Pawling NY Real Estate & Homes for Sale

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Beds:
4
Baths:
2.00
Sq.Ft.:
2,160
Status:
Active
MLS#:
1047901
Type:
Single Family
Lot size:
6.57 Acres
Year built:
1950
A broker reciprocity listing Courtesy: Gillian Stewart Real Estate 845-855-5092
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ADDITIONAL INFORMATION

Situated in the prestigious, historic hamlet of Quaker Hill, this exceptional property offers a rare blend of scale, privacy, & scenic beauty. Set well back from the road at the end of a long, sweeping driveway, the 6.57-acre setting borders the picturesque, rolling pastures of Akindale Thoroughbred Rescue. Offered for the first time in nearly 76 years, this is a rare opportunity to own a distinctive piece of Quaker Hill. The grounds feature soaring mature trees, a well-maintained lawn, & a stream running through the property, creating a beautiful pastoral setting & a truly tranquil retreat. For those seeking greater scale or additional investment potential, the adjacent 4.9-acre lot is also available, offering the opportunity to significantly expand the property’s footprint. Spanning 2,160 square feet, the classic 1950 Colonial features a four-bedroom, two-bath layout centered around a warm fireplace. An established vegetable garden sits just outside the door, ready for farm-to-table living, while a detached garage provides convenient parking & equipment storage. Pawling Village offers a walkable small-town center with local restaurants, shops, & community events just minutes away. Outdoor pursuits are equally close at hand, with Appalachian Trail access, local hiking, & the Harlem Valley Rail Trail all nearby. Metro-North service into New York City provides convenient access for commuters & weekend trips alike. Whether taking in quiet views of the resident rescue horses, tending the garden, or enjoying the stream, this home captures the character of the Hudson Valley—pairing serene country living with easy access to the village and surrounding amenities.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,300
Status:
Active
MLS#:
1047471
Type:
Single Family
Subdivision:
Deerfield Ponds
Lot size:
0.32 Acres
Year built:
2000
A broker reciprocity listing Courtesy: McGrath Realty Inc 845-855-5550
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ADDITIONAL INFORMATION

Welcome Home! You will fall in love with this Beautiful, lovingly-maintained Colonial! Relax on the covered front porch, which overlooks lovely park-like property, perennial gardens and mature trees. One of the special features of this wonderful home is a 1st floor Primary Suite with an updated full bath and walk-in closet. Off the large foyer is a spacious, warm & inviting Living Rm with hardwood, which is open to an equally inviting Dining Rm, also with hardwood. Fantastic Kitchen has beautiful, ceiling-height cabinets, granite counters, hardwood floor, tons of storage. Great for entertaining, the Kitchen is open to a large, sunny Family Rm, which has a fireplace, hardwood and sliders to a Deck with retractable awning. From the Deck you will love the sight of the landscaped, level back yard, which is great size! Pretty pond as well! The first floor of this spacious home offers crown molding, hardwood in most rooms and an elegant half-bath. Upstairs you will discover a large, beautiful Full Bathroom with dual sink vanity & laundry area. There are 3 lovely Bedrooms, one has hardwood. This home and property have been very-well maintained! Recent improvements: New roof & water softener 2024. Hot water heater & deck awning 2023. Wide blacktop driveway 2022, freshly sealed 2026. There have been numerous other improvements, such as the stunning kitchen, hardwood floors, nicely updated bathrooms, more. Large unfinished basement has endless possibilities! Deerfield Ponds HOA offers the community an inground Pool, Tennis, Basketball court, Clubhouse with Fitness Rm, water, sewer, and garbage removal. Right down the road from Deerfield Ponds is Dykeman Farm, known for their delicious corn, tomatoes, etc. Pawling is a lovely town which offers a large array of businesses on Route 22 and in the picturesque Village, where you will find Metro-North Train Station (Harlem Line), wonderful Restaurants, Pubs, Ice Cream, Bakeries, Shops, Clothing Boutique, Book & Antique store, Library, Museums, more. Dutcher Golf Course is a 9-hole gem, the oldest public course in America! We also have Lakeside Park with sand beach & playground, Daryl's House Music Club & Restaurant, Groceries, Wine stores, Gym... You can even hike the Appalachian Trail!!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,737
Status:
Active
MLS#:
1046647
Type:
Single Family
Lot size:
1.82 Acres
Year built:
2001
A broker reciprocity listing Courtesy: William Raveis-New York, LLC 914-238-0505
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ADDITIONAL INFORMATION

