Highland Lake, NY Homes for Sale

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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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  /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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  /50

  $444,000

  • 3 Beds
  • 2.5 Baths
  • 2,156 Sq Ft

  83 Split Rock Dr, Barryville, NY 12719

  Charming Cape Cod Retreat on 5+ Acres in Barryville – Eldred School District. Welcome to 83 Split Rock Drive, a meticulously maintained 3-bedroom, 2.5-bath Cape Cod-style home set on 5.3 private, partially wooded acres in the desirable Pyne Ayre community. Located within the Eldred School District, this peaceful retreat offers 2,156 sq ft of heated living space plus a full basement—perfect for a

  Amanda Brehm Keller Williams Hudson Valley

  83 Split Rock Dr, Barryville, NY 12719
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  /30

  $410,000

  • 3 Beds
  • 3 Baths
  • 1,900 Sq Ft

  51 Dexheimer Rd, Narrowsburg, NY 12764

  BEAUTIFUL RANCH IN NARROWSBURG NY - Welcome to this meticulously kept home tucked away on a quiet road set on 2.28 acres. Home features a thoughtful layout with a first floor bedroom/full bath, a bonus space that could be a cozy reading nook or a great office. Kitchen and dining area is large with lots of cabinets and new stainless steel appliances. The gem of the house is the living room with

  Caroline Akt Caroline Akt Realty LLC

  51 Dexheimer Rd, Narrowsburg, NY 12764
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  /28

  $429,000

  • 4 Beds
  • 2.5 Baths
  • 2,736 Sq Ft

  107 Eldred Yulan Rd, Eldred, NY 12732

  MOTIVATED SELLER!! Need Space? Welcome home to this large Eldred area home featuring LR w/ stone fireplace, den w/ stone fireplace, huge eat in kitchen w/ lots of cabinets, pantry space & washer/dryer, dining area and huge family room & 1/2 bath on the main level. Upstairs offers primary suite w/ full bath & lots of closet space, 3 additional bedrooms and another full bath. Home also features a

  Jill Barnes Cabins & Canoes Real Estate

  107 Eldred Yulan Rd, Eldred, NY 12732
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  /26

  $399,000

  • 7 Beds
  • 2 Baths
  • 2,162 Sq Ft

  112 Eldred Yulan Rd, Eldred, NY 12732

  BEAUTIFUL COLONIAL IN ELDRED NY - Welcome to this lovely home awaiting the next owner to make it their own. The large main living area offers many options with its open floor plan, beautiful hardwood flooring, and a fireplace for cozy evenings around the fire. Let your imagination go for the many uses of the 7 bedrooms. You can create a retreat, the perfect home office, or an exercise room! The

  Caroline Akt Caroline Akt Realty LLC

  112 Eldred Yulan Rd, Eldred, NY 12732
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  /33

  $399,500

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft

  160 Yulan Barryville Rd, Barryville, NY 12719

  AN OASIS AMONG THE PINES will be yours with this lovely contemporary home snuggled between the northern reaches of the Poconos and the southern Catskills. The property is well-kept, and provides plenty of privacy for those who seek it. With a warm, log exterior, the home features a spacious floor plan with the primary bedroom, a primary bathroom (w/ Jacuzzi tub) and a large bonus room (which can

  Todd Jennings Keller Williams Realty

  160 Yulan Barryville Rd, Barryville, NY 12719
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  /10

  $329,000

  • 1 Bath
  • 672 Sq Ft

  151 New York 97, Barryville, NY 12719

  Are you a hunter or are you looking for adventure? This beautiful seasonal cabin is perfect for you. Your peaceful retreat has a cottage with a large deck and an open floorplan looking for your personal touches. Handsome Eddy Brook flows through the property giving you a serene waterfall experience. This deal offers 3 parcels totaling 78+ acres and will not last. Schedule your personal tour

  Kayce Drasher NexLvl Real Estate Inc.

