Dutchess, NY Homes in ZIP Code 12564

• 

  Est $686,153 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
• 

  

  

  /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

  Jillian Pajer Douglas Elliman Real Estate

  215 Little Pond Rd, Pawling, NY 12564
• 

  $900,000 Sold May 09, 2025

  • 2,538 Sq Ft
  • $355/SF
  • 197 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1965

  139 Old Quaker Hill Rd, Pawling, NY 12564

  First time on market in 44 years, this 4.08 acre magical property on Quaker Hill has been fully renovated. One won't believe the charm, character, interest & detail that has been added. Wall to wall bookshelves in the primary suite, w/a large wic, a bathroom w/shower & pocket doors, floor to ceiling windows to absorb the outdoors & guest cottage w/deck & patio nestled in a Birch grove. The LR has

  Gillian Stewart Gillian Stewart Real Estate

  139 Old Quaker Hill Rd, Pawling, NY 12564
• 

  Est $447,263 Not Listed For Sale

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

  1 Westmount Ave, Pawling, NY 12564

  1 Westmount Ave, Pawling, NY 12564
• 

  

  

  /37

  $449,000

  • 3 Beds
  • 1.5 Baths
  • 1,680 Sq Ft

  36 Elm St, Pawling, NY 12564

  A historic Village Colonial on a quiet street, is a delight to show. Immaculate, well maintained & updated. Downstairs, a formal living room with a gas stove fireplace & bay windows, a formal dining room with built ins for storage, an office with closets & shelves for storage, a foyer, hardwood floors, a stunning eat in chef's kitchen with stone counters, stainless appliances, a big closet &

  Gillian Stewart Gillian Stewart Real Estate

  36 Elm St, Pawling, NY 12564
• 

  $949,900 Sold May 02, 2025

  • 3,798 Sq Ft
  • $250/SF
  • 6 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2000

  14 Little Pond Rd, Pawling, NY 12564

  This Colonial home is absolutely lovely and is situated in a serene and beautiful setting. With 7.88 acres of land on a quiet country road, it offers both privacy and convenience. The design and features are perfect for comfortable living, whether you're looking for a year-round residence or a weekend retreat. The home welcomes you through a charming rocking chair front porch, leading into a

  Teddie Leonaggeo McGrath Realty Inc

  14 Little Pond Rd, Pawling, NY 12564
• 

  Est $398,044 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,260 Sq Ft

  25 Reservoir Rd, Pawling, NY 12564

  25 Reservoir Rd, Pawling, NY 12564
• 

  

  /50

  $699,000

  • 4 Beds
  • 4.5 Baths
  • 2,920 Sq Ft

  12 W Wind Rd, Pawling, NY 12564

  Nestled on over two serene acres and backing to a tranquil nature preserve, this beautifully maintained home offers the perfect blend of peace, privacy, and natural beauty. With breathtaking seasonal views of the surrounding woodlands, the setting is ideal for quiet reflection or lively gatherings.Though the tax card shows four-bedrooms, this spacious home lives like a five-bedroom,

  Doris Jean William Raveis Real Estate

  12 W Wind Rd, Pawling, NY 12564
• 

  $200,000 Sold Apr 30, 2025

  • Land
  • 11 Acres
  • $17,953 per Acre

  • 47 Days On Market

  0 S Quaker Hill Rd Unit KEY822354, Pawling, NY 12564

  Very nice size building lot 11.14 Acres. Builders take a look. 869 feet road frontage on S Quaker Hill Road Zoned CD-R5 residential. directions look for mail box # 40 property located right across the street. long road frontage. four real estate signs along the frontage. new listing. you know some one once said .drive up for the week end stay a life time. this is a keeper will not last long

  John Melchior Howard Hanna Rand Realty

  0 S Quaker Hill Rd Unit KEY822354, Pawling, NY 12564
• 

  Est $397,036 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,344 Sq Ft

  336 Old Route 22, Pawling, NY 12564

  336 Old Route 22, Pawling, NY 12564
• 

  

