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Annapolis

One of the most popular communities provided by Maryland Sandbox

Annapolis

About Annapolis

Nestled on the shores of the Chesapeake Bay, Annapolis, Maryland, is a charming and historic community that seamlessly blends waterfront beauty with rich maritime heritage. As the state capital and home to the United States Naval Academy, Annapolis boasts a vibrant downtown area filled with unique shops, gourmet restaurants, and stunning colonial architecture. Residents and visitors alike can enjoy picturesque strolls along the scenic harbor, where sailboats and yachts bob in the water. With its engaging cultural scene, including art galleries, theaters, and annual festivals, Annapolis offers a lively atmosphere for all ages. The community takes pride in its top-rated schools, making it an ideal place for families. Outdoor enthusiasts can explore numerous parks, nature trails, and waterfront activities, while history buffs can immerse themselves in the city's storied past at landmarks such as the Maryland State House. Whether you're seeking a lively urban environment or a peaceful retreat by the bay, Annapolis is a vibrant community that truly has something for everyone.
One of the most popular communities provided by Maryland Sandbox
272
# of Listings
3
Avg # of Bedrooms
$428
Avg. $ / Sq.Ft.
$925,284
Med. List Price

Browse Annapolis Real Estate Listings

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$3M - $5M

Over $5M

5 Properties Found. Page 1 of 1.

Incredible value for this newly completed waterfront estate — now offered at $10,250,000. This brand-new, never-lived-in residence offers an exceptional opportunity to own a luxury home on 1.04 acres along the protected waters of Aberdeen Creek, just ten minutes from Annapolis City Dock. Designed by Hammond Wilson Architects and built by award-winning Pyramid Builders, the home was created to embrace its remarkable setting and showcase the best of waterfront living in Annapolis. With nearly 380 feet of shoreline, the property features a 125-foot private pier with 6' MLW at mid-dock and 10' at the end, three boat slips with water, electric, and lighting, plus a floating dock and a rare boathouse with traveler hoist and lift—amenities seldom found today. The approach is along a private road adjacent to Great Frogs Winery, offering immediate privacy and exclusivity. The grounds, designed by Campion Hruby Landscape Architects, blend natural beauty with refined design, including stonework, and thoughtful plantings that frame views of the creek. Outdoor living spaces are designed for effortless enjoyment of the water and include a heated saltwater pool with Ipe decking, fountains, and counter-current swim jets. A bluestone patio with gas fire pit, hot tub, and screened porch with retractable NanaWall doors extends the living space outdoors, while a full outdoor kitchen makes entertaining simple and sophisticated. Inside, interiors by Erin Page Pitts reflect light, warmth, and balance. English white oak floors, expansive windows, and an open layout ensure the water remains a focal point. The chef’s kitchen features Wolf appliances, custom cabinetry, dual islands, and a catering pantry, complemented by a 1,200-bottle wine cellar. The upper level includes four spacious ensuite bedrooms, each with a private bath and custom finishes. The primary suite features expansive water views, a private balcony and fireplace, a spa-inspired bath, and ample closet space. Flexible room space throughout the home accommodates offices, studios, or fitness areas. Modern technology and quality are at the core of the design, including Ketra lighting, Sonos surround sound, custom AV, geothermal heating and cooling, NuCedar siding, and a 50-year architectural roof. Garage space for at least five vehicles includes a two-car attached garage with climate-controlled storage and a detached three-car garage with half bath and flexible space. This never-occupied estate represents a rare opportunity to own a thoughtfully designed and impeccably built waterfront home in Annapolis—where architecture, craftsmanship, and natural beauty converge. Please do not drive down the private road without an appointment.
#MDAA2123314

ANNAPOLIS

3182 HARNESS CREEK ROAD

4 Beds

5 Baths

7,845 Sq.Ft.

$10,250,000

MLS#: MDAA2123314

Rare opportunity for a true legacy property on the Severn River! Built by Pilli Custom Homes, this home is a masterpiece of craftsmanship. Wake up every morning to the everchanging scenery out your windows, step out onto your private balcony with a freshly brewed coffee from your in-room coffee bar, feeling the gentle river breeze as you watch sailboats drift by. Make your way down via the elevator or stairs to the heart of the home —a gourmet kitchen designed for both function and beauty. A commercial-grade stove, oversized island, high end appliances and butler’s pantry set the stage for memorable meals, whether it’s a casual breakfast in the sunlit dining area or a feast prepared for guests. The open floor plan ensures that no moment is spent away from the home’s most stunning feature—its endless panoramic water views. Mid-morning calls for a stroll, tram or ATV ride down to your private beach, toes in the sand, as the water laps gently at the shore. Perhaps it’s time for a boat ride. Your commercial-sized pier, equipped with multiple lifts and slips, makes it effortless to set out for an afternoon on the water. The land lovers can take an easy walk into Annapolis or stay closer to home and lounge by the heated saltwater pool, where the sound of the waves blends with the laughter of loved ones. A distinguished home office showcases exquisite woodwork, built-ins, and a double-sided fireplace; a great place to catch up on some work if you can take your eyes off the mesmerizing views. As the day winds down, retreat to one of the many cozy sitting rooms including the stunning sitting room with walls of windows, a perfect hideaway overlooking the pool and river, ideal for a quiet moment with a book or a glass of wine. In the cooler months, the home's fireplaces—found in the living room, family room, office, and even the primary bath—offer warmth and ambiance. Evening entertainment takes shape in the lower-level London pub bar, where friends gather for a game of billiards or a lively conversation. A family movie night in the spacious den, a midnight swim under the stars. The possibilities are endless in a home designed for both grand entertaining and peaceful retreat. As night falls, retreat to the primary suite, a true sanctuary with a private balcony, a fireplace flickering in the background, and a spa-like bath where a deep soaking tub and towel-warming drawers create the perfect end to a perfect day. At 1900 Carrollton Road, every day feels like a dream—a life immersed in luxury, comfort, and the beauty of the Severn River. This is more than a home; it’s a legacy. Welcome Home!
#MDAA2105526

ANNAPOLIS

1900 CARROLLTON ROAD

7 Beds

6 Baths

13,165 Sq.Ft.

