30

Homes for Sale in 12564

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  • /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
  • /5

    $1,400,000

    • 4 Beds
    • 2.5 Baths
    • 4,136 Sq Ft

    392 Old Quaker Hill Rd, Pawling, NY 12564

    Set on beautiful grounds next to the Akin Free Library, this one-of-a-kind Colonial offers a rare combination of privacy and charm. The property, including the adjacent BOHA 4 bed parcel, spans 7.48 acres of old-growth trees, a creek, and an open field overlooking Kirby Hill Farm. A gated, tree-lined driveway leads to a home that blends functional living with the timeless character of Quaker Hill.

    Joseph Sala McGrath Realty Inc

    392 Old Quaker Hill Rd, Pawling, NY 12564
  • /4

    $300,000

    • Land
    • 5.1 Acres
    • $58,824 per Acre

    00 Route 55, Pawling, NY 12564

    Welcome to the scenic and beautiful Hudson Valley. This beautiful 5.1 acre parcel is seeking its new owner. It offers stunning views of the valley all year round and is zoned for a single family home with outbuildings. It is perfectly paired with 2 additional parcels ( ML#'s 1037481 and 1035919). Build your dream home, hobby farm, or start a compound complete with horses and gardens.

    Agent Photo

    Leigh Tripathi

    Ellis Sotheby's Intl Realty

    00 Route 55, Pawling, NY 12564
  • /4

    $250,000

    • Land
    • 3.7 Acres
    • $67,568 per Acre

    0 Route 55 Unit KEY1037481, Pawling, NY 12564

    Welcome to Pawling in the lovely and scenic Hudson Valley. This 3.7 acre lot is a blank raw canvas awaiting your vision. Zoned for a single family home. Please see 2 additional listings ml# 1037478 and ml#1035919 for additional acreage, and residence.

    Agent Photo

    Leigh Tripathi

    Ellis Sotheby's Intl Realty

    0 Route 55 Unit KEY1037481, 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
  • /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
  • /11

    $225,000

    • Land
    • 8.44 Acres
    • $26,659 per Acre

    14 Akindale Rd, Pawling, NY 12564

    Discover the opportunity to build your custom home on this exceptional 8.44-acre homesite in Brady Brook Falls, an established community of estate properties nestled in Pawling's scenic countryside. Offering a beautiful mix of open areas and mature woodlands, the property provides a peaceful setting with plenty of space to create the home you've envisioned. Much of the preparation has already

    Debra Allan BHHS Hudson Valley Properties

    14 Akindale Rd, 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

    $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
  • /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
  • /19

    $1,150,000

    • 5 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    Lot 5 A S White Rock Rd, Holmes, NY 12564

    Introducing a stunning to-be-built farmhouse by respected local builders known for exceptional craftsmanship, thoughtful design, and quality construction. Perfectly positioned on more than 11 private acres, this custom home blends timeless farmhouse charm with modern comfort, offering a peaceful retreat in one of the Hudson Valley's most desirable settings.Designed with today's lifestyle in

    Stacey Cronin Houlihan Lawrence Inc.

    Lot 5 A S White Rock Rd, Holmes, 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
  • /40

    $375,000

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    28 Birch Terrace, Pawling, NY 12564

    Welcome to 28 Birch Terrace, a charming 2-bedroom, 1-bath Ranch nestled on a private 0.79-acre cul-de-sac lot in the sought-after Pawling Lake Estates community. This move-in ready home features beautifully refinished hardwood floors throughout the Living Room, Dining Area, and bedrooms. The bright Kitchen offers new quartz countertops (2026), tiled floors, and a convenient washer and dryer.

    Agent Photo

    Shannon Tully

    McGrath Realty Inc

    28 Birch Terrace, Pawling, NY 12564
  • /7

    $40,000

    $10K PRICE DROP
    • Land
    • 2.7 Acres
    • $14,815 per Acre

    0 Old Pawling Rd Unit KEY1020201, Dover, NY 12564

    An expansive 2.7-acre parcel of land nestled serenely along a picturesque country road, offering a charming and tranquil setting.The land goes downhill from the road to a designated wetland and then rises quite sharply through mature woodland. This idyllic property is conveniently situated near the highly accessible and major thoroughfare, Route 22, ensuring ease of travel and connectivity to

