Orange County NY Homes for Sale with Pool

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  /18

  $395,000

  • 3 Beds
  • 1 Bath
  • 1,438 Sq Ft

  85 Holloran Rd, New Windsor, NY 12553

  Cornwall Schools and newly remodeled cape cod home features over 1,400 sq. ft., 3 bedrooms and one full bath with additional space for and office and a den. New roof, brand new gorgeous hard wood floors throughout, spacious level lot with above ground pool. Close to five corners, restaurants, eateries, grocery stores, schools, shops and banks. West Point and Woodbury Premium outlets are a

  Kathleen Rafferty RE/MAX Benchmark Realty Group

  85 Holloran Rd, New Windsor, NY 12553
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  /24

  $295,000

  • 2 Beds
  • 1 Bath
  • 1,084 Sq Ft

  2113 Whispering Hills Unit 178, Chester, NY 10918

  Welcome Home! 2 Bedrooms 1 Bathroom move in ready end unit. Recently renovated including a new kitchen with granite counter tops and stainless steel appliances, new bathroom, new windows, new laminate flooring, new water heater, new light fixtures and recessed lighting. Nothing to do but move in! Close to supermarket, post office, restaurants, urgent care, highway. Perfect commuter location.

  Valerie Quinn Keller Williams Realty

  2113 Whispering Hills Unit 178, Chester, NY 10918
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  /49

  $899,000

  • 4 Beds
  • 3.5 Baths
  • 3,323 Sq Ft

  6 Bradner Dr, Warwick, NY 10990

  Your Warwick Sanctuary: Sophisticated Living, Scenic Grounds, Poolside Paradise. Located in the highly regarded Warwick School District, this expansive 4-bedroom, 3.5-bath home blends upscale comfort with incredible flexibility. The upper level features three bedrooms and two full baths, including a private primary suite with a walk-in closet and ensuite bath. Downstairs, the layout opens up even

  Carmela Lopez Borrazas Serhant LLC

  6 Bradner Dr, Warwick, NY 10990
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  /27

  $299,999

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  95 Scofield St, Walden, NY 12586

  Welcome to this charming 3-bed, 1-bath Colonial in Montgomery (Valley Central School District), offering a blend of traditional character and modern function. Built in 1915, this home features hardwood and carpeted flooring, classic molding, and a warm layout that feels inviting from the moment you enter. The updated kitchen with stainless appliances, abundant cabinet space, and a spacious gas

  Virginia Corbett eXp Realty

  95 Scofield St, Walden, NY 12586
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  /35

  $205,900

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  10 Oakwood Terrace Unit 38, New Windsor, NY 12553

  Tucked away in a quiet corner of New Windsor’s Oakwood Crest coop community, this lovely 2-bedroom duplex-style home offers comfort, space, and convenience. Enjoy relaxing on your private patio during warm summer evenings or entertaining with ease thanks to the home’s open-concept kitchen and dining area—perfect for everyday living or casual get-togethers. Step inside to find brand new carpeting

  Steve Vinti Weichert Realtors

  10 Oakwood Terrace Unit 38, New Windsor, NY 12553
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  /33

  $579,900

  • 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. New Roof 8/23/23.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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  /37

  $699,000

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

  11 Oakland Ct, Warwick, NY 10990

  Step into the charm of 1920s architecture with this beautifully preserved 4-bedroom, 1.5-bath Queen Anne Victorian just moments from Warwick’s vibrant village center. With its iconic front-facing lemonade porch, original millwork, and wide-plank hardwood floors throughout, this home offers an irresistible blend of historic character and everyday functionality. Inside, you’re welcomed by an

  James Crisp Joseph Baratta Company Realty

  11 Oakland Ct, Warwick, NY 10990
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  /24

  $325,000

  • 3 Beds
  • 1.5 Baths
  • 1,452 Sq Ft

  46 Silo Ln, Middletown, NY 10940

  Welcome to your dream home in the heart of The Meadows, a serene and welcoming community that promises both peace and convenience. Tucked away on a quiet cul-de-sac, this charming townhouse offers the perfect blend of comfort, style, and functionality. As you step inside, you'll be greeted by an open and airy main level that invites you to unwind. The spacious living room is bathed in natural

