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

335 homes

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in Ulster County, NY:
NEW PRICE! Motivated Seller — Bring Your Offers Perched confidently above Kingston's vibrant Rondout District, this classic 1931 three-bedroom home now arrives back on the market with a compelling new price and a clear invitation to buyers who value character, convenience, and instant lifestyle upgrades. Step inside to an open, light-filled first floor wrapped in hardwood floors, clean architectural lines, and a cozy living room anchored by a masonry fireplace—a quiet invitation for winter evenings and good company. The kitchen and dining area flow comfortably for both weekday living and weekend gatherings. Upstairs, three well-proportioned bedrooms and a full bath offer a s

$249,900

3 beds1 bath1,375 sq ft

24 Park St, Kingston, NY 12401

6,534 sq ft lot • Garage • Built 1931

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Ulster County, NY:
Beautifully renovated on a spacious corner lot. Showings begin 12/4.

$599,000

3 beds2.5 baths1,550 sq ft

3 Anna St, Kerhonkson, NY 12446

0.55 acre lot • 2 garage spots • Built 1947

Listing by Compass Greater NY, LLC

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Ulster County, NY:
Nestled in the heart of downtown Kingston, just moments from the vibrant and historic Rondout district, you'll find this 1860 Queen Anne Victorian, a rare opportunity to own a true architectural treasure. It's a true luxury for an in-town property to be set on an oversized, semi-private 1.63 acre lot. The three bedroom, two bath 2663 sq ft home stands proudly with the unmistakable character of its era: stained glass windows, ornate millwork, original hardwood floors, intricate bannisters, and the kind of craftsmanship that simply can't be replicated today. Inside the layout is rich with potential. Sun-filled rooms, high ceilings, French doors and period details create an elegant backdrop re

$629,900

3 beds2 baths2,663 sq ft

156 Hunter St, Kingston, NY 12401

Ornate millwork • Intricate bannisters • 1.63 acre lot

Listing by Howard Hanna Rand Realty

ABOUT THIS HOME
Vintage Home for sale in Ulster County, NY:
Tucked just off the Wallkill Valley Rail Trail in Rosendale, this whimsical 1938 Cape Cod invites you into a world where character and woodland light shape the rhythm of every day. Mature gardens and stretching paths lead to a home that lives on multiple levels—each with its own mood, its own moment. The main floor unfolds softly: a first-floor bedroom and full bath, and a living room washed in natural light, opening to a balcony that over looks the backyard and forest edge. Upstairs, two additional bedrooms—intimate, restful spaces that feel lifted out of a storybook. Downstairs, the home shifts into a more grounded energy. A warm, functional kitchen, dining room with family ro

$415,000

3 beds2 baths1,627 sq ft

18 Mountainview Ave, Rosendale, NY 12472

Flexible nook • Raised beds • Potting shed

Listing by Compass Greater NY, LLC

ABOUT THIS HOME
Vintage Home for sale in Ulster County, NY:
Two family home in historic Midtown Kingston! Move right into one unit and rent the other. Or ideal income producing property for investor. Off street parking for at least two cars, great backyard, partial basement for additional storage and more! Walk to Broadway! Close to the Uptown Stockade district with shops, eateries. Sold as-is. Ofers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. * * Please see agent remarks for access, showing instructions and offer presentation remarks. * *

$280,000

3 beds2 baths1,636 sq ft

29 Henry St, Kingston, NY 12401

5,412 sq ft lot • Garage • Built 1878

Listing by River Realty Services, Inc.

