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Welcome to 2 Enderkill, where the beauty of the Hudson Valley and the comfort of everyday living come together in a way that feels truly special. Tucked away on a private lot and framed by striking natural rock outcroppings, this 3 bedroom, 3 full bath retreat has a one of a kind character and a real connection to the land around it, with room to breathe, room to gather, and room to grow. Inside, the kitchen opens to the dining area for easy everyday meals and festive gatherings, while the generous living room centers around a cozy fireplace, perfect for quiet evenings and cold winter nights. A flexible bonus room on the main level adapts to the way you live, whether you need a home office, guest room, playroom, or a potential first floor bedroom. Upstairs, three spacious bedrooms and two full baths offer comfort and privacy for everyone, including a primary suite with its own private bath and a sliding glass door that opens to a secluded balcony overlooking the property, a peaceful spot for morning coffee or unwinding at the end of the day. Outdoor living shines with a large deck for entertaining, an above ground pool for summer fun, a detached garage, an attached carport, and an additional .32 acre parcel that adds even more space and opportunity, while a new roof brings welcome peace of mind for years to come. The location is just as appealing, with Rhinebeck, Hyde Park, and Poughkeepsie only minutes away and Metro North nearby for easy commuting or weekend getaways. Boutique shopping, acclaimed dining, parks, hiking trails, and storied historic sites are all close at hand, and being directly across from Norrie State Park means outdoor adventure is right at your doorstep, with Dinsmore Golf Course and the iconic Mills Mansion just a short drive away. If you have been searching for privacy, convenience, and the timeless charm the Hudson Valley is celebrated for, 2 Enderkill is ready to welcome you home.

3 Beds ⋅ 3 Baths ⋅ 1050337 MLS

Welcome to 2 Enderkill, where the beauty of the Hudson Valley and the comfort of everyday living come together in a way that feels truly special. Tucked away on a private lot and framed by striking natural rock outcroppings, this 3 bedroom, 3 full bath retreat has a one of a kind character and a real connection to the land around it, with room to breathe, room to gather, and room to grow. Inside, the kitchen opens to the dining area for easy everyday meals and festive gatherings, while the generous living room centers around a cozy fireplace, perfect for quiet evenings and cold winter nights. A flexible bonus room on the main level adapts to the way you live, whether you need a home office, guest room, playroom, or a potential first floor bedroom. Upstairs, three spacious bedrooms and two full baths offer comfort and privacy for everyone, including a primary suite with its own private bath and a sliding glass door that opens to a secluded balcony overlooking the property, a peaceful spot for morning coffee or unwinding at the end of the day. Outdoor living shines with a large deck for entertaining, an above ground pool for summer fun, a detached garage, an attached carport, and an additional .32 acre parcel that adds even more space and opportunity, while a new roof brings welcome peace of mind for years to come. The location is just as appealing, with Rhinebeck, Hyde Park, and Poughkeepsie only minutes away and Metro North nearby for easy commuting or weekend getaways. Boutique shopping, acclaimed dining, parks, hiking trails, and storied historic sites are all close at hand, and being directly across from Norrie State Park means outdoor adventure is right at your doorstep, with Dinsmore Golf Course and the iconic Mills Mansion just a short drive away. If you have been searching for privacy, convenience, and the timeless charm the Hudson Valley is celebrated for, 2 Enderkill is ready to welcome you home.

2 Enderkill Drive, Staatsburg

$499,900

This beautiful 4 Bedroom, two story, Victorian style home is located in the sought after Hamlet of Staatsburg. It has been completely updated but it retains lots of its original charm along with many modern updates. The home features its original hardwood flooring throughout. The whole house has been freshly painted inside and out. Gorgeous updated kitchen with granite countertops and center island. All 3 bathrooms have been beautifully renovated. All new energy efficient windows in every room. Each and every bedroom is nicely sized. Fantastic 2 car detached garage behind the home. Full unfinished basement. Large deck off of the kitchen is great for entertaining your guests. You can walk to restaurants, the library, Dinsmore Golf Course, and the historic site at Mills Mansion. You will not find a true Victorian home for this price anywhere in Dutchess County and especially not in the Hamlet of Staatsburg.

