Highland Lake, NY Homes for Sale

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  /48

  $899,000

  • 4 Beds
  • 3.5 Baths
  • 2,480 Sq Ft

  1122 County Route 31, Glen Spey, NY 12737

  Your Lakefront Zen Escape. This is the vibe — a dreamy log cabin surrounded by nature and total calm. 3 bedrooms, 2 baths, sunlight everywhere, and that cozy energy that just feels right. Outside? It’s pure magic. Total privacy, your own guest house, a 3-car garage for all your gear, and a covered porch made for morning coffee or golden-hour hangs. And the coolest part — there’s a tiny historic

  Dawn Payne Payne Team LLC

  1122 County Route 31, Glen Spey, NY 12737
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  /42

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  16 Fairway Dr, Highland Lake, NY 12743

  Retro Lakefront Charm with Stunning Views – A Hidden Gem Just Two Hours from NYC. Step back into the classic charm of the 1960s with this inviting 3-bedroom, 2-bath lakefront home nestled in a beloved community where generations of families have made lasting memories. Located on a pristine glacier lake, this home offers year-round beauty and recreation—from kayaking and sailing to fishing and

  Dawn Payne Payne Team LLC

  16 Fairway Dr, Highland Lake, NY 12743
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  /2

  $29,000

  $4K PRICE DROP

  • Land
  • 34,412 Sq Ft
  • $36,709 per Acre

  0 Hartung Rd Unit H6242040, Highland, NY 12732

  Fantastic level lot. Minutes walk to Sand Beach. Close to lots of great local restaurants, Bethel Woods performing arts center and the Delaware river.

  Dawn Payne Payne Team LLC

  0 Hartung Rd Unit H6242040, Highland, NY 12732
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  /5

  $59,000

  • Land
  • 6.06 Acres
  • $9,736 per Acre

  Lot 45 Split Rock Dr, Highland, NY 12719

  Escape to total privacy on this peaceful 6.06-acre parcel in a desirable private community. Surrounded by nature, with pond views, this secluded lot offers the perfect setting for your dream getaway or year-round retreat. Tucked away in the heart of the Catskills, you’ll enjoy unmatched tranquility with easy access to local hiking, lakes, and charming towns. Build your vision where serenity meets

  Dawn Payne Payne Team LLC

  Lot 45 Split Rock Dr, Highland, NY 12719
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  /22

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  35 Oneida Trail, Glen Spey, NY 12737

  Rustic Charm with Lake Access & Convenience!Welcome to this warm and inviting 3 bedroom, 2 bath home showcasing rich woodwork, hardwood floors, and plenty of windows that bring the outdoors in. The kitchen is a true centerpiece, featuring custom countertops, a double copper sink, stainless steel appliances, a gas/propane stove for cooking, and vaulted ceilings. Relax in the living room by the

  Dawn Payne Payne Team LLC

  35 Oneida Trail, Glen Spey, NY 12737
• 

  

  /22

  $4,290,000

  • Land
  • 820 Acres
  • $5,232 per Acre

  Unlisted Address

  800+ ACRES | 60-ACRE PRIVATE LAKE | 90 MILES TO NYC Strategic Development Opportunity: 12-Parcel Assemblage in Eldred, NY for Investment groups and commercial developers. Rarely does an opportunity of this magnitude present itself within two hours of Manhattan. Spanning over 800 pristine acres in the Town of Eldred, this extraordinary 12-parcel assemblage offers a canvas of unparalleled scale and

  Dali Levy Keller Williams Hudson Valley

  Unlisted Address
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  /31

  $199,000

  • 3 Beds
  • 2 Baths

  85 Delaware Trail, Glen Spey, NY 12737

  Attention Investors! Excellent rental income opportunity with lake rights to Mohican Lake, a 200 acre motorboat lake.This two-unit property offers immediate cash flow potential. The first unit is a well-maintained 2-bedroom mobile home with an office, 1 bath, open layout, and reliable long-term tenants already in place. The second unit is a newer cottage with an attached one-car garage,

  Kristen Payne Payne Team LLC

  85 Delaware Trail, Glen Spey, NY 12737
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  /12

  $250,000

  • 2 Beds
  • 1 Bath
  • 860 Sq Ft

  609 State Route 55, Eldred, NY 12732

  Welcome to this charming 2-bedroom, 1-bathroom home located in the heart of Eldred! This cozy home is conveniently located within walking distance to the High School and a variety of other amenities. The property is also a short distance away from Restaurants, Bethel Woods, Delaware River, Farmers Market, Lakes, and more. Don't miss out on this opportunity to make this your forever home or a

