Refine Search
Sort by
82 Shingle House Road, Millwood
$2,137,500
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

180 Somerstown Road, Millwood
$1,359,000
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

457 Saw Mill River Road, Millwood
$650,000
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

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!