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Orange County NY Homes for Sale with Acreage

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  • /45

    $1,200,000

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

    155 Alexander Rd, Monroe, NY 10950

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

    Lisa Taormina Werner Realty of New York

    155 Alexander Rd, Monroe, NY 10950
  • /50

    $828,000

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

    6 Bradner Dr, Warwick, NY 10990

    Your Warwick Sanctuary: Sophisticated Living, Scenic Grounds, Poolside Paradise. In the coveted town of Warwick, within the respected Warwick School District, sits a truly impressive residence that embodies upscale living and versatile comfort. This expansive home presents 4 bedrooms and 3.5 baths. The master suite offers a luxurious escape with a walk-in closet and a private master bath, a total

    Carmela Lopez Borrazas Serhant LLC

    6 Bradner Dr, Warwick, NY 10990
  • /93

    $1,875,000

    • 6 Beds
    • 7.5 Baths
    • 7,034 Sq Ft

    69 Cedar Pond Ln, Chester, NY 10918

    Set on 10 private acres with sweeping mountain views from nearly every room, 69 Cedar Pond is a five-bedroom, eight-bath estate that exemplifies expansive design and contemporary style. The striking A-frame architecture, double-height windows, and soaring ceilings create dramatic, light-filled interiors where every angle frames the surrounding landscape and sunsets. A three-story entry sets the

    Emily Iason Four Seasons Sotheby's Int.

    69 Cedar Pond Ln, Chester, NY 10918
  • /48

    $299,000

    • 3 Beds
    • 1 Bath
    • 1,196 Sq Ft

    50 Brola Rd, Middletown, NY 10940

    Bring your vision to life at 50 Brola Road. Perfectly situated in the picturesque countryside within the Minisink school district you will find a tremendous opportunity. The home itself offers a spacious and open floor plan along with ample parking, fenced rear yard, plenty of storage space and room for expansion. There is a building lot to the right of the property that can be purchased for a

    Nicholas Carbone HomeSmart Homes & Estates

    50 Brola Rd, Middletown, NY 10940
  • /2

    $999,999

    • 4 Beds
    • 2.5 Baths
    • 3,100 Sq Ft

    4 Cherry Hill Rd, Cornwall, NY 12518

    THIS IS THE ONE YOU HAVE BEEN WAITING FOR!!! Brand new construction in the Town of Cornwall within the highly sought-after Cornwall School District! This stunning 3,100 sq ft colonial is set on a picturesque 1.9-acre lot and offers 4 bedrooms, 2.5 baths, and a thoughtfully designed open floor plan with quality craftsmanship throughout. The exterior features poured concrete foundation walls with

    Donna Brunell RE/MAX Benchmark Realty Group

    4 Cherry Hill Rd, Cornwall, NY 12518
  • /5

    $699,000

    • Land
    • 174.4 Acres
    • $4,008 per Acre

    0 Kirbytown Rd Unit 4545473, Wawayanda, NY 10940

    170± Acres | Development Potential & Hunting Land – Town of Wallkill & Wawayanda, NY Priced at hunting land value with strong future upside! This rare 170± acre offering consists of two parcels: 100 acres in the Town of Wallkill (SBL 65-1-14, zoned R-2) and 70 acres in the Town of Wawayanda (SBL 4-1-2, zoned R-1). Currently enjoyed by a private hunting club with excellent yields, the property is

    Joe Distelburger Keller Williams Realty

    0 Kirbytown Rd Unit 4545473, Wawayanda, NY 10940
  • /9

    $99,999

    • Land
    • 2.4 Acres
    • $41,666 per Acre

    109 US Highway 6, Port Jervis, NY 12771

    Endless Business Potential in a Prime Location!This 2.4-acre lot, zoned Interchange Business (IB), offers incredible flexibility for your next venture. With direct access just seconds from I-84 and only a short drive to Port Jervis schools, the location is perfect for visibility, accessibility, and growth.Set across from a tranquil pond, this property also doubles as an ideal spot for

    Christina Lake Davis R Chant Real Estate Inc.

