Orange County NY Homes for Sale with Private Pool

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  $599,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,900 Sq Ft

  9 Melody Ln, Harriman, NY 10926

  Set in a desirable Harriman neighborhood, this 4-bedroom, 2.5-bath Colonial offers nearly 3,000 sq ft of comfortable living space, including a fully finished basement. Inside, the layout flows effortlessly from the formal living and dining rooms into the eat-in kitchen and den, making it ideal for everything from laid-back family time to hosting holiday gatherings.Upstairs, the primary suite

  Rebecca Kane Keller Williams Hudson Valley

  9 Melody Ln, Harriman, NY 10926
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  $499,000

  • 5 Beds
  • 2.5 Baths
  • 3,120 Sq Ft

  358 Bull Mill Rd, Chester, NY 10918

  CHARM, SPACE and OPPORTUNITY in the highly rated Monroe-Woodbury School District! Classic vintage 5 bedroom colonial on 3.10 level acres offering the perfect blend of character and potential - all just 50 miles from NYC yet a world away from the hustle and bustle of city life. Located on a winding country road, the home sits on a large, level lot with mature trees and an in ground pool (condition

  Amy Wilhelm Corcoran Baer & McIntosh

  358 Bull Mill Rd, Chester, NY 10918
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  $625,000

  • 4 Beds
  • 3 Baths
  • 2,432 Sq Ft

  3 Cambridge Rd, Highland Mills, NY 10930

  Discover the epitome of serene living at this exquisite corner property nestled at 3 Cambridge Rd, Highland Mills, NY. This impeccably maintained home offers a harmonious blend of comfort and modern amenities, perfect for those seeking both privacy and convenience. Step into the heart of the home, the beautifully designed kitchen featuring pristine white cabinetry and countertops that create a

  Nathen Singer MK Realty Inc

  3 Cambridge Rd, Highland Mills, NY 10930
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  $499,999

  • 3 Beds
  • 2 Baths
  • 1,980 Sq Ft

  60 Creamery Dr, New Windsor, NY 12553

  Welcome to this beautifully maintained 3-bedroom, 2-bath raised ranch in the highly desirable Butter Hill Estates, served by the top-rated Cornwall School District. Offering 1,980 sq. ft. of flexible living space, this home features a bright, open layout and a finished basement with endless possibilities. A versatile fourth room is ideal as a guest suite, office, or creative space, with rough

  Irene McCarthy Keller Williams Hudson Valley

  60 Creamery Dr, New Windsor, NY 12553
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  $585,000

  • 5 Beds
  • 2.5 Baths
  • 2,988 Sq Ft

  52 Gregory Dr, Goshen, NY 10924

  Let Your Dreams Begin in this Lovely 2988 sq.ft.,5 Br,21/2 B.Th., Colonial w/ Large LR, DR, Family RM w/woodburning fireplace & sliders to a screened in porch, updated eat in kitchen w/quartz counter tops, first floor office/den. Primary bedroom offers full bath & walk in closet. Close to Schools, Restaurants, Harness Racing Museum, Historic Track, Legoland & More.

  Kathleen Strong Hudson Valley Griffith

  52 Gregory Dr, Goshen, NY 10924
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  $550,000 Open Sun 12PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,868 Sq Ft

  22 King St, Monroe, NY 10950

  Well-kept 1,868 square feet bi-level home tucked on a peaceful cul-de-sac in the heart of the Village of Monroe. The main level is light-filled with easy flow for everyday living and entertaining while the lower level provides flexible bonus space. Step outside to an inviting yard that features an above-ground pool and deck, offering the perfect setting to create your own oasis. Enjoy village

  Debbie Goldstein Howard Hanna Rand Realty

  22 King St, Monroe, NY 10950
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  $1,895,000

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

  14 Stonewall Ct, Warwick, NY 10990

  Tucked away on 12.3 acres in the iconic rolling hills of Warwick, 14 Stonewall Court is more than a house—it's a lifestyle. Pull through the wrought-iron gate and be welcomed by a beautiful paver driveway, a triple-waterfall fountain, and four-seasons sunset views over a peaceful, private lake. This custom Arts & Crafts Colonial, built in 2005, has been meticulously updated over the last four

