Pawling NY Real Estate & Homes for Sale

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Beds:
3
Baths:
3.00
Sq.Ft.:
2,908
Status:
Active
MLS#:
1029600
Type:
Single Family
Lot size:
4.52 Acres
Year built:
1968
A broker reciprocity listing Courtesy: McGrath Realty Inc 845-855-5550
View additional info

ADDITIONAL INFORMATION

A rare Pawling hilltop retreat with panoramic views & endless potential! Opportunities like this are extraordinarily hard to come by. Perched high to capture breathtaking, miles-long panoramic vistas, this true "sunset house" offers an idyllic Hudson Valley lifestyle centered around big skies, rolling hills, and complete tranquility. Imagine sitting on the expansive covered patio with your favorite beverage looking out into the vibrant sunset, or lounging by the crystal-clear in-ground pool, sunbathing while overlooking nearby farms and sparkling lakes. This property was built for unforgettable outdoor living and limitless entertaining. Inside, the home is a clean-cut, light-filled ranch featuring three bedrooms and two-and-a-half bathrooms. The expansive living room serves as the heart of the home with its classic brick wood-burning fireplace, two huge picture windows framing the valley skyline, and sliding glass doors that open directly onto the massive patio. Adjacent, the kitchen is outfitted with high-end cabinetry and modern stainless steel appliances, opening seamlessly to a bright dining area framed by another impressive picture window. The primary bedroom offers its own private half bath, while a hallway closet conveniently houses the main-level laundry. Downstairs, the finished walk-out basement expands your living space with two versatile rooms perfect for a home theater, gym, or guest quarters, complemented by a full bathroom and abundant storage space. Spanning over 4.5 acres, the grounds offer exceptional privacy along with rare long-term flexibility. Whether you envision expanding the existing home or exploring options to subdivide and sell or build a second residence, this property delivers a quintessential Pawling sanctuary where indoor ease meets endless horizon.

Beds:
1
Baths:
1.00
Sq.Ft.:
733
Status:
Active
MLS#:
1031078
Type:
Single Family
Lot size:
0.2 Acres
Year built:
1940
A broker reciprocity listing Courtesy: eXp Realty 888-276-0630
View additional info

ADDITIONAL INFORMATION

Attention investors, contractors, and DIYers looking for affordable lake living - this one may be just what you are looking for! Welcome to this charming 1-bedroom, 1-bath cottage-style home in Holmes, offering a unique opportunity to enjoy lake access and views of Whaley Lake. Located directly across the street from the lake, this 733 sq ft home provides lake rights and convenient access to the water, making it an appealing option for buyers looking for a property near Whaley Lake. Built in 1940, the home features a cozy layout with a fireplace, a sunroom, and a patio area to enjoy the outdoor setting. This property offers a chance to bring your vision and updates to a classic cottage. The basement provides potential additional space for future expansion, and the home’s location is the true highlight offering the opportunity to enjoy the Whaley Lake lifestyle from just across the road. Whether you are looking for a weekend getaway, seasonal retreat, or a smaller home with lake access in Dutchess County, this property offers a rare setting in the Pawling community. Conveniently located near local shops, dining, schools, parks, and transportation options, including access to Metro-North rail service in the surrounding area, this home combines a lake setting with accessibility to nearby amenities and commuting routes.

Open House:

Saturday, 8/15

More Open House Info >

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:
3
Baths:
4.00
Sq.Ft.:
2,188
Status:
Active
MLS#:
1029865
Type:
Single Family
Subdivision:
Pawling Lake Estates
Lot size:
0.46 Acres
Year built:
2003
A broker reciprocity listing Courtesy: McGrath Realty Inc 845-855-5550
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ADDITIONAL INFORMATION

