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

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ABOUT THIS HOME
Vintage Home for sale in Ulster County, NY:
Welcome to Rifton — a peaceful hamlet just minutes from the vibrant city of Kingston. This charming 4-bedroom, 2-bath Cape Cod-style home offers nearly 1,900 sq. ft. of living space on 3.6 park-like acres with stunning views of Sturgeon Pool. Lovingly maintained by the same family since its construction in 1949, the home exudes warmth, character, and timeless appeal. The first floor features a bright eat-in kitchen, a full bath, a comfortable bedroom, a formal dining room, and a cozy living room with a wood-burning stove. Upstairs, you'll find three additional bedrooms and another full bath, providing ample space for family or guests. Beneath the carpeting, the original hardwood floor

$624,000

4 beds2 baths1,899 sq ft

1748 State Route 213, Ulster Park, NY 12487

Large open room • Garden beds • Private oasis

ABOUT THIS HOME
Vintage Home for sale in Ulster County, NY:
Welcome to Bruyn Estate, an exceptional Hudson Valley compound that brings together historic character and modern comfort across two remarkable homes: a restored 1835 Greek Revival farmhouse on the National Register of Historic Places, and a reimagined Dog-Trot-style log home built from 1850s barn beams. Set on 8.5 acres, the property is steeped in history: in the 1800s, it was a sheep farm that supplied wool garment materials to Brooks Brothers, and in the 1980s, it was owned by the great-grandson of the founder of Singer Sewing Machines. More recently it has been featured on HGTV and the Magnolia Network, and has a successful history as short-term rental and event venue. The property is m

$1,695,000

8 beds7 baths5,118 sq ft

1017 Bruyn Tpke, Pine Bush, NY 12589

Modern comfort • Event venue • 8.5 acres

Listing by Houlihan Lawrence

ABOUT THIS HOME
Vintage Home for sale in Ulster County, NY:
Two-family home in the heart of Kingston! Each unit features two bedrooms and one bath with bright, comfortable living spaces and separate entrances. Large yard perfect for gardening or outdoor fun. Just minutes to Uptown, the waterfront, and all of Kingston's shops, dining, and arts. A great opportunity to live in one unit and rent the other, or add a solid investment to your portfolio.

$369,000

2 beds1 bath2,079 sq ft

51 Henry St, Kingston, NY 12401

Large yard • Waterfront access • Two family home

Listing by Berardi Realty

ABOUT THIS HOME
Vintage Home for sale in Ulster County, NY:
Step back in time with this spacious Victorian home full of original charm and character. Nestled on 41.10 acres of scenic land with mountain views. This property features a detached barn, 2 car garage and a classic summer kitchen. This property offers endless potential for restoration or creative retreat spaces. Inside you will find hardwood floors, birch cabinets with amazing stainless retro cabinet pulls, paired with a mint condition Thermador Wall oven & stovetop. Enjoy morning coffee on the full front porch or relax on the covered back porch overlooking the grounds. While the home retains much of its original detail and craftsmanship, it will need updates and will not qualify for

$599,000

4 beds2 baths2,510 sq ft

340 Vineyard Ave, Highland, NY 12528

Victorian home • 41.10 acres • Detached barn

Listing by Grist Mill Real Estate

ABOUT THIS HOME
Vintage Home for sale in Ulster County, NY:
Welcome to this solid and sweet circa-1890 home, ideally situated in one of Kingston's most exciting neighborhoods. Just a short walk away, you'll find the scenic Kingston Point Park on the Hudson River, as well as the new Hudson Valley Greenway Trail—perfect for walking, hiking, or biking. Step inside through the welcoming front porch and you're immediately greeted by hardwood floors, unpainted original molding, and abundant natural light. The living room flows seamlessly into the dining room, creating an inviting space for relaxing or entertaining. The updated kitchen features all-new Samsung appliances, and the washer and dryer are conveniently located on the back porch. This home

