Pawling Middle School, NY homes for sale & real estate

Pawling Middle School, NY Homes for Sale

Turn back the hands of time with this beautiful home built in 1798 reminiscent of the deep south! It's 3 stories, two of which have gorgeous wrap around newly redone porches, that you can envision with rocking chairs, sipping mint juleps or enjoying a summer meal. The 3-story farmhouse has a newly refurbished kitchen, two living rooms, 3 bedrooms, two and a half bathrooms, a cozy fireplace and hardwood floors that add to its eloquence. All of this is situated on an acre of land with . 46 of an acre across the road that has a babbling brook running through it. On the back of the property sits a 2-story renovated barn, perfect for an art studio or whatever your mind imagines with plenty of st

Pawling Middle School, NY Homes for Sale

Check out this Charming Country Cottage in the Village of Pawling! Nestled on almost 7 acres of serene land, this delightful country cottage offers the perfect blend of comfort and tranquility. Hardwood floors flow throughout the home, enhancing the warm, rustic charm. The sun-soaked living room, complete with a wood-burning fireplace, invites relaxation, while the eat-in kitchen is perfect for everyday meals. The home’s thoughtful layout includes a spacious primary bedroom and bathroom located on the first floor, as well as laundry for added convenience. Upstairs you’ll find 2 more generously sized bedrooms and full bath. Enjoy sunny days on the large covered front porch, perf

Pawling Middle School, NY Homes for Sale

Simply wonderful, year-round, Hudson Valley lakeside (not lakefront) cottage retreat on Whaley Lake, the only motorized, private lake in Dutchess County! Meticulously maintained and move-in ready. Nothing to do but pack your sports equipment! Gorgeous and relaxing seasonal views of the lake from the patio and upstairs deck. Plenty of room to entertain in the open concept main floor. Private space in the rear of the house for a fire pit! Ten minutes to the Village of Pawling offering fine dining at McKinney & Doyle; discover coffee shops, bakeries, and the Seasonal Pawling Farmer’s Market and Pawling Recreation, where something is always happening. Check out live music, almost ni

Pawling Middle School, NY Homes for Sale

1 Level Living! 3 Bedroom, 1 Bathroom Ranch on 3 acres in Town of Pawling! Living room with brick fireplace. Huge sun room with sliding doors to rear deck area. Close to shopping, schools and amenities. Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. * * Please see agent remarks for access, showing instructions and offer presentation remarks. * *

Pawling Middle School, NY Homes for Sale

Welcome to this delightful sunlit Ranch style home nestled on a beautiful and quiet corner lot. This home features 3 nice size bedrooms, a full bath and convenient half bath off the dining/family room. The eat in kitchen offers upscale stainless steel appliances along with ample counter and cabinet space for all your culinary needs. The full size attic can be used for storage or even transformed in to an office or loft space. Step outside to a large level backyard where you will find a two level deck which is ideal for outdoor dining, entertaining or just relaxing at the end of the day. This charming home also has the perfect location! Just 5 minutes to the quaint village of Pawling, Metro

Pawling Middle School, NY Homes for Sale

Nestled on 7 serene acres, this exceptional property offers complete privacy and tranquility. Designed by renowned local architect William Berkley, known for his mid-century modern and contemporary designs on Quaker Hill, this 2,768 SF home, built in 1967, is bathed in natural light and surrounded by stunning landscapes. The property’s design integrates walls of windows and sliding glass doors, allowing you to enjoy the beauty of the specimen plantings, flowering shrubs, and vibrant foliage. Upon entering the foyer, you are greeted by the formal living room with a cozy fireplace. Adjacent to the living room is a spacious primary suite, featuring sliding glass doors that open to a smal

Pawling Middle School, NY Homes for Sale

First time on market in 44 years, this 4.08 acre magical property on Quaker Hill has been fully renovated. One won't believe the charm, character, interest & detail that has been added. Wall to wall bookshelves in the primary suite, w/ a large wic, a bathroom w/ shower & pocket doors, floor to ceiling windows to absorb the outdoors & guest cottage w/ deck & patio nestled in a Birch grove. The LR has built in bookshelves, a fplc w/ new liner & custom mosaic hearth, antique beams, chestnut floors, a French dr. to the patio w/ awnings facing west for sunsets; the spacious DR opens to the eat in kitchen, office & 2nd full bath w/ soaker tub & mosaic til

