Orange Homes with Pool Amenities

Welcome to Orange County, New York, a picturesque region that beautifully blends scenic landscapes with vibrant communities. Nestled in the Hudson Valley, Orange County is renowned for its rolling hills, lush parks, and charming towns, making it an ideal place for families, nature lovers, and anyone seeking a serene lifestyle close to the hustle and bustle of New York City. With a rich history and a plethora of outdoor activities, residents enjoy everything from hiking the stunning trails of the Hudson Highlands to exploring local wineries and farmers' markets.

One of the most alluring features of homes in Orange County is the availability of properties with pool amenities. Imagine spending your summer days lounging by your very own pool, surrounded by lush greenery and the sounds of nature. These homes not only provide a private oasis for relaxation but also serve as the perfect setting for entertaining friends and family. Whether you’re hosting a barbecue or enjoying a quiet evening swim under the stars, a pool can transform your living experience.

In addition to the poolside lifestyle, many homes in Orange County boast spacious layouts, modern finishes, and stunning outdoor spaces that enhance the overall appeal. With a variety of architectural styles and price points, there’s something for everyone looking to make this beautiful county their home.

Come discover the charm of Orange County, where your dream home with a pool awaits, promising a lifestyle of leisure, community, and natural beauty. Embrace the opportunity to create lasting memories in a place that feels like a true retreat!

Newest Orange Homes with Pool Amenities

$269,900

2 Beds ⋅ 2 Baths ⋅ 1049236 MLS

Welcome home to this beautifully updated 2-bedroom end-unit townhouse offering the perfect blend of comfort, style, privacy, and convenience. This move-in ready home presents a rare opportunity to own a residence that has been lovingly maintained and thoughtfully updated throughout the years. Featuring gorgeous new flooring, a stunning new kitchen with modern finishes, beautifully renovated bathrooms, gas heat, and gas cooking, central air, every detail has been carefully curated for today's lifestyle. Now let's discuss LOCATION! Step outside to your own private outdoor retreat featuring an exceptional custom paver patio with brilliant hardscaping, creating the perfect setting for entertaining, dining al fresco, or simply relaxing while enjoying peaceful wooded views and added privacy. As an end unit backing to the woods, you'll appreciate the added sense of space and tranquility rarely found. You will also love your own carport. An exclusive space w/ added storage area. Additional parking is also available. Located in a highly desirable community with amenities galore, residents enjoy access to Woodbury Recreation, swimming pools, the reservoir, beach areas, playgrounds, sports courts, walking trails, and a variety of year-round activities and events. New York City commuter-friendly and ideally situated just minutes from Woodbury Common Premium Outlets, West Point Military Academy, Bear Mountain State Park, Harriman State Park, major highways, dining, shopping, and recreation. Whether you're searching for a full-time residence or a weekend retreat, this exceptional townhouse offers low-maintenance living and an unbeatable Hudson Valley lifestyle in a picturesque setting. Opportunities to purchase a one-owner home with this level of care, updates, privacy, and location are truly rare.

