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$850,000
4 Beds 5 Baths 1032582 MLS
A Rare Country Estate Rich in History, Character & Timeless Beauty. Nestled off the road and surrounded by approximately 17 private, wooded acres, this remarkable circa 1820 estate offers an extraordinary opportunity to own a piece of Hudson Valley history. Lovingly expanded over generations while preserving its original character, this one of a kind residence encompasses over 4,500 square feet of thoughtfully designed living space where historic craftsmanship and modern comfort exist in perfect harmony. From the moment you arrive, the setting is unforgettable. Mature trees, rolling lawns, handcrafted stone walls, beautifully landscaped gardens, and multiple patios create a peaceful retreat where nature becomes part of everyday life. Inside, authentic architectural details celebrate the home's rich heritage. Original woodwork, custom built-ins, exposed beams, hardwood floors, handcrafted moldings, and three fireplaces create warmth and character throughout. Every room offers a unique glimpse into the home's remarkable history while providing comfortable spaces for today's lifestyle. The stunning great room is truly the heart of the home, showcasing reclaimed hand-hewn beams salvaged from a local barn and an impressive floor to ceiling stone fireplace crafted from stone found right on the property. Nearby, an incredible sunroom with soaring wood ceilings, skylights, walls of glass, and beautiful terracotta style flooring invites you to relax while enjoying panoramic views of the surrounding landscape in every season. A thoughtfully designed private wing introduces a distinctive Southwestern-inspired aesthetic, creating an exceptional primary suite complete with a fireplace, spacious ensuite bath, private balcony, and adjoining first-floor living area. Whether used as a luxurious owner's retreat, guest quarters, or a comfortable multi-generational living space, this flexible wing offers endless possibilities while adding a unique architectural dimension to the home. Outside, the property continues to impress. A classic original barn featuring horse stalls, electric service, and an expansive loft provides incredible versatility for equestrian enthusiasts, hobby farmers, livestock, workshops, storage, or future creative pursuits. With acres of wooded privacy and open areas for horses, chickens, goats, gardening, or simply enjoying the outdoors, the possibilities are limited only by your imagination. As an added opportunity, an adjoining 16.7-acre parcel is also available for purchase, allowing the next owner to create an even more extraordinary private estate. Steeped in nearly two centuries of history yet thoughtfully adapted for modern living, this is more than a home it's a legacy property waiting for its next chapter.

232 Tally Ho Road, Middletown

$675,000
5 Beds 3 Baths 1032873 MLS
Come see why this sprawling tri-level has never been for sale. It's been family loved and cared for since it was built in the 60's and it is ready for the next loving occupant. Four bedroom and 2 full bathrooms make up the top floor including the master suite. Driveway is roundabout style for those who prefer easy access or a valet entrance. If you have a large family, love to host gatherings or just want the space, this is your estate! Features 3000 sqft with 5+ bedrooms, 2.5 bathrooms, master suite, family room/den with custom theatre cabinets and wired for sound system, Tesla solar (4454 kWh last year), hardwoods throughout, oversized 2-car garage, new hot water heater, potential in-law suite with separate entrance/heating, and wood burning stone fireplace on a large acre parcel only ten minutes to the train station. The property is peacefully located directly across the street from Greenwood Lake Middle school.

1248 Lakes Road, Monroe

$1,249,999
5 Beds 4 Baths 1031337 MLS
Set on 17.9 private acres in the heart of Warwick’s scenic countryside, this 4,961 sq ft contemporary residence blends architectural character with modern comfort. Tucked back from the road and surrounded by mature trees, rolling land, and natural beauty, this property offers the rare combination of privacy, scale, and convenience — just minutes to Warwick Village, Bellvale Creamery, hiking trails, and commuter routes. Inside, expansive windows, multiple fireplaces, soaring ceilings, and warm natural light define the home’s inviting atmosphere. The main level features generous open living spaces ideal for entertaining, including a large great room, formal dining area, and a flexible layout that adapts for today’s lifestyle needs. Architectural lines, contemporary finishes, and thoughtful updates enhance both style and functionality. The home offers multiple bedrooms and bathrooms, including a spacious primary suite and additional private bedroom wings that accommodate guests or work-from-home setups. Unique kitchen views overlooking the picturesque backyard and pool spa, ample storage, and large transitional spaces make everyday living comfortable and efficient. The acreage provides endless possibilities — from gardens, recreation, and hobby farming to creating your own private retreat. With nearly 18 acres, the property offers room to expand, explore, and enjoy the peaceful natural surroundings. Nearby shops, restaurants, wineries, and outdoor attractions

151 Bellvale Lakes Road, Warwick

$570,000
3 Beds 2 Baths 1030691 MLS
--Welcome home to this beautifully renovated farmhouse, where timeless character meets modern comfort. Every detail of this 3-bedroom, 1.5-bath home has been thoughtfully updated, creating a truly move-in-ready property that offers many of the benefits of new construction while preserving the warmth and charm of a classic farmhouse.-- -Quality craftsmanship can be found throughout, including beautifully preserved hardwood floors on the second level, an original exposed brick chimney, and stylish finishes that complement the home’s farmhouse appeal. Major improvements include a new roof, brand-new windows throughout, central heating and cooling, spray foam insulation, and high-efficiency systems designed to provide year-round comfort while keeping utility costs to a minimum.- --The spacious kitchen opens directly to an oversized rear deck, creating the perfect setting for entertaining family and friends, summer barbecues, or peaceful evenings outdoors. The classic covered front porch offers a welcoming place to relax with your morning coffee and enjoy the tranquility of country living.-- --The detached barn-style garage with a full loft is a rare bonus, offering room for multiple vehicles, a workshop, recreational equipment, hobbies, storage, or endless possibilities to fit your lifestyle.-- --Conveniently located in Orange County, New York, the home provides easy access to shopping, dining, schools, and commuter routes while still offering the privacy and peaceful surroundings of country living.-- --With extensive renovations, energy-efficient upgrades, low property taxes, and features comparable to new construction, this home offers exceptional value without sacrificing charm, comfort, or character. If you have been searching for the perfect combination of farmhouse appeal, modern efficiency, and outstanding bonus space, your search ends here--

33 County Highway 17, Thompson Ridge

$540,000
3 Beds 2 Baths 1029290 MLS
BEAUTIFUL 5 ACRE RIVERFRONT PROPERTY WITH VIEWS AND 100 FT FRONTAGE ON DELAWARE RIVER - Year Round or a Weekender Get Away this will enhance your lifestyle to include country living. The property itself has amazing potential especially above area with your own pole barn, gardening area and fields to enjoy. Walk into an amazing ranch home that features a delightful kitchen with granite countertops, a large kitchen island for cooking and to enjoy your meals at, a dual sided wood fireplace, kitchen-open floor plan to a cozy dining room with a ductless A/C Unit that can cool or heat, a pellet stove, spacious living room, 2 baths, 2 bedrooms and a large primary master and luxury bathroom, plus off by kitchen area there's a utility room for laundry with door to a large storage space. Outside great entertaining can happen with BBQ's on the large front paver patio, fire pit, lawns to enjoy field games in addition you can relax on the long extended front deck to visit but best of all enjoy the River views and from here you can even watch river activities on the PA side of the river as well. This scenic area is popular for kayaking, canoeing, rafting, fishing, hiking and being in nature. Located conveniently to all services, shopping, metro north train station (3 mi.) and I-84 hwy. This is really a Must See All to appreciate what may be the "go to place" you've always wanted!

