luxury real estate for sale Pawling, United States

Discover the rare opportunity to build your custom modern ranch in the tranquil countryside of Sherman, Connecticut, just minutes from the New York line. Nestled on a private, wooded 1.02-acre lot in the exclusive Timber Trails area, this to-be-built contemporary home blends sleek design with serene living. Built by renowned SHERMAN BUILDING DESIGNS, every element will reflect the latest in energy efficiency, smart-home technology, and clean architectural lines. Enjoy open-concept living with soaring ceilings, designer finishes, and seamless indoor-outdoor flow. The 2,240 sq ft layout is thoughtfully crafted for modern lifestyles, offering flexibility for remote work, entertaining, and multi-generational living. Potential eastern views of Timber Lake create a nature-infused backdrop from sunrise to sunset. Drive through a scenic 1600-foot private driveway past a picturesque pond and arrive at your secluded haven-yet remain close to every amenity. Just 5 minutes to the charming Sherman town center and Candlewood Lake with its sandy beach, boat slips, and community park. Commuters will appreciate easy access to the Metro-North train to NYC, while golf lovers are within 10 minutes of both River Oaks Country Club and Quaker Hill Country Club. Outdoor enthusiasts will love nearby Deer Pond Audubon Sanctuary, offering 20+ miles of trails across 835 acres of protected land. Whether you're looking to relocate full-time, create a luxury weekend getaway, or invest in a short-term rental-ready home near Candlewood Lake, this is your chance to own a slice of Connecticut paradise just an hour from Manhattan.

Exceptional opportunity to acquire this contemporary masterpiece designed by renowned architect Allan Shope. Tucked away in the serene woods of Wingdale, this property spans 29.7 acres and boasts a substantial pond, once part of the historic Camp Sacajawea. The residence is positioned on a secluded, wooded parcel, offering breathtaking views of mountains and the tranquil pond making it an ideal retreat or permanent abode. This distinctive copper-clad home comprises 2 bedrooms and 1 bath, showcasing meticulous craftsmanship with handcrafted Black Walnut woodwork imported from Thailand. As you step inside, the attention to detail is immediately evident, highlighted by floor-to-ceiling windows adorned with custom drapes, glass countertops, a gas fireplace, and radiant heated floors throughout. The kitchen is equipped with top-of-the-line Thermador appliances, ensuring a premium culinary experience. The home also features an automatic generator, providing peace of mind during power outages. Architectural excellence extends beyond the existing dwelling, with available plans for the construction of an additional larger home on the expansive property. Embrace the opportunity to own a unique piece of architectural history while enjoying the tranquility and natural beauty that surrounds this remarkable residence. Duell Hollow Road

Exceptional opportunity to acquire this contemporary masterpiece designed by renowned architect Allan Shope. Tucked away in the serene woods of Wingdale, this property spans 29.7 acres and boasts a substantial pond, once part of the historic Camp Sacajawea. The residence is positioned on a secluded, wooded parcel, offering breathtaking views of mountains and the tranquil pondmaking it an ideal retreat or permanent abode. This distinctive copper-clad home comprises 2 bedrooms and 1 bath, showcasing meticulous craftsmanship with handcrafted Black Walnut woodwork imported from Thailand. As you step inside, the attention to detail is immediately evident, highlighted by floor-to-ceiling windows adorned with custom drapes, glass countertops, a gas fireplace, and radiant heated floors throughout. The kitchen is equipped with top-of-the-line Thermador appliances, ensuring a premium culinary experience. The home also features an automatic generator, providing peace of mind during power outages. Architectural excellence extends beyond the existing dwelling, with available plans for the construction of an additional larger home on the expansive property. Embrace the opportunity to own a unique piece of architectural history while enjoying the tranquility and natural beauty that surrounds this remarkable residence. Duell Hollow Road