13 Redwood Drive, Highland Mills

$799,000

2 Beds ⋅ 3 Baths ⋅ 1047605 MLS

Warwick Grove is more than a neighborhood—it’s a way of life! This sought-after community offers a distinctive blend of architecturally appealing homes, beautifully maintained park-like grounds, and a warm sense of community. Perfectly positioned on a corner lot overlooking a charming neighborhood park, this inviting home offers an exceptional combination of comfort, elegance, and easy living. Step inside to a dramatic foyer with soaring ceilings, elegant crown moldings, and gleaming hardwood floors that set the tone for what’s ahead. Just off the foyer, the Study provides a peaceful space for reading, working from home, or simply relaxing. The Living Room is warm and welcoming, centered around a cozy gas fireplace that makes an ideal gathering spot. An open Dining Area flows effortlessly into the Kitchen, creating a wonderful layout for both everyday living and entertaining. French doors open to the patio, extending your living space outdoors and offering the perfect setting for morning coffee, summer gatherings, or a quiet evening under the stars. Back inside, the thoughtfully designed Kitchen features granite countertops, a breakfast counter, and a farmhouse sink overlooking the Dining Area—keeping conversation flowing while meals are prepared. The first-floor Owner’s Suite is a private retreat, complete with two generous walk-in closets and a luxurious en-suite bath featuring dual vanities, a soaking tub, and a walk-in shower. A stylish powder room and convenient Laundry Room complete the main level. Upstairs, discover even more versatility with a spacious loft that can serve as an additional lounge, home office, hobby space, or guest retreat. An additional bedroom, full bath, and ample storage make this level exceptionally functional. Additional features include first-floor wiring for a sound system and an outdoor sprinkler system. Beyond the home, Warwick Grove offers an impressive array of amenities designed for an active and social lifestyle. The Neighborhood Center features a Living Room, Library, Game Room, Massage Room, Gym, Fitness Center, and Catering Hall with a full Kitchen. Residents can also enjoy the heated outdoor pool, community garden, and convenient Postal Center. Just down the street is Warwick’s acclaimed Albert Wisner Library, while the historic Village of Warwick awaits with charming shops, exceptional restaurants, scenic parks, breweries, wineries, and year-round attractions. Warwick Grove welcomes up to 20% of its residents under age 55, with full-time residents required to be 18 or older. For NYC commuters, nearby commuter parking and bus service provide added convenience. Sophisticated yet comfortable, connected yet peaceful—this Warwick Grove home brings together gracious living, exceptional amenities, and the beauty of the Warwick lifestyle. Welcome to your next chapter!

2 Sly Street, Warwick

$380,000

3 Beds ⋅ 3 Baths ⋅ 1048889 MLS

Welcome to 13 Old Anvil Lane, a conveniently located Middletown home offering comfort, flexibility, and easy access to everything the area has to offer. With several updates already completed, the home feels fresh and move-in ready while still leaving room to add your own personal touch. Inside, you’ll find a comfortable and functional layout designed for everyday living. Plenty of bedrooms and bathrooms for the whole family. One of the home’s standout features is the full walk-out basement, offering excellent potential for additional living space, a recreation room, home office, gym, workshop, or extra storage. A private fenced-in yard is easy to maintain but offers additional gathering space for friends, family, and pets. Located just minutes from shopping like the Galleria Mall and Route 211, dining, Garnet Hospital, schools, major highways (I-84, 17/ I-86), gyms, and train transportation, this property makes commuting and daily errands exceptionally convenient. Whether you're looking for your first home, additional space, or a property in a highly accessible location, 13 Old Anvil Lane offers a great combination of value, versatility, and convenience in the heart of the Middletown area.

13 Old Anvil Lane, Middletown

$675,000

3 Beds ⋅ 3 Baths ⋅ 1048171 MLS

Enjoy panoramic Hudson River views, including the historic Bannerman Island, from two private decks in the sought-after Plum Point community. This beautiful 3-bedroom, 2 1/2 bath condo has been extensively updated inside and out. Recent improvements include new roof (2025), renovated kitchen with added peninsula, bathrooms, newer windows and doors, updated flooring, newer hot water heater, and in-unit washer (brand new)and dryer. Skylights add natural light throughout. The spacious primary suite features its own river-facing deck, creating the perfect setting for morning coffee or unwinding at the end of the day. The remodeled primary bathroom features a tiled shower, double vanity, and whirlpool spa tub overlooking the river, plus a large walk-in closet with custom shelving and organizers. Enjoy the convenience of a one-car garage and private driveway parking, offering added ease for coming and going. Community amenities include pickleball, tennis, a large outdoor pool, clubhouse, playground, and basketball court. The location is ideally situated approximately 8.5 miles from Metro-North's NYC train service and just 55 miles from the George Washington Bridge, offering a wonderful balance of peaceful Hudson River living and accessibility to New York City. Whether you're looking for a full-time residence, weekend getaway, or a place to enjoy the beauty of the Hudson Valley, this exceptional condo delivers views, space, updates, amenities, and convenience, all in one remarkable setting.

