Highland, NY Homes for Sale with Garage

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

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

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

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

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

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

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

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

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

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

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

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

Great opportunity for investor or rehab. Recent improvements including a newer electric system, newer well pump, and newer furnace. The septic system was pumped last year. The property offers a spacious lot that provides plenty of outdoor space and privacy. Shed in the front yard, jacuzzi and shipping container will be leaving with owner.

Sean Walker Keller Williams Realty

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.

RIVERFRONT HOME AND A SEPARATE BUILDING PARCEL IN BARRYVILLE NY - A UNIQUE OPPORTUNITY TO OWN TWO PROPERTIES IN A RESIDENTIAL/COMMERCIAL ZONE NESTLED ON THE SPECTACULAR DELAWARE RIVER - Located in a vibrant hamlet on State Route 97, a stunning scenic by-way that many drive year round for it’s exceptional natural beauty, eagle watching, incredible fishing, rafting and swimming. The home has a

Caroline Akt Caroline Akt Realty LLC

Builder Is Ready to Make a Deal... Let’s Talk! 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

Dawn Payne Payne Team LLC

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

Welcome to Dogwood Lake House, a charming 20th-century Colonial Revival with deeded lake access on Highland Lake. Tucked under a canopy of ornamental dogwoods and hydrangeas, this cozy four bedroom home overlooks Highland Lake, and features lake views from almost every window. At the heart of the home, a striking wood-burning fireplace anchors the living room, surrounded by wood paneling,

Owen Boller Boller Properties

Welcome to your own private Catskills retreat. Tucked away among towering trees and surrounded by nature, this beautiful log home offers the perfect blend of rustic charm, comfort, and privacy. Set on 4.71 acres with exclusive lake rights to Washington Lake, this is where peaceful mornings, star-filled nights, and unforgettable memories begin. Inside, you'll find 3 spacious bedrooms, 2 full

Dawn Payne PAYNE TEAM LLC

3 Acres * Stunning Newly Renovated homeCompletely, totally, and newly renovated (2025) home featuring a spacious open-concept floor plan, the home boasts 4 generous bedrooms and 2 beautifully updated full bathrooms. Offering updated interior throughout, including new appliances, beautiful floors, and new windows with Minisplits.Conveniently located on Route 55 in Eldred, close to Bethel

Pamela Henning KW Hudson Valley United

5,140 sqft (plus 2000 sqft walk-out) | 7 Bedrooms | 4.5 Bathrooms | Built in 2021 | 3.27 Acres Welcome to your dream home on Highland Lake,less than 2 hours to NYC, located 5.7 miles from the acclaimed Eldred Preserve Restaurant and Resort, 16 miles to the Bethel Woods Center for the Arts, 21 miles to Catskills Resorts Casino and Hotel, three miles to Barryville Farmers Market, River adventures,

John Dunn Christine Dunn

Brookside, a sprawling, down to the studs renovation, offers a peaceful turnkey experience less than two hours from New York City. An indoor sauna, wood stove, hot tub, outdoor shower, soothing creek and quiet seclusion are just a few of the amenities Brookside has to offer. A soaring cathedral ceiling oversees the main living area, which flows seamlessly from wood stove-anchored lounge to sunny

Megan Kinealy Country House Realty Inc