Pawling NY Real Estate & Homes for Sale

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Beds:
4
Baths:
4.00
Sq.Ft.:
3,434
Status:
NEW LISTING
MLS#:
1015365
Type:
Single Family
Lot size:
5.5 Acres
Year built:
2001
A broker reciprocity listing Courtesy: McGrath Realty Inc 845-855-5550
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ADDITIONAL INFORMATION

Beautifully situated on 5.5 private acres, this impressive home offers a gated entrance and a long private driveway leading to breathtaking mountain views and a peaceful setting. Relax on the charming rocking-chair front porch and enjoy the serenity of the surrounding landscaped front lawn. Step inside to a dramatic two-story foyer and an abundance of natural light. The spacious kitchen features granite countertops, ample cabinetry, and large windows that showcase the scenic mountain views and doors out to trex decking. Adjacent to the kitchen is a comfortable family room with access to the laundry room and the attached 3-car garage. A formal dining room and formal living room provide excellent spaces for entertaining, while numerous windows throughout the home bring the outdoor in. The main level also includes a convenient half bath. upstairs, the elegant staircase leads to the expansion primary suite that you enter through double doors. The primary bath features a jacuzzi, separate shower, and dual vanities, creating a private retreat. Additional 3 more bedrooms, one with its own bathroom. And one more bonus on the top floor enjoy your oversized great room down the hallway. Basement is waiting to be finished with 10 ft ceilings, a walk-out double door and regular size windows. 4.4 miles to Metro North and the Village of Pawling. Dover Schools. CT border is just down the road. Full house generator. Original Owners.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,172
Status:
NEW LISTING
MLS#:
1013297
Type:
Single Family
Lot size:
2.2 Acres
Year built:
1920
A broker reciprocity listing Courtesy: RE/MAX Classic Realty 914-243-5200
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ADDITIONAL INFORMATION

Charming Cape Cod on a private cul de sac right on the outskirts of the Village of Pawling yet located in the Town of Pawling. Walking distance to the Village, trains, golf, and easy access to the highways. The open country kitchen with bay window is open to the dining area, central a/c, screened in porch overlooks private yard, multiple decks, mature landscaping with lots of perennials, wood burning stove for those cold nights as well as a gas fireplace. Hardwood floors and laminate throughout. There are 3 bedrooms and 2 full baths on main level with master bath. Walkup stairs to finished storage area (additional 384 sq. ft.) has many potential uses. There is a full basement with a workshop, miscellaneous room, laundry, utilities, and 1 car garage. A warm and inviting home with no thru traffic on 2.2 private acres at the end of dead end street. Enjoy the charming Village of Pawling that offers boutique shopping, fine dining, casual eateries, bakeries, and a seasonal farmers market, while the Metro-North train offers an easy commute to NYC. Pawling is a wonderful place to live in with your very own private retreat.

Beds:
5
Baths:
4.00
Sq.Ft.:
4,248
Status:
Active
MLS#:
1010537
Type:
Single Family
Lot size:
24.53 Acres
Year built:
1910
A broker reciprocity listing Courtesy: McGrath Realty Inc 845-855-5550
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ADDITIONAL INFORMATION

Welcome to country living at its finest. Set on 24.5 scenic acres, this classic 1910 farmhouse offers endless potential and timeless charm. A long tree-lined driveway leads to the 4 bedroom, 4 bathroom home surrounded by open fields, mature trees, and peaceful countryside views. The property includes a spacious 5-car garage (3 in front and additional 2 car tandum in back) with finished living space 1 bedroom, living room and a full bathroom above. Inside, much of the home’s original character remains with hardwood floors, crown molding, fireplaces, and hidden staircases throughout. The inviting main level features a quiet library or office with fireplace, a bright sunroom overlooking the yard and patio, a spacious living room with fireplace, and a large dining room ideal for entertaining. The kitchen is ready for your personal vision. Upstairs offers 4 unique guest bedrooms along with a spacious Primary Suite featuring hardwood floors, private staircase, large bath, and ample closet space. With room for horses, gardens, or simply enjoying the beauty and privacy of the outdoors, this special property is full of opportunity and old-world character.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,924
Status:
Active
MLS#:
945476
Type:
Single Family
Lot size:
0.4 Acres
Year built:
1998
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-277-8040
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ADDITIONAL INFORMATION

Space, style, and convenience come together in this beautiful Squire Green home. Featuring a brand-new kitchen with granite countertops, gas stove and stainless steel appliances, spacious living areas, a cozy fireplace, and oversized bedrooms. Need space? This home delivers. The home continues to impress with a large unfinished basement offering endless potential for additional living space. Located just minutes from the charming town of Pawling, Metro-North, parks, schools, restaurants and shops, convenient commute to NYC while enjoying suburban tranquility. Don't miss this exceptional opportunity.

