Pawling NY Real Estate & Land for Sale

Welcome to your charming Cape Cod retreat on Quaker Hill! This 3-bedroom, 1 and 1/2 bath home with 1,584 SF is a perfect blend of comfort and potential. With just a touch of tender loving care, this residence has the opportunity to truly shine. Step inside and be greeted by hardwood floors on the first floor, a living room boasting a fireplace, and an open kitchen adorned with custom-built cabinetry. The kitchen flows one way to a dining area with French doors that lead to an 11 x 16 back deck and flows the other way to a rustic and charming 12 x 19, 228 SF screened-in porch. The primary bedroom features a convenient half bath, a door leading to the deck, and a laundry closet just outside the door. An additional bedroom is on the first floor, adjacent to the full hall bath. Venture upstairs to discover the third bedroom on the left, while on the right awaits an unfinished attic brimming with potential a canvas for a fantastic family room or a second-floor primary bedroom. The basement offers fantastic space for storage, a workshop, mechanicals, and even includes a one-car garage. The outdoor space is a true highlight, with a huge fenced-in garden in the back with the property extending far beyond, all of it fenced in. For the green thumbs, a 12 x 20, 240 SF gardening shed built in 2005 is ready to house the tools and supplies you need. Conveniently located just minutes from town, this Cape Cod gem on Quaker Hill is not just a home it's a canvas waiting for your personal touch to transform it into the ultimate haven. Embrace the potential, envision the possibilities, and make this your dream home.

Incredible opportunity to own your private Estate and equestrian farm. This stunning estate sits on 16.6 acres and boasts a traditional, sophisticated design. The main home is a unique replica w/ only 2 of its kind built. This stately entry foyer is captivating with its original handcrafted wood moldings that truly make this home & its features noteworthy. It's perfect for entertaining with 5 cozy fireplaces, formal living & dining rooms, and a family room overlooking pristine grounds. Relax on this oversized covered porch overlooking the private secret garden. Host your guests in the tastefully renovated & converted barn, over 2000 SF of living space, rec room, LR, Large EIK, 2 car garage, and a spacious & comfortable retreat. The second guest cottage offers 2 bedrooms/1 bath, 2 horse stables. 16-horse stall barn, providing ample room & care for equestrian pursuits. Just 2 miles from the train station, this is luxury living at its finest. Taxes REDUCED by 55% in effect Sept 2023.

Quaker Hill, Pawling, NY. Absolutely nothing compares to it. Scenic Horse farms, riding trails, walking trails, sprawling paddocks, open fields galore. Feels like Kentucky horse country, Martha's Vineyard, Cape Cod, and much more, all wrapped in one! YET, this 3 bed, 2.5 bath, 2200+ sq. ft. Cedar Shake Cape is just 3.5 miles (as the crow flies) to Metro North/Pawling Station (10+ min by car as you are forced to meander the country roads that thread thru endless natural scenic beauty). See for yourself, take a drive, Pawling NY, Rte 22, East at light on Quaker Hill Rd. Within minutes you'll be like, OMG, all of this natural wonder is all right here? Next, Pawling Village is straight out of a Norman Rockwell painting, the train runs directly thru the middle, getting to Grand Central in approx. 90+ min. This home sits on 3+ ALREADY CLEARED (except for minimal accent trees), gently sloping pasture-like acres. Clearing/stumping would cost $70,000+ if done today). Current owner enjoys the grass/pasture-like setting, but Section 215-3 of the Zoning Code of the Town of Pawling allows a variety livestock, including horses, etc etc. Shaker style Maple kitchen Cabinetry, granite and wood countertops. Central stone fireplace, central air, high capacity LP gas generator automatically powers whole house in case of any elec company outage. After 25 years, it's time to now follow the kids/grandkids to their states.

Final and Best by Monday Dec 4th @ 5pm. 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 - Furnace and HWH 2021 - Roof 15 years old.