End of a cul-de-sac, five minutes to the village of Pawling, and there's nothing left for you to fix. This colonial has been kept the way most people only promise to keep a house — brand-new kitchen with stainless appliances, granite counters, a coffee bar, and pantry storage built for real life. Three bedrooms, two and a half baths, 2,700+ square feet on a private 1.82 acres, with 9-foot ceilings and main-level hardwood floors that catch the light all day. The primary suite has its own double-door entry, a sitting room, dual closets, and a full en suite with double sinks, a jetted tub, and a separate stand-up shower. The second-floor bath, right across from the laundry closet, also offers double sinks — and laundry's upstairs, right where the bedrooms are, no hauling baskets up and down. A formal dining room that actually seats a holiday. Finished walk out basement adds to your living space for whatever you need next — office, playroom, gym. Out back, a deck with a retractable awning, so shade is never a question. A 2-car garage for everything outdoor life throws at you. New air handler, new water softener, new kitchen & appliances, new retaining wall: the expensive stuff, already done. Quiet street, real yard, move right in and make it your own. Schedule a tour today.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,831
Status:
Active
MLS#:
1045580
Type:
Single Family
Lot size:
3.04 Acres
Year built:
2004
A broker reciprocity listing Courtesy: McGrath Realty Inc 845-855-5550
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ADDITIONAL INFORMATION

Set on over 3 beautiful acres, this spacious 4-bedroom, 3-full-bath home offers an impressive blend of classic character, generous living spaces, and modern conveniences. A welcoming wraparound front porch leads to a grand entry foyer with an open staircase and views to the second floor. The main level features a formal Living Room and Dining Room, both enhanced by large bowed windows, along with a comfortable front Sitting Room. The heart of the home is the expansive eat-in Kitchen, complete with center island, stainless steel appliances, and sliding glass doors leading to the rear deck. A spectacular Great Room boasts soaring ceilings, a fireplace, and additional sliders to the deck, creating an ideal space for entertaining or relaxing. A front mudroom entry, convenient Laundry Room, full tiled Bath with walk-in shower, and hardwood floors throughout complete the main level. The oversized garage offers both a double and single garage door for exceptional parking and storage. Upstairs, three spacious Bedrooms feature hardwood floors and double-door closets. The luxurious Primary Suite offers vaulted ceilings, beautiful bowed front windows, his-and-hers walk-in closets, a large linen closet, and a massive Primary Bath with dual vanities, Jacuzzi tub, and walk-in shower. A large Bonus Room with hardwood floors provides flexible space for an office, media room, playroom, or additional living area. The open upper hallway overlooks the Great Room below, adding to the home's dramatic sense of space. Additional highlights include an expansive unfinished basement, walk-up attic, central air, and central vacuum. Set amid peaceful acreage with plenty of room to enjoy the outdoors, this exceptional home offers space, privacy, and versatility both inside and out.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,000
Status:
Active
MLS#:
1045289
Type:
Single Family
Lot size:
23.66 Acres
Year built:
1960
A broker reciprocity listing Courtesy: K. Fortuna Realty, Inc. 845-632-3492
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ADDITIONAL INFORMATION

WELCOME TO YOUR OWN LITTLE PIECE OF HEAVEN IN SOUGHT AFTER PAWLING NY. PROPERTY HAS TWO SEPARATE LOTS WITH A TOTAL OF 23.50 ACRES AND HAS OUTSTANDING OUTSTANDING MOUNTAIN VIEWS. OWNER HAS NOT TRIED TO SUBDIVIDE, HOWEVER THERE ARE TWO WELLS ON PROPERTY. THERE IS A NEWLY CONSTRUCTED DECK OFF THE KITCHEN. LIVING ROOM HAS A PELLET STOVE WHICH WAS INSTALLED IN 2020 AND KEEPS THE WHOLE HOUSE WARM AND COZY!! HOME HAS AN UNFINISHED BASEMENT WITH RECENT BLOWN IN INSULATION INSTALLED. HOME WAS RENOVATED IN 2019 WHICH INCLUDES A NEW FURNACE. IF YOU LOVE NATURE, THIS IS THE PLACE TO BE, YOU WILL NOT BE DISAPPOINTED, COME TAKE A LOOK.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,329
Status:
Active
MLS#:
1042803
Type:
Single Family
Lot size:
1.61 Acres
Year built:
1930
A broker reciprocity listing Courtesy: McGrath Realty Inc 845-855-5550
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ADDITIONAL INFORMATION

