Vintage homes for sale & real estate in Sullivan County, NY

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NEW 17 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Turnkey Catskills Country Living — Fully Renovated & Comes Fully Furnished on 3.37 Acres! Welcome to 289 Miller Road in Callicoon, NY, where classic country charm meets stylish modern living. Set on 3.37 beautifully landscaped acres with picturesque country views, this thoughtfully remodeled 1960 ranch offers 1,652 square feet of heated living space, 3 bedrooms, 1.5 baths, and a warm, inviting atmosphere. Best of all, the home comes fully furnished and turnkey—just bring your suitcase and settle into the Catskills lifestyle! Step inside to discover an open-concept living, dining, and kitchen area designed for easy living and entertaining. Wide-plank hickory wood floors bri

$549,000

3 beds1.5 baths1,652 sq ft

289 Miller Rd, Callicoon, NY 12723

Cultivated backyard • Fully renovated • Landscaped acres

Listing by KW Hudson Valley United

FOR SALE BY OWNER

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Corner property On a dead-end rd. . Nice quiet back yard. A 5min. Walk to town That has restaurants, grocery store, gas station, pharmacy, bakery & all you need & An Excellent school District, All within walking distance.

$333,999

3 beds2 baths1,176 sq ft

4 Eggler Rd, Jeffersonville, NY 12748

Walk to town • Quiet back yard • Corner property

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Discover the perfect blend of Modern comfort, rustic charm, and the tranquiity of the Catskill lifestyle This Charming 3-bedroom, 1-bath home is brimming with exceptional craftsmanship, timeless character, and one-of-a-kind details. Custom woodwork, thoughtful updates, and impressive stonework create a warm, inviting atmosphere where every room tells a story. Beyond the main residence, a detached guesthouse expands the possibilities—ideal for a home office, creative art studio, hobby haven, guest accommodations, or peaceful private retreat. Rich in personality and beautifully versatile, this special property blends classic charm with everyday functionality and flexible living options

$325,000

3 beds1 bath1,200 sq ft

2 Hazelwood Rd, Wurtsboro, NY 12790

Guest accommodations • Detached guesthouse • Creative art studio

Listing by J C Realty International Inc.

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
STUNNING, NEWLY RENOVATED 3-BEDROOM HOME! Beautifully Renovated & Move-In Ready! Welcome to this beautifully renovated home featuring 3 spacious bedrooms, 2 bathrooms, and a finished attic! Perfectly situated on a peaceful, quiet dead-end street, this home offers comfort, privacy, and modern upgrades. Property Highlights: Beautifully renovated throughout 3 bedrooms and 2 full bathrooms Finished attic offering valuable additional living space Brand-new electrical panel Located on a quiet dead-end street Peaceful setting with added privacy relaxation space! A beautiful home with modern updates, extra space, and a fantastic location—an opportunity you don't want to mis

$299,000

3 beds2 baths960 sq ft

5 Highland Ave, Monticello, NY 12701

Quiet dead end • Renovated house • 0.23 acre lot

Listing by MS Realty Group USA, Inc

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Welcome to this charming home, nestled on a picturesque 1+ acre in Eldred, NY. Thoughtfully designed to make the most of its footprint, this inviting home offers comfort, character, and everything you need to enjoy country living. The main floor features a spacious, sun-filled living room with beautiful wood details that add warmth and character, along with hardwood floors throughout. A charming nook, currently used as a dining area, could easily serve as a home office or cozy reading corner. The spacious eat-in kitchen offers abundant cabinetry, stainless steel appliances, built-in shelving, and plenty of countertop space for meal preparation. Three nicely sized bedrooms and a large, updat

