Jeffersonville, NY homes for sale & real estate

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231 Boband Rd, Youngsville, NY 12791
231 Boband Rd, Youngsville, NY 12791
231 Boband Rd, Youngsville, NY 12791
ABOUT THIS HOME
Jeffersonville, NY Homes for Sale
Nestled into a picturesque hillside between the sleepy hamlets of Youngsville and Jeffersonville NY, Blue Hill is a turnkey, peaceful getaway just two hours from NYC. Every room is thoughtfully designed to take advantage of natural light and beautiful surroundings. From the spacious, wraparound deck, you enter the home into the well-appointed kitchen, featuring shaker style-cabinets and open upper shelving. A white tile backsplash perfectly compliments the wood countertops. A convenient island makes an ideal coffee station or work from home space. In the main living space, vaulted ceilings and plenty of glass flood the space with light and keep the home feeling open and airy. Double sliding

$599,000

3 beds2 baths1,400 sq ft

231 Boband Rd, Youngsville, NY 12791

Convenient island • Wraparound deck • Wood countertops

Listing by Country House Realty Inc

111 Jim Stephenson Rd, Swan Lake, NY 12783
111 Jim Stephenson Rd, Swan Lake, NY 12783
111 Jim Stephenson Rd, Swan Lake, NY 12783
ABOUT THIS HOME
Jeffersonville, NY Homes for Sale
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 sin

$1,950,000

5 beds4.5 baths5,034 sq ft

111 Jim Stephenson Rd, Swan Lake, NY 12783

Tennis court • Wine cellar • Guest house

Listing by Country House Realty Inc

NEW CONSTRUCTION

377 Hubert, Jeffersonville, NY 12768
377 Hubert, Jeffersonville, NY 12768
377 Hubert, Jeffersonville, NY 12768
ABOUT THIS HOME
Jeffersonville, NY Homes for Sale
In a quiet corner of the Western Catskills, sits Woodsview Hideaway, a stylish modern retreat. Designed with an eye towards maximizing the enjoyment of the surrounding landscape, this beautiful home in Jeffersonville, NY is brand new and move-in ready for its first owners. The entranceway offers a convenient coat closet and guides you into the sleek and spacious kitchen. Modern flat front black cabinetry is complemented by open shelving, white granite counters, and black stainless appliances. The island provides a nice visual break from the main living space as well as convenient additional storage and counter space. The dining space and main living area take full advantage of the light and

$689,000

3 beds2 baths1,600 sq ft

377 Hubert, Jeffersonville, NY 12768

Island storage • Glass sliding doors • Black cabinetry

Listing by Country House Realty Inc

99 John Dietz Rd, Jeffersonville, NY 12748
99 John Dietz Rd, Jeffersonville, NY 12748
99 John Dietz Rd, Jeffersonville, NY 12748
ABOUT THIS HOME
Jeffersonville, NY Homes for Sale
This immaculate contemporary sits on 15 private acres with unparalleled views of the western Catskills, miles of hills and valleys, and an expansive, rolling lawn. Backed up by woods, residents enjoy all the privacy and solitude of a house on a mountaintop. In addition, the property features two large, spring-fed ponds with a constant flow of water that keeps both ponds fed with clean and clear water deep enough to swim in. One is more than 15 feet deep in the middle, the other is around 10 feet, and the lower pond has a large outbuilding/gazebo. Built in 1992, this home has had light use and is in excellent condition inside and out. The kitchen is large, and the dining area flows to an in

$984,000

3 beds2.5 baths2,416 sq ft

99 John Dietz Rd, Jeffersonville, NY 12748

Private acres • Spring fed ponds • Unparalleled views

Listing by Keller Williams Hudson Valley

1556 Gulf Rd, Callicoon Center, NY 12724
1556 Gulf Rd, Callicoon Center, NY 12724
1556 Gulf Rd, Callicoon Center, NY 12724
ABOUT THIS HOME
Jeffersonville, NY Homes for Sale
Tucked into a hidden hillside meadow of wild apple trees, this 1880s Catskills farmhouse feels like a well-kept secret. Set on nearly 11 acres of cultivated wilderness, the home is both private and conveniently located—just over two hours from NYC and minutes to dining and essentials. Inside, a mudroom leads to an open-concept kitchen, dining, and living space. Designed by the restaurateur-owner, the chef’s kitchen centers on a Viking range within an oversized island, with butcher block counters and a farmhouse sink. A pantry houses laundry. Wide-plank reclaimed pine floors run throughout the main level, where sculptural lighting from AY Illuminate and Fefo Studio adds texture.

