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Shandaken, NY Homes for Sale

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  • /56

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,779 Sq Ft

    49 Ulster & Delaware Turnpike, Highmount, NY 12441

    Discover your dream ski home in a prime location minutes to Bellleayre Ski Center! This completely renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and proximity to the slopes. Step inside to an open-concept living space designed for seamless entertaining and cozy gatherings. The centerpiece of the living area is an impressive floor to ceiling stone fireplace,

    Jeffrey Ashton Coldwell Banker Timberland Pro

    49 Ulster & Delaware Turnpike, Highmount, NY 12441
  • /50

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,779 Sq Ft

    49 Ulster & Delaware Turnpike, Shandaken, NY 12480

    Discover your dream ski home in a prime location minutes to Bellleayre Ski Center! This completely renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and proximity to the slopes. Step inside to an open-concept living space designed for seamless entertaining and cozy gatherings. The centerpiece of the living area is an impressive floor to ceiling stone fireplace,

    Jeffrey Ashton Listing by Coldwell Banker Timberland Properties

    49 Ulster & Delaware Turnpike, Shandaken, NY 12480
  • /70

    $1,399,000

    • 3 Beds
    • 3 Baths
    • 3,392 Sq Ft

    544 Herdman Rd, Shandaken, NY 12480

    Welcome to The Big Red House, an oasis at the end of a private road surrounded by Mountain Views, a stream and open skies. This property has everything you would want. Hike along miles of hiking trails on your 35 private acres with state land abutting on two sides; or drop in on the custom made skateboard ramp; or maybe just relax and meditate listening to the sounds of the stream; or sit by your

    Jasmine Jordaan Halter Associates Realty

    544 Herdman Rd, Shandaken, NY 12480
  • /60

    $115,000

    • Land
    • 12 Acres
    • $9,754 per Acre

    00 Garfield Road Lot Unit WP001, Phoenicia, NY 12464

    Located just minutes off Route 28 in the hamlet of Phoenicia, this beautiful property offers great hunting and recreational opportunities. Access to this parcel is provided by an improved right-of-way (ROW). Leading to a place to park, for hunting, camping, hiking, or unloading your ATVs. Bordering state land on two sides further enhances the seclusion and privacy while giving you more land to

    Clint Carlson Whitetail Properties Real Estate

    00 Garfield Road Lot Unit WP001, Phoenicia, NY 12464
  • /26

    $549,000

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    76 Firehouse Rd, Big Indian, NY 12410

    Single Family, 2008 built, Modern Ranch - 3BR, 2 Full Bath, Open Floor plan, Fully Furnished and stocked, Comfortable and Efficient 3 Zone Radiant heat, Polished concrete floor, 9’ tall ceilings throughout, 12’ vaulted LR ceiling, Open FPL, Expansive 5’ Anderson windows offering amazing lighted spaces, Large LR Fireplace, MBR ensuite w/ Large WIC, Inviting covered porch, Beautiful green 1.22 Acre

    Ralph Harvey ListWithFreedom.Com

    76 Firehouse Rd, Big Indian, NY 12410
  • /43

    $699,000

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

    68 Garfield Rd, Phoenicia, NY 12464

    WOODLAND VALLEY-PHOENICIAPEACEFUL COUNTRY SETTINGThis is PERFECT full-time or weekend home, with mountain views. Windows in all directions provide continuous daylight. Only a very short drive from Main Street, Phoenicia. It's a 1.13 Acre property that's high up with extensive underground drainage systems. It goes across Herdman Road and down a slope to the Esopus with a viewing

    Alfred Peavy Ruth Gale Realty

    68 Garfield Rd, Phoenicia, NY 12464
  • /41

    $649,000

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

    10 Norman Rd, Shandaken, NY 12480

    Private Split Level on 3 AcresTucked away in a quiet, wooded setting, this 3-bedroom, 2.5-bath split level offers the perfect blend of privacy, natural beauty, and thoughtful design. Set on 3 acres and surrounded by mature trees, seasonal waterfalls, and perennial gardens, the property borders forever-wild state forest, with hiking trails woven throughout...a peaceful retreat ideal for

