174

Orange County NY Homes for Sale with Pool

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  • /37

    $174,777 Open Fri 11AM - 4PM

    • 1 Bed
    • 1.5 Baths
    • 400 Sq Ft

    197 Wheeler Rd Unit 90, Florida, NY 10921

    Serenity Ridge Mountain Club is Your Home Away from Home...Where Life Slows Down Enough for Joy to Catch Up. Embrace the best of the outdoors without giving up the comforts you love. Serenity Ridge blends nature, recreation, and relaxation into one unforgettable escape. At Serenity Ridge, your Mountain Cottage is designed for seasonal enjoyment—including The Appalachian model, which features 1

    Vanessa Wight BHG Real Estate Green Team

    197 Wheeler Rd Unit 90, Florida, NY 10921
  • /42

    $675,000

    • 4 Beds
    • 2.5 Baths
    • 2,330 Sq Ft

    160 Monahan Rd, Port Jervis, NY 12771

    Welcome to 160 Monahan Road, located in the highly sought after town of Greenville. This beautifully maintained young construction home built in 2018 offers 4 bedrooms, 2.5 bathrooms, generous closet space, and a spacious two car garage. As you step inside, you are greeted by an impressive entry foyer that instantly makes you feel at home. The first floor features a versatile entertainment room

    Alexander Fayn Prominent Properties Sotheby's

    160 Monahan Rd, Port Jervis, NY 12771
  • /45

    $898,900

    • 4 Beds
    • 3 Baths
    • 3,153 Sq Ft

    51 Cedar Dr Unit AO, Tuxedo Park, NY 10987

    Step into a grand two-story entry that sets the tone for elegance and ease. The main floor boasts a combined living and dining area with gleaming hardwood floors. This is an inviting space ready for dinners or relaxed evenings. Flow into the spacious eat-in kitchen, featuring a center island and granite counters. From here, walk right out to a massive oversized Trex deck. The perfect spot to soak

    Kurt Lewis Weichert Realtors

    51 Cedar Dr Unit AO, Tuxedo Park, NY 10987
  • /48

    $799,000 Open Sun 12PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,525 Sq Ft

    1 Fox Rd, Florida, NY 10921

    A rare and distinguished offering in a coveted neighborhood—available for the first time from its original owners.Meticulously maintained and thoughtfully enhanced, this one-owner Contemporary Colonial reflects enduring quality, architectural grace, and an unmistakable pride of ownership. Homes of this caliber and provenance are seldom offered, making this an exceptional opportunity for the

    Jackie Siracuse Absolute Real Estate of NY Inc

    1 Fox Rd, Florida, NY 10921
  • /7

    $525,000 Open Sun 11:30AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,160 Sq Ft

    5 Seeley Bull St, Monroe, NY 10950

    Introducing Hidden Creek Community. A private oasis of modern developed Townhomes. Here we have a bi-level , 3 bedroom 2 and a 1/2 balf, with basement and 2 car garage, sophisticatedly laid out across over 2100 sqft. A home outfitted with all the swanky finishes from stainless steal appliances, contrast gold kitchen faucet and cabinetry handles grounded by most luxurious marble flooring. Master

    Michael George Nest Seekers LLC

    5 Seeley Bull St, Monroe, NY 10950
  • /20

    $712,035 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,405 Sq Ft

    140 Pine Ridge, Tuxedo Park, NY 10987

    This three-story townhome is great for modern living. The first floor features a two-car garage and finished bonus room that can double as a media space, while the second floor displays an open design among the family room, dining room, kitchen and a convenient office nook. For a cozy escape, the top floor features all three bedrooms, including the owner’s suite with a private bathroom and

    Lennar Builder
    140 Pine Ridge, Tuxedo Park, NY 10987
  • /37

    $2,800,000

    • 4 Beds
    • 5.5 Baths
    • 3,564 Sq Ft

    211 Little York Rd, Warwick, NY 10990

    A Modern Sanctuary of Glass, Light & Landscape – Minutes from Warwick Village Completed in 2025 and sculpted into a landscape of dramatic natural rock formations, this architecturally significant modern residence offers the rare experience of total privacy paired with refined, design-forward living. Every element of this 3,564 sq ft home has been curated to deliver serenity, sophistication, and

