Homes with Pools for Sale in Orange County, NY

303 homes

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FLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Orange County, NY:
An incredible opportunity to purchase a custom-built brick ranch home that has never been offered on the market before. This meticulously maintained property spans 1,748 square feet and features 3 bedrooms and 2 bathrooms, showcasing a functional layout that combines comfort and convenience seamlessly. One of the highlights of this home is the renovated, oversized kitchen, perfect for entertaining with its large center island, abundant cabinetry, and a bright dining area that overlooks the private backyard. Natural light pours into the space, creating a warm and inviting ambiance. The spacious living room, anchored by a custom stone fireplace, offers a cozy gathering spot. Formally designed

$494,500

3 beds2 baths1,748 sq ft

8 Boulder Rd, Newburgh, NY 12550

Private backyard • In ground pool • 0.38 acre lot

Listing by RE/MAX Benchmark Realty Group

OPEN SAT, 12PM TO 2PM

ABOUT THIS HOME
Home with a Pool for sale in Orange County, NY:
Beautifully maintained split-level home, perfectly situated on a picturesque one-acre property offering privacy, comfort, and exceptional outdoor living. Extremely Low Taxes! The backyard is an entertainer's dream, featuring a saltwater in-ground pool surrounded by a paver patio, perfect for relaxing or hosting family and friends. Inside, you'll find a spacious and versatile floor plan designed for today's lifestyle, including a lower-level in-law suite with a beautifully updated full bathroom, ideal for extended family, guests, or a private home office. A Harman pellet stove adds warmth and charm while helping reduce heating costs. This move-in-ready home has been meticulously updated with

$534,900

3 beds2 baths1,760 sq ft

6 Elena Rd, Campbell Hall, NY 10916

Harman pellet stove • Paver patio • One acre property

Listing by RE/MAX Prime Properties

ABOUT THIS HOME
Home with a Pool for sale in Orange County, NY:
Welcome home to your beautiful, quiet and peaceful oasis. This 3 bed/3bath unit with a spacious 2-car garage has many new recent updates including new flooring, updated kitchen and bathroom, and an elegant hanging chandelier. Have your morning coffee or evening dinner on your lovely private patio and in the winter enjoy your cozy fireplace. The amenities will give you that vacation resort feel including, tennis and basketball courts, pools, a playground, and a clubhouse with a gym. This Whispering Hills home in this wonderful community and scenic views will surely bring you much pleasure and enjoyment for years to come.

$380,000

3 beds2.5 baths1,331 sq ft

4704 Whispering Hls, Chester, NY 10918

New flooring • Tennis courts • Private patio

Listing by Sahagian Realty LLC

FLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Orange County, NY:
Back on Market & ready to go! We took break to allow some tenants to move out. Will be delivered emply. Welcome to this charming Cape Cod-style brick home nestled in the desirable Town of Newburgh! Featuring 3 bedrooms, 2 full bathrooms, and a spacious layout, this property offers endless potential for homeowners, investors, or anyone looking to create their dream home. The main level features a bright and inviting living room, a formal dining area, a functional kitchen, a full bath, and a convenient first-floor bedroom—perfect for guests, extended family, or a home office. Upstairs, you'll find two additional bedrooms, a second full bathroom with stackable washer and dryer, an

$410,000

3 beds2 baths1,856 sq ft

1201 Union Ave, Newburgh, NY 12550

0.34 acre lot • Garage • Pool

Listing by Keller Williams Realty

FLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Orange County, NY:
* * A Private Resort-Style Retreat in the Heart of the Hudson Valley * * Welcome to 84 Pin Oak Drive, a beautifully appointed custom ranch tucked away on nearly two private acres at the end of a quiet cul-de-sac in one of New Windsor's most desirable neighborhoods. Offering over 3,100 square feet of thoughtfully designed living space, this exceptional home combines luxurious one-level living with the perfect blend of comfort, privacy, and convenience. Step inside to discover an expansive open floor plan filled with natural light, spacious living and entertaining areas, and four generously sized bedrooms with three-and-a-half baths. Whether you're hosting family gatherings or enjoying a q

