17

Pawling, NY Homes for Sale with Garage

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  • /38

    $899,000

    • 4 Beds
    • 3.5 Baths
    • 3,434 Sq Ft

    128 Old Pawling Rd, Pawling, NY 12564

    Beautifully situated on 5.5 private acres, this impressive home offers a gated entrance and a long private driveway leading to breathtaking mountain views and a peaceful setting. Relax on the charming rocking-chair front porch and enjoy the serenity of the surrounding landscaped front lawn. Step inside to a dramatic two-story foyer and an abundance of natural light. The spacious kitchen features

    Agent Photo

    Teddie Leonaggeo

    McGrath Realty Inc

    128 Old Pawling Rd, Pawling, NY 12564
  • /41

    $1,199,000

    Open Sun 12PM - 2PM $101K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 4,248 Sq Ft

    64 S Quaker Hill Rd, Pawling, NY 12564

    Welcome to country living at its finest. Set on 24.5 scenic acres, this classic 1910 farmhouse offers endless potential and timeless charm. A long tree-lined driveway leads to the 4 bedroom, 4 bathroom home surrounded by open fields, mature trees, and peaceful countryside views. The property includes a spacious 5-car garage (3 in front and additional 2 car tandum in back) with finished living

    Agent Photo

    Shannon Tully

    McGrath Realty Inc

    64 S Quaker Hill Rd, Pawling, NY 12564
  • /49

    $639,000

    • 4 Beds
    • 3.5 Baths
    • 1,696 Sq Ft

    3846 Route 55, Pawling, NY 12564

    Set on 3.2 picturesque acres in Pawling NY this meticulously maintained 1960s Colonial has been lovingly built and owned by the same family for many years, and by that family on this land for generations before that. It's a rare offering: a true multi-generational retreat with room to grow.The four-bedroom, two-and-a-half-bath home offers timeless original character throughout, with hardwood

    Agent Photo

    Leigh Tripathi

    Ellis Sotheby's Intl Realty

    3846 Route 55, Pawling, NY 12564
  • /47

    $699,000

    • 3 Beds
    • 2.5 Baths
    • 1,460 Sq Ft

    21 Overlook Dr, Pawling, NY 12564

    A rare Pawling hilltop retreat with panoramic views & endless potential! Opportunities like this are extraordinarily hard to come by. Perched high to capture breathtaking, miles-long panoramic vistas, this true "sunset house" offers an idyllic Hudson Valley lifestyle centered around big skies, rolling hills, and complete tranquility. Imagine sitting on the expansive covered patio with your

    Agent Photo

    Colleen McGrath

    McGrath Realty Inc

    21 Overlook Dr, Pawling, NY 12564
  • /50

    $525,000

    • 3 Beds
    • 3 Baths
    • 1,950 Sq Ft

    66 Reservoir Rd, Pawling, NY 12564

    Experience refined privacy in this light-filled 3-bedroom, 3-bath Hi-Ranch in a peaceful country setting. This property sits on a beautiful and level 3.19 acres in Pawling, NY, framed by evergreen trees and mature landscaping reflecting a gardener's legacy. The interior reflects a loving family’s touch; it is functional and comfortable, with great potential for modern updates. Its standout

    SUSAN WYNNE RE/MAX Town & Country

    66 Reservoir Rd, Pawling, NY 12564
  • /30

    $645,000

    $54K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,724 Sq Ft

    3120 Route 55, Pawling, NY 12564

    Attention Nature Lovers - This property is nestled on 3.37 picturesque, partially wooded acres and the Appalachian Trail literally crosses State Route 55 (at the border of Poughquag and Pawling, NY), putting a stretch of the trail within walking distance, east of the residence (across Rt. 55). This beautifully maintained 3-bedroom, 3.5-bath residence offers an exceptional blend of privacy,

    Erika Johnson Keller Williams Realty Partner

    3120 Route 55, Pawling, NY 12564
  • /43

    $629,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,768 Sq Ft

    57 Buhleir Rd, Pawling, NY 12564

    Super Charming Cape On An Ultra Private 2.92 Acres At The Very End Of The Dead End Street! Close To Everything -- Shopping, Schools, Train Station/Commuting, Restaurants And Still Be Tucked Into Your Own Private Haven. Flexible Floor Plan To Create Rooms For You --- Big Dining Room Off The Kitchen W/ An Eat-In or a Quick Bite At The Island and a Family Room OR Living Room On The Other Side.

    Carolyn Ridenour Berkshire Hathaway HS NE Prop.

    57 Buhleir Rd, Pawling, NY 12564
  • /45

    $600,000

    • 4 Beds
    • 2.5 Baths
    • 2,924 Sq Ft

    5 Red Tail Ct, Pawling, NY 12564

    Space, style, and convenience come together in this beautiful Squire Green home. Featuring a brand-new kitchen with granite countertops, gas stove and stainless steel appliances, spacious living areas, a cozy fireplace, and oversized bedrooms. Need space? This home delivers. The home continues to impress with a large unfinished basement offering endless potential for additional living space.

    Susan Salamone Houlihan Lawrence Inc.