  151 New York 97, Barryville, NY 12719
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  /27

  $355,000

  • 2 Beds
  • 1 Bath
  • 1,124 Sq Ft

  435 State Route 55, Eldred, NY 12732

  Welcome home to this beautifully remodeled 2 bedroom, 1 bath ranch nestled in the picturesque town of Eldred. As you step inside, you are greeted by a cozy stone fireplace, perfect for warming up on chilly evenings. The entire home has been completely renovated with new roof, windows, and siding giving it a fresh and modern feel.The kitchen is a chef's dream with sleek cabinets, quartz

  Andrea Rose Keller Williams Hudson Valley

  435 State Route 55, Eldred, NY 12732
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  /4

  $39,000

  • Land
  • 0.60 Acre
  • $65,000 per Acre

  46 Ozierany, Glen Spey, NY 12737

  Lake Access! Walk less than a 1/4 of a mile to a BEAUTIFUL fully maintained lake, swimming boating and fishing. This building lot that has been previously perked and is in a great private the perfect for relaxation, fun and a great getaway! Some trees have already been cut down to get out of your way to start building. This is a once in a lifetime offer to build your dream home in a PRIME

  Paul Hamilton Orange West Realty

  46 Ozierany, Glen Spey, NY 12737
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  /50

  $280,000

  • 3 Beds
  • 2.5 Baths
  • 1,612 Sq Ft

  50 Hunczac Blvd, Glen Spey, NY 12737

  Bring Your Vision—Unlock the Potential at 50 Hunczak!Set on over an acre of private, wooded land in the desirable Eldred School District, this 3-bedroom, 3-bath split-level home offers 1,600 square feet of opportunity. Whether you’re looking for a weekend escape or a full-time residence, this property has the bones and setting to become something truly special.Step inside to a

  Isaiah Lopez Keller Williams Hudson Valley

  50 Hunczac Blvd, Glen Spey, NY 12737
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  /33

  $329,000

  • 3 Beds
  • 2 Baths
  • 1,308 Sq Ft

  281 Blind Pond Rd, Narrowsburg, NY 12764

  Your slice of heaven located outside of Narrowsburg, NY. This tranquil and private home is located just minutes from the Village of Narrowsburg and the beautiful Delaware River. Perfect retreat to recharge and regroup. Picture yourself drinking coffee or taking an afternoon nap on the deck while listening to the waterfall flow. Take in the therapeutic views this country property has to offer. 3

  Baily Leet Baily Leet

  281 Blind Pond Rd, Narrowsburg, NY 12764
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  /5

  $175,000

  • Land
  • 16 Acres
  • $10,783 per Acre

  27 Woods Rd, Yulan, NY 12792

  16+ Acres on a Scenic Brook — Prime for Your VisionOpportunity awaits on this stunning 16.23-acre parcel featuring long road frontage and a peaceful brook winding through the property. Whether you’re looking to build your dream getaway, create a private family compound, or invest in land with long-term potential, this is the canvas you’ve been waiting for.Perfectly situated just

  Dawn Payne Payne Team LLC

  27 Woods Rd, Yulan, NY 12792
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  /17

  $55,000

  • Land
  • 6 Acres
  • $9,769 per Acre

  Lot#26 Timber Lake Dr, Highland, NY 12792

  Build your dream home on Private 5 acre parcel with lake rights down the road in lovely gated community. Lake access, beach, boating, fishing within walking distance from the Lake.

  Jane Panico Realty Promotions Inc

  Lot#26 Timber Lake Dr, Highland, NY 12792
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  /2

  $21,000

  • Land
  • 0.50 Acre
  • $42,000 per Acre

  Lot 20 Park Ln, Highland, NY 12792

  Quiet/wooded lot .5 acre parcel offers a peaceful setting surrounded by nature on a quiet road. Located minutes from the Delaware River. If you've been thinking of investing in land in the Catskills, this is a great opportunity!

  Kristen Payne Payne Team LLC

  Lot 20 Park Ln, Highland, NY 12792
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  /24

  $129,000

  • 1 Bed
  • 1 Bath
  • 324 Sq Ft

  20 Airport Rd, Eldred, NY 12732

  Charming 1940s Catskills Cottage - Your Perfect EscapeEver dreamed of owning a tiny home or studio retreat in the Catskills? This charming 1940s cottage is exactly what you've been searching for. Nestled on a beautiful .69-acre wooded stream-front property, this cozy bungalow offers simple living at its finest. NEW ROOF as of 07/03/25. Inside to be cleaned and painted.The Property:*

