Wingdale NY Real Estate & Homes for Sale

Privately tucked away on 5+ Acres - an exceptional opportunity awaits the savvy buyer to create their own personal retreat in the small town of Sherman. Sophisticated New Construction, open-concept design and incomparable craftsmanship to be built by SHERMAN BUILDING DESIGN, hands on Architecture/Builder. This Modern Barn floor plan caters to the active and evolving needs of today's busy life styles and diverse contemporary life stages. You will love the elements that are available that compromise the clean lines, modern features and warm essence of your new home. Tailor plans with unlimited aesthetic & material options available based on your needs. $ TBD with budget of $400 per sq ft. Ease & proximity 5M-Metro North Train Station/5M-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. 6M 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.

Opportunity is knocking. Unique home on private 5.45 acres in beautiful location. Large open main level features center island kitchen, 2 story foyer, Living room and dining room with hardwood floors. Living room with vauled ceiling and fireplace. Step down family room with woodstove. Plus main level office and sunroom. Upstairs features large master bedroom suite with vaulted ceiling and huge tiled full bathroom with walk in shower plus jacuzzi. 2 car garage. Central air. Welcome to nature. So much potential. Being sold as is.

Privately set, on a near 2 acre lot, with inground pool, spa & cabana, in Sherman's premier golf community, this grand 6500+ SF plan showcases 9 ft & vaulted ceilings, Mahogany floors throughout, 4 fireplaces & more! A grand foyer with circular stair, herringbone mahogany floors & dramatic lighting creates an impressive entry. Framed by a classic formal dining room & living room with mantled fireplaces, built ins & quality trim exudes elegance. Gather in the Chef's kitchen with marble counters, center island plus a breakfast bar & a spacious dining area leading to the Trex deck & an enticing IG Pool with slide and cabana! The kitchen is open to the vaulted family room, with floor to ceiling stone fireplace, the same gorgeous hardwood floors & French doors to the Trex deck and lushly landscaped yard. Views of the pool & private yard are also seen from the main level owner's suite, with spa bath, double sinks, jetted tub & marble tile. An exciting upper level with wrap balcony showcases 3 spacious bedrooms with full baths, ceiling fans & lots of closet space plus a cozy loft for reading or relaxation & an adjacent private office. A spacious bonus room over the 3 car garage is ideal for game room, bunk room or extended guest stays. Manicured grounds, gunite pool, stone patio, cabana w/full bath & outdoor shower, 3 car gar & more The Club at River Oaks offers golf & social memberships (optional),clubhouse, pool, gym, restaurant, bar & pro shop! Not to be missed!

Craft your dream home from the ground up with this rare built-to-suit offering set on a sprawling 5.46 acre lot on Long River Road in River Oaks Country Club, a private gated golf course community in Sherman, CT. This 4 bd / 4.5 bath / 3,759 sq.ft. open-concept residence with main level master seamlessly connects a chef's kitchen (w/ pantry) to an elegant dining area and a living room w/ cozy fireplace. Elevate outdoor gatherings on the sun-drenched patio with sweeping long views (optional POOL can be added). Club River Oaks features an 18-hole, par-70 golf course that blends with the natural terrain of the Berkshire foothills. Enjoy amenities like tennis courts, heated swimming pool, fitness facilities, fine or casual dining, Golf Pro for private lessons and summer golf camp for kids. Various membership options are available. Situated just 60 miles from NYC, 45 miles from WHITE PLAINS, this prime location allows easy commuting. The charming town center, 5 min away, offers community amenities: a library, parks, pavilion, sandy beach, and town boat slips on Candlewood Lake. Nearby catch & release trout fishing, acres of hiking & biking trails + skiing at Mohawk Mountain. Sherman is known for low taxes and excellent PK-8 school, making this location a rare gem. Pictures are for reference, home is TO BE BUILT and FULLY CUSTOMIZABLE. Don't miss the chance to customize an exceptional property where every detail mirrors your unique taste and individuality. Land only MLS 170615535

