Orange County NY Homes for Sale

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  $344,900

  • 3 Beds
  • 2 Baths
  • 1,316 Sq Ft

  1311 Whispering Hills Unit 96, Chester, NY 10918

  Experience Elevated Living: Your Private Hudson Valley Retreat at 1311 Whispering Hills Welcome to a home that offers more than just square footage—it offers a lifestyle change. Nestled in the scenic rolling hills of Orange County, 1311 Whispering Hills is a masterclass in modern suburban living. This meticulously maintained residence captures the essence of "home" from the moment you step

  Michael Jenney Keller Williams Realty

  1311 Whispering Hills Unit 96, Chester, NY 10918
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  /42

  $649,000

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  481 Dosen Rd, Middletown, NY 10940

  ABSOLUTELY GORGEOUS!!! MUST SEE!! QUALITY BUILT WITH BRAND NEW ADDITION AND BRAND NEW DETACHED POLE BARN!!! OVER 7 ACRES !!! 481 Dosen Road offers a rare combination of quality construction, privacy, and usable space, set on 7.4 peaceful acres. This custom-built Lok-N-Logs log home was thoughtfully designed to blend the character of a true log cabin with the comforts needed for everyday living.

  Frank Muccari Cronin & Company Real Estate

  481 Dosen Rd, Middletown, NY 10940
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  /50

  $725,000

  • 4 Beds
  • 4 Baths
  • 3,908 Sq Ft

  78 Goshen Rd, Chester, NY 10918

  STOP THE SEARCH!!!! THIS ONE, IS ONE OF A KIND!!! HALF-COURT BASKETBALL COURT, RADIANT HEATED PRIVATE POOL, KILLER FINISHED LOWER LEVEL!!!!! Welcome to 78 Goshen Road, a beautifully maintained 4-bedroom Colonial in the Town of Blooming Grove within the sought after Washingtonville School District, set on a quiet country road with 2.3 acres of space and privacy. With over 3,900 square feet of

  Frank Muccari Cronin & Company Real Estate

  78 Goshen Rd, Chester, NY 10918
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  $469,000

  • 3 Beds
  • 1.5 Baths
  • 1,664 Sq Ft

  335 Oak Dr, New Windsor, NY 12553

  Charming, well-maintained Colonial located in the sought-after Beaver Dam Lake Community. The home provides Lake Rights, Private Beach access, community center and park area. The home features 3 bedrooms including a large primary and two additional bedrooms with water views. Cozy living room with a working fireplace and a feature wall that is great for entertaining. Kitchen has granite

  Michael Scimeca Howard Hanna Rand Realty

  335 Oak Dr, New Windsor, NY 12553
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  /45

  $570,000

  • 4 Beds
  • 2.5 Baths
  • 1,916 Sq Ft

  22 Cambridge Cir, Monroe, NY 10950

  Impeccably maintained contemporary raised ranch in Lake Region Estates on prime corner lot, featuring an open floor plan ideal for everyday living and entertaining. Updated kitchen with center island, stainless steel appliances, and a bright garden window perfect for herbs and plants. Spacious living room offers a cathedral ceiling and oversized windows for abundant natural light. Dining area

  

  Jade Oliverio

  Howard Hanna Rand Realty

  (329) 666-0425

  22 Cambridge Cir, Monroe, NY 10950
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  $579,900

  • 5 Beds
  • 2.5 Baths
  • 2,644 Sq Ft

  20 Winding Hills Dr, Florida, NY 10921

  From the moment you step inside, there’s an ease to this home that’s hard to explain but easy to feel. Light moves effortlessly through each space, the layout just makes sense, and everything about it invites you to settle in and stay awhile. At just over 2,600 square feet, this home hits that ideal balance... not too big, not too small, but perfectly sized for the way you actually live. The

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (845) 498-0933

  20 Winding Hills Dr, Florida, NY 10921
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  /7

  $199,999

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  404 Parr Meadow Dr Unit 4D, Newburgh, NY 12550

