Wingdale NY Real Estate & Homes for Sale

A truly rare opportunity to own "Dragonfly Farm", one of the most unique estates in New England which has been featured in House & Garden and many architectural books. The estate compound began in the 1700s with the construction of the mill and the millkeeper's house (which now serves as the guest house). The Federal style stone house was added to the property in the early 19th century. In the 20th century, this main house was expanded by owner and architect Heathcote Woolsey. It was then owned by the Hammerstein family (of Rogers & Hammerstein fame). The current compound includes the 5 bedroom residence, 2 bedroom guest house, antique barn, office/gym/game room complex above the 4+ car garage, caretaker's house and a stone cabana. Unique features of the main house include a gracious foyer w/ curving staircase, dining room w/ opposing fireplaces, vaulted kitchen w/ stone walls/opposing fireplaces/hand hewn beams & a stunning solarium/family room. Leisure time will find you enjoying tennis, soccer, basketball, golf chipping, archery & the gunite heated pool.

Stand alone over 55 new construction with all of the bells and Whistles. Propane heat and central air. Hardwood floors throughout. Center island kitchen. Main floor master bedroom suite. 2 car attached garage. Main level laundry. Upper level has bedroom/full bath/large office and family/media room. 9 ft ceilings. Composite decks. Low common fees. City water. So much value.

This Sherman home offers the best the area has to offer, only 70 miles to NYC, abundant natural beauty, low low taxes and a community that truly cares for one another. You will find your next home on this quiet road, your own oasis comes with a heated salt water pool with a new liner, pump and filter for years of fun to come. Some of the many upgrades this home offers... central air, newer roof, mostly newer windows, upgraded electrical and generator hook up ready, newer siding, gutters and front door. The open floor plan is an entertaining paradise as the main level offers a circular flow allowing for hosting summer gatherings with ease. Come enjoy life as it should be.

Sitting on top of Mauweehoo Hill, transport yourself to this nature lover's paradise where privacy abounds! This quiet cul-de-sac is nestled in the beautiful hills of Sherman. Enjoy the rainbow of colors from the spectacular sunrise every morning on your Trek RainEscape deck. Overlook your cottage style pollinator gardens, and rolling stonewalls that make up this majestic property. Crafted as a truly self-sufficient property, pick several varieties of apples in the lower apple orchard, or continue to grow your own food in any one of many vegetable or herb gardens. Improvements abound as the owner added new roof, new HVAC system, new triple pane Marvin windows in lower level, hydro radiant floors in the solarium and two lower bedrooms and baths, new well pump, new electrical service to the garage, main chimney was rebuilt with copper flashing and two other chimneys have been realigned and lower level fireplace has new insert. The foundation was recently resealed as well and the home is wired downstairs and outside for surround sound. Have piece of mind to never lose power with the whole house Generac. This approved five bedroom, five full bath home is ready for its new owners who can still make it their own with needed bathroom upgrading and other work on the main level of the home. Just a few minutes from the Harlem line train station in Pawling, work from home or take the train into the city when needed! This very prestigious area of Sherman awaits you!

Originally constructed in 1739, this delightful Antique is nestled in Kent's picturesque Flanders Historic District, right along scenic Cobble Road. Steeped in history, the home boasts many original features, from its wide board floors to the central chimney that serves two fireplaces in the living and dining rooms, not to mention the charming hand-hewn beams overhead. Meticulously maintained, the original house has undergone a thoughtful expansion, creating a generous open-concept space that seamlessly blends a modern kitchen with high-end stainless steel appliances and butcher block counters, flowing into a sun-drenched dining area and seating area adorned with custom built-in bookcases. Venture upstairs to discover the primary bedroom with its luxurious en suite bathroom, flanked by two additional bedrooms sharing a bath. The walk-out lower level offers a versatile large room that could easily serve as an overflow bedroom, accompanied by a full bath. The property also features a grand party barn and a separate studio, adding an extra living space ideal for a home office or a future guest home. Outside, the 2.4-acre property borders Cobble Brook and showcases a serene pond, enchanting vegetable and flower gardens, a charming grape arbor, and a fruitful orchard, creating an absolutely idyllic setting.

