Dutchess, NY Homes

• 

  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
• 

  

  

  /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
• 

  $610,000 Sold Feb 06, 2025

  • 2,240 Sq Ft
  • $272/SF
  • 31 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2006

  141 Dugway Dr, Pawling, NY 12564

  Beautiful four-bedroom, two-and-a-half-bathroom Colonial home nestled on a stunning 2.90-acre corner lot in Pawling Lake Estates, a private community with lake and beach access. Built in 2006, this home features an open floor plan with hardwood flooring throughout. The inviting country kitchen flows into the living room, highlighted by a gorgeous stone wood-burning fireplace. The main level also

  Joseph Kelley Houlihan Lawrence Inc.

  141 Dugway Dr, 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
• 

  

  

  /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
• 

  $287,000 Sold Jan 30, 2025

  • 1,972 Sq Ft
  • $146/SF
  • 45 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1966

  8 Brady Ln, Pawling, NY 12564

  1 Level Living! 3 Bedroom, 1 Bathroom Ranch on 3 acres in Town of Pawling! Living room with brick fireplace. Huge sun room with sliding doors to rear deck area. Close to shopping, schools and amenities. Private road. Sold as-is. Buyer to pay NYS and any local transfer taxes. Cash only with proof of funds. **Please see agent remarks for access, showing instructions and offer presentation

  Ernie Acampora River Realty Services, Inc.

  8 Brady Ln, Pawling, NY 12564
• 

  Est $297,186 Not Listed For Sale

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

  24 Spruce St, Pawling, NY 12564

  24 Spruce St, 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
• 

  $718,000 Sold Jan 28, 2025

  • 4,354 Sq Ft
  • $165/SF
  • 84 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 2006

  26 Chestnut Ln, Pawling, NY 12564

  Welcome to this stunning example of refined elegance and timeless charm! This impressive colonial home features 5 spacious bedrooms and 4 beautifully appointed bathrooms. The oversized windows allow for an abundance of light displaying the high ceilings and hardwood floors that extend throughout the home. The gourmet kitchen features stainless steel appliances and a large island with seating

  Vicki Reinach BHHS Hudson Valley Properties

  26 Chestnut Ln, Pawling, NY 12564
• 

  Est $351,552 Not Listed For Sale

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

  32 Spruce St, Pawling, NY 12564

  32 Spruce St, Pawling, NY 12564
• 

  

  /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
• 

  $545,000 Sold Jan 27, 2025

  • 4,502 Sq Ft
  • $121/SF
  • 49 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2002

  10 Watchhill Rd, Pawling, NY 12564

  Perched at the end of a cul-de-sac in Deerfield Ponds, this sprawling 4-bedroom, 3.5-bath Colonial offers more than meets the eye. Welcomed by the large front porch, the front door entry opens to a bright hallway, cathedral ceilings showing off the second floor, a powder room, and large entries to the Family and Living Room. Straight down the hall, you will arrive in the spacious, centrally

  Shannon Tully McGrath Realty Inc

  10 Watchhill Rd, Pawling, NY 12564
• 

  Est $381,812 Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 2,109 Sq Ft

  14 Spruce St, Pawling, NY 12564

  14 Spruce St, Pawling, NY 12564
• 

  /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
• 

  $650,000 Sold Jan 27, 2025

  • 2,840 Sq Ft
  • $229/SF
  • 53 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1987

  10 di Pietro Ln, Pawling, NY 12564

  This bright and spacious Mediterranean style home was designed and built by the owners. It's nestled on a peaceful and private cul-de-sac. As you step inside, discover a beautifully designed eat-in kitchen, complete with custom cabinetry, stainless steel appliances, double wall oven, granite countertops, and center island. The oversized open floor plan seamlessly connects the formal dining and

  Tony Zaccardo Coldwell Banker Realty

  10 di Pietro Ln, Pawling, NY 12564
• 

  Est $383,633 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,130 Sq Ft

  9 Juniper Ln, Pawling, NY 12564

  9 Juniper Ln, Pawling, NY 12564
• 

  

  /47

  $399,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,706 Sq Ft

  14 Summit Ave, Pawling, NY 12564

  Tucked away on a quiet dead-end street in the serene village of Pawling, this meticulously maintained Cape Cod home offers the perfect blend of comfort, charm, and convenience. Bathed in natural light, the freshly painted interior boasts a seamless flow between living spaces, with two spacious bedrooms that live like three—ideal for guests, a home office, or flexible living. The inviting living