    John Ruggieri BHHS Hudson Valley Properties

    211 Little York Rd, Warwick, NY 10990
  • /24

    $499,999

    • 4 Beds
    • 2 Baths
    • 1,644 Sq Ft

    130 Spring St, Goshen, NY 10924

    Welcome home to this spacious and inviting 4-bedroom, 2-bath high ranch, perfectly set on a level lot in the heart of the scenic Hudson Valley. From the moment you arrive, the home’s bright and airy atmosphere draws you in, offering a seamless blend of comfort, functionality, and timeless appeal. The upper level showcases an open-concept design where the sun-filled living room flows effortlessly

    Zachary Lisella Coldwell Banker Realty

    130 Spring St, Goshen, NY 10924
  • /44

    $750,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 3,053 Sq Ft

    28 Madison Ct, Wallkill, NY 12589

    Welcome to 28 Madison Court! This stunning, turn-key Colonial is perfectly situated on a quiet cul-de-sac in the desirable Town of Newburgh, with Wallkill Schools. Offering 4 spacious bedrooms and 2.5 baths, this beautifully maintained home combines timeless charm with modern comfort. From the moment you arrive, you’ll be captivated by the exceptional curb appeal, manicured lawn, mature

    Suzanne Hallisey RE/MAX Benchmark Realty Group

    28 Madison Ct, Wallkill, NY 12589
  • /29

    $275,000

    • 1 Bed
    • 1 Bath
    • 886 Sq Ft

    407 Old Mill Rd, Southfields, NY 10975

    Welcome Home! This uniquely styled 1st floor condo features comfort, convenience & privacy. This end unit features a large eat-in-kitchen with updated appliances, pantry and walk-out to your own rear deck. Beautiful crown molding throughout with custom blinds and unique stone wall with mantel fireplace & firebox. Large second room features custom cabinetry and can be used as 2nd bedroom with some

    Ann Marie Silvani Howard Hanna Rand Realty

    407 Old Mill Rd, Southfields, NY 10975
  • /34

    $375,000

    • 4 Beds
    • 3.5 Baths
    • 3,658 Sq Ft

    102 W Wiley St, Maybrook, NY 12543

    We are proud to offer an amazing opportunity to restore the historic 1912 Colonial located at 102 W Wiley Street in Maybrook. This remarkable home, built entirely from redwood shipped from the West Coast, boasts incredible structural integrity and timeless architectural details. The house features 4 bedrooms, 4 bathrooms, and a total of 12 rooms. One section of the house was formerly used as a

    Aron Ungar eRealty Advisors, Inc

    102 W Wiley St, Maybrook, NY 12543
  • /36

    $639,900

    • 4 Beds
    • 2.5 Baths
    • 3,715 Sq Ft

    216 Maple Ave, Monroe, NY 10950

    Welcome to Your Private Oasis in Monroe!Prepare to be captivated by this stunning 4+bedroom, 2.5-bath residence, perfectly situated on a quiet cul-de-sac in the highly desirable Round Lake community. This 3,700+ sq ft "masterpiece" is an entertainer's paradise.From the sun-drenched formal rooms to the chef-ready eat-in kitchen with its stylish granite island, every space flows seamlessly.

    Chris Scibelli Keller Williams Realty

    216 Maple Ave, Monroe, NY 10950
  • /45

    $1,395,000

    • 4 Beds
    • 2.5 Baths
    • 3,866 Sq Ft

    2948 State Route 94, Chester, NY 10918

    Set atop a gentle hill with sweeping eastern views of Round Hill and Schunnemunk Ridge, this pristine 1860 farmhouse blends preserved historic character with thoughtful modern updates. Originally part of the Sears family dairy pasture, the 3,866 sq ft home has been meticulously maintained and features original wide-plank hardwood floors, a striking hand-carved banister, five fireplaces with

