Country Club Estates Real Estate

Country Club Estates Real Estate

Welcome to Country Club Estates, a hidden gem nestled in the heart of the United States where elegance meets tranquility. This picturesque subdivision is perfect for those seeking a serene lifestyle without sacrificing convenience. With tree-lined streets, manicured lawns, and stunning homes, Country Club Estates embodies the ideal suburban retreat.

As you stroll through the neighborhood, you'll notice the unique architectural styles that reflect both classic charm and modern sophistication. Each residence is thoughtfully designed to provide comfort and style, ensuring there's a perfect fit for every family. Whether you're a first-time homebuyer or looking to downsize, Country Club Estates offers a diverse selection of homes to meet your needs.

One of the standout features of this community is its proximity to top-notch amenities. Residents enjoy easy access to local parks, recreational facilities, and a variety of shopping and dining options. The nearby golf course is a highlight for many, providing both a leisurely pastime and a stunning backdrop for the neighborhood.

Families will appreciate the highly-rated schools in the area, which are dedicated to fostering a nurturing and educational environment for children. With a strong sense of community, Country Club Estates hosts regular events and gatherings, making it easy to forge lasting friendships with neighbors.

If you're looking for a place that combines the best of suburban living with a welcoming atmosphere, Country Club Estates is the perfect choice. Come explore this enchanting community and discover your dream home today!

Newest Listings in Country Club Estates

5 Beds ⋅ 4 Baths

Custom-built home in Country Club Estates with beautiful architectural details. Spacious open living space with hardwood floors and wooden beams, glowing with ample natural light! Enjoy time on the large screened porch, finished with Ipe hardwood, overlooking the peaceful creek, woods and park like setting. Five bedrooms and 4 full bathrooms, nicely designed with privacy in mind. There's an entry-level bedroom and full bathroom. The partially finished basement offers a large bedroom or bonus room, a full bathroom, and an oversized workshop space. Upstairs you'll find two bedrooms that share a full bathroom, as well as the primary bedroom, which is nicely situated with a view of the creek/pond. Enjoy peaceful views of the creek from the slate patio, and launch a kayak to explore the water from your backyard. This property leaves little to be desired! Two-car garage, peaceful water view, cozy fireplace, large living space, nicely landscaped, and a hot tub! Under 2 miles from downtown Chestertown and a short stroll to the Chester River Yacht & Country Club.

7680 Country Club Ln, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

3 Beds ⋅ 2 Baths

Charming Brick Rancher Near the Chester River This custom-built brick rancher sits in a nice Chestertown neighborhood with excellent curb appeal, a classic hipped roof, and a convenient circular driveway. The drive runs under a gable-roofed breezeway that connects to an oversized 26x40 two-car garage, which will soon have brand-new garage doors. Coming into the Home... Living Room: Walk along the cobblestone slate path and pass through the new, classic front door into a spacious living room featuring hardwood floors that run throughout the entire house. Dining & Kitchen: A curved archway leads from the living room directly into the dining room. The dining room has an entryway to the kitchen, which could easily be opened up for an even more open feel. Porch: The dining room leads right out to a comfortable porch—the perfect spot to relax and enjoy this nice, quiet neighborhood. Mudroom & Back Entry: An oversized back entry from the breezeway leads into a large mudroom and utility space. Featuring multiple closets and laundry hookups, this functional area offers plenty of space to be creative and fit your family's needs. Bedrooms: The main floor includes three bedrooms with hardwood floors and two full bathrooms Basement: The full basement features an open space with brand-new windows that allow plenty of natural light inside. It is equipped with a new sump pump, offering a perfect blank canvas for storage, a gym, or a rec room. Utilities, Key Updates & Location The house sits on a generous lot with mature landscaping and is connected to well water and public septic. Recent mechanical and structural updates include: Brand-new roof, oil furnace paired with a new HVAC system for efficient heating and cooling. Fresh paint inside and out. You can enjoy beautiful views of the Chester River coming and going from your new home, as well as scenic river views while taking your neighborhood walks. Enjoy the convenience of being just minutes from downtown shopping and dining. Bring your design ideas to update the interior and make it your own!

