Pawling, NY Homes

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  $665,000 Pending

  • 5 Beds
  • 4 Baths
  • 3,732 Sq Ft

  32 Gristmill Ln, Pawling, NY 12564

  Enjoy the village lifestyle in historic Pawling. This private, 1.4-acre, treelined property is less than a mile to the Village with shops, restaurants, library, Metro North station, Dutcher Golf Course, and the Village Green with Farmer's Market (June-October). Close proximity to Lakeside & Morrow parks and the Appalachian & Oblong Trails. This sprawling, mother/ daughter style home includes an

  Carol Aprile

  32 Gristmill Ln, Pawling, NY 12564
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  $368,500 Sold Sep 03, 2024

  • 1,427 Sq Ft
  • $258/SF
  • 101 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1997

  18 Evergreen Way, Pawling, NY 12564

  Welcome Home! This meticulously maintained town home features two bedrooms, two and a half bathrooms and over fourteen hundred square feet. This home has so much to offer, from hardwood floors, to high vaulted ceilings and a cozy fireplace. Enjoy the ease of having the primary bedroom on the first floor, accompanied with a large walk in closet. Looking for the perfect spot to have your morning

  Samantha Davis BHHS Hudson Valley Properties

  18 Evergreen Way, Pawling, NY 12564
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  Est $391,779 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,113 Sq Ft

  5 Hemlock Cir, Pawling, NY 12564

  5 Hemlock Cir, Pawling, NY 12564
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  $348,888 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,960 Sq Ft

  21 Kings Way, Pawling, NY 12564

  Welcome to 21 Kings Way, a charming 3-bedroom, 2.5-bathroom townhome nestled in a wonderful community in Pawling, NY. This beautifully maintained home offers a perfect blend of comfort, style, and convenience.Step inside to discover an inviting open floor plan with spacious living areas, perfect for both entertaining and everyday living. The large windows flood the space with natural

  Bopaul Sookdeo YourHomeSold Guaranteed Realty

  21 Kings Way, 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 $374,705 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,030 Sq Ft

  4 Aspen Ct, Pawling, NY 12564

  4 Aspen Ct, Pawling, NY 12564
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  $595,000 Pending

  • 5 Beds
  • 2.5 Baths
  • 2,552 Sq Ft

  130 Old Route 55, Pawling, NY 12564

  Single family 5 bedroom, 3 bath country home. Secluded in the woods, but close to town. 10.39 acres with pool and 2 paddock barn offering a unique experience for those desiring privacy and a connection to nature. Small bungalow in back perfect for an office or recreational area.

  Derek Eisenberg Continental Real Estate Group

  130 Old Route 55, 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 $365,276 Not Listed For Sale

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

  28 Evergreen Way, Pawling, NY 12564

  28 Evergreen Way, Pawling, NY 12564
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  $599,900

  • 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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  $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 $364,461 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,427 Sq Ft

  9 Evergreen Way, Pawling, NY 12564

  9 Evergreen Way, 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 $365,463 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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  $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 $1,148,763 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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  $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 $403,157 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,047 Sq Ft

  3 Fenwood Dr, Pawling, NY 12564

  3 Fenwood Dr, 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 $505,708 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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  $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 $509,355 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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  $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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  Est $497,784 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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  $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 $444,236 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,563 Sq Ft

  9 Kings Way, Pawling, NY 12564

  9 Kings Way, 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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  Est $398,900 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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  $675,000 Sold Jul 08, 2024

  • 2,737 Sq Ft
  • $247/SF
  • 22 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1999

  9 Avonlee Ln, Pawling, NY 12564

  Welcome to The Highlands, where luxury living meets quaint charm in the heart of Pawling. This impressive colonial home invites you to experience elegance, comfort, and sought-after community amenities. Step onto the inviting rocking chair front porch and enter through the impressive 2-story foyer. An open floor plan seamlessly connects the kitchen, breakfast area, and family room, creating the

  Claudia Jiskra McGrath Realty Inc

  9 Avonlee Ln, Pawling, NY 12564
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  Est $448,068 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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  $425,000 Sold Jul 03, 2024

  • 1,600 Sq Ft
  • $266/SF
  • 16 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2000

  43 Nathan Pierce Ct, Pawling, NY 12564

  Welcome to your dream home nestled in the heart of Pawling's coveted Deerfield Ponds community! This rarely available 3-bedroom, 2 1/2-bathroom townhome offers the perfect blend of comfort, convenience, and picturesque surroundings. Spanning 1,600 square feet across two floors, with an additional unfinished basement, this meticulously maintained residence boasts modern amenities and timeless

  Claudia Jiskra McGrath Realty Inc

  43 Nathan Pierce Ct, Pawling, NY 12564
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  Est $567,496 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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  $599,900 Sold Jun 28, 2024

  • 2,607 Sq Ft
  • $230/SF
  • 28 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  86 Old Route 55, Pawling, NY 12564

  Rustic with modern flair. This fieldstone farmhouse features the timeless appeal of master craftsmanship. Love a home with character? The unique stone exterior exudes a sense of history and grace.The interior spaces blend Old-World charm with updated amenities, creating a warm, inviting vibe. From the exposed wooden beams to the handcrafted stone fireplace, every detail reveals the craftsmanship

  Diana Murphy HomeSmart Homes & Estates

  86 Old Route 55, Pawling, NY 12564
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  Est $553,107 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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  $1,399,000 Sold Jun 10, 2024

  • 4,200 Sq Ft
  • $333/SF
  • 36 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2024

  33 Fawn Ridge Dr, Pawling, NY 12564

  New Construction 5 Bedroom 4.5 Bathroom Modern Farmhouse on 7+ Acres. The Huge Open Floorplan Features Large Picturesque Windows To Take In The Seasonal Views And The Brick Patio With Sliders Brings The Outdoors In. The Kitchen Is An Entertainers Dream With Waterfall Island, Wet Bar and Wine Fridge. The Double Sided Fireplace Sets The Scene For The Family Room, Living Room And Dining Room. The

  Bliss Voutsinas

  33 Fawn Ridge Dr, Pawling, NY 12564
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  Est $436,985 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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  $140,000 Sold Jun 05, 2024

  • Land
  • 5 Acres
  • $27,888 per Acre

  • 629 Days On Market

  00 South Rd, Pawling, NY 12531

  Great Property Located in Proximity to Route 84 and Routes 55. Approximately 20-25 Minutes Away From Danbury or Fishkill. Approvals for a 4 Bed good until Sept. 2025.

  Milton Hyatt KFortuna All Aspects Realty

  00 South Rd, Pawling, NY 12531
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  Est $564,748 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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  $625,000 Sold Jun 03, 2024

  • 2,152 Sq Ft
  • $290/SF
  • 52 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1965

  55 Akindale Rd, Pawling, NY 12564

  A private 3.05 acre oasis on Quaker Hill welcomes you, only minutes from the quaint village of Pawling with shops, pubs, fine dining & the train! A beautiful parklike setting w/a huge back yard, heated salt water in ground pool & a cedar cabana. Covered front & back porch overlooking gardens & patio with stunning, old shade trees throughout the property. Perennial gardens, raised bed fenced

  Gillian Stewart Gillian Stewart Real Estate

  55 Akindale Rd, Pawling, NY 12564
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  Est $671,910 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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