  Natalie Rajsz Steimle Century 21 Geba Realty

  609 State Route 55, Eldred, NY 12732
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  /2

  $15,000

  • Land
  • 1 Acre
  • $15,000 per Acre

  Lot 70.4 High Rd, Lumberland, NY 12737

  Discover the perfect place to escape to at this secluded 1 acre parcel tucked away in the beauty of Upstate NY. Accessed by a legal, cleared right of way, this property is et back from the road offering exceptional privacy and a peaceful setting. Surrounded by the quiet and charm of the countryside, it's an ideal spot for those looking to enjoy nature, tranquility, and space to create your own

  Kristen Payne Payne Team LLC

  Lot 70.4 High Rd, Lumberland, NY 12737
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  /10

  $39,900

  • Land
  • 2.82 Acres
  • $14,149 per Acre

  Lot 57.1 Barryville - Yulan Rd, Barryville, NY 12719

  Looking for a spot to build your dream home, look no further! This nice mostly level property is wooded with some open space. There is 288' of road frontage and the property is approximately 400' deep. Located close to the towns of Barryville and Yulan. Close to the Delaware River. Land is selling quickly, so schedule your appointment today! Additional Information: SoilType:Unknown,

  Brankica Curreri Eagle Valley Realty

  Lot 57.1 Barryville - Yulan Rd, Barryville, NY 12719
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  /34

  $249,000

  $30K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,020 Sq Ft

  140 Highland Lake Rd, Highland Lake, NY 12743

  Lake Rights to Highland Lake ! Extra lot included in sale. Cute home with two Bedrooms and two Full baths, nice sized living room, dining area, kitchen, good sized landing upstairs that could be used for office area, enclosed sun room, black topped driveway on a nice sized lot. ( home sits on 3/4 acre and extra lot on left of home is 1/3 acre, for a Total of 1.10 acres.) Quiet area. Lake access

  Lorraine Smith Century 21 Geba Realty

  140 Highland Lake Rd, Highland Lake, NY 12743
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  /40

  $899,000

  • 5 Beds
  • 3 Baths
  • 3,900 Sq Ft

  9 Curtis Rd, Eldred, NY 12732

  Brookside, a sprawling, completely reimagined escape, offers a peaceful turnkey experience less than two hours from New York City. This ground-up re-envisioning features myriad amenities and thoughtful details in a classic Catskills setting. A soaring cathedral ceiling oversees the main living area, which flows seamlessly from wood stove-anchored lounge to sunny dining space to well-appointed

  Megan Kinealy Country House Realty, Inc.

  9 Curtis Rd, Eldred, NY 12732
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  /14

  $299,700

  $19K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,164 Sq Ft

  50 Park Rd, Yulan, NY 12792

  Creekside Comfort in Yulan, NY. Welcome to 50 Park Road, a warm and inviting 3-bedroom, 2-bath home set along the peaceful banks of Beaver Brook Creek in the heart of Yulan. This property blends everyday comfort with a tranquil, nature-forward setting—perfect as a full-time residence, weekend escape, or investment retreat. This sale includes lots 11. 12 and 13 for a total of just under 1 acre

  Nick Ralph Nestquest Direct LLC

  50 Park Rd, Yulan, NY 12792
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  /17

  $340,000

  $70K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,852 Sq Ft

  134 Black Forest Rd, Glen Spey, NY 12737

  Nestled in the serene gated Black Forest Community in Glen Spey, this enchanting log home is a blend of rustic charm and modern amenities. As you step inside, the warmth of rich hardwood floors greets you, leading to an updated kitchen outfitted with contemporary finishes and all-new appliances.This two-bedroom sanctuary offers a flexible floor plan with the potential for a third bedroom or

  Andrea Rose Keller Williams Hudson Valley

  134 Black Forest Rd, Glen Spey, NY 12737
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  /37

  $209,999

  • 2 Beds
  • 1 Bath
  • 1,096 Sq Ft

  43 Highland Lake Rd, Eldred, NY 12732

  Welcome to 43 Highland Lake Road – A Turnkey Gem in the Heart of the Catskills! This beautifully renovated home is the perfect blend of modern upgrades and serene country charm. Set on a spacious parcel in Highland, NY, the property offers plenty of backyard and land space, ideal for outdoor enjoyment, gardening, or future expansion. Inside and out, no detail has been overlooked: New roof,