Set on over an acre and a half of pure enchantment, this charming predominantly one-level ranch-style home offers thoughtfully designed living space in a private and whimsical setting. A long paved driveway leads to the home, which sits high and well back from the road, creating a sense of seclusion from the moment you arrive. The backyard is truly an oasis, surrounded by lush landscaping, vibrant perennial gardens framed by a stone wall, and a recently renovated Lazy L heated inground pool. Whether envisioned as a weekend getaway or year-round sanctuary, this property offers outdoor living and relaxation at its finest. While the home presents a modest profile from the outside, the interior reveals a stylishly renovated kitchen featuring a center island with seating, crisp white cabinetry, quartz countertops, stainless steel gas range, refrigerator, dishwasher and microwave, subway tile backsplash, abundant storage, floating shelves, and a charming picture window with bench seating and storage below. The view of the pool from the kitchen is so picturesque, it feels like a living work of art. A wide hallway leads to an intimate dining room and a dramatic living room with vaulted ceiling and corner fireplace surrounded by stone. Another hallway leads to two bedrooms, including a comfortable second bedroom with pool views and a serene primary suite. The primary bedroom features French doors opening to a private deck, a bath with potential to expand by incorporating space from the adjacent walk-in closet, and three additional closets. A recently renovated hall bath with walk-in shower, full-size stacked washer and dryer tucked into a convenient laundry closet, and five additional closets of varying sizes complete the main level. From the living room, steps lead to a private third bedroom with charming sloped ceilings. Outside, the magic truly unfolds. The deck off the kitchen is an inviting spot for morning coffee, al fresco dining, or sunset cocktails. The heated inground pool is surrounded by a spacious patio finished with an exceptional concrete coating system, offering plenty of room for lounge chairs and patio furnishings. A stone patio provides the perfect setting for the gazebo, furnished for relaxing and entertaining. Beyond the gate, a custom circular fire pit creates a wonderful gathering place beneath the stars. The pool area is thoughtfully fenced, while a detached one-car garage and separate shed provide additional storage for gardening tools and equipment. Just under four miles from the charming Village of Pawling, you'll have easy access to fine dining, casual eateries, boutique shops, pubs, and the seasonal farmers market. Outdoor enthusiasts will appreciate nearby Lakeside Park, Pawling's town park, the Appalachian Trail, and the Dutchess Rail Trail, now conveniently accessible via the newly completed connector. Golf enthusiasts can choose between the public Dutcher Golf Course and the private Quaker Hill Country Club. For commuters, the Pawling Metro-North station is less than 10 minutes away, providing an approximately 90-minute train ride to New York City. A captivating private retreat with exceptional outdoor living, this enchanting property offers the perfect blend of tranquility, style, and convenience. Be sure to click the virtual tour icon and use your mouse to experience a full 360-degree tour of the sensational backyard and pool area.

Beds:
3
Baths:
3.00
Sq.Ft.:
3,888
Status:
Active
MLS#:
1041481
Type:
Single Family
Lot size:
1.99 Acres
Year built:
1991
A broker reciprocity listing Courtesy: McGrath Realty Inc 845-855-5550
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ADDITIONAL INFORMATION

Set on nearly two acres just a few miles from the village of Pawling, this log home offers space, privacy, and real potential for the right buyer. The in-ground concrete pool and detached three-car garage add value rarely found together at this price point. Inside, the open kitchen and vaulted wood ceilings give the home a warm, cabin-like character that is hard to find in newer construction. This home is being sold as is and priced to reflect its current condition and status. The space above the garage is finished but is permitted and approved for storage use only. It is not being represented as legal living space, and any potential alternate use should be independently verified by the buyer with the Town of Pawling. The lower level is currently the subject of an active permit application to be finished, and its status should also be verified directly with the Town prior to closing. A solar panel system is installed on the property but is not currently connected to the grid. Reinstallation and reconnection through Tesla is scheduled, and buyers should confirm current status and any associated costs or timelines directly with Tesla. Given the acreage, the pool, and the bones of this home, there is a lot here for a buyer willing to do some homework. Priced at $655,000 to reflect the property's current condition and open items.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,828
Status:
Active
MLS#:
1037637
Type:
Single Family
Lot size:
1.86 Acres
Year built:
1984
A broker reciprocity listing Courtesy: Exit Realty Connections 845-298-6034
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ADDITIONAL INFORMATION

