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Highland, NY Homes for Sale with Acreage

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  • /46

    $1,445,000

    $50K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,852 Sq Ft

    113 Airport Rd, Eldred, NY 12732

    Set behind a gated entrance on the shores of Washington Lake, this extraordinary waterfront estate feels like a private resort hidden in the woods. Thoughtfully designed for both grand entertaining and quiet weekends by the water, the property strikes a rare balance between impressive scale and welcoming comfort. A charming footbridge leads to the front entrance, where a dramatic foyer, sweeping

    Agent Photo

    Edward Rabon

    Compass Greater NY, LLC

    113 Airport Rd, Eldred, NY 12732
  • /24

    $499,000

    Open Sat 1PM - 3PM $126K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,195 Sq Ft

    21 Marko Dr, Eldred, NY 12732

    Escape to Modern Luxury in the CatskillsExperience ultimate privacy on nearly 3 acres with deeded rights to a 100-acre natural glacier lake. Just 2 hours from NYC, this stunning custom-built home blends superior craftsmanship with modern tech. The sun-drenched great room features skylights, a double stone fireplace, and French doors that open to an expansive entertaining deck. From the

    Agent Photo

    Donna Geba

    Century 21 Geba Realty

    21 Marko Dr, Eldred, NY 12732
  • /50

    $2,450,000

    • 4 Beds
    • 3 Baths
    • 2,965 Sq Ft

    55 Woods Rd, Barryville, NY 12719

    A Storied Woodland Compound Woven into the Landscape Hidden within a verdant stretch of forest and shaped by a deep reverence for nature, Beaver Brook is a singular Catskills retreat designed for gathering, restoration, and quiet adventure. The compound unfolds organically across more than 50 wooded acres, with a collection of thoughtfully designed structures and amenities, connected by winding

    Agent Photo

    Edward Rabon

    Compass Greater NY, LLC

    55 Woods Rd, Barryville, NY 12719
  • /13

    $499,000

    $76K PRICE DROP
    • 1 Bed
    • 1,296 Sq Ft

    8 River Rd, Barryville, NY 12719

    Amazing property! Includes 4 lots totaling nearly 4 acres with gorgeous Delaware River Frontage located in the heart of Barryville NY. The original Old homes and garage were in disrepair and removed from the property leaving one building and beautiful cleared land with well and septic's ready for your imagination and design of your own complex in Sullivan County NY! Close to Port Jervis commuter

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    Donna Geba

    Century 21 Geba Realty

    8 River Rd, Barryville, NY 12719
  • /38

    $399,900

    $35K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    173 Yulan Barryville Rd, Barryville, NY 12719

    Located in the peaceful countryside of Yulan, this beautifully maintained ranch style home offers the perfect opportunity to enjoy year-round living or create your own weekend retreat in the heart of Sullivan County. Designed for effortless one-level living, this inviting home blends comfort, privacy, and modern convenience with the natural beauty of the Catskills.Step inside to discover a

    Agent Photo

    Kathy White

    Exit Realty Connections

    173 Yulan Barryville Rd, Barryville, NY 12719
  • /9

    $39,900

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

    Lot 57.1 Yulan-Barryville Rd, Highland, NY 12791

    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!

    Agent Photo

    Dawn Curreri

    EAGLE VALLEY REALTY

    Lot 57.1 Yulan-Barryville Rd, Highland, NY 12791
  • /37

    $485,000

    • 1.5 Baths
    • 5,600 Sq Ft

    17 Collins Rd, Eldred, NY 12732

    Opportunities do Exist!! Bring your vision to life with this amazing 5,600 square foot building on nearly 3 acres of beautiful land. Formally the American Legion Hall, this versatile property sits on a quiet country road and is packed with potential for residential, special use, or home business conversion. The Flexible Interior features 2 individual offices (easily convertible to bedrooms), 2

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    Donna Geba

    Century 21 Geba Realty

    17 Collins Rd, Eldred, NY 12732
  • /31

    $350,000

    $49K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    87 Airport Rd, Eldred, NY 12732