Exquisite Country Estate with Breathtaking Mountain Views - Discover an unparalleled country retreat in the heart of Sherman, Connecticut. This impeccably maintained and renovated landmark property boasts awe-inspiring mountain views that stretch over picturesque farmland. As you pass through the gated entrance, prepare to be enchanted by the magical setting that unfolds before you. The estate is adorned with charming stone walls, inviting terraces, and meticulously landscaped perennial gardens, epitomizing the essence of a quintessential New England country estate. The main residence showcases a refined elegance, with nearly 10-foot ceilings gracing both floors, beautifully preserved antique hardwood floors, and the warmth of 5 wood-burning fireplaces. Screened in porch and outdoor bluestone patio to enjoy the pastoral views. The thoughtful and sophisticated renovation of the main house is sure to impress even the most discriminating buyer. In addition to the main house is the warmth of the post & beam 3,500 sq ft Carriage house/barn offers versatile space for guest quarters, a home office, or a caretaker's apartment. The apartment can also be a fabulous option for those seeking a rental income opportunity. In addition to the apartment, the lower level features a gym, kitchenette, full bath, and changing room, and washer/ dryer providing the perfect retreat for relaxation and fitness. Step outside to the expansive bluestone patio and enjoy the heated gunite pool.

Surrounded by breathtaking panoramic views, this newley home offers the ultimate retreat for golf enthusiasts. This single-level residence in the prestigious community of Club River Oaks boasts a variety of amenities tailored to enhance your experience. The generous gourmet kitchen provides the perfect setting for post-game gatherings. Unwind in the open-concept, spacious living areas, where a cozy fireplace and gorgeous views offer the ideal backdrop for relaxation and camaraderie. The main level primary bedroom is designed for comfort with two walk-in closets and a generous bathroom, complete with standing soaking tub. The sprawling deck enhances the allure of this home with lush views of the gently rolling fairway. With direct access to the golf course, every day is an opportunity to hone your skills and indulge in the sport you love. Club River Oaks features an 18-hole, par-70 golf course and amenities include tennis courts, a heated swimming pool, fitness facilities, and dining options ranging from fine to casual. The club also provides access to a Golf Pro for private lessons and hosts a summer golf camp for kids. With various membership options available, there's something for everyone. This is an unparalleled location. Enjoy boating on nearby Candlewood Lake, fly fishing on the Housatonic, and hiking on the Appalachian Trail, all just minutes away from your piece of paradise. This residence offers the perfect blend of tranquility and convenience at your doorstep

Welcome to 333 Kent Rd. This is a beautiful opportunity to own a mixed-use property in Kent featuring two fully rented units and a 120-seat restaurant with an updated kitchen and full bar on the main level. The possibilities are endless. Bring your imagination. This property has been wonderfully maintained by the current owner. Located across the street from Bulls Bridge, a well-known covered bridge, as well the Appalachian Trail. Hiking, biking, and nature are just across the street! Located in the picturesque town of Kent Ct, just south of the center of town, boasting high-end stores, restaurants, and boutiques. Let your imagination run wild with all the possibilities!

READY FOR IMMEDIATE OCCUPANCY!! Look forward to spring in Connecticut with views of the Litchfield Hills. Contemporary farm house on beautiful lot located in the Club at River Oaks in Sherman, Connecticut. Located in the rolling hills of Litchfield County, the Club at River Oaks has a signature 18 hole golf course, beautiful club house with a full service bar, gourmet restaurant. tennis courts and a pool. A socail membership entitles you to all the amenities you could hope for, an additional fee allows golf course membership as well. The contemporary farm house has an open floor plan, 9+ ceilings on the first floor, hardwood floors throughout and a gourmet kitchen. Gated community call for access.

