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$499,999
3 Beds 3 Baths
Welcome home to a peaceful retreat where light, comfort, and nature converge. Nestled in a quiet setting, this property offers a seamless connection to the outdoors, with local wildlife like foxes and deer frequently wandering through the spacious yard. Interior Highlights Open-Concept Layout: Designed for effortless living and entertaining, featuring high ceilings and a smooth flow between spaces. Abundant Natural Light: Oversized windows invite rays of sun throughout the day, bringing bright, cheerful energy indoors. Outdoor Living & Grounds Perennial Flower Gardens: Beautifully curated floral borders bloom season after season, surrounding the home in vibrant colors and scents. Nature at Your Doorstep: Step straight outside to enjoy lush greenery, mature trees, and visiting neighborhood wildlife. Water Access Nearby: Take a short, scenic walk down the road or follow the path through the peaceful community woods to reach the water's edge. This serene sanctuary offers the perfect blend of cozy indoor spaces and quiet outdoor splendor.

36 Trent Rd, Elkton

Listing courtesy of Harlan C. Williams Co.. Contact:

$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:

$1,150,000
4 Beds 2 Baths
PRICE REDUCTION!! Don't miss this rare opportunity to own a beautifully upgraded waterfront home in the highly sought-after community of Bay View Estates, offering breathtaking panoramic views of the Chesapeake Bay and iconic Turkey Point Lighthouse. This beautiful 4-bedroom, 2-full-bath home has been thoughtfully updated and is designed to maximize both comfort and entertaining. From the moment you enter, you'll appreciate the stunning hardwood floors, abundant natural light, and spectacular water views from nearly every room in the home. The inviting sunken living room features a cozy wood-burning fireplace, creating the perfect gathering space year-round. The spacious kitchen is ideal for entertaining, complete with ample workspace, a wine refrigerator, and seamless flow to multiple indoor and outdoor living areas. Step outside and enjoy true waterfront living with expansive decks stretching across the rear of the home and a large screened porch on the side—perfect for relaxing, dining, or taking in the incredible sunsets over the Bay. The newly finished walk-out basement adds valuable living space, featuring a bedroom and full bath, making it ideal for guests or weekend visitors. With generous sleeping accommodations throughout, this home is perfectly suited for entertaining! Boaters will appreciate the newly upgraded private dock and boat lift, while a newly enhanced bulkhead was recently completed for added peace of mind and long-term shoreline protection. The beautifully maintained landscaping complements the home's natural surroundings, creating a private waterfront retreat you'll enjoy in every season. Bay View Estates residents enjoy access to a private community waterfront area featuring a boat ramp and pier, making it easy to embrace the Chesapeake lifestyle. Spend your days fishing, crabbing, boating, or simply relaxing by the water. Whether you're searching for the perfect weekend getaway or a year-round waterfront residence, this property offers the best of Chesapeake Bay living. Start making memories on the Bay this summer—opportunities like this don't come along often!

155 Edgewater Dr, Earleville

Listing courtesy of Empower Real Estate, LLC. Contact: 3027382300

$324,900
2 Beds 2 Baths
Welcome to 113 NE Isle Dr located in the beautiful, water oriented community of North East Isles. From the second you drive into the community you feel like you are on vacation. This lower level, 2 bedroom, 2 full bath and bonus room will make you feel right at home. From the wood flooring and full glass sliders overlooking the North East Creek to the large owner's suite and soaking tub and built ins, this condo is all you need either for a primary residence or vacation home. This condo also offers a limited, but year round views and the perfect spot to see the Eagles and Heron that make their home in North East Isles, too! Community amenities include 2 tennis/pickleball courts, pool, boat launch and watercraft storage, fire pit and picnic area and opportunities to rent or buy in the community's private marina. Just an hour from Lancaster, Baltimore and New Jersey. SELLER IS OFFERING A $10,000 PRICE REDUCTION ON A CONTRACT RATIFIED ON OR BEFORE 9/6/2026 SELLER IS OFFERING A $10,000 SELLER ASSITANCE IF HOME GOES UNDER CONTRACT UNTIL 8/3/2026

113 Ne Isle Dr, North East

Listing courtesy of Integrity Real Estate. Contact:

$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:

$345,000
3 Beds 2 Baths
Looking for that perfect place to call home? Look no further! This conveniently located ranch style home with extra large garage is not only nestled in the highly sought after water-oriented community of Hacks Point but, also, offers true one story living. The home boasts a large living room with crown molding and cozy wood stove with striking brick surround and wood mantel, a kitchen with built in sub-zero refrigerator, stainless steel appliances, breakfast bar and pantry, a spacious dining room just off of the kitchen, a sizable sun room with easy access to the backyard, a primary bedroom suite with 2 closets and full attached bathroom, an additional full bath, 2 additional bedrooms, lots of natural light throughout, private back yard, cedar closet, laundry/utility room, overhead lighting and ceiling fans throughout, 2+ car driveway (on the main lot), storage shed, and much more. Two lots are included with the sale: The first lot includes the home and the shed on 0.202 acres and the 2nd lot sits on 0.185 acres (for a total of 0.387 acres) and has a large 2 story 25 x 50 detached drive-through garage with its own 200amp service, separate pumped water source, and an additional 4+ car parking- perfect to store your boat and other toys. And location! Location! Location! Just minutes form the lively restaurants and night life of Chesapeake City, the winery, multiple marinas, and much more!.The 2ndlot is located diagonally across the street and is considered 49 Farmdale Rd. Hacks Point Community Association is a voluntary association that costs $150 annually - this covers maintenance of common areas and the community beach, mosquito spraying, social activities, and general liability insurance for common areas. The Hacks Point Pier Association is separate but offers slips to residents for a minimal fee. And location! Location! Location! Just minutes form the lively restaurants and night life of Chesapeake City, the winery, multiple marinas, and much more!.

56 Farmdale Rd, Earleville

Listing courtesy of Coldwell Banker Realty. Contact: 3022341888