Highland Lake, NY Homes for Sale

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  /42

  $1,500,000

  • 3 Beds
  • 2.5 Baths
  • 2,552 Sq Ft

  43 Goldring Dr, Highland Lake, NY 12743

  Luxury Lakefront Living Meets the Best of the CatskillsExperience the ultimate waterfront lifestyle in this exceptional lakefront log home, beautifully situated on a pristine private motorboat lake and sand beach where boating, jet skiing, sailing, fishing, swimming, kayaking, and endless summer days await. Offering 2,556 square feet of impeccably maintained living space, this stunning home

  Dawn Payne Payne Team LLC

  43 Goldring Dr, Highland Lake, NY 12743
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  /3

  $39,000

  • Land
  • 3 Acres
  • $13,000 per Acre

  Lot 59.2 Lower Lumber Rd, Lumberland, NY 12737

  3 acre stream front property in the Black Forest Colony. The community offers 4 expansive private park areas comprising 1,100 acres. Club members enjoy exclusive access to the natural beauty of The Black Forest, featuring deep ravines, waterfalls, hiking trails, swimming holes, fishing spots, snowshoeing, and waterfront access to the Delaware River. Recently, members have formed a trail committee

  Dawn Payne Payne Team LLC

  Lot 59.2 Lower Lumber Rd, Lumberland, NY 12737
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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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  /33

  $579,000

  $20K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,380 Sq Ft

  26 Summit Dr, Barryville, NY 12719

  Imagine coming home to your own private woodland retreat, tucked away on nearly 7 acres in Timber Lake Estates, a gated community. Built in 2024, this brand-new raised ranch offers over 2,000 square feet of beautifully finished living space, surrounded by nature and the peaceful feeling of being miles away from it all. Step inside to a bright, sun-filled living room that flows into a gorgeous new

  Kristen Payne Payne Team LLC

  26 Summit Dr, Barryville, NY 12719
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  /40

  $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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  /5

  $53,500

  $2K PRICE DROP

  • Land
  • 5.13 Acres
  • $10,429 per Acre

  00 Summit Dr, Yulan, NY 12792

  Love lakes and a lake community? Dreaming of building your own one of a kind home? Crave privacy on your terms? Beautiful level wooded 5 acre building lot in the gated community of Timber Lake Estates in Yulan, NY. Timber Lake Estates is a quiet community with access to a pristine non motor boat lake. Enjoy sunny days at the member beach which has: space for your kayak, an outdoor fire pit,

  Penni-Jo Buchal Callicoon Real Estate LLC

  00 Summit Dr, Yulan, NY 12792
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  /37

  $499,000

  $26K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 1,134 Sq Ft

  46 Rowley Rd, Eldred, NY 12732

  Driving down a long, curved driveway and tucked among the trees, this Catskill Farms home from 2010 is a house built for quiet enjoyment, with outdoor spaces added to bring that point home. There is a through line of approach here, natural elements brought into the home to tighten its connection to its surroundings. The materials do a lot of the talking. Bluestone floors transition to wide-plank

  Erik Freeland Country House Realty Inc

  46 Rowley Rd, Eldred, NY 12732
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  /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 KW Hudson Valley United

  Unlisted Address
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  /42

  $493,000

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

  44 Airport Rd, Eldred, NY 12732

  Welcome to this brookside gem nestled on 3.5 acres in Eldred NY. The home has been meticulously maintained and exudes a warmth and charm you'll feel throughout the house. Some main features are the large living room with vaulted pine ceilings and a wood burning fireplace. This room will be where everyone gathers for cozy evenings around the fire and promises to deliver memorable holidays and

  Caroline Akt Caroline Akt Realty LLC

  44 Airport Rd, Eldred, NY 12732
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  /9

  $39,000

  • Land
  • 5.03 Acres
  • $7,753 per Acre

  Lot 1.2 High Rd, Glen Spey, NY 12737

  Create your own possibilities on High Road in Glen Spey! Lot 1.2 offers the opportunity to own a piece of vacant land in the Town of Lumberland, Sullivan County. Whether you're looking to secure land for the future, explore an investment opportunity, or find a place to bring your own vision to life, this property provides a blank canvas to consider.Located in the Glen Spey area, this

