85 houses for sale in Wingdale

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Endless character and incredible potential await in this unique 3-bedroom, 1.2-bath country home, offering approximately 2,152 total square feet of versatile space across the main levels and finished lower level. Rich in rustic charm, the interior features exposed wood ceiling beams, and authentic knotty pine flooring ready for your finishing touches. The lower level provides flexible bonus rooms and a wood-burning stove, perfect for a workshop or extra living space. Situated on a private 0.41-acre wooded lot, this property is a true diamond in the rough—bring your contractor, design vision, and creativity to restore and customize your dream home! Close to shopping, dining, school's, parks and metro north train station

Great Colonial home features a wonderful, 40 ft covered front porch, where you can relax and enjoy the lovely view! Spacious Foyer with closet, large, very nice Living Rm with popular LVP flooring, Family Rm with Fireplace & door to deck. The Kitchen features a spacious Dining Area, an Island with a granite top, stainless appliances, propane range. There is also a formal Dining Rm, currently used as an office. Also on the first floor is a pretty half bath and a laundry area. Upstairs, you will find 4 Bedrooms, one of which is the Primary suite. Hall full bath offers a great vanity with a granite top. All bedrooms have ceiling fans! Large 21x23 Two-Car Garage features a very high ceiling. Basement is 24x40. All dimensions are approximate. Siding, Windows, and Roof 2019. Not far from the home are the Dover Schools, Town Library, Dykeman’s Farm and farm stand. Boyce Park in Wingdale offers a playground, baseball field, basketball court and a pavilion. Metro-North has two nearby train stat

Welcome to this Brand New Construction Raised Ranch! This bright and airy bi-level home offers modern luxury and flexible living spaces tailored for today's lifestyle. Step into an expansive open-concept main floor featuring high ceilings and glowing hardwood floors throughout. The stylish kitchen flows seamlessly into the main living and dining areas, making entertaining an absolute breeze. The main level boasts a primary suite complete with a spacious walk-in closet and a private, full bathroom. Across the level sits a second generous bedroom, alongside a total layout designed as a'lives-like-3' home—giving you flexible room for a dedicated home office, nursery, or guest space. Head downstairs to the fully finished, walk-out basement! This expansive lower level adds incredible living area and includes its own full bathroom—perfect for a family recreation room, media den, or private home office. Outside, enjoy convenience and comfort with a spacious 2-car attached garage and a large p

Welcome to this well-maintained 3-bedroom, 2.5-bath Colonial, beautifully situated on over 2 private acres near the Pawling border. Surrounded by mature trees, established gardens, and fruit trees, this property offers a peaceful and picturesque setting with plenty of room to relax, garden, and entertain. The main level features a spacious kitchen, attractive parquet wood flooring throughout much of the first floor, and a cozy wood-burning stove. A standout feature is the first-floor full bath with a Jacuzzi tub and separate shower, along with a convenient powder room for guests. Upstairs, you’ll find three spacious bedrooms and an additional full bath, offering a comfortable and functional layout. The huge unfinished basement is filled with possibilities, featuring large windows and direct egress to the backyard, making it ideal for future recreational, fitness, office, or additional living space. Additional highlights include central air conditioning, a two-car garage, generator hook

Welcome to 218 Johnson Road, Wingdale, NY, a beautifully reimagined one-level residence where sophisticated modern finishes meet the privacy and tranquility of the Hudson Valley. Sitting on 2.5 acres of mostly flat, usable land and framed by mature trees, the property welcomes you with a convenient horseshoe driveway and an expansive setting offering endless possibilities for outdoor living, recreation, gardening, or simply enjoying the peaceful surroundings. Inside, the home has been masterfully renovated with an open-concept design, wide-plank flooring, recessed lighting, crisp contemporary trim, and an abundance of natural light. The showpiece kitchen features striking two-tone cabinetry, high-end quartz countertops, a seamless slab-style backsplash, stainless steel appliances, sleek black hardware and fixtures, and an effortless flow into the main living areas. An impressive sunroom surrounded by walls of windows creates a dramatic light-filled retreat ideal for entertaining, dinin

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

Tucked away on five scenic acres in Pawling, this charming old farmhouse has quite the history. Originally built across the road, the house was quite literally picked up and moved across the creek to its current setting, where open lawns, mature trees, and a wooded hillside create a beautiful little world of its own. Getting here is part of the charm. Cross a small bridge over the creek that borders the front of the property, follow the driveway in, and discover a classic country farmhouse surrounded by greenery, with a generous clearing that gently rises toward the forest. The property offers a lovely mix of open space and woodland, with a rustic outbuilding tucked among the trees and plenty of room to imagine what comes next. Inside, there’s much to love. A slate-floored foyer welcomes you into the living room, where hardwood floors, warm wood trim, built-in shelving, and a substantial fireplace give the space its character. Large windows bring in beautiful natural light, while the a