$299,000

3 beds1 bath1,176 sq ft

181 Eldred Yulan Rd, Eldred, NY 12732

Screened-in porch • Ample deck • Private yard

Listing by Caroline Akt Realty LLC

Property at 235 Hankins, Roscoe, NY 12776, 4 beds, 2.5 baths

$825,000

4 beds2.5 baths2,284 sq ft

235 Hankins, Roscoe, NY 12776

Listing by Anatole House LLC

Property at 3821 State Route 52, Youngsville, NY 12791, 5 beds, 1 bath

$379,000

5 beds1 bath1,649 sq ft

3821 State Route 52, Youngsville, NY 12791

Listing by Keller Williams Hudson Valley

Property at 376 Cypert Rd, Woodbourne, NY 12788, 9 beds, 4 baths

$535,000

9 beds4 baths3,008 sq ft

376 Cypert Rd, Woodbourne, NY 12788

Property at 95 Fremont St, Callicoon, NY 12723, 10 beds, 3 baths

$999,000

10 beds3 baths3,252 sq ft

95 Fremont St, Callicoon, NY 12723

Listing by Anatole House LLC

Property at 4929 State Route 52, Jeffersonville, NY 12748, 3 beds, 1 bath

$389,000

3 beds1 bath1,014 sq ft

4929 State Route 52, Jeffersonville, NY 12748

Listing by Catskills Home Services

Property at 5371 State Route 42, South Fallsburg, NY 12779, 3 beds, 4 baths

$1,050,000

3 beds4 baths1,736 sq ft

5371 State Route 42, South Fallsburg, NY 12779

Listing by Keller Williams Valley Realty

Property at 2758 State Route 42, Forestburgh, NY 12777, 3 beds, 3 baths

$1,595,000

3 beds3 baths3,000 sq ft

2758 State Route 42, Forestburgh, NY 12777

Listing by Gibson E McKean Inc

Property at 2861 River Rd, Damascus, PA 18415, 2 beds, 0.5 baths

$349,000

2 beds0.5 baths673 sq ft

2861 River Rd, Damascus, PA 18415

Property at 59 Laurel Trl, Wurtsboro, NY 12790, 2 beds, 1 bath

$80,000

2 beds1 bath917 sq ft

59 Laurel Trl, Wurtsboro, NY 12790

Listing by KW Hudson Valley United

Property at 2051 Beach Lake Hwy Unit 2051 Beach Lake HWY., Beach Lake, PA 18405, 3 beds, 3 baths

$385,000

3 beds3 baths3,360 sq ft

2051 Beach Lake Hwy Unit 2051 Beach Lake HWY., Beach Lake, PA 18405

Property at 54 Devany Rd, Ferndale, NY 12734, 2 beds, 2 baths

$335,000

2 beds2 baths1,393 sq ft

54 Devany Rd, Ferndale, NY 12734

Listing by Country House Realty Inc

Property at 371 Grooville Rd, Livingston Manor, NY 12758, 2 beds, 2 baths

$699,000

2 beds2 baths1,215 sq ft

371 Grooville Rd, Livingston Manor, NY 12758

Listing by Anatole House LLC

Property at 23 Mccune Pl, Wurtsboro, NY 12790, 2 beds, 1 bath

$175,000

2 beds1 bath1,148 sq ft

23 Mccune Pl, Wurtsboro, NY 12790

Listing by RE/MAX Benchmark Realty Group

Property at 53 Yorktown Rd, Roscoe, NY 12776, 4 beds, 1.5 baths

$299,000

4 beds1.5 baths1,524 sq ft

53 Yorktown Rd, Roscoe, NY 12776

Listing by Joy Romano Realty

Property at 56 Columbia Dr, Hurleyville, NY 12747, 3 beds, 2 baths

$329,000

3 beds2 baths1,956 sq ft

56 Columbia Dr, Hurleyville, NY 12747

Listing by Carole Edwards Realty

Property at 945 Old Route 17, Livingston Manor, NY 12758, 2 beds, 2 baths

$475,000

2 beds2 baths1,238 sq ft

945 Old Route 17, Livingston Manor, NY 12758

Listing by Elliott & Pomeroy Inc

Property at 140 Midway Rd, Livingston Manor, NY 12758, 4 beds, 2.5 baths

$409,000

4 beds2.5 baths2,300 sq ft

140 Midway Rd, Livingston Manor, NY 12758

Listing by NexLvl Real Estate Inc.

Property at 708 Burlingham Rd, Pine Bush, NY 12566, 4 beds, 2.5 baths

$399,000

4 beds2.5 baths2,058 sq ft

708 Burlingham Rd, Pine Bush, NY 12566

Listing by Curasi Realty, Inc.

Property at 24 Wolf Lake Rd, Rock Hill, NY 12775, 3 beds, 2 baths

$434,995

3 beds2 baths1,716 sq ft

24 Wolf Lake Rd, Rock Hill, NY 12775

Listing by RE/MAX Distinguished Hms.&Prop

Property at 152 Flagstone Rd, Shohola, PA 18458, 6 beds

$59,900

6 beds— baths990 sq ft

152 Flagstone Rd, Shohola, PA 18458

Property at 64 Katrina Falls Rd, Rock Hill, NY 12775, 3 beds, 1 bath

$245,000

3 beds1 bath1,048 sq ft

64 Katrina Falls Rd, Rock Hill, NY 12775

Property at 29 Hammerhead Trl, Wurtsboro, NY 12790, 1 bed, 1 bath

$97,020

1 bed1 bath652 sq ft

29 Hammerhead Trl, Wurtsboro, NY 12790

Listing by River Realty Services, Inc.