    Elizabeth Broderick Tuxedo Hudson Realty Corp

    2948 State Route 94, Chester, NY 10918
  • /33

    $289,500

    • 2 Beds
    • 1 Bath
    • 1,084 Sq Ft

    1401 Whispering Hills, Chester, NY 10918

    Discover the perfect blend of comfort, convenience, and community in this 2-bedroom, 1-bath end-unit townhouse. Situated in a quiet corner of the neighborhood, this home offers extra privacy and natural light, along with the added benefit of an attached 1-car garage for secure parking and storage. Inside, you'll find a thoughtfully designed layout that maximizes space and livability - ideal for

    Debbie Goldstein Howard Hanna Rand Realty

    1401 Whispering Hills, Chester, NY 10918
  • /41

    $799,999

    • 4 Beds
    • 2.5 Baths
    • 2,250 Sq Ft

    5 Deangelis Dr, Monroe, NY 10950

    Welcome to this beautifully maintained four-bedroom, two-and-a-half-bath home in the highly coveted Briar Cliff Estates. Offering approximately 2,162 square feet of thoughtfully designed living space, this property combines comfort, style, and functionality in one inviting package. Step into an open layout ideal for gatherings and cozy evenings alike. The spacious primary bedroom provides a quiet

    Joel Ayala HomeSmart Homes & Estates

    5 Deangelis Dr, Monroe, NY 10950
  • /20

    $772,035 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,371 Sq Ft

    134 Pine Ridge, Tuxedo Park, NY 10987

    This three-story townhome is great for modern living. The first floor features a two-car garage and finished bonus room that can double as a media space, while the second floor displays an open design among the family room, dining room, kitchen and a convenient office nook. For a cozy escape, the top floor features all three bedrooms, including the owner’s suite with a private bathroom and

    Lennar Builder
    134 Pine Ridge, Tuxedo Park, NY 10987
  • /20

    $712,035 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,383 Sq Ft

    138 Pine Ridge, Tuxedo Park, NY 10987

    This three-story townhome is great for modern living. The first floor features a two-car garage and finished bonus room that can double as a media space, while the second floor displays an open design among the family room, dining room, kitchen and a convenient office nook. For a cozy escape, the top floor features all three bedrooms, including the owner’s suite with a private bathroom and

    Lennar Builder
    138 Pine Ridge, Tuxedo Park, NY 10987
  • /29

    $940,640 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,419 Sq Ft

    3 Aurora Terrace, Tuxedo, NY 10987

    This new single-family home is an elevated take on a classic design. Showcasing an open-plan layout shared among the inviting Great Room with a fireplace, a lovely dining room and a fully equipped kitchen, along with a private study on the same level. The second floor presents a versatile loft, three secondary bedrooms and a lavish owner’s suite, which comes complete with an attached bathroom and

    Lennar Builder
    3 Aurora Terrace, Tuxedo, NY 10987
  • /18

    $749,000

    • 5 Beds
    • 3 Baths
    • 4,136 Sq Ft

    15 Cranberry Dr, Highland Mills, NY 10930

    This home has been totally renovated, with many upgrades too many to list here. Chef's kitchen with Kenmore Pro Refrigerator, GE Cafe Wifi Double oven w/french doors & Sabbath Settings, wolf inlay cooktop, KitchenAid dishwasher & Range hood, Custom Kraft maid Cabinets w/soft close & pullout drawers, double island, beverage frige, Quartz counter top & back splash, Kraft maid 10 ft. pantry cabinets

    Rosemarie Morello Keller Williams Hudson Valley

    15 Cranberry Dr, Highland Mills, NY 10930
  • /46

    $675,000

    • 4 Beds
    • 3 Baths
    • 3,188 Sq Ft

    9 Chestnut St, Greenwood Lake, NY 10925

    TREMENDOUS OPPORTUNITY to own 2 beautiful homes in a lovely lake community for the price of one! That’s 2 houses, 2 separate tax ID’s, and 1 deed. Live in one, rent the other and enjoy tax-free living, or enjoy two separate income streams by renting out both homes! Perfect as Mother/Daughter living situation with two separate houses on same property, or cottage could serve as private guest