Discover this spacious 3-bedroom, 2.5-bath home ideally located just minutes from the train and downtown Pawling, offering the perfect combination of privacy, convenience, and room to grow. Step inside to an inviting open floor plan designed for comfortable everyday living and entertaining. The first-floor primary suite is a standout feature, offering a generously sized bedroom, private bath, and two large closets for plenty of storage. Enclosed Bonus Porch area with a pellet stove with wall-to-wall windows for endless natural light. The fully finished walk-out basement provides an incredible amount of additional living and entertainment space, complete with a bar area, wood burning stove and direct outdoor access. With plenty of room to customize and enhance, the possibilities are endless for creating a game room, home theater, gym, recreation area, or the ultimate gathering space. Situated on 1.86 acres surrounded by mature trees, the property offers wonderful outdoor space to relax and entertain. Enjoy evenings on the patio or deck while taking in the sunset and peaceful surroundings. Car enthusiasts, hobbyists, or anyone needing extra storage will appreciate the impressive 1,260-square-foot detached garage, in addition to an oversized attached 2-car garage. With abundant parking and storage, there's room for vehicles, equipment, a workshop, and more. Minutes from the train and downtown yet offering nearly two acres of space, multiple garages, a first-floor primary suite, and a finished walk-out basement—this property offers a rare combination of location, versatility, and potential. Schedule your private showing today!

Beds:
4
Baths:
3.00
Sq.Ft.:
4,136
Status:
Active
MLS#:
1037768
Type:
Single Family
Lot size:
7.48 Acres
Year built:
1920
A broker reciprocity listing Courtesy: McGrath Realty Inc 845-896-5444
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ADDITIONAL INFORMATION

Set on beautiful grounds next to the Akin Free Library, this one-of-a-kind Colonial offers a rare combination of privacy and charm. The property, including the adjacent BOHA 4 bed parcel, spans 7.48 acres of old-growth trees, a creek, and an open field overlooking Kirby Hill Farm. A gated, tree-lined driveway leads to a home that blends functional living with the timeless character of Quaker Hill.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,950
Status:
Active
MLS#:
1033232
Type:
Single Family
Lot size:
3.19 Acres
Year built:
1985
A broker reciprocity listing Courtesy: RE/MAX Town & Country 845-765-6128
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ADDITIONAL INFORMATION

Experience refined privacy in this light-filled 3-bedroom, 3-bath Hi-Ranch in a peaceful country setting. This property sits on a beautiful and level 3.19 acres in Pawling, NY, framed by evergreen trees and mature landscaping reflecting a gardener's legacy. The interior reflects a loving family’s touch; it is functional and comfortable, with great potential for modern updates. Its standout location offers easy access to Metro-North, the Taconic State Parkway, NYS Route 22, Route 55, I-84 and I-684 within a short drive. A long driveway, wrought-iron entry gates, a 2-car garage, and a fenced yard enhance privacy. With some work, this home can shine and fully capitalize on its exceptional setting and Pawling location. The main living area features vaulted ceilings, a living room with a pellet stove, an eat-in kitchen with a convenient laundry area leading to a dining room with sliders to a screened-in porch and large deck. There is also a primary bedroom with a full bath and double closets, plus 2 additional bedrooms and a full bath. The lower level offers flexible space with a summer kitchen area and a full bath, ideal for guests or extended family. Nearby, enjoy easy access to village amenities and outdoor recreation, including the Appalachian Trail, the Great Swamp, and Pawling Nature Reserve. This property combines privacy, space, and potential in a sought-after Pawling setting. Schedule an appointment today and start envisioning the possibilities.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,659
Status:
Active
MLS#:
R1702616
Type:
Ranch
Lot size:
1.32 Acres
Year built:
1971
A broker reciprocity listing Courtesy: Village Realty 716-830-6609
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ADDITIONAL INFORMATION

