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Enjoy the Chesapeake Bay lifestyle from this charming 2-bedroom, 3-bath cottage offering beautiful Bay views and direct access to the water just across the street. Situated on more than .6 acres, the property combines a relaxed coastal setting with a spacious, private backyard that is flat and ideal for outdoor living and entertaining. After a day on the water, unwind in the hot tub, rinse off in the outdoor shower, or simply enjoy the privacy of the backyard. A storage shed provides convenient space for kayaks, paddleboards, bikes, and other outdoor gear. Just across the street, direct access to the Chesapeake Bay and a sandy beach makes it easy to launch a kayak or paddleboard, spend the day along the shoreline, or simply take in the Bay. While the property is non-waterfront, the combination of water views and convenient Bay access offers an exceptional opportunity to enjoy the Eastern Shore lifestyle. Whether you're looking for a weekend getaway or a full-time Shore home, 101 Chesapeake Bay Drive offers an inviting retreat with space, privacy, water views, and the Chesapeake Bay just steps away.

2 Beds ⋅ 3 Baths

Enjoy the Chesapeake Bay lifestyle from this charming 2-bedroom, 3-bath cottage offering beautiful Bay views and direct access to the water just across the street. Situated on more than .6 acres, the property combines a relaxed coastal setting with a spacious, private backyard that is flat and ideal for outdoor living and entertaining. After a day on the water, unwind in the hot tub, rinse off in the outdoor shower, or simply enjoy the privacy of the backyard. A storage shed provides convenient space for kayaks, paddleboards, bikes, and other outdoor gear. Just across the street, direct access to the Chesapeake Bay and a sandy beach makes it easy to launch a kayak or paddleboard, spend the day along the shoreline, or simply take in the Bay. While the property is non-waterfront, the combination of water views and convenient Bay access offers an exceptional opportunity to enjoy the Eastern Shore lifestyle. Whether you're looking for a weekend getaway or a full-time Shore home, 101 Chesapeake Bay Drive offers an inviting retreat with space, privacy, water views, and the Chesapeake Bay just steps away.

101 Chesapeake Bay Dr, Stevensville

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

Selling Office: Chaney Homes, LLC.

$450,000

If you’ve had your eye on this home, now is your opportunity to make a move. Back on the market due to the buyer’s home sale contingency falling through—no fault of the seller. Priced below value and featuring a brand-new roof (completed 9/24/2025), this move-in ready home offers both value and peace of mind. Additional updates include a new well pump, HVAC system, stove, and refrigerator. For added confidence, a one-year home warranty is included. Offering approximately 1,900 sq ft of living space (buyer to verify), this 4-bedroom, 2-bath home provides the flexibility to fit a variety of lifestyles. Originally built in 1988 and thoughtfully expanded, it now includes a spacious family room with vaulted ceilings, perfect for everyday living and entertaining alike. Enjoy the outdoors from the welcoming front porch or one of the two decks, all surrounded by mature landscaping. The detached garage offers excellent storage and workspace, while the camper hook-up adds extra versatility for guests or those who love to travel. Located just one block from the water, with access to a community beach ideal for kayaking and paddleboarding, and in close proximity to the local marina and store—this home captures the essence of Eastern Shore living.

4 Beds ⋅ 2 Baths

If you’ve had your eye on this home, now is your opportunity to make a move. Back on the market due to the buyer’s home sale contingency falling through—no fault of the seller. Priced below value and featuring a brand-new roof (completed 9/24/2025), this move-in ready home offers both value and peace of mind. Additional updates include a new well pump, HVAC system, stove, and refrigerator. For added confidence, a one-year home warranty is included. Offering approximately 1,900 sq ft of living space (buyer to verify), this 4-bedroom, 2-bath home provides the flexibility to fit a variety of lifestyles. Originally built in 1988 and thoughtfully expanded, it now includes a spacious family room with vaulted ceilings, perfect for everyday living and entertaining alike. Enjoy the outdoors from the welcoming front porch or one of the two decks, all surrounded by mature landscaping. The detached garage offers excellent storage and workspace, while the camper hook-up adds extra versatility for guests or those who love to travel. Located just one block from the water, with access to a community beach ideal for kayaking and paddleboarding, and in close proximity to the local marina and store—this home captures the essence of Eastern Shore living.

116 Kent Point Rd, Stevensville

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

Selling Office: Intelligent Enterprises.

