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

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ABOUT THIS HOME
Vintage Home for sale in Orange County, NY:
Welcome home to this charming 3 bedroom, 2 bath residence perfectly situated on a quiet cul-de-sac in one of the area's most desirable and commuter friendly locations. Offering the ideal blend of comfort, convenience and outdoor enjoyment, this wonderful home is ready for its next owner. Step inside to discover warm hardwood floors and crown molding that add character and charm throughout the home. The kitchen is equipped with sleek black stainless appliances and offers ample cabinetry. One of the home's standout features is the walkout basement, which provides approximately 700 square feet of additional living space ready to be customized to suit your needs. Whether you envision a family r

$389,000

3 beds2 baths1,062 sq ft

63 Orchard Hill Rd, Middletown, NY 10940

Cul-de-sac location • Walkout basement • Level yard

Listing by Realty Promotions Inc

NEW 2 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Orange County, NY:
INVESTOR OPPORTUNITY IN NEWBURGH! Bring your vision and renovation plans to this multifamily property with excellent potential for an owner-occupant or investor. The property offers a chance to renovate, reconfigure, and create value in a sought-after Hudson Valley market. Conveniently located near local amenities, shopping, dining, transportation, and major roadways. Ideal for buyers looking for a value-add project with long-term potential. Property is being sold in its current condition. Buyer to perform their own due diligence regarding zoning, permitted uses, renovations, and rental potential. Cash or renovation financing may be appropriate.

$209,900

Studio3 baths— sq ft

94 Overlook Pl, Newburgh, NY 12550

Multifamily property • Value-add project • Local amenities

Listing by 1st Independent Realty Grp

NEW 2 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Orange County, NY:
INVESTOR OPPORTUNITY IN NEWBURGH! Bring your vision and renovation plans to this multifamily property with excellent potential for an owner-occupant or investor. The property offers a chance to renovate, reconfigure, and create value in a sought-after Hudson Valley market. Conveniently located near local amenities, shopping, dining, transportation, and major roadways. Ideal for buyers looking for a value-add project with long-term potential. Property is being sold in its current condition. Buyer to perform their own due diligence regarding zoning, permitted uses, renovations, and rental potential. Cash or renovation financing may be appropriate.

$209,900

Studio3 baths— sq ft

96 Overlook Pl, Newburgh, NY 12550

Multifamily property • Value-add project • Local amenities

Listing by 1st Independent Realty Grp

NEW 4 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Orange County, NY:
Classic Cape. Completely Reimagined. New to market, this beautifully and thoughtfully renovated Cape pairs storybook charm with the ease of a home that has been completely redone from top to bottom. Set on a welcoming community street close to shops, schools, playgrounds and everyday conveniences, this is truly move-in-ready living. Behind its classic exterior is a fresh, modern interior following an extensive renovation that included major upgrades to the heating, central air, plumbing, electrical and roofing. The home features an oversized primary suite with a private full bath, two additional bedrooms and another beautifully finished full bath. The modern eat-in kitchen offers a comforta

$475,000

3 beds2 baths1,456 sq ft

3 Hilltop Dr, New Windsor, NY 12553

Modern interior • Extensive renovation • Major upgrades

Listing by Corcoran Country Living

NEW 5 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Orange County, NY:
Welcome to 6 Ursa Ave, a charming 1945 home nestled in the desirable Greenwood Lake community. This three-bedroom, two-bathroom residence spans 1,920 square feet across three levels, offering thoughtfully designed spaces that blend classic character with modern updates. The main floor centers on a bright, open-concept living area featuring teal-accented walls, hardwood flooring, and a stone fireplace that anchors the living room. The kitchen boasts wooden cabinetry, stainless steel appliances, and ample natural light from oversized windows. A dining area with modern fixtures connects seamlessly to the kitchen, while a bedroom and full bathroom complete this level, providing flexible living

$725,000

4 beds2 baths1,920 sq ft

6 Ursa Ave, Greenwood Lake, NY 10925

Above ground pool • Wooden cabinetry • Finished basement

Listing by Locqube New York, Inc.

