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

337 homes

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OPEN SUN, 4PM TO 6PM

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Light the fire on the first cold night and you will not want to leave the living room. It runs up to a pine cathedral ceiling, and the firelight goes right up the walls with it. There is a blower on the insert, so the heat gets pushed out into the rest of the house. Keep a fire going through the winter and your oil bill drops. When it warms up you will live outside. Just over half an acre running along the side of the house and around the back, fenced the whole way and level the whole way, with room for whatever you want to put in it. The dog can be out all afternoon and you never have to think about it. Put the garden where the sun is best. This is where the birthdays happen, and the cooko

$259,900

2 beds2 baths1,257 sq ft

49 Maple Trl, Wurtsboro, NY 12790

Fenced yard • Alcove office • Glass doors to yard

Listing by KW Hudson Valley United

NEW 9 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Renovated Smallwood home features 4 bedrooms and 1 full bath is year-round and move-in ready. On the first level is a sun porch, living room, 2 bedrooms w/ closets, 1 full bath, and the kitchen with mud room out to the backyard. On the second level is 2 bedrooms w/ closets and extra closet space in hallway for a possible 1/2 bath or make the second level a huge primary suite. New eat-in kitchen with stainless steel appliances and butcher block countertops, new bathroom with tiled shower, new luxury vinyl plank flooring in common spaces and new carpet in the 4 bedrooms and stairs to second level. New oil furnace, oil tank, chimney cap, PEX plumbing, outdoor electric connection, electrical ou

$299,000

4 beds1 bath1,170 sq ft

240 Sgt Andrew Brucher Rd, Smallwood, NY 12778

Spacious yard • Sun porch • New eat-in kitchen

Listing by Malek Properties

NEW 9 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
There’s something truly special about an old farmhouse the character, the craftsmanship, the warmth, and the feeling that it has been part of the landscape for generations. Built in 1890 and set on 4.43 beautiful acres, this charming farmhouse is a wonderful example of country living with timeless appeal. From the moment you arrive, the immaculate grounds and classic farmhouse setting immediately draw you in. The covered front porch, reached by beautiful bluestone steps, is the perfect place to sit with your morning coffee, enjoy a quiet afternoon, or take in the peaceful surroundings. A small bluestone area adds another charming outdoor space without taking away from the natural beau

$888,000

3 beds2 baths2,576 sq ft

242 High Rd, Glen Spey, NY 12737

Covered front porch • Bluestone steps • Wood floors

Listing by Payne Team LLC

OPEN SUN, 11AM TO 12:30PM

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Affordable Living in the hamlet of Loch Sheldrake! Welcome to this spacious four-bedroom home conveniently located near Loch Sheldrake in the heart of Sullivan County. Offering a flexible layout with two bedrooms on the main level and two additional bedrooms upstairs, the home provides plenty of space for a variety of needs. Recent improvements include a large new kitchen and new flooring, giving the interior a fresh, updated feel while leaving plenty of opportunity to make the home your own. The central Sullivan County location puts you within easy reach of the area's shopping, dining, recreation, and entertainment. Enjoy nearby golf courses, Morningside Park, Hanofee Park, and Walnut Mou

$265,000

4 beds2 baths1,208 sq ft

55 Hasbrouck A Rd, Hurleyville, NY 12747

Walnut mountain park • Nearby golf courses • Morningside park

Listing by Catskills Home Services

COMING SOONFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
5 Roosa Ave offers a beautifully maintained 2 bedroom home with spacious grounds in sought-after neighborhood. Includes bright living area, convenient dinette, a finished basement with two full baths and extra space that works for whatever you need. Everything well kept and in excellent condition, ready for its next owner. Currently tenant occupied with a lease till March 2027 and $2100 monthly income . Book your tour today! Make this yours!