Experience comfort, convenience, and accessibility in this beautifully designed 3-bedroom, 2,659 square foot home situated on 1.3 private acres. Thoughtfully equipped with accessible features throughout, this home offers both functionality and luxury. The primary living space is conveniently located on the main floor with a partially finished full basement, with a pellet stove, which connects to the attached garage. Enjoy effortless access to every level with a residential elevator and a curbless walk-in shower designed for ease and safety. This home features three full bathrooms with a luxurious relaxing whirlpool tub in the primary bathroom. You can also warm yourself by the woodburning fireplace on a cold winter night. Enjoy resort-style living with a sparkling 20' x 40' heated, salt-water in-ground swimming pool, perfect for relaxing or entertaining right in your own spacious backyard. A 22kw whole-house backup generator provides added peace of mind, ensuring comfort during unexpected power outages. Whether you're looking for an accessible forever home or a spacious property with premium amenities, this exceptional residence combines practicality, comfort, and serenity. Located only a few blocks from the Metro North station.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,400
Status:
Active
MLS#:
1024239
Type:
Single Family
Lot size:
11.4 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 845-279-6800
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ADDITIONAL INFORMATION

Introducing a stunning to-be-built farmhouse by respected local builders known for exceptional craftsmanship, thoughtful design, and quality construction. Perfectly positioned on more than 11 private acres, this custom home blends timeless farmhouse charm with modern comfort, offering a peaceful retreat in one of the Hudson Valley's most desirable settings. Designed with today's lifestyle in mind, the open-concept floor plan is filled with natural light and offers an effortless flow for both everyday living and entertaining. At the heart of the home, the dramatic vaulted family room with a gas fireplace opens to a sun-filled eat-in kitchen featuring a large center island, abundant cabinetry, and direct access to a covered porch—creating the perfect setting for seamless indoor-outdoor living. The thoughtfully designed main-level primary suite is privately situated away from the secondary bedrooms and offers a luxurious escape with a spacious walk-in closet and spa-inspired bath. Two additional bedrooms and a full bath complete the first floor, although the floor plan can easily be customized to create a second primary suite with a sitting area, accommodate multi-generational living, or provide dedicated home office space. The second level expands the home's versatility with plans for a fourth bedroom, full bath, an optional fifth bedroom or office, and a generous bonus room ideal as a media room, fitness studio, recreation room, playroom, or additional living space. The flexibility of the design allows you to tailor the home to your lifestyle. Quality finishes include hardwood flooring, high ceilings, energy-efficient insulation, central air conditioning, a welcoming Trex front porch, and an attached three-car garage. Although privately tucked away, the property is just minutes from the charming Village of Pawling, Metro-North, shopping, restaurants, major commuter routes, and the area's many hiking trails, golf courses, and cultural attractions. Whether you're searching for a full-time residence or a refined country retreat, this exceptional to-be-built home presents a rare opportunity to create a custom residence where privacy, elegance, and convenience come together. Photos include virtual renderings and images of a recently completed similar home and are for illustrative purposes only. Finishes, specifications, and features are subject to change during construction.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,652
Status:
Active
MLS#:
1024161
Type:
Single Family
Lot size:
0.43 Acres
Year built:
2026
A broker reciprocity listing Courtesy: eXp Realty 888-276-0630
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ADDITIONAL INFORMATION

TO BE BUILT – Build your dream home in the charming Village of Pawling! Ideally located just minutes from downtown Pawling, you'll enjoy convenient access to local shops, restaurants, schools, parks, and the Metro-North train station, making commuting and everyday living a breeze. The homesite is serviced by municipal water and sewer, offering added convenience and peace of mind. Pricing and listing details, such as square footage, bedroom count, etc., is based on LMD’s Bennet model. Looking for something different? Buyers have the opportunity to select from several of our available floor plans and personalize their home with structural options and designer interior finishes to create a space that fits their lifestyle. Whether you're looking for additional living space, a first-floor owner's suite, a gourmet kitchen, or upgraded finishes throughout, our team will guide you through the customization process. Don't miss this opportunity to build a brand-new home in one of Dutchess County's most desirable communities!

