Sullivan County NY Homes under $500,000

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  /38

  $459,999

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

  604 Basket Rd, Long Eddy, NY 12760

  Just 2 hours from NYC, this extraordinary property in the heart of the Catskills (Long Eddy, NY) offers the ultimate escape. This rare property is a true gem, sitting on two lots totaling 10.78 acres. House sits on .688 acre with the adjoining lot totaling 10.78 acres. Built in 1985 renovated in 2020 from top to bottom. Featuring stunning natural scenery , a private creek stocked with rainbow

  David Ferstand Daf Realty

  604 Basket Rd, Long Eddy, NY 12760
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  /46

  $489,000

  • 3 Beds
  • 2 Baths
  • 1,464 Sq Ft

  150 Hartwood Dr, Smallwood, NY 12778

  Location, location - Walk right down to the lake! This year round, renovated Smallwood beauty is turn key with 3 bedrooms and 2 full baths. Property consists of 3 lots totaling approximately .69 acres. Main level has living room, open kitchen with granite counter tops and pantry, dining room with electric fireplace, 2 bedrooms, 1 full bath and plenty of closet space. Upper level has bedroom loft

  Kerry Bigness Malek Properties

  150 Hartwood Dr, Smallwood, NY 12778
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  /6

  $240,000

  $159K PRICE DROP

  • Land
  • 53.26 Acres
  • $4,506 per Acre

  0 Mt Prosper Rd Unit KEY905997, Mamakating, NY 12790

  BEAUTIFUL IMPROVED 53.26 ACRE BUILDING LOT LOCATED IN MAMAKATING, NY - This parcel has a driveway in with a portion topped with item/stone and then continues into the lot. Electric is at the road and can easily be brought in to the building site. Parcel features many great options for a new home with some gentle sloping making for a great opportunity to have a garage under the structure. With a

  Caroline Akt Caroline Akt Realty LLC

  0 Mt Prosper Rd Unit KEY905997, Mamakating, NY 12790
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  /26

  $225,000

  • 4 Beds
  • 1 Bath
  • 1,740 Sq Ft

  7 Old Route 52, Jeffersonville, NY 12748

  4 Bedroom Cape. Fantastic Location in Jeffersonville, right on the creek! Fish in your back yard! It doesn't get any better than this. This Sullivan Co. property consists of 2 lots (1.93 Ac & .34 Ac.) Total 2.27 Acs. Bordering 500 ft of the East Branch of Callicoon Creek -one of the best trout streams In NYS. Old Rte 52 is Your Driveway & is maintained by the Town! Located at the corner of Rt 52

  Siobhan Scanlan Win Morrison Realty-K

  7 Old Route 52, Jeffersonville, NY 12748
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  /45

  $450,000

  $49K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,589 Sq Ft

  28 Marjorie Dr, Monticello, NY 12701

  This move-in-ready 4-bed, 2.5-bath split-level ranch sits on a quiet Monticello cul-de-sac in the highly sought after Sackett Lake area and now features a brand-new roof. Inside, enjoy a bright living room, an eat-in kitchen with butcher-block island, pantry, and oak cabinets, plus a separate dining room and convenient half bath. The primary suite offers a walk-in closet and soaking tub, while

  Sergio Ocasio eXp Realty

  28 Marjorie Dr, Monticello, NY 12701
• 

  

  /20

  $269,000

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

  168 Harris Rd, Harris, NY 12742

  Experience comfortable one-level living in this 4-bedroom, 2-bath manufactured home, situated on 1.62 acres. An addition provides a spacious 4th bedroom, perfect for accommodating guests, setting up a home office, or pursuing hobbies. Conveniently located near the highway, this property is ideal for both year-round living and weekend getaways. With ample outdoor space for relaxation and

