Pawling, NY Homes

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  $599,900 Pending

  • 3 Beds
  • 3.5 Baths
  • 3,467 Sq Ft

  2 Bridle Way, Pawling, NY 12564

  Wonderful investment opportunity awaits with this spacious home. The inviting library-style living room showcases nicely finished built-ins, while the expansive kitchen with a dining area seamlessly flows into the family room, highlighted by a cozy fireplace. The primary suite includes a private bathroom, ensuring comfort and convenience. A finished walkout lower level expands the living space

  Jonathan Gineo Jonathan D. Gineo

  2 Bridle Way, Pawling, NY 12564
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  $439,999 Sold Oct 24, 2024

  • 1,079 Sq Ft
  • $408/SF
  • 36 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1977

  85 Fairway Dr, Pawling, NY 12564

  Welcome to your dream home in the charming Village of Pawling! This delightful 3-bedroom, 1.5-bathroom house offers the perfect blend of comfort and convenience. Step inside and be greeted by a spacious eat-in kitchen, boasting elegant granite countertops that will inspire your inner chef. The primary bedroom, complete with its own half bath, provides a peaceful retreat after a long day. All

  Anna Proctor Compass Greater NY, LLC

  85 Fairway Dr, Pawling, NY 12564
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  Est $367,356 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,413 Sq Ft

  7 Evergreen Way, Pawling, NY 12564

  7 Evergreen Way, Pawling, NY 12564
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  $360,000 Sold Oct 16, 2024

  • 1,200 Sq Ft
  • $300/SF
  • 39 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1945

  11 Allison Dr, Pawling, NY 12564

  Looking for a charming and cozy home in the heart of Pawling Village? Look no further than this adorable property, featuring two bedrooms, a full bathroom, and a living room with a warm and inviting stone fireplace. The dining area leads out to a spacious patio, perfect for entertaining, and the galley kitchen provides access to the backyard and basement. The full, unfinished basement offers

  Teddie Leonaggeo McGrath Realty Inc

  11 Allison Dr, Pawling, NY 12564
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  Est $1,234,683 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,500 Sq Ft

  10 Cox Rd, Pawling, NY 12564

  10 Cox Rd, Pawling, NY 12564
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  $270,000 Sold Oct 11, 2024

  • 1,950 Sq Ft
  • $138/SF
  • 51 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1929

  322 Old Route 22, Pawling, NY 12564

  Looking for a project, this 2 family property could shine with the right owner. Property sold as-is-where-is with all faults. Pipe on second floor burst, first floor suffered water damage, radiators on first floor are cracked, condition of boiler is unknown, hot water heaters are not operational, house NEEDS work but has tremendous potential. This spacious 2 unit property boasts 2 bedrooms,

  Kelly Campbell Century 21 Alliance Rlty Group

  322 Old Route 22, Pawling, NY 12564
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  Est $635,170 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,152 Sq Ft

  55 Akindale Rd, Pawling, NY 12564

  55 Akindale Rd, Pawling, NY 12564
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  $1,125,000 Sold Oct 01, 2024

  • 2,441 Sq Ft
  • $461/SF
  • 120 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1998

  39 Overlook Dr, Pawling, NY 12564

  Get ready to feel the All-American dream come to life as you make your way up to this impeccably maintained 5.77-acre property just minutes from the bucolic Village of Pawling. As you pass the 4-stall horse barn (crafted by Old Town Barns) and riding ring to your right, you’ll find the inviting, contemporary home accompanied by the gleaming, freshly epoxy coated 2-bay garage with workshop, two

  Colleen McGrath McGrath Realty Inc

  39 Overlook Dr, Pawling, NY 12564
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  Est $512,150 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,404 Sq Ft

  19 Fenwood Dr, Pawling, NY 12564

  19 Fenwood Dr, Pawling, NY 12564
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  $740,000 Sold Sep 30, 2024

  • 2,758 Sq Ft
  • $268/SF
  • 34 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1985

  112 S Quaker Hill Rd, Pawling, NY 12564

  Set high atop Quaker Hill with million-dollar views. Perfectly situated on a 3-acre parcel to enjoy the coveted far-reaching mountain views, pastoral horse farms and nightly awe-inspiring westerly sunsets. This lovely 2,758 SF two-story colonial home is being offered for the first time by its original owner. Inside, the residence offers a harmonious blend of formal and casual spaces, accentuated