Property at 1 Rocky Ln, New Windsor, NY 12553, 3 beds, 1.5 baths

$370,000

3 beds1.5 baths1,296 sq ft

1 Rocky Ln, New Windsor, NY 12553

Listing by eXp Realty

Property at 271 W Main St, Port Jervis, NY 12771, 3 beds, 2.5 baths

$500,000

3 beds2.5 baths2,258 sq ft

271 W Main St, Port Jervis, NY 12771

Listing by Orange West Realty

Property at 160 Ann St, Newburgh, NY 12550

$219,000

Studio— baths3,792 sq ft

160 Ann St, Newburgh, NY 12550

Listing by River Realty Services, Inc.

Property at 8 Crescent Ave, Warwick, NY 10990, 3 beds, 1 bath

$449,900

3 beds1 bath1,240 sq ft

8 Crescent Ave, Warwick, NY 10990

Listing by Keller Williams Realty

Property at 15 Breezy Knoll Dr, Newburgh, NY 12550, 3 beds, 1 bath

$459,954

3 beds1 bath1,778 sq ft

15 Breezy Knoll Dr, Newburgh, NY 12550

Listing by Your Move Matters LLC

Property at 35 High St, Unionville, NY 10988, 2 beds, 1 bath

$299,000

2 beds1 bath940 sq ft

35 High St, Unionville, NY 10988

Listing by Howard Hanna Rand Realty

Property at 159 Wawayanda Ave, Middletown, NY 10940, 3 beds, 2 baths

$425,000

3 beds2 baths1,352 sq ft

159 Wawayanda Ave, Middletown, NY 10940

Listing by Cronin & Company Real Estate

Property at 1040 St Hwy 211 W, Middletown, NY 10940, 3 beds, 2 baths

$399,999

3 beds2 baths960 sq ft

1040 St Hwy 211 W, Middletown, NY 10940

Listing by Keller Williams Realty

Property at 1 Timberly Dr, Goshen, NY 10924, 5 beds, 3 baths

$599,900

5 beds3 baths1,848 sq ft

1 Timberly Dr, Goshen, NY 10924

Listing by Absolute Real Estate of NY Inc

Property at 11 Overlook Dr, Warwick, NY 10990, 2 beds, 1 bath

$475,000

2 beds1 bath1,064 sq ft

11 Overlook Dr, Warwick, NY 10990

Listing by Howard Hanna Rand Realty

Property at 164 Greenwich Ave, Goshen, NY 10924, 4 beds, 2.5 baths

$579,000

4 beds2.5 baths3,140 sq ft

164 Greenwich Ave, Goshen, NY 10924

Listing by Keller Williams Realty

Property at 108 Orchard St, Walden, NY 12586, 3 beds, 2 baths

$456,000

3 beds2 baths1,860 sq ft

108 Orchard St, Walden, NY 12586

Listing by Cronin & Company Real Estate

Property at 27 Poplar Rd, Otisville, NY 10963, 2 beds, 1 bath

$99,900

2 beds1 bath676 sq ft

27 Poplar Rd, Otisville, NY 10963

Listing by River Realty Services, Inc.

Property at 200 Mt Orange Rd, Middletown, NY 10940, 4 beds, 3.5 baths

$475,000

4 beds3.5 baths3,432 sq ft

200 Mt Orange Rd, Middletown, NY 10940

Listing by Hudson Valley Griffith

Property at 30 Flemming Dr, Newburgh, NY 12550, 3 beds, 1.5 baths

$325,000

3 beds1.5 baths1,009 sq ft

30 Flemming Dr, Newburgh, NY 12550

Listing by KW MidHudson

Property at 8 Keystone Park, Middletown, NY 10940, 3 beds, 1 bath

$399,000

3 beds1 bath912 sq ft

8 Keystone Park, Middletown, NY 10940

Listing by Cronin & Company Real Estate

Property at 4 Harding St, Middletown, NY 10940, 4 beds, 2 baths

$299,900

4 beds2 baths1,416 sq ft

4 Harding St, Middletown, NY 10940

Listing by KW Hudson Valley United

Property at 25 Oreco Ter, Monroe, NY 10950, 3 beds, 1.5 baths

$385,000

3 beds1.5 baths882 sq ft

25 Oreco Ter, Monroe, NY 10950

Listing by Terrie OConnor

Property at 209 Gidney Ave, Newburgh, NY 12550, 4 beds, 1 bath

$375,000

4 beds1 bath1,936 sq ft

209 Gidney Ave, Newburgh, NY 12550

Listing by The Kinderhook Group, Inc.