Pawling Middle School, NY Homes for Sale

Vacation year round with swimming, skating, kayaking and a private beach. This contemporary home is perfectly situated on a peninsula in beautiful Lake Dutchess guaranteeing lake views from every room in the house. The modern architecture, attention to detail and well thought out floor plan truly make this a one-of-a-kind home. The . 45 acres offer privacy from neighbors when entertaining on one of many decks or enjoying conversation around a night-time fire pit. This home was tastefully renovated in 2021 with every modern amenity for an energy efficient home. As you enter the great room, your eye is drawn to the wall of glass overlooking the lake. The glass walls are highest rated "Or

Pawling Middle School, NY Homes for Sale

Stunning Sun-Drenched Postmodern Home with Elegant Features and Curb Appeal Nestled on a lush, private lot, this beautifully maintained postmodern home offers striking curb appeal with its classic facade, landscaped gardens, and welcoming front porch-perfect for morning coffee or evening relaxation. Step inside to a bright, open-concept floor plan filled with natural light. The cathedral ceilings and floor-to-ceiling stone fireplace in the living room create a grand and cozy atmosphere, ideal for both entertaining and daily living. The eat-in kitchen boasts modern appliances, ample counter space, and sliders that lead to an oversized deck-perfect for outdoor dining and relaxation, surround

Pawling Middle School, NY Homes for Sale

JUST WHAT YOU'VE BEEN WAITING FOR! Move-in-ready front porch center hall colonial shows pride in ownership at every turn. Three story home with hardwood floors throughout, 3 spacious bedrooms, 3.5 bathrooms and nestled on 2.3 private acres. A versatile first-floor layout includes a living room, dining rm, kitchen, family rm and a hallway to the Garage (Down) or Bonus Room (Up), offering ample space for relaxation and entertainment. Kitchen includes: center island w-breakfast bar, Eat In Kitchen, wine frig, SS appliances, Sub Zero frig, microwave, Wolf double oven & glass top range. The open family room has a sliding glass dr to the deck, and is adorned with custom crown molding and bu

Pawling Middle School, NY Homes for Sale

Minutes from the Village of Pawling, this custom built 3-bedroom 3-bathroom Colonial is Perched on 1.5+ acres. Pull up the wandering drive and you will be welcome by the large, tiled entry. To the right you will find a large open, eat-in kitchen with center island, granite countertops and a walk out to the back patio. Through the kitchen you will enter the large formal dining room with hardwood floors, large bay window and ample room for entertaining. Through French doors from the Dining Room or through the kitchen you will enter the Living Room featuring hardwood floors, large windows and sliding glass doors to the patio. To the left of the entry, you will find the sunlight flooded formal

Pawling Middle School, NY Homes for Sale

Single family 5 bedroom, 3 bath country home. Secluded in the woods, but close to town. 10.39 acres with pool and 2 paddock barn offering a unique experience for those desiring privacy and a connection to nature. Small bungalow in back perfect for an office or recreational area.

Pawling Middle School, NY Homes for Sale

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, Grand Prix 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 outd

Pawling Middle School, NY Homes for Sale

Discover this charming 4-bedroom 2 1/2 bath, 3078 Sq Ft home on 1.57 acres minutes from the quaint Village of Pawling. At entry, step onto a beautiful wrap-around front porch, perfect for enjoying your morning coffee or unwinding in the evening. The inside foyer leads you to this bright first level, where a spacious double-sized family room awaits. Abundant natural light floods the space, highlighting the beautiful hard wood floors & propane fireplace that adds both ambiance and warmth during the winter months for those cozy evenings, especially during the holiday season. Off the living room is a SGD leading you to a newly rebuilt deck, offering peaceful views of the large and well ma

Pawling Middle School, NY Homes for Sale

Prepare to be stunned by this immaculately maintained residence! From the moment you step inside, you’ll notice that shoes have never been worn in this pristine home, reflecting a true sense of care and pride of ownership. The current owner has thoughtfully selected and updated every aspect of this home, creating a warm and inviting atmosphere that welcomes you with open arms. Welcome to 15 Stirrup Trail, located in the prestigious community of the Highlands of Pawling, renowned for its elegant single-family homes. This . 66-acre property feels even more expansive due to the fenced-in yard, providing exceptional privacy. The beautifully landscaped exterior, along with a newly installe

