Properties For Sale in Annapolis

Welcome to 1576 Bay Head Road, a breathtaking custom-built waterfront estate on the peaceful Little Magothy River offering over an acre of privacy, 6,700 square feet of refined luxury, and direct access to the Chesapeake Bay in under five minutes. Built in 2017 and designed for modern living, thi...

As you make your way down the quarter-mile private road, passing one of the area's last working farms and historic tobacco barns, you arrive at 1576 Bay Head Road-a breathtaking waterfront sanctuary in the historic enclave of Podickory Point. Set on over an acre of beautifully landscaped grounds ...

Exceptional Waterfront and Beachfront living on Horn Point in coveted Eastport. Launch your kayak or SUP after morning coffee, and watch the sailboat races from your deck, yard, and beach later that day. This elegant charmer is the Perfect place to watch the Blue Angels without leaving home! The ...

1486 Downham Market is the ultimate Annapolis deep-water estate-designed for those who demand luxury, security, and boating excellence. Perfectly positioned at the mouth of Clements Creek-one of the safest hurricane holes on the Severn River-this home pairs architectural brilliance with one of th...

HIGHEST AND BEST OFFER DEADLINE TUESDAY, 10.15.2024 by 6:00PM - Please NO ESCALATION CLAUSES. Preferred settlement date is November 21, 2024. This captivating waterfront property, with broad water views of Fishing Creek, spectacular sunsets, a large inground pool, and a main house offering a tota...

This beautiful century old 5000 SF | 4 level Victorian is prominently located in the heart of Eastport and nicely situated on one of its largest and most private lots on the peninsula. Custom cherry cabinetry and hand crafted heart of pine moldings make this home unique and very special to Annapo...

There is nothing else in Eastport like this beautiful, one floor living, attached garage, home with 4 bedrooms, 3 baths, large finished lower level and separate guest house with a 5th bedroom, 4th full bath. Built in 2014 on two lots with 10 foot ceilings, 8 foot doors (18 inches taller than the ...

EXCITING PRICE IMPROVEMENT! SELLER HAS REDUCED THE PRICE-DON'T MISS THIS GREAT OPPORTUNITY. Immerse yourself in the quintessential Eastport lifestyle with this inviting Craftsman-style residence, ideally located just moments from the water access at Davis Park and the vibrant offerings of Eastpor...

Big views, better value-now offered at a newly adjusted price, this Arundel-on-the-Bay gem is your gateway to Chesapeake waterfront living. Perfectly perched to capture peaceful views of Fishing Creek, this home offers the rare opportunity to enjoy water access, a private community pier, and coas...

The Seller has set a deadline for receipt of all offers 7/26/25, 1PM. This transitional residence offers a harmonious blend of modern design and practical living. Privately situated on 0.87 acres and built in 2006, the home welcomes you with a neutral interior palette and abundant natural light. ...

A Rare Opportunity Awaits at 29 Southgate, now priced at 1,549,900 & open this weekend. Every so often, a home comes along that stops people in their tracks. For those who've admired this Murray Hill icon, now is your chance to make it yours. Built in 1915, this Grand Dame blends timeless eleganc...

STUNNING NEW COMMUNITY BY STURBRIDGE HOMES IN COVETED ANNAPOLIS NEIGHBORHOOD. Discover this exquisite Craftsman-style home in the highly sought-after Homewood neighborhood, situated on one of the last remaining lots in the neighborhood. With over 5,000 square feet of meticulously finished space s...

NEW CONSTRUCTION - MOVE IN READY!!!!!! Luxury Living in the Heart of Annapolis Welcome to 9 Rusty Red Drive-a brand-new, meticulously crafted residence nestled in the sought-after Homewood neighborhood. This 5,000+ square foot masterpiece seamlessly blends upscale finishes with thoughtful design,...

UNDER CONTRACT! OPEN HOUSES CANCELLED! Welcome to 827 Janice Drive, a stunning 4,000-square-foot masterpiece in Eastport's sought-after Green Acres community-one of Annapolis's best-kept secrets. This exceptional home combines luxurious finishes with functional design, set in a friendly neighborh...

She's one year young. She's move-in ready. She's Annapolis. Welcome to 143 Stilly Way, a barely lived-in showpiece in Annapolis' sought-after Parkside Preserve, offered in true mint condition. This is not a builder sale - this is a fully completed, meticulously upgraded residence where every stru...

**Square footage is incorrect in tax record.** Professional Photos Coming. Remarkable expanded Hillsmere home with over 3200 square feet of versatile rooms that have been impeccably cared for and updated. Only a block from the community beach and playground. Large, fenced, flat lot includes a pri...

Nestled on one of Annapolis' most beautiful Avenues, this meticulously maintained charming four-bedroom, 2.5-bath home is a rare find. Set on a private, fenced .46-acre landscaped lot, this residence exudes warmth, character, and modern updates.Step inside to discover fine millwork, gleaming hard...

Don't Miss This Beautifully Renovated Pinterest Perfect Eastport Gem! A Fabulous Custom Cape Cod with a Modern Coastal feel, offering 3 Levels of Living Space, 4 Bedrooms, 3.5 Bathrooms and Great Curb Appeal providing the Perfect Blend of Luxury and Charm! The Location offers Walkability to Amazi...

Welcome to 1141 Mainsail Drive, a beautifully updated colonial nestled on a desirable corner lot in Anchorage, one of Annapolis' most coveted waterfront communities. This move-in-ready 4-bedroom, 2.5-bathroom home blends timeless colonial charm with thoughtful modern upgrades. Just one block from...

Rare double-lot opportunity in water-privileged Annapolis Roads! This beautifully updated home at 1009 Old Bay Ridge Rd conveys with the adjoining parcel at 1011 Old Bay Ridge Rd for a combined 0.55 acres. Enjoy exceptional outdoor space, extensive hardscaping, ample parking, golf-putting green, ...

Set within the sought-after, water privileged community of Annapolis Cove. This stately brick residence offers timeless style and serene connection to nature. Tucked away on the headwaters of Blackwater creek, the home enjoys private backyard framed by peaceful water views and lush natural surrou...

Welcome to this beautiful Coastal Contemporary home in the water privileged community of Cape St. John. Located on a quiet dead end street, this home sits on a large lot with fantastic outdoor areas for family gatherings and entertaining. Enter from the expansive front deck to a light filled foye...

OPEN HOUSE CANCELLED! UNDER CONTRACT! Welcome to 406 Harbor Drive, an exceptional residence in the heart of Hillsmere Shores, one of Annapolis' most coveted water-privileged communities. Completely renovated and impeccably maintained, this home offers approximately 4,000 finished square feet of b...

Welcome to 747 Pearson Point Place in sought after Kingsport. This beautiful, brick front colonial has been lovingly maintained. A two story entryway and gleaming hardwood floors greet you. The main level is an entertainers dream with two story living room that has a gas fireplace and opens into ...