    Amy Owens Coldwell Banker Village Green

    10 Norman Rd, Shandaken, NY 12480
  • /38

    $750,000

    • 3 Beds
    • 2.5 Baths
    • 1,557 Sq Ft

    50 Halcott Ridge Rd, Pine Hill, NY 12465

    Welcome to an amazing home embodying serenity itself, a fabulous and totally private contemporary home with multiple green features.Drive down a winding driveway to your completely private retreat. Enjoy the light-filled living space with sliding doors to a large deck with expansive views. Enjoy the two years young hot tub in the four season room off the deck.Sip your beverage in front of

    Karen Sullivan Coldwell Banker Village GreenK

    50 Halcott Ridge Rd, Pine Hill, NY 12465
  • /50

    $595,000

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    15 Maben Rd, Big Indian, NY 12410

    Welcome to Ainslie Bungalow, a charming 1920s Arts and Crafts Homestead on a country lane in Big Indian. Framed by evergreens and mountain views, this storybook property sits on a peaceful lot with perennial gardens, fruit trees, and raised cedar garden beds. Stylishly updated with respect for its original character, the property is conveniently located near towns and amenities, but feels tucked

    Jessica Brasseur Houlihan Lawrence Inc.

    15 Maben Rd, Big Indian, NY 12410
  • /24

    $875,000

    • 3 Beds
    • 2.5 Baths
    • 2,695 Sq Ft

    19 Jay St, Phoenicia, NY 12464

    An incredibly unique water front home in the cute town of Phoenicia. Located at the end of a quiet road on the outskirts of town with its shops within walking distance, and a quick 2 hour drive or a convenient bus ride from Manhattan. This is a perfect weekend house or a full time residence for a hybrid/remote worker, that allows for the best of both worlds: Access to convenience of the

    George Denise Keller Williams Realty HV Nort

    19 Jay St, Phoenicia, NY 12464
  • /41

    $925,000

    • 6 Beds
    • 3.5 Baths
    • 2,610 Sq Ft

    204-208 New York 42, Shandaken, NY 12480

    Tucked away on 10 private, wooded acres in the heart of the Catskills, this unique compound offers the perfect blend of rustic charm, modern comfort, and income-generating potential. With a 4-bedroom, 2.5-bath main house and a separate 2-bedroom, 1-bath guest house, this serene escape is ideal for full-time living, weekend getaways, or as a turnkey investment property. The grounds feature a pool,

    Jason Nadeau Compass Greater NY, LLC

    204-208 New York 42, Shandaken, NY 12480
  • /62

    $599,000

    • 4 Beds
    • 2 Baths
    • 2,332 Sq Ft

    5221-5223 New York 28, Mount Tremper, NY 12457

    *One-of-a-Kind Mountain Farmhouse with Guest Cottage on the Esopus Creek*Discover this 4-bedroom, 2-bath farmhouse full of character and beauty nestled on 1.96 enchanting meadow-like acres in Mount Tremper. Built in 1890 and lovingly maintained, this timeless home blends vintage charm with tasteful updates. The interior features hardwood floors, a wood-burning stove in the living room and a

    Amy Owens Coldwell Banker Village Green

    5221-5223 New York 28, Mount Tremper, NY 12457
  • /55

    $977,000

    • 4 Beds
    • 2.5 Baths
    • 1,904 Sq Ft

    23 Riseley Ln, Shandaken, NY 12480

    This stunning Mid-Century Saltbox-style home is the only home at the end of a town maintained road and just minutes from Phoenicia & Belleayre Ski Resort. This property offers unmatched privacy, serenity, unforgettable stream views, and an intimate connection to the natural world. It's such a rare find. Set on over 4 acres and directly bordering State Land, is perched high above the stream. The

    Richard Greenspan Ruth Gale Realty

    23 Riseley Ln, Shandaken, NY 12480
  • /31

    $575,000

    • 5 Beds
    • 2 Baths
    • 2,980 Sq Ft

    7065 New York 28, Shandaken, NY 12480

    Take a look at this totally renovated modern 5 bedroom, 2 full bathroom home with open concept that sits on a bit over a half acre. Modern, sleek and filled with stylish fixtures. The home has new kitchen, baths and so much more including a Tesla charging station. The home can come fully furnished for the right price. Currently being used as a short term rental with a gross revenue of $40k+ since

