Ulster County NY Houses under $500,000

• 

  

  

  /32

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,026 Sq Ft

  194 High Falls Rd, Saugerties, NY 12477

  Set along a quiet country road and nestled into a wooded hillside, this home is more spacious than it first appears—offering layered living, peaceful surroundings, and an outdoor setup made for slowing down.Upstairs, you'll find the kitchen, a generous dining area, the main living room, full bath, and two railroad-style bedrooms. Off the living room, a deck floats among the trees—perfect for

  Monica Schwerberg Compass Greater NY, LLC

  194 High Falls Rd, Saugerties, NY 12477
• 

  

  

  /29

  $499,000

  • 2 Beds
  • 1 Bath
  • 1,012 Sq Ft

  172 Stone Dock Rd, High Falls, NY 12440

  Waterfront and on a golf course! Just 90 minutes from Metro NY, this two-bedroom chalet style home with 2.3 acres and expansive frontage on the Rondout Creek is also sited on the 7th green and at the end of a cul-de-sac. The wrap around deck allows for seasonal dining and enjoyment of the outdoors, including sunsets and the lovely creek. The great room includes a generous sized living room and

  Laurel Sweeney Berkshire Hathaway Homeservice

  172 Stone Dock Rd, High Falls, NY 12440
• 

  

  

  /41

  $400,000

  • 4 Beds
  • 3 Baths
  • 2,068 Sq Ft

  9 Buena Vista Ave, Wallkill, NY 12589

  This farmhouse-style colonial boasts a charming oversized front porch, perfect for enjoying your morning coffee or evening chats. The first floor offers a spacious layout, featuring a large living room and a dining room ideal for entertaining. You'll also find a large farm-style kitchen with a center island, ample storage including a walk-in pantry, an extra-large bedroom which can double as a

  Rosemary Sidoti Howard Hanna Rand Realty

  9 Buena Vista Ave, Wallkill, NY 12589
• 

  

  

  /40

  $424,500

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft

  4 Schuler Ln, Lake Katrine, NY 12449

  Welcome to this mid century home located on a corner lot, this timeless split style is awaiting its' new owners. There is pride of ownership in this well maintained house. Open floor plan with gleaming hardwood floors throughout the house. Close to school, parks, library and close proximity to Rhinecliff Bridge and shopping. This offers 3 bedrooms., 1.5 baths, one car garage with workshop.

  Joan Hagedorn Hagedorn Realty

  4 Schuler Ln, Lake Katrine, NY 12449
• 

  

  

  /36

  $445,000

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  67 Picnic Woods Rd, Clintondale, NY 12515

  Welcome to your dream ranch home in Clintondale, NY—where comfort, style, and convenience come together in perfect harmony. This clean, well-maintained home set on a serene 1-acre lot is relaxing and inviting, making it the perfect retreat. Imagine waking up to the serenity of the beautiful pond as you enjoy your breakfast on the rear deck or before sunset when the sun is low on the horizon—a

  JANICE CARRASCO Nexthome NOVACARR Realty

  67 Picnic Woods Rd, Clintondale, NY 12515
• 

  

  /37

  $495,000

  • 3 Beds
  • 2 Baths
  • 1,803 Sq Ft

  29 Harwich St, Kingston, NY 12401

  Welcome to a new remodeled Updated Cape Cod all new hardwood floors throughout. Ceramic tiles in all bathrooms. New doors and trim. White -shaker kitchen And Quartz Countertop New stainless steel appliances. Original Cedar-wood siding. A 350 ft.² garage. Double lot. And 2 driveways. Right of the corner of McDonald’s and Dunkin’ Donuts. Close to shopping and minutes to the 587 and 87

  Daniel Deutsch eRealty Advisors, Inc

  29 Harwich St, Kingston, NY 12401
• 

  

  /25

  $449,000

  • 2 Beds
  • 1 Bath
  • 756 Sq Ft

  25 Upper Cherrytown Rd, Kerhonkson, NY 12446

  Meet Jitterbug — a contemporary cottage with zero renovation drama. Tucked away on 2.5 acres in Kerhonkson and hugged by old-growth trees, this fully renovated, cedar-clad beauty is ready for you to drop your bags, cue up the nature sounds playlist (or, you know, just open the windows), and start living your best low-maintenance, care-free upstate life.Inside, things are just as lovely: a smart,

