Homes for Sale in Sullivan County NY with 5-Bedrooms

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  /50

  $1,499,000

  • 6 Beds
  • 4 Baths
  • 3,596 Sq Ft

  376 Aden Hill Rd, Parksville, NY 12768

  The Outdoors, near the top of Aden Hill Mountain at nearly 2,200 feet elevation, is what your well appointed luxury Western style Lodge is all about. Make this dramatic Home your own comfortable get-away with its high efficiency ''Energy Star Rating'' structure, HVAC, and appliances. The Lodge is faced with Tennessee Cedar log-style siding and has a log perimeter railing to wrap-around the Deck.

  

  Sherret Chase

  Four Seasons Sotheby's Int'l R

  (845) 373-5067

  376 Aden Hill Rd, Parksville, NY 12768
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  /24

  $1,100,000

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

  97 Pittaluga Dr, Monticello, NY 12701

  Tranquil country oasis with 10.73 acres, tucked in along a quiet country road with a pond. This charming colonial style homestead is surrounded by an open yard and tall trees. Listen to the crickets at night while stargazing from deck or awaken to the soothing sounds of songbirds that populate the surroundings. Step inside to find an updated renovated open space kitchen with a generous size

  

  Fran Limjoon Gager

  R J Katz Realty

  (845) 599-0871

  97 Pittaluga Dr, Monticello, NY 12701
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  /36

  $398,000

  • 5 Beds
  • 3 Baths
  • 2,636 Sq Ft

  162 Rockland Rd, Roscoe, NY 12776

  Fully Renovated Duplex +1 – Mother/Daughter – Income-Producing in Roscoe, NY! Welcome to this beautifully renovated farmhouse in the heart of Roscoe, NY — famously known as Trout Town USA! This versatile and charming property offers two fully updated 2-bedroom apartments, with one unit featuring an attached bonus 1-bedroom suite complete with its own full kitchen and bathroom — perfect for a

  

  Joy Romano

  Joy Romano Realty

  (607) 558-3921

  162 Rockland Rd, Roscoe, NY 12776
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  /38

  $1,650,000

  • 5 Beds
  • 3.5 Baths
  • 3,463 Sq Ft

  125 Mapes Rd, Barryville, NY 12719

  Welcome to CLOUD Cabin! A distinguished modern home overlooking a premier Sullivan County View. This amazing private estate boasts only the best in luxury living from top end technology to upscale fixtures to gorgeous porcelain floors. With unparalleled finishes and exquisite design concepts, this amazing home is suited for the person who wants only the best of country luxury living. Just imagine

  

  Donna Geba

  Century 21 Geba Realty

  (845) 439-2657

  125 Mapes Rd, Barryville, NY 12719
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  /25

  $350,000

  • 7 Beds
  • 4 Baths
  • 3,376 Sq Ft

  5041 New York 52, Jeffersonville, NY 12748

  Just outside of the quaint hamlet of Jeffersonville in the heart of Sullivan County is this 7- bedroom farmhouse on a .46 cleared and level lot just waiting for someone to add their finishing touches.Home features hard wood flooring through out the main floor. Open concept kitchen, living/dining area. First floor suite with en suite full bathrooms, second full bathrooms on main level along with

  

  Jason Grossman

  Keller Williams Hudson Valley

  (845) 668-6136

  5041 New York 52, Jeffersonville, NY 12748
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  /35

  $299,000

  • 5 Beds
  • 3 Baths
  • 1,530 Sq Ft

  1139 New York 17b, Mongaup Valley, NY 12762

  Spacious 5-bedroom home located in beautiful Sullivan County, NY. This inviting property features hardwood floors throughout, a large kitchen with sliding glass doors that open to the back deck, and a cozy breakfast nook perfect for your morning gatherings. With 3 full bathrooms, there’s room for everyone to live comfortably. Enjoy your coffee on the private deck off the Primary bedroom

  

  Donna Reese

  Keller Williams Hudson Valley

  (845) 957-7673

  1139 New York 17b, Mongaup Valley, NY 12762
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  /49

  $464,500

  • 6 Beds
  • 2 Baths
  • 2,174 Sq Ft

  299 Stump Pond Rd, Livingston Manor, NY 12758

  Beautiful farmstead with 23+ acres of property (additional land available) has been in the same family for generations. Includes two vintage handyman farmhouses and multiple outbuildings plus a large rustic barn in need of repair. Land is gorgeous with open meadows, some woods, stone walls and a lovely pastoral view. The homes each offer 3 bedrooms; one has two enclosed porches and a walk-up

