Wawarsing, NY Homes for Sale under $500,000

• 

  

  

  /49

  $249,000

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  24 Hill St, Napanoch, NY 12458

  Offered for sale for the first time in over 50 years, this charming Napanoch home is filled with warmth, character, and timeless appeal. Ideally situated on a quiet residential street in the hamlet of Napanoch with picturesque views of the majestic Shawangunk Ridge, this well-maintained residence offers the perfect blend of classic craftsmanship and everyday comfort. A welcoming enclosed rocking

  

  Mary Sheeley

  Century 21 Stoeckeler RE

  24 Hill St, Napanoch, NY 12458
• Explore Wawarsing

• 

  

  

  /21

  $319,000

  • 3 Beds
  • 1 Bath
  • 1,260 Sq Ft

  810 Ulster Heights Rd, Ellenville, NY 12428

  COUNTRY LIVING WITH ROOM TO MAKE IT YOUR OWN Set along a quiet country road just a few miles outside of Ellenville, this well-maintained three-bedroom ranch sits on two combined parcels totaling approximately 1.71 acres. Whether you're a first-time homebuyer, looking to downsize, searching for a weekend retreat, or somewhere in between, this property offers outstanding value and potential.

  

  Mary Sheeley

  Century 21 Stoeckeler R.E.

  810 Ulster Heights Rd, Ellenville, NY 12428
• 

  

  

  /49

  $429,000

  $90K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,740 Sq Ft

  18 State Route 55, Napanoch, NY 12458

  MULTI-GENERATIONAL LIVING POTENTIAL MEETS HUDSON VALLEY CHARM. Offering a flexible floor plan with multiple living areas and a lower level featuring its own exterior entrance, this property presents exciting possibilities for multi-generational living, guest accommodations, work-from-home space, or future accessory living arrangements, subject to municipal approvals. Here, you'll find the best of

  

  Mary Sheeley

  Century 21 Stoeckeler RE

  18 State Route 55, Napanoch, NY 12458
• 

  

  

  /47

  $295,000

  • 3 Beds
  • 1 Bath
  • 904 Sq Ft

  1 Carnation Ave, Ellenville, NY 12428

  Whether you’re purchasing your first home, looking to downsize, or simply searching for a place to call your own, this move-in-ready home offers comfort, convenience, and exceptional value. Step inside to a spacious living room and an updated eat-in kitchen featuring stainless steel appliances—providing comfortable spaces for everyday living and entertaining. With three bedrooms and one full

  

  Mary Sheeley

  Century 21 Stoeckeler RE

  1 Carnation Ave, Ellenville, NY 12428
• 

  

  

  /50

  $379,000

  • 3 Beds
  • 2 Baths
  • 1,150 Sq Ft

  31 Marion Ave, Napanoch, NY 12458

  This beautifully updated 3 bedroom, 2 bath ranch feels just as inviting from the outside as it does from within. Professional landscaping, a deep backyard, and a neighborhood setting that offers both privacy and connection create the kind of atmosphere many buyers are searching for - room to breathe without feeling isolated from neighbors and community. Inside, nearly everything is new. The home

  

  Mary Sheeley

  Century 21 Stoeckeler RE

  31 Marion Ave, Napanoch, NY 12458
• 

  

  /20

  $450,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  5217 State Route 55, Grahamsville, NY 12740

  Escape to the Catskills with this Grahamsville home set on nearly 20 acres directly across from the reservoir. Modest and manageable, the home makes an ideal weekend retreat, hunting and fishing basecamp, or second home for those looking to trade city noise for fresh air, privacy, and outdoor adventure. The land is the true highlight, offering room to hike, hunt, explore, and enjoy nature in

  

  Teresa Falkowski

  Keller Williams Realty HV Nort

  5217 State Route 55, Grahamsville, NY 12740
• 

  

  /14

  $222,000

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  67 Katzman Rd, Ellenville, NY 12428