  Vincent Reda Keller Williams Realty

  43 Highland Lake Rd, Eldred, NY 12732
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  /23

  $899,000

  • 4 Beds
  • 2 Baths
  • 2,400 Sq Ft

  110 Eldred Yulan Rd, Eldred, NY 12732

  BEAUTIFUL HOME SET ON 11.5 ACRES IN ELDRED, NY THAT COMES WITH DEEDED LAKE RIGHTS TO THE PRIVATE MONTGOMERY LAKE AND A PARCEL ON BODINE LAKE - Welcome to this 4 bedroom 2 bath home that offers a cozy living room with a wood burning fireplace, a master bedroom/bath set privately on the main level and a charming kitchen/dining room with three large sliders overlooking this pretty property. Attached

  Caroline Akt Caroline Akt Realty LLC

  110 Eldred Yulan Rd, Eldred, NY 12732
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  /50

  $449,900

  $30K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,194 Sq Ft

  66 Highland Lake Rd, Eldred, NY 12732

  Stunning Colonial 4 Bedroom Farmhouse Retreat in the Heart of the Catskills ,on over 1 acre of private landscape, this house offers a serene escape for seeking comfort and lifestyle. Key Features: Open floor plan with vaulted ceilings, with two fireplaces (gas and wood), skylights in the living and kitchen area. 3 full bathrooms, jacuzzi tub, cathedral master ceiling, spacious dining area

  Michael Friedmann eRealty Advisors, Inc

  66 Highland Lake Rd, Eldred, NY 12732
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  /20

  $1,189,000

  • 11 Beds
  • 7 Baths
  • 4,762 Sq Ft

  238 Lakeview Drive Rd, Highland Lake, NY 12743

  Discover a rare, motorboat lakefront opportunity on 1.6 acres with over 175 feet of private shoreline, the perfect setting for a vacation retreat, or multi-home getaway. This unique property features three separate buildings offering a total of 8 self-contained living spaces, each with its own kitchen, making it ideal for guests, or multi-generational living. Previously enjoyed as a private

  Joseph LaBarbera Keller Williams Hudson Valley

  238 Lakeview Drive Rd, Highland Lake, NY 12743
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  /25

  $199,000

  $20K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 804 Sq Ft

  220 County Road 21, Barryville, NY 12719

  Wow—this is a find!Move right into this beautiful 2-bedroom ranch set on a .86-acre property. Featuring a new kitchen with quartz counters and new stainless appliances, gleaming hardwood floors, and a newly tiled bathroom, this home also offers a semi-finished basement with laminate flooring. The layout feels spacious and open, making it perfect for entertaining both indoors and out.

  Naomi Streicher Q Home Sales

  220 County Road 21, Barryville, NY 12719
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  /13

  $585,000

  • 4 Beds
  • 1.5 Baths
  • 2,068 Sq Ft

  48 River Rd, Barryville, NY 12719

  Rare Offering: first time on the market in 40 years. Welcome to 48 River Road, a Delaware River-fronting historic home nestled along a charming and quiet road in Barryville, NY with a deeded riverfront beach. This beautifully maintained property offers a unique opportunity to connect with nature, featuring private access to the river, optimal for water activities or simply enjoying the serene

  Jeff Gardner Corcoran MH, LLC

  48 River Rd, Barryville, NY 12719
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  /33

  $119,000

  • 3 Beds
  • 1 Bath
  • 720 Sq Ft

  39 Hartung Rd, Highland Lake, NY 12743

  Nice mobile home on 1.6 country acres. Quiet area on nice town maintained road. Newer Septic, drilled well, furnace and decks, approx 7 years old. Short distance to Shopping, Schools, Delaware River and area Lakes. Affordable living ! Own your own home, instead of renting !

  Lorraine Smith Century 21 Geba Realty

  39 Hartung Rd, Highland Lake, NY 12743
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  /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
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  /10

  $39,000

  • Land
  • 1.72 Acres
  • $22,674 per Acre

  0 Airport Rd Unit KEY998226, Eldred, NY 12734

  Amazing and beautiful 1.72 acre lot in a quiet residential area. Mostly wooded and level. Driveway cut in, and Culvert in place. Lot is rectangular with approx 200' of Road Frontage and 380' deep. Come build your dream home on this lovely private yet not secluded property. Added bonus is Deeded Lake Access just up the road to Washington Lake ! This is a Motorboat lake where you can spend many

  Lorraine Smith Century 21 Geba Realty

  0 Airport Rd Unit KEY998226, Eldred, NY 12734
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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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  /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
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  /47

