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 88 Cold Spring Rd, offering a fully renovated, move-in-ready Cape-style home with low property taxes! This property is loaded with quality details, such as recessed lighting with an optional amber halo effect to create a relaxing atmosphere, quartz countertops, matching stainless steel appliances, and soft-close cabinets. It also features a large kitchen island that flows into a formal dining area and living space, complete with a fireplace. Other great perks include the bedroom and full bath on the main level, as well as a fully converted garage space with exposed beams, vaulted ceilings, and sliding doors that step onto a deck (soon to be stained) overlooking the back yard. Mov

$469,900

3 beds2 baths2,106 sq ft

88 Cold Spring Rd, Liberty, NY 12754

Large kitchen island • Fully renovated • Quartz countertops

Listing by Keller Williams Realty

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Welcome to 56 Sullivan Street, an exciting opportunity to live in the heart of Wurtsboro! A beautiful little town that offers so much. This 3-bedroom, 1-bath home with driveway parking and very low property taxes is just steps from local restaurants, coffee shops, antique stores, a health-conscious market, and more. Needs TLC but is conveniently located near Route 17 and only 90 minutes north of NYC, it offers both accessibility and neighborhood charm with a newer septic system. Call today to schedule your private showing!

$245,000

3 beds1 bath1,380 sq ft

56 Sullivan St, Wurtsboro, NY 12790

Walkable location • 0.28 acre lot • Built 1900

Listing by Keller Williams Realty

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Welcome to 8 Cottage St Ext in Monticello, a fully renovated, income-producing multi-unit property nestled on a quiet cul-de-sac, just minutes from public transportation and shopping. Situated on a generous lot with potential for subdivision, the main house offers two thoughtfully updated units: a spacious 4-bedroom apartment on the first floor and a bright 2-bedroom unit upstairs, both featuring brand-new kitchens, renovated bathrooms, fresh flooring, and quality finishes throughout. A separate cottage features a 1-bedroom unit with existing rental income, adding immediate cash flow. Tenants pay their own electric and heating, keeping ownership costs low. With low taxes, ample land, and a

$440,000

7 beds3 baths1,558 sq ft

8 Cottage Street Ext, Monticello, NY 12701

Fresh flooring • Fully renovated • Renovated bathrooms

Listing by Metrex Realty INC

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Fully Renovated Duplex +1 – Mother/Daughter – Income-Producing in Roscoe, NY! Welcome to this beautifully renovated farmhouse in the heart of Roscoe, NY — famously known as Trout Town USA! This versatile and charming property offers two fully updated 2-bedroom apartments, with one unit featuring an attached bonus 1-bedroom suite complete with its own full kitchen and bathroom — perfect for a mother/daughter setup, private guest quarters, or a potential third income-producing unit (subject to town approval). The home features brand new siding and a new roof, along with spacious, move-in-ready interiors filled with natural light. Inside, you’ll find updated kitc

$399,000

5 beds3 baths2,636 sq ft

162 Rockland Rd, Roscoe, NY 12776

Modern baths • Updated kitchens • Exposed beams

Listing by Joy Romano Realty

ABOUT THIS HOME
Vintage Home for sale in Sullivan County, NY:
Welcome to your dream oasis nestled in the serene landscapes of Monticello, NY! This is a rare opportunity to experience the perfect blend of tranquility & comfort, ideal for both year-round living & seasonal getaways. As you arrive, you’ll be greeted by the picturesque surroundings that your new home offers of a tranquil view of Sackett Lake just a few steps off your backyard deck. The inviting exterior sets the tone for what lies inside—step into a spacious open-concept living area bathed in natural light, perfect for entertaining family & friends or enjoying quiet evenings. The kitchen opens to your dining area & seamlessly flows into the living room,