  Claudia Jiskra McGrath Realty Inc

  112 S Quaker Hill Rd, Pawling, NY 12564
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  Est $529,853 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,749 Sq Ft

  30 W Wind Rd, Pawling, NY 12564

  30 W Wind Rd, Pawling, NY 12564
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  $392,000 Sold Sep 13, 2024

  • 1,394 Sq Ft
  • $281/SF
  • 22 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1914

  6 Harmony Hill Rd, Pawling, NY 12564

  Moving in ready this charming 2 bedroom cape that lives as a three bedroom has charm and character and so much to offer the main floor features kitchen with Oak cabinetry stainless steel appliances, gas stove and pantry, which leads to dining room with sliding glass doors to a heated sunroom with skylights and ceramic flooring, also has a electric fireplace for heat and ambience with sliding

  Nannette Fransen Houlihan Lawrence Inc.

  6 Harmony Hill Rd, Pawling, NY 12564
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  Est $2,409,888 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 4,480 Sq Ft

  49 S Quaker Hill Rd, Pawling, NY 12564

  49 S Quaker Hill Rd, Pawling, NY 12564
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  $430,000 Sold Sep 12, 2024

  • 1,080 Sq Ft
  • $398/SF
  • 21 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1950

  56 Elm St, Pawling, NY 12564

  Just a few minutes from the village of Pawling there's a certain level of historic charm and integrity that goes hand in hand with this renovated cape. Experience its many delights firsthand. Each room seamlessly flows into the next. Featuring a chic kitchen with sleek stainless steel appliances and beautifully refinished hardwood floors throughout, the living area exudes natural light at every

  Giancarlo Pecora eXp Realty

  56 Elm St, Pawling, NY 12564
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  Est $512,119 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 1,889 Sq Ft

  36 S Quaker Hill Rd, Pawling, NY 12564

  36 S Quaker Hill Rd, Pawling, NY 12564
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  $399,000 Sold Sep 10, 2024

  • 1,708 Sq Ft
  • $234/SF
  • 74 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  76 Lakeview Dr, Pawling, NY 12564

  Custom Full Cape in Gated Lake Community: Well Suited for Year Round Living in Pawling Lake Estates. Beautiful Hardwood Floors. Enjoy Cozy Winters w/ two Wood Burning Stoves. Spring Beckons you Outside to discover Perennial Gardens in Bloom. Summers Spent Sitting on Deck Reading & Relaxing. Walk down Country Lane to Private Beach to Swim or Paddle Board around the Lake. First Floor Master Bedroom

  Martha Woodhouse Howard Hanna Rand Realty

  76 Lakeview Dr, Pawling, NY 12564
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  Est $552,683 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,992 Sq Ft

  92 W Deer Trail, Pawling, NY 12564

  92 W Deer Trail, Pawling, NY 12564
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  $565,000 Sold Sep 09, 2024

  • 2,836 Sq Ft
  • $199/SF
  • 38 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 1850

  135 S Quaker Hill Rd, Pawling, NY 12564

  Lives like a 4 bedroom house! Experience modern luxury in this meticulously renovated home. Priced significantly under market value for a quick sale. BRAND NEW septic tank & fields! Boasting a new boiler, kitchen, and baths, this turnkey residence with over 4,000 sqft of indoor and outdoor living is a harmonious blend of history and convenience. If you wish to change the countertop and/or switch

  Dominick DiFilippo Keller Williams Realty Partner

  135 S Quaker Hill Rd, Pawling, NY 12564
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  Est $405,798 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  15 Washington Ct, Pawling, NY 12564

  15 Washington Ct, Pawling, NY 12564
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  $390,000 Sold Sep 03, 2024

  • 2,560 Sq Ft
  • $152/SF
  • 25 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1986

  1120 New York 22, Pawling, NY 12564

  Commuter's dream!4 Bedroom, 2.5 Bathroom Custom Colonial on a private 2 acre lot in Town of Pawling! Large kitchen with plenty of cabinet & counter space, Formal living room & dining room. Family room with floor to ceiling windows allowing tons of natural light to illuminate the 1st floor. Upper floor consists of Primary bedroom with primary bath Full basement with walk out to rear yard. Enjoy

  Ernie Acampora River Realty Services, Inc.