Versatility, comfort, and an exceptional lifestyle come together in this charming Cape Cod-style home in Pawling Lake Estates, a picturesque lake community nestled atop West Mountain and bordering West Mountain State Forest. Offering 2,188 SF across the first two levels, plus an additional 320 SF finished recreation room in the basement, this thoughtfully designed home features three bedrooms, four full baths, and a flexible floor plan that adapts to your lifestyle. A two-story entry sets the stage for the inviting interior. The main level offers a living room warmed by a pellet stove, a country kitchen with pantry, laundry closet, and dining area with sliding glass doors opening to the expansive walk-off rear deck. A den provides endless possibilities as a family room, home office, formal dining room, or could even be incorporated into the adjacent living room to create a more open layout. Completing the first floor is a full hall bath and a private ensuite bedroom featuring its own bath and two closets, making it an ideal primary suite. Upstairs, the oversized second ensuite bedroom spans from the front to the back of the home and includes two walk-in closets and a private bath. A third bedroom, full hall bath, and a separate study provide additional flexibility for a home office, craft room, recreation space, or whatever best suits your needs. The finished lower level expands the living space with a 320 SF recreation room boasting soaring ceilings. This level also includes a mechanical room, storage closet beneath the stairs, and direct access to the deep two-car garage with high ceilings and a convenient exterior door leading to the driveway, where abundant parking is available. Outdoor living is equally impressive with a sprawling 604 SF back deck overlooking a private, level, park-like backyard. The walk-off deck leads to a lower patio, creating the perfect setting for entertaining, relaxing, or enjoying the peaceful surroundings. Life in Pawling Lake Estates offers a true four-season lifestyle centered around its private, non-motorboat lake. Residents enjoy exclusive access to a sandy beach, docks, clubhouse, recreation area, playground, picnic areas, and year-round community events that foster the neighborhood's nostalgic charm. Spend your summers swimming, fishing, kayaking, paddleboarding, or simply soaking in the natural beauty. Beyond the community, you’ll find the Appalachian Trail, Lakeside Park, and the Dutchess Rail Trail via its newly completed connector just minutes away. Golf enthusiasts will appreciate nearby Dutcher Golf Course, while the quaint Village of Pawling offers boutique shopping, fun eateries, fine dining, a seasonal farmers market, and Metro-North service with an approximately 90-minute commute to New York City.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,413
Status:
Active
MLS#:
1028659
Type:
Single Family
Subdivision:
Cedar Valley
Lot size:
0.02 Acres
Year built:
1997
A broker reciprocity listing Courtesy: McGrath Realty Inc 845-855-5550
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ADDITIONAL INFORMATION

This immaculate, 1,413 SF 2 bedroom, 2 1/2 bath townhome sits in the highly sought-after Cedar Valley development, less than a mile from the charming Village of Pawling. Residents here enjoy a wonderful array of amenities, including a clubhouse, inground pool, and four brand-new pickleball courts, all within a community that perfectly balances privacy and convenience. Step inside to a welcoming entry with a vaulted ceiling that sets a spacious tone. The main level flows effortlessly into an expansive open-concept living and dining area—one massive, light-filled room anchored by French doors that open to a stone patio. Beyond the patio, mature woods create a serene, natural backdrop that feels worlds away from everyday hustle. The country kitchen is warm and functional, featuring updated appliances, generous cabinetry and counter space, a convenient pantry, and a pass-through window to the dining area. A double window bathes the space in sunlight, offering the perfect spot for a breakfast table. A powder room and mechanical closet complete the thoughtfully laid out first floor. Upstairs, the primary bedroom suite provides a peaceful retreat with a large walk-in closet and an attached bath boasting a walk-in shower and linen closet. The nicely sized second bedroom offers its own attached full bath with a fitted tub. Between the two bedrooms, the washer and dryer are tucked away for everyday convenience, while pull-down attic stairs provide excellent additional storage. The home also includes two unassigned parking spots with parking available in front of the complex. Located less than a mile from the heart of the Village of Pawling, this residence puts boutique shops, fine dining, casual eateries, pubs, and the seasonal farmers market right at your fingertips. Outdoor enthusiasts will love easy access to Lakeside Park, Pawling’s town park, the Appalachian Trail, and the Dutchess Rail Trail via the newly completed connector. Golf lovers will appreciate Dutcher Golf Course just across the road. Best of all, the Pawling Metro-North station is only a little over a mile away, offering a convenient 90-minute commute to NYC. This townhome truly delivers the ideal blend of modern comfort, community amenities, and an unbeatable Hudson Valley lifestyle.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,202
Status:
Active
MLS#:
1022255
Type:
Single Family
Lot size:
0.33 Acres
Year built:
1895
A broker reciprocity listing Courtesy: McGrath Realty Inc 845-855-5550
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ADDITIONAL INFORMATION

Welcome to 17 Spring Street, a beautifully maintained 1890 Victorian in the heart of the Village of Pawling. Rich in character and timeless charm, this inviting home features hardwood floors, crown molding, and a classic rocking chair front porch. The bright Living Room opens to an elegant Dining Room with bow windows, hardwood floors, chair rail, and a chandelier, creating the perfect setting for gatherings. Just off the Dining Room is a spacious Laundry Room with custom built-ins, abundant storage, and a full bath with a walk-in shower. The generously sized Kitchen offers plenty of workspace, a corner breakfast bar, and access to a mudroom/enclosed porch leading to a private rear patio.Upstairs, you'll find three bright bedrooms with hardwood floors, including a spacious primary bedroom with a walk-in closet. A beautifully appointed hall bath features a classic claw-foot tub and a separate walk-in shower. Additional highlights include a one-car garage, storage shed, and a private backyard. Ideally located within walking distance to the Pawling Village shops and restaurants, Metro-North, parks, and more, this charming Victorian offers the perfect blend of historic character and everyday convenience.