$1,860,000

Not Your Average Coastal Home—A Masterpiece of Modern Waterfront Living Welcome to a residence that redefines coastal contemporary living custom-designed and meticulously crafted home that blends high performance, energy efficiency, and timeless design with the natural beauty of the Chesapeake Bay. This is not your standard builder’s special—this is a bespoke sanctuary where quality, comfort, and innovation converge. From the moment you step inside, you’re greeted by an open-concept floor plan that invites the outdoors in. Expansive windows frame breathtaking panoramic water views, while the interior showcases premium finishes—including high-gloss laminate cabinetry, quartz countertops, large-format porcelain tile flooring, and a suite of top-tier stainless steel appliances. Every element has been chosen to enhance both form and function. The heart of the home is the gourmet kitchen, where culinary inspiration meets architectural elegance. Flowing seamlessly into the living and dining areas, this space is perfect for entertaining or simply enjoying daily life with the stunning Bay as your backdrop. Step outside to an outdoor paradise designed for both entertaining and unwinding. The expansive exterior features composite decking, an outdoor kitchen with concrete countertops, a built-in grill, griddle cooktop, sink, and cooler. Take a dip in the sunken heated swim spa with hydrotherapy jets or soak up the sun on the attached deck. Extensive screened porch with Ipe wood cladding and outdoor TV hookup offers yet another refined space to relax or host guests and extend living spaces. Durability and beauty combine in every detail—from the fiber-cement siding with rain-screen mounting, to the standing seam metal roof and stainless-steel cable railings accented with Ipe wood both inside and out. This home is as strong as it is stunning. Inside, the thoughtful layout includes a first-floor bedroom, custom wood vanity, and a second-level suite with walk-in closet and adjacent living/working loft that overlooks the dramatic double-height living room. A connected accessory dwelling with private access offers its own kitchenette, living area, and water views—perfect for guests, in-laws, or a flexible studio space. The lifestyle continues beyond the home walls. Enjoy a large, fenced garden with fruit trees and raised beds, an outdoor shower, and your very own private beach access. A renovated 290-foot stone revetment of rip rap ensures peace of mind and lasting shoreline integrity, while the lush Zoysia turf and curated landscaping enhance the home’s natural elegance. Every day here feels like a retreat—from the gentle sound of waves in the morning to watching cruise ships pass by in the golden hour and relaxing in your spa during the sunset or under the stars. Whether you're hosting a soirée or seeking solitude, this waterfront gem is more than a home—it’s a way of life. Welcome to your new sanctuary on the Bay.

3 Beds ⋅ 3 Baths

Not Your Average Coastal Home—A Masterpiece of Modern Waterfront Living Welcome to a residence that redefines coastal contemporary living custom-designed and meticulously crafted home that blends high performance, energy efficiency, and timeless design with the natural beauty of the Chesapeake Bay. This is not your standard builder’s special—this is a bespoke sanctuary where quality, comfort, and innovation converge. From the moment you step inside, you’re greeted by an open-concept floor plan that invites the outdoors in. Expansive windows frame breathtaking panoramic water views, while the interior showcases premium finishes—including high-gloss laminate cabinetry, quartz countertops, large-format porcelain tile flooring, and a suite of top-tier stainless steel appliances. Every element has been chosen to enhance both form and function. The heart of the home is the gourmet kitchen, where culinary inspiration meets architectural elegance. Flowing seamlessly into the living and dining areas, this space is perfect for entertaining or simply enjoying daily life with the stunning Bay as your backdrop. Step outside to an outdoor paradise designed for both entertaining and unwinding. The expansive exterior features composite decking, an outdoor kitchen with concrete countertops, a built-in grill, griddle cooktop, sink, and cooler. Take a dip in the sunken heated swim spa with hydrotherapy jets or soak up the sun on the attached deck. Extensive screened porch with Ipe wood cladding and outdoor TV hookup offers yet another refined space to relax or host guests and extend living spaces. Durability and beauty combine in every detail—from the fiber-cement siding with rain-screen mounting, to the standing seam metal roof and stainless-steel cable railings accented with Ipe wood both inside and out. This home is as strong as it is stunning. Inside, the thoughtful layout includes a first-floor bedroom, custom wood vanity, and a second-level suite with walk-in closet and adjacent living/working loft that overlooks the dramatic double-height living room. A connected accessory dwelling with private access offers its own kitchenette, living area, and water views—perfect for guests, in-laws, or a flexible studio space. The lifestyle continues beyond the home walls. Enjoy a large, fenced garden with fruit trees and raised beds, an outdoor shower, and your very own private beach access. A renovated 290-foot stone revetment of rip rap ensures peace of mind and lasting shoreline integrity, while the lush Zoysia turf and curated landscaping enhance the home’s natural elegance. Every day here feels like a retreat—from the gentle sound of waves in the morning to watching cruise ships pass by in the golden hour and relaxing in your spa during the sunset or under the stars. Whether you're hosting a soirée or seeking solitude, this waterfront gem is more than a home—it’s a way of life. Welcome to your new sanctuary on the Bay.

102 Chesapeake Bay Dr, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

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