Orange County NY Homes for Sale with Private Pool

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  $899,000

  $96K PRICE DROP

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

  736 State Route 94 N, Warwick, NY 10990

  Welcome to your ultimate private oasis in the Town of Warwick! Set on a sprawling 15.5-acre estate complete with a tranquil pond and stream, this stunning, expansive Mid-Century Modern Ranch offers nearly 3,200 square feet and more of luxurious living space. Boasting 3 spacious bedrooms, 4 full bathrooms, this home is thoughtfully designed for both grand entertaining and everyday comfort. Step

  Jason McGovern KW Hudson Valley United

  736 State Route 94 N, Warwick, NY 10990
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  $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
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  $675,000

  $40K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,784 Sq Ft

  335 Laroe Rd, Chester, NY 10918

  Set on 3.2 acres within the Monroe-Woodbury School District, 335 Laroe Road offers a rare combination of space, functionality, and a convenient Chester location. Step inside to the welcoming two-story foyer featuring an open staircase and you'll immediately appreciate the size of the home. The main level offers a functional layout with multiple living spaces, including a living room, formal

  Christina D'Altiiio Coldwell Banker Choice Prop.

  335 Laroe Rd, Chester, NY 10918
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  $850,000

  $50K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 4,090 Sq Ft

  464 Union School Rd, Middletown, NY 10941

  Nestled on a private 5.1-acre property, this custom contemporary Cape-style home offers the perfect balance of luxury, comfort, and natural beauty. Thoughtfully designed with refined finishes and exceptional living spaces, this residence creates an inviting retreat while still being close to the many attractions of the Hudson Valley. Step inside to discover a bright and spacious main level

  Colin Seitz RE/MAX Benchmark Realty Group

  464 Union School Rd, Middletown, NY 10941
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  $685,000

  $35K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,718 Sq Ft

  26 Bridle Ln, Chester, NY 10918

  From the moment you arrive, it's clear this is a home whose character and setting are best experienced firsthand. The bright, open-concept living area features vaulted ceilings and abundant natural light, creating an inviting space for everyday living and entertaining. A beautiful den with two walls of windows and a gas fireplace overlooks the pool and surrounding landscape. The thoughtfully

  David White Owner Entry.com

  26 Bridle Ln, Chester, NY 10918
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  $623,900

  $125K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,524 Sq Ft

  17 Woodridge Dr, Chester, NY 10918

  Beautiful Colonial set on just under an acre of meticulously landscaped property, offering breathtaking sunset views from a very private backyard. The taxes may be reduced by up to 20%; however, a tax appeal cannot be filed until 2027. Great spacious front porch! On a quiet cul-de-sac, this home features a stunning in-ground pool with a new heater, cover & pump. Pool filter, and liner are about 4

  Sharon Kushner eXp Realty

  17 Woodridge Dr, Chester, NY 10918
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  $777,000

  $72K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,580 Sq Ft

  2398 State Route 207, Campbell Hall, NY 10916

  Huge price reduction Seller ready to sell. Beautifully set behind a steel automated gate and down an extended driveway lies your opportunity for this magnificent and spacious, recently remodeled 4 bedroom, 3 full bathroom home set on 5.7 serene, level, private and tranquil acres. Imported tile and granite abound. A beautiful custom kitchen with stainless appliances, flank an expansive

  Richard Wawrynek Howard Hanna Rand Realty

  2398 State Route 207, Campbell Hall, NY 10916
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  $1,980,000

  • 5 Beds
  • 6.5 Baths
  • 7,512 Sq Ft

  23 Greenwich Ave, Central Valley, NY 10917

  A HUDSON VALLEY MINI ESTATE WITH 7,500+ SQFT | BACKING ONTO PROTECTED LAND AND FALKIRK GOLF COURSE === WHAT SETS THIS HOME APART === — THE LARGEST HOME IN THE GREENS OF WOODBURY: 5,312 sqft above grade plus 2,200 sqft fully finished lower level. The only home in the community at this scale. — A PERMANENT VIEW: 0.76-acre lot backs onto Town of Woodbury preserve land and the Falkirk golf course. No

  Hai Li KW Hudson Valley United

  23 Greenwich Ave, Central Valley, NY 10917
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  /40

  $1,190,000

  • 4 Beds
  • 2.5 Baths
  • 3,102 Sq Ft

  170 Dickerson Ave, Montgomery, NY 12549

  Your private retreat in the Hudson Valley, 80 minutes from the city. Ten estate-like acres, a heated pool, and total seclusion. With Stewart Airport just 30 minutes out and the best of the region within easy reach: golf, fishing, boating, lakes and rivers, miles of hiking, skiing, and the charming hamlets of the Valley, with the Shawangunk Ridge and the Catskills close by. The home lives up to

