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

312 homes

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Welcome this home 67 Main St , a beautiful 2 Family, a great invesment property, nestled in the quaint district of Sullivan County in the city of Bloomingburg, NY. This charming Perfect house, that have been updated from top to bottom. The heart of the home features a stunning kitchen equipped with sleek cabinetry granite counters and premium finishes, complemented by -new flooring that flows through the bright, open layout. Every bathroom has been refreshed with modern toilets and fixtures, ensuring a clean and polished aesthetic throughout. Whether you are looking for a private guest wing or a comfortable space for extended family, this home provides a turnkey solution where every detail&

$490,000

2 beds1 bath1,650 sq ft

67 Main St, Bloomingburg, NY 12721

Renovated toilet • Bright sunroom • Airy porch

Listing by eRealty Advisors, Inc

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Motivated Sellers bring all reasonable offers . . . . Updated home, hardwood floors, move in ready. The property SBL#23.1-5.1 has a single family home on it, - two additional Lots are available SBL#23.1-5.2 this lot has a mobile home on it that needs to be replaced & SBL#23.-1-3.2 vacant lot. The two additional Lots are together for an additional $125,000. Please do not disturb the Home Owners please call Real Estate Agents. Thank you

$368,500

2 beds1 bath1,100 sq ft

174 Rock Ridge Ave, Monticello, NY 12701

0.38 acre lot • 4 parking spots • Built 1945

Listing by R J Katz Realty

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Majestic Grand Lady from days gone past. Started life as a 20 room boarding house, 1 bdrm guest house & dairy farm & in the 1960's the main building was turned into 5 apartments, 1-2 bdrm, 1 studio, 1 efficiency & 2- 1 bdrm. Also 9 bedrooms on the third floor but there is no heat or plumbing on that floor. Scenic views abound on the 47+ acre farm with over 30 acres of fertile pasture land, apple orchard, pond potential, 4 wells, springs. Dependable tenants some there almost 20 years. Extra 1.7 acre lot with productive well included. Taxes reflect Star & Agricultural exemptions. Recent upgrades- new 99% efficient Riello furnace, hot water heater, some electric upgrade

$825,000

7 beds6 baths— sq ft

354 E Hill Rd, Jeffersonville, NY 12748

4 wells • Productive well • Pond potential

Listing by Resort Realty

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Live and Work, this place is set up for both -Prime Commercial/Industrial Investment Opportunity – Nearly 4 Usable Acres on Future I-86, with an additional 2 acres on the other side of the interstate, offering a good location for a future billboard opportunity. Attention investors and entrepreneurs: seize this rare opportunity to own nearly 6 acres in total of commercially zoned land with unbeatable visibility and strategic positioning. This property is situated directly on Route 17—soon to be redesignated as Interstate 86—and offers exceptional accessibility, perfectly positioned between both Route 17 and Old Route 17. Just under a mile from the highway entrance and less

$414,500

3 beds1 bath850 sq ft

1132 Old Route 17, Ferndale, NY 12734

Level terrain • Expansive layout • 3.96 acre lot

Listing by The Maxx Group LLC

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Newly renovated buglaw style home for you to love. This three-bedroom, 1-bath house is move-in ready. Impeccable hardwood floors throughout. New kitchen and stainless steel appliances. A completely full basement adds extra space. Located on a hidden corner offering privacy, the backyard has amazing possibilities. Also includes a fantastic shed for storage or a workshop. Easy access to 97 and State Route 94. Easy and quick 5-minute drive to downtown Callicoon. Close to Jeffersonville, Narrowburg, and Bethel.