  Amanda Brehm KW Hudson Valley United

  Lot 1.2 High Rd, Glen Spey, NY 12737
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  /12

  $225,000

  $25K PRICE DROP

  • 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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  /7

  $180,000

  • Land
  • 6.29 Acres
  • $28,617 per Acre

  0 Split Rock Dr Unit KEY921280, Highland, NY 12719

  WATERFRONT!!!! Yes it is...with the views and sounds of the water and most of all serenity....Wooded, peaceful and awaiting you!! lots with mossy ground, sculptural boulders, and gentle contours create a magical setting for your future home site. Your house can sit perfectly tucked among the trees, offering a natural sense of utmost privacy. The subtle land contours are well suited for a walkout

  Debbie Jagel Cabins & Canoes Real Estate

  0 Split Rock Dr Unit KEY921280, Highland, NY 12719
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  /46

  $325,000

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

  108 Leers Rd, Glen Spey, NY 12737

  Welcome to 108 Leers Road, Glen Spey, NYEscape the hustle and bustle and enjoy the peace, privacy, and beauty of Glen Spey, NY. Set on approximately 2 acres, this charming 3-bedroom, 2-full-bath manufactured home offers approximately 1,680 square feet of comfortable living space and is the perfect retreat for year-round living or weekend escapes.Inside, you'll find a spacious

  Sonia Gonzalez HomeSmart Homes & Estates

  108 Leers Rd, Glen Spey, NY 12737
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  /23

  $379,000

  • 3 Beds
  • 2 Baths
  • 1,384 Sq Ft

  171 Yulan Barryville Rd, Barryville, NY 12719

  Upstate dreams do exist. Imagine opening your patio doors and realizing your favorite room Is actually outside. You will fall in love every day with your woodsy backyard! The Silence! This contemporary chic ranch blends simplicity in the finishes and the added bonus of exciting indoor-outdoor living. The light filled interior features a skim-coated fireplace, a redesigned kitchen with a cozy

  Chris Somerville Cabins & Canoes Real Estate

  171 Yulan Barryville Rd, Barryville, NY 12719
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  /19

  $249,000

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  5 Steges Rd, Eldred, NY 12732

  Cozy ranch home in Eldred, NY. Eldred is part of the Town of Highland and is situated near the Delaware River in the scenic Catskill Mountains region. This ranch offers the perfect canvas for your personal updates and creative vision. This home and serene setting with 3 bedrooms, a country eat in kitchen, living area and a full bath on one level for easy living. The property sits in a desirable,

  Dali Levy KW Hudson Valley United

  5 Steges Rd, Eldred, NY 12732
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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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  /36

  $529,000

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

  11 Fairway Dr, Highland Lake, NY 12743

  Welcome to Lake DeVenoge, a peaceful lake community tucked into the Town of Highland, where natural beauty, year-round comfort, and everyday convenience come together. Set on two mostly level, grassy acres, this inviting one-level home offers an easy indoor-outdoor lifestyle just moments from a well-maintained sandy beach with chairs, picnic tables, and umbrellas for relaxed summer days on the

  Dawn Payne PAYNE TEAM LLC

  11 Fairway Dr, Highland Lake, NY 12743
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  /9

  $39,000

  • Land
  • 3 Acres
  • $13,000 per Acre

  Lot 41 Lynn Rd, Glen Spey, NY 12737

  Opportunity awaits on this 3-acre parcel in the Town of Lumberland! Located on Lynn Road in Glen Spey, this vacant residential property offers approximately 130,680 square feet of land and is zoned RHD, providing an opportunity to explore the possibilities for your next home or investment. Set in the scenic Sullivan County area, the property offers a chance to create something of your own in a

  Amanda Brehm KW Hudson Valley United

  Lot 41 Lynn Rd, Glen Spey, NY 12737
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  /34

  $239,000

  $40K 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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  /47

  $1,050,000

  New Construction $70K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,815 Sq Ft

  167 Timber Lake Dr, Eldred, NY 12732

  New Construction with Private Lake Access on 5+ AcresSummer camp, all grown up.A new construction release from Beyond the Black Box, Timber Lake is a contemporary residence inspired by the relaxed optimism of classic midcentury lake houses. The home balances modern architecture with natural materials, handcrafted details, and a warm, collected aesthetic that feels established from