  /38

  $699,000

  • 5 Beds
  • 2.5 Baths
  • 2,924 Sq Ft

  5 Red Tail Ct, Pawling, NY 12564

  Tucked away on a quiet cul-de-sac in the sought-after Deerfield Ponds community, 5 Red Tail Court is a beautifully maintained 5-bedroom, 2.5-bathroom Colonial offering space, style, and convenience. With 2,924 sq ft of living space, this home features an inviting floor plan, perfect for both everyday living and entertaining.Step inside to find a sun-filled living room with a cozy

  Julius Cooper eXp Realty

  5 Red Tail Ct, Pawling, NY 12564
• 

  $499,850 Sold Apr 28, 2025

  • 1,876 Sq Ft
  • $266/SF
  • 14 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1970

  56 Gristmill Ln, Pawling, NY 12564

  Escape to your own private sanctuary in the heart of Pawling! This unique and multi-functional split ranch is situated on over an acre of meticulously maintained lawns, offering exceptional privacy and breathtaking natural beauty. Just minutes away from nature reserves and the historic Dutcher Golf Course, this home provides the perfect blend of serenity and recreation. Inside, discover a

  Gino Bello Howard Hanna Rand Realty

  56 Gristmill Ln, Pawling, NY 12564
• 

  Est $684,225 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,428 Sq Ft

  8 Mallow Ct, Pawling, NY 12564

  8 Mallow Ct, Pawling, NY 12564
• 

  

  /18

  $125,000

  • Land
  • 1.40 Acres
  • $89,286 per Acre

  0 Overlook Rd, Pawling, NY 12564

  Build your dream home in Pawling with this Board of Health approved location, blending the charm of an established neighborhood while providing a blank building canvas. This 1.4 acre lot is approved for up to 4 bedrooms and offers potential peek-a-boo mountain views and colorful sunsets. The partially wooded lot provides natural privacy with mature landscaping from day one. The driveway has

  Judy Albert BHHS Hudson Valley Properties

  0 Overlook Rd, Pawling, NY 12564
• 

  $840,000 Sold Apr 28, 2025

  • 2,768 Sq Ft
  • $303/SF
  • 103 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1967

  9 Strawberry Hill Rd, Pawling, NY 12564

  Nestled on 7 serene acres, this exceptional property offers complete privacy and tranquility. Designed by renowned local architect William Berkley, known for his mid-century modern and contemporary designs on Quaker Hill, this 2,768 SF home, built in 1967, is bathed in natural light and surrounded by stunning landscapes. The property’s design integrates walls of windows and sliding glass doors,

  Brian McGrath McGrath Realty Inc

  9 Strawberry Hill Rd, Pawling, NY 12564
• 

  Est $565,550 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,454 Sq Ft

  4 Glen Ct, Pawling, NY 12564

  4 Glen Ct, Pawling, NY 12564
• 

  

  /14

  $250,000

  • Land
  • 10 Acres
  • $25,694 per Acre

  Lot #2 Dodge Rd, Pawling, NY 12564

  Nestled within a recently divided 163-acre parcel, this picturesque 9.73-acre property offers an idyllic escape. Enjoy the privacy of your own land while having access to a shared 100-acre common area with scenic trails and natural wonders. Set within a protected area, the eight lots in this division have been transferred to new owners, and none can be further subdivided due to conservation

  Brian McGrath McGrath Realty Inc

  Lot #2 Dodge Rd, Pawling, NY 12564
• 

  $335,000 Sold Apr 21, 2025

  • 1,639 Sq Ft
  • $204/SF
  • 14 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  34 Spruce St, Pawling, NY 12564

  End unit townhome in Cedar Valley. Living room has cathedral ceilings, fireplace and french doors to patio. Primary bedroom/bath suite on first floor. Second floor bedroom/bath guest suite. Only one step from curb to entrance. Easy access to Route 22 and Route 55. Close to the Village of Pawling, shopping, schools and services.