Property at 291 1st St, Newburgh, NY 12550, 3 beds, 2 baths

$279,999

3 beds2 baths1,248 sq ft

291 1st St, Newburgh, NY 12550

Listing by Howard Hanna Rand Realty

Property at 22 Sunrise Hts, Goshen, NY 10924, 3 beds, 2 baths

$429,000

3 beds2 baths1,288 sq ft

22 Sunrise Hts, Goshen, NY 10924

Listing by Hudson Valley Griffith

Property at 180 N Church St, Goshen, NY 10924, 3 beds, 2 baths

$655,000

3 beds2 baths2,653 sq ft

180 N Church St, Goshen, NY 10924

Listing by Keller Williams Realty

Property at 8 Acorn Dr, Montgomery, NY 12586, 4 beds, 3 baths

$675,000

4 beds3 baths3,062 sq ft

8 Acorn Dr, Montgomery, NY 12586

Listing by Call it Closed Intl. Realty

Property at 58 Iron Mountain Rd, Warwick, NY 10990, 5 beds, 3 baths

$674,000

5 beds3 baths2,402 sq ft

58 Iron Mountain Rd, Warwick, NY 10990

Listing by Keller Williams Realty

Property at 2 Garden Ter, Goshen, NY 10924, 3 beds, 2 baths

$499,000

3 beds2 baths1,634 sq ft

2 Garden Ter, Goshen, NY 10924

Listing by Wansor Realty

Property at 57 Osseo Park Rd, Monroe, NY 10950, 3 beds, 1 bath

$398,500

3 beds1 bath1,136 sq ft

57 Osseo Park Rd, Monroe, NY 10950

Listing by Weichert Realtors

Property at 23 Powder Mill Rd, Newburgh, NY 12550, 4 beds, 2 baths

$425,000

4 beds2 baths1,504 sq ft

23 Powder Mill Rd, Newburgh, NY 12550

Listing by Keller Williams Realty

Property at 395 US Route 209, Huguenot, NY 12746, 3 beds, 4 baths

$398,000

3 beds4 baths2,728 sq ft

395 US Route 209, Huguenot, NY 12746

Listing by Panorama Realty

Property at 210 W Main St, Port Jervis, NY 12771, 4 beds, 3 baths

$479,000

4 beds3 baths2,264 sq ft

210 W Main St, Port Jervis, NY 12771

Listing by Century 21 Geba Realty

Property at 15 15 City Ter, Newburgh, NY 12550, 6 beds, 3 baths

$475,000

6 beds3 baths2,612 sq ft

15 15 City Ter, Newburgh, NY 12550

Listing by Four Seasons Realty Group

Property at 22 Seybolt Ave, Otisville, NY 10963, 2 beds, 1 bath

$315,000

2 beds1 bath864 sq ft

22 Seybolt Ave, Otisville, NY 10963

Listing by Q Home Sales

Property at 120 Jersey Ave, Port Jervis, NY 12771, 4 beds, 2.5 baths

$399,000

4 beds2.5 baths3,294 sq ft

120 Jersey Ave, Port Jervis, NY 12771

Listing by KW Hudson Valley United

Property at 13 Fostoria St, Highland Falls, NY 10928, 3 beds, 3 baths

$595,000

3 beds3 baths2,258 sq ft

13 Fostoria St, Highland Falls, NY 10928

Listing by Howard Hanna Rand Realty

Property at 3 Ridge Ave, Port Jervis, NY 12771, 3 baths

$459,000

Studio3 baths2,706 sq ft

3 Ridge Ave, Port Jervis, NY 12771

Listing by Howard Hanna Rand Realty

Property at 215 Maple Ave, Pine Bush, NY 12566, 12 beds, 7 baths

$1,200,000

12 beds7 baths7,458 sq ft

215 Maple Ave, Pine Bush, NY 12566

Listing by Keller Williams Realty

Property at 39 Church St #17, Port Jervis, NY 12771, 2 beds, 1 bath

$155,000

2 beds1 bath912 sq ft

39 Church St #17, Port Jervis, NY 12771

Listing by KW Hudson Valley United

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Based on information submitted to the MLS GRID as of Fri Oct 02 2026. 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 509 vintage homes for sale in Orange County at a median listing price of $515K. 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 2 offers. This map is refreshed with the newest listings in Orange County every 15 minutes.

In the past month, 324 homes have been sold in Orange County. In addition to houses in Orange County, there were also 161 condos, 1 townhouse, and 112 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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