    Stop the search! This 2,000 sq ft home offers the perfect blend of comfort and country living. Features include a large living room with hardwood floors and a cozy stone fireplace, a custom chef's kitchen to prepare your perfect meals and a dining area that opens to a screened-in porch for dining al fresco. Enjoy the convenience of 3 bedrooms and 2 baths on the main level. Need more space? The

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    Donna Geba

    Century 21 Geba Realty

    87 Airport Rd, Eldred, NY 12732
  • /30

    $425,000

    • 2 Beds
    • 1 Bath
    • 1,300 Sq Ft

    80 Beaver Brook Rd, Yulan, NY 12792

    Welcome to this classic 1950's Ranch set on 4.7 picturesque acres with frontage on Toasperns Pond, a spring-fed fishing lake. This home offers approximately 1,300 square feet, features a spacious living room, an eat-in kitchen, office, 2 bedrooms, and a full bath. A walk-up attic leads to two unfinished rooms, providing excellent potential for additional living space, while the full walk-out

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    Dawn Curreri

    Eagle Valley Realty

    80 Beaver Brook Rd, Yulan, NY 12792
  • /50

    $682,000

    • 4 Beds
    • 5 Baths
    • 3,940 Sq Ft

    86 Beaver Brook Rd, Narrowsburg, NY 12764

    LAKEFRONT CONTEMPORARY RETREAT! Launch your kayaks from your own private sandy beach on 2.95 acres of stunning lakefront property. This one-of-a-kind offering presents the perfect blend of family living and business potential!Boasting 4 bedrooms and 5 baths, this remarkable home features a spacious living room with breathtaking lake views, two kitchens, a recreation room with bar and full

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    Barry Becker

    KW Hudson Valley United

    86 Beaver Brook Rd, Narrowsburg, NY 12764
  • /8

    $195,000

    • Land
    • 22.3 Acres
    • $8,744 per Acre

    0 Crawford Rd Unit KEY821449, Highland, NY 12528

    Beautiful wooded 22.3 acre parcel along quaint Crawford Road just outside of the charming Delaware river hamlet of Barryville. Close to Eldred, Yulan, Barryville, Narrowsburg and the Delaware River.

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    Rosemarie DeCristofaro

    Callicoon Real Estate LLC

    0 Crawford Rd Unit KEY821449, Highland, NY 12528
  • /7

    $895,000

    • Land
    • 77.89 Acres
    • $11,491 per Acre

    Lot 11.1 State Route 55 and Mail Rd, Barryville, NY 12719

    Absolutely beautiful land, nearly 80 acres, in the heart of Barryville NY is now for Sale!!! Gorgeous property has frontage on 2 roads and is a nature enthusiasts paradise with hardwood and conifer trees with native shrubs and ferns. Use your imagination and create an amazing estate with mountain and Delaware River River Views or consider subdividing into multiple lots for a multi generational

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    Donna Geba

    Century 21 Geba Realty

    Lot 11.1 State Route 55 and Mail Rd, Barryville, NY 12719
  • /7

    $98,000

    • Land
    • 1.98 Acres
    • $49,495 per Acre

    Lot 20.8 Airport Rd, Eldred, NY 12732

    2 beautiful acres with Lake rights to Washington Lake Now available. Just imagine building your dream home and enjoying Washington Lake, a natural 100 acre motor boat lake for fishing swimming and soaking up the sun. Looking for a home? Next door, 87 Airport Road is on the market. Purchase both the land, the house and have an additional building lot for extra space or for one of your significant

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    Donna Geba

    Century 21 Geba Realty

    Lot 20.8 Airport Rd, Eldred, NY 12732
  • /3

    $150,000

    • Land
    • 6.7 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
  • /4

    $69,000

    • Land
    • 5.22 Acres
    • $13,218 per Acre

    55 State St, Liberty, NY 12754

    5.22 acre building lot in Liberty school district off of route 55 and muhlig road. Lot is level at consists of light woods. Seller is cutting in driveway along with opening up spot for a home site. Short drive to town for shopping or head down 55 toward the neversink for fishing along with other activities down 55 in the state park area. Hiking, fishing, parks and more.

