: First
Family room
- Level: First
Kitchen
- Level: First
Living room
- Level: First
Utility room
- Level: First
Heating
- Ductless, Forced Air, Oil, Propane, Wood
Cooling
- Ductless
Appliances
- Included: Water Heater, Washer, Refrigerator, Range Hood, Range, Electric Water Heater, Dryer, Dishwasher
Features
- Cathedral Ceiling(s), High Speed Internet
- Flooring: Hardwood
- Basement: Crawl Space
- Has fireplace: Yes
- Fireplace features: Free Standing, Living Room
Interior area
- Total structure area: 1,976
- Total interior livable area: 1,976 sqft
Property
Parking
- Parking features: Driveway
- Has uncovered spaces: Yes
Features
- Patio & porch: Deck
- Exterior features: Gas Grill, Paved Walkway
- Pool features: In Ground
- Fencing: Fenced
- Has view: Yes
- View description: Other
Lot
- Size: 1.50 Acres
- Dimensions: 1.5 acres
- Features: Landscaped, Level, Private, Wooded
Details
- Additional structures: Cabana, Outbuilding, Second Residence, Shed(s), Workshop, Other
- Parcel number: 512200636316
- Zoning: Res 1
- Other equipment: Fuel Tank(s)
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Other
- Property subtype: Single Family Residence
Materials
- Frame
- Roof: Metal,Other
Condition
- Year built: 1820
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Septic Tank
- Water: Well
Community & neighborhood
Security
- Security features: Security System
Location
- Region: Kingston
Other
Other facts
- Road surface type: Gravel