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5-Bedroom Homes for Sale in Hyde Park, NY

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  • /50

    $1,175,000

    • 7 Beds
    • 5 Baths
    • 5,730 Sq Ft

    660 N Chodikee Lake Rd, Highland, NY 12528

    ACCEPTED OFFERS ON BOTH HOUSES AS OF SEPT 3, 2025. Welcome to Stonewall Farm, a rare 40-acre retreat featuring not one but TWO architecturally distinctive houses less than two hours from Manhattan and minutes from the New Paltz village center. Privately set at the end of a long driveway flanked on each side by its namesake stacked-bluestone walls, the property features both meadows and woods. The

    Agent Photo

    Hayes Clement

    Compass Greater NY, LLC

    (845) 378-9916

    660 N Chodikee Lake Rd, Highland, NY 12528
  • /51

    $2,100,000

    • 5 Beds
    • 3.5 Baths
    • 4,255 Sq Ft

    592 Swartekill Rd, New Paltz, NY 12561

    This 4,000+ sq ft modern retreat is tucked into 11 private acres of forested Hudson Valley land, bordered by hundreds of acres of preserved wilderness. Thoughtfully crafted with ICF (Insulated Concrete Form) construction, a state-of-the-art whole-house ventilation system, and ultra-efficient triple-glazed windows, this home offers year-round comfort and industry-leading energy efficiency.

    Agent Photo

    Donna Brooks

    Compass Greater New York, LLC

    (845) 442-4134

    592 Swartekill Rd, New Paltz, NY 12561
  • /52

    $3,950,000

    • 9 Beds
    • 12 Baths
    • 10,500 Sq Ft

    9 Chambers Rd, West Park, NY 12493

    A great legacy meets true luxury: Hudson Shore Estate, formerly home to one of Eleanor Roosevelt's early passion projects, a pioneering vocational school for women, has now been masterfully restored to its former glory and offers the perfect setting for a multi-generational family compound. A unique example of Arts & Craft design amongst its peer group of renowned Hudson River mansions, the

    Agent Photo

    Hayes Clement

    Compass Greater New York, LLC

    (845) 712-3840

    9 Chambers Rd, West Park, NY 12493
  • /34

    $495,000

    • 5 Beds
    • 4 Baths
    • 2,366 Sq Ft

    258 Martin Ave, Highland, NY 12528

    ACCEPTED OFFER AS OF SEPT 2, 2025. Major space meets major opportunity: This versatile 2-family home nestled on 2 sunny acres offers privacy plus big potential for comfortable living and extra income. Perfectly adaptable, you can rent both units, live in one while renting the other, or knock down a wall to create a spacious single-family residence. The first unit is an extra roomy, one-level home

    Agent Photo

    Hayes Clement

    Compass Greater NY, LLC

    (845) 377-4797

    258 Martin Ave, Highland, NY 12528
  • /26

    $798,500

    • 5 Beds
    • 3.5 Baths
    • 2,441 Sq Ft

    9 Beadart Place, Hyde Park, NY 12538

    This beautifully maintained single family Colonial and property are waiting for your approval. All over sized rooms will please anyone looking for space to relax in. The living room With fireplace is large with bay windows on both the front and back of the room, dining room with large opening to the well designed kitchen which also have bay windows bringing all the natural light. The first floor

    JOAN PEDATELLA BHHS Hudson Valley Properties

    9 Beadart Place, Hyde Park, NY 12538
  • /20

    $429,000

    • 6 Beds
    • 3 Baths
    • 2,848 Sq Ft

    34 Luty Dr, Hyde Park, NY 12538

    Welcome to this spacious and versatile detached multi-family home nestled in the charming town of Hyde Park, just minutes from the world-renowned Culinary Institute of America, Marist University, National Parks, shops, restaurants and the beautiful Hudson Valley waterfront. This 2-family home offers incredible potential for owner-occupants, extended families, or savvy investors seeking a strong