  Erica Keberle Anatole House LLC

  167 Timber Lake Dr, 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

  Discover the perfect blend of comfort, privacy, and natural beauty at 50 Park Road in Yulan. Set on just under an acre along the tranquil banks of Beaver Brook, this charming 3-bedroom, 2-bath home includes Lots 11, 12, and 13, offering a rare opportunity to own waterfront property with creek frontage—all outside the flood zone. Whether you're looking for a full-time residence, a weekend retreat,

  Nick Ralph Nestquest Direct LLC

  50 Park Rd, Yulan, NY 12792
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  /40

  $249,900

  $25K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 2,160 Sq Ft

  13 Oneida Trail, Glen Spey, NY 12737

  Welcome to 13 Oneida Trail in Glen Spey, a spacious four bedroom home set on just over half an acre in a peaceful lake community. Inside, you’ll find an eat in kitchen, a generous family room, and a primary bedroom with its own enclosed porch, along with plenty of space for a home office, guest room, playroom, or quiet retreat. One of the property’s best features is the detached garage with

  Isaiah Lopez KW Hudson Valley United

  13 Oneida Trail, Glen Spey, NY 12737
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  /33

  $449,999

  $50K PRICE DROP

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

  60 Highland Lake Rd, Eldred, NY 12732

  Acre(s): side LOT 7.34 Acre's very nice and large Propertyproperty offering a wonderful opportunity for homeowners, investors, or those seeking a peaceful retreat. This home features a spacious layout with endless potential to customize and make it your own. Conveniently located near local amenities, outdoor recreation, and major roadways.Property is being sold as is. Buyer is

  Ron Martinez Listing Pro Realty Services

  60 Highland Lake Rd, Eldred, NY 12732
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  /7

  $210,000

  $15K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,181 Sq Ft

  21 Minisink Trail, Glen Spey, NY 12737

  ThisCape Cod-style home, built in 2005, offers 1,181 square feet of comfortable living space. Inside, you'll find two bedrooms and two bathrooms, including a full bath and a convenient half bath. The home sits on a level lot, giving you a private driveway and easy-to-manage outdoor space. Mini-Split heat pumps keeps things cozy through the colder months and cool in the summer. With well and

  Brandon Nielsen Century 21 Full Service Realty

  21 Minisink Trail, Glen Spey, NY 12737
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  /17

  $19,999

  • Land
  • 20,037 Sq Ft
  • $43,476 per Acre

  0 Belair Rd Unit KEY1021309, Lumberland, NY 12737

  Great lot in Glen Spey, NY! Are you looking for the perfect Sullivan County property for your getaway? Then look no further! You cannot beat the location.This residential lot, located just off Forestburgh Rd is fully engineered. This parcel is perfect to build your new home or retreat. This property offers lake rights to Lake Mohaph for fishing, canoeing, kayaking or swimming. The property offers

  Patti Martell Payne Team LLC

  0 Belair Rd Unit KEY1021309, Lumberland, NY 12737
• 

  

  /17

  $550,000

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

  768 Forestburgh Rd, Glen Spey, NY 12737

  Nestled on 5 private acres in the sought-after Glen Spey area, 768 Forestburgh Road offers the perfect blend of tranquility and convenience. Surrounded by mature trees and natural beauty, this property provides a peaceful setting with plenty of space to enjoy the outdoors, entertain, or simply unwind in complete privacy. Its desirable location places you just minutes from the Upper Delaware

  Henry Raymond Thomas M David

  768 Forestburgh Rd, Glen Spey, NY 12737
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  /23

  $799,000

  $100K PRICE DROP

  • 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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  /42

  $449,000

  • 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 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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  /23

  $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 KW Hudson Valley United

  238 Lakeview Drive Rd, Highland Lake, NY 12743
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  /26

  $390,000

  $30K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  30 Woods Rd, Yulan, NY 12792

  Tucked into 6.3 private wooded acres along a quiet country road, this thoughtfully updated two-bedroom one-bathroom turnkey home offers the privacy, tranquility, and natural beauty that define life in the Upper Delaware River Valley.Surrounded by mature pines, hardwoods, and native ferns, the property feels secluded from the world while remaining just minutes from Barryville and Eldred.