    Jamie Sittner Oxford Property Group USA

    7065 New York 28, Shandaken, NY 12480
  • /31

    $629,000

    • 3 Beds
    • 2 Baths
    • 1,443 Sq Ft

    265 Tangora Cir, Highmount, NY 12441

    Tucked into the trees and hidden from the world, this contemporary home in Pine Hill, NY feels less like a house and more like a very tasteful treehouse—equal parts functional zen temple and year-round escape hatch. There’s even a second parcel included in the sale to protect your privacy. Quiet, secluded, and staring straight at Belleayre Mountain, it’s a home designed to help you actually

    Arlena Armstrong Anatole House LLC

    265 Tangora Cir, Highmount, NY 12441
  • /31

    $629,000

    • 3 Beds
    • 2 Baths
    • 1,443 Sq Ft

    265 Tangora Ct, Pine Hill, NY 12465

    Tucked into the trees and hidden from the world, this contemporary home in Pine Hill, NY feels less like a house and more like a very tasteful treehouse—equal parts functional zen temple and year-round escape hatch. There's even a second parcel included in the sale to protect your privacy. Quiet, secluded, and staring straight at Belleayre Mountain, it's a home designed to help you actually

    Arlena Armstrong Anatole House LLC

    265 Tangora Ct, Pine Hill, NY 12465
  • /6

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,361 Sq Ft

    2 Lake St, Pine Hill, NY 12465

    Escape to your own creekside retreat in the Catskills!This fixer-upper in charming Pine Hill offers incredible potential and a picturesque setting. Imagine cozy evenings by Birch creek, with mountain views off your deck.Set on a dead-end street leading to Belleayre Lake, this 3-bedroom, 2-bathroom home features a detached 2-car garage and a private backyard with plenty of

    Einat Bar Compass Greater NY, LLC

    2 Lake St, Pine Hill, NY 12465
  • /50

    $355,000

    • 2 Beds
    • 1.5 Baths
    • 1,324 Sq Ft

    18 Tremper Ave, Phoenicia, NY 12464

    Anchored in the vibrant heart of the Catskills Park, this traditional 1800s village home blends timeless character with thoughtful modern updates. Offering 2 bedrooms, 1.5 baths, and 1,324 sq ft of all-season comfort, the property features a well-tended backyard garden which is an oasis with perennials, mature shade trees and an inviting post-and-beam screened back porch perfect for seasonal

    Leighton Ashley Coldwell Banker Timberland

    18 Tremper Ave, Phoenicia, NY 12464
  • /21

    $675,000

    • 15 Beds
    • 15 Baths
    • 10,130 Sq Ft

    288-292 Main St, Pine Hill, NY 12465

    The Pine Hill Arms - a Catskills classic, ready for revival! Built in 1882 and set on nearly 2 acres in the heart of Pine Hill, this historic 15-bedroom inn with full-service restaurant, bar, and cafe offers a rare opportunity to reimagine a beloved Catskills institution. With a total interior square footage of over 10,000 sq ft, the property features a spacious lobby, commercial kitchen,

    Laura Warren Coldwell Banker Village Green

    288-292 Main St, Pine Hill, NY 12465
  • /20

    $325,000

    • 4 Beds
    • 4 Baths
    • 1,801 Sq Ft

    294 Main St, Pine Hill, NY 12465

    FOR SALE: Well maintained three-family on Main St. in desirable, up-and-coming Pine Hill! Easy to access, and easy to manage. 5 minutes to Belleayre Mountain and Belleayre Beach. Currently fully rented, with a recent rent increase, and leases until end of year. Tenants are reliable and responsible. The building holds three apartments: two one-bedroom apartments on the first floor, and a two

