Homes in ZIP Code 12564

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  /47

  $1,175,000

  • 4 Beds
  • 6 Baths
  • 3,012 Sq Ft

  16 Anderson Rd, Pawling, NY 12564

  Welcome to 16 Anderson Road — a beautifully crafted modern home perched atop the prestigious Quaker Hill in Pawling. Built in 2023, construction completed in 2024, this thoughtfully designed residence blends contemporary elegance with exceptional functionality, offering over 3,000 square feet of refined living space. From the moment you arrive, the home's charm is undeniable — lush landscaping

  Ryan Arket Compass Greater NY, LLC

  16 Anderson Rd, Pawling, NY 12564
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• 

  $540,000 Sold May 23, 2025

  85 W Deer Trail, Pawling, NY 12564

  • 4 Beds
  • 2.5 Baths
  • 2,341 Sq Ft
  • Built 2001

  Last Sold Summary

  • $231/SF
  • 23 Days On Market

  Current Estimated Value $566,195

  Last Listing Agent Shannon Tully McGrath Realty Inc

  85 W Deer Trail, Pawling, NY 12564
• 

  Est $673,419 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,209 Sq Ft

  64 Game Farm Rd, Pawling, NY 12564

  64 Game Farm Rd, Pawling, NY 12564
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  /50

  $619,000

  • 4 Beds
  • 2 Baths
  • 1,950 Sq Ft

  322 Old Route 22, Pawling, NY 12564

  Welcome to 322 Old Route 22! Spacious, newly remodeled 2-family home is a great opportunity for owner-occupants, investors, or extended families. Great location just a few minutes from the heart of the Village of Pawling! Each unit features 2 bedrooms, a full bath, living room, dining area, kitchen and bright, enclosed sunporches, providing plenty of space and natural light throughout. Inside,

  Susan Stevens BHHS Hudson Valley Properties

  322 Old Route 22, Pawling, NY 12564
• 

  $430,000 Sold Sep 11, 2025

  19 Cushing Green S, Pawling, NY 12564

  • 3 Beds
  • 2.5 Baths
  • 1,835 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Below List Price
  • $234/SF
  • 64 Days On Market

  Current Estimated Value $437,831

  Last Listing Agent Peggy MacLeay-Generoso McGrath Realty Inc

  19 Cushing Green S, Pawling, NY 12564
• 

  Est $1,172,465 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 6,052 Sq Ft

  382 Old Quaker Hill Rd, Pawling, NY 12564

  382 Old Quaker Hill Rd, Pawling, NY 12564
• 

  

  /5

  $150,000

  • Land
  • 0.46 Acre
  • $326,087 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
• 

  $367,500 Sold Mar 04, 2025

  27 Gobblers Knob Rd, Pawling, NY 12564

  • 4 Beds
  • 2 Baths
  • 1,572 Sq Ft
  • Built 1945

  Last Sold Summary

  • 14% Below List Price
  • $234/SF
  • 68 Days On Market

  Current Estimated Value $390,476

  Last Listing Agent Douglas McGowan Coldwell Banker Realty

  27 Gobblers Knob Rd, Pawling, NY 12564
• 

  Est $812,426 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,758 Sq Ft

  112 S Quaker Hill Rd, Pawling, NY 12564

  112 S Quaker Hill Rd, Pawling, NY 12564
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  /24

  $950,000 Coming Soon

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

  128 Old Pawling Rd, Pawling, NY 12564

  Welcome to 128 Old Pawling Road, a beautifully situated property in Pawling, NY. Set back from the road, the home is approached by a long private driveway and gated entrance, offering a sense of privacy while still being part of a neighborhood setting. Resting on over 5 acres, the property showcases stunning mountain views that create an impressive backdrop to everyday living year-round. Whether

  Juliska Martino Compass Greater NY, LLC

  128 Old Pawling Rd, Pawling, NY 12564
• 

  $410,000 Sold Jul 24, 2025

  11 Birch Terrace, Pawling, NY 12564

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1960

  Last Sold Summary

  • 3% Above List Price
  • $293/SF
  • 34 Days On Market

  Current Estimated Value $412,974

  Last Listing Agent Teddie Leonaggeo McGrath Realty Inc

  11 Birch Terrace, Pawling, NY 12564
• 

  Est $811,887 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,772 Sq Ft

  8 Birch Hill Rd, Pawling, NY 12564

  8 Birch Hill Rd, Pawling, NY 12564
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  /27

  $489,000

  • 4 Beds
  • 1.5 Baths
  • 1,776 Sq Ft

  40 Walnut St, Pawling, NY 12564

  Spacious 4 BR Home is located in the Village of Pawling. Nice property has a great western view with wonderful sunsets! Sunny Living Rm with picture window is open to the Dining Rm. The Kitchen has space for a breakfast table or island. The main floor has been freshly painted and has solid oak hardwood floors. Walking distance to Metro-North Train Station, Library, Medical Offices, Village shops,