Property at 355 Fosler Rd, Wallkill, NY 12589, 4 beds, 2 baths

$595,000

4 beds2 baths1,664 sq ft

355 Fosler Rd, Wallkill, NY 12589

Listing by Century 21 Full Service Realty

Property at 84 Prospect St, Kingston, NY 12401, 3 beds, 1.5 baths

$429,900

3 beds1.5 baths1,277 sq ft

84 Prospect St, Kingston, NY 12401

Listing by Berardi Realty

Property at 15 John St, Rosendale, NY 12472, 3 beds, 3 baths

$725,000

3 beds3 baths1,536 sq ft

15 John St, Rosendale, NY 12472

Listing by Coldwell Banker Village Green

Property at 30 Pettit Ave, Kingston, NY 12401, 3 beds, 1 bath

$349,900

3 beds1 bath1,352 sq ft

30 Pettit Ave, Kingston, NY 12401

Listing by Berardi Realty

Property at 95-97 Livingston St, Saugerties, NY 12477, 4 beds, 2.5 baths

$525,000

4 beds2.5 baths1,776 sq ft

95-97 Livingston St, Saugerties, NY 12477

Property at 30 Firehouse Rd, Big Indian, NY 12410, 3 beds, 2 baths

$548,000

3 beds2 baths1,800 sq ft

30 Firehouse Rd, Big Indian, NY 12410

Property at 142 New Salem Rd, Kingston, NY 12401, 2 beds, 1 bath

$189,000

2 beds1 bath1,423 sq ft

142 New Salem Rd, Kingston, NY 12401

Property at 5030 State Route 213, Olivebridge, NY 12461, 3 beds, 1 bath

$649,900

3 beds1 bath1,930 sq ft

5030 State Route 213, Olivebridge, NY 12461

Listing by Berardi Realty

Property at 77 Pine St, West Hurley, NY 12491, 2 beds, 1 bath

$324,000

2 beds1 bath1,087 sq ft

77 Pine St, West Hurley, NY 12491

Listing by Howard Hanna Rand Realty

Property at 1054 Columbia St, Kingston, NY 12401, 4 beds, 2.5 baths

$495,000

4 beds2.5 baths2,459 sq ft

1054 Columbia St, Kingston, NY 12401

Listing by Berardi Realty

Property at 19 Nevins St, Ellenville, NY 12428, 2 beds, 1 bath

$318,000

2 beds1 bath1,098 sq ft

19 Nevins St, Ellenville, NY 12428

Listing by RE/MAX Town & Country

Property at 113 Hone St, Kingston, NY 12401, 3 beds

$599,900

3 beds— baths— sq ft

113 Hone St, Kingston, NY 12401

Listing by eXp Realty

Property at 11 Terwilliger Ln, Pine Bush, NY 12566, 3 beds, 1 bath

$299,000

3 beds1 bath1,400 sq ft

11 Terwilliger Ln, Pine Bush, NY 12566

Listing by Teso Realty Corp

Property at 41 W Chester St, Kingston, NY 12401, 3 beds, 1 bath

$389,000

3 beds1 bath1,170 sq ft

41 W Chester St, Kingston, NY 12401

Listing by Clarke Realty & Associates LLC

Property at 361 Albany Ave, Kingston, NY 12401, 3 beds, 2.5 baths

$795,000

3 beds2.5 baths1,952 sq ft

361 Albany Ave, Kingston, NY 12401

Listing by Halter Associates Realty Inc

Property at 37 Pressler Rd, Wallkill, NY 12589, 3 beds, 3 baths

$425,000

3 beds3 baths2,454 sq ft

37 Pressler Rd, Wallkill, NY 12589

Listing by Tactical Realty LLC

Property at 215 Maple Ave, Kerhonkson, NY 12446, 5 beds, 2 baths

$340,900

5 beds2 baths1,920 sq ft

215 Maple Ave, Kerhonkson, NY 12446

Listing by HomeSmart Homes & Estates

Property at 7 Glenwood Dr, Ellenville, NY 12428, 6 beds, 3.5 baths

$339,000

6 beds3.5 baths3,550 sq ft

7 Glenwood Dr, Ellenville, NY 12428

Property at 150 Hasbrouck Ave, Port Ewen, NY 12466, 2 beds, 1.5 baths

$229,900

2 beds1.5 baths1,196 sq ft

150 Hasbrouck Ave, Port Ewen, NY 12466

