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:
Welcome to this charming 3-bedroom, 2-bathroom ranch-style home, perfectly situated on a quaint cul-de-sac in the heart of Cornwall, NY. This cozy, beautifully renovated property offers a delightful blend of comfort and modern convenience, making it an ideal choice for first-time buyers, downsizers, or anyone seeking a tranquil retreat. The kitchen is a true gem, featuring warm oak wood floors, granite countertops, and new appliances, including a brand-new refrigerator and dishwasher. The intimate dining area, enhanced by vaulted ceilings and two skylights, provides a perfect space for beautiful meals and entertaining guests. The living room, bathed in natural light, opens through French do

$460,000

3 beds2 baths1,418 sq ft

17 Perry Rd, Cornwall, NY 12518

6,098 sq ft lot • Built 1952 • Listed 6 days

Listing by Compass Greater NY, LLC

ABOUT THIS HOME
Home with a Pool for sale in Orange County, NY:
Welcome to 4 Palmer Court, an affordable, fully renovated and move-in-ready townhome tucked inside a quiet, well-kept community in the heart of Maybrook. This home offers a bright and functional layout with a comfortable living room, an eat-in kitchen, and a private backyard space perfect for grilling or relaxing. Upstairs you’ll find well-sized bedrooms, great closet space, and a full bath. Enjoy low maintenance living with municipal water/sewer, natural gas, and easy access to shopping, parks, restaurants, and major commuter routes including I-84 and the NYS Thruway. A perfect opportunity for first-time buyers, downsizers, or investors looking for steady rental demand. Don’t m

$300,000

4 beds1.5 baths1,320 sq ft

4 Palmer Ct, Maybrook, NY 12543

Fully renovated • Great closet space • Eat-in kitchen

Listing by HomeSmart Homes & Estates

ABOUT THIS HOME
Home with a Pool for sale in Orange County, NY:
Experience the ultimate in natural beauty on this expansive lot, spanning nearly half an acre, perfectly situated within the prestigious Woodbury Junction. With its prime location, this lot offers breathtaking panoramic views, providing a stunning backdrop for your future outdoor endeavors. Build your custom dream house on this incredible property, tailored to your every need and desire. Bring your vision to life! This is a rare opportunity to create a bespoke estate!

$1,250,000

5 beds3.5 baths3,100 sq ft

23 Central Vly, Monroe, NY 10950

Expansive lot • Custom dream house • Bespoke estate

Listing by eRealty Advisors, Inc

ABOUT THIS HOME
Home with a Pool for sale in Orange County, NY:
Welcome to 65 Oxford Springs Road, Chester, NY a custom-built Country Contemporary set on a private, 2.3-acre hilltop. This property offers the perfect mix of privacy, space, and convenience, all just minutes from the NYS Thruway, local state parks, and about 50 minutes from NYC. Inside, the home features a bright, open floor plan with plenty of natural light. You’ll find rich hardwood floors, custom trim work, and impressive 26-foot ceilings that give the main living area a spacious, inviting feel. The living room centers around a striking stone fireplace and flows into a modern granite kitchen with an oversized island and stainless steel appliances ideal for both everyday living and

$650,000

5 beds3.5 baths3,617 sq ft

65 Oxford Springs Rd, Chester, NY 10918

Rich hardwood floors • Stone fireplace • Custom trim work

Listing by eXp Realty

ABOUT THIS HOME
Home with a Pool for sale in Orange County, NY:
Welcome to 14 Kingston Avenue nestled in the heart of Port Jervis. From the moment you step through the front door, this home immediately shows off its character, beginning with an oak staircase with intricate detail as the centerpiece of a welcoming foyer that sets the tone for the rest of the home. Featuring high ceilings, hardwood floors waiting to be refinished throughout, a deco fireplace in the living room, and a spacious formal dining room, every room feels rich with history and charm. The kitchen is filled with natural light, thanks to a large window that brightens the space and provides a great foundation for the heart of the home. Upstairs offers three bedrooms, a recently renovat