56 Sleepy Hollow Road, Port Jervis

$999,998
5 Beds 4 Baths 1029095 MLS
Welcome to 190 Ridge Road in the heart of Highland Mills! Nestled on a beautiful 1-acre lot in the highly sought-after Monroe-Woodbury School District, this spacious 4-bedroom, 3.5-bath split-level home offers over 2,500 square feet of comfortable living space designed for both everyday living and entertaining. Step inside to discover an inviting open floor plan featuring cathedral and high ceilings, a stunning kitchen with a center island, granite countertops, stainless steel appliances, pantry, and eat-in dining area. The formal dining room and bright living spaces provide the perfect setting for gatherings with family and friends. The primary suite offers a private retreat with a walk-in closet and en-suite bath featuring a double vanity and soaking tub. A versatile office can easily serve as a fifth bedroom, guest room, or sitting room. The entry level features a formal living room with a masonry fireplace and pellet stove, ideal for relaxing on cool evenings. There is a huge family room on the lower level - great for entertaining or hanging with the family and friends! Additional features include central air, recessed lighting, ceiling fans, skylights, abundant storage, and a spacious laundry room. Enjoy the community town pool located in Central Valley or the "Rez" located within walking distance. Outside, your backyard oasis awaits! Spend summers enjoying the in-ground pool, while the expansive yard provides plenty of room for entertaining, gardening, or simply enjoying the peaceful surroundings. Watch the fireworks from your deck when the "Rez" Celebrates 4th of July! An oversized garage and private driveway offer ample parking and storage. Conveniently located just minutes from major highways, shopping, parks, and schools, this home combines privacy with everyday convenience. Don’t miss the opportunity to make this exceptional Highland Mills property your forever home!

190 Ridge Road, Highland Mills

$875,000
3 Beds 3 Baths 1028741 MLS
Set on over 4 private acres in the desirable Ridgeview Estates community, this custom-built contemporary offers the perfect balance of modern design, quality craftsmanship, and peaceful country living. Built in 2023, the home features over 2,300 square feet of thoughtfully designed living space with 3 bedrooms, 3 full bathrooms, soaring ceilings, oversized windows that flood the home with natural light, and an open-concept layout ideal for both everyday living and entertaining. The heart of the home is a beautifully appointed kitchen with quartz countertops, a large center island, and seamless flow into the spacious living area highlighted by an electric fireplace and dramatic cathedral ceilings. The primary suite offers a private retreat with a spa-inspired bath, generous walk-in closet, and refined finishes throughout. Smart home features, energy-efficient systems, and quality construction provide both comfort and peace of mind. There is a generator hook up, and an Tesla charger in the garage for charging of any electric vehicle. Step outside to enjoy the expansive wraparound deck overlooking a level, private backyard surrounded by nature—perfect for morning coffee, outdoor entertaining, or simply taking in the tranquility of the Hudson Valley. A full basement offers endless possibilities for future living space, a home gym, or recreation area, while the attached two-car garage provides added convenience. Ideally located just minutes from Washingtonville, Goshen, major commuter routes, wineries, parks, and all the Hudson Valley has to offer, this exceptional property delivers the rare combination of privacy, luxury, and accessibility.

30 Coleman Drive, Campbell Hall

$599,900
3 Beds 2 Baths 1029645 MLS
Located in the heart of the Village of Chester, this beautifully updated home offers the rare combination of modern comfort, privacy, and convenience. Just steps from Chester Academy and the Heritage Trail, this property provides easy access to walking, biking, running, local events, and community amenities while offering the peaceful retreat of your own private acreage. Set on 4 private acres, this home is a nature lover’s dream. The expansive property offers the perfect balance of open space and natural beauty, providing endless opportunities for outdoor enjoyment, family adventures, gardening, recreation, and creating your own private oasis. The large yard gives children plenty of room to play, explore, and connect with nature, while offering the space and flexibility for a hobby farm, gardens, chickens, outdoor activities, or other homesteading dreams. The entire home has been thoughtfully renovated within recent years, offering a fresh, updated feel throughout. A new HVAC system provides added comfort, efficiency, and peace of mind. The home also offers excellent future expansion potential with a full walk-out basement ready to be finished—perfect for a recreation room, guest suite, home gym, office, playroom, or media area. A standout feature is the oversized garage, providing exceptional space for vehicles, storage, hobbies, a workshop, or additional workspace. Step outside and enjoy the wrap-around back porch, the perfect place to relax, entertain, and take in the peaceful surroundings of your expansive yard. Whether enjoying morning coffee, hosting friends and family, or watching kids explore the outdoors, this space truly embraces the best of country-style living with village convenience. Property Highlights • Beautifully renovated home with modern updates • Just steps from Chester Academy and the Heritage Trail • Prime Village of Chester location close to schools, shops, and amenities • 4 private acres with beautiful natural surroundings • Perfect property for nature lovers and outdoor enthusiasts • Large yard ideal for kids to play, explore, and create memories • Endless possibilities for gardens, recreation, and hobby farming • New HVAC system • New roof • Full walk-out basement with finishing potential • Oversized garage with ample storage and workspace • Wrap-around back porch overlooking the property A rare opportunity to own a move-in ready home with land, updates, and endless possibilities—all in one of Chester’s most convenient locations. Whether you’re looking for space to grow, room for your family to explore, or the opportunity to create your own private retreat, 50 Hambletonian Ave offers the lifestyle you’ve been searching for.

