Talbot County Public Schools Homes with Poolside Lot Description

Talbot County Public Schools Homes with Poolside Lot Description

Welcome to the beautiful Talbot County, Maryland, where the charm of small-town living meets the vibrancy of a thriving community. Nestled on Maryland’s Eastern Shore, Talbot County Public Schools is dedicated to fostering a nurturing and enriching educational environment for its students. This school district boasts a strong commitment to academic excellence, offering a diverse curriculum that prepares students for success in an ever-changing world. With a focus on innovation and community engagement, Talbot County Public Schools provides a range of extracurricular activities and support services that enhance the educational experience, making it a fantastic choice for families looking to settle down.

Imagine coming home to a stunning property with a poolside lot, perfect for those warm Maryland summers. These homes offer not just a place to live, but a lifestyle filled with relaxation and enjoyment. Picture yourself lounging by the pool, hosting barbecues, or enjoying quiet evenings under the stars with family and friends. The allure of a poolside home in Talbot County is undeniable, providing the ideal backdrop for creating cherished memories.

In addition to the exceptional educational opportunities offered by Talbot County Public Schools, residents enjoy access to picturesque landscapes, charming local shops, and a close-knit community atmosphere. Whether you’re seeking a tranquil retreat or an active lifestyle, Talbot County has it all. Come explore the inviting homes with poolside lots, where your dream of a perfect family haven awaits!

Newest Talbot County Public Schools Homes with Poolside Lot Description

$9,950,000
4 Beds ⋅ 6 Baths
Set on the coveted shores of the Tred Avon River, this extraordinary waterfront estate is a rare offering, combining deep-water boating, a private sandy beach, a substantial main residence, separate guest accommodations, and an exceptional collection of lifestyle amenities. From the first approach, the property unfolds as a private Eastern Shore compound, where elegant architecture, sweeping river views, and resort-caliber amenities are seamlessly integrated into a singular waterfront setting. The four-bedroom, five-and-a-half-bath main residence is both impressive and inviting. A dramatic two-story living room features hardwood floors, a fireplace, custom millwork, and abundant natural light, while the waterside den offers a more intimate retreat with a gas fireplace, custom bookshelves, and a wall of glass framing views across the Tred Avon. A spacious screened porch and expansive Ipe decking extend the living spaces outdoors and provide direct access to the waterfront. At the heart of the home, the kitchen is equipped with a Sub-Zero refrigerator, gas cooktop, double ovens, stainless steel dishwasher, granite countertops, and white cabinetry, along with generous space for casual dining. A first-floor office and laundry room add everyday convenience, while dual staircases provide easy access throughout the home. The first-floor waterfront primary suite is a private sanctuary with its own fireplace, sitting room with custom bookshelves, two walk-in closets with custom shelving, and a beautifully appointed bath featuring a waterside soaking tub, dual vanity, and walk-in steam shower. Each additional bedroom is en suite, creating comfortable and private accommodations for family and guests. Outside, the property transforms into a private waterfront retreat. A heated lap pool, hot tub, and sandy beach create distinct places to relax along the river, while a scenic walking path winds through wildflower gardens and open space, reinforcing the estate’s remarkable sense of privacy and scale. The pool house makes outdoor entertaining effortless, with a full kitchen, stainless steel appliances, gas range, laundry facilities, and an outdoor shower. A separate three-bedroom, two-bath guest residence provides exceptional additional accommodations with hardwood floors, a full kitchen, laundry, garage, and a large deck overlooking the Tred Avon—ideal for extended family, guests, or multi-generational living while preserving the privacy of the main residence. For those drawn to the water, the property delivers. A private pier offers 6+ feet of water at mean low water, three slips, two boat lifts, water and electric—providing exceptional deep-water access for a wide range of vessels. From here, spend the day cruising the Tred Avon and exploring the waterways of the Chesapeake Bay. A rip-rapped shoreline provides protection while preserving the property’s connection to the river. With a three-car garage, irrigation system, extensive custom millwork, guest and pool houses, heated pool, sandy beach, and substantial boating infrastructure, this is far more than a waterfront home. It is a complete Eastern Shore estate—a private compound where the residences, grounds, and waterfront amenities come together to create an exceptional lifestyle on the Tred Avon.

6920 Travelers Rest Cir, Easton

Listing courtesy of TTR Sotheby's International Realty. Contact:

$2,149,000
3 Beds ⋅ 3 Baths
BACK ON THE MARKET WITH A NEW PRICE — DON’T MISS THIS EXCEPTIONAL WATERFRONT OPPORTUNITY! Tucked away in the highly desirable Drum Point neighborhood of St. Michaels, this exceptional waterfront retreat offers a rare combination of privacy, comfort, and quintessential Eastern Shore charm—all just minutes from the heart of town. Formerly a successful vacation rental, this beautifully maintained three-bedroom brick home is designed for relaxed year-round living and effortless entertaining. The inviting open floor plan features rich wood flooring, double-sided fireplace, a renovated kitchen, updated bathrooms, and energy-efficient geothermal HVAC. Water views are part of everyday life here. Spend quiet mornings beneath the shade of mature trees along the shoreline, unwind in the hammock as the Chesapeake breezes drift by, or gather with friends and family for unforgettable outdoor entertaining. The expansive deck features a built-in outdoor kitchen and hot tub, while a charming stone-walled patio offers another inviting space to relax. An outdoor shower makes post-swim cleanup easy, and the private pool provides the perfect place to cool off on warm summer days. For boating enthusiasts, the property delivers exceptional waterfront amenities with a private dock offering approximately 3 feet MLW, a boat lift, and a boat launch, providing convenient access to the water. A separate two-room detached studio with a covered porch adds even more versatility—perfect for visiting guests, a home office, creative pursuits, or a private getaway—all while taking in beautiful water views. Additional features include an encapsulated crawl space and numerous thoughtful updates throughout the property. And when you're ready to explore beyond your own waterfront haven, you're just minutes from the best of St. Michaels, including acclaimed restaurants, boutique shopping, charming cafés, the Classic Motor Museum, and the Chesapeake Bay Maritime Museum. Private, picturesque, and perfectly positioned—this is a rare opportunity to experience the very best of Eastern Shore waterfront living in one of St. Michaels' most sought-after neighborhoods.

7149 Drum Pt, Saint Michaels

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Start Your Search