$260,000

2 beds2 baths648 sq ft

5 Roosa Ave, Monticello, NY 12701

4,100 sq ft lot • Garage • Built 1950

Listing by MS Realty Group USA, Inc

Property at 30 Beach, Glen Spey, NY 12737, 2 beds, 1 bath

$329,900

2 beds1 bath1,103 sq ft

30 Beach, Glen Spey, NY 12737

Listing by Century 21 Geba Realty

Property at 370 Starlight Rd, Monticello, NY 12701, 2 beds, 1.5 baths

$399,900

2 beds1.5 baths1,080 sq ft

370 Starlight Rd, Monticello, NY 12701

Listing by KW Hudson Valley United

Property at 201 County Road 114, Cochecton, NY 12726, 4 beds, 2 baths

$329,000

4 beds2 baths2,688 sq ft

201 County Road 114, Cochecton, NY 12726

Listing by Matthew J Freda Real Estate

Property at 3426 State Route 97, Barryville, NY 12719, 2 beds, 1 bath

$145,600

2 beds1 bath1,440 sq ft

3426 State Route 97, Barryville, NY 12719

Listing by REALHome Services & Solutions

Property at 67 North Rd, Bloomingburg, NY 12721, 5 beds, 3 baths

$495,000

5 beds3 baths1,624 sq ft

67 North Rd, Bloomingburg, NY 12721

Listing by MK Realty Inc

Property at 10 Stag Forest Rd, Forestburgh, NY 12777, 2 beds, 2 baths

$399,900

2 beds2 baths1,130 sq ft

10 Stag Forest Rd, Forestburgh, NY 12777

Listing by KW Hudson Valley United

Property at 317 Chestnut St, Liberty, NY 12754, 4 beds, 1.5 baths

$215,000

4 beds1.5 baths1,444 sq ft

317 Chestnut St, Liberty, NY 12754

Listing by KW Hudson Valley North

Property at 286 S Main St, Liberty, NY 12754, 3 beds, 1 bath

$215,000

3 beds1 bath1,040 sq ft

286 S Main St, Liberty, NY 12754

Listing by Howard Hanna Rand Realty

Property at 1023 Lake Shore Dr, White Lake, NY 12786, 2 beds, 1.5 baths

$599,900

2 beds1.5 baths1,008 sq ft

1023 Lake Shore Dr, White Lake, NY 12786

Listing by J. Morreale, LTD

Property at 21 Hans Fischer Rd, Bethel, NY 12726, 4 beds, 1.5 baths

$879,000

4 beds1.5 baths1,592 sq ft

21 Hans Fischer Rd, Bethel, NY 12726

Listing by BERKSHIRE HATHAWAY

Property at 19 & 25 Finch St, Livingston Manor, NY 12758, 6 beds, 2.5 baths

$365,000

6 beds2.5 baths2,450 sq ft

19 & 25 Finch St, Livingston Manor, NY 12758

Listing by Carole Edwards Realty

Property at 2790-2794 Cty Rte 55, Bethel, NY 12720, 13 beds, 6 baths

$1,100,000

13 beds6 baths4,158 sq ft

2790-2794 Cty Rte 55, Bethel, NY 12720

Listing by KW Hudson Valley United

Property at 22 Downy Trl, Wurtsboro, NY 12790, 2 beds, 1 bath

$339,000

2 beds1 bath992 sq ft

22 Downy Trl, Wurtsboro, NY 12790

Listing by Serhant LLC

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

$499,999

2 beds1 bath800 sq ft

13 Park Ln, Fallsburg, NY 12763

Listing by Joseph Baratta Company Realty

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

$100,000

3 beds1 bath988 sq ft

20 Maple Trl, Wurtsboro, NY 12790

Listing by Keller Williams Realty

Property at 169 Main St, Livingston Manor, NY 12758, 2 beds, 1 bath

$220,000

2 beds1 bath1,811 sq ft

169 Main St, Livingston Manor, NY 12758

Listing by Hart & Johnson Realty

Property at 8 Norris Dr, Swan Lake, NY 12783, 4 beds, 2 baths

$227,000

4 beds2 baths2,118 sq ft

8 Norris Dr, Swan Lake, NY 12783

Listing by Keller Williams Realty

Property at 6721 State Route 52, Cochecton, NY 12752, 3 beds, 2 baths

$875,000

3 beds2 baths1,660 sq ft

6721 State Route 52, Cochecton, NY 12752

Listing by EXP Realty

Property at 17 Nightingale Trl E, Wurtsboro, NY 12790, 3 beds, 1.5 baths

$415,000

3 beds1.5 baths2,098 sq ft

17 Nightingale Trl E, Wurtsboro, NY 12790

Listing by HVG Realty, Inc.

