Homes with Pools for Sale in Orange County, NY

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ABOUT THIS HOME
Home with a Pool for sale in Orange County, NY:
"Hike Up Your Own Mountain" – A Serene and Spacious Woodland Retreat Welcome to your private sanctuary nestled on 2.4 acres of lush woods and cultivated gardens, where nature and modern living harmoniously intertwine. This beautifully updated home invites you in with a charming front porch, perfect for morning coffee or evening relaxation, offering a warm welcome to all who arrive. Inside, the home features 4 spacious bedrooms and 2.5 tastefully renovated bathrooms, designed with comfort, convenience, and style in mind. The heart of the home is a chef’s kitchen, thoughtfully remodeled just ten years ago, yet timeless in its design. Outfitted with white cabinetry, a cla

$729,000

4 beds2.5 baths2,400 sq ft

28 Sutherland Dr, Highland Mills, NY 10930

Charming front porch • Large picture window • Cultivated gardens

Listing by Howard Hanna Rand Realty

ABOUT THIS HOME
Home with a Pool for sale in Orange County, NY:
Back and better than ever—with improved pricing! SELLER PAYS HOA FEES for 6 months! This stunning, newer townhome—features 4 bedrooms (legally 3) and 4 baths, on a coveted corner lot; and offers a completely private in-law or guest/rental suite, making this home a commuter’s dream, with easy access to highways, Metro North and Stewart Airport. Travel for work, leisure or visits from loved ones is a breeze, with the HOA covering many of the costs that come with single-family homes. In addition to worry-free and true lock-and-leave living, this home provides the peace and serenity of amazing views, overlooking ponds and rolling farmland, best enjoyed from the private ter

$700,000

3 beds4 baths3,600 sq ft

32 Ottaway Ln, Campbell Hall, NY 10916

Dog park • Private terrace • Gourmet kitchen

Listing by Legacy Land & Homes LLC

ABOUT THIS HOME
Home with a Pool for sale in Orange County, NY:
Discover a fantastic investment opportunity in the vibrant city of Newburgh with this charming 3-unit property that promises both comfort and profitability. All units are currently rented, generating income at an impressive 11% cap rate, making it an ideal choice for investors and homeowners alike. The first floor features a well-appointed 2-bedroom, 1-bath apartment with a cozy atmosphere and spacious living areas appreciated by current tenants. The first floor also features a studio room and bathroom which can be used for commercial/retail. The second-floor unit is a spacious 3-bedroom, 1-bath apartment with access to a beautifully finished attic, offering versatility for use as a home of

$399,000

6 beds3 baths2,060 sq ft

72 Wisner Ave, Newburgh, NY 12550

Currently rented • 11 cap rate • Commercial retail

Listing by Avion

ABOUT THIS HOME
Home with a Pool for sale in Orange County, NY:
Investors Delight, 3 Units, 2 Two Bedroom One Bath Units, 1 Three Bedroom, One Bath Unit. Close to Washington's Headquarters, the waterfront, restaurants, cafe's, Broadway and Liberty. This one won't last.

$370,000

7 beds3 baths2,724 sq ft

100 Overlook Pl, Newburgh, NY 12550

Close to broadway • Close to restaurants • Close to liberty

Listing by Renaissance Realty Cons Group

ABOUT THIS HOME
Home with a Pool for sale in Orange County, NY:
Pride of ownership shines in this spacious gem tucked away on a quiet cul-de-sac! Step into a bright, open floor plan featuring 3 bedrooms and 2 bathrooms, with over 2,100 square feet of comfortable living space. The welcoming entryway leads to an airy Great Room Showcasing vaulted ceilings and a cozy fireplace-perfect for relaxing or entertaining. The large Kitchen sits just off of the main living area and offers an abundance of workspace, complete with an eat-in nook and center island. Ample upper and lower cabinets provide plenty of storage for all your culinary needs. The Primary bedroom suite features a full ensuite Bathroom with a soaking tub and stand-up shower. Two additional bedroo

$175,000

3 beds2 baths2,128 sq ft

5 Faith Dr, Port Jervis, NY 12771

Open floor plan • Large kitchen • Eat-in nook

Listing by Curasi Realty, Inc.

