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

$315,000

2 Beds ⋅ 2 Baths ⋅ 1031728 MLS

Welcome to easy, low-maintenance living in the desirable Washington Green community! This bright and inviting ground-level 2-bedroom, 2-bath condo offers the perfect blend of comfort and convenience. Filled with abundant natural light, the spacious layout features a welcoming living room complete with a gas fireplace accented by a marble surround, a generous dining area, a galley kitchen, and carpeting throughout. The primary suite includes a walk-in closet and a private full bath, while the second bedroom and additional full hall bath provide flexibility for guests, a home office, or additional living space. A stackable washer and dryer are conveniently located right in the unit. Step outside to your private patio and enjoy the beautifully maintained grounds. Washington Green residents have access to outstanding community amenities, including a pool, tennis courts, playground, and clubhouse, all while being just minutes from shopping, dining, major highways, Stewart International Airport, and the Hudson River waterfront. Don't miss this opportunity to own a move-in-ready condo in one of New Windsor's most sought-after communities!

1002 Washington Green Unit #AG2, New Windsor

$499,900

2 Beds ⋅ 3 Baths ⋅ 1008937 MLS

The home you have been waiting for! A perfect offering in the highly sought after Hidden Creek community, this spectacular, sun-filled Harriman Model END unit—clean as a whistle—is the epitome of upscale townhouse living. Impeccably maintained and beautifully appointed from top to bottom, this move-in-ready residence is perfectly positioned to capture tranquil views of mature trees, while offering the privacy and natural light only an end unit can provide. Spanning three levels of effortless living, this exceptional 2-bedroom, 2.5-bath home exudes warmth, sophistication, and a level of care rarely found. Every space has been thoughtfully enhanced with quality finishes, creating an inviting atmosphere that is both refined and functional. The beautifully renovated eat-in kitchen is designed to impress, featuring granite countertops, stainless steel appliances, a breakfast bar, abundant cabinetry, and sliders leading to a private deck overlooking a serene, bucolic landscape, an idyllic setting for morning coffee or evening sunsets. Walls of oversized picturesque windows bathe the home in natural light, highlighting gleaming hardwood floors and the open, airy floor plan. The spacious dining room flows seamlessly into the chic living room, creating an ideal setting for both elegant entertaining and everyday living. A beautifully updated powder room completes the main level. Upstairs, an expansive landing offers endless possibilities as a home office, reading nook, media area, or additional lounge space. Retreat to the impressive primary suite, where a grand bedroom is bathed in natural light from a wall of windows. A dream walk-in closet customized with an Elfa storage system provides exceptional storage, while the spa-inspired ensuite bath features oversized tile flooring, a soaking tub, and a double vanity. The spacious second bedroom features a large closet customized with an Elfa storage system and offers easy access to an updated hall bathroom. The finished lower level expands the home's versatility with additional living space, a laundry room, sliders leading to the backyard, and direct access to the attached two-car garage with additional storage. Premium upgrades throughout include: central vacuum, central air conditioning, temperature-controlled heating and cooling, recessed lighting, dimmer switches, natural gas, vinyl siding, a full attic, a newly installed front walkway, and an impressive list of additional improvements (see feature sheet). Hidden Creek is one of the area's most sought-after communities, distinguished by impeccably manicured grounds, and an unmatched lifestyle. Residents enjoy resort-caliber amenities including a sparkling inground pool, an elegant clubhouse with fireplace, gathering spaces, kitchen, fitness center, billiards room, basketball court and playground. Ideally located near the scenic Heritage Trail, Orange County’s beloved walking and biking path, minutes to Woodbury Common Premium Outlets, local wineries, LEGOLAND New York Resort, Resorts World Catskills, The Kartrite Resort & Indoor Waterpark, Museum Village of Old Smith's Clove, Sugar Loaf Arts & Crafts Village, Stewart International Airport, fine dining, shopping, and major commuter highways. Showcasing true pride of ownership, 20 Peter Turner Road offers timeless style and thoughtful updates throughout, all in an unbeatable location. A wonderful place to call home. We look forward to your visit.

