Ulster County NY Homes under $500,000

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  /23

  $440,000

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft

  13 N Manheim Blvd, New Paltz, NY 12561

  Charming 1920 Colonial in the Heart of the Village Nestled on a quiet village street, this adorable 1920 Colonial offers timeless character and an unbeatable location—just a short walk to local restaurants, parks, and schools. Before even stepping inside the 1200 square foot home, you're greeted by a spacious covered wood front porch, perfect for morning coffee or relaxing afternoons. Upon

  Jason Schobert eXp Realty, LLC

  13 N Manheim Blvd, New Paltz, NY 12561
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• 

  

  

  /18

  $415,000

  • 3 Beds
  • 1 Bath
  • 2,006 Sq Ft

  9 Lighthouse Dr, Saugerties, NY 12477

  Original 1957 Contemporary Ranch style home. Bring your imagination and add your personal touch to make this once again a beautiful home for your family. Hardwood floors throughout original home. High ceilings in main living area, semi open concept. Large Living room & Family room nice size bedrooms, Located in the Village of Saugerties. Walking distance to the shops, restaurants and much, much

  Tracy Galvin Mid Hudson Valley Realty Corp.

  9 Lighthouse Dr, Saugerties, NY 12477
• 

  

  

  /45

  $485,000

  • 3 Beds
  • 1 Bath
  • 1,339 Sq Ft

  452 County Route 2, Accord, NY 12404

  Lyonsville Farmhouse: Restored Historic Charm & Integrated Rural Living. Discover a captivating blend of history, meticulous craftsmanship, and harmonious integration with nature in this charming farmhouse. The thorough restoration of this home reflects a commitment to quality and detail, thoughtfully blending its historic past with modern comforts and safety. Inside, you'll find a

  Francesca Noble Coldwell Banker Village GreenK

  452 County Route 2, Accord, NY 12404
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  /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
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  /14

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft

  834 1st Ave, Kingston, NY 12401

  The Porch House on the Rondout - A 1901 Kingston Classic with Modern SoulIf you've been dreaming of a Hudson Valley escape that blends architectural soul with everyday ease, this is it. Tucked on a tree-lined street just blocks from Kingston's vibrant Rondout waterfront, this stunning 1901-built home offers the rare combination of preserved character and upscale modern updates—move-in

  Machree Quaker The Machree Group, LLC

  834 1st Ave, Kingston, NY 12401
• 

  

  /21

  $429,000

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  5813 Route 44 55, Kerhonkson, NY 12446

  Set in the foothills of the Shawangunk Mountains, The Villa at Happy Minnewaska is a charming and well-appointed Cape offering more room to stretch out, with 3 bedrooms, an updated kitchen, and just the right mix of warmth, space, and style for your upstate retreat. Whether you're looking to host friends and family, rent as a getaway, or settle in full time, this turnkey home is ready for its

  Dylan Taft Taft Street Realty, Inc.

  5813 Route 44 55, Kerhonkson, NY 12446
• 

  

  /30

  $479,000

  • 3 Beds
  • 2 Baths
  • 1,438 Sq Ft

  362 State Route 32 N, New Paltz, NY 12561

  Charming Brick Ranch Nestled on a picturesque wooded lot, this beautifully updated 3 bedroom, 2 bathroom brick ranch offers 1,438 sq. ft. of inviting living space on the main level. Functional but unfinished basement doubles square footage of property, with ample space for laundry, home office, gym, storage, etc. Featuring two wood-burning fireplaces, one on each level, and a private fenced

  Jason Schobert eXp Realty

  362 State Route 32 N, New Paltz, NY 12561
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  /50

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft

  10 Erickson Rd, Arkville, NY 12406

  Cross the historic wooden covered Tappan Bridge and discover a timeless treasure: a storybook farmhouse circa 1912, perched gracefully above the rushing waters of Dry Brook Creek.Set on 1.02 acres and surrounded by thousands of acres of privately owned and conserved land that will remain forever untouched, this is a rare sanctuary for lovers of history, natural beauty, and deep,

  Sarah Broach Keller Williams Upstate NY Pro

  10 Erickson Rd, Arkville, NY 12406
• 

  