Property at 39 Church St #22, Port Jervis, NY 12771, 2 beds, 1 bath

$162,500

2 beds1 bath879 sq ft

39 Church St #22, Port Jervis, NY 12771

Listing by Century 21 Geba Realty

Property at 5 Case Ct, Monroe, NY 10950, 3 beds, 2.5 baths

$565,000

3 beds2.5 baths1,954 sq ft

5 Case Ct, Monroe, NY 10950

Listing by RE/MAX Benchmark Realty Group

Property at 208 Oakland Ave, Monroe, NY 10950, 4 beds, 4.5 baths

$929,000

4 beds4.5 baths3,410 sq ft

208 Oakland Ave, Monroe, NY 10950

Listing by Keller Williams Realty

Property at 217 School House Rd, Middletown, NY 10940, 4 beds, 2.5 baths

$649,999

4 beds2.5 baths2,410 sq ft

217 School House Rd, Middletown, NY 10940

Listing by RE/MAX Town & Country

Property at 30 Sycamore Ct, Highland Mills, NY 10930, 3 beds, 2 baths

$375,000

3 beds2 baths1,518 sq ft

30 Sycamore Ct, Highland Mills, NY 10930

Listing by Keller Williams Hudson Valley

Property at 10 Damian Ct, Chester, NY 10918, 11 beds, 6.5 baths

$1,375,000

11 beds6.5 baths4,327 sq ft

10 Damian Ct, Chester, NY 10918

Listing by MS Realty Group USA, Inc

Property at 7 Laura Ln, Otisville, NY 10963, 3 beds, 1.5 baths

$374,999

3 beds1.5 baths7 sq ft

7 Laura Ln, Otisville, NY 10963

Property at 30 High St, Unionville, NY 10988, 3 beds, 2.5 baths

$500,000

3 beds2.5 baths1,860 sq ft

30 High St, Unionville, NY 10988

Listing by Redfin Real Estate

Property at 383 Route 32, Central Valley, NY 10917, 4 beds, 3 baths

$799,000

4 beds3 baths2,076 sq ft

383 Route 32, Central Valley, NY 10917

Listing by Rock Realty Group USA Inc

Property at 5 Sears Rd #101, Monroe, NY 10950, 5 beds, 3.5 baths

$879,000

5 beds3.5 baths3,058 sq ft

5 Sears Rd #101, Monroe, NY 10950

Listing by eRealty Advisors, Inc

Property at 98 Overlook Pl, Newburgh, NY 12550, 8 beds, 3 baths

$370,000

8 beds3 baths2,724 sq ft

98 Overlook Pl, Newburgh, NY 12550

Listing by Renaissance Realty Cons Group

Property at 55 Peenpack Trl, Huguenot, NY 12746, 2 beds, 1.5 baths

$289,900

2 beds1.5 baths1,210 sq ft

55 Peenpack Trl, Huguenot, NY 12746

Listing by HomeSmart Homes & Estates

Property at 60 Union St, Montgomery, NY 12549, 3 beds, 2.5 baths

$465,000

3 beds2.5 baths1,980 sq ft

60 Union St, Montgomery, NY 12549

Listing by Redfin Real Estate

Property at 57 S Lander St, Newburgh, NY 12550, 4 beds, 2 baths

$349,000

4 beds2 baths— sq ft

57 S Lander St, Newburgh, NY 12550

Listing by Exit Realty Connections

Property at 25 Alexander Dr, Washingtonville, NY 10992, 4 beds, 2.5 baths

$575,000

4 beds2.5 baths2,100 sq ft

25 Alexander Dr, Washingtonville, NY 10992

Listing by Redfin Real Estate

Property at 9 Domingues, Newburgh, NY 12550, 4 beds, 2.5 baths

$724,900

4 beds2.5 baths2,583 sq ft

9 Domingues, Newburgh, NY 12550

Listing by Howard Hanna Rand Realty

Property at 48 W Corbett Rd, Montgomery, NY 12549, 4 beds, 2.5 baths

$749,900

4 beds2.5 baths2,635 sq ft

48 W Corbett Rd, Montgomery, NY 12549

Listing by Keller Williams Hudson Valley

Property at 27 Cherrywood Dr, Goshen, NY 10924, 3 beds, 1.5 baths

$489,000

3 beds1.5 baths1,284 sq ft

27 Cherrywood Dr, Goshen, NY 10924

Listing by Keller Williams Hudson Valley

