Ulster County NY Homes under $500,000

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  /34

  $495,000

  • 5 Beds
  • 4 Baths
  • 2,366 Sq Ft

  258 Martin Ave, Highland, NY 12528

  ACCEPTED OFFER AS OF SEPT 2, 2025. Major space meets major opportunity: This versatile 2-family home nestled on 2 sunny acres offers privacy plus big potential for comfortable living and extra income. Perfectly adaptable, you can rent both units, live in one while renting the other, or knock down a wall to create a spacious single-family residence. The first unit is an extra roomy, one-level home

  

  Hayes Clement

  Compass Greater NY, LLC

  (845) 377-4797

  258 Martin Ave, Highland, NY 12528
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  /47

  $499,000

  • 6,132 Sq Ft

  737 Broadway, Ulster Park, NY 12487

  Opportunity opportunity opportunity Opportunity on 9W / Broadway in Ulster ParkRare chance to acquire a below-market, mixed-use property with strong live-work and development potential.What you getA large warehouse space with high ceilings and wide-open footprints, numerous electrical outlets for shop needs + currently prepped for a bathroom installation for the

  

  Michael Carr

  eXp Realty

  (329) 666-0915

  737 Broadway, Ulster Park, NY 12487
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  /28

  $450,000

  • 3 Beds
  • 1.5 Baths
  • 1,670 Sq Ft

  146 Schultz Ln, Kingston, NY 12401

  Price Reduction. s Privacy A Priority? If So, This Well Maintained, Well Cared For Home May Be Just What You Are Looking For! Tucked Away In One Of The Most Desirable Neighborhoods In Port Ewen NY And On A Dead End Road, Sets This Three Bedroom, Two Bath Brick Ranch Available For Immediate Occupancy With One Level Living At Its Finest. This Single Family Home Displays Kitchen With Stainless Steel

  

  Joyce Stanton

  Century 21 Hudson Valley Rlty.

  (329) 210-0770

  146 Schultz Ln, Kingston, NY 12401
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  /25

  $449,900

  • 2 Beds
  • 1 Bath
  • 1,680 Sq Ft

  66 Hill Rd, Kingston, NY 12401

  Discover a one-of-a-kind retreat at 66 Hill Road, a character-rich home nestled on 1.7 acres in Kingston, NY. Built in 1980, this 2-bedroom, 1-bath residence offers approximately 1,680 sq ft of living space, blending rustic charm with modern comfort.Inside, you'll find spacious living areas with three bedrooms and a full bath, providing ample space for family and guests. The finished walk-out

  

  Michael Carr

  eXp Realty

  (845) 581-7951

  66 Hill Rd, Kingston, NY 12401
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  /33

  $449,925

  • 5 Beds
  • 3 Baths
  • 1,624 Sq Ft

  26 Saunders Ln, Wawarsing, NY 12489

  Lovely one level living on nice level land with an oversized heated 2 bay 32 x 40 garage, perfect for the car enthusiast. The home sits on .64 acre bordering Lippman Recreational Park and is located on a dead end street. Walk through your backyard and access the walking trails , soccer, baseball fields, basketball, fishing pond and playground. The home is set up as a 2 family with a separate

  

  Patricia Cannizzaro

  CENTURY 21 ALLIANCE REALTY GROUP

  (845) 302-3464

  26 Saunders Ln, Wawarsing, NY 12489
• 

  

  /41

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 1,870 Sq Ft

  3 Rose Dr, Kerhonkson, NY 12446

  Welcome to 3 Rose Drive, your move-in ready escape in one of the region’s top outdoor destinations. This 3-bedroom, 2.5-bath home features newly finished hardwood floors, updated appliances (including new refrigerator, washer, and dryer), and abundant natural light from large windows throughout. The generously sized bedrooms provide a clean slate, ideal for a nursery, studio, or home

  

  Anesha Nesbitt

  eXp Realty

  (845) 378-4553

  3 Rose Dr, Kerhonkson, NY 12446
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  /42

  $409,900 Open Sat 12PM - 2:30PM

  • 3 Beds
  • 2 Baths
  • 1,960 Sq Ft

  12 Wyms Heights Dr, Marlboro, NY 12542

  Fully Available--Dreaming of a weekend retreat or a place to call home year-round? You can own this private retreat located in Marlboro, NY-- a charming log home where rustic elegance creates a relaxing and peaceful living experience. Nestled in a serene, picturesque setting, this 3-bedroom, 2 bath log home offers the perfect blend of comfort, character and convenience. Step inside and be