Beds:
3
Baths:
3.00
Sq.Ft.:
3,600
Status:
Active
MLS#:
1005064
Type:
Single Family
Lot size:
11.71 Acres
Year built:
1759
A broker reciprocity listing Courtesy: Four Seasons Sothebys Intl 518-822-0800
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ADDITIONAL INFORMATION

Farm Nord is a meticulously restored country estate, originally established in the 1700s as a dairy farm by the renowned Taber family of Rhode Island. The Tabers were stewards of the estate for five generations and two centuries, with only a few families since carrying on its legacy. The property’s idyllic 12 acres are peppered with endless stone walls, several-hundred-year-old trees, and rolling meadows. The seat of the estate, a traditional gentleman’s farmhouse, lies at the end of a long gravel driveway lined with historic sugar maples on both sides. The original barn has been renovated, with a charming cedar-shake roof and an attached fenced kitchen garden, and a sweet cottage nestled into the hills above the house has an interior wood-burning sauna and wellness space. The nearly 300 year old, three bedroom, three bath home has been thoughtfully preserved, without compromising the authenticity of the original details, including the wide board wood floors, long beams, and five wood-burning fireplaces. The kitchen was created in tandem with a masterful local craftsman and woodworker, featuring DeVOL fixtures, La Cornue sinks, a dual Wolf range, top-quality appliances, aged brass hardware, and entirely custom cabinetry. The kitchen connects to a light-filled family breakfast nook that overlooks, through walls of French doors, the property’s outdoor dining terrace and picturesque gardens. Off the kitchen, on one side, is the formal living room with a wood-burning stone fireplace, and on the other is the light-filled dining room with the original cooking hearth and a butler’s pantry. A wallpapered full bath and a quintessential mudroom finish the first floor. Upstairs, the family room has tall, vaulted ceilings with wood beams, a fireplace, built-in window benches with storage, and some of the prettiest views of the property from its tall windows and French doors. Off the family room is a richly colored office with custom cabinetry, paneled walls, and a skylight that streams in light throughout the day. The primary suite is tucked away in its own wing of the house, and has a hearth fireplace, a large walk-in closet with beautiful cabinets and extensive storage, and a tastefully appointed bathroom. The remaining two bedrooms look out over the meadows surrounding the home, and share the third bath with a claw-foot soaking tub. Farm Nord is bordered by hundreds of acres of conserved land, making for an abundantly peaceful setting. The original barn, fully restored, has a workshop/studio space, gym, and plenty of additional storage. There is an established herb garden with installed irrigation next to the barn and tall fencing. A small building nestled atop the property’s hills has been converted into a wood-burning sauna. Trails meander through the property’s twelve acres, and a truly incredible number of stone walls line the lush meadows. Farm Nord is conveniently located less than 90 minutes from New York City and just 10 minutes from the Metro North station in the quaint village of Pawling. The area is filled with bucolic farms, rolling hills, and stretches of the Appalachian Trail, making it an excellent area for anyone who loves hiking, wild swimming, and biking.

Beds:
3
Baths:
4.00
Sq.Ft.:
2,724
Status:
Active
MLS#:
1002654
Type:
Single Family
Lot size:
3.37 Acres
Year built:
2004
A broker reciprocity listing Courtesy: Keller Williams Realty Partner 914-962-0007
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ADDITIONAL INFORMATION

Nestled on 3.37 picturesque, partially wooded acres, this beautifully maintained 3-bedroom, 3.5-bath residence offers an exceptional blend of privacy, comfort, and natural beauty. Surrounded by mature trees and tranquil landscapes, the property provides a peaceful retreat with expansive open areas perfect for outdoor recreation, entertaining, gardening, or simply enjoying the serene setting. Inside, a spacious and thoughtfully designed floor plan welcomes you with bright, inviting living spaces enhanced by abundant natural light and scenic views from nearly every window. Generously sized bedrooms provide comfortable accommodations, while three full baths and a convenient powder room offer both functionality and convenience for family and guests alike. The home's seamless connection to the outdoors creates an atmosphere that is both warm and refreshing, making it ideal for everyday living as well as memorable gatherings. Whether you're seeking a private country escape, a property with room to roam, or the perfect balance of wooded charm and usable open space, this exceptional home offers the versatility, tranquility, and lifestyle you've been searching for. With the added bonus of solar panels to keep utility costs down!

Beds:
8
Baths:
13.00
Sq.Ft.:
15,000
Status:
Active
MLS#:
968589
Type:
Single Family
Lot size:
25.5 Acres
Year built:
1860
A broker reciprocity listing Courtesy: Serhant LLC 646-480-7665
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ADDITIONAL INFORMATION