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
View additional info

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:
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:
2
Baths:
1.00
Sq.Ft.:
700
Status:
Active
MLS#:
S1679189
Type:
Other
Year built:
1993
A broker reciprocity listing Courtesy: Hunt Real Estate Era Cl 315-853-4400
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ADDITIONAL INFORMATION

Looking for a great retreat? Come check out this mobile home situated right on the quiet and serene Evergreen Lake in Piseco, NY. This 2 bedroom, 1 bath home has been recently updated with new floors, carpet, kitchen, furnace, hot water tank, septic & insulation. It comes fully furnished and ready to move in! Also comes with hookups for washer and installed dryer. Sitting right on the picturesque water of Evergreen Lake you will enjoy many days and nights of summer fun. There is a large shed for toys and garden equipment, and also a generator that powers most appliances. Evergreen Lake is just minutes of a drive to Piseco Lake to launch your boat if you desire.

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

Incredibly Private & Charming Home On 2.92 Acres At The Very End Of The Dead End Road! Updated Kitchens & Baths in 2013-14 & 2025 With An Expansive Kitchen That Has Amazing Storage, Granite Countertops, 7 Foot Island w/ Even More Cabinets, and Newer Stainless Appliances. This Home Has MEGA Possibilities -- Airbnb, Potential In-Law or Both (on the side of the property & in the basement), Additional Detached Garages With Or Without a Business Office. Looking To Have A Work Shop? A Garden Or A Mini Farm? A Garden Potting Shed? Flowers OR Vegetables OR Fruit Trees? There Is Plenty Of Sun Including Space To Plant Whatever Your Heart Desires And Whatever Your Vision Can Imagine! -- A Home To Create Your Dream! Build An Adjacent Supplemental Home On The Space To The Left Of The House, Which Is Part Of The Almost 3 Acres. OR Easy Ideas In The Already Finished Basement. Live For Free OR Almost Free. The Parking Is Ideal For A Contractor or Contracting Company With All The Extra Parking and Pull Off Areas and Commercial Zoning (HB Zone) OR Someone With A Boat, Jet Skis w/ Trailers. Park + or -- 30 Cars In This Driveway Including The 2 Pave Cut-Outs Perfect For Turning Around, Parking Teenager Vehicles, Employee Vehicles As They Meet For Work, Camper / RV, OR For Those Fantastic Summer Parties! This Private Haven Is Close To Everything And Room For All -- Shopping, Schools, Train Station/Commuting, Restaurants AND Still Be Home In 5 To 10 Minutes. Flexible Floor Plan To Create Rooms For You --- A 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 But Either Of These Rooms Could Become Something Else. Have You Always Wanted A Media Or Game Room? The Finished Basement Is Also Ready For Your Ideas Without Having To Start With Unfinished Space. Both Bedrooms In The Upper Level Are Large and Check Out Those Unique Hardwood Floors! The House Has Room To Grow As Your Spatial Needs Grows -- The 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, The Upstairs Could Be Turned Into A Large Primary Suite With A Bath & A Large Walk-In Closet. Excited To Host Summer BBQs & Pool Parties? There is Plenty Of Room! Enjoy The Summer's Sun OR Moon's Reflection From The Salt Water Pool As You Sip Your Morning Coffee OR Your Evening's Glass Of Wine -- On The Deck Or On The Pool's Patio. Then, Cozy Up To The Fire In The Fall & Winter. Come! Relax, Unwind, & Enjoy Life! This Is The Perfect Home!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,421
Status:
Active
MLS#:
984026
Type:
Single Family
Lot size:
0.23 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Keller Williams Realty 845-928-8000
View additional info

ADDITIONAL INFORMATION

NEW CONSTRUCTION RANCH IN MONTICELLO!!! Discover this brand new, fully built 3 bedroom, 2 bathroom Ranch home, ideally located in the Town of Thompson and within the Monticello School District. Conveniently situated just minutes from local shops, dining, parks, and major routes including Route 17, making commuting and travel simple and accessible. The location is just the beginning, this beautiful home is packed with features you will love! Step into a bright open concept layout featuring a modern kitchen with sleek cabinetry, updated appliances, and ample counter space. The living and dining areas offer a seamless flow and are filled with natural light, perfect for everyday living. This home offers three spacious bedrooms including a primary suite with a private full bathroom. An additional full bathroom and dedicated laundry area add everyday convenience. The exterior is just as appealing with a rear deck and a manageable yard, perfect for relaxing or entertaining. This home will not last long on the market, do not delay, call now for your showing!!!

