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A rare opportunity to create a forever home on nearly 7 private acres in the Chappaqua School District. Rich in history, character and natural beauty, 82 Shingle House Road is a distinctive Millwood estate for the buyer who values land, privacy and potential over cookie-cutter perfection. Originally dating to 1762, the property has evolved over time and offers a unique combination of old-world charm, generous space and exceptional flexibility. The main residence features spacious living areas, a large chef’s kitchen, fireplaces, beautiful natural light and peaceful views of the grounds. While the home offers great bones and many modern day appealing features, it is ready for the next owner to bring vision, updates and restoration to make it truly their own. Set on approximately 6.97 acres, the grounds are what make this offering so special: a private pond, mature trees, landscaped stonework, concrete pool, hot tub, cabana, open lawns, wooded surroundings and an extraordinary sense of seclusion. Additional improvements include a detached guest cottage situated above a three-car garage, plus a second three-car garage with a private pine-paneled retreat and a private meditation space with a stone fireplace, offering endless possibilities for guests, extended family, office, creative or recreational use. This is a property for someone who wants more than a house. It is for the buyer who wants a setting, a lifestyle and the chance to restore and personalize a truly special estate in one of Westchester’s most sought-after school districts. Rare, private and impossible to duplicate, 82 Shingle House Road is ready for its next chapter.

4 Beds ⋅ 6 Baths ⋅ 1025674 MLS

A rare opportunity to create a forever home on nearly 7 private acres in the Chappaqua School District. Rich in history, character and natural beauty, 82 Shingle House Road is a distinctive Millwood estate for the buyer who values land, privacy and potential over cookie-cutter perfection. Originally dating to 1762, the property has evolved over time and offers a unique combination of old-world charm, generous space and exceptional flexibility. The main residence features spacious living areas, a large chef’s kitchen, fireplaces, beautiful natural light and peaceful views of the grounds. While the home offers great bones and many modern day appealing features, it is ready for the next owner to bring vision, updates and restoration to make it truly their own. Set on approximately 6.97 acres, the grounds are what make this offering so special: a private pond, mature trees, landscaped stonework, concrete pool, hot tub, cabana, open lawns, wooded surroundings and an extraordinary sense of seclusion. Additional improvements include a detached guest cottage situated above a three-car garage, plus a second three-car garage with a private pine-paneled retreat and a private meditation space with a stone fireplace, offering endless possibilities for guests, extended family, office, creative or recreational use. This is a property for someone who wants more than a house. It is for the buyer who wants a setting, a lifestyle and the chance to restore and personalize a truly special estate in one of Westchester’s most sought-after school districts. Rare, private and impossible to duplicate, 82 Shingle House Road is ready for its next chapter.

82 Shingle House Road, Millwood

$1,359,000

A private woodland retreat in the Chappaqua School District, where natural beauty, flexible living space, and everyday convenience come together. Tucked along a charming woodland drive, this inviting home offers privacy, natural beauty, and an exceptional location close to everything. Surrounded by mature trees, natural rock formations, and lush landscaping, the property feels wonderfully secluded while remaining convenient to Chappaqua and Millwood shops, restaurants, parks, hiking trails, Metro-North, and the Taconic Parkway. Inside, abundant natural light, hardwood floors, oversized windows, and beautiful architectural details create a warm and welcoming setting. The main level is designed for both everyday living and entertaining, with an eat-in kitchen and bright breakfast nook, formal dining room, comfortable living room, and an expansive sunken family room with fireplace. Easy access to the deck and private grounds creates a natural indoor-outdoor connection. Upstairs, the generously proportioned primary suite provides a peaceful private retreat, with a dedicated vanity and sink area and a comfortable sense of separation from the rest of the home. Two additional bedrooms and a separate home office/den complete the second level, providing an ideal dedicated workspace for today’s lifestyle. Outside, the spacious deck overlooks the lush, private grounds and surrounding woodland, offering a beautiful setting for morning coffee, outdoor dining, entertaining, or simply unwinding at the end of the day. A two-car garage adds everyday convenience, while the location provides easy access to Chappaqua schools, Gedney Park, hiking trails, local shopping and dining, Metro-North, and the Taconic Parkway, making the NYC commute straightforward. Private, peaceful, and connected, this is a wonderful opportunity to enjoy the best of the Chappaqua area with space to live, work, entertain, and truly enjoy home.