    Phyllis Whitehouse-Frome The Catskill Dream Team

    294 Main St, Pine Hill, NY 12465
  • /26

    $430,000

    • 2 Beds
    • 1 Bath
    • 972 Sq Ft

    14 Lane St, Phoenicia, NY 12464

    Beautifully designed ranch home located on a dead-end in Phoenicia, just down the road from Main Street. The open interior space is a wonderful setting for entertaining or just hanging out. The Wolf 5-burner gas stove is perfect for those that loves to cook. Your kitchen/dining area leads out to your newly renovated deck where you can relax, BBQ and entertain. The oversized carport has a lot of

    Richard Greenspan Ruth Gale Realty

    14 Lane St, Phoenicia, NY 12464
  • /39

    $485,000

    • 1 Bed
    • 1 Bath
    • 1,044 Sq Ft

    249 High St, Phoenicia, NY 12464

    Set on a wooded bluff above the Esopus Creek, this updated 1974 Cape offers Catskills charm, modern upgrades, and a strong connection to the outdoors. A broad 341 sq ft deck welcomes you at the entry—perfect for gathering, grilling, or simply listening to the seasonal stream that borders the property winds down toward the creek below.Inside, the 1,044 sq ft home features a ground-level

    Leighton Ashley Coldwell Banker Timberland

    249 High St, Phoenicia, NY 12464
  • /26

    $325,000

    • 1 Bed
    • 1 Bath
    • 526 Sq Ft

    88 Fox Hollow Rd, Shandaken, NY 12480

    Before you enter the house, just listen. One thing stands out about this home above all else, the rushing sound of the Fox Hollow Creek, just feet behind this turnkey cottage in the mountains. Welcome to Fox Hollow, a one bedroom, one bath home on a quiet dead end road that leads to the expansive Slide Mountain Wilderness of the Catskills. The home is completely turnkey, with a full

    Harry McNamara Country House Realty Inc

    88 Fox Hollow Rd, Shandaken, NY 12480
  • /38

    $449,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    15 High St E, Shandaken, NY 12480

    Catskills Mountain Retreat - 28 Acres of Pure Privacy & AdventureEscape to your own private mountain sanctuary nestled on 28 secluded acres (bordering NY state land) in the heart of the breathtaking Catskills. This charming 3-bedroom, 1-bath home was completely renovated in 2015, blending modern comfort with rustic charm. Inside, you'll find a warm and inviting living space complete with a

    Alfred Peavy Ruth Gale Realty

    15 High St E, Shandaken, NY 12480
  • /47

    $445,000

    • 2 Beds
    • 2 Baths
    • 2,082 Sq Ft

    12 Tremper Ave, Phoenicia, NY 12464

    A Hidden Gem in the Heart of Phoenicia.Welcome to this beautifully updated 2082 sq ft home set on an expansive 0.71-acre lot in the charming, walkable village of Phoenicia—where small-town warmth meets Catskills adventure.Step inside to discover generously sized rooms with an open floor plan perfect for entertaining or everyday comfort. the 2cnd floor offers a flexible layout with

    Ellen Osgood Coldwell Banker Village Green

    12 Tremper Ave, Phoenicia, NY 12464
  • /27

    $299,000

    • 4 Beds
    • 2 Baths
    • 1,815 Sq Ft

    280 Main St, Pine Hill, NY 12465

    SPACIOUS AND SOLID IN THE HEART OF PINE HILLSet in the hamlet of Pine Hill and just minutes from Belleayre Mountain, this generously sized 4BR/2BA colonial (circa 1876) offers a practical and well-maintained home base for year-round living, weekend getaways or seasonal income opportunities. While the interior awaits your personal touch, the sellers have taken care of the big-ticket items:

    Deb Dolan Listing by Keller Williams Upstate NY Properties

    280 Main St, Pine Hill, NY 12465
  • /35

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,975 Sq Ft

    7202 New York 28, Shandaken, NY 12480

    CATSKILLS FINEST WITH ACCESSORY STUDIO BUILDING This Circa 1880 country home (totally renovated in 2007) sits on a grassy landscaped acre in the heart of the Catskill Mountains. This property has been a very successful Airbnb/VRBO. The fully insulated house has 1975 SF with 3 BRs, 2 BAs, large Foyer, open floor plan, stunning cobblestone fireplace, and a great cast iron clawfoot tub that leads

