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

317 homes

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ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
An in-town gem, 71 Oak Street brings together the best of both worlds — a fully reconstructed 2651 sq ft home on a full acre, all within walking distance of everything that makes Narrowsburg one of the most sought-after hamlets in the Upper Delaware River Valley. Step inside to find Hickory hardwood floors running throughout a thoughtful, modern layout. The living room is anchored by a soapstone wood stove imported from Finland, with French doors opening to a back deck — the perfect spot for morning coffee or evening gatherings. The space flows seamlessly into a chef's kitchen equipped with high-end LG Thin Q appliances and a convection stove, where a flexible dining area or hom

$650,000

3 beds3 baths2,651 sq ft

71 Oak St, Narrowsburg, NY 12764

Convection stove • French doors • Soapstone wood stove

Listing by KW Hudson Valley United

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Come take a look at this newly renvated townhouse in Woodland Apartments. Renovations were completed 2/2025. New Floors, Paint, Kitchen along with a beautiful fireplace. The Central Location of this unit to all services and recreation in the Sullivan County Area is unmatched. There is easy access to all the great restaurants and cafe's along Monticello's Broadway. As well as the Sullivan County Governement Center which houses NYS DMV, Social Services, and the Office of The Aging, making this a great location. As you enter this unit there is a half bath to the right across from the Eat in Kitchen that has a passthrough window. The full size laundry room can accommodate full size appliances w

$165,000

3 beds1.5 baths1,464 sq ft

64 Moon Manor Rd #3, Monticello, NY 12701

Master suite • Central location • 2,223 sq ft lot

Listing by Exit Realty First Choice

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Motivated seller! Get ready to fall in love with this charming New England style farmhouse in a most desirable location. Beautifully arranged with plenty of room for entertainment and relaxation this is a real treat. Well-appointed interior with wood floors and warm original details offers space for everyone to spread out and enjoy. The large eat-in kitchen boasts an island and granite counters with cabinets galore and upscale appliances. French doors open to formal living room with gas fireplace, and the cozy formal dining room is just around the corner. Sitting room/ den leads to the glorious sunroom which overlooks the peaceful meadow view. Upstairs offers three bedrooms and full bath wi

$435,000

3 beds3 baths2,592 sq ft

237 Best Rd, Swan Lake, NY 12783

Large eat-in kitchen • Gas fireplace • Upscale appliances

Listing by Malek Properties

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Absolutely Charming Vintage Victorian Farmhouse with Highland Lake Views & Access! Steeped in timeless character and lovingly maintained, this beautiful 1900's home offers the perfect blend of historic charm and modern updates. Relax on the classic rocking chair front porch, complete with original wainscoted ceilings and turned pilasters and take in beautiful views of Highland Lake. Best of all, your deeded lake rights and water access are just a short walk away. Inside, the home boasts original wood floors and vintage details throughout. The main level features a welcoming living room, a formal dining room perfect for entertaining, and a lovely country kitchen, alongside a large, fu

$385,000

2 beds1 bath1,092 sq ft

3 Rennenberg Rd, Highland Lake, NY 12743

Vintage details • Highland lake views • Deeded lake rights

Listing by Century 21 Geba Realty

FOR SALE BY OWNER

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Charming , light, bright, well maintained 3 unit property with lots of history, located in downtown Kauneonga Lake. 3 miles from Bethel Woods Performing Arts Center. Breathtaking lake views. Walk to restaurants and shops. Enjoy over 1 acre of property, both cleared and wooded. Can be used as commercial or residential space. Washer dryer for each unit.

