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

A Little Work, A Lot of Wonder!! Cape Cod Retreat with a Pond!Your Peaceful Catskills Getaway Awaits.Just two hours from New York City and 15 minutes to the Metro-North train, this charming Cape Cod offers the perfect blend of country tranquility and small town charm. Set on 2.17 picturesque acres, this property invites you to slow down, breathe deep, and truly enjoy life in the

Gibson McKean 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

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

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.

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

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

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

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

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

Myra Rappoport Payne Team LLC

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

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

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

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

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

Unique opportunity to own a live/work property on two separate lots totaling nearly 2 acres, offered together. A-frame (swiss chalet) contemporary home features vaulted ceilings, fire place, wood burning stove, 3 bedrooms, 2.5 baths, 2,088 square feet living space.The adjoining commercial lot includes a two-bay garage with lifts, and radiant heat run by water baseboards via home heating oil.

Jennifer Townsend Iron Valley RE Tri-State

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