4 Beds ⋅ 3 Baths ⋅ 1052548 MLS

This beautiful 4 Bedroom, two story, Victorian style home is located in the sought after Hamlet of Staatsburg. It has been completely updated but it retains lots of its original charm along with many modern updates. The home features its original hardwood flooring throughout. The whole house has been freshly painted inside and out. Gorgeous updated kitchen with granite countertops and center island. All 3 bathrooms have been beautifully renovated. All new energy efficient windows in every room. Each and every bedroom is nicely sized. Fantastic 2 car detached garage behind the home. Full unfinished basement. Large deck off of the kitchen is great for entertaining your guests. You can walk to restaurants, the library, Dinsmore Golf Course, and the historic site at Mills Mansion. You will not find a true Victorian home for this price anywhere in Dutchess County and especially not in the Hamlet of Staatsburg.

46 Old Post Road, Staatsburg

$199,900

Nestled against NYS Taconic Park land, this older single-family home offers unlimited potential in an irreplaceable setting. Surrounded by 1.4 acres of lush, mature landscaping, the backyard borders a scenic trail linking the historic Ogden Mills Estate to the Norrie Point Environmental Center and Marina. Whether you are looking to create a lucrative short-term rental or craft a private retreat for buyers who appreciate nature and historic Hyde Park, the possibilities are endless. Enjoy year-round outdoor recreation right from your doorstep. Located in the quaint hamlet of Staatsburg—featuring a vibrant local library, basketball and pickleball courts, a renowned golf course, local dining, and a 10-minute drive to the train station. Unique location. Property is being sold as-is and awaits your vision!

3 Beds ⋅ 2 Baths ⋅ 1049221 MLS

Nestled against NYS Taconic Park land, this older single-family home offers unlimited potential in an irreplaceable setting. Surrounded by 1.4 acres of lush, mature landscaping, the backyard borders a scenic trail linking the historic Ogden Mills Estate to the Norrie Point Environmental Center and Marina. Whether you are looking to create a lucrative short-term rental or craft a private retreat for buyers who appreciate nature and historic Hyde Park, the possibilities are endless. Enjoy year-round outdoor recreation right from your doorstep. Located in the quaint hamlet of Staatsburg—featuring a vibrant local library, basketball and pickleball courts, a renowned golf course, local dining, and a 10-minute drive to the train station. Unique location. Property is being sold as-is and awaits your vision!

10 Cedar Street, Staatsburg

$499,000

WOW!! Welcome to 6 Vanessa lane, this house is just like new construction. This raised ranch is in the Hyde Park School District and has been totally renovated from top to bottom. Located on .92 acres of land, New roof, new siding, new windows. Living room has a bay window, recess lighting, and a wood burning fireplace to enjoy on a cold winters night. Dining room has hard wood floors and a nice area for meals. Kitchen is brand new with electric stove, Quartz countertops, hardwood floors, tons of cabinets space and a wine cooler. Primary bedroom has hardwood floors, full bath with shower, 2 other bedrooms on this level offers hardwood floors, 4th bedroom is in the lower level adjacent to the family room which has a sliding glass door to the patio area, another full bath on this level. Also has a 2 car attached garage. This home is minutes to Historic Rhinebeck and Hyde Park. This home is waiting for a new owner, show this house today before it is gone tomorrow.

4 Beds ⋅ 3 Baths ⋅ 1045888 MLS

WOW!! Welcome to 6 Vanessa lane, this house is just like new construction. This raised ranch is in the Hyde Park School District and has been totally renovated from top to bottom. Located on .92 acres of land, New roof, new siding, new windows. Living room has a bay window, recess lighting, and a wood burning fireplace to enjoy on a cold winters night. Dining room has hard wood floors and a nice area for meals. Kitchen is brand new with electric stove, Quartz countertops, hardwood floors, tons of cabinets space and a wine cooler. Primary bedroom has hardwood floors, full bath with shower, 2 other bedrooms on this level offers hardwood floors, 4th bedroom is in the lower level adjacent to the family room which has a sliding glass door to the patio area, another full bath on this level. Also has a 2 car attached garage. This home is minutes to Historic Rhinebeck and Hyde Park. This home is waiting for a new owner, show this house today before it is gone tomorrow.