  Lisa Liffland McGrath Realty Inc

  40 Walnut St, Pawling, NY 12564
• 

  $350,000 Sold Dec 18, 2025

  33 Spruce St, Pawling, NY 12564

  • 2 Beds
  • 2.5 Baths
  • 1,413 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Below List Price
  • $248/SF
  • 51 Days On Market

  Last Listing Agent Edmond Albano Keller Williams NY Realty

  33 Spruce St, Pawling, NY 12564
• 

  Est $364,927 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  62 S Quaker Hill Rd, Pawling, NY 12564

  62 S Quaker Hill Rd, Pawling, NY 12564
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  /15

  $1,250,000

  • 4 Beds
  • 4.5 Baths
  • 3,200 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
• 

  $490,000 Sold May 16, 2025

  17 Fenwood Dr, Pawling, NY 12564

  • 3 Beds
  • 2.5 Baths
  • 1,716 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $286/SF
  • 85 Days On Market

  Current Estimated Value $517,419

  Last Listing Agent Shannon Tully McGrath Realty Inc

  17 Fenwood Dr, Pawling, NY 12564
• 

  Est $749,773 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,300 Sq Ft

  83 Hurds Corners Rd, Pawling, NY 12564

  83 Hurds Corners Rd, Pawling, NY 12564
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  /9

  $149,000 Pending

  • Land
  • 8.44 Acres
  • $17,654 per Acre

  14 Akindale Rd, Pawling, NY 12564

  Welcome to Brady Brook falls, part of historic Quaker Hills one of Pawling's most distinguished country side. This beautiful lot is on 8.44 pastoral acres. When the days grow longer and temperatures rise or when the days grow shorter and temperatures drop , there is no better place to find solace than the cozy comforts of home in Brady Brook Falls. Make this your every day vacationing home. Brady

  Kathryn McCoach Houlihan Lawrence Inc.

  14 Akindale Rd, Pawling, NY 12564
• 

  $645,000 Sold Jun 13, 2025

  32 Elm St, Pawling, NY 12564

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft
  • Built 1880

  Last Sold Summary

  • 3% Above List Price
  • $339/SF
  • 20 Days On Market

  Current Estimated Value $554,881

  Last Listing Agent Patrycja Warda

  32 Elm St, Pawling, NY 12564
• 

  Est $669,912 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,944 Sq Ft

  1104 Route 22, Pawling, NY 12564

  1104 Route 22, Pawling, NY 12564
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  /13

  $368,888

  • 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 light,

  Bopaul Sookdeo YourHomeSold Guaranteed Realty

  21 Kings Way, Pawling, NY 12564
• 

  $975,000 Sold Apr 07, 2025

  11 Birch Hill Rd, Pawling, NY 12564

  • 4 Beds
  • 3.5 Baths
  • 4,615 Sq Ft
  • Built 2000

  Last Sold Summary

  • $211/SF
  • 21 Days On Market

  Current Estimated Value $1,016,714

  Last Listing Agent Claudia Jiskra McGrath Realty Inc

  11 Birch Hill Rd, Pawling, NY 12564
• 

  Est $484,810 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,468 Sq Ft

  1 Westmount Ave, Pawling, NY 12564

  1 Westmount Ave, Pawling, NY 12564
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  /40

  $550,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,820 Sq Ft

  36 Byrds Hill Rd, Pawling, NY 12564

  Welcome to 36 Byrds Hill Rd, Pawling, NY—a serene 3.95-acre country retreat that feels like home from the moment you arrive. This charming property features a well-designed country house that offers all the comforts of modern living, with the warmth and character of a classic country setting. Step inside and you’re immediately welcomed by a spacious mudroom—perfect for keeping shoes, boots,

  Regan Andrews Houlihan Lawrence Inc.

  36 Byrds Hill Rd, Pawling, NY 12564
• 

  $376,500 Sold Jun 18, 2025

  18 Evergreen Way, Pawling, NY 12564

  • 2 Beds
  • 2.5 Baths
  • 1,427 Sq Ft
  • Built 1997

  Last Sold Summary

  • 2% Above List Price
  • $264/SF
  • 13 Days On Market

  Current Estimated Value $389,716

  Last Listing Agent Vicki Reinach BHHS Hudson Valley Properties

  18 Evergreen Way, Pawling, NY 12564
• 

  Est $412,148 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,260 Sq Ft

  25 Reservoir Rd, Pawling, NY 12564

  25 Reservoir Rd, Pawling, NY 12564
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  /33

  $725,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,796 Sq Ft

  5 Perri Ln, Pawling, NY 12564

  Nestled in the foothills of the Berkshires, this exquisite front Porch Center Hall Colonial sits perfectly on a beautiful rolling 1.4 acres of private property in the heart of Pawling. With it's amazing Bonus Room above the 2 car garage, it lives like a huge 4 Bedroom, 2 1/2 bath, offering all the amenities anyone could ask for. There is an Open Floor Plan with an Updated Kitchen, Granite

