3,421

Pawling, NY Homes

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  • 0 Kirby Hill Rd, Pawling, NY 12564
    0 Kirby Hill Rd, Pawling, NY 12564
    0 Kirby Hill Rd, Pawling, NY 12564
    /3

    $189,000

    • Land
    • 11 Acres
    • $16,579 per Acre

    0 Kirby Hill Rd, Pawling, NY 12564

    Great 11 acre BOHA property in Quaker Hill area of Pawling. Great views. Located quiet area next to historic library (not active. Shown as museum in warmer weather). Fantastic getaway area or permanent dream house.

    Richard Castro Howard Hanna Rand Realty

    0 Kirby Hill Rd, Pawling, NY 12564
  • 54 Old Route 55, Pawling, NY 12564

    $662,500 Sold Dec 10, 2024

    • 2,344 Sq Ft
    • $283/SF
    • 195 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1950

    54 Old Route 55, Pawling, NY 12564

    PRICE IMPROVEMENT!!!! Head to your very own countryside getaway just 60 miles from NYC! This peaceful retreat offers privacy and relaxation surrounded by nature's beauty. Set on 19 acres, this updated 3 bed 3 bath home boasts a modern kitchen and a luxurious spa-like bathroom in the main suite. With high ceilings and plenty of windows, natural light floods the space, offering tranquil woodland

    Suzanne Browne-Shilling Coldwell Banker Realty

    54 Old Route 55, Pawling, NY 12564
  • 618 Quaker Hill Rd, Pawling, NY 12564
    618 Quaker Hill Rd, Pawling, NY 12564
    618 Quaker Hill Rd, Pawling, NY 12564
    /36

    $5,500,000

    • 17 Beds
    • 13 Baths
    • 15,000 Sq Ft

    618 Quaker Hill Rd, Pawling, NY 12564

    25.5-acre equestrian estate with a 43-room Elizabethan Style manor house, two caretaker homes, a carriage house with groom’s quarters, a yoga studio, a 12,000 sq. ft. stable, greenhouse and more. Situated on the crest of Quaker Hill, Elmwood Farm has stunning views and endless possibilities. The 3-story, 17-bedroom (7 of which are in the nursery wing and the caretakers' wing) 9-bath (plus 4

    Harriet Norris Douglas Elliman Real Estate

    618 Quaker Hill Rd, Pawling, NY 12564
  • 7 Birch Ln, Holmes, NY 12531

    $13,000 Sold Nov 20, 2024

    • Land
    • 0.26 Acre
    • $50,000 per Acre
    • 234 Days On Market

    7 Birch Ln, Holmes, NY 12531

    Please note: Tiny Homes are not allowed per Town Code. The min. size dwelling that can be built, provided you meet all the other requirements including BOH approval, is 800/sf. Trailers are only allowed in Mobil Home Parks in the Town of East Fishkill . Vacant land for sale CurrentUses: Single Family,

    Pauline Angrisani Coldwell Banker Realty

    7 Birch Ln, Holmes, NY 12531
  • 29 Marble Ln, Pawling, NY 12564
    29 Marble Ln, Pawling, NY 12564
    29 Marble Ln, Pawling, NY 12564
    /23

    $1,445,000

    • 4 Beds
    • 3.5 Baths
    • 4,178 Sq Ft

    29 Marble Ln, Pawling, NY 12564

    Fully Approved Shovel Ready Fabulous ultra private 5 plus acre homesite in a deed restricted, eco-sensitive subdivision. Don't miss the opportunity to have your dream home built by an experienced local builder. Once built, this spacious front porch colonial will be enhanced by light infused rooms, an open floor plan and custom eat in kitchen perfect for preparing scrumptious meals. A family room

    John Ravetto Houlihan Lawrence Inc.