  Kristen Jock Compass Greater NY, LLC

  25 Upper Cherrytown Rd, Kerhonkson, NY 12446
• 

  

  /27

  $469,000

  • 4 Beds
  • 2 Baths
  • 2,016 Sq Ft

  1536 State Route 213, High Falls, NY 12440

  This Stone Ridge sundrenched, split level ranch has incredible views of the water shed and Stone Ridge Farm from both the upper and lower levels of the house. Beautiful floors throughout, and freshly painted. The expansive kitchen overlooks the water. The spacious living room has a charming bay window and the open concept living and dining room open onto the wood deck that has direct, jaw

  Janet Myer Houlihan Lawrence, Inc.

  1536 State Route 213, High Falls, NY 12440
• 

  

  /36

  $489,900

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  296 Circle Rd, Cragsmoor, NY 12420

  Welcome to your private sanctuary in the heart of Cragsmoor—where refined country living meets natural beauty. This executive-style ranch is gracefully sited on 4 serene acres just moments from the scenic trails and vistas of Bear Hill Preserve. Don't miss this Artist community along with hiking the Gunks, Sam's Point and so many other Mts.Tucked away on a quiet road, the setting is peaceful and

  Jeanne Boice Howard Hanna Rand Realty

  296 Circle Rd, Cragsmoor, NY 12420
• 

  

  /25

  $420,000

  • 3 Beds
  • 1.5 Baths
  • 1,562 Sq Ft

  8 Perkinsville Rd, Highland, NY 12528

  Discover your perfect Hudson Valley escape with this beautifully maintained raised ranch located in the heart of Highland, NY. Nestled on a quiet street and just minutes from the Mid-Hudson Bridge and NYS Thruway, this home offers both convenience and tranquility. This well-maintained 3-bedroom, 1.5-bath raised ranch combines classic charm with standout features—most notably, a sun-drenched

  Kelly Martin Michael A. Martin

  8 Perkinsville Rd, Highland, NY 12528
• 

  

  /26

  $444,000

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

  68 Waughkonk Rd, Kingston, NY 12401

  If you're looking for privacy don't look any further this home sits on a dead-end street with mountain views. This home has a separated hook up for a RV. property is close to Ashokan Reservoir, Walking trails, NYS thruway. Trailways bus station, skiing and much more.

  Cindy Van Steenburg Win Morrison Realty

  68 Waughkonk Rd, Kingston, NY 12401
• 

  

  /40

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,804 Sq Ft

  4073 Route 9w, Saugerties, NY 12477

  **Old World Soul Meets Modern Comfort – Hilltop Charm with Endless Possibilities**Perched proudly atop a hill, this 3-bedroom, 2-bath beauty is a rare find—where vintage charm meets practical updates, and every space tells a story. From the timeless Dutch door to the coffered ceilings and picture windows, this home offers character in spades with all the right modern touches.Step into the

  Rebecca Kane Keller Williams Hudson Valley

  4073 Route 9w, Saugerties, NY 12477
• 

  

  /23

  $450,000

  • 2 Beds
  • 1 Bath
  • 1,232 Sq Ft

  55 John St, West Hurley, NY 12491

  Nestled in the picturesque hamlet of West Hurley, New York, this charming residence offers a wonderful opportunity to embrace the tranquility and natural beauty of the Catskill Mountains. Situated in a beautiful neighborhood, this property provides a true escape while remaining conveniently located to local amenities.

  Alexander Rokicki Pennywise Properties

  55 John St, West Hurley, NY 12491
• 

  

  /41

  $429,000

  • 3 Beds
  • 3 Baths
  • 1,864 Sq Ft

  10 State Route 55, Napanoch, NY 12458

  Step back in time with this lovingly maintained circa 1900 home, where original charm meets modern comforts. Discover the craftmanship of a bygone era- this home features original hardwood floors, a graceful back staircase, and an expansive, light-filled layout that invites warmth and character throughout.The first floor offers a formal living room, spacious dining room, and large kitchen

  Mary Sheeley Century 21 Stoeckeler RE

  10 State Route 55, Napanoch, NY 12458
• 

  

