Homes for Sale in Ulster County NY with 5-Bedrooms

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  /50

  $1,250,000

  • 14 Beds
  • 9 Baths
  • 6,406 Sq Ft

  346 Crescent Ave, Highland, NY 12528

  The Historic “Clintondale Elixir Spring House” A timeless treasure, the historic Clintondale Elixir Spring House—originally built in 1790—is a rare and remarkable offering to the market. Encompassing over 6,400 square feet of living space, this distinguished residence invites you to create your forever home amid rich character and architectural beauty. Step through the welcoming rocking-chair

  Artur Galustyan Century 21 Alliance Rlty Group

  346 Crescent Ave, Highland, NY 12528
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  /31

  $1,700,000

  • 15 Beds
  • 15 Baths
  • 6,900 Sq Ft

  1910-1914 Route 32, Saugerties, NY 12477

  Historic Stone House in a private and picturesque setting with multiple income apartments and outbuildings conveniently located between Kingston and Saugerties. The c.18th century Stone House is the jewel and main residence of this special property. With wideboard floors, deep windows and high beamed ceilings it has retained its historic integrity while incorporating modern living. Lovely kitchen

  Bill Sidoriak Flemming Realty

  1910-1914 Route 32, Saugerties, NY 12477
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  $400,000

  • 5 Beds
  • 3 Baths
  • 2,700 Sq Ft

  19-21 Church St, Highland, NY 12528

  Village of Highland three family comprised of (2) two bedroom units and (1) one bedroom unit. Spacious apartments with well proportioned rooms. Natural gas for heat & hot water. Separate utilities & off street parking. Centrally located with easy access to village amenities, Route 9W & Mid-Hudson Bridge.

  Dan Axtmann BHHS Hudson Valley Properties

  19-21 Church St, Highland, NY 12528
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  $550,000

  $20K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,300 Sq Ft

  28 John Carle Rd, Saugerties, NY 12477

  Tucked away on a private, park-like property, this inviting 5-bedroom, 3-bath home offers the perfect mix of space, comfort, and Hudson Valley charm. With 2,300 square feet of living space and new hardwood floors throughout most of the home, it feels warm, welcoming, and move-in ready.The spacious great room is the heart of the home. A perfect place for gathering with family and friends, cozy

  Erin McCarthy Keller Williams Realty HV Nort

  28 John Carle Rd, Saugerties, NY 12477
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  $699,000

  • 5 Beds
  • 2.5 Baths
  • 2,564 Sq Ft

  156 Lackawack Hill Rd, Napanoch, NY 12458

  Welcome to 156 Lackawack Hill Road, Napanoch, where privacy, quality craftsmanship, and year-round recreation come together in the heart of the Hudson Valley. This meticulously maintained legal 5-bedroom, 2.5-bath home offers the perfect balance of comfortable living and functional space, making it ideal as a full-time residence, weekend retreat, or multigenerational getaway. Inside, you’ll find

  Sean Drown Land and Water Realty LLC

  156 Lackawack Hill Rd, Napanoch, NY 12458
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  /43

  $775,000

  $60K PRICE DROP

  • 5 Beds
  • 7 Baths
  • 2,554 Sq Ft

  5 West St, Marlboro, NY 12542

  Perched in the heart of Marlboro's historic village, this extraordinary Victorian offers the rare opportunity to own a property that feels as though it belongs to another era. Thoughtfully preserved and beautifully maintained, 5 West Street combines historic grandeur with modern comfort, creating a truly one-of-a-kind Hudson Valley retreat. Rich architectural details are showcased throughout,

  Siobhan Fahy eXp Realty

  5 West St, Marlboro, NY 12542
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  $3,950,000

  • 9 Beds
  • 12 Baths
  • 10,500 Sq Ft

  9 Chambers Rd, West Park, NY 12493

  A great legacy meets true luxury: Hudson Shore Estate, formerly home to one of Eleanor Roosevelt's early passion projects, a pioneering vocational school for women, has now been masterfully restored to its former glory and offers the perfect setting for a multi-generational family compound. A unique example of Arts & Craft design amongst its peer group of renowned Hudson River mansions, the