Open House:

Saturday, 9/26 11:00-1:00PM

More Open House Info >

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
View additional info

ADDITIONAL INFORMATION

Rare 5-Acrel Quaker Hill Estate with Separate Cottage Perched atop the storied hills of Quaker Hill, this exceptional five-acre estate embodies the romance and elegance of country living at its finest. Privately nestled amid sweeping meadows, renowned equestrian properties, and grand country estates, 43 Meeting House Road offers a rare combination of exclusivity, beauty, and refined luxury just 90 minutes from Manhattan. The main four bedroom residence seamlessly blends timeless character with sophisticated modern design. Wide-plank oak floors, gracious entertaining spaces, a sunlit library-style study, and a beautifully appointed chef's kitchen with radiant-heated floors and an oversized island create an atmosphere of effortless elegance. The luxurious primary suite is a retreat unto itself, with soaring 18-foot ceilings, skylights, and a Juliet balcony overlooking rolling lawns, mature specimen plantings, and the pastoral landscape beyond. Additional ensuite bedrooms and flexible living spaces provide exceptional comfort and privacy. Fine architectural details and high-end finishes are evident throughout. Designed for an elevated indoor-outdoor lifestyle, the estate features open long views, sweeping lawns, mature plantings, and expansive decks that overlook a large, tranquil spring-fed pond. The resort-inspired pool area, complete with cabana, bar, and bath, evokes the atmosphere of a private countryside club. Extensive, artfully designed outdoor lighting further enhances the beauty of the property. Every detail has been curated for comfort and convenience, from whole-house generators serving both residences and a heated two-car garage to integrated Sonos audio, security systems, advanced climate control, and state-of-the-art connectivity. Enhancing the estate is a beautifully renovated and completely independent two-bedroom guest cottage. Featuring its own kitchen, fireplace, lofted living area, utilities, and septic system, it offers luxurious accommodations for guests, extended family, staff, or a private home office. Rarely does a property combine such privacy, sophistication, and natural beauty. One of Quaker Hill's most compelling offerings, this remarkable estate is a turnkey country sanctuary where sweeping lawns, resort-caliber amenities, and timeless elegance create an unparalleled retreat.

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
View additional info

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.

Open House:

Sunday, 9/27 1:00-3:30PM

More Open House Info >

Beds:
3
Baths:
3.00
Sq.Ft.:
1,853
Status:
Active
MLS#:
834427
Type:
Single Family
Subdivision:
Henry Street Townhomes
Year built:
2025
A broker reciprocity listing Courtesy: BHHS Hudson Valley Properties 845-831-3080
View additional info

ADDITIONAL INFORMATION

Welcome home to Beacon’s newest 4 custom built Townhome community. These 4 homes offer 3 Bedrooms & 2 1/2 Baths. Located just 1 block off Main St where there is so much happening with amazing Mountain views, great places to dine & just minutes to the Metro North Station, 1.3 mi & Major Highways. Step into your 1st floor from your front door or attached 1 car garage to find your kitchen & dining room combined making the room feel so open, a 1/2 Bath & your Living Room set to the back of the unit which leads out to your personal Patio. Step upstairs to find a little front nook perfect for reading or studying, your Primary Suite & Bath with a Walk in Closet, 2 additional Bedrooms & another Full Bath & Laundry Closet complete this floor. Each unit offers pot fillers, central vac & Air, a 1-car garage & private driveway along with ample street parking. Features also include natural stone counters, Shaker style solid wood Doors, heated full bath floors, generous appliance package, Epoxy garage floors, 4” hardwood throughout, Tiled Baths, 2nd floor Laundry, 10X14 Rear Paver Patio, plus ample storage throughout the home.

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
View additional info

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
View additional info

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
View additional info

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!

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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 on this web site comes in part from the Internet Data Exchange (IDX) Program of the New York State Alliance of MLSs (CNYIS, UNYREIS and WNYREIS). Real estate listings held by firms other than Xome are marked with the IDX logo and detailed information about them includes the Listing Broker’s Firm Name. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Xome shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright © 2026 CNYIS, UNYREIS, WNYREIS. 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 Real Estate

Pawling is located in New York. Pawling, New York has a population of 8,024. Pawling is more family-centric than the surrounding county with 33.87% 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 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 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

    $515,000
    14%
    change since last quarter
  • # Active listings

    52
    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

City County
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