This 4-Bedroom/3-Bath Contemporary Ranch is privately set in desirable southern Sherman, bordering six acres of protected open space and offering a blend of comfort, style, and the convenience of single-level living. Surrounded by nature on a fully usable 2-acre property, the home's inviting L-shaped design fills the interior with natural light while seamlessly connecting indoor living spaces to the outdoors. At the heart of the property is a beautiful heated gunite pool with elegant fieldstone surround, complemented by lush perennial gardens, a fenced one-acre backyard, and expansive lawn areas ideal for recreation or entertaining. Inside, the spacious layout features bright and airy living and dining rooms, along with a large family room enhanced by heated tile flooring and one of two fireplaces. Maple hardwood floors run throughout the main level, adding warmth and continuity. The home offers two primary bedroom suites, including one in the finished walkout lower level-perfect for guests, extended family, or an in-law arrangement. The lower level provides approximately 1,600 square feet of finished space, offering flexibility for recreation, home office, fitness, or private guest quarters. The home underwent a full renovation in 2004, was stylishly remodeled in 2013, and many recent upgrades since. Ideally located in southern Sherman, this easy-living property offers privacy and tranquility while remaining highly convenient for commuters.

TABER ACRES -This is the building lot you've been waiting for! Flat lot, sandy soil, and ready to build! 7.4 acres means this lot can accommodate a pool, a 2 bedroom guest house, sport court, and more! Private setting on Taber Road near a working farm with tons of curb appeal and less than 1 M to NY LINE for ease of commutes both full time or weekend! Wetlands in back to remain in conservation, and have hiking trails, a bridge, and boardwalks! This is your chance to partner with an award-winning local design-build firm to create the home of your dreams! House plans shown are just a sample; this firm can do whatever fit your needs. Check out Sherman Building Design LLC on the web or on Instagram-extraordinary blend of superior craftsmanship and refined modern design. This is the only lot left in this small country 3 Lot subdivision; The sale price listed represents a land conveyance at 369K, and a building allowance starting at $500/ sf. Ease & proximity 5M-Metro North Train Station/4M-quaint small Town Center, Community Park w/Basketball, Tennis & Pickle Ball Courts, jogging path/Town Boat Slips/Kayak-Canoe Racks & Sandy Beach on CANDLEWOOD LAKE/2M to private golf club (The Club @ River Oaks) / 3.5M to Quaker Hill Country Club. 4M to 835 Acres Deer Pond Farm Sanctuary-Audubon Center w/its 20M of trails. 60M to NYC-makes for a perfect weekend retreat or year round living. Welcome to Small Town USA! Builder available to meet and walk land.

Welcome to 145 Pine Hill Rd! An exquisite home offering 4-bedrooms with 3.5 baths and a generous 3400+/- total sf. Home is set on a spacious 4.57 -acre lot and features an oversized 4 car-detached garage. As you approach the property, you'll be greeted by a front porch, welcoming you inside. The heart of the home is adorned w/reclaimed, hand-hewn beams accentuating the ceilings & mantle, paired harmoniously with a propane log fireplace. This central gathering space is bathed in natural light spilling in through expansive windows, complemented by a twelve-foot wide Anderson double slider leading to a meticulously crafted deck, optimizing the western exposure for all day sun. The kitchen offers a state-of-the-art appliances and extensive countertop space with over 20 feet on the perimeter and an 11 ft island. Each of the 4 bedrooms provides a unique space, while the 3.5 baths feature refined fixtures & chic designs. Off the primary bedroom is a retreat unto itself, featuring a circular patio where one can reflect in the joyful sounds of the water fountain or unwind in the private hot-tub. The lower-level family room with a built-in bar and a cozy wood-burning stove, ideal for entertaining & relaxation alike. A saltwater in-ground heated pool & beautifully crafted outdoor entertainment areas, including a whimsical chicken coop/shed, enrich the outdoor living experience. Nestled near captivating attractions such as Pootatuck State Forest & Candlewood Lake.

Welcome to 145 Pine Hill Rd. A renovated Organic Modern home mixing both modern amenities and rustic charm. Adorned with random plank flooring, hand-hewn beams and massive field stone fireplace. The 12ft sliders in the Living Room allow for access onto the spacious deck. The culinary space is a chef's haven, equipped with state-of-the-art appliances & premium finishes that inspire culinary creativity. With southern exposure, the house offers plenty of opportunities for sunlight, expansive views off the deck along with a great setting for gardening. Each of the 4 bedrooms provides a unique space, while the 4 baths feature refined fixtures & chic designs, ensuring every personal convenience is met. Off the primary bedroom is a retreat unto itself, featuring a circular patio where one can reflect in the joyful sounds of the water fountain or unwind in the private hot-tub. The lower level is another entertainment area with full bathroom and spacious family room with wet-bar which opens to the swimming pool and deck areas. Great for the avid outdoor enthusiast where there is plenty of hiking, mountain biking and fishing.