$575,000

5 beds4 baths— sq ft

3568 State Route 55, Swan Lake, NY 12783

3 unit property • Built 1950 • Listed 74 days

Property at 24 Andrew Paye Rd, Pond Eddy, NY 12770, 3 beds, 2 baths

$325,000

3 beds2 baths2,050 sq ft

24 Andrew Paye Rd, Pond Eddy, NY 12770

Listing by KW Hudson Valley United

Property at 00 Gold Dan Rd Unit c, Swan Lake, NY 12783, 3 beds, 2 baths

$165,000

3 beds2 baths1,600 sq ft

00 Gold Dan Rd Unit c, Swan Lake, NY 12783

Listing by Malek Properties

Property at 1037 Lake Shore Dr, White Lake, NY 12786, 4 beds, 2 baths

$419,000

4 beds2 baths1,184 sq ft

1037 Lake Shore Dr, White Lake, NY 12786

Listing by Compass Greater NY, LLC

Property at 530 Sackett Lake Rd, Monticello, NY 12701, 4 beds, 3 baths

$395,000

4 beds3 baths2,452 sq ft

530 Sackett Lake Rd, Monticello, NY 12701

Listing by Resort Realty

Property at 86 Plank Rd, Mongaup Valley, NY 12762, 2 beds, 2 baths

$279,900

2 beds2 baths1,090 sq ft

86 Plank Rd, Mongaup Valley, NY 12762

Listing by River Realty Services, Inc.

Property at 28 Upper Main St, Callicoon, NY 12723, 7 beds, 3 baths

$749,999

7 beds3 baths4,900 sq ft

28 Upper Main St, Callicoon, NY 12723

Listing by BERKSHIRE HATHAWAY

Property at 6310 State Route 42, Woodbourne, NY 12788, 4 beds, 1.5 baths

$399,000

4 beds1.5 baths1,470 sq ft

6310 State Route 42, Woodbourne, NY 12788

Listing by R J Katz Realty

Property at 242 High Rd, Glen Spey, NY 12737, 3 beds, 2 baths

$888,000

3 beds2 baths2,576 sq ft

242 High Rd, Glen Spey, NY 12737

Listing by Payne Team LLC

Property at 223 Yulan-barryville Rd, Barryville, NY 12719, 1 bed, 1 bath

$180,000

1 bed1 bath777 sq ft

223 Yulan-barryville Rd, Barryville, NY 12719

Listing by KW Hudson Valley United

Property at 64 & 68 Mineral Springs Rd, Livingston Manor, NY 12758, 4 beds, 2 baths