$395,000

3 beds1 bath916 sq ft

20 Hankins Rd, Fremont Center, NY 12736

9,250 sq ft lot • Parking • Built 1924

Listing by KW Hudson Valley United

Property at 15 Pearl St, Livingston Manor, NY 12758, 4 beds, 3 baths

$294,400

4 beds3 baths2,496 sq ft

15 Pearl St, Livingston Manor, NY 12758

Listing by The Maxx Group LLC

Property at 6222 State Route 42, Fallsburg, NY 12733, 2 beds, 2 baths

$425,000

2 beds2 baths1,845 sq ft

6222 State Route 42, Fallsburg, NY 12733

Listing by Hudson Valley Realty & Busines

Property at 28 Martin Ln, Mongaup Valley, NY 12762, 6 beds, 2.5 baths

$944,500

6 beds2.5 baths2,813 sq ft

28 Martin Ln, Mongaup Valley, NY 12762

Property at 575 Roosa Gap Rd, Bloomingburg, NY 12721, 4 beds, 2 baths

$950,000

4 beds2 baths1,914 sq ft

575 Roosa Gap Rd, Bloomingburg, NY 12721

Listing by Hudson Premium Realty

Property at 275-277 State Route 17b, Monticello, NY 12701, 5 beds, 2 baths

$649,900

5 beds2 baths2,128 sq ft

275-277 State Route 17b, Monticello, NY 12701

Listing by Malek Properties

Property at 3624 State Route 55, Kauneonga Lake, NY 12720, 2 beds, 1 bath

$435,000

2 beds1 bath1,248 sq ft

3624 State Route 55, Kauneonga Lake, NY 12720

Listing by Malek Properties

Property at 23 Diane Blvd, Woodridge, NY 12789, 5 beds, 3 baths

$750,000

5 beds3 baths1,329 sq ft

23 Diane Blvd, Woodridge, NY 12789

Listing by Malek Properties

Property at 114 Levine Rd, Monticello, NY 12701, 5 beds, 3 baths

$1,899,000

5 beds3 baths4,094 sq ft

114 Levine Rd, Monticello, NY 12701

Listing by The Maxx Group LLC

Property at 180 Yulan Barryville Rd, Barryville, NY 12719, 4 beds, 3 baths

$989,000

4 beds3 baths2,643 sq ft

180 Yulan Barryville Rd, Barryville, NY 12719

Listing by Caroline Akt Realty LLC

Property at 28 Martin Ln, Mongaup Valley, NY 12762, 4 beds, 1.5 baths

$944,500

4 beds1.5 baths1,833 sq ft

28 Martin Ln, Mongaup Valley, NY 12762

Listing by Malek Properties

Property at 59 Lanahan Rd, Monticello, NY 12701

$950,000

Land6.04 acres (lot)

59 Lanahan Rd, Monticello, NY 12701

Listing by Malek Properties

Property at 130 Dyker Rd, North Branch, NY 12766, 4 beds, 2 baths

$300,000

Land20.39 acres (lot)

130 Dyker Rd, North Branch, NY 12766

Listing by Hart & Johnson Realty

Property at 122 Jaketown Rd, Swan Lake, NY 12783, 3 beds, 2 baths

$3,399,000

Land172.20 acres (lot)

122 Jaketown Rd, Swan Lake, NY 12783

Listing by Howard Hanna Rand Realty

Property at 56 Lake St, Fallsburg, NY 12779, 6 beds, 3 baths

$589,000

Land0.31 acre (lot)

56 Lake St, Fallsburg, NY 12779

Listing by eRealty Advisors, Inc

Property at Lot 20.8 Airport Rd, Eldred, NY 12732, 1 bed, 1 bath

$98,000

Land1.98 acres (lot)

Lot 20.8 Airport Rd, Eldred, NY 12732

Listing by Century 21 Geba Realty

Property at 237 Shawanga Lodge Rd, Bloomingburg, NY 12721, 2 beds

$89,000

Land6.90 acres (lot)

237 Shawanga Lodge Rd, Bloomingburg, NY 12721

Listing by KW Hudson Valley United

Property at 378 Gregory Rd, Monticello, NY 12701, 3 beds, 1 bath

$1,895,000

Land119.15 acres (lot)

378 Gregory Rd, Monticello, NY 12701

Listing by Howard Hanna Rand Realty

Property at 461 Lackawaxen Rd, Lackawaxen, PA 18435

$266,000

Land8.39 acres (lot)

461 Lackawaxen Rd, Lackawaxen, PA 18435

Property at 174 Dingle Daisy Rd, Monticello, NY 12701, 2 beds, 1 bath

$1,600,000

Land210.00 acres (lot)

174 Dingle Daisy Rd, Monticello, NY 12701

Listing by Rieber Realty Inc

Property at Lot 18 Horseshoe Lake Road And State Route 55, Kauneonga Lake, NY 12720, 3 beds, 1.5 baths

$595,000

Land0.74 acre (lot)

Lot 18 Horseshoe Lake Road And State Route 55, Kauneonga Lake, NY 12720

Listing by Malek Properties

Viewing page 8 of 8

Based on information submitted to the MLS GRID as of Fri Oct 09 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 312 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.

More real estate resources for Sullivan County, NY

Nearby Counties

Cities

Nearby Counties with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in Sullivan County, NY

How to buy a house in Sullivan County, NY

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in New York

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.