Welcome to this beautifully renovated 4-bedroom, 2.5-bath Colonial nestled in a highly desirable subdivision, where timeless design meets modern luxury. Step inside to a dramatic two-story foyer that sets the tone for the rest of the home. The main level features newer hardwood flooring and an open, flowing floor plan ideal for both everyday living & entertaining. At the heart of the home is a stunning, custom-designed kitchen complete with built-in appliances, marble countertops, and high-end cabinetry. The sun-drenched family room impresses with its vaulted ceiling and cozy wood-burning fireplace, creating a warm and inviting space. Additional main-level highlights include a private office with French doors, a butler's pantry with wet bar, a formal living room, and a convenient mudroom off the two-car garage with custom built-ins. Upstairs, you'll find refined carpentry and four generously sized bedrooms, including a luxurious primary suite featuring a tray ceiling and a well appointed full bath. A second full bath serves the additional bedrooms. The finished lower level offers a versatile recreation room, perfect for a playroom, media space, or home gym. Outside, the property is truly exceptional-professionally landscaped with elegant stone walls, ambient landscape lighting, and a gorgeous in-ground heated pool that transforms the backyard into a private oasis. This home combines sophisticated style, thoughtful upgrades, and an unbeatable location.

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.

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.

Nestled in the serene cul-de-sac of prestigious Hubbell Mountain Farm North, 3 Partridge Trail in Sherman, CT, offers a luxurious and carefree lifestyle in a custom Colonial home. Set on 9.24 acres of level land adorned with colorful trees and charming stone walls, this property provides a tranquil retreat with picturesque country views. The open floor plan of this 4-bedroom, 2.5-bathroom residence exudes modern elegance and vintage charm, featuring gleaming hardwood floors, French doors, and antique finishes. The gourmet kitchen is a chef's dream, boasting a center cherry top island, Viking stove, Sub Zero refrigerator, and stainless steel appliances, seamlessly flowing into the dining and family room area with a custom wood-burning fireplace. A spacious living room, private home office, and powder room complete the main level, while a spindle staircase leads to the primary sanctuary upstairs, offering a walk-in closet and a luxurious marble bath with Edwardian-style console sinks and a soaking tub. Additional guest bedrooms with generous closet space and a shared full bath provide comfort and style, with a convenient laundry room rounding out the upper level. The full walk-out lower level offers potential for additional living space and storage, complemented by a 3-car garage and a Generac generator for added convenience.

Set on an extraordinary 12.81-acre parcel, this one-of-a-kind estate offers a rare blend of privacy, luxury, and architectural distinction. Fully renovated from top to bottom, the home showcases exceptional craftsmanship with high-end, custom finishes and a design unlike anything you've seen before. Step inside to the main level where soaring ceilings, exposed beams, and walls of glass fill the great room with natural light, anchored by a striking fireplace. The stunning custom kitchen is both functional and beautiful, seamlessly connecting to the dining area-perfect for everyday living or entertaining. A unique lofted office space overlooks the main living area, adding character and versatility. The main level also features a thoughtfully designed full bathroom complete with a built-in sauna for a spa-like experience. The lower level offers a private retreat with a spectacular primary suite featuring a luxurious full bath, walk-in shower, and custom closet. A second bedroom includes charming built-in bunk beds, while the mudroom/laundry room is equipped with custom built-ins and a convenient bench. Step outside and enjoy resort-style living with direct access to an in-ground pool and spa, as well as an expansive deck ideal for entertaining or relaxing while taking in breathtaking long-distance views.

Nestled in one of New Milford's most scenic and sought-after locations, this beautifully renovated 1950s Contemporary Cape offers the perfect blend of timeless charm, modern comfort, and natural beauty. Set on .97 acres and surrounded by the picturesque landscapes of the McGoldrick Farm and the Northwest CT Land Conservancy which is the largest land trust in the state protecting over 14,000 acres of open space, wildlife sanctuaries and working farmlands. Bathed in natural light, the 2,128-square-foot home features four bedrooms, three full baths, hardwood floors throughout, new lighting, and thoughtfully updated interiors. The spacious living room centers around a classic fireplace, while the dining room showcases a sun-filled bay window overlooking the peaceful surroundings. The renovated kitchen is both stylish and functional, featuring soapstone countertops, white cabinetry, stainless steel appliances, and seamless access to outdoor living spaces. Sliding doors open to expansive decks where the soothing sounds of the adjacent brook create a private retreat. The primary suite offers its own sanctuary with direct access to a generous 24' x 10' covered deck. Located just moments from the historic 1740 Little Red Schoolhouse, this exceptional home offers a rare opportunity to enjoy updated living in a truly remarkable setting. *Seller has requested all offers be submitted by Monday, June 8.