  Jason Dillon eXp Realty

  46 Silo Ln, Middletown, NY 10940
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  /26

  $743,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,206 Sq Ft

  Brookton Plan at Tuxedo Reserve - Brookton at West Terrace, Tuxedo, NY 10987

  This two-story home has a smart layout with everything homeowners need to be comfortable. The front door leads to the spacious kitchen which opens to the breakfast nook, family room and the deck for outdoor living. Upstairs is a cozy loft surrounded by all three bedrooms, including the owner’s suite which features a spa-like bathroom. An unfinished basement and two-car garage provide flexible

  Lennar Builder

  55 Ny-17 St Unit 37455834, Tuxedo, NY 10987
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  /43

  $895,000

  • 6 Beds
  • 7 Baths
  • 4,890 Sq Ft

  10 Willys Ct, Rock Tavern, NY 12575

  PRICE IMPROVEMENT! A Rare Dual-Residence Estate on 2.2 Acres with Nearly 5,000 SF of Luxury Living, a Seven-Figure Lifestyle at an Exceptional Value, About 90 Minutes to Manhattan. Welcome to 10 Willys Court, a rare dual-residence colonial estate offering nearly 5,000 square feet of flexible luxury living on a private 2.2-acre cul-de-sac setting in Rock Tavern. Designed for multigenerational

  Sal Rajput Coldwell Banker Realty

  10 Willys Ct, Rock Tavern, NY 12575
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  /26

  $1,290,000

  • 4 Beds
  • 3 Baths
  • 4,422 Sq Ft

  75 Susan Ln, Circleville, NY 10919

  A Refined Retreat in Orange County/ This custom-built home offers the perfect blend of comfort and contemporary elegance. / Step into a bright, airy layout featuring vaulted ceilings and abundant natural light that floods each living space./ The beautifully designed kitchen is a dream for culinary enthusiasts, complete with modern appliances, generous counter space, and an open layout that

  Michelle Gruberger Real Estate Circuit Inc

  75 Susan Ln, Circleville, NY 10919
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  /28

  $849,000

  • 5 Beds
  • 2.5 Baths
  • 3,764 Sq Ft

  238 S Centerville Rd, Middletown, NY 10940

  Spacious Country Retreat on 22.6 Acres in Minisink Valley School District This exceptional property offers privacy, comfort, and extensive amenities set on 22.6 picturesque acres. The master bedroom and bathroom were updated in 2016, complemented by a wet bar in the family room—perfect for entertaining. The home features three fireplaces and a wood stove, creating warmth and character throughout.

  Linda VanDeWeert BHG Real Estate Green Team

  238 S Centerville Rd, Middletown, NY 10940
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  /50

  $599,999

  • 4 Beds
  • 3 Baths
  • 2,608 Sq Ft

  67 Whitlock Rd, Otisville, NY 10963

  Spacious colonial set on 3.8 scenic acres!!! The main floor features a full bath, inviting rec room, two bonus rooms, and a bright sunroom filled with natural light. The spacious country kitchen offers a custom tongue-and-groove pine ceiling, while the living room’s fireplace adds warmth and charm. Upstairs includes a primary bedroom with a full bath featuring a custom arched shower, two

  Heather Geissler Keller Williams Realty

  67 Whitlock Rd, Otisville, NY 10963
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  /47

  $519,000

  • 4 Beds
  • 2.5 Baths
  • 2,354 Sq Ft

  41 Sherman Ave, Walden, NY 12586

  Don’t miss this fantastic opportunity in the Village of Walden! This beautifully updated colonial spans 2,354 square feet and offers the perfect blend of space, style, and modern comfort. Step inside to find a stunning kitchen with granite countertops and new appliances, a cozy family room with fireplace, formal living and dining rooms, plus a bright breakfast nook with sliders leading to a

  Brenda Wiley Howard Hanna Rand Realty

  41 Sherman Ave, Walden, NY 12586
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  /11

  $261,250

  • 2 Beds
  • 1.5 Baths
  • 1,240 Sq Ft

  503 Mountain Laurel Dr, Monroe, NY 10950

  Two story center unit with full basement located in Windridge community. Primary bedroom has large sitting area which can be used as home office. Sliders to rear patio with lake views!! Large living and dining area. Beautiful complex with mountain views.