50 Hambletonian Avenue, Chester

$749,000
1027418 MLS
Business Opportunity! Cue the theme song for Somewhere Over the Rainbow, because, Toto, we're not in Kansas anymore! Crossing the threshold of this estate feels like stepping directly into a living storybook and spiritual wellness sanctuary. Once upon a time, this magical land was Noah's Park Retreat, an exotic animal sanctuary and successful Veterinary Hospital. The historic 1938 Cape Cod estate, on 7.3 sprawling green acres, has four bedrooms and two-and-a-half baths with 3,458 square feet of living space. Perched in the rolling landscape near the quaint town of Goshen, this rare haven seamlessly incorporates private residential security with extraordinary, ready-to-reimagine agricultural structures. What truly sets this property apart is the impressive infrastructure already in place and waiting to be brought back to life. Perfect for entrepreneurs, animal lovers, or those seeking a unique live-work compound, the estate includes the Veterinary Hospital Building: a 1,680 sq ft facility that was once fully equipped with a surgery center, dedicated reception area, kitchen/BA, and animal showcase rooms. The Kennel-Boarding & Grooming Facility: A 3,348 sq ft building that once featured a reception area, grooming station, BA, and spacious indoor/outdoor kennels. Outdoor Enclosures: Thoughtfully designed, fenced enclosures that once housed a variety of animals, complemented by a finished shedzebo with electricity. Whether you are looking to operate a premier animal care facility, an Airbnb agricultural retreat, a destination child care center/boarding school, a multi-household compound, or enjoy the luxury of having over 7 acres of wide-open, private space, this iconic Goshen property delivers endless possibilities. Close to LEGOLAND NY Resort, medical facilities, Stewart Airport, schools, shops, and 1 1/2 hours to NYC. Make your appointment today!

48 Maple Avenue, Goshen

$869,000
3 Beds 4 Baths 1025663 MLS
A Rare Country Estate Where Privacy, Comfort & Endless Possibilities Come Together! Welcome to 806 Peenpack Trail Sparrowbush, NY Tucked away on 6.7 beautifully manicured acres in the desirable Town of Deerpark, Orange County, NY, this meticulously maintained 1,708-square-foot ranch is the perfect blend of peaceful country living and everyday convenience. Surrounded by nature and complete with two trout streams meandering through the property, this one-of-a-kind retreat offers the privacy you've been dreaming of while being just 5 miles from the NYC commuter train, schools, downtown restaurants, and shopping. From the moment you arrive, you'll appreciate the pride of ownership that shines throughout this exceptional property. Step inside to an inviting open floor plan featuring a dramatic vaulted ceiling and a spectacular floor-to-ceiling stone wood-burning fireplace, handcrafted with stone gathered directly from the property—creating a stunning centerpiece that is as unique as the home itself. The spacious living room flows effortlessly into the formal dining room, where sliding glass doors open to a generous deck overlooking the peaceful backyard—perfect for entertaining or simply enjoying your morning coffee while listening to the sounds of nature. The bright eat-in kitchen features hardwood floors, a center island, abundant cabinetry, and plenty of room for friends to gather. A convenient laundry room, three generously sized bedrooms, and four bathrooms provide comfort and functionality for everyday living. The fully finished lower level is an entertainer's dream! Whether you're hosting holidays, watching the big game, or enjoying a quiet evening, you'll love the expansive family room, custom bar, and second wood-burning fireplace, creating the perfect space for every occasion. Additional features include an attached two-car garage, a whole-house generator, and the kind of meticulous care that's evident in every corner of this remarkable home. But the surprises don't stop there... For car enthusiasts, contractors, hobbyists, collectors, or anyone in need of serious workspace, this property offers an incredible four-bay detached garage featuring two 12-foot overhead doors and two 8-foot overhead doors, providing endless possibilities for storing vehicles, boats, RVs, heavy equipment, or operating your business from home. Above the garage, you'll find an incredible bonus—a separate apartment complete with two bedrooms, a full kitchen, and a comfortable living room. Whether used for extended family, guests, rental income, or a private home office, this additional living space adds tremendous value and flexibility. Properties that offer this combination of privacy, acreage, natural beauty, exceptional garage space, and an additional apartment rarely become available. Whether you're looking for a peaceful retreat, a place to entertain, room to grow your business, or simply a property unlike any other, this extraordinary Deerpark estate truly checks every box. This is more than a home—it's a lifestyle. One-of-a-kind. Impeccably maintained. Ready for its next chapter. Don't miss this rare opportunity to make it yours!

806 Peenpack Trail, Sparrowbush

$749,000
4 Beds 3 Baths 1025324 MLS
Cue the theme song for Somewhere Over the Rainbow, because, Toto, we're not in Kansas anymore! Crossing the threshold of this estate feels like stepping directly into a living storybook and spiritual wellness sanctuary. Once upon a time, this magical land was Noah's Park Retreat, an exotic animal sanctuary and successful Veterinary Hospital. The historic 1938 Cape Cod estate, on 7.3 sprawling green acres, has four bedrooms and two-and-a-half baths with 3,458 square feet of living space. Perched in the rolling landscape near the quaint town of Goshen, this rare haven seamlessly incorporates private residential security with extraordinary, ready-to-reimagine agricultural structures. What truly sets this property apart is the impressive infrastructure already in place and waiting to be brought back to life. Perfect for entrepreneurs, animal lovers, or those seeking a unique live-work compound, the estate includes the Veterinary Hospital Building: a 1,680 sq ft facility that was once fully equipped with a surgery center, dedicated reception area, kitchen/BA, and animal showcase rooms. The Kennel-Boarding & Grooming Facility: A 3,348 sq ft building that once featured a reception area, grooming station, BA, and spacious indoor/outdoor kennels. Outdoor Enclosures: Thoughtfully designed, fenced enclosures that once housed a variety of animals, complemented by a finished shedzebo with electricity. Whether you are looking to operate a premier animal care facility, an Airbnb agricultural retreat, a destination child care center/boarding school, a multi-household compound, or enjoy the luxury of having over 7 acres of wide-open, private space, this iconic Goshen property delivers endless possibilities. Close to LEGOLAND NY Resort, medical facilities, Stewart Airport, schools, shops, and 1 1/2 hours to NYC. Make your appointment today!