REDUCED FOR SALE - Be ready for summer occupancy! Sail Harbour Club, on Candlewood Lake offers this grand colonial on 1.13 acs hosting 4/5 BRS, 6 Baths, 4 car garage plus an expansive yard w/seasonal lake views. Spacious rooms, hardwood floors, center isle kitchen w/coffee bar & breakfast nook topped with granite adjacent to a formal dining room. A secluded living room, can be used as a library, den or second office. The stone fireplace is the focal pt of the family room with adjacent bar room; great for entertaining. French doors access the oversized deck; ideal for summer BBQ's. Discover an owner sanctuary in the private primary suite w/whirlpool bath, 2 WICs w/built-ins plus 4 other grand bedrooms with access to full baths. Enjoy fun times in the 1800+ SF lower level w/playroom, gym & full bath walks out to the private yard surrounded by lush greenery. The expansive deck offer seating options & relaxation areas. Grand spaces for all to enjoy, from large extended family to overnight guests. Play set in yard will remain. Enjoy sunbathing at the white sand beach, boating from your private dock at the community marina, tournament caliber fishing all over the lake, tennis and pickleball plus festivities at the community clubhouse. Many recent updates include boiler, hot water heater, roof, deck, appliances & more! Just 10 min.to local shops & less than 70 min to NYC! A true find in this sought after lake community! Most furniture & water toys are available ! Don't Miss It!

Welcome to Four Corners, where refined living meets exceptional community amenities. The entry foyer opens to a beautifully designed home, featuring a seamless blend of open-concept living and thoughtfully defined spaces. The updated kitchen is the heart of the home, featuring quartz countertops, a generous bar counter, and a sun-filled breakfast area with sliding glass doors that lead to the deck—perfect for indoor-outdoor living. The adjoining family room is warm and inviting, highlighted by oversized windows and a wood-burning fireplace. Entertain with ease in the formal dining room, complete with a butler's area, while the versatile living room provides the ideal space for a den or home office. The primary suite offers a private retreat with a spa-like bath, including a double vanity, oversized soaking tub, separate shower, private water closet, and two walk-in closets. The upper level includes two spacious bedrooms and a beautifully renovated hall bath featuring a rainfall shower. A walk-out lower level provides additional flexible space, ideal for recreation, a home gym, or guest accommodations. An oversized driveway and two-car attached garage complete the home's practical features. Residents of Four Corners enjoy true resort-style living with access to a newly renovated 10,000 sq ft clubhouse offering a lounge with bar, billiards and game room, fitness center, movie room, indoor basketball court, playroom, conference room, and event space with a kitchen. Outdoor amenities include a swimming pool, tennis and pickleball courts, basketball courts, and two playgrounds. With elevated design, scenic surroundings, and unmatched amenities, this is an impeccable offering in a sought-after community—perfectly suited for today's lifestyle.

Luxury living with a view begins here, where a welcoming front porch sets the tone and overlooks tranquil Ball Pond—offering an effortless backdrop for morning coffee and quiet evenings alike. Comprehensively renovated in 2021/2022, the home has been thoughtfully reimagined from top to bottom with no surface left untouched. The open-concept main level is both refined and highly functional, anchored by a dramatic wall of French doors that flood the space with natural light and open to a raised deck with stairs leading to the backyard. The kitchen and baths have been fully redesigned with elevated finishes, complemented by refinished flooring and a cohesive suite of upgrades throughout, including modernized electrical systems and enhanced interior lighting.Upstairs, the layout has been carefully reconfigured to expand the primary suite and closet space, creating a more private and luxurious retreat. The original secondary staircase remains in place (currently not in use), offering a rare opportunity for future conversion to an in-law or guest suite. Four additional well-proportioned bedrooms—including a second primary-style suite—along with convenient laundry access and a walk-up attic complete the upper level. The unfinished lower level, with 8-foot ceilings, presents exceptional potential for future living space. Significant infrastructure is already in place, including zoned HVAC, electrical, framing, and rough plumbing for a wet bar and full bath—providing a strong foundation for expansion.