  1120 New York 22, Pawling, NY 12564
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  Est $447,101 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,370 Sq Ft

  19 Washington Ct, Pawling, NY 12564

  19 Washington Ct, Pawling, NY 12564
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  $520,000 Sold Aug 28, 2024

  • 1,400 Sq Ft
  • $371/SF
  • 24 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1955

  193 Charles Colman Blvd, Pawling, NY 12564

  Tastefully and impeccably renovated Village of Pawling 3 br, 2 ba ranch. Open floor plan features chef's delight kitchen w/abundant cabinetry, quartz counters & stainless appliances. Breakfast bar plus dining area ideal for dinner parties with family or friends. Generously sized living room complete w/wood burning fireplace and huge picture window, flooding the home with natural light. Master br

  Dan Axtmann BHHS Hudson Valley Properties

  193 Charles Colman Blvd, Pawling, NY 12564
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  Est $554,841 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,550 Sq Ft

  86 W Deer Trail, Pawling, NY 12564

  86 W Deer Trail, Pawling, NY 12564
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  $225,000 Sold Aug 23, 2024

  • 2,518 Sq Ft
  • $89/SF
  • 12 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1885

  48 W Main St, Pawling, NY 12564

  Why rent when you can own this home in Pawling NY. Records show it was built in 1885 and sits on a good size lot of approximately 23,522 square feet. Roll up your sleeves and with some repairs and designer touches turn this old home back to its original state. Will not last long at this price if you blink it will be SOLD. Buyers check with City, County, Zoning, Tax, and other records to their

  Neven Spralja REALHome Services & Solutions

  48 W Main St, Pawling, NY 12564
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  Est $584,902 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,901 Sq Ft

  71 W Deer Trail, Pawling, NY 12564

  71 W Deer Trail, Pawling, NY 12564
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  $760,000 Sold Aug 22, 2024

  • 4,171 Sq Ft
  • $182/SF
  • 36 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1998

  8 Paddock Ct, Pawling, NY 12564

  Discover your dream home at 8 Paddock Ct, nestled in the charming community of “The Highlands” in Pawling, NY. This meticulously renovated 4-bedroom, 2.5-bathroom house spans an impressive 4,171 sqft, offering ample space for both relaxation and entertainment. Step inside to find a stunning kitchen, fully updated in March 2021, featuring custom cabinetry, a bespoke hood, and GE Monogram

  Anna Proctor Compass Greater NY, LLC

  8 Paddock Ct, Pawling, NY 12564
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  Est $572,477 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,898 Sq Ft

  48 W Deer Trail, Pawling, NY 12564

  48 W Deer Trail, Pawling, NY 12564
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  $490,000 Sold Aug 21, 2024

  • 1,792 Sq Ft
  • $273/SF
  • 24 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  19 Dutcher Ave, Pawling, NY 12564

  Move-in ready home with designer flair offers the perfect blend of convenience and charm. Located in the heart of the picturesque Village of Pawling, it is within walking distance to the train, restaurants, salon's and shops. This 3-bedroom, 2-bath home is ideal for modern living. Currently set up as a large 2-bedroom home with the first-floor bedroom serving as additional living and entertaining

  Diana Murphy HomeSmart Homes & Estates

  19 Dutcher Ave, Pawling, NY 12564
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  Est $673,051 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,898 Sq Ft

  69 W Deer Trail, Pawling, NY 12564

  69 W Deer Trail, Pawling, NY 12564
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  $575,000 Sold Aug 19, 2024

  • 3,731 Sq Ft
  • $154/SF
  • 16 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1910

  33 Coulter Ave, Pawling, NY 12564

  Tucked in the quaint Village of Pawling, this Queen Ann Victorian offers a captivating glimpse into Pawling’s rich historical heritage. From the sidewalk leading up the path, you'll be welcomed by an expansive front porch, and upon stepping through the front door, you'll find yourself in a grand, inviting foyer. To the left, the formal living room boasts large windows and a cozy corner fireplace,