  Welcome to this beautifully maintained 2-bedroom, 1-bath condo located on the 2nd floor, offering comfort, convenience, and modern living. Enter inside to a spacious layout featuring a large living room and easy access to your balcony — perfect for morning coffee or unwinding after a long day.The eat-in kitchen is designed with practicality and style, complete with a movable island for added

  Brittany Barry HV Premier Properties Realty

  404 Parr Meadow Dr Unit 4D, Newburgh, NY 12550
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  /22

  $539,999

  • 3 Beds
  • 2.5 Baths
  • 1,784 Sq Ft

  25 Hollis St, Highland Mills, NY 10930

  Welcome to 25 Hollis Street, this beautiful 3-bedroom, 2 full and 1 half bathroom Colonial, perfectly situated in a highly desirable location that blends comfort, convenience, and lifestyle. This charming home offers spacious living areas, a functional layout, and timeless appeal—ideal for both everyday living and entertaining.Enjoy being just 5 minutes from the renowned Woodbury Common

  Theodore Wells OverSouth LLC

  25 Hollis St, Highland Mills, NY 10930
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  /49

  $668,000

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  36 Sleepy Hollow Rd, Port Jervis, NY 12771

  Spectacular Delaware River Views on 2 Acres – A Truly Special Property! Peace, serenity, and breathtaking scenery await at this amazing property just outside the city limits of Port Jervis! Set on 2 beautiful acres with spectacular views of the Delaware River, this very well-maintained home offers a rare combination of privacy, convenience, and endless possibilities.Wake up to the peaceful

  Dominick Tufano RE/MAX Benchmark Realty Group

  36 Sleepy Hollow Rd, Port Jervis, NY 12771
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  /49

  $799,000

  • 4 Beds
  • 2.5 Baths
  • 2,786 Sq Ft

  18 Reynolds Rd, Monroe, NY 10950

  Your dream home has finally hit the market and you don't have to wait for it to be built! Why pay for new construction when you can get so much more in this prime location in the village of Monroe. Rocking chair front porch welcomes you and leads you inside to find nearly 2800 square feet of living space and a bright neutral interior. Hardwood floors run throughout most of the main floor and an

  Laurel Lustgarten Howard Hanna Rand Realty

  18 Reynolds Rd, Monroe, NY 10950
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  /42

  $675,000

  • 5 Beds
  • 2.5 Baths
  • 2,625 Sq Ft

  3 Emory Rd, Highland Mills, NY 10930

  Welcome to this beautifully updated Colonial nestled in the highly sought-after community of Highland Mills, within the coveted Woodbury Recreation District.Built in 1995 and set in a picturesque, well-established development, this spacious home offers 4 generously sized bedrooms and 2.5 bathrooms—perfect for comfortable everyday living and entertaining alike.Step inside to find a freshly

  Rosa Santiago Weichert Realtors

  3 Emory Rd, Highland Mills, NY 10930
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  /28

  $325,000

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

  64 Patio Rd, Middletown, NY 10941

  Welcome to this 3-bedroom, 1.5-bath townhouse located in the Pine Bush School District. The home features an open dining area and a galley kitchen with updated cabinetry and granite countertops. The kitchen flows into the living room with access to the backyard, perfect for relaxing or enjoying outdoor meals. A brand new refrigerator, as well as a washer(2025) and dryer(2022), is included. A half

  Jie Liu Keller Williams Hudson Valley

  64 Patio Rd, Middletown, NY 10941
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  /50

  $675,000

  • 4 Beds
  • 2.5 Baths
  • 2,956 Sq Ft

  1 Boxwood Ln, Montgomery, NY 12549

  Welcome to 1 Boxwood Lane, ideally situated on a premier corner lot at the entrance of a quiet cul-de-sac in the highly desirable Corbett Meadows community. This beautifully maintained colonial offers timeless curb appeal, highlighted by a brick paver walkway and a charming, recently refinished front porch—perfect for enjoying your morning coffee. Step inside to a welcoming center hall foyer with

  Sean Israelski Howard Hanna Rand Realty

  1 Boxwood Ln, Montgomery, NY 12549
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  /7

  $475,000

  • 3 Beds
  • 3 Baths
  • 1,212 Sq Ft

  270 Old Cahoonzie Rd, Sparrowbush, NY 12780

  Nature Getaway that was tastefully renovated. located in Sparrow Bush offers a spacious setting with three bedrooms and three bathrooms. The property features a private entrance and a fully equipped kitchen with modern appliances.

