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Recently Sold Pawling Homes

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  • 7 Holiday St, Pawling, NY 12564

    $420,000 Sold Aug 01, 2025

    • 1,056 Sq Ft
    • $398/SF
    • 29 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1961

    7 Holiday St, Pawling, NY 12564

    Wonderful mid-century ranch enjoys beautiful, park-like property in the scenic town of Pawling! Nearby Lakeside Park is open for the summer! 36 acre lake with beach, pickle ball courts, Snack Shack, more. Now, back to the house! Large, sun-filled living rm features a bay window and hardwood floor. The spacious kitchen and dining area are lovely! Beautiful cabinetry, quartz-like countertops,

    Lisa Liffland McGrath Realty Inc

    7 Holiday St, Pawling, NY 12564
  • 10 Stonewall Dr, Holmes, NY 12531

    $769,000 Sold Jul 31, 2025

    • 3,719 Sq Ft
    • $207/SF
    • 35 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1992

    10 Stonewall Dr, Holmes, NY 12531

    JUST WHAT YOU'VE BEEN WAITING FOR! Move-in-ready front porch center hall colonial shows pride in ownership at every turn. Three story home with hardwood floors throughout, 3 spacious bedrooms, 4 bathrooms and nestled on 2.3 private acres. A versatile first-floor layout includes a living room, dining rm, kitchen, family rm and a hallway to the Garage (Down) or Bonus Room (Up), offering ample space

    Francesca Mulone Coldwell Banker Realty

    10 Stonewall Dr, Holmes, NY 12531
  • 391 S White Rock Rd, Holmes, NY 12531

    $510,000 Sold Jul 30, 2025

    • 1,958 Sq Ft
    • $260/SF
    • 13 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1951

    391 S White Rock Rd, Holmes, NY 12531

    Newly renovated Cape Cod on almost an acre in move in condition. The large living room has sliding doors to the amazing back deck which overlooks the fenced in backyard and private woods behind it. The sun filled dining room leads into the kitchen with new flooring, stainless appliances and a nice sized pantry. Also on the main level is a bedroom and a full bath. Upstairs you will find another

    Erik Hosch Gunrick Residential, Inc.

    391 S White Rock Rd, Holmes, NY 12531
  • 12 Berry Ln, Pawling, NY 12564

    $820,000 Sold Jul 28, 2025

    • 3,304 Sq Ft
    • $248/SF
    • 52 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1965

    12 Berry Ln, Pawling, NY 12564

    Nestled high atop Quaker Hill, this enchanting property offers 8.5 acres of privacy on a serene lane, just two homes away from the 4th hole of the prestigious Quaker Hill Country Club. A mid-century ranch-style home, with its distinct architectural charm and details, awaits a new owner to bring it into its next chapter. Boasting 2,704 square feet on the main floor and an additional 600 square

    Brian McGrath McGrath Realty Inc

    12 Berry Ln, Pawling, NY 12564
  • 74 Harmony Hill Rd, Pawling, NY 12564

    $510,000 Sold Jul 24, 2025

    • 1,736 Sq Ft
    • $294/SF
    • 20 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1971

    74 Harmony Hill Rd, Pawling, NY 12564

    Charming Ranch with Scenic Views and Prime Location!Nestled on a quiet street just minutes from the heart of town, this well-maintained 4-bedroom, 2-bath home offers a rare opportunity to own a piece of classic suburban charm on a sprawling 1.86-acre flat lot. Built in 1971 and on the market for the first time, this bright and sunny home combines timeless character with an unbeatable

    Patrycja Warda

    74 Harmony Hill Rd, Pawling, NY 12564
  • 7 Tower Hill Rd, Pawling, NY 12564

    $1,405,000 Sold Jul 24, 2025

    • 3,038 Sq Ft
    • $462/SF
    • 49 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1999

    7 Tower Hill Rd, Pawling, NY 12564

    Nestled among the towering trees, this spacious 4-bedroom, 3-bath custom-designed home offers the perfect blend of privacy, comfort, and modern amenities. Sit back and enjoy the captivating views from the three expansive decks, overlooking the waterfall, ponds, and large yard below. The home's distinctive architecture is shown in its thoughtful design, encompassing the natural setting, while

    Ryan Arket Compass Greater NY, LLC

    7 Tower Hill Rd, Pawling, NY 12564
  • 26 Fenwood Dr, Pawling, NY 12564

    $430,000 Sold Jul 22, 2025

    • 1,500 Sq Ft
    • $287/SF
    • 177 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1963

    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
  • 104 Mohawk Trail, Pawling, NY 12564

    $532,000 Sold Jul 18, 2025

    • 2,175 Sq Ft
    • $245/SF
    • 23 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1999