Pawling Middle School, NY Homes for Sale

Enjoy the village lifestyle in historic Pawling. This private, 1.4-acre, treelined property is less than a mile to the Village with shops, restaurants, library, Metro North station, Dutcher Golf Course, and the Village Green with Farmer's Market (June-October). Close proximity to Lakeside & Morrow parks and the Appalachian & Oblong Trails. This sprawling, mother/ daughter style home includes an apartment. Special features on main level: a Chef's kitchen, 2 renovated baths, 4 bedrooms, central air, hardwood floors, new Pella windows, recessed lighting & more. The lower-level offers: a one-bedroom/one bath apartment with entrance from the covered deck, a separate family room

Pawling Middle School, NY Homes for Sale

Exceptional living awaits in this stately Georgian manor house sitting on 7 acres at the top of prestigious North Quaker Hill Road. This mostly original home offers 9’ ceilings, radiant heating and ownership that has changed hands only once. A Belgian cobblestone driveway has a center focal point awaiting your personal touch. The Living room opens to an elegant wraparound terrace, perfect for the most formal gathering or Sunday football. The library has built in mahogany cabinetry and a full wet bar adjoins the dining room. Open airy kitchen with 12’ island and two of each appliance, a true chef’s delight. Start your day in the cozy sunlit breakfast room where a huge bay w

Pawling Middle School, NY Homes for Sale

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, new tile floor in 2024, pantry, mud/laundry room, powder room, formal dining room, family room and an open living room complete with fireplace, crown moldings and views of

Pawling Middle School, NY Homes for Sale

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 (7 of which are in the nursery wing and the caretakers' wing) 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 g

Pawling Middle School, NY Homes for Sale

Fully Approved Shovel Ready Fabulous ultra private 5 plus acre homesite in a deed restricted, eco-sensitive subdivision. Don't miss the opportunity to have your dream home built by an experienced local builder. Once built, this spacious front porch colonial will be enhanced by light infused rooms, an open floor plan and custom eat in kitchen perfect for preparing scrumptious meals. A family room with fireplace provides a perfect place to gather and sliders to a large deck/patio will allow barbeques, relaxation and fun to reign. The large finished walkout basement with full bath and 9 foot ceilings provides ample additional living space; office, den, exercise room, guest area, the choice is

Pawling Middle School, NY Homes for Sale

Nestled within a recently divided 163-acre parcel, this picturesque 9.73-acre property offers an idyllic escape. Enjoy the privacy of your own land while having access to a shared 100-acre common area with scenic trails and natural wonders. Set within a protected area, the eight lots in this division have been transferred to new owners, and none can be further subdivided due to conservation easements. The property features a choice of two building envelopes on nearly level ground, allowing you to create your dream home amidst a mixed hardwood and conifer forest. Varied gentle terrain and the absence of wetlands make this land both versatile and enjoyable. An existing unpaved road borders th

Pawling Middle School, NY Homes for Sale

Nice wooded 2.8 acres in the quaint town of Pawling. Needs BOHA. Present all offers.

Pawling Middle School, NY Homes for Sale

Exclusive Mixed-Use Property in Pawling N. Y. ! Incredible Investment or Business Opportunity offering a rare blend of Residence, Greenhouse, Floral Shop, & Nursery. This beautiful Sprawling estate boasts a Commercial c & Residential component? with a 2,500 sqft greenhouse fully-equipped floral shop with retail space There is Ample parking & easy accessibility for Commercial accessibility Don't miss this Rare Opportunity to Invest In this Tranquil Vibrant Business A Must See!

Pawling Middle School, NY Homes for Sale

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

Pawling Middle School, NY Homes for Sale

Seldom does a property like this become available. Two parcels totaling 108 acres create the most idyllic setting on Quaker Hill. Imagine a pastoral retreat blanketed by farmed fields, well-maintained trails, and productive land. With approximately 56 cleared acres, the possibilities are endless. Build your dream country estate, an extended family compound, or an equestrian paradise with ample room for barns, rings, and paddocks. The fertile soil and open fields are perfect for organic gardening, crops, livestock, or outdoor sports. A gentle topography offers multiple building sites with breathtaking privacy, solitude, and stunning views. The first parcel is 78 acres, and the second is 30 a

Pawling Middle School, NY Homes for Sale

Explore this exceptional 4+ acre level lot on Estate Drive, nestled further into the peaceful Cushman Road subdivision in Pawling, NY. Enjoy the privacy of this serene setting while benefiting from shared access with two other similar properties via a common driveway. This lot is equipped with underground utilities and a well, offering a smooth building process. Located just 6 minutes from the charming Village of Pawling, you’ll have easy access to delightful cafes, boutique shops, fine dining, and Metro-North Railroad’s Harlem Line. Embrace the opportunity to create your ideal home in this tranquil, well-maintained community.