$1,250,000

4 beds2 baths2,108 sq ft

1556 Gulf Rd, Callicoon Center, NY 12724

Open-concept kitchen • Viking range • Wood-burning stove

Listing by Anatole House LLC

Property at 281 Hubert Rd, Jeffersonville, NY 12748, 4 beds, 2 baths

$979,000

4 beds2 baths2,900 sq ft

281 Hubert Rd, Jeffersonville, NY 12748

Listing by Keller Williams Hudson Valley

Property at 187 Hahn Rd, Callicoon Center, NY 12758, 4 beds, 1.5 baths

$949,000

4 beds1.5 baths2,344 sq ft

187 Hahn Rd, Callicoon Center, NY 12758

Listing by Land and Water Realty LLC

Property at 242 Callicoon Center Rd, Jeffersonville, NY 12748, 3 beds, 2.5 baths

$339,000

3 beds2.5 baths2,512 sq ft

242 Callicoon Center Rd, Jeffersonville, NY 12748

Listing by Keller Williams Realty

Property at 493 Old Taylor Rd, Jeffersonville, NY 12748, 3 beds, 2 baths

$299,900

3 beds2 baths1,545 sq ft

493 Old Taylor Rd, Jeffersonville, NY 12748

Listing by Malek Properties

Property at 24 Lovett Ln, Jeffersonville, NY 12748, 2 beds, 1 bath

$177,000

2 beds1 bath560 sq ft

24 Lovett Ln, Jeffersonville, NY 12748

Listing by Keller Williams Realty

Property at 521 Hessinger Lare Rd, Jeffersonville, NY 12748, 3 beds, 3 baths

$339,900

3 beds3 baths1,782 sq ft

521 Hessinger Lare Rd, Jeffersonville, NY 12748

Listing by Resort Realty

Property at 581 Hessinger Lare Rd, Jeffersonville, NY 12748, 3 beds, 3.5 baths

$485,000

3 beds3.5 baths3,000 sq ft

581 Hessinger Lare Rd, Jeffersonville, NY 12748

Listing by Eagle Valley Realty

Property at 586 Perry Rd, Bethel, NY 12783, 4 beds, 2.5 baths

$1,195,000

4 beds2.5 baths3,528 sq ft

586 Perry Rd, Bethel, NY 12783

Listing by Houlihan Lawrence Inc.

Property at 301 & 305 Hust, Jeffersonville, NY 12748, 4 beds, 2 baths

$995,000

4 beds2 baths4,000 sq ft

301 & 305 Hust, Jeffersonville, NY 12748

Listing by Diane C. Butler

Property at 139 Callicoon Center Rd, Jeffersonville, NY 12748, 4 beds, 2 baths

$999,000

4 beds2 baths1,792 sq ft

139 Callicoon Center Rd, Jeffersonville, NY 12748

Listing by Catskill Sales Associates Inc

Property at 5090 State Route 52, Jeffersonville, NY 12748, 4 beds, 2 baths

$459,000

4 beds2 baths2,568 sq ft

5090 State Route 52, Jeffersonville, NY 12748

Listing by Payne Team LLC

Property at 495 Swiss Hill Rd N, Jeffersonville, NY 12748, 10 beds, 3 baths

$749,000

10 beds3 baths3,431 sq ft

495 Swiss Hill Rd N, Jeffersonville, NY 12748

Listing by Diane C. Butler

Property at 807 Swiss Hill Rd N, Jeffersonville, NY 12748, 4 beds, 2.5 baths

$489,000

4 beds2.5 baths3,634 sq ft

807 Swiss Hill Rd N, Jeffersonville, NY 12748

Listing by Eagle Valley Realty

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Nearby homes that match your criteria

NEW 31 HRS AGO

25 George Segar Rd, Bethel, NY 12720
25 George Segar Rd, Bethel, NY 12720
25 George Segar Rd, Bethel, NY 12720
ABOUT THIS HOME
Jeffersonville, NY Homes for Sale
It's all about the lake! Beautiful views and a sweet spot make this 2 BR home the perfect getaway. Situated on a private road and fronting Briscoe Lake, this ranch is nestled in the woods for a peaceful and tranquil setting. Easy to maintain with everything you need to just kick back and relax. The lake is very pretty and a lovely place to kayak, canoe and fish. Located in the town of Bethel just a short ride to Bethel Woods for world class entertainment all summer long! Quaint little towns to peruse are abundant, as are farmers' markets, great restaurants, and craft breweries. Also nearby are the Delaware River, Catskills Resorts World Casino, The Kartrite Waterpark, Holiday Mountain Ski S

