Orange County NY Homes for Sale with Pool

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  /33

  $539,900

  • 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
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  /27

  $370,000 Open Sun 2PM - 4PM

  • 2 Beds
  • 1.5 Baths
  • 1,304 Sq Ft

  19 Olde Wagon Rd, Warwick, NY 10990

  Welcome to 19 Olde Wagon Road in Warwick! This move-in ready 2-bedroom, 2-bath condo offers comfort, convenience, and value in a market where inventory remains low. Inside, you’ll find new flooring throughout, a brand-new dishwasher, and a nicely updated bathroom that adds a fresh and modern touch to the home. The spacious primary bedroom provides plenty of room to relax and unwind, making it a

  Virginia Corbett eXp Realty

  19 Olde Wagon Rd, Warwick, NY 10990
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  /43

  $335,000

  • 2 Beds
  • 2.5 Baths
  • 1,473 Sq Ft

  51 Deer Ct Dr, Middletown, NY 10940

  Welcome to this townhouse-style condo in Middletown, offering 2 bedrooms and 2.5 bathrooms. The first floor features a functional layout with a kitchen that opens to a dining area, a spacious living room, and a half bath. The kitchen offers a practical galley-style layout with ample cabinetry and counter space for everyday living. The open-concept living area provides a flexible layout for

  Jie Liu Keller Williams Hudson Valley

  51 Deer Ct Dr, Middletown, NY 10940
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  /28

  $305,000

  • 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
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  /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
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  /20

  $787,035 New Construction

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

  160 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

  160 Pine Ridge, Tuxedo Park, NY 10987
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  /25

  $375,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,355 Sq Ft

  4116 Whispering Hills, Chester, NY 10918

  Beautifully updated 3-bedroom, 2.5-bath Dogwood model townhouse located in Whispering Hills, a desirable corner unit setting. This home offers a perfect blend of comfort and modern upgrades.Step inside to find a thoughtfully refreshed interior with remodeled and freshly painted bathrooms, along with a bright, open layout. The kitchen is equipped with a brand-new refrigerator and dishwasher,

  Michael Casarella William Raveis-New York, LLC

  4116 Whispering Hills, Chester, NY 10918
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  /25

  $599,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 3 Baths
  • 1,906 Sq Ft

  3 Shoddy Hollow Rd, Mount Hope, NY 10963

  Welcome to 3 Shoddy Hollow Road! Built in 2021, this beautifully maintained bi-level home is perfectly situated in the quiet and charming Village of Otisville, offering an exceptional blend of modern comfort, functionality, and convenience. Featuring three spacious bedrooms and three full bathrooms, this home is thoughtfully designed to accommodate both everyday living and effortless

  Travis Thompson Keller Williams Hudson Valley

  3 Shoddy Hollow Rd, Mount Hope, NY 10963
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  /50

  $610,000

  • 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
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  /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
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  /31

  $445,000

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  4 James St, Harriman, NY 10926

  This home is a must see in commuter friendly Harriman! Completely renovated in 2021/2022, this home features a gorgeous upgraded kitchen with stainless refrigerator and dishwasher, quartz countertops, an island and marble tile flooring. On the first floor, you enter through the enclosed front porch, into the foyer and are greeted by beautiful hardwood floors and recessed lighting throughout the

  Michelle Renteria HomeSmart Homes & Estates

  4 James St, Harriman, NY 10926
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  /44

  $605,000

  • 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
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  /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
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  /42

  $499,000

  • 2 Beds
  • 4 Baths
  • 1,777 Sq Ft

  32 Peter Turner Rd, Monroe, NY 10950

  Rare Hidden Creek end-unit luxury! This sun-drenched 2-bedroom condo features 2 full and 2 half baths, an open-concept layout, and gleaming hardwood floors throughout. The stylish kitchen is a chef’s delight with stainless appliances, granite countertops, and a breakfast bar. Step through the sliders to your private back deck, perfect for alfresco dining. Upstairs, the spacious primary suite

  Beth Palma Keller Williams Realty

  32 Peter Turner Rd, Monroe, NY 10950
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  /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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  /32

  $872,990 New Construction

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

  Bradley Plan at Tuxedo Reserve - Classic at West 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

  55 Ny-17 St Unit 37455820, Tuxedo, NY 10987
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  /41

  $465,000

  • 3 Beds
  • 2 Baths
  • 1,268 Sq Ft

  51 Lakeside Rd, Newburgh, NY 12550

  This meticulously maintained 3-bedroom, 2-bath Cape Cod is situated on a private 1.2 acre lot, set back from the road in the sought after Valley Central school district. The main level offers a bright, open living and dining area, an eat-in kitchen, two comfortable bedrooms, and a recently updated full bath. Upstairs, the private primary suite features a spacious walk-in closet (so large it was