Two lots being sold together- included in the sale of 59 Fuller Mt. is 61 Fuller Mt with an additional .92 acres and additional taxes of $1489.00. Build your dream house, just 5 minutes from Macedonia State Park for hiking, biking , fishing ,etc. Minutes from Kent town center.

Freshly painted and ready for its next owner! This beautifully updated first floor end unit condo is situated in the best private location in the complex. Completely and thoughtfully renovated with quality materials throughout makes this unit extra special. Updates include Brazilian redwood floors, gorgeous kitchen with custom soft-close cabinets, granite countertops, GE stainless steel appliances and an eat-at peninsula with stools, lovely new ceramic tiled bathroom with glass shower doors, custom walk-in closet in primary bedroom, new thermostats, 6-panel doors and all new tilt-out Anderson windows. Washer and dryer right in the unit! The building basement has your own cubicle for additional storage needs. Reserved parking space in front of building. What more could you ask for? Such a great value for the price. Come see for yourself!

Rare and sought-after, this exquisite property in prestigious Spectacle Ridge offers a unique opportunity to own a piece of paradise with shared access to pristine South Spectacle Lake. Nestled on a private 8+ scenic acres of natural beauty, this home provides access to a shared waterfront with private beach, tennis courts, and clubhouse, making it a coveted retreat for those seeking tranquility and luxury. The beautifully-decorated Cape exudes charm and cheerfulness boasting hardwood floors, two fireplaces, and 9' ceilings, adding warmth and elegance to the space. The well-equipped kitchen with a propane cooktop and walk-in pantry flows seamlessly into a cozy family room with a wood stove and French doors opening to a private rear patio, perfect for outdoor entertaining. The main level features a living room, dining room, and private office, providing ample space for relaxation and work. Additionally, the lower level offers a ping pong table for added enjoyment. Ownership of this property includes private lake rights, boating equipment, and access to community clubhouse amenities, ensuring a lifestyle of leisure and recreation. Situated just over 90 minutes from Manhattan in the charming town of Kent, this home offers a rare opportunity to experience a year-round country/lake lifestyle that is truly unparalleled.

Stunning Colonial in the serene and picturesque community of Timber Trails on the New Fairfield/ Sherman border. An short commute to NY and Metro North. The magnificent country kitchen is the heartbeat of this home including professional grade Wolf appliances, large granite island and custom cabinetry. Notice the hardwood floors throughout the home and custom millwork including specialty beveled glass French doors. Large primary suite with 2 walk in custom closets. One en suite bedroom, 2 additional large bedrooms, a full bathroom and large laundry room complete the second floor! Beautiful stone work, lovely mature plantings and patio with views of the pond. This home has all the high end finishings you've been looking for with the low taxes of Sherman. Welcome home!

Welcome home to Park Glen. This small enclave of luxury duplexes embodies sophisticated country living in the Litchfield Hills and is under 2 hours from Manhattan. With its location at the very end of the street next to the forest, privacy abounds in this end unit. Walk in the grand foyer and you are greeted by soaring ceilings and an abundance of hardwood floors. This beautiful home features an open concept kitchen, dining, and living room with a generous enclosed sun room porch to enjoy year round overlooking the lush landscaping below. The large first floor primary suite boasts large dual walk in closets just off the primary bath suite. Guests can enjoy a a private upstairs featuring a full bath, loft, and large bedroom. The lower garden level has a massive entertainment room with its own half bath and a walk out to its own patio. In addition, there is a tremendous amount of additional storage in the basement. Or finish the additional basement areas to make an even larger home. Come and enjoy the good life in this central location near the New Milford Green, Candlewood Lake, and the Housatonic River.

This Greek Revival style meetinghouse has been lovingly maintained and is prominently located on Route 202 at the intersection of Buckingham Road and near the Northville Market. It includes 2+acres, a 25-car parking lot, a full basement which houses a commercial kitchen, bathroom and the heating system, a newer cedar shingle roof, and cedar siding. The central entry has a modern oversized front door. Architectural features include Marvin true divided wooden sash windows, interior balcony, original oak flooring, and post and beam construction. The B4 zone allows you to live and work on premises. Gallery, Studio, Theater, Office, Shop, Home...there are unlimited possibilities and it's ready for you to make your dream come true.