Welcome to The Club at River Oaks in beautiful Sherman Connecticut. Wonderful golf course lot. Beautiful 5 bedroom custom home. Hardwood floors through out. Gourmet kitchen with granite counter tops. Deck overlooking the golf course. Social membership entitles you to all the amenities you could hope for. Nestled in the picturesque Litchfield Hills. Spend your days playing tennis and then take a dip in the pool Beautiful club house with full service bar and gourmet restaurant. Outdoor dining on the patio overlooking the signature 18 hole golf course. Use of golf course to additional membership fee. World class fly fishing in the Housatonic River just steps away. Enjoy boating water-skiing and swimming on nearby Lake Candlewood. Live in a vacation area year round, easy commute to NYC. Agent related to builder.

Welcome to this bucolic beauty in Gaylordsville, CT! This charming gem is waiting to welcome its next lucky owner. Whether you're looking for a full-time residence or a weekend escape, this 3-bedroom, 2.5-bath home offers 2,000+/- square feet of comfort and modern convenience. Step inside to discover wood flooring, a stylish stainless-steel kitchen with quartz countertops, and a spacious open floor plan perfect for hosting gatherings and making memories. With a 2-car garage and plenty of overflow parking for guests, you'll always have space for everyone. Imagine waking up to the peaceful surroundings of over 1 acre of quiet enjoyment, complete with your very own greenhouse, chicken coop, and shed. The finished walk-out lower level is a versatile space, offering the potential for an easy in-law apartment conversion. Located just minutes from the NY State line, commuting is a breeze in any direction. Come and experience what the tranquil hamlet of Gaylordsville has to offer - your dream home and lifestyle await!"

Built in 1846, this meticulously renovated four-bedroom Colonial seamlessly blends modern amenities with historic charm. The kitchen offers a gorgeous center island with seating, elegant black granite countertops, a farmhouse kitchen sink, and white custom cabinetry. Attached to the kitchen is a covered, screened porch that offers a retreat-like feel with picturesque views of the landscaped grounds and gardens. Adjacent to the kitchen is a versatile office/craft space as well as a formal dining area with fireplace. The main level also features a sunlit living room with built-in shelves, and a library with cozy fireplace. Upstairs, a spacious primary bedroom is accompanied by two additional bedrooms, sharing a luxurious white marble bathroom with soaking tub. The property includes a detached two-car garage, backup generator, and a beautifully designed bluestone sitting area with a large fire pit, perfect for hosting gatherings with friends.

Nestled in the picturesque Gaylordsville area, this charming home boasts a tranquil setting overlooking the serene Housatonic River. Inside, hardwood floors span the living spaces, creating a cozy country ambiance, complemented by a wood-burning fireplace in the inviting living area. Step out onto the screened-in porch, accessible from both the living room and primary bedroom, where you can immerse yourself in the soothing sounds of nature and the gentle flow of the river. Below, a covered patio accessed from the kitchen and dining area provides a perfect spot to enjoy natural light filtering through a bay window. Enhancing the appeal of this riverfront haven are the additional amenities, such as a detached two-car garage, offering convenience and ample storage space for vehicles or recreational equipment. Furthermore, the property is bordered by First Light property, ensuring added privacy and preserving the natural beauty of the surroundings, creating an even more exclusive and serene atmosphere.

This colonial home, built in 1824, exudes timeless elegance with its wide-board wood flooring, classic paneling, and not one but two charming fireplaces. The expansive walk-up attic adds to its allure, offering ample space for storage or potential expansion. And with a picturesque 1.25-acre setting featuring a meandering brook in the backyard, this property truly offers a serene escape from the bustle of everyday life. With a bit of attention and care, this house has the potential to be transformed into a stunning showpiece. Whether it's restoring the original features to their former glory or introducing modern updates while preserving its historic charm, there are endless possibilities to make this house truly shine. It's a delightful blend of historical character and natural beauty, offering a unique opportunity for anyone looking to create their dream home.