    109 US Highway 6, Port Jervis, NY 12771
  • /36

    $949,900

    • 5 Beds
    • 3 Baths
    • 4,958 Sq Ft

    75 Monahan Rd, Port Jervis, NY 12771

    Discover the essence of Hudson Valley living with this extraordinary property! Nestled in a serene, wooded landscape, this home has almost 5,000 sqf, 5 bedrooms, 3 bathrooms, 2 bonus rooms (use as gym, 2nd office, etc.) and an office. This contemporary home offers unparalleled privacy and a canvas to create your dream lifestyle. Enjoy breathtaking sunrises and sunsets with perfect lighting

    Christian Zube Realty Executives Exceptional

    75 Monahan Rd, Port Jervis, NY 12771
  • /48

    $1,187,000

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

    512 Grand Ave, Newburgh, NY 12550

    Originally built in 1880 and masterfully restored in 2020, this exquisite 5-bedroom, 4-bath Victorian seamlessly blends timeless charm with refined modern luxury. Spanning over 3,371 square feet with breathtaking river views in nearly every room, every inch of this residence reflects exceptional craftsmanship, thoughtful design, and enduring comfort. The main level welcomes you with original

    Theresa Negast Christie's Int. Real Estate

    512 Grand Ave, Newburgh, NY 12550
  • /6

    $1,950,000

    • Land
    • 6.8 Acres
    • $286,765 per Acre

    139 Windsor Hwy, New Windsor, NY 12553

    139 Windsor Highway, New Windsor is a 6.78ac development lot with conditional approvals for a senior living facility and a variety of retail, office, medical permitted uses in the Highway Commercial zoning district. Located between Newburgh and the Vails Gate Five Corners, this lot is prime commercial development land, but also approved for a 132-unit, 188-bed Assisted Living Facility (survey,

    Don Minichino KW MidHudson

    139 Windsor Hwy, New Windsor, NY 12553
  • /14

    $1,200,000

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

    3 Spruce Hill Ln, Goshen, NY 10924

    TO BE BUILT~ FABULOUS NEW HOME CONSTRUCTION OFFERS: A gorgeous 4 acre lot tucked away in the midst of it all. This majestic property is sitting upon a Spruce Tree Farm with utterly breathtaking views for all to enjoy. This property will give you the opportunity of a lifetime to create a fabulous homestead. Planned for this lot #2 is a custom, craftsman style contemporary ranch with Master on

    Nancy Sardo BHG Real Estate Green Team

    3 Spruce Hill Ln, Goshen, NY 10924
  • /2

    $559,000

    • Land
    • 7.6 Acres
    • $73,553 per Acre

    0 New York 17k, Montgomery, NY 12549

    Introducing a prime commercial investment opportunity on State Rt 17K, Montgomery, NY, 12549. Comprised of two lots togther - Apn #334289-027-000-0005-003.000-0000 9 (6.6 acres) and Apn#334289-027-000-0005-002.000-0000 (one acre) this 7.6-total acre property, zoned B4 Highway Commercial, offers exceptional potential for a multitude of uses. With 600 Ft of highway frontage and a signalized

    Jay Feinberg Keller Williams Hudson Valley

    0 New York 17k, Montgomery, NY 12549
  • /2

    $199,000

    • Land
    • 2.6 Acres
    • $76,538 per Acre

    0 Oxford Rd Unit KEY945194, Blooming Grove, NY 10918

    2.6 Acre Vacant land, Nice piece of land

    Chaim Spitzer Blooming Realty

    0 Oxford Rd Unit KEY945194, Blooming Grove, NY 10918
  • /14

    $899,000

    249 S Plank Rd, Newburgh, NY 12550

    Commercial Opportunity in prime Newburgh location! This property, just off Union Ave, is close to new Casino, a surging business development area, Route 84 and NYS Thruway! Currently a permitted Manufactured Housing Community on a 2.6-acre parcel, the property has ample frontage on busy South Plank Road and a great up and coming location for your commercial endeavor! Call today for details on

