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

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ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Welcome to 84 North Road, a charming Cape Cod-style triplex located in the heart of Bloomingburg. This unique investment opportunity offers three units set on over an acre of land, combining space, comfort, and great potential. The property features a brand-new septic system, a rebuilt boiler, and thoughtful updates that make it ready for its next chapter. Perfectly situated next to Route 17 — just 8 miles from Middletown — residents enjoy convenient access to nearby shops, schools, and all that Sullivan County has to offer. This is a new opportunity in a fantastic location that you won’t want to pass up, whether you’re searching for a rental property with consistent

$750,000

4 beds— baths— sq ft

84 North Rd, Bloomingburg, NY 12721

Rebuilt boiler • Over an acre of land • 1.09 acre lot

Listing by MS Realty Group USA, Inc

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Rare Offering: first time on the market in 40 years. Welcome to 48 River Road, a Delaware River-fronting historic home nestled along a charming and quiet road in Barryville, NY with a deeded riverfront beach. This beautifully maintained property offers a unique opportunity to connect with nature, featuring private access to the river, optimal for water activities or simply enjoying the serene views. Bask in the ambiance of small-town life while being surrounded by the rich history and natural beauty that the Upper Delaware River Valley is known for. Ascend the stone steps to discover a c. 1880 home that seamlessly combines interior charm and functionality with an expansive outdoor living ar

$635,000

4 beds1.5 baths2,068 sq ft

48 River Rd, Barryville, NY 12719

Six-person hot tub • Expansive rear deck • Outdoor shower

Listing by Corcoran MH, LLC

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Beautiful farmhouse recently renovated with a lot to offer! The roof and deck are just 8 years old. The exterior is re-painted. Windows are new. New flooring throughout the home. Brand new refrigerator, microwave, vent fan. New center island installed in kitchen. New cabinets in kitchen and bathroom. New recessed lighting throughout. Updated electrical. Located in a quiet hamlet. All furniture is included in the purchase of the home. Close to Bethel Woods and Resort Worlds, Jeffersonville Bake Shop. Accepted offer.

$290,000

3 beds1.5 baths1,688 sq ft

57 Menges Rd, Livingston Manor, NY 12758

New center island • New flooring • New cabinets

Listing by Keller Williams Realty

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Calling all investors and visionaries! This property is a blank canvas awaiting your creative touch. Located in a prime location, this home offers tremendous potential. With renovations and remodeling, this property gives you the unique opportunity to transform it into a masterpiece. Bring your vision and unleash the full potential of this diamond in the rough. Don't miss out on this opportunity!

$99,000

4 beds1 bath2,160 sq ft

60 Cochecton Rd, Cochecton, NY 12726

1.11 acre lot • Built 1860 • Listed 164 days

Listing by Keller Williams Realty

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Perched on a knoll with lots of privacy from neighbors and the road is this well maintained Cape. Enjoy the benefits of Village living as you step into a livingroom with a large picture window for lots of natural light and stone fireplace, followed by a formal diningroom with hardwood floors and nice covered porch for outside dining. Renovated kitchen with new cabinets, granite counters, subway tiled backsplash, apron sink, recessed lighting, and breakfast nook with sliders to the backyard. Down the hall find a first floor bedroom, and full bath along with a home office. Upstairs find three bedrooms with new carpet and an additional full bath. Outside find an asphalt driveway and firepit f

$425,000

4 beds2 baths2,284 sq ft

75 Kingston Ave, Wurtsboro, NY 12790

Breakfast nook • Renovated kitchen • Stone fireplace

Listing by Keller Williams Hudson Valley

Property at 553 Roosa Gap Rd, Bloomingburg, NY 12721, 2 beds, 1 bath

$219,900

2 beds1 bath480 sq ft

553 Roosa Gap Rd, Bloomingburg, NY 12721

Listing by RE/MAX Benchmark Realty Group

Property at 33 Melody Lake Dr, Monticello, NY 12701, 3 beds, 1 bath

$259,000

3 beds1 bath1,612 sq ft

33 Melody Lake Dr, Monticello, NY 12701

Listing by eRealty Advisors, Inc

Property at 1463 Briscoe Rd, Swan Lake, NY 12783, 4 beds, 2 baths

$295,000

4 beds2 baths2,064 sq ft

1463 Briscoe Rd, Swan Lake, NY 12783

Listing by Resort Realty

Property at 253 Harris Bushville Rd, Monticello, NY 12701, 3 beds, 2 baths

$274,999

3 beds2 baths1,540 sq ft

253 Harris Bushville Rd, Monticello, NY 12701

Listing by Curasi Realty, Inc.