48 Maple Avenue, Goshen

$649,900
4 Beds 3 Baths 1026533 MLS
Searching for a home that offers the perfect blend of modern comfort, quality craftsmanship, and peaceful surroundings? Welcome to 2 Atwood Lane located in the very sought after area of Balmville, located in the Town of Newburgh. This exceptional 4-bedroom 2.5 bathroom home sits on 2.7 private acres. Built in 2018, this well-maintained home provides peace of mind with all major systems, appliances, and mechanicals being less than 10 years old. Inside, you'll find a thoughtfully designed layout with spacious living areas and an inviting atmosphere that's perfect for everyday living and entertaining. The beautifully renovated kitchen is the heart of the home, beautifully designed to combine style and functionality. Featuring sleek stainless steel appliances, abundant cabinetry, and a spacious pantry for exceptional storage. Enjoy casual meals in the bright eat-in dining area, while the formal dining room provides an elegant setting for holiday gatherings, dinner parties, and special occasions. Whether you're preparing family meals or hosting guests, again this space offers the perfect balance of comfort.The very large primary suite is a true retreat, featuring elegant tray ceilings, a generous walk-in closet, and a private en-suite bathroom complete with a double vanity. Three additional bedrooms provide plenty of space for family, guests, or flexible living arrangements. An unfinished basement is full of potential. Whether you envision a home gym, yoga or meditation space, prayer room, home office, workshop, or future recreation area, this expansive lower level is ready for your personal touch. Step outside to enjoy the beautifully updated backyard, where a custom masonry patio installed in 2023 creates the perfect space for outdoor dining, more entertaining, or relaxing while taking in the peaceful surroundings. A newly installed driveway (2023) enhances both curb appeal and functionality, while the welcoming front porch offers the perfect place to enjoy your morning coffee. Finishing the home is an attached two-car garage. This home offers the perfect combination of convenience and connectivity. Just minutes from I-84, I-87 (the New York State Thruway), and for heading to New York City, the nearby Beacon Ferry provides easy access to the Beacon Metro-North Station, offering a convenient rail commute into Manhattan. Steps away from the vibrant downtown Newburgh district and the scenic Newburgh waterfront, where you can enjoy Hudson River views, waterfront restaurants, local cafés, breweries, boutiques, live entertainment, and year-round community events. Whether you're commuting to work or enjoying a night out, this exceptional location offers the best of Hudson Valley living.

2 Atwood Lane, Newburgh

$875,000
3 Beds 2 Baths 1025697 MLS
Escape to this ULTIMATE, UNIQUE, CUSTOM CRAFTSMAN CAPE COD / RANCH , situated 0n 6.7 PRIVATE, park like acres which adjoins and is embraced by hundreds of acres of protected LAND TRUST and Town owned, FOREVER GREEN PROPERTY ! This house has an incredible well thought out floor plan.Currently the main living space and bedrooms are on one level, but there is an open stairway to a huge, unfinished second floor for expansion of bedrooms, family room, studio, storage or whatever your creative mind desires. The expansive basement is every car collector enthusiasts DREAM since it can accommodate at least 7 vehicles plus workshop space (there is also an oversized 3 car garage with loft space attached to the house) This basement which boasts extremely high ceilings would also delight any craft's person, artists, musicians, dancers, gymnasts etc, The possibilities are endless. Enjoy the comfort and convenience of this home which is minutes from the New Jersey border making it an excellent location for commuters and outings in NYC and also less than 5 miles from all of Warwick's amenities. COME and ENJOY the Apple Orchards, Farmer's markets, Hiking, Skiing, unique boutiques, fabulous restaurants, Public parks, golf course plus anything and everything you could possible think of for your adventurous explorations !

68 Bowen Road, Warwick

$2,200,000
1023837 MLS
Exceptional opportunity to acquire a premier flex industrial property strategically positioned just minutes from Interstate 84 and the New York State Thruway, offering outstanding accessibility throughout the Hudson Valley and the Northeast corridor. Situated on an expansive 6.10-acre with significant room for future expansion, this 10,000-sqft commercial building is ideally suited for manufacturing, warehousing, distribution, logistics, contractor headquarters, or corporate operations. The property features 5,000 sqft of warehouse space with i20-foot ceilings ,4 loading docks with 14-foot overhead doors, a full sprinkler system, and brand-new 480-volt, three-phase electrical service, providing the infrastructure required for a wide range of industrial and manufacturing uses. The remaining 5,000 sqft consists of professionally designed office space offering an impressive reception and waiting area, a striking glass-enclosed conference room, multiple private offices , cubicle work stations ,kitchen, and several restrooms, creating a polished and efficient environment for both employees and clients. Positioned on 6.10 acres, the property offers exceptional parking for more than 30 cars, generous space for tractor-trailers, commercial trucks, and equipment, as well as abundant room for future expansion or additional development. Municipal water, municipal sewer is available at the corner of the site, providing added flexibility for future growth. Combining outstanding functionality, modern infrastructure, excellent truck access, and a highly desirable location with immediate access to major transportation routes, this turnkey industrial asset presents a rare opportunity for owner-users, investors, manufacturers, distributors, and logistics companies seeking a first-class facility with significant upside potential. Seller financing is available for qualified buyers, offering added flexibility and making this exceptional investment opportunity even more attractive.

87 Taft Avenue, Newburgh

$999,000
7 Beds 7 Baths 1025010 MLS
Welcome to 10 Willys Court, an extraordinary custom colonial offering over 5,600 square feet of thoughtfully designed living space on a private 2.2-acre cul-de-sac in the heart of Rock Tavern. Combining exceptional size, versatility, and modern amenities, this one-of-a-kind residence features a truly authentic mother-daughter design—one of the area's rarest opportunities for multigenerational living. Whether you're accommodating extended family, hosting long-term guests, creating private home offices, or seeking flexible independent living arrangements, this exceptional home provides the space and privacy to fit every lifestyle. A dramatic two-story foyer welcomes you into an expansive interior featuring dual gourmet eat-in kitchens with granite countertops, stainless steel appliances, oversized center islands, and abundant cabinetry. Multiple living rooms, dining areas, and sitting rooms offer endless possibilities for gathering and entertaining, while the home's six spacious bedrooms, five full bathrooms, and two half baths provide comfort and convenience for everyone. Designed with privacy in mind, the home offers five separate entrances, allowing each living area to function independently while remaining seamlessly connected. The sprawling finished lower level adds even more flexible living space, ideal for a recreation room, fitness studio, media room, home office, or hobby space. Outside, the lifestyle continues with a beautifully landscaped property featuring an in-ground swimming pool, expansive rear deck, welcoming covered front porch, three-car garage, oversized storage shed, in-ground sprinkler system, whole-house generator, and energy-saving solar panels. Like-new mechanical systems, meticulously maintained throughout, provide lasting peace of mind. Perfectly positioned to offer the serenity of country living without sacrificing convenience, this remarkable estate is just minutes from I-84, I-87, Metro-North, shopping, dining, and the highly regarded Washingtonville School District, making commuting to Manhattan—approximately 90 minutes via Metro-North—both practical and convenient. Offering an exceptional combination of acreage, luxury, flexibility, and true multigenerational design, 10 Willys Court is a rare opportunity unlike anything else on the market. Experience a home where space, privacy, and possibility come together to create an extraordinary way of life. Schedule your private showing today.