Immerse yourself in the ambiance of this 3-bedroom, 1-bath colonial nestled on a level 1.11-acre lot. With nearly 2,000 sq ft of living space, this home offers a harmonious blend of old-world charm and contemporary comfort. The wood-burning fireplace exudes warmth, while the hardwood floors add character and durability. Upstairs, the walk-up attic provides valuable storage or potential for expansion, catering to your evolving needs. The full unfinished lower level is a canvas awaiting your personal touch, whether you envision a recreation area, home office, or recreational/workshop space. Outside, the newer roof and vinyl siding ensure low maintenance, allowing you to focus on enjoying the expansive yard on your covered rear deck. Energy-efficient thermo-paned windows contribute to a comfortable interior and lower utility costs. From a real estate perspective, this property presents a compelling opportunity. Move right in and embrace the country living lifestyle or explore the potential for renovation and value enhancement. With its solid construction, generous living spaces, this colonial home invites you to create lasting memories and fulfill your vision of home sweet home.

Remarkable !!! Best describes this working 15 Acre farm with a historical background. Property includes a 2 bed room Ranch style home. Amenities include, 2 story barn will stalls approx. 40 x 90, Separate barn with 5 stalls APPROX 12 X 60, fields of paddocks with electric and water, Hay loft too!!!

For the first time in 50 years, you have a chance to own a piece of New Milford History with the last residential property on the New Milford Green! Built in 1774 for Nathaniel Taylor, this 4 bedroom, 3.5 bath home is rich in character. From the wide plank floors, to the 5 fireplaces, you can imagine Taylor having discussions with prominent revolutionary figures right in the spacious dining room. The home retains many original features and charm. Enter into the kitchen through the mudroom pantry area. The spacious kitchen looks out into a garden sanctuary with a massive old growth tree that provides a protective canopy. The dining room has plenty of room to hold large gatherings and parties. At the end of the day, light a fire and read a book in the library or lounge in the comfortable living room. The main floor also has a bedroom, full bath and powder room. Upstairs, the Primary Suite includes a full bath and dressing room with built-ins. There are 2 additional bedrooms with full bath plus a walk-up attic. There are two staircases, a full basement and garage. There is a 1764 sq ft. accessory building at the back of the property. Built in 1992, it consists of two, 2 bedroom, 1.5 bath apartments. The accessory building is currently occupied and has a life estate deed. The New Milford Trust for Historic Preservation is the current steward of this magnificent property and is looking for that special owner who can truly appreciate all this unique home has to offer.

Authentic 1938 Stone and Timber Candlewood Lake House. Set directly on this magical Connecticut lake this native stone house evokes the easy days of lake living. With its private grassed lake front the westward facing home enjoys all the lake can provide-swimming, fishing, boating. Towering native oaks, aged maples and specimen trees dot the property and provide beauty and shade. Stone terraces provide different places for sitting, cooking and sitting around a firepit. The interior of the house is as cool as outside. Stone and timber adorn the home where the living room boast the 30 foot stone fireplace and soaring beamed ceiling. The modern kitchen is supplemented with an outdoor kitchen on the large stone patio perfect for large parties. There are three gracious bedrooms with the primary bedroom commanding an amazing lake view. A private office is available as well as recreation room. There is also a media room on the lower level. There are three and a half bath with one on the lower level for lake use. OR use the outdoor shower to rinse off from the lake or the hot tub! This home is meant to share with the clan and entertain or relax all season long. Insanely private and the views are subtly amazing as across the lake is nearly 1000 acres of land where no houses reside. So, you look out over wilderness as if you were transported back to the time when the lake was created. Minutes to New Milford CT where all shopping and services are provided. Minutes to Metro North.

Discover the potential of this charming three-bedroom, one-and-a-half-bath ranch nestled on a 3.14 acre lot. Perfectly positioned for peaceful living, this property offers ample space for expansion or renovation in the lower level to suit your vision possible home gym, or craft space. Embrace the opportunity to create your dream home in this tranquil setting while relaxing on the stone patio.

