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Waterfront Homes for Sale in Annapolis, MD

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  • /36

    $1,850,000

    • 3 Beds
    • 3.5 Baths
    • 2,477 Sq Ft

    66 Franklin St Unit 509, Annapolis, MD 21401

    Gorgeous, One-of-a-Kind Luxury Penthouse in Downtown Annapolis!Welcome to this stunning 3-bedroom, 3.5-bathroom penthouse condo in the exclusive Acton’s Landing community—offering an unparalleled blend of historic charm and sophisticated modern living. With private elevator access, deeded use of two garage parking spaces, and two expansive balconies with breathtaking skyline views, this

    Betty Jans Berkshire Hathaway HomeServices PenFed Realty

    66 Franklin St Unit 509, Annapolis, MD 21401
  • /65

    $3,850,000

    • 6 Beds
    • 6.5 Baths
    • 5,678 Sq Ft

    2514 Lyon Dr, Annapolis, MD 21403

    Life will never be the same. This slick and sleek coastal contemporary is beautifully designed for optimal waterfront living. With six bedrooms (FIVE ensuites), six full baths and one half bath, waterviews are visible from nearly all living spaces and bedrooms (and three bathrooms, to be fair). Witness the walls of windows on the first level, facing the Chesapeake Bay to the East and Severn

    Marcia Zercoe TTR Sotheby's International Realty

    2514 Lyon Dr, Annapolis, MD 21403
  • /10

    $165,000

    • Land
    • 0.21 Acre
    • $785,714 per Acre

    1167 Green Holly Dr, Annapolis, MD 21409

    Welcome to the sought-after community of Cape St. Claire! This lot is being offered as an addition to a home for sale. Please contact the county for possible development.

    Darlene Winegardner RE/MAX Executive

    1167 Green Holly Dr, Annapolis, MD 21409
  • /58

    $265,000

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    7101 Bay Front Dr Unit 400, Annapolis, MD 21403

    MOTIVATED SELLER, JUST REDUCED ANOTHER $10,000!! Brand new hardwood flooring throughout the entire unit and complete professional interior painting. Lovely end unit with a row of extra windows that allows for wonderful natural light throughout. Are you ready to relax and let someone else do the cooking and cleaning? ONE MONTHLY PAYMENT TAKES CARE OF FOOD, ALL UTILITIES, TAXES, INSURANCE,

    Diane Gavin Long & Foster Real Estate, Inc.

    7101 Bay Front Dr Unit 400, Annapolis, MD 21403
  • /54

    $930,000

    • 3 Beds
    • 3 Baths
    • 2,868 Sq Ft

    1634 Orchard Beach Rd, Annapolis, MD 21409

    An incredible opportunity with endless potential awaits! This 3-bedroom, 3-bath home sits on an elevated 3 acres, offering expansive views of Mill Creek and is surrounded by mature trees for a serene, private setting. Whether you're looking to enjoy the existing solidly built home, renovate, or expand - this property provides the space and flexibility to create your dream retreat. Take advantage

    Rachel Best RE/MAX Leading Edge

    1634 Orchard Beach Rd, Annapolis, MD 21409
  • /50

    $6,995,000

    • 7 Beds
    • 5.5 Baths
    • 9,024 Sq Ft

    1524 Cedar Lane Farm Rd, Annapolis, MD 21409

    Escape to another world with this striking French modern waterfront estate. Exquisitely sited on a premium and private 4.15 acre lot with 600 feet of impressively rip-rapped water frontage, coveted waterfront pool, tennis court and picturesque views of the serene waters of Whitehall Creek. This ultra-luxe 9,000+ square-foot, 7 bedroom, 5.5 bathroom custom built home has been completely renovated.

