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Ulster County NY Homes for Sale with Acreage

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  • /34

    $1,875,000

    $3M PRICE DROP
    • 5 Beds
    • 3 Baths
    • 4,240 Sq Ft

    69 Lippincott Rd, Wallkill, NY 12589

    Welcome Home, to your 1777 Colonial set on 3.55 scenic acres in the Hamlet of Wallkill, offering a rare blend of historic character, modern functionality, and income-producing potential. The main residence features approximately 3,040 square feet with 5 bedrooms and 3 full baths, showcasing preserved period details including original wide plank flooring, exposed hand-hewn beams, and timeless

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    RoseMarie Christner

    Stepping Stone Realty

    (845) 328-4547

    69 Lippincott Rd, Wallkill, NY 12589
  • /32

    $589,000

    • 3 Beds
    • 2.5 Baths
    • 1,839 Sq Ft

    10 Norman Rd, Shandaken, NY 12480

    Back on market through no fault of the property. Buyer and seller were unable to reach agreement on personal property/furniture inclusions. Set in a peaceful Shandaken location just 13 minutes from Belleayre Mountain, this property offers a true Catskills lifestyle surrounded by nature, adventure, and privacy. Hike straight from your backyard into the Hunter-West Kill Wilderness, with over 19,000

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    Teresa Falkowski

    Keller Williams Realty HV Nort

    (845) 209-0236

    10 Norman Rd, Shandaken, NY 12480
  • /50

    $599,000

    $20K PRICE DROP Pre-Foreclosure
    • 4 Beds
    • 3.5 Baths
    • 3,264 Sq Ft

    281 Lake Shore Dr, Pine Bush, NY 12566

    Tucked away on 2 private acres, this stylish colonial offers a rare blend of comfort, flexibility, and standout features. The apartment-style suite above the garage, complete with its own private entrance, bedroom, full bath, and den, plus the potential for direct access from the upstairs hallway off the main bedroom wing. Whether you are looking for guest quarters, extended living space, a

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    Carly Ebers

    Ridge & Valley RE Corp

    (845) 377-2904

    281 Lake Shore Dr, Pine Bush, NY 12566
  • /37

    $789,500

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,156 Sq Ft

    60 Idlewild Rd, Marlboro, NY 12542

    Hudson Valley Modern: Luxury Living Meets Comfort. Upon arrival, pause to take in a most expansive, breathtaking view of the colorful valley below and the majestic Hudson Valley mountains beyond! This stunning contemporary home is perfectly positioned on 1.2 acres of meticulously groomed grounds. Nicely remodeled, it reflects true pride of ownership in every detail. The second floor holds the

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    Lisa Kelly

    Exit Realty Connections

    (845) 588-9139

    60 Idlewild Rd, Marlboro, NY 12542
  • /41

    $825,000

    • 4 Beds
    • 3.5 Baths
    • 2,704 Sq Ft

    374 Marcott Rd, Cottekill, NY 12419

    Experience a private Hudson Valley estate where farmhouse chic meets SoHo inspired edge. Enjoy refined country living blended with sophistication & serene natural beauty on 3 secluded acres. Designed for both comfort and elevated entertaining, this 4 bedroom, 3.5 bath home offers a seamless fusion of modern design and timeless character. The light filled open concept living and kitchen area

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    Jennifer Loprieno

    Howard Hanna Rand Realty

    (845) 712-3705

    374 Marcott Rd, Cottekill, NY 12419
  • /47

    $1,285,000

    $40K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 4,322 Sq Ft

    209 Fish Creek Rd, Saugerties, NY 12477

    If you've ever dreamed of living in a one-of-a-kind space that blends history, creativity, and modern comfort, this is your chance. This remarkable c.1883 church compound has been thoughtfully converted into a one-of-a-kind home on the Saugerties and Woodstock border. The former sanctuary now serves as a dramatic living and entertaining space with soaring ceilings and original stained glass. The