  Ron Lindridge The Maxx Group LLC

  168 Harris Rd, Harris, NY 12742
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  /19

  $425,000

  $100K PRICE INCREASE

  • 3 Beds
  • 3 Baths
  • 1,659 Sq Ft

  30 Rock Ridge Ave, Monticello, NY 12701

  Charming Retreat at 30 Rock Ridge Ave, Monticello Discover the perfect blend of comfort and convenience in this delightful 3-bedroom home, perfectly situated in the heart of Monticello. Offering 1,659 square feet of well-designed living space, this property is an excellent opportunity for those looking for a quiet, peaceful lifestyle. Key Property Features: Spacious Living: Enjoy 1,659 sq. ft. of

  Joel Rosenberg Salz Realty Group

  30 Rock Ridge Ave, Monticello, NY 12701
• 

  

  /20

  $245,000

  • 3 Beds
  • 2.5 Baths
  • 1,582 Sq Ft

  484 N Branch Callicoon Ctr Rd, North Branch, NY 12766

  This charming 1940s farmhouse is a special find. It’s mid-gut renovation so all the difficult and expensive work has been completed, waiting for you to bring the finishing touches. The design and floorplan layout has been thoughtfully re-imagined. A professional interior designer has transformed it from a 1-bed/1-bath (1,146 sq ft) to a 3-bed/2.5-bath (1,542 sq ft), enhancing space, flow, and

  Ashley Trattner Listing by Keller Williams Upstate NY Properties

  

  484 N Branch Callicoon Ctr Rd, North Branch, NY 12766
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  /36

  $375,000

  • 4 Beds
  • 2 Baths
  • 1,560 Sq Ft

  38 Marjorie Dr, Monticello, NY 12701

  “Beautifully updated Colonial set on a private 1.03-acre property in the Town of Thompson, offering space, privacy, and a peaceful Monticello setting. This 4-bedroom, 2-bath home features a bright open layout with a modern white kitchen, center island, sun-filled living areas, and a cozy fireplace—designed for both everyday comfort and effortless entertaining. Enjoy generously sized bedrooms,

  Ephraim Brull Team W Realty LLC

  38 Marjorie Dr, Monticello, NY 12701
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  /50

  $489,999

  Open Sat 12PM - 2PM Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,220 Sq Ft

  20 Patrick Dr, Bloomingburg, NY 12721

  COMING SOON!!!

  Ray Reyes Keller Williams Realty

  20 Patrick Dr, Bloomingburg, NY 12721
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  /18

  $225,000

  $5K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,582 Sq Ft

  5033 State Route 52, Jeffersonville, NY 12748

  Charming Tudor-style home on a spacious lot in the heart of Sullivan County. The main level features a living room, dining room, kitchen with outdoor porch, and a large flexible room ideal as a third bedroom or home office, while two bedrooms are located upstairs. Set on a large, usable yard with room to expand or create outdoor living. Strong value-add potential in a growing market, minutes to

  Louis Naccarato Corcoran Country Living

  5033 State Route 52, Jeffersonville, NY 12748
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  /34

  $325,000

  $25K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,018 Sq Ft

  674 Debruce Rd, Livingston Manor, NY 12758

  Enjoy over 150' on the Willowemoc Creek! Welcome to 674 Debruce Road in Livingston Manor — tucked away in the heart of the Catskills, this charming 2-bedroom farmhouse with an additional sleeping loft offers the perfect blend of character, tranquility, and rustic charm. Surrounded by nature and thoughtfully designed to embrace its peaceful setting, the home feels like a quiet escape where

  Alan Wieder Catskills Home Services

  674 Debruce Rd, Livingston Manor, NY 12758
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  /39

  $299,000

  New Construction $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,166 Sq Ft

  317 Debruce Rd, Livingston Manor, NY 12758

  BRAND NEW DOUBLE WIDE MOBILE HOME on beautiful half acre+ of land only minutes to downtown Livingston Manor. Beautiful neutral palette choices and an extremely calming layout. 3 bedrooms and 2 full bathrooms including a primary en suite. Dedicated laundry area. Natural beauty surrounds this home with seasonal views of the Willowemoc River. Public parking and fly fishing access to the Willowemoc