  Safdar Mursalin eXp Realty

  270 Old Cahoonzie Rd, Sparrowbush, NY 12780
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  $259,000

  • 2 Beds
  • 1.5 Baths
  • 1,230 Sq Ft

  129 Concord Ln Unit 129, Middletown, NY 10940

  An exceptional opportunity for homeowners and savvy investors, this sun-drenched, southeast-facing condo is located in one of Middletown’s rare communities with NO rental restrictions. Experience the comfort of two-level living with a thoughtful layout featuring a spacious living room on the main floor and private bedrooms upstairs. This home offers ultimate peace of mind with a Boiler and Water

  Hai Li Keller Williams Hudson Valley

  129 Concord Ln Unit 129, Middletown, NY 10940
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  $670,000

  • 4 Beds
  • 3 Baths
  • 3,636 Sq Ft

  10 Hidden Dr, Monroe, NY 10950

  Tucked away on over an acre with serene lake views and deeded lake rights, this spacious Monroe retreat offers the perfect blend of privacy, comfort, and lifestyle. Wake up to natural light pouring through oversized windows and start your day on the deck overlooking the water. Inside, you’ll find 4 generously sized bedrooms and 3 full baths, along with an updated kitchen and baths that bring a

  rosemary mcginn Century 21 Full Service Realty

  10 Hidden Dr, Monroe, NY 10950
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  /20

  $175,000

  • 2 Beds
  • 1 Bath
  • 944 Sq Ft

  10 Oakwood Terrace Unit 26, New Windsor, NY 12553

  This well-maintained third-floor co-op offers a comfortable and inviting layout featuring two bedrooms and one full bathroom. The unit includes a spacious living room with wall-to-wall carpeting and access to a private deck, perfect for relaxing. The dining area showcases beautiful hardwood floors, while the kitchen and bathroom are finished with durable ceramic tile. Both bedrooms are carpeted,

  

  Jodi Gillespie

  Gillespie Real Estate LLC

  (845) 539-0873

  10 Oakwood Terrace Unit 26, New Windsor, NY 12553
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  $825,000

  • 4 Beds
  • 3.5 Baths
  • 4,300 Sq Ft

  67 Liberty Corners Rd, Pine Island, NY 10969

  Set on 4.5 picturesque acres, this beautifully maintained colonial home offers space, privacy, and a thoughtfully designed layout in a peaceful setting. A welcoming two-story foyer leads into an expansive great room with soaring ceilings, oversized windows, and a fireplace, creating a bright and inviting atmosphere. The open-concept eat-in kitchen features a center island, ample cabinetry,

  Vikki Garby BHG Real Estate Green Team

  67 Liberty Corners Rd, Pine Island, NY 10969
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  $999,999

  • 5 Beds
  • 4.5 Baths
  • 3,752 Sq Ft

  104 Winding Brook Ct, New Windsor, NY 12553

  Beautiful single-family home featuring 5 bedrooms and 4.5 bathrooms, Plus a legal 1-bedroom, 1-bath in-law apartment in the basement—perfect for extended family or additional income. This home offers an array of premium upgrades, including a saltwater pool, Tesla solar panels, and a fully equipped home theater room. Enjoy outdoor living with a Trex deck and professionally designed landscape