Set high atop the storied crest of Quaker Hill, Elmwood Farm is a legacy estate where Hudson Valley history, architectural grandeur, and pastoral beauty converge. Approached by a long, winding gated drive, the property reveals itself gradually across 25.5 rolling acres before arriving at a striking Elizabethan style manor that has stood watch over the surrounding countryside for generations. Quaker Hill has long been known as one of the Hudson Valley’s most distinguished enclaves. For more than a century it has quietly attracted artists, writers, diplomats, and those seeking privacy, landscape, and a connection to history. Elmwood Farm stands among the hill’s most recognizable estates, shaped by generations of stewards who helped define the character of this remarkable hamlet. Owning Elmwood Farm is not simply about acquiring a home. It is about becoming part of the long story of Quaker Hill and carrying that legacy forward. The manor itself reflects the craftsmanship and romance of another era. Leaded glass windows cast soft light throughout the interior, while hand carved pilasters and hand painted plaster ceiling motifs reveal the artistry and attention to detail that defined the estate’s original design. Dramatic rooflines with carved timber fascia and Gothic inspired spires create a striking architectural silhouette that rises above the surrounding landscape. At the center of the home, a magnificent figured oak staircase ascends through the interior, its hand carved newel posts adorned with whimsical animal figures that speak to the individuality and charm of the residence. Gracious gathering rooms anchored by ten fireplaces provide spaces that feel both intimate and grand, equally suited for quiet evenings by the fire or lively gatherings with friends. A charming upper wing with hand painted storybook murals adds an unexpected and delightful layer of character that reflects the estate’s long and colorful history. Beyond the main residence, Elmwood Farm unfolds as a true country compound. The property includes two caretaker homes, a carriage house with groom’s quarters, a yoga studio, and a greenhouse, offering extraordinary flexibility for guests, staff, creative pursuits, or wellness focused living. The grounds themselves are equally compelling. Rolling lawns, mature trees, and sweeping views across the surrounding countryside create a sense of scale and serenity that is increasingly rare in today’s world. The landscape feels timeless, a place where mornings begin with mist rising over the hills and evenings conclude with golden sunsets stretching across the valley. For the next owner, Elmwood Farm offers something truly rare. It is an opportunity to become the next steward of one of Quaker Hill’s historic estates and to preserve a remarkable piece of Hudson Valley history while shaping its next chapter for generations to come.

Beds:
3
Baths:
4.00
Sq.Ft.:
3,629
Status:
Active
MLS#:
991179
Type:
Single Family
Lot size:
3.9 Acres
Year built:
1994
A broker reciprocity listing Courtesy: BHHS Hudson Valley Properties 845-473-1650
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ADDITIONAL INFORMATION

A One-of-a-Kind Custom Ranch on Nearly 4 Private Acres. Discover exceptional space, quality, and versatility in this expansive custom-built 3+ bedroom ranch, perfectly tucked away in a serene country setting. Designed for comfort and flexibility, this home is ideal for extended family living, multi-generational needs, or a spacious mother-daughter layout. The main floor offers true single-level convenience with 3 bedrooms and 2.5 baths. A chef’s kitchen anchors the home, featuring abundant cabinetry, granite countertops, a range and a wall oven for large gatherings and a sunny breakfast nook. A dedicated main-level laundry room sits just off the kitchen for added ease. Entertain in style in the formal dining room or relax in the stunning living room with vaulted ceilings, skylights, and a stone fireplace. Oversized sliding doors in both rooms flood the space with natural light and open to a large deck overlooking the property. The primary suite includes an ensuite bath, walk-in closet, and its own brand-new private deck with sweeping views of the fenced backyard. Two additional bedrooms and a full hall bath complete the main level. The full, Finished walk-out Lower Level offers exceptional flexibility and includes a large great room with wet bar and cabinetry. Three additional rooms perfect for guest space, office, gym, or hobbies and a full bath as well as a second laundry area. There is also a spacious utility/storage room. This level functions beautifully for extended family or perhaps a mother/daughter. A large portion of the level backyard is fully fenced—ideal for pets, play, or gardening. The home also includes a two-car attached garage and sits at the end of a private driveway, offering peace and privacy while still being under 10 minutes to the Village of Pawling and the train station. This truly unique property blends quality construction, thoughtful design, and an unbeatable setting. You’ll fall in love with this one-of-a-kind home.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,687
Status:
Active
MLS#:
991153
Type:
Single Family
Subdivision:
The Highlands
Lot size:
0.59 Acres
Year built:
2000
A broker reciprocity listing Courtesy: McGrath Realty Inc 845-855-5550
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ADDITIONAL INFORMATION

Welcome to 6 Martingale Way, an impressive 4-bedroom, 3.5-bathroom colonial offering nearly 4,700 square feet of living space in the highly sought-after Highlands community of Pawling, NY. From the moment you step inside, you'll be greeted by beautifully refinished hardwood floors that flow throughout the entire first floor, setting the tone for the quality and care found throughout this exceptional home. The main level features a spacious eat-in kitchen, a formal dining room perfect for entertaining, a warm and inviting living room with sky-high vaulted ceilings, a wood-burning fireplace, a generous family room, and a truly unique sunken bonus room bathed in natural light from its stunning skylights. Off the kitchen and through the French doors, you'll find a large screened in porch leading to an expansive deck - perfect for summer grilling! The finished basement expands your living options even further, offering a 6-seater wet bar, walk-out access through sliding glass doors, abundant natural light, and a dedicated gym, a rare and versatile space ideal for recreation, work, or relaxation. Upstairs, the carpeted second floor is home to a massive primary suite that serves as a true retreat, complemented by three additional well-appointed bedrooms and a hall bathroom featuring dual sinks. Whether you're hosting guests or growing into the space, this home delivers the room and flexibility to do it all. Set within The Highlands, a beautifully maintained community complete with a sparkling in-ground pool and tennis courts, residents enjoy a lifestyle that blends suburban comfort with resort-style amenities. The home is serviced by public water and sewer for added convenience and peace of mind. Located just minutes from grocery stores, the charming Village of Pawling, vibrant local dining, and the Pawling Metro-North train station, with NYC less than two hours away, this is the perfect home for those seeking a serene escape without sacrificing connectivity. 6 Martingale Way is a rare opportunity; don't miss your chance to call The Highlands home!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,636
Status:
Active
MLS#:
993729
Type:
Single Family
Lot size:
5 Acres
Year built:
1800
A broker reciprocity listing Courtesy: Gillian Stewart Real Estate 845-855-5092
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ADDITIONAL INFORMATION