    JAIME WOLLMAN BHHS Hudson Valley Properties

    34 Luty Dr, Hyde Park, NY 12538
  • /36

    $699,000

    • 5 Beds
    • 4 Baths
    • 3,384 Sq Ft

    83-85 Old Post Rd, Staatsburg, NY 12580

    A great 3-family property in the heart of Staatsburg offering strong rental income and versatile living options. The main home features over 2,000 sqft with 3 bedrooms and 2 bathrooms. A detached second home features two private 1-bedroom, 1-bath units, ideal for maximizing rental income or accommodating extended family with ease. Each unit has its own entrance, creating privacy and flexibility

    STEVEN WROBEL JR. Serhant LLC

    83-85 Old Post Rd, Staatsburg, NY 12580
  • /47

    $549,000

    • 6 Beds
    • 4 Baths

    29 Lake St, Poughkeepsie, NY 12601

    Prime Investment Opportunity!! Spacious 3-Family in High-Demand Location. This is your chance to own a versatile, income generating multi-family property in one of the area’s most sought after neighborhoods! Whether you’re a seasoned investor looking to expand your portfolio or a buyer seeking to live in one unit while renting the others, this solid 3-family home offers the perfect blend of

    Marie Savage Curasi Realty, Inc.

    29 Lake St, Poughkeepsie, NY 12601
  • /13

    $375,000

    • 7 Beds
    • 2 Baths
    • 2,000 Sq Ft

    117 Talmadge St, Poughkeepsie, NY 12601

    Duplex in the heart of Poughkeepsie on a quiet street. Unit 1 renovated in 2018 with stainless steel appliances. Unit 2 is newly renovated with new kitchen cabinets, quartz countertops, new bathroom, vynl flooring and carpet in the bedrooms. Property line goes down the middle of the shared driveway. The backyard could be used as private parking if needed. Unit 1 has direct access to backyard but

    Maritza Soto eXp Realty

    117 Talmadge St, Poughkeepsie, NY 12601
  • /16

    $799,000

    • 6 Beds
    • 6 Baths
    • 3,100 Sq Ft

    104 North Rd, Highland, NY 12528

    Come explore this once in a lifetime oppurtunity! New construction duplex/2 family home located right in Highland on North Road. Will be a great investment property, rent both sides or live in one and rent the other. Both units include 3 bedrooms, 2 1/2 baths, full unfinished basement and approximately 1550 sq. ft. This home features stone front with large windows, lots of natural light, upgraded

    Marisa Bellacicco Century 21 Alliance Rlty Group

    104 North Rd, Highland, NY 12528
  • /35

    $11,250,000

    • 5 Beds
    • 7.5 Baths
    • 14,800 Sq Ft

    46 Ledgerock Ln, Hyde Park, NY 12538

    Ledgerock, the riverfront masterpiece by modern architect Lee Ledbetter is back on the market after undergoing significant infrastructure improvements. This one-of-a-kind estate offers the finest Hudson River and Catskill Mountain views on the market today and is set on 5 private acres. Constructed from the finest materials available, this gorgeous fossilized French limestone & glass compound

    Jason Karadus Corcoran Country Living

    46 Ledgerock Ln, Hyde Park, NY 12538
  • /22

    $4,250,000

    • 6 Beds
    • 7 Baths
    • 9,500 Sq Ft

    76 Floyd Ackert Rd, West Park, NY 12493

    A Private Oasis nestled in the charming hamlet of Ulster County NY on ~7 acres with river frontage and direct access to your private dock. This home is Perfectly situated along the western banks of the Hudson valley, approximately 80 miles north of New York city, making it accessible to both city dwellers and those looking for a quieter, riverside community. This distinctive contemporary

    Justin Phillips United RE Hudson Valley Edge

    76 Floyd Ackert Rd, West Park, NY 12493
  • /35

    $4,600,000

    • 16 Beds
    • 10.5 Baths
    • 11,160 Sq Ft

    35 Washington Lake Rd, Highland, NY 12792

    Amazing One-of-a-kind Lakefront Home! This magnificent 11,000+ SF home features massive 2 story great room w/ stone fireplace, floating staircase & spiral staircase, commercial kitchen w/ walk in freezer & refrigerator, huge dining area/ game room/ wet bar. The home also offers 16 bedrooms, 10.5 baths, theater room, office, enclosed porch, huge patio featuring outdoor kitchen w/ wood fired pizza

    Jill Barnes Cabins & Canoes Real Estate

    35 Washington Lake Rd, Highland, NY 12792
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