  Raquel Berrios Nine28 Realty, LLC

  104 Winding Brook Ct, New Windsor, NY 12553
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  /50

  $749,900

  • 4 Beds
  • 3 Baths
  • 2,886 Sq Ft

  47 Finley Dr, Salisbury Mills, NY 12577

  Beautifully maintained 4 bedroom and 3 full bathroom bilevel home situated on 0.75 acres in Woodland Hills. This property offers the perfect combination of space, comfort, energy efficiency, and exceptional outdoor living. The main level features a bright and open floor plan with vaulted ceilings, hardwood floors, and abundant natural light. The spacious living room is highlighted by a stunning

  Paul Biagini Biagini Realty

  47 Finley Dr, Salisbury Mills, NY 12577
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  /43

  $624,950

  • 5 Beds
  • 3.5 Baths
  • 2,876 Sq Ft

  10 Leone Ct, Highland Mills, NY 10930

  Nestled on a peaceful cul-de-sac in Highland Mills, this spacious colonial offers both comfort and convenience. The main floor features two kitchens, perfect for multi-generational living or hosting guests, along with a first-floor bedroom and bath, creating a mini-suite for added privacy.Upstairs, you'll find a large primary bedroom with an en-suite bathroom, along with three additional

  Donna Ramundo Keller Williams Valley Realty

  10 Leone Ct, Highland Mills, NY 10930
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  /4

  $65,000

  • Land
  • 2 Acres
  • $32,500 per Acre

  0 New York 208 Unit KEY981300, Campbell Hall, NY 10916

  2-acre lot on Otterkill Creek offering a peaceful, natural setting. Ideal for recreational use such as fishing , kayaking or enjoying the outdoors. Potential for future use subject to town approvals. A great opportunity to own a private piece of land with water frontage.

  James Moser Keller Williams Realty

  0 New York 208 Unit KEY981300, Campbell Hall, NY 10916
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  /25

  $339,999

  • 2 Beds
  • 1.5 Baths
  • 1,168 Sq Ft

  83 Lois Ln, Monroe, NY 10950

  Welcome to 83 Lois Lane in Monroe—an excellent opportunity to own a 2-bedroom condo in a commuter-friendly location. This home features hardwood floors throughout the main level, where an open-concept living and dining area provides a comfortable and functional layout for everyday living and entertaining. Sliding glass doors lead to a private concrete patio, offering a great space for outdoor

  Philip Szumlaski Keller Williams Realty

  83 Lois Ln, Monroe, NY 10950
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  /7

  $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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  /17

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 1,866 Sq Ft

  4 Broad St, Newburgh, NY 12550

  Welcome to this lovely 3 bedroom 2 1/2 bath home with private lower level separate entrance living area. Enjoy amazing waterfront living with gorgeous calming views of the Hudson River on your very own deck. This home is one of the coveted few in Newburgh with truly unobstructed views, situated riverside on one of the most beloved streets in the city that's just minutes to Beacon or downtown

  Michelle Rivera Island Advantage Realty LLC

  4 Broad St, Newburgh, NY 12550
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  /14

  $294,925

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

  12 Redwood Dr, Highland Mills, NY 10930

  Roomy 3 Bedroom townhome in Timber Ridge, offering an open layout on the first floor. Living Room has sliding glass doors to a private deck facing the woods. Second floor offers 3 good size bedrooms and a full hallway bath. The lower level has mechanicals, laundry room with potential for additional living space, over 600 square feet.This is a short sale, third party approval needed. Realtor

  Patricia Cannizzaro Century 21 Alliance Rlty Group

  12 Redwood Dr, Highland Mills, NY 10930
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  /5

  $759,900

  • 4 Beds
  • 2.5 Baths
  • 2,250 Sq Ft

  90 Pewter Cir, Chester, NY 10918

  This beautiful custom home is planned to be built in the highly sought-after Sugar Loaf area, offering the convenience of municipal water and sewer. The main level welcomes you with warm hardwood floors and a kitchen featuring a choice of elegant granite or quartz countertops, a stainless steel appliance package, a center island perfect for meal preparation, and a spacious dining area with a