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    Catherine Quintard

    Compass Greater NY, LLC

    (845) 957-9461

    209 Fish Creek Rd, Saugerties, NY 12477
  • /36

    $239,900

    • 3 Beds
    • 1 Bath
    • 1,562 Sq Ft

    13 Mount Pleasant Rd, Mount Tremper, NY 12457

    This home is across the street from the Esopus River, which is a famous Trout fishing stream. Minutes to Phoenicia NY, Emerson Spa and Resort and less than thirty minutes to Woodstock, NY. Home is situated on a one acre private wooded parcel. This home has great bonesbut needs total renovations. A Diamond in the rough come redo this one to your liking. Also a great opportunity for any and all

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    Frank Tangredi

    Frank Tangredi Realty Company

    (845) 606-0185

    13 Mount Pleasant Rd, Mount Tremper, NY 12457
  • /52

    $1,180,000

    • 3 Beds
    • 2 Baths
    • 1,772 Sq Ft

    34 Upper West Ohayo Mountain Rd, Bearsville, NY 12409

    Set on more than nine private acres just minutes from the heart of Woodstock, this elegant sprawling ranch is a rare offering where the views take center stage. Thoughtfully designed in the spirit of 1960s contemporary architecture, the home was created to celebrate its extraordinary natural setting, with sweeping vistas enjoyed from nearly every room. A substantial spring-fed pond, serene pine

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    Amy Lonas

    Coldwell Banker Village Green

    (845) 535-4228

    34 Upper West Ohayo Mountain Rd, Bearsville, NY 12409
  • /50

    $595,000

    • 3 Beds
    • 3 Baths
    • 1,850 Sq Ft

    10 Old Farm Rd, Shokan, NY 12481

    Sited on a private 1.6-acre wooded corner lot in Shokan’s sought after Old Farm Estate, this serene and spacious contemporary Cape Cod blends comfort and style. The open concept living, dining, and kitchen areas flow easily to a partial wrap around deck—perfect for outdoor entertaining—with direct access to the ground level primary suite and hot tub. Upstairs, a super-sized guest suite features

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    Leighton Ashley

    Coldwell Banker Timberland

    (845) 299-8073

    10 Old Farm Rd, Shokan, NY 12481
  • /51

    $410,000

    • 3 Beds
    • 1 Bath
    • 1,851 Sq Ft

    3 Cruickshank Rd, Oliverea, NY 12410

    In the heart of Big Indian-Oliverea's ''vacation valley,'' this 1970 Catskills country home offers streamside living and easy single level comfort. The open living dining area features a wood burning fireplace with bluestone surround, flowing to a country kitchen with views of the back garden and Balsam Mountain range in the distance. Three bedrooms and a main bath complete the first floor, with

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    Leighton Ashley

    Coldwell Banker Timberland

    (845) 393-3022

    3 Cruickshank Rd, Oliverea, NY 12410
  • /28

    $799,000

    • 3 Beds
    • 2.5 Baths
    • 2,450 Sq Ft

    12 Truncali Dr, Marlboro, NY 12542

    Designed for those who crave drama, natural light, and a seamless connection to the outdoors, this 2,450 sq ft chalet-style residence at Sunset Heights Estates is a modern mountain retreat defined by soaring architecture and stunning walls of glass. Set on a private mountainside parcel within this exclusive ridge-top community, the home captures sweeping panoramic views from every angle. The

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    Ewa Kusmierek

    eXp Realty

    (845) 773-8219

    12 Truncali Dr, Marlboro, NY 12542
  • /46

    $580,000

    $15K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,664 Sq Ft

    355 Fosler Rd, Wallkill, NY 12589

    Welcome to this charming farmhouse set on 11+ acres of level, open land, offering the perfect blend of country living and modern comfort. This home, land and its livestock have been used numerous times for movie scenes and students filming at NYU (see attached photos). Featuring 4 bright bedrooms and 2 full baths, this home provides warmth, character, and plenty of space to make it truly your

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    Jaime Sullivan

    Century 21 Full Service Realty

    (845) 448-8233

    355 Fosler Rd, Wallkill, NY 12589
  • /11

    $649,999

    • 4 Beds
    • 3 Baths
    • 2,241 Sq Ft

    213 Tuckers Corners Rd, Highland, NY 12528

    NEW CONSTRUCTION TO BE BUILT - This stunning new construction ranch-style home offers 2,241 square feet of refined, single-level living space featuring four spacious bedrooms, three full bathrooms, and an attached two-car garage, all set on a sprawling and private 10.20 -acre estate within the Marlboro School District. While the foundation for luxury is set, this property presents a unique