  

  Kathy White

  Exit Realty Connections

  (845) 448-2247

  12 Wyms Heights Dr, Marlboro, NY 12542
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  /56

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,779 Sq Ft

  49 Ulster & Delaware Turnpike, Highmount, NY 12441

  Discover your dream ski home in a prime location minutes to Bellleayre Ski Center! This completely renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and proximity to the slopes. Step inside to an open-concept living space designed for seamless entertaining and cozy gatherings. The centerpiece of the living area is an impressive floor to ceiling stone fireplace,

  Jeffrey Ashton Coldwell Banker Timberland Pro

  49 Ulster & Delaware Turnpike, Highmount, NY 12441
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  /50

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,779 Sq Ft

  49 Ulster & Delaware Turnpike, Shandaken, NY 12480

  Discover your dream ski home in a prime location minutes to Bellleayre Ski Center! This completely renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and proximity to the slopes. Step inside to an open-concept living space designed for seamless entertaining and cozy gatherings. The centerpiece of the living area is an impressive floor to ceiling stone fireplace,

  Jeffrey Ashton Listing by Coldwell Banker Timberland Properties

  

  49 Ulster & Delaware Turnpike, Shandaken, NY 12480
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  /22

  $465,000

  • Land
  • 60.8 Acres
  • $7,648 per Acre

  0 Camp Rd Unit 21957838, Wawarsing, NY 12428

  Beautifully situated at the end of Ulster Heights Lake is this 60.8 acre parcel located in Ellenville NY, Ulster County.This property would be a perfect spot for your new home or cabin with many variations of recreational use or logging potential. The property consists of an approximate 1,000 ft. driveway that leads to a nicely maintained 10 acre field. Majority of the woodlands are

  Danielle Hoeverman NY Land Quest

  0 Camp Rd Unit 21957838, Wawarsing, NY 12428
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  /40

  $468,000

  • 3 Beds
  • 1.5 Baths
  • 1,446 Sq Ft

  70 Stahlman Place, Kingston, NY 12401

  This well maintained split level home is located in the Hudson Valley, and in one of Kingston's most desirable neighborhoods, minutes away to shopping, schools, art galleries, historic districts, Hudson River and major highways. The spacious backyard oasis with it's covered stone patio, stone BBQ kitchen area, peaceful water feature and firepit is perfect for large gatherings or a retreat from

  Pietro Altomare

  70 Stahlman Place, Kingston, NY 12401
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  /39

  $489,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 1,872 Sq Ft

  25 Country Pond Ln, Modena, NY 12548

  Tucked away at the end of a quiet dead-end road in the Wallkill School district, this classic Colonial offers privacy, space, and timeless appeal. Set back from the street and surrounded by trees, this 3-bedroom, 2.5-bath home sits on a beautifully maintained lot in a lovely neighborhood.Inside, you'll find a light-filled layout featuring hardwood flooring, neutral finishes, and spacious

  Virginia Corbett eXp Realty

  25 Country Pond Ln, Modena, NY 12548
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  /29

  $454,000

  • 3 Beds
  • 1.5 Baths
  • 2,067 Sq Ft

  17 Johnston Ave, Kingston, NY 12401

  Just steps from the Stockade district, this 3 bedroom, 1.5 bath home offers over 2,000 square feet of living space on a generous 1/3 of an acre city lot. Inside you will find 10 foot ceilings, original 1900's old growth hardwood floors, Bay windows, and a fireplace all brimming with character. While the home is ready for updates and some TLC, its solid bones and historic details provide the

  Gianfranco Pellegri Grist Mill Real Estate

  17 Johnston Ave, Kingston, NY 12401
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  /46

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,342 Sq Ft

  33 Hudson Terrace Unit 39, Marlboro, NY 12542

  “The River View Bungalows”Tucked on a sweet half-acre with a Hudson River view, this darling duo of bungalows offers storybook charm and modern comfort all in one. Perfect as a little compound, weekend escape, or creative retreat, these two cottages sit side-by-side with garden paths, rocking-chair porches, and a vegetable patch that feels like your own secret Eden.The first