  Karen Gundelach Keller Williams Realty Partner

  14 Summit Ave, Pawling, NY 12564
• 

  $600,000 Sold Jan 24, 2025

  • 1,824 Sq Ft
  • $329/SF
  • 71 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1979

  92 E Main St, Pawling, NY 12564

  Welcome to your dream home nestled in the vibrant heart of the village of the picturesque Pawling. The beautiful flow of your main floor boasts natural light, giving a perfect blend of practicality and charm. Your backyard will become a perfect venue for entertaining with its expansive and level setting. This labor of love includes many new upgrades: Roof (2018), windows (2018), sliding glass

  Karen Gundelach Keller Williams Realty Partner

  92 E Main St, Pawling, NY 12564
• 

  Est $374,412 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,596 Sq Ft

  7 Juniper Ln, Pawling, NY 12564

  7 Juniper Ln, Pawling, NY 12564
• 

  

  /50

  $1,500,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,683 Sq Ft

  21 Brady Brook Farm Rd, Pawling, NY 12564

  Nestled within the prestigious Brady Brook Falls subdivision on sought-after Quaker Hill, this exquisite colonial offers an unparalleled blend of elegance, privacy, and modern convenience. Situated at the end of a serene cul-de-sac, the home is surrounded by picturesque horse farms and country estates. A long, private driveway leads to this stunning 6.65-acre retreat, complete with a heated

  Brian McGrath McGrath Realty Inc

  21 Brady Brook Farm Rd, Pawling, NY 12564
• 

  $685,000 Sold Jan 24, 2025

  • 3,246 Sq Ft
  • $211/SF
  • 133 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1993

  15 Stirrup Trail, Pawling, NY 12564

  Prepare to be stunned by this immaculately maintained residence! From the moment you step inside, you’ll notice that shoes have never been worn in this pristine home, reflecting a true sense of care and pride of ownership. The current owner has thoughtfully selected and updated every aspect of this home, creating a warm and inviting atmosphere that welcomes you with open arms. Welcome to 15

  Anthony DeBellis Douglas Elliman Real Estate

  15 Stirrup Trail, Pawling, NY 12564
• 

  Est $368,837 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
• 

  

  /6

  $165,000 Pending

  • Land
  • 10 Acres
  • $17,098 per Acre

  16 Brady Brook Farm Rd, Pawling, NY 12564

  Incredible opportunity to build your dream home in the beautiful and prestigious Brady Brook Falls community, a park-like section of Quaker Hill. Located at the end of a private cul-de-sac, this parcel offers serenity and breathtaking surroundings. The property is attached to roughly 100 acres of open space where you can enjoy hiking, horseback riding, cross country skiing, and trout fishing.

  Andrew Stewart Gillian Stewart Real Estate

  16 Brady Brook Farm Rd, Pawling, NY 12564
• 

  $485,000 Sold Jan 23, 2025

  • 1,170 Sq Ft
  • $415/SF
  • 42 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  94 David Ln, Pawling, NY 12564

  Relax on your deck, high above the shimmering lake, or amble down the hillside to your private dock and dangle your toes in the cool water. At the end of David Lane is this 2 bed, 1 3/4 bath contemporary house. On the main floor three huge skylights sit high above a terracotta tile floor.and an open kitchen with views of the lake below. Also on the main floor is a guest bedroom and bathroom.

  Shannon Tully McGrath Realty Inc

  94 David Ln, Pawling, NY 12564
• 

  Est $379,951 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
• 

  

  /28

  $425,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,152 Sq Ft

  42 Harmony Rd, Pawling, NY 12564

  Located on one of Pawling's most charming country roads, while still within a five-minute drive from the quaint and lively village center, this salt-box style home is awaiting your creativity and love. With a cozy and convenient fireplace in the living room, and a front-porch that overlooks an idyllic forest and beaver-pond across the street, the property feels isolated and quiet while still

  Reid McGrath McGrath Realty Inc

  42 Harmony Rd, Pawling, NY 12564
• 

  $360,000 Sold Jan 13, 2025

  • 1,413 Sq Ft
  • $255/SF
  • 65 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1988

  13 Juniper Ln, Pawling, NY 12564

  Welcome to your sunlit home in the desirable Cedar Valley Subdivision! This beautifully updated 2-bedroom, 2.5-bath condo offers a perfect blend of modern upgrades and comfortable living. Enjoy abundant natural light throughout. Recent upgrades include new Pella windows and front door, water filtration system, new hot water tank, new carpeting, and new hallway and living room flooring. All

  Nanci Kubik Houlihan Lawrence Inc.