  Elizabeth Broderick Tuxedo Hudson Realty Corp

  14 Stonewall Ct, Warwick, NY 10990
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  $485,000

  • 6 Beds
  • 2 Baths
  • 1,800 Sq Ft

  26 Patricia Ln, Washingtonville, NY 10992

  Discover the lifestyle you’ve been dreaming in the heart of Washingtonville a home where spaciousness, comfort, and convenience come together for unforgettable memories.Imagine mornings filled with sunlight streaming into your stunning sunroom, where you can sip coffee or unwind with a good book while overlooking your own private oasis. With six generously sized bedrooms, there’s room for

  Alicia Goldman Christie's Int. Real Estate

  26 Patricia Ln, Washingtonville, NY 10992
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  $510,000

  • 3 Beds
  • 2 Baths
  • 1,448 Sq Ft

  34 Rockwood Dr, Newburgh, NY 12550

  Striking 3 Bed Contemporary Home in the Town of Newburgh with In-Ground Pool ! An impressive home nestled in a desirable Town of Newburgh neighborhood, offering style, space, and an ideal location close to schools, shopping, and commuter routes. Step inside to a bright, open-concept layout with soaring dramatic ceilings and a stunning loft with skylights offer the perfect space for office or den

  Gina De Cerbo RE/MAX Benchmark Realty Group

  34 Rockwood Dr, Newburgh, NY 12550
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  $415,000

  • 4 Beds
  • 3 Baths
  • 2,040 Sq Ft

  167 Rockwell Ave, Middletown, NY 10940

  Charming Single-Family Home for SaleWelcome to this beautifully designed, spacious single-family home, offering a perfect blend of comfort and style. Nestled in a serene space, this home is ideal for those seeking both tranquility and convenience.As you step inside, you’re greeted by an inviting open-concept layout that seamlessly connects the living, dining, and kitchen areas. The living

  Ermelinda Mclaughlin eXp Realty

  167 Rockwell Ave, Middletown, NY 10940
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  $475,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft

  212 Hawthorn Way, New Windsor, NY 12553

  Welcome to The Grove at New Windsor, a stylish townhome community offering a great alternative to single-family living. This sought-after end unit showcases hardwood floors in the main living areas, an open dining space, and large west-facing windows that flood the home with natural light. The spacious eat-in kitchen features an island, stainless steel appliances, a walk-in pantry, and a tiled

  Bryan Dale eXp Realty

  212 Hawthorn Way, New Windsor, NY 12553
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  $29,500,000

  • 19 Beds
  • 22 Baths
  • 22,400 Sq Ft

  120 Ridge Rd, Tuxedo Park, NY 10987

  Renamor is a spectacular estate blending history, grandeur and modern sustainability in a truly unique way. It is situated on the largest piece of property ever to be sold in historic Tuxedo Park, 151 acres! The fact that it’s now on the market for the first time in over 30 years makes it even more enticing for a discerning buyer seeking a one-of-a-kind property.Built circa 1928 in the

  Richard Ellis Ellis Sotheby's Intl Realty

  120 Ridge Rd, Tuxedo Park, NY 10987
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  $599,000

  • 4 Beds
  • 3.5 Baths
  • 2,732 Sq Ft

  20 Prospect Ave, Goshen, NY 10924

  Welcome to this totally renovated spacious 4-bedroom, 3-full bath and 1-half bath home, perfect for comfortable family living and entertainment. As you step inside, you'll be greeted with a bright and airy living room, a kitchen with modern appliances, and formal dining. The main bedroom is spacious and each of the additional bedrooms is generously sized with ample closet space and easy access to

  Geni Silva Ethos Realty LLC

  20 Prospect Ave, Goshen, NY 10924
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  $499,900

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

  200 Cardinal Dr, Montgomery, NY 12549

  Discover this inviting corner-lot home in the highly sought-after Montgomery Village neighborhood. The main level features three bedrooms and an open-concept living area with an island kitchen and dining room, all with hardwood floors. The heated, enclosed sunporch provides additional year-round living space.The lower level is a true bonus, offering a fourth bedroom, a large family room,

