5-Bedroom Homes for Sale in Sullivan County NY

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  /42

  $475,000

  • 5 Beds
  • 4 Baths
  • 2,246 Sq Ft

  162 Park Ave, Monticello, NY 12701

  Fantastic opportunity in the Village of Monticello—perfect for both end users and savvy investors! This legal 2-family home is ideally located in the center of town, just minutes from shopping, restaurants, popular stores, public transportation, and all local conveniences. Whether you choose to live in one unit and rent out the other or use both as income-producing units, this property offers

  Jacob Fried Keller Williams Realty

  162 Park Ave, Monticello, NY 12701
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  /19

  $389,000

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

  49 Lew St, Woodridge, NY 12789

  Charming 4-Bedroom Home in Prime Woodridge Location Spacious 4-bedroom, 2.5-bath home on a beautiful 3/4-acre lot in the heart of desirable Woodridge, NY. Features include a large living room, formal dining room, and a welcoming sitting porch. This property offers plenty of space and classic charm, just waiting for your personal touch. Home needs significant TLC, but has great bones and

  Chana Grossman KALMAN REAL ESTATE

  49 Lew St, Woodridge, NY 12789
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  /36

  $315,000

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

  62 Clinton Ave, Monticello, NY 12701

  This spacious single-family home comes with a bonus — a fully detached accessory unit that opens the door to multi-use living. Inside the main house, you’ll find 4 bedrooms and 2 full baths, highlighted by hardwood floors, a butler’s pantry, and a sun-soaked enclosed porch full of charm and character.Out back, the accessory unit above the detached garage offers 3 additional bedrooms, a

  Kassandra Mott Keller Williams Hudson Valley

  62 Clinton Ave, Monticello, NY 12701
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  /3

  $399,000

  • 5 Beds
  • 2 Baths
  • 1,916 Sq Ft

  268 Amber Lake Rd, Livingston Manor, NY 12758

  Beautiful ranch on a quiet country road, by Amber Lake which includes lake rights. This property offers lots of privacy and tons of space inside and outside. Walk right into the large dining room/living room with hardwood floors connecting you to a cozy kitchen with a back porch running through almost the entire house, it has five nice size bedrooms enough room for an extended family and guest,

  Eliyohu Gubitz eRealty Advisors, Inc

  268 Amber Lake Rd, Livingston Manor, NY 12758
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  /47

  $1,750,000

  • 6 Beds
  • 3 Baths
  • 2,988 Sq Ft

  282 W Shore Rd, Bethel, NY 12720

  A unique and magnificent opportunity is now available for its next chapter. This 19+ acre property is perfectly positioned for many ventures on a rural corner in the heart of Bethel, NY. The desirable location is agriculturally zoned and was formerly a state-of the art equestrian facility, allowing endless possibilities with numerous outbuildings, pastures and infrastructure. Main house is a

  Carol Malek Malek Properties, Inc.

  282 W Shore Rd, Bethel, NY 12720
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  /50

  $799,999

  • 9 Beds
  • 5 Baths
  • 3,200 Sq Ft

  41 Fox Mountain Rd, Livingston Manor, NY 12758

  Welcome to 41–59 Fox Mountain Road in beautiful Livingston Manor, NY—a versatile multi-unit property offering both residential comfort and income-generating potential. This unique setup includes a single-family home and a separately metered duplex, all on one expansive parcel in a serene Catskills setting.The single-family home is a spacious two-story residence featuring 3 bedrooms and 2

  Vincent Reda Keller Williams Realty

  41 Fox Mountain Rd, Livingston Manor, NY 12758
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  /50

  $1,950,000

  • 5 Beds
  • 4.5 Baths
  • 5,034 Sq Ft

  111 Jim Stephenson Rd, Swan Lake, NY 12783

  It’s tempting to lead with the long list of amenities—heated pool, tennis court, wine cellar, guest house—but the true appeal of the Stephenson House lies in the grounded, gracious lifestyle it fosters. Set on 20 scenic Catskills acres, this 1890s yellow Victorian blends heritage charm and modern ease, from its romantic turret and wraparound porch to stone walls and sunlit meadows. The main house