Fantastic weekend getaway or full time residence, hard to find Quaker Hill, situated on 5.00 secluded acres with babbling brook running through. Master bedroom with bath, walk in closet. 2 additional bedrooms & full bath. The living room, dining area & eat in kitchen are bright & spacious with hardwood floors throughout. Finished walkout basement with powder room. This property is mostly level, there is a storage shed. Room for expansion on this beautiful land. Only 90 minutes to NYC, close to trains and shops.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,768
Status:
Active
MLS#:
992269
Type:
Single Family
Lot size:
2.92 Acres
Year built:
1979
A broker reciprocity listing Courtesy: Berkshire Hathaway HS NE Prop. 203-744-5544
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ADDITIONAL INFORMATION

Super Charming Cape On An Ultra Private 2.92 Acres At The Very End Of The Dead End Street! Close To Everything -- Shopping, Schools, Train Station/Commuting, Restaurants And Still Be Tucked Into Your Own Private Haven. Flexible Floor Plan To Create Rooms For You --- Big Dining Room Off The Kitchen W/ An Eat-In or a Quick Bite At The Island and a Family Room OR Living Room On The Other Side. Current Owners Created His & Hers Living Rooms. Have You Always Wanted A Media Or Game Room? The Finished Basement Is Ready For Your Ideas Without Having To Start With Unfinished Space. Very Flexible Space! Both Bedrooms In The Upper Level Are Very Large and The House Has Room To Grow As Your Spatial Needs Grows -- Bedroom On The Left Has 2 Very Deep Areas Currently Unfinished But Being Used As 2 Walk-In Closets. However, When It's Time To Grow Could Be Turned Into A Large Primary Suite With A Bath & A Large Walk-In Closet. Summers Are The Best While Enjoying The South Facing Deck Off The Kitchen That Leads To The In-Ground Pool In The Backyard. Excited To Host Summer BBQs & Pool Parties? You Could Pack + or -- 50 Cars In This Driveway Including The 2 Pave Cut-Outs Perfect For Turning Around, Parking Teenager Vehicles, Employee Vehicles As They Meet For Work, A Camper / RV, OR For Those Fantastic Summer Parties! To The Left Of The House Is Included In The <3 Acres & Its 1 Acre Of Land That Is Part Of The Privacy. It Could Be Turned Into An Additional Detached Garages, Cute Cottage To Rent Full or Part Time (Abnb) or House an In-Law, A Garden With A Garden Potting Shed, A Work Shop, Or Whatever Your Vision Can Imagine. Cozy Up To The Fire In The Winter OR The Summer's Sun & Moon's Reflection From The Salt Water Pool As You Enjoy Your Morning Coffee & Your Evening's Glass Of Wine. Come! Relax, Unwind, & Enjoy Life!

Beds:
3
Baths:
3.00
Sq.Ft.:
3,729
Status:
Active
MLS#:
989668
Type:
Single Family
Lot size:
5.34 Acres
Year built:
1975
A broker reciprocity listing Courtesy: McGrath Realty Inc 845-855-5550
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ADDITIONAL INFORMATION

Properties like this don't come along often! As you turn off the road, the world quiets. The driveway pulls you back through a canopy of mature trees, and by the time the house appears, you already feel the privacy with over five acres, buffered on all sides, thoughtfully expanded and upgraded far beyond its 1975 origins. Step inside to a living room anchored by a stone fireplace, original hardwood floors, and warm, inviting walls. As you keep going, the formal dining room opens up with vaulted ceilings and large exposed wooden beams built for long dinners and easy conversation. Then you reach the kitchen, and you stop. Cherry cabinetry, stone countertops, a center island and at the heart of it all, a professional Garland gas range with six burners, a 24" raised griddle, broiler, and two full ovens. A large walk-in pantry keeps everything within reach. This kitchen was built to match your food-inspired ambition. Down the hall, two bedrooms with sizeable closets and a full bathroom with MAAX jacuzzi tub (with color and light therapy settings) lead you to the primary suite. This space features soaring ceilings, hardwood floors, a primary bath with a freestanding copper sleigh tub for two, a glass-enclosed tiled shower, and a custom walk-in closet with built-ins galore. The lower level offers a gym with shock-absorbing flooring and its own shower bath, a home office, an original wood stove, laundry, and finished flex space, including a bar room ready for entertaining. Outside, 27 owned solar panels keep electricity costs between $0–$150/month. The three-car garage sits steps away with an additional interior space for toys or lawn maintenance machinery, while just outside, you'll find a whole-home generator that has all your necessities covered. In the southwest corner of the property, there is a 2,400 square foot steel building featuring radiant floor heating, running water, and its own generator, providing endless possibilities limited only by the expanse of the land itself. Minutes from the Village of Pawling and Metro-North, this is country living without compromise.

