The agencies at Pawling
These agencies offer a selection of luxury properties vente at Pawling. Feel free to contact them for personalized assistance.
Offered for the first time, this private estate is a secluded sanctuary where luxury and nature exist in perfect harmony. Over the course of five decades, the same family has shaped and nurtured the property with remarkable care and attention, creating a setting that embodies both artistry and authenticity. With its vast landholdings, exceptional lifestyle offerings, it is a once-in-a-lifetime opportunity. Nestled in the heart of nature, this extraordinary private estate spans nearly 1,338 acres, offering unparalleled seclusion, natural beauty, and world-class amenities. Designed as a one of-a-kind family sanctuary, the retreat spans 23 tax lots and showcases breathtaking landscapes, luxurious accommodations, and distinctive architectural elements that blend seamlessly with the surrounding environment. The estate is best described with three large property zones. The Garden Parcel, with 17 lots and seven residences, totaling 751.51 acres, forms the centerpiece of the property. Purgatory Hill encompasses three lots and three residences across 337.61 acres. The Northwest Territory offers 248.63 acres of unspoiled vacant land across three lots. Together, these parcels create an estate of remarkable scale and diversity, balancing residential, recreational, and natural elements. At the heart of the Garden Parcel rises the 55,000-square-foot main residence-an architectural masterpiece surrounded by six additional homes. Within its walls are nine bedrooms, nine full baths, six half baths, and twenty fireplaces, each space crafted with extraordinary attention to detail. The grounds embrace the spirit of the Appalachian Trail, with native plantings and curated landscapes creating a harmonious environment. This grand residence is as functional as it is breathtaking. Designed for both everyday living and exceptional entertaining, it features an indoor pool and spa framed by the surrounding natural landscape, expansive gathering spaces, and an indoor basketball court complete with locker rooms. Two secure, climate-controlled art storage areas further reflect the home's thoughtful design and attention to detail. Complementing the main residence, the Garden Parcel also features a meticulously maintained 6,000-square-foot guest house with its own pool. Artfully designed, the Japanese Tea House further enhances the parcel, offering a peaceful space for both reflection and intimate gatherings. Over 20 miles of interior roads and trails wind through the landscape, inviting exploration by foot, bike, or vehicle. Comprehensive maps detail the extensive network of roads, streams, ponds, and structures. Anchoring the operational side of the estate, the Office Complex features a four-bay machine barn with a lift and wash pad, a multilevel office building, and a dedicated security outpost. This infrastructure ensures seamless management of the property's extensive resources. Conveniently located just minutes from the charming village of Pawling, NY, the estate enjoys easy access to shops, dining, and recreation, as well as close proximity to the Appalachian Trail. Pawling is celebrated for its scenic beauty, rich history, and vibrant cultural life. Outdoor enthusiasts can explore over 300 acres of parkland, hike the nearby nature reserve or tackle the links at the Quaker Hill Country Club. Combining rural charm with urban accessibility, Pawling provides an ideal backdrop for both relaxation and adventure. The sunsets are nothing short of dramatic, with sweeping views that stretch for miles across the rolling hillsides and open sky, filling each evening with a profound sense of serenity. Beyond its natural beauty, this estate embodies versatility, solitude, and enduring grace - a true legacy property unlike any other in the Hudson Valley. Thoughtfully curated down to its meticulously appointed landscape, Woodland Waters now awaits its next steward to cherish and preserve for generations to come.
…By Julia B. Fee Sotheby's International Realty
Discover an exceptional opportunity to own a substantial 24+ acre parcel that presents a multitude of possibilities. This expansive open lot boasts superb road frontage (approx 1,650 ft) and western, sunset views. It offers a welcoming gateway to potential development and the chance to craft a legacy property or a community of homes, subject to subdivision approvals. Situated in a prime location, this property affords easy access to the charming towns of Sherman and New Fairfield, ensuring that convenience and tranquility go hand in hand. The land's gentle slope reveals seasonal views of picturesque Squantz Pond, framing the horizon and providing a serene backdrop for future residences or a grand estate. The natural gradient of the terrain adds character to the landscape, ideal for homes with walk-out basements or terraced gardens that harmonize with the environment. This is more than just land; it's a canvas for your vision. With ample space for creativity and the promise of seasonal splendor, seize the chance to make a mark in an area known for its natural beauty and community spirit. Don't miss out on this superb opportunity to transform this sprawling acreage into something truly special.
…By William Pitt Sotheby's International Realty
A rare 110-acre offering in Sherman, CT, where open skies and eastern-facing views create a truly peaceful setting. Whether you're envisioning a private estate, family compound, or future development, this property offers endless potential. Ideally located close to town and just a short drive to NYC, it strikes the perfect balance between seclusion and accessibility. With subdivision potential for up to 18 lots, this is an exceptional opportunity in one of Fairfield County's most desirable towns.