  Margaret Galatro ARC Realty 1 in Sales

  503 Mountain Laurel Dr, Monroe, NY 10950
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  /2

  $106,300

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  32 Blanche Ave, New Windsor, NY 12553

  ***OWNER ORDERED AUCTION! NO MINIMUM STARTING BID! AUCTION ENDS FEBRUARY 25. VISIT AAR AUCTIONS FOR MORE DETAILS!*** Welcome to 32 Blanche Ave, a delightful 2-bedroom, 1-bathroom home nestled in the heart of New Windsor. This charming residence sits on a generous 6,000 square-foot lot and offers 864 square feet of cozy living space, perfect for a small family or first-time homebuyers. As you

  Avi Samet Avion

  32 Blanche Ave, New Windsor, NY 12553
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  /22

  $690,990 New Construction

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

  Pershing Plan at Tuxedo Reserve - Pershing at West Terrace, 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

  17 Tuxedo Rd Unit 37364395, Tuxedo Park, NY 10987
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  /38

  $689,000

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

  45 Seminole Dr, Warwick, NY 10990

  Welcome to your private Warwick retreat nestled on 5.5 scenic acres — a rare offering combining refined comfort with unmatched outdoor living and entertaining amenities. This expansive 3-bedroom, 3-bath ranch boasts over 3,000 square feet of open-concept living, designed with both relaxation and celebration in mind. Step inside to an open, flowing floor plan that effortlessly connects the living,

  Arya Rabinovits eRealty Advisors, Inc

  45 Seminole Dr, Warwick, NY 10990
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  /32

  $325,000

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

  25 Moore Ln, Washingtonville, NY 10992

  Welcome to Washingtonville, where the charm of the Hudson Valley awaits you. We invite you to make this freshly painted condominium your new home.This spacious & sunny unit offers excellent convenience, located within walking distance of the historic Moffat Library, local shops, banking, and dining. Enjoy outdoor activities like walking and biking on the Heritage Trail or tour the historic

  Audrey Robinson Howard Hanna Rand Realty

  25 Moore Ln, Washingtonville, NY 10992
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  /23

  $1,099,000

  • 4 Beds
  • 3 Baths
  • 2,567 Sq Ft

  11 Pennsylvania Ave, Monroe, NY 10950

  Bright and spacious home located in the Village of South Blooming Grove. Features a light-filled living room, an oversized kitchen with dual sinks and a peninsula, and a dining room with sliders leading to a multi-tier deck and above-ground pool. The primary bedroom includes two closets and a private bath, accompanied by two additional bedrooms and a hall bath. The lower level offers multiple

  Lazar Schvimmer Blooming Realty

  11 Pennsylvania Ave, Monroe, NY 10950
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  /20

  $712,035 New Construction

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

  128 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

  128 Pine Ridge, Tuxedo Park, NY 10987
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  /32

  $310,000

  • 2 Beds
  • 2 Baths
  • 1,309 Sq Ft

  307 Gazebo Ct, New Windsor, NY 12553

  Welcome to this bright and spacious move-in ready 2-bedroom, 2-bathroom condo located in the sought-after Windsor Crest community in New Windsor! This 2nd floor unit features an open-concept living and dining area with plenty of room for a large sectional and big-screen TV—perfect for relaxing or entertaining. The NEWLY RENOVATED kitchen features brand-new cabinets, countertops, microwave and

  Thomas Lawrenson Howard Hanna Rand Realty

  307 Gazebo Ct, New Windsor, NY 12553
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  /26

  $400,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  241 Smith Clove Rd, Highland Mills, NY 10930

  What a view! This beautifully updated cottage-style home is set on 1.5 serene acres adjacent to open land, offering breathtaking panoramic views of the surrounding mountains. Located just over an hour from New York City, it’s the perfect weekend retreat — or your ideal full-time residence.Property Highlights:Located in the desirable Monroe-Woodbury School DistrictIncludes access to

  Karin Poggio HomeSmart Homes & Estates

  241 Smith Clove Rd, Highland Mills, NY 10930
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  /24

  $225,000 Open Sun 12PM - 2PM

  • 2 Beds
  • 1.5 Baths
  • 924 Sq Ft

  231 Concord Ln, Middletown, NY 10940

  Step into turnkey perfection at 231 Concord Lane — a fully renovated 2-bedroom, 2-bath condo that truly stands apart from the rest. From the moment you enter through the brand-new front door, it’s clear this home has been thoughtfully upgraded from top to bottom. Sleek, modern finishes, a cohesive design palette, and meticulous attention to detail create a move-in-ready space with nothing left to

  Kerri Stretch Howard Hanna Rand Realty

  231 Concord Ln, Middletown, NY 10940
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  /9

  $225,900

  • 2 Beds
  • 1.5 Baths
  • 1,388 Sq Ft

  15 Redwood Dr, Highland Mills, NY 10930

  Step into this inviting home, where the open-concept main level creates the perfect setting for both everyday living and entertaining. The living room with fireplace, dining area, and kitchen flow seamlessly together, with sliding doors opening to your balcony—ideal for morning coffee or evening relaxation. A convenient half bath and storage complete the first floor. Upstairs, you’ll find two

  Desiree Beecham River Realty Services, Inc.