    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

    Pete Rodriguez William Raveis Real Estate

    104 Mohawk Trail, Pawling, NY 12564
  • 380 Holmes Rd, Holmes, NY 12531

    $410,000 Sold Jul 11, 2025

    • 1,422 Sq Ft
    • $288/SF
    • 32 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1940

    380 Holmes Rd, Holmes, NY 12531

    Experience comfort and convenience in this updated ranch-style home located in the charming Hamlet of Pawling in Holmes. Step inside to a bright interior with soaring ceilings, expansive windows, and stunning hardwood floors. This home features two spacious bedrooms and two full bathrooms—one with a luxurious Jacuzzi and the master bath with a steam shower. The open floor plan includes an

    Colleen McGrath McGrath Realty Inc

    380 Holmes Rd, Holmes, NY 12531
  • 53 Mohawk Trail, Pawling, NY 12564

    $360,000 Sold Jun 20, 2025

    • 1,115 Sq Ft
    • $323/SF
    • 27 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1999

    53 Mohawk Trail, Pawling, NY 12564

    Welcome to beautiful Deerfield Ponds. Just across from a picturesque horse farm, you'll find this community of single family and townhouse dwellings. Unit 53 is a single-level, end unit townhome. It offers 2 Bedrooms, 2 Full Bathrooms, an open Eat-in-Kitchen, Dining Area and Spacious Living Room w/wood-burning Fireplace. Just off the living room is access to the rear Trex-like deck and lots

    Pamela Blecker Keller Williams Realty Partner

    53 Mohawk Trail, Pawling, NY 12564
  • 18 Evergreen Way, Pawling, NY 12564

    $376,500 Sold Jun 18, 2025

    • 1,427 Sq Ft
    • $264/SF
    • 13 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1997

    18 Evergreen Way, Pawling, NY 12564

    Welcome to this well maintained end unit in the desirable Cedar Valley. This home features two spacious bedrooms including a large first floor primary with en suite bath and walk in closet. The second bedroom is located upstairs and also includes a full bath along with plenty of closet space and storage. The main living area boasts a cozy fireplace with large windows that flood the space with

    Vicki Reinach BHHS Hudson Valley Properties

    18 Evergreen Way, Pawling, NY 12564
  • 32 Elm St, Pawling, NY 12564

    $645,000 Sold Jun 13, 2025

    • 1,900 Sq Ft
    • $339/SF
    • 20 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1880

    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
  • 103 Mohawk Trail, Pawling, NY 12564

    $435,000 Sold Jun 06, 2025

    • 1,917 Sq Ft
    • $227/SF
    • 13 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2001

    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
  • 8 Dutchess Cove, Holmes, NY 12531

    $1,675,000 Sold May 30, 2025

    • 2,962 Sq Ft
    • $565/SF
    • 25 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1977

    8 Dutchess Cove, Holmes, NY 12531

    Imagine lake views from every window in the house. This contemporary home is perfectly situated on a peninsula in beautiful Lake Dutchess. Enjoy swimming, skating, kayaking and a private beach. The modern architecture, attention to detail and well thought out floor plan truly make this a one-of-a-kind home. The .45 acres offer privacy from neighbors when entertaining on one of many decks or

    Kimberly Nicosia Houlihan Lawrence Inc.

    8 Dutchess Cove, Holmes, NY 12531
  • 873 Route 292, Holmes, NY 12531

    $860,000 Sold May 27, 2025

    • 3,103 Sq Ft
    • $277/SF
    • 17 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1990

    873 Route 292, Holmes, NY 12531

    Stunning 3,000 Sq. Ft. Retreat on 7+ Acres with Private Pond & Trail Access. Escape down the long driveway, set back off the road to your own private sanctuary with this exquisite 3,000 square-foot home, nestled on 7.15 picturesque acres with direct access to the Empire State Rail Trail and a serene private pond. Offering four spacious bedrooms and 3 1/2 luxurious baths, this home is designed

    Sharon Sheil Coldwell Banker Realty

    873 Route 292, Holmes, NY 12531
  • 10 John Kane Ct, Pawling, NY 12564

    $412,500 Sold May 27, 2025

    • 1,564 Sq Ft
    • $264/SF
    • 43 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2000

    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
  • 85 W Deer Trail, Pawling, NY 12564

    $540,000 Sold May 23, 2025

    • 2,341 Sq Ft
    • $231/SF
    • 23 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2001

    85 W Deer Trail, Pawling, NY 12564

    Nestled just minutes from the charming Village of Pawling, this stunning 4-bedroom, 2.5-bath home offers the perfect blend of comfort, elegance, and breathtaking views of a neighboring horse farm. Step onto the inviting front porch and enter through a formal entryway that sets the tone for the warmth and beauty found throughout. Hardwood floors guide you past the traditional living room and into