  James Bergstraser RE/MAX Classic Realty

  34 Spruce St, Pawling, NY 12564
• 

  Est $430,242 Not Listed For Sale

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

  2 Mallow Ct, Pawling, NY 12564

  2 Mallow Ct, Pawling, NY 12564
• 

  

  /22

  $1,350,000

  • Land
  • 3.90 Acres
  • $346,154 per Acre

  178 Charles Colman Blvd, Pawling, NY 12564

  Exclusive Mixed-Use Property in Pawling N.Y.! Incredible Investment or Business Opportunity offering a rare blend of Residence, Greenhouse, Floral Shop, & Nursery.This beautiful Sprawling estate boasts a Commercial c & Residential component? with a 2,500 sqft greenhouse fully-equipped floral shop with retail space There is Ample parking & easy accessibility for Commercial

  Vince Buccieri Today Realty Corp.

  178 Charles Colman Blvd, Pawling, NY 12564
• 

  $365,000 Sold Apr 10, 2025

  • 2,100 Sq Ft
  • $174/SF
  • 20 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1988

  4 Juniper Ln, Pawling, NY 12564

  Welcome to this cozy and well-maintained 2-bedroom, 2.5-bathroom townhouse with finished basement, offering a perfect blend of comfort, functionality, and extra living space. The open-concept living area with fire place is filled with natural light, creating a warm, inviting atmosphere that’s perfect for relaxing or entertaining. The kitchen is thoughtfully designed with efficient storage and

  Josephine Diego K. Fortuna Realty, Inc.

  4 Juniper Ln, Pawling, NY 12564
• 

  Est $935,610 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

  • 720 Sq Ft
  • $493/SF
  • 82 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1955

  26 Taber Knolls Dr, Pawling, NY 12564

  Nestled in a serene country setting just a few miles from the charming village of Pawling, this delightful bungalow offers the perfect blend of tranquility and convenience. Located close to the Metro North Train Station, local shops, restaurants, and parks, this home makes both commuting and leisure readily accessible. With the ease of one level living and charming details like hardwood floors, a

  Reid McGrath McGrath Realty Inc

  26 Taber Knolls Dr, Pawling, NY 12564
• 

  Est $663,709 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
• 

  

  /36

  $14,995,000

  • 4 Beds
  • 3.5 Baths
  • 3,942 Sq Ft

  15 Kirby Hill Rd, Pawling, NY 12564

  Kirby Hill Farm, an exceptional equestrian estate set on 247 acres of Quaker Hill's finest countryside. The turnkey, multi-discipline, equestrian facility offers 4 barns with 81 stalls, 2 indoor riding arenas, 3 outdoor riding rings, 37 paddocks, 7 additional paddocks with winterized waterers, 21 fields, Grand Prix polo field, over 100 acres of fenced property, and 150 acres of riding trails

  Brian McGrath McGrath Realty Inc

  15 Kirby Hill Rd, Pawling, NY 12564
• 

  $975,000 Sold Apr 07, 2025

  • 4,615 Sq Ft
  • $211/SF
  • 21 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2000

  11 Birch Hill Rd, Pawling, NY 12564

  An incredible opportunity awaits atop Quaker Hill. Set on a park-like 1.34-acre parcel framed by picturesque stone walls, this custom-built colonial spans 4,615 SF over three floors. The home is complemented by a stunning 24 x 36 two-story post-and-beam barn, a serene pond, raised garden beds, and expansive outdoor spaces. The home's design is incredibly functional, with a flexible floor plan

