luxury real estate for sale Pawling, United States

Lovely tri-level townhouse in the desirable Cornwall Meadows community. This inviting home has just been totally renovated, with all new hardwood floors, an updated kitchen with new appliances, renovated baths, and a spacious living room with a wood-burning fireplace. This floorplan has a full dining room and wonderful flow throughout. Andersen doors and windows bring in beautiful natural light, while the private deck overlooks a lovely, wooded setting. The primary bedroom offers vaulted ceilings and dual walk-in closets. A finished walk-out basement provides wonderful additional living space with access to a private rear yard and peaceful woodland views. Additional updates include a tankless gas-fired water heater and water softener. Taxes with STAR approximately $9,246.

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

Once a beloved gathering place known as The Timber Trails Inn, this storied home now stands as a testament to time, craftsmanship, and quiet beauty. Set upon 1.4 private, level acres, it offers a sanctuary where history whispers through every beam and floorboard, and modern life unfolds in effortless harmony. All just 65 miles from NYC and lower Fairfield County destinations. Step inside, and you'll feel it immediately-the sense of grace that lingers in homes built with heart. Wide-board chestnut and white pine floors, dual staircases, and charming hidden nooks invite you to wander, to slow down, to imagine the lives that came before. The generous yet intimate flow of the main level makes it equally suited for fireside evenings or lively gatherings. At its center lies the kitchen, beautifully reimagined for today while honoring its past. Soapstone countertops, custom cabinetry, and high-end appliances meet the warmth of an original fireplace and the practicality of a walk-in laundry room. Beyond the doors, your private world awaits. A heated, in-ground saltwater Gunite pool with automatic cover and outdoor shower sits tucked among lush gardens and gentle breezes, home abuts valley pond adding a hush of serenity. Extensive upgrades have been completed, from new mechanical systems to refined details throughout, ensuring comfort in every season. With central air, steam/hot air heating, and a standby generator, every modern convenience is in place. For Sale and or Lease.

Discover the perfect blend of timeless charm and modern sophistication in the heart of Sherman, CT. This beautifully remodeled 2-bed, 2-bath cottage offers an idyllic lifestyle, situated just minutes from the town beach on Candlewood Lake. This home's classic exterior curb appeal sets a welcoming tone for a residence brimming with character. Inside, exquisite period details have been restored to perfection, including eyebrow windows, exposed beams and rich walnut floors. A wood-burning fireplace serves as the heart of the home, creating a warm, inviting atmosphere for gatherings or quiet winter evenings. An adjoining sunroom is a bright, yet cosy place to relax, work or watch the world go by! The flexible floor plan features a separate dining room that easily converts to a main-level bedroom, perfectly adapting to your lifestyle needs. The kitchen features new, high-end s/steel appliances and a separate laundry room also houses the pantry. A full Bath completes this level. Upstairs, two bedrooms share a stylish full Bath and there is central air throughout the home. The standout highlight of this property is a separate, two-level detached artist's studio. The mezzanine floor has 360 degree views and is a perfect place to explore your creative talents. With French doors opening gracefully to a lush yard and established vegetable garden, this space serves as an inspiring retreat for arts & crafts, a workshop, home office, or a peaceful hang out space. Meticulously maintained and perfectly positioned, this cottage is a rare opportunity to own a charming, turn-key property that feels like a private oasis while keeping the best of Sherman living within easy reach. Less than 90 mins to NYC and easy access to Metro North trains.

Exceptional investment and development opportunity offering nearly 100 acres across two contiguous parcels with six existing single-family homes, including two waterfront residences situated on a private 5-acre lake. Owned by the same family since 2001, the property was privately occupied until 2016 and is now fully leased, providing immediate income with significant upside potential. All tenants are currently on month-to-month leases, and rents are believed to be below current market rates. The portfolio includes three 3-bedroom homes, two 5-bedroom homes, and one 6-bedroom home. Current gross rental income is approximately $16,150 per month, with rents remaining largely unchanged for many years. Additional features include shared well water and septic systems, a private dead-end road setting, and substantial undeveloped acreage. The property is currently approved for single-family residential use and presents a rare opportunity for investors, developers, builders, or end users seeking a private compound, income-producing asset, or future development potential. Buyers are encouraged to conduct their own due diligence regarding zoning, subdivision possibilities, and development opportunities.

Beautifully sited on nearly eight private acres with spectacular views, this turn-key Sherman estate encompasses an amenity-filled main residence, renovated guest house, spring-fed pond, classic stone walls, and exquisite English gardens. Offering luxurious resort-style living in one of Sherman's most captivating settings, the home welcomes you with a marble foyer leading to a dramatic double-height living room, where a wall of glass frames the breathtaking vistas. There are two luxurious primary suites - one on each level - with the main-level BR featuring a fireplace and French doors opening to the expansive deck. The top-of-the-line eat-in kitchen features custom cherry cabinetry, a sun-filled dining area, adjoining butler's pantry, and formal dining room. Upstairs are the second ensuite primary bedroom, two additional bedrooms, a den, full bath, and flexible space/artist's studio. The walk-out lower level is an exceptional space, with custom millwork, marble floors, an antique English bar, gas fireplace, sauna, and gym. Pocket doors reveal a spectacular in-home spa featuring a 24' x 14' heated Gunite spa pool, radiant heated floors, a Desert Aire climate-control system, and walls of glass overlooking the mountains and gardens. Outside, stone pathways meander through beautifully landscaped English gardens to the spring-fed pond and guest house, while classic stone walls and a circular driveway connect the main residence, guest house, and attached and detached garages. Despite its remarkable privacy, this beautiful estate is just minutes from Metro-North rail service and less than ninety minutes from New York City. Extensive recent improvements include a new roof, a newly paved circular driveway with restored stone walls, generator, beautifully updated bathrooms, custom built-ins, a steam room, a new four-person sauna, fresh interior and exterior paint, a fully renovated guest house, and thoughtfully redesigned Zen and English gardens. See attached list of features and capital improvements.