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    Richard Baxter

    Keller Williams Realty

    (845) 209-2518

    213 Tuckers Corners Rd, Highland, NY 12528
  • /50

    $3,250,000

    • 8 Beds
    • 7 Baths
    • 8,276 Sq Ft

    352 Galli Curci Rt 49a Rd, Margaretville, NY 12455

    Legacy estate built into a hillside at 2,400 feet above sea level with far-reaching mountain views, Sul Monte is a of rare architectural pedigree and natural beauty. Commissioned in 1921 by opera legend Amelita Galli-Curci and designed by Harrie Thomas Lindeberg, one of the most respected country house architects of the 20th century, the home blends European country house traditions with an

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    Sherret Chase

    Four Seasons Sotheby's Int'l R

    (845) 412-8604

    352 Galli Curci Rt 49a Rd, Margaretville, NY 12455
  • /50

    $3,250,000

    • 9 Beds
    • 7 Baths
    • 2,700,000 Sq Ft

    352 Galli Curci Rd, Highmount, NY 12441

    Legacy estate built into a hillside at 2,400 feet above sea level with far-reaching mountain views, Sul Monte is a of rare architectural pedigree and natural beauty. Commissioned in 1921 by opera legend Amelita Galli-Curci and designed by Harrie Thomas Lindeberg, one of the most respected country house architects of the 20th century, the home blends European country house traditions with an

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    Sherret Chase

    Listing by Four Seasons Sotheby's International Realty

    (845) 328-3275

    352 Galli Curci Rd, Highmount, NY 12441
  • /2

    $175,000

    • Land
    • 7.46 Acres
    • $23,458 per Acre

    0 Bruynswick Rd Unit KEY980115, Gardiner, NY 12525

    Presenting a rare opportunity to own a substantial parcel of land on Bruynswick Road in Gardiner, NY. Spanning an impressive 324,958 square feet, this expansive property offers exceptional potential for a private estate, retreat, or long-term investment in the scenic Hudson Valley. The property includes a 50-foot right of way, ensuring access while maintaining a high level of privacy and

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    Omar Harper

    Epique Realty

    (845) 379-2705

    0 Bruynswick Rd Unit KEY980115, Gardiner, NY 12525
  • /2

    $50,000

    • Land
    • 2.04 Acres
    • $24,510 per Acre

    0 Bruynswick Rd Unit KEY980021, Gardiner, NY 12525

    Discover a fantastic opportunity to own a beautiful parcel of land on Bruynswick Road in Gardiner, NY. This 88,862 square foot property offers the perfect setting to build your dream home, weekend getaway, or investment property in the heart of the Hudson Valley. The lot includes a 50-foot right of way, providing access while preserving privacy and a peaceful, natural atmosphere. Located within

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    Omar Harper

    Epique Realty

    (845) 599-1627

    0 Bruynswick Rd Unit KEY980021, Gardiner, NY 12525
  • /50

    $1,450,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 2,205 Sq Ft

    174 Hardenburgh Rd, Pine Bush, NY 12566

    Presenting an unparalleled blank canvas for future development and lucrative investment possibilities, this historic 33+ acre estate is ideally situated in a prime location for a new subdivision, positioned within the highly regarded Pine Bush School District. Located just minutes from the Hamlet of Pine Bush, future residents will enjoy a charming small-town vibe with convenient access to a

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    Richard Baxter

    Keller Williams Realty

    (845) 305-5279

    174 Hardenburgh Rd, Pine Bush, NY 12566
  • /16

    $229,000

    • 0.5 Baths
    • 4,173 Sq Ft

    8663 New York 28, Big Indian, NY 12410

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    Elizabeth McGuire

    Listing by Keller Williams Upstate NY Properties

    (845) 516-9583

    8663 New York 28, Big Indian, NY 12410
  • /55

    $1,200,000

    • 3 Beds
    • 3 Baths
    • 2,363 Sq Ft

    4599 New York 212, Willow, NY 12495

    Creekside Modern Home with Mountain Views Near Woodstock Surrounded by mountains with private access to a year-round creek, this thoughtfully designed home feels deeply connected to its setting while offering comfort, privacy, and modern convenience. Built in 2017 and significantly expanded and upgraded in 2022, the property blends clean contemporary design with warmth and functionality. Large