  David Elder Carole Edwards Realty

  317 Debruce Rd, Livingston Manor, NY 12758
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  /50

  $409,900

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft

  359 Nashopa Rd, Bloomingburg, NY 12721

  359 Neshopa Road offers something that is becoming harder and harder to find. Space. Privacy. Flexibility. And a home that has been genuinely cared for over the years. Available for sale for the very first time, this well loved bi-level home sits on a beautiful level lot in the highly sought after Pine Bush School District. From the moment you walk through the front door, the updated modern stair

  Isaiah Lopez Keller Williams Hudson Valley

  359 Nashopa Rd, Bloomingburg, NY 12721
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  /31

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,859 Sq Ft

  551 Old Route 17, Livingston Manor, NY 12758

  Opportunity meets flexibility in the heart of Livingston Manor. Just a short two-minute walk to Main Street shops, dining, breweries, and everything this sought-after Catskills destination has to offer, this multifamily property presents an increasingly rare chance to secure long-term rental income in an area where quality housing remains in limited supply. Currently configured as a two-unit

  Douglas Cummings Carole Edwards Realty

  551 Old Route 17, Livingston Manor, NY 12758
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  /13

  $224,888

  • 2 Beds
  • 1 Bath
  • 572 Sq Ft

  68 Huntington Ave, Bethel, NY 12720

  Tiny bungalow, giant personality. Tucked into the beloved hamlet of Smallwood in the Town of Bethel, this year-round Catskills cottage is the kind of place that feels like it has stories in the walls and coffee-on-the-porch energy built right in. Equal parts woodland retreat and creative hideaway, 68 Huntington Avenue offers warmth, character, and a refreshingly authentic vibe that’s getting

  Rebecca Hundley BHHS Gross & Jansen

  68 Huntington Ave, Bethel, NY 12720
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  /16

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,425 Sq Ft

  287 Debruce Rd, Livingston Manor, NY 12758

  Move-in ready 3-bedroom, 2-bath ranch in desirable Livingston Manor, offering easy one-level living and quick access to all the area’s best features. This well-kept home features an open layout with a bright living area and a stylish kitchen with granite countertops and plenty of cabinet space. All bedrooms, bathrooms, and laundry are conveniently located on the first floor. Enjoy the outdoors

  Ryan Edwards Carole Edwards Realty

  287 Debruce Rd, Livingston Manor, NY 12758
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  /31

  $359,000

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  253 Rockland Rd, Roscoe, NY 12776

  Welcome to 253 Rockland Road, a beautifully maintained and lovingly cared-for ranch home that offers the perfect blend of comfort, privacy, and convenience. With stunning mountain views from both the front and back yards, this property provides a peaceful setting while remaining close to local amenities and outdoor recreation. This spacious 3-bedroom, 2.5-bath home features large bedrooms,

  Brian Garber Land and Water Realty LLC

  253 Rockland Rd, Roscoe, NY 12776
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  /39

  $299,000

  $14K PRICE INCREASE

  • Land
  • 6 Acres
  • $49,833 per Acre

  140 Plank Rd, Mongaup Valley, NY 12762

  Largest motorboat lake in Sullivan County Swinging Bridge Reservoir. Nine miles long Lake. Six acre building lot. This property comes with deeded lake rights.and lake view, and 465 feet road frontage.Property owners lake access ramp to put your boat in and take out. Private quiet home site. or rent a boat now and then from the Swinging Bridge Marina.when guests come to visit. Enjoy great food and

  John Melchior Howard Hanna Rand Realty

  140 Plank Rd, Mongaup Valley, NY 12762
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  /47

  $289,000

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft

  23 Woodland Way, Smallwood, NY 12778

  SMALLWOOD YEAR ROUND HOME SET ON A NICELY WOODED LOT WITH OPTIONAL LAKE PRIVILEGES - Home features an open floor plan with a first floor bedroom and full bath. Kitchen has granite countertops, stainless steel appliances with an island for seating. Living area has a wood stove for extra heat that will warm the entire house, main level has in-floor radiant heat. With three bedrooms and two full