10 Willys Court, Rock Tavern

$725,000
3 Beds 3 Baths 1024464 MLS
Perfect Colonial! Just move in! Unpack! Center hall Colonial that has been loved! Quiet Cul-de-sac! Beautiful hardwood floors throughout most of the main level. Bright and welcoming! Traditional layout with a formal living & dining area to either side of the entry with open family room and kitchen to the rear. There is a mud room from the garage with the laundry area and pantry. A Powder room is off to the side away from the living areas. The owners have upgraded everything in the home to create a warm and inviting surrounding for everyone! The owner will miss sipping coffee at the breakfast table and taking in the beauty that surrounds the home! The trees offer serenity and beauty only found in fairy tales! The upper level offers 4 spacious bedrooms, large windows, walk in closets, 2 magnificent bathrooms and more storage than you could ask for! The basement is a full walkout into the rear yard under the upper deck. This unfinished space could add over 1100 more square footage to your living area if finished. Never worry about a storm! This home features a Generac generator and takes care of itself when needed! Aside from being located within the Minisink School District, this home overlooks the golf course, through the trees of course! Dont worry about a stray ball hitting you! Privacy surrounds this home yet you are 5-10 minutes back to town. Come live the good life in Orange County NY! The property feature an electric fence for your FUR Babies if you need it.

55 Fairway Drive, Johnson

$468,000
3 Beds 3 Baths 1021130 MLS
First time on the market! Opportunity awaits in the sought-after Minisink Valley School District! This 1987 custom-built Colonial offers the perfect chance to build equity and create a home that is uniquely your own. Relax on the welcoming front porch before stepping inside to discover a home ready for your personal updates. While the interior could benefit from fresh paint, new flooring, and bathroom renovations- the home offers great bones, a functional layout and endless potential. Two living rooms, formal dining room, eat-in kitchen with powder room and an enclosed back 3-season room complete the main level. The second level features 3 bedrooms, including a spacious primary suite with adjoining room, ideal for home office, reading room, fitness space, nursery or that future walk-in closet. Enjoy added peace of mind with the home pre-wired for a whole-house generator. Set back on a beautiful level acre of property, with a spectacular 1080 sq. ft. detached heated garage with high ceilings, can have a car lift, two overhead garage doors (front and back) and stairs to a spacious loft. This incredible space offers possibilities that are hard to find. Whether your a car enthusiast, woodworker, craftsman, artist, content creator, or entrepreneur, or just have a lot of toys, this versatile building is in excellent shape. This well-loved home is ready for its next chapter and yours... it's a wonderful place to live, work, create, and grow for years to come!

808 S Plank Road, Slate Hill

$1,149,000
5 Beds 3 Baths 1020835 MLS
MOTIVATED BUILDER SAYS SELL! NEW CONSTRUCTION WITH YEAR ROUND LAKE VIEWS!! HOUSE AND PROPERTY OF THIS QUALITY, DRAMA AND CUSTOM FINISHES OVERLOOKING LOOKING A LAKE IN THIS AREA IS A RARE FIND! Just 60 minutes from New York City and very close to the northern Tuxedo border, this custom Colonial offers an exceptional blend of luxury, privacy, and natural beauty. The home is set on a peaceful property with YEAR ROUND VIEWS of Mombasha Lake and CLOSELY bordering protected state land—ensuring natural surroundings, and relaxing landscape. Designed for elevated living and entertaining, this residence features 4/5 bedrooms, 3 full baths, and a rare SIX-CAR GARAGE with dramatic 18-foot ceiling and a gas line installed--ideal for car collectors, creativity, or luxury storage. Walls with OVERSIZED WINDOWS bring the outdoors in, bathing the home in natural light and stunning lake views. The extensive covered porch offers the addition of more entertaining space or quiet enjoyment. The MAIN LEVEL offers 10-FOOT CEILINGS and an artfully designed GREAT ROOOM has a soaring 20-FOOT CEILING, massive STONE WOOD-BURNING FIREPLACE and seamless indoor-outdoor flow. Anchoring the home is a CUSTOM WHITE OAK AND SATIN IRON STAIRCASE SPANNING FOUR LEVELS, a dramatic architectural statement that rises gracefully through the space and sets the tone for the home’s refined design and craftsmanship. The chef-caliber kitchen is a statement piece, featuring a 5x10-FOOT QUARTZ ISLAND, custom cabinetry, 48-INCH PROFESSIONAL EIGHT BURNER DOUBLE-OVEN RANGE, STAINLESS STEEL APPLIANCES, and a built-in wine cooler—perfect for both intimate dinners and large-scale entertaining. The formal dining room, elegant living room, full bath, and a flexible den or private office (optional fifth bedroom) offer versatility for guests, work, or multigenerational living. A full bath completes the main level. UPSTAIRS 9-FOOT CEILINGS frame four spacious bedrooms, and additional full bath. A BONUS ROOM EXCEEDING 1,300 SQUARE FEET can be finished presenting endless possibilities—media lounge, fitness studio, guest suite, or work-from-home refuge. The primary suite is a true haven, offering a luxurious bath with RADIANT HEATED FLOORS, OVERSIZED SHOWER WITH BODY JETS AND CEILING MOUNTED RAIN SHOWER WITH INTEGRATED BLUETOOTH SPEAKERS AND LED LIGHTS, therapeutic whirlpool tub, heated towel bar, a SEPARATE STEAM/DRY SAUNA, and sliding doors that open to a JULIET BALCONY. There is a fourth level with an abundance of storage and a TREMENDOUS ROOF TOP TERRACE. Here, lake and mountain views stretch endlessly—an extraordinary setting for sunrise reflections or sunset cocktails. The EXPANSIVE BASEMENT ADDS ANOTHER 2,000 SQUARE FEET, with endless possibilities for a creative retreat, home theater, wellness studio, or space where imagination can run free. More than a home, this is a place to create lasting memories and moments of joy—a sanctuary where every day feels like a retreat. Located within the Monroe-Woodbury School District, this home offers the rare opportunity to experience resort-level living, complete relaxation, and architectural distinction—all within easy reach of New York City. LARGE DECK OR PAVER PATIO WILL REPLACE THE TEMPORARY STEPS TO BACKYARD.