    Alfred Peavy Ruth Gale Realty

    7202 New York 28, Shandaken, NY 12480
  • /31

    $415,000

    • 3 Beds
    • 2 Baths
    • 2,343 Sq Ft

    62 Andrew Ln, Mount Tremper, NY 12457

    All the essentials are here—hardwood floors, an eat-in kitchen, and a light-filled living room that opens to a screened porch. Located in the Catskill foothills, just minutes from skiing, hiking, Woodstock, Kingston, and all the best of the Hudson Valley.This 3-bedroom, 2-bath home sits on 2.97 acres with a garage, barn, and outbuilding. With 2,343 sq ft and room to enjoy the outdoors,

    Robert Airhart Compass Greater New York, LLC

    62 Andrew Ln, Mount Tremper, NY 12457
  • /36

    $1,995,995

    • 7 Beds
    • 6 Baths
    • 7,020 Sq Ft

    589-595 Plank Rd, Phoenicia, NY 12464

    This beautiful estate must be seen. Owned by the same family for over 40 years, the compound has been lovingly expanded and restored. It is anchored by an 1870 farmhouse with many amenities. You enter the house to a wonderful chef's kitchen with cathedral ceilings accompanied by a walk-in pantry. There are granite countertops and top appliances. The first floor includes a spacious entertaining

    Michael Shaughnessy Halter Associates Realty Inc

    589-595 Plank Rd, Phoenicia, NY 12464
  • /40

    $675,000

    • 2 Beds
    • 2 Baths
    • 1,737 Sq Ft

    1521 Wittenberg Rd, Mount Tremper, NY 12457

    Welcome to 1521 Wittenberg Road – a serene and special retreat nestled in the heart of Mt. Tremper, just minutes from Phoenicia and a scenic 10-minute drive to Woodstock. This well-maintained 2-bedroom, 2-bathroom home offers the kind of peace and privacy that’s increasingly rare. Set on a lush lot with mature plantings, flowering dogwoods, blooming rhododendrons, and a small meandering

    Baris Demirel Serhant LLC

    1521 Wittenberg Rd, Mount Tremper, NY 12457
  • /29

    $675,000

    • 7 Beds
    • 4 Baths
    • 3,500 Sq Ft

    49 Highlands Rd, Highmount, NY 12441

    Historic Victorian Elegance with Unmatched Belleayre Mountain Views --Step into timeless grandeur at this stately Victorian estate, perched directly across from Belleayre Mountain with panoramic views of its iconic ski runs. Set on 2.65 serene acres, this 1900s home offers 3,500 square feet of refined character, featuring seven bedrooms and four bathrooms, including a versatile accessory

    Felicity Taylor Corcoran Country Living

    49 Highlands Rd, Highmount, NY 12441
  • /11

    $35,000

    • Land
    • 2.00 Acres
    • $17,500 per Acre

    Tbd New York 28, Oliverea, NY 12725

    2 acres of raw beauty in Big Indian NYNestled in the heart of the Catskill Mountains along the scenic route 28 corridor, this lush 2-acre parcel offers endless potential for the nature lover, investor or visionary dreamers. Surrounded by a peaceful mountain ridgeline and a tranquil stream, this peaceful haven invites you to escape the bustle and reconnect with nature.Located in the

    Jeivan Castro Keller Williams Realty HV Nort

    Tbd New York 28, Oliverea, NY 12725
  • /27

    $399,000

    • 2 Beds
    • 1 Bath
    • 999 Sq Ft

    894 Woodland Valley Rd, Phoenicia, NY 12464

    Phoenicia-Woodland Valley HomeWelcome to Woodland Valley-Phoenicia, one of the most desirable locations in the beautiful Catskill Mountains. Built in 1985 this 2 BR, 1 BA, 999 SF house is set on a half acre parcel. There is a full basement, 108 SF rear deck, oversize shed/carport for yard work equipment/toys and a whole house backup generator. It's perfect as a full-time residence or a