  Caroline Akt Caroline Akt Realty LLC

  23 Woodland Way, Smallwood, NY 12778
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  /2

  $339,000

  • Land
  • 2.26 Acres
  • $150,000 per Acre

  16 Sheehan Rd, Liberty, NY 12754

  16 Sheehan Rd, Liberty - for sale - 2.26 acres of land - $339,000 - Pleased to present a rare 2.26-acre industrial-commercial parcel ideally positioned within the Town of Liberty’s IC zoning district, one of Sullivan County’s most versatile and business-friendly designations. The IC district allows for a broad range of commercial and light industrial uses including warehousing, distribution,

  Jason Horowitz Triforce Commercial RE LLC

  16 Sheehan Rd, Liberty, NY 12754
• 

  

  /23

  $225,000

  • 3 Beds
  • 1 Bath
  • 770 Sq Ft

  15 Holmes St, Monticello, NY 12701

  Charming 3-bedroom home located at 15 Holmes Street in Monticello, NY. This well-maintained property offers approximately 770 sq ft of comfortable living space, featuring a functional layout with a bright living room, eat-in kitchen, and one full bathroom. The home provides an excellent opportunity for homeowners or investors seeking an affordable property in Sullivan County. Conveniently located

  Isaac Mehring Team W Realty LLC

  15 Holmes St, Monticello, NY 12701
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  /5

  $230,000

  • 5 Beds
  • 2 Baths
  • 1,768 Sq Ft

  3038 State Route 17b, Cochecton, NY 12726

  Are you thinking tranquility? This old style house with scenic views next to Bethel Performing Arts offers 5 bedrooms with 2 full baths, large eat-in kitchen, big living room, laundry room, good size bedrooms, mud room entryway, all these features plus lots of original woodwork. Situated on 7.2 gorgeous acres of property. Bring your imagination to re-create your masterpiece for years to come.

  Melanie Bilancione Nicoli Realty

  3038 State Route 17b, Cochecton, NY 12726
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  /28

  $499,000

  New Construction

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

  677 Marsh Rd, Monticello, NY 12701

  Rare New Construction in the Town of Fallsburg for under $500k! 677 Marsh Road is a newly built, center hall colonial located on a quiet, tree-lined road. The house features 2,313sf with 4 bedrooms, 2.5 bathrooms, plus an unfinished basement with a two-car garage. A smartly designed floorplan with spacious rooms, central heating/air conditioning, quartz countertops, hardwood floors, and ample

  Alan Wieder Catskills Home Services

  677 Marsh Rd, Monticello, NY 12701
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  /33

  $299,900

  $200K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,106 Sq Ft

  88 Cold Spring Rd, Liberty, NY 12754

  Welcome to 88 Cold Spring Rd, offering a fully renovated, move-in-ready Cape-style home with low property taxes! This property is loaded with quality details, such as recessed lighting with an optional amber halo effect to create a relaxing atmosphere, quartz countertops, matching stainless steel appliances, and soft-close cabinets. It also features a large kitchen island that flows into a formal

  Nicholas Cuomo Keller Williams Realty

  88 Cold Spring Rd, Liberty, NY 12754
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  /32

  $297,999

  $2K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,040 Sq Ft

  279 Cold Spring Rd, Monticello, NY 12701

  Welcome to this beautifully maintained 3-bedroom, 1.5-bath home, perfectly situated on just over one acre of land. This property offers both comfort and potential, featuring a detached garage and two carports—ideal for additional parking, storage, or workshop space.Step inside to find a home that has been thoughtfully updated and well cared for. The kitchen was renovated just two years ago,

  Sean Walker Keller Williams Realty

  279 Cold Spring Rd, Monticello, NY 12701
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  /45

  $349,000

  $40K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,808 Sq Ft

  5408 State Route 55, Liberty, NY 12754

  Turn-key, fully renovated 4-bedroom, 2-bathroom home offering approximately 1,800 sq ft of living space on a level 0.77-acre lot with low annual taxes of just $4,100. This move-in-ready property has been extensively updated throughout with no expense spared and has been meticulously maintained. The first floor features a beautifully renovated kitchen with granite counters and stainless steel