$300,000

4 beds2 baths1,551 sq ft

483 Sackett Lake Rd, Monticello, NY 12701

7,405 sq ft lot • Built 1940 • Listed 62 days

Listing by Keller Williams Valley Realty

Property at 21 Hammond St, Monticello, NY 12701, 3 beds, 1.5 baths

$365,000

3 beds1.5 baths1,564 sq ft

21 Hammond St, Monticello, NY 12701

Listing by MS Realty Group USA, Inc

Property at 10 Upper Ferndale Rd, Liberty, NY 12754, 3 beds, 1 bath

$169,000

3 beds1 bath1,188 sq ft

10 Upper Ferndale Rd, Liberty, NY 12754

Listing by Barbanti Group

Property at 29 Grand St, Wurtsboro, NY 12790, 3 beds, 1 bath

$279,000

3 beds1 bath1,692 sq ft

29 Grand St, Wurtsboro, NY 12790

Listing by Keller Williams Hudson Valley

Property at 4 Lake St, Bethel, NY 12720, 3 beds, 2.5 baths

$299,000

3 beds2.5 baths2,082 sq ft

4 Lake St, Bethel, NY 12720

Listing by Keller Williams Hudson Valley

Property at 279 Cold Spring Rd, Monticello, NY 12701, 3 beds, 1.5 baths

$299,999

3 beds1.5 baths1,040 sq ft

279 Cold Spring Rd, Monticello, NY 12701

Listing by Keller Williams Realty

Property at 10 Canter Ave, Woodridge, NY 12789, 2 beds, 1 bath

$180,000

2 beds1 bath1,257 sq ft

10 Canter Ave, Woodridge, NY 12789

Listing by Resort Realty

Property at 191 Rose Rd, Woodbourne, NY 12788, 3 beds, 1 bath

$335,000

3 beds1 bath1,488 sq ft

191 Rose Rd, Woodbourne, NY 12788

Listing by Howard Hanna Rand Realty

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

$229,000

4 beds1 bath1,700 sq ft

12 Henderson Rd, Hankins, NY 12741

Listing by Matthew J Freda Real Estate

Property at 410 Main St, Grahamsville, NY 12740, 4 beds, 3 baths

$279,000

4 beds3 baths2,840 sq ft

410 Main St, Grahamsville, NY 12740

Listing by Keller Williams Realty

Property at 109 S Main St, Liberty, NY 12754, 2 beds, 1 bath

$269,000

2 beds1 bath2,688 sq ft

109 S Main St, Liberty, NY 12754

Listing by Pursuit of Happiness Realty

Property at 6658 State Route 52, Lake Huntington, NY 12752, 6 beds, 4.5 baths

$750,000

6 beds4.5 baths2,790 sq ft

6658 State Route 52, Lake Huntington, NY 12752

Listing by Irene Nickolai

Property at 270 Benton Hollow Road, Neversink, NY 12765, 2 beds, 1 bath

$219,900

2 beds1 bath1,326 sq ft

270 Benton Hollow Road, Neversink, NY 12765

Listing by Keller Williams Prestige Prop

Property at 93 Downs Rd, Monticello, NY 12701, 2 beds, 1 bath

$325,000

2 beds1 bath1,453 sq ft

93 Downs Rd, Monticello, NY 12701

Listing by John J Lease REALTORS Inc

Property at 669 Shandelee Rd, Livingston Manor, NY 12758, 3 beds, 2.5 baths

$399,000

3 beds2.5 baths1,896 sq ft

669 Shandelee Rd, Livingston Manor, NY 12758

Listing by Coldwell Banker Timberland Properties, (845) 586-3321

Property at 35 Youngs Hill Rd, Liberty, NY 12754, 4 beds, 2 baths

$279,500

4 beds2 baths1,626 sq ft

35 Youngs Hill Rd, Liberty, NY 12754

Listing by Malek Properties

Property at 24 St Josephs Hill Rd, Forestburgh, NY 12777, 3 beds, 2 baths

$338,580

3 beds2 baths1,243 sq ft

24 St Josephs Hill Rd, Forestburgh, NY 12777

Listing by Keller Williams Legendary

Property at 315 Hurleyville Main St, Hurleyville, NY 12747, 4 beds, 4 baths

$304,000

4 beds4 baths2,640 sq ft

315 Hurleyville Main St, Hurleyville, NY 12747

Listing by Houlihan Lawrence Inc.

Property at 136 Pine St, Wurtsboro, NY 12790, 3 beds, 1 bath

$279,000

3 beds1 bath1,248 sq ft

136 Pine St, Wurtsboro, NY 12790

Listing by Atelier Properties LLC

Property at 27 Maple Trl, Wurtsboro, NY 12790, 2 beds, 4 baths

$389,000

2 beds4 baths2,166 sq ft

27 Maple Trl, Wurtsboro, NY 12790

Listing by Davis R Chant Real Estate Inc.