  Leigh Wagner-Quintana Keller Williams Hudson Valley

  33 Hudson Terrace Unit 39, Marlboro, NY 12542
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  /36

  $460,000

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

  11 Lyman Todd Dr, Arkville, NY 12406

  Your Private Mountain Escape Awaits 2.5 hours from Manhattan. Surrounded by 4.5 acres of pristine landscape, this beautifully renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and natural beauty. Ideally located just minutes from the slopes of majestic Belayer Mountain and a short drive from vibrant shops and restaurants, this property provides year-round appeal for

  Fred Waring Corcoran Country Living

  11 Lyman Todd Dr, Arkville, NY 12406
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  /41

  $449,900

  • 4 Beds
  • 1.5 Baths
  • 2,342 Sq Ft

  345 Lucas Ave, Kingston, NY 12401

  Discover this stunning Kingston gem-a 2,342 sq. ft. home that combines classic character with thoughtful modern updates. From the welcoming foyer, you'll find a bright, open layout with 4 generously sized bedrooms and 1 1/2 stylishly updated bathrooms. A flexible bonus room that offers options as a 5th bedroom, home office, fitness space or art studio. Beautiful hardwood floors flow throughout,

  Edwin Rodriguez Keller Williams Hudson Valley

  345 Lucas Ave, Kingston, NY 12401
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  /43

  $450,000

  • 4 Beds
  • 2 Baths
  • 1,502 Sq Ft

  19 N Ohioville Rd, New Paltz, NY 12561

  Charming four bedroom home. Updated move-in ready, French doors from the sun filled den lead to a relaxing deck. The deck overlooks a deep back yard lush with mature plantings and trees.Moving your family to the top-rated public schools of New Paltz?Hired to teach at SUNY?Need a space to buy for student housing ? YOU FOUND ITContents available

  Claudia Andreassen Andreassen Properties LLC

  19 N Ohioville Rd, New Paltz, NY 12561
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  /29

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  15 Cipriano Rd, Clintondale, NY 12515

  Spacious Ranch with Finished Walk-Out Basement, Solar Panels & Hudson Valley CharmWelcome to 15 Cipriano Road—a bright, beautifully maintained ranch-style home nestled in the scenic countryside of Clintondale, NY. With 3 bedrooms, 2 full bathrooms, and a thoughtfully designed layout, this home offers modern comfort, classic charm, and energy efficiency—just 72 miles north of the George

  Heather Bragg ReAttached

  15 Cipriano Rd, Clintondale, NY 12515
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  /25

  $449,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  42 Markle Rd, Kerhonkson, NY 12446

  42 Markle Rd, Kerhonkson — Your Instagram-Worthy Hudson Valley HideawayJust 99 miles from the George Washington Bridge, this fully renovated 2-bedroom, 2-bath home blends city-chic design with country tranquility. From the sleek dark gray exterior to the trendy designer lighting and brand-new kitchen with stainless steel appliances, every detail has been curated for style and comfort.

  Heather Bragg ReAttached

  42 Markle Rd, Kerhonkson, NY 12446
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  /33

  $449,900

  • 3 Beds
  • 2 Baths
  • 1,593 Sq Ft

  101 Hinsdale St, Kingston, NY 12401

  First time on the market in Decades! Situated on a prominent corner lot in a highly desirable neighborhood, this unique property offers an exceptional LIVE/WORK opportunity—blending residential comfort with business flexibility. Whether you're an entrepreneur, creative, hobbyist, or remote worker, this is your chance to live and work seamlessly from one versatile location. The charming

  Megan Rios Berardi Realty

  101 Hinsdale St, Kingston, NY 12401
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  /29

  $475,000

  • 3 Beds
  • 2 Baths
  • 2,308 Sq Ft

  348 Old State Route 28, Glenford, NY 12433

  Located just minutes from the vibrant villages of Woodstock and Kingston and surrounded by some of the best hiking in the Hudson Valley, this spacious Colonial offers incredible potential. The flexible layout features a large eat-in kitchen, separate dining area, cozy sitting area with a wood-burning fireplace, and an oversized family room. A full bathroom with both a soaking tub and

  Jessica Brasseur Houlihan Lawrence Inc.