  Carol Malek Malek Properties

  299 Stump Pond Rd, Livingston Manor, NY 12758
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  /50

  $1,550,000

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

  382 Benton Hollow Rd, Woodbourne, NY 12788

  The Blue Stone Colonial: is a stoic masterpiece rising high in the Catskill Mountains with style and grace of a centuries old estate that is masterfully blended with the amenities and luxury necessary of today's modern life. The full approach ascending the blacktop driveway divides two masonry pillars as the sky opens to the 3 car garage attached to the 3900 sqft bluestone house. On the left is a

  Travis O'Dell Land & Water Realty

  382 Benton Hollow Rd, Woodbourne, NY 12788
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  /47

  $825,000

  • 5 Beds
  • 2 Baths
  • 2,904 Sq Ft

  1095 Ny-17b, Mongaup Valley, NY 12762

  This highly visible 26+ acres fronts on NYS Route 17B in the Town of Bethel, NY and offers amazing possibilities! Rt 17B, also known as The Woodstock Way, is the main thoroughfare and gateway to Bethel Woods Center for the Arts (original 1969 Woodstock music festival site), recreational lakes, hiking, restaurants and Western Sullivan County. As a popular location for tourists with a thriving

  Carol Malek Malek Properties

  1095 Ny-17b, Mongaup Valley, NY 12762
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  /46

  $944,500

  • 6 Beds
  • 2.5 Baths
  • 2,813 Sq Ft

  28 Martin Ln, Bethel, NY 12762

  Set back privately on a dead-end road this multi-use property offers endless possibilities. With 35.86 acres of open and wooded land complete with pond and stream, and additional land available, there is so much potential for almost anything your heart desires. Multiple outbuildings and two residences enhance this great set-up for agri-business, farm, various home occupations or a laid-back

  Carol Malek Malek Properties, Inc.

  28 Martin Ln, Bethel, NY 12762
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  /48

  $1,297,500 New Construction

  • 5 Beds
  • 5 Baths
  • 3,885 Sq Ft

  123 Wildwood Way, Forestburgh, NY 12777

  Gorgeous ''mini estate'' with lake access and personal swimming pond borders 100's of acres of NYS land and will not disappoint! Impressively positioned overlooking a crystal-clear spring fed pond this property checks off many boxes for the discerning buyer. With so much to offer, listing includes an expansive 3800+SF home with 3-car attached garage, large outbuilding with studio apartment (1

  Carol Malek Malek Properties, Inc.

  123 Wildwood Way, Forestburgh, NY 12777
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  /20

  $749,000

  • 6 Beds
  • 4.5 Baths
  • 2,790 Sq Ft

  6658 New York 52, Cochecton, NY 12726

  Situated on Lake Huntington, with water views from nearly every room, this exceptional lake retreat offers a rare opportunity to own a turnkey Catskills escape—blending timeless charm, modern comfort, and proven income potential. Enjoy classic farmhouse character paired with a beautifully renovated kitchen, all-new baths, and new heating and cooling split systems for year-round comfort. Designed

  Irene Nickolai Irene Nickolai

  6658 New York 52, Cochecton, NY 12726
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  /38

  $1,595,000

  • 6 Beds
  • 6 Baths
  • 6,142 Sq Ft

  4223 New York 97, Barryville, NY 12719

  NEW: a rare opportunity to purchase a residential/commercial property has come to market in the beautiful Catskill mountains, with direct Delaware River frontage. 4423 State Route 97 in Barryville New York is the only property of its size and type on the market in the Upper Delaware Valley and it is a wise investment/end-use property for the savvy buyer looking to get a toehold in a booming area,

  Jeff Gardner Corcoran MH, LLC

  4223 New York 97, Barryville, NY 12719
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  /35

  $599,900

  • 6 Beds
  • 3.5 Baths
  • 2,948 Sq Ft

  669 Mountain Rd, Middletown, NY 10940

  Country Escape of 6 spacious bedrooms offers space, privacy, and a serene setting on 3.38 acres. Just about 75 miles from New York City, it’s close enough for convenient weekend escapes yet far enough to feel like a true retreat feels like a private estate—perfect for those seeking a refined escape from city life A grand foyer opens to a bright, airy layout with high ceilings, large windows, and