  Carla Terranova Keller Williams Realty

  90 Pewter Cir, Chester, NY 10918
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  /19

  $450,000

  • 3 Beds
  • 1 Bath
  • 1,134 Sq Ft

  28 Branch St, Monroe, NY 10950

  Completely renovated and full of charm, this adorable Cape Cod in the Town of Monroe offers the perfect blend of comfort, style, and location—with coveted lake rights to Walton Lake. Featuring 3 bedrooms and 1 beautifully updated bath with a tiled shower, this home is truly move-in ready. The thoughtfully designed layout includes two bedrooms upstairs—one enhanced with a charming built-in

  Kassia Connors eXp Realty

  28 Branch St, Monroe, NY 10950
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  /21

  $549,000

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

  38 Jefferson Dr, Monroe, NY 10950

  Welcome home! This wonderful quiet neighborhood, Lake Hill Farms, off of Lakes Rd. On the outskirts of Monroe, makes this a great commuter and convenient location, from hiking trails, parks, Woodbury Commons, shopping, train station, and dinning. This home has a nice sized backyard. The deck furniture and gazebo are included, underneath your deck is an enclosed screened in patio which will give

  Lance Gibbs Arrowhead Realty

  38 Jefferson Dr, Monroe, NY 10950
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  /45

  $874,900

  • 5 Beds
  • 4 Baths
  • 3,447 Sq Ft

  71 Eagle Crest Rd, Port Jervis, NY 12771

  Perched in one of Greenville’s most scenic and upscale subdivisions, this stunning contemporary colonial offers breathtaking panoramic mountain views surrounded by nature and privacy. As you arrive, the setting immediately stands out with its peaceful mountain atmosphere and beautiful surroundings. This spacious 3,447 square foot home features 5 bedrooms, 2 full baths, and 2 half baths, along

  Paul Biagini Biagini Realty

  71 Eagle Crest Rd, Port Jervis, NY 12771
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  /39

  $599,900

  • 6 Beds
  • 2 Baths
  • 2,296 Sq Ft

  155 Pierce Cir, New Hampton, NY 10958

  Welcome to 155 Pierce Circle, offering peaceful country charm in a scenic rural setting with two homes on one parcel. The main Cape style home features an eat-in kitchen with newer stainless steel appliances, a spacious living area, hardwood floors throughout, a main level primary bedroom, full bath, and washer/dryer hookup, with three additional bedrooms upstairs. Recent updates include a newer

  Nicholas Cuomo Keller Williams Realty

  155 Pierce Cir, New Hampton, NY 10958
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  $139,000

  • Land
  • 67.4 Acres
  • $2,062 per Acre

  0 Wells Rd Unit KEY981241, Newburgh, NY 12550

  LOCATION LOCATION Price just reduced. Majority of acreage consists of residential zoned wetlands. Additional information soil/type /unknown across the street from this property beautiful homes as well as new construction going up. information deemed reliable. but not guaranteed. buyer to verify all information. check with town planing board. and town building department. with your ideas of what

  John Melchior Howard Hanna Rand Realty

  0 Wells Rd Unit KEY981241, Newburgh, NY 12550
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  /25

  $635,000

  • 3 Beds
  • 3 Baths
  • 2,328 Sq Ft

  41 Rutledge Ave, Highland Mills, NY 10930

  Beautifully updated oversized high ranch in a cul-de-sac, with generously sized rooms, sitting on great flat almost 1/2 acre of property with an updated pool and fenced private backyard. Light and bright with new recessed lighting throughout the house, the renovated kitchen has all new appliances, cabinets, countertops and tile flooring and the primary bedroom has walk-in closet and ensuite

  Michelle Renteria HomeSmart Homes & Estates

  41 Rutledge Ave, Highland Mills, NY 10930
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  $519,999

  • 4 Beds
  • 2.5 Baths
  • 2,080 Sq Ft

  54 Berea Rd, Walden, NY 12586

  Beautifully maintained 4-bedroom, 2.5-bath Colonial offering 2,080 sq. ft. of living space on a one-acre lot. This home features a redone kitchen with granite countertops, hardwood floors, a spacious family room with wood burning fireplace, and bright, comfortable living areas throughout. As well as a new water system featuring a reverse osmosis water filter. The spacious fenced in backyard and