Nestled in the charming Candle Hill Community, this fantastic Colonial offers convenience and style. Recently remodeled with top-notch materials every corner exudes quality. Step inside to find all you need on the main level: a sleek kitchen, elegant dining room, cozy family room, a living room featuring a stunning stone fireplace, and a game room ready for enjoyment (or converted into a formal dining room). The open floor plan kitchen/dining room has over sized picture window, sliding doors and 2 panel windows which lets in copious amounts of natural sunlight and blurs the boundaries between indoor and the outdoors seamlessly. Step out on to the deck to enjoy gorgeous views of Wanze mountain and seasonal views of Squantz Pond. Kitchen remodeled with all new cabinets, counter tops, appliances and a large island. Upstairs you'll find 4 bedrooms, including the Primary Bedroom Suite. This spacious retreat features a walk-in closet, changing room with sink for added comfort and a full bath and luxurious stall shower. The other bedrooms are all generously sized. Lower level includes oversized 2 car garage and finished rec room (can be used as office or converted to an in-law suite) with tons of natural light and walkout slider doors. Full sized walkup attic gives tremendous amounts of storage or can be converted into a play room. This home is located just 5 minutes from Squantz Pond State Park Beach area and Candlewood Lake boat Launch. An easy commute to down town.

Set at the top of an open meadow bordered by stone walls, this Habitat Post & Beam Saltbox has beautiful sunset views. The house was custom built in 1998 with an open floor plan. The main level has a spacious great room with hardwood floors, exposed beams, a wood burning fireplace and lovely dining area with sliding doors to a mahogany deck and pergola. Large windows throughout the house allow for abundant natural light. The kitchen has stainless appliances, a double sink and a breakfast bar. French doors open to a sunroom at the rear of the house. There is an office facing the view on the main level, a half bath and mudroom with washer and dryer that opens to a two car garage. The second floor has three bedrooms. The Primary Suite has a vaulted ceiling, exposed beams and wall to wall carpet, a full bath with shower, whirlpool tub and a walk-in closet. Two guest bedrooms with vaulted ceilings share a full bath in the hall. A full basement has good ceiling height and an area that is used as a gym. Much of the appeal of this property is the natural setting. The field can be enjoyed as is or there is plenty of room for expansive gardens or farm animals. Located in the Kent Hollow section of New Milford you are only minutes from Lake Waramaug, shops in New Preston and the Northville Market.

GREAT OPPORTUNITY! This terrific income producing multifamily is located right off of the New Milford Green! Three well maintained, modern & updated apartments are fully rented with excellent tenants in place. Gross rent of $5,200 monthly total brings significant revenue with low operating expenses of taxes, insurance, water, sewer, lawn, trash & snow removal. All apartments have separate entrances with their own unique features! Unit A upstairs has two bedrooms, one bathroom, living room & kitchen, balcony porch and pull down attic. Unit B with two generous size bedrooms & two full bathrooms has a light and bright kitchen plus mudroom / pantry on the first floor, also fully updated. Unit C features a two story floor plan with "country kitchen" and cozy living room on the main level... upstairs, a large bedroom, pretty bathroom & upper storage or loft room. Basement storage rooms & own electric meters dedicated for each unit plus a private fenced in parking lot. NEWER roof, newer electric, flooring, paint, and many other improvements provide you with a solid & beautiful investment property all around. Conveniently situated near the attractive town center showcasing restaurants, coffee spots, Bank Street Theater, shop local boutiques, library & more! Schedule your showing today!

Welcome to 134 Chestnut Land Rd! This home boasts over 4,500 SqFt of living area including five bedrooms (one on the main floor with attached full bath), five full baths and one half bath. There is the potential for an in-law suite or nanny area on the main level or sectioned off on one side of the home with a dedicated entrance. Also included on the main level: kitchen, dining room, living room with wide boards, exposed beams and fireplace, laundry room/mudroom, sun room, spa room, sauna and office. There is a loft over the spa room as well. The property consists of multiple water features and beautiful, mature landscaping along with a circular driveway on 3.79 acres. Conveniently located right on Route 109 only minutes from downtown village of New Milford. Come check out this amazing home today and start making your own memories.