    Brad Kappel TTR Sotheby's International Realty

    1524 Cedar Lane Farm Rd, Annapolis, MD 21409
  • /47

    $2,675,000

    • 5 Beds
    • 5.5 Baths
    • 6,428 Sq Ft

    1241 Cherry Tree Ln, Annapolis, MD 21403

    Exquisite Savannah Style custom-built home in sought after, amenities-rich, Fishing Creek Farm community in Annapolis. This non-riparian waterfront home is nestled between 2 bodies of water providing endless water views from almost every room of the house. Wake up early to watch the wildlife and the sunrise over Cherry Tree Cove from the rear screened porch or enjoy peaceful water views and

    Brad Kappel TTR Sotheby's International Realty

    1241 Cherry Tree Ln, Annapolis, MD 21403
  • /44

    $925,000

    • 5 Beds
    • 4.5 Baths
    • 5,184 Sq Ft

    712 Pearson Point Place, Annapolis, MD 21401

    JUST REDUCED! Nestled in sought-after Kingsport, this impeccably maintained residence offers a rare combination of comfort, style, and convenience. Kingsport residents enjoy exclusive access to a private pool, community dock, and beautifully landscaped walking trails—perfect for morning jogs, evening strolls, or weekend paddle-boarding adventures.This expansive home features five

    Amber Krause TTR Sotheby's International Realty

    712 Pearson Point Place, Annapolis, MD 21401
  • /15

    $65,000

    319 6th St Unit SLIP 39, Annapolis, MD 21403

    Boating season is just around the corner—embrace the maritime lifestyle with your very own waterfront slip at 319 6th Street, Annapolis, MD 21403. Boat size is limited to 34' length overall. Situated in the heart of Eastport, this sought-after marina places you in the Sailing Capital of the World, where boating isn’t just a pastime—it’s a way of life. Beyond the convenience of docking in a

    Wendy Oliver Coldwell Banker Realty

    319 6th St Unit SLIP 39, Annapolis, MD 21403
  • /32

    $700,000

    • 3 Beds
    • 2.5 Baths
    • 2,052 Sq Ft

    1233 Boucher Ave, Annapolis, MD 21403

    Private and Peaceful Eastport Waterfront Community.Market Adjustment! Beautiful townhome with over 2,000 sq. ft. of living space, 3 large waterfront balconies perfect for entertaining or enjoying the serene view; 3 stacked-stone fireplaces for cozy winter nights. Gourmet kitchen with GE Monogram appliances, double oven, and wine fridge. Huge spa-like luxury primary bath with 2-person sauna,

    Pat Klug Engel & Völkers Annapolis

    1233 Boucher Ave, Annapolis, MD 21403
  • /43

    $3,250,000

    • 6 Beds
    • 6.5 Baths
    • 4,750 Sq Ft

    3015 Friends Rd, Annapolis, MD 21401

    3015 Friends Road is perched on a stunning point of land where the South River meets the protected waters of Boyds Cove. The views down the South River towards the Chesapeake Bay are truly endless! This custom-built home with 456 ft of waterfrontage is everything you’d hope for in a modern waterfront retreat. Built in 2021, it blends contemporary design with the relaxed elegance of coastal living

    Reid Buckley Long & Foster Real Estate, Inc.

    3015 Friends Rd, Annapolis, MD 21401
  • /34

    $460,000

    • 1 Bed
    • 1 Bath
    • 526 Sq Ft

    316 Burnside St Unit 304, Annapolis, MD 21403

    Beautiful Condo on Spa Creek! PRICE IMPROVEMENT TO $460K. Great investment property, second home or live in downtown Annapolis! Located in the heart of desirable Eastport, this inviting condo offers the best of Annapolis nautically inspired living. 316 Burnside Street has big water views of the serene waters of Spa Creek! This home offers an ideal retreat for those seeking both tranquility in

    Jeannie Miller Long & Foster Real Estate, Inc.

