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Round Top, NY Homes for Sale

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  • /36

    $495,000

    • 3 Beds
    • 2.5 Baths
    • 2,128 Sq Ft

    29 Stone Mountain Rd, Cairo, NY 12473

    Welcome to 29 Stone Mountain Road in Round Top, New York -- a beautifully updated 3-bedroom, 2.5-bath Colonial offering over 2,100 square feet of flexible living space on a private acre at the end of a peaceful cul-de-sac in the heart of the Catskills. This turnkey Hudson Valley home has been thoughtfully refreshed throughout, featuring a renovated kitchen, updated bathrooms, and a finished

    Agent Photo

    Elizabeth 'Beth' Alfeld

    Keller Williams Realty HV Nort

    (518) 501-1469

    29 Stone Mountain Rd, Cairo, NY 12473
  • /133

    $1,350,000

    • 6 Beds
    • 7 Baths
    • 8,284 Sq Ft

    404 Winter Clove Rd, Round Top, NY 12473

    Discover a rare Catskills retreat in Round Top, NY, offering 6.3 peaceful acres with open land, wooded edges, and sweeping mountain views. Ideal as a weekend escape or full-time residence, this property includes two beautiful homes, modern amenities, and nearby access to trails, waterfalls, and local dining. It blends total privacy with a prime location close to Hudson, Woodstock, ski resorts,

    Regina Tortorella Coldwell Banker Village GreenW

    404 Winter Clove Rd, Round Top, NY 12473
  • /26

    $335,000

    • 2 Beds
    • 2 Baths
    • 1,756 Sq Ft

    185 Maple Lawn Rd, Round Top, NY 12473

    Charming Round‑Top Ranch with Epic Privacy & Mountain ViewsWelcome to this delightful, button‑cute ranch nestled on just shy of an acre of tranquil land. With sweeping mountain vistas and unrivaled seclusion, this one‑level gem offers the perfect blend of rustic charm and modern comfort—ideal for an upstate retreat, downsizing move, or a starter home brimming with potential.

    Shaina Marron Houlihan Lawrence Inc.

    185 Maple Lawn Rd, Round Top, NY 12473
  • /43

    $845,000

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    126 Storks Nest Rd, Round Top, NY 12473

    This beautifully renovated home with a NEW Roof sits on 15.40 private wooded acres in the highly desirable hamlet of Round Top. Just 2 hours from NYC and 20 minutes to Windham and Hunter, Magnificent mountain views from the great room and deck. * 1900 sq. ft. of light-filled living space* 3 bedrooms, 2 full bathrooms* Spa-style primary bath with steam shower, soaking tub, heated tile

    Karen Sheffer Berkshire Hathaway HomeService

    126 Storks Nest Rd, Round Top, NY 12473
  • /39

    $289,000

    • 16 Beds
    • 8 Baths
    • 5,542 Sq Ft

    41 County Road 39, Round Top, NY 12473

    Exceptional opportunity to own a historic lodge property in the Catskills, formerly operated as the well-known Woodlands Lodge. Situated on approximately 2.4 acres in desirable Round Top, New York, this expansive property offers incredible potential for a bed & breakfast, boutique inn, wedding venue, retreat center, or private estate. The main residence features multiple levels of bedrooms and

    Rachael Hockeson Weichert, REALTORS The Spiesma

    41 County Road 39, Round Top, NY 12473
  • /9

    $52,500

    • Land
    • 1.79 Acres
    • $29,330 per Acre

    L40.000 Stone Mount Rd, Round Top, NY 12473

    Don't miss the chance to own a piece of upstate New York's scenic landscape -- where relaxation and adventure meet. This beautiful 1.79 acre wooded lot is right in the heart of hiking trails, ski resorts and golf courses Whether you're looking to build a full-time residence, a vacation escape, or invest in land in a sought-after area, this property offers endless potential.

    Shawn Thorpe Berkshire Hathaway Home Services Blake

    L40.000 Stone Mount Rd, Round Top, NY 12473
  • /70

    $260,000

    • 4 Beds
    • 3 Baths
    • 2,240 Sq Ft

    141 Jones Rd, Round Top, NY 12473

    A Beautifully Improved 4 bedroom, 3 bath home on 2 acres in the charming hamlet of Round Top! The home features a primary bedroom & bath suite, an open floor plan, a kitchen with a breakfast bar, a dining room with a fireplace, a living room with a wood stove, a laundry room, a back covered porch & deck, a front covered porch, and a shed. There's ample yard space for play and recreation and a

    Ted Banta RVW Select Properties

    141 Jones Rd, Round Top, NY 12473
  • /11

    $75,000

    • Land
    • 6.9 Acres
    • $10,870 per Acre

    Tbd Silver Spur Rd W, Cairo, NY 12413

    Prime opportunity to own 6.9 acres of undeveloped land ideally positioned at the corner of Silver Spur West Road and Route 32 in the Town of Cairo. This wooded parcel offers excellent road frontage and accessibility, making it well suited for a future home site, weekend retreat, or long-term investment (subject to municipal approvals).

    Louis Naccarato Corcoran Country Living

    Tbd Silver Spur Rd W, Cairo, NY 12413

Frequently Asked Questions

What are the most popular zip codes in Round Top, NY?
The most popular zip codes in Round Top, NY include 12473, 12413, 12470, 12414 and 12482.
What are the most popular neighborhoods near Round Top, NY?
The most popular neighborhoods near Round Top, NY are South Greenport and North Greenport.
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