  /30

  $499,000

  • 3 Beds
  • 3 Baths
  • 2,003 Sq Ft

  17 Hickory Ln, Glenford, NY 12433

  Enjoy the best of both worlds: peaceful country living just minutes from the vibrant towns of Woodstock, Phoenicia, and Kingston's historic uptown district with its array of art galleries, shops, cafes, and farmers markets. Outdoor enthusiasts will love the nearby Ashokan Rail Trail and the magnificent Ashokan Reservoir, just a short drive away.Charming and Versatile Country Cape with

  Margaret Bryngelson Off The Wall Management LLC

  17 Hickory Ln, Glenford, NY 12433
• 

  

  /33

  $475,000

  • 3 Beds
  • 2 Baths
  • 2,715 Sq Ft

  334 Pancake Hollow Rd, Highland, NY 12528

  With 3 bedrooms, 2 full bathrooms, and 2,715 square feet of flexible living space, this turnkey home is ready for you to move right in and make it your own.At the heart of the home is a spacious open-concept kitchen and living room — perfect for everyday living and effortless entertaining. The generously sized primary suite offers both privacy and potential, with space to add an

  Leigh Wagner-Quintana Keller Williams Realty HV Nort

  334 Pancake Hollow Rd, Highland, NY 12528
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  /29

  $424,000

  • 4 Beds
  • 2.5 Baths
  • 3,072 Sq Ft

  97 Queens Hwy, Kerhonkson, NY 12446

  Don’t let the address fool you; Queens Highway feels more like a quiet country lane. This charming home is set back from the road, offering privacy and peace. Inside, you'll find fresh paint and new carpeting, along with kitchen updates that include new flooring and beautiful granite countertops. Hardwood floors on first level, carpet in living room and master bedroom. Step out from the kitchen

  Barbara Allen HomeSmart Homes & Estates

  97 Queens Hwy, Kerhonkson, NY 12446
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  /32

  $425,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft

  50 Appletree Dr, Saugerties, NY 12477

  This move-in ready, 4-bed 2-bath single-level ranch home in Barclay Heights has been tastefully renovated throughout, with contemporary Shaker-style kitchen and bathroom cabinets, quartz countertops and decorative tilework, brand-new stainless-steel appliances, and hardwearing, easy-care laminate flooring throughout. Enjoy peace of mind knowing your new home has a brand-new roof, new windows,

  Carolyn Michelle KW MidHudson

  50 Appletree Dr, Saugerties, NY 12477
• 

  

  /31

  $467,900

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

  417 New Hurley Rd, Wallkill, NY 12589

  ACCEPTED OFFER. CAN SHOW FOR BACKUP. Beautiful home on almost 3 acres ! Private yet convenient. 3 BR, 2 Bath. 30x40 3+car heated garage with its own electric panel. Automatic standby generator. Screen porch with storage underneath overlooking rear of property. Walkout to driveway family room with wood stove. Amtrol Boilermate for hot water. There is also a good size storage shed to the

  Tom Keefer HomeSmart Homes & Estates

  417 New Hurley Rd, Wallkill, NY 12589
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  /29

  $499,000

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

  27 Crosswell Manor Dr, Shokan, NY 12481

  Bright loft-style retreat with studio potential in low-tax Olive. Spacious and light, this open concept home is perfect for weekend escapes and full-time enjoyment. Set in a semi-private location with potential for lovely views with some selective cutting, the layout features Great rooms on both levels , ideal for live/work use, entertaining or a creative retreat. Upstairs,

  Laura Prince Hello Dolly Real Estate

  27 Crosswell Manor Dr, Shokan, NY 12481
• 

  

  /21

  $419,000

  • 2 Beds
  • 1 Bath
  • 996 Sq Ft

  5815 Route 44 55, Kerhonkson, NY 12446

  Set along a scenic mountain pass that winds between Kerhonkson, Gardiner, and New Paltz, this sweet two-bedroom Cottage is the kind of upstate escape that's getting harder to find. Small in all the right ways, it offers just the right amount of space to relax, recharge, and enjoy the slower pace of Hudson Valley living, whether for weekends, weeks at a time, or year-round stays. Inside, the home

  Dylan Taft Taft Street Realty, Inc.