Property at 118 Old Roosa Gap Rd, Bloomingburg, NY 12721, 2 beds

$675,000

2 beds— baths— sq ft

118 Old Roosa Gap Rd, Bloomingburg, NY 12721

Listing by Real Estate Circuit Inc

Property at 58 Woodland Way, Bethel, NY 12720, 1 bed, 1 bath

$145,000

1 bed1 bath750 sq ft

58 Woodland Way, Bethel, NY 12720

Listing by Joy Romano Realty

Property at 22 Proctor Rd, Eldred, NY 12732, 9 beds, 5 baths

$1,750,000

9 beds5 baths6,408 sq ft

22 Proctor Rd, Eldred, NY 12732

Listing by Cabins & Canoes Real Estate

Property at 59 Clinton Ave, Monticello, NY 12701, 4 beds, 2 baths

$385,000

4 beds2 baths1,584 sq ft

59 Clinton Ave, Monticello, NY 12701

Listing by Aida Home Realty

Property at 30 First St, Monticello, NY 12701, 2 beds, 1.5 baths

$179,000

2 beds1.5 baths800 sq ft

30 First St, Monticello, NY 12701

Listing by Elliott & Pomeroy Inc

Property at 471 Mountain Rd, Bloomingburg, NY 12721, 2 beds, 1 bath

$309,000

2 beds1 bath1,110 sq ft

471 Mountain Rd, Bloomingburg, NY 12721

Listing by Real Estate Circuit Inc

Property at 171 Winterton Rd, Bloomingburg, NY 12721, 3 beds, 3.5 baths

$5,000,000

3 beds3.5 baths2,535 sq ft

171 Winterton Rd, Bloomingburg, NY 12721

Listing by Rieber Realty Inc

Property at 70 Erie Ave, Narrowsburg, NY 12764, 4 beds, 3 baths

$989,000

4 beds3 baths2,759 sq ft

70 Erie Ave, Narrowsburg, NY 12764

Listing by Country House Realty Inc

Property at 6 Leonardo Rd, Monticello, NY 12701, 3 beds, 1 bath

$249,999

3 beds1 bath1,027 sq ft

6 Leonardo Rd, Monticello, NY 12701

Listing by Keller Williams Realty

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

$130,000

3 beds1 bath1,254 sq ft

5 Washington, Liberty, NY 12754

Listing by Resort Realty

Property at 12 Highview Ave, Callicoon, NY 12723, 5 beds, 2 baths

$579,000

5 beds2 baths2,612 sq ft

12 Highview Ave, Callicoon, NY 12723

Listing by Country House Realty Inc

Property at 9 Hope St, Liberty, NY 12754, 3 beds, 1 bath

$225,000

3 beds1 bath1,111 sq ft

9 Hope St, Liberty, NY 12754

Listing by Barbanti Group

Property at 3 Highland Ave, Monticello, NY 12701, 3 beds, 1 bath

$269,000

3 beds1 bath1,128 sq ft

3 Highland Ave, Monticello, NY 12701

Listing by MS Realty Group USA, Inc

Property at 28-30 Sunrise Trl, Wurtsboro Hills, NY 12790, 2 beds, 1 bath

$250,000

2 beds1 bath1,402 sq ft

28-30 Sunrise Trl, Wurtsboro Hills, NY 12790

Listing by John J Lease REALTORS Inc

Property at 15 Bailey Lake Rd, Kiamesha Lake, NY 12751, 2 beds, 2 baths

$199,900

2 beds2 baths1,327 sq ft

15 Bailey Lake Rd, Kiamesha Lake, NY 12751

Listing by Malek Properties

Property at 71 Keller Ave, Smallwood, NY 12778, 2 beds, 1.5 baths

$254,900

2 beds1.5 baths810 sq ft

71 Keller Ave, Smallwood, NY 12778

Listing by Malek Properties

Property at 73 North Rd, Bloomingburg, NY 12721, 2 beds, 1 bath

$425,000

2 beds1 bath1,476 sq ft

73 North Rd, Bloomingburg, NY 12721

Listing by Real Estate Circuit Inc

Property at 82 Starlight Rd, Monticello, NY 12701, 3 beds, 2 baths

$269,000

3 beds2 baths1,500 sq ft

82 Starlight Rd, Monticello, NY 12701

Listing by Aida Home Realty

Property at 133 Pine St, Wurtsboro, NY 12790, 1 bed, 1 bath