Beds:
5
Baths:
6.00
Sq.Ft.:
5,390
Status:
Active
MLS#:
875119
Type:
Single Family
Lot size:
5 Acres
Year built:
1983
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 914-234-4590
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ADDITIONAL INFORMATION

Rare 5-Acre Quaker Hill Estate with Guest Cottage: Discover the ultimate sanctuary at the crest of Quaker Hill, where 43 Meeting House Road stands as a testament to refined country living. Situated on a lush 5-acre parcel and set well back from a scenic country road, this estate offers a rare degree of privacy and tranquility, surrounded by sweeping meadows, historic horse farms and prestigious neighboring estates. Originally a log home, the property has been masterly reimagined for the luxury buyer into an elegant, warmly welcoming residence where fine architectural details and high-end finishes are evident at every turn. The main residence is a study in sophisticated design, anchored by wide-plank oak flooring that flows through the living room, sunroom and commanding library-style study. At the heart of the home, a modern chef’s kitchen with radient heated floors, and a generous central island that serve as the perfect stage for both grand entertaining and quiet dinners. A striking steel-clad stairwell leads to the upper level, where the primary suite serves as a private retreat with soaring 18-ft ceilings, skylights, and a Juliet balcony that overlooks a picturesque landscape of mature plantings and rolling hills. Two additional bedrooms with full baths and a large dressing room, a possible fourth bedroom, complete this level. The lifestyle extends seamlessly outdoors, where a wraparound deck overlooks a serene, spring-fed pond. For summer entertaining, a separate deck surrounds a tranquil pool area, fully equipped with a bar, cabana and bathroom. Beyond its aesthetic beauty, the home is engineered for effortless living with a heated 2-car garage, whole-house generator, central vacuum, and integrated security and Sonos systems. Complementing the main house is a charming totally separate two-bedroom guest cottage built in 1920. Fully renovated with its own full kitchen, wood burning fireplace, full bath and lofted living space, utilities, and septic system, it offers a private haven for visitors, a dedicated professional workspace or caretaker's residence. The house has state of the art wi-fi, heating and cooling systems, and an Aprilaire full-house dehumidifier that is integrated with the HVAC system. Heat coils on the gutters and parts of the roof protect the home from ice-dams. Every detail has been attended to that makes this home a true treasure. Located just minutes from the historic Village of Pawling, and under 90 minutes to Manhattan via Metro-North, this property represents the pinnacle of the Quaker Hill lifestyle—a perfect weekend retreat or a permanent paradise.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,942
Status:
Active
MLS#:
965662
Type:
Single Family
Subdivision:
Quaker Hill
Lot size:
247 Acres
Year built:
1860
A broker reciprocity listing Courtesy: McGrath Realty Inc 845-855-5550
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ADDITIONAL INFORMATION

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, polo field, over 100 acres of fenced property, and 150 acres of riding trails with direct access to the OTA. The stunning equine compound is presided over by a circa 1860 main estate, masterfully renovated boasting 3,942 SF, 4 bedrooms, 4 bathrooms, 9 rooms, with an in-ground pool. Designed for year-round riding, training, and boarding indoors and out. With barns, indoor and outdoor rings all developed for the unique training needs for dressage, hunter-jumper, and polo. The main barn has 32 12' x12' stalls, center aisle, matted stalls, yoked windows, fire suppression system, automatic fly control system, climate-controlled tack room with kitchen and bathroom, feed storage, office and viewing room, bathrooms, 2 hot water wash stalls with heat lamps, 4 grooming stalls, hay loft with drop to each stall, and hay conveyor. An attached 200' x 90' indoor riding ring with equestrian sand with fiber footing, sound system, and retractable windows. Adjacent to the indoor, a 220' x 100' outdoor jumping ring and a 200' x 80' outdoor dressage ring. The second largest barn has 27 12' x 12'stalls, with a 200' x 90' indoor riding ring, and a 220' x 100' outdoor jumping ring with TraveLite dust free footings. The polo barn has 14 10' x 14' yoked stalls. The pony barn has 8 10' x 12' stalls and a fire suppression system. Buildings and additional structures on the property include a gated entry and guard house, manager's house, and a renovated barn, now a stylish clubhouse, which can accommodate up to 60 people with a fireplace, full kitchen and bathrooms, a 2-bedroom apartment above and a manager's office attached. A 3-bedroom, 4 bath cape cod guest house with tennis/basketball court. 3 1-bedroom guest cottages with thatched roofs. Groom quarters, equipment barn, fire suppression building with a 50,000 gallon underground water detention tank. Automatic hot-walker for horse conditioning. Wedding barn to host special events, 15 events a year, up to 120 guests. Boma outdoor BBQ area, skeet and trap range and helipad. For those looking to build another unparalleled estate, a homesite foundation exists with an infinity edge pool with the most sublime views. Additional features include 3 ponds on the property, judges and viewing gazebos, 2-week hay storage, irrigation systems, 3 generators, 7 wells, 7 septics, and 1 fire hydrant. Two parcels, 76-acres and 171-acres create this pastoral perfection in the heart of the Hudson Valley. This premier equestrian venue presents a truly remarkable opportunity just minutes to the Village of Pawling, a quaint upstate, bucolic 18th century village. The charming village offers fine dining, fun eateries, boutique shops, antique stores, cultural attractions and a seasonal farmer's market. Pawling has its very own Metro North station stop, just 90 minutes by train or car to NYC.