133 W Mombasha Road, Monroe

$549,900
3 Beds 2 Baths 1018592 MLS
Picturesque One-Level Living in Central Valley Conveniently located on a quiet street in the charming hamlet of Central Valley, this brick-faced ranch is the epitome of turn-key perfection. From the flawlessly manicured grounds to the immaculate interior, it is clear that every detail of this home has been meticulously maintained. The main level boasts gleaming hardwood floors, bright and neutrally painted bedrooms, and a custom kitchen complete with a stylish coffee bar and breakfront. Significant capital improvements offer ultimate peace of mind, including a replaced roof, updated windows, and a state-of-the-art oil tank. Downstairs, the finished lower level functions as an incredible extension of the home, featuring a spacious family room anchored by a cozy brick gas fireplace—perfect for large gatherings. An updated full bath and dedicated laundry room complete this versatile space. Outside, an extended driveway and garage comfortably accommodate five or more vehicles. Enjoy the ease of municipal water, sewer, and local sidewalks. Skip the car and walk to the vibrant Woodbury Recreation Center and pool, while benefiting from top-rated schools and effortless commuter highway access. Elegant, practical, and completely move-in ready.

21 Midland Avenue, Central Valley

$279,999
3 Beds 1 Baths 1017254 MLS
Nestled on a peaceful .73-acre lot surrounded by mature trees, this charming 3-bedroom, 1-bath home offers an appealing blend of privacy, comfort, and opportunity. Set back in a serene natural setting, the property provides a quiet retreat while still offering the space and flexibility today’s buyers are looking for. The lot is one of the largest parcels in Mountain Lodge Park. Current public records show approximately 31,799 sq. ft., with dimensions of roughly 160' × 200'. Step inside to discover a freshly painted interior that feels bright, clean, and move-in ready. Natural light fills the living spaces, creating a warm and welcoming atmosphere throughout. At the heart of the home, a cozy original stone fireplace serves as a beautiful focal point, adding timeless character and the perfect spot to unwind on cooler evenings while helping to offset heating costs. The full unfinished basement offers ample space for storage, utilities, or workshop use, providing practical functionality and room to stay organized. Outdoor living is a true highlight with the expansive 3/4 wraparound deck, providing multiple areas to relax, entertain, or simply enjoy the surrounding landscape. Whether you're hosting gatherings, enjoying your morning coffee, or taking in the peaceful wooded views, this space enhances the home's connection to nature. The sizable yard and ample parking area offer added convenience and versatility for guests, hobbies, or recreational use. Whether you're searching for a full-time residence or a tranquil getaway, this property presents a wonderful opportunity to enjoy comfortable living with room to make it your own.

76 Arcadian Trail, Monroe

$399,900
3 Beds 1 Baths 1011248 MLS
This welcoming, 3-bedroom ranch in the Cornwall School District, offers the perfect combination of comfort, functionality, and flexible living space. Recent updates include a new roof (2024)! Inside, you enter an open-concept living and dining area that flows seamlessly into the kitchen, where you'll have all you need with your counter space, cabinetry, and appliances, including a stainless steel dishwasher and stove. Three bedrooms and a full bath complete the main living level, but that's only the beginning. Just off the kitchen, you’ll find an impressive 544-square-foot temperature-controlled three-season room, providing exceptional additional living space for relaxing, entertaining, or enjoying the changing seasons. Beyond that is a convenient laundry area and a bonus room created from the converted garage. Currently used as a home office, this versatile space can easily adapt to fit your needs. Comfort is ensured year-round with three heating sources: baseboard heat, mini-split units that provide both heating and air conditioning throughout much of the home, as well as a pellet stove in the living room, that will keep you warm and toasty when the New York winters require it! Outside, a large, private, level backyard offers endless possibilities for recreation, gardening, entertaining, or future enhancements. Ideally located near Route 84 and the New York State Thruway, this home combines privacy and peaceful surroundings with easy access to shopping, dining, commuting routes, and everyday conveniences. Offering space, flexibility, and a prime location, this home is ready for its next chapter!

178 Mount Airy Road, New Windsor

$785,000
5 Beds 5 Baths 1012601 MLS
Discover this exceptional luxury residence located in a highly sought-after neighborhood. This one-of-a-kind property offers an expansive layout designed for comfortable living and entertainment. The home features a magnificent kitchen with elegant granite countertops and a family room characterized by cathedral ceilings and a fireplace. The residence includes five generously sized bedrooms and five bathrooms. Notably, the primary suite features a whirlpool tub, while an additional upstairs bedroom also included an ensuite full bathroom. Furthermore, the ground level contains a mother-in-law suite complete with a kitchenette, dinette, and full bath. The exterior serves as a private oasis, featuring a heated inground pool, a paver patio, and meticulously landscaped front and back yards. Additional amenities include central air conditioning and a beautiful, private setting conveniently located just minutes from Woodbury Common and transportation to New York City. Don't miss out, schedule your showing today!

1 Cindy Lane, Highland Mills

$1,195,000
4 Beds 4 Baths 1010585 MLS
Welcome to an unparalleled expression of luxury living in the Town of Chester. Built in 2003, this custom-built Cape May/Colonial estate designed by award winning architect Larry Belk estate spans 4,281 square feet of meticulously designed living space, masterfully balancing grand entertaining spaces with intimate everyday comfort. From the moment you arrive, exceptional craftsmanship is on display—from the solid wood doors and dual staircases to the premium radiant-heated floors sweeping across the entire main level. The inviting foyer seamlessly transitions into the formal living and dining rooms, both framed by dramatic floor-to-ceiling windows, intricate crown molding, and striking red oak flooring with Mahogany inlays. Both formal spaces open directly to an expansive bluestone patio, offering an effortless indoor-outdoor lifestyle. At the heart of the home is a true culinary enthusiast’s kitchen, outfitted with oversized granite countertops, custom cabinetry, and a table-height center island. Immediately adjacent, a sunken family room anchored by a rustic wood-burning fireplace serves as the perfect gathering hub, featuring French doors that lead to a covered bluestone patio and a private fire pit area. Retreat to the main-level primary suite—a serene sanctuary complete with gas fireplace and French doors opening to a private, wrap around covered Trex deck. The spa-like primary bath boasts a vintage-inspired cast iron clawfoot tub, a walk-in shower, and dual vanities, all complemented by a massive walk-in closet. A dedicated laundry room completes the main level. Upstairs, discover a versatile bonus loft accessed via a spiral staircase, a full walk-up attic, and three generously sized bedrooms—two of which feature private en-suite baths and walk-in closets. The lower level is an enthusiast’s dream. Beyond vast storage capabilities, this floor houses a dedicated wine-making room and provides direct access to an extraordinary, pristine multi-car garage featuring professional epoxy flooring. A true masterpiece of design, utility, and sophistication. Enjoy effortless travel with immediate access to Route 17 (I-86) and the NYS Thruway, while mass transit options like the Chester Park & Ride and the Harriman Train Station make commuting a breeze. Located just 60 miles from NYC, you can enjoy the peace of the suburbs and be in the city in just over an hour. Unbeatable location for entertainment, dining, and shopping! You are 10 miles from the world-famous Woodbury Common Premium Outlets. Explore Chester’s vibrant local food scene, steps from local restaurants, craft breweries, and renowned local wineries. Outdoor enthusiasts will love the proximity to the scenic Orange Heritage Trail. Exceptional location, maximum convenience, and a perfect place to call home!

