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Colonial Homes for Sale in Rhinebeck, NY

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  • /35

    $705,000

    • 5 Beds
    • 3 Baths
    • 2,906 Sq Ft

    420 Rhinecliff Rd, Rhinebeck, NY 12572

    A rare legal two-family just steps from the Rhinecliff Amtrak station and minutes to Rhinebeck village. Currently configured with a 2-bedroom apartment on the first floor and a 3-bedroom apartment above, this home offers immediate income potential, flexible multi-generational living, or the option to convert to a single-family residence. Envision transforming the upstairs kitchen into a large

    Juliana Botta Four Seasons Sothebys Intl

    420 Rhinecliff Rd, Rhinebeck, NY 12572
  • /44

    $695,000

    $34K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,548 Sq Ft

    15 Charles St, Rhinebeck, NY 12574

    Rare opportunity in the historic hamlet of Rhinecliff. This well-kept home, originally built in 1859, offers timeless charm along with everyday comfort, the house was updated over the years and is featuring three bedrooms, two full baths, parking space for two cars, and a large storage/workshop shed. The fully fenced, level backyard provides a wonderful space for relaxing, gardening,

    Peter Ilani BHHS Hudson Valley Properties

    15 Charles St, Rhinebeck, NY 12574
  • /24

    $1,450,000

    • 3 Beds
    • 2.5 Baths
    • 2,886 Sq Ft

    28 Crimson Hill Rd, Rhinebeck, NY 12572

    Tucked gracefully in a private, tree-lined setting, this timeless New England-inspired residence offers the rare combination of classic architecture, exceptional craftsmanship, and effortless everyday living. Sunlight pours in through expansive windows, framing views of mature trees and a rolling lawn in every season. Every detail reflects quality--from the substantial millwork and rich materials

    Annabel Taylor Four Seasons Sotheby's Int.

    28 Crimson Hill Rd, Rhinebeck, NY 12572
  • /46

    $2,100,000

    • 3 Beds
    • 2.5 Baths
    • 3,723 Sq Ft

    11 Haggerty Hill Rd, Rhinebeck, NY 12572

    Just five minutes from the heart of Rhinebeck Village and approximately 90 miles from NYC, this private 26+ acre equestrian estate embodies the ideal balance of rustic warmth and elevated modern living. Rebuilt from the studs up between 2017 and 2019 and thoughtfully expanded in 2025, this 3-bedroom, 2.5-bath, 3,723-square-foot Colonial is completely turnkey. You can walk right in and immediately

    Jacob Cohen eXp Realty

    11 Haggerty Hill Rd, Rhinebeck, NY 12572
  • /28

    $735,000

    • 3 Beds
    • 1.5 Baths
    • 1,782 Sq Ft

    621 Milan Hollow Rd, Rhinebeck, NY 12572

    Resting on 8.6 private acres just minutes from the heart of Rhinebeck Village, this exceptional three-bedroom, two-bath residence has been thoughtfully rebuilt from the ground up, offering the rare combination of timeless Hudson Valley charm and the confidence of virtually new construction.The comprehensive renovation touched nearly every aspect of the home. A new asphalt shingle roof, new

    SHERI SCEROLER Four Seasons Sothebys Intl

    621 Milan Hollow Rd, Rhinebeck, NY 12572
  • /28

    $2,750,000

    $100K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,952 Sq Ft

    457 Round Lake Rd, Rhinebeck, NY 12572

    Milan Hall Farm circa 1750Truly exceptional. Completely private.Set across 87 acres of open field and quiet forest, Milan Hall Farm unfolds as a rare Hudson Valley offering--where land, history, and thoughtful stewardship meet.A winding stream and natural waterfall trace the landscape, alongside a private 1.3 mile walking trail through the woods, all bordered by enduring stone walls

    SHERI SCEROLER Four Seasons Sotheby's Int.

    457 Round Lake Rd, Rhinebeck, NY 12572
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