    Shannon Tully McGrath Realty Inc

    85 W Deer Trail, Pawling, NY 12564
  • 24 Sheridan Dr, Pawling, NY 12564

    $674,900 Sold May 21, 2025

    • 2,876 Sq Ft
    • $235/SF
    • 134 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1930

    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
  • 130 Old Route 55, Pawling, NY 12564

    $560,000 Sold May 20, 2025

    • 2,552 Sq Ft
    • $219/SF
    • 132 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1975

    130 Old Route 55, Pawling, NY 12564

    Single family 5 bedroom, 3 bath country home. Secluded in the woods, but close to town. 10.39 acres with pool and 2 paddock barn offering a unique experience for those desiring privacy and a connection to nature. Small bungalow in back perfect for an office or recreational area.

    Derek Eisenberg Continental Real Estate Group

    130 Old Route 55, Pawling, NY 12564
  • 17 Fenwood Dr, Pawling, NY 12564

    $490,000 Sold May 16, 2025

    • 1,716 Sq Ft
    • $286/SF
    • 85 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1986

    17 Fenwood Dr, Pawling, NY 12564

    This charming, tucked-away Raised Ranch offers 3 bedrooms and 2 bathrooms, providing a cozy and modern living space. As you step through the front door and ascend the stairs, you're greeted by a bright and airy living room featuring a bay window and hardwood floors, which seamlessly flow into the dining area and open kitchen. The updated kitchen is equipped with stainless steel appliances,

    Shannon Tully McGrath Realty Inc

    17 Fenwood Dr, Pawling, NY 12564
  • 32 Gristmill Ln, Pawling, NY 12564

    $607,000 Sold May 16, 2025

    • 3,732 Sq Ft
    • $163/SF
    • 235 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1967

    32 Gristmill Ln, Pawling, NY 12564

    Enjoy the village lifestyle in historic Pawling. This private, 1.4-acre, treelined property is less than a mile to the Village with shops, restaurants, library, Metro North station, Dutcher Golf Course, and the Village Green with Farmer's Market (June-October). Close proximity to Lakeside & Morrow parks and the Appalachian & Oblong Trails. This sprawling, mother/ daughter style home includes an

    Carol Aprile

    32 Gristmill Ln, Pawling, NY 12564
  • 54 Burgess Rd, Pawling, NY 12564

    $1,375,000 Sold May 13, 2025

    • 2,910 Sq Ft
    • $473/SF
    • 60 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1926

    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
  • 139 Old Quaker Hill 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
  • 14 Little Pond Rd, 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
  • 56 Gristmill Ln, 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
  • 9 Strawberry Hill 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
  • 34 Spruce St, 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
  • 1300 Route 292, Holmes, NY 12531

    $365,000 Sold Apr 18, 2025

    • 960 Sq Ft
    • $380/SF
    • 69 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1960

    1300 Route 292, Holmes, NY 12531

    Do you enjoy the sound of flowing water? With a stream just a few feet from the yard and minutes from Whaley Lake, you can enjoy those sounds almost all year round here at 1300 Route 292! This 3 bedroom and 1 full bathroom, well-maintained Ranch sits on a lush .29-acre lot. The home features hardwood floors throughout the main level and a fully finished basement offering ample storage space with

    Colleen McGrath McGrath Realty Inc

    1300 Route 292, Holmes, NY 12531
  • 4 Juniper Ln, 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
  • 26 Taber Knolls Dr, 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
  • 39 Nathan Pierce Ct, Pawling, NY 12564

    $422,000 Sold Apr 07, 2025

    • 1,600 Sq Ft
    • $264/SF
    • 30 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2000

    39 Nathan Pierce Ct, Pawling, NY 12564

    Welcome to your dream townhome in the heart of Pawling's sought-after Deerfield Ponds community! This rarely available 3-bedroom, 2.5-bathroom home offers 1,600 square feet of living space across its main floors, complemented by a basement that provides abundant storage. From the moment you step onto the charming front porch and through the inviting foyer, you’ll feel right at home. The large,

    Claudia Jiskra McGrath Realty Inc

    39 Nathan Pierce Ct, Pawling, NY 12564
  • 11 Birch 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
  • 318 South Rd, Holmes, NY 12531

    $540,000 Sold Apr 04, 2025

    • 2,600 Sq Ft
    • $208/SF
    • 222 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1998