  Michelle Gruberger Real Estate Circuit Inc

  669 Mountain Rd, Middletown, NY 10940
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  /2

  $525,000

  • 5 Beds
  • 2.5 Baths
  • 2,672 Sq Ft

  35 Woodcliff Ave, Monticello, NY 12701

  Large two story Colonial featuring 5 Bedrooms and 3 full baths plus one half bath - Formal dining room - Living Room - Kitchen - This home is fully renovated. Shown by appointment with 24 hour notice.

  William Rieber Rieber Realty Inc

  35 Woodcliff Ave, Monticello, NY 12701
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  /30

  $620,000

  • 5 Beds
  • 3 Baths
  • 1,158 Sq Ft

  381 Dutch Hill Rd, Roscoe, NY 12776

  Escape to the heart of Roscoe, NY – Trout Town USA with this authentic rustic retreat set on over 30 private acres of scenic countryside. Whether you’re seeking a peaceful getaway or an outdoorsman’s paradise, this property delivers the perfect balance of comfort and adventure. The home features 5 bedrooms and 3 full bathrooms, offering plenty of space for guests. Inside, you’ll find a welcoming

  Carole Edwards Carole Edwards Realty

  381 Dutch Hill Rd, Roscoe, NY 12776
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  /50

  $1,475,000

  • 5 Beds
  • 4.5 Baths
  • 5,034 Sq Ft

  111 Jim Stephenson Rd, Jeffersonville, NY 12748

  It’s tempting to lead with the long list of amenities—heated pool, tennis court, wine cellar, guest house—but the true appeal of the Stephenson House lies in the grounded, gracious lifestyle it fosters. Set on 20 scenic Catskills acres, this 1890s yellow Victorian blends heritage charm and modern ease, from its romantic turret and wraparound porch to stone walls and sunlit meadows. The main house

  Jennifer Grimes Country House Realty Inc

  111 Jim Stephenson Rd, Jeffersonville, NY 12748
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  /50

  $1,250,000

  • 8 Beds
  • 5.5 Baths
  • 2,145 Sq Ft

  31 Walnut Ridge Ln, Bloomingburg, NY 12721

  A rare opportunity in the highly desirable Bloomingburg neighborhood! This beautiful home rests on a private two-acre property with incredible landscaping, with beautiful scenic views of the nearby mountaintops on the Walnut Ridge cul-de-sac. Enjoy unmatched privacy and luxury in one of the area’s most sought-after locations. This home offers 8 bedrooms and 6 bathrooms, with over 4,000 square

  Yosef Flohr eRealty Advisors, Inc

  31 Walnut Ridge Ln, Bloomingburg, NY 12721
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  /30

  $575,000

  • 7 Beds
  • 4 Baths
  • 2,940 Sq Ft

  45 Clinton Ave, Monticello, NY 12701

  Welcome home to this fully renovated gem, perfectly situated in the heart of Monticello. This impressive multi-family property delivers modern finishes, generous living space, and strong income potential for investors or owner-occupants. The first-floor unit features an open layout with 3 bedrooms and 2 full baths, soaring ceilings, hardwood floors, and a designer kitchen with stainless steel

  Fanny Guzman Voro LLC

  45 Clinton Ave, Monticello, NY 12701
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  /40

  $578,000

  • 5 Beds
  • 1.5 Baths
  • 1,770 Sq Ft

  154 Britman Rd, Mongaup Valley, NY 12762

  Welcome to your private retreat at 154 Britman Road, located in the scenic town of Bethel in the heart of Sullivan County. This incredible property sits on a secluded 13-acre private lot at the end of a quiet dead-end road, offering the perfect balance of privacy, tranquility, and convenience. Just minutes away is the world-famous Bethel Woods Center for the Arts, the historic grounds of the