  Steven Beeson Diane C. Butler

  20 Airport Rd, Eldred, NY 12732
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  /41

  $1,387,000

  • 3 Beds
  • 5 Baths
  • 3,440 Sq Ft

  367 Black Forest Rd, Glen Spey, NY 12737

  Architect-Designed Stone Constructed Cape Retreat in the Exclusive Black Forest Club – 6 Acres of Modern Elegance and Natural Beauty. Tucked away in the heart of the Black Forest Club's private 2,000-acre parkland, this architect-designed Contemporary English-style stone Cape is a rare opportunity to own a modernist-inspired retreat just 2hrs from New York City. Surrounded by six private acres,

  Barry Becker Keller Williams Hudson Valley

  367 Black Forest Rd, Glen Spey, NY 12737
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  /4

  $139,000

  • Land
  • 10 Acres
  • $13,456 per Acre

  Lot 1 Van Tuyl Rd, Barryville, NY 12719

  Your Perfect Getaway Awaits! Discover this stunning, private 10-acre parcel complete with a fully engineered lot with the driveway in just waiting for your dream home. Tucked away in a peaceful setting, yet only 2 hours from New York City and 15 minutes to the Metro-North train, it's perfectly placed for easy getaways. Spend your days exploring the nearby Delaware River, or enjoying the area's

  Dawn Payne Payne Team LLC

  Lot 1 Van Tuyl Rd, Barryville, NY 12719
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  /6

  $179,000

  • 3 Beds
  • 1.5 Baths
  • 1,352 Sq Ft

  191 Airport Rd, Eldred, NY 12732

  Secluded fixer-upper with great potential! This 3-bedroom, 1.5-bath home sits on approximately 11+ serene acres of wooded land. The house offers roughly 1,352 sq. ft. of living space and is ready for a renovation to restore its charm. Features include a private setting, ample room for expansion, and a beautiful natural landscape. Perfect for an investor or someone looking for a rural getaway,

  Desiree Beecham River Realty Services, Inc.

  191 Airport Rd, Eldred, NY 12732
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  /48

  $1,099,000

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

  64 Hoyt Rd, Glen Spey, NY 12737

  Tucked away at the very end of a road in the serene hamlet of Glen Spey, The Pistachio House is a one-of-a-kind architectural retreat surrounded by lush forest and total privacy. Originally built in 1912, this home underwent a major transformation in 2025 with an entirely reimagined floorplan and large addition. This stunning home blends timeless design with modern touches and expert

  Jessica Maloney Compass Greater NY, LLC

  64 Hoyt Rd, Glen Spey, NY 12737
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  /6

  $50,000

  • Land
  • 5 Acres
  • $9,804 per Acre

  0 Black Forest Rd Unit KEY878150, Lumberland, NY 12737

  Your Upstate Paradise Awaits! Tucked within a 2,000-acre private, gated community, this over 5-acre level lot offers the perfect blend of relaxation and adventure. Start your day at the community clubhouse, then head out to explore 1,200 acres reserved for members—featuring scenic hiking trails, ATV riding, peaceful fishing spots, refreshing swimming holes, and gorgeous waterfalls. Just two hours

  Dawn Payne Payne Team LLC

  0 Black Forest Rd Unit KEY878150, Lumberland, NY 12737
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  /19

  $469,000

  • 3 Beds
  • 3 Baths
  • 1,656 Sq Ft

  12 Summit Dr, Highland, NY 12792

  Escape to your own private sanctuary! This stunning retreat sits on 5.5 acres of pristine woodland within the exclusive gated community of Timber Lake Estates. Paved roads wind through the community, leading you around the sparkling centerpiece - Timber Lake itself.Four seasons of recreation await right outside your door. Summer brings endless lake adventures: fishing from the shore,

  Joann Alvis Coldwell Banker Village GreenN

  12 Summit Dr, Highland, NY 12792
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  /7

  $80,000

  • Land
  • 8 Acres
  • $10,582 per Acre

  0 Barker Rd Unit KEY876635, Eldred, NY 12732

  Bring your vision—and your boots. This beautiful 7+ acre piece of land is the kind of opportunity that doesn’t come around often. Whether you’re dreaming of building your forever home, creating a private retreat, or just want room to breathe, this property is your blank canvas. With room to roam, room to grow, and room to make something entirely your own, all that’s missing is your imagination.