  Hayes Clement Compass Greater New York, LLC

  9 Chambers Rd, West Park, NY 12493
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  /50

  $1,895,000

  • 6 Beds
  • 4 Baths
  • 3,414 Sq Ft

  4 Low Rd, Wallkill, NY 12589

  Historic farmhouse on nearly 30 acres of picturesque rolling countryside with breathtaking views of the Shawangunk Ridge. Steeped in history, the original residence dates back to 1720 and has been meticulously maintained and updated, offering the perfect blend of historic charm and modern comfort. The property includes a beautifully maintained main residence, a separate one-bedroom apartment, and

  Christopher Hanson Hanson Real Estate Partners

  4 Low Rd, Wallkill, NY 12589
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  /31

  $2,300,000

  $200K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 2,978 Sq Ft

  177 Tinker St, Woodstock, NY 12498

  Fall in love with this artfully reimagined and expanded 1930 farmhouse, privately set on a gentle hill just moments from the heart of Woodstock. Rich in history and character, this special home was once owned by Michael Lang, the legendary founder of the 1969 Woodstock Festival—adding a rare and meaningful connection to the town's iconic past.Thoughtfully renovated, the home offers a

  Joan Capria Four Seasons Sotheby's Int'l R

  177 Tinker St, Woodstock, NY 12498
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  /42

  $799,000

  • 5 Beds
  • 5 Baths

  239-241 Fosler Rd, Highland, NY 12528

  Beautiful well maintained multi-family property offer, a rare opportunity for both owner-occupant & investors. Two houses that sit on 15 acres with endless revenue generating opportunities. The deed allows for the property to be subdivided & extending the private road along northern property line. The main house is a single family that features 2 bedrooms, 2.5 bathrooms with a full finished

  Maurice Bailey Neighborhood Assistance Corp

  239-241 Fosler Rd, Highland, NY 12528
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  /29

  $2,500,000

  • 5 Beds
  • 4.5 Baths
  • 2,978 Sq Ft

  177 Tinker St, Woodstock, NY 12498

  In the heart of Woodstock, this extraordinary 12+ acre Woodstock estate offers a rare blend of privacy, natural beauty, and village convenience. The property has a huge meadow/field in back and front offering peaceful pastoral views & potential. Bordering & with direct access to 76 acres of protected Comeau Park, the property invites you to explore miles of woodland trails, open meadows, the

  Joan Capria Four Seasons Sotheby's Int'l R

  177 Tinker St, Woodstock, NY 12498
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  /2

  $499,900

  • 5 Beds
  • 4.5 Baths
  • 4,360 Sq Ft

  1 Peters Place, Wallkill, NY 12589

  this is an unfinished rehab that is framed and in need of finishing.. lots of possibilities here with pool and large entertainment room.. lots of upside for flip..

  Asa Lennon RE/MAX Benchmark Realty Group

  1 Peters Place, Wallkill, NY 12589
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  /50

  $1,150,000

  • 9 Beds
  • 5 Baths

  52 John White Rd Unit 50, Highland, NY 12528

  Exceptional Hudson Valley Quadruplex Investment Opportunity on 16.4 Private AcresRarely does a property like this become available. Whether you're searching for a high-performing investment, a private compound, or an owner-occupied property with substantial rental income, this unique estate offers endless possibilities.Tucked away at the end of a quiet country road, the property features

  Jackie Siracuse Absolute Real Estate of NY Inc

  52 John White Rd Unit 50, Highland, NY 12528
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  /15

  $1,850,000

  • 17 Beds
  • 17 Baths
  • 7,484 Sq Ft

  58 Saint James St, Kingston, NY 12401

  Own a piece of Kingston's storied charm with this fully stabilized, income-generating 17-unit apartment complex in the heart of Uptown. Featuring old-world architectural details like stamped tin ceilings, original hardwood floors, crown moldings, and restored trim work, thisproperty offers historic character, modern upgrades, and ready to underwrite cashflow. The complex consists of a 14-unit