IN-TOWN Antique Cape on the Sawmill Brook in the heart of SMALL TOWN USA! A wonderful location for anyone that wants to be IN-TOWN but not on the main road. Across from Sherman Library and a short stroll down to community Veterans Park, jogging path, basketball court, tennis & pickle ball courts. 1/2 M to Town pavilion and Town Beach on CANDLEWOOD LAKE! Walk to School, shopping, restaurants, grocery store. Comfortable Cape that can suit a variety of needs. In-Home occupation would be a big PLUS due to both a flexible floor plan (Main Level Bedroom could also be used as an in-home office space). Updated Kitchen & Dining Area. Charming LR w/stone fireplace and wood beams. Upper Level w/2 secondary bedrooms and full Bath. BONUS versized 2 CAR DETACHED GARAGE that boasts a huge finished loft area as well as an additional drive-in storage lower level! This type of opportunity does not come along very often in SHERMAN. House is located in the Commercial/Residential Zone but not in the Historic Zone. Property being Sold "AS IS".

Stunning Colonial nestled on a beautiful 7.88 acres on a quiet country road, make this your year round home or weekend retreat. As you enter the home from the rocking chair front porch you enter the tiled foyer, then walk into family rm w/Cathedral ceiling, a wood burning stove and access to the oversized deck. Kitchen has granite counter tops, Sub-zero Refrigerator/Freezer, Thermidor double oven, 6 burner gas cook top w/vented hood. 1st floor primary bedroom w/primary bath & walk in closet. Formal dining and living rm, Powder rm and laundry rm & door to salt water heated pool, Hot tub great for entertainment. Second floor has 3 bedrooms w/one ensuite and 1 additional full bathroom. Office with walk up access to the full attic. In the basement you will find the Family rm with surround sound / a Jotul gas stove & additional full bath. Interior access to the large 2 car heated garage w/pellet stove along with a ceiling mounted Modine Heater that runs off the furnace. Mature plantings, large garden and shed. 14 Little Pond is a Town of Pawling maintained road. This home has a generator hook up, You are close to Metro North, Golf courses, Rail trails, Appalachian Trail, restaurants, shopping. There is plenty to enjoy in Hudson Valley. Your private oasis awaits you.

Uninterrupted VIEWS and privacy, protected by land trusts / conservancy on 50+ acres in South Kent! Superbly located on a town maintained, scenic road surrounded by established country estates. Incredible opportunity to expand the existing 3 bed cottage or use it as a guest house and build your dream home on a higher elevation to capture further views and magnificent sunsets! The property abuts Long Mountain-Mud Pond Preserve which is a 400 acre network of conservancy lands. The unique features of this land include level areas for a lawn and swimming pool, multiple sites for a new / additional house, trails through the trees, stone walls, gently sloping hills, a Large Barn and direct waterfront access to Mud Pond. Opportunity to sub-divide or enjoy tax advantages by donating part of the acreage to a Land Trust, thus ensuring unspoiled views for generations. Located only a few minutes drive south of the picturesque village of Kent for galleries, restaurants, shops, etc. This property presents opportunities to subdivide & consists of two lots: 39.36 acres in Kent; 12.5 acres in New Milford. Easy access to NYC via rte 22 and Wingdale train station. The land is steeped in history, having previously been owned by one family for several generations. In the past, part of the land was used for night pastures and the property has been discussed in detail by Adam Halasi Kun in his book entitled "The Unknown Right."

[ONE OF A KIND] This house has it all. Located in the desired Atchison Cove private lake community the house sits atop a hill, safely tucked away from the road and features everything a family may desire: boat dock, large inground gunite pool with a slide, kids' playground, volleyball, supersized deck, magnificent library, 2 floor game room, 3 fireplaces, giant kitchen, separate dining room, 4 bedrooms, 3.5 baths, huge laundry room, custom built office, 2 car garage + access to tennis courts and Sherman School with it's very small class sizes, close to Pawling MetroNorth station and an hour from NYC by car separates this house from anything else on the market. Experience the better way to live on Candlewood Lake (with a boat dock, sandy beach, kayak rack, clubhouse and amazing Atchison Cove neighbors).