    Mary Hovanec ELLIOTT AND POMEROY INC

    249 S Plank Rd, Newburgh, NY 12550
  • /21

    $180,000

    • Land
    • 6.4 Acres
    • $28,125 per Acre

    335 Burlingham Rd, Bloomingburg, NY 12721

    Don't miss this incredible opportunity to own 6.4 acres of raw vacant land in a prime Sullivan County location—just 6 miles from NY-17 for easy access to the Hudson Valley, NYC, and surrounding areas. This versatile property offers a mix of cleared and wooded terrain, with the front portion beautifully maintained. A well-built driveway leads into the wooded section, offering privacy and endless

    Diane Lenny Howard Hanna Rand Realty

    335 Burlingham Rd, Bloomingburg, NY 12721
  • /45

    $789,900

    • 3 Beds
    • 3.5 Baths
    • 2,740 Sq Ft

    195 Pressler Rd, Wallkill, NY 12589

    Owned for the past three and a half decades by its current owners, this home embodies the love and care invested in its transformation into the exceptional residence it is today. From its historic roots as a quaint farmhouse to its current status as a three-bedroom, three-and-a-half-bath 3500 sqft family home, original features have been meticulously preserved with a designer’s eye, while all

    Antoinette Gundersen HomeSmart Homes & Estates

    195 Pressler Rd, Wallkill, NY 12589
  • /49

    $759,000

    • 5 Beds
    • 3 Baths
    • 2,828 Sq Ft

    482 Scotchtown Ave, Middletown, NY 10941

    Classic 1863 Farmhouse in Mint Condition – Riverfront Property in Goshen School District. Step into timeless elegance with this beautifully restored 1863 farmhouse, set on 10 picturesque acres in the highly desirable Goshen School District. This 5-bedroom, 3-bath home offers the perfect blend of historic charm and modern convenience, featuring original hardwood floors, a brick fireplace,

    Pamela Henning Keller Williams Hudson Valley

    482 Scotchtown Ave, Middletown, NY 10941
  • /35

    $599,999

    • 3 Beds
    • 2.5 Baths
    • 1,880 Sq Ft

    77 Woodbury Rd, Highland Mills, NY 10930

    Nestled in the coveted Cornwall School District, this home is in Highland Mills and offers a perfect blend of convenience and charm. Ideal for commuters, the property is situated just minutes away from both the NYS Thruway and Route 17, making it an excellent choice for those traveling to NYC as well as for access to public transportation. This traditional home has three spacious bedrooms, and

    Annie Hansen Howard Hanna Rand Realty

    77 Woodbury Rd, Highland Mills, NY 10930
  • /43

    $1,650,000

    • 3 Beds
    • 2.5 Baths
    • 3,582 Sq Ft

    55 Mountain Farm Rd, Tuxedo Park, NY 10987

    Built as the original Hunting Lodge for one of the great estates of historic Tuxedo Park, New York, this nostalgic 1890 stone house sits on 2.8 private acres. The spectacular Parterre Garden is graced with an elegant fountain, heirloom English roses and beautiful flowering plants. Recently exquisitely renovated from top to bottom. The elegant formal winter living room and winter dining rooms,

    Anna Shaw Compass Greater NY, LLC

    55 Mountain Farm Rd, Tuxedo Park, NY 10987
  • /27

    $549,000

    • 3 Beds
    • 2.5 Baths
    • 2,748 Sq Ft

    24 James Ct, Port Jervis, NY 12771

    Great commuter location! This large and spacious colonial on a cul-de-sac is located just minutes from I84 and in the Minisink Valley school district. The open floor plan on the first floor is ideal for entertaining and there are 3 large bedrooms and an office on the second floor. A great opportunity awaits for you to transform this house into your dream home.

