Overlook Estates Real Estate

Overlook Estates Real Estate

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Overlook Estates and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

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Newest Listings in Overlook Estates

4 Letts Circle, Monroe
$595,000
4 Beds ⋅ 3 Baths ⋅ 1055643 MLS
Original owners since 1976! For 50 years, this home has been lovingly cared for and meticulously maintained by the same owners—and the pride of ownership shows throughout. Located in Overlook Estates in the Town of Monroe, this is the largest model in the neighborhood, offering 4 bedrooms, over 2,000 sq. ft., 2.5 renovated bathrooms and a rare 2-car garage. Inside, you'll find a renovated primary ensuite bath, central air conditioning, hardwood floors beneath the upstairs carpeting, and tile flooring beneath the lower-level carpeting. Andersen windows, approximately 5 years old, are another valuable update. The mechanicals have been consistently maintained and updated throughout its ownership and is truly move-in ready. The backyard is just as impressive—fully fenced, beautifully landscaped and lined with mature trees for privacy, with a walk-out deck from the kitchen and a large patio that's perfect for entertaining and a beautiful in-ground pool, professionally serviced weekly. It's a private outdoor setting made for summer days, gatherings and relaxing at home. Conveniently located near shopping, restaurants, community activities, golf courses and NYC commuter train and bus service, with New York City approximately one hour away. A rare opportunity to own a spacious, exceptionally well-cared-for home with a 2-car garage, private fenced yard and in-ground pool in Monroe. After 50 years with its original owners, this special home is ready for its next chapter.

4 Letts Circle, Monroe

12 Nichris Lane, Staatsburg
$1,095,000
4 Beds ⋅ 4 Baths ⋅ 1037356 MLS
Located in the highly sought after Overlook Estates, this stunning Dutch Colonial seamlessly blends timeless character with modern sophistication, over 3500 finished SQFT, offering 4 bedrooms, 3.5 baths, and exceptional craftsmanship throughout. Set back from the road on nearly 3.5 picturesque acres, this impressive residence enjoys a private, park-like setting with partial Hudson River and Esopus Meadows Lighthouse views, mature landscaping, and an elevated presence that creates a true estate feel. A welcoming wraparound mahogany rocking-chair porch sets the tone, inviting you into a thoughtfully designed interior filled with natural light from oversized Marvin windows and oak floors throughout. The heart of the home is the chef’s kitchen with granite countertops, custom cabinetry, SS appliances and complete with a butler’s pantry, ideal for entertaining and everyday living. The formal dining room showcases timeless craftsmanship with custom chair rail detailing, offering an inviting setting for entertaining and special occasions. Spacious family room with oversized windows and centered around the wood burning fireplace, completes the main level. The second floor offers two generously sized bedrooms, an office and a beautifully appointed princess suite featuring a gas fireplace, his-and-hers closets, a double vanity, Jacuzzi tub, separate shower, and a mahogany-lined Juliet balcony with stunning views. The luxurious primary suite serves as a private retreat with soaring 10-foot ceilings, over sized windows allowing ample natural light, a comfortable sitting area, dual walk-in closets, double vanity, Jacuzzi tub, and a custom tile-surround shower. Outdoor living is equally impressive, with an oversized mahogany rear deck overlooking the tranquil backyard and surrounding privacy. Additional highlights include an expansive three-car garage, a cedar shake roof, dual zoned furnace/AC and a full unfinished walk-out basement with 9-foot ceilings, full size windows and Marvin doors—offering endless possibilities for future living space, recreation, or direct access to your dream pool area. Ideally located in the heart of Staatsburg, just minutes from the Rhinecliff Train Station, Villages of Rhinebeck and Hyde Park, this exceptional property offers convenient access to shopping, dining, the Culinary Institute of America, Marist University, Norrie Park, Mills Mansion, Dinsmore Golf Course and all the wonderful attractions of the Hudson Valley, while maintaining the peace and privacy of a country estate. Just 90 minutes to NYC! Come see all that this property has to offer!

12 Nichris Lane, Staatsburg

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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.

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