    Vincent McAteer Terrie OConnor

    9 Chestnut St, Greenwood Lake, NY 10925
  • /50

    $519,000

    • 3 Beds
    • 2 Baths
    • 1,790 Sq Ft

    3 Garden Dr, New Windsor, NY 12553

    Welcome to this beautifully renovated, move-in-ready 3 bedroom, 2-bath home in New Windsor, offering modern comfort, stylish finishes, and exceptional indoor-outdoor living. Completely gutted and rebuilt in 2021 by a professional contractor, all major systems and aesthetics have been fully updated for peace of mind. The open, bright layout features a brand-new kitchen (2021), renovated bathrooms,

    Chand Kakar Howard Hanna Rand Realty

    3 Garden Dr, New Windsor, NY 12553
  • /4

    $850,000

    • 5 Beds
    • 2 Baths
    • 2,000 Sq Ft

    5 Tappan Dr, Monroe, NY 10950

    Don't miss out on this opportunity to own your lakefront dream home situated on a quiet, half acre, cul-de-sac in the village of South Blooming Grove.You will be minutes away from major highways, close to supermarkets and everything this neighborhood has to offer. Whether you're lookingto move in, build you own dream home or invest, this is the home for you!

    Shalom Landau eRealty Advisors, Inc

    5 Tappan Dr, Monroe, NY 10950
  • /50

    $799,000

    • 4 Beds
    • 3.5 Baths
    • 4,299 Sq Ft

    115 Moffat Rd, Washingtonville, NY 10992

    Welcome to this elegant contemporary colonial home, perfectly blending a relaxed atmosphere with luxurious details across 3.1 professionally landscaped acres. Step inside and make a grand entrance through the dramatic foyer, featuring stunning in-lay hardwood floors and stately columns. The expansive living room offers a sophisticated formal space for traditional furnishings and elegant

    Donna Gennaro Howard Hanna Rand Realty

    115 Moffat Rd, Washingtonville, NY 10992
  • /46

    $1,350,000

    • 5 Beds
    • 4.5 Baths
    • 5,799 Sq Ft

    60 Cronomer Hts Dr, Newburgh, NY 12550

    Introducing a striking architectural masterpiece nestled on nearly two acres of serene landscape, this exceptional home is defined by luxury, generous scale, and thoughtful design. Offering 5,800 square feet of refined living space, the five-bedroom, four-and-a-half-bath residence presents a rare combination of architectural presence, modern comfort, and an elevated Hudson Valley setting with

    Emily Zambetti Weichert Realtors

    60 Cronomer Hts Dr, Newburgh, NY 12550
  • /39

    $539,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,338 Sq Ft

    2 Split Tree Dr, New Windsor, NY 12553

    Stunning Corner-Lot with Inground Pool & Prime Commuter Access! Welcome to this beautiful 4 bedroom, 2 and a half bath split level home perfectly situated on a picturesque corner lot with magnificent landscaping and exceptional outdoor living. Designed for both comfort and entertaining, the property features a sparkling inground pool, expansive patio, and lush, professionally maintained grounds

    Jodi Visconti Howard Hanna Rand Realty

    2 Split Tree Dr, New Windsor, NY 12553
  • /34

    $999,000

    • 5 Beds
    • 4 Baths
    • 3,136 Sq Ft

    12 Damian Ct, Chester, NY 10918

    Welcome to 12 Damian Court, a spacious Colonial set on a quiet cul-de-sac. This well-maintained home offers 5 bedrooms and 4 bathrooms, with four bedrooms on the upper level and one additional bedroom in the finished basement. The main level features generous living and dining areas, perfect for everyday living and entertaining. The finished basement adds excellent flexibility with a second

    Elimelech Kremer MS Realty Group USA, Inc

    12 Damian Ct, Chester, NY 10918
  • /33

    $549,900

    • 3 Beds
    • 1.5 Baths
    • 1,252 Sq Ft

    310 Highland Ave, Maybrook, NY 12543

    Come and see this warm and cozy 3-bedroom, 1.5 bath home located in the heart of Orange County. The home is set in a residential neighborhood with comfortable spacing between homes, this property offers both privacy and charm. Step into a welcoming foyer that opens to an eat-in kitchen with a breakfast bar and doors that lead out to a deck. The foyer also opens to a bight living room with a wood