  Shari Felder Keller Williams Realty

  54 Berea Rd, Walden, NY 12586
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  /40

  $599,000

  • 5 Beds
  • 3 Baths
  • 2,340 Sq Ft

  290 1st St, Newburgh, NY 12550

  New to the Market – Prime Investment Opportunity in the City of NewburghDiscover the potential of this unique multi-parcel property offering a rare combination of income, space, and future development opportunity. Situated on a double lot with additional building potential, this duplex presents an exceptional opportunity for investors or buyers with vision.The property features a two-unit

  Angela Danosky Picture It Sold, LLC

  290 1st St, Newburgh, NY 12550
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  /36

  $325,000

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft

  6 Glendale Rd, Greenwood Lake, NY 10925

  Welcome to this charming ranch-style home offering 2 bedrooms and 1 bathroom, perfectly located just minutes from beautiful Greenwood Lake. Filled with natural light, this home features a warm inviting layout that feels both comfortable and functional. Enjoy cozy evenings by the stunning wood-burning fireplace, which serves as a beautiful focal point in the living space. The home also includes a

  

  Dana Posner

  Howard Hanna Rand Realty

  (845) 470-6971

  6 Glendale Rd, Greenwood Lake, NY 10925
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  /50

  $399,999

  • 3 Beds
  • 3.5 Baths
  • 1,348 Sq Ft

  97 Valley Ave, Walden, NY 12586

  Welcome to this move-in ready 3-bedroom, 3.5-bath home nestled in the heart of the Village of Walden. Offering 1,348 square feet of thoughtfully designed living space, this home blends comfort, convenience, and low-maintenance living in one ideal package. Step inside to find a bright and inviting layout perfect for both everyday living and entertaining, with spacious bedrooms and the rare bonus

  Jennifer Lappe Keller Williams Realty

  97 Valley Ave, Walden, NY 12586
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  /40

  $1,190,000

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

  170 Dickerson Ave, Montgomery, NY 12549

  Opportunity knocks! Sitting proudly on a sprawling 10-acre estate, this 4-bedroom, 2.5-bath home is thoughtfully set back from the road, offering privacy, space, and a serene setting. Located just 30 minutes from Stewart Airport and 1 hour 20 minutes from NYC, the property provides a peaceful retreat without sacrificing accessibility. The home features a bright open-concept layout. The kitchen is

  Dylan Woods Howard Hanna Rand Realty

  170 Dickerson Ave, Montgomery, NY 12549
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  /44

  $619,900

  • 4 Beds
  • 3 Baths
  • 2,420 Sq Ft

  3 Puritan Ln, Washingtonville, NY 10992

  Presenting this beautiful spacious Split-Level, Close to all amenities, trains buses and highways for the commuters comes with its boasting hardwood floors, a living room with plenty of natural light just so inviting, and as you enter this home you see a beautiful fireplace for those wintery seasonal days connecting you to a well-recess lighted kitchen with granite tops and boasting its breakfast

  Hanani Figueroa MANNYS REAL ESTATE CONCEPTS & PREMIER CONSULTANT

  3 Puritan Ln, Washingtonville, NY 10992
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  /36

  $649,900

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

  TBD Crawford St, Pine Bush, NY 12566

  Experience modern design and quality craftsmanship in this stunning new construction home offering approximately 3,000 sq ft, 4 bedrooms, and 3 full baths. The main level features an open concept layout with soaring 16’ ceilings, spacious bedrooms, and a private primary suite with vaulted ceiling, walk-in closet, and a beautifully tiled luxury bath with soaking tub. Enjoy hardwood floors

  Philip Barnao eXp Realty

  TBD Crawford St, Pine Bush, NY 12566

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