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

439 homes

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ABOUT THIS HOME
Vintage Home for sale in Orange County, NY:
Enjoy proximity to local shops, restaurants, parks, and cultural attractions, ensuring you're never far from the action. 2 Family (2 Bedroom 1 Bath & 1 Bedroom 1 Bath), Fully Renovated, Live in one unit and rent the other or use as a true 2 unit investment property. A rare opportunity to purchase a fully rehabilitated investment property in the City of Newburgh. This unique offering isn't going to last, so reach out today to arrange for a tour before its gone.

$299,000

3 beds3 baths1,056 sq ft

55 William St, Newburgh, NY 12550

Fully renovated • Proximity to parks • 2,500 sq ft lot

Listing by Renaissance Realty Cons Group

ABOUT THIS HOME
Vintage Home for sale in Orange County, NY:
Single-family residence featuring 5 bedrooms and 3 bathrooms, completely renovated, situated on a tranquil street with an expansive yard and parking space for 4 vehicles. The property boasts new flooring, windows, doors, and moldings. It has been equipped with a fully updated electrical and heating system, along with a new roof and appliances. The stunning open-concept kitchen is complemented by stainless steel appliances and a generous dining area. There are three updated full-size bathrooms showcasing modern design elements. The upper level includes three bedrooms and a full bathroom, along with a walk-in closet. Ample storage options are available throughout the home, which is filled wit

$389,000

5 beds3 baths2,000 sq ft

25 Mechanic St, Port Jervis, NY 12771

Expansive yard • Walk-in closet • New roof

Listing by ARAO Realty Inc.

ABOUT THIS HOME
Vintage Home for sale in Orange County, NY:
Welcome to 1 Tappan Drive, a charming lakefront home nestled in the Village of South Blooming Grove. This inviting 4-bedroom, 2-bathroom residence offers comfortable living and stunning lake views. The main level provides ample space for relaxation and entertaining, while the finished walk-out basement features a separate unit. Situated on a spacious 0.53-acre lot, this home enjoys central air conditioning, a cozy fireplace, and ample parking and storage with both an attached garage and an additional detached garage for convenience. Experience the best of lakefront living combined with the flexibility of a separate living space at this exceptional South Blooming Grove property!

$899,000

4 beds2.5 baths2,006 sq ft

1 Tappan Dr, Monroe, NY 10950

Separate unit • Ample parking • Spacious lot

Listing by eRealty Advisors, Inc

ABOUT THIS HOME
Vintage Home for sale in Orange County, NY:
An upside potential, value add, fixer upper, single family home. Current layout consists of 4 Bedrooms and 2 Full Bathrooms. This is a great opportunity in the heart of the City of Newburgh, you don't want to miss this one!

$220,000

4 beds2 baths1,009 sq ft

193 Chambers St, Newburgh, NY 12550

1,751 sq ft lot • Built 1900 • Listed 103 days

Listing by Renaissance Realty Cons Group

ABOUT THIS HOME
Vintage Home for sale in Orange County, NY:
Charming 4-Bedroom, 1-bath single-family home offering 1,254 sq feet of living space. This property features a comfortable layout and great potential for personalization. Conveniently located near local amenities, schools, and transportation. This house has a gated driveway for your car on the side of the house. This is a great opportunity for buyers and Investors looking to purchase a home. Schedule your showing today! Offer Accepted 11/4