  Sheneur Menaker Hudson Modern

  58 Saint James St, Kingston, NY 12401
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  /20

  $549,900

  • 6 Beds
  • 2 Baths

  160 Washington Ave, Kingston, NY 12401

  Spacious side-by-side duplex conveniently located near Uptown Kingston, the bus station, shopping, restaurants, and other local amenities. Each unit offers its own full basement, two levels of living space, and a stair accessible attic providing excellent storage or expansion potential. The right-side unit has been recently vacated and features fresh paint, refinished hardwood floors, and

  Greg Berardi Berardi Realty

  160 Washington Ave, Kingston, NY 12401
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  /49

  $399,000

  Coming Soon

  • 5 Beds
  • 2 Baths
  • 2,148 Sq Ft

  41 Elting Ave, New Paltz, NY 12561

  This charming 1920s home in the sidewalk Village of New Paltz offers 5 bedrooms and 2 full baths, just a few blocks from parks, the Wallkill River, SUNY New Paltz, and everything the Village has to offer. The peaceful neighborhood and private backyard provide a sense of tranquility. Inside, the open dining room and kitchen feature built-in shelving and bright, airy space for entertaining. A

  Jacqueline Manzolillo-Blais Keller Williams Realty

  41 Elting Ave, New Paltz, NY 12561
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  $775,000

  • 5 Beds
  • 3.5 Baths
  • 2,520 Sq Ft

  Crescent Circle Roc Crescent Circle Rock Hill, Rock Hill, NY 12566

  Lakefront Living at Its Finest on Lake Louise Marie!Wake up every morning to breathtaking panoramic views of Lake Louise Marie and its peaceful bays. This beautifully renovated lakefront home offers modern comfort and style, featuring an open-concept main floor with a spacious kitchen, dining area, and living room—all designed for seamless entertaining. The main-floor primary suite and full

  Lisa Cozzolino Cronin & Company Real Estate

  Crescent Circle Roc Crescent Circle Rock Hill, Rock Hill, NY 12566
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  /32

  $1,995,000

  $300K PRICE DROP

  • 7 Beds
  • 7 Baths
  • 4,331 Sq Ft

  2465 Glasco Turnpike, Woodstock, NY 12498

  Rare investment opportunity in Woodstock: a collection of five unique cottages on six wooded acres located just minutes from the Village's vibrant shops, dining, and nightlife. Each home boasts a distinct personality and peaceful forest views, and all five have been successfully rented with a combination of short- and long-term tenants. Possibilities include renting all five cottages or living in

  Lillian Kology Halter Associates Realty

  2465 Glasco Turnpike, Woodstock, NY 12498
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  /91

  $795,000

  Open Sun 1PM - 3PM

  • 5 Beds
  • 3 Baths
  • 2,044 Sq Ft

  4868 New York 212, Willow, NY 12495

  Income Opportunity! This property includes a transferable short-term rental license, excellent investment and income-producing potential. Beautifully renovated and thoughtfully updated with numerous high-end upgrades, see below, this versatile 4-5 bedroom, 3-bath home sits on 3.6 private acres with breathtaking views of Ohayo Mountain, Mount Guardian, Mount Tremper, and Panther Mountain. Multiple

  Ruti kabel Keller Williams Realty HV Nort

  4868 New York 212, Willow, NY 12495
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  $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

  Catherine Quintard Compass Greater NY, LLC

  209 Fish Creek Rd, Saugerties, NY 12477
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  /7

  $395,000

  • 13 Beds
  • 2 Baths
  • 3,200 Sq Ft

  460 Albany Ave, Kingston, NY 12401

  Creative financing considered. Located in the heart of the rapidly evolving Midtown Kingston corridor, this mixed-use investment property offers immediate cash flow with substantial upside potential. The property consists of three units, including two occupied residential apartments and one vacant commercial space with the possibility of conversion to an additional residential unit, subject to