Property at 7 Halstein Ln, Ulster Park, NY 12487, 3 beds, 2 baths

$349,900

3 beds2 baths1,928 sq ft

7 Halstein Ln, Ulster Park, NY 12487

Listing by Berardi Realty

Property at 4 David St, Ellenville, NY 12428, 3 beds, 2 baths

$325,000

3 beds2 baths1,235 sq ft

4 David St, Ellenville, NY 12428

Property at 44 Wood St, Kingston, NY 12401, 3 beds, 1 bath

$389,000

3 beds1 bath1,580 sq ft

44 Wood St, Kingston, NY 12401

Listing by Corcoran Country Living

Property at 139 Highland, Kingston, NY 12401, 3 beds, 2.5 baths

$799,000

3 beds2.5 baths1,839 sq ft

139 Highland, Kingston, NY 12401

Listing by Compass Greater NY, LLC

Property at 244 Upper Samsonville Rd, Olivebridge, NY 12461, 1 bed, 1 bath

$149,900

1 bed1 bath672 sq ft

244 Upper Samsonville Rd, Olivebridge, NY 12461

Listing by Berardi Realty

Property at 1896 Route 44 55, Modena, NY 12548, 3 beds, 2 baths

$459,900

3 beds2 baths1,884 sq ft

1896 Route 44 55, Modena, NY 12548

Listing by Keller Williams Hudson Valley

Property at 421 Albany Ave, Kingston, NY 12401, 3 beds, 1.5 baths

$385,000

3 beds1.5 baths1,797 sq ft

421 Albany Ave, Kingston, NY 12401

Property at 531 Old Post Rd, New Paltz, NY 12561, 3 beds, 1.5 baths

$499,000

3 beds1.5 baths1,710 sq ft

531 Old Post Rd, New Paltz, NY 12561

Property at 219 Catherine St, Kingston, NY 12401, 4 beds, 1 bath

$179,000

4 beds1 bath1,650 sq ft

219 Catherine St, Kingston, NY 12401

Property at 11 High St, Kingston, NY 12401, 5 beds, 4 baths

$559,999

5 beds4 baths3,189 sq ft

11 High St, Kingston, NY 12401

Listing by R New York

Property at 84 Ulster Ave, Ulster Park, NY 12487, 3 beds, 2 baths

$449,900

3 beds2 baths1,547 sq ft

84 Ulster Ave, Ulster Park, NY 12487

Listing by Berardi Realty

Property at 321 Burnt Meadow Rd, Gardiner, NY 12525, 3 beds, 2.5 baths

$1,250,000

3 beds2.5 baths1,680 sq ft

321 Burnt Meadow Rd, Gardiner, NY 12525

Listing by eXp Realty

Property at 5 Willow Dock Rd, Highland, NY 12528, 2 beds, 2.5 baths

$565,000

2 beds2.5 baths1,364 sq ft

5 Willow Dock Rd, Highland, NY 12528

Listing by Compass Greater NY LLC

Property at 50 Spruce St, Kerhonkson, NY 12446, 3 beds, 1 bath

$305,000

3 beds1 bath1,386 sq ft

50 Spruce St, Kerhonkson, NY 12446

Listing by BHHS Hudson Valley Properties

Property at 1 Penny Pl, Ellenville, NY 12428, 3 beds, 2 baths

$259,000

3 beds2 baths1,377 sq ft

1 Penny Pl, Ellenville, NY 12428

Listing by Keller Williams Hudson Valley

Property at 85 Hone St, Kingston, NY 12401, 2 baths

$750,000

— beds2 baths2,592 sq ft

85 Hone St, Kingston, NY 12401

Property at 139 Linderman Ave, Kingston, NY 12401, 3 beds, 1 bath

$449,900

3 beds1 bath1,166 sq ft

139 Linderman Ave, Kingston, NY 12401

Listing by Berardi Realty

Viewing page 1 of 9

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.

More real estate resources for Ulster County, NY

Nearby Counties

Cities

Nearby Counties with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in Ulster County, NY

How to buy a house in Ulster 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

Why Redfin?

Community Impact

Diversity & Inclusion

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.