Beds:
3
Baths:
4.00
Sq.Ft.:
2,292
Status:
Active
MLS#:
965224
Type:
Single Family
Lot size:
12.5 Acres
Year built:
1983
A broker reciprocity listing Courtesy: McGrath Realty Inc 845-855-5550
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ADDITIONAL INFORMATION

Nestled in the heart of historic Quaker Hill, this bucolic property offers timeless charm just a stone’s throw from the iconic Meeting House. Originally built in 1983, the home underwent a meticulous, top-to-bottom renovation in 2016, thoughtfully upgrading all major systems, finishes, and living spaces to modern standards while preserving its serene setting. The residence is exceptionally well-equipped with advanced infrastructure and comfort-driven features, including a state-of-the-art geothermal heating and cooling system, whole-house fresh air circulation, and spray foam insulation for optimal efficiency. Bathrooms are appointed with underfloor radiant heat, while a snow melt system beneath the front entry ensures year-round access. Additional highlights include a central vacuum system, laundry chute, fully finished basement, and a 60-amp EV charging station. Designed for both resilience and luxury, the property features a 100kW whole-house emergency generator powered by two buried propane tanks (1,000 and 500 gallons). Outdoors, a stunning infinity-edge in-ground pool overlooks the west-facing rear of the property, capturing breathtaking sunsets and enhancing the home’s tranquil, pastoral setting. A rare opportunity to own a thoughtfully modernized home in one of the region’s most storied and picturesque locations.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,567
Status:
Active
MLS#:
965344
Type:
Condo
Lot size:
0.09 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Hudson Property Services, LLC 845-345-4477
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ADDITIONAL INFORMATION

This great 2 bedroom 2.5 bath townhome is a must see. Many great amenities including attached garage, formal dining room, fireplace, rear deck and more. This is a Fannie Mae HomePath property.

Beds:
6
Baths:
7.00
Sq.Ft.:
6,625
Status:
Active
MLS#:
956656
Type:
Single Family
Lot size:
71.8 Acres
Year built:
1999
A broker reciprocity listing Courtesy: Dixon Smith Realty 914-489-7005
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ADDITIONAL INFORMATION

Welcome to your forever home, serene retreat and mini estate. Enjoy the 88 private acres with breath taking views. Mother Nature is at her best. Exceptional beauty for all four seasons. The unique and exquisite architectural design of this home lends to expansive living space, tucked behind gated entry. This home offers expansive living space, luxury and customize finishes throughout. A true combination of peaceful, comfortable living, spacious floor plan. Spanning approximately 6625 square feet, this custom-built home features 6 spacious bedrooms and 6 1/2 bathrooms, plus a 3-car attached garage with office, and or studio apartment above. A large grand foyer instantly feels like home. Its high ceilings, Brazilian cherry floors, glass walls lead you through sun-filled, open-concept living areas. The custom kitchen is a culinary dream, spacious design with the chef in mind. Top-of-the-line appliances, and custom cabinetry. Generous island perfect for casual meals or use the adjacent dining room for entertaining. Manicured grounds. Enjoy the beautiful in-ground pool, or the newly built Brazilian Ipe deck, lush landscaping and fenced-in privacy. The property also features newly renovated separate living quarters with walk-out entrance, French doors. Custom laundry room area, and even a-dog wash station — ideal for in-laws, guests, or animal lovers. Set back on the property is a fully powered structure equipped with electricity. Ideal for a workshop, home office, gym, or a creative studio. It offers the perfect blend of utility and solitude for any enthusiast. Direct access to scenic Adirondack trails for walking, biking, or horseback. Minutes from town, eateries, shops, and trains, this property has the perfect balance of convenience and seclusion. Whether you're hosting gatherings or seeking a peaceful escape, this extraordinary estate offers the lifestyle you've been dreaming of.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,088
Status:
Active
MLS#:
922875
Type:
Single Family
Lot size:
0.68 Acres
Year built:
1955
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-358-7310
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ADDITIONAL INFORMATION

Fall in Love with this Charming Mediterranean Style Garden Home. A Private Oasis Hidden Away and Nestled among a Grove of Mature Trees. Follow meandering paths that lead to Splashes of Color from the Cultivated Perennial Gardens of a Lifetime and a Gentle Woodland Stream. This Home is Sparkling Clean, Freshly Polished, Newly Painted, Move-In Ready and awaits your Arrival. Tucked in at the end of a small Cul-de-Sac, this home is Convenient to the Lovely and Walkable town of Pawling, but Peaceful and a World Away... This home affords Living on one Level, with open areas leading to very Large Rooms. Enjoy Romantic Evenings by your Wood Burning Fireplace, surrounded by your favorite books. Entertain and Dine in your Large Living and Dining Rooms with Views of the Gardens through your two oversized Bay Windows. Downstairs, Double your Living Space with a Cozy Finished Basement that contains a second Full Bath, Rooms to Work, Relax, Exercise and Entertain. This Special Home is yours, with a 10 minute walk to the Metro-North Train Station, Wonderful Restaurants, Coffee Shops & Bakeries, Eclectic Shoppes and the Amazing Full Service Pia Anthony Salon. Nearby enjoy Concerts at the Exclusive Trinity Pawling School, Famous Music Venue of Daryl's House, Paddle through the Great Swamp by Kayak or Canoe, Ski down nearby Thunder Ridge Mountain, Join the Pawling Mountain Club, Hike the Appalachian Trail or find the Equestrian Pursuit of your choice. Pawling is a wonderful place to explore natural surroundings and live in your very own Private Retreat.