Need space? Located at the heart of the Village, this 4 bedroom single family home has many unique qualities that only an antique home can offer. Plus all the amenities of town, Metro North, shopping, restaurants and more at your fingertips. Living Room full of natural light with big windows and full glass door leading out to the sitting porch. First floor flex area could be used as an office, playroom or reading nook. Roomy kitchen with oak cabinets, granite counter tops, under cabinet lighting, luxury vinyl flooring and a huge pantry closet to stock up for your holiday feasts. Combination powder room and laundry off the mudroom make this a very functional part of the house. Two of the 2nd floor bedrooms have carpeted loft areas for sleeping or privacy. Main bedroom has a vaulted ceiling with an architectural flair. Main bathroom has an original painted wood floor and walk in shower. Lower level has a private entrance with cubbies for hanging coats, hats and boots. One wall of built in bookshelves is handy for storage as well as 2 more closets, a Family Room and another full bathroom a good place for visitors to relax. Big Bonus: the nextdoor outbuilding is included perfect private home office, extra storage or exercise room. Off street parking. Landlord pays for water, sewer, garbage, lawn care and snow plowing. Application required, available immediately.

Now leasing, a one bedroom apartment in a premier rental residence located in the heart of Pawling. Styled in the character of Pawling's iconic Dutcher House & newly completed, it offers a unique opportunity to live in sophisticated elegance with fine finishing & details throughout. The theme is modern luxury set in a quaint upstate, bucolic 18th century village. The 4th floor apartment boasts an open floor plan between the kitchen, dining & living room. Lavish luxuries like oak hardwood flooring, soft-close custom cabinetry, granite counters, stainless steel GE appliances, multi zone heat & air, and an in-unit washer & dryer set these units apart from anything on the market. The secure building features an intercom system, well-lit hallways, elevator & sprinkler system. On Main Street in the charming Village of Pawling with fine dining, boutique shops, cultural attractions and numerous outdoor activities. Pawling's Metro North train station, and two private offsite parking lots all within walking distance.

This 1928 Old Style Colonial home is filled with charm and beauty. It boasts hardwood floors, framed doorways, and three fireplaces, making it a pleasure to show. The rocking chair front porch, offers a large seating area to enjoy your morning coffee or glass of wine in the evening. From the porch, you can overlook the 13 acres of land, with a pond set at the end of a long sloping yard, providing beautiful views of the Hudson Valley. Upon entering the home, you are greeted by a large, bright foyer that opens to the formal living room and dining rooms, all featuring wood-burning fireplaces. The spacious eat-in kitchen boasts granite countertops, solid wood cabinets, stainless steel appliances and direct access to the formal dining room and large back deck. Adjacent to the formal living room is a den/office with a built-in media cabinet. Just past the back staircase is a convenient laundry and mudroom, perfectly situated off the back deck. The second floor of the home offers a large primary bedroom with plenty of windows that allow for abundant natural light. The primary bathroom features a large stall shower, and bench seating. Additionally, there are four generously sized bedrooms on this floor, all with ample natural light. The front and back staircases add to the charm and elegance of the home. Outside, the front lawn rolls beautifully, while the backyard features exquisite stone walls and a spacious private deck. The three-car detached garage is another fantastic feature of this house, providing ample room for both your cars and toys.

Introducing to the market for the first time in over forty years, on almost 7 acres in the Village of Pawling - 24 Sheridan Drive! Located at the end of a cul-de-sac lies an amazing opportunity to restore an iconic 1930 compound with main house and guest house/2 car garage just an hour and a half from NYC by Metro North Train. The Main home is 2,876 sqft with 3 bedrooms, 2 baths, large living room with wood burning fireplace, entrance foyer/office, formal dining room and plenty of space to entertain outside on the large front porch. Enjoy views of the mature plants and trees from all rooms. Large, open gourmet sun filled kitchen with walkout to side patio for more entertaining space. The main house also features a fabulous workshop area in basement. The 2 Car Garage has a separate rentable/accessory apartment featuring 2 bedrooms, 1 bath, large living room, and kitchen with massive deck. The village center is only a minute away, with Metro North to NYC, shopping, restaurants, and so much more. Perfect for full time living or a weekend escape.