  Welcome to Buttercup, a one bedroom, one bath dream cottage. Once a one-room 1900s schoolhouse, this big ''tiny'' house now has an abundance of features including an eat-in kitchen with dishwasher, romantic living room with wood burning stove, queen-size bedroom, painted wood floors, washer/dryer and serene view into the woods from the covered breezeway. You can relax knowing Buttercup has a new

  

  Veronica Newton

  Compass Greater NY, LLC

  67 Katzman Rd, Ellenville, NY 12428
• 

  

  /49

  $279,900

  • Land
  • 61 Acres
  • $4,589 per Acre

  00 Ulster Heights Rd, Ellenville, NY 12428

  This property features ample road frontage, gentle terrain, and a diverse forest, offering the potential to create a private country homestead with plenty of acreage left over to hunt, hike, ride, and explore. Located on Ulster Heights Road, just minutes from the Village of Ellenville, this parcel presents a blank canvas to bring your vision to life. The forest is a nice blend of both softwood

  Clint Carlson WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  00 Ulster Heights Rd, Ellenville, NY 12428
• 

  

  /55

  $465,000

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

  000 Camp Rd Unit LotWP001, Ellenville, NY 12428

  Just a short drive from the town of Ellenville, this parcel is situated along a quiet, recently paved country road, offering a combination of accessibility and a rural setting. With substantial road frontage along Camp Road and an established interior access route extending into the property, the layout supports both immediate use and future planning. The property includes over 1,300 feet of road

  Clint Carlson Whitetail Properties Real Estate

  000 Camp Rd Unit LotWP001, Ellenville, NY 12428
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  /2

  $399,000

  $100K PRICE DROP

  • Land
  • 130.1 Acres
  • $3,067 per Acre

  T/B/D United States Route 209, Wawarsing, NY 12489

  Great location on RT. 209 in between Wurtsboro and Ellenville. Almost across from the from the CYM Center. RU zoing in the Township of Wawarsing. Good for personal retreat near Route 17, hotels, schools and more. Has not been logged in many years.

  Fredericka Taylor Taylored Real Estate

  T/B/D United States Route 209, Wawarsing, NY 12489
• 

  

  /29

  $319,999

  $5K PRICE DROP Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft

  20 Nevins St, Ellenville, NY 12428

  OPEN HOUSE HAS BEEN RESCHEDULED FOR WEDNESDAY 6/24/2026. Offered to the public for the first time in over 50 years, this beautifully renovated home is a rare opportunity you won't want to miss. Completely restored down to the studs, it offers the feel of a brand-new home without the premium price tag. Nestled in a quiet, established neighborhood, you'll enjoy the perfect balance of peace and

  Harmoni VanEtten eXp Realty

  20 Nevins St, Ellenville, NY 12428
• 

  

  /21

  $230,000

  • Land
  • 7.8 Acres
  • $29,487 per Acre

  TBD Route 44 55, Kerhonkson, NY 12446

  Feel the sense of wandering without leaving your backyard. Take a walk through this 7.8 acre property while listening to the soundtrack of rustling leaves, birds, and the sounds of the creek on a neighboring property. The land comes ready with a NYSDOT compliant driveway off Route 44/55 which leads to a cleared building site. There's a survey, electricity within 1/4 mile and a drilled well and an

  Ellen Eder Coldwell Banker Village GreenK

  TBD Route 44 55, Kerhonkson, NY 12446
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  /27

  $239,900

  • 1 Bed
  • 1 Bath
  • 872 Sq Ft

  85 Plank Rd, Napanoch, NY 12458

  Welcome to this beautifully crafted cottage, where rustic charm meets modern comfort and fully renovated from top to bottom in 2012. Featuring an open-concept design and stunning woodwork throughout, this home is warm, inviting, and filled with character. Expansive windows bathe the living space in natural light, highlighting the rich hardwood floors and soaring wood ceilings The thoughtfully