Property at 89 Minisink Trl, Glen Spey, NY 12737, 2 beds, 1 bath

$129,900

2 beds1 bath1,006 sq ft

89 Minisink Trl, Glen Spey, NY 12737

Listing by Payne Team LLC

Property at 16 Church Rd, Livingston Manor, NY 12758, 3 beds, 1 bath

$235,000

3 beds1 bath1,380 sq ft

16 Church Rd, Livingston Manor, NY 12758

Listing by Resort Realty

Property at 13 Kinney Rd, Long Eddy, NY 12760, 4 beds, 1 bath

$199,000

4 beds1 bath1,080 sq ft

13 Kinney Rd, Long Eddy, NY 12760

Listing by Matthew J Freda Real Estate

Property at 274 Crowley Rd, Roscoe, NY 12776, 4 beds, 1.5 baths

$775,000

4 beds1.5 baths1,560 sq ft

274 Crowley Rd, Roscoe, NY 12776

Listing by Land and Water Realty LLC

Property at 2 Hickory Ln Unit RD19, Narrowsburg, NY 12764, 3 beds, 1.5 baths

$389,000

3 beds1.5 baths1,920 sq ft

2 Hickory Ln Unit RD19, Narrowsburg, NY 12764

Listing by Callicoon Real Estate LLC

Property at 130 Bushville Swan Lake Rd, Ferndale, NY 12734, 3 beds, 1.5 baths

$240,000

3 beds1.5 baths1,278 sq ft

130 Bushville Swan Lake Rd, Ferndale, NY 12734

Listing by The Maxx Group LLC

Property at 119 Katrina Falls Rd, Rock Hill, NY 12775, 4 beds, 2 baths

$420,000

4 beds2 baths1,836 sq ft

119 Katrina Falls Rd, Rock Hill, NY 12775

Listing by Elliott & Pomeroy Inc

Property at 6 County Route 121, Callicoon, NY 12723, 5 beds, 2 baths

$339,000

5 beds2 baths2,688 sq ft

6 County Route 121, Callicoon, NY 12723

Listing by Diane C. Butler

Property at 519 Route 164, Callicoon, NY 12723, 4 beds, 2 baths

$596,500

4 beds2 baths2,048 sq ft

519 Route 164, Callicoon, NY 12723

Listing by Compass Greater NY, LLC

Property at 290 County Route 56, Wurtsboro, NY 12790, 2 beds, 1 bath

$375,000

2 beds1 bath720 sq ft

290 County Route 56, Wurtsboro, NY 12790

Listing by Curasi Realty, Inc.

Property at 463 River Rd, Woodridge, NY 12789, 10 beds, 3 baths

$899,900

10 beds3 baths3,239 sq ft

463 River Rd, Woodridge, NY 12789

Listing by Rieber Realty Inc

Property at 783 Skipperene Rd, Cochecton Center, NY 12726, 1 bed, 1.5 baths

$179,000

1 bed1.5 baths2,364 sq ft

783 Skipperene Rd, Cochecton Center, NY 12726

Listing by Cabins & Canoes Real Estate

Property at 5 Maple Ave, Jeffersonville, NY 12748, 4 beds, 3 baths

$325,000

4 beds3 baths1,856 sq ft

5 Maple Ave, Jeffersonville, NY 12748

Property at 20 Maple Trl, Wurtsboro, NY 12790, 3 beds, 1 bath

$92,500

3 beds1 bath988 sq ft

20 Maple Trl, Wurtsboro, NY 12790

Listing by Keller Williams Realty

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Based on information submitted to the MLS GRID as of Mon Oct 12 2026. 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.

Vintage Homes for Sale in Sullivan County

There are currently 313 vintage homes for sale in Sullivan County at a median listing price of $425K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Sullivan County stay on the market for 105 days and receive 1 offers. This map is refreshed with the newest listings in Sullivan County every 15 minutes.

In the past month, 75 homes have been sold in Sullivan County. In addition to houses in Sullivan County, there were also 12 condos, 2 townhouses, and 29 multi-family units for sale in Sullivan County last month. Find your dream home in Sullivan County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Sullivan County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Sullivan County. If you're looking to sell your home in the Sullivan County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Sullivan County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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