  15 Redwood Dr, Highland Mills, NY 10930
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  /50

  $560,000

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

  4 Webster Ct, Monroe, NY 10950

  Discover the perfect blend of style and convenience in this stunning three-bedroom townhome. Step inside to an open-concept living space featuring elegant hardwood floors, sophisticated crown molding, and a seamless flow for entertaining. The chef’s kitchen boasts granite countertops and a generous pantry, while a dedicated formal dining room provides an ideal setting for gatherings. Retreat to

  Donna Gennaro Howard Hanna Rand Realty

  4 Webster Ct, Monroe, NY 10950
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  /46

  $905,000

  • 4 Beds
  • 3.5 Baths
  • 4,290 Sq Ft

  9 Roselawn Rd, Highland Mills, NY 10930

  EXQUISITE home has a feature list that is three pages long!The decorator touches, the elegance and sophistication, evident in every room. The foyer welcomes guests with its soaring, vaulted ceiling, large Palladium window, dramatic chandelier, inlaid wood floor with medallion, upgraded staircase, and custom picture moldings! You’ll look forward to retreating to your private sanctuary. The

  Joanne Cooper Hudson Heritage Realty

  9 Roselawn Rd, Highland Mills, NY 10930
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  /50

  $1,980,000

  • 5 Beds
  • 4.5 Baths
  • 7,200 Sq Ft

  560 Grand Ave, Newburgh, NY 12550

  Overlooking the Hudson River in the esteemed hamlet of Balmville, The Rest is a rare and remarkable offering—a Gothic Revival masterpiece and enduring symbol of 19th-century architecture, masterfully adapted for modern living.The Rest was designed as both a living work of art and an inviting home and celebrates the ethos of High Victorian Gothic Revival showcasing soaring tracery ceilings,

  Zebee Amy Voss Julia B Fee Sothebys Int. Rlty

  560 Grand Ave, Newburgh, NY 12550
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  /7

  $874,400

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

  651 Lakes Rd, Monroe, NY 10950

  Rare opportunity to purchase this gorgeous property that consists of 3 homes nestled on 3.5 beautiful acres. The main Colonial residence has been gutted and will need to be renovated/rebuilt, however, you can live in one of the additional two residences while you renovate! The 2nd residence called the “stone cottage” has 2 fieldstone fireplaces, a full kitchen, a vaulted ceiling in the bedroom, a

  Frank Golio Howard Hanna Rand Realty

  651 Lakes Rd, Monroe, NY 10950
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  /48

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 4,467 Sq Ft

  53 Odyssey Dr, Chester, NY 10918

  Welcome to an extraordinary 4,400+ square foot residence in the coveted Warwick School district, where luxury and lifestyle converge to create the ultimate entertainer’s dream. This meticulously maintained and thoughtfully updated home offers breathtaking panoramic views, inviting you to unwind in the serene front atrium or the sun-drenched sunroom at the rear. Step inside to discover a

  Hilary Ryan Goldman Howard Hanna Rand Realty

  53 Odyssey Dr, Chester, NY 10918
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  /45

  $698,000

  • 4 Beds
  • 2 Baths
  • 4,020 Sq Ft

  23 Peach Terrace, Newburgh, NY 12550

  Step inside and feel the sense of space and possibility in this extraordinary 4,000+ sq. ft. contemporary designed for gathering, celebrating, and creating lasting memories. From the moment you enter through the dramatic double doors, you’re welcomed by a sweeping foyer that sets the tone for the grand scale and thoughtful design found throughout. At the heart of the home is a stunning oversized

  Susan Todd BHHS Hudson Valley Properties

  23 Peach Terrace, Newburgh, NY 12550
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  /24

  $932,640 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,206 Sq Ft

  139 Pine Ridge, Tuxedo Park, NY 10987

  This two-story home has a smart layout with everything homeowners need to be comfortable. The front door leads to the spacious kitchen which opens to the breakfast nook, family room and the deck for outdoor living. Upstairs is a cozy loft surrounded by all three bedrooms, including the owner’s suite which features a spa-like bathroom. An unfinished basement and two-car garage provide flexible

  Lennar Builder

  139 Pine Ridge, Tuxedo Park, NY 10987
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  /21

  $449,500

  • 3 Beds
  • 1.5 Baths
  • 1,667 Sq Ft

  35 Midland Ave, Central Valley, NY 10917

  Woodbury location, Central Valley area, near everything! A must see Ranch in charming section of the Town of Woodbury with unlimited potential. This lovely, older ranch is within walking distance to the Community Pool, Tennis and Recreation. Offering 3 bedrooms, 1.5 Baths and hardwod floors throughout, under the carpeting. Lovely Living Room with fireplace and Dining Area all flow together.