3 Beds ⋅ 3 Baths ⋅ 1041830 MLS

A private woodland retreat in the Chappaqua School District, where natural beauty, flexible living space, and everyday convenience come together. Tucked along a charming woodland drive, this inviting home offers privacy, natural beauty, and an exceptional location close to everything. Surrounded by mature trees, natural rock formations, and lush landscaping, the property feels wonderfully secluded while remaining convenient to Chappaqua and Millwood shops, restaurants, parks, hiking trails, Metro-North, and the Taconic Parkway. Inside, abundant natural light, hardwood floors, oversized windows, and beautiful architectural details create a warm and welcoming setting. The main level is designed for both everyday living and entertaining, with an eat-in kitchen and bright breakfast nook, formal dining room, comfortable living room, and an expansive sunken family room with fireplace. Easy access to the deck and private grounds creates a natural indoor-outdoor connection. Upstairs, the generously proportioned primary suite provides a peaceful private retreat, with a dedicated vanity and sink area and a comfortable sense of separation from the rest of the home. Two additional bedrooms and a separate home office/den complete the second level, providing an ideal dedicated workspace for today’s lifestyle. Outside, the spacious deck overlooks the lush, private grounds and surrounding woodland, offering a beautiful setting for morning coffee, outdoor dining, entertaining, or simply unwinding at the end of the day. A two-car garage adds everyday convenience, while the location provides easy access to Chappaqua schools, Gedney Park, hiking trails, local shopping and dining, Metro-North, and the Taconic Parkway, making the NYC commute straightforward. Private, peaceful, and connected, this is a wonderful opportunity to enjoy the best of the Chappaqua area with space to live, work, entertain, and truly enjoy home.

180 Somerstown Road, Millwood

$999,999

Some homes simply have a way of making you feel at home the moment you arrive. Welcome to this picture-perfect, beautifully renovated Cape Cod in Millwood, NY, nestled within the Town of New Castle in Westchester County and the Chappaqua Central School District. Thoughtfully and extensively remodeled, this charming 3-bedroom, 2-full-bath home blends timeless Cape Cod character with the comfort and convenience of modern living. Nearly every detail has been refreshed, from the stunning new kitchen and beautifully renovated bathrooms to the hardwood floors, updated HVAC, electrical and plumbing systems. Even the major infrastructure improvements have been addressed, including a brand-new septic tank. The exterior has been lovingly restored, sanded and freshly painted, complemented by new gutters and all-new landscaping. The result is a home that feels fresh, welcoming and wonderfully move-in ready. Step inside and discover an inviting atmosphere filled with warmth, character and the kind of cozy comfort that makes a house feel like home. Every improvement has been thoughtfully considered, creating a beautiful balance of classic charm and modern ease. With three bedrooms, two full bathrooms and extensive interior and exterior improvements, this Millwood home offers comfortable, versatile living with so much already done. And then there's the lifestyle that makes Millwood so special! Start your mornings with a fresh cappuccino at Tazza Cafe, pick up something delicious at the beloved Rocky's Deli, a neighborhood institution open 24 hours a day, or enjoy the convenience of DeCicco & Sons, the wonderful family-owned specialty supermarket right in town. Spend afternoons exploring beautiful Gedney Park, with its scenic trails and recreational amenities, or enjoy walking and biking along the North County Trailway. Just minutes away, downtown Chappaqua offers charming boutiques, restaurants, cafe and convenient Metro-North train service to New York City. Located in the Town of New Castle and served by the Chappaqua Central School District, with school bus pickup at the front door, this home offers an exceptional combination of neighborhood charm, outdoor recreation and everyday convenience. Whether you're drawn to its classic Cape Cod architecture, extensive renovations or its convenient location near Chappaqua and the surrounding Northern Westchester communities, this beautifully updated Millwood home is ready for its next chapter. Timeless charm, modern comforts and a location that brings so much of what makes Westchester living special right to your doorstep. All that's missing is you. Welcome home!