Property at 669 Mountain Rd, Middletown, NY 10940, 6 beds, 3.5 baths

$669,900

6 beds3.5 baths2,948 sq ft

669 Mountain Rd, Middletown, NY 10940

Listing by Real Estate Circuit Inc

Property at 5948 State Route 52, Kenoza Lake, NY 12750, 3 beds, 2.5 baths

$1,395,000

3 beds2.5 baths2,623 sq ft

5948 State Route 52, Kenoza Lake, NY 12750

Listing by Compass Greater NY, LLC

Property at 40 River St, Livingston Manor, NY 12758, 5 beds, 2 baths

$225,000

5 beds2 baths1,800 sq ft

40 River St, Livingston Manor, NY 12758

Listing by Carole Edwards Realty

Property at 6652 State Route 42, Woodbourne, NY 12788, 3 beds, 2 baths

$625,000

3 beds2 baths2,164 sq ft

6652 State Route 42, Woodbourne, NY 12788

Listing by K. Fortuna Realty, Inc.

Property at 810 Benton Hollow Rd, Woodbourne, NY 12788, 4 beds, 2 baths

$180,000

4 beds2 baths2,048 sq ft

810 Benton Hollow Rd, Woodbourne, NY 12788

Listing by Malek Properties

Property at 29 Kraw St #6, Spring Glen, NY 12483, 1 bed, 1 bath

$45,000

1 bed1 bath400 sq ft

29 Kraw St #6, Spring Glen, NY 12483

Listing by Houlihan Lawrence Inc.

Property at 7 Balsam Dr, Liberty, NY 12754, 4 beds, 1.5 baths

$298,000

4 beds1.5 baths13,504 sq ft

7 Balsam Dr, Liberty, NY 12754

Listing by Real Broker NY LLC

Property at 107 E Thompson Pl, Smallwood, NY 12778, 3 beds, 1.5 baths

$325,000

3 beds1.5 baths1,280 sq ft

107 E Thompson Pl, Smallwood, NY 12778

Listing by Malek Properties

Property at 34 Main St, Livingston Manor, NY 12758, 7 beds, 6 baths

$1,500,000

7 beds6 baths6,040 sq ft

34 Main St, Livingston Manor, NY 12758

Property at 7599 State Route 97, Narrowsburg, NY 12764, 3 beds, 2.5 baths

$309,900

3 beds2.5 baths1,680 sq ft

7599 State Route 97, Narrowsburg, NY 12764

Listing by Eagle Valley Realty

Property at 283 Chestnut St, Liberty, NY 12754, 4 beds, 3 baths

$425,000

4 beds3 baths2,492 sq ft

283 Chestnut St, Liberty, NY 12754

Listing by Keller Williams Hudson Valley

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

$150,000

4 beds2 baths832 sq ft

32 Brookside Dr, Woodbourne, NY 12788

Listing by Resort Realty

Property at 34 Highland Lake Rd, Eldred, NY 12732, 2 beds, 1 bath

$47,500

2 beds1 bath680 sq ft

34 Highland Lake Rd, Eldred, NY 12732

Listing by Narine Realty Corporation

Property at 680 Old Route 17, Livingston Manor, NY 12758, 4 beds, 2 baths

$330,000

4 beds2 baths1,125 sq ft

680 Old Route 17, Livingston Manor, NY 12758

Listing by NexLvl Real Estate Inc.

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

$1,100,000

4 beds2 baths1,914 sq ft

575 Roosa Gap Rd, Bloomingburg, NY 12721

Listing by John J Lease REALTORS Inc

Property at 299-301 Stump Pond Rd, Livingston Manor, NY 12758, 6 beds, 2 baths

$464,500

6 beds2 baths2,174 sq ft

299-301 Stump Pond Rd, Livingston Manor, NY 12758

Listing by Malek Properties

Property at 17 Hammond St, Monticello, NY 12701, 5 beds, 1.5 baths

$349,000

5 beds1.5 baths1,607 sq ft

17 Hammond St, Monticello, NY 12701

Listing by Team W Realty LLC

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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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