    Maria Siciliano Coldwell Banker Prime

    310 Highland Ave, Maybrook, NY 12543
  • /20

    $762,035 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,371 Sq Ft

    136 Pine Ridge, Tuxedo Park, NY 10987

    This three-story townhome is great for modern living. The first floor features a two-car garage and finished bonus room that can double as a media space, while the second floor displays an open design among the family room, dining room, kitchen and a convenient office nook. For a cozy escape, the top floor features all three bedrooms, including the owner’s suite with a private bathroom and

    Lennar Builder
    136 Pine Ridge, Tuxedo Park, NY 10987
  • /42

    $625,000

    • 4 Beds
    • 3 Baths
    • 2,270 Sq Ft

    46 Moulton Cir, Monroe, NY 10950

    Don’t miss out on this opportunity to own your dream home in the desired Monroe-Woodbury school district. Nesting on .26 acres, spanning an impressive 2,270 square feet, and locating only 5 minutes away from downtown Monroe, this home features a thoughtfully designed layout with 9 spacious rooms, making it a private sanctuary like no other. As you step inside, you’ll be greeted by a bright and an

    Louis Octobre Weichert Realtors

    46 Moulton Cir, Monroe, NY 10950
  • /50

    $1,875,000

    • 4 Beds
    • 4.5 Baths
    • 5,574 Sq Ft

    14 Stonewall Ct, Warwick, NY 10990

    Bellefontaine — A Lakefront Estate of Exceptional Privacy and Luxury. Privately set behind wrought-iron gates on 12.3 acres in Warwick, this custom Arts & Crafts Colonial offers refined living in a rare lakefront setting. A long paver driveway and triple-waterfall fountain create an impressive arrival. Built in 2005 and thoughtfully updated, the home features ten-foot ceilings, oversized windows,

    Elizabeth Broderick Tuxedo Hudson Realty Corp

    14 Stonewall Ct, Warwick, NY 10990
  • /28

    $319,000

    • 2 Beds
    • 1.5 Baths
    • 1,072 Sq Ft

    3917 Whispering Hills, Chester, NY 10918

    Welcome to Whispering Hills! This beautifully maintained home features a galley kitchen with stainless steel appliances and a convenient in-unit washer and dryer. The first level offers a stylish half bath and well-kept flooring throughout the kitchen, dining room, and living room. Enjoy cozy evenings by the fireplace, and extend your living space outdoors on the private patio. Upstairs, you’ll

    Jie Liu Keller Williams Hudson Valley

    3917 Whispering Hills, Chester, NY 10918
  • /48

    $869,000

    • 5 Beds
    • 2 Baths
    • 1,900 Sq Ft

    11 Merriewold Ln N, Monroe, NY 10950

    Discover this beautiful colonial in the sought-after Merriewold section of the Village of South Blooming Grove. With 5 bedrooms and 2 bathrooms, this home offers plenty of space for a growing family. The spacious interior features a kitchen breakfast bar, a formal dining room, and an inviting living area. The level, private lot offers plenty of room for outdoor activities. The backyard is

    Shalom Landau eRealty Advisors, Inc

    11 Merriewold Ln N, Monroe, NY 10950
  • /26

    $1,125,000

    • 4 Beds
    • 3 Baths
    • 2,314 Sq Ft

    22 Weyant Rd, Fort Montgomery, NY 10922

    Step into this stunning contemporary home, where soaring ceilings and intentional design create a truly elevated experience, set on an acre of land, on the private picturesque hills of Fort Montgomery. Flooded with natural light, the open concept floor plan seamlessly connects the kitchen, dining, and living areas, including two fireplaces. Perfect for entertaining or relaxing. This meticulously

    Tierney Dodge HomeSmart Homes & Estates

    22 Weyant Rd, Fort Montgomery, NY 10922
  • /50

    $625,000

    • 4 Beds
    • 3.5 Baths
    • 2,384 Sq Ft

    55 Bailey Rd, New Hampton, NY 10958

    Set in a beautiful country setting, this gorgeous Colonial offers the perfect blend of classic charm and modern comfort. Step inside to discover hardwood floors throughout and a stunning kitchen featuring granite countertops, ideal for everyday living and entertaining alike. The home boasts a huge family room anchored by a striking stone fireplace, creating a warm and welcoming gathering space.