    Alfred Peavy Ruth Gale Realty

    894 Woodland Valley Rd, Phoenicia, NY 12464
  • /31

    $239,000

    • 3 Beds
    • 1.5 Baths
    • 1,257 Sq Ft

    594 New York 42, Shandaken, NY 12480

    This beautiful modern completely redone home features 3 BRs, 1.5 BAs, a large open living room/kitchen/dining room and a new drilled well, new roof and a brand-new kitchen. Enter thru the 3-season game room into the light filled living space. Beautiful french doors open out to the level back yard overlooking the year-round stream featuring a firepit and barbecue area. Imagine all of those great

    Faye Storms Ruth Gale Realty

    594 New York 42, Shandaken, NY 12480
  • /6

    $199,000

    • Land
    • 29 Acres
    • $6,829 per Acre

    TBD Route 28, Big Indian, NY 12480

    Discover an incredible opportunity to own 29.14 acres of land in the scenic hamlet of Big Indian, nestled in the heart of Shandaken. Enjoy the tranquility of the Catskills with easy access to nearby hiking trails, skiing at Belleayre Mountain, and charming towns like Phoenicia and Woodstock. This versatile land provides endless possibilities. Don't miss this rare chance to own land in one of the

    Megan Davis Howard Hanna Rand Realty

    TBD Route 28, Big Indian, NY 12480
  • /21

    $240,000

    • 2 Beds
    • 2 Baths
    • 1,264 Sq Ft

    35 Elm St, Pine Hill, NY 12465

    Welcome to this easy escape in the heart of the Catskills! This two bedroom, two-full-bath home is just minutes away from the popular Belleayre Mountain, making it the perfect getaway for outdoor enthusiasts year-round.Check out this inviting living space featuring warm, natural light and rustic charm. The cozy living room is perfect for relaxing after a day on the mountain or a summer

    Melissa Zoe Hirsch Coldwell Banker Village Green

    35 Elm St, Pine Hill, NY 12465
  • /32

    $1,200,000

    • Land
    • 14 Acres
    • $85,409 per Acre

    942 Woodland Valley Rd, Shandaken, NY 12464

    This visually private 14 acre Woodland Valley property, six of which are beautifully landscaped, includes an 8 ft deep full acre swimming/fishing pond (stocked with large mouth Bass). The ready to build homesite is fully equipped with electrical service, drilled well, satelite internet, and a septic system certified for a three bedroom home. Not ready to build? Two fully equipped 27 ft travel

    John Melchior Howard Hanna Rand Realty

    942 Woodland Valley Rd, Shandaken, NY 12464
  • /25

    $269,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    28 Wettje Rd, Shandaken, NY 12480

    Private retreat at the end of a quiet road, offering peace and tranquility in a stunning natural setting. With 3 bedrooms, 2 full baths, this home is the perfect getaway for those seeking relaxation and connection with nature. Step into the spacious living room, and you'll be greeted by abundant natural light and a cozy atmosphere. The private deck off the living room provides the perfect spot to

    Louis Naccarato Berardi Realty

    28 Wettje Rd, Shandaken, NY 12480
  • /43

    $1,450,000

    • 4 Beds
    • 6 Baths
    • 4,961 Sq Ft

    110 Lost Clove Rd, Big Indian, NY 12410

    Welcome to Lost Clove Mountain House, an idyllic hideaway in the heart of the Catskills with ample room to roam. Tucked away at the end of a quiet road and bordered by NY State land, this fully renovated property offers unmatched privacy and a front-row seat to Catskills beauty. The main house features four bedrooms, three full baths, two half baths, a striking stone fireplace, and a wall of

    Jessica Brasseur Houlihan Lawrence Inc.

    110 Lost Clove Rd, Big Indian, NY 12410
  • /43

    $950,000

    • 7 Beds
    • 3 Baths
    • 3,806 Sq Ft

    57 Birch Creek Rd, Shandaken, NY 12480

    Take a look at this 3800 sq ft 1800s home that has been renovated top to bottom. This home has 7 bedrooms, 3 full bathrooms and lots of room to roam with 1.36 acres. Outside you'll find a back deck, patio, firepit area and Birch Creek at the back of the property.The home can come fully furnished for the right price. Currently being used as a short term rental with a gross revenue of $113k+ in

    Jamie Sittner Oxford Property Group USA

    57 Birch Creek Rd, Shandaken, NY 12480

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