    5 Red Tail Ct, Pawling, NY 12564
  • /50

    $729,999

    • 3 Beds
    • 3 Baths
    • 2,659 Sq Ft

    6 Overlook Rd, Pawling, NY 12564

    Experience comfort, convenience, and accessibility in this beautifully designed 3-bedroom, 2,659 square foot home situated on 1.3 private acres. Thoughtfully equipped with accessible features throughout, this home offers both functionality and luxury. The primary living space is conveniently located on the main floor with a partially finished full basement, with a pellet stove, which connects to

    Jarrod Lecceardone Listing by Village Realty

    6 Overlook Rd, Pawling, NY 12564
  • /8

    $1,250,000

    • 5 Beds
    • 4.5 Baths
    • 3,920 Sq Ft

    120 Harmony Rd, Pawling, NY 12564

    New construction 4 bedroom, 4.5 bathroom home on 5 acres. Don't miss this opportunity to customize your dream home. This home features a open floor plan with large kitchen, perfect for entertaining. The main living area has exposed beams and high ceilings. The primary bedroom has large walk in closet and ensuite. There is also a junior suite with ensuite. See attached floor plans for full detail.

    Bliss Voutsinas Hillside Realty & Development

    120 Harmony Rd, Pawling, NY 12564
  • /8

    $619,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,652 Sq Ft

    0 Prospect St Unit KEY1024161, Pawling, NY 12564

    TO BE BUILT – Build your dream home in the charming Village of Pawling! Ideally located just minutes from downtown Pawling, you'll enjoy convenient access to local shops, restaurants, schools, parks, and the Metro-North train station, making commuting and everyday living a breeze. The homesite is serviced by municipal water and sewer, offering added convenience and peace of mind. Pricing and

    Molly Roche eXp Realty

    0 Prospect St Unit KEY1024161, Pawling, NY 12564
  • /46

    $1,799,000

    • 5 Beds
    • 5.5 Baths
    • 5,390 Sq Ft

    41 and 43 Meeting House Rd, Pawling, NY 12564

    A Quintessential Quaker Hill Estate with Guest CottagePerched atop the storied hills of Quaker Hill, this exceptional five-acre estate embodies the romance and elegance of country living at its finest. Privately nestled amid sweeping meadows, renowned equestrian properties, and grand country estates, 43 Meeting House Road offers a rare combination of exclusivity, beauty, and refined

    Richard Esman Douglas Elliman Real Estate

    41 and 43 Meeting House Rd, Pawling, NY 12564
  • /56

    $3,100,000

    • 3 Beds
    • 3 Baths
    • 3,600 Sq Ft

    809 N Quaker Hill Rd, Pawling, NY 12564

    Farm Nord is a meticulously restored country estate, originally established in the 1700s as a dairy farm by the renowned Taber family of Rhode Island. The Tabers were stewards of the estate for five generations and two centuries, with only a few families since carrying on its legacy. The property's idyllic 12 acres are peppered with endless stone walls, several-hundred-year-old trees, and rolling

    Raj Kumar Four Seasons Sotheby's Int.

    809 N Quaker Hill Rd, Pawling, NY 12564
  • /50

    $4,750,000

    $250K PRICE DROP
    • 8 Beds
    • 13 Baths
    • 15,000 Sq Ft

    618 Quaker Hill Rd, Pawling, NY 12564

    Set high atop the storied crest of Quaker Hill, Elmwood Farm is a legacy estate where Hudson Valley history, architectural grandeur, and pastoral beauty converge. Approached by a long, winding gated drive, the property reveals itself gradually across 25.5 rolling acres before arriving at a striking Elizabethan style manor that has stood watch over the surrounding countryside for generations.

    Jake Garay Serhant LLC

    618 Quaker Hill Rd, Pawling, NY 12564
  • /46

    $499,000

    • 3 Beds
    • 4 Baths
    • 2,188 Sq Ft

    22 Hickory Ln, Pawling, NY 12564

    Versatility, comfort, and an exceptional lifestyle come together in this charming Cape Cod-style home in Pawling Lake Estates, a picturesque lake community nestled atop West Mountain and bordering West Mountain State Forest. Offering 2,188 SF across the first two levels, plus an additional 320 SF finished recreation room in the basement, this thoughtfully designed home features three bedrooms,

    Tela Cook McGrath Realty Inc

    22 Hickory Ln, Pawling, NY 12564
  • /43

    $655,000

    Open Sun 12PM - 2PM
    • 3 Beds
    • 3 Baths
    • 3,888 Sq Ft

    12 Rebecca Dr, Pawling, NY 12564

    Set on nearly two acres just a few miles from the village of Pawling, this log home offers space, privacy, and real potential for the right buyer. The in-ground concrete pool and detached three-car garage add value rarely found together at this price point. Inside, the open kitchen and vaulted wood ceilings give the home a warm, cabin-like character that is hard to find in newer

    Roy Martin McGrath Realty Inc

    12 Rebecca Dr, Pawling, NY 12564
  • /47

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 1,828 Sq Ft

    46 Harmony Hill Rd, Pawling, NY 12564

    Discover this spacious 3-bedroom, 2.5-bath home ideally located just minutes from the train and downtown Pawling, offering the perfect combination of privacy, convenience, and room to grow.Step inside to an inviting open floor plan designed for comfortable everyday living and entertaining. The first-floor primary suite is a standout feature, offering a generously sized bedroom, private

    BRIDGET CAPAWANA Exit Realty Connections

    46 Harmony Hill Rd, Pawling, NY 12564

Home Price Trends

Median Sale Price
$532,500
Median Single Family Sale Price
$637,500
Median Townhouse Sale Price
$400,000
Median 2 Bedroom Sale Price
$392,000
Average Price Per Sq Ft
$333
Number of Homes for Sale
20
Last 12 months Home Sales
58
Months of Supply
4.10
Median List Price
$595,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
2%
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