  Nancy Diehl Rita Levine Real Estate

  85 Plank Rd, Napanoch, NY 12458
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  /10

  $350,000

  • Land
  • 4.16 Acres
  • $84,135 per Acre

  15 Red Rock Rd, Wawarsing, NY 12740

  This is a rare opportunity to own property in South Hill, a carefully planned community where modern design meets natural beauty, offering residents the chance to live in harmony with nature while being part of the vibrant surrounding communities. This stunning 4.16-acre lot offers breathtaking meadow and mountain views. The meadow is protected land - the views will remain forever unchanged. The

  Antonio Parrotta Coldwell Banker Village GreenN

  15 Red Rock Rd, Wawarsing, NY 12740
• 

  

  /49

  $299,000

  $16K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  736 State Route 55, Napanoch, NY 12458

  Mountainside Retreat in the Catskill Park Preserve! Escape to this beautifully renovated mountainside retreat within the protected Catskill Park Preserve and NYC Watershed. Tastefully updated from top to bottom. This home retains charming original details with many upgrades. A cozy wood-burning stove in the unfinished basement—with an entrance to the yard—offers endless potential for additional

  Mary Mangels BERKSHIRE HATHAWAY

  736 State Route 55, Napanoch, NY 12458
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  /50

  $375,000

  $25K PRICE DROP

  • 8 Beds
  • 4 Baths
  • 3,012 Sq Ft

  9 Hickory St, Ellenville, NY 12428

  Nestled in the charming village of Ellenville, NY, this exquisite two-family residence offers a rare opportunity for both savvy investors and those seeking a multifaceted living arrangement. Showcasing stunning new siding, this home exudes curb appeal with its graceful wrap-around porch—ideal for morning coffees or sunset viewings. Each unit boasts its own separate driveway, ensuring privacy and

  Harmoni VanEtten eXp Realty

  9 Hickory St, Ellenville, NY 12428
• 

  

  /40

  $415,000

  New Construction Open House 8/02

  • 4 Beds
  • 3 Baths
  • 2,208 Sq Ft

  12 Enderly Ln, Ellenville, NY 12428

  $13,000 in buyer incentives! Receive an $8,000 appliance credit to choose the appliances that fit your style, plus a $5,000 landscaping credit to complete the outdoor space. Competitively priced, this custom-built home offers a level of craftsmanship, efficiency, and quality rarely found at this price point. Welcome to 12 Enderly Lane, a thoughtfully designed 2,200-square-foot home featuring 4

  Christina D'Altiiio Coldwell Banker Choice Prop.

  12 Enderly Ln, Ellenville, NY 12428
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  /43

  $309,000

  $11K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,620 Sq Ft

  112 State Route 55, Napanoch, NY 12458

  JUST REDUCED!! JUST FULLY RENOVATED BEAUTIFUL 4 BEDROOM, 1ST FLOOR BEDROOM. ROCKING CHAIR PORCH.MOVE IN READY. FRESHLY PAINTED, NEW FLOORS & APPLICANCES. GREAT CONDO ALTERNATIVE OR STARTER HOME. COME FALL IN LOVE WITH ALL UPSTATE HAS TO OFFER!NOTHING TO DO HERE BUT UNPACK!

  Yolanda Hoey More and More Real Estate

  112 State Route 55, Napanoch, NY 12458
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  /2

  $200,000

  • 4 Beds
  • 1 Bath
  • 1,760 Sq Ft

  70 Plank Rd, Napanoch, NY 12458

  Charming 1920s two-story home in Napanoch! This 1,760 sq ft residence features 4 spacious bedrooms, 1 full bath, a full basement, and sits on a manageable 0.20-acre lot. Built with character and updated in 1970, the home offers a wood-sided exterior, hot-air heating, and plenty of flexible space for today’s living needs. The layout lends itself to both comfort and functionality, whether you’re

  Michael Cahill HomeSmart Homes & Estates

  70 Plank Rd, Napanoch, NY 12458
• 

  

  /36

  $279,000

  $20K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,346 Sq Ft

  31 Chapel St, Ellenville, NY 12428

  Nestled in the heart of the growing and vibrant Village of Ellenville, this beautifully renovated 2-bedroom, 1.5-bath home offers the perfect blend of modern updates and small-town charm. Completely renovated from top to bottom, every detail has been thoughtfully refreshed, including a stunning new kitchen, stylishly updated bathrooms, beautiful new flooring, and countless upgrades throughout.