6 Vanessa Lane, Staatsburg

$529,000

Set on 1.1 acres, 4 Chaucer Road offers seasonal Hudson River and mountain views in a quiet Hyde Park setting. This 2,436 sq ft Colonial features a formal living room with a masonry wood-burning fireplace, formal dining room, eat-in kitchen, and a comfortable family room. A half bath and dedicated laundry room complete the first floor. Upstairs, the home includes three oversized bedrooms with generous closets, a full hall bath, and a spacious primary suite highlighted by its own wood-burning fireplace, ensuite bath, separate vanity area, and large closet. Outdoor amenities include a paver patio, rolling partly wooded terrain, and a two-car garage. Additional features: central air, oversized windows, hardwood and tile flooring, and an unfinished basement for storage or future expansion. Convenient to Amtrak, Metro-North, Rhinebeck, Walkway Over the Hudson, National and State Historic Sites, local colleges, and major medical centers.

3 Beds ⋅ 3 Baths ⋅ 1041708 MLS

Set on 1.1 acres, 4 Chaucer Road offers seasonal Hudson River and mountain views in a quiet Hyde Park setting. This 2,436 sq ft Colonial features a formal living room with a masonry wood-burning fireplace, formal dining room, eat-in kitchen, and a comfortable family room. A half bath and dedicated laundry room complete the first floor. Upstairs, the home includes three oversized bedrooms with generous closets, a full hall bath, and a spacious primary suite highlighted by its own wood-burning fireplace, ensuite bath, separate vanity area, and large closet. Outdoor amenities include a paver patio, rolling partly wooded terrain, and a two-car garage. Additional features: central air, oversized windows, hardwood and tile flooring, and an unfinished basement for storage or future expansion. Convenient to Amtrak, Metro-North, Rhinebeck, Walkway Over the Hudson, National and State Historic Sites, local colleges, and major medical centers.

4 Chaucer Road, Staatsburg

$619,888

Discover this beautifully renovated 3-bedroom, 2-bath Ranch nestled on 2.40 peaceful, picturesque acres on a quiet, no-outlet street in Staatsburg. A standout feature is the impressive 26' x 54' detached concrete garage with 16' ceilings, heated, its own separate electric meter, walk-up attic storage, and room for six cars plus. The expansive space can accommodate large oversized equipment and offers endless possibilities for car collector enthusiast , artist sculpture work area, hobbies, carpentry workshop, storage, or recreational use. Heated 10'x16' shed conveniently located next to the garage for stay at home office/computer area. The inviting open-concept kitchen and dining area features quartz countertops, a center island with waterfall sides, and a wonderful flow for everyday living and entertaining. The Living Room has beautiful luxury vinyl plank flooring, recessed lighting, and a stone fireplace with wood-stove insert create a warm and welcoming living space. A charming three-season porch overlooks the private backyard and stream. The renovated hall bath features a double vanity, while the second updated bath showcases attractive tile finishes. Enjoy new central air & heat pump on the upper level, plus numerous thoughtful improvements throughout the home. The finished family room offers additional living space, recessed lighting, a storage closet, and a new mini-split for central air and heat pump system . Extra-thick foam insulation has been added to the home garage and laundry room, and an electric vehicle charger is already installed. Several brand-new, unused appliances are included. Extra cords of wood remain with the property. Ideally located just minutes from Norrie State Park for boating, kayaking, summer concerts, and picnicking along the Hudson River, with easy access to the Taconic Parkway, Rhinebeck, Hyde Park, the Culinary Institute of America, Route 9, and more. Come experience all that beautiful Hyde Park-Staatsburg has to offer!