20 Peter Turner Road, Monroe

$279,999

2 Beds ⋅ 2 Baths ⋅ 1030827 MLS

Welcome to 2007 Whispering Hills Drive! This 2-bedroom, 1.5-bath condo offers comfortable living in one of Chester’s most desirable communities. The main level features a spacious living room with a real wood-burning fireplace, a dining area, and a kitchen with stainless steel appliances. Luxury vinyl plank flooring adds a modern touch throughout the main living areas. Upstairs, you’ll find two generously sized bedrooms and a full bath, while a convenient first-floor powder room is perfect for guests. Additional features include an attached two-car garage and access to Whispering Hills’ outstanding amenities, including a swimming pool, clubhouse, tennis courts, and basketball courts. Conveniently located close to shopping, restaurants, and major highways, this home offers easy, low-maintenance living with an unbeatable location.

2007 Whispering Hills, Chester

$459,000

3 Beds ⋅ 3 Baths ⋅ 1029681 MLS

Welcome to 30 Banbury Way #1204 in the highly desirable Meadow Winds community of Newburgh! Built by Pulte Homes, this beautifully maintained 3-bedroom, 2.5-bath townhome offers the perfect blend of elegance, comfort, and convenience. Step inside to a welcoming foyer featuring hardwood floors, tray walls, a spacious coat closet, a convenient half bath, and access to the attached one-car garage. The formal dining room is tucked away for intimate gatherings and showcases hardwood flooring, crown molding, tray walls, and a stunning tray ceiling with chandelier. The spacious living room is filled with natural light and centered around a cozy corner gas fireplace, flowing seamlessly into the eat in kitchen. Sliding glass doors lead to a private patio, the perfect place to relax and enjoy the peaceful surroundings. Upstairs, retreat to the impressive primary suite featuring elegant double-door entry, a tray ceiling, ceiling fan, and an incredible 9’ x 11’ walk-in closet. The luxurious en-suite bath offers dual vanities, a Jacuzzi soaking tub, and a separate shower. Two additional generously sized bedrooms share a full hall bath, while the convenient second-floor laundry room makes everyday living a breeze. The full basement features high ceilings and is currently used as a home gym, offering endless possibilities to finish the space for additional living area, a recreation room, home office, or media room. Enjoy all the amenities Meadow Winds has to offer, including a clubhouse, swimming pool, fitness center, and playground. Parking is effortless with both a one-car garage, driveway and nearby guest parking. Ideally located just minutes from I-84, the New York State Thruway, Route 17, and only about 15 minutes to the Beacon Metro-North train station, this home is perfect for commuters. Route 300 is just around the corner with an abundance of shopping, restaurants, grocery stores, and home improvement centers, putting everything you need within easy reach. This exceptional townhome combines spacious living, thoughtful design, outstanding amenities, and an unbeatable location—don’t miss the opportunity to make it yours!

30 Banbury Way Unit #1204, Newburgh

$315,000

2 Beds ⋅ 2 Baths ⋅ 1027838 MLS

Move in ready townhome with a NYC bus stop within the community!! Whispering Hills in Chester is perfectly positioned for commuters being 2 miles to Route 17. Enjoy a prefect blend of comfort and convenience with a maintenance free lifestyle in this two bedroom townhome. The main floor has brand new flooring, a living room with a wood burning fireplace,and a separate dining area ideal for entertaining.The kitchen has a tile backsplash, and a natural gas range. A convenient half bath and laundry area complete the first floor. Upstairs,the primary bedroom offers vaulted ceilings,a generous walk in closet and a full bath with private access to the hallway. The second bedroom is of ample size with a double door closet. A skylight in the hallways brightens the home. Additional features and highlights include central air, natural gas heating, an attached one car garage with extra storage, building roof replaced in 2022, HVAC 2013, skylight 2013, municipal water and sewer,reasonable hoa fees, snow removal and beautifully maintained grounds. Community amenities feature a dog park, playground, two pools, a gym and more. Just 5 minutes from the heart of Chester where you'll find local shopping,dining and entertainment all while remaining 70 miles from NYC, 10 minutes to LegoLand and close to Woodbury Common, Resorts Casino and Bethel Woods Concert Venue. Visit our nearby breweries, cafes,farmer market and historic Sugarloaf Village. Come see why everyone wants to live here!