  Jennifer Grimes Country House Realty Inc

  111 Jim Stephenson Rd, Swan Lake, NY 12783
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  /21

  $250,000

  • 6 Beds
  • 1.5 Baths
  • 3,300 Sq Ft

  50 Parsonage Rd, Cochecton, NY 12726

  You rarely find a grand old 1890s Victorian like this anymore, but it needs your vision to restore it to its former glory! Cochecton was known as a Delaware River resort town at the turn of the 19th century. 50 Parsonage was one of many boarding houses in the area, and one of only a couple which still remain to this day! Numerous original details remain-- like gorgeous built-ins (likely chestnut

  Lynne Freda Matthew J Freda Real Estate

  50 Parsonage Rd, Cochecton, NY 12726
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  /26

  $1,499,000

  • 7 Beds
  • 3.5 Baths
  • 4,074 Sq Ft

  210 Grey Rd, South Fallsburg, NY 12779

  210 Grey Rd is a trophy property for sale in the Catskills, South Fallsburg countryside. This home has hardwood flooring, two very spacious bedrooms on the main level with private full bathrooms, a kitchen with Viking stainless steel appliances, a large island, an eat-in kitchen area, and many rooms with a built-in coffered ceiling design. The top level boasts another six bedrooms with a walk-up

  Nicholas Cuomo Keller Williams Realty

  210 Grey Rd, South Fallsburg, NY 12779
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  /46

  $1,400,000

  • 11 Beds
  • 13.5 Baths
  • 6,600 Sq Ft

  517 Sackett Lake Rd, Monticello, NY 12701

  Sackett Lake Gem!Welcome to 517 Sackett Lake Road, a custom-built house on 2.17 acres with access to a private sandy beach on sparkling Sackett Lake. Highlights:- 11 spacious bedrooms- 13.5 bathrooms- 2.17 acres- Over 6,600sf- Central Heat & Air- Full, finished basement with a movie theater and game room- Large garage can fit two vehicles plus boats and lake toys- Large front and back deck with a

  Alan Wieder Catskills Home Services

  517 Sackett Lake Rd, Monticello, NY 12701
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  /14

  $150,000

  • 6 Beds
  • 2 Baths
  • 2,300 Sq Ft

  50 Pleasure Dr, Harris, NY 12742

  Investor Special – Unlock the Potential! This is the diamond in the rough you’ve been waiting for! Nestled on a generous .33 -acre lot with an additional adjoining .56 acre lot included, this property offers endless possibilities with over 2,300+ sq ft of space ready to be reimagined. With the potential to be transformed into a stunning 6-bedroom, 2-bath dream home, this is a blank canvas for

  Zakia Wisdom Z Wisdom Realty Inc.

  50 Pleasure Dr, Harris, NY 12742
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  /36

  $449,000

  • 10 Beds
  • 4 Baths

  1116 Wurtsboro Mountain Rd, Wurtsboro, NY 12790

  This beautiful property has finally arrived! Three single detached homes on a single deed. Great property with a long history of solid income. This is a unique opportunity for residential use or investment, or a combination of both. Tenants and landlords will both love these homes. A rare opportunity to make these income-producing homes your own.

  Avrahom Lewinson Keller Williams Realty

  1116 Wurtsboro Mountain Rd, Wurtsboro, NY 12790
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  /34

  $399,999

  • 5 Beds
  • 2 Baths
  • 1,950 Sq Ft

  811 Happy Ave, Swan Lake, NY 12783

  WELCOME TO 811 HAPPY AVE – A PEACEFUL RETREAT SURROUNDED BY THE NATURAL BEAUTY OF THE SWAN LAKE AREA! This beautifully renovated home is set on nearly 3 acres along a quiet country road. Step inside to discover a spacious, open-concept layout that seamlessly connects the living, dining, and kitchen areas—perfect for both everyday living and entertaining. The heart of the home is the updated

