Chesapeake Isle Homes for Sale

Chesapeake Isle Homes for Sale

Welcome to Chesapeake Isle, a hidden gem nestled in the picturesque town of North East, Maryland. This charming subdivision offers a unique blend of serene living and vibrant community spirit, making it an ideal place for families, retirees, and anyone seeking a tranquil lifestyle.

Chesapeake Isle is perfectly situated along the shores of the Chesapeake Bay, providing residents with breathtaking waterfront views and easy access to a plethora of outdoor activities. Whether you enjoy fishing, kayaking, or simply soaking in the sun on the beach, this neighborhood offers a lifestyle that embraces the beauty of nature. With its lush landscapes and well-maintained parks, Chesapeake Isle is a haven for those who appreciate the great outdoors.

The homes for sale in Chesapeake Isle showcase a diverse range of architectural styles, from cozy cottages to spacious family homes, each designed to meet the needs and preferences of modern living. Many properties feature stunning waterfront views, expansive yards, and contemporary amenities, ensuring comfort and convenience. The community is known for its friendly atmosphere, where neighbors become friends and families thrive together.

Living in Chesapeake Isle means being part of a close-knit community while still enjoying the conveniences of nearby North East. With charming local shops, delightful dining options, and excellent schools, residents have everything they need within reach.

If you’re ready to embrace a lifestyle filled with natural beauty, community warmth, and the joy of waterfront living, explore the homes for sale in Chesapeake Isle today. Your dream home awaits!

Newest Chesapeake Isle Homes for Sale

$399,000
5 Beds ⋅ 3 Baths
Welcome HQME to this spacious 5-bedroom, 3-bathroom home, ideally situated among the peaceful woodlands of the Elk Neck Peninsula in the sought-after water-oriented community of Chesapeake Isle. A full-length front porch welcomes you to the property and offers a serene vantage point to enjoy the surrounding natural landscape. Throughout the seasons, the area is home to an abundance of wildlife, including deer, foxes, osprey, bald eagles, and more. Inside, the home offers a functional and versatile floor plan designed for comfortable everyday living. The spacious kitchen features generous counter space and a large pantry closet, while the adjoining sunken living room is anchored by a wood-burning fireplace, creating an inviting space for gathering and relaxing. A first-floor bedroom with a walk-in closet and adjacent full bathroom provides valuable flexibility for guests, multigenerational living, or a private home office. The second level features four additional bedrooms, including the primary suite with a private full bathroom and walk-in closet. Three additional bedrooms share a common full bathroom. An unfinished basement provides substantial storage and offers the opportunity for additional finished living space in the future. Outside, the fully fenced backyard offers privacy and ample space to enjoy the outdoors. A paver patio provides an ideal setting for dining, entertaining, and summer cookouts. Recent improvements include a Generac whole-house generator (2023) and HVAC system (2023). The roof is approximately 10 years old. One of the home's greatest advantages is its location within Chesapeake Isle, a private water-oriented community offering an exceptional collection of recreational amenities along the Elk River. Residents enjoy access to a community beach and pavilion, volleyball, pickleball and basketball courts, as well as opportunities for swimming and relaxing along the shoreline. The private harbor further enhances the waterfront lifestyle with a boat ramp, fishing dock, and kayak storage. Located approximately one hour from both Philadelphia and Baltimore, Chesapeake Isle offers an appealing balance of natural beauty, waterfront recreation, and accessibility. Whether enjoyed as a primary residence or a weekend retreat, this property presents an opportunity to experience the distinctive lifestyle of Maryland's Elk Neck Peninsula.

167 Bennett Ave, North East

Listing courtesy of Integrity Real Estate. Contact:

$1,245,000
3 Beds ⋅ 4 Baths
Welcome to your personal piece of Heaven on Earth. Purchase this home and you will feel like you are on vacation every day of the year! The current owner has meticulously enlarged, upgraded and maintained this home during the last 30 years. Let’s talk about the location first. Situated on the Upper Chesapeake Bay and on a rise, you will enjoy unparalleled water views. The sunsets will take your breath away. This lot provides easy access to the water to launch jet skis or a small boat. The community, Chesapeake Isle, also has a boat launch. There is a shed and a boathouse to store all of your outdoor toys and tools. This is one of the few lots that has a driveway to the waterfront. There are also 2 large decks that provide outdoor living and entertaining areas. Now on to the house. The main level features an open kitchen and living area. The kitchen has been upgraded with new cabinets, stainless steel appliances, quartz countertops and a large window over the kitchen sink. The living room has vaulted, wood ceilings and a large picture window to enjoy the views. There is a heated, sunroom off the kitchen that gets great airflow when the doors and windows are open. Also on the main level is a bedroom and an updated full bath. Upstairs you will find the primary bedroom addition, which was constructed in 2010. The spacious bedroom has a private bath, seating area, walk-in closet or upstairs laundry and more windows to enjoy the views. The second bedroom has another private bath and more water views. There is a large, 2-car garage with a powder room. On the walkout lower level of the home is a family room with a wood stove and doors to the patio with the hot tub. You are only steps away from the Turkey Point Lighthouse and all of the amenities that Elk Neck State Park has to offer. Make an appointment today to see this wonderful home.

5343 Turkey Point Rd, North East

Listing courtesy of Patterson-Schwartz-Newark. Contact: 3027337000
$799,000
4 Beds ⋅ 3 Baths
BACK on the MARKET! Welcome to 160 Cliffview Drive, located in the highly sought-after waterfront community of Chesapeake Isle. This exceptionally well-built custom home offers 4 bedrooms and 3 full baths, thoughtfully designed to capture beautiful views of the Elk River throughout the property. Inside, you’ll find a warm and inviting interior featuring hardwood flooring, tile, and carpeted areas for comfort and style. The spacious kitchen is a standout, complete with granite countertops, stainless steel appliances, and a built-in wine cooler — perfect for entertaining or everyday living. The impressive great room features a stunning stone propane-fired fireplace, creating the perfect gathering space with both warmth and character. Outdoor living is truly unmatched with six separate deck areas, three equipped with retractable awnings, allowing you to relax and enjoy the river views in every season. After a day on the water, rinse off in the convenient outdoor shower and take advantage of the additional detached garage, perfect for storing boats, kayaks, jet skis, and all your other water toys. The oversized attached garage features a 9"' x 10' and a 10'x10' overhead doors with plenty of room for vehicles, storage, and workshop space. Residents of Chesapeake Isle enjoy access to outstanding community amenities including a waterfront pavilion, sandy beach and swim area, boat ramp with mooring area, and dedicated kayak and canoe access — offering the perfect Eastern Shore lifestyle both on and off the water.

160 Cliffview Dr, North East

Listing courtesy of RE/MAX Chesapeake. Contact:

Start Your Search