Beds:
9
Baths:
15.00
Sq.Ft.:
55,000
Status:
Active
MLS#:
936279
Type:
Single Family
Lot size:
1,337 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Julia B Fee Sothebys Int. Rlty 914-234-0200
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ADDITIONAL INFORMATION

Welcome to Woodland Waters. Offered for the first time, this private estate is a secluded sanctuary where luxury and nature exist in perfect harmony. Over the course of five decades, the same owner has shaped and nurtured the property with remarkable care and attention, creating a setting that embodies both artistry and authenticity. With its vast landholdings, exceptional lifestyle offerings, it is a once-in-a-lifetime opportunity. Nestled in the heart of nature, this extraordinary private estate spans nearly 1,338 acres, offering unparalleled seclusion, natural beauty, and world-class amenities. Designed as a one-of-a-kind sanctuary, the retreat spans 23 tax lots and showcases breathtaking landscapes, luxurious accommodations, and distinctive architectural elements that blend seamlessly with the surrounding environment. The estate is best described with three large property zones. The Garden Parcel, with 17 lots and seven residences, totaling 751.51 acres, forms the centerpiece of the property. Purgatory Hill encompasses three lots and three residences across 337.61 acres. The Northwest Territory offers 248.63 acres of unspoiled vacant land across three lots. Together, these parcels create an estate of remarkable scale and diversity. balancing residential, recreational, and natural elements. At the heart of the Garden Parcel rises the 55,000-square-foot main residence-an architectural masterpiece surrounded by six additional homes. Within its walls are nine bedrooms, nine full baths, six half baths, and twenty fireplaces, each space crafted with extraordinary attention to detail. The grounds embrace the spirit of the Appalachian Trail, with native plantings and curated landscapes creating a harmonious environment. This grand residence is as functional as it is breathtaking. Designed for both everyday living and exceptional entertaining, it features an indoor pool and spa framed by the surrounding natural landscape, expansive gathering spaces, and an indoor basketball court complete with locker rooms. Two secure, climate-controlled art storage areas further reflect the home's thoughtful design and attention to detail. Complementing the main residence, the Garden Parcel also features a meticulously maintained 6,000-square-foot guest house with its own pool. Artfully designed, the Tea House further enhances the parcel, offering a peaceful space for both reflection and intimate gatherings. Over 20 miles of interior roads and trails wind through the landscape, inviting exploration by foot, bike, or vehicle. Comprehensive maps detail the extensive network of roads, streams, ponds, and structures. Anchoring the operational side of the estate, the Office Complex features a four-bay machine barn with a lift and wash pad, a multilevel office building, and a dedicated security outpost. This infrastructure ensures seamless management of the property's extensive resources. Beyond its natural beauty, this estate embodies versatility, solitude, and enduring grace - a true legacy property unlike any other in the Hudson Valley. Thoughtfully curated down to its meticulously appointed landscape, Woodland Waters now awaits its next steward to cherish and preserve for generations to come.

Beds:
5
Baths:
5.00
Sq.Ft.:
3,920
Status:
Active
MLS#:
811617
Type:
Single Family
Lot size:
5 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Hillside Realty & Development 845-519-9165
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ADDITIONAL INFORMATION

New construction 4 bedroom, 4.5 bathroom home on 5 acres. Don't miss this opportunity to customize your dream home. This home features a open floor plan with large kitchen, perfect for entertaining. The main living area has exposed beams and high ceilings. The primary bedroom has large walk in closet and ensuite. There is also a junior suite with ensuite. See attached floor plans for full detail. Great location, close to town of pawling, train station, dining and more! Pictures shown are from previous new builds to show style of home with exposed beams, etc.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,080
Status:
Active
MLS#:
420091
Type:
Single Family
Subdivision:
V. Pawling
Lot size:
0.2 Acres
Year built:
1928
A broker reciprocity listing Courtesy: MCGRATH REALTY INC. PW
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ADDITIONAL INFORMATION

Welcome to this newly renovated home in the Village of Pawling! Walk up to the large wrap around deck (grill-ready for the summer) to the front door, offering bright open living space with fresh hardwood floors and split system air heat and cooling. The kitchen is equipped with new stainless-steel appliances and shiny granite countertops. Additionally, the main floor offers an updated full bathroom and laundry area. The second floor extends to three bedrooms with gleaming hardwood floors and split air units in each. The Village sidewalk ends right outside your door making Pawling boutique stores, restaurants and Metro-North extra convenient. Minutes to route 22, route 55, 84 and 684.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,306
Status:
Active
MLS#:
419696
Type:
Single Family
Subdivision:
Pawling
Lot size:
1.34 Acres
Year built:
2000
A broker reciprocity listing Courtesy: BHHS HUDSON VALLEY PROPERTIES PW
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ADDITIONAL INFORMATION