  Hillel Weinberger Nationwide Houses LLC

  811 Happy Ave, Swan Lake, NY 12783
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  /23

  $379,999

  • 5 Beds
  • 2.5 Baths
  • 1,625 Sq Ft

  7 Dairyland Rd, Fallsburg, NY 12733

  This spacious and well-maintained 5-bedroom, 2.5-bathroom home was fully renovated five years ago and offers a comfortable and family-friendly layout. The house includes 16 beds and 3 playpens, making it ideal for large families.The home features a modern kosher kitchen with updated appliances, ample counter space,. All bedrooms are furnished with newer beds and quality mattresses. Each

  Eidel Moses Rodeo Realty Inc

  7 Dairyland Rd, Fallsburg, NY 12733
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  /50

  $4,325,000

  • 7 Beds
  • 3 Baths
  • 3,005 Sq Ft

  49 Crumley van Vactor Rd, Ferndale, NY 12734

  Fraser Settlement Legacy Estate - 417 Pristine Acres in the peaceful town of Bethel, NYA once-in-a-lifetime opportunity to own a piece of Catskills history: this extraordinary 417-acre estate, preserved through generations since 1808, represents one of the last great pristine tracts in the region. Nestled along a quiet winding road just 90 minutes from Manhattan, the property's crown

  Christine Vande Vrede Chapin Sotheby's Intl Rlty

  49 Crumley van Vactor Rd, Ferndale, NY 12734
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  /47

  $425,000

  • 7 Beds
  • 2.5 Baths
  • 2,880 Sq Ft

  17 Harvard Square, Woodridge, NY 12789

  Welcome to the ultimate staycation retreat! An extraordinary 7-bedroom, 2.5-bath masterpiece nestled on a full, flat acre in a peaceful cul-de-sac! With 2,880 sq ft of beautifully remodeled living space, this home is designed to impress at every turn. Host unforgettable gatherings in the elegant formal dining room, unwind in the sunlit living area, and open-concept kitchen, featuring crisp white

  Leon Klein Keller Williams Hudson Valley

  17 Harvard Square, Woodridge, NY 12789
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  /31

  $399,000

  • 5 Beds
  • 2 Baths
  • 2,636 Sq Ft

  568 High Rd, Glen Spey, NY 12737

  Tucked away from the noise of the world, this dreamy hideaway invites you to slow down, breathe deeply and reconnect with the quiet magic of nature. With Modern Upgrades & Major Vibes. Nestled in the serene and storied hamlet of Glen Spey, NY This beautifully maintained 2,600 sq ft home offers the perfect blend of rustic charm and modern comfort. Set on a peaceful 2-acre parcel backed by solid

  Dawn Payne Payne Team LLC

  568 High Rd, Glen Spey, NY 12737
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  /104

  $4,750,000

  • 10 Beds
  • 7.5 Baths
  • 8,000 Sq Ft

  414 Painter Hill Rd, Wurtsboro, NY 12790

  Rising above the landscape at the summit of a quiet dead-end road, Painter Hill Castle offers unparalleled seclusion and sweeping panoramic views. This 300-acre compound includes three distinct homes: an Old World-inspired castle, a guesthouse, and a vintage stone cottage. With miles of hiking and riding trails, three horse stables, an in-ground pool, and a charming creek with its own picturesque

  Shaina Marron Houlihan Lawrence Inc.

  414 Painter Hill Rd, Wurtsboro, NY 12790
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  /38

  $1,475,000

  • 5 Beds
  • 5 Baths
  • 4,026 Sq Ft

  123 Wildwood Way, Forestburgh, NY 12777

  Nestled in the heart of Forestburgh, in the Foothills of the Catskills, this recently completed, stunning 5-bedroom, 4.5-bathroom Contemporary Farmhouse sits on 5 picturesque acres, offering a blend of modern elegance and rustic charm. A grand foyer with double entry doors welcomes you into the open floor plan, where oversized windows flood the space with natural light. The spacious living area

  Christine Vande Vrede Chapin Sotheby's Intl Rlty

  123 Wildwood Way, Forestburgh, NY 12777
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  /36

  $340,000

  • 6 Beds
  • 2 Baths
  • 2,026 Sq Ft

  39 Laurel Ln, South Fallsburg, NY 12779

  CALLING ALL INVESTORS!!! LEGAL 2-FAMILY!!! The wait is over! SUPER SIZED, 6 bedroom, Raised Ranch!.Currently being used as a single family. 3 bedrooms upstairs, and 3 bedrooms downstairs.Continue to use this home as your own extra large home, or live in one part , and rent out the other! Enjoy the private, quiet, woodsy setting at the end of the street.