272 Tamerisk Lane, New Windsor

$275,000

3 Beds ⋅ 2 Baths ⋅ 1033933 MLS

DON’T WAIT TO SEE THIS BEAUTIFULLY RENOVATED 3-BEDROOM TOWNHOME! Welcome home to this spacious, move-in-ready 3-bedroom, two-story townhome located in the desirable and established Continental Manor community. Meticulously maintained and thoughtfully updated, this home offers comfort, style, and convenience throughout. The updated kitchen features granite countertops and stainless-steel appliances, and the home includes a washer and dryer. Trendy 12x6 tile flooring and carpeting complement the interior, along with an updated half bath on the main level and a beautifully custom-tiled full bath upstairs. Additional improvements include newer windows, doors, central A/C, and hot water tank. All renovations and updates have been completed within approximately the past seven years. Step outside and enjoy your own private exterior space, perfect for relaxing or entertaining. The property is in excellent condition and will be sold “As Is.” Continental Manor is conveniently located near the Five Corners, offering easy access to dining, shopping, schools, and transportation. Commuters will appreciate being approximately 3.9 miles from the Salisbury Mills train station and approximately 12 miles from the Beacon Metro-North station. Enjoy the community’s large, beautiful swimming pool and play area, along with two reserved parking spaces plus additional guest parking. Renovated, well maintained, conveniently located, and ready for its next owner—this is one you won’t want to miss!

276 Temple Hill Road Unit #207, New Windsor

$349,000

3 Beds ⋅ 2 Baths ⋅ 1047470 MLS

Welcome home to this inviting 3-bedroom, 2-full-bath condominium in the Town of Monroe! Featuring a comfortable layout with a cozy fireplace and a kitchen that opens directly to the deck, creating the perfect space for morning coffee, outdoor dining, or relaxing after a long day. The full basement offers excellent potential to create additional living space, a home office, recreation room, gym, or whatever best suits your needs. Enjoy all that this wonderful community has to offer, including a swimming pool, tennis court, and park. Ideally located close to shopping, restaurants, parks, and lakes, with the popular Woodbury Common Premium Outlets just minutes away. Whether you’re looking for a place to call home or a convenient Hudson Valley lifestyle, this condominium offers space, amenities, and a location you’ll love! H&B due 9/14 5pm!!

42 Natale Court Unit #42, Monroe

$370,000

3 Beds ⋅ 2 Baths ⋅ 1046996 MLS

Move right in! This beautifully maintained and thoughtfully updated 3-bedroom, 2-full-bath END-UNIT condo offers almost 1,400 square feet of comfortable, easy one-level living in the desirable Whispering Hills community. As soon as you enter the welcoming two-story foyer, you’ll appreciate how bright, open, and impeccably maintained this home is. The spacious open-concept living area features vaulted ceilings and a beautiful Marble & Wood fireplace, creating a warm, inviting atmosphere. Sliding doors lead to your private deck provides easy access to enjoy the peaceful, beautifully landscaped surroundings. The renovated kitchen is both stylish and functional, featuring modern cabinetry, granite countertops, updated backsplash, Stainless appliances and a pantry with plenty of shelving, The spacious primary suite is truly a standout! Enjoy a large walk-in closet with California shelving and a renovated full bath frameless shower. Two additional bedrooms provide plenty of flexibility for guests, a home office, or other needs. Additional updates include sparkling new flooring throughout, new water heater & Washer/Dryer. The attached one-car garage provides convenient direct access to the home along with dedicated storage space. Enjoy all that Whispering Hills has to offer, including a two community pools, tennis court, kids park, dog park, sidewalks, and a peaceful setting—while being just minutes from shopping, restaurants, parks, and major commuter routes. Located in the Chester School District. All this with New York City bus that picks up and drops off right in the complex. Don't miss your opportunity to make it yours. Call today for your private tour. *****Professional Photos Coming Soon****

3211 Whispering Hills, Chester

$275,000

2 Beds ⋅ 1 Baths ⋅ 1043942 MLS

This fully renovated Town of New Windsor two-bedroom Kingswood Garden condo awaits! The entire unit has been freshly painted. The large bright living room has been newly carpeted over the existing hard wood floors and is part of the great room along with the walk-through dining room. The updated galley kitchen has newer white appliances, maple cabinets with pull-out shelves and a breakfast counter. The hard wood floored hallway has a wall of closets (coat, pantry, storage and laundry). The first bedroom has new carpeting over existing hardwood floors, a wall air conditioner, ceiling fan/light fixture and large closet. The updated bath has a new cabinet with molded sink, new medicine cabinet and ceramic tiled floor. The primary bedroom has new carpeting, ceiling fan/light fixture and an in-wall air conditioner. The screened porch, off the kitchen, has new outdoor carpeting and Edison lighting. The complex offers an inground pool, gazebo and a grilling area. The HOA fee includes heat, hot water, and trash collection. Conveniently located to shops, restaurants, schools, recreation and transportation.