  Lyra Blumenthal RE/MAX Benchmark Realty Group

  51 Lakeside Rd, Newburgh, NY 12550
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  /58

  $575,000

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

  5 Wawayanda Place, Middletown, NY 10940

  CASH ONLY - Totally renovated large home with 12 bedrooms, 8 of them being suites with their own full bathroom. 10 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
• 

  

  /23

  $344,900

  • 4 Beds
  • 1.5 Baths
  • 1,598 Sq Ft

  16 Mountain Ave, Middletown, NY 10940

  Welcome to 16 Mountain Ave — a well-loved home with tons of potential in the heart of town! This spacious 4-bedroom, 1.5-bath Colonial offers the perfect blend of solid maintenance and room to make it your own. An estate property that’s been cared for throughout the years, it features original hardwood floors waiting to shine beneath the carpet, central air, and a layout that truly works for

  Valerie Jewis Keller Williams Realty

  16 Mountain Ave, Middletown, NY 10940
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  /37

  $450,000

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

  10 Congress Dr, Washingtonville, NY 10992

  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 investors, or those looking to create their dream home. The heart of the home is the stunning new kitchen, featuring a large center island, modern cabinetry, and updated appliances –

  Danielle Russodivito New and Modern Group, LLC

  10 Congress Dr, Washingtonville, NY 10992
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  /25

  $479,999

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

  1402 Hawthorn Way, New Windsor, NY 12553

  Experience refined living at 1402 Hawthorn Way in The Grove, one of New Windsor’s most sought-after communities. This immaculate 3-bedroom, 2.5-bath, 3-story end unit delivers modern comfort, quality finishes, and true move-in readiness. Inside, hardwood floors span the main level, leading to a spacious open kitchen with a large island—perfect for cooking, dining, and entertaining. Step out to

  GABRIEL PEREZ Century 21 Alliance Rlty Group

  1402 Hawthorn Way, New Windsor, NY 12553
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  /50

  $1,395,000

  • 6 Beds
  • 7 Baths
  • 8,180 Sq Ft

  5 Trinity Place, Cornwall, NY 12518

  Set at the end of a private road and backing directly to the Storm King Golf Club, this mansion-style residence offers rare privacy, scale, and presence on 1.6 acres in Cornwall. The home spans approximately 8,180 square feet and showcases timeless architecture with classic, old-world character. Grand formal spaces balance nicely with more relaxed living areas, all highlighted by four fireplaces

  STEVEN WROBEL JR. Serhant LLC

  5 Trinity Place, Cornwall, NY 12518
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  /50

  $699,000

  • 3 Beds
  • 3 Baths
  • 3,000 Sq Ft

  360 Prospect Rd, Chester, NY 10918

  B"H Grab this opportunity!!! Cozy Home in great condition sitting on a 3.2 ACER Property!!! Enjoy the above ground pool !!!Wonderful neighborhood and calm area. Open living room with wood burning fireplace, The kitchen offers a breakfast bar, Center island, Stainless steel appliances, Multiple counter space and cabinets. Finished lower level with a Den/office, Family room and full bathroom.

  Joseph Mendlowitz eRealty Advisors, Inc

  360 Prospect Rd, Chester, NY 10918
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  /27

  $700,000

  • 6 Beds
  • 2 Baths
  • 2,216 Sq Ft

  121 Renwick St, Newburgh, NY 12550

  3-PROPERTY PACKAGE SALE...Next to each other on a corner location with all municipal services. Affordable two family brick 3-bedrooms each unit attached home on two levels in City of Newburgh with small rear yard/parking, sidewalks and all municipal services. Walking distance to George Washington Headquarters, Newburgh Brewing Company, a variety of restaurants & shops, the Newburgh waterfront &

  George Koudounas RE/MAX Benchmark Realty Group

  121 Renwick St, Newburgh, NY 12550
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  /39

  $335,000

  • 2 Beds
  • 2 Baths
  • 1,086 Sq Ft

  1906 Rosewood Ct, Highland Mills, NY 10930

  Beautifully maintained first floor two bedroom two full bathroom condo in a lovely setting of Woodbury Heights. Kitchen boasts quartz countertops, tiled backsplash, wood cabinetry to ceiling and stainless-steel appliances, including a gas stove. Laundry room with stackable washer/dryer beyond the door in kitchen. Pantry and deep closet at entry. Dining area has tons of natural light, (chandelier