$224,900

2 beds1 bath800 sq ft

25 George Segar Rd, Bethel, NY 12720

Private road • Fairly new deck • Lake views

NEW 1 DAY AGO

25 George Segar Rd, Swan Lake, NY 12783
25 George Segar Rd, Swan Lake, NY 12783
25 George Segar Rd, Swan Lake, NY 12783
ABOUT THIS HOME
Jeffersonville, NY Homes for Sale
It's all about the lake! Beautiful views and a sweet spot make this 2 BR home the perfect getaway. Situated on a private road and fronting Briscoe Lake, this ranch is nestled in the woods for a peaceful and tranquil setting. Easy to maintain with everything you need to just kick back and relax. The lake is very pretty and a lovely place to kayak, canoe and fish. Located in the town of Bethel just a short ride to Bethel Woods for world class entertainment all summer long! Quaint little towns to peruse are abundant, as are farmers' markets, great restaurants, and craft breweries. Also nearby are the Delaware River, Catskills Resorts World Casino, The Kartrite Waterpark and so much that the Su

$224,900

2 beds1 bath800 sq ft

25 George Segar Rd, Swan Lake, NY 12783

Private road • Fairly new deck • Lake views

Listing by Malek Properties

3099 17b, Cochecton, NY 12737
3099 17b, Cochecton, NY 12737
3099 17b, Cochecton, NY 12737
ABOUT THIS HOME
Jeffersonville, NY Homes for Sale
Discover the charm of Bethel Woods living! Whether you're looking for a weekend retreat, an income-generating Airbnb, or a full-time residence, this versatile home offers endless potential. Nestled on over 2 acres of peaceful land, it's the perfect canvas to create your dream space. Located just minutes from the vibrant towns of Cochecton, Callicoon, and Narrowsburg, and only a short trip to the Delaware River for tubing and summer fun, outdoor adventure is always close by. With easy access to Route 17, getting to and from the city is a breeze. While the home could use some updating, a little creativity, paint, and elbow grease will go a long way in transforming it into something special. L

$239,900

3 beds1.5 baths1,152 sq ft

3099 17b, Cochecton, NY 12737

2.06 acre lot • 2 garage spots • Built 1900

Listing by IBNA Real Estate Group

178 Grebel Rd, Jeffersonville, NY 12748
178 Grebel Rd, Jeffersonville, NY 12748
178 Grebel Rd, Jeffersonville, NY 12748
ABOUT THIS HOME
Jeffersonville, NY Homes for Sale
Welcome to your modern country retreat! This beautifully maintained 2-bedroom, 2-bathroom ranch home offers the perfect blend of comfort, efficiency, and outdoor living on 4.82 private acres in the heart of the Sullivan County Catskills. Built in 2017, this 1,400 sq ft home features an open-concept layout with recent 2024 updates, including new flooring, sliding doors, a refreshed primary bedroom, and a stylish kitchen upgrade. A first floor bonus room can be utilized as a home office or fitness area. Stay comfortable year-round with efficient electric heat, a cozy wood stove, and a newly installed mini-split air conditioning system. Step outside to enjoy a freshly poured concrete patio&mda

$599,000

2 beds2 baths1,404 sq ft

178 Grebel Rd, Jeffersonville, NY 12748

4.82 acre lot • 2 garage spots • Built 2017

Listing by Land and Water Realty LLC

231 Boband Rd, Jeffersonville, NY 12748
231 Boband Rd, Jeffersonville, NY 12748
231 Boband Rd, Jeffersonville, NY 12748
ABOUT THIS HOME
Jeffersonville, NY Homes for Sale
Nestled into a picturesque hillside between the sleepy hamlets of Youngsville and Jeffersonville NY, Blue Hill is a turnkey, peaceful getaway just two hours from NYC. Every room is thoughtfully designed to take advantage of natural light and beautiful surroundings. From the spacious, wraparound deck, you enter the home into the well-appointed kitchen, featuring shaker style-cabinets and open upper shelving. A white tile backsplash perfectly compliments the wood countertops. A convenient island makes an ideal coffee station or work from home space. In the main living space, vaulted ceilings and plenty of glass flood the space with light and keep the home feeling open and airy. Double sliding

$599,000

3 beds2 baths1,400 sq ft

231 Boband Rd, Jeffersonville, NY 12748

Convenient island • Wraparound deck • Wood countertops

600 Jeffersonville N.branch Rd Rd, North Branch, NY 12766
600 Jeffersonville N.branch Rd Rd, North Branch, NY 12766
600 Jeffersonville N.branch Rd Rd, North Branch, NY 12766
ABOUT THIS HOME
Jeffersonville, NY Homes for Sale
Historic Farmhouse on 87+ Acres with Ponds, Outbuildings & Endless Potential. Welcome to a rare opportunity to own a piece of Sullivan County history. Set on over 87 scenic acres, this charming 1830s farmhouse blends timeless character with exceptional space and natural beauty. With two serene ponds, a picturesque water wheel, and wide open fields, the property offers the perfect backdrop for peaceful living or a dream agricultural venture. The home features 4 bedrooms, 2.5 bathrooms, and more than 2,400 square feet of living space. A standout feature is the stunning Great Room, added in 1974, boasting nearly 600 square feet with soaring beam ceilings, oversized windows, and a classic