    Darlene Brennan Howard Hanna Rand Realty

    24 James Ct, Port Jervis, NY 12771
  • /11

    $299,000

    • Land
    • 8.9 Acres
    • $33,596 per Acre

    1181 Lakes Rd, Warwick, NY 10950

    Fully approved 8.9 acre lot, ready to build. This lot offers a prime opportunity for your dream home located in the Town of Warwick with frontage on the Trout Brook and in close proximity to enjoy the views of Fitzgerald Falls. Property is close to the Appalachian Trail for those outdoor enhthusiasts, with Trail access within walking distance. Very close to all amenities including the

    Jason McGovern Keller Williams Hudson Valley

    1181 Lakes Rd, Warwick, NY 10950
  • /32

    $499,000

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

    9 Randall Heights, Middletown, NY 10940

    Wow! Absolutely stunning, fully renovated 3-bedroom, 2-bath ranch — completely renovated! This beautiful home features New windows, a brand-new kitchen with quartz countertops, tiled backsplash, and stainless-steel appliances. Enjoy gleaming hardwood floors, warm fireplace (professionally cleaned) spacious and bright living areas, modern bathrooms, and tasteful finishes throughout. Nothing to do

    Naomi Streicher Q Home Sales

    9 Randall Heights, Middletown, NY 10940
  • /21

    $394,900 Open Sun 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,904 Sq Ft

    326 Long Ln, Bloomingburg, NY 12721

    Welcome to 326 Long Lane, Bloomingburg, NY — Where comfort, privacy, and possibility come together. Nestled on a peaceful private acre in the highly sought-after Pine Bush School District, this home offers 1,904 sq ft of inviting living space—perfect for first-time homebuyers, commuters or investors looking for a strong rental opportunity location. Step inside to find a lovingly maintained

    Tamara Ohlander Keller Williams Realty

    326 Long Ln, Bloomingburg, NY 12721
  • /35

    $999,999

    • 5 Beds
    • 3.5 Baths
    • 4,772 Sq Ft

    2 Garnett Hill Rd, Chester, NY 10918

    A Private Suburban Retreat on Prestigious Garnet Hill. This Center Hall Colonial offers an exceptional residence- refined suburban living with the space, privacy, and sophistication sought by discerning buyers—just about an hour from Manhattan. Positioned on a beautifully landscaped 3+ acre property, the home features approximately over 4,700 square feet of elegant living space, offering 5

    Rachel Baruchov Platinum Realty Associates

    2 Garnett Hill Rd, Chester, NY 10918
  • /48

    $740,000

    • 4 Beds
    • 3.5 Baths
    • 2,780 Sq Ft

    7 Park Place, Chester, NY 10918

    Welcome to your private, wooded oasis! This charming home perfectly blends convenience with comfort, featuring an ideal layout for multi-generational living or guests with two bedrooms and a full bathroom on the main floor. A cozy wood insert is the heart of the main living space, creating both warmth and a wonderful ambiance on chilly evenings. Beyond the existing bedrooms, there is additional

    Luanne McGann Century 21 Full Service Realty

    7 Park Place, Chester, NY 10918
  • /10

    $799,000

    • Land
    • 3.4 Acres
    • $235,000 per Acre

    235 Blooming Grove Turnpike, New Windsor, NY 12553

    Over 3 acres of prime commercial land in New Windsor without paying the Newburgh prices!! This land is already connected to sewer and electric. You are only minutes away from Highway 87, Stewart Airport, Newburgh, and the Hudson River. Located near a beautiful residential neighborhood you will have the ability to grow your business and or investment right here. The lot is zone neighborhood

    Martha Gaffney Old Towne Living NY Inc.

    235 Blooming Grove Turnpike, New Windsor, NY 12553
  • /50

    $999,000

    • 5 Beds
    • 4.5 Baths
    • 4,997 Sq Ft

    3 Josephine Dr, Washingtonville, NY 10992

    Offered for the Very First Time – Meticulous Blooming Grove EstateWelcome to this stunning 5-bedroom, 4.5-bathroom custom home offering nearly 5,000sqft of living space, all set on 1.4 beautifully manicured acres in the heart of Blooming Grove. Perfectly maintained and thoughtfully designed, this exceptional property blends timeless craftsmanship with modern updates and resort-style