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    Leigh Bokser

    Compass Greater NY, LLC

    (845) 593-8720

    4599 New York 212, Willow, NY 12495
  • /7

    $159,000

    • Land
    • 5.3 Acres
    • $30,000 per Acre

    TBD Country Club, Ellenville, NY 12489

    5 ACRE PARCEL WITH SWEEPING SHAWANGUNK RIDGE VIEWS.Set just steps from the Ellenville Village boundary line, this remarkable 5.3 acre parcel offers the best of both worlds - peaceful country living with easy access to all the conveniences the Village of Ellenville has to offer. Situated just beyond the Village limits, you will benefit from lower taxes while staying close to it allEnjoy

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    Mary Sheeley

    Century 21 Stoeckeler RE

    (329) 215-0369

    TBD Country Club, Ellenville, NY 12489
  • /33

    $929,000

    Open Sat 12PM - 2PM
    • 4 Beds
    • 2 Baths
    • 2,736 Sq Ft

    85 Kelder Rd, Olivebridge, NY 12461

    The first thing you might notice is the quiet. As you approach the house, open fields and, in the distance, the Shawangunk Ridge come into view. Old stone walls. Gardens. Still no sound other than birds. Then the house: Amazing details, gorgeous eat-in gourmet kitchen, beautiful floors, original doors. Your eye is being drawn to the details and you almost forget the views visible from most of the

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    Stefan Bolz

    Hudson Dwellings Realty

    (845) 633-5223

    85 Kelder Rd, Olivebridge, NY 12461
  • /25

    $576,000

    • 4 Beds
    • 3 Baths
    • 1,905 Sq Ft

    1036 Benjamin van Keuren Dr, Pine Bush, NY 12566

    HUD Owned Home, On A 2.20 Parcel, In Ulster County's Town Of Shawangunk, Is Now Available For Sale. Here You Are Offered Four Bedrooms And Three Bathrooms Including One Bedroom (Or Guest Bedroom?) As Finished Space Overtop The Two Car Garage. There Are Formal Living And Dining Rooms, Fireplace, Central Air And A Family Room In This Contemporary Home Plus An Indoor, Inground Pool In A Separate

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    Joyce Stanton

    Century 21 Hudson Valley Rlty.

    (845) 957-8743

    1036 Benjamin van Keuren Dr, Pine Bush, NY 12566
  • /2

    $75,000

    • Land
    • 3.1 Acres
    • $24,194 per Acre

    000 Bruynswick Rd, Gardiner, NY 12525

    No frontage, 50 feet right of way for access. Right of way Located directly to the right of 167 Bruynswick Road NO current BOHA

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    Omar Harper

    Epique Realty

    (845) 237-3415

    000 Bruynswick Rd, Gardiner, NY 12525
  • /6

    $49,900

    • Land
    • 2.2 Acres
    • $22,682 per Acre

    97 Otens Rd, Wawarsing, NY 12489

    This land is high up on the mountain in a nice residential area. Close to downtown Ellenville close to shopping and restauants. Great spot to build your dream home lot needs to be engineered.

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    Frank Tangredi

    Frank Tangredi Realty Company

    (329) 210-1834

    97 Otens Rd, Wawarsing, NY 12489
  • /42

    $574,999

    • 6 Beds
    • 2 Baths
    • 1,842 Sq Ft

    2 Mountain Valley Rd, Boiceville, NY 12412

    A rare and remarkable multi-family opportunity nestled in the heart of the Catskills — 2 Mountain Valley Road, Boiceville, New York presents two fully self-contained units, each delivering a level of space, privacy, and independence that is virtually unheard of in the multi-family market. Set against the stunning natural backdrop of Ulster County's Catskill Mountains, this 1,842 total square foot