3 Beds ⋅ 2 Baths ⋅ 1037256 MLS

Discover this beautifully renovated 3-bedroom, 2-bath Ranch nestled on 2.40 peaceful, picturesque acres on a quiet, no-outlet street in Staatsburg. A standout feature is the impressive 26' x 54' detached concrete garage with 16' ceilings, heated, its own separate electric meter, walk-up attic storage, and room for six cars plus. The expansive space can accommodate large oversized equipment and offers endless possibilities for car collector enthusiast , artist sculpture work area, hobbies, carpentry workshop, storage, or recreational use. Heated 10'x16' shed conveniently located next to the garage for stay at home office/computer area. The inviting open-concept kitchen and dining area features quartz countertops, a center island with waterfall sides, and a wonderful flow for everyday living and entertaining. The Living Room has beautiful luxury vinyl plank flooring, recessed lighting, and a stone fireplace with wood-stove insert create a warm and welcoming living space. A charming three-season porch overlooks the private backyard and stream. The renovated hall bath features a double vanity, while the second updated bath showcases attractive tile finishes. Enjoy new central air & heat pump on the upper level, plus numerous thoughtful improvements throughout the home. The finished family room offers additional living space, recessed lighting, a storage closet, and a new mini-split for central air and heat pump system . Extra-thick foam insulation has been added to the home garage and laundry room, and an electric vehicle charger is already installed. Several brand-new, unused appliances are included. Extra cords of wood remain with the property. Ideally located just minutes from Norrie State Park for boating, kayaking, summer concerts, and picnicking along the Hudson River, with easy access to the Taconic Parkway, Rhinebeck, Hyde Park, the Culinary Institute of America, Route 9, and more. Come experience all that beautiful Hyde Park-Staatsburg has to offer!

84 W Pine Road, Staatsburg

$369,000

This lovely home is situated on a peaceful road in a charming little neighborhood in Staatsburg. It’s in need of some TLC and a bit of a refresh, which is why it’s priced as it is. The property spans 1.1 acres, giving you plenty of space to unwind and enjoy the outdoors. Close to the villages of Hyde Park and Rhinebeck, shopping, restaurants, medical facilities, historic sites, and so much more!

4 Beds ⋅ 1 Baths ⋅ 1025200 MLS

This lovely home is situated on a peaceful road in a charming little neighborhood in Staatsburg. It’s in need of some TLC and a bit of a refresh, which is why it’s priced as it is. The property spans 1.1 acres, giving you plenty of space to unwind and enjoy the outdoors. Close to the villages of Hyde Park and Rhinebeck, shopping, restaurants, medical facilities, historic sites, and so much more!

26 W Cookingham Drive, Staatsburg

$674,000

This beautiful Custom built home has and does it all. Drive down the driveway and this gorgeous Colonial unfolds. As you enter the foyer the story begins. To your left is a large Living Room front to back design, bathed in sun light with hardwood floors and a beautiful fireplace. Off the living room is the Family Room with hardwood floors and another stunning fireplace. Beyond that is a spacous Kitchen recently remodeled with dining area and wonderful large windows which capture views of the backyard. Off the Kitchen you conveniently find the Laundry, Half Bath and access into the oversized 2 car garage. Up the stairs to a open center hall find the spacious front to back design of the Primary Bedroom with a huge walk-in closet and Primary Bathroom. Also 3 more large bedrooms and another full Bathroom. The very large naturalized yard is your own private woodland retreat creating a restful, peaceful environment. From the oversized screened in porch and outdoor living space you are captivated by the wonderful views of the expansive 5.48 acres which is beautifully landscaped to accentuate the natural surrundings and beauty. All this is located conveniently minutes from Rhinebeck with easy access to the Taconic Parkway, NYS Thruway and easy access to shopping and 5 Star Restaurants all located between Rhinebeck, Kingston and Hyde Park. Don't wait to come and enjoy .