$820,000

4 beds3.5 baths3,188 sq ft

84 Pin Oak Dr, New Windsor, NY 12553

Detached office • Quiet cul de sac • 1.9 acre lot

Listing by River to Ridge Rlty Associates

Property at 3 Garnett Hill Rd, Chester, NY 10918, 4 beds, 2.5 baths

$799,000

4 beds2.5 baths2,516 sq ft

3 Garnett Hill Rd, Chester, NY 10918

Listing by Keller Williams Realty

Property at 11 Hidden Creek Blvd, Monroe, NY 10950, 3 beds, 2.5 baths

$525,000

3 beds2.5 baths2,176 sq ft

11 Hidden Creek Blvd, Monroe, NY 10950

Listing by Howard Hanna Rand Realty

Property at 21 Black Stallion Ct, Middletown, NY 10940, 3 beds, 1.5 baths

$359,000

3 beds1.5 baths1,388 sq ft

21 Black Stallion Ct, Middletown, NY 10940

Listing by Keller Williams Realty

Property at 1006 Parr Meadow Dr Unit 10E, Newburgh, NY 12550, 2 beds, 1 bath

$220,000

2 beds1 bath920 sq ft

1006 Parr Meadow Dr Unit 10E, Newburgh, NY 12550

Listing by eXp Realty

Property at 207 Butter Hill Dr, New Windsor, NY 12553, 5 beds, 2.5 baths

$630,000

5 beds2.5 baths2,244 sq ft

207 Butter Hill Dr, New Windsor, NY 12553

Listing by HomeSmart Homes & Estates

Property at 412 Laroe Rd, Chester, NY 10918, 3 beds, 2 baths

$615,000

3 beds2 baths1,848 sq ft

412 Laroe Rd, Chester, NY 10918

Listing by Howard Hanna Rand Realty

Property at 2333 Mountain Rd, Otisville, NY 10963, 3 beds, 2.5 baths

$499,900

3 beds2.5 baths2,276 sq ft

2333 Mountain Rd, Otisville, NY 10963

Listing by Cronin & Company Real Estate

Property at 643 Ridgebury Rd, Slate Hill, NY 10973, 4 beds, 2.5 baths

$799,000

4 beds2.5 baths3,650 sq ft

643 Ridgebury Rd, Slate Hill, NY 10973

Listing by eXp Realty

Property at 12 Brighton Dr #1404, Newburgh, NY 12550, 3 beds, 2.5 baths

$485,000

3 beds2.5 baths1,748 sq ft

12 Brighton Dr #1404, Newburgh, NY 12550

Listing by HomeSmart Homes & Estates

Property at 63 Sycamore Dr #63, Middletown, NY 10940, 2 beds, 2 baths

$289,000

2 beds2 baths1,110 sq ft

63 Sycamore Dr #63, Middletown, NY 10940

Listing by Patricia Schiller Real Est Co.

