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Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis
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6 bedrooms7 bathroomsSleeps 14
Popular amenities
S$1,765
avg per night
Explore the area
Annapolis, MD
- Place, Bay Ridge Beach4 min drive
- Place, U.S. Naval Academy11 min drive
- Place, Chesapeake Bay Bridge23 min drive
- Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)39 min drive
Rooms & beds
6 bedrooms (sleeps 14)
7 bathrooms
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
Bathroom 5
Bathroom 6
Bathroom 7
The current price is S$1,765
avg per night
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About the area
About this property
Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis
Welcome to your private waterfront escape on Lake Ogleton, where relaxed luxury meets classic Chesapeake Bay living. This spacious home is designed for making memories, offering multiple indoor and outdoor gathering spaces, panoramic water views, and direct access to the Bay from your private deep-water dock (6.5+ ft).
Outside, the property truly shines. Enjoy mornings by the water, afternoons in the hot tub, and evenings around the firepit surrounded by Adirondack chairs. The backyard features a large deck, a screened porch ideal for crab feasts and game nights, an outdoor Ping-Pong table, and a gas grill - perfect for entertaining family and friends. Boaters and water lovers will appreciate the private dock for crabbing, fishing, kayaking, jet skiing, sailing, or simply enjoying life on the Chesapeake.
Inside, the main living room offers a comfortable and inviting space with expansive windows and sliding glass doors that open to the deck, filling the home with natural light and beautiful water views. A gas fireplace and entertainment system make this room a cozy spot to unwind after a day on the water. Just off the kitchen, the screened porch serves as a second living room with plush seating and a large dining table overlooking the lake.
The home offers multiple additional living areas, giving everyone space to relax. The lower-level den includes a TV, games, a brand-new loveseat and sleeper sofa, and a full bathroom ideal for kids or extra guests. Upstairs, a bright sitting area with a futon couch/bed, table, chairs, and TV provides another comfortable retreat.
The recently renovated kitchen is fully equipped for cooking and entertaining, featuring granite countertops, wood floors, a Viking oven and range, custom cabinetry, a built-in oversized refrigerator/freezer, and two large refrigerated drink drawers. A breakfast bar seats four, while the adjacent dining area offers an extra-long table for family meals. For alfresco dining, step directly onto the screened porch for meals with a view.
Located near the Chesapeake Bay Foundation Trail and two miles of community beaches, this home offers easy access to biking, walking, and waterfront exploration all while remaining private and peaceful.
Thoughtfully laid out, waterfront, and perfect for groups, this Lake Ogleton retreat is an ideal setting for a relaxing Chesapeake Bay getaway.
Outside, the property truly shines. Enjoy mornings by the water, afternoons in the hot tub, and evenings around the firepit surrounded by Adirondack chairs. The backyard features a large deck, a screened porch ideal for crab feasts and game nights, an outdoor Ping-Pong table, and a gas grill - perfect for entertaining family and friends. Boaters and water lovers will appreciate the private dock for crabbing, fishing, kayaking, jet skiing, sailing, or simply enjoying life on the Chesapeake.
Inside, the main living room offers a comfortable and inviting space with expansive windows and sliding glass doors that open to the deck, filling the home with natural light and beautiful water views. A gas fireplace and entertainment system make this room a cozy spot to unwind after a day on the water. Just off the kitchen, the screened porch serves as a second living room with plush seating and a large dining table overlooking the lake.
The home offers multiple additional living areas, giving everyone space to relax. The lower-level den includes a TV, games, a brand-new loveseat and sleeper sofa, and a full bathroom ideal for kids or extra guests. Upstairs, a bright sitting area with a futon couch/bed, table, chairs, and TV provides another comfortable retreat.
The recently renovated kitchen is fully equipped for cooking and entertaining, featuring granite countertops, wood floors, a Viking oven and range, custom cabinetry, a built-in oversized refrigerator/freezer, and two large refrigerated drink drawers. A breakfast bar seats four, while the adjacent dining area offers an extra-long table for family meals. For alfresco dining, step directly onto the screened porch for meals with a view.
Located near the Chesapeake Bay Foundation Trail and two miles of community beaches, this home offers easy access to biking, walking, and waterfront exploration all while remaining private and peaceful.
Thoughtfully laid out, waterfront, and perfect for groups, this Lake Ogleton retreat is an ideal setting for a relaxing Chesapeake Bay getaway.
Amenities
Washing machine
Dryer
Pet-friendly
Air conditioning
House Rules
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property