  Kristine Hansmann Jefferson Valley Realty

  5 Perri Ln, Pawling, NY 12564
• 

  $949,900 Sold May 02, 2025

  14 Little Pond Rd, Pawling, NY 12564

  • 4 Beds
  • 4.5 Baths
  • 3,798 Sq Ft
  • Built 2000

  Last Sold Summary

  • $250/SF
  • 6 Days On Market

  Current Estimated Value $971,223

  Last Listing Agent Teddie Leonaggeo McGrath Realty Inc

  14 Little Pond Rd, Pawling, NY 12564
• 

  Est $464,627 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  2 Mallow Ct, Pawling, NY 12564

  2 Mallow Ct, Pawling, NY 12564
• 

  

  /24

  $399,000

  • 5 Beds
  • 1,062 Sq Ft

  215 Little Pond Rd, Pawling, NY 12564

  Private Lake House on a Private Lake! Little Whaley Lake, a serene 46-acre spring-fed, motor-free lake with only six homes offers unparalleled tranquility. This lot offers 150 feet of lake frontage and a private dock; ideal for peaceful swimming, fishing, kayaking, and reconnecting with nature. There are only 6 homes on this lake, with no public access, creating a quiet and peaceful environment.

  Jillian Pajer Douglas Elliman Real Estate

  215 Little Pond Rd, Pawling, NY 12564
• 

  $610,000 Sold Feb 06, 2025

  141 Dugway Dr, Pawling, NY 12564

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft
  • Built 2006

  Last Sold Summary

  • 4% Above List Price
  • $272/SF
  • 31 Days On Market

  Current Estimated Value $641,722

  Last Listing Agent Joseph Kelley Houlihan Lawrence Inc.

  141 Dugway Dr, Pawling, NY 12564
• 

  Est $928,071 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 3,216 Sq Ft

  235 N Quaker Hill Rd, Pawling, NY 12564

  235 N Quaker Hill Rd, Pawling, NY 12564
• 

  

  /20

  $3,900,000

  • Land
  • 108 Acres
  • $36,111 per Acre

  57 S Quaker Hill Rd, Pawling, NY 12564

  Seldom does a property like this become available. Two parcels totaling 108 acres create the most idyllic setting on Quaker Hill. Imagine a pastoral retreat blanketed by farmed fields, well-maintained trails, and productive land. With approximately 56 cleared acres, the possibilities are endless. Build your dream country estate, an extended family compound, or an equestrian paradise with ample

  Brian McGrath McGrath Realty Inc

  57 S Quaker Hill Rd, Pawling, NY 12564
• 

  $355,000 Sold Apr 08, 2025

  26 Taber Knolls Dr, Pawling, NY 12564

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft
  • Built 1955

  Last Sold Summary

  • 11% Below List Price
  • $493/SF
  • 82 Days On Market

  Current Estimated Value $351,470

  Last Listing Agent Reid McGrath McGrath Realty Inc

  26 Taber Knolls Dr, Pawling, NY 12564
• 

  Est $832,384 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,287 Sq Ft

  206 N Quaker Hill Rd, Pawling, NY 12564

  206 N Quaker Hill Rd, Pawling, NY 12564
• 

  

  /46

  $580,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,893 Sq Ft

  10 Rebecca Dr, Pawling, NY 12564

  Nestled in the charming village of Pawling, this delightful house offers new owners the opportunity to create their dream home with a touch of personal flair. Situated on just over 2 acres, the property boasts 3 spacious bedrooms, 2 full bathrooms, and a convenient powder room.The large eat-in kitchen, illuminated by a skylight, provides abundant natural light and features sliders that open

  Maria Justo Howard Hanna Rand Realty

  10 Rebecca Dr, Pawling, NY 12564
• 

  $345,000 Sold Jul 09, 2025

  88 Lakeview Dr, Pawling, NY 12564

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1990

  Last Sold Summary

  • 5% Above List Price
  • $383/SF
  • 26 Days On Market

  Current Estimated Value $346,593

  Last Listing Agent Martha Woodhouse Howard Hanna Rand Realty

  88 Lakeview Dr, Pawling, NY 12564
• 

  Est $649,134 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,314 Sq Ft

  77 N Quaker Hill Rd, Pawling, NY 12564

  77 N Quaker Hill Rd, Pawling, NY 12564
• 

  

  /10

  $154,900

  • Land
  • 0.73 Acre
  • $212,192 per Acre

  0 Walnut St, Pawling, NY 12564

  Great lot in the Village of Pawling! *Board of Health Approval is NOT required because the house will be hooked up to municipal water and sewer! This .73-acre lot offers a lovely western view. Walk to the picturesque Village center with its quaint shops, bakeries, restaurants, library, post office, health care, so much more! Metro-North Train Station (Harlem Line) is located in the Village as

  Lisa Liffland McGrath Realty Inc

  0 Walnut St, Pawling, NY 12564

Showing Results 41 - 80, Page 2 of 18