  Jackie Siracuse Absolute Real Estate of NY Inc

  39 Laurel Ln, South Fallsburg, NY 12779
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  /32

  $1,295,000 Open Sun 12PM - 1:30PM

  • 17 Beds
  • 5.5 Baths
  • 5,775 Sq Ft

  2182 Old Route 17, Roscoe, NY 12776

  Welcome to the River View Inn, a 75 acre haven in the heart of Roscoe. Boasting over one thousand feet along the Beaverkill River, a world renowned fly fishing mecca, this historic property spawns a once in a lifetime opportunity to create a lucrative anglers paradise, idyllic family homestead, or B&B retreat. This magnificent property is conveniently located within a five minute stroll to the

  Owen Boller Boller Properties

  2182 Old Route 17, Roscoe, NY 12776
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  /6

  $559,000

  • 5 Beds
  • 1.5 Baths
  • 2,800 Sq Ft

  47 River Ln, Bloomingburg, NY 12721

  3 PARCELS IN THIS SALE 47 River Ln SBL is 46-3-18 (.37 Acres ) This is a Single Family home 5 bedrooms, and a large detached garage on a dead end road. other parcels included in the sale are two lots of vacant land SBL 46-3-20.3 -(.48 Acres ) ,& 46-3-17 (.34 Acres) for a TOTAL 1.19 Acres This property will be sold as is TAX Amount reflect all 3 parcels.Sold As is present all offers

  Michelle Gruberger Real Estate Circuit Inc

  47 River Ln, Bloomingburg, NY 12721
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  /41

  $375,000

  • 5 Beds
  • 2 Baths
  • 2,756 Sq Ft

  1143 New York 17b, Mongaup Valley, NY 12762

  Charming Home in Monghaup Valley, Upstate NYDiscover your dream retreat in the picturesque Monghaup Valley! This spacious 5-bedroom, 2-bath home is perfect for families and entertaining. Enjoy the convenience of a secondary kitchen on the second floor, ideal for guests or family gatherings. Step outside to a stunning new deck that overlooks approximately an acre of serene land, perfect for

  Samuel Kohn eRealty Advisors, Inc

  1143 New York 17b, Mongaup Valley, NY 12762
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  /32

  $399,900

  • 5 Beds
  • 2 Baths
  • 2,600 Sq Ft

  45 Proctor Rd, Eldred, NY 12732

  Imagine starting your day sitting outside on your large, covered porch, sipping your morning coffee or tea as you listen to the sounds of nature on 2 1/2 private acres. This inviting 5-bedroom, 2 full baths home blends modern updates with timeless charm to create the perfect haven for both comfort and adventure.Step into the newly renovated kitchen featuring warm butcher block countertops and a

  Dawn Payne Payne Team LLC

  45 Proctor Rd, Eldred, NY 12732
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  /49

  $5,000,000

  • 14 Beds
  • 17 Baths
  • 17,570 Sq Ft

  399 Gregory Rd, Monticello, NY 12701

  Discover unparalleled luxury in this meticulously renovated almost 18,000 square foot mansion nestled on 20 acres of mostly flat land in rapidly developing Monticello, just moments from the thriving recently approved Satmar year-round community. This extraordinary RR2-zoned property offers tremendous versatility, comfortably accommodating large amount of people and perfectly suited for a yeshiva,

  Rivky Klagsbrun Master Realty Group Inc.