$325,000

2 beds1.5 baths1,061 sq ft

162 North St, Kingston, NY 12401

Natural light • Updated kitchen • Hardwood floors

Property at 269 Orchard Rd, Highland, NY 12528, 3 beds, 1 bath

$575,000

3 beds1 bath2,086 sq ft

269 Orchard Rd, Highland, NY 12528

Listing by VYLLA Home

Property at 179 Hilltop Dr, Hurley, NY 12443, 4 beds, 2.5 baths

$789,000

4 beds2.5 baths3,411 sq ft

179 Hilltop Dr, Hurley, NY 12443

Property at 43 Kobelt Dr, Wallkill, NY 12589, 3 beds, 1.5 baths

$399,900

3 beds1.5 baths1,560 sq ft

43 Kobelt Dr, Wallkill, NY 12589

Listing by Century 21 E & M Williams Rlty

Property at 1201 Bruynswick Rd, Gardiner, NY 12525, 4 beds, 3 baths

$2,300,000

4 beds3 baths3,035 sq ft

1201 Bruynswick Rd, Gardiner, NY 12525

Listing by Hudson Dwellings Realty

Property at 26 Gill St, Kingston, NY 12401, 2 beds, 2 baths

$525,000

2 beds2 baths1,102 sq ft

26 Gill St, Kingston, NY 12401

Listing by eXp Realty

Property at 534 Route 44-55, Highland, NY 12528, 3 beds, 2.5 baths

$399,000

3 beds2.5 baths1,104 sq ft

534 Route 44-55, Highland, NY 12528

$399,000

3 beds2.5 baths1,104 sq ft

534 Route 44 55, Highland, NY 12528

Listing by Four Seasons Sothebys Intl

Property at 18 Hillside Pl, Highland, NY 12528, 2 beds, 1 bath

$219,900

2 beds1 bath1,096 sq ft

18 Hillside Pl, Highland, NY 12528

Listing by River Realty Services, Inc.

Property at 740 N Mountain Rd, Gardiner, NY 12525, 3 beds, 1.5 baths

$499,900

3 beds1.5 baths1,183 sq ft

740 N Mountain Rd, Gardiner, NY 12525

Listing by Hudson Dwellings Realty

Property at 210 Basel Rd, Pine Bush, NY 12566, 2 beds, 1 bath

$299,000

2 beds1 bath1,400 sq ft

210 Basel Rd, Pine Bush, NY 12566

Listing by Cronin & Company Real Estate

Property at 1294 Albany Post Rd, Gardiner, NY 12525, 5 beds, 2.5 baths

$1,900,000

5 beds2.5 baths3,758 sq ft

1294 Albany Post Rd, Gardiner, NY 12525

Listing by Continental Real Estate Group

Property at 121-135 Sportsman Rd, Napanoch, NY 12458, 4 beds, 1.5 baths

$1,290,000

4 beds1.5 baths1,652 sq ft

121-135 Sportsman Rd, Napanoch, NY 12458

Listing by Howard Hanna Rand Realty

Property at 35 Old Route 42, Shandaken, NY 12480, 3 beds, 3 baths

$475,000

3 beds3 baths1,911 sq ft

35 Old Route 42, Shandaken, NY 12480

Property at 333 Canoe Hill Rd, Saugerties, NY 12477, 3 beds, 2 baths

$499,000

3 beds2 baths2,100 sq ft

333 Canoe Hill Rd, Saugerties, NY 12477

Listing by eXp Realty

Property at 12 Marys Ave, Kingston, NY 12401, 3 beds, 1 bath

$475,000

3 beds1 bath1,571 sq ft

12 Marys Ave, Kingston, NY 12401

Property at 139 N Ohioville Rd, New Paltz, NY 12561, 3 beds, 1 bath

$379,000

3 beds1 bath1,456 sq ft

139 N Ohioville Rd, New Paltz, NY 12561

Listing by eXp Realty

Property at 22 Washington Ave, Highland, NY 12528, 4 beds, 1.5 baths

$389,000

4 beds1.5 baths1,458 sq ft

22 Washington Ave, Highland, NY 12528

Listing by Thomas Zengen

Property at 103 Gross St, Kingston, NY 12401, 3 beds, 1 bath

$259,900

3 beds1 bath781 sq ft

103 Gross St, Kingston, NY 12401

Listing by Berardi Realty

Property at 1069 Route 44 55, Clintondale, NY 12515, 2 beds, 1.5 baths

$130,000

2 beds1.5 baths952 sq ft

1069 Route 44 55, Clintondale, NY 12515

Listing by Quinn Realty Group Inc

Property at 6 Smith Ter, Highland, NY 12528, 4 beds, 3 baths

$399,900

4 beds3 baths1,728 sq ft

6 Smith Ter, Highland, NY 12528

Listing by eXp Realty

Property at 144 Hooker St, Kingston, NY 12401, 2 beds, 1 bath

$359,900

2 beds1 bath1,091 sq ft

144 Hooker St, Kingston, NY 12401

Listing by Corcoran Country Living

Property at 172 Main St, Gardiner, NY 12525, 3 beds, 2.5 baths

$410,000

3 beds2.5 baths1,932 sq ft

172 Main St, Gardiner, NY 12525

Listing by Curasi Realty, Inc.