  5815 Route 44 55, Kerhonkson, NY 12446
• 

  

  /29

  $400,000

  • 3 Beds
  • 2.5 Baths
  • 1,074 Sq Ft

  100 Lake Rd, Lake Katrine, NY 12449

  Location, location, location!!! This property is located just minutes from restaurants, Walmart, Lowes, Home Depot and more! Although minutes away, it feels like you are living in the country. The 3 bedroom, 2.5 bath home features a spacious kitchen & living room. The huge back yard has plenty of room to play and relax in your above ground pool. Many new features throughout the home. Don't miss

  George Denise Keller Williams Realty HV Nort

  100 Lake Rd, Lake Katrine, NY 12449
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  /32

  $499,000

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

  321 Spadola Ln, Pine Bush, NY 12566

  Welcome to your peaceful getaway at the foot of the beautiful Shawangunk Mountains! This charming log home sits on 2.2 acres and features a stocked pond where you will find largemouth bass, sunny's, bluegill fish and carp fed by a cool, natural spring. Pack your fishing rod! Tucked away on a private road, the home offers 1,968 sq ft of cozy, rustic living space with soaring ceilings in the

  Debbie Goldstein Howard Hanna Rand Realty

  321 Spadola Ln, Pine Bush, NY 12566
• 

  

  /31

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  3 Cedar Ln, Kerhonkson, NY 12446

  Move right into this spacious, well maintained 3 bedroom 2 bath home for sale minutes from Minnewaska State Park. Enjoy simple, open concept living with a large kitchen and plenty of cabinets and counter space providing easy access to the dining room and living area. Off the main foyer, you will find a small home office space that is easily accessible to the main living area of the home. All

  Zachary Jarvis Berkshire Hathaway Homeservice

  3 Cedar Ln, Kerhonkson, NY 12446
• 

  

  /50

  $450,000

  • 5 Beds
  • 4 Baths
  • 1,890 Sq Ft

  155 Tuckers Corners Rd, Highland, NY 12528

  Welcome to 155 Tuckers Corners Rd – a charming 1928 Craftsman Bungalow nestled on 3.37 private acres in Highland. This spacious home offers 5 bedrooms and 1.5 bathrooms in the main residence, along with a walk-out basement featuring a full in-law suite complete with its own kitchen, living room, bedroom, and full bath. Please note: the square footage does not include the finished lower-level

  Anais O'Connor Compass Greater NY, LLC

  155 Tuckers Corners Rd, Highland, NY 12528
• 

  

  /25

  $499,500

  • 3 Beds
  • 1 Bath
  • 1,164 Sq Ft

  44 Overlook Dr, Woodstock, NY 12498

  Three bedroom, one bath, 1124 ft.2 in Woodstock. Walking distance to the Bearsville theater formally owned by Bob Dylan's manager, Albert Grossman with music and restaurants. New refrigerator, new dishwasher, stove like new ( three years old). Hot water tank(3 years old) microwave, new carpet, professionally painted inside and out, living room and large multi use room (could be 4th bedroom) not

  Qizhan Yao Realmart Realty, LLC

  44 Overlook Dr, Woodstock, NY 12498
• 

  

  /7

  $489,000

  • Land
  • 38 Acres
  • $13,040 per Acre

  tbd Dug Hill Rd, Hurley, NY 12443

  A rare opportunity to own 37.5 acres across two separate parcels in the heart of the Hudson Valley. Nestled in the sought-after town of Hurley, these wooded lots offer privacy, serenity, and endless potential for your Upstate dream home. Whether you envision a rustic cabin, a modern retreat, or a family estate, these parcels provide a blank canvas for your imagination. Picture crafting a

  Richard Vizzini Corcoran Country Living

  tbd Dug Hill Rd, Hurley, NY 12443
• 

  

  /21

  $450,000

  • 4 Beds
  • 2 Baths
  • 2,266 Sq Ft

  12 Woodside Place, Highland, NY 12528

  Come see this home that offers a perfect combination of charm, convenience, and community. This beautiful 4-bedroom, 2-bath home is full of character, featuring original hardwood floors and elegant French doors. The spacious living and dining areas are ideal for family gatherings, while the kitchen boasts stunning granite countertops, perfect for cooking and entertaining. Enjoy peaceful mornings

  Geraldine Gaudioso Century 21 Alliance-NP

  12 Woodside Place, Highland, NY 12528
• 

  

  /41

  $495,000

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

  3523 Route 212, Bearsville, NY 12409

  WOODSTOCK ARTS AND CRAFTS CLASSIC - Circa 1905 vintage details of this 3 bedroom, 2 bath home include wide plank floor boards, tin ceiling, custom built-in's and rocking chair front porch. Many recent improvements—roof, heating system, drainage system—bring the home's function into the 21st Century. Every room (except the kitchen) on all 3 levels has been fully renovated to a high standard,

