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3706 Thomas Point Rd, Annapolis
$2,025,000
6 Beds ⋅ 4 Baths
Tucked along the protected waters of Ramsgate Harbor with direct access through the canal to the South River and the Chesapeake Bay beyond, this exceptional waterfront retreat captures the essence of relaxed coastal living. Set on beautifully landscaped grounds with approximately 100 feet of waterfrontage, the property is designed to embrace the outdoors at every turn, from the heated saltwater pool and expansive waterside entertaining areas to the private pier ready for boating adventures and sunset cruises. The main level is thoughtfully arranged for both everyday comfort and effortless entertaining. A well-appointed galley kitchen with high-end appliances flows seamlessly into the adjacent family room with fireplace, while the expansive living and dining areas open directly to the covered waterside deck, creating a seamless indoor-outdoor connection overlooking the pool and tranquil harbor views. Whether hosting summer gatherings or enjoying a quiet morning coffee with the breeze off the water, the setting is both inviting and unforgettable. The upper level offers four bedrooms and two full baths, including a spacious waterfront primary suite with vaulted ceilings, a beautifully appointed ensuite bath, and calming water views that create a true private retreat. The walkout lower level adds exceptional flexibility with two additional bedrooms, a full bath, laundry room, and a recreation room with doors leading directly to the covered patio and pool area. A cozy fireplace beneath the covered patio creates the perfect year-round gathering space after a day on the boat or evenings spent poolside. Completing the property is a three-car garage, circular driveway, and lush mature landscaping that enhances the privacy and natural beauty of this waterfront setting. The amenities-rich Watergate community offers a marina, pavilion, and playground just moments away, adding to the exceptional lifestyle this property provides. Ideally situated off of the South River allowing for quick cruises to waterfront destinations like Mike’s Crab House, Historic Annapolis Harbor, the Chesapeake Bay, and countless waterfront restaurants and destinations beyond. Welcome Home!

3706 Thomas Point Rd, Annapolis

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

Selling Office: May Realty.

3718 Ramsgate Dr, Annapolis
$1,900,000
3 Beds ⋅ 4 Baths
On the market for the first time in over 33 years, this exceptional waterfront home on protected Watergate Harbor is a rare opportunity to own a piece of Annapolis's most coveted water lifestyle. With 200+ feet of private waterfront and seconds-away access to the South River, this is the property you've been waiting for. Step outside to your private 41' pier — with 2 slips, one with an 15,000lb boat lift and floating dock — and enjoy manicured lawns that sweep gently to the water's edge. Whether you're launching a boat at sunrise or hosting summer gatherings on the grass, the outdoor experience here is simply unmatched. Inside, over 3,400 finished square feet above grade offers a warm, gracious floor plan designed for both everyday living and effortless entertaining. The heart of the home is a spacious, updated kitchen and family room with high ceilings, and French doors that open directly to the waterside decks. The formal dining and living rooms add classic elegance, while the show-stopping sun room — lined with walls of windows overlooking the harbor and South River — is a space unlike any other, anchored by a pass-through fireplace shared with the living room. Upstairs, three bedrooms and two full baths await. The primary suite is a true retreat, featuring vaulted ceilings, a spa-inspired bath, a walk-in closet, and a private balcony perfectly positioned to catch the South River's legendary sunsets. A convenient upper-level laundry room rounds out the second floor. The lower level offers an abundance of unfinished storage space plus a full bath with shower — ideal for rinsing off after a day on the water. An oversized two-car side-load garage completes the picture. The exterior of house was professionally painted within the last year; and the waterside deck is also new. Lovely landscaping complements the home. Beyond your own backyard, the Watergate community enriches daily life with a marina, pavilion, small beach, tot lot, basketball court, and a full calendar of neighborhood social events throughout the year. NO CONTINGENT CONTRACTS PLEASE

3718 Ramsgate Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

3712 Gateshead Dr, Annapolis
$1,775,000
4 Beds ⋅ 4 Baths
Price reduced, incredible price for Waterfront in prestigious Watergate! Check the comps! Overlooking the protected “hurricane hole” of Watergate Harbor with direct access to the South River near Thomas Point, 3712 Gateshead Drive offers the ultimate lifestyle with waterviews from every room in the home. Located on a street with homes valued at $4 million to $7 million, you get the waterfront lifestyle at a fraction of the cost. Key points about the home include new kitchen appliances and fixtures, brand new boat lift, 46 foot private pier, three wood burning fireplaces, expansive main floor and upstairs windows overlooking the harbor, hardwood floors throughout, three large decks, two car garage, tons of storage for your water toys and kayaks, and a finished walkout basement--a rarity in waterfront homes. Protected from the waves and wind action of the South River, this harbor allows easy docking for up to a 40 foot power boat in all weather. And, due to the home’s elevation of 15 feet above sea level, no flood insurance is required. Plus the community of Watergate offers a community marina, sandy beach, kayak and paddleboard storage, fire pits, pavilion, new playground and basketball courts. This neighborhood is walkable to Thomas Point Park, and just 3 miles from your favorite restaurants and shopping in Eastport and downtown Annapolis.

3712 Gateshead Dr, Annapolis

Listing courtesy of Compass. Contact:

Selling Office: Coldwell Banker Realty.

1527 Gordon Cove Dr, Annapolis
$1,111,000
3 Beds ⋅ 2 Baths
Water views, a private pool and an exceptional connection to the waterfront define this striking modern home in the sought-after Watergate community. The beautifully landscaped grounds surround an inviting inground swimming pool with water feature, creating a private outdoor retreat for relaxing and entertaining. Ideally positioned directly across the street from the community waterfront, marina, pavilion and common grounds, the home captures expansive views of Fishing Creek from nearly every room. Inside, dramatic walls of glass, exposed beams and warm wood ceilings create distinctive architectural character while keeping the water views front and center. The open main level is designed for effortless everyday living and entertaining, with a spacious living room anchored by a brick fireplace flowing into the dining area and large kitchen with center island. Step outside to the expansive wraparound deck, offering plenty of space for outdoor dining, gathering with friends or simply taking in the views. A wonderful sunroom provides another peaceful vantage point to welcome the morning and enjoy beautiful sunrises over the water. The main-level primary suite offers the convenience of one-level living and features a beautifully renovated private bath. Abundant windows throughout the home fill the interiors with natural light and provide a constant connection to the surrounding landscape and water. The walk-out lower level continues the home's relaxed feel with walls of glass overlooking the property. A generous family room with a second fireplace and built-in bookshelves creates an inviting gathering space, while two additional bedrooms share a hall bath. This level also provides access to the two-car garage, laundry room and outdoor patio. Directly across the street, Watergate's waterfront common grounds extend the lifestyle beyond the property with a community marina and pier, pavilion, small beach, picnic and recreation areas along Fishing Creek. With boating and neighborhood amenities practically at the front door, 1527 Gordon Cove Drive offers a compelling combination of modern architecture, panoramic water views, private poolside living and immediate access to the Chesapeake Bay lifestyle, all just minutes from Eastport and downtown Annapolis. Welcome Home!

1527 Gordon Cove Dr, Annapolis

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

Selling Office: Long & Foster Real Estate, Inc..

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