  Maureen Cronin Cronin & Company Real Estate

  200 Cardinal Dr, Montgomery, NY 12549
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  $549,900

  • 4 Beds
  • 2.5 Baths
  • 2,012 Sq Ft

  23 Southern Ln, Warwick, NY 10990

  Welcome to this charming 4-bedroom Dutch Colonial in Warwick, offering 2,012 sq. ft. of living space plus a 308 sq. ft. finished rec room. Oversized lot 190 ft. Built in 1970, this home features hardwood floors, a cozy fireplace, and a primary bedroom with an en-suite bath. The layout includes 2 full and 1 half baths, providing convenience for everyday living. Enjoy outdoor living with a

  Nancy Sardo BHG Real Estate Green Team

  23 Southern Ln, Warwick, NY 10990
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  /16

  $253,000

  • 2 Beds
  • 1 Bath
  • 820 Sq Ft

  909 Parr Meadow Dr Unit 9I, Newburgh, NY 12550

  Welcome to this charming 2 bedroom, 1 bathroom condo located in Parr Valley West. Upon entering, you'll find an inviting open-concept living and dining area. The updated kitchen boasts plentiful cabinetry, elegant granite countertops, and modern stainless steel appliances. Both bedrooms come equipped with closets, while the full bathroom is impeccably maintained. Residents can enjoy a

  Cimen Mustafa HomeSmart Homes & Estates

  909 Parr Meadow Dr Unit 9I, Newburgh, NY 12550
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  $1,888,000

  • 5 Beds
  • 9 Baths
  • 7,794 Sq Ft

  3 Bristol Dr, Middletown, NY 10941

  Amazing Mini Mansion Luxury Hse on this one ! For those that look for the very best and finest that the Hudson Valley has to offer you are sure to be amazed as you enter this 11200 plus sq ft luxurious brick colonial mansion including 3200 sq ft Indoor Pool room ! Yes you read that correctly, this home is one of the very few that features a 16 by 32 ft indoor pool attached to a 10 person jacuzzi

  Mohamed Elgoarany All American Realty Management

  3 Bristol Dr, Middletown, NY 10941
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  $499,000

  • 3 Beds
  • 2.5 Baths
  • 2,032 Sq Ft

  29 Keasel Rd, Middletown, NY 10940

  Welcome to 29 Keasel Road—a private oasis that perfectly blends elegance, comfort, and convenience. Just minutes from the expressway and premier shopping, this stunning home boasts thoughtful upgrades including a brand-new dishwasher and gutters (2024) and well-maintained windows (5–10 years). Step outside to your own resort-style retreat featuring a sparkling in-ground pool, serene functioning

  Ramanjit Dhanoa eXp Realty

  29 Keasel Rd, Middletown, NY 10940
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  $2,100,000

  • 3 Beds
  • 3 Baths
  • 3,666 Sq Ft

  91 Distillery Rd, Warwick, NY 10990

  This stunning 3-bedroom, 3-full-bathroom three story Cape Cod home with 2-car garage offers the perfect blend of luxury, comfort, and timeless craftsmanship. A gentlemen's farm. Set on 5.4 acres with two manicured fenced in pastures and beautifully landscaped property brings natural beauty the moment you enter the drive up to this home. Total living space is over 3,666 sq. ft space also includes

  Marie Nick RE/MAX Town & Country

  91 Distillery Rd, Warwick, NY 10990
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  $3,195,000

  • 4 Beds
  • 6 Baths
  • 7,669 Sq Ft

  12 Mountain Brook Rd, Cornwall, NY 12518

  Welcome to Mountain Brook Estate, an ultra-private, luxurious mountaintop retreat encompassing 26+ acres on one of the highest elevations in the Hudson Valley. An hour from New York City and minutes from West Point, this nearly 8,000 square foot contemporary estate has been meticulously renovated to showcase commanding views of the Hudson River, Storm King