Property at 7 Valley Ct, Florida, NY 10921, 4 beds, 2.5 baths

$669,000

4 beds2.5 baths3,264 sq ft

7 Valley Ct, Florida, NY 10921

Listing by Wansor Realty

Property at 32 Dallas Dr, Monroe, NY 10950, 5 beds, 2.5 baths

$785,000

5 beds2.5 baths2,204 sq ft

32 Dallas Dr, Monroe, NY 10950

Listing by Master Realty Group Inc.

Property at 685 South St, Newburgh, NY 12550, 3 beds, 2 baths

$330,000

3 beds2 baths1,700 sq ft

685 South St, Newburgh, NY 12550

Listing by Redfin Real Estate

Property at 120 W Main St, Port Jervis, NY 12771, 3 beds, 2 baths

$375,000

3 beds2 baths1,890 sq ft

120 W Main St, Port Jervis, NY 12771

Listing by Keller Williams Realty

Property at 28 Monument St, Newburgh, NY 12550, 8 beds, 3 baths

$370,000

8 beds3 baths2,784 sq ft

28 Monument St, Newburgh, NY 12550

Listing by Renaissance Realty Cons Group

Property at 8 Oak Dr, New Windsor, NY 12553, 6 beds, 5 baths

$849,000

6 beds5 baths4,407 sq ft

8 Oak Dr, New Windsor, NY 12553

Listing by Redfin Real Estate

Property at 90 Overlook Pl, Newburgh, NY 12550, 9 beds, 3 baths

$370,000

9 beds3 baths2,919 sq ft

90 Overlook Pl, Newburgh, NY 12550

Listing by Renaissance Realty Cons Group

Property at 8 Jefferson Ave, New Windsor, NY 12553, 4 beds, 3.5 baths

$1,200,000

4 beds3.5 baths3,100 sq ft

8 Jefferson Ave, New Windsor, NY 12553

Listing by RE/MAX Benchmark Realty Group

Property at 214 Phillips St, Middletown, NY 10940, 4 beds, 3.5 baths

$625,000

4 beds3.5 baths2,760 sq ft

214 Phillips St, Middletown, NY 10940

Listing by Redfin Real Estate

Property at 350 Water St Unit 1-2, Newburgh, NY 12550, 1 bed, 1.5 baths

$309,000

1 bed1.5 baths1,140 sq ft

350 Water St Unit 1-2, Newburgh, NY 12550

Listing by ReAttached

Property at 5 Tappan Dr, Monroe, NY 10950, 5 beds, 2 baths

$867,000

5 beds2 baths2,000 sq ft

5 Tappan Dr, Monroe, NY 10950

Listing by eRealty Advisors, Inc

Property at 304 Round Lake Ter, Monroe, NY 10950

$552,000

— beds— baths— sq ft

304 Round Lake Ter, Monroe, NY 10950

Listing by Keller Williams Realty

Property at 16 Knights Ln, Warwick, NY 10990

$149,000

— beds— baths— sq ft

16 Knights Ln, Warwick, NY 10990

Listing by Keller Williams Realty

$41,000

— beds— baths— sq ft

40 Grove St, Godeffroy, NY 12729

Listing by Krumpfer Realty Group, LLC

Property at 2532 Cr-22, Orange, NY 14812

$349,900

— beds— baths— sq ft

2532 Cr-22, Orange, NY 14812

Listing by Howard Hanna Elmira, (607) 733-2700

Property at 15 Deer Run, Olmsteadville, NY 12817

$54,900

— beds— baths— sq ft

15 Deer Run, Olmsteadville, NY 12817

Listing by Pearsall Realty

$100,000

— beds— baths— sq ft

Daly Rd, Wallkill, NY 10940

Listing by Keller Williams Realty

Property at 38 Sylvan Trl, Monroe, NY 10950

$35,000

— beds— baths— sq ft

38 Sylvan Trl, Monroe, NY 10950

Listing by eXp Realty

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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.

Homes with Pools for Sale in Orange County

There are currently 1197 homes with pools 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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