4008 Whispering Hills Drive, Chester

$695,000

3 Beds ⋅ 3 Baths ⋅ 1015224 MLS

THE WOODLANDS AT TUXEDO--one of the Hudson Valley's most desirable communities! Welcome to 271 Woodlands Drive, Tuxedo Park, where elegance, comfort, and resort-style living come together in one exceptional townhome. Perfectly situated near the end of a quiet cul-de-sac and bordering protected parkland, this home offers one of the most private settings in the community. From the moment you step through the front door, you'll appreciate the exceptional attention to detail, highlighted by elegant crown molding that flows throughout the home, creating a timeless and sophisticated ambiance. The peaceful location, surrounded by nature, provides both privacy and tranquility while remaining part of a desirable neighborhood. This beautifully maintained 3-bedroom, 2.5-bath residence features a dramatic two-story great room filled with natural light and anchored by a stunning double-sided fireplace, creating the perfect setting for entertaining or relaxing. The spacious chef's kitchen boasts granite countertops, abundant cabinetry, stainless steel appliances and a large custom center island that provides the perfect gathering space for all that enter. The finished lower level allows exceptional versatility— oversized family room, home office/gym, or media room. Step outside and enjoy peaceful views offering a beautiful mountain backdrop, lush grounds, enormous outdoor patio and added privacy. As a resident of The Woodlands at Tuxedo, you'll enjoy outstanding amenities including: • Elegant Clubhouse • Resort-style Outdoor Swimming Pool • Tennis Courts • Private, beautifully maintained community • Maintenance-free lifestyle This exceptional home combines luxury finishes, spacious living, and an unbeatable location just minutes from major highways, shopping, and commuter transportation to NYC. Experience country club living without the country club fees and approximately 26 miles to the GW Bridge. Tuxedo Schools! Schedule your private showing today!

271 Woodlands Drive, Tuxedo Park

$495,500

3 Beds ⋅ 3 Baths ⋅ 1028819 MLS

Beautiful and well maintained , single family , townhouse located in the desirable community of Woodside Knolls This modern and spacious residence offers comfortable and spacious living across three floors & 2500 sq.ft! The 3 Bedroom, 3.5 Baths floor plan includes a luxurious primary bedroom with oversized walk in closets , en suite bathroom with full stand up shower and soaker tub. An additional two bedrooms , laundry room and full bath completes the upper floor. Downstairs you will discover a well equipped kitchen complete with stainless steel appliances, bonus office space , dining area and living room with a gas fireplace. A walkout door leads to your paved patio where you can enjoy outdoor entertaining. The finished basement with rough in for an additional bathroom is the icing on the cake and adds to endless configurations and possibilities to fit your lifestyle. All of this in a private community that includes a clubhouse, pool , basketball and tennis courts. This location is a commuters dream. Only minutes from major highways, trains and busses to NYC and the Galleria at Crystal Run, tons of shopping, wineries , historic trails and access to the heart of everything the Hudson Valley has to offer!

6 Avoncroft Lane, Middletown

$585,000

3 Beds ⋅ 3 Baths ⋅ 1030324 MLS

Welcome to Meadow Glen, Monroe's premier gated community, where luxury, comfort, and convenience come together in one exceptional home. This beautifully maintained and extensively upgraded largest-model end unit offers an abundance of natural light through 24 oversized windows, each enhanced with elegant Hunter Douglas Country Wood blinds, creating a bright and inviting atmosphere throughout. Designed for both everyday living and effortless entertaining, the spacious open floor plan features a dramatic two-story family room, formal living room, elegant dining room, and a gourmet kitchen equipped with Corian countertops, a breakfast bar, GE Profile stainless steel appliances, 42-inch cabinetry with convenient pull-out drawers, and a classic subway tile backsplash. Upstairs, the luxurious primary suite provides a peaceful retreat with a soaring cathedral ceiling, dual walk-in closets, and a spa-inspired ensuite bath featuring a frameless glass shower, large soaking tub and duel sinks. Two additional generously sized bedrooms, each with double closets, a full hallway bath, and the convenience of a second-floor laundry room complete the upper level. Rich hardwood flooring extends throughout both the first and second floors, adding warmth and timeless elegance. The fully finished walk-out basement significantly expands the living space with full-size windows, a sliding glass door leading to a private patio, a large recreation or media area, and additional storage—perfect for entertaining, working from home, or creating the ultimate family gathering space. Additional highlights include an attached garage with direct first-floor entry (no stairs), a double-wide driveway for ample parking, and a private outdoor setting rarely found in townhouse living. Residents of Meadow Glen enjoy resort-style amenities, beautifully maintained grounds, and a secure gated entrance, all while being conveniently located near shopping, restaurants, parks, major highways, and commuter transportation. This is a rare opportunity to own one of the most desirable homes in one of Monroe's most sought-after communities. Schedule your private showing today and experience the lifestyle you've been waiting for.