  Savannah Miceli Century 21 Alliance-NP

  31 Chapel St, Ellenville, NY 12428
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  /49

  $329,999

  • 6 Beds
  • 3.5 Baths
  • 3,550 Sq Ft

  7 Glenwood Dr, Ellenville, NY 12428

  This beautiful Ellenville home is filled with old-world charm and is ready to be lovingly restored to its original grandeur. Offering 6 bedrooms and 3.5 bathrooms, this expansive residence is rich with character at every turn—hardwood floors that tell a story, elegant staircases, a stunning fireplace that anchors the living space, and a large formal dining room perfect for holidays, entertaining,

  Savannah Miceli Century 21 Alliance-NP

  7 Glenwood Dr, Ellenville, NY 12428
• 

  

  /10

  $295,000

  $65K PRICE DROP

  • Land
  • 59.8 Acres
  • $4,933 per Acre

  TBD Camp Rd, Ellenville, NY 12428

  Nestled in the Catskill mountain range, private yet convenient to the local attractions this 59-acre parcel with generous road frontage offers a nature filled backdrop to create your weekend or full-time home. The land is mostly wooded with some open areas and a stream running through the upper portion of the property.

  Carolyn Peters-Baker Keller Williams Realty HV Nort

  TBD Camp Rd, Ellenville, NY 12428
• 

  

  /31

  $360,000

  • 2 Beds
  • 2 Baths
  • 1,460 Sq Ft

  2082 Ulster Heights Rd, Ellenville, NY 12428

  Escape to the tranquility of country living with this move-in-ready ranch set on just under 10 picturesque acres. A peaceful stream winds through the property, creating the perfect backdrop for relaxing, exploring, and enjoying nature right outside your door. The land is a true outdoor oasis, featuring abundant wildlife including deer and wild turkeys, an open field with walking trails, mature

  Brian Garber Land and Water Realty LLC

  2082 Ulster Heights Rd, Ellenville, NY 12428
• 

  

  /29

  $319,000

  • 3 Beds
  • 1 Bath
  • 1,195 Sq Ft

  14 Roslyn St, Ellenville, NY 12428

  One level living on a corner lot in a tree-lined sidewalk quiet neighborhood yet close to stores, schools, houses of worship and more. This home was completely renovated a few years ago so literally all you have to do is turn the key and move in! Gleaming hardwood floors throughout, charming mudroom room with a coat-closet, galley kitchen with stainless-steel appliances, white cabinets, quartz

  Jacqueline Manzolillo-Blais Keller Williams Realty

  14 Roslyn St, Ellenville, NY 12428
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  /3

  $319,000

  39 Canal St, Ellenville, NY 12428

  Three unit building located in the Village of Ellenville. Currently 1 tenant in place. 2 other intis are vacant. Easy to show.

  Joel Fisher Nationwide Houses LLC

  39 Canal St, Ellenville, NY 12428
• 

  

  /50

  $465,000

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

  000 Camp Rd, Ellenville, NY 12428

  Just a short drive from the town of Ellenville, this parcel is situated along a quiet, recently paved country road, offering a combination of accessibility and a rural setting. With substantial road frontage along Camp Road and an established interior access route extending into the property, the layout supports both immediate use and future planning. The property includes over 1,300 feet of road

  Clint Carlson WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  000 Camp Rd, Ellenville, NY 12428
• 

  

  /15

  $475,000

  • Land
  • 5.26 Acres
  • $90,304 per Acre

  3 Red Rock Rd, Wawarsing, NY 12489

  3 Red Rock Road in Wawarsing is a rare opportunity to own one of 22 properties in South Hill, a carefully planned community where modern design meets natural beauty. . This 5.26 acre lot has stunning mountain and water views. To fully understand its character and the lifestyle it offers you have to experience this incredible location in person; come listen to the sounds of wildlife, breathe the