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    Jason Grossman

    KW Hudson Valley United

    55 State St, Liberty, NY 12754
  • /29

    $519,000

    • 3 Beds
    • 2.5 Baths
    • 1,748 Sq Ft

    4594 State Route 97, Narrowsburg, NY 12764

    Perched privately on a hillside above the Delaware River, this charming four-bedroom chalet pairs dramatic seasonal river views with the kind of wooded seclusion that defines the best of life along the Upper Delaware River. Natural bluestone outcroppings and the mature surrounding forest setting create a peaceful sense of serenity, while deeded river rights put kayaking, canoeing, fishing,

    Agent Photo

    Edward Rabon

    Compass Greater NY, LLC

    4594 State Route 97, Narrowsburg, NY 12764
  • /45

    $549,900

    • Land
    • 86.81 Acres
    • $6,335 per Acre

    000 Smith Hughes Rd, Narrowsburg, NY 12764

    This rare opportunity awaits your vision. This 86.81 acre property has been a hunting and recreation paradise for the previous owner for years and is now being offered for sale for you to take it to the next level. Nestled in the heart of the Sullivan Catskills, this property is located on the border of the township of Highland, just minutes from Barryville, Eldred, and the Delaware River. This

    Clint Carlson Whitetail Properties Real Estate

    000 Smith Hughes Rd, Narrowsburg, NY 12764
  • /63

    $8,500,000

    • 5 Beds
    • 6 Baths
    • 4,939 Sq Ft

    91 Crawford Rd, Barryville, NY 12719

    741 ACRE PRIVATE LAKE ESTATE AND SPORTING PRESERVE - A rare legacy property offering complete privacy, breathtaking natural scenery, and world-class hunting and fishing opportunities. At the heart of the property sits a magnificent stately log lodge, perfectly positioned on a dramatic point, overlooking its own private lake and surrounded by rolling forests, a tranquil pond, and a fishing creek.

    John Schmitt Davis R. Chant - Honesdale

    91 Crawford Rd, Barryville, NY 12719
  • /20

    $199,000

    $50K PRICE DROP
    • Land
    • 6.38 Acres
    • $31,191 per Acre

    0 Browning Blvd Unit 27248900, Highland, NY 12719

    Escape to the beauty of lake living with this stunning 6.38-acre property in the private gated community of York Lake Shores. Enjoy boating, sailing, swimming, and fishing on the pristine lake while surrounded by peace and nature. Ideally located just two hours from New York City and under 20 minutes to the Metro-North train, this property offers the perfect balance of seclusion and convenience.

    Cathy Nation Premier Land Hub

    0 Browning Blvd Unit 27248900, Highland, NY 12719
  • /45

    $549,900

    • Land
    • 1.27 Acres
    • $432,992 per Acre

    131 Highland Lake Rd, Highland Lake, NY 12743

    It’s all about the lake! If you’ve been searching for the perfect waterfront homesite, this exceptional property on Highland Lake delivers it all. Ideally situated in one of the lake’s most desirable locations, the property offers sweeping, unobstructed views that change beautifully with every season in the Sullivan County Catskills. You will forever be delighted with shimmering blue summer

    Carol Malek Malek Properties

    131 Highland Lake Rd, Highland Lake, NY 12743
  • /44

    $549,900

    • Land
    • 86.81 Acres
    • $6,335 per Acre

    000 Smith-Hughes Rd, Barryville, NY 12719

    This rare opportunity awaits your vision. This +/-86.81-acre property has been a hunting and recreation paradise for the previous owner for years and is now being offered for sale for you to take it to the next level. Nestled in the heart of the Sullivan Catskills, this property is located on the border of the township of Highland, just minutes from Barryville, Eldred, and the Delaware River.

    Clint Carlson WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

    000 Smith-Hughes Rd, Barryville, NY 12719
  • /17

    $27,500

    $7K PRICE DROP
    • Land
    • 1.09 Acres
    • $25,229 per Acre

    0 Eldred-Yulan Rd Unit KEY979887, Highland, NY 12792

    Cleared 1.09 acre building lot atop a hill with a view of Bodine Lake. Lot has been cleared for home site and has a drilled well in place. Septic plans and survey on file.