    29 Marble Ln, Pawling, NY 12564
  • 52 Gristmill Ln, Pawling, NY 12564

    $440,000 Sold Nov 18, 2024

    • 1,818 Sq Ft
    • $242/SF
    • 16 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    52 Gristmill Ln, Pawling, NY 12564

    Property like this doesn't hit the market often! This charming three bedroom ranch is surrounded by one acre of park-like grounds on a quiet, bucolic street with no through-traffic. Inside, you'll find everything you want in a home: a large eat-in Kitchen with granite counters and stainless steel appliances; spacious living room and dining room with sliding doors to the deck; primary bedroom with

    Vanessa Longo Briante Realty Group, LLC

    52 Gristmill Ln, Pawling, NY 12564
  • 0 S White Rock Rd Unit 6015368, Pawling, NY 12531
    0 S White Rock Rd Unit 6015368, Pawling, NY 12531
    0 S White Rock Rd Unit 6015368, Pawling, NY 12531
    /5

    $399,000

    • Land
    • 62 Acres
    • $6,454 per Acre

    0 S White Rock Rd Unit 6015368, Pawling, NY 12531

    Approved 7 lot residential subdivision: Pristine, secluded, quiet area with DCBOH approved residential building lots 3.02-6.41 acres surroundinga 31 acre open space area. All lot sites selected for privacy. Partial physical improvements (over $350K) to include 2 (partially complete) roads and storm water works in place. Tax assessments in appeal. HOA established, shared fees for roads &

    John Ravetto Houlihan Lawrence Inc.

    0 S White Rock Rd Unit 6015368, Pawling, NY 12531
  • Unlisted Address

    $680,000 Sold Nov 15, 2024

    • 2,599 Sq Ft
    • $262/SF
    • 38 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2005

    Unlisted Address

    This delightful home, set on a peaceful cul-de-sac and close to the quaint Village of Pawling, offers the perfect blend of modern convenience and timeless elegance. Built in 2005, the property feels like new, boasting 2,599 square feet across its first two levels, with three bedrooms, a finished bonus room, and two and a half baths. The unfinished walk-out basement with high ceilings and sliders

    Claudia Jiskra McGrath Realty Inc

    Unlisted Address
  • 0 Holmes Rd Unit ONEH6331125, Pawling, NY 12531
    0 Holmes Rd Unit ONEH6331125, Pawling, NY 12531
    /2

    $59,000

    • Land
    • 2.80 Acres
    • $21,071 per Acre

    0 Holmes Rd Unit ONEH6331125, Pawling, NY 12531

    Nice wooded 2.8 acres in the quaint town of Pawling. Needs BOHA. Present all offers.

    Graziano Tassone Tassone Realty Corp.

    0 Holmes Rd Unit ONEH6331125, Pawling, NY 12531
  • 85 Fairway Dr, Pawling, NY 12564

    $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
  • 32 Elm St, Pawling, NY 12564
    32 Elm St, Pawling, NY 12564
    32 Elm St, Pawling, NY 12564
    /37

    $625,000 Pending

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

    32 Elm St, Pawling, NY 12564

    Welcome to 32 Elm Street – a stunning blend of historic charm and modern convenience! This beautifully renovated 1880s home, reimagined in 2025, offers 3 spacious bedrooms, 2.5 bathrooms, and 1,900 sq ft of stylish living space. Nestled on a .27-acre lot with easy access from both Elm and Walnut Streets, this home is perfectly located just a 4-minute walk to the Metro North train station and a

    Patrycja Warda

    32 Elm St, Pawling, NY 12564
  • 11 Allison Dr, Pawling, NY 12564

    $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
  • 54 Burgess Rd, Pawling, NY 12564
    54 Burgess Rd, Pawling, NY 12564
    54 Burgess Rd, Pawling, NY 12564
    /50

    $1,395,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,910 Sq Ft

    54 Burgess Rd, Pawling, NY 12564

    Nestled in the prestigious Quaker Hill Hamlet of Pawling, NY, Burgess House is a distinguished estate where historic charm meets modern refinement. Perched atop a scenic hillside, this exceptional residence offers breathtaking panoramic views of the protected landscapes of Connecticut Audubon’s Deer Pond Farm, ensuring a serene and private retreat. Steeped in history, the 3-bedroom, 3.1-bathroom

    Jake Garay Serhant LLC

    54 Burgess Rd, Pawling, NY 12564
  • 322 Old Route 22, 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
  • 26 Fenwood Dr, Pawling, NY 12564
    26 Fenwood Dr, Pawling, NY 12564
    26 Fenwood Dr, Pawling, NY 12564
    /25

    $446,500 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,500 Sq Ft

    26 Fenwood Dr, Pawling, NY 12564

    Welcome to this delightful sunlit Ranch style home nestled on a beautiful and quiet corner lot. This home features 3 nice size bedrooms, a full bath and convenient half bath off the dining/family room. The eat in kitchen offers upscale stainless steel appliances along with ample counter and cabinet space for all your culinary needs. The full size attic can be used for storage or even transformed