  Antonio Parrotta Coldwell Banker Village GreenN

  3 Red Rock Rd, Wawarsing, NY 12489
• 

  

  /20

  $325,000

  • Land
  • 49.7 Acres
  • $6,539 per Acre

  0 Route 52 Unit KEY871986, Wawarsing, NY 12489

  Surreal mountain top location. Nestled on the Shawangunk mountains, in the Town of Wawarsing, just outside the village of Ellenville. 50 acres of lush forest and Rocky Mountains, an outdoorsman dream. VP Viewshed Protection District, TaxID 91.3-1-2 Ellenville School district.

  Vincent Nastro Howard Hanna Rand Realty

  0 Route 52 Unit KEY871986, Wawarsing, NY 12489
• 

  

  /35

  $459,000

  • 3 Beds
  • 2 Baths
  • 1,802 Sq Ft

  29 Academy St, Kerhonkson, NY 12446

  Welcome to this sweet Kerhonkson Arts & Crafts style home on a beautifully landscaped lot. Meander up the walkway to the front porch, perfect for sitting and enjoying a morning cup of coffee. Enter through the foyer to be greeted by the well maintained hardwood floors that will carry you through this beautiful home. The main floor offers a cozy and comfortable layout. The living room features a

  Zachary Jarvis BHHS Nutshell Realty

  29 Academy St, Kerhonkson, NY 12446
• 

  

  /41

  $395,999

  $4K PRICE DROP

  • 2 Beds
  • 1,854 Sq Ft

  8 Bartlett St, Ellenville, NY 12428

  Single-Family Residence zoned as Multi-Family!Welcome to 8 Bartlett Street, a charming home located in the heart of Ellenville, offering comfort, convenience, and small-town charm. Currently owner-occupied and configured as a spacious single-family residence, while retaining its legal two-family designation. Situated on a residential street in Ulster County, this property provides easy access

  Matthew Sepulveda KW Hudson Valley United

  8 Bartlett St, Ellenville, NY 12428
• 

  

  /22

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,261 Sq Ft

  93 Yeagerville Rd, Napanoch, NY 12458

  Tucked away on a deeply private 1.1-acre wooded parcel, 93 Yeagerville Road offers a rare opportunity to craft your ideal Catskills retreat. Surrounded by a canopy of mature trees, the setting is pure nature and ultimate quiet--just a half-mile from the pristine waters of the Rondout Reservoir in an area known for its fishing, hiking and bird watching. The property directly borders over 1,000

  Adar Elkayam Neumann Keller Williams Realty HV Nort

  93 Yeagerville Rd, Napanoch, NY 12458
• 

  

  /25

  $314,900

  • 5 Beds
  • 2 Baths
  • 1,920 Sq Ft

  215 Maple Ave, Kerhonkson, NY 12446

  Renovated Multi-family/Duplex – total of 5 bedrooms, 2 full bathrooms, large front porches on each unit and only 7 minutes away from Minnewaska State Park and 15 minutes away from Mohonk Lake. Brand new roof, boiler, kitchen, bathrooms, floorings, new paint all over, new stove and microwave. Great opportunity for homeowners looking for supplemental income or investors looking to add on their

  Julie Goldberg HomeSmart Homes & Estates

  215 Maple Ave, Kerhonkson, NY 12446
• 

  /2

  $299,000

  19 Tyrone Thomas Ln, Ellenville, NY 12428

  Investor opportunity or renovation-ready home! This classic two-story property offers a spacious layout with generous room sizes. Features include a large covered front porch, wood flooring, and a comfortable flow between living and kitchen areas.