    316 Burnside St Unit 304, Annapolis, MD 21403
  • /44

    $1,100,000

    • 4 Beds
    • 3 Baths
    • 2,368 Sq Ft

    3536 Saratoga Ave, Annapolis, MD 21403

    Your dream home in the coveted, water-privileged community of Arundel on the Bay is waiting!Enjoy stunning, year-round water views of Fishing Creek just off the Chesapeake Bay from this beautifully designed four-bedroom, three-bathroom custom contemporary home. Perfectly positioned on an expansive 0.34-acre corner lot, the property is embraced by mature trees and lush landscaping, offering

    Timothy Dominick Coldwell Banker Realty

    3536 Saratoga Ave, Annapolis, MD 21403
  • /43

    $3,995,000

    • 4 Beds
    • 4.5 Baths
    • 3,250 Sq Ft

    54 River Dr, Annapolis, MD 21403

    Gorgeous coastal style home in the coveted Bay Ridge community with stunning and thoughtful renovations that highlight the expansive Chesapeake and Bay Bridge views! The extensive renovation by M Homes elevated the appeal and functionality of the home by adding 2 additional ensuite bedrooms and laundry room on the 2nd level and much more. No expense was spared to make this a home of distinction,

    Brad Kappel TTR Sotheby's International Realty

    54 River Dr, Annapolis, MD 21403
  • /50

    $8,995,000

    • 7 Beds
    • 9 Baths
    • 12,200 Sq Ft

    1900 Carrollton Rd, Annapolis, MD 21409

    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

    Brad Kappel TTR Sotheby's International Realty

    1900 Carrollton Rd, Annapolis, MD 21409
  • /35

    $3,800,000

    • 5 Beds
    • 3 Baths
    • 2,775 Sq Ft

    1741 Holly Beach Farm Rd, Annapolis, MD 21409

    Rare Waterfront Opportunity! Escape to your waterfront farmhouse retreat. Nestled on 3.5 picturesque acres overlooking the tranquil waters of protected Moss Pond, this charming historic property offers big views of and direct access to the Chesapeake Bay. Originally part of a working thoroughbred racehorse farm, this home is surrounded by parkland and privacy while still close to the city.

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    1741 Holly Beach Farm Rd, Annapolis, MD 21409
  • /67

    $2,695,000

    • 5 Beds
    • 4 Baths
    • 3,415 Sq Ft

    2680 Claibourne Ct, Annapolis, MD 21403

    Nestled on Chase Pond along the serene shores of the Chesapeake Bay, 2680 Claibourne Court offers an unparalleled waterfront living experience. This meticulously renovated coastal contemporary-style residence boasts 5 bedrooms, 4 full bathrooms, and seamlessly blends luxury with comfort. Set on a generous 2.62-acre waterfront lot, the property features a private pier with boat lifts and a beach,

    Doc Keane Washington Fine Properties, LLC

    2680 Claibourne Ct, Annapolis, MD 21403
  • /53

    $849,000

    • 2 Beds
    • 2.5 Baths
    • 1,708 Sq Ft

    336 Severn Rd, Annapolis, MD 21401

    Waterfront Living in Epping Forest with Stunning Views!Nestled in the exclusive, gated community of Epping Forest, this beautifully maintained 2-bedroom, 2.5-bath home offers serene water views and a relaxed yet sophisticated lifestyle. Designed for effortless living, the open floor plan features 10-foot ceilings, gleaming hardwood floors, and a cozy fireplace in the Great Room. The

    Candice Bothun CENTURY 21 New Millennium

    336 Severn Rd, Annapolis, MD 21401
  • /44

    $2,595,000

    • 4 Beds
    • 4.5 Baths
    • 2,513 Sq Ft

    2175 Chesapeake Harbour Dr, Annapolis, MD 21403

    Indulge in resort-like living at Chesapeake Harbour, a gated community filled with amenities and stunning water views of the Chesapeake Bay. This modern and spacious 4 bedroom, 4.5 bathroom townhome spans 4 levels and just over 2,500 square feet, featuring high-end design and curated finishes. The open floor plan makes entertaining seamless and focuses the attention on the stunning panoramic

