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

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3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Ulster County, NY:
This Charming Roosevelt Park Cape is located on a quiet Street in the City of Kingston and surrounded by other lovely homes as well. This location is minutes to all that Kingston has to offer including the Historic Uptown Stockade area, the Downtown Waterfront and the Midtown Art District. Enjoy this Scenic Neighborhood perfect for walking, jogging and biking. There is also Loughran Park nearby for pickleball and play along with a golf course just a couple of blocks over. This home has been well maintained and offers 4 bedrooms, 1.5 baths, an updated kitchen, hardwood floors, insulated replacement windows, 200 amp electric and a stand-alone generator. The lower-level family room has a wood

$395,000

4 beds1.5 baths1,911 sq ft

110 Harding Ave, Kingston, NY 12401

Quiet street • Wet bar • Roosevelt park cape

ABOUT THIS HOME
Vintage Home for sale in Ulster County, NY:
Located in the vibrant hamlet of Tillson, NY, this beautifully renovated two-family home offers the perfect blend of modern convenience and classic charm. Whether you're an investor seeking a turn-key rental property or a buyer looking to live in one unit while renting the other, this home is ready to go—no updates needed, just move right in. Each unit features three generously sized bedrooms and one full bathroom, with sun-drenched living spaces and a thoughtful layout designed for comfort and functionality. Both units have been completely overhauled with brand-new custom kitchens featuring granite countertops, modern cabinetry, and stainless steel appliances. The full bathroom in th

$495,000

6 beds2 baths2,242 sq ft

792 Springtown Rd, Tillson, NY 12486

Clawfoot tub • Granite countertops • Custom kitchens

Listing by Coldwell Banker Village Green

ABOUT THIS HOME
Vintage Home for sale in Ulster County, NY:
3 bedroom home in quiet Kingston neighborhood. Freshly painted inside and out. Updated 200 amp service. Large back yard. Great starter home.

$269,000

3 beds1.5 baths1,337 sq ft

22 Summer St, Kingston, NY 12401

Large back yard • 4,791 sq ft lot • Built 1890

ABOUT THIS HOME
Vintage Home for sale in Ulster County, NY:
Step inside a piece of Hudson Valley history, welcome to The Rifton, a lovingly restored 1870s church nestled in Ulster Park, just minutes from the buzzing upstate hotspot of Kingston. This one-of-a-kind property has captured hearts from around the world, offering a breathtaking escape where history and creativity converge. The soaring 30-foot ceilings of the great room set the stage for an unforgettable experience, framed by exposed beams and the church's original rough-hewn stone walls. A wood-fired open stone firepit anchors the living space, perfect for gathering with loved ones, while glass doors open to a deck that feels like a perch in the treetops. With four bedrooms and four bathro

$1,785,000

4 beds3.5 baths4,946 sq ft

1883 Route 213, Rifton, NY 12471

30 foot ceilings • Deck in the treetops • Clawfoot tub

VIDEO TOUR

ABOUT THIS HOME
Vintage Home for sale in Ulster County, NY:
Stunning 26-acre compound with 2 move-in ready guest cottages, expansive frontage on the Shawangunk Kill, in-ground pool, pond, and views of the Gunks and Mohonk Tower. The main house - a light flooded, spacious 1860's eyebrow colonial, features beautiful & intricate details, open and cozy spaces, new roof, high ceilings, a painting studio, sleeping for ten, and 3 bathrooms. Enjoy inspiring views of the sunrise from the picture window in the kitchen on one side of the house, sunsets over the Gunks and a horse farm on the other, and unobstructed skies for stargazing and daydreaming. The home was lovingly renovated over two decades by the owner, a former interior decorator who brought a

$2,300,000

4 beds3 baths3,035 sq ft

1201 Bruynswick Rd, Gardiner, NY 12525

Pond • 26 acre compound • Views of gunks

Listing by Hudson Dwellings 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 118 Grand St, Kingston, NY 12401, 2 baths

$325,000

— beds2 baths1,264 sq ft

118 Grand St, Kingston, NY 12401

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 190 Leggs Mill Rd, Lake Katrine, NY 12449, 3 beds, 3 baths

$825,000

3 beds3 baths3,213 sq ft

190 Leggs Mill Rd, Lake Katrine, NY 12449

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 11 Echo Hill Rd, Saugerties, NY 12477, 3 beds, 1 bath

$200,500

3 beds1 bath1,540 sq ft

11 Echo Hill Rd, Saugerties, NY 12477

Property at 62 Watson Hollow Rd, West Shokan, NY 12494, 1 bed, 1 bath

$249,000

1 bed1 bath1,100 sq ft

62 Watson Hollow Rd, West Shokan, NY 12494

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 571-575 County Route 2, Accord, NY 12404, 3 beds, 2 baths

