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 rural tranquility and modern convenience, making it an ideal place for families, retirees, and anyone seeking a peaceful lifestyle.

Windy Hill is characterized by its beautifully designed homes that reflect the classic charm of Eastern Shore architecture, with spacious layouts and stunning outdoor spaces. Each property is thoughtfully situated to maximize privacy while fostering a sense of community among neighbors. Whether you're looking for a cozy cottage or a more expansive family home, Windy Hill has something to suit every taste and lifestyle.

Nature lovers will appreciate the scenic surroundings, with lush greenery and open spaces that invite outdoor activities such as walking, biking, and gardening. The community is also conveniently located near the picturesque Choptank River, offering opportunities for fishing, kayaking, and enjoying breathtaking sunsets.

For those who enjoy a vibrant social scene, Trappe is just a stone's throw away, featuring local shops, delightful dining options, and community events that celebrate the area’s rich heritage. Plus, with easy access to major highways, commuting to nearby cities like Easton and Cambridge is a breeze.

Currently, there are homes for sale in Windy Hill, providing a rare opportunity to become part of this welcoming community. Don’t miss your chance to own a piece of paradise in Trappe, MD. Explore Windy Hill today and discover your dream home in this idyllic setting!

Newest Windy Hill Homes for Sale

31720 Ayres Dr, Trappe
$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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