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

311 homes

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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

FOR SALE BY OWNER

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
No soliciting. No interior access is permitted. The property is tenant occupied and the tenant is not to be contacted under any circumstances. Exterior observation only. Please do not knock on the door, ring the bell, leave notices, or otherwise disturb the occupant.

$649,000

3 beds5 baths2,236 sq ft

28 Old Falls Rd, Fallsburg, NY 12733

Built 1958 • Listed 110 days

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Classic Livingston Manor Four Square – Timeless Charm in the Heart of the Catskills Step into a piece of Livingston Manor history with this beautifully maintained Four Square home, where original character and modern-day possibilities come together. Rich in warmth and authenticity, the home retains its original woodwork throughout, showcasing the craftsmanship and charm that are increasingly hard to find and only a short walk to Main Street. For the fly-fishing enthusiast, this location is hard to beat. Just minutes from some of the most celebrated trout waters in the Catskills, you'll have easy access to the legendary Willowemoc and Beaverkill rivers. With its spacious layout, inviti

$374,500

3 beds1.5 baths1,300 sq ft

532 Old Route 17, Livingston Manor, NY 12758

Original wood trim • Natural light • Original woodwork

Listing by Carole Edwards Realty

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Homesteaders Wanted! Have you always dreamed of owning a sustainable homestead where much of what you need is already growing? This extraordinary property in White Sulphur Springs offers the rare opportunity to step into an established, thoughtfully designed micro-farm that's ready to enjoy from day one. Situated on two adjoining parcels, this unique property provides room to grow, explore, and expand. The second parcel is home to an established food forest, while the home parcel features a spacious 4-bedroom, 2-bath residence, a 72-foot greenhouse, two small ponds, and a peaceful babbling brook. Imagine harvesting apples, pears, peaches, plums, pawpaws, berries, nuts, perennial herbs, and

$489,000

4 beds2 baths1,772 sq ft

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

Fruit and nut trees • Solar hot water • Solar power

Listing by Century 21 Geba Realty

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Welcome to 1037 Lakeshore Drive where lake mornings linger a little longer and every season has its own kind of magic. Just steps from the shoreline of White Lake, this thoughtfully renovated four-bedroom, two-bath bungalow offers a refined take on classic upstate lake life. Light pours into the open-concept living and dining space, creating an easy flow for gathering - whether it’s summer dinners after a day on the water or cozy winter weekends tucked inside next to the fireplace. The kitchen and baths have been fully updated with a clean and modern sensibility. A screened-in porch invites slow mornings with coffee and unhurried evenings of al fresco dining; all wrapped in the chirpi

$419,000

4 beds2 baths1,184 sq ft

1037 Lake Shore Dr, White Lake, NY 12786

Screened-in porch • Deeded access • Spacious deck

Listing by Compass Greater NY, LLC

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 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 210 Bible Camp Rd, Bloomingburg, NY 12721, 3 beds, 1.5 baths

$599,900

3 beds1.5 baths2,048 sq ft

210 Bible Camp Rd, Bloomingburg, NY 12721

Listing by Cronin & Company Real Estate

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 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 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 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 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 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 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 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 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 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 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 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 4 Skyview Dr, Liberty, NY 12754, 3 beds, 1.5 baths

$259,000

3 beds1.5 baths1,265 sq ft

4 Skyview Dr, Liberty, NY 12754

Listing by Salz Realty Group

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 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 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 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 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 65 Sarine Rd, Wurtsboro, NY 12790, 3 beds, 2 baths

$650,000

3 beds2 baths1,726 sq ft

65 Sarine Rd, Wurtsboro, NY 12790

Listing by Resort Realty

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 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 105 Cold Spring Rd, Liberty, NY 12754, 3 beds, 2 baths

$369,000

3 beds2 baths1,728 sq ft

105 Cold Spring Rd, Liberty, NY 12754

Listing by Joy Romano 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 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

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 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 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 360 Laurel Ave, Fallsburg, NY 12733, 4 beds, 3 baths

$579,000

4 beds3 baths1,752 sq ft

360 Laurel Ave, Fallsburg, NY 12733

Listing by eRealty Advisors, Inc

Property at 12 Emma St, Liberty, NY 12754, 3 beds, 1.5 baths

$350,000

3 beds1.5 baths1,192 sq ft

12 Emma St, Liberty, NY 12754

Listing by Keller Williams Realty

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 484 N Branch Callicoon Ctr Rd, North Branch, NY 12766, 3 beds, 2.5 baths

$245,000

3 beds2.5 baths1,582 sq ft

484 N Branch Callicoon Ctr Rd, North Branch, NY 12766

Listing by Keller Williams Upstate NY Properties, (607) 431-2540

Property at 52/60 Katrina Falls Rd, Rock Hill, NY 12775, 3 beds, 1 bath

$750,000

3 beds1 bath1,200 sq ft

52/60 Katrina Falls Rd, Rock Hill, NY 12775

Listing by Malek Properties

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Based on information submitted to the MLS GRID as of Thu Oct 08 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 311 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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