$260,000

4 beds1.5 baths2,614 sq ft

116 W Parmenter St, Newburgh, NY 12550

2,533 sq ft lot • Built 1900 • Listed 104 days

Listing by Clarke Realty & Associates LLC

Property at 40 King St, Port Jervis, NY 12771, 5 beds, 2 baths

$299,000

5 beds2 baths1,991 sq ft

40 King St, Port Jervis, NY 12771

Listing by RE/MAX Benchmark Realty Group

Property at 52 Beacon St, Newburgh, NY 12550, 3 beds, 2 baths

$329,900

3 beds2 baths2,102 sq ft

52 Beacon St, Newburgh, NY 12550

Listing by HomeSmart Homes & Estates

Property at 120 Ridge Rd, Tuxedo Park, NY 10987, 19 beds, 21 baths

$29,500,000

19 beds21 baths22,400 sq ft

120 Ridge Rd, Tuxedo Park, NY 10987

Listing by Ellis Sotheby's Intl Realty

Property at 23 Highland Ave, Monroe, NY 10950, 3 beds, 1 bath

$429,900

3 beds1 bath1,184 sq ft

23 Highland Ave, Monroe, NY 10950

Listing by Keller Williams Hudson Valley

Property at 64 Balmville Rd, Newburgh, NY 12550, 3 beds, 2 baths

$457,500

3 beds2 baths1,750 sq ft

64 Balmville Rd, Newburgh, NY 12550

Listing by John J Lease REALTORS Inc

Property at 237 Mineral Springs Rd, Highland Mills, NY 10930, 5 beds, 3.5 baths

$975,000

5 beds3.5 baths5,700 sq ft

237 Mineral Springs Rd, Highland Mills, NY 10930

Listing by Greene Realty Group

Property at 20 Benkard Ave, Newburgh, NY 12550, 7 beds, 2 baths

$350,000

7 beds2 baths2,400 sq ft

20 Benkard Ave, Newburgh, NY 12550

Listing by ListWithFreedom.Com

Property at 470 Little Britain Rd, Newburgh, NY 12550, 3 beds, 3 baths

$1,750,000

3 beds3 baths3,155 sq ft

470 Little Britain Rd, Newburgh, NY 12550

Listing by RE/MAX Benchmark Realty Group

Property at 93 Circuit Rd, Tuxedo Park, NY 10987, 4 beds, 3 baths

$1,100,000

4 beds3 baths2,600 sq ft

93 Circuit Rd, Tuxedo Park, NY 10987

Listing by Tuxedo Hudson Realty Corp

Property at 12 Perry Creek Rd, Washingtonville, NY 10992, 5 beds, 4.5 baths

$834,000

5 beds4.5 baths4,051 sq ft

12 Perry Creek Rd, Washingtonville, NY 10992

Listing by RE/MAX Benchmark Realty Group

Property at 58 James Rd, Monroe, NY 10950, 4 beds, 2 baths

$560,000

4 beds2 baths1,721 sq ft

58 James Rd, Monroe, NY 10950

Listing by Keller Williams Hudson Valley

Property at 160 Lander St, Newburgh, NY 12550, 5 beds, 3 baths

$414,900

5 beds3 baths1,658 sq ft

160 Lander St, Newburgh, NY 12550

Listing by HomeSmart Homes & Estates

Property at 24 Jill Rd, Highland Mills, NY 10930, 6 beds, 3.5 baths

$1,950,000

6 beds3.5 baths6,576 sq ft

24 Jill Rd, Highland Mills, NY 10930

Listing by Howard Hanna Rand Realty

Property at 62 Deer Trl S, Greenwood Lake, NY 10925, 3 beds, 2.5 baths

$442,000

3 beds2.5 baths2,022 sq ft

62 Deer Trl S, Greenwood Lake, NY 10925

Listing by HomeSmart Homes & Estates

Property at 55 Clubhouse, Tuxedo Park, NY 10987, 3 beds, 2.5 baths

$1,250,000

3 beds2.5 baths2,192 sq ft

55 Clubhouse, Tuxedo Park, NY 10987

Listing by Tuxedo Park Aff Realty Ltd

Property at 79 W Main St, Port Jervis, NY 12771, 4 beds, 3 baths

$280,000

4 beds3 baths1,985 sq ft

79 W Main St, Port Jervis, NY 12771

Listing by Preferred Properties Real Esta

Property at 866 Pulaski Hwy, Goshen, NY 10924, 2 beds, 1 bath

$260,000

2 beds1 bath660 sq ft

866 Pulaski Hwy, Goshen, NY 10924

Listing by BHG Real Estate Green Team

Property at 5 Mills Ave, Middletown, NY 10940, 3 beds, 1.5 baths

$359,999

3 beds1.5 baths1,160 sq ft

5 Mills Ave, Middletown, NY 10940

Listing by Keller Williams Realty

Property at 91 Carson Ave, Newburgh, NY 12550, 4 beds, 2 baths

$425,000

4 beds2 baths— sq ft

91 Carson Ave, Newburgh, NY 12550

Listing by Keller Williams Hudson Valley

Property at 58 Wawayanda Ave, Middletown, NY 10940, 2 beds, 1 bath

$225,000

2 beds1 bath820 sq ft

58 Wawayanda Ave, Middletown, NY 10940

Listing by Cronin & Company Real Estate

Property at 252 Liberty St, Newburgh, NY 12550, 4 beds, 2 baths

$174,900

4 beds2 baths2,526 sq ft

252 Liberty St, Newburgh, NY 12550

Listing by River Realty Services, Inc.

