Recently Sold Pawling Homes

• 

  $430,000 Sold Sep 11, 2025

  • 1,835 Sq Ft
  • $234/SF
  • 64 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1987

  19 Cushing Green S, Pawling, NY 12564

  Comfortable Townhouse Living at Squire GreenWelcome to this spacious and bright end-unit townhouse featuring 3 bedrooms, 2.5 bathrooms, and a one-car garage—all set within the highly sought-after Squire Green community. The main floor offers a welcoming layout ideal for daily living and entertaining. Enjoy an eat-in kitchen, a living room with cathedral ceilings, cozy fireplace, and a sliding

  Peggy MacLeay-Generoso McGrath Realty Inc

  19 Cushing Green S, Pawling, NY 12564
• 

  $525,000 Sold Sep 05, 2025

  • 1,721 Sq Ft
  • $305/SF
  • 14 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  53 Mountain View Dr, Holmes, NY 12531

  Welcome to your corner of peace and quiet in Willow Lake Estates, town of Pawling, Holmes PO. The feeling is rural yet it is close to major roadways and shopping. Nestled between scenic Route 22 and Interstate 84 this home offers privacy and convenience. Custom interior design and layout with large Andersen windows to let the natural light in. Main floor living room has a wood burning fireplace,

  Elisa Bruno-Midili eXp Realty

  53 Mountain View Dr, Holmes, NY 12531
• 

  $1,400,000 Sold Sep 04, 2025

  • 4,683 Sq Ft
  • $299/SF
  • 139 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2003

  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 Aug 27, 2025

  • 2,200 Sq Ft
  • $311/SF
  • 121 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1985

  195 S White Rock Rd, Holmes, NY 12531

  Welcome to this Remarkable and Spacious Country Home! Nestled on over 6 acres of beautiful property, this home not only offers a versatile floor plan perfect for a home business or office setup, but also features a thoughtfully designed music studio—ideal for musicians, podcasters, or anyone looking for a high-quality creative space. Set back off a quiet country road, this home welcomes

  Sharon Sheil Coldwell Banker Realty

  195 S White Rock Rd, Holmes, NY 12531
• 

  $555,000 Sold Aug 22, 2025

  • 3,322 Sq Ft
  • $167/SF
  • 20 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2002

  7 Watchhill Rd, Pawling, NY 12564

  Step into comfort and elegance in this spacious 4-bedroom, 2.5-bath Colonial nestled in the sought-after Deerfield Ponds neighborhood. From the moment you enter the grand foyer, you'll feel right at home. The heart of the house is the expansive kitchen featuring a large center island, light wood cabinetry, and tiled flooring, seamlessly flowing into both the formal dining room and the cozy living

  Shannon Tully McGrath Realty Inc

  7 Watchhill Rd, Pawling, NY 12564
• 

  $415,000 Sold Aug 19, 2025

  • 1,152 Sq Ft
  • $360/SF
  • 33 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1930

  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
• 

  $175,000 Sold Aug 15, 2025

  • Land
  • 6.04 Acres
  • $28,974 per Acre

  • 278 Days On Market

  8 Ravine Rd, Pawling, NY 12564

  Location Location Location in the prestigious Quaker Hill area in Pawling! Come build your private Estate on 6.04 acres. This lot is BOHA for a 5 bedroom home and already have a beautiful stone entry to greet you. Well is drilled and other amenities listed. Close to Everything, horse trails, Metro-North, Route 22, I684 and more.

  Shannon Tully McGrath Realty Inc

  8 Ravine Rd, Pawling, NY 12564
• 

  $495,000 Sold Aug 14, 2025

  • 3,972 Sq Ft
  • $125/SF
  • 81 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1940

  9 Grape Hollow Rd, Holmes, NY 12531

  A tremendous opportunity awaits in Holmes. Featuring two homes on over an acre of property with babbling brook, gardens, sheds, walking distance to Whaley Lake and within the Pawling school district. Renovations have been ongoing on both properties, and you can bring your vision to put the final touches into place. The larger, main home features an open floor plan with expansive living room

  Daniel Nanni HomeSmart Homes & Estates

  9 Grape Hollow Rd, Holmes, NY 12531
• 

  $361,000 Sold Aug 13, 2025

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

  • 2 Beds
  • 2.5 Baths
  • Built 1993

  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
• 

  $315,000 Sold Aug 05, 2025

  • 2,130 Sq Ft
  • $148/SF
  • 51 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1997

  24 Timberline Trail, Pawling, NY 12564

  Welcome to 24 Timberline Trail—Located in a peaceful, sought-after neighborhood in Pawling, NY. This residence offers the perfect blend of comfort, functionality, and modern updates. Featuring 3 spacious bedrooms and 2.5 bathrooms, the home boasts an open and versatile layout ideal for everyday living and entertaining.Step outside to a generous first-floor deck that seamlessly extends your

  Vincent Reda Keller Williams Realty

  24 Timberline Trail, 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
• 

  $430,000 Sold Aug 01, 2025

  • 1,608 Sq Ft
  • $267/SF
  • 126 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1900

  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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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

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