$119,900

1 bed1 bath694 sq ft

133 Pine St, Wurtsboro, NY 12790

Listing by Eichner Realty Group Inc.

Property at 476 Old Route 17, Livingston Manor, NY 12758, 3 beds, 1 bath

$255,000

3 beds1 bath1,800 sq ft

476 Old Route 17, Livingston Manor, NY 12758

Listing by Elliott & Pomeroy Inc

Property at 2182 Old Route 17, Roscoe, NY 12776, 17 beds, 5.5 baths

$1,295,000

17 beds5.5 baths5,775 sq ft

2182 Old Route 17, Roscoe, NY 12776

Listing by Boller Properties

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

$350,000

3 beds2 baths2,080 sq ft

34 Overlook Rd, Woodbourne, NY 12788

Listing by Catskills Home Services

Property at 375 County Road 114, Cochecton, NY 12726, 3 beds, 2 baths

$374,900

3 beds2 baths1,800 sq ft

375 County Road 114, Cochecton, NY 12726

Listing by Land and Water Realty LLC

Property at 111 Delaware Dr, Lackawaxen, PA 18435, 3 beds, 1 bath

$284,900

3 beds1 bath1,241 sq ft

111 Delaware Dr, Lackawaxen, PA 18435

Property at 16 Illing Dr, Woodbourne, NY 12788, 2 beds, 1 bath

$270,000

2 beds1 bath1,028 sq ft

16 Illing Dr, Woodbourne, NY 12788

Listing by Keller Williams Hudson Valley

Property at 271 High Rd, Glen Spey, NY 12737, 3 beds, 2 baths

$429,000

3 beds2 baths2,072 sq ft

271 High Rd, Glen Spey, NY 12737

Listing by Century 21 Geba Realty

Property at 62 Clinton Ave, Monticello, NY 12701, 7 beds, 3 baths

$285,000

7 beds3 baths1,568 sq ft

62 Clinton Ave, Monticello, NY 12701

Listing by Keller Williams Hudson Valley

Property at 46 Lakewood Ave, Monticello, NY 12701, 5 beds, 2.5 baths

$1,650,000

5 beds2.5 baths2,441 sq ft

46 Lakewood Ave, Monticello, NY 12701

Listing by Z Wisdom Realty Inc.

Property at 33 Ann Ln, Mountain Dale, NY 12763, 3 beds, 1.5 baths

$299,000

3 beds1.5 baths1,324 sq ft

33 Ann Ln, Mountain Dale, NY 12763

Listing by Compass Greater NY, LLC

Property at 328 Lakeview Dr, Highland Lake, NY 12743, 4 beds, 2 baths

$340,000

4 beds2 baths1,800 sq ft

328 Lakeview Dr, Highland Lake, NY 12743

Listing by Boller Properties

Property at 12 Broadway #14, Woodridge, NY 12789, 8 beds, 4 baths

$425,000

8 beds4 baths1,565 sq ft

12 Broadway #14, Woodridge, NY 12789

Listing by Rodeo Realty Inc

Property at 5870 State Route 52, Callicoon, NY 12723, 8 beds, 6 baths

$799,000

8 beds6 baths6,052 sq ft

5870 State Route 52, Callicoon, NY 12723

Listing by Matthew J Freda Real Estate

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Based on information submitted to the MLS GRID as of Mon Dec 01 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.

Vintage Homes for Sale in Sullivan County

There are currently 300 vintage homes for sale in Sullivan County at a median listing price of $405K. 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 102 days and receive 1 offers. This map is refreshed with the newest listings in Sullivan County every 15 minutes.

In the past month, 77 homes have been sold in Sullivan County. In addition to houses in Sullivan County, there were also 12 condos, 2 townhouses, and 34 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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