Among Dalton Farm's carriage house residences, this end-unit townhouse stands apart for its generous proportions and distinctive floor plan. First-floor living meets an expansive loft and a fully finished walkout lower level — three distinct levels, each with its own purpose, adding up to a home that expands and contracts with how you're using it that day. The two-story living room fills the main level with light. Open to the adjoining dining room and kitchen, the spaces feel connected while holding onto their own comfortable scale. A spacious primary suite and second bedroom with an adjacent full bath complete the main level, along with a new washer and dryer set in the transitional hallway leading to the lower level. Overlooking the living room, the loft is at once a library, home office, and gathering space. It's where work gets done, books are enjoyed, board games are played, and festive meals have room to grow. A full bath and walk-in closet give the loft the flexibility to serve as overflow guest space. The walkout lower level is fully finished, adding approximately 1,350 square feet with two bedrooms, a full bath, a mirrored flex space for workouts or yoga, a media lounge enhanced with acoustic wall panels, and a separate area for the billiards table. With more than 3,300 square feet of finished living space, the home offers four bedrooms, four full baths, and exceptional flexibility across three finished levels. The covered front porch welcomes quiet mornings, while the rear deck extends the home's living spaces outdoors for dining, entertaining, or simply enjoying the view. Below, the walkout patio provides additional outdoor space just steps from the recreation room. The landscape has been thoughtfully designed to frame — rather than compete with — the protected wetland meadow beyond, its tall grasses shifting from green to gold through the season, backed by a wooded hillside that keeps the view feeling protected and open. The current owners have maintained the home with real discipline: a new roof, mechanical systems serviced on schedule, California Closets throughout, and a two-car garage outfitted with ceiling-mounted storage and not an inch of wasted space — the kind of thoroughness that pays off long after moving day. Dalton Farm is more than a well-respected HOA, it's a place with real history and an active, connected community. Set on the former estate of Franklin Roosevelt Jr., the neighborhood's clubhouse, the 200-year-old Roosevelt House, anchors a self-governing community known for its stability and engaged homeowners. Residents enjoy the swimming pool, tennis courts, walking trails, and equestrian center, along with a full calendar of community life—from book clubs to seasonal gatherings, all within easy reach of the Taconic State Parkway, Metro-North, and the Hudson Valley's villages, restaurants, and everyday conveniences.

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 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.

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.

Instantly inviting this pristine circa 1940 's classic Connecticut cottage also known as Little Fox Farm is brimming with character and jewel like qualities on nearly 3 acres a wonderful mixture of meadows, light woods, and mature trees as well as stunning perennial flower gardens developed over 30 years by its owner a designer. Set back on the property the house is in mint condition with beautiful Antique wide board wood floors and it really celebrates the natural light in every room and enjoys woodland and meadow views with peeks at gardens right outside the windows. The Living room is open to both the formal dining room with a gas fireplace and the recently updated the kitchen. Two stone patios one in the front of the house and another in the rear of the house create private places to relax or entertain or just soak up the lovely scenery at different times of day. The primary bedroom is a quiet private suite at the back of the house There is a small bedroom also used as an office. There is a mudroom with laundry. The property features a very detailed designed horse barn that stuns in it beauty yet is also completely functional for a very happy horse or used as an art studio, office, guest quarters. The stall is built with I.P.E wood and the wash stall features hand painted Moroccan tiles. Antique brass fixtures. The potential use of this building is endless! The 2 car detached garage is a quick walk from the house and is actually pretty with Belgian Block floor so

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. 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, The heart of the home is the gourmet kitchen, complete with a center cherry top island, sun-drenched window seat, and stainless steel high- end appliances. It flows seamlessly into the elegant dining and family room area, highlighted by a custom, dual-sided smooth stone wood burning fireplace. 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.

Currently designated as Forest Land and benefitting from lowered property taxes, this 62+ acre parcel offers several opportunities for development or conservation. Beautiful, varied terrain and a stream that meanders through the land. This parcel also abuts open space NorthWest CT Land Conservancy property. Conveniently located between Sherman and New Milford with easy access to Candlewood Lake, Metro North Stations, Route 22 to NYC and the shopping / recreation facilities of the nearby towns. *Survey available.

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!

Rustic cabin with private dock located on a small private lake. Enjoy peace and tranquility from your deck while you take in the best nature has to offer in this 2 bedroom cabin with direct waterfront access. This property is a private co-op owning 110 acres in Putnam County with a large lake surrounded by 28 cabins concealed from the lake by trees and plantings. Shareholders hold leases to their cabins. The lake is motor-free and offers swimming, fishing and (non-motor) boating. The cabin is seasonal since the community water is turned off from approximately the middle of October until the middle of April thus making it the perfect three-season get away. The community is careful to preserve the quiet and historic nature of this special place. The cabins were built starting in the 1920's and the ability to make changes to their exterior, size, structure and concealment is greatly restricted in order to preserve their rustic character. Likewise, the community considers itself the steward of the lake and the surrounding wooded landscape. Financing is not permitted. Final sale is dependent upon co-op Board approval of prospective buyers. Please note there is no toilet in the cabin, only an outhouse.

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!