  LINO MENDOGNI Exit Realty Connections

  460 Albany Ave, Kingston, NY 12401
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  $329,000

  • 6 Beds
  • 3 Baths
  • 2,091 Sq Ft

  6 Jean St, Ellenville, NY 12428

  Located in a quaint neighborhood entering the village of Ellenville, 6 Jean street is a fantastic investment opportunity or perfect first home. Offering just over 2,000 square feet of living space and featuring 6 bedrooms this is a unique opportunity that does not come up often. Large living areas with high ceilings fill the center of the home. A kitchen equipped with plenty of cabinets, counter

  Zachary Jarvis BHHS Nutshell Realty

  6 Jean St, Ellenville, NY 12428
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  $594,000

  $35K PRICE DROP

  • 5 Beds
  • 3 Baths

  696 Sawkill Rd, Kingston, NY 12401

  Great blend of old and new. An upstairs 2008 addition was built around this solid 1784 stone house as well as a myriad of upgrades, reinforcements and improvements, including a beautiful back deck off the main upstairs bedroom built last year as well as new gutters and a new chimney. New back porch just completed. The stone wall has been recently fortified with added drainage. Well pump only 2

  William Carey Win Morrison Realty

  696 Sawkill Rd, Kingston, NY 12401
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  $529,000

  • 8 Beds
  • 4 Baths

  53 Main St, Highland, NY 12528

  Some properties ask you to be patient. This one puts money in your pocket from closing day. Fully occupied and cash flowing, this commercial-residential multi-family sits on Main Street in the heart of Highland, steps from the Walkway Over the Hudson, one of the most visited destinations in the entire Hudson Valley. Two tenanted units. Month-to-month leases. Current rents below market value. A

  Amy McArdle eXp Realty

  53 Main St, Highland, NY 12528
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  $595,000

  $54K PRICE DROP

  • 7 Beds
  • 5 Baths
  • 3,968 Sq Ft

  8643 State Route 28, Big Indian, NY 12410

  There's a certain kind of quiet you only find in the mountains - the kind that softens your pace and reminds you life can be lived with more intention. Set along Birch Creek on 1.7 acres, this nearly 4,000 sq ft property feels like a place where people come to reconnect. A place where the morning light stretches across the deck, the creek moves over the rocks, and the great room's wood-burning

  Angela Lanuto Coldwell Banker Village Green

  8643 State Route 28, Big Indian, NY 12410
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  $2,400,000

  • 5 Beds
  • 2.5 Baths
  • 2,784 Sq Ft

  220 Vista Maria Rd, Pine Bush, NY 12566

  Once part of George Inness Jr's iconic 350-acre Chetolah estate. This 5 bedroom, 2.5 bath historic Cragsmoor home includes 3 lots totaling over 34 acres of pristine land with a mix of woodlands, original trails, meadow, pond, stream, expansive views and bordering the 5000-acre Sam's Point preserve for easy hiking enjoyment. An additional cabin is located to the east of the house that has

  Carolyn Peters-Baker Keller Williams Realty HV Nort

  220 Vista Maria Rd, Pine Bush, NY 12566
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  $1,100,000

  • 6 Beds
  • 2 Baths
  • 3,162 Sq Ft

  8479 New York 28, Big Indian, NY 12410

  Welcome to 8479 Route 28, Big Indian, NY. Big Indian is a scenic hamlet within the Town of Shandaken in Ulster County, NY, located in the heart of Catskill Park along State Route 28. The area is celebrated for its rugged wilderness and mountainous terrain. This parcel displays all of that character: 172.1 +/- acres of diverse forest and mountainous terrain blended with open and brush fields

  Clint Carlson WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  8479 New York 28, Big Indian, NY 12410

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