  Claudia Jiskra McGrath Realty Inc

  11 Birch Hill Rd, Pawling, NY 12564
• 

  Est $454,722 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,584 Sq Ft

  19 San Souci Dr, Pawling, NY 12564

  19 San Souci Dr, 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
• 

  $100,000 Sold Mar 11, 2025

  • Land
  • 0.36 Acre
  • $277,778 per Acre

  • 129 Days On Market

  1074 W Dover Rd, Pawling, NY 12564

  Come build your Dream Home and experience the Good Life at this Wonderful Parcel of Land for Sale in Dutchess County! This is the ideal location to come home to for some peace and relaxation, underneath your lush, Crimson Maple Tree! You'll have a head start with your preparation plans. Not only is this a BOE approved property, but it boasts a 1250 foot drilled well (Pump is located 600 ft down &

  Robert Pape Keller Williams NY Realty

  1074 W Dover Rd, Pawling, NY 12564
• 

  Est $518,799 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,324 Sq Ft

  17 San Souci Dr, Pawling, NY 12564

  17 San Souci Dr, 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
• 

  $367,500 Sold Mar 04, 2025

  • 1,572 Sq Ft
  • $234/SF
  • 68 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1945

  27 Gobblers Knob Rd, Pawling, NY 12564

  Welcome home to this light and airy 4 Bedroom, 2 Bath Cape located on over 1 acre of level property. House sits on an expansive lot with mature plantings in a quiet and peaceful setting. Spend relaxing days on the deck or serene evenings on the rear enclosed screened in porch. Enter into an amazing living room with stone fireplace that is perfect for family gatherings. The kitchen opens into a

  Douglas McGowan Coldwell Banker Realty

  27 Gobblers Knob Rd, Pawling, NY 12564
• 

  Est $441,759 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,166 Sq Ft

  9 San Souci Dr, Pawling, NY 12564

  9 San Souci Dr, 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
• 

  $750,000 Sold Feb 27, 2025

  • 2,719 Sq Ft
  • $276/SF
  • 104 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2004

  197 Highlands Dr, Pawling, NY 12564

  Stunning Sun-Drenched Postmodern Home with Elegant Features and Curb Appeal Nestled on a lush, private lot, this beautifully maintained postmodern home offers striking curb appeal with its classic facade, landscaped gardens, and welcoming front porch-perfect for morning coffee or evening relaxation. Step inside to a bright, open-concept floor plan filled with natural light. The cathedral

  Mary Capria Shawn Michael Realty

  197 Highlands Dr, Pawling, NY 12564
• 

  Est $622,330 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,500 Sq Ft

  48 Poppys Ln, Pawling, NY 12564

  48 Poppys Ln, Pawling, NY 12564
• 

  

  /29

  $579,900 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,616 Sq Ft

  37 Baxter Rd, Pawling, NY 12564

  Welcome to this charming Colonial-style residence, offering 3 bedrooms, 3.5 bathrooms, and a versatile bonus room—ideal for a potential in-law suite. With over 2,600 square feet of comfortable living space, this home is located in the desirable Baxter Green community, nestled in the scenic Village of Pawling.The interior showcases beautiful hardwood floors throughout, while the spacious

  Matt Rose Keller Williams Prestige Prop

  37 Baxter Rd, Pawling, NY 12564
• 

  $692,500 Sold Feb 26, 2025

  • 3,078 Sq Ft
  • $225/SF
  • 144 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2000

  31 Millstream Ct, Pawling, NY 12564

  Discover this charming 4-bedroom 2 1/2 bath, 3078 Sq Ft home on 1.57 acres minutes from the quaint Village of Pawling. At entry, step onto a beautiful wrap-around front porch, perfect for enjoying your morning coffee or unwinding in the evening. The inside foyer leads you to this bright first level, where a spacious double-sized family room awaits. Abundant natural light floods the space,

  Mary Craig Coldwell Banker Realty

  31 Millstream Ct, Pawling, NY 12564
• 

  Est $397,477 Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 1,943 Sq Ft

  2 Timberline Trail, Pawling, NY 12564

  2 Timberline Trail, Pawling, NY 12564

Showing Results 81 - 120, Page 3 of 18