  Agnes Milani Howard Hanna Rand Realty

  1906 Rosewood Ct, Highland Mills, NY 10930
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  /36

  $550,000

  • 3 Beds
  • 3.5 Baths
  • 2,078 Sq Ft

  6 Turnberry Ct, Monroe, NY 10950

  Welcome to Mansion Ridge! A beautiful gated community of townhomes. This spacious unit features a great layout with an open kitchen with cherry wood cabinetry and granite counters, a 2 story living room with a fireplace, a dining room, and loads of natural light. The upper level has 3 large bedrooms with lots of closets and the master bedroom has cathedral ceilings, a master bath and a walk in

  Naomi Streicher Q Home Sales

  6 Turnberry Ct, Monroe, NY 10950
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  /8

  $155,000

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  234 Concord Ln, Middletown, NY 10940

  Welcome to this inviting 1-bedroom, 1-bath residence in the heart of Middletown. Featuring an open-living layout with abundant natural light, this unit offers a seamless flow from the living room to the kitchen and plenty of storage. The generously sized bedroom boasts a large closet and easy access to the full bath. Additional perks include in-unit laundry and assigned parking. Located in a

  Malik Subhani Weichert Realtors

  234 Concord Ln, Middletown, NY 10940
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  /49

  $1,300,000

  • 4 Beds
  • 2.5 Baths
  • 3,174 Sq Ft

  62 Salierno Rd, Tuxedo Park, NY 10987

  Welcome to 62 Salierno Road in the sought-after Table Rock Estates - an inviting and beautifully situated home offering 4 large bedrooms, generous storage throughout, and a lifestyle defined by privacy, comfort, and connection to nature. Set on 1.5 acres backing to protected state land, this property offers a sense of seclusion rarely found in a neighborhood setting. Inside, the main level is

  Windy Rosengart

  62 Salierno Rd, Tuxedo Park, NY 10987
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  /7

  $134,900

  • 1 Bed
  • 1 Bath
  • 638 Sq Ft

  603 Barclay Manor Unit 6C, Newburgh, NY 12550

  Looking to downsize, having an investment property, or just starting out. This Top Floor condo maybe for you. Conveniently located property, close to Shopping, Parks, River, many Dining Option and Major Highways I-84, NYS Thruway, and Train station. Heat and Hot Water Included in HOA.---- Property is being sold without Refrigerator and Stove. Seller will, at buyers' election, either (1) install a

  Lance Gibbs Arrowhead Realty

  603 Barclay Manor Unit 6C, Newburgh, NY 12550
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  /8

  $499,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 2,312 Sq Ft

  23 Snow St, Bloomingburg, NY 12721

  Welcome to your private oasis in the heart of the Pine Bush School District! This impeccably maintained 1993 bi-level sits on 2 sprawling acres at the end of a quiet, peaceful street, offering the perfect blend of modern updates and country serenity. The heart of the home is the updated kitchen, featuring sleek granite countertops, a functional center island, and stainless steel appliances. The

  William Cronin Cronin & Company Real Estate

  23 Snow St, Bloomingburg, NY 12721
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  /37

  $625,000

  • 4 Beds
  • 2.5 Baths
  • 2,128 Sq Ft

  2066 Route 6, Middletown, NY 10940

  This home is set on over 5 acres and is beautifully landscaped. This inviting home delivers space, comfort, and resort-style living at home. A true backyard oasis designed for relaxation and entertaining. Step outside to your private retreat featuring an above-ground heated pool with surrounding deck, an extended patio with a pergola swim-up bar, and multiple spaces to gather, unwind, and enjoy

  Juliska Martino Compass Greater NY, LLC

  2066 Route 6, Middletown, NY 10940
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  /50

  $829,500

  • 4 Beds
  • 2.5 Baths
  • 3,413 Sq Ft

  83 High Hope Dr, Otisville, NY 10963

  This spectacular home which can be used as a weekend retreat or an ideal home nestled on top of a mountain, on over 25 private acres with a serene pond, offering unmatched peace, beauty, and breathtaking eastern views of the sunrise from its expansive wrap-around porch. The property invites you to take walks or hikes through the woods and enjoy the sights and sounds of nature in complete privacy.

  Gail Rachlin Keller Williams Hudson Valley

  83 High Hope Dr, Otisville, NY 10963
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  /7

  $315,000 Coming Soon

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

  276 Temple Hill Rd Unit 2414, New Windsor, NY 12553

  Coming Soon - Beautiful 2 bedroom 2 bath condo in the sought after Continental Manor community. More details to come!