4 Beds ⋅ 3 Baths ⋅ 1015647 MLS

This beautiful Custom built home has and does it all. Drive down the driveway and this gorgeous Colonial unfolds. As you enter the foyer the story begins. To your left is a large Living Room front to back design, bathed in sun light with hardwood floors and a beautiful fireplace. Off the living room is the Family Room with hardwood floors and another stunning fireplace. Beyond that is a spacous Kitchen recently remodeled with dining area and wonderful large windows which capture views of the backyard. Off the Kitchen you conveniently find the Laundry, Half Bath and access into the oversized 2 car garage. Up the stairs to a open center hall find the spacious front to back design of the Primary Bedroom with a huge walk-in closet and Primary Bathroom. Also 3 more large bedrooms and another full Bathroom. The very large naturalized yard is your own private woodland retreat creating a restful, peaceful environment. From the oversized screened in porch and outdoor living space you are captivated by the wonderful views of the expansive 5.48 acres which is beautifully landscaped to accentuate the natural surrundings and beauty. All this is located conveniently minutes from Rhinebeck with easy access to the Taconic Parkway, NYS Thruway and easy access to shopping and 5 Star Restaurants all located between Rhinebeck, Kingston and Hyde Park. Don't wait to come and enjoy .

326 Mills Cross Road, Staatsburg

$389,000

Charming, well-maintained ranch conveniently located on a quiet one-way street. This ranch has been lovingly cared for over the past 20 years. Many updates have been made to the kitchen and bath. Windows have been replaced and the roof is new, reducing maintenance costs for the new owner. The basement is clean and dry – perfect for storage. The home opens into a cozy living room with fireplace and continues to an ample dining room, eat-in kitchen with a gas stove and stainless appliances offering a modern appeal. A comfortable family room, 2 bedrooms and a full bath. In addition, the large light-filled 3 season room is a standout feature, perfect for enjoying summer nights or hosting family gatherings in a bright, airy environment. Another bonus is a large laundry room with plenty of room for storage. The combination of updated features, ample storage and inviting spaces make it a great starter home or perfect for downsizing. Ready to just move in, relax and enjoy. Come take a look – priced to sell – make your appointment today!

2 Beds ⋅ 1 Baths ⋅ 1010205 MLS

Charming, well-maintained ranch conveniently located on a quiet one-way street. This ranch has been lovingly cared for over the past 20 years. Many updates have been made to the kitchen and bath. Windows have been replaced and the roof is new, reducing maintenance costs for the new owner. The basement is clean and dry – perfect for storage. The home opens into a cozy living room with fireplace and continues to an ample dining room, eat-in kitchen with a gas stove and stainless appliances offering a modern appeal. A comfortable family room, 2 bedrooms and a full bath. In addition, the large light-filled 3 season room is a standout feature, perfect for enjoying summer nights or hosting family gatherings in a bright, airy environment. Another bonus is a large laundry room with plenty of room for storage. The combination of updated features, ample storage and inviting spaces make it a great starter home or perfect for downsizing. Ready to just move in, relax and enjoy. Come take a look – priced to sell – make your appointment today!

8 S Creek Road, Staatsburg

$495,000

Welcome to 7 Jonathan Drive, a beautifully renovated raised ranch offering modern comfort and move-in-ready living in Staatsburg. This 3-bedroom, 2-bath home has been thoughtfully updated throughout, including a brand-new roof, energy-efficient split systems, a stylish new kitchen, and completely renovated bathrooms. The bright and inviting main level features an open flow between the living room, dining area, and kitchen, creating the perfect space for everyday living and entertaining. The finished lower level provides additional flexible living space that can be used as a family room, home office, gym, or guest area. Additional highlights include an attached garage, ample driveway parking, and a spacious yard with plenty of room to relax, play, or entertain. With major improvements already completed, all that’s left to do is move in and enjoy!