  Dylan Woods Howard Hanna Rand Realty

  170 Dickerson Ave, Montgomery, NY 12549
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  $637,000

  • 3 Beds
  • 3.5 Baths
  • 3,895 Sq Ft

  824 Peenpack Trail, Sparrow Bush, NY 12780

  This property has the world class charm and character of another generation. Situated on 7.1 beautiful acres on a corner lot with a stocked trout stream that runs through the property. Featuring an oversize dining room, great for holiday dinners. Living room is perfect for large family gatherings with a wood burning fireplace to keep you warm in the winter season. The kitchen opens to an

  Safdar Mursalin eXp Realty

  824 Peenpack Trail, Sparrow Bush, NY 12780
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  /40

  $499,000

  • 3 Beds
  • 1.5 Baths
  • 2,014 Sq Ft

  1 Brewster Dr, Middletown, NY 10940

  Welcome to this beautiful 3 bedrooms with one-and-a-half-bath bi-level home nestled in a highly desirable, established community. Offering approximately 2,000 square feet of comfortable living space, this corner-lot property features a beautiful level yard and a spacious backyard perfect for entertaining, relaxing, and enjoying outdoor living. Inside, you’ll find hardwood floors, a bright and

  Anita S. Cristiano HomeSmart Homes & Estates

  1 Brewster Dr, Middletown, NY 10940
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  $825,000

  Open House 7/22

  • 4 Beds
  • 2.5 Baths
  • 3,276 Sq Ft

  34 Stapleton Ct, Middletown, NY 10940

  This stunning four-bedroom Colonial is nestled on 1.3 acres at the end of a peaceful cul-de-sac, backing up to the scenic Hunter Nature Preserve. Enjoy relaxing evenings on the spacious rocking chair front porch. The updated kitchen features beautiful granite countertops and a custom backsplash, perfect for culinary enthusiasts. The expansive Great Room is ideal for celebrations, entertaining

  Annie Hansen Howard Hanna Rand Realty

  34 Stapleton Ct, Middletown, NY 10940
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  $425,000

  $25K PRICE DROP

  • 2 Beds
  • 3 Baths
  • 2,020 Sq Ft

  1505 Balsam Dr, New Windsor, NY 12553

  Welcome to this beautifully maintained townhouse in The Grove, offering a spacious open-concept layout and an exceptional lifestyle. The main level features gleaming hardwood floors, elegant crown molding, a bright living room, formal dining area with sliding doors to a private balcony, and a well-appointed eat-in kitchen complete with 42-inch cabinetry, pantry, and breakfast bar. This home

  Bryan Dale eXp Realty

  1505 Balsam Dr, New Windsor, NY 12553
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  /11

  $295,000

  • 2 Beds
  • 1.5 Baths
  • 1,176 Sq Ft

  276 Temple Hill Rd Unit 103, New Windsor, NY 12553

  This beautifully updated 2 bedroom, 1.5 bath condo is located in the much desired Continental Manor Community. The first floor comprises a massive living room which flows seamlessly into a sunlit dining room, updated kitchen with plenty cabinets, ample counter space and a dish washer. Stainless Steel refrigerator and stove. Sliding door leads to a private backyard. The second floor boasts of 2

  Carl Grant CARIB WORLDWIDE REALTY CO INC

  276 Temple Hill Rd Unit 103, New Windsor, NY 12553
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  $275,000

  • 2 Beds
  • 1 Bath
  • 1,062 Sq Ft

  804 Swan Hollow Rd, Monroe, NY 10950

  Welcome Home! Well maintained two bedroom unit with lake and mountain views. Spacious living room with access to a private balcony. Eat in kitchen has updated counter tops and new appliances. Both bedrooms have ample closet space. Windridge is a quiet community conveniently located minutes from town. Great commuter location. Amenities include pool, playground, tennis and basketball courts,

  Valerie Quinn Keller Williams Realty

  804 Swan Hollow Rd, Monroe, NY 10950
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  $898,000

  • 4 Beds
  • 2.5 Baths
  • 2,506 Sq Ft

  14 Robalene Dr, Goshen, NY 10924

  No need to look further - your dream home is here. This colonial is loaded with $400K+ in upgrades and move-in ready with high-end features already done. Gorgeous 6 bed/4bath home offering true resort-style living. Stunning gourmet kitchen with granite countertops, stainless steel appliances, hardwood floors, and cozy fireplace. Main level features formal dining and a versatile flex room ideal as

  Avrahom Lewinson Keller Williams Realty

  14 Robalene Dr, Goshen, NY 10924
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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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  $899,000

  $96K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,375 Sq Ft

  155 Alexander Rd, Monroe, NY 10950

  This property offers the perfect balance of privacy and convenience. The wooded backdrop creates a serene retreat, while the open floor plan and outdoor spaces make it perfect for gatherings. With its cathedral ceilings, formal dining room, and versatile office/den, Pride in ownership is clear in the outside entertainment area. 5,000 sq ft of resort style patio with a beautiful inground pool with