25750 Collins Ave, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

6 Beds ⋅ 6 Baths

Experience unparalleled luxury in a newly constructed custom home, ideally situated in the heart of coveted Country Club Estates. A rare opportunity to personalize your dream six-bedroom, five-and-a-half-bath residence (approximately 2,800 sq. ft.) on an oversized lot. NuCedar shingles, white trim with stone veneer foundation. Thoughtfully designed to embrace an open-concept layout, the home will showcase top-notch craftsmanship and premium finishes throughout. The kitchen will be equipped with high-end built-in stainless-steel appliances, including a Wolf range and Sub-Zero refrigerator, along with custom cabinetry and stone countertops with pantry. The great room to center around a gas fireplace, while hardwood floors run throughout, complementing the detailed trim work and coffered ceiling in the great room. Large windows fill the space with natural light, highlighting the home’s clean design and sophistication. Tailor this home to your taste, selecting from an array of luxury finishes, including flooring, cabinetry, appliances, tilework, and exterior siding. The property offers dual owner’s suites on both the first and second levels, with beautifully tiled walk-in showers. Four additional guest suites, two with a private en-suite bath, provide exceptional comfort for family, friends, and guests. Geothermal heating and cooling and a full basement. A rare offer, this home will embody a seamless blend of luxury, comfort, and coastal charm. Located just steps from the ocean, dining, and entertainment, it presents an unparalleled lifestyle opportunity. Crafted by Rehoboth Property Development, a highly regarded builder known for precision, quality, and hands-on expertise, this home promises nothing short of excellence. Photo depicts a similar home completed by Rehoboth Property Development. Don’t miss the chance to own a brand-new, custom-designed sanctuary in the heart of Rehoboth Beach!

300 Hickman St, Rehoboth Beach

Listing courtesy of Dave McCarthy & Associates, Inc.. Contact: 3024262080

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Joe Sterner

Greetings! I’m Joe Sterner and the Rehoboth Beach area has been home to me since 2003, though my connection to DelMarVa goes back to childhood summers in Ocean City, MD. Originally from Central PA, my partner and I first made coastal Delaware our second home while we owned and operated a national internet marketing company. After selling that successful business in 2013, we moved permanently to Rehoboth Beach, where we purchased The Homestead Bed & Breakfast. As a local bed and breakfast owner, I get to help guests discover coastal Delaware every day. What makes the Delaware beaches truly unique is the lifestyle—and helping people navigate the different communities and towns here is something I genuinely enjoy. My process is simple: I listen carefully to understand your goals, lifestyle, and what you value, and then work with my exceptional team to make your move as seamless as possible. From industry-leading marketing to a vast network of trusted partners, I take care of everything to ensure your move is a success. In addition to my work as an innkeeper and a realtor, I also volunteer on the Clear Space Theatre board as vice-chair. In this role, I’ve had the pleasure of collaborating with people from across our state to help support the arts right here in Rehoboth Beach. To me, the arts are what keep our community vibrant—so if you like theatre or are just curious about what’s happening in town, please don’t be afraid to ask! Additionally, having personally bought and sold millions of dollars in commercial property (both real estate and IP), I regularly work with entrepreneurs and savvy investors to navigate the buying and selling process. When I’m not selling real estate or making breakfast for our B&B guests, you’ll find me hosting dinner parties, surf fishing with friends, tending to the vegetable garden, rooting for my favorite football team in the fall, or simply enjoying a dirty martini in our courtyard. My pledge to you as your agent is the same as if you were a guest in my home or a new neighbor I’m welcoming to the community. You will always receive honesty, hospitality, and straightforward guidance while I work to make your real estate experience as smooth and enjoyable as possible. Cheers!

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David Brinton

Hello there! My name is David Brinton, and I’ve proudly called Coastal Delaware home since 2003. After years of spending summers here, my husband and I decided to purchase a second home—and before long, we made the move to live in Rehoboth Beach full-time. We quickly fell in love with the coastal lifestyle and welcoming community. From forming lasting friendships to enjoying endless entertainment and exceptional dining, living in Coastal Delaware has truly been a dream come true. Today, I’m grateful to share that same lifestyle with my real estate clients. Helping others create their own life at the beach—while discovering all that these incredible communities have to offer—is incredibly rewarding. There’s nothing better than hearing how happy new residents are after making the move. With a degree in Hospitality Management and a minor in Travel and Tourism, I bring a client-first approach to real estate. I take the time to understand your goals and preferences so I can guide you toward homes and communities that align with your vision. Paired with the expert resources of the Coastal Homestead Group, our partnership delivers exceptional service, unmatched resources, and proven results. In my spare time, I enjoy watching movies, catching a football game, relaxing by the pool at our B&B, fishing, spending time at the beach, and being with friends and family.

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