  Kassandra Mott Keller Williams Hudson Valley

  0 Barker Rd Unit KEY876635, Eldred, NY 12732
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  /30

  $299,900

  • 3 Beds
  • 2 Baths
  • 900 Sq Ft

  251 Haring Rd, Barryville, NY 12719

  Nature Lover’s Paradise – 15 Private Acres in Barryville, NY! Welcome to 251 Haring Rd, a rare opportunity to own a stunning 15-acre rural homestead nestled in the heart of the Catskills. This expansive and versatile property is a dream come true for nature enthusiasts, homesteaders, hunters, and weekend retreat seekers alike.The land offers the perfect balance of open, flat grassy yard,

  Amanda Brehm Keller Williams Hudson Valley

  251 Haring Rd, Barryville, NY 12719
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  /49

  $999,000

  • 3 Beds
  • 2 Baths
  • 1,835 Sq Ft

  141 Mountain Laurel Ln, Glen Spey, NY 12737

  Discover serenity at this enchanting lakefront retreat on Mohican Lake. This property spans an impressive 7.93 acres, combining two parcels: 1.21 acres (SBL 3-E-1-15) hosting the charming home and 6.72 acres (SBL 3-E-1-17) of pristine land. The residence itself offers a bright and inviting open floor plan, featuring 3 bedrooms, 2 baths, and a cozy den perfect for relaxation or work-from-home

  William Williams Century 21 Geba Realty

  141 Mountain Laurel Ln, Glen Spey, NY 12737
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  /50

  $499,000

  • 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 families 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

  Michael Friedmann eRealty Advisors, Inc

  66 Highland Lake Rd, Eldred, NY 12732
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  /34

  $265,000

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

  62 Stefanyk Rd, Glen Spey, NY 12737

  Embrace the ease of single-story living in this peaceful Glen Spey retreat! Tucked away on 1.41 wooded acres with a gentle stream running through the backyard, this 3-bedroom, 2-bath ranch offers the perfect mix of comfort, convenience, and nature. The open floor plan connects the living, dining, and kitchen areas for a bright, seamless living experience. The primary bedroom features its own en

  Jackie Siracuse Absolute Real Estate of NY Inc

  62 Stefanyk Rd, Glen Spey, NY 12737
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  /22

  $289,000

  • 3 Beds
  • 2 Baths
  • 2,348 Sq Ft

  27 Airport Rd, Eldred, NY 12732

  Located just outside the hamlet of Eldred, this very well maintained Cape is in a quiet peaceful area and loaded with charm. There are some well done modern upgrades without sacrificing the character of the mid century craftsmanship. With new windows, new bathroom, new kitchen sink and counters that are blended perfectly with the hardwood floors, the woodwork and staircase. The exterior feels

  Travis O'Dell Land and Water Realty LLC

  27 Airport Rd, Eldred, NY 12732
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  /2

  $150,000

  • Land
  • 7 Acres
  • $22,388 per Acre

  0 Highland Lake Rd Unit KEY868497, Highland, NY 12732

  Located just outside of the charming hamlet of Eldred, this wooded parcel provides access to the spectacular Halfway Brook with rushing waters and waterfall along the rear property line. This area of the Hudson Valley provides easy access to the Delaware River for fishing, rafting & canoeing. It also provides plenty of opportunities for outdoor recreation, camping and hunting. It's a hop, skip

  Theresa Powers Keller Williams Realty

  0 Highland Lake Rd Unit KEY868497, Highland, NY 12732
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  /46

  $699,000

  • 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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  /3

  $10,000

  • Land
  • 0.25 Acre
  • $40,000 per Acre

  0 Belair Rd Unit KEY869130, Lumberland, NY 12737

  Private 50 X 200 Lot off Forestburg road on private Belair Rd. Would be Great for Vacationing in a Recreational Vehicleor possibly rent lot out to Campers as an air B&B. Great tourist area close to Casinos, Bethel Woods etc. Great Money Maker.Tax ID# 14.-1-80.15

  Paul Hamilton Orange West Realty

  0 Belair Rd Unit KEY869130, Lumberland, NY 12737
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  /31

  $299,999

  • 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

  Vincent Reda Keller Williams Realty

  43 Highland Lake Rd, Eldred, NY 12732
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  /5

  $59,000

  • Land
  • 6 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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  /11

  $150,000

  • Land
  • 0.23 Acre
  • $643,777 per Acre

  177 Mohican Trail, Lumberland, NY 12737

  Lakefront paradise 2 hours from NYC set privately in the cove. Motorboat lake. Comes with a 2005 33ft citation with 2 slides in excellentcondition turnkey. Enjoy boating, swimming and kayaking.

