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Homes for Sale in 21409

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  • /35

    $1,900,000

    $899K PRICE DROP
    • 16 Beds
    • 6 Baths
    • 5,719 Sq Ft

    1349 Yorktown Rd, Annapolis, MD 21409

    This brand new, fully renovated 16-bedroom, 6-bathroom residence in Annapolis offers an exceptional opportunity for assisted living or specialized care operations. Thoughtfully redesigned and fully permitted with the county for use as an assisted living facility, the property combines modern upgrades with full regulatory compliance. The spacious layout features three separate living areas,

    Agent Photo

    Karen Rollings

    EXP Realty, LLC

    (443) 296-5581

    1349 Yorktown Rd, Annapolis, MD 21409
  • /94

    $1,495,000

    Open Sun 1PM - 3PM
    • 5 Beds
    • 4.5 Baths
    • 6,141 Sq Ft

    1603 Waters Ridge Ct, Annapolis, MD 21409

    OPEN HOUSE SUNDAY MAY 17 1pm to 3pm. Introducing an extraordinary custom-built estate privately nestled on more than 2+ WOODED ACRES along the B&A Trail in a quiet cul-de-sac setting, just minutes from downtown HISTORIC ANNAPOLIS and convenient to the Rt. 50 corridor. Located in the sought-after Broadneck School District, this exceptional property also includes deeded mooring rights to Cool

    