  Joel Klein MS Realty Group USA, Inc

  19 Tyrone Thomas Ln, Ellenville, NY 12428
• 

  

  /34

  $489,000

  • 4 Beds
  • 4 Baths
  • 1,614 Sq Ft

  7180 U S 209, Wawarsing, NY 12489

  COME TAKE A LOOK AT THIS COMPLETELY RENOVATED 4 1 BEDROOM APTS BUILDING ON US 209 FOR EASY ACCESS TO ALL ULSTER COUNTY HAS TO OFFER 5-6 MIN TO 15,000 STATE ACRES AT END OF LUNDY RD OR WAL-MART OR TOPS ,OR DINNER, 15 MIN RESTAURANT ROW AND SHADOW LAND FOR LIVE THEATER. FULLY FENCED YARD,ROCKING CHAIR PORCHED, NEW KITCHENS, NEW GAS HWBB HEAT. NO ONE HAS LIVED IN BUILDING SINCE RENOVATION OWNER PAYS

  Jeoffrey Devor BHHS HUDSON VALLEY PROP-NP

  7180 U S 209, Wawarsing, NY 12489
• 

  

  /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
• 

  

  /27

  $449,000

  $50K PRICE DROP

  • Land
  • 64 Acres
  • $7,016 per Acre

  209 Stream Hollow, Fallsburg, NY 12428

  If you love the out doors. privacy. remote seclusion. no close neighbors. large woods with distant mountain views. old logging roads to take the ATV exploring. this is a deer hunter dream property. four or five well placed deer stands. some just off well travel from bedding to feeding areas other just in the woods line. with view of grass fields for that late afternoon activity hunt. nested in

  John Melchior Howard Hanna Rand Realty

  209 Stream Hollow, Fallsburg, NY 12428
• 

  

  /27

  $449,000

  • 3 Beds
  • 1 Bath
  • 1,293 Sq Ft

  366 Vista Maria Rd, Cragsmoor, NY 12420

  TRANQUIL WEEKEND OASIS. MAGICAL PRIMARY RESIDENCE. HISTORIC ARTISTS’ RETREAT.Tucked away on an enchanting 1.2-acre plot atop the scenic Shawangunk Mountains, thischarming 2-story single-family property offers an intriguing blend of history, privacy, andnatural beauty. ARRIVAL: About 1.5 hours from Manhattan, 366 Vista Maria Road is thoughtfully set back from the road and concealed by

  Carolyn Peters-Baker KW Hudson Valley North

  366 Vista Maria Rd, Cragsmoor, NY 12420
• 

  

  /18

  $379,900

  $145K PRICE DROP

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

  116 Nissenbaum Dr, Spring Glen, NY 12483

  A Diamond in the Rough!! Estate Sale totaling in Beautiful Spring Glen. Ulster County property Bordering Sullivan County.Property in very good condition needing some TLC.With Three oversized stand alone Garages,a 16 x 30 inground pool.One owner built in 1978,poured basement walls,plenty of storage space.Close to I 84 /17 and not too far from Resort World Casino.Easy to show

  Pietro Altomare Pietro Altomare

  116 Nissenbaum Dr, Spring Glen, NY 12483
• 

  

  /8

  $319,990

  $79K PRICE DROP

  • Land
  • 42.5 Acres
  • $7,529 per Acre

  182 Otens Rd, Ellenville, NY 12428

  Situated just outside the Village of Ellenville, this land boasts 42.5 acres and sits on a quiet road. If you do not need the excess acreage, this property can easily be subdivided creating your own family compound. Close to Vernooy Kill Falls, Minnewaska State Park, and Mohonk Preserve, this wooded lot is waiting for someone to make it their own. There is ample road frontage. although the home

  Erica Valencia Amodio Real Estate & Prop

  182 Otens Rd, Ellenville, NY 12428
• 

  

  /19

  $249,000

  $66K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,721 Sq Ft

  6341 Route 209, Kerhonkson, NY 12446

  Step up to the front porch and into the entry to be greeted by a center hall with original millwork, an impressive staircase and stained glass windows! This 4 bedroom 1.5 bath home offers classic style with original millwork throughout! The large dining room, has large windows with original pocket doors provides a perfect setting to gather. Four bedroom with a full bath on the second level. This

  CAROL LYNNE PENTA K. Fortuna Realty, Inc.

  6341 Route 209, Kerhonkson, NY 12446

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