  /16

  $425,000

  • 4 Beds
  • 1 Bath
  • 1,099 Sq Ft

  59 Elting Ave, New Paltz, NY 12561

  Rare Single-Level Gem in the Heart of New PaltzWelcome to 59 Elting , a charming one level 4-bedroom, 1-bath ranch-style home located on one of the most sought-after streets in New Paltz. Just steps from SUNY New Paltz and the vibrant center of the village, this 1951 classic offers the perfect blend of character, location, and potential.Situated on nearly a quarter acre, this single-level home

  Jason Schobert eXp Realty

  59 Elting Ave, New Paltz, NY 12561
• 

  

  /41

  $489,900

  • 4 Beds
  • 2 Baths
  • 1,538 Sq Ft

  170 Old Route 209, Hurley, NY 12443

  Meticulously maintained 2 story home in Historic Hurley with seasonal views to the rear, and a newly refurbished Rocking Chair Front Porch. Your guests will be greeted by gleaming hardwood floors, and a beautiful staircase. This home features 4 bedrooms and 2 full baths. One bedroom and one bath are located on the first floor. The walk-up attic will fulfill all of your storage needs. Property

  Randy Spiesman Weichert, REALTORS The Spiesma

  170 Old Route 209, Hurley, NY 12443
• 

  

  /40

  $439,000

  • 4 Beds
  • 2 Baths
  • 1,968 Sq Ft

  123 Barclay Ln, Saugerties, NY 12477

  Move right into this freshly updatedcaptivating Cape Cod located on a quiet cul-de-sac. This charming home features a desirable first floor primary suite, large walk-in closet and a brand new full bath. The open concept kitchen flows to the dining and living rooms. Enhanced with stylish new LVP (water-proof, scratch-proof) flooring throughout both floors. Upstairs you'll find three

  Sharon Farley Corcoran Country Living

  123 Barclay Ln, Saugerties, NY 12477
• 

  

  /37

  $409,900

  • 3 Beds
  • 2 Baths
  • 1,534 Sq Ft

  10 N Ohioville Rd, New Paltz, NY 12561

  Beautifully restored classic two story home, built in 1903, located just minutes from the village of New Paltz, easy access to NYS Thruway, Hudson Valley rail trail, Living room features a natural stone fireplace, bay windows flood the room with natural light. Modern kitchen with great counter and storage space, all new stainless-steel appliances. first floor bedroom and bath, laundry hook

  CAROLYN DE MICHELE

  10 N Ohioville Rd, New Paltz, NY 12561
• 

  

  /34

  $469,900

  • 4 Beds
  • 2 Baths
  • 1,522 Sq Ft

  122 New Salem Rd, Kingston, NY 12401

  Welcome to this fully renovated home nestled in the peaceful and desirable Town of Esopus. This 4-bedroom, 2-bathroom home has been thoughtfully revovated with modern finishes while maintaining its original charm, offering the perfect balance of comfort and style.The unique layout offers an open-concept living area filled with natural light, ideal for family gatherings or entertaining guests. The

  Craig Williams Dugo Realty

  122 New Salem Rd, Kingston, NY 12401
• 

  

  /35

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,786 Sq Ft

  3 Friedlander Dr, Kerhonkson, NY 12446

  Welcome to 3 Friedlander Drive! A versatile, energy-efficient ranch with income potential. This well-maintained, upgraded one-level home offers exceptional flexibility and value. With 4 bedrooms, 2 full baths, and dual living areas, it can serve as a single-family home, in-law suite, mother-daughter, extended family setup, or an income-producing rental. Key features: major upgrades include: new

  Pamela Hoveling Halter Associates Realty

  3 Friedlander Dr, Kerhonkson, NY 12446
• 

  

  /46

  $445,000

  • 1 Bed
  • 1 Bath
  • 576 Sq Ft

  1920 Old Kings Hwy, Saugerties, NY 12477

  Charming one-bedroom cottage on 2 acres, with an additional 27.60-acre flag lot behind the home—offering endless possibilities! This cozy retreat features a sun-filled living room, a good sized kitchen with an inviting breakfast bar, a generous bedroom, and a newly renovated bathroom for maximum comfort. There is also a fenced in area to the side of house that is perfect for private outdoor

  Darlene Griffin Halter Associates Realty

  1920 Old Kings Hwy, Saugerties, NY 12477
• 

  