    Brad Kappel TTR Sotheby's International Realty

    2175 Chesapeake Harbour Dr, Annapolis, MD 21403
  • /68

    $3,475,000

    • 6 Beds
    • 5.5 Baths
    • 6,732 Sq Ft

    1576 Bay Head Rd, Annapolis, MD 21409

    Boating season is here! Incredible opportunity - Seller will hold a 10% second mortgage at 5.87% for five years if you are putting a minimum of 20% down! Welcome to 1576 Bay Head Road, an exceptional waterfront estate where luxury living meets the ultimate Chesapeake Bay lifestyle. Perfectly situated on a private one-acre lot along the calm, protected waters of the Little Magothy River, this

    Wendy Oliver Coldwell Banker Realty

    1576 Bay Head Rd, Annapolis, MD 21409
  • /46

    $3,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,621 Sq Ft

    9 Shipwright St, Annapolis, MD 21401

    Quintessential downtown Annapolis waterfront home on the sparkling waters of Spa Creek! This amazing property combines the best of both worlds; the charming historic feel of a downtown Annapolis home with the premier waterfront lifestyle that every resident is looking for. Nestled on a quiet street, this home is the perfect size for an easy to own, lock up and go property. With 3 bedrooms and

    Brad Kappel TTR Sotheby's International Realty

    9 Shipwright St, Annapolis, MD 21401
  • /112

    $6,750,000

    • 6 Beds
    • 8.5 Baths
    • 11,045 Sq Ft

    803 Coachway, Annapolis, MD 21401

    This Severn River Waterfront Estate is a rare and breathtaking Annapolis retreat. Experience the ultimate in waterfront living in this exquisite residence, a true masterpiece offering unparalleled panoramic water views. Nestled on a pristine one-acre site in the prestigious Point of The Downs, this custom-built legacy home has been meticulously updated to perfection, creating the ideal setting

    Georgie Berkinshaw Coldwell Banker Realty

    803 Coachway, Annapolis, MD 21401
  • /47

    $2,950,000

    • 5 Beds
    • 4 Baths
    • 5,201 Sq Ft

    145 Spa Dr, Annapolis, MD 21403

    Exceptionally built custom waterfront home with spectacular panoramic views of Spa Creek. Enjoy the perfect vantage point for watching the Blue Angels performance, the 4th of July fireworks and all the activity up and down the creek. Attention to detail and high-end finishes are the hallmark of this wonderful home with 12 ft ceilings on the main level. Over 5,000 sqft of living space on 3

    Brad Kappel TTR Sotheby's International Realty

    145 Spa Dr, Annapolis, MD 21403
  • /41

    $6,498,000

    • 5 Beds
    • 5.5 Baths
    • 6,911 Sq Ft

    205 Winchester Beach Dr, Annapolis, MD 21409

    Winchester-on-the-Severn Waterfront! This modern home is only surpassed by the all encompassing, elevated views of the Severn River. Exquisite finishes are the hallmark of this elegant 5 bedroom 5.5 bath brick home where no details were compromised in presenting a home of distinction. Floor to ceiling sliding LaCantina glass doors blur the line of indoor and outdoor living and showcase the

    Brad Kappel TTR Sotheby's International Realty

    205 Winchester Beach Dr, Annapolis, MD 21409
  • /128

    $3,100,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 4.5 Baths
    • 6,412 Sq Ft

    856 St Edmonds Place, Annapolis, MD 21401

    **Open House Saturday 8/16, 11-1 pm** Welcome to 856 St Edmonds Place! Have it all with stunning views from nearly every room, deep water, privacy, and a spacious floorplan for multi generational living! Spectacular custom built waterfront home in the sought after Downs community of Annapolis! Breathtaking views await you from every corner of this updated and well conceived home. Dramatic

    James Schaecher Keller Williams Flagship

    856 St Edmonds Place, Annapolis, MD 21401
  • /32

    $5,950,000

    • 3 Beds
    • 3 Baths
    • 2,949 Sq Ft

    287 State St Unit 2, Annapolis, MD 21403

    South Annapolis Yacht Center is located on Spa Creek overlooking the beautiful skyline of Historic Annapolis. This award winning residence features an elegant interior design that brings the feel of the adjoining waterway into the living area. Patrick Sutton thoughtfully did the interior design and Bret Anderson of Pyramid Builders constructed this magical 3 bedroom, 3 bath waterfront residence.