  Philip Brooks Coldwell Banker Village Green

  154 Britman Rd, Mongaup Valley, NY 12762
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  /39

  $795,000

  • 6 Beds
  • 1.5 Baths
  • 2,400 Sq Ft

  578 Bethlehem Rd, Roscoe, NY 12776

  Set on more than 36 acres along one of the most coveted country roads in the area, this classic three-story farmhouse offers a perfect blend of spacious rural charm and expansive outdoor living. Built in 1908, the home is framed by lush lawns dotted with fruit trees and anchored by a serene swimming pond with dock. Inside, the layout centers around a retro-vibe kitchen with dining alcove crowned

  Jennifer Grimes Country House Realty Inc

  578 Bethlehem Rd, Roscoe, NY 12776
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  /20

  $425,888

  • 9 Beds
  • 2.5 Baths
  • 3,254 Sq Ft

  6355 State Route 42, Woodbourne, NY 12788

  Rare Waterfront Gem on the Neversink River - Spacious Colonial + Private Cottage! Discover your own slice of riverside paradise with this unique waterfront property offering direct, private access to the beautiful Neversink River - perfect for fishing, kayaking, relaxing by the water, or simply enjoying the soothing sounds of nature. Main Home: Charming 7-bedroom, 2-bath Colonial (2,254 sq ft)

  Joseph Lombardo LOMBARDO HOMES & ESTATES

  6355 State Route 42, Woodbourne, NY 12788
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  /50

  $464,500

  • 6 Beds
  • 2 Baths
  • 2,174 Sq Ft

  301 Stump Pond Rd, Livingston Manor, NY 12758

  Beautiful farmstead with 23+ acres of property (additional land available) has been in the same family for generations. Includes two vintage handyman farmhouses and multiple outbuildings plus a large rustic barn in need of repair. Land is gorgeous with open meadows, some woods, stone walls and a lovely pastoral view. The homes each offer 3 bedrooms; one has two enclosed porches and a walk-up

  Carol Malek Malek Properties, Inc.

  301 Stump Pond Rd, Livingston Manor, NY 12758
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  /25

  $410,000

  • 5 Beds
  • 1.5 Baths
  • 2,058 Sq Ft

  708 Burlingham Rd, Pine Bush, NY 12566

  Discover the charm of farmhouse living in this spacious five-bedroom 2 and 1/2 bath home set on almost half an acre. From the inviting covered front porch to the expansive covered back patio, this property offers a perfect blend of comfort, character, and outdoor enjoyment. Inside, hardwood floors flow throughout, creating a warm and timeless feel across both levels. The generous layout includes

  Melissa Ramos Epique Realty

  708 Burlingham Rd, Pine Bush, NY 12566
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  /41

  $1,350,000

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

  91 Old Hankins Rd, Callicoon, NY 12723

  Character may be an overused word in real estate, but it's a rare home that exhibits as much warm gravitas as Old Hankins Manor. From the moment you pull up the drive, past the private half acre pond and up to the wraparound rocking chair porch, you're struck by a sense of timelessness and comfortable elegance. Tucked back from the quiet country road, this home has stood sentinel over the

  Megan Kinealy Country House Realty, Inc.

  91 Old Hankins Rd, Callicoon, NY 12723
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  /27

  $399,000

  • 5 Beds
  • 3 Baths
  • 3,035 Sq Ft

  10 Dorm Dr, Hurleyville, NY 12747

  A large private two story home on a beautiful 2.49 acres overlooking Luzon Lake. The second floor was renovated three years ago with a contemporary kitchen, with a pleasant living room, three bedrooms and one full bathroom. While the downstairs was never finished it has an additional two bedrooms and two bathrooms. The over three thousand sq. ft home is heated by electric with a well and septic.

  Harold Reynolds R J Katz Realty

  10 Dorm Dr, Hurleyville, NY 12747
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  /34

  $365,000

  • 5 Beds
  • 2.5 Baths
  • 2,277 Sq Ft

  137 Summitville Rd, Wurtsboro, NY 12790

  Located in the Catskill Mountain range and bordering the Shawangunk mountains, this 4/5-bedroom 2.5 bath home offers endless upstate enjoyment. Hiking is out the front door with the D&H Canal linear Park. Also nearby is the O&W Trail, 3500-acre Bashakill Wetlands Preserve, Fire Tower Trail and conveniently situated to the many sought after attractions the area has to offer. The home is roughly