    Celina Rofer Howard Hanna Rand Realty

    3 Josephine Dr, Washingtonville, NY 10992
  • /34

    $640,000

    • 4 Beds
    • 2.5 Baths
    • 2,424 Sq Ft

    235 Maples Rd, Middletown, NY 10940

    This well-maintained spacious Colonial Home is ideally situated on a 2 Acre Lot in the Town of Wallkill Countryside. Lovely Kitchen W/Breakfast Nook overlooks a Large Level Backyard & Private Rear Entertainment Deck. An entry foyer greets you when you arrive at this home, that features a Formal Dining Room, Living Room, Family Room, Powder Room, & mud Room/Laundry to complete the 1st Floor. The

    Shernette Hall VYLLA Home

    235 Maples Rd, Middletown, NY 10940
  • /36

    $705,000

    • 7 Beds
    • 3 Baths
    • 2,936 Sq Ft

    50 Continental Rd, Warwick, NY 10990

    Discover two beautifully maintained homes on one expansive 3.5 acre lot, tucked away on a peaceful country road yet close to all conveniences. This exceptional dual home offering includes a Cape and a Ranch ideal for multi generational living, owner occupancy with rental income or a strong investment opportunity. The Cape Cod features 4 bedrooms and a full bathroom, a spacious living room, and a

    Brenda Wiley Howard Hanna Rand Realty

    50 Continental Rd, Warwick, NY 10990
  • /50

    $535,000

    • 4 Beds
    • 3 Baths
    • 3,144 Sq Ft

    1085 County Route 17, Montgomery, NY 12549

    Looking for your dream home? This stunning log cabin truly has it all.Rich with character and craftsmanship, the home showcases beautiful woodwork throughout—from gleaming wide-plank floors to sturdy log walls and exposed ceiling beams. The extended front porch is perfect for relaxing in the sunshine, enjoying fresh country air, or greeting guests. A large side yard offers plenty of space for

    Thomas Lawrenson Howard Hanna Rand Realty

    1085 County Route 17, Montgomery, NY 12549
  • /41

    $599,900

    • 4 Beds
    • 3 Baths
    • 2,088 Sq Ft

    398 Old Mountain Rd, Otisville, NY 10963

    TWO DWELLINGS ON ONE PROPERTY!!!! GORGEOUS PICTURESQUE PROPERTY WITH PRIVATE SPACE FOR EVERYONE! PRIVATE POND! Truly Unique Property in the Minisink Valley School District! Welcome to this stunning contemporary home with an additional accessory dwelling — a rare find offering versatility, style and comfort all at an incredible value! Step inside the main house and you’ll be greeted by a stunning

    Frank Muccari Cronin & Company Real Estate

    398 Old Mountain Rd, Otisville, NY 10963
  • /39

    $519,000

    • 4 Beds
    • 1.5 Baths
    • 1,893 Sq Ft

    354 Carter Ave, Newburgh, NY 12550

    Old-world charm blends with modern luxury to create this one of a kind, circa-1800 Victorian home. Timeless in its character, yet meticulously maintained and beautifully updated, this home is located within the award-winning Marlboro Central School District and just 6 miles from the cultural arts mecca of Beacon. The circular driveway drops you off at the wrap around front porch which curves

    Karen Taphorn Howard Hanna Rand Realty

    354 Carter Ave, Newburgh, NY 12550
  • /3

    $1,999,999

    • Land
    • 59.9 Acres
    • $33,389 per Acre

    0 Chandler Ln, Montgomery, NY 12549

    Prime development opportunity in Montgomery! This approximately 60-acre lot includes a concept plan for 37 residential homes (not yet approved). Located in the Valley Central School District, close to major highways, shopping, and local amenities. A great opportunity for builders or investors to explore a potential residential project in a desirable Orange County location.

    Chaim Friedman MS Realty Group USA, Inc

    0 Chandler Ln, Montgomery, NY 12549
  • /4

    $1,650,000

    • Land
    • 7.5 Acres
    • $220,000 per Acre

    32 Gibbs Ct, Middletown, NY 10940

    32 Gibbs Court | Wallkill, NYPrime 3.20 Acre Commercial Development PAD on 7.5-acre lot Opportunity in the Heart of WallkillUnlock the full potential of this premier 3.20 PAD on a 7.5-acre commercial parcel, ideally located in the thriving Town of Wallkill. Situated within the highly desirable Town Center District, 32 Gibbs Court offers a rare development opportunity with broad zoning

    Peter Janis Berkshire Hathaway HS NE Prop.