Property at 232 Maybrook Rd, Campbell Hall, NY 10916, 5 beds, 3.5 baths

$1,099,000

5 beds3.5 baths3,264 sq ft

232 Maybrook Rd, Campbell Hall, NY 10916

Listing by Keller Williams Realty

Property at 5 Holly Ct, Tuxedo Park, NY 10987, 3 beds, 3.5 baths

$649,900

3 beds3.5 baths2,110 sq ft

5 Holly Ct, Tuxedo Park, NY 10987

Listing by Howard Hanna Rand Realty

Property at 90 Quaker Ave, Cornwall, NY 12518, 4 beds, 2.5 baths

$999,900

4 beds2.5 baths4,112 sq ft

90 Quaker Ave, Cornwall, NY 12518

Listing by RE/MAX Benchmark Realty Group

Property at 30 Banbury Way #1204, Newburgh, NY 12550, 3 beds, 2.5 baths

$459,000

3 beds2.5 baths1,830 sq ft

30 Banbury Way #1204, Newburgh, NY 12550

Listing by Keller Williams Realty

Property at 77 Union St, Montgomery, NY 12549, 4 beds, 3 baths

$484,999

4 beds3 baths2,509 sq ft

77 Union St, Montgomery, NY 12549

Listing by Keller Williams Realty

Property at 1002 Washington Grn Unit AG2, New Windsor, NY 12553, 2 beds, 2 baths

$289,000

2 beds2 baths1,029 sq ft

1002 Washington Grn Unit AG2, New Windsor, NY 12553

Listing by RE/MAX Benchmark Realty Group

Property at 34 Hawthorne Dr, Middletown, NY 10940, 4 beds, 3 baths

$579,000

4 beds3 baths2,368 sq ft

34 Hawthorne Dr, Middletown, NY 10940

Listing by Hudson Valley Griffith

Property at 4008 Whispering Hills Dr, Chester, NY 10918, 2 beds, 1.5 baths

$290,000

2 beds1.5 baths1,072 sq ft

4008 Whispering Hills Dr, Chester, NY 10918

Listing by Howard Hanna Rand Realty

Property at 26 Delaware Rd, Newburgh, NY 12550, 3 beds, 2 baths

$437,500

3 beds2 baths1,316 sq ft

26 Delaware Rd, Newburgh, NY 12550

Listing by RE/MAX Benchmark Realty Group

Property at 35 Highland Ave, Walden, NY 12586, 2 beds, 1 bath

$399,999

2 beds1 bath1,180 sq ft

35 Highland Ave, Walden, NY 12586

Listing by Keller Williams Realty

Property at 23 Buckingham Pl, Washingtonville, NY 10992, 4 beds, 2 baths

$559,900

4 beds2 baths1,728 sq ft

23 Buckingham Pl, Washingtonville, NY 10992

Listing by RE/MAX Benchmark Realty Group

Property at 80 Susan Ln, Circleville, NY 10919, 5 beds, 3.5 baths

$729,900

5 beds3.5 baths3,214 sq ft

80 Susan Ln, Circleville, NY 10919

Listing by Howard Hanna Rand Realty

Property at 6 Grandview Ave, Cornwall On Hudson, NY 12520, 4 beds, 2 baths

$995,000

4 beds2 baths3,632 sq ft

6 Grandview Ave, Cornwall On Hudson, NY 12520

Listing by North Country Sothebys Int Rlt

Property at 1462 New York Route 17a, Warwick, NY 10990, 4 beds, 2 baths

$599,500

4 beds2 baths1,326 sq ft

1462 New York Route 17a, Warwick, NY 10990

Listing by Keller Williams Realty

Property at 14 Stonewall Ct, Warwick, NY 10990, 4 beds, 4.5 baths

$2,500,000

4 beds4.5 baths5,574 sq ft

14 Stonewall Ct, Warwick, NY 10990

Listing by RE/MAX Town & Country

Property at 276 Temple Hill Rd #706, New Windsor, NY 12553, 3 beds, 1.5 baths

$285,000

3 beds1.5 baths1,512 sq ft

276 Temple Hill Rd #706, New Windsor, NY 12553

Listing by eRealty Advisors, Inc

Property at 1130 Washington Grn, New Windsor, NY 12553, 2 beds, 2 baths

$315,000

2 beds2 baths1,029 sq ft

1130 Washington Grn, New Windsor, NY 12553

Listing by Atlantica East Associates LLC

Property at 7 Gillian Ct, Monroe, NY 10950, 3 beds, 2.5 baths

$559,999

3 beds2.5 baths1,820 sq ft

7 Gillian Ct, Monroe, NY 10950

Listing by Keller Williams Realty

Property at 10 Bainbridge Pl #704, Newburgh, NY 12550, 3 beds, 2.5 baths

$449,000

3 beds2.5 baths1,748 sq ft

10 Bainbridge Pl #704, Newburgh, NY 12550

Listing by Real Broker NY LLC

Property at 2 Westbrook Rd, Newburgh, NY 12550, 2 beds, 2 baths

$325,000

2 beds2 baths1,275 sq ft

2 Westbrook Rd, Newburgh, NY 12550

Listing by RE/MAX Benchmark Realty Group

Property at 7 Lake Ave, Monroe, NY 10950, 5 beds, 3.5 baths

$999,000

5 beds3.5 baths3,758 sq ft

7 Lake Ave, Monroe, NY 10950

Listing by Urbane Brokerage

Property at 11 Chandler Dr, Chester, NY 10918, 3 beds, 2.5 baths

$545,000

3 beds2.5 baths1,908 sq ft

11 Chandler Dr, Chester, NY 10918

Listing by Coldwell Banker Realty

Property at 95 Pine Hill Rd, Highland Mills, NY 10930, 4 beds, 2.5 baths

$619,990

4 beds2.5 baths2,012 sq ft

95 Pine Hill Rd, Highland Mills, NY 10930

Listing by HomeSmart Homes & Estates

Property at 94 Mearns Ave, Highland Falls, NY 10928, 5 beds, 3 baths

$574,999

5 beds3 baths2,573 sq ft

94 Mearns Ave, Highland Falls, NY 10928

Listing by Keller Williams Realty

Property at 7 Briarwood Ave, Monroe, NY 10950, 4 beds, 2.5 baths

$625,000

4 beds2.5 baths2,892 sq ft

7 Briarwood Ave, Monroe, NY 10950

Listing by eRealty Advisors, Inc

Property at 24 Beth Dr, Middletown, NY 10941, 3 beds, 2.5 baths

$525,000

3 beds2.5 baths1,952 sq ft

24 Beth Dr, Middletown, NY 10941

Listing by Howard Hanna Rand Realty

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Based on information submitted to the MLS GRID as of Wed Sep 09 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.

Homes with Pools for Sale in Orange County

There are currently 303 homes with pools 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, 323 homes have been sold in Orange County. In addition to houses in Orange County, there were also 163 condos, 1 townhouse, and 107 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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