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    Richard Baxter

    Keller Williams Realty

    (845) 497-6342

    2 Mountain Valley Rd, Boiceville, NY 12412
  • /50

    $900,000

    • 5 Beds
    • 2.5 Baths
    • 3,532 Sq Ft

    34 Sycamore Dr, Wallkill, NY 12589

    Set in southern Ulster County, this distinctive riverfront property lends itself to a rare combination of space, character, and natural beauty, with frontage along both the Dwaarkill and Wallkill River. The expansive, wooded landscape offers privacy and adventure, with plenty of space for kayaking, fishing, and relaxing —a true "Huckleberry Finn" kind of escape.The home itself offers more

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    Linda Majetich Hansen

    BHHS Hudson Valley Properties

    (845) 552-4436

    34 Sycamore Dr, Wallkill, NY 12589
  • /21

    $760,000

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft

    5 Truncali Dr, Marlboro, NY 12542

    Welcome to this exceptional 2,400 sq ft single-level ranch in Sunset Heights Estates—designed for effortless living and refined modern comfort. Clean contemporary architecture is paired with warm, refined finishes and meticulous craftsmanship. Set on expansive acreage within Marlboro’s premier ridge-top community, the home showcases uninterrupted mountain vistas from nearly every angle—thanks to

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    Ewa Kusmierek

    eXp Realty

    (845) 552-2396

    5 Truncali Dr, Marlboro, NY 12542
  • /20

    $450,000

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    5217 State Route 55, Grahamsville, NY 12740

    Escape to the Catskills with this Grahamsville home set on nearly 20 acres directly across from the reservoir. Modest and manageable, the home makes an ideal weekend retreat, hunting and fishing basecamp, or second home for those looking to trade city noise for fresh air, privacy, and outdoor adventure. The land is the true highlight, offering room to hike, hunt, explore, and enjoy nature in

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    Teresa Falkowski

    Keller Williams Realty HV Nort

    (845) 599-1536

    5217 State Route 55, Grahamsville, NY 12740
  • /25

    $1,199,000

    $100K PRICE DROP
    • 10 Beds
    • 12 Baths
    • 4,448 Sq Ft

    57 Samsonville Rd, Kerhonkson, NY 12446

    This is a great investment opportunity all apartments are currently rented. All appartments are in good condition. Possible owner financing to qualified buyer. For appointments 24 hr notice due to tenants. This property is well maintained.

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    Frank Tangredi

    Frank Tangredi Realty Company

    (845) 497-6351

    57 Samsonville Rd, Kerhonkson, NY 12446
  • /16

    $159,000

    • Land
    • 5.3 Acres
    • $30,000 per Acre

    TBD Country Club Rd, Ellenville, NY 12489

    5 ACRE PARCEL WITH SWEEPING SHAWANGUNK RIDGE VIEWS.Set just steps from the Ellenville Village boundary line, this remarkable 5.3 acre parcel offers the best of both worlds - peaceful country living with easy access to all the conveniences the Village of Ellenville has to offer. Situated just beyond the Village limits, you will benefit from lower taxes while staying close to it all.Enjoy

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    Mary Sheeley

    Century 21 Stoeckeler R.E.

    (329) 210-1324

    TBD Country Club Rd, Ellenville, NY 12489
  • /2

    $200,000

    • Land
    • 6.2 Acres
    • $32,258 per Acre

    0 Vineyard Ave Unit 20256184, Highland, NY 12528

    Rare find. 6.2 acres with town water, sewer and gas. 1/2 zoning can have single family, multi family and multiple units.

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    Danielle Carlson-murphy

    Start Home Smart, Inc.

    (845) 584-7833

    0 Vineyard Ave Unit 20256184, Highland, NY 12528
  • /26

    $275,000

    $10K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,380 Sq Ft

    411 Plattekill Rd, Marlboro, NY 12542

    This 1986 mobile home with wood-built additions offers a great opportunity for those looking to put in some work and make it their own. Situated on 3.32 acres of peaceful land, the property includes a spacious 20x35 metal garage (just 5 years old) — perfect for storage, a workshop, or hobby space. Inside, you'll find three bedrooms, 1 and 1/2 baths, Out back, wooded areas and unique stone

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    Danielle Carlson-murphy

    Start Home Smart, Inc.