  Maryann Tercasio Howard Hanna Rand Realty

  35 Midland Ave, Central Valley, NY 10917
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  /50

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 1,184 Sq Ft

  1065 Dolsontown Rd, Middletown, NY 10940

  Welcome to this private and spacious raised ranch located in the Town of Wawayanda within Middletown School District. Set on 1.5 acres with exceptional privacy, this three-bedroom, 2.5-bath home offers a versatile layout and a convenient location close to everything. The main level features a bright, open floor plan with a combined kitchen, living, and dining area, ideal for everyday living and

  Susan Giordano John J Lease REALTORS Inc

  1065 Dolsontown Rd, Middletown, NY 10940
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  /40

  $479,999

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

  1210 Hawthorn Way, New Windsor, NY 12553

  Just turn the key and move right into this meticulously maintained 3 bedroom 2.5 bath home at The Grove. 1 Year home warranty included! This elegant & bright home offers sophisticated living with features such as hardwood floors and central A/C. Featuring an enormous eat-in kitchen which is a chef's dream. It's equipped with stainless steel appliances, which include a new LG fridge 1/2026,

  Elsie Nunez Keller Williams Realty

  1210 Hawthorn Way, New Windsor, NY 12553
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  /42

  $625,000

  • 2 Beds
  • 3 Baths
  • 2,975 Sq Ft

  24 Juniper Cir, Middletown, NY 10940

  WELCOME TO WILDFLOWER AT WALLKILL — Orange County's premier 55+ Community! This elegant Tarrington model offers nearly 3,000 square feet of beautifully designed living space, combining comfort, sophistication, and convenience. Inside, you’ll find an open dining and living room combination creates the perfect flow for gatherings, while the expansive kitchen and family room with cathedral ceilings

  Patricia Sassi RE/MAX Benchmark Realty Group

  24 Juniper Cir, Middletown, NY 10940
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  /50

  $875,000

  • 5 Beds
  • 4 Baths
  • 3,103 Sq Ft

  4 Makan Rd, Monroe, NY 10950

  Ridgetop Estates, Monroe NY, Features 5 Bedrooms • 4 Full Bathrooms • Mountain Views and Room for Expansion. Set on a gently elevated homesite gives way for sweeping views of the neighboring countryside. Your new sun-filled home delivers the space, flexibility, and comfort today’s buyers want. The main level blends comfortable gathering spaces with an easy flow: a gracious living room, a formal

  Chris Carbone HomeSmart Homes & Estates

  4 Makan Rd, Monroe, NY 10950
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  /25

  $932,640 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,206 Sq Ft

  121 Pine Ridge, Tuxedo, NY 10987

  This two-story home has a smart layout with everything homeowners need to be comfortable. The front door leads to the spacious kitchen which opens to the breakfast nook, family room and the deck for outdoor living. Upstairs is a cozy loft surrounded by all three bedrooms, including the owner’s suite which features a spa-like bathroom. An unfinished basement and two-car garage provide flexible

  Lennar Builder

  121 Pine Ridge, Tuxedo, NY 10987
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  /40

  $489,900

  • 3 Beds
  • 2.5 Baths
  • 1,827 Sq Ft

  15 Lindentree Ln, Middletown, NY 10940

  Almost new Townhome in Maples Field is waiting for you! Welcome to our Spacious 3 bedroom, 2.5 bathroom home with 3 levels of space! Enter the open floor plan with hardwood flooring, sun filled living room and dining area. The kitchen features oversized cabinetry with granite countertops, stainless steel appliances and a center island that is perfect for entertaining! Step onto the lovely patio

  Regina Clark Real Estate Circuit Inc

  15 Lindentree Ln, Middletown, NY 10940
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  /42

  $169,000 Open Fri 11AM - 4PM

  • 1 Bed
  • 1 Bath
  • 400 Sq Ft

  197 Wheeler Rd Unit 91, 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 91, Florida, NY 10921

Showing Results 41 - 80, Page 2 of 5