  Carolyn Peters-Baker Keller Williams Hudson Valley

  137 Summitville Rd, Wurtsboro, NY 12790
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  /25

  $250,000

  • 5 Beds
  • 3 Baths
  • 2,652 Sq Ft

  2 Station Hill Rd Unit 4, Ferndale, NY 12734

  Two Properties Sold Together – Ferndale Investment Alert!Grab it before it’s gone! Rare opportunity to own two properties on a combined 0.58 acres in Sullivan County’s desirable Ferndale area. Perfect for investors or multi-family buyers looking for income potential, this offering combines versatile options with a convenient location near shopping, schools, parks, and major roadways. Sold

  Yochevad Peker Keller Williams Hudson Valley

  2 Station Hill Rd Unit 4, Ferndale, NY 12734
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  /27

  $445,000

  • 5 Beds
  • 4 Baths
  • 2,096 Sq Ft

  70 Okeechobee Rd, Glen Spey, NY 12737

  Unique ranch-style home set on over 6.5 picturesque acres in the heart of Glen Spey! This versatile property features two attached residences ideal for multi-generational living, rental income, or extended guests. The primary residence offers 3 bedrooms, 2 full baths, a spacious living room, country kitchen, and dining area with sliders leading to a large deck—perfect for entertaining and

  Joseph Rubeo Keller Williams Hudson Valley

  70 Okeechobee Rd, Glen Spey, NY 12737
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  /50

  $3,675,000

  • 5 Beds
  • 5.5 Baths
  • 5,735 Sq Ft

  61 Top Ridge Trail, White Lake, NY 12786

  A mere two hours from New York City, The Top Ridge Retreat offers a rare combination of modern elegance, natural beauty, and complete privacy within the exclusive 2,500-acre gated community of The Chapin Estate. Set on more than eleven acres, this contemporary residence delivers a refined lifestyle designed for comfort, sophistication, and seamless indoor-outdoor living. Inside, the layout

  Christine Vande Vrede Chapin Sotheby's Intl Rlty

  61 Top Ridge Trail, White Lake, NY 12786
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  /32

  $1,250,000

  • 7 Beds
  • 4 Baths
  • 2,988 Sq Ft

  282 W Shore Rd, Swan Lake, NY 12783

  Endless Oppertunities! Minutes to Bethel Woods - DON'T MISS OUT ON THIS OPPERTUNITY TO OWN JUST MINUTES FROM BETHEL WOODSA rare and versatile opportunity awaits on this 19+ acre agriculturally zoned property in the heart of Bethel, NY. Ideally situated on a rural corner, this former state-of-the-art equestrian facility offers endless potential for agricultural, residential, equestrian, or

  Joseph Rubeo Keller Williams Hudson Valley

  282 W Shore Rd, Swan Lake, NY 12783
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  /31

  $378,000

  • 5 Beds
  • 3 Baths
  • 2,272 Sq Ft

  2492 New York 17b, Bethel, NY 12720

  TWO homes included! This unique property features a 2-bedroom, 1-bath home that's move-in ready plus a 3-bedroom, 2-bath home offering great potential with a little TLC. Ideal for investors or owner-occupants alike - live in one home while renting the other, or maximize income by leasing both. Located within 2 miles of Bethel Woods, the premier concert venue known for hosting major music artists

  Bill Cole Davis R. Chant - Milford

  2492 New York 17b, Bethel, NY 12720
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  /21

  $499,000

  • 13 Beds
  • 5 Baths
  • 4,812 Sq Ft

  120 Main St, Livingston Manor, NY 12758

  Fully renovated 4-unit multi-family in the heart of Livingston Manor. This turnkey property features updated kitchens with new cabinets, stainless steel appliances, and modern vinyl flooring throughout. Each unit offers bright, comfortable living with quality finishes and thoughtful upgrades. Creek-front property along Cattail Brook, offering a peaceful natural setting. Within walking distance to

  Kismet Johnson eXp Realty

  120 Main St, Livingston Manor, NY 12758
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  /31

  $725,000

  • 5 Beds
  • 3 Baths
  • 1,144 Sq Ft

  35 Mohawk Cir, Ferndale, NY 12734

  ?? Imagine This: Your Dream Home in Swan Lake, NY Welcome to a sprawling country residence tucked away in one of the Catskills’ most peaceful pockets — Swan Lake, New York. This 5-bedroom, 3-bath home is the kind of place where everyday feels like a weekend getaway. ?? Property & Lot Sits on a huge, lush lot with plenty of open space — perfect for gardening, outdoor entertaining, or even adding