Property at 60 Grove St, Newburgh, NY 12550

$125,000

— beds— baths— sq ft

60 Grove St, Newburgh, NY 12550

Listing by Howard Hanna Capital Inc

Property at 137 North St, Newburgh, NY 12550, 3 beds, 1.5 baths

$295,000

3 beds1.5 baths1,120 sq ft

137 North St, Newburgh, NY 12550

Listing by K Fortuna Lighthouse Realty

Property at 32 City Ter N, Newburgh, NY 12550, 6 beds, 4 baths

$649,999

6 beds4 baths— sq ft

32 City Ter N, Newburgh, NY 12550

Listing by Exit Realty Connections

Property at 1410 Us Highway 6, Port Jervis, NY 12771, 3 beds, 2 baths

$457,000

3 beds2 baths2,318 sq ft

1410 Us Highway 6, Port Jervis, NY 12771

Listing by Keller Williams Hudson Valley

Property at 29 Church St, Campbell Hall, NY 10916, 3 beds, 1.5 baths

$349,900

3 beds1.5 baths1,092 sq ft

29 Church St, Campbell Hall, NY 10916

Listing by Curasi Realty, Inc.

Property at 57 E Rock Cut Rd, Walden, NY 12586, 3 beds, 2.5 baths

$450,000

3 beds2.5 baths2,428 sq ft

57 E Rock Cut Rd, Walden, NY 12586

Listing by Keller Williams Realty

Property at 107 Orchard St, Walden, NY 12586, 4 beds, 2 baths

$269,000

4 beds2 baths— sq ft

107 Orchard St, Walden, NY 12586

Listing by IBNA Real Estate Group

Property at 37 Lutheran St, Newburgh, NY 12550, 4 beds, 2 baths

$275,000

4 beds2 baths1,666 sq ft

37 Lutheran St, Newburgh, NY 12550

Listing by RE/MAX Benchmark Realty Group

Property at 9 Emboden Ave, Otisville, NY 10963, 2 beds, 1 bath

$360,000

2 beds1 bath1,272 sq ft

9 Emboden Ave, Otisville, NY 10963

Listing by Keller Williams Hudson Valley

Property at 1089 County Rd 12, New Hampton, NY 10958, 4 beds, 2.5 baths

$488,800

4 beds2.5 baths2,200 sq ft

1089 County Rd 12, New Hampton, NY 10958

Listing by BHHS Gross & Jansen

Property at 151 Tuthill Rd, Blooming Grove, NY 10914, 4 beds, 2.5 baths

$739,000

4 beds2.5 baths3,133 sq ft

151 Tuthill Rd, Blooming Grove, NY 10914

Listing by eRealty Advisors, Inc

Property at 9 Woodland Rd, Monroe, NY 10950, 3 beds, 2 baths

$495,000

3 beds2 baths1,744 sq ft

9 Woodland Rd, Monroe, NY 10950

Listing by Exit Realty Venture

Property at 2 Lincoln Ter, Newburgh, NY 12550, 3 beds, 3 baths

$525,000

3 beds3 baths1,564 sq ft

2 Lincoln Ter, Newburgh, NY 12550

Listing by Corcoran Legends Realty

Property at 23 Oak St, Newburgh, NY 12550, 3 beds, 1.5 baths

$385,000

3 beds1.5 baths1,155 sq ft

23 Oak St, Newburgh, NY 12550

Listing by RE/MAX Benchmark Realty Group

Property at 121 Montgomery St, Newburgh, NY 12550, 3 beds, 3 baths

$625,000

3 beds3 baths2,672 sq ft

121 Montgomery St, Newburgh, NY 12550

Listing by ReAttached

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Based on information submitted to the MLS GRID as of Tue Dec 02 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 Orange County

There are currently 439 vintage homes for sale in Orange County at a median listing price of $499K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Orange County stay on the market for 62 days and receive 3 offers. This map is refreshed with the newest listings in Orange County every 15 minutes.

In the past month, 267 homes have been sold in Orange County. In addition to houses in Orange County, there were also 128 condos, 3 townhouses, and 119 multi-family units for sale in Orange County last month. Find your dream home in Orange 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 Orange County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Orange County. If you're looking to sell your home in the Orange County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Orange 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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