  Peter Cantine Halter Associates Realty

  3523 Route 212, Bearsville, NY 12409
• 

  

  /31

  $499,000

  • 4 Beds
  • 1.5 Baths
  • 2,418 Sq Ft

  149 River Rd, New Paltz, NY 12561

  Dutch Colonial Charm on Nearly 2 Acres — Between New Paltz & KingstonTucked away on a quiet country road in Rosendale and perfectly positioned between New Paltz and Kingston, this 4-bedroom, 2-bath Dutch Colonial rests on nearly 2 flat, tree-lined acres — ideal for gardening, play, and pets.With 2,340 square feet of flexible living space, the home offers a layout that blends

  Leigh Wagner-Quintana Keller Williams Realty HV Nort

  149 River Rd, New Paltz, NY 12561
• 

  

  /35

  $450,000

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

  17 Boice Mill Rd, Kerhonkson, NY 12446

  Welcome to your serene escape in the heart of the Hudson Valley! This rare and distinctive hexadecagon-shaped contemporary home in Kerhonkson offers both style and tranquility on 3.3 private acres. With 3 bedrooms, 2.5 bathrooms, and over 2,500 square feet of finished living space, this thoughtfully designed retreat blends modern comfort with a unique architectural footprint rarely found on the

  Virginia Corbett eXp Realty

  17 Boice Mill Rd, Kerhonkson, NY 12446
• 

  

  /35

  $499,900

  • 4 Beds
  • 2.5 Baths
  • 2,037 Sq Ft

  2755 New York 32, Kingston, NY 12401

  Charming Cape Cod Retreat in the Heart of Kingston's Historic Waterfront DistrictWelcome to your Kingston dream home—where timeless charm meets modern convenience just minutes from the vibrant Historic Rondout Waterfront. This spacious and beautifully maintained 4-bedroom, 2.5-bathroom Cape Cod offers everything today's buyer craves: comfort, character, and location.Step inside

  Machree Quaker The Machree Group, LLC

  2755 New York 32, Kingston, NY 12401
• 

  

  /9

  $480,000

  • 2 Beds
  • 1 Bath
  • 2,200 Sq Ft

  1300 Burlingham Rd, Pine Bush, NY 12566

  One of a kind beautiful property for sale. This beautiful house has 2 bedrooms, 2 baths, spacious family room, living room, dinning room, and a renovated kitchen. The lower level has 3 car garage with a lot of potential. Enjoy the oversized deck with a beautiful gazebo. This property is .63 acre. Large fenced backyard that is great big gatherings.

  Rafael Chalas Motivated Access Realty Corp.

  1300 Burlingham Rd, Pine Bush, NY 12566
• 

  

  /17

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,647 Sq Ft

  121-1 Mountain Rd, Shokan, NY 12481

  RECENTLY REDUCED! THIS HOME IS A MUST SEE IN PERSON!Welcome to 121-1 Mountain Road in Shokan, NY! Nestled in this tranquil town, this charming ranch styled home offers a seamless blend of comfort, creativity, and outside natural beauty. Set back from the road on a 1.6 acre lot, this residence spans over 1600 sq. ft of connected living and dining space, with room to grow and

  Jayme Staten United Real Estate HV Edge

  121-1 Mountain Rd, Shokan, NY 12481
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  /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
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  /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
• 

  

  /22

  $425,000

  • 2 Beds
  • 1 Bath
  • 1,365 Sq Ft

  59 South St, Highland, NY 12528

  Charming 1900 Two-Story Farmhouse with Vintage Character... Step into timeless charm with this lovingly cared for two-story farmhouse, built circa 1900 and brimming with original character. Featuring authentic hardwood floors, this 2-bedroom home offers cozy living spaces, walk-in closets, and a woodstove perfect for those crisp Hudson Valley evenings. Enjoy peaceful mornings on the classic

  jeff farnell John J Lease REALTORS Inc

  59 South St, Highland, NY 12528
• 

  

  /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
• 

  