3 Beds ⋅ 2 Baths ⋅ 1061075 MLS

Some homes simply have a way of making you feel at home the moment you arrive. Welcome to this picture-perfect, beautifully renovated Cape Cod in Millwood, NY, nestled within the Town of New Castle in Westchester County and the Chappaqua Central School District. Thoughtfully and extensively remodeled, this charming 3-bedroom, 2-full-bath home blends timeless Cape Cod character with the comfort and convenience of modern living. Nearly every detail has been refreshed, from the stunning new kitchen and beautifully renovated bathrooms to the hardwood floors, updated HVAC, electrical and plumbing systems. Even the major infrastructure improvements have been addressed, including a brand-new septic tank. The exterior has been lovingly restored, sanded and freshly painted, complemented by new gutters and all-new landscaping. The result is a home that feels fresh, welcoming and wonderfully move-in ready. Step inside and discover an inviting atmosphere filled with warmth, character and the kind of cozy comfort that makes a house feel like home. Every improvement has been thoughtfully considered, creating a beautiful balance of classic charm and modern ease. With three bedrooms, two full bathrooms and extensive interior and exterior improvements, this Millwood home offers comfortable, versatile living with so much already done. And then there's the lifestyle that makes Millwood so special! Start your mornings with a fresh cappuccino at Tazza Cafe, pick up something delicious at the beloved Rocky's Deli, a neighborhood institution open 24 hours a day, or enjoy the convenience of DeCicco & Sons, the wonderful family-owned specialty supermarket right in town. Spend afternoons exploring beautiful Gedney Park, with its scenic trails and recreational amenities, or enjoy walking and biking along the North County Trailway. Just minutes away, downtown Chappaqua offers charming boutiques, restaurants, cafe and convenient Metro-North train service to New York City. Located in the Town of New Castle and served by the Chappaqua Central School District, with school bus pickup at the front door, this home offers an exceptional combination of neighborhood charm, outdoor recreation and everyday convenience. Whether you're drawn to its classic Cape Cod architecture, extensive renovations or its convenient location near Chappaqua and the surrounding Northern Westchester communities, this beautifully updated Millwood home is ready for its next chapter. Timeless charm, modern comforts and a location that brings so much of what makes Westchester living special right to your doorstep. All that's missing is you. Welcome home!