  348 Old State Route 28, Glenford, NY 12433
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  /50

  $459,000

  • 5 Beds
  • 2.5 Baths
  • 4,022 Sq Ft

  5 Burma Rd, Marlboro, NY 12542

  5-Bedroom Farmhouse on Over 2 Acres with Endless Possibilities!Welcome to this spacious and versatile 4000+ sq. ft. farmhouse, perfectly situated on 2.2 private acres, offering the ideal blend of classic charm and modern functionality. Whether you're dreaming of a multi-purpose residence, home business, or entertainment haven, this property delivers on all fronts.Key

  BRIDGET CAPAWANA Exit Realty Connections

  5 Burma Rd, Marlboro, NY 12542
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  /28

  $449,000

  • 3 Beds
  • 2.5 Baths
  • 1,978 Sq Ft

  14 Orchard Hills Rd, Ulster Park, NY 12487

  Discover the perfect blend of comfort and convenience in this charming three-bedroom, two-and-a-half-bathroom home nestled at the quiet end of a peaceful cul-de-sac. This well-designed 1,978 square foot residence offers the luxury of one-level living, making daily life effortlessly enjoyable. Step inside to find a spacious and luminous living room featuring soaring vaulted ceilings that create an

  Anna Barcone BHHS Nutshell Realty

  14 Orchard Hills Rd, Ulster Park, NY 12487
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  /34

  $449,000

  • 3 Beds
  • 2.5 Baths
  • 2,217 Sq Ft

  13 Dragotta Rd, Marlboro, NY 12542

  Welcome to 13 Dragotta Road, a beautifully maintained raised ranch offering the perfect blend of comfort, charm, and convenience in the heart of Marlboro. This spacious 3-bedroom, 2.5-bathroom home spans over 2,200 square feet and sits on a meticulously landscaped lot that makes an immediate impression.Step inside to find a bright and inviting living room featuring a large bay window that

  Virginia Corbett eXp Realty

  13 Dragotta Rd, Marlboro, NY 12542
• 

  

  /29

  $455,000

  • 4 Beds
  • 2 Baths
  • 1,443 Sq Ft

  32 N Oakwood Terrace, New Paltz, NY 12561

  Welcome to this beautifully maintained brick-faced Cape Cod in the heart of the Village of New Paltz. This 4-bedroom, 2-bathroom home is just moments from all the shopping, dining and charm that Main Street has to offer.Step inside to a warm and inviting living room featuring a classic wood-burning fireplace and a large bay window that fills the space with natural light. The eat-in kitchen

  Michael Dunstan RE/MAX Town & Country

  32 N Oakwood Terrace, New Paltz, NY 12561
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  /39

  $449,000

  • 3 Beds
  • 1.5 Baths
  • 1,764 Sq Ft

  407 Linderman Ave, Kingston, NY 12401

  Welcome to this well-kept 3-bedroom, 2-bath home, sited on a spacious 0.43-acre lot. Offering a perfect blend of comfort, versatility, and convenience, this home includes a separate accessory apartment ideal for multi-generational living or a private guest suite. The main level features a generous living room, formal dining area, and eat-in kitchen with ample cabinet space. Down the hall are

  Louis Naccarato Berardi Realty

  407 Linderman Ave, Kingston, NY 12401
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  /33

  $450,000

  • 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
• 

  

  /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
• 

  

  /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
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  /15

  $450,000 Open Sat 10AM - 2PM

  • 3 Beds
  • 2 Baths

  4791 U S 209, Accord, NY 12404

  New modular single family home, ready to move in. Open floor plan living room, kitchen, dining area. Master bedroom with bath, large closet. Second bedroom. Third room for office,, bedroom. Full basement with french door and single door opening to back yard. Three decks.