  /50

  $475,000

  • 4 Beds
  • 2 Baths
  • 1,313 Sq Ft

  5 Fairview Ave, New Paltz, NY 12561

  Prime Investment Opportunity in the Heart of New Paltz! Welcome to this spacious and well-maintained 4-bedroom, 2-bathroom home located directly across the street from SUNY New Paltz. This property is a rare find in the Village of New Paltz, offering unbeatable convenience for students, faculty, or investors looking for a high-demand rental. Inside, the home features a large eat-in kitchen with

  Dawn Passante Coldwell Banker Village GreenN

  5 Fairview Ave, New Paltz, NY 12561
• 

  

  /13

  $475,000

  • Land
  • 4.32 Acres
  • $109,954 per Acre

  2 Red Rock Rd, Wawarsing, NY 12489

  2 Red Rock Road in Wawarsing is a rare opportunity to own one of 22 properties in South Hill, a carefully planned community offering residents the chance to live in harmony with nature while being part of the vibrant surrounding communities of the Catskills. This 4.32 acre lot has stunning mountain and water views. To fully understand its character and the lifestyle it offers you have to

  Antonio Parrotta Coldwell Banker Village GreenN

  2 Red Rock Rd, Wawarsing, NY 12489
• 

  

  /12

  $450,000

  • 3 Beds
  • 2 Baths

  4791 U S 209, Accord, NY 12404

  New construction single family home, ready to move in.

  Derek Eisenberg Continental Real Estate Group

  4791 U S 209, Accord, NY 12404
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  /34

  $479,900

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  11 Lyman Todd Dr, Arkville, NY 12406

  Private getaway 2.5 hours from Manhattan. Enjoy nature at this secluded and tranquil mountain house just minutes away from great skiing at Belleayre Mountain and a short drive from local restaurants, shops, farmers markets and nature parks. Open-concept living room with wood-burning stove, fireplace, Breakfast nook, dining area, 3 bedrooms with 1 queen and 2 full beds, 2 full bathrooms, laundry

  Fred Waring Corcoran Country Living

  11 Lyman Todd Dr, Arkville, NY 12406
• 

  

  /30

  $425,000

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  37 Mary's Ln, Stone Ridge, NY 12484

  Welcome to your dream hideaway, tucked at the end of a quiet dead-end country road just minutes from the heart of the charming Stone Ridge. This enchanting ranch-style home sits on 1.5 lush, private acres—where open lawn meets peaceful forest, creating the perfect backdrop for morning coffee, afternoon strolls, or starry nights by the fire. Step inside to a warm and inviting living space filled

  Sangi Nouweland Coldwell Banker Village GreenK

  37 Mary's Ln, Stone Ridge, NY 12484
• 

  

  /28

  $449,900

  • 3 Beds
  • 2 Baths
  • 1,746 Sq Ft

  88 Boyce Rd, Glenford, NY 12433

  Set back from the road and nestled on 1.40 acres atop a gentle hill, sits a sprawling ranch , surrounded by woods and nature. This lovely three-bedroom, two-bath home has been thoughtfully maintained over the years, offering peace, privacy, and a true sense of seclusion. The open floor plan features hardwood floors and large windows throughout, filling the home with natural sunlight and warmth.

  Megan Rios Berardi Realty

  88 Boyce Rd, Glenford, NY 12433
• 

  

  /28

  $400,000

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft

  18 Harrington St, New Paltz, NY 12561

  Welcome to 18 Harrington Street - A Sunlit Village Ranch with Endless Possibility Located on a sunny corner lot in the heart of the Village of New Paltz, this well-loved ranch has been owned by the same family since it was built—a testament to its solid bones and timeless charm. With 1,176 sq. ft. of main living space and an additional 500 sq ft of partially finished basement, this 3-bedroom,

  Julie Mazur Compass Greater NY, LLC

  18 Harrington St, New Paltz, NY 12561
• 

  

  /35

  $499,000

  • 4 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  1130 Sawkill Rd, Kingston, NY 12401

  Under contractUnicorn found—run, don't walk! This rare and remarkable property truly checks all the boxes. With a sleek and durable standing seam metal roof, a brand new heating system, and energy-efficient new windows, the home offers both charm and peace of mind. Tucked in a prime location just minutes from Woodstock, Kingston, and the Thruway, it's the perfect blend of convenience and

  Benjamin Armento Coldwell Banker Village Green

  1130 Sawkill Rd, Kingston, NY 12401

Showing Results 41 - 80, Page 2 of 4