  Dawn Payne Payne Team LLC

  177 Mohican Trail, Lumberland, NY 12737
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  /33

  $269,000

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

  22 Bodine Lake Rd, Yulan, NY 12792

  Two for the Price of One – A Rare Opportunity! Welcome to your own private retreat with lake rights to beautiful Bodine Lake! Just 2 hours from NYC! This delightful three-bedroom, one-and-a-half-bath home is nestled in a peaceful, park-like setting and comes with an adjoining buildable lot—perfect for expansion, investment, or simply enjoying extra space. Inside, you’ll find wall to wall

  Dawn Payne Payne Team LLC

  22 Bodine Lake Rd, Yulan, NY 12792
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  /37

  $699,000

  • 3 Beds
  • 2 Baths
  • 2,080 Sq Ft

  608 High Rd, Glen Spey, NY 12737

  Step into history with this truly distinctive property—"The Bel Air Lodge." Originally constructed in 1898, this remarkable home served as the Gatehouse/Lodge to the grand Bel Air Mansion in the heart of Glen Spey, NY. Thought to be designed by world-renowned architect Henry Janeway Hardenbergh—famed for iconic NYC landmarks such as The Dakota, The Plaza, and the Waldorf Astoria—this property is

  Caroline Akt Caroline Akt Realty LLC

  608 High Rd, Glen Spey, NY 12737
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  /2

  $47,500

  • 2 Beds
  • 1 Bath
  • 680 Sq Ft

  34 Highland Lake Rd, Eldred, NY 12732

  Located in the highly sought-after town of Highland this property presents a rare and exciting investment opportunity. Situated in the heart of the Hudson Valley, the area is known for its scenic beauty, outdoor recreation, and proximity to New York City. The property features a worn-down mobile home and an expansive plot of land, offering endless potential for development or renovation.The true

  Christina Narine Narine Realty Corporation

  34 Highland Lake Rd, Eldred, NY 12732
• 

  /2

  $47,500

  • Land
  • 0.65 Acre
  • $73,077 per Acre

  32 Highland Lake Rd, Eldred, NY 12732

  Located in the highly sought-after town of Highland this property presents a rare and exciting investment opportunity. Situated in the heart of the Hudson Valley, the area is known for its scenic beauty, outdoor recreation, and proximity to New York City. The property features a worn-down cottage and an expansive plot of land, offering endless potential for development or renovation.The true

  Christina Narine Narine Realty Corporation

  32 Highland Lake Rd, Eldred, NY 12732
• 

  /2

  $47,500

  • 2 Beds
  • 1 Bath
  • 680 Sq Ft

  30 Highland Lake Rd, Eldred, NY 12732

  Located in the highly sought-after town of Highland this property presents a rare and exciting investment opportunity. Situated in the heart of the Hudson Valley, the area is known for its scenic beauty, outdoor recreation, and proximity to New York City. The property features a worn-down cottage and an expansive plot of land, offering endless potential for development or renovation.The true

  Christina Narine Narine Realty Corporation

  30 Highland Lake Rd, Eldred, NY 12732
• 

  

  /18

  $139,000

  • 2 Beds
  • 1 Bath
  • 522 Sq Ft

  198 Eldred-Yulan Rd, Yulan, NY 12792

  Lakefront Cottage! Handyman special! This property has frontage on Bodine Lake and it is waiting for your creative vision or tear down and build new. It has a large great room that includes the kitchen and living room, two bedrooms and a full bath with a shower. The attic is finished and provides extra space for guests or storage. There is a screened in porch so you can enjoy the sights and

  Brankica Curreri Eagle Valley Realty

  198 Eldred-Yulan Rd, Yulan, NY 12792

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