48 Glen Wood Road, Millwood

$650,000

A Rare Opportunity in the Heart of Millwood. Lake life, privacy, Chappaqua schools, and the convenience of being minutes from the heart of Millwood. This unique property offers an exceptional opportunity to create your own retreat in one of Westchester's most desirable communities. Set back from the road on 0.55 acres of beautiful grounds, this four-bedroom Raised Ranch enjoys a wonderful sense of privacy and connection to nature, while being just minutes from Millwood's shops, restaurants, and everyday conveniences. Mature landscaping and wooded surroundings create a natural buffer from the road and a setting that feels surprisingly removed from the activity of the area. And then there is Hidden Hollow Lake one of the property's most exceptional features. The home enjoys exclusive rights to the private Hidden Hollow Lake Community at no additional charge, a rare benefit enjoyed by very few properties. Residents have access to a private sandy beach where they can swim, kayak, and canoe, creating a true vacation-like lifestyle just steps from home. Built in 1954 and offering approximately 1,200 square feet, the four-bedroom, 2 bath home is being offered strictly as-is and presents an exciting opportunity for buyers looking to renovate, expand, or create a home uniquely suited to their needs. The main level features a welcoming living room with an open red-brick fireplace and wood-burning stove, with sliding doors opening to a charming three-season sunroom overlooking the backyard. The kitchen and dining area, powder room, laundry room, and access to the one-car garage complete this level. Upstairs are four bedrooms and a full bathroom. The primary bedroom offers access to a large covered sunroom and a beautiful wooden deck overlooking the grounds, providing a wonderful place to enjoy the natural setting and envision future possibilities. Outside, mature landscaping, flowering trees, specimen plantings, and wooded surroundings create a beautiful natural backdrop. A walking trail from the property leads toward Hidden Hollow Lake, making it easy to enjoy the lake and its recreational amenities right from home. The location is equally appealing. The property is just minutes from Millwood Shopping Plaza, home to DeCicco's Gourmet Market, Tazza Cafe, Drug Mart, and the Millwood Post Office. The Taconic State Parkway is easily accessible, as is Gedney Park and the North County Trailway, offering miles of opportunities for walking, running, and biking. Located in the highly regarded Chappaqua Central School District, the property combines the convenience of a central Millwood location with the beauty of mature grounds, lake access, and abundant outdoor recreation. A rare Millwood opportunity with deeded Hidden Hollow Lake rights, Chappaqua schools, beautiful grounds, and room to create something truly your own. A property with possibilities and a lifestyle that is increasingly difficult to find.

4 Beds ⋅ 2 Baths ⋅ 1034483 MLS

A Rare Opportunity in the Heart of Millwood. Lake life, privacy, Chappaqua schools, and the convenience of being minutes from the heart of Millwood. This unique property offers an exceptional opportunity to create your own retreat in one of Westchester's most desirable communities. Set back from the road on 0.55 acres of beautiful grounds, this four-bedroom Raised Ranch enjoys a wonderful sense of privacy and connection to nature, while being just minutes from Millwood's shops, restaurants, and everyday conveniences. Mature landscaping and wooded surroundings create a natural buffer from the road and a setting that feels surprisingly removed from the activity of the area. And then there is Hidden Hollow Lake one of the property's most exceptional features. The home enjoys exclusive rights to the private Hidden Hollow Lake Community at no additional charge, a rare benefit enjoyed by very few properties. Residents have access to a private sandy beach where they can swim, kayak, and canoe, creating a true vacation-like lifestyle just steps from home. Built in 1954 and offering approximately 1,200 square feet, the four-bedroom, 2 bath home is being offered strictly as-is and presents an exciting opportunity for buyers looking to renovate, expand, or create a home uniquely suited to their needs. The main level features a welcoming living room with an open red-brick fireplace and wood-burning stove, with sliding doors opening to a charming three-season sunroom overlooking the backyard. The kitchen and dining area, powder room, laundry room, and access to the one-car garage complete this level. Upstairs are four bedrooms and a full bathroom. The primary bedroom offers access to a large covered sunroom and a beautiful wooden deck overlooking the grounds, providing a wonderful place to enjoy the natural setting and envision future possibilities. Outside, mature landscaping, flowering trees, specimen plantings, and wooded surroundings create a beautiful natural backdrop. A walking trail from the property leads toward Hidden Hollow Lake, making it easy to enjoy the lake and its recreational amenities right from home. The location is equally appealing. The property is just minutes from Millwood Shopping Plaza, home to DeCicco's Gourmet Market, Tazza Cafe, Drug Mart, and the Millwood Post Office. The Taconic State Parkway is easily accessible, as is Gedney Park and the North County Trailway, offering miles of opportunities for walking, running, and biking. Located in the highly regarded Chappaqua Central School District, the property combines the convenience of a central Millwood location with the beauty of mature grounds, lake access, and abundant outdoor recreation. A rare Millwood opportunity with deeded Hidden Hollow Lake rights, Chappaqua schools, beautiful grounds, and room to create something truly your own. A property with possibilities and a lifestyle that is increasingly difficult to find.

457 Saw Mill River Road, Millwood

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