$259,000

3 beds1 bath1,632 sq ft

14 Kingston Ave, Port Jervis, NY 12771

Oak staircase • Large walk-up attic • Deco fireplace

Listing by RE/MAX Benchmark Realty Group

Property at 21 Cyprus Dr, Middletown, NY 10940, 2 beds, 2 baths

$549,900

2 beds2 baths1,868 sq ft

21 Cyprus Dr, Middletown, NY 10940

Listing by RE/MAX Benchmark Realty Group

Property at 193 Schutt Rd, Middletown, NY 10940, 3 beds, 1 bath

$249,900

3 beds1 bath900 sq ft

193 Schutt Rd, Middletown, NY 10940

Listing by HomeSmart Homes & Estates

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 11 Oakland Ct, Warwick, NY 10990, 4 beds, 1.5 baths

$699,000

4 beds1.5 baths2,040 sq ft

11 Oakland Ct, Warwick, NY 10990

Listing by Joseph Baratta Company Realty

Property at 25 E Broome St, Port Jervis, NY 12771, 4 beds, 1 bath

$215,000

4 beds1 bath2,272 sq ft

25 E Broome St, Port Jervis, NY 12771

Listing by Prominent Properties Sotheby's

Property at 440 Mt Orange Rd, Middletown, NY 10940, 1 bed, 1 bath

$131,250

1 bed1 bath654 sq ft

440 Mt Orange Rd, Middletown, NY 10940

Listing by Prime Partner Realty

Property at 79 Bisch Rd, Middletown, NY 10940, 5 beds, 5.5 baths

$1,550,000

5 beds5.5 baths4,365 sq ft

79 Bisch Rd, Middletown, NY 10940

Listing by P R O Links Realty Inc

Property at 1433 Route 208, Washingtonville, NY 10992, 6 beds, 3.5 baths

$849,000

6 beds3.5 baths3,684 sq ft

1433 Route 208, Washingtonville, NY 10992

Listing by Priority Management

Property at 13 S Miller St, Newburgh, NY 12550, 3 beds, 2 baths

$269,999

3 beds2 baths1,708 sq ft

13 S Miller St, Newburgh, NY 12550

Listing by Hudson Valley Home Connection

Property at 17 Pine Hill Rd, Highland Mills, NY 10930, 2 beds, 1 bath

$625,000

2 beds1 bath1,224 sq ft

17 Pine Hill Rd, Highland Mills, NY 10930

Listing by Preferred Properties Real Esta

Property at 11 Sunset Dr, New Windsor, NY 12553, 3 beds, 2 baths

$424,900

3 beds2 baths1,595 sq ft

11 Sunset Dr, New Windsor, NY 12553

Listing by Sams Realty

Property at 312 Brittany Ter #312, Rock Tavern, NY 12575, 3 beds, 2 baths

$219,000

3 beds2 baths1,568 sq ft

312 Brittany Ter #312, Rock Tavern, NY 12575

Listing by Howard Hanna Rand Realty

Property at 6 Willow St, Newburgh, NY 12550, 3 beds, 1.5 baths

$350,000

3 beds1.5 baths1,428 sq ft

6 Willow St, Newburgh, NY 12550

Listing by RE/MAX Town & Country

Property at 23 Crotty Ct, Monroe, NY 10950, 3 beds, 1 bath

$475,000

3 beds1 bath960 sq ft

23 Crotty Ct, Monroe, NY 10950

Listing by Keller Williams Valley Realty

Property at 157 Johnston St, Newburgh, NY 12550, 5 beds, 3 baths

$315,000

5 beds3 baths2,240 sq ft

157 Johnston St, Newburgh, NY 12550

Listing by Keller Williams Hudson Valley

Property at 14 Old Minisink Trl, Goshen, NY 10924, 3 beds, 1.5 baths

$499,000

3 beds1.5 baths1,712 sq ft

14 Old Minisink Trl, Goshen, NY 10924

Listing by Howard Hanna Rand Realty

Property at 5 Eagle Head Rd, Cornwall On Hudson, NY 12520, 5 beds, 3.5 baths

$604,000

5 beds3.5 baths3,829 sq ft

5 Eagle Head Rd, Cornwall On Hudson, NY 12520

Listing by Century 21 Full Service Realty

Property at 9 Deer Trl S, Greenwood Lake, NY 10925, 1 bed, 1 bath

$229,000

1 bed1 bath720 sq ft

9 Deer Trl S, Greenwood Lake, NY 10925

Listing by Howard Hanna Rand Realty