  Derek Eisenberg Continental Real Estate Group

  4791 U S 209, Accord, NY 12404
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  /49

  $450,000

  • 3 Beds
  • 1.5 Baths
  • 1,092 Sq Ft

  13 Sharon Dr, Highland, NY 12528

  Beautiful Ranch totally renovated ,new roof 2025 ,new siding 2025.Offer 3 bath and 1.5 Bath .Welcome to this charming ranch style home featuring 3 cozy bedrooms. As you step inside you will be greeted by beautiful commerce floors that flow seamlessly throughout the living spaces. The spacious kitchen boasts a charming breakfast area with sliders leading to the stone patio, making it the ideal

  Drita Shala Howard Hanna Rand Realty

  13 Sharon Dr, Highland, NY 12528
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  /25

  $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
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  /55

  $459,900

  • 4 Beds
  • 2.5 Baths
  • 1,229 Sq Ft

  94 Tammany St, Kingston, NY 12401

  Welcome Home to Modern Comfort in the Heart of KingstonStep into this four-bedroom, two-and-a-half-bath home nestled in one of Kingston's most desirable neighborhoods. Boasting 1,804 square feet of thoughtfully designed split level living space, this property seamlessly blends classic charm with modern convenience.The kitchen is ready for your personal touch, with ample cabinet

  Philip Kelly Howard Hanna Rand Realty

  94 Tammany St, Kingston, NY 12401
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  /40

  $449,000

  • 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
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  /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
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  /39

  $495,000 Open Sun 11AM - 12:30PM

  • 3 Beds
  • 3 Baths
  • 1,722 Sq Ft

  44 St James St, Kingston, NY 12401

  Historic Kingston Gem with Modern ComfortsPerfectly situated between Uptown and Midtown, this three-bedroom, three-bath home blends turn-of-the-century charm with thoughtful updates. Sunlit rooms, hardwood floors, and original details carry the warmth of its history, while modern conveniences and a flexible layout make it as functional as it is inviting. This is a home that embraces both

  Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  44 St James St, Kingston, NY 12401
• 

  

  /23

  $429,000 Open Sun 1:30PM - 3PM

  • 2 Beds
  • 1 Bath
  • 756 Sq Ft

  25 Upper Cherrytown Rd, Kerhonkson, NY 12446

  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, and start living your best low-maintenance, carefree upstate life.Inside, things are just as lovely: a smart, open layout connects the living, kitchen and dining areas so you're always part of the

  Kristen Jock Compass Greater NY, LLC

  25 Upper Cherrytown Rd, Kerhonkson, NY 12446
• 

  

  /54

  $497,000

  • 4 Beds
  • 2.5 Baths
  • 2,360 Sq Ft

  513 Roberts Ct, Hurley, NY 12443

  Located at the end of a private Culdesac in an Olde Hurley neighborhood is this large split level ranch. Currently a 4 bedroom 2.5 bath home it could easily have more bedrooms or an access apartment. There is a separate street level entrance to 2 good sized rooms and bath with another finished room a half level down from that.On the main level you enter into a foyer with french doors to

  Terry Spiesman Weichert, REALTORS The Spiesma

  513 Roberts Ct, Hurley, NY 12443
• 

  

  /21

  $420,000

  • 3 Beds
  • 5 Baths
  • 1,760 Sq Ft

  14 Road b, Cragsmoor, NY 12420

  Welcome to 14 Road B in Cragsmoor private, comfortable living surrounded by country beauty in the heart of one of Hudson Valley's most desirable locations. Just a 20 minute walk to the Shawangunk Mountains Lookout, a famous vantage point offering panoramic views of the Catskill Mountains and the Hudson Valley. Set in a peaceful location with a private road leading to the home, this updated

  Ester Rogatsky Rogo Realty LLC

  14 Road b, Cragsmoor, NY 12420
• 

  

  /25

  $500,000

  • Land
  • 97.1 Acres
  • $5,149 per Acre

  0 Lily Lake Rd Unit KEY908782, Lloyd, NY 12528

  A rare opportunity to own a breathtaking 97-acre property featuring the very lake that gives Lily Lake Road its name. Tucked away in the beautiful countryside of Highland, New York, this one-of-a-kind parcel offers unmatched privacy, natural beauty, and endless potential for your dream retreat or legacy estate. At the heart of the property lies Lily Lake — a serene, private body of water

  John Quinn Quinn Realty Group Inc

  0 Lily Lake Rd Unit KEY908782, Lloyd, NY 12528

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