Charming Two-Family Home in Highland, NY Welcome to this inviting two-family home in the Town of Lloyd, ideally located in the heart of the Hudson Valley and within walking distance to the Hamlet of Highland. Each floor offers 2 bedrooms and 1 full bath, making this property an excellent opportunity for an owner-occupant, multi-generational living, or investment. Recent improvements include a brand-new wraparound deck and a fully remodeled exterior, creating a fresh and welcoming first impression while providing a great outdoor space for relaxing or entertaining. The ground-floor apartment has been fully remodeled, with all new flooring, paint, kitchen with beautiful new cabinets as well as bathroom all new with marble tile Location is a major highlight! Enjoy being just a short walk from Highland's restaurants, wine bar, banks, shops, and other local conveniences. Outdoor enthusiasts will appreciate being approximately a 2-minute walk from the Hudson Valley Rail Trail, a paved multi-use trail that connects with the Walkway Over the Hudson and the broader Hudson Valley trail network. Commuters will appreciate the convenient location, approximately 10 minutes from the Poughkeepsie Train Station, while shopping, restaurants, parks, and other amenities are all within easy reach. Located in the Highland Central School District, this property offers the perfect combination of convenience, recreation, and Hudson Valley living. A fantastic opportunity to own a versatile two-family property in a highly convenient Hudson Valley location!
Exceptional Hudson Valley Quadruplex Investment Opportunity on 16.4 Private Acres Rarely does a property like this become available. Whether you're searching for a high-performing investment, a private compound, or an owner-occupied property with substantial rental income, this unique estate offers endless possibilities. Tucked away at the end of a quiet country road, the property features two separate homes on 16.4 scenic acres surrounded by mature trees, rolling landscape, and exceptional privacy. The main residence is a spacious 3-bedroom, 2-bath contemporary home featuring hardwood floors, an open floor plan, abundant natural light, updated appliances, and an attached garage—ideal for an owner-occupant seeking peaceful country living. The second residence is a charming legal three-family farmhouse, originally built in 1873 and thoughtfully updated over the years. Each of the three apartments offers 2 bedrooms and 1 full bath, with a long history of strong rental demand and reliable income, making this an outstanding turnkey investment. Adding even more value is a vintage barn full of character and potential. Utilize it for storage, workshop space, hobby farming, livestock, or explore future possibilities (subject to municipal approvals). The expansive acreage offers tremendous flexibility for recreation, hiking, gardening, farming, or simply enjoying your own private retreat. The property also presents subdivision potential for future investment opportunities (buyer to verify with local municipality). An additional adjacent parcel with frontage on both John White Road and Riverside Road may provide future access opportunities. Conveniently located just minutes from the Mid-Hudson Bridge, Walkway Over the Hudson, Marist University, Vassar Brothers Medical Center, shopping, dining, and the New York State Thruway, this property offers the perfect balance of privacy and accessibility. Whether you're looking to build long-term wealth through rental income, create a multigenerational estate, or enjoy country living with tenants helping offset your mortgage, this one-of-a-kind property delivers exceptional value and limitless potential.
Welcome to this spacious and inviting ranch home in the heart of Highland, conveniently located near the iconic Mid-Hudson Bridge and just minutes from shopping, restaurants, commuter routes, and all that the Hudson Valley has to offer. The main level features three comfortable bedrooms and a bright, open layout designed for everyday living. The spacious kitchen offers abundant cabinet and counter space, a convenient breakfast bar, and a dining area perfect for casual meals or large gatherings. One of the home's standout features is the beautiful sunroom, flooded with natural light and offering year-round enjoyment. Large enough to host holiday celebrations, gatherings, or simply relax with a morning cup of coffee, this versatile space seamlessly blends indoor comfort with outdoor views. The finished lower level provides excellent flexibility with a guest room, a cozy living room centered around a fireplace, and a convenient prep area complete with a sink, counter space, and an additional oven-ideal when entertaining or preparing meals. A full bath adds convenience, while ample storage space helps keep everything organized. Adding even more value and versatility is a newly renovated one-bedroom apartment, perfect for guests, rental income, or a private home office. This attractive space features an updated kitchen and bathroom, new flooring throughout, and fresh paint, creating a move-in-ready living area with modern appeal. The backyard offers open space for gardens, play area, pool, backyard parties or whatever your outdoor needs are. Whether you're looking for income potential, room to entertain, or simply a comfortable place to call home, this Highland ranch offers exceptional flexibility, generous living space, and a prime location close to the Mid-Hudson Bridge and the many attractions of the Hudson Valley.
Beautiful well maintained multi-family property offer, a rare opportunity for both owner-occupant & investors. Two houses that sit on 15 acres with endless revenue generating opportunities. The deed allows for the property to be subdivided & extending the private road along northern property line. The main house is a single family that features 2 bedrooms, 2.5 bathrooms with a full finished basement. There is a lifetime warranty for a B-dry drainage system. It has central a/c with a heat pump, above ground pool with a wrap around deck, movable patio with electric service, and two storage sheds equipped with electric. Second home has 3 bedrooms, 2 full bathrooms with central a/c, deck, side yard & is surrounded by nature, secluded with a wooded backyard. Great tenants that would like to stay. It is a rare opportunity to enjoy natural beauty, income potential & the serene Hudson Valley.
Village of Highland three family comprised of (2) two bedroom units and (1) one bedroom unit. Spacious apartments with well proportioned rooms. Natural gas for heat & hot water. Separate utilities & off street parking. Centrally located with easy access to village amenities, Route 9W & Mid-Hudson Bridge.
Village of Highland two family w/two bedroom units. Hardwood floors throughout. Separate utilities with natural gas for heat & hot water. Centrally located with easy access to village amenities, commuter routes & Mid-Hudson Bridge. Attractively low taxes. Ideal for investor or owner occupant.

Highland is located in New York. Highland, New York has a population of 13,041. Highland is more family-centric than the surrounding county with 30.75% of the households containing married families with children. The county average for households married with children is 25.39%.
The median household income in Highland, New York is $78,952. The median household income for the surrounding county is $71,040 compared to the national median of $69,021. The median age of people living in Highland is 45.1 years.
The average high temperature in July is 82.4 degrees, with an average low temperature in January of 15.7 degrees. The average rainfall is approximately 50 inches per year, with 55.1 inches of snow per year.