    Cara Rieber Rieber Realty Inc

    0 Eldred-Yulan Rd Unit KEY979887, Highland, NY 12792
  • /7

    $175,000

    • Land
    • 6.01 Acres
    • $29,118 per Acre

    0 Split Rock Dr Unit KEY921291, Highland, NY 12719

    Waterfront...NOT Kidding! Rare wooded waterfront parcel..privacy in nature with towering trees and tucked away within this secluded setting overlooking the water.. the perfect ingredients for your harmonious getaway upstate in the Catskills. Begin dreaming about your custom design home and everything you will be able to finally create. Minutes from Eldred, Barryville, the Delaware river and

    Debbie Jagel Cabins & Canoes Real Estate

    0 Split Rock Dr Unit KEY921291, Highland, NY 12719
  • /14

    $399,000

    • Land
    • 7.47 Acres
    • $53,414 per Acre

    0 York Lake Estates Rd Unit KEY987214, Highland, NY 12719

    Gorgeous lakefront property with possible owner financing! Build your dream waterfront retreat. This rare, southern-exposure lakefront property offers the ultimate canvas for your dream home, tucked within a private gated community. Spanning over 7.47 extraordinary acres along the shores of a pristine glacial lake, this secluded retreat is designed for those who value privacy, nature, and

    Dawn Payne Payne Team LLC

    0 York Lake Estates Rd Unit KEY987214, Highland, NY 12719
  • /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
  • /26

    $395,000

    • 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. Whether

    Dawn Payne PAYNE TEAM LLC

    30 Woods Rd, Yulan, NY 12792
  • /14

    $399,000

    • Land
    • 7.47 Acres
    • $53,414 per Acre

    0 York Lake Estates Rd Unit 11927216, Highland, NY 12719

    Gorgeous lakefront property with possible owner financing! Build your dream waterfront retreat. This rare, southern-exposure lakefront property offers the ultimate canvas for your dream home, tucked within a private gated community. Spanning over 7.47 extraordinary acres along the shores of a pristine glacial lake, this secluded retreat is designed for those who value privacy, nature, and

    Dawn Payne PAYNE TEAM LLC

    0 York Lake Estates Rd Unit 11927216, Highland, NY 12719
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /47

    $1,120,000

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

    167 Timber Lake Dr, Eldred, NY 12732

    New Construction on 5+ Acres with Access to a Private 26-Acre LakeSummer 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

    Erica Keberle Anatole House LLC

    167 Timber Lake Dr, Eldred, NY 12732
  • /18

    $189,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 792 Sq Ft

    148 Lakeview Drive Rd, Highland Lake, NY 12743

    CHARMING RANCH IN HIGHLAND LAKE, NY - Welcome to this affordable two bedroom/1 bath home that is all you need for your weekend getaway in the Sullivan Catskills. This can also be the perfect full-time home that's easy to maintain while keeping costs down. Five minutes down the road is a grocery store, Eldred Central School and restaurants, making this location extremely convenient. Approximately

    Caroline Akt Caroline Akt Realty LLC

    148 Lakeview Drive Rd, Highland Lake, NY 12743
  • /33

    $499,999

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

    60 Highland Lake Rd, Eldred, NY 12732

    Beautiful property 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 responsible for verifying all information, including taxes,

    Ron Martinez Listing Pro Realty Services

    60 Highland Lake Rd, Eldred, NY 12732
  • /22

    $199,000

    $50K PRICE DROP
    • Land
    • 6.38 Acres
    • $31,191 per Acre

    0 Browning Blvd Unit KEY997085, Highland, NY 12719

    Escape to this beauty lakefront property sitting on 6.38 gorgeous acres in the private gated community of York Lake Shores. Enjoy boating, sailing, swimming, and fishing on the pristine lake while surrounded by peace and nature. Ideally located just two hours from New York City and under 20 minutes to the Metro-North train, this property offers the perfect balance of seclusion and convenience.

    Dawn Payne Payne Team LLC

    0 Browning Blvd Unit KEY997085, Highland, NY 12719
  • /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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