    32 Gibbs Ct, Middletown, NY 10940
  • /64

    $2,595,000

    • 3 Beds
    • 3.5 Baths
    • 3,900 Sq Ft

    26 Roberson Ave, Pine Bush, NY 12566

    Welcome to the Daniel Bull House, a remarkable 1787 estate and one of the Hudson Valley's finest examples of early American stone architecture. Exquisite period details include wide-plank hardwood floors, handcrafted built-ins, and multiple fireplaces. While historic charm takes center stage, no expense was spared in updating infrastructure with completely upgraded mechanicals and systems. The

    Anthony D'Argenzio Houlihan Lawrence

    26 Roberson Ave, Pine Bush, NY 12566
  • /5

    $259,000

    • Land
    • 20.18 Acres
    • $12,834 per Acre

    32 Mountainside Dr, Chester, NY 10918

    A RARE OPPORTUNITY to build your CUSTOM DREAM HOME on over 20 private acres in the sought-after Cooper's Ridge sub-division! This can truly be a mini-estate with near full privacy plus MOUNTAIN VIEWS!! FULLY ENGINEERED with NATURAL GAS, curb cuts! .... Site map in photos. This is one of only two remaining lots. Some wet-lands on the property. Drive way is not shared - it will be side-by-side with

    Karen Gauvin Our House Real Estate Group

    32 Mountainside Dr, Chester, NY 10918
  • /50

    $699,000

    • 4 Beds
    • 3.5 Baths
    • 3,472 Sq Ft

    220 Oxford Rd, Chester, NY 10918

    Step into this newly renovated contemporary ranch, where comfort meets value on 6.3 acres of peaceful living. Featuring 4 spacious bedrooms and 3.5 bathrooms, this home has been beautifully renovated with new plumbing, spotlights, flooring, kitchen, painting, and full wiring for a camera and security system. Enjoy a large eat-in kitchen, formal dining room, cozy family room, and a bright attic

    Chaim Weiss Exit Realty Venture

    220 Oxford Rd, Chester, NY 10918
  • /35

    $950,000

    • 5 Beds
    • 2.5 Baths
    • 3,166 Sq Ft

    34 Twin Lakes Rd, Monroe, NY 10950

    Lakefront Colonial Home set back from road with front porch leading to a welcoming foyer with closet. There is a living room and formal dining room on the first floor. Open setting Kitchen with granite countertops and large den with full view of the lake with French doors open to deck. There is a half bath and large pantry. Upstairs has 5 bedrooms including a luxury primary suite, with Juliette

    Jill Halpern-Steingart Rieber Realty Inc

    34 Twin Lakes Rd, Monroe, NY 10950
  • /37

    $805,000

    • 4 Beds
    • 2.5 Baths
    • 3,653 Sq Ft

    3 Clemence Dr, New Windsor, NY 12553

    Tucked in a quiet cul-de-sac in the sought after Cornwall School District this reimagined contemporary colonial is more than a home it’s a lifestyle! Renovated in 2022 with thoughtful intention and high end upgrades throughout every inch feels warm refined & effortlessly luxurious. From the moment you step inside the dramatic two story entry this property tells a story. One of comfort beauty &

    Tristen Sierra Coldwell Banker Realty

    3 Clemence Dr, New Windsor, NY 12553
  • /23

    $1,500,000

    • Land
    • 29 Acres
    • $51,724 per Acre

    0 Mt Airy Rd Unit KEY913137, New Windsor, NY 12553

    Be a visionary! This is 29 acres in the Hudson Valley—prime land where luxury living meets unmatched opportunity. Picture a new community of high-end homes, an equestrian estate development, or a luxury retreat destination. With open meadows, mature woodlands, and multiple building sites with ample frontage, the groundwork is already here. This property offers privacy and natural beauty—yet it’s

    Donna Ramundo Keller Williams Valley Realty

    0 Mt Airy Rd Unit KEY913137, New Windsor, NY 12553

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