Discover the perfect balance of architectural distinction, modern sophistication and serene nature at this stunning, custom-built retreat. The concept was brought to life in 2020 by a renowned local Architect and Designer team. Expertly crafted with high-quality construction, the home features a sleek shiplap exterior and a design that prioritizes both aesthetics and performance. This house is remarkably energy-efficient and built to last. The Curated Interior Living Space is defined by warmth and high-end design. The main living area features wide-plank white pine flooring, double height ceiling and thoughtfully curated fixtures, including a striking 50-inch Isamu Noguchi Akari light sculpture in the great room and custom Articolo glass pendants in the stairwell. The chef's kitchen is equipped with high-end Bosch appliances, hardwood maple cabinetry with custom pulls and a farmhouse sink, while the bathrooms offer a spa-like retreat with beautiful finishes such as an MTI soaking tub,

Welcome home to 2268 Clove Rd, LaGrangeville, NY, 12540 a charming 1940 Sears Catalog home in the Town of Union Vale and Millbrook Central School District. Thoughtfully expanded, this one-story residence offers 2bedrooms, office/den, 1-1/2 bathrooms, approximately 1,276 square feet of living space, 1 car garage under living space and 340 square feet of unfinished lower-level space. Set on nearly 2 scenic acres in Clove Valley, the property features a peaceful pond, mature trees, beautiful Clove Mountain views, and a private wooded backyard. Inside, you’ll find fresh paint, a bright kitchen, a spacious dining room with abundant windows, a large family room, hardwood and laminate flooring, built-in wood shelving, and a laundry/utility room. A porch off the family room provides the perfect spot to relax outdoors, while new siding enhances the home’s curb appeal. The Taconic State Parkway is less than 6 miles-10 minutes away, Metro-North Poughkeepsie, 16mile-31 minutes away, or Harlem line

Church ! 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! The property is zoned residential, so can be used as a church or residential. Any other use would require town approval so do your due diligence. There is an easement/lease for cellular equipment installed at the property. A copy of the easement is attached to this listing in the additional documents available to

Looking for a quiet horse property that's only 74 miles to NYC? This fabulous property includes a spacious indoor riding arena which could also be suitable as a workshop, artist studio or car collectors garage. This horse farm offers the ideal combination of privacy, convenience and country living and it's only 2 miles to Tymor Park for additional riding opportunities and tons of recreation. 4-bedroom, 2 full bath home is ADA-compliant, thoughtfully adding accessibility without sacrificing style. Main features include: a bright, updated kitchen with stainless steel appliances and Lifeproof oak wide-board floors highlighted by a 20 year commercial warranty. The heart of the home is a spectacular living room with cherry hardwood floors, exposed beams, cathedral ceilings and a dramatic floor-to-ceiling stone fireplace that adds to the character of the property and is fantastic for entertaining. The spacious primary en-suite flows from the living room with Pergo waterproof oak floors and f

Church ! 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! The property is zoned residential, so can be used as a church or residential. Any other use would require town approval so do your due diligence. There is an easement/lease for cellular equipment installed at the property. A copy of the easement is attached to this listing in the additional documents available to

High atop Quaker Hill, this private and secluded oasis sits on 6 acres along a quiet country road. The home rests far back at the end of a long driveway, with a stream crossing in front and woodlands, trails, and rock walls unfolding behind. Mature perennial plantings, flowering trees, and shrubs frame the grounds, while fruit-bearing trees and bushes yield pears, peaches, apples, and raspberries throughout the season. This is the first time the property has come to market. The original owners built the home with care and thoughtful detail, and the opportunity now arrives for the next stewards to carry it forward. The split-level residence offers 1,236 SF across 3 levels. The living room features accent walls of wood and brick, oversized windows, and an open connection to the dining area. Sliding glass doors open toward the greenhouse, with a side door leading to the deck. The kitchen provides space for a breakfast table or the potential to be opened fully into the living and dining sp

Discover the perfect balance of architectural distinction, modern sophistication and serene nature at this stunning, custom-built retreat. The concept was brought to life in 2020 by a renowned local Architect and Designer team. Expertly crafted with high-quality construction, the home features a sleek shiplap exterior and a design that prioritizes both aesthetics and performance. This house is remarkably energy-efficient and built to last. The Curated Interior Living Space is defined by warmth and high-end design. The main living area features wide-plank white pine flooring, double height ceiling and thoughtfully curated fixtures, including a striking 50-inch Isamu Noguchi Akari light sculpture in the great room and custom Articolo glass pendants in the stairwell. The chef's kitchen is equipped with high-end Bosch appliances, hardwood maple cabinetry with custom pulls and a farmhouse sink, while the bathrooms offer a spa-like retreat with beautiful finishes such as an MTI soaking tub,

