Wingdale, NY Homes for Sale

A rare opportunity to own a private 3.70-acre retreat in Sherman-set back from the road down a scenic driveway, offering you seclusion. Sherman is known for its low taxes, located just 90 minutes from NYC, this property delivers the ideal balance of privacy and convenience. A welcoming columned entry opens to bright, versatile living spaces designed for today's lifestyle, anchored by an oversized

Ginny Gordon-O’Neill William Raveis Real Estate

New construction 5 bedroom 4.5 bath modern farmhouse colonial in gated upscale golf community. River Oaks offers private 18 hole golf course under new ownership. Lots of upgrades to the clubhouse, restaurand/bar, and the course. River Oaks also has a community pool and tennis courts. The custom home has 2 primary bedrooms, one on the main level and one upstairs. 3 car attcahed garage. 9 Ft

Joe Chemero Coldwell Banker Realty

River Oaks Golf Course New Construction!! Sherman's best value. New construction 4 bedroom 4.5 bath colonial with open floorplan and 2 primary bedrooms. (main level and upper) Propane heat and Central Air. Composite decking. 9 Ft ceilings on the main level. 3 car attached garage. Hardwood floors throughout. Center island kitchen with large pantry and granite/quartz counters. All bedrooms have

Joe Chemero Coldwell Banker Realty

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

Bianca D'Alesandro Compass Greater NY LLC

You finally have the opportunity to own a home with year-round mountain views set on an expansive property. A place where you can bring your vision to life and transform the space into a true masterpiece. 128 Old Pawling Road is a beautifully positioned property in Pawling, NY, offering a rare combination of scenic views, generous land, and the potential to create a truly special home. Set back

Juliska Martino Compass Greater NY, LLC

A spacious contemporary located in a resort quality setting. Located above the fairway of the 13th hole of the Club at River Oaks, an 18 hole golf course masterfully designed around the meandering contours of the Housatonic River on beautifully rolling farmland. The home site boasts mountain valley and seasonal river views and is equipped with a heated gunite, infinity edge pool with attached

Tyler O'Hazo William Pitt Sotheby's Int'l

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.

Steve Pener William Pitt Sotheby's Int'l

A One-of-a-Kind Custom Ranch on Nearly 4 Private Acres. Discover exceptional space, quality, and versatility in this expansive custom-built 3+ bedroom ranch, perfectly tucked away in a serene country setting. Designed for comfort and flexibility, this home is ideal for extended family living, multi-generational needs, or a spacious mother-daughter layout. The main floor offers true single-level

Joyce Brennan-Zolnik BHHS Hudson Valley Properties

Welcome to 978 W Dover Road in Pawling, NY—where comfort, space, and scenic beauty come together effortlessly. This inviting home features 3 generously sized bedrooms, 3 full bathrooms, and a dedicated home office, making remote work both productive and enjoyable. The open-concept main level creates a seamless flow between living spaces, perfect for hosting gatherings or simply spending quality

Regan Andrews Coldwell Banker Realty

The Geosphere is a convergence of visionary design, tactical investment and natural sanctuary. Set on 7.18 secluded acres in the heart of Dover Plains, this fully legal, architect-designed geodesic residence and studio building give you something unmistakably distinctive: a home that feels like art, and a property that can perform like an asset. Inside, the striking residence is fully winterized,

Sheneur Menaker Hudson Modern

Welcome to Wingdale! A great opportunity to own a 3-bed, 2-bath mobile home offering comfort, privacy, and convenience in a community just minutes from major highways. Step inside to find a functional layout with an open kitchen to living room area, a bright living space, and an enclosed private porch perfect for morning coffee or quiet evenings. The home sits on a nicely maintained lot with

BRIDGET CAPAWANA Exit Realty Connections

The most charming Cape Cod–styled home with a flexible layout spanning three floors is set on nearly an acre of mostly cleared land, framed by a picturesque mountain backdrop and ready to welcome its next owner. A sun-drenched covered front porch greets you on arrival, enclosed by windows on all three sides to create a truly delightful sitting room. Inside, the home opens to a nicely sized living

Claudia Jiskra McGrath Realty Inc

Welcome to this beautifully maintained three-bedroom home nestled in the heart of Dover. Offering the perfect blend of comfort and convenience, this property is ideal for both full-time living and a peaceful retreat. Step inside to find a bright and inviting layout featuring a spacious living area, a well-appointed kitchen, and a dining space perfect for everyday living or entertaining. The three

Michael Lund Corcoran Country Living

A charming and sun-filled 2-bedroom, 1-bath home offering approximately 750 square feet of thoughtfully designed living space in Dover Plains. This inviting pied-à-terre combines comfort and efficiency, making it an ideal full-time residence or weekend retreat.Natural light pours through the home, creating a warm and welcoming atmosphere throughout. The layout maximizes space while

Andrew Gates Houlihan Lawrence Inc.

Discover the perfect blend of potential and land with this quaint cottage in Dover Plains. Nestled on 10.02 acres of expansive property, this two-bedroom, two-bathroom home is ideal for buyers looking to invest in a fixer-upper with endless possibilities. This property is a dream come true for outdoor lovers or those seeking privacy and space to roam, garden, or build. With a very affordable

German Nielsen Newman Realty Inc

New construction home to be built ! This raised ranch home features 3 bedrooms and 3 full bathrooms and 2 car garage. The open floor plan connects the kitchen, dining room and living room. The primary bedroom with ensuite bathroom features a spa like walk in shower. The plans are approved and ready to build, don't miss the opportunity to customize this home

Bliss Voutsinas Hillside Realty & Development

Overlooking neighboring pastureland and set on 5+ private acres with a small pond, this three-bedroom cottage is rich in charm and character. A gracious foyer welcomes you into a sitting room with fireplace and built-ins, and an adjacent formal dining room framed by handsome casement windows. The spacious kitchen offers a center island and sunny breakfast area, opening seamlessly to an outdoor

Steve Pener William Pitt Sotheby's Int'l

Located on 1.54 acres of scenic land, this charming overbuilt home has a perfect blend of comfort, privacy, and natural beauty. Enjoy open field views across the street from your living room, creating a peaceful backdrop for everyday living and relaxing evenings. The home features a warm and inviting layout, in the living room and kitchen, walls are tongue and groove knotty pine from ceiling to

Tela Cook McGrath Realty Inc

RARE FIND !! FULLY DETACTED 3 BR / 1 BTH / SPLIT LEVEL SINGLE FAMILY HOUSE W UNFIN. BSMT & FULL REAR DECK W LARGE WRAP AROUND BACK YARD LOCATED IN THE HEART OF PEACE AND TRANQILITY OF WINGDALE.. Featurning 3 BR's + WALK IN LARGE PANTRY ( 1st Floor Walk In Bedroom) Living Room, Kitchen, Basement, Large Back & Side Yard. Septic Tank for plumbing and Underground Oil Tank For Heating (SELLER NOT

Crystal Jones Voro LLC

At the very end of a quiet country road, you'll find 56 Northrup — a stunning, architect-designed retreat blending 19th-century farmhouse charm with thoughtful, award-winning modern design. Originally built in 1870 and reimagined by NYC architects Neumann & Rudy, this 33-acre property includes a restored main house, a sleek single-story primary suite addition, and expansive grounds featuring a

Adam Hade Compass Greater NY, LLC