Welcome home to this Majestic Quaker Hill Colonial. Perfectly nestled on a private level parcel complete with mature trees, fieldstone walls, tranquil pond and an exquisite 24'x36'post & beam barn constructed in 2016. The house itself features a rocking chair covered porch, oversized mahogany back deck, 3 car attached garage and circular driveway. Once inside there's plenty of room to roam with over 4000 square feet of hardwood and tiled floors. The 1st floor boasts a huge kitchen with granite tops, SS appliances, pantry, mud/laundry room, powder room, formal dining room, family room and an open living room complete with fireplace, crown moldings and views of the private back yard. Adjacent to the living room is a private en suite with French doors allowing access to the spacious back deck. Moving upstairs you will find generously sized bedrooms, California closets, primary bath, hall bath, a library/sitting room and an oversized home office with a fireplace & an abundance of natural light. Moving upstairs once again to the 3rd floor you will be greeted by over 600 square feet of plushy carpeted media room perfect for entertaining or perhaps a night of theater. Other amenities include security system, heated garage with high ceilings, 2 year old boiler, recessed lighting, tiled backsplashes, fenced in garden with raised beds, dog pens and more. All this just minutes to the quaint Village of Pawling with charming boutique shops, eateries, a pub and the Pawling Metro North Train Station. Close to Thunder Ridge Ski Resort, Cranberry Mountain Preserve/Hiking and just 90 minutes to NYC by car or train. Come take a look, this property has it all!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,768
Status:
Active
MLS#:
419595
Type:
Single Family
Subdivision:
V. Pawling
Lot size:
0.34 Acres
Year built:
1960
A broker reciprocity listing Courtesy: BHHS HUDSON VALLEY PROPERTIES PW
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ADDITIONAL INFORMATION

A/O Home Inspection has been done -First time ever on the market! This 4-bedroom, 2 full bath home is located just minutes from the Village of Pawling and literally 1 minute from Route 22. This family built this home in 1960, raising their family here since then. That alone said something about this home and location. Very well-maintained neighborhood on a dead-end street. Home is a ranch style home of 1768 Sq Ft of Living Space. Living room has a cozy fireplace and Dining Room is right off the kitchen. It has a beautiful family room to hang in and right off that is a screen in porch that leads to a level .34 back yard. Full Bath in Main hallway and primary bedroom. Large unfinished Basement area is off of the 1 car garage that would make a beautiful playroom/workout room/man's cave/workshop. Home is a solid home looking for that next family. Minutes to Metro North - 1 1/2 hrs to NYC

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

The data relating to real estate for sale or lease on this web site comes in part from the MHMLS. Real estate listings held by brokerage firms other than this broker', Realtors are marked with the MHMLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker. The information appearing herein has not been verified by the Mid-Hudson Multiple Listing Service, Inc. or by any individual(s) who may be affiliated with said entity, all of whom hereby collectively and severally disclaim any and all responsibility for the accuracy of the information appearing at this web site, at any time or from time to time. All such information should be independently verified by the recipient of such data. This data is not warranted for any purpose. Any use of search facilities other than by a consumer seeking to purchase or lease real estate is prohibited. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026 Mid-Hudson Multiple Listing Service, Inc. All Rights Reserved.



Pawling 12564 Real Estate

Pawling is located in New York. Pawling, New York 12564has a population of 8,024. Pawling 12564 is more family-centric than the surrounding county with 32.83% of the households containing married families with children. The county average for households married with children is 29.92%.

The median household income in Pawling, New York 12564 is $106,806. The median household income for the surrounding county is $87,112 compared to the national median of $69,021. The median age of people living in Pawling 12564 is 47.9 years.

Pawling Weather

The average high temperature in July is 81.5 degrees, with an average low temperature in January of 16.3 degrees. The average rainfall is approximately 49.5 inches per year, with 49.1 inches of snow per year.

Pawling Map

Pawling Real Estate Market Conditions

  • Median sales price

    $490,000
    14%
    change since last quarter
  • # Active listings

    39
    30-day change

Pawling Schools and Demographics

Education near Pawling, NY

City County
High School Graduates 93.39 91.53
College Degree - 2 year 9.66 10.4
College Degree - 4 year 40.14 37.67
Graduate Degree 11.37 13.56
Expenditures per Student 28,380 28,380
Students per Teacher 12.5 12.5

Elementary Schools near Pawling, NY

Grades Students P/T Ratio ZIP
Beekman School KG - 05 512 14.3 12570
Matthew Paterson Elementary School KG - 04 537 15.1 12563
Pawling Elementary School KG - 04 441 11.6 12564
VAIL Farm Elementary School KG - 05 659 13.4 12540
Wingdale Elementary School KG - 02 311 12.2 12594

Middle Schools near Pawling, NY

Grades Students P/T Ratio ZIP
Lagrange Middle School 06 - 08 949 11.8 12540
Pawling Middle School 05 - 08 378 11.8 12564
Union Vale Middle School 06 - 08 1,113 13.3 12540

High Schools near Pawling, NY

Grades Students P/T Ratio ZIP
Arlington High School 09 - 12 3,219 17.5 12540
Pawling High School 09 - 12 394 13.8 12564

Demographics near Pawling, NY 12564

Zip Code City
Neighborhood Type Small town
Population 8,024 296,012
Population Density 183 372
Median Age 47.9 42.5
People per Household 2.6 2.5
Median Household Income 106,806 87,112
Average Income per Capita 49,184 44,800

Real estate near Pawling