  Jake Garay Serhant LLC

  12 Mountain Brook Rd, Cornwall, NY 12518
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  $320,000

  • 1 Bed
  • 1 Bath
  • 966 Sq Ft

  1 The Knolls, Warwick, NY 10990

  This Second Level END unit offers a bit of Privacy with a View of Nature. Located in the Desirable Homestead Village Community, it includes such amenities as Pools, Tennis, Clubhouse and Convenient Access to Bus Transportation * Remodeled Bathroom, Lots of Natural Light, Walk in Closet, Additional Double Door Hall Closet and Lower Entry Closet, Central A/C and Laundry Room * New A/C Unit

  Kathy Eubanks BHG Real Estate Green Team

  1 The Knolls, Warwick, NY 10990
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  $489,000 Open Sat 1PM - 3:30PM

  • 3 Beds
  • 2.5 Baths
  • 2,763 Sq Ft

  38 Highrose Ridge Way, Middletown, NY 10940

  Welcome to a beautifully maintained 6-year-young home offering comfort, style, and an unbeatable location. This spacious residence features 3 generously sized bedrooms and multiple living spaces, including a warm and inviting living room and a bright, open family room perfect for gatherings or quiet evenings in.The heart of the home is the well-appointed kitchen, offering plenty of counter

  Donna Reese Keller Williams Hudson Valley

  38 Highrose Ridge Way, Middletown, NY 10940
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  /25

  $817,500

  • 4 Beds
  • 4 Baths
  • 3,400 Sq Ft

  21 Melissa Ln, Washingtonville, NY 10992

  Original owners of this Washingtonville oasis. Featuring approximately 3400 sq.ft,, finished walkout basement (not included in square footage), 4 bedrooms, den, formal living & dining room with amazing mountain views, and much more. All located on a beautiful 1-acre lot with mountain views & mature landscaping. Walk into the grand two-story foyer, to a renovated chefs kitchen featuring granite

  Terri Nakutavicius All Gem Properties Inc

  21 Melissa Ln, Washingtonville, NY 10992
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  $799,000

  • 5 Beds
  • 3.5 Baths
  • 4,255 Sq Ft

  24 Woodside Ct, Middletown, NY 10941

  This stunning upgraded Colonial offers rare privacy at the end of a quiet cul-de-sac, just 10 mins outside of Middletown. A dream kitchen with high-end appliances, marble Carrara countertops, convection microwave, and double oven air fryer. Bonus room over the garage. Hardwood and tile floors throughout, marble / granite countertops in all baths, three walk-in closets, LED recessed

  Philip Barnao eXp Realty

  24 Woodside Ct, Middletown, NY 10941
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  $329,000

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  265 Oakland Valley Rd, Cuddebackville, NY 12729

  One Property. Two Homes. Unlimited Possibilities.Welcome to 265 Oakland Valley Road...a nature lover’s dream with a unique bonus you don’t find every day: a second home on the property! Set on over 2 peaceful acres, this unique offering includes a charming main residence and a picture-perfect brookside cottage, perfect for rental income, guests, or your own private retreat.The

  Dominick Tufano RE/MAX Benchmark Realty Group

  265 Oakland Valley Rd, Cuddebackville, NY 12729
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  $469,000

  • 5 Beds
  • 4 Baths
  • 2,962 Sq Ft

  1901 Route 302, Circleville, NY 10919

  This farmhouse style home on 4.3 acres has a ton of income potential for an investor as a multi-family with workshop/garage for rentals, a home based business with plenty of parking, multi-generational living or live in one part and rent the other for help with the mortgage. Built in 1900, the home has had a few additions over the years to now have a total of 5 bedrooms and 4 full bathrooms. The

  Michelle Genatempo Howard Hanna Rand Realty

  1901 Route 302, Circleville, NY 10919
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  $410,000

  • 3 Beds
  • 2.5 Baths
  • 2,028 Sq Ft

  75 Bedell Dr, Port Jervis, NY 12771

  Come enjoy the country living yet close to Route 84. Raised ranch with over 2,000 square feet containing 3 bedrooms, 2.5 baths on 3 acres in the Minisink School District. Large family room with woodburning stove downstairs, separate laundry room as well as access to the 2-car garage. Lots of storage and 2 new oil tanks installed January 2025. Spacious living room, dining room and eat-in kitchen