  /62

  $469,900

  • 4 Beds
  • 2 Baths
  • 2,168 Sq Ft

  25 Birmingham Ln, Kingston, NY 12401

  Nestled just minutes from Kingston, Rosendale, High Falls, and New Paltz, this inviting two-story, four-bedroom, two-bath home offers comfort, space, and convenience on a beautifully landscaped 0.82-acre lot.The main level features generous living and dining areas—ideal for entertaining—along with a versatile bedroom, perfect for guests or a home office, plus a functional mudroom and a

  Philip Kelly Howard Hanna Rand Realty

  25 Birmingham Ln, Kingston, NY 12401
• 

  

  /25

  $500,000

  • 4 Beds
  • 2 Baths
  • 1,792 Sq Ft

  3271 Route 212, Bearsville, NY 12409

  Discover the perfect blend of comfort and opportunity in this charming duplex situated near the heart of Woodstock. This legal two-family home, each unit approximately 900 square feet, offers a unique chance to live in one side while renting out the other, making it an ideal investment property or a cozy haven for extended families.As you approach the property, a separate driveway for

  Pieta Williams Halter Associates Realty

  3271 Route 212, Bearsville, NY 12409
• 

  

  /35

  $469,000

  • 4 Beds
  • 3 Baths
  • 2,460 Sq Ft

  5744 Route 209, Kerhonkson, NY 12446

  Welcome to your dream home! Centrally located in Kerhonkson, this charming 4-bedroom, 3-bathroom log home offers a perfect blend of rustic allure and updated amenities. Windows throughout bring this 2,460 square foot log home plenty of natural light through the spacious living areas. The open kitchen offers ample granite countertop and cabinet space. Enjoy company in the breakfast nook as the

  Zachary Jarvis BHHS Nutshell Realty

  5744 Route 209, Kerhonkson, NY 12446
• 

  

  /60

  $499,000 Open Sun 1PM - 3PM

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

  807 Lucas Avenue Extension, Hurley, NY 12443

  Step back in time to this wonderful 3 bedroom, 2.5 bath Farmhouse with fabulous original wideboard floors including some made with now extinct American chestnut as well as hardwood. Settle in with a book to the 20x14 Livingroom with beautiful built in bookcase(hidden hollow space near). The entry is into the kitchen with it's hardwood floor and farmhouse style sink. To the left of the kitchen

  Randy Spiesman Weichert, REALTORS The Spiesma

  807 Lucas Avenue Extension, Hurley, NY 12443
• 

  

  /23

  $409,000

  • 5 Beds
  • 2.5 Baths
  • 2,769 Sq Ft

  62 Vestal Hills Dr, Kingston, NY 12401

  Room to grow, space to thrive, and a home that's ready to shine—welcome to 62 Vestal Hills Drive! Tucked in the Town of Ulster with a Kingston address, this spacious **5-bedroom, 2.5-bath** home blends flexibility, comfort, and style. Whether you're hosting a crowd, working from home, or dreaming of your own creative studio, there's room for it all—over 2,700 square feet of

  Jonathan Hubschman Halter Associates Realty

  62 Vestal Hills Dr, Kingston, NY 12401
• 

  

  /46

  $499,999

  • 3 Beds
  • 2 Baths
  • 1,506 Sq Ft

  27 Church St, Wallkill, NY 12589

  NEWLY RENOVATED AND MOVE IN READY!!! Discover this beautifully updated 3-bedroom, 2-bathroom Raised Ranch home, ideally situated in the heart of the Town of Wallkill and within the highly sought-after Wallkill School District. This charming home offers a prime location just minutes from Route 32, providing easy access to the Town of Plattekill, where you’ll find an array of dining options,

  Richard Baxter Keller Williams Realty

  27 Church St, Wallkill, NY 12589
• 

  

  /23

  $424,900

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  184 Lucks Rd, Greenfield Park, NY 12435

  Looking for your dream retreat in the heart of nature? This brand new 3-bedroom ranch on 5.8 beautifully wooded acres in Wawarsing with deeded lake access promises to be your ideal country escape! An ample covered porch leads into the open living/dining room with sliding glass doors to a spacious back deck which is perfect for lounging and dining while taking in the views of the expansive

  Daniel Romero Compass Greater NY, LLC

  184 Lucks Rd, Greenfield Park, NY 12435
• 

  