  Myra Rappoport Payne Team LLC

  30 Woods Rd, Yulan, NY 12792
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  /7

  $145,600

  • 2 Beds
  • 1 Bath
  • 1,440 Sq Ft

  3426 State Route 97, Barryville, NY 12719

  2-bedroom, 1 bath, 1,440 square foot single family ranch home sitting on a 15,246 square foot lot. Make it your own. Jump on this great deal before it’s gone! All buyers are responsible to confirm City, County, Zoning, Tax, and other records to their satisfaction before bidding. No inspection contingencies in contract. Absolutely no repairs before closing. This property is sold As-Is. This is a

  Jamarr Zellner REALHome Services & Solutions

  3426 State Route 97, Barryville, NY 12719
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  /9

  $39,000

  • Land
  • 3 Acres
  • $13,000 per Acre

  Lot 39 Lynn Rd, Glen Spey, NY 12737

  Bring your vision to life on Lynn Road in Glen Spey! Lot 39 offers an opportunity to own vacant land in the Town of Lumberland, Sullivan County. The property is identified on the Sullivan County tax map as Lot 39, with an apparent 3-acre notation shown on the map.Whether you're looking to secure land for the future, explore an investment opportunity, or create a property of your own, this

  Amanda Brehm KW Hudson Valley United

  Lot 39 Lynn Rd, Glen Spey, NY 12737
• 

  

  /18

  $425,000

  $24K PRICE DROP

  • 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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  /41

  $759,000

  New Construction

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

  76 Timber Lake Dr, Yulan, NY 12792

  Another Catskill Farms original, this one built around rights to a beautiful, spring-fed lake. Set on five-plus private acres within Timber Lake Estates, the barn-style home leans into what makes the form work in the first place — vaulted ceilings and oversized windows. Upon entering, the mudroom area features a bluestone floor, bench, and coat closet. The ceiling soars here. The verticality

  Erik Freeland Country House Realty Inc

  76 Timber Lake Dr, Yulan, NY 12792
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  /27

  $425,000

  $20K PRICE DROP

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

  70 Okeechobee Rd, Glen Spey, NY 12737

  2 HOMES. ONE PROPERTY on 6.5 acres in the heart of Glen Spey! This versatile property features two attached residences ideal for multi-generational living, rental income, or extended guests.This isnt your typical single family home. 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

  Joseph Rubeo KW Hudson Valley United

  70 Okeechobee Rd, Glen Spey, NY 12737
• 

  

  /38

  $319,000

  $50K PRICE DROP

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

  114 Proctor Rd, Eldred, NY 12732

  FRESH NEW PRICE. YOUR OPPORTUNITY JUST GOT BETTER!! 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,

  Dawn Payne Payne Team LLC

  114 Proctor Rd, Eldred, NY 12732
• 

  

  /49

  $1,395,000

  • 3 Beds
  • 3.5 Baths
  • 4,000 Sq Ft

  300 Van Tuyl Rd, Barryville, NY 12719

  BUYER BONUS: $50,000 TOWARDS A GARAGE + HOME WARRANTY! As if this storybook property couldn’t get any more enchanting, a newly created woodland trail now leads to the property’s serene brook—a hidden retreat where the gentle sound of flowing water and the surrounding forest create a truly magical escape. The wait is finally over.The one everyone has been watching... waiting for... talking

  Dawn Payne Payne Team LLC

  300 Van Tuyl Rd, Barryville, NY 12719
• 

  

  /11

  $125,000

  • Land
  • 10,018 Sq Ft
  • $543,478 per Acre

  177 Mohican Trail, Lumberland, NY 12737

  Escape to your own lakefront paradise, privately tucked away in a peaceful cove on a sought-after motorboat lake. Just two hours from New York City, this waterfront retreat offers the perfect combination of relaxation, adventure, and convenience. Enjoy endless days of boating, swimming, kayaking, and making memories on the water. This property comes complete with a 2005 33-foot citation featuring

  Dawn Payne PAYNE TEAM LLC

  177 Mohican Trail, Lumberland, NY 12737

Showing Results 41 - 80, Page 2 of 3