  $485,000

  • 3 Beds
  • 3 Baths
  • 1,458 Sq Ft

  39 Pitio Rd, Glen Spey, NY 12737

  Waterfront accessible with private dock access. This newly renovated ranch combines a balance of comfort, space, and modern comforts & new upgrades that would be considered an eco-friendly home. Situated on nearly 1 acres of land, this multi-level property offers enough space entertaining friends indoors and outdoors. This 3-bedroom / 3-bath home was thoughtfully updated in 2020 and features a

  Tashan Narine Keller Williams Realty Liberty

  39 Pitio Rd, Glen Spey, NY 12737
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  /37

  $629,000

  $404K PRICE INCREASE

  • 4 Beds
  • 2.5 Baths
  • 2,504 Sq Ft

  79 Dexheimer Rd, Narrowsburg, NY 12764

  Welcome home in this beautifully rebuilt 4 bedroom 3 beth house, sitting on almost 11 acres of private land in Narrowsburg, NY.The original house was built in 1860. From the sill plates to the rafters it was a complete rebuild. Mostly level and partially wooded land. Detached garage. The complete shell of house is new with new aluminum windows and doors. New covered front porch, back deck,

  Gabor Dezso Century 21 Geba Realty

  79 Dexheimer Rd, Narrowsburg, NY 12764
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  /5

  $25,000

  • Land
  • 1.03 Acres
  • $24,272 per Acre

  0 Park Ln Unit KEY984771, Highland, NY 12792

  BUILDING LOT IN YULAN, NY - This is a cleared one acre parcel with the driveway and parking area installed. Electric is at the road and can easily be brought into the site. This little neighborhood is tucked away in the country with a ball field just down the road, makes this a special location for a new home. Approximately 2.5 hrs from NYC, makes this special property a very easy commute. Close

  Caroline Akt Caroline Akt Realty LLC

  0 Park Ln Unit KEY984771, Highland, NY 12792
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  /32

  $589,900

  • 3 Beds
  • 2 Baths
  • 2,354 Sq Ft

  11 Fairway Dr, Highland Lake, NY 12743

  Welcome to the Lake DeVenoge Community, a pristine quiet lake nestled in the Town of Highland. A well-maintained sandy beach, equipped with beach chairs, picnic tables, and umbrellas, provides ample space for enjoying summer days on the 70+acre pristine lake. In the fall watch the Eagles and be enchanted.The one level home is planted on 2 acres of mostly grass making the outdoor space user

  Myra Rappoport Payne Team LLC

  11 Fairway Dr, Highland Lake, NY 12743
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  /48

  $550,000

  • 4 Beds
  • 3 Baths
  • 3,152 Sq Ft

  2 May Place, Glen Spey, NY 12737

  Lakefront Beautifully Maintained Brick Home with Pond! This charming brick home blends timeless character with modern comforts, set on a picturesque property with its own private pond. Inside, the main level features a spacious kitchen with granite countertops and stainless steel appliances, a living room, dining room, with wood stove, and four bedrooms with hardwood floors. Upstairs, a finished

  Dawn Payne Payne Team LLC

  2 May Place, Glen Spey, NY 12737
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  /39

  $515,000

  $35K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,808 Sq Ft

  90 Hillside Rd, Barryville, NY 12719

  A storybook stream front retreat on nearly 17 acres of complete privacy, this enchanting three-bedroom, one-bath home offers a serene escape surrounded by nature. A long, winding driveway leads to a charming residence with a detached two-car garage and a swing set, tucked into lush woods with a gentle stream meandering through the property. This property has a picturesque, storybook backdrop,

  Kristen Payne Payne Team LLC

  90 Hillside Rd, Barryville, NY 12719
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  /48

  $625,000

  New Construction

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

  26 Summit Dr, Eldred, NY 12732

  New Raised Ranch located in the beautiful Timber Lake Estates Community in Yulan, NY ! Offering Over 2000 Square Feet of livable space, a spacious living room with lots of light & sunshine! 3 bedrooms, 3 baths, dining room & gorgeous kitchen! Lower level has a heated garage with 2 zone radiant floor heating, and builders finished it for extra family room or bedroom. Fully insulated with R21

  Gabor Dezso Century 21 Geba Realty

  26 Summit Dr, Eldred, NY 12732
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  /41

  $2,700,000

  • 16 Beds
  • 10.5 Baths
  • 11,160 Sq Ft

  35 Washington Lake Rd, Eldred, NY 12732

  Rare lakefront compound on 6.07 private acres along Washington Lake offering an extraordinary combination of residential grandeur, income-generating infrastructure, and Catskills natural beauty — all within 90 minutes of the George Washington Bridge. This 16-room estate spans the main residence and a fully independent one-bedroom, one-bathroom guest cottage with its own kitchen, delivering

  Loretta Wolff NexLvl Real Estate Inc.