    Michael Martell eXp Realty

    0 Old Pawling Rd Unit KEY1020201, Dover, NY 12564
  • /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
  • /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
  • /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
  • /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

    $1,799,000

    Open Sat 12PM - 2PM
    • 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
  • /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
  • /37

    $14,995,000

    • 4 Beds
    • 3.5 Baths
    • 3,942 Sq Ft

    15 Kirby Hill Rd, Pawling, NY 12564

    Kirby Hill Farm, an exceptional equestrian estate set on 247 acres of Quaker Hill's finest countryside. The turnkey, multi-discipline, equestrian facility offers 4 barns with 81 stalls, 2 indoor riding arenas, 3 outdoor riding rings, 37 paddocks, 7 additional paddocks with winterized waterers, 21 fields, polo field, over 100 acres of fenced property, and 150 acres of riding trails with direct

    Brian McGrath McGrath Realty Inc

    15 Kirby Hill Rd, Pawling, NY 12564
  • /9

    $140,000

    $10K PRICE DROP
    • Land
    • 20,037 Sq Ft
    • $304,348 per Acre

    20 Hickory Ln, Pawling, NY 12564

    Build your dream home on this exceptional 0.46-acre parcel, offering a rare blend of privacy, nature, and convenience. The property is BOH approved (3 bedroom residential dwelling), providing a smooth path to construction, and is landlocked at the rear, creating a peaceful, secluded setting. Enjoy access to two nearby lakes for fishing or swimming, or relax at the clubhouse. Drive into Pawling

    Tela Cook McGrath Realty Inc

    20 Hickory Ln, Pawling, NY 12564
  • /11

    $229,000

    • Land
    • 6.63 Acres
    • $34,540 per Acre

    Lot 25 Brady Brook Farm Rd, Pawling, NY 12564

    Come build your dream home on this 6.63-acre Board of Health–approved lot in the desirable Brady Brook Falls community of Pawling. Approved for a 5-bedroom home, this property offers the perfect setting for those seeking privacy while remaining just minutes from all the conveniences the Town of Pawling has to offer. Enjoy easy access to Route 22, Route 55, Metro-North, shopping, the charming

    Agent Photo

    Shannon Tully

    McGrath Realty Inc

    Lot 25 Brady Brook Farm Rd, Pawling, NY 12564
  • /8

    $229,000

    • Land
    • 5.57 Acres
    • $41,113 per Acre

    Lot 21 Cox Rd, Pawling, NY 12564

    Come build your dream home on this 5.6-acre Board of Health–approved lot in the highly desirable Brady Brook Falls community of Pawling. Approved for a 5-bedroom residence, this property offers both privacy and convenience—just minutes from Route 22, the Village of Pawling, shopping, Metro-North, Route 55, and even the Appalachian Trail. Nestled within the Oblong Trails, residents of Brady Brook

    Agent Photo

    Shannon Tully

    McGrath Realty Inc

    Lot 21 Cox 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
  • /22

    $1,350,000

    $50K PRICE INCREASE
    • Land
    • 3.9 Acres
    • $346,154 per Acre

    178 Charles Colman Blvd, Pawling, NY 12564

    Exclusive Mixed-Use Property in Pawling N.Y.! Incredible Investment or Business Opportunity offering a rare blend of Residence, Greenhouse, Floral Shop, & Nursery.This beautiful Sprawling estate boasts a Commercial c & Residential component? with a 2,500 sqft greenhouse fully-equipped floral shop with retail space There is Ample parking & easy accessibility for Commercial

    Agent Photo

    Vince Buccieri

    Today Realty Corp.

    178 Charles Colman Blvd, Pawling, NY 12564
  • /33

    $9,750,000

    $7M PRICE DROP
    • Land
    • 558.35 Acres
    • $17,462 per Acre

    225 Route 22, Pawling, NY 12564

    Unparalleled Opportunity Awaits! Discover this breathtaking 558+ acre parcel, just 90 minutes from Manhattan, offering a canvas of endless possibilities for personal and commercial endeavors. Whether you envision a sprawling family compound or a premier commercial facility, this land is primed for your dreams. Featuring level terrain, extensive trails, and vibrant pastures, this property is

    Shaylene Neumann Houlihan Lawrence Inc.

    225 Route 22, Pawling, NY 12564
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