Church for sale! Available to be used as a new denomination, or converted to a residence. Beautiful sanctuary complete with pews with more in balcony. It has several large meeting/class rooms and an office, with two restrooms. Could be converted into a very cool house! There is also a 2931 sf 3BR antique rectory house on the property, part of which has been rented as a residence and part of which has been used as office space. The residence part could use updates, or convert the entire building back to residential use. May be suitable for a home based business in R-40 zone. This is a listing where you need to see it to understand the property. Schedule your private showing right away!

Thoughtfully designed with quality craftsmanship and a flexible floor plan, this end-unit townhouse offers low-maintenance living without sacrificing space, privacy, or style. Hardwood floors and abundant natural light create an easy flow through the living and dining areas, while the beautifully appointed kitchen features granite countertops, ample cabinetry, recessed lighting, and an oversized center island ideal for casual dining or gathering with guests. The main-level primary suite offers plush carpeting, oversized windows, and a full bath with a granite vanity. A powder room and laundry area complete the first floor. Upstairs, an expansive family room, additional room, walk-in closet/storage area provide excellent flexibility for an office, fitness space, guest retreat, or hobby room. Outside, a patio w/retractable awning overlooking a manicured lawn & dramatic rock outcropping is a peaceful, private setting. The Woods at Dunham Pond is a beautifully maintained 55+community in picturesque New Fairfield, and is convenient to shopping, dining, medical facilities, and major commuter routes. This unit is an Affordable Housing Unit subject to deed restrictions. The maximum resale price is $330,000. Prospective purchaser(s) must meet income eligibility requirements, with the maximum 2026 adjusted household income limit set at $117,600. The Sale and Procedure Guidelines for all parties, along with the Application for income eligibility, are attached to this listing for review.

This elegant four-bedroom home, built in 2021, is perfectly sited on 1.8 acres of professionally landscaped, private grounds. Designed for effortless single-level living, it features an open-concept layout with a chef's kitchen and center island, a welcoming living room with fireplace, and a sunlit dining area that all flows seamlessly to a covered porch with views toward the Housatonic River. The luxurious primary suite includes a spa-like bath with a soaking tub and an expansive walk-in closet. This level also offers an additional en-suite bedroom, along with two more bedrooms - one currently used as a media room - that share a stylish, contemporary jack-and-jill bathroom. For those seeking extra space, the home provides unfinished areas above the garage and in the expansive walk-out lower level, both ready to be transformed into a home office, guest suite, fitness studio, or whatever best suits your lifestyle. The property is part of The Club at River Oaks, a private community offering premier golf, fine dining, and resort-style opportunities in a stunning New England setting. Just under two hours from New York City and minutes from boating on Candlewood Lake, this residence is ideal as either a full-time home or a relaxing country retreat.

Charming and Serene 3-bedroom, 1.5-bath Cape Cod Oasis perfectly nestled in a tranquil and serene private setting bursting with character and charm. Step through the front door into a sun-drenched sunroom adorned with rich wood textures, the perfect spot to unwind. The open-concept living and dining rooms feature elegant crown molding, a French door, exposed beam, and cozy wall-to-wall carpeting. Nearby, the stunning, sunlit eat-in kitchen boasts newer stainless steel appliances, a gas stove, a French door fridge, a pantry and an abundance of cabinet and counter space with a casual corner dining area. Step outside to a private backyard paradise featuring a sprawling stone patio surrounded by colorful perennials, a lush lawn, and a fenced yard. A few steps up, an above-ground pool awaits summertime fun. The property also includes a convenient mudroom, a detached single garage, and a large natural stone gravel driveway. The main level hosts three bedrooms with ceiling fans and wall-to-wall carpeting, including a generous primary bedroom with a double closets. The stunning full bath boasts wainscoting, and a modern half bath features a convenient laundry area. The spectacular finished lower level features a family room anchored by a full-wall stone wood-burning fireplace, a dry bar, Berber carpeting, and a versatile den perfect for a home office, gym, or guest suite. Complete with a new roof, a brand-new oil tank and efficient oil heat. Close to NY border and yet privacy galore.

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.