3 Beds ⋅ 2 Baths ⋅ 988726 MLS

Welcome to 7 Jonathan Drive, a beautifully renovated raised ranch offering modern comfort and move-in-ready living in Staatsburg. This 3-bedroom, 2-bath home has been thoughtfully updated throughout, including a brand-new roof, energy-efficient split systems, a stylish new kitchen, and completely renovated bathrooms. The bright and inviting main level features an open flow between the living room, dining area, and kitchen, creating the perfect space for everyday living and entertaining. The finished lower level provides additional flexible living space that can be used as a family room, home office, gym, or guest area. Additional highlights include an attached garage, ample driveway parking, and a spacious yard with plenty of room to relax, play, or entertain. With major improvements already completed, all that’s left to do is move in and enjoy!

7 Jonathan Drive, Staatsburg

$425,000

Step into the lifestyle you’ve been waiting for in this beautifully upgraded 3-bedroom home, where modern style, everyday comfort, and exceptional indoor-outdoor living come together seamlessly. From the moment you enter, you’ll be welcomed by sun-filled living spaces, elegant finishes, and thoughtful updates throughout. Designed for both relaxing and entertaining, the home features a spacious living room bathed in natural light and a warm, inviting family room with a charming fireplace—perfect for cozy evenings at home. Fresh paint and upgraded wood flooring create a sophisticated, move-in-ready feel from top to bottom. At the heart of the home is a stunning, fully renovated kitchen that will impress any chef. Complete with brand-new Whirlpool appliances, sleek quartz countertops, a designer backsplash, and generous prep and storage space, this kitchen blends beauty with functionality. The adjoining dining area makes hosting family and friends effortless. The beautifully updated bathrooms showcase stylish tilework, modern vanities, and contemporary lighting, while the oversized primary bedroom offers a peaceful retreat with a spacious walk-in closet. A dedicated laundry room with a brand-new washer and dryer adds everyday convenience. One of the home’s standout features is the incredible indoor-outdoor living experience. Relax year-round in the bright sunroom or escape to your own private backyard oasis featuring a patio, sparkling in-ground swimming pool, separate pool house, and additional storage space—an ideal setting for entertaining, summer gatherings, or simply unwinding in privacy. Additional highlights include a 2-car garage, a roof approximately 4 years old, and a quiet, desirable neighborhood with convenient access to major highways and train transportation for an easy commute. Beautifully updated, thoughtfully designed, and perfectly located, this home offers the complete package. Opportunities like this don’t come around often—schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ 975827 MLS

Step into the lifestyle you’ve been waiting for in this beautifully upgraded 3-bedroom home, where modern style, everyday comfort, and exceptional indoor-outdoor living come together seamlessly. From the moment you enter, you’ll be welcomed by sun-filled living spaces, elegant finishes, and thoughtful updates throughout. Designed for both relaxing and entertaining, the home features a spacious living room bathed in natural light and a warm, inviting family room with a charming fireplace—perfect for cozy evenings at home. Fresh paint and upgraded wood flooring create a sophisticated, move-in-ready feel from top to bottom. At the heart of the home is a stunning, fully renovated kitchen that will impress any chef. Complete with brand-new Whirlpool appliances, sleek quartz countertops, a designer backsplash, and generous prep and storage space, this kitchen blends beauty with functionality. The adjoining dining area makes hosting family and friends effortless. The beautifully updated bathrooms showcase stylish tilework, modern vanities, and contemporary lighting, while the oversized primary bedroom offers a peaceful retreat with a spacious walk-in closet. A dedicated laundry room with a brand-new washer and dryer adds everyday convenience. One of the home’s standout features is the incredible indoor-outdoor living experience. Relax year-round in the bright sunroom or escape to your own private backyard oasis featuring a patio, sparkling in-ground swimming pool, separate pool house, and additional storage space—an ideal setting for entertaining, summer gatherings, or simply unwinding in privacy. Additional highlights include a 2-car garage, a roof approximately 4 years old, and a quiet, desirable neighborhood with convenient access to major highways and train transportation for an easy commute. Beautifully updated, thoughtfully designed, and perfectly located, this home offers the complete package. Opportunities like this don’t come around often—schedule your private showing today!

22 Prospect Street, Staatsburg