$485,000

3 beds2 baths1,304 sq ft

571-575 County Route 2, Accord, NY 12404

Property at 359 Lake Shore Dr, Pine Bush, NY 12566, 2 beds, 1 bath

$199,900

2 beds1 bath504 sq ft

359 Lake Shore Dr, Pine Bush, NY 12566

Listing by Keller Williams Hudson Valley

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 15-17 Tyrone Thomas Ln, Ellenville, NY 12428, 6 beds, 4 baths

$399,000

6 beds4 baths— sq ft

15-17 Tyrone Thomas Ln, Ellenville, NY 12428

Listing by Keller Williams Hudson Valley

Property at 108 Samsonville Rd, Kerhonkson, NY 12446, 2 beds, 1 bath

$329,000

2 beds1 bath1,260 sq ft

108 Samsonville Rd, Kerhonkson, NY 12446

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 4 Clover St, West Hurley, NY 12491, 2 beds, 1 bath

$400,000

2 beds1 bath1,148 sq ft

4 Clover St, West Hurley, NY 12491

Property at 51 Orchard St, Marlboro, NY 12542, 3 beds, 1 bath

$279,000

3 beds1 bath1,152 sq ft

51 Orchard St, Marlboro, NY 12542

Listing by Charles Rutenberg Realty Inc

Property at 340 Upper Boiceville Rd, Olive, NY 12461, 2 beds

$199,000

2 beds— baths1,668 sq ft

340 Upper Boiceville Rd, Olive, NY 12461

Property at 25 Cherry Hill Rd, New Paltz, NY 12561, 3 beds, 2 baths

$530,000

3 beds2 baths2,160 sq ft

25 Cherry Hill Rd, New Paltz, NY 12561

Listing by The Machree Group, LLC

Property at 620 Ulster Landing Rd, Saugerties, NY 12477, 3 beds, 2.5 baths

$695,000

3 beds2.5 baths3,015 sq ft

620 Ulster Landing Rd, Saugerties, NY 12477

Listing by Epique Realty

Property at 857 Route 32, Tillson, NY 12486, 2 beds, 1 bath

$419,999

2 beds1 bath1,052 sq ft

857 Route 32, Tillson, NY 12486

Listing by Win Morrison Realty

Property at 441 N Ohioville Rd, New Paltz, NY 12561, 4 beds, 2 baths

$695,000

4 beds2 baths2,100 sq ft

441 N Ohioville Rd, New Paltz, NY 12561

Listing by Compass Greater NY, LLC

Property at 3076 State Route 28, Shokan, NY 12481, 3 beds, 1.5 baths

$299,000

3 beds1.5 baths2,520 sq ft

3076 State Route 28, Shokan, NY 12481

Listing by Howard Hanna Rand Realty

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 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 230 Mckenley Hollow Rd, Shandaken, NY 12480, 2 beds, 2 baths

$459,000

2 beds2 baths1,337 sq ft

230 Mckenley Hollow Rd, Shandaken, NY 12480

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

Property at 159 Smith Ave, Kingston, NY 12401, 3 beds, 1.5 baths

$499,900

3 beds1.5 baths1,818 sq ft

159 Smith Ave, Kingston, NY 12401

Listing by Berardi Realty

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 442 S Ohioville Rd, New Paltz, NY 12561, 3 beds, 1.5 baths

$769,000

3 beds1.5 baths2,308 sq ft

442 S Ohioville Rd, New Paltz, NY 12561

Listing by eXp Realty

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 37 Roslyn St, Ellenville, NY 12428, 4 beds, 2 baths

$375,000

4 beds2 baths1,688 sq ft

37 Roslyn St, Ellenville, NY 12428

Listing by Keller Williams Hudson Valley

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 23 Maple St, Rifton, NY 12471, 2 beds, 1 bath

$339,900

2 beds1 bath1,238 sq ft

23 Maple St, Rifton, NY 12471

Listing by Howard Hanna Rand Realty

Property at 59 Gill St. St, Kingston, NY 12401, 7 beds

$325,000

7 beds— baths1,518 sq ft

59 Gill St. St, Kingston, NY 12401

Property at 403 W Saugerties Rd, Saugerties, NY 12477, 2 beds, 2 baths

$415,000

2 beds2 baths1,300 sq ft

403 W Saugerties Rd, Saugerties, NY 12477

Listing by The Machree Group, LLC

Property at 230 Mckenley Hollow Rd, Big Indian, NY 12410, 2 beds, 2 baths

$459,000

2 beds2 baths1,337 sq ft

230 Mckenley Hollow Rd, Big Indian, NY 12410

Property at 41 Fair St, Kingston, NY 12401, 3 beds, 2.5 baths

$649,000

3 beds2.5 baths1,672 sq ft

41 Fair St, Kingston, NY 12401

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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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