$1,400,000

4 beds2.5 baths2,461 sq ft

600 Jeffersonville N.branch Rd Rd, North Branch, NY 12766

56 acre lot • 3 garage spots • Built 1830

Listing by Century 21 Geba Realty

Property at 196 Gabriel Rd, Cochecton, NY 12726, 4 beds, 2 baths

$475,000

4 beds2 baths1,378 sq ft

196 Gabriel Rd, Cochecton, NY 12726

Listing by Keller Williams Hudson Valley

Property at 11 Joe D Dr Unit 11B, Callicoon, NY 12723, 2 beds, 2 baths

$190,000

2 beds2 baths1,148 sq ft

11 Joe D Dr Unit 11B, Callicoon, NY 12723

Listing by Callicoon Real Estate LLC

Property at 853 Shandelee Rd, Livingston Manor, NY 12758, 3 beds, 2 baths

$562,000

3 beds2 baths1,540 sq ft

853 Shandelee Rd, Livingston Manor, NY 12758

Listing by Country House Realty Inc

Property at 20 Lakeview Rd, Kenoza Lake, NY 12750, 3 beds, 2 baths

$349,000

3 beds2 baths1,248 sq ft

20 Lakeview Rd, Kenoza Lake, NY 12750

Listing by Catskill Sales Associates Inc

Property at 5705 State Route 52, Kenoza Lake, NY 12750, 2 beds, 2 baths

$395,000

2 beds2 baths1,486 sq ft

5705 State Route 52, Kenoza Lake, NY 12750

Listing by Country House Realty Inc

Property at 5697 State Route 52, Kenoza Lake, NY 12750, 5 beds, 2 baths

$695,000

5 beds2 baths1,800 sq ft

5697 State Route 52, Kenoza Lake, NY 12750

Listing by Country House Realty Inc

Property at 3060 State Route 17b, Cochecton, NY 12726, 4 beds, 3 baths

$699,000

4 beds3 baths2,416 sq ft

3060 State Route 17b, Cochecton, NY 12726

Listing by Joy Romano Realty

Property at 330 Laymon Rd, Bethel, NY 12783, 3 beds, 3 baths

$585,000

3 beds3 baths2,854 sq ft

330 Laymon Rd, Bethel, NY 12783

Listing by Compass Greater NY, LLC

Property at 877 Shandelee Rd, Livingston Manor, NY 12758, 4 beds, 3 baths

$699,000

4 beds3 baths2,500 sq ft

877 Shandelee Rd, Livingston Manor, NY 12758

Listing by Country House Realty Inc

Property at 320 Fulton Hill Rd, Callicoon, NY 12723, 3 beds, 1 bath

$349,000

3 beds1 bath3,914 sq ft

320 Fulton Hill Rd, Callicoon, NY 12723

Listing by Matthew J Freda Real Estate

Property at 150 Bethlehem Rd, Callicoon Center, NY 12724, 3 beds, 3 baths

$1,195,000

3 beds3 baths2,958 sq ft

150 Bethlehem Rd, Callicoon Center, NY 12724

Listing by Land and Water Realty LLC

Property at Hessinger Lare Rd, Youngsville, NY 12791

$299,999

— beds— baths— sq ft

Hessinger Lare Rd, Youngsville, NY 12791

Listing by John J Lease REALTORS Inc

Property at Menges Rd, Youngsville, NY 12791

$329,000

— beds— baths— sq ft

Menges Rd, Youngsville, NY 12791

Listing by Matthew J Freda Real Estate

Property at 53 Menges Rd, Livingston Manor, NY 12758

$60,000

— beds— baths— sq ft

53 Menges Rd, Livingston Manor, NY 12758

Listing by Keller Williams Hudson Valley

Based on information submitted to the MLS GRID as of Thu Jul 24 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Average home prices near Jeffersonville, NY

Cities

Kauneonga Lake homes for sale
$800,000
Hurleyville homes for sale
$307,450
Roscoe homes for sale
$295,000
White Lake homes for sale
$469,000
Callicoon homes for sale
$429,000
Livingston Manor homes for sale
$599,450
Swan Lake homes for sale
$259,450
South Fallsburg homes for sale
$399,000
Loch Sheldrake homes for sale
$250,000
Monticello homes for sale
$370,000
Eldred homes for sale
$215,000
Liberty homes for sale
$269,000
Rock Hill homes for sale
$495,000
Narrowsburg homes for sale
$399,000
Smallwood homes for sale
$279,900

Zip Codes

12748 homes for sale
$489,000

Jeffersonville, NY real estate trends

$162K

Sale price

-43.9%
since last year

$140

Sale $/sq ft

-33.0%
since last year

Under list price

2.1%

Days on market

Down payment

—

Total homes sold

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