25.5-acre equestrian estate with a 43-room Elizabethan Style manor house, two caretaker homes, a carriage house with groom's quarters, a yoga studio, a 12,000 sq. ft. stable, greenhouse and more. Situated on the crest of Quaker Hill, Elmwood Farm has stunning views and endless possibilities. The 3-story, 17-bedroom, 9-bath (plus 4 half-baths) mansion, with 10 fireplaces, sits at the end of a long gated drive, where a porte cochere provides gracious access to the sunset-facing veranda. The home features a wealth of exquisite details, including hand-carved pilasters, hand-painted plaster ceiling motifs and moldings, leaded glass windows, and variegated gables with carved vignette timber fascia and Gothic spires. The figured-oak grand staircase is enhanced by 30 newel posts with hand-carved whimsical animals. A separate wing on the second floor features hand-painted storybook murals.

Come in and enjoy the tranquil setting of this lovely home. Situated in the charming area of Quaker Hill, this property is a must see! This adorable ranch boasts 3 bedrooms and 1 full bathroom. Open floor concept as you get to view your yard through many newly installed windows and enjoy the luxury of high end appliances through out the home. This home has new siding and new oil tank installed in September 2023. This freshly painted home is ready to move in and enjoy sunset views from your front porch. Simple living at its best! Downsizing, or new home buyer, this is your perfect home!

The property is a stunning 1.5-acre plot with a road frontage of 373ft. The land offers beautiful views of the lake and features unique outcroppings. Enjoy plenty of privacy while being surrounded by the famous foliage of the Hudson Valley! Property will be sold BOHA.

You can stop looking now because this is the piece of land you've been dreaming of. Over 68 acres atop Pawling's prestigious Quaker Hill. Approximately 24 acres clear and level with the remainder old woods crisscrossed by multiple streams and revolutionary era or older trails. In the heart of Quaker Hill's equestrian enclave, your views are the neighboring mountains and large estates. The short list of things to do on this land are: Build a home with awesome views all around, take advantage of the large level cleared area (prior grass airstrip) to graze livestock or easily install many horse paddocks, put up a barn or two, build a caretaker's cottage, get some UTVs or new hiking shoes and go enjoy your 40 acres of woods. So many possibilities. The woods extend to the west to Tracy Road, with over 730 feet of frontage. The entrance is at a bend in Old Quaker Hill Road. The drive gently winds through cleared land to arrive at a huge open space, ideal for a home site, overlooking a vast pasture with true 360 degree jaw-dropping views. If it weren't used an airstrip, this land would surely have been used for equestrian purposes, it's ideal for paddocks. Potential for further subdivision to create two additional lots. Just a few minutes into the charming Village of Pawling with fine dining, fun eateries, bakeries, boutique shops, pubs and its own Metro North station for easy trips to NYC.

Tucked away on a private property with large shade trees, this village home is comfortable & convenient. There are 3 bedrooms, 2 full baths, a 3 season sun room, a large wood paneled living room with a dining area & a wood burning stone fireplace. The kitchen has a new dishwasher, the wood floors in the kitchen & sun room have been refinished. There is a family room/office off the front hallway. The primary bedroom is on the first floor, w/2 additional bedrooms upstairs. 2 full baths, one upstairs & one downstairs. There are wood floors throughout the downstairs. Walk to the train, golf, the village eateries & shops. There is plenty of parking, a fenced section for your pet, a 1 car attached garage & tons of storage in the full basement with utilities & washer & dryer. Auxilliary propane heaters installed in 3 BR's & dining area. Basic water & sewer totals $236 a quarter & garbage once a year is $249. Welcome to this charming home and enjoy everything the village has to offer!

Now leasing, a premier rental residence located in the heart of Pawling. Styled in the character of Pawling's iconic Dutcher House & newly completed, it offers a unique opportunity to live in sophisticated elegance with fine finishing & details throughout. The theme is modern luxury set in a quaint upstate, bucolic 18th century village. Each apartment boasts an open floor plan between the kitchen, dining & living room. Lavish luxuries like oak hardwood flooring, soft-close custom cabinetry, granite counters, stainless steel GE appliances, multi zone heat & air, and an in-unit washer & dryer set these units apart from anything on the market. The secure building features an intercom system, well-lit hallways, elevator & sprinkler system. On Main Street in the charming Village of Pawling with fine dining, boutique shops, cultural attractions, numerous outdoor activities, Pawling's Metro North station & private parking in walking distance.

