Windy Hill Homes for Sale

Windy Hill Homes for Sale

Welcome to Windy Hill, a picturesque subdivision nestled in the heart of Trappe, Maryland, within the charming Talbot County. This serene community offers a perfect blend of modern living and rural tranquility, making it an ideal destination for families, retirees, and anyone seeking a peaceful retreat.

Windy Hill is characterized by its beautiful landscapes, featuring lush greenery, mature trees, and scenic views that create a serene backdrop for your new home. The subdivision is thoughtfully designed, with spacious lots that provide ample room for outdoor activities and gardening, allowing residents to fully embrace the beauty of nature.

Homes for sale in Windy Hill range from cozy single-family residences to more expansive properties, catering to a variety of tastes and lifestyles. Each home boasts unique architectural styles and modern amenities, ensuring that you can find the perfect fit for your family's needs. Whether you're looking for a charming starter home or a luxurious retreat, Windy Hill has something to offer everyone.

The community is conveniently located near local schools, shopping centers, and recreational facilities, making it easy to enjoy all that Trappe and the surrounding areas have to offer. With its friendly neighbors and welcoming atmosphere, Windy Hill fosters a strong sense of community, where residents can connect and build lasting relationships.

If you're ready to explore your options in this delightful subdivision, take a look at the available homes for sale in Windy Hill. Your dream home awaits in this idyllic setting, where comfort meets charm in the heart of Maryland. Come and experience the Windy Hill lifestyle today!

Newest Windy Hill Homes for Sale

$1,500,000
4 Beds ⋅ 3 Baths
A stunning Farmhouse completely restored/rebuilt by renown Architect Greg Wiedemann on two glorious acres meticulously maintained on a serene Choptank River Setting. it is the Quintessential "Getaway" from the hustle/bustle of life. The focus of each room is the River. There are patios, balconies and porches galore for your leisure enjoyment and viewing pleasure. The center of the home is the Dining and Kitchen area. You enter from the side porch and exit through either twin glass doors which border large windows which overlook the River onto a flagstone patio where you can enjoy outdoor dining or just relaxing by the River. Off of the Kitchen you will find the "Mud Room" and/or Laundry Room. You will find a stackable Washer Dryer and Utility Sink in this area. Also next to the Laundry room you will find a large full bath with shower. The actual Front Door to the home is on the side of the house off of the welcoming porch with a swing. The Main entrance opens to the Living Room with Large windows which front to the Choptank. One of the four bedrooms in the home is on the first floor with a large ensuite bath, There are actually two large primary bedrooms. One can use the primary bedroom on the first floor for a large family room as the upstairs bedrooms are very spacious. The second floor primary enjoys both a balcony and a screened porch. The home is in excellent condition. The two zone air conditioning systems have just been replaced. On the grounds you will find two sheds, one for utilities and the other serves as a Workshop and storage, Enjoy a 1000 foot private beach front with a dock. Within the photos, please take the time to gaze upon the variety of seasonal trees and flowering plants that adorn this two acre paradise.

31720 Ayres Dr, Trappe

Listing courtesy of Weichert, REALTORS. Contact:

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