$8,995,000

MLS#: MDAA2105526

This Severn River estate is a rare opportunity to own one of the area’s most spectacular properties. Showcasing a negative-edge pool with beach entry and hot tub, 2 private piers to accommodate a variety of vessel sizes including a 100 ft slip, sprawling yard and sweeping views of the river and Naval Academy Bridge. Imagine waking each morning to the sun sparkling off the Severn, its reflection dancing across the water and spilling into a home designed to embrace the view at every turn. This extraordinary residence is both a private retreat and an entertainer’s dream, with expansive balconies and roof decks on every level, making indoor/outdoor living a breeze. Inside, soaring ceilings and walls of glass frame the ever-changing views like a living masterpiece, while the grand chef’s kitchen, stone-floored sunroom, and elegant dining spaces invite gatherings large and small. The primary suite is an entire level of indulgence, complete with soaring ceilings, a fireplace, spa-like bath, wet bar, expansive dressing room, laundry, and its own private balcony for starlit evenings. Additional ensuite bedrooms and a guest suite with kitchenette ensure comfort for family and friends, while the lower level—with wine cellar, kitchenette, and direct access to the pool—extends the living space to the outdoors. With a sandy beach and two private piers, one tucked into Crouches Cove and the other stretching into the Severn river, this estate offers not just a home but a lifestyle of breathtaking vistas on the water, boating adventures at your doorstep, and the unmatched beauty of Annapolis waterfront living. Located in the Blue-Ribbon Broadneck School district and just 5 miles to downtown Annapolis, convenient to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., the location provides the very best this region has to offer in a 30-mile radius. If you are looking for a truly special property with EPIC water views, resort like amenities and a great private setting, this is the property you have been waiting for. Welcome Home!
#MDAA2125880

ANNAPOLIS

125 S WINCHESTER ROAD

5 Beds

5 Baths

11,269 Sq.Ft.

$8,750,000

MLS#: MDAA2125880

Enjoy Luxury Living on Spa Creek. This is the perfect property for those who seek a serene backdrop to an extraordinary life. With exclusivity and serenity, the Penthouse with 2 guest suites at South Annapolis Yacht Centre Residences combines premier waterfront living with spectacular design that is both timeless and modern. Enjoy breathtaking views of Spa Creek, the Annapolis Harbor and the historic skyline of downtown Annapolis from almost every room and the multiple exterior decks. This property encompasses the stunning Penthouse condo with 3 bedrooms, 2.5 baths and includes 2 guest suites with full baths on the ground level. The guest suites feature waterviews, expansive exterior deck, walls of windows and open floor plans. The suites could be adjoined or used in whatever manner suits your needs. Currently utilized as a gym and a lounge/office space. A balanced combination of clean, modern materials invites natural light to flow through each of the 3 units and the curated finishes are exquisite including polished Cristallo Quartzite slabs in the gourmet kitchen with integrated sink and stunning Waterworks faucet, La Cornue Chateau range with custom hood, marble slabs and vanities in bathrooms, exquisite custom tile, and top of the line Toto toilets just to name a few. The South Annapolis Yacht Centre provides an elegant boutique lifestyle in a marina village setting comprised of 11 Residences and a full-service marina. SAYC is part of the rich Annapolis maritime heritage with 74 new deep water slips (12ft MLW+) to accommodate boats up to 140ft, extensive electrical supply options, waterfront boardwalk, travel lift & direct access to essential marine services. Enjoy the Eastport Lifestyle. Stroll the artful and nautical streets to amenities like; restaurants, pubs and street-end parks. Not to mention you are merely steps away from downtown Annapolis and Naval Academy attractions. Each Residence features waterfront decks & terraces, the perfect outdoor setting for dining al fresco and enjoying glorious sunsets over Spa Creek. Truly an ideal setting for watching the Blue Angels, 4th of July fireworks and the Parade of Lights. Absolutely the best Annapolis has to offer! From this location, you are close to some of the Bay's best cruising and fishing areas. Attractive destinations such as Baltimore's Inner Harbor, St. Michael's, Oxford, and Solomon's Island are only a short cruise away. The historic 18th-century seaport town of Annapolis, Maryland is America's sailing capital. Annapolis offers the perfect balance of small-town charm and big world sophistication. Come home to your Haven! The South Annapolis Yacht Center is located just 5 miles to Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft.Meade/NSA and Washington, DC. Welcome Home!
#MDAA2122672

ANNAPOLIS

287 STATE STREET 3

3 Beds

4 Baths

4,702 Sq.Ft.

$7,950,000

MLS#: MDAA2122672

Prime location at the intersection of Route2/Solomons Island Rd and MD-450/West St. 100% Leased! Building was recently fully remodeled to include New Glass, New Facade, New Elevator, New HVAC and New Lobbies. 120 free surface parking spaces (4/1,000 ratio). Easy access to Routes 50 and 97.
#MDAA2131116

ANNAPOLIS

2024 WEST STREET

None Beds

None Baths

34,573 Sq.Ft.

$5,850,000

MLS#: MDAA2131116

Buyers resources
7 Reasons to Work with a Realtor
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Getting a Mortgage To Buy a Home
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Sellers resources
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