    318 South Rd, Holmes, NY 12531

    Nestled in the palm of nature’s hand, feel beauty and light through every glass door and window of this custom designed home. Original owners designed the space with an appreciation for the outdoors and have lovingly maintained the home. Truly sunken Living Room boasts a coffered ceiling with four tasteful chandeliers and wall-to-wall windows with views of spectacular rock formations. Spacious

    Judy Albert BHHS Hudson Valley Properties

    318 South Rd, Holmes, NY 12531
  • 69 Lakeview Dr, Holmes, NY 12531

    $425,250 Sold Mar 25, 2025

    • 1,970 Sq Ft
    • $216/SF
    • 63 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1960

    69 Lakeview Dr, Holmes, NY 12531

    Discover the perfect lakeside retreat with this spacious Colonial offering picturesque views of Whaley Lake, the only motorized private lake in Dutchess County. This property provides exclusive resident-only access to the lake, making it ideal for boating, kayaking, fishing, or simply relaxing by the water. Enjoy the serene, seasonal views of the lake from the charming front porch, where nature’s

    Jonathan Gineo Jonathan D. Gineo

    69 Lakeview Dr, Holmes, NY 12531
  • 15 Rocky Mountain Way, Holmes, NY 12531

    $540,000 Sold Mar 14, 2025

    • 1,700 Sq Ft
    • $318/SF
    • 58 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2003

    15 Rocky Mountain Way, Holmes, NY 12531

    Welcome to Rocky Mountain Way! Great Open-Concept home is filled with natural light! Beautiful Kitchen has Brand-New Quartz counters, brand-new stainless appliances - Gas Range, Refrigerator, Dishwasher. Spacious Great Rm was designed for entertaining! Huge party deck w/hot tub is accessed from the kitchen & main BR. *Owner has Lake Rights to beautiful Whaley Lake for boating, paddleboarding,

    Lisa Liffland McGrath Realty Inc

    15 Rocky Mountain Way, Holmes, NY 12531
  • 27 Great Bear Rd, Holmes, NY 12531

    $550,000 Sold Mar 05, 2025

    • 1,953 Sq Ft
    • $282/SF
    • 22 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1983

    27 Great Bear Rd, Holmes, NY 12531

    Beautifully & lovingly maintained home on the market for the first time since it was built in 1983! This home features: 3 Bdrms, 2.5 Bths, Enormous LVRM w/two seating areas perfect for relaxation or entertaining, oversized dining rm for family gatherings, Kitchen w/peninsula, bar seating for casual dining & full pantry closet. The 3 seasons porch off the dining rm face tree top views & amazing

    Michael Marciano Keller Williams NY Realty

    27 Great Bear Rd, Holmes, NY 12531
  • 197 Highlands Dr, 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
  • 31 Millstream Ct, 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
  • 572 Quaker Hill Rd, Pawling, NY 12564

    $610,000 Sold Feb 20, 2025

    • 2,900 Sq Ft
    • $210/SF
    • 37 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1999

    572 Quaker Hill Rd, Pawling, NY 12564

    Set on over 3 acres in Quaker Hill, this beautiful Colonial offers flexibility, privacy, and endless potential. The open floor plan includes a formal dining room, inviting family room with a gas fireplace, and a kitchen with granite countertops and stainless steel appliances.A mudroom accessed from the 2 gar garage helps keep messy shoes and coats organized and out of sight. Upstairs, the primary

    Barbara Allen HomeSmart Homes & Estates

    572 Quaker Hill Rd, Pawling, NY 12564
  • Unlisted Address

    $150,000 Sold Feb 20, 2025

    • Land
    • 4.43 Acres
    • $33,860 per Acre
    • 151 Days On Market

    Unlisted Address

    Explore this exceptional 4+ acre level lot on Estate Drive, nestled further into the peaceful Cushman Road subdivision in Pawling, NY. Enjoy the privacy of this serene setting while benefiting from shared access with two other similar properties via a common driveway. This lot is equipped with underground utilities and a well, offering a smooth building process. Located just 6 minutes from the

    Colleen McGrath McGrath Realty Inc

    Unlisted Address

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Frequently Asked Questions

What is the average time to sell a house in Pawling, NY?
The houses for sale in Pawling, NY spend an average of 49 days on the market.
What is the number of active homes for sale in Pawling, NY?
There are 14 active homes for sale in Pawling, NY.

Home Trends in Pawling, NY

Housing Trends

Median Sale Price
$440,000
Median Single Family Sale Price
$440,000
Median Townhouse Sale Price
$795,000
Median 2 Bedroom Sale Price
$815,000
Median 1 Bedroom Sale Price
$945,000
Average Price Per Sq Ft
$361
Number of Homes for Sale
14
Last 12 months Home Sales
91
Months of Supply
1.80
Median List Price
$472,000
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
-1%
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