Pawling Middle School, NY Homes for Sale

Discover the perfect blend of privacy and convenience with this charming corner lot in the exclusive Cushman Farms subdivision, located in the heart of the beautiful Hudson Valley. This 4.5-acre property is Board of Health Approved, offers easy access to all essential utilities, and includes a barn in the back corner that needs some TLC, offering a unique opportunity for customization. Nestled in a peaceful and remote setting, it provides the tranquility and seclusion you desire, while being just a short 6-minute drive to the charming village of Pawling. Enjoy vibrant community amenities, including cafes, fine dining, and boutiques, with convenient access to the Metro-North Railroad for eas

Pawling Middle School, NY Homes for Sale

Introducing a rare opportunity to own 11.54 acres of unimproved land on highly coveted Quaker Hill. The property is characterized by its wooded areas, offering a serene and private setting for your dream home. The land is surrounded by grand estates and equestrian properties. With a high elevation of 1180 feet above sea level and some clearing, residents have the potential to enjoy breathtaking views that stretch to the Catskill Mountains. Nestled in the heart of Quaker Hill, this parcel boasts an entrance on prestigious Old Quaker Hill Road, just 1/2 mile from Quaker Hill Country Club, rated by Golf Digest as one of the Top 25 9-hole courses in the US. Discover the potential for multiple h

Pawling Middle School, NY Homes for Sale

Introducing a rare opportunity to own 9.313 acres of unimproved land on highly coveted Quaker Hill. The property is characterized by its lightly wooded areas with a level cleared area at the northeast end of the property, offering a serene and private setting for your dream home. The land is surrounded by grand estates and equestrian properties. With a high elevation of 1145 feet above sea level and some clearing, residents have the potential to enjoy breathtaking views that stretch to the Catskill Mountains. Nestled in the heart of Quaker Hill, this parcel boasts an entrance on prestigious Old Quaker Hill Road, just 1/2 mile from Quaker Hill Country Club, rated by Golf Digest as one of the

Pawling Middle School, NY Homes for Sale

An exceptional 68 acre property on the highly sought after Quaker Hill of Pawling. The parcel features 24 acres of clear and level land seamlessly blend with old woods crossed by meandering streams and historic trails dating back to the revolutionary era. Nestled in Quaker Hill's esteemed equestrian community, this property offers panoramic views of neighboring mountains and expansive estates. The possibilities here are vast: build your dream home amidst breathtaking vistas, utilize the ample cleared space (formerly a grass airstrip) for livestock grazing or horse paddocks, construct barns or a caretaker’s cottage, and explore the 40 acres of wooded terrain with UTVs or hiking expedit

Pawling Middle School, NY Homes for Sale

Truly secluded 8 acre lot with golf course views in Quaker Hill area. Abuts Quaker Hill Country Club. Highly rated private course. Next to Oblong horse trail. Have Lot "D" next to it for sale also. Can buy both. Have Lot "C" MLS #6305414 next to it for sale also. Can buy both.

Pawling Middle School, NY Homes for Sale

You can have both! A brand new home and the feel of an established neighborhood. This Board of Health approved building lot is a rare find in Pawling. Approved for up to 4 bedrooms, the house would sit high enough to get peek-a-boo mountain views and watch the sunsets. Partially wooded lot means mature landscaping from the time you move in. Driveway was partially installed for easy access. 1.4 acres gives you space to make plans for a big back yard, pool, garden, chicken coop or just simply privacy. Builders – this could be your next project site. Close to all Pawling Village amenities, restaurants, Metro North, shops and more. Make this location your forever home. Additional Informat

Pawling Middle School, NY Homes for Sale

Great 11 acre BOHA property in Quaker Hill area of Pawling. Great views. Located quiet area next to historic library (not active. Shown as museum in warmer weather). Fantastic getaway area or permanent dream house.

Pawling Middle School, NY Homes for Sale

* * * 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 w

Pawling Middle School, NY Homes for Sale

* * * 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 w