  Susan Giordano Hudson Premium Realty

  5408 State Route 55, Liberty, NY 12754
• 

  

  /18

  $449,000

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft

  36 Highland Lake Rd, Eldred, NY 12732

  2 Houses for the price of one! Recently renovated, these homes are perfect for living in one and renting out the other or use as a guest house when you have friends and family visit. Both have 2 bedrooms, 1 full bath, kitchen, dining room and living room. Plenty of natural lights. Walk up attic with lots of storage space. Circular driveway makes for easy parking and the 2 car garage is handy for

  Gibson Mc Kean Gibson E McKean Inc

  36 Highland Lake Rd, Eldred, NY 12732
• 

  

  /20

  $399,900

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

  42 Old Sackett Rd, Rock Hill, NY 12775

  Beautifully updated and move-in ready two-family home in the heart of Rock Hill! This sparkling duplex offers an excellent opportunity for both investors and owner-occupants alike. Featuring two separate units — one with 1 bedrooms and 1 full bath, and the second with 2 bedroom and 1 full bath. The property has been updated with improvements including a newer boiler, newer roof, and well pump.

  Jonathon Lee Keller Williams Hudson Valley

  42 Old Sackett Rd, Rock Hill, NY 12775
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  /27

  $440,000

  $5K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 2,096 Sq Ft

  70 Okeechobee Rd, Glen Spey, NY 12737

  Unique ranch-style home set on over 6.5 picturesque acres in the heart of Glen Spey! This versatile property features two attached residences ideal for multi-generational living, rental income, or extended guests. The primary residence offers 3 bedrooms, 2 full baths, a spacious living room, country kitchen, and dining area with sliders leading to a large deck—perfect for entertaining and

  Joseph Rubeo Keller Williams Hudson Valley

  70 Okeechobee Rd, Glen Spey, NY 12737
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  /45

  $380,000

  • 5 Beds
  • 2.5 Baths
  • 2,128 Sq Ft

  4109 State Route 52, Youngsville, NY 12791

  Streamfront Retreat | 5 Bedrooms | Newly Renovated | Youngsville, NY Welcome to your Catskills escape! This beautifully renovated 5-bedroom home, set along a peaceful stream in Youngsville, offers the perfect blend of space, comfort, and natural beauty. Step inside to discover a brand-new kitchen that flows seamlessly into a bright, open living area, complemented by a formal dining room—ideal for

  Thelonious Johnson Hart & Johnson Realty

  4109 State Route 52, Youngsville, NY 12791
• 

  

  /17

  $310,000

  • 5 Beds
  • 2 Baths
  • 1,785 Sq Ft

  1209 State Route 52, Loch Sheldrake, NY 12759

  Fully Renovated 5-Bedroom 2-Family Home | Loch Sheldrake, NY...1209 State Route 52, Loch Sheldrake, NY 12759+++ This turnkey 2-family house (2 bedrooms + 3 bedrooms) has undergone a complete renovation from top to bottom and is currently fully rented - perfect for an investor or owner-occupant seeking rental income to help pay the mortgage......RENTAL INFORMATION....Apartment 1 is paying $1,200

  Joseph Lombardo LOMBARDO HOMES & ESTATES

  1209 State Route 52, Loch Sheldrake, NY 12759
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  /30

  $310,000

  • 4 Beds
  • 2 Baths
  • 1,660 Sq Ft

  28 Richards Ave, Monticello, NY 12701

  4 beds

  Jonathan Minerick HomeCoin.com

  28 Richards Ave, Monticello, NY 12701
• 

  