  35 Washington Lake Rd, Eldred, NY 12732
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  /21

  $249,999

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

  1613 Forestburgh Rd, Glen Spey, NY 12737

  Split-Level Ranch with Expansion Potential in Glen Spey, Sullivan County, NY Welcome to 1613 Forestburgh Road — a 3-bedroom, 2-bathroom split-level ranch offering 1,248 square feet of comfortable living space in the scenic Hudson Valley community of Glen Spey, New York. Whether you're a first-time buyer, investor, or looking for a weekend retreat in Sullivan County, this property checks all the

  Vincent Reda Keller Williams Realty

  1613 Forestburgh Rd, Glen Spey, NY 12737
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  /21

  $99,000

  • 2 Beds
  • 1.5 Baths
  • 1,412 Sq Ft

  1131 County Route 31, Glen Spey, NY 12737

  CALLING ALL INVESTORS, HANDYMEN and First Time or Seasoned Homeowners!!! This is your Opportunity to be able to pick up a Fixer-Upper for a Great Price! The Owners have just installed a New Well Pump 5/25, new toilet, kitchen faucet and the Electric! This home is not move in ready yet and the is the main reason why the price is so low. To the trained eye and right investor, this project could

  Dennis Short Krumpfer Realty Group, LLC

  1131 County Route 31, Glen Spey, NY 12737
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  /26

  $720,000

  $279K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,772 Sq Ft

  38 Devenoge Dr, Highland Lake, NY 12743

  Welcome to your dream lakefront retreat on the crystal-clear waters of Lake DeVenoge - one of Sullivan County's most coveted private lakes. This 4-bedroom, 2-bathroom home offers the perfect blend of comfort, style, and year-round recreation, just under 2 hours from NYC. Step inside and you'll find a bright, open double-height living space with a wood burning fireplace designed to frame

  Anne-Laure Penvenne

  38 Devenoge Dr, Highland Lake, NY 12743
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  /8

  $250,000

  • Land
  • 19.92 Acres
  • $12,550 per Acre

  0 Loch Ada Rd Unit KEY945905, Glen Spey, NY 12737

  Nestled in nature amidst bucolic country roads and fern-lined forests your retreat site awaits. An assemblage of 3 parcels totaling 19.92 acres there's endless opportunity to bring your vision to life. Whether full time or part time, the area offers solace from the city and celebrates outdoor activities like rafting down the nearby Delaware River, fly fishing and hiking the trails less traveled.

  Lisa Mulcahy Ellis Sotheby's Intl Realty

  0 Loch Ada Rd Unit KEY945905, Glen Spey, NY 12737
• 

  

  /48

  $729,000

  • 3 Beds
  • 2 Baths
  • 96,268 Sq Ft

  21 Crawford Rd, Eldred, NY 12732

  Escape the city and discover a refined take on country living with this brand new 3-bedroom, 2-bath brook front retreat, privately set among winding woodland and natural beauty. Built by a highly respected local craftsman known for exceptional quality, timeless design, and meticulous attention to detail, this home offers a seamless blend of modern sophistication and serene surroundings. Inside,

  Dawn Payne Payne Team LLC

  21 Crawford Rd, Eldred, NY 12732
• 

  

  /36

  $989,000

  $11K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,643 Sq Ft

  180 Yulan Barryville Rd, Barryville, NY 12719

  CONTEMPORARY HOME IN THE SOUGHT AFTER SULLIVAN CATSKILLS - Welcome to this unique property beautifully set on an open 4.6 acres. Home has been well loved, meticulously updated and maintained. Home is large yet warm and inviting with several spaces for family/friends to come and enjoy for a weekend, the holidays would be spectacular. Beautiful craftsmanship throughout, hardwood floors, large

  Caroline Akt Caroline Akt Realty LLC

  180 Yulan Barryville Rd, Barryville, NY 12719
• 

  

  /50

  $624,999

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,905 Sq Ft

  768 Forestburgh Rd, Glen Spey, NY 12737

  Escape to your own private retreat in the heart of Glen Spey. Set on over 5 beautiful acres, this 3-bedroom, 2-bath home offers the perfect blend of peace, privacy, and year-round outdoor adventure. Surrounded by the natural beauty of the Catskills and just moments from the Upper Delaware River, this property is ideal as a full-time residence, weekend getaway, vacation home, or investment

  Jennifer Lappe Keller Williams Realty

  768 Forestburgh Rd, Glen Spey, NY 12737

Showing Results 41 - 80, Page 2 of 3