  399 Gregory Rd, Monticello, NY 12701
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  /34

  $300,000

  • 7 Beds
  • 5 Baths

  182-184 Mutton Hill Rd, Neversink, NY 12765

  Discover a great opportunity in the scenic town of Neversink—this .56-acre property features two mobile homes, perfect for multi-living or rental income. The main residence is a spacious 1988 Fleetwood double-wide with four bedrooms, two and a half bathrooms, a beautiful kitchen with newer cabinets, large and comfortable bedrooms, and a washer/dryer hookup. Step outside to enjoy a 10x30 wood deck

  Sy Mujovic I Realty LLC

  182-184 Mutton Hill Rd, Neversink, NY 12765
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  /27

  $399,000

  • 6 Beds
  • 4 Baths
  • 2,440 Sq Ft

  21 Airport Rd, Eldred, NY 12732

  Stunning Brook front Oasis with Two Renovated Homes on 6.71 Acres! Embrace the ultimate lifestyle with this incredible property featuring two beautifully renovated homes set on over 6 acres of serene brook front land. The main house is a spacious 3-bedroom, 2-bathroom gem that exudes modern charm and comfort. The upstairs bathroom is a true retreat, showcasing a large soaking tub and an exquisite

  Dawn Payne Payne Team LLC

  21 Airport Rd, Eldred, NY 12732
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  /17

  $325,000

  • 5 Beds
  • 2 Baths
  • 2,040 Sq Ft

  74 Cold Spring Rd, Liberty, NY 12754

  Welcome to this unique home located in the heart of Liberty. This is a 5 bedroom house with multiple dens/offices and was a boarding house in the past. With the right vision this property can be perfect for a savy investor or family compound.

  GABRIEL PEREZ Century 21 Alliance Rlty Group

  74 Cold Spring Rd, Liberty, NY 12754
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  /2

  $349,999

  • 5 Beds
  • 4 Baths
  • 1,754 Sq Ft

  4 Ann St, Monticello, NY 12701

  Great house for end user or investor.

  Eidel Moses Rodeo Realty Inc

  4 Ann St, Monticello, NY 12701
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  /49

  $229,500

  • 6 Beds
  • 2 Baths
  • 2,048 Sq Ft

  810 Benton Hollow Rd, Woodbourne, NY 12788

  2-for-1 Opportunity – Cape Cod Home + Guest House on 1 Acre.Don’t miss this incredible investment or handyman special—two homes on one peaceful, one-acre lot in the Tri-Valley School District. Whether you’re looking for a renovation project, rental potential, or a multi-generational living setup, this property offers endless possibilities. The main home is a classic 3-bedroom, 1-bath Cape

  Beth Johnston-Groth Malek Properties

  810 Benton Hollow Rd, Woodbourne, NY 12788
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  /33

  $499,000

  • 5 Beds
  • 3 Baths
  • 1,600 Sq Ft

  93 Lake View Dr, Swan Lake, NY 12783

  Welcome to Presidential Estates !Presidential Estates an HOA that provides many amenities to paying homeowners.Amenities include Gym, Pool, Hot tub, private lake access and MORE!93 Lake View Drive offers a comfortable layout with practical features throughout. The home includes private parking for two vehicles & a mud room entry for added convenience. Inside, the main living area blends both open

  Adir Kahn eRealty Advisors, Inc

  93 Lake View Dr, Swan Lake, NY 12783
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  /22

  $399,000

  • 5 Beds
  • 4 Baths
  • 2,114 Sq Ft

  19 Dillon Rd, Monticello, NY 12701

  Investor Special! Discover this income-generating multi-family property in the heart of Monticello.. Sitting on nearly half an acre, this 1951-built gem combines charm and serious investment potential. The property features five separate units—three unit currently occupied, and 2 vacant 1-bedroom, 1-bath units ready for your next tenants. Three of the units have been recently renovated, adding

  Reizy Schweid eRealty Advisors, Inc

  19 Dillon Rd, Monticello, NY 12701
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  /46

  $799,900

  • 7 Beds
  • 5 Baths
  • 3,226 Sq Ft

  108 Main St, Livingston Manor, NY 12758

  Located in one of Sullivan County Catskill's hottest downtowns in the heart of Livingston Manor, this incredible offering is a once in a lifetime opportunity. Two homes, on two lots offer great flexibility for multi-generational living, rental income, or creative restoration. One home was originally a multi-family which can be converted back (kitchens are still intact) and the other is

  Carol Malek Malek Properties, Inc.