…By William Pitt Sotheby's International Realty
Discover a once-in-a-lifetime real estate opportunity in the heart of Gaylordsville. This expansive 11.24-acre property offers unparalleled natural beauty and a truly unique feature: your very own 2.5-acre private island. Experience breathtaking, panoramic views of the Housatonic River from every corner of the mainland, while the island serves as a serene sanctuary with front-row vistas of the prestigious Club River Oaks golf course. The property currently hosts a high-tech, movable tiny house that defines small sustainable living. Perfectly suited for the modern eco-conscious owner, the home is fully self-sufficient, powered by a sophisticated wind, solar, and battery system, with propane-powered heating and air conditioning for year-round comfort. Nature is your only neighbor here. The land directly borders the FirstLight Federal Park, providing immediate access to beautifully maintained picnic areas, grills, and a convenient boat launch. Whether you are looking to build a magnificent riverfront estate or maintain an off-grid retreat, this property offers a lifestyle of total privacy and outdoor adventure. Own the ultimate conversation piece-a dream come true where the river meets the fairway. Bring your builder and your vision to one of Gaylordsville's waterfront areas for peace and relaxation year round, while being close to Kent town center. Buyers to perform their own diligence regarding specific building permits and utilities.
…By William Pitt Sotheby's International Realty
Discover a unique opportunity to own over 60 acres of prime agricultural land in the picturesque setting of New Milford, CT, located in the heart of Litchfield County. This exceptional property offers a harmonious mix of open fields, four naturally spring-fed ponds, and gently undulating terrain, making it suitable for a wide range of agricultural pursuits such as row cropping, livestock, equestrian activities, orchards, organic farming, as well as hunting and fishing. The presence of multiple ponds provides convenient water access, and utilities are readily available from the road. The property also features an established beach and picnic area beside one of the ponds, adding to its recreational appeal. Zoned for both agriculture and residential use, this land presents the perfect canvas for those aspiring to a sustainable lifestyle. With easy access to major highways like I84, Route 7, and Route 202, the property is not only ideal for expanding farming operations but also for investing in land with long-term growth potential or for creating a private haven amidst nature. The fields are currently used for hay production, yielding approximately 3,000 to 5,000 bales annually. Owning this land represents more than just a transaction; it's an investment in a foundation upon which to build and to experience life fully, and to establish a lasting legacy. Envision constructing a thriving farmstead or a handcrafted barn where you can forge a life of significance, autonomy, and enduring connections.
…By William Pitt Sotheby's International Realty
Tucked along one of Kent's most admired country roads, this rare 40-acre offering presents an exceptional opportunity to create a private retreat in one of Litchfield County's most prestigious settings. Lightly wooded with gentle contours and framed by classic stone walls, the landscape offers both natural beauty and long-term flexibility for a future estate, modern country residence, or weekend compound. The property's scale and topography provide uncommon privacy while remaining close to the cultural heart of the village. Spooner Hill Road is known for its refined rural character, a setting of established homes, protected scenery, and enduring New England charm, where properties are held for generations and seldom become available. Located just minutes from Kent's restaurants, galleries, boutiques, and renowned schools, the area offers year-round recreation including hiking, skiing, cycling, and golf. Less than two hours from New York City and convenient to Metro-North access, it serves equally well as a weekend escape or a long-term investment in a highly sought-after destination market. A rare opportunity to secure meaningful acreage in a location where privacy, permanence, and lifestyle intersect.
…By William Pitt Sotheby's International Realty
Just one mile north of Kent's charming village center, this 2.3-acre parcel offers a rare opportunity to build the home you've always envisioned. Gently wooded and mostly level, the land provides a natural, private setting - with a scenic stream meandering through the back of the property. Nestled in the heart of the Litchfield Hills, you'll have world-class hiking, biking, fishing, and skiing right at your doorstep - all just two hours from New York City.
…By William Pitt Sotheby's International Realty
Private, Rural setting within a short walk to Roxbury Tennis courts, library and the Roxbury Market.This 4.01 acre approved building lot offers the perfect blend of tranquility and convenience, making it an exceptional opportunity to create your custom dream home. Tucked away on a quiet road, this property features beautiful, light woods that provide a serene and private setting. Enjoy the best of Roxbury's natural beauty and recreational amenities, with the lot located just minutes from a variety of hiking trails. For those who love the outdoors, Apple Lane is just around the corner, offering direct access to the scenic Hurlburt Park. This special parcel offers a rare chance for a quiet escape while keeping you connected to the heart of this charming Litchfield County community. Build the home you've always envisioned and start living the Roxbury lifestyle.Private,
…By William Pitt Sotheby's International Realty
Calling all nature lovers! Build your dream home on this amazing 8+ acre lot in an area of magnificent homes. This lot is surrounded on 3 sides with protected state land. The topography varies. It is fairly flat at the highest point which would be a great building site. Building site is cleared. Strategically placed you would have a view of Lake Waramaug and distant mountains. The property slopes downward on the southern side which could be a great sledding hill. This is a prime building site which are becoming harder and harder to find. You are minutes from the historic Village of New Preston and the Lake Waramaug town beach. Visit the local farmers markets and country fairs. Dine at great local restaurants. Under 2 hours to NYC!