  Fraidy Deutsch 2020 iRealty

  35 Mohawk Cir, Ferndale, NY 12734
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  /28

  $1,250,000

  • 11 Beds
  • 7.5 Baths
  • 4,085 Sq Ft

  24 Highland Dr, South Fallsburg, NY 12779

  Rare find! Centrally located, pristine condition house with incredible landscaping. This house is updated and ready for the new owners. Perfect for hosting the extended family. Walking distance to many places or worship and directly next to Skolya bungalow colony, but private to enjoy with your family. The outdoor space has many options to enjoy the summers. Use this house as a primary residence

  Evan Kerzer eRealty Advisors, Inc

  24 Highland Dr, South Fallsburg, NY 12779
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  /28

  $1,260,000

  • 8 Beds
  • 8 Baths
  • 4,800 Sq Ft

  127 Pine St, Wurtsboro, NY 12790

  Great investment opportunity! 124K/gross revenue, 8% cap rate! Newly built (2024) quadruplex featuring 4 luxury townhouse-style units, each offering 2 bedrooms and 1.5 baths with premium finishes and superior craftsmanship throughout. Ideally located in the Catskills and just 75 miles from NYC, this property offers the perfect blend of modern living and strong investment potential. Each unit

  Ann Marie Dilonardo Terrie OConnor

  127 Pine St, Wurtsboro, NY 12790
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  /44

  $465,000

  • 5 Beds
  • 2 Baths
  • 2,538 Sq Ft

  135 Lake Shore Dr E, Rock Hill, NY 12775

  Nestled on a desirable corner lot in Emerald Green, Sullivan County’s premier private lake community, this beautifully maintained 5-bedroom, 2-bathroom home offers comfort, style, and convenience just a short walk from all the neighborhood’s top-tier amenities. The upgraded kitchen features granite countertops, stainless steel appliances, and soft-close cabinetry, flowing into a bright living

  Juan Bautista Serhant LLC

  135 Lake Shore Dr E, Rock Hill, NY 12775
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  /24

  $949,000

  • 5 Beds
  • 4 Baths
  • 3,200 Sq Ft

  285 Goff Rd, Livingston Manor, NY 12758

  A Manor House at Livingston Manor, 8-acre country estate, 5-6 bedroom, 2 full baths, 2 half baths, this 1987 Tudor-style residence blends a comprehensive renovation with architectural heritage and modern luxury. The private library features rich mahogany millwork, detailed picture moldings, and intricate crown finishes.3 fireplaces—one in the primary suite. A brand-new, state-of-the-art

  Mike Li LW 21 LLC

  285 Goff Rd, Livingston Manor, NY 12758
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  /18

  $499,900

  • 6 Beds
  • 2 Baths
  • 2,015 Sq Ft

  210 Mt Prosper Rd, Wurtsboro, NY 12790

  Large 2015 sq ft duplex on .68 acres consisting of 2 spacious 3 BR 1 Bth apartments. Both apartments have new Luxury vinyl floors throughout, great room and washer dryer hook ups. Nice shared deck and large level front yard. Sits back off road with entry pavement and plenty of parking. Tenants pay all utilities with exception to small electric bill for shared well.Nice location short distance to

  Ronny Murphy WOODSTOCK WAY REALTY LLC

  210 Mt Prosper Rd, Wurtsboro, NY 12790
• 

  

  /10

  $789,000

  • 7 Beds
  • 3.5 Baths
  • 5,700 Sq Ft

  3 Woodcliff Ave, Monticello, NY 12701

  Beautiful three-story, spacious modern Colonial located in a highly desirable area of Monticello. This massive almost-brand-new home offers approximately 5,200 sq ft of luxury living with 6 bedrooms and high-end finishes throughout. Featuring an open and airy layout, generous living spaces on all three floors, and exceptional craftsmanship. Designed for both comfortable living and entertaining.

  Shmiel Erps Nationwide Houses LLC

  3 Woodcliff Ave, Monticello, NY 12701

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