  108 Main St, Livingston Manor, NY 12758
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  /51

  $1,200,000

  • 8 Beds
  • 4 Baths
  • 2,731 Sq Ft

  3437 Nys Rte 55, White Lake, NY 12786

  It is all about the lake! This custom-built lake house offers plenty of room for all in an amazing location on White Lake, one of the most pristine, clean and popular motorboat lakes in the area. The expansive open plan takes full advantage of the lake views, glorious sunsets and the outdoor spaces. First floor contains the spacious main entrance, island kitchen with granite, combo dining/ living

  Carol Malek Malek Properties, Inc.

  3437 Nys Rte 55, White Lake, NY 12786
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  /55

  $849,000

  • 5 Beds
  • 2 Baths
  • 2,904 Sq Ft

  1095 State Route 17b, Bethel, NY 12762

  This a Golden opportunity in a prime and sought-after location with two homes on 26+ acres in the heart of the Sullivan County Catskills. Location and land are perfect for a family compound, hobby farm, agri-business, artist/ yoga studio, live/ work situation, Airbnb/ rental income, and more. Main home is as charming as you can get with warm woodwork, elegant touches, and a fully functional

  Carol Malek Malek Properties, Inc.

  1095 State Route 17b, Bethel, NY 12762
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  /44

  $1,798,500

  • 6 Beds
  • 4 Baths
  • 3,537 Sq Ft

  125 Mapes Rd, Barryville, NY 12719

  Discover Your Dream Retreat on 25+ Acres! Welcome to an unparalleled oasis that combines modern luxury with serene country living! This immaculate property features not one, but two beautifully renovated homes, perfect for family gatherings or rental opportunities. Step inside to find stunning porcelain tile floors that flow throughout, highlighting the meticulous attention to detail in every

  Dawn Payne Payne Team LLC

  125 Mapes Rd, Barryville, NY 12719
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  /50

  $450,000

  • 10 Beds
  • 4 Baths
  • 4,286 Sq Ft

  5 Plank Rd, Mongaup Valley, NY 12762

  Investment Opportunity. This property has two homes, a two-family home and a single-family home. The home also has a two-car garage. This property has so many great features such as its location on the Mongaup river near where it becomes the Swinging Bridge reservoir the largest motorboat lake in Sullivan County. There is a public boat launch and recreation area right up the street. This home

  Erik Rhulen Rhulen Realty Group LLC

  5 Plank Rd, Mongaup Valley, NY 12762
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  /42

  $1,250,000

  • 5 Beds
  • 3 Baths
  • 4,682 Sq Ft

  80 Overlook Dr, Callicoon, NY 12723

  Could you live with stunning views of the Delaware River valley and the surrounding Catskills? Watch bald eagles and hawks glide past your windows? This Beechwoods contemporary is set in a hilltop neighborhood of upscale homes. Elegant Douglas Fir post-and-beam framing creates a high cathedral ceiling and open space. All rooms have soaring views of sky, mountains and the river. South and west

  Joe Freda Matthew J Freda Real Estate

  80 Overlook Dr, Callicoon, NY 12723
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  /33

  $375,000

  • 5 Beds
  • 2 Baths
  • 2,500 Sq Ft

  359 County Road 95, Obernburg, NY 12767

  Step back in time with this 1909 farmhouse, nestled in the heart of the Catskills in the town of Fremont, NY. This spacious 5-bedroom, 2-bath home has lots of character with its original built-ins, hardwood floors and charm. Plenty of space for family, guests, or even a potential bed & breakfast. The property includes a leased US Post Office, offering a unique investment opportunity (currently 1

  Fleur Bailey Carole Edwards Realty

  359 County Road 95, Obernburg, NY 12767
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  /47

  $1,850,000

  • 9 Beds
  • 6.5 Baths
  • 8,868 Sq Ft

  92 Krieger Blvd, Woodridge, NY 12789

  Discover unparalleled luxury and privacy in this expansive 2-story home, featuring over 9 bedrooms and 6.5 bathrooms. Set on over an acre of lush land, this remarkable property offers a rare combination of seclusion and convenience, just a short walk to all the amenities of Woodridge. As you approach the estate, the electronic gate, grand fountain, and elegant landscaping set the tone for what

  Chana Grossman KALMAN REAL ESTATE

  92 Krieger Blvd, Woodridge, NY 12789

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