Property at 1568 Route 9W, Marlboro, NY 12542, 2 beds, 2 baths

$550,000

2 beds2 baths1,172 sq ft

1568 Route 9W, Marlboro, NY 12542

Listing by eXp Realty

Property at 5 Lazy Brook Ln, Woodstock, NY 12498, 4 beds, 2.5 baths

$599,000

4 beds2.5 baths2,480 sq ft

5 Lazy Brook Ln, Woodstock, NY 12498

Listing by Halter Associates Realty Inc

Property at 44 Lamb Ave, Saugerties, NY 12477, 3 beds, 1.5 baths

$365,000

3 beds1.5 baths1,183 sq ft

44 Lamb Ave, Saugerties, NY 12477

Listing by Corcoran Country Living

Property at 4494-4496 Route 209 St, Marbletown, NY 12401, 6 beds, 5.5 baths

$1,495,000

6 beds5.5 baths4,436 sq ft

4494-4496 Route 209 St, Marbletown, NY 12401

Property at 4494-4496 Route 209, Accord, NY 12401, 6 beds, 5.5 baths

$1,495,000

6 beds5.5 baths4,436 sq ft

4494-4496 Route 209, Accord, NY 12401

Listing by Coldwell Banker Village Green

Property at 10 Jane St, Saugerties, NY 12477, 1 bed, 2 baths

$529,000

1 bed2 baths1,302 sq ft

10 Jane St, Saugerties, NY 12477

Property at 1250 County Rte 2, Olivebridge, NY 12461, 3 beds, 2 baths

$595,000

3 beds2 baths1,996 sq ft

1250 County Rte 2, Olivebridge, NY 12461

Property at 100 Upper Cherrytown Rd, Kerhonkson, NY 12446, 3 beds, 1 bath

$245,900

3 beds1 bath1,292 sq ft

100 Upper Cherrytown Rd, Kerhonkson, NY 12446

Listing by Keller Williams Hudson Valley

Property at 8 Tannery Brook Rd, Woodstock, NY 12498, 3 beds, 2 baths

$1,200,000

3 beds2 baths2,496 sq ft

8 Tannery Brook Rd, Woodstock, NY 12498

Property at 42 Bona Ventura Ave, Wallkill, NY 12589, 3 beds, 1.5 baths

$379,999

3 beds1.5 baths1,526 sq ft

42 Bona Ventura Ave, Wallkill, NY 12589

Listing by Century 21 E & M Williams Rlty

Property at 2481 Bruynswick Rd, Wallkill, NY 12589, 3 beds, 2 baths

$635,000

3 beds2 baths1,770 sq ft

2481 Bruynswick Rd, Wallkill, NY 12589

Listing by Compass Greater NY, LLC

Property at 55 Lennox Ave, Glenford, NY 12433, 4 beds, 2 baths

$895,000

4 beds2 baths2,572 sq ft

55 Lennox Ave, Glenford, NY 12433

Listing by Compass Greater NY, LLC

Property at 729 Springtown Rd, Tillson, NY 12486, 4 beds, 1.5 baths

$549,000

4 beds1.5 baths2,492 sq ft

729 Springtown Rd, Tillson, NY 12486

Property at 546 Berme Rd Rd, High Falls, NY 12440, 3 beds, 2 baths

$400,000

3 beds2 baths6,608 sq ft

546 Berme Rd Rd, High Falls, NY 12440

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Based on information submitted to the MLS GRID as of Sun Nov 30 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 Ulster County

There are currently 335 vintage homes for sale in Ulster County at a median listing price of $518K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Ulster County stay on the market for 75 days and receive 3 offers. This map is refreshed with the newest listings in Ulster County every 15 minutes.

In the past month, 159 homes have been sold in Ulster County. In addition to houses in Ulster County, there were also 11 condos, 2 townhouses, and 62 multi-family units for sale in Ulster County last month. Find your dream home in Ulster 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 Ulster County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Ulster County. If you're looking to sell your home in the Ulster County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Ulster 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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