…By William Pitt Sotheby's International Realty
If You are looking for land with views to build your dream home, this is it. This is truly an Estate Property. The 27 acres is cleared and open. There are several building sites at the top with 180 degree views. The land slopes gently down with a brook and 2 small ponds at the bottom. There is a fairly large barn and a smaller shop on the property in need of repairs. They are being sold AS IS! Bring your plans and build in a most beautiful part of the world in a sought after Connecticut town. Litchfield County is rural and beautiful. Enjoy farmers markets and country fairs. Visit any number of great restaurants in the area. There are many art shows, antique shops and boutiques to visit. As for outdoor activities, there are thousands of acres of land trust and hiking trails in Roxbury and surrounding towns. The Shepard River offers great fishing. There are ski areas close by as well as lakes for boating, fishing and swimming. Located under 2 hours from NYC! Taxes are based on 490 farming designation.
…By William Pitt Sotheby's International Realty
Wonderful opportunity to build your dream home in the Litchfield Hills. Privately situated 8.5 acre parcel at the end of a quiet country road, with a roughed-in driveway leading to a partially cleared house site surrounded by forestland. A prior engineered site plan and septic design for a five-bedroom home were completed in in 2020, providing a useful starting point for your own planning. Close to the villages of Kent and New Preston, the Appalachian Trail, the Housatonic River, and Mohawk Ski Mountain, and Manhattan is just two hours away.
…By William Pitt Sotheby's International Realty
Welcome to Willow Brook Drive! If your dream has been to build your new home in what feels like a Monet painting, this property will make your dream a reality. Here is your chance to have two prime lots of land, together making 20+ acres of endless possibility! With year-round beautiful meadows and enchanting woods, you can have the best of both worlds. Originally cattle pasture, the vast fields offer easy building sites and 360 views of nature. If seclusion in the forest is more up your alley, this plentiful land will accommodate for that too. Let your imagination run wild. These approved building lots are ready to develop! Multiple flat & cleared building sites. Underground power and utilities, running up Willow Brook Dr. Feasibility map available upon request with original percolation/soil data. This listing is for both Lot 7 & Lot 8 Willow Brook Dr. Both lots are to convey with the sale. Tax figures and acreage shown on listing are the total sum of both lots combined.
…By William Pitt Sotheby's International Realty
First time available. This picturesque lot offers panoramic views of Lake Mamanasco plus optional membership to Mamanasco Beach Club with a nominal annual fee to enjoy swimming, dock, canoeing/kayaking, volleyball, grilling, and beach parties. The parcel has been in the owner's family for decades. Plans are attached for a 4 bedroom dwelling that was designed in 2002 but never built. Engineering and testing were done at that time. Come build your dream home on this scenic lot offering great views of the sunrise and lake. Also enjoy nearby hiking in Mountain Lakes and Richardson Park.
…By William Pitt Sotheby's International Realty
Peaceful 8.2-acre parcel located on a scenic, quiet road in Roxbury. Enveloped by mature hardwood forest with pockets of dappled sunlight and native fern understory, this magical setting offers both beauty and privacy. Set near the tri-town border of Roxbury, Washington, and Woodbury, the location offers easy access to all the amenities and charm of each town, including farmers markets, hiking trails, fine dining, and village centers. A 2019 perc test by Brian Neff and proposed site and septic plans are available. Bring your vision and build a storybook retreat in one of Litchfield County's most desirable enclaves.
…By William Pitt Sotheby's International Realty
29.20 acres of unspoiled beauty for sale in historic Warren, Connecticut - one of the oldest towns in Connecticut, first settled in 1737. The property has been in the same family since the1800's. This woodland parcel is located on a quiet dead-end road and gives one the chance to build a retreat in a small country farming community. It offers access to power lines as well as substantial road frontage, with approximately 900 feet on Above All Road, and 55 feet on historic Sackett Hill Road. The surrounding countryside features old time local farm stands offering the best of family grown produce. The town beach is located on nearby beautiful Lake Waramaug. Today, Warren continues to retain the unique character of a rural farming town whose pastoral beauty brings to mind a picture of peace and serenity.
…By William Pitt Sotheby's International Realty
Approximately 115.06 acres of Raw land located in Warren CT . Offering a mix of woodlands with about 800 plus feet of road frontage on Lake Road and approximately 900 feet on Angevine Road. Lake Waramaug Brook runs through the property. Stonewalls. Minutes from Warren town Center and the Warren town Beach located on Lake Waramaug. Plus a mix of local farm stands dot the country side , Enjoy easy accessibility to local Restaurants and Vineyard.
…By William Pitt Sotheby's International Realty
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These agencies offer a selection of luxury properties vente at Pawling. Feel free to contact them for personalized assistance.