  Lisa Taormina Werner Realty of New York

  155 Alexander Rd, Monroe, NY 10950
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  $579,999

  • 4 Beds
  • 1.5 Baths
  • 1,932 Sq Ft

  3 Elmwood Dr, Goshen, NY 10924

  MOVE-IN READY BI-LEVEL AVAILABLE IN GOSHEN/CHESTER AREA! If you're searching for an exceptional home in the desirable Goshen/Chester area with low property taxes, this beautifully updated bi-level is a must-see. Renovated in 2022 and offering nearly 2,000 square feet of meticulously maintained living space, this home combines modern style with everyday comfort. Step inside to discover beautifully

  Vincent McAteer Terrie OConnor

  3 Elmwood Dr, Goshen, NY 10924
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  $619,750

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,964 Sq Ft

  17 Long View Dr, Unionville, NY 10988

  Welcome to this spacious and well-maintained Colonial nestled in the desirable Minisink Valley School District. Built in 2005, this 4-bedroom, 2 full and 1 half bath home offers approximately 2,964 square feet of living space set on a generous 0.76-acre lot . Step inside to discover a bright and inviting layout featuring high ceilings, abundant natural light, and thoughtfully updated finishes

  Felix Pena RE/MAX Benchmark Realty Group

  17 Long View Dr, Unionville, NY 10988
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  $489,000

  • 5 Beds
  • 2 Baths
  • 1,556 Sq Ft

  24 Dennis Dr, New Hampton, NY 10958

  This Big! Bright! and Beautiful! 5 BR, 2 Bath home is sun filled and open with lots of windows! Vaulted ceilings in LR and DR! Large Family room has brick fireplace with woodburning insert! HW floors! Interior just painted! Door from DR leads to 20 X 17 Screened porch! Generator stays! Many updates! Newly installed water softening system and 2 whole house water filters stay! Vacation every day in

  Linda Clark Hudson Valley Griffith

  24 Dennis Dr, New Hampton, NY 10958
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  $410,000

  $65K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft

  157 Old Forestburg Rd, Sparrow Bush, NY 12780

  Discover Your Dream Escape: A Cozy Ranch in Sparrowbush, NY!Nestled on a private 2+ acre parcel on a tranquil road, this well-built ranch offers ample space with vaulted ceilings in the open living/dining/kitchen, abundant natural light from large windows, hardwood floors throughout (new carpet in 3 bedrooms), and a cozy fireplace with pellet stove heating the main floor efficiently. Stay

  Gail Rachlin KW Hudson Valley United

  157 Old Forestburg Rd, Sparrow Bush, NY 12780
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  $725,000

  $64K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,041 Sq Ft

  462 Ridge Rd, Campbell Hall, NY 10916

  This truly exceptional colonial rests on 8 private acres offering over 3,000 square feet of beautifully designed living space. This 4-bedroom, 2.5-bath home delivers the perfect blend of comfort, space, and functionality, featuring a stunning new kitchen by EBK Designs with custom cabinetry and quartz countertops that flows seamlessly into a bright, vaulted living room with a cozy fireplace and

  Steve Esposito HomeSmart Homes & Estates

  462 Ridge Rd, Campbell Hall, NY 10916
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  $525,000

  • 3 Beds
  • 1.5 Baths
  • 1,704 Sq Ft

  11 Fleetwood Dr, Goshen, NY 10924

  Welcome to 11 Fleetwood Drive, a move-in ready split-level home offering the perfect combination of indoor comfort and outdoor enjoyment in the heart of Goshen NY. Situated on a generous lot, this 3-bedroom home offers an inviting living space designed for today's lifestyle. The main level features a den/office with bright, comfortable living areas that flow seamlessly into the kitchen and dining

  Stephen Zondorak Astor Lane Realty

  11 Fleetwood Dr, Goshen, NY 10924
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  $685,000

  • 4,089 Sq Ft

  20 Bernadette Way, Washingtonville, NY 10992

  Imagine owning a home that not only gives your family room to grow but also offers flexibility, privacy, and INCOME OPPORTUNITIES for years to come. Welcome to this exceptional 5 bedroom, 4 full bath Mother Daughter home, thoughtfully designed with two separate living spaces under one roof. This expanded raised ranch is a rare find in today's market, offering endless possibilities for

  Anesha Nesbitt eXp Realty

  20 Bernadette Way, Washingtonville, NY 10992
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  $369,900

  $79K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,200 Sq Ft

  202 Concord Ln Unit 202, Middletown, NY 10940

  Welcome to Buttonwood Hills! This spacious 3-bedroom, 2.5-bath townhouse offers comfortable, low-maintenance living in one of Middletown's most convenient locations. Featuring a bright and functional layout, the main level includes a generous living room, dining area, updated kitchen, convenient half bath, and in-unit laundry. Upstairs, you'll find a spacious primary bedroom along with two

  Soleil Jackman Howard Hanna Rand Realty

  202 Concord Ln Unit 202, Middletown, NY 10940

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