    George Turner Coldwell Banker Realty

    287 State St Unit 2, Annapolis, MD 21403
  • /49

    $19,995,000

    • 7 Beds
    • 13 Baths
    • 35,435 Sq Ft

    1604 Winchester Rd, Annapolis, MD 21409

    THE FRIARY a Trophy property in a league of its own! Set on 23 private acres overlooking a gracious bend of the Severn River with 1,500ft of prime waterfrontage, just minutes from downtown Annapolis and less than an hour from the nation's capital, lies one of the most distinctive estates offered for sale on the East Coast. A true architectural masterpiece, this exquisite 35,000+ sqft

    Brad Kappel TTR Sotheby's International Realty

    1604 Winchester Rd, Annapolis, MD 21409
  • /73

    $1,299,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,809 Sq Ft

    2762 Bon Haven Ln, Annapolis, MD 21401

    Welcome to this waterfront ranch home in the highly sought-after community of Bon Haven, situated on over an acre of serene land along the beautiful South River. This renovated gem, complete with a new private pier and boat access, offers an idyllic lifestyle for water enthusiasts and nature lovers alike. This property is back on the market due to financing falling through for the

    Donna Baldino Keller Williams Select Realtors of Annapolis

    2762 Bon Haven Ln, Annapolis, MD 21401
  • /39

    $5,898,000

    • 3 Beds
    • 3.5 Baths
    • 3,108 Sq Ft

    1 Shipwright Harbor, Annapolis, MD 21401

    Stately French Villa on Spa Creek in downtown Annapolis! This jewel box of a home was designed and built by renowned local architect as the culmination of an award winning career. The unsurpassed attention to architectural details, exquisitely curated finishes and breathtaking views of Spa Creek places this trophy home in a league of its own. Tucked away at the end of a quiet street in a premier

    Brad Kappel TTR Sotheby's International Realty

    1 Shipwright Harbor, Annapolis, MD 21401
  • /56

    $1,150,000

    • 4 Beds
    • 3.5 Baths
    • 2,372 Sq Ft

    319 Epping Way, Annapolis, MD 21401

    Sellers are offering $25,000 to go towards siding replacement. This beautiful property offers three levels of spacious, comfortable living in the neighborhood of Epping Forest. Walking through the front door, vaulted ceilings and natural light greet you in the dining/living room area off the kitchen. A main level bedroom suite offers convenience and a second suite upstairs boasts extra privacy.

    Brittany Chaffee Hogan Companies Residential

    319 Epping Way, Annapolis, MD 21401
  • /2

    $524,500 Open Sat 1PM - 2:45PM

    • 2 Beds
    • 3.5 Baths
    • 2,370 Sq Ft

    124 Cranes Crook Ln, Annapolis, MD 21401

    This approximately 2,500 square foot townhome features two/three bedrooms and three and a half bathrooms. The home offers an ELEVATOR for convenient access to main and upper levels.The open-concept design of the main living area creates a bright and airy atmosphere. The kitchen is equipped with modern appliances and ample counter space and boasts an eating area . The upper level primary

    Stealey Ashley Coldwell Banker Realty

    124 Cranes Crook Ln, Annapolis, MD 21401
  • /2

    $1,498,000

    • 3 Beds
    • 3 Baths
    • 2,043 Sq Ft

    45 E Lake Dr, Annapolis, MD 21403

    Rare Bay Ridge Opportunity – 150’ Wide Lot - Across the street from Lake Ogleton.Don’t miss this incredible chance to build your dream home on one of Bay Ridge’s most coveted lots! Spanning 150 feet in width, this level property offers endless potential. Enjoy views of the Chesapeake Bay and Bay Bridge from a future two-story home—while living comfortably in the existing, move-in-ready