  Shannon Tully McGrath Realty Inc

  33 Coulter Ave, Pawling, NY 12564
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  Est $414,787 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  29 Old Route 55, Pawling, NY 12564

  29 Old Route 55, Pawling, NY 12564
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  $660,000 Sold Aug 16, 2024

  • 2,238 Sq Ft
  • $295/SF
  • 27 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1979

  48 Pine Dr, Pawling, NY 12564

  Nestled in the wonderful Village of Pawling in the Hudson Valley, a 90 min train ride from Manhattan, this renovated 3 bedroom, 2 bathroom home blends modern amenities with natural beauty. The property boasts custom interiors, multiple sitting and dining areas, and an extensive outdoor space featuring a large back deck and fire pit in the front. Indoors, an open layout with abundant natural light

  Mark Metzler Compass Greater NY, LLC

  48 Pine Dr, Pawling, NY 12564
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  Est $570,922 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,788 Sq Ft

  14 Sage Rd, Pawling, NY 12564

  14 Sage Rd, Pawling, NY 12564
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  $485,000 Sold Aug 14, 2024

  • 2,310 Sq Ft
  • $210/SF
  • 71 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  27 Birch Terrace, Pawling, NY 12564

  Perched at the end of a Cul-De-Sac in Pawling Lake Estates, not only does this beautiful Raised Ranch sit on a double lot totaling 2.9 acres, but it's surrounded by 800 acres of NY State land offering year-round tranquility. This lovely house features high ceilings, hardwood floors, and a woodburning stove to keep you cozy during the colder months. For warmer days, you can count on the split air

  Shannon Tully McGrath Realty Inc

  27 Birch Terrace, Pawling, NY 12564
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  Est $647,844 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  57 Millstream Ct, Pawling, NY 12564

  57 Millstream Ct, Pawling, NY 12564
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  $1,100,000 Sold Jul 22, 2024

  • 2,093 Sq Ft
  • $526/SF
  • 14 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1929

  929 Old Quaker Hill Rd, Pawling, NY 12564

  On a clear day you can see forever from this delightful 1929 country farmhouse. Named Mostly View, the house was originally built for and owned by Pawling's beloved Annie Thomas, famed WWI field hospital nurse. The home, framed by a wrap-around covered porch, faces south and west affording views across the adjacent farmland to the foothills of The Taconic Mountains and the skyline of New York

  David Turner Compass Greater NY, LLC

  929 Old Quaker Hill Rd, Pawling, NY 12564
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  /2

  Est $587,629 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,404 Sq Ft

  1 Sage Rd, Pawling, NY 12564

  1 Sage Rd, Pawling, NY 12564
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  $260,000 Sold Jul 11, 2024

  • 1,413 Sq Ft
  • $184/SF
  • 264 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1988

  24 Spruce St, Pawling, NY 12564

  This Tri-level 2 bedroom, 2 1/2 bath Townhouse has so much potential. Enjoy the large open floor plan. There is a Living room with a fireplace and doors out to a private deck. Your eat in kitchen has a pass thru to the dining room. On the second floor is a primary bedroom with an ensuite bathroom. In addition, there is a second bedroom with a private bathroom. On the lower level, you will find a

  Joann Perna Guardian Realty Center, LLC

  24 Spruce St, Pawling, NY 12564
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  Est $456,584 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,021 Sq Ft

  34 Mohawk Trail, Pawling, NY 12564

  34 Mohawk Trail, Pawling, NY 12564
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  $700,000 Sold Jul 09, 2024

  • 3,300 Sq Ft
  • $212/SF
  • 93 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1986

  83 Hurds Corners Rd, Pawling, NY 12564

  Nestled in the foothills of the historic Quaker Hill area of Pawling, NY, this meticulously renovated home combines timeless charm with modern luxury. 83 Hurds Corner Rd boasts 3 bedrooms with the versatility to accommodate a fourth. It is also complemented by a bonus room ideal for an office, gym, or library. This residence features 3 full baths and a 3-car garage. At 3300 square feet, you

  Beth Yoon Sherwood Hill Realty LLC

  83 Hurds Corners Rd, Pawling, NY 12564

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