116 Barr Lane, Monroe

$370,000

3 Beds ⋅ 3 Baths ⋅ 1029917 MLS

Welcome to 15 Old Anvil Ln, Middletown, a lovingly cared for end unit townhouse in the sought after "The Meadows" community. This unit has been lived in and cared for by the same owners for approximately 40 years. The owner is a builder so he has not skipped on his own improvements and care. The unit offers 3 bedrooms and 2.5 bathrooms, a kitchen and formal dining room with a slider to a beautiful deck which overlooks the backyard and a beautiful koi-pond. There is also a covered screened in side deck and a patio. The living room has a propane fireplace. The primary suite offers 2 closets, bathroom with marble flooring and an electric fireplace. The main bathroom is also lovely and has a whirlpool tub. The walk out lower level features a family room or den plus the laundry room and access to the 1 car garage. Save on utility bills with the solar panels and enjoy the community pool, clubhouse and the tennis, basketball and handball courts. Short drive to all amenities and highways including Galleria Mall, Garnet Health Center, and Metro North Train Station. These units are hard to come on the market, so don't delay and schedule your appointment for a showing!

15 Old Anvil Lane, Middletown

$250,000

2 Beds ⋅ 2 Baths ⋅ 1027933 MLS

Move right into this condo. This two bedroom unit features newer window and slider, Stainless Appliances, Two full renovated bathrooms and washer/dryer in unit. Mountain views. Complex has a inground pool and brand new tennis/pickleball courts. Close to Woodbury Commons, West Point Military Academy, Bear Mountain state park, wineries, hiking trails and close to Bus & Train transportation to New York City.

21 Lexington Hill Unit #3, Harriman

$459,000

3 Beds ⋅ 3 Baths ⋅ 1018634 MLS

Welcome to this beautifully maintained end-unit townhome in the desirable Timber Ridge community. Featuring 3 bedrooms, 3 full baths and a finished basement. The gorgeous, updated stairs is the first thing you notice as you walk up to this great home and you will be WOWed from there! **Thoughtfully designed layout, eat-in kitchen with SS appliances and charming banquette seating, dedicated dining room, beautiful hardwood floors, custom doors, living room with vaulted ceilings and skylights as well as a cozy fireplace and a private patio**are just some features that impress as soon as you enter. Upstairs you will fall in love with the bright landing, extra deep closet, a bonus room as well as a very large bedroom with full bath. The finished basement offers lots of storage, an additional room that lends itself perfectly for a media room and a 2 car garage. Owning this home gives you access to the community pool and newly renovated playground as well as town amenities that include "The Rez" lake and the J.Burk town pool. Great commuter location near bus stops, major highways, Woodbury Commons, dining and Monroe Woodbury schools. ** Improvements: Roof replaced in March 2022; Water Heater Jan 2026; Kitchen Appliances Jan 2023**

15 Ash Court, Highland Mills

$325,995

2 Beds ⋅ 2 Baths ⋅ 1028374 MLS

Welcome to this thoughtfully designed 2-bedroom, 2-bath condominium in the sought-after Stony Brook community. This well-maintained home features hardwood floors throughout the living room, kitchen, and dining area. The kitchen offers stainless steel appliances, white subway tile backsplash, and granite countertops with breakfast bar seating ideal for casual dining. The primary bedroom includes an ensuite bathroom, features an expansive dual-sink vanity and spacious walk-in closet. The second bedroom features built-in bookshelves, making it ideal as a guest room, home office, or den. Additional highlights include a second full bathroom, in-unit laundry, an attached garage with storage, and a separate storage area located at the top of the stairs before entering the main living space. Residents of Stony Brook enjoy access to community amenities including an in-ground pool, tennis and pickleball courts, and a clubhouse. Conveniently located near I-84, I-87, Stewart International Airport, the Short Line bus station, the Beacon Ferry to Metro-North (or 15 minutes across the bridge by car), shopping, restaurants, and the Newburgh waterfront, this home offers comfortable living with easy access to commuting and local amenities.

10 Westbrook Road Unit #10, Newburgh

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