Welcome 23 Twin Oaks to the market! Conveniently located right off route 7, this spacious townhouse in a sought after community is the perfect place to make home. Sunlight pours through the windows and skylight of the main floor, creating an inviting entertaining space, with a floor plan, fireplace, and soaring ceilings to accommodate everyone. Upstairs you'll find two good sized bedrooms and a full bathroom. The lower level with walkout features loads of storage space, which could easily be finished for more living area, or even an additional bedroom! This home provides easy access to all points in New Milford, as well as locations throughout central Litchfield county. With a short drive you can enjoy all the amenities the town center has to offer, including nightlife, weekly farmer's market, live music on the town green, and countless community activities. Enjoy access to hiking, nearby lakes and other outdoor activities...Approximately 30 minutes to Danbury, 20 minutes to I84, and 15 minutes to the Wingdale Metro North stop. Schedule your appointment today!

Come see a very private ranch home, nestled away with a very private patio with swimming, pool and fire pit. close to all amenities. Only 6.4 miles away from Harlem Valley Wingdale train station and only minutes away from downtown New Milford , Sherman, Kent along with lake Candlewood. The house is situated on .49 acre lot and two separate lots are being sold with house sold as is !

This Contemporary home underwent a complete redesign and renovation in 2002 by architect Stephen Lazar, resulting in a distinctive modern aesthetic. Situated directly across from Irene's Woods - a 60-acre land trust parcel with scenic trails - the property is nestled within the Atchison Cove lake community. Residents here have exclusive access to a private sandy beach, a clubhouse available for events, and leased dock space on Candlewood Lake. The home's layout features a private primary suite with FP on the upper level, while the main level comprises a spacious study, dining room, living room, and kitchen. The lower level offers a media/recreation room with a wet bar, two additional bedrooms, and a fitness room conveniently adjacent to the outdoor shower and hot tub. Each room is thoughtfully designed, boasting oversized sliders and/or windows that frame the picturesque outdoors. Newly refinished Brazilian cherry floors grace the interior, complementing the sophisticated details and upgrades, such as custom picture light outlets, a dual-sided fireplace, commercial ice machine, two wet bars, indoor steam shower, heated garage, and a 600-bottle temperature-controlled wine cellar. Seasonal mountain views and expansive decks on two levels, with direct access from most rooms. A community consisting of 55 homes, Atchison Cove offers residents a serene lakeside lifestyle and stunning southerly lake vistas, making it a coveted retreat in a beautiful Candlewood Lake community.

SOUTHERN SHERMAN-established small cul-de-sac rural subdivision of country homes in desirable location less than 1M to NY Line.Extremely private area w/very little traffic. Custom Home by TERHAAR BUILDERS perched on 9+ ACRES w/magnificent Hydrangea bushes/trees,a blue stone covered front porch & outdoor space for al fresco dining,relaxing or hosting social events.Rear yard boasts an enormous covered porch w/vaulted beamed ceiling and TREX decking plus additional multi level deck w/Hot Tub & bench seating.Sophisticated yet easy living & thoughtful floor plan & architectural detail designed by owners to encompass comfortable living, a safe work environment & entertaining.Chef's Kitchen overlooks Great Room/Eat-In & Formal Dining. Versatile Den/Keeping Room.ML Primary Suite.Laundry & Powder Room round out ML.UL hosts 3 BD/2 Full BA.4 Zone Hydro Air/Propane Heat.Porcelain Heated Tile flrs.50 YR Roof.Andersen Windows/Doors.Recessed SMART Lighting.Motorized Shades.Tech Hub.Breezeway to spacious 3 Car Garage w/unfinished Media Room 14.5x33 w/sliders for future Juliet Balcony, rough plumbed for powder room. A short stroll to 835 ACRES DEER POND FARM SANCTUARY-Audubon Center w/its 20M of trails.2M to quaint Town Center/Community Park w/Basketball,Tennis & Pickle Ball Courts,jogging path/Town Boat Slips/Kayak-Canoe Racks & Sandy Beach on CANDLEWOOD LAKE. 60M to NYC-a perfect weekend retreat or year round living.Room for Pool/Pickle Ball or Tennis Court.Pool sited by Litchfield Pools.

