Orange County NY Homes for Sale with Private Pool

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  $874,900

  • 4 Beds
  • 2 Baths
  • 2,466 Sq Ft

  651 Lakes Rd, Monroe, NY 10950

  Rare opportunity to purchase this breath taking one of a kind estate in Monroe that consists of three homes nestled on 3.5 stately landscaped acres affording you peace and privacy! Surrounded by the original stone walls of this compound, this unique oasis offers a huge 50,000-gallon gunite in-ground pool with Italian glass tile, patios overlooking the gorgeous park-like grounds, and a new

  Frank Golio Howard Hanna Rand Realty

  651 Lakes Rd, Monroe, NY 10950
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  $699,000

  • 12 Beds
  • 11 Baths
  • 5,004 Sq Ft

  5 Wawayanda Place, Middletown, NY 10940

  Totally renovated large home with 12 bedrooms, 8 of them being suites with their own full bathroom. 11 full bathrooms total. Home also features game room, large dining area, living room, spacious eat in kitchen with stainless appliances & island, laundry off the kitchen, large fenced patio & inground pool. Conveniently located around Orange County Community College, tennis & skate and

  Jamie Sittner Find Advisors

  5 Wawayanda Place, Middletown, NY 10940
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  $369,000

  • 4 Beds
  • 2.5 Baths
  • 1,472 Sq Ft

  22 Fullerton Ave, Newburgh, NY 12550

  HUGE LOT! Spacious 4-Bedroom Home with Flexible Living Areas & Backyard OasisWelcome to this generously sized 4-bedroom, 3.5-bath home brimming with updates and versatile spaces. Set on a large lot, the property impresses with a refreshing pool, two wood sheds for extra storage, a fenced-in parking area, and a delightful backyard porch perfect for relaxation or entertaining.Inside, you’ll find:•

  Peter Sisca Real Broker NY LLC

  22 Fullerton Ave, Newburgh, NY 12550
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  $379,000

  • 3 Beds
  • 1.5 Baths
  • 1,434 Sq Ft

  2125 State Route 300, Wallkill, NY 12589

  Back on the market!!! Welcome to this 3-bedroom, 1.5-bath home, set on an expansive corner lot boasting two entrances and offering endless possibilities! Natural light floods the living room through two large bay windows, creating a warm and inviting atmosphere. Main level also hosts a kitchen ready for you to design.2nd floor has 3 bedrooms (wood floors) and a full bath.Lower level

  Gina Dudgeon Howard Hanna Rand Realty

  2125 State Route 300, Wallkill, NY 12589
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  $915,175

  • 5 Beds
  • 5 Baths
  • 3,130 Sq Ft

  30 Werner Ave Unit MAIN HOUSE, Florida, NY 10921

  This is the ULTIMATE OPPORTUNITY to own an INCOME PRODUCING PROPERTY and live in a LUXURIOUS HOME with an open, flowing floor plan with plenty of private living spaces for multigenerational living, flexible entertaining or home office spaces with the added BONUS of a legal 1 bedroom cottage which currently rents for $1700.00 a month to cover your taxes on this GRAND ESTATE.The 1st floor of the

  Patricia Brady Keller Williams Realty

  30 Werner Ave Unit MAIN HOUSE, Florida, NY 10921
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  $560,000

  • 3 Beds
  • 2 Baths
  • 2,402 Sq Ft

  354 Petticoat Ln, Bloomingburg, NY 12721

  ARE YOU READY FOR IT?? Lets check some boxes.. 3 bedrooms, 2 baths. Master bedroom on the opposite side of the house with an on suite bath. soaking tub, walk in shower and walk in closet. 5.2 acres of mostly level land that backs up to the Shawangunk kill (great for fishing). Heated in ground pool and a grilling area for you outdoor enjoyment. Jacuzzi, Rec room with bar, pool tale and wine

  Lynnette Wright Curasi Realty, Inc.

  354 Petticoat Ln, Bloomingburg, NY 12721
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  $999,999

  • 5 Beds
  • 3 Baths
  • 4,958 Sq Ft

  75 Monahan Rd, Port Jervis, NY 12771

  Discover the essence of Hudson Valley living with this extraordinary property! Nestled in a serene, wooded landscape, this home has almost 5,000 sqf, 5 bedrooms, 3 bathrooms, 2 bonus rooms (use as gym, 2nd office, etc.) and an office. This contemporary home offers unparalleled privacy and a canvas to create your dream lifestyle. Enjoy breathtaking sunrises and sunsets with perfect lighting

  Christian Zube Realty Executives Exceptional

  75 Monahan Rd, Port Jervis, NY 12771
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  $2,999,999

  • 4 Beds
  • 4.5 Baths
  • 4,461 Sq Ft

  101 Mountain Lodge Rd, Washingtonville, NY 10992

  "Sunset Lodge," carefully curated and impeccibly maintained, is available for only the third time. This once in a lifetime estate comprises 38 acres, yet is only 7 minutes from Metro North NJ Transit. Exquisite main home, two ponds, 20 acres fenced (+10 wooded acres), a six stall horse barn with apartment, spectacular warm weather entertaining area with stunning 18 x 65 foot infinity pool, 8

  Susan Rost Tux Park Towne & Country

  101 Mountain Lodge Rd, Washingtonville, NY 10992
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  $5,499,000

  • 6 Beds
  • 5 Baths
  • 3,762 Sq Ft

  349 Sarah Wells Trail, Goshen, NY 10924

  The nicest Equine Boarding Facility in Orange County could be yours; located on 103+ Acres with ample privacy, multiple residential houses, 3 separate Garages, a 100' By 200' Indoor Steel Equestrian Riding Arena and 30-Stall Double-Breezeway Horse Barn. The State of the art Horse Barn features a heated riders lounge, tack room and full hayloft. Horse owners know what a flex 14' by 14' horse

