Recently Sold Homes near Pawling Middle School

• 

  $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
• 

  $450,000 Sold Oct 23, 2024

  • 1,616 Sq Ft
  • $278/SF
  • 21 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1973

  700 Route 292, Holmes, NY 12531

  GET THE BEST OF BOTH WORLDS NOW! This Extremely private & idyllic home is a Less than 5 miles from a Norman Rockwell 'Main Street USA' type Village of Pawling & Metro North. Nestled in the foothills of the Berkshires, is this Immaculate, like new 3 bedroom, 1.5 bath contemporary Raised Ranch. A wonderful starter home or perfect weekend getaway. Convenient, easy living w/ large bedrooms, Newly

  Kathleen Lomino Briante Realty Group, LLC

  700 Route 292, Holmes, NY 12531
• 

  $375,000 Sold Oct 17, 2024

  • 1,320 Sq Ft
  • $284/SF
  • 23 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1939

  79 N White Rock Rd, Holmes, NY 12531

  Snuggled on 3+ acres of land, this beautiful Cottage offers a world of opportunity. You will arrive to the rocking chair front porch and into the Kitchen that is flooded with natural light, a large closet with stack washer and dryer. Continuing through you enter the beautiful stone fireplace with woodburning stove insert, hardwood floors and ceiling fan, off the living room you will find a sun

  Shannon Tully McGrath Realty Inc

  79 N White Rock Rd, Holmes, NY 12531
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $73,395 Sold Sep 20, 2024

  • Land
  • 0.41 Acre
  • $179,012 per Acre

  • 593 Days On Market

  0 Birch Terrace Unit ONEH6224673, Dover, NY 12564

  Build your full-time or weekend retreat 3BR home in Pawling's private lake community. Recently obtained BOHA for a 3BR home. Conveniently located close to the quaint Village of Pawling's train, shops, restaurants, etc. Swim, fish, kayak and canoe in the spring-fed lake. West Mountain State Forest, Route 55, TSP and Route 22 are just minutes away!

  Colleen McGrath McGrath Realty Inc

  0 Birch Terrace Unit ONEH6224673, Dover, NY 12564
• 

  $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
• 

  $750,000 Sold Sep 13, 2024

  • 3,880 Sq Ft
  • $193/SF
  • 30 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2007

  120 Holmes Rd, Holmes, NY 12531

  Upon entering this STUNNING 3,880 s/f Colonial, you're greeted with a grand 2-story foyer. Main level provides a semi-open concept and hardwood flooring throughout. To the left of the foyer is the formal living room. Through the double french doors off the foyer you will find the formal dining room. Eat-in kitchen is a chef's paradise boasting high-end stainless steel appliances, cherry cabinets,

  David Aurigemma Regency Real Estate

  120 Holmes Rd, Holmes, NY 12531
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $265,000 Sold Aug 26, 2024

  • 1,900 Sq Ft
  • $139/SF
  • 56 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1880

  32 Elm St, Pawling, NY 12564

  The timeless Victorian touches in this Village of Pawling home are a charming step back in time. The home has 3 bedrooms, 2 bathrooms, formal living and dining rooms, an eat-in kitchen, family room and walk-up attic. Much of the interior has been demoed, and the home is ready to be restored to its former glory. Outside is a great yard and a garage. Located just a short distance from the village

  Matthew Cave Hudson Property Services, LLC

  32 Elm St, Pawling, NY 12564
• 

  $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
• 

  $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
• 

  $296,500 Sold Jul 03, 2025

  • 2,420 Sq Ft
  • $123/SF
  • 64 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  561 Route 292, Holmes, NY 12531

  Home Sweet Home in New York!! Large home with approx. 2,420 square feet. Amazing lot size of 45,302 square feet. Exceptional price. If you blink it will be SOLD!! Buyers check with City, County, Zoning, Tax, and other records to their satisfaction. AS-IS SALE property.

  Neven Spralja REALHome Services & Solutions

  561 Route 292, Holmes, NY 12531
• 

  $740,000 Sold Mar 27, 2025

  • 3,739 Sq Ft
  • $198/SF
  • 20 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2004

  147 Highlands Dr, Pawling, NY 12564

  Beautiful Colonial home in the Highlands. Exquisite Community. Amenities include a heated pool, tennis court and a fishing pond.

  Pete Rodriguez William Raveis Real Estate

  147 Highlands Dr, Pawling, NY 12564
• 

  $470,000 Sold Aug 26, 2024

  • 1,688 Sq Ft
  • $278/SF
  • 25 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1940

  29 Holmes Rd, Holmes, NY 12531

  Welcome to this very well maintained ranch style home situated on .80 acre lot. This one level home offers 3 large bedrooms/2 full baths, office/den, very spacious living room, open kitchen overlooking the dining room which leads to a large patio area, fire pit and backyard, perfect for entertaining. Hardwood floors all throughout the bright and sunny house. Lots of closet space all throughout.

  Dorota Mikula eXp Realty

  29 Holmes Rd, Holmes, NY 12531

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