Property at 504 Winterton Rd, Bloomingburg, NY 12721, 5 beds, 3 baths

$499,000

5 beds3 baths4,500 sq ft

504 Winterton Rd, Bloomingburg, NY 12721

Property at 432 County Road 95, Obernburg, NY 12767, 3 beds, 2 baths

$279,000

3 beds2 baths2,142 sq ft

432 County Road 95, Obernburg, NY 12767

Listing by Matthew J Freda Real Estate

Property at 607 Happy Ave, Swan Lake, NY 12783, 2 beds, 1 bath

$279,900

2 beds1 bath1,303 sq ft

607 Happy Ave, Swan Lake, NY 12783

Listing by Malek Properties

Property at 213 Mountaindale Rd, Woodridge, NY 12789, 4 beds, 1.5 baths

$319,900

4 beds1.5 baths2,200 sq ft

213 Mountaindale Rd, Woodridge, NY 12789

Listing by Keller Williams Realty

Property at 6197 State Route 42, Fallsburg, NY 12788, 3 beds, 2 baths

$348,900

3 beds2 baths2,400 sq ft

6197 State Route 42, Fallsburg, NY 12788

Listing by KW Hudson Valley United

Property at 5 Riverside Dr, Roscoe, NY 12776, 3 beds, 2 baths

$325,000

3 beds2 baths1,650 sq ft

5 Riverside Dr, Roscoe, NY 12776

Listing by Elliott & Pomeroy Inc

Property at 183 White Rd, Glen Spey, NY 12737, 3 beds, 2 baths

$399,000

3 beds2 baths1,529 sq ft

183 White Rd, Glen Spey, NY 12737

Listing by Trademarko Realty Inc

Property at 51 Shandelee Lake Rd, Livingston Manor, NY 12758, 4 beds, 2 baths

$359,000

4 beds2 baths1,975 sq ft

51 Shandelee Lake Rd, Livingston Manor, NY 12758

Listing by Carole Edwards Realty

Property at 68 Main St, Livingston Manor, NY 12758, 5 beds, 2 baths

$849,000

5 beds2 baths2,975 sq ft

68 Main St, Livingston Manor, NY 12758

Property at 5030 State Route 52, Jeffersonville, NY 12748, 3 beds, 1.5 baths

$289,000

3 beds1.5 baths1,492 sq ft

5030 State Route 52, Jeffersonville, NY 12748

Listing by Compass Greater NY, LLC

Property at 1048 Old Liberty Rd, Monticello, NY 12701, 3 beds, 1 bath

$235,000

3 beds1 bath1,080 sq ft

1048 Old Liberty Rd, Monticello, NY 12701

Listing by KW Hudson Valley United

Property at 71 Oak St, Narrowsburg, NY 12764, 3 beds, 3 baths

$650,000

3 beds3 baths2,651 sq ft

71 Oak St, Narrowsburg, NY 12764

Listing by KW Hudson Valley United

Property at 32 Casey Ln, Wurtsboro, NY 12790, 2 beds, 1 bath

$299,000

2 beds1 bath780 sq ft

32 Casey Ln, Wurtsboro, NY 12790

Listing by Stepping Stone Realty

Property at 3 Rennenberg Rd, Highland Lake, NY 12743, 2 beds, 1 bath

$385,000

2 beds1 bath1,092 sq ft

3 Rennenberg Rd, Highland Lake, NY 12743

Listing by Century 21 Geba Realty

Property at 412 Old Monticello Rd, Liberty, NY 12754, 3 beds, 2.5 baths

$459,000

3 beds2.5 baths1,424 sq ft

412 Old Monticello Rd, Liberty, NY 12754

Listing by Catskills Home Services

Property at 5-7 Summer St, Wurtsboro, NY 12790, 4 beds, 2 baths

$159,000

4 beds2 baths1,414 sq ft

5-7 Summer St, Wurtsboro, NY 12790

Listing by Curasi Realty, Inc.

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Based on information submitted to the MLS GRID as of Fri Aug 28 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 337 vintage homes for sale in Sullivan County at a median listing price of $399K. 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 109 days and receive 1 offers. This map is refreshed with the newest listings in Sullivan County every 15 minutes.

In the past month, 73 homes have been sold in Sullivan County. In addition to houses in Sullivan County, there were also 14 condos, 2 townhouses, and 40 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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