  /30

  $299,000

  • 4 Beds
  • 2.5 Baths
  • 1,720 Sq Ft

  29 Nelshore Dr, Monticello, NY 12701

  This well-maintained split level house has 4 spacious bedrooms, 2 full baths, + a A half bath. a nice dining room and eat-in kitchen, with a lot of closet space. From the driveway, you walk up a few stairs to the front porch, where you have the main door. Entering the front door into the hallway, to the left, there’s a coat closet, to the right of the hallway there’s a huge dining room, which

  Shlome Leifer eRealty Advisors, Inc

  29 Nelshore Dr, Monticello, NY 12701
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  /38

  $369,000

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft

  114 Proctor Rd, Eldred, NY 12732

  Welcome to this lovingly cared for 1920s farmhouse a place where memories have been made for generations and where timeless country charm welcomes you from the moment you arrive. Set on 2.20 picturesque acres in the heart of the Catskills, this immaculate home offers over 1,600 square feet of warm, inviting living space designed for comfort, connection, and relaxation.Inside, you’ll find 3

  Dawn Payne Payne Team LLC

  114 Proctor Rd, Eldred, NY 12732
• 

  

  /12

  $215,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 981 Sq Ft

  11708 New York 97, Long Eddy, NY 12760

  Welcome to 1708 NY-97 in Long Eddy, a charming 2-bedroom, 1-bath home set in the scenic Upper Delaware River Valley. This inviting property offers a comfortable layout and a peaceful setting, making it well suited for a full-time residence, weekend getaway, or investment opportunity. Inside, the home provides an open floor plan with two bedrooms and one full bathroom, offering flexible living

  Loretta Wolff NexLvl Real Estate Inc.

  11708 New York 97, Long Eddy, NY 12760
• 

  

  /50

  $270,000

  $1K PRICE INCREASE

  • 4 Beds
  • 1.5 Baths
  • 1,312 Sq Ft

  1753 State Route 209, Wurtsboro, NY 12790

  Recent appraisal done by short sale bank shows value at $270,000. Welcome to 1753 Route 209, a charming property featuring 4 bedrooms, 2 full baths, 2 story home sitting on .95 manicured acres, gorgeous wide plank wood flooring, recessed lighting, shiplap ceilings, wood floors, newer windows, and a private laundry/mudroom entrance. This Modern farmhouse is light and bright throughout and is

  Jacqueline Henry-Thompson Jackie Henry Realty LLC

  1753 State Route 209, Wurtsboro, NY 12790
• 

  

  /31

  $339,999

  Open Sat 11AM - 1PM $10K PRICE DROP

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

  13 Brook Trail W, Wurtsboro, NY 12790

  A stunning, top-to-bottom renovation awaits in the sought-after Wurtsboro Hills community. This charming home has been completely transformed with thoughtful design and modern convenience, offering the perfect blend of peaceful, wooded seclusion and easy access to everything the Catskills have to offer. No surface has been left untouched. The property features a brand-new roof, new siding, and an

  Erik Sinchi Century 21 Dawns Gold Realty

  13 Brook Trail W, Wurtsboro, NY 12790
• 

  

  /29

  $350,000

  Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  43 Taylor Rd, Parksville, NY 12768

  Coming Soon in Parksville Set on over an acre of quiet land, this three-bedroom Colonial offers a warm blend of classic charm and move-in-ready comfort. The home features a spacious layout with an oversized primary bedroom, a first-floor full bath, and a two-car garage. It’s a bright, inviting space with plenty of potential to make your own, all while keeping you close to the highway for an easy

  Danielle Hinton Redfin Real Estate

  43 Taylor Rd, Parksville, NY 12768
• 

  /2

  $249,000

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  211 Cole Rd, Hurleyville, NY 12747

  Welcome to the heart of the Catskills! Nestled on 1.25 beautiful private acres in desirable Hurleyville, this charming and well-maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, privacy, and convenience. With 1,456 sq ft of living space, the home features a spacious and functional layout, generously sized bedrooms, a large primary suite with private bath, bright eat-in

  Joseph Rubeo Keller Williams Hudson Valley

  211 Cole Rd, Hurleyville, NY 12747

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