  13 Juniper Ln, Pawling, NY 12564
• 

  Est $360,234 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
• 

  

  /31

  $367,000 Pending

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

  37 Spruce St, Pawling, NY 12564

  Discover comfort and convenience in this beautifully maintained 2-bedroom, 2.5-bath townhouse nestled in the sought-after Cedar Valley Complex in Pawling, NY. The sun-drenched, open-concept living and dining area features a charming fireplace, offering the perfect setting for cozy nights in or easy entertaining. The kitchen is generously sized for a townhouse, offering ample cabinet space and

  Nick Selca Lakeshore Realty International

  37 Spruce St, Pawling, NY 12564
• 

  $535,000 Sold Jan 10, 2025

  • 3,620 Sq Ft
  • $148/SF
  • 39 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1989

  173 Quaker Hill Rd, Pawling, NY 12564

  Welcome to this immaculate and spacious Pawling colonial. The first thing you see is the beautiful, mature landscaping on over an acre of land. And the views! The first floor offers a living room with a fireplace and bay window to enjoy the far reaching view. The kitchen opens into the dining room where you will find sliding glass doors to the large back patio. Also on this floor is a

  Regan Andrews Houlihan Lawrence Inc.

  173 Quaker Hill Rd, Pawling, NY 12564
• 

  Est $362,630 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
• 

  

  /14

  $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
• 

  $467,000 Sold Dec 27, 2024

  • 1,824 Sq Ft
  • $256/SF
  • 74 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1976

  45 Fenwood Dr, Pawling, NY 12564

  Your search is over! Charming 3 bedrm, 2 bath home on 1.15 acres, fenced-in private yard, perfect for your little ones or four-legged family members enjoy nature in safety. Savor morning coffee on the wrap-around deck overlooking tranquil gardens, beautiful natural landscaping & your own greenhouse! Bright open floor plan w/cathedral ceilings, hardwoods make this home feel like an artist’s

  Peggy MacLeay-Generoso McGrath Realty Inc

  45 Fenwood Dr, Pawling, NY 12564
• 

  Est $1,202,698 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
• 

  

  /42

  $529,900

  • 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
• 

  $795,000 Sold Dec 26, 2024

  • 3,287 Sq Ft
  • $242/SF
  • 58 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1979

  206 N Quaker Hill Rd, Pawling, NY 12564

  Perched on 3 wooded acres high above a natural stream, this 4-bedroom 3.5 bath Contemporary offers more than meets the eye. Natural landscaping sweeps down the drive, guiding visitors to a fresh stone path leading to the front door. The entry features a cathedral ceiling featuring a charming wood stove, set-off by large windows, soaring ceilings, hardwood floors, and a floor to ceiling stone

  Shannon Tully McGrath Realty Inc

  206 N Quaker Hill Rd, Pawling, NY 12564
• 

  Est $618,236 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,152 Sq Ft

  55 Akindale Rd, Pawling, NY 12564

  55 Akindale Rd, Pawling, NY 12564
• 

  $114,900 Sold Dec 18, 2024

  • Land
  • 0.76 Acre
  • $151,184 per Acre

  • 112 Days On Market

  15 Dykeman St, Pawling, NY 12564

  Don't miss this great opportunity! Lovely vacant lot in Pawling, NY. Book your appointment to see this great property today! This is a FannieMae HomePath property.

  Matthew Cave Hudson Property Services, LLC

  15 Dykeman St, Pawling, NY 12564
• 

  Est $524,899 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,404 Sq Ft

  19 Fenwood Dr, Pawling, NY 12564

  19 Fenwood Dr, Pawling, NY 12564
• 

  $995,000 Sold Dec 13, 2024

  • 2,716 Sq Ft
  • $366/SF
  • 94 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1850

  138 Harmony Rd, Pawling, NY 12564

  Welcome to a truly unique and private retreat nestled on 66+ acres of verdant grounds along a scenic country road in Pawling, NY. This estate transports you back in time, with impeccably maintained landscapes featuring ancient stately trees, expansive lawns, and picturesque stone walls that wind through the property. The beauty of the land is unparalleled, offering absolute privacy and a serene

  Brian McGrath McGrath Realty Inc

  138 Harmony Rd, Pawling, NY 12564

Showing Results 121 - 160, Page 4 of 18