    Georgie Berkinshaw Coldwell Banker Realty

    45 E Lake Dr, Annapolis, MD 21403
  • /42

    $2,650,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,300 Sq Ft

    703 Glendon Ave, Annapolis, MD 21403

    Stunning Waterfront New Construction 0n Back Creek in the Eastport area. Don't miss this rare opportunity to build your dream home in one of Annapolis’s most sought-after waterfront communities. Ideally located on a quiet, picturesque corner lot in Eastport, this beautifully designed custom home will offer expansive views of Back Creek and luxury finishes throughout. Enjoy wide plank floors,

    Colleen Smith EXP Realty, LLC

    703 Glendon Ave, Annapolis, MD 21403
  • /30

    $4,950,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 5,000 Sq Ft

    1632 Winchester Rd, Annapolis, MD 21409

    Don't miss this incredible opportunity to build your dream luxury estate home on this amazing private 3.3 acre homesite with amazing waterviews and privacy. Tucked away back off of your 1/4 mile private driveway which sets the tone as you approach your very own oasis. Come witness our vision and be a part of creating a generational estate that Annapolis rarely sees. The main level boasts

    Colleen Smith EXP Realty, LLC

    1632 Winchester Rd, Annapolis, MD 21409
  • /62

    $1,484,000 New Construction

    • 6 Beds
    • 4 Baths
    • 3,702 Sq Ft

    2644 Claibourne Rd, Annapolis, MD 21403

    AMAZING BRAND NEW WATER VIEW HOME - This stunning 6 bedroom, 4 full bathroom residence offers 3,702 sq ft of finished space with breathtaking views of Lake Heron and the Chesapeake Bay. Situated in the sought-after Annapolis Roads community, the home occupies a premium 20,125 sq ft corner lot and features a 2-car side load garage. The main level showcases 9-foot ceilings and LVP hardwood floors

    Brian Wood Long & Foster Real Estate, Inc.

    2644 Claibourne Rd, Annapolis, MD 21403
  • /10

    $869,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,768 Sq Ft

    164 Woodside Trail, Annapolis, MD 21401

    Professional pictures coming soon!!Located in the sought-after water-oriented community of Cape St. John, this stunning colonial offers exclusive access to a community boat ramp and sandy beach on the South River. Thoughtfully updated with top-of-the-line appliances and finishes, this home is designed for both everyday comfort and elegant entertaining.The gourmet kitchen is a true

    Mark Milligan RE/Max Experience

    164 Woodside Trail, Annapolis, MD 21401
  • /6

    $699,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    1192 Bay Highlands Dr, Annapolis, MD 21403

    Welcome to this generously spacious 4-bedroom, 2.5-bathroom home that blends comfort, charm, and functionality in every room. With its expansive layout and thoughtfully updated features, this home offers the perfect setting for both relaxing and entertaining.You’ll love the bright recessed lighting, plantation shutters, ceiling fans, and stunning crown molding throughout. The updated bamboo

    Shelley Baden Berkshire Hathaway HomeServices PenFed Realty

    1192 Bay Highlands Dr, Annapolis, MD 21403
  • /24

    $860,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 2,264 Sq Ft

    1100 Broadview Dr, Annapolis, MD 21409

    Stunning Waterview Home in Prime Water Privileged NeighborhoodDiscover this beautiful, spacious residence offering water views and luxurious living. This large 4-bedroom home features three and a half bathrooms, perfect for comfortable living and entertaining. Enjoy a gourmet kitchen equipped with a large island—ideal for family meals and gatherings. Eat-in kitchen and formal dining

    Amy Juras Long & Foster Real Estate, Inc.

    1100 Broadview Dr, Annapolis, MD 21409
  • /2

    $750,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,700 Sq Ft

    3449 Rockway Ave, Annapolis, MD 21403

    this is a total rebuild from the foundation up if you want a new home in Arundel on the Bay with water views this is it .photos coming soon

    Christopher Wroten RE/MAX United Real Estate

    3449 Rockway Ave, Annapolis, MD 21403

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