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

$ 23,126

Style

Victorian

Lot Size

20.34

Year Built

1890

Town/City

Jeffersonville

County/Region

Sullivan

MLS | Web ID

20252571

Features
Interior
Interior Amenities Built-in Features Eat-in Kitchen Entrance Foyer Pantry See Remarks
Basement Full Partially Finished Storage Space
Flooring Ceramic Tile Hardwood
Total Fireplaces 1
Fireplace Features Living Room Stone Wood Burning
Basement (Y/N) Y
Air Conditioning Y/N Y
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 4964.0
Half Baths 1
Laundry Features Laundry Room
Total Bedrooms 5
Below Grade Finished Area 539.0
Total Baths 5
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General
Sewer Septic Tank
Heating Forced Air Oil Propane
Cooling Central Air
Utilities Cable Connected Electricity Connected
Roof Shingle
Appliances Washer/Dryer Washer Refrigerator Oven Microwave Gas Range Dryer Dishwasher
Zoning 02
Patio/Porch Features Covered Deck Front Porch Rear Porch
Architectural Style Victorian
Pool Features Fenced Heated In Ground Private
Security Features Security System
Construction Materials Frame Wood Siding
Year Built 1890
View Meadow Pool
Stories Count 3
Township Jeffersonville
Levels Tri-Level
Property Subtype Single Family Residence
County Sullivan
New Construction N
Property Type Residential
HOA N
Attached Garage N
Garage Y/N N
Other Structures Barn(s) Guest House Shed(s) See Remarks
Total Rooms 15
Full Baths 4
Status Active
City Jeffersonville
Senior Community Y/N N
High School District Sullivan West Central Schools
MLS Area Bethel
Lot Size Units Acres
Lot Size Square Feet 886010.4
Carport Y/N N
Property Attached Y/N N
Tax Annual Amount 23126.0
Home Warranty Y/N N
Property Condition Updated/Remodeled
Lease Renewal Y/N N
MLS Area Minor Bethel
Additional Parcels Y/N N
Lease Considered Y/N N
Standard Status Active
Tax Assessed Value 478100
Tax Lot 20
Legal Description 482000.010.000-0001-020.000/0000
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Exterior
Exterior Amenities Garden Outdoor Shower Private Yard Tennis Court(s)
Fencing Back Yard Front Yard
Parking Features Driveway
Lot Features Agricultural Cleared Garden Landscaped Level Meadow Pasture Secluded
Water Source Well
Lot Size Area 20.34
Foundation Details Stone
Spa N
Building Area Total 5034.0
Lot Size Acres 20.34
Road Surface Type Paved
Waterfront Y/N N
Road Frontage Type County Road
Other Equipment Generator
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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

jennifer@countryhouserealty.com

Email

Affordability Calculator

$12,845
Per Month
85%
15%
0%
Monthly Principal & Interest
$10,918
Monthly Property Taxes
$1,927
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
2616022 Elementary School
2616053 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
8/4/2025$1,750,000 -10.26% Price Down
6/27/2025$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