  /23

  $450,000

  • 2 Beds
  • 3 Baths
  • 2,322 Sq Ft

  8776 New York 28, Big Indian, NY 12410

  This spacious home on 2.1 acres is conveniently located near Belleayre Mountain Ski Center and other attractions. The second floor, recently updated, includes 4 airy rooms, skylights, and a great porch with mountain views. The first floor, once a pizza shop, features a large porch perfect for gatherings and can be easily converted into another rental unit. Appliances: Electric Water Heater

  Joel Lowy Exit Realty Venture

  8776 New York 28, Big Indian, NY 12410
• 

  

  /26

  $449,900

  • 4 Beds
  • 1.5 Baths
  • 1,950 Sq Ft

  7065 Route 209, Kerhonkson, NY 12446

  MINT! MINT! MINT Condition! Move Right in with Nothing to Do!! Beautifully Renovated! 4 Bedrooms! 1 1/2 Bathrooms! Eat in Kitchen with Stainless Steel Appliances, Granite Counter Tops, Breakfast Nook and Custom Backsplash! Master Bedroom! Living Room! Dining Room! Recessive Lighting! Gleaming Floors! New Roof, Siding, Floors, Windows and Electric! Freshly Painted! Rocking Chair Front Porch!

  Amanda Dnistrian ARC Realty 1 in Sales

  7065 Route 209, Kerhonkson, NY 12446
• 

  

  /29

  $475,000

  • 4 Beds
  • 2.5 Baths
  • 993 Sq Ft

  126 Canterbury Dr, Saugerties, NY 12477

  Beautiful 4 bedroom 2 full baths in Bishops Gate.. Built in 2004 this spacious 1986 square feet contemporary home sits nicely on 0.36 acres. Entertain friends and family in large dining area or BBQ on the grill in huge backyard where your 4 legged critters can run rampant. During the winter months sit back with a glass of beverage in front of the fireplace in either of the large living or

  Kathy Shumway Win Morrison Realty-K

  126 Canterbury Dr, Saugerties, NY 12477
• 

  

  /47

  $479,000

  • 4 Beds
  • 2 Baths
  • 1,883 Sq Ft

  179 Grove St, Tillson, NY 12486

  Seller will consider all Offers! Welcome to 179 Grove St. in the much sought after Hamlet of Tillson. This Classic 1940's Country Cape offers L.R with Hardwood flooring and Fireplace. Tastefully updated Kitchen with newly refurbished wood flooring, new cabinetry, new appliances, and the coziest Breakfast Nook flooded by an abundance of Easternly Morning sun. The D.R leads to a 4 season sunroom

  Patricia Betterton Howard Hanna Rand Realty

  179 Grove St, Tillson, NY 12486
• 

  

  /42

  $499,999

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

  11 Rock Mountain Estates, Accord, NY 12404

  Charming Four Bedroom 2.5 bath Cape on 2 Acres, located on a well maintained dead end road. As you enter the home , open floor plan between living room , dining room, and kitchen leading to a fantastic deck overlooking a Phenomenal backyard. The main floor has a Primary bedroom with a full bath and a second bedroom. Second Level boasts a large bedroom with a half bath. This floor also includes

  Meghan Betterton Howard Hanna Rand Realty

  11 Rock Mountain Estates, Accord, NY 12404
• 

  

  /32

  $475,000

  • 3 Beds
  • 3 Baths
  • 1,920 Sq Ft

  35 Mountain Rd, Shokan, NY 12481

  MULTIPLE OFFERS: HIGHEST AND BEST BY 5PM TUESDAY, JULY 22Welcome to Your Private Oasis!Motivated estate! Come and discover the serenity and charm of this beautiful ranch nestled on a private, pastoralDiscover the serenity and charm of this beautiful ranch 6.2-acre estate. With nearly 2,000 square feet of living space, this home offers an idyllic retreat surrounded by nature's

  Machree Quaker The Machree Group, LLC

  35 Mountain Rd, Shokan, NY 12481
• 

  

  /37

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,818 Sq Ft

  27 Sands Ave, Milton, NY 12547

  This charming Victorian, meticulously renovated as of June 2025, offers 1,818 square feet of generously proportioned living space, plus an oversized two-story garage with a full second floor—ideal for an art studio, workshop, music space, or home office.Perched across the street from Milton-on-Hudson's new riverfront park, this home enjoys an expansive front lawn from its rocking chair

  Lesli Uribe Corcoran Country Living

  27 Sands Ave, Milton, NY 12547

Showing Results 81 - 115, Page 3 of 3