Quality renovation that you are sure to enjoy! Every nook & cranny has been addressed in this second floor, 2 bedroom Village of Pawling apartment. Open concept Living Room allows you to use the space to fit your needs. Brand new, modern kitchen with luxury vinyl flooring, stainless steel appliances, granite counter tops and white shaker cabinets for lots of storage. Beautiful, weathered wood backsplash adds a designer touch. All new bathroom with tub/shower enclosure, white vanity and ceramic tile floor. Every room with windows including the bathroom letting in the natural light. Relax this fall on the Rocking Chair front porch. 2 off street parking spots and long driveway for guests and visitors. Great, usable backyard. The landlord pays for water & sewer, garbage, lawn care and snow plowing. Easy access to Metro North, Lakeside Park, shopping, restaurants, banking and other services. Affordable, clean, move in ready and available immediately.

This desirable 13.4 acre property is conveniently located in Pawling, NY only a few minutes away from MetroNorth train station and the charming village! The expansive property abuts Pawling Middle School and is accessible from Old Route 22 and potentially Prospect Street with town approval. The R-1 zoning allows 1-acre lot sizes, with municipal water and sewer access available nearby. Build your dream home that with clearing will welcome mountain views or use the property as business opportunity! Priced to sell!

Extraordinary Leasing Opportunity: Horse boarding Farm for Rent in Pawling, NY Attention equestrian trainers! This updated horse farm in Pawling, NY, offers an 11-stall barn, seven paddocks, swing-out steel windows in each stall, a bathroom with laundry, a hot/cold wash stall, a spacious tack room with storage, and more. Commercial fans ensure ventilation, and 6 security cameras enhance safety. Paddocks feature three water sources and run-in sheds. Optional one-bedroom apartment available for $1,000. Contact us now to seize this outstanding equine leasing opportunity!

Perched at the end of a cul-de-sac in Deerfield Ponds, this sprawling 4-bedroom, 3.5-bath Colonial offers more than meets the eye. Welcomed by the large front porch, the front door entry opens to a bright hallway, cathedral ceilings showing off the second floor, a powder room, and large entries to the Family and Living Room. Straight down the hall, you will arrive in the spacious, centrally located kitchen with a breakfast bar and a sun-soaked dining nook. The large living room and formal dining room are adjacent to each other, both have sliding glass doors that open up to the sizeable back deck with a stunning, uninterrupted view of the pond. The Living Room (open to the kitchen and the entry) offers the comfort of carpet, a wood-burning fireplace, and a walk-out to the oversized 2-car garage. The Dining Room (also open to the kitchen) boasts gleaming hardwood floors and a refreshing view while dining! The second floor offers a large master suite overlooking the pond, double closets, and a generous bathroom with double sinks, a shower, and a jacuzzi tub. Down the hall, you will find a large full bath, laundry, airy office, two bedrooms, and a second light-filled En Suite with hardwood floors and a walk-in closet. Heading to the walk-out basement, there is an additional 1,000 SF of living space, complete with a cozy TV room with built-in surround sound, an office, and more. This home offers built-in speakers around the Living Room, Dining Room, Primary Suite, and Primary Bath. The community at Deerfield Ponds provides a private clubhouse, pool, tennis courts, and playground while being just minutes from the Village of Pawling, Metro-North, I684, Route 22, Route 55 and I84.

***Pending BOHA*** Located at the end of a Cul De Sac toward the right, is the opportunity to build the home of your Dreams in Brady Brook Falls. Whether a full time home or a fabulous weekend retreat this site is spectacular. Surrounded by acres of open space it is truly an oasis. Approximately 1.5 -2 hours to NYC and close to Shopping, Metro North, Route I-684. This Property offers you a year round residence, weekend getaway or just being with the surrounds of an Equestrian setting. This property is located in the historic Town of Pawling and the majestic Hudson Valley. Historic trails and sites are many of the wonderful features for you to enjoy. Please do not walk property without being accompanied by your agent.