  Nicholas Scarano John J Lease REALTORS Inc

  75 Bedell Dr, Port Jervis, NY 12771
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  /17

  $460,000

  • 4 Beds
  • 2.5 Baths
  • 1,836 Sq Ft

  548 Fostertown Rd, Newburgh, NY 12550

  This 4-bedroom, 3-bath single-family home sits on an incredible 7.9 acres of fully buildable, manicured land. Whether you're looking for a property with a lot of outside space, looking to expand the original home, build a second home, or create a mother & daughter oasis, the possibilities are truly endless. ( permits required). This home features. The home features a Solar Panel system for

  Tynisha Pinckney Clarke Realty & Associates LLC

  548 Fostertown Rd, Newburgh, NY 12550
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  /35

  $465,000

  • 3 Beds
  • 3.5 Baths
  • 2,700 Sq Ft

  29 Mclaughlin Way, Washingtonville, NY 10992

  WASHINGTONVILLE SCHOOLS ~ 3 + BEDROOMS, 3.5 BATHROOM HOME ~ 2728 SQ. FT. FOR SALE. Affordable spacious home in Woodfield development! Home featuring three levels of living space. Impressive and welcoming 2-story foyer. Formal living/dining area and vaulted ceilings with plenty of sunlight. Efficient style and inviting warmth in the kitchen with ample storage and counter space. Spacious &

  George Koudounas RE/MAX Benchmark Realty Group

  29 Mclaughlin Way, Washingtonville, NY 10992
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  $550,000

  • 3 Beds
  • 3 Baths
  • 1,940 Sq Ft

  28 Catskill Ave, Monroe, NY 10950

  Welcome to your upgraded sanctuary—this fully renovated country colonial sits proudly on a half-acre with a freshly reimagined in-ground pool, three designer-grade full bathrooms, and exclusive deeded access to Walton Lake just down the road.Curb appeal? Locked in. With brand-new vinyl siding, updated windows and doors, a full fencing package, custom paver walkways, and pro landscaping,

  Richard Frierson Hollingsworth Real Estate Grp.

  28 Catskill Ave, Monroe, NY 10950
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  $575,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,144 Sq Ft

  10 Frederick St, Middletown, NY 10941

  Move in ready 4 bedroom/2.1 Bath with so many updates. Elegant entrance with rod iron spindles, Modern chandelier, Picture Window, Slate stone landing. Gourmet Kitchen offers Custom designed Kraftmaid collection cabinets with Chef grade range hood, Porcelain backsplash, Pot Filler, Large Island/Waterfall with built in space for microwave, Quartz countertops, Samsung Stainless steel appliances,

  Angelo Acierno Keller Williams Realty

  10 Frederick St, Middletown, NY 10941
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  $550,000

  • 3 Beds
  • 2 Baths
  • 1,864 Sq Ft

  14 Windsor Dr, New Windsor, NY 12553

  This 3-bedroom, 2-full-bathroom property offers an oasis in the heart of the Hudson Valley!! The property has been beautifully renovated and offers amazing 3 large bedrooms and 2 full spa-like bathrooms that exude luxury and tranquility. The updated kitchen has an amazing amount of storage, brand new appliances, and gorgeous new granite countertops! The yard has a sparkling inground pool and a

  Malia Leonard BUY NY REALTY LLC

  14 Windsor Dr, New Windsor, NY 12553
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  /20

  $488,800

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  1089 County Road 12, New Hampton, NY 10958

  Spacious 1900's Farmhouse in Picturesque New Hampton, New YorkLocated along a quiet and scenic county road in New Hampton, New York, this 4-bedroom, 2.5-bath farmhouse offers the perfect blend of comfort, space, and rural charm. Set on 1.3 acres of land with pastoral views, it’s the ideal retreat for those seeking country living with convenient access to amenities.A massive master