Meticulously renovated home filled with a sense of warmth and connection to nature, where the open space flows seamlessly from room to room. Upon entering the living area, the welcoming fireplace draws your eyes to the double height ceiling with natural wood clapboard and exposed beams. This space is large enough to accommodate a dining area. Double doors lead to the Den/TV room with high ceilings & new skylights. Alternatively, this room could be used as a bedroom. The kitchen opens to a large screened-in porch overlooking the pool - a magical place to spend the evening whilst enjoying the stunning illuminated pool area. A guest bedroom and full bath are also on the main floor. The primary bedroom suite comprises the whole upper level with an incredibly luxurious en suite bathroom. The bedroom itself has a wood burning fireplace, deep closet and dual exposures overlooking the landscaped yard. Downstairs, the finished lower level is perfect for a home theater, game room or additional living space. A further bedroom and full bath is located on this level. Porcelanosa floor tiles throughout this level including the utility room. The quality & style in each of the 3 baths must be seen to be appreciated- radiant floor heating! Outside, the pool was recently upgraded. Easy access to parks, shopping, dining, hiking, Sherman town beach & Candlewood Lake for watersports. This remarkable home is an embodiment of modern luxury living and is move-in ready for the most discerning buyers.

New Home proposed to be custom built to the wants and needs of the contract purchaser on this beautiful lot in St. John's Peak. Pricing is based on a 2 story 3300 square foot house size. Final price, house plan and specifications to be agreed upon between buyer and builder. Home to be built by Multi Award Winning Litchfield county builders Ground Breakers. Builder has built several homes in the subdivision as well as many other homes in CT. Lot has been cleared and all engineering data has been updated to move forward as soon as plans and specs are finalized. Financing if necessary to be a construction to perm mortgage. Photos are an example of homes built by Ground Breakers and are not necessarily what is proposed in this home listing. Taxes based on land only.

Classic Kent Colonial in the heart of the Village. Custom built in 2010 by a master craftsman, this 3886 sf home has traditional taste, style and quality with modern day living sensibilities. Purposefully designed boasting the grand living room with wood beams gracing the cathedral ceilings. A generous fireplace, French doors, custom oversized windows with transoms this room can host a party or make an intimate fireside retreat. The kitchen is both top of the line and also a gathering spot of its own. The Wolfe range is a chef's delight. Eat at the island bar or enjoy the breakfast nook. Detailed in cherry wood and designed by Hunt Country the kitchen is amazing. The main floor entails a formal dining room, half bath room and a large screened porch. There is a main floor primary ensuite that adjoins a study that was designed for in-law habitation. The second floor offers three bedrooms one which is an additional primary suite. The bathroom is both spacious and sumptuously pampering. All this wrapped in solid New England building ethos. Additional space include a full height third floor presently storage space but is ready made for conversion if desired. The same applies to the basement that has 9 foot clearance. But wait...the guesthouse offers a one bedroom suite retreat with a small kitchenette for friends, pj parties, additional office or she shed! The grounds are simply amazing with professional landscaping from Kent Green House. Gardens are resplendent in

Deer Run Shores - Water Front Lake Community on Candlewood Lake with your own boat slip. Step into your very own oasis, where every day feels like a vacation retreat with seasonal views of Candlewood Lake! 4-bedroom, 3 full bathroom home with large windows that floods the home with natural light. Sliders off of the kitchen leads to the wrap around porch and fireplaces are on both levels. Your backyard paradise awaits you with a walking trail, gardens and a man made pond. Whether you're hosting a backyard BBQ or reading a good book this is your chance to live the vacation lifestyle everyday. Amenities at Deer Run Shores include clubhouse, pool, beach area, boat slip, kayak/canoe racks and boat storage. This fantastic location provides easy access to the town center, 20 minutes to the Metro Train Station which takes you to NYC. Convenient access to shopping centers, local attractions, Danbury Fair Mall, restaurants, hospitals, medical facilities, skiing, snowboarding, apple picking, wineries, and breweries all are near by. Plus, benefit from Connecticut's lower taxes compared to New York. Home being "sold as is".