  Tremaine Selby Weichert Realtors

  276 Temple Hill Rd Unit 2414, New Windsor, NY 12553
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  /39

  $948,888

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

  14 Robalene Dr, Goshen, NY 10924

  Better-than-new 6BR/4BA Colonial just over 5yrs young with over $400K in upgrades and resort-style amenities. Gourmet kitchen with granite countertops, stainless steel appliances, hardwood floors, and fireplace. First floor also includes dining room, flex room/den/playroom or possible 6th BR and full bath. Second floor boasts primary suite with custom walk-in closet and spa bath featuring steam

  David White Owner Entry.com

  14 Robalene Dr, Goshen, NY 10924
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  /50

  $1,750,000

  • 5 Beds
  • 5.5 Baths
  • 6,348 Sq Ft

  7 Paiges Way, Warwick, NY 10990

  Discover this stunningly appointed 5-bedroom, 5.5-bath home nestled on 4.1 acres in beautiful Warwick, New York. This elegant and turnkey residence is perfect for both comfortable living and entertaining guests. Enjoy the luxurious in-ground pool, expansive living areas, and a beautifully serene yard. The lower level features gaming area, a custom bar, and a luxurious bathroom, creating an ideal

  Steve Vinti Weichert Realtors

  7 Paiges Way, Warwick, NY 10990
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  /48

  $620,000

  • 5 Beds
  • 2 Baths
  • 2,220 Sq Ft

  33 Winchester Dr, Monroe, NY 10950

  HUGE PRICE REDUCTION- Located in the desirable Monroe-Woodbury School District, this classic 2,220 sq ft colonial offers a rare combination of space, comfort, and future potential. Set on a gentle hill in a picturesque, sidewalk-lined neighborhood, the property features four spacious bedrooms, two bathrooms, and a well-balanced layout that includes a formal dining room, a living room, and a

  Dennis Clark Howard Hanna Rand Realty

  33 Winchester Dr, Monroe, NY 10950
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  /34

  $850,000

  • 6 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  43 Villa Pkwy, Highland Falls, NY 10928

  COME SEE This Very Well-cared for Home. SItuated Within Walking Distance to all Village Conveniences, USMA at West Point, Community Pool/Roe Park. A Fully Equipped Kitchen with Breakfast nook and Sliding French Doors to Patio. Lots of Natural Light. Formal Dining Room also has French Doors to Access Spacious Yard. Formal Living Room for Entertaining, and Great Family Room with a Wood Burning

  Maureen Arias Keller Williams Realty Partner

  43 Villa Pkwy, Highland Falls, NY 10928
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  /24

  $362,900

  • 3 Beds
  • 2.5 Baths
  • 1,331 Sq Ft

  2203 Whispering Hills, Chester, NY 10918

  Welcome to 2203 Whispering Hills, Chester, NY — Where Comfort Meets ConvenienceThis sun-drenched end-unit townhome offers the perfect blend of space, style, and location in the sought-after Whispering Hills community.Featuring 3 spacious bedrooms and 2.5 bathrooms, this home is designed for both everyday comfort and effortless entertaining. The inviting living room is anchored by a cozy

  Marie Altieri Howard Hanna Rand Realty

  2203 Whispering Hills, Chester, NY 10918
• 

  

  /50

  $699,999

  • 5 Beds
  • 4 Baths
  • 3,858 Sq Ft

  254 Orrs Mills Rd, New Windsor, NY 12553

  This custom-built Contemporary Colonial captures breathtaking mountain views from every direction and features cathedral-style ceilings, a gas fireplace in the great room, and gorgeous daily sunset views. Set on a private 2-acre property, the home offers over 4,000 sq ft of sunlit living space with vaulted ceilings, skylights, Andersen windows, three fireplaces, two dens with Brazilian hardwood

  Bryan Dale eXp Realty

  254 Orrs Mills Rd, New Windsor, NY 12553
• 

  

  /42

  $305,000 Open Sun 12PM - 3PM

  • 2 Beds
  • 1 Bath
  • 1,084 Sq Ft

  3601 Whispering Hills, Chester, NY 10918

  Welcome to effortless living in the highly sought-after Whispering Hills community! This beautifully maintained 2-bedroom, 1-bath condo with a 1-car garage offers the perfect blend of comfort, style, and convenience.Step inside to discover a warm and inviting space enhanced by custom wall detailing, stylish flooring, and a cozy fireplace, creating the perfect setting for relaxing and

  Janet Rendle Weichert Realtors

  3601 Whispering Hills, Chester, NY 10918

Showing Results 121 - 160, Page 4 of 5