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This contemporary cedar and stone construction home occupies one of Sherman's most spectacular settings. Set on 102.2 acres, the property provides complete privacy, panoramic mountain views, rolling open meadows, a tennis court, and a recently refinished gunite pool. The home features five bedrooms, five and a half bathrooms, and three levels of living space. Double teak entry doors open to a two-story foyer and an expansive, open-concept main level. At its center is a sunken living room with a floor-to-ceiling fieldstone fireplace and dramatic walls of windows. The adjoining dining room and kitchen both provide direct access to the wraparound deck. Also on the main level are a heated three-car garage, powder room, and spacious en-suite bedroom. Upstairs, a second primary suite offers exceptional flexibility and includes a generously sized bathroom, office area, dressing room with two walk-in closets and a sink, sauna, and sliding glass doors opening to a private deck overlooking the r

Welcome to 152 S Kent Rd! Turnkey and completely refreshed, this charming 3-bedroom home offers modern updates and effortless main-level living in beautiful New Milford. Step inside to find gleaming hardwood floors, fresh interior paint throughout, and bright, airy spaces filled with natural light. The brand-new kitchen boasts stylish new cabinetry and updated appliances, making meal prep a delight. Relax in the fully renovated bathroom or step outside onto the spacious front deck-perfect for morning coffee and weekend entertaining. Additional highlights include a brand-new central AC system for year-round comfort and a peaceful setting surrounded by nature. Conveniently located near local parks, shopping, and route access, this move-in-ready gem is a must-see! Listing Agent is related to Seller

Originally part of the historic Brinsmade Dairy Farm, this Sherman estate blends classic New England charm with modern comfort. Set on approximately 8 acres with a Main House and separate Pool House, the property offers approx. 4,500 sq ft across both dwellings, featuring 5 bedrooms and 4 full baths-ideal for multigenerational living, weekend retreats, or entertaining. The Main House showcases cathedral ceilings, exposed beams, wideplank floors, a vaulted kitchen, and large picture windows framing rolling lawns, mature trees, and peaceful countryside views. Outdoor living is exceptional with a sparkling inground pool, tennis court, pond, and multiple spaces for dining, relaxing, and enjoying nature. Candlewood Lake is minutes away for boating, kayaking, and paddleboarding. The Pool House provides a comfortable guest retreat with its own bedroom, bath, and living area. Six garages offer abundant storage for vehicles, boats, and recreational equipment. A rare opportunity to own a private

Sexy on Sunset! Stunning, 2-year-old Modern Contemporary set on over 3 secluded acres with breathtaking western views and spectacular sunsets! Custom-built by its craftsman owner with exceptional attention to detail, this architectural beauty offers 3,200 sq. ft. of finished living space across 3 levels, with 4 bedrooms, 3 full and 3 half baths. Soaring ceilings and walls of glass flood the home with natural light while framing magnificent views. The open-concept main level features a private primary suite, media room, and expansive deck capturing sunshine by day and sunsets by night. Upstairs, 3 spacious bedrooms include flexible space with custom barn doors and access to a GIANT rooftop terrace overlooking the western horizon! The finished lower level offers a recreation room, half bath, and cleverly concealed storage. Designed with the future in mind, the home is solar power and energy system ready, offering exciting potential for enhanced efficiency. A gated circular pebble drivewa

Welcome to a truly special hidden gem on picturesque Indian Trail Rd. Set on 2.07 private acres, this spacious 4-bedroom, 2.5 bath Colonial offers a rare blend of privacy, comfort and timeless New England charm. A generous front porch welcomes you home and invites you to slow down, relax and enjoy the peaceful surroundings. Inside, an inviting open feel and beautiful hardwood floors create an elegant atmosphere. The spacious living and dining rooms are ideal for entertaining. The eat-in kitchen features granite countertops, stainless-steel appliances and an impressive center island and 2 pantries, perfect as a gathering place for family and friends. The dramatic family room is a true highlight, featuring soaring ceilings, a wood-burning fireplace and an abundance of space for relaxing and entertaining. Upstairs, the generous primary suite offers his and hers walk-in closets and 4-piece attached bathroom. Three more bedrooms and full hallway bath complete the upstairs. The expansive low

Contemporary Retreat! This stunning 4-bedroom, 2.5-bath home offers a bright, open floor plan enhanced by walls of windows that fill the living spaces with an abundance of natural light. The dramatic living room features a floor-to-ceiling stone fireplace and flows seamlessly into the adjoining dining room. The L-shaped kitchen includes a breakfast nook with access to the deck, opening to an impressive multi-tiered outdoor living space designed for entertaining. A sunken family room with a gas fireplace provides a warm and inviting gathering space, while the first-floor laundry/mudroom adds convenience. Upstairs, the spacious primary suite serves as a private retreat with balcony access, a large walk-in closet, and a luxurious bath featuring a soaking tub, oversized shower, and heated floors!. Three additional bedrooms and a full bath complete the upper level. A comfortable loft-style gathering area provides the perfect spot to watch TV or read a book. The walk-out lower level offers p

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 c