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
View additional info

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:
2
Baths:
1.00
Sq.Ft.:
816
Status:
Active
MLS#:
1020651
Type:
Single Family
Subdivision:
Pawling Lake Estates
Lot size:
0.79 Acres
Year built:
1965
A broker reciprocity listing Courtesy: McGrath Realty Inc 845-855-5550
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ADDITIONAL INFORMATION

Welcome to 28 Birch Terrace, a charming 2-bedroom, 1-bath Ranch nestled on a private 0.79-acre cul-de-sac lot in the sought-after Pawling Lake Estates community. This move-in ready home features beautifully refinished hardwood floors throughout the Living Room, Dining Area, and bedrooms. The bright Kitchen offers new quartz countertops (2026), tiled floors, and a convenient washer and dryer. Enjoy the sun-filled enclosed sunroom overlooking the peaceful backyard, perfect for relaxing year-round. The full bathroom includes a tub, and recent updates provide peace of mind, including a newly paved driveway (June 2026), propane furnace (2019), and new gutters (2025). Pawling Lake Estates residents enjoy access to a private beach, clubhouse, and dock, all surrounded by approximately 800 acres of protected New York State land, offering endless opportunities for hiking, fishing, kayaking, and enjoying nature. A wonderful year-round home or weekend 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.

Open House:

Sunday, 8/9 1:00-3:00PM

More Open House Info >

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
View additional info

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:
4
Baths:
3.00
Sq.Ft.:
2,644
Status:
Active
MLS#:
1004711
Type:
Single Family
Lot size:
1 Acres
Year built:
1940
A broker reciprocity listing Courtesy: RE/MAX Classic Realty 914-243-5200
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ADDITIONAL INFORMATION

Rare Real Estate Opportunity! Character, Space, and Double the Potential! Bring your vision to this charming, expanded 1940s Cape style home! Set on a private, partially wooded level one-acre site perfectly situated directly across the street from the scenic Maybrook Trailway section of the Empire State Trail and minutes to the villages of Pawling & Patterson, Metro-North, Route 22, and I-84. The main house features 4 bedrooms and 2 full baths. The first floor offers an inviting living room, dining room, eat-in kitchen with rear yard access, and a first-floor bedroom and full bath. The expansive family room features an open raised ceiling and a brick fireplace. Upstairs, you will find three additional bedrooms, a full bath, and plenty of eave storage. An unfinished basement includes a convenient built-in garage space. The crown jewel of this property is the unique, pre-existing, non-conforming separate cottage! This detached bonus space is perfect for an income-producing rental, guest suite, or extended family. The home features some updates and some older systems and is being sold strictly in "As-Is" condition, making it the ultimate canvas for a buyer looking to remodel, renovate, and build instant equity. Bring your tools, your contractor, and your imagination to unlock the immense potential of this one-of-a-kind property!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,722
Status:
Active
MLS#:
996831
Type:
Single Family
Lot size:
2.21 Acres
Year built:
1994
A broker reciprocity listing Courtesy: World Homes Realty 845-225-2888
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ADDITIONAL INFORMATION

Magnificent Spacious Colonial with Rocking Chair Front Porch. Slider off Dining Room over looking Large Deck with Retractable Awning. This is a Impressive 2.21 Level Property. This Beautiful Home is on a Cul-De-Sac. This Rare Find Home with Central Air has a lot to offer. The Primary Bedroom Suite has Full Bathroom and walk in Closet and 2 more Bedrooms over looking the Level Property. Eat In Kitchen, Large Living Room, Family Room and Full Finish Basement is 20 x 20. Garage and a shed and so much more. New Roof, Washer and Dryer n 2024, New Oil Tank and Water Softer in 2026. Near Rte 84. Minutes to R/R.

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:
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:
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:

Sunday, 8/9 12:00-2:00PM

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
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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:
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

Beds:
4
Baths:
2.00
Sq.Ft.:
1,490
Status:
Active
MLS#:
417978
Type:
Single Family
Subdivision:
Pawling
Lot size:
0.18 Acres
Year built:
1965
A broker reciprocity listing Courtesy: HOULIHAN LAWRENCE INC. LG
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ADDITIONAL INFORMATION

Fantastic Whaley Lake raised ranch home with LAKE RIGHTS and FULL ACCESS to the only motorized lake in Dutchess County! Embrace year round, lake community living in this bright, roomy, meticulously maintained, 4 bedroom, 1 1/2 bath home. Scenic view of the lake from a spacious deck off the dining room, great for summer entertaining! With a 120ft. of lakeside road frontage there is also plenty of space in the yard to build and enjoy a fire pit! The walk-out, lower level offers an additional 450 sqft. of finished living which includes the fourth bedroom and half bath. This home has almost no wear and tear. You can move right in, get comfortable and update down the road. Only ten minutes to everything the charming Village of Pawling has to offer, including Lakeside Park for year-round recreational activities, pickleball and summer concerts. Metro-North is available with stations at Pawling and Southeast for a 90 minute commute to NYC. This home is in the Pawling Central School District. Hudson Valley and lake life at its best!

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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

    $510,000
    14%
    change since last quarter
  • # Active listings

    44
    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