22 Goshen Road, Chester

$749,999
4 Beds 3 Baths 1011740 MLS
Welcome to 27 Margaret’s Road, where privacy, outdoor living, and endless summer memories come together on just under one acre of beautifully maintained property in Monroe. Tucked away in a peaceful setting surrounded by mature trees and lush landscaping, this expanded home offers the rare combination of space, seclusion, and resort-style backyard living. Step outside and discover the true centerpiece of the property, an expansive backyard oasis designed for entertaining and relaxation. Whether you’re hosting summer barbecues, pool parties, family gatherings, or simply enjoying a quiet evening under the stars, this property delivers the lifestyle buyers dream about. The large in-ground pool features a newer liner and generous decking, while the sprawling yard provides ample room for recreation, pets, gardening, or future outdoor enhancements. Surrounded by mature landscaping and privacy fencing, the backyard feels like your own private retreat. Inside, the home offers approximately 3,300 square feet of living space with a bright and open layout designed for everyday comfort. The spacious kitchen flows seamlessly into the dining area and main living spaces, creating an inviting atmosphere for entertaining. Large windows fill the home with natural light, while the fireplace adds warmth and character throughout the seasons. The finished basement provides valuable additional living space, perfect for a recreation room, home gym, media room, playroom, or extended living needs. Recent updates and features include two-zone central air conditioning, propane heat, well water with a softener, a newer water heater, and a roof with substantial remaining life. Properties offering this level of privacy, usable land, and outdoor enjoyment are becoming increasingly difficult to find. Whether you’re relaxing poolside, entertaining friends and family, or enjoying the tranquility of nearly an acre of property, 27 Margaret’s Road offers a lifestyle that feels like a year-round vacation while remaining conveniently located near shopping, dining, commuter routes, and everything Monroe has to offer.

27 Margaret Road, Monroe

$2,499,900
3 Beds 3 Baths 1006189 MLS
Welcome to one of the Hudson Valley's most iconic private estates; an extraordinary 38+ acre retreat offering luxury, recreation, equestrian amenities, abundant space for custom vehicle enthusiasts and unmatched entertaining spaces. Known locally as the famed "Orange County Choppers House," this remarkable property blends rustic elegance with modern comfort in a setting designed for those who appreciate both refined living and outdoor adventure. Beyond the gated entrance, a winding driveway passes fenced paddocks, open meadows, a pond, farm animal run-in sheds and a row barn, before arriving at the impressive log home, complete with a wraparound covered porch, metal roof, and expansive courtyard driveway with ample space for oversized vehicles and equipment. Inside, the home showcases rich wood craftsmanship, soaring ceilings, and breathtaking views of the surrounding mountains, koi ponds, and manicured gardens. The chef's kitchen features custom wood cabinetry, granite countertops, a center island, and spacious dining area, while a practical mudroom includes a convenient dog washing station. The dramatic great room serves as the heart of the home with floor-to-ceiling windows and a striking stone fireplace. The main level offers a private office, full bathroom, and a luxurious primary suite complete with a walk-in closet and spa-inspired ensuite featuring a floating jetted soaking tub, oversized tiled shower, and double vanity. Nearly every room opens directly to inviting outdoor living spaces that seamlessly connect the home to its natural surroundings. Upstairs, two generously sized bedrooms share a full bath, while a peaceful loft-style sitting area overlooks both the great room below and the picturesque grounds beyond. The partially finished lower level provides endless potential with a full bathroom and bar area already in place, awaiting your personal finishing touches. Step outside and discover a true resort-style oasis. The spectacular multi-level heated pool features a slide, wading area, and extensive lounging spaces. The pool house includes a tiki bar, full bathroom, and outdoor shower, while dual Thor grills, granite serving stations, and a shaded pergola create the ultimate setting for unforgettable gatherings. The estate continues to impress with a heated two-story showroom garage offering over 7,000 square feet of commercial grade space. The upper level includes two guest apartments, each with kitchenettes, bedrooms, and bathrooms, creating exceptional opportunities for extended family, guests, or staff accommodations. Equestrian enthusiasts will appreciate the classic red two-story barn currently configured for five horses with room for expansion, along with a massive hay loft, multiple fenced paddocks, and supporting run-ins. An impressive 6000 sq ft commercial grade mechanic's garage and workshop sits farther down the drive, providing privacy and flexibility for hobbyists, collectors, or business pursuits. Completing this extraordinary offering is a stunning 1+ acre pond featuring docks, a waterfall, and waterside grilling patio—an idyllic backdrop for fishing, entertaining, or simply enjoying the peace and beauty of the Hudson Valley countryside. Rarely does a property offer this level of privacy, recreation, functionality, and luxury. Whether envisioned as a compound, equestrian estate, entertainer's paradise, or Hudson Valley retreat, this iconic property delivers a lifestyle unlike any other.

95 Judson Road, Montgomery

$546,900
6 Beds 4 Baths 1006008 MLS
"We know this property is worth more, but we're letting the market decide! Welcome to 145 Youngblood Road, a rare opportunity where endless possibilities meet peaceful country living. This oversized ranch style home offers exceptional flexibility with a separate apartment above the garage, creating the perfect setup for multigenerational living, owner occupied investment opportunities, guest accommodations, or additional rental income. Nestled in a serene setting, this property is much more than a home. It is a true opportunity property. Previously operating as a highly successful Airbnb with SUPERHOST status, the home enjoyed strong occupancy and consistent demand throughout the year. Today, it remains an attractive option for long term or mid term rentals and has generated interest from companies seeking housing accommodations for employees and contractors. Adding to its appeal, the property is zoned Residential/Mixed Use Commercial, opening the door for a variety of potential uses. Whether you are looking to establish a home based business, create a multigenerational compound, generate rental income, or simply enjoy the abundance of living space, this property offers flexibility that is increasingly difficult to find. Inside, you will discover spacious rooms, multiple bathrooms, and a floor plan designed to accommodate a variety of lifestyles. Outside, enjoy the peace and privacy that make this property such a sought after destination. The sellers are motivated and ready to pass this unique opportunity on to the next owner. Whether you are an investor, entrepreneur, or homeowner seeking space and versatility, 145 Youngblood Road delivers the rare chance to own what feels like two homes in one. Bring your vision, bring your ideas, and unlock the tremendous potential this property has to offer.