$489,000

4 beds2 baths1,772 sq ft

64 & 68 Mineral Springs Rd, Livingston Manor, NY 12758

Listing by Century 21 Geba Realty

Property at 623 Wurtsboro Mtn Rd, Wurtsboro, NY 12790, 3 beds, 2.5 baths

$295,000

3 beds2.5 baths1,288 sq ft

623 Wurtsboro Mtn Rd, Wurtsboro, NY 12790

Listing by Eagle Valley Realty

Property at 77 Rockland Rd, Roscoe, NY 12776, 3 beds, 1.5 baths

$269,000

3 beds1.5 baths1,456 sq ft

77 Rockland Rd, Roscoe, NY 12776

Listing by Land and Water Realty LLC

Property at 3019 Rt 17b, Cochecton, NY 12726, 4 beds, 2 baths

$435,000

4 beds2 baths2,581 sq ft

3019 Rt 17b, Cochecton, NY 12726

Listing by Resort Realty

Property at 12 Henderson Rd, Fremont, NY 12741, 4 beds, 1 bath

$219,000

4 beds1 bath1,700 sq ft

12 Henderson Rd, Fremont, NY 12741

Listing by Matthew J Freda Real Estate

Property at 26 Maple AVE, White Lake, NY 12786, 5 beds, 3 baths

$599,000

5 beds3 baths1,540 sq ft

26 Maple AVE, White Lake, NY 12786

Property at 302 Todd Rd Unit T, Woodbourne, NY 12788, 2 beds, 1 bath

$110,000

2 beds1 bath1,551 sq ft

302 Todd Rd Unit T, Woodbourne, NY 12788

Listing by KW Hudson Valley United

Property at 5 Liberty Pl N, Smallwood, NY 12778, 2 beds, 1.5 baths

$239,000

2 beds1.5 baths676 sq ft

5 Liberty Pl N, Smallwood, NY 12778

Listing by Caroline Akt Realty LLC

Property at 22 Ballard St, Smallwood, NY 12778, 4 beds, 3 baths

$340,000

4 beds3 baths1,560 sq ft

22 Ballard St, Smallwood, NY 12778

Listing by Resort Realty

Property at 34 Overlook Rd, Woodbourne, NY 12788, 3 beds, 2 baths

$337,500

3 beds2 baths2,080 sq ft

34 Overlook Rd, Woodbourne, NY 12788

Listing by Land and Water Realty LLC

Property at 184 Yankee Lake Rd, Wurtsboro, NY 12790, 4 beds, 1.5 baths

$349,900

4 beds1.5 baths1,386 sq ft

184 Yankee Lake Rd, Wurtsboro, NY 12790

Listing by J. Morreale, LTD

Property at 194 Canal Rd, Wurtsboro, NY 12790, 4 beds, 2 baths

$699,900

4 beds2 baths1,688 sq ft

194 Canal Rd, Wurtsboro, NY 12790

Listing by J. Morreale, LTD

Property at 1193 South Rd, Wurtsboro, NY 12790, 2 beds, 1 bath

$449,000

2 beds1 bath1,120 sq ft

1193 South Rd, Wurtsboro, NY 12790

Listing by Stepping Stone Realty

Property at 48-50 Horseshoe Lake Rd, Kauneonga Lake, NY 12749, 6 beds, 5 baths

$599,000

6 beds5 baths3,400 sq ft

48-50 Horseshoe Lake Rd, Kauneonga Lake, NY 12749

Listing by Catskills Home Services

Property at 14 Hankins Church St, Hankins, NY 12741, 0.5 baths

$152,000

Studio0.5 baths1,489 sq ft

14 Hankins Church St, Hankins, NY 12741

Listing by Eagle Valley Realty

Property at 179 W Mohican Trl, Glen Spey, NY 12737, 1 bed, 1 bath

$269,000

1 bed1 bath576 sq ft

179 W Mohican Trl, Glen Spey, NY 12737

Listing by Century 21 Geba Realty

Property at 1 Hammond St, Monticello, NY 12701, 3 beds, 1.5 baths

$325,000

3 beds1.5 baths1,575 sq ft

1 Hammond St, Monticello, NY 12701

Listing by Resort Realty

Property at 628 Lake Shore Dr, Smallwood, NY 12778, 3 beds, 1.5 baths

$399,000

3 beds1.5 baths1,234 sq ft

628 Lake Shore Dr, Smallwood, NY 12778

Listing by Malek Properties

Property at 5 Washington, Liberty, NY 12754, 3 beds, 1 bath

$110,000

3 beds1 bath1,254 sq ft

5 Washington, Liberty, NY 12754

Listing by Resort Realty

Property at 91 Old Hankins Rd, Callicoon, NY 12723, 6 beds, 4 baths

$1,300,000

6 beds4 baths4,080 sq ft

91 Old Hankins Rd, Callicoon, NY 12723

Listing by Country House Realty Inc

Property at 11 Highview Ave, Callicoon, NY 12723, 5 beds, 1.5 baths

$379,000

5 beds1.5 baths2,536 sq ft

11 Highview Ave, Callicoon, NY 12723

Listing by Matthew J Freda Real Estate

Property at 3565 State Route 55, Bethel, NY 12720, 3 beds, 2.5 baths

$873,000

3 beds2.5 baths2,108 sq ft

3565 State Route 55, Bethel, NY 12720

Listing by Malek Properties

Property at 31 Cottage St, Monticello, NY 12701, 4 beds, 2 baths

$425,000

4 beds2 baths— sq ft

31 Cottage St, Monticello, NY 12701

Listing by Resort Realty

Property at 2182 County Road 17, Roscoe, NY 12776, 15 beds, 5 baths

$899,000

15 beds5 baths10,926 sq ft

2182 County Road 17, Roscoe, NY 12776

Listing by Boller Properties

Property at 286 Dingle Daisy Rd, Monticello, NY 12701, 2 beds, 1 bath

$299,000

2 beds1 bath1,190 sq ft

286 Dingle Daisy Rd, Monticello, NY 12701

Listing by Joy Romano Realty

Property at 32 Brookside Dr, Neversink, NY 12788, 4 beds, 2 baths

$145,000

4 beds2 baths832 sq ft

32 Brookside Dr, Neversink, NY 12788

Listing by Resort Realty

Property at 24 N Mohican Trl, Smallwood, NY 12778, 2 beds, 1 bath

$155,000

2 beds1 bath672 sq ft

24 N Mohican Trl, Smallwood, NY 12778

Listing by Malek Properties

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Based on information submitted to the MLS GRID as of Tue Oct 13 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 317 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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