    Robin Cohen Keller Williams Realty

    55 Bailey Rd, New Hampton, NY 10958
  • /44

    $455,000

    • 2 Beds
    • 2.5 Baths
    • 2,132 Sq Ft

    241 Tamerisk Ln, New Windsor, NY 12553

    Welcome to Plum Point on Hudson and this 2+ bedroom, 2+ bath, 2,000 + sq. ft., natural light filled, spacious end unit townhome! Open the door to open concept living w/beautiful hardwood floors throughout. The spacious living room w/fireplace, dining area, and updated kitchen w/new countertops, plenty of cabinets, stainless appliances, new refrigerator; updated half bath; large deck, private back

    Gina Antonucci Easy Lifestyle Real Estate

    241 Tamerisk Ln, New Windsor, NY 12553
  • /25

    $559,000

    • 3 Beds
    • 2.5 Baths
    • 1,865 Sq Ft

    3 Webster Ct, Monroe, NY 10950

    Enjoy this spacious 3-bedroom townhouse in gated community. well maintained complex- Great open floor plan that will be perfect for gatherings. Gas fireplace adds to the beauty of the living room. Sliding doors lead to a rear yard deck. New bathroom - Plenty of closet space- Unfinished basement with sliding door and windows. Can possibly be finished. Monroe-Woodbury Schools - Close to

    Kevin Abrams Hudson Heritage Realty

    3 Webster Ct, Monroe, NY 10950
  • /44

    $605,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,132 Sq Ft

    125 White Bridge Rd, Middletown, NY 10940

    This home offers so much more than a new build. Enjoy 2,132 square feet of well maintained, comfortable living space, topped with a brand new roof. Set on 2.6 beautiful acres in a serene country setting, the property’s signature feature is its fully owned solar array. No roof penetrations, no lease agreements — just clean energy and real savings. Electric bills as low as $28 per month speak for

    Anthony Spadaro RE/MAX Benchmark Realty Group

    125 White Bridge Rd, Middletown, NY 10940
  • /37

    $2,000,000

    • 6 Beds
    • 5.5 Baths
    • 6,254 Sq Ft

    63 Colonial Ave, Warwick, NY 10990

    Set on nearly three acres in the heart of Warwick’s historic village, Breckenridge is a commanding example of Greek Revival architecture—its stately brick facade, soaring columns, and symmetrical proportions echoing the grandeur of a bygone era. Built in 1911, the residence spans over 6,200 square feet across three levels, offering six bedrooms, five-and-a-half baths, and a wealth of original

    Christine Vande Vrede Chapin Sotheby's Intl Rlty

    63 Colonial Ave, Warwick, NY 10990
  • /11

    $999,999

    • 6 Beds
    • 3 Baths
    • 2,350 Sq Ft

    15 Duelk Ave, Monroe, NY 10950

    15 Duelk Ave, Monroe, NY — Enjoy a refreshing lifestyle with your own swimming pool at this charming single-family home. Offering 6 bedrooms and 3 bathrooms, this property features a finished basement, an attached garage, and a spacious yard perfect for gatherings and relaxation. Nestled in a quiet residential neighborhood and conveniently close to schools, shopping, and local amenities—this is a

    Chaim Reich eRealty Advisors, Inc

    15 Duelk Ave, Monroe, NY 10950
  • /43

    $835,000

    • 5 Beds
    • 3.5 Baths
    • 3,022 Sq Ft

    4 Carlisle Ct, Highland Mills, NY 10930

    Distinguished 5 bedroom, 3.5 bath colonial located in the prestigious and coveted Brigadoon community! This stately colonial offers over 4,000 square feet of refined living space set on a sprawling .60 acre lot. With classic charm and modern comfort, this home is designed to impress! Step inside to a grand foyer that leads to beautifully appointed formal living and dining rooms, perfect for

    Patricia Tompkins Weichert Realtors

    4 Carlisle Ct, Highland Mills, NY 10930

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