145 Youngblood Road, Montgomery

$799,000
4 Beds 3 Baths 1000989 MLS
Beautiful paver walkway to front door sets the stage for this unique location home on privacy seekers 6 Acres backing up to Lake Mombasha on the Tuxedo border. Custom built spacious Cape Cod Style home boasting 4102 sq. ft. which includes the 900 sq. ft. in the finished walkout Basement. New granite counters and oversized stainless steel sink in Kitchen along with stainless steel appliances. New main level en suite Primary Bath features whirlpool tub, double shower and double sinks. Family Room with cathedral wood ceilings with wood burning fireplace and sliders to huge wrap around decking sets the stage for huge family/friend gatherings in the seasonable weather. Two primary sized bedrooms and an additional Full Bath are on the second level. The partially finished Basement has an additional 900 sq. ft. of finished living area with egress windows. The huge 2+ car garage offers plenty of storage area in addition to the utility room. Roof just 15 years old. NEW indirect water heater. In the sought after Monroe Woodbury School District. Great location on the Tuxedo border just a stones throw to shopping, recreation, main roads and modes of transportation. Great commuter location. Sure to go quick, get your showing appointment in.

214 W Mombasha Road, Monroe

$649,900
6 Beds 4 Baths 999867 MLS
Two adjacent properties offered together as a single opportunity (2056 & 2060 Rt 17K): a preserved 1840 historic farmhouse paired with a separate 2-bedroom residence, with a combined total of approximately 4 acres, 6 bedrooms, 4 baths, and roughly 2,500 square feet of combined living space in Montgomery's Town of Crawford. Built in 1840 and preserved with rare integrity by just two families in almost 200 years, the 4 bedroom primary farmhouse delivers the kind of atmosphere that new construction cannot replicate. Hand-hewn beams, ultra-wide plank floors, natural woodwork, and four fireplaces anchor the home's historic character throughout the kitchen, living room, primary bedroom, and basement. Thoughtfully maintained rather than modernized into anonymity, the 1,704-square-foot residence blends authentic craftsmanship with practical comfort, including updated windows, modern heating, and a large rear deck that wraps the L-shaped footprint and opens toward the kitchen garden and wooded views across the combined acreage. The second parcel adds a separate 2-bedroom, 1-bath residence with its own entrance, porch, and utilities. Previously rented, it offers flexibility as income-producing space, extended family housing, guest quarters, or private workspace. A 1,200-square-foot pole barn adds additional utility for storage, workshop use, equipment, or creative pursuits. Valley Central School District. No HOA. For the buyer who understands that authenticity cannot be recreated, this is a true Hudson Valley farmhouse property with flexibility, income potential, and preserved historic character. Please note; Taxes, beds, baths and acreage are the combined totals of both properties.

2056 State Route 17K, Montgomery

$1,145,000
9 Beds 7 Baths 995148 MLS
Own One of America's Great Equestrian Landmarks Steeped in history and unlike anything else on the market, The Hambletonian House is a magnificent Victorian estate built in the 19th century by William Rysdyk, owner of the legendary Hambletonian 10—the foundation sire of nearly every modern Standardbred racehorse. More than a remarkable home, this is an opportunity to become the next steward of one of the most significant equestrian properties in history. Gracefully set atop a scenic knoll on nearly three private acres in the heart of Chester, New York, the estate offers exceptional privacy while remaining just 40 miles from Manhattan. From the moment you arrive, the home's commanding presence, timeless architecture, and beautifully maintained grounds create an unforgettable first impression. The stately main residence features seven bedrooms and four-and-a-half bathrooms, where authentic Victorian craftsmanship has been meticulously preserved. Soaring ceilings, original hardwood floors, intricate millwork, marble fireplaces, elegant pocket doors, and exquisite architectural details reflect the grandeur of a bygone era, while thoughtful modern updates provide today's expected comforts. Designed for both elegant entertainment and everyday living, the home's expansive gathering spaces flow effortlessly to the surrounding grounds, creating an ideal setting for celebrations, family gatherings, or quiet evenings enjoying the beauty of the property. Adding to the estate's resort-style appeal is a separate pool house, complete with a full bathroom and private sauna, offering the perfect retreat for relaxation, wellness, or entertaining guests throughout the seasons. One of the property's most compelling features is its detached second residence, offering a beautifully appointed two-bedroom apartment with exceptional flexibility. Beyond providing luxurious accommodation for guests or extended family, this separate living space creates an outstanding opportunity for additional income. Whether utilized as a premium long-term rental, short-term vacation rental, executive housing, caretaker's residence, or owner's quarters while operating the main home as a hospitality property, it provides the versatility today's buyers are seeking. Beyond its architectural beauty, the property presents an exceptional opportunity to offset ownership costs through multiple revenue streams. This rare combination of a landmark residence and an income-producing secondary dwelling makes the estate equally attractive to homeowners, investors, and entrepreneurs. With its iconic history, breathtaking setting, and expansive layout, The Hambletonian House is ideally suited as a luxury bed and breakfast, boutique inn, private event venue, executive retreat, or premier destination rental—offering limitless possibilities for both lifestyle and investment. The current owner has invested extensively in preserving the estate's historic integrity while making significant improvements to major mechanical systems and the roof, ensuring modern reliability without compromising its timeless character. This careful stewardship allows the next owner to enjoy the confidence of updated infrastructure while preserving a truly irreplaceable piece of history. Ideally located near the shops, restaurants, and conveniences of the Village of Chester, with easy access to major highways and the best of the Hudson Valley, the property offers the perfect balance of peaceful country living and metropolitan accessibility. Properties of this significance rarely become available. Combining rich history, exceptional architecture, income-producing potential, and an irreplaceable legacy, The Hambletonian House represents a once-in-a-generation opportunity to own one of the most celebrated equestrian landmarks. Some homes are purchased. Others become part of history. This is one of them.

19 High Street, Chester

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