    Vicki Reinach BHHS Hudson Valley Properties

    26 Fenwood Dr, Pawling, NY 12564
  • 39 Overlook Dr, 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
  • 104 Mohawk Trail, Pawling, NY 12564
    104 Mohawk Trail, Pawling, NY 12564
    104 Mohawk Trail, Pawling, NY 12564
    /21

    $525,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,175 Sq Ft

    104 Mohawk Trail, Pawling, NY 12564

    Charming 3-Bedroom Home in Pawling’s Desirable Deerfield Ponds Community.Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom single-family home nestled in the sought-after Deerfield Ponds Community in Pawling, NY. Offering 2,175 sq. ft. of living space, this home boasts both comfort and convenience.Step inside to find a thoughtfully designed floor plan with renovated bathrooms (2022).

    Pete Rodriguez William Raveis Real Estate

    104 Mohawk Trail, Pawling, NY 12564
  • 112 S Quaker Hill Rd, 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
  • 103 Mohawk Trail, Pawling, NY 12564
    103 Mohawk Trail, Pawling, NY 12564
    103 Mohawk Trail, Pawling, NY 12564
    /42

    $425,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,917 Sq Ft

    103 Mohawk Trail, Pawling, NY 12564

    Welcome to your dream home nestled in the heart of Pawling's coveted Deerfield Ponds community! This rarely available and most sought-after 3-bedroom, 2 1/2-bathroom townhome features the primary bedroom conveniently located on the first floor. Spanning 1,917 square feet across two floors, with an additional 1,104 square foot unfinished basement, this home offers unlimited potential, complete

    Claudia Jiskra McGrath Realty Inc

    103 Mohawk Trail, Pawling, NY 12564
  • 6 Harmony Hill Rd, Pawling, 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
  • 10 John Kane Ct, Pawling, NY 12564
    10 John Kane Ct, Pawling, NY 12564
    10 John Kane Ct, Pawling, NY 12564
    /21

    $399,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,564 Sq Ft

    10 John Kane Ct, Pawling, NY 12564

    Welcome to your dream home in the heart of Pawling's Deerfield Ponds community! This beautiful 2-bedroom, 2-bathroom townhouse features an open floor plan that flows between the dining room and the spacious living room, which has a wood-burning fireplace. It also includes a bonus room and a full unfinished basement. The basement could become a playroom, multimedia room, or a storage area. This

    Jessica Diaz Coldwell Banker Realty

    10 John Kane Ct, Pawling, NY 12564
  • 56 Elm St, Pawling, NY 12564

    $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
  • 38 Old Route 55, Pawling, NY 12564
    38 Old Route 55, Pawling, NY 12564
    38 Old Route 55, Pawling, NY 12564
    /24

    $450,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 1,608 Sq Ft

    38 Old Route 55, Pawling, NY 12564

    Turn back the hands of time with this beautiful home built in 1798 reminiscent of the deep south! It's 3 stories, two of which have gorgeous wrap around newly redone porches, that you can envision with rocking chairs, sipping mint juleps or enjoying a summer meal. The 3-story farmhouse has a newly refurbished kitchen, two living rooms, 3 bedrooms, two and a half bathrooms, a cozy fireplace and

    Teddie Leonaggeo McGrath Realty Inc

    38 Old Route 55, Pawling, NY 12564
  • 76 Lakeview Dr, 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
  • 24 Sheridan Dr, Pawling, NY 12564
    24 Sheridan Dr, Pawling, NY 12564
    24 Sheridan Dr, Pawling, NY 12564
    /33

    $674,900 Pending

    • 3 Beds
    • 2 Baths
    • 2,876 Sq Ft

    24 Sheridan Dr, Pawling, NY 12564

    Check out this Charming Country Cottage in the Village of Pawling! Nestled on almost 7 acres of serene land, this delightful country cottage offers the perfect blend of comfort and tranquility. Hardwood floors flow throughout the home, enhancing the warm, rustic charm. The sun-soaked living room, complete with a wood-burning fireplace, invites relaxation, while the eat-in kitchen is perfect for

    John Gabriel Jr KW MidHudson

    24 Sheridan Dr, Pawling, NY 12564
  • 135 S Quaker Hill Rd, 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

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