***Pending BOHA*** Located at the end of a Cul De Sac toward the right, is the opportunity to build the home of your Dreams in Brady Brook Falls. Whether a full time home or a fabulous weekend retreat this site is spectacular. Surrounded by acres of open space it is truly an oasis. Approximately 1.5 -2 hours to NYC and close to Shopping, Metro North, Route I-684. This Property offers you a year round residence, weekend getaway or just being with the surrounds of an Equestrian setting. This property is located in the historic Town of Pawling and the majestic Hudson Valley. Historic trails and sites are many of the wonderful features for you to enjoy. Please do not walk property without being accompanied by your agent.

***Pending BOHA*** Located at the end of a Cul De Sac toward the right, is the opportunity to build the home of your Dreams in Brady Brook Falls. Whether a full time home or a fabulous weekend retreat this site is spectacular. Surrounded by acres of open space it is truly an oasis. Approximately 1.5 -2 hours to NYC and close to Shopping, Metro North, Route I-684. This Property offers you a year round residence, weekend getaway or just being with the surrounds of an Equestrian setting. This property is located in the historic Town of Pawling and the majestic Hudson Valley. Historic trails and sites are many of the wonderful features for you to enjoy. Please do not walk property without being accompanied by your agent.

Beautiful prestigious Brady Brook Falls. Endless opportunities for this site. 8.4 acres, 5 bedroom Board of Health approved. Additional 100 HOA vacant property is used by HOA members for horse trails, hiking and cross country skiing. Ski resort close by. Public Lake. The 8 acres can be a gentlemen's horse property, a second home or all year around home. Use your builder or our custom builders. Close to train station, village square, shops, restaurants, golf course and health club.

What an amazing opportunity to own a newly constructed colonial on almost 8 acres of land. A beautiful colonial close to 4,000 sqft, with a three-car garage, 4 bedrooms, 3 bathrooms, and modern finishes on total bucolic grounds at the end of a cul de sac. This home has not been built yet, but it will be built to your desired design. This home and land can be financed with the land and build - this is an amazing opportunity and program to leverage. Schedule your private tour today.

Welcome to 14 Little Pond Rd. available for the first time since the current owners had it designed and built to their well thought out specifications. This lovely home is perfectly sited on nearly 8 acres of secluded land on an unpaved road, which is maintained by the town of Pawling, approximately a quarter of a mile from Route 55. Because of its proximity to rail service to New York City and interstate 84, this home is well suited to commuters. It is also a short drive to boutique shopping in the quaint village of Pawling, dining at any of the fabulous restaurants that Pawling has to offer, hiking on the Appalachian trail, horseback riding at any of a number of stables, hunting, and fishing. This property offers an unparalleled level of serenity, comfort, and convenience due to its design and location. You will likely see all manner of wildlife from the expensive back deck, including songbirds, turkey, deer, and even bears. Even deeper relaxation can be had from a dip in the heated saltwater pool or a soak in the hot tub. Your evening's meal can be harvested from the large garden located next to the barn. When you're done with the days outdoor activities you can relax in the media room, which is insulated and equipped with a surround sound system. The centerpiece of the home is the cooks delight kitchen, which is well sized an appointed with gorgeous countertops, Subzero, and Thermador appliances, and a lovely breakfast nook. In the event of bad weather and power outages, there is nothing to fear as the home is equipped with a generator hook up. Inclusion of the generator currently on site is negotiable. There are far too many features in this home to name. One must simply see this home in person in order to appreciate the planning and effort that was dedicated to its design and upkeep. When one arrives at 14 Little Pond Rd., one has truly arrived in every sense of the word.

What an amazing opportunity to own a newly constructed colonial on almost 8 acres of land. A beautiful colonial close to 4,000 sqft, with a three-car garage, 4 bedrooms, 3 bathrooms, and modern finishes on total bucolic grounds at the end of a cul de sac. This home has not been built yet, but it will be built to your desired design. This home and land can be financed with the land and build - this is an amazing opportunity and program to leverage. Schedule your private tour today.