810 Blooming Grove Turnpike Unit #72, New Windsor

$365,000

2 Beds ⋅ 3 Baths ⋅ 1044898 MLS

Welcome to Brookshire! This bright 2 bedroom 2.5-bath end-unit townhouse offers an open, airy feel with abundant natural light and hardwood floors. The updated kitchen and baths add a fresh modern touch, while sliding glass doors open to a private patio overlooking the community green space. Two assigned parking spaces plus guest parking add convenience. Brookshire residents enjoy a community pool, playground, basketball court, and club house, all in a great Washingtonville location. Commuters will appreciate being approximately 4 miles to the Salisbury Mills - Cornwall train station, 8 miles to Stewart International Airport/Stewart ANGB, 15 miles to the Beacon train station, 16 miles to West Point, and about 59 miles to New York City.

1 Goldsmith Court, Washingtonville

$545,000

3 Beds ⋅ 3 Baths ⋅ 1037842 MLS

A rare opportunity in The Meadows! This expanded three-bedroom, 2 ½-bath raised ranch offers approximately 2,508 sq. ft. on more than half an acre. A 12-foot addition spanning both levels provides substantially more living space than many homes in the development. Set on a desirable corner lot facing woods, it offers a peaceful, secluded feel while remaining just five minutes from major shopping, Galleria Mall, dining, highways, and Garnet Medical Center. The open-concept main level features a chef-inspired kitchen with abundant wood cabinetry, hardwood flooring, a generous 8' x 3' peninsula, a newer induction convection range, and a second convection wall oven. Recessed lighting throughout creates a bright, modern environment. The fully finished walk-out lower level offers 1 ½ baths, multiple living areas, baseboard heat, luxury vinyl plank flooring, laundry alcove, and generous storage. A mirrored home gym is ideal for fitness, yoga, dance, or an art studio. The finished addition offers space for a playroom or family room, plus two flex rooms with exterior access-perfect for office, guest room, and/or mudroom. The fully fenced, level backyard is a private retreat with dramatic natural boulders, impressive multilevel stone patios, an electrified 6-foot granite outdoor island, and an included 8-foot Master Spa hot tub. Additional highlights include owned solar panels, two EV chargers, premium cedar-shake-style vinyl siding, updated windows and doors, and a roof with 50-year shingles. Enjoy The Meadows pool, clubhouse, tennis/pickleball, and playgrounds. This distinctive home must be seen to be fully appreciated.

2 Harvest Hill Lane, Middletown

$219,900

3 Beds ⋅ 3 Baths ⋅ 1043409 MLS

Enjoy comfortable townhouse styling living in this lovely Oakwood Terrace community. This well maintained 3 bedroom 2.5 bath offers bright, sun filled rooms and a private setting overlooking peaceful woods. The spacious layout features a large formal living room and dining room along with a generously sized eat in kitchen perfect for everyday living and entertaining. Step outside. to your private patio and enjoy the tranquil wooded views. The pool is around the corner for those hot summer days. This unit is one of only 4 , 3-bedroom units in the complex making this a special opportunity. The location is ideal for commuters with easy access to all major roads and highways while shopping, stores and every day conveniences are a 5 min drive away. The monthly HOA fee include water, sewer, property taxes, master insurance, common area maintenance, grounds maintenance, snow removal, garbage removal, and use of the pool Pride of Ownership through out Will not check off your wish list.

10 Oakwood Terrace Unit #37, New Windsor

$330,000

2 Beds ⋅ 2 Baths ⋅ 1045400 MLS

WHY RENT WHEN YOU CAN OWN? Move right into this immaculate three-level townhouse in Continental Manor, offering comfortable living space, privacy and a convenient New Windsor location. The main level features a spacious living room with warm neutral tones and dining area, eat-in kitchen with granite countertops, tiled backsplash and under cabinet lighting, and updated half bath. Step outside to the private rear deck, a great spot for relaxing or outdoor entertaining. Upstairs you’ll find a primary bedroom with two closets, a second generous sized bedroom, an updated full bath, and conveniently located upstairs laundry closet. The finished lower level provides even more flexible living space, including a family/bonus room and plenty of storage. Continental Manor offers a community pool, tot lot, two assigned parking spaces right outside the unit, and a location convenient to shopping, dining, public transportation and major commuter routes.

276 Temple Hill Road Unit #2002, New Windsor

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