Southwind Homes for Sale

Welcome to Southwind, a charming legal subdivision nestled in the picturesque town of Chester, Maryland. Located in the heart of Queen Anne's County, Southwind offers a unique blend of serene living and vibrant community life. With its lush landscapes and tranquil waterways, this area is a hidden gem for those seeking a peaceful retreat without sacrificing modern conveniences.

Homes for sale in Southwind provide an array of options for prospective buyers. From spacious single-family residences to cozy townhomes, each property embodies a sense of warmth and character. Many of these homes feature open floor plans, contemporary finishes, and large backyards perfect for family gatherings or quiet evenings under the stars. With a strong sense of community, residents enjoy well-maintained streets, friendly neighbors, and easy access to local amenities.

Southwind is ideally situated near the Chesapeake Bay, offering residents an abundance of recreational activities. Whether you enjoy boating, fishing, or simply taking leisurely strolls along the waterfront, the natural beauty surrounding Southwind is sure to captivate you. Additionally, Chester provides convenient access to shopping, dining, and entertainment options, making it easy to enjoy the best of both worlds.

If you’re looking for a place that combines the charm of small-town living with the allure of nature, Southwind is the perfect destination. Explore the current homes for sale and discover the opportunity to make this idyllic community your own!

Newest Southwind Homes for Sale

$2,400,000

4 Beds ⋅ 4 Baths

Discover an exquisite Mediterranean-style residence nestled in the prestigious Southwind community, where luxury meets comfort while enjoying breathtaking sunset views. This stunning 4-bedroom, 3.5-bathroom home boasts 4,331 sq. ft. The gourmet kitchen features high-end stainless steel appliances, including a built-in microwave, wall oven, and a sleek cooktop, ensuring culinary excellence. Step outside to your private oasis, where a concrete pool invites relaxation amidst lush landscaping on a generous 1.2-acre lot that includes a covered built in Lynx grill and bar seating. Enjoy direct access to Cox Creek, complete with a private dock for fishing, kayaking, or simply soaking in the serene water views. With a double sided fireplace and three tankless water heater, this home combines elegance with modern convenience, making it a true sanctuary. The main living room features sky high ceilings and a wet bar making hosting a snap and flows into the added sunroom that features heated tile flooring. And the three season room off the back is the perfect gathering space with a wall of sliders to maximize the view. Meticulously maintained and thoroughy enjoyed by the original owners. The expansive rear yard and rip-rap shoreline enhance the outdoor experience, while the community amenities, including a beach, tennis/basketball courts, and fishing pier and boat launch, offer an exclusive lifestyle on Maryland's Eastern Shore.

2882 Cox Neck Rd, Chester

Listing courtesy of Wilson Realty & Staging LLC. Contact: 4103042250

$1,195,000

4 Beds ⋅ 5 Baths

Located in the prestigious Southwind community, a penisula between Crab Alley Bay & Cox Creek, this elegant contemporary ranch-style home offers an unparalleled lifestyle of luxury and comfort. Spanning over 4,400 sq. ft. of finished space, the interior boasts elegant marble flooring, complemented by crown moldings and built-ins that enhance its sophisticated charm. The gourmet kitchen, featuring upgraded countertops and a spacious island, flows seamlessly into the family room, perfect for entertaining. Relax in the primary suite with a lavish bath or unwind in the inviting family room by the fireplace with views out to Crab Alley. Three additional bedrooms (or two bedrooms and an office) and two baths round out the main level that offers sweeping scenic views from every vantage point. Step outside to discover a private oasis on 1.25 acres, complete with extensive hardscaping, a heated in-ground pool, and a soothing hot tub. Enjoy picturesque water views out the front and back, with access for kayaking and boating. The community amenities, including a beach, clubhouse, and tennis courts, elevate your living experience. This home is not just a residence; it's a lifestyle waiting to be embraced and enjoyed. Start living your best 'Shore Life' at 2855 Cox Neck Rd.

2855 Cox Neck Rd, Chester

Listing courtesy of Wilson Realty & Staging LLC. Contact: 4103042250

Start Your Search