  Deb Cor Exclusively Equine Prop LLC

  349 Sarah Wells Trail, Goshen, NY 10924
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  $525,000

  • 6 Beds
  • 2 Baths
  • 2,100 Sq Ft

  10 Congress Dr, Washingtonville, NY 10992

  Opportunity awaits in this expansive 6-bedroom, 2-bathroom home nestled in the desirable community of Washingtonville. With generous square footage, a brand-new renovated kitchen, and a large backyard, this property offers incredible potential for families, investors, or those looking to create their dream home.The heart of the home is the stunning new kitchen, featuring a large center island,

  Danielle Russodivito New and Modern Group, LLC

  10 Congress Dr, Washingtonville, NY 10992
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  $169,900 New Construction

  • 2 Beds
  • 1 Bath
  • 400 Sq Ft

  197 Wheeler Rd, 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. Mountain Cottages start at $169,900 and with a

  Linda VanDeWeert Better Homes and Gardens Green Team

  197 Wheeler Rd, Florida, NY 10921
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  $169,900 New Construction

  • 1 Bed
  • 1 Bath
  • 400 Sq Ft

  197 Wheeler Rd, 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. Mountain Cottages start at $169,900 and with a

  Linda VanDeWeert Better Homes and Gardens Green Team

  197 Wheeler Rd, Florida, NY 10921
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  $455,000 Pre-Foreclosure

  • 3 Beds
  • 2.5 Baths
  • 2,127 Sq Ft

  2 Gerri Ct, Wallkill, NY 12589

  Charming Colonial Near Chadwick Lake – Wallkill SchoolsWelcome to this classic Colonial nestled on over half an acre in the perfectly located near scenic Chadwick Lake. Set within the desirable Wallkill School District, this home offers an excellent opportunity for buyers looking to customize and add their own personal touch.Step inside to find a traditional layout featuring

  Steve Esposito HomeSmart Homes & Estates

  2 Gerri Ct, Wallkill, NY 12589
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  $750,000 Coming Soon

  • 4 Beds
  • 3 Baths
  • 2,368 Sq Ft

  76 County Route 51, Campbell Hall, NY 10916

  Set high on a rolling hilltop, this stunning contemporary ranch offers panoramic views that stretch for miles. From sunrise to sunset, enjoy breathtaking scenery from the expansive wrap-around deck, the private deck off the primary suite, or while relaxing by the sparkling above-ground pool.Inside, the home is filled with natural light thanks to abundant windows and skylights, creating a warm

  Patricia Lucey Picture It Sold, LLC

  76 County Route 51, Campbell Hall, NY 10916
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  $595,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,822 Sq Ft

  360 Clove Rd, Monroe, NY 10950

  Perched on a hill in the Washingtonville school district sits this stately colonial on 1.3 acres! Step inside from the covered front porch to find hardwood floors throughout all living spaces, and tons of sunlight pouring in to every room! Large EIK features breakfast bar, granite counters, stainless appliances and room for all! Kitchen is open to a charming family room with custom fireplace to

  Anne Mahoney Hudson Valley Home Connection

  360 Clove Rd, Monroe, NY 10950
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  $450,000 Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,584 Sq Ft

  3 Bonnie Brae Dr, Middletown, NY 10941

  Welcome to 3 Bonnie Brae Dr in Middletown (Pine Bush Schools). This 3-bedroom, 1-bath home offers 1,584 sq ft of living space on a 0.28-acre lot, highlighted by an in-ground pool and a charming gazebo, perfect for summer relaxing and entertaining. A detached oversized garage with a finished room above provides versatile bonus space for a studio, office, gym, or hobbies. Inside, the layout flows

  Pete Wolven Hudson Valley Home Connection

  3 Bonnie Brae Dr, Middletown, NY 10941
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  $690,000 Coming Soon

  • 3 Beds
  • 3 Baths
  • 3,200 Sq Ft

  23 Renies Rd, Chester, NY 10918

  Escape to your own sanctuary in this stunning 3 bedroom 3 full bath contemporary cedar home, perfectly blending modern comfort with natural charm. Inside you'll find an open-concept layout with soaring ceilings, large windows, and natural wood finishes that create a warm, modern vibe. The spacious kitchen features stainless appliances, hickory cabinets and an island ideal for entertaining. Two

  Kristie Jacques Century 21 Full Service Realty

  23 Renies Rd, Chester, NY 10918
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  $399,900

  • 6 Beds
  • 3.5 Baths
  • 2,800 Sq Ft

  40 Weygant Hill, Highland Mills, NY 10930

  **Multiple offer situation. Seller requesting highest, best and final offers 12noon cst, 8/22/2025.** Looking for a Mini Estate or family compound? This charming 6 Bedroom, 3.1 Bathroom Old Style home in the Village of Woodbury might be what you are looking for! Renovation has been started & in need of completion. Tiled floors throughout. Living room with fireplace,open kitchen with tons of

  Ernie Acampora River Realty Services, Inc.

  40 Weygant Hill, Highland Mills, NY 10930
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  $225,000

  • 3 Beds
  • 3 Baths
  • 2,932 Sq Ft

  792 Route 284, Westtown, NY 10998

  Fixer-Upper with Stunning Lake Views!Here is a Wonderful Opportunity for you at at 792 Route 284, Westtown, NY! This turn of the last century home sits on a picturesque lot with breathtaking views of a private lake, offering endless potential for investors, flippers, or buyers looking to create their dream retreat.Featuring 3+ bedrooms, hardwood floors throughout, charming details

  Brandon Nielsen Century 21 Full Service Realty

  792 Route 284, Westtown, NY 10998

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