    (845) 373-5798

    411 Plattekill Rd, Marlboro, NY 12542
  • /39

    $435,000

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

    417 Old Indian Rd, Marlboro, NY 12542

    Investors, an exceptional opportunity awaits in the Town of Marlboro. Located on a level 2-acre corner lot at Old Indian Road and Lattintown Road, two-family home minutes from the Shawangunk Wine Trail, local schools, and shopping in historic Milton. This versatile property is ideal for an owner-occupant seeking rental income to offset a mortgage or for an investor looking for a high-potential

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    Suzanne Welch

    Coldwell Banker Realty

    (845) 379-2149

    417 Old Indian Rd, Marlboro, NY 12542
  • /2

    $50,000

    • Land
    • 2.04 Acres
    • $24,510 per Acre

    00 Bruynswick Rd, Gardiner, NY 12525

    No road frontage, 50 ft right of way for access. Right of way Located directly to the right of 167 Bruynswick Road No current BOHA

    Agent Photo

    Omar Harper

    Epique Realty

    (845) 415-6753

    00 Bruynswick Rd, Gardiner, NY 12525
  • /35

    $929,000

    Open Sat 12PM - 2PM
    • 4 Beds
    • 2 Baths
    • 2,736 Sq Ft

    85 Kelder Hwy, Olivebridge, NY 12461

    The first thing you might notice is the quiet. As you approach the house, open fields and, in the distance, the Shawangunk Ridge come into view. Old stone walls. Gardens. Still no sound other than birds. Then the house: Amazing details, gorgeous eat-in gourmet kitchen, beautiful floors, original doors. Your eye is being drawn to the details and you almost forget the views visible from most of the

    Agent Photo

    Stefan Bolz

    Hudson Dwellings Realty

    (845) 439-2819

    85 Kelder Hwy, Olivebridge, NY 12461
  • /33

    $950,000

    • Land
    • 2.6 Acres
    • $365,385 per Acre

    188 S Main St, Ellenville, NY 12428

    Prime commercial opportunity at the southern gateway to the Village of Ellenville. This 2.6 acre offering, consisting of two parcels, is ideally positioned to capture strong northbound traffic flow from travelers heading upstate, providing exceptional visibility along a key approach into the Village's commercial corridor.The property features extensive frontage on both US Route 209 and

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    Mary Sheeley

    Century 21 Stoeckeler R.E.

    (329) 218-1456

    188 S Main St, Ellenville, NY 12428
  • /2

    $175,000

    • Land
    • 7.46 Acres
    • $23,458 per Acre

    0 Bruynswick Rd Unit 20261423, Gardiner, NY 12525

    The Property does not have any frontage but has 50ft Right of way for access.Right of way Located directly to the right of 167 Bruynswick Road No current BOHA.

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    Omar Harper

    Epique Realty

    (845) 203-9275

    0 Bruynswick Rd Unit 20261423, Gardiner, NY 12525
  • /45

    $699,900

    • 4 Beds
    • 2 Baths
    • 2,124 Sq Ft

    2823 State Route 52, Pine Bush, NY 12566

    Positioned within the Town of Shawangunk’s Route 52 Business Corridor (BC-52), this property offers exceptional flexibility for a wide range of uses including retail, office, and personal services. The zoning also supports mixed-use layouts that allow for both residential living and commercial use on the same property, creating the opportunity to live and operate your business in one location.

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    Brian Caplicki

    Keller Williams Hudson Valley

    (845) 328-6658

    2823 State Route 52, Pine Bush, NY 12566
  • /6

    $49,900

    • Land
    • 2.3 Acres
    • $21,696 per Acre

    99 Otens Rd, Wawarsing, NY 12489

    This is a nice building lot high up on the mountain in a nice quite residential neighborhood. Minutes to downtown Ellenville, shopping and restaurants. Great spot to build your dream home. This lot has not been engineered.

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    Frank Tangredi

    Frank Tangredi Realty Company

    (329) 209-8989

    99 Otens Rd, Wawarsing, NY 12489

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