  Rebecca Hundley BHHS Gross & Jansen

  1089 County Road 12, New Hampton, NY 10958
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  $529,000

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

  130 Spring St, Goshen, NY 10924

  Welcome to this spacious and versatile 4-bedroom, 2 full bath high ranch, ideally situated on a level lot in the scenic Hudson Valley. Thoughtfully designed and well-maintained, this home offers an open-concept layout on the upper level with great flow between the bright living room, formal dining area, and kitchen—perfect for modern living and entertaining. The abundant natural light and airy

  Hope Morris Delaney Realty

  130 Spring St, Goshen, NY 10924
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  /47

  $899,000

  • 5 Beds
  • 4.5 Baths
  • 3,686 Sq Ft

  4 Kirsten Leah Ln, Beaverdam Lake-Salisbury Mills, NY 12577

  EMBARK ON YOUR DREAMS – Expansive Custom Colonial with Dream Garage, In Ground Pool, award winning Cornwall Central School District and just one hour to NYC. Designed with intention, comfort, and functionality, this stunning 5 bedroom home with legal one bedroom apartment offers the space, style, and features you’ve been searching for and thought you'd never find. Generously sized living spaces,

  Amy Wilhelm Corcoran Baer & McIntosh

  4 Kirsten Leah Ln, Beaverdam Lake-Salisbury Mills, NY 12577
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  $475,000

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  20 Grove St, Harriman, NY 10926

  Charming Single-Family Home in Harriman, NY – Monroe-Woodbury Schools. Welcome to this beautifully maintained 3-bedroom, 1.5-bath home located in the heart of Harriman, NY. Situated within the highly desirable Monroe-Woodbury School District, this home combines style, comfort, and convenience. The main level features gleaming hardwood floors throughout and a modern kitchen with granite

  Courtney Tablante Keller Williams Realty

  20 Grove St, Harriman, NY 10926
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  /35

  $329,999 Open Sun 10AM - 11AM

  • 2 Beds
  • 2 Baths
  • 1,266 Sq Ft

  207 Arlin Rd, Monroe, NY 10950

  Welcome to easy living at Cromwell Hills! This charming first-floor condo offers 2 spacious bedrooms and 2 full bathrooms with a traditional layout that provides separation and privacy between living spaces—perfect for those who prefer clearly defined rooms over open concept.The primary suite is a standout, featuring a full bathroom plus a bonus vanity area with a separate sink and mirror

  Vincent Reda Keller Williams Realty

  207 Arlin Rd, Monroe, NY 10950
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  /43

  $500,000

  • 2 Beds
  • 4 Baths
  • 2,176 Sq Ft

  2 Peter Turner Rd, Monroe, NY 10950

  Are you ready to move? Come see this luxury townhouse before it's too late! 2-bedrooms, plus a loft/office area, 2 full bathrooms, 2 half bathrooms, and a two-car garage with a long private driveway. The entryway, dining room, and living room have hardwood floors, 9’ ceilings, and plenty of sunshine with extra windows in this spacious end unit. A nature lovers deck connects from the eat-in

  Lynda Hoss Weichert Realtors

  2 Peter Turner Rd, Monroe, NY 10950
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  /44

  $479,000

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

  18 Park Hill Dr, New Windsor, NY 12553

  Welcome to 18 Park Hill Drive—a perfect place to start your homeownership journey! This beautifully updated 3- bedroom, 2-bath home is move-in ready and full of charm. You'll love the open and airy layout, where the kitchen flows right into the dining and living areas, making it easy to cook, relax, and spend time with friends and family. The finished lower level gives you extra space for a guest

  Paola De Jesus Keller Williams Realty NYC Grp

  18 Park Hill Dr, New Windsor, NY 12553
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  /40

  $1,249,000

  • 6 Beds
  • 4 Baths
  • 2,600 Sq Ft

  14 Robalene Dr, Goshen, NY 10924

  Finally a home that has everything you're looking for. Better than NEW CONSTRUCTION! All of the dreaded settlement issues that found in ALL new construction homes have been addressed here. Come enjoy this freshly painted "turn-key" home. This 5 yrs young, center hall colonial has it all. Nestled on a very private but extremely convenient cul-de-sac. Min to all your wants & needs. 5 min to the

  David White Owner Entry.com

  14 Robalene Dr, Goshen, NY 10924

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