A Rare Multi-Residence Opportunity on 11.75 Acres in Bloomingburg! Welcome to 853 Winterton Road — a truly exceptional 11.75-acre estate in the Pine Bush School District that offers both space and potential, tucked away in a serene farm-like setting yet convenient to all that the Hudson Valley has to offer. Drive up the long, paved circular driveway and take in the peaceful, private landscape lined with mature trees, open lawn, and a beautiful pond — the perfect blend of tranquility and usability.
Main Residence: This spacious 3-bedroom, 2-bath Ranch-style home boasts over 2,100 square feet of classic charm and functionality. Inside, you'll find original hardwood floors, vintage touches, and a warm, welcoming living room with a cozy pellet stove. The bright eat-in kitchen and separate dining room are ideal for gatherings. Downstairs, the full, partially finished basement includes a second wood-burning stove, large windows, and a versatile workshop/laundry area with walk-out access.
Second Dwelling – The Guest House: Nestled nearby is a charming 880 sq ft, 2-bedroom, 1-bath bungalow. While it’s ready for some TLC, it offers great character and potential — perfect as a guest house, rental opportunity, or extended family retreat.
The Property: Enjoy nearly 12 acres of open and wooded land with a mix of level lawn, towering trees, and scenic pond views. Outbuildings and sheds offer space for storage or hobby use. Whether you’re dreaming of a mini-homestead, family compound, or income-generating property, this one checks every box.
Location Perks: Situated just on the border of Orange County, this property gives you the best of both worlds — peace and privacy with quick access to major highways for an easy commute to NYC. Plus, you're in the heart of the Hudson Valley's most desirable offerings: wineries, trails, farmer’s markets, and charming towns.
Don’t miss your chance to own this one-of-a-kind estate — full of history, opportunity, and natural beauty.
Pending
$339,000
853 Winterton Road, Bloomingburg, NY 12721
3beds
2,108sqft
Single Family Residence, Residential
Built in 1930
11.75 Acres Lot
$-- Zestimate®
$161/sqft
$-- HOA
What's special
Beautiful pondFull partially finished basementVintage touchesSerene farm-like settingScenic pond viewsOutbuildings and shedsOpen lawn
- 5 days
- on Zillow |
- 54 |
- 2 |
Zillow last checked: 7 hours ago
Listing updated: June 30, 2025 at 10:53am
Listing by:
Keller Williams Hudson Valley 845-610-6065,
Amanda Brehm 845-741-5608,
Alyse Toffel 518-491-2585,
Keller Williams Hudson Valley
Source: OneKey® MLS,MLS#: 863472

Travel times
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Baseboard, Hot Water, Oil, Steam
Cooling
- None
Appliances
- Included: Dryer, Gas Oven, Gas Range, Refrigerator, Washer
- Laundry: Washer/Dryer Hookup, In Basement
Features
- First Floor Bedroom, First Floor Full Bath, Ceiling Fan(s), Eat-in Kitchen, Entrance Foyer, Formal Dining, High Speed Internet, Natural Woodwork, Original Details, Storage
- Flooring: Hardwood, Linoleum
- Basement: Full,Partially Finished,Walk-Out Access
- Attic: Full
- Number of fireplaces: 2
- Fireplace features: Basement, Living Room, Pellet Stove
Interior area
- Total structure area: 2,108
- Total interior livable area: 2,108 sqft
Property
Features
- Levels: One
- Patio & porch: Covered, Porch
- Exterior features: Lighting, Mailbox, Rain Gutters
- Waterfront features: Pond
Lot
- Size: 11.75 Acres
- Features: Back Yard, Cleared, Front Yard
- Residential vegetation: Partially Wooded
Details
- Additional structures: Guest House
- Parcel number: 408906800001084000
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence, Residential
Materials
- Shingle Siding
- Foundation: Block
Condition
- Year built: 1930
Utilities & green energy
- Sewer: Septic Tank
- Utilities for property: Propane
Community & HOA
HOA
- Has HOA: No
Location
- Region: Bloomingburg
Financial & listing details
- Price per square foot: $161/sqft
- Annual tax amount: $8,806
- Date on market: 5/20/2025
- Listing agreement: Exclusive Right To Sell
- Electric utility on property: Yes
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