This expansive Contemporary Colonial estate offers a rare opportunity to own a luxurious retreat encompassing 2.64 acres of meticulously landscaped grounds, coupled with an additional 3.51-acre waterfront building lot, totaling over 6.50 acres of prime real estate in proximity to the serene Lake Lillinonah. Explore the possibilities of owning this exceptional property, offering a comfortable main residence and a spacious waterfront lot on beautiful Lake Lillinonah. With over 6.50 acres of privacy and seclusion, you have the option to build another home or create a recreational haven for boating and swimming. This unique opportunity allows you to tailor the space to your preferences and lifestyle, making it a truly special piece of the planet that you won't want to miss seeing! In summary, this Contemporary Colonial estate is a true masterpiece of luxury living, offering a harmonious blend of elegance, comfort, and natural beauty in a coveted lakeside setting, making it the perfect choice for those seeking a refined and sophisticated lifestyle.

Located in a private community on Candlewood Lake you will find this absolutely stunning home that offers a luxurious lifestyle in a serene environment. Nestled within the tranquil confines of a private gated community, this exquisite two-bedroom, two-and-a-half-bathroom shingle style Cape exudes elegance and sophistication. Boasting an open floor plan and meticulous attention to detail, this residence showcases a seamless fusion of high-quality finishes, abundant natural light, and unmatched privacy. Perched majestically atop nearly an acre of land, the home offers seasonal panoramic vistas of rolling hills and the glistening waters of Candlewood Lake. Upon entering, you are greeted by soaring ceilings, exquisite crown molding, and the rich warmth of Brazilian Teak (Cumaru) floors that span the entirety of the home. The gourmet kitchen is a culinary enthusiast's dream, featuring top-of-the-line appliances including a Wolf range, Subzero refrigerator, and Miele dishwasher, complemented by luxurious quartzite countertops and a central island with seating for four. The inviting living room beckons with its captivating wood burning stove nestled below a beautiful mantel, creating a cozy ambiance for intimate gatherings. Ascending to the upper level, the primary en-suite offers a haven of tranquility, complete with a spacious walk-in closet, a lavish bathroom adorned with a tub, walk-in shower, and dual sink vanity crowned with quartzite countertops. A generous sized

Move right in to this 3 bedroom 2.5 bath raised ranch on perfect lot on quiet Kent cul de sac. Lots of updates. Beautiful kitchen with newer appliances. Hardwood floors redone andhome freshly painted. Master bedroom with full bath. Lower level family room with fireplace. 2 car garage. Multi level deck overlooks flat back yard and the woods. Super low taxes.

Immediate occupancy available here! Local Custom Builder painstakingly transformed this 1880's Colonial into an Energy Efficient Modern 3 bedroom 2-bath home. Custom eat-in Kitchen accented with recessed lighting and marble counters. Appliances include counter top gas stove, built-in oven, dishwasher, microwave and refrigerator. Main level Laundry room includes washer and dryer. Beautiful hardwood floors throughout. Oil hot air heat,100 amp electrical service, City sewer & City water. 13 x 14 ground level deck, as well as a covered front porch. Private & open fenced in yard. Over-sized One Car Detached Garage with separate workshop space. Super convenient location in close proximity to Major Retail Stores, Restaurants, Medical Facilities, Fitness Venues and Town Center. "Home Sweet Home" Reasonable offers will be entertained.

Welcome to your dream farm retreat nestled in the picturesque foothills of the Berkshire mountains! This sprawling property spans just under 175-acres with a rich history, once serving as a prominent dairy farm and now flourishing as a horse farm. Here, you will find a stunning array of farm buildings, lush pastures, paddocks, a sprawling pond and acres of wooded mountainside. The main residence, a classic center hall colonial, offers grandness and comfort with its 5-bedrooms and 4.5-bathrooms. The charming interior is adorned with 4 fireplaces, wide plank pine flooring and a spacious layout perfect for entertaining. Admire the beauty of the landscape from the inviting wrap-around porch or take a dip in the refreshing in-ground pool. Adjacent to the main house, a large carriage house provides additional living space for possible tenants with a first floor 4-bedroom apartment and a second floor 1-bedroom apartment, accompanied by an attached 2-car garage. A quaint one-bedroom cottage tucked away on the property offers even more accommodation options. The farm itself features a vast array of well maintained barns adorned with multiple cupolas. The main barn includes ten 12'x14' horse stalls, private office space and an extensive second floor area with multiple options for its use. Outside, you'll find three paddocks, a round pen, four silos and several large and small storage sheds ensuring ample space for all your farming needs.