Homes for Sale in Sullivan County NY with 5-Bedrooms

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  /45

  $679,000

  • 6 Beds
  • 2.5 Baths
  • 2,674 Sq Ft

  12 Railroad St, Long Eddy, NY 12760

  Step back in time to this stunning waterfront property on the Delaware River and bordered by the Hoolihan Brook. This Victorian home has been meticulously restored by the owners and boasts original detail and beautiful craftsmanship throughout. There are wrap-around porches on the main floor and second floor and intricate ornamental woodwork on the exterior of the home. The lower level faces the

  Linda Mulligan Matthew J Freda Real Estate

  12 Railroad St, Long Eddy, NY 12760
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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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  /43

  $439,000

  • 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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  /31

  $1,595,000

  $55K PRICE DROP

  • 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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  /45

  $1,975,000

  $125K PRICE DROP

  • 7 Beds
  • 4.5 Baths
  • 5,140 Sq Ft

  286 Lakeview Drive Rd, Highland Lake, NY 12743

  5,140 sqft (plus 2000 sqft walk-out) | 7 Bedrooms | 4.5 Bathrooms | Built in 2021 | 3.27 Acres Welcome to your dream home on Highland Lake, located 5.7 miles from the acclaimed Eldred Preserve Restaurant and Resort, 16 miles to the Bethel Woods Center for the Arts, 21 miles to Catskills Resorts Casino and Hotel, three miles to Barryville Farmers Market, 19 miles to Woodloch Spa, 2 miles to

  John Dunn Christine Dunn

  286 Lakeview Drive Rd, Highland Lake, NY 12743
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  /29

  $699,999

  $95K PRICE DROP

  • 10 Beds
  • 4 Baths
  • 3,431 Sq Ft

  495 Swiss Hill Rd N, Jeffersonville, NY 12748

  Accepted Offer..............Dreaming f the past? Want to find your way back home? Here it is! One old style boarding house and former evergreen tree farm with plenty of room to create a life "Inn".This one of a kind older style home is a rare find! Driving into this stunner, through the elegant evergreens sits a piece of history. Fully loaded with old time woodwork an amazing post and beam

  Diane Butler Diane C. Butler

  495 Swiss Hill Rd N, Jeffersonville, NY 12748
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  /21

  $265,000

  $35K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 1,768 Sq Ft

  3038 State Route 17b, Cochecton, NY 12726

  Old style house with scenic views next to Bethel Woods, Casino and Water Park. Access to natural trails, woods and state park. House boasts 5 bedrooms with 2 full baths on 7.2 gorgeous acres of property. It offers a large eat-in kitchen, big living room, mud room entryway, lots of original woodwork, laundry room, and good size bedrooms. Perfect location for those who want to live the country

  John Bilancione Nicoli Realty

  3038 State Route 17b, Cochecton, NY 12726
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  /36

  $430,000

  • 5 Beds
  • 2 Baths
  • 2,062 Sq Ft

  39 Dingle Daisy Rd, Monticello, NY 12701

  This raised ranch style home, featuring 5 bedrooms and 2 full baths, provides spacious living perfect for guests or anyone needing extra room. Situated on a generous 1.97-acre lot, it offers ample outdoor space for recreation, gardening, or future expansion. The property has a full basement with a convenient walk-in basement entrance, adding both functionality and the potential for additional

  Anna Milucky Century 21 Country Realty

  39 Dingle Daisy Rd, Monticello, NY 12701
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  /39

  $649,999

  $250K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 1,329 Sq Ft

  23 Diane Blvd, Woodridge, NY 12789

  Welcome to Woodridge! This cheery, bright and airy house is spacious and perfect for a large family or mother-daughter setup. With 5 bedrooms, 3 bathrooms, 2 kitchens, and a two-car garage this one checks a lot of boxes, and is well suited for multi-generational living, extended family and plenty of room for guests. The upper level boasts 3 bedrooms, 2 full bathrooms, spacious modern kitchen,

  Goranka Petrova-Rogg Malek Properties

  23 Diane Blvd, Woodridge, NY 12789
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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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  /33

  $650,000

  • 5 Beds
  • 2 Baths
  • 1,800 Sq Ft

  5697 New York 52, Callicoon, NY 12723

  Welcome to Kenoza Blue, a turnkey home with classic lines, ample space, and 160 feet of lake frontage on one of Sullivan County’s finest private lakes. Gut renovated in 2023, this home is move-in ready day one, and with five bedrooms, it’s also ready for hosting the whole gang on day one too. Throughout the home, you’ll find charm and character and that starts on the outside with a rocking chair

  Jared Gluckstern Country House Realty Inc

  5697 New York 52, Callicoon, NY 12723
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  /48

  $525,000

  • 5 Beds
  • 3 Baths

  30 Walnut Mountain Rd, Liberty, NY 12754

  Welcome to Bird Song Farm, nestled in the rustic country grounds of Sullivan County. This 14+ acre (potentially subdividable) property offers two homes, a large storage unit, and a 96-foot-long high tunnel! The main house has three bedrooms, an updated kitchen, gorgeous details of wood molding, and hardwood flooring throughout. An even more significant aspect is how ideal this property is as an

  Nicholas Cuomo Keller Williams Realty

  30 Walnut Mountain Rd, Liberty, NY 12754
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  /31

  $399,000

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

  568 High Rd, Glen Spey, NY 12737

  This beautiful country home invites you to slow down, breathe deeply, and reconnect with the quiet magic of nature. Modern upgrades, major vibes, and endless charm await in the serene and storied hamlet of Glen Spey, NY. This beautifully maintained 2,600 sq ft home offers the perfect blend of rustic warmth and modern comfort. Set on a peaceful 2-acre parcel backed by solid bluestone bedrock, this

  Dawn Payne Payne Team LLC

  568 High Rd, Glen Spey, NY 12737
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  /30

  $299,000

  • 5 Beds
  • 2 Baths
  • 2,454 Sq Ft

  14 Bedford Ave, Monticello, NY 12701

  Investor’s Dream in Monticello’s Fast-Growing Area – Two-Family Home, 5 Bedrooms, 2 Baths, 2,454 Sq Ft An excellent investment opportunity awaits in one of Monticello’s most promising and fast-growing neighborhoods. This spacious two-family home features a total of 5 bedrooms and 2 full bathrooms across approximately 2,454 square feet, ideal for investors or owner-occupants seeking income and

  Nussan Fried Master Realty Group Inc.

  14 Bedford Ave, Monticello, NY 12701
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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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  /48

  $5,000,000

  • 14 Beds
  • 17 Baths
  • 17,570 Sq Ft

  399 Gregory Rd, Monticello, NY 12701

  399 Gregory Rd, Monticello, NY – A Private Estate Like No Other Set on 20 breathtaking acres in Monticello, this extraordinary nearly 18,000sf gated estate delivers an unmatched combination of scale, luxury, and privacy. Surrounded by a perfect blend of open land and natural beauty—including a picturesque stream and sweeping views—this property offers a rare sense of seclusion just minutes from

  Rivky Klagsbrun Catskills Home Services

  399 Gregory Rd, Monticello, NY 12701

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