Property at 10 Congress Dr, Washingtonville, NY 10992, 6 beds, 2 baths

$499,999

6 beds2 baths2,100 sq ft

10 Congress Dr, Washingtonville, NY 10992

Listing by New and Modern Group, LLC

Property at 106 Fox Hill Run, Rock Tavern, NY 12575, 4 beds, 2.5 baths

$895,000

4 beds2.5 baths3,440 sq ft

106 Fox Hill Run, Rock Tavern, NY 12575

Listing by RE/MAX Benchmark Realty Group

Property at 180 Union Ave, New Windsor, NY 12553, 3 beds, 1 bath

$429,999

3 beds1 bath1,200 sq ft

180 Union Ave, New Windsor, NY 12553

Listing by Magic Of Great Neck Realty Inc

Property at 171 West St, Newburgh, NY 12550, 3 beds, 1.5 baths

$399,000

3 beds1.5 baths1,299 sq ft

171 West St, Newburgh, NY 12550

Listing by HomeSmart Homes & Estates

Property at 155 Pierce Cir, New Hampton, NY 10958, 6 beds, 3 baths

$659,000

6 beds3 baths1,584 sq ft

155 Pierce Cir, New Hampton, NY 10958

Listing by Curasi Realty, Inc.

Property at 647 S Drury Ln, Montgomery, NY 12549, 3 beds, 1 bath

$365,000

3 beds1 bath1,418 sq ft

647 S Drury Ln, Montgomery, NY 12549

Listing by Keller Williams Hudson Valley

Property at 1084 State Route 17k, Montgomery, NY 12549, 2 beds, 1 bath

$399,000

2 beds1 bath928 sq ft

1084 State Route 17k, Montgomery, NY 12549

Listing by Curasi Realty, Inc.

Property at 460 County Highway 1, Warwick, NY 10990, 1 bed, 2 baths

$399,900

1 bed2 baths1,200 sq ft

460 County Highway 1, Warwick, NY 10990

Listing by eXp Realty

Property at 22 Rosecrest Ct, Middletown, NY 10940, 3 beds, 2.5 baths

$505,000

3 beds2.5 baths2,996 sq ft

22 Rosecrest Ct, Middletown, NY 10940

Listing by Hudson Valley Home Connection

Property at 135 Benedict Rd, Montgomery, NY 12549, 4 beds, 3.5 baths

$624,999

4 beds3.5 baths2,912 sq ft

135 Benedict Rd, Montgomery, NY 12549

Listing by Keller Williams Realty

Property at 317 Angelo Dr, Montgomery, NY 12549, 5 beds, 2.5 baths

$574,999

5 beds2.5 baths2,722 sq ft

317 Angelo Dr, Montgomery, NY 12549

Listing by Keller Williams Realty

Property at 2812 Whispering Hls, Chester, NY 10918, 2 beds, 1 bath

$290,000

2 beds1 bath1,084 sq ft

2812 Whispering Hls, Chester, NY 10918

Listing by Exit Realty Connections

Property at 17 N Aspen Rd, Middletown, NY 10940, 2 beds, 1.5 baths

$268,000

2 beds1.5 baths1,144 sq ft

17 N Aspen Rd, Middletown, NY 10940

Listing by Keller Williams Hudson Valley

Property at 529 5th Ave, Middletown, NY 10941, 3 beds, 2 baths

$158,000

3 beds2 baths1,152 sq ft

529 5th Ave, Middletown, NY 10941

Listing by Century 21 Full Service Realty

Property at 3 Clemence Dr, New Windsor, NY 12553, 4 beds, 2.5 baths

$825,000

4 beds2.5 baths3,653 sq ft

3 Clemence Dr, New Windsor, NY 12553

Listing by Coldwell Banker Realty

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 51 Wileman Ave, Walden, NY 12586, 4 beds, 2 baths

$250,000

4 beds2 baths2,016 sq ft

51 Wileman Ave, Walden, NY 12586

Listing by Ethos Realty LLC

Property at 727 State Route 302, Pine Bush, NY 12566, 3 beds, 1.5 baths

$455,000

3 beds1.5 baths1,828 sq ft

727 State Route 302, Pine Bush, NY 12566

Listing by Curasi Realty, Inc.

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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 1199 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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