111 Jim Stephenson Road Jeffersonville, NY $ 1,750,000
111 Jim Stephenson Road
$ 1,750,000
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111 Jim Stephenson Road

Jeffersonville, NY, 12748
$ 1,750,000
Bedrooms5 Baths4.1 Sq 5,034

Monthly Estimate*

$ 10,918

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Single Family Home for sale in Jeffersonville, NY

for $1,750,000 with 5 bedrooms and 4 full baths, 1 half bath. This 5,034 square foot home was built in 1890 on a lot size of 20.34.

It’s tempting to lead with the long list of amenities—heated pool, tennis court, wine cellar, guest house—but the true appeal of the Stephenson House lies in the grounded, gracious lifestyle it fosters. Set on 20 scenic Catskills acres, this 1890s yellow Victorian blends heritage charm and modern ease, from its romantic turret and wraparound porch to stone walls and sunlit meadows. The main house features a chef’s kitchen with honed granite counters, a stone fireplace built from on-site rock, a walk-in pantry, and a mudroom with utility sink. A hallway lined with original stone leads to a cozy wine room. Upstairs, the bright primary suite includes double pedestal sinks and a clawfoot tub in a bay window nook. Three additional bedrooms, hardwood floors, and generous windows create a warm, light-filled home. A 1,770 sq ft guest house adds versatility with a soaring yoga studio and a 1-bedroom apartment opening to landscaped patios. It also serves as a pool house beside the large (53x20ft) heated swimming pool with outdoor shower. The extensive 1800s barns offer stalls, climate-controlled storage, and ample space for livestock or hobbies. Open fields invite riding, hiking, and ATV use. A tennis court and archery area round out the recreational offerings. Minutes from Bethel Woods and convenient to Jeffersonville and Narrowsburg, this rare legacy property is ideal for retreat, recreation, or refined country living.

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Single Family Active

Price

$ 1,750,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 23,072

Style

Victorian

Lot Size

20.34

Year Built

1890

Town/City

Jeffersonville

County/Region

Sullivan

MLS | Web ID

880278

Features
Interior
Interior Amenities Built-in Features Chefs Kitchen Eat-in Kitchen Formal Dining Granite Counters High Speed Internet Primary Bathroom Natural Woodwork Original Details Pantry Soaking Tub Storage Washer/Dryer Hookup
Basement Partially Finished
Total Fireplaces 1
Fireplace Features Living Room
Basement Features Partially Finished
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 5
Total Baths 5
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General
Sewer Septic Tank
Heating Hot Air Oil Propane
Cooling Central Air
Utilities Cable Connected Electricity Connected
Appliances Dishwasher Dryer Gas Range Microwave Refrigerator Stainless Steel Appliance(s) Tankless Water Heater Washer
Patio/Porch Features Covered Deck Patio Porch Wrap Around
Architectural Style Victorian
Pool Features In Ground
Construction Materials Wood Siding
Year Built 1890
Property Subtype Single Family Residence
Tax Year 2024
Parcel Number 2000-010-0-0001-020-000
County Sullivan County
Property Type Residential
HOA N
Garage Y/N N
Other Structures Barn(s)
Total Rooms 14
Full Baths 4
Directions GPS will take you to the driveway. You'll see the white fence and a sign that says Wagging Tail Farm in front of the yellow house.
High School Sullivan West High School At Lake Huntington
City Bethel
Senior Community Y/N N
High School District Sullivan West
Carport Y/N N
Elementary School Sullivan West Elementary
Property Attached Y/N N
Tax Annual Amount 23072.57
Showing Instructions Please put appointment requests through ShowingTime.
Middle/Junior High School SULLIVAN WEST HIGH SCHOOL AT LAKE HUNTINGTON
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Sullivan West
Elementary School District Sullivan West
Tax Assessed Value 478100
Tax Lot 20
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Exterior
Exterior Amenities Garden Gas Grill Tennis Court(s)
Fencing Fenced
Parking Features Driveway Other Driveway Other
Water Source Well
Waterfront Y/N N
Road Frontage Type Municipal
Other Equipment Generator
Horse Y/N Y
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Internal Only
Street Number 1 111
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* Excluded Features
List By
Jennifer Grimes

Listing Agent

Country House Realty Inc

Broker

845-397-2590

Contact

Affordability Calculator

$12,840
Per Month
85%
15%
0%
Monthly Principal & Interest
$10,918
Monthly Property Taxes
$1,923
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4892620 Elementary School
4891991 Middle School
Sullivan West High School At Lake Huntington High School
Pricing History
DatePricePrice ChangeDescription
8/4/2025$1,750,000 -10.26% Price Down
6/26/2025$1,950,000 Listed Price

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111 Jim Stephenson Road, Jeffersonville, NY, 12748 is a Single Family Home for sale at $1,750,000 with 5,034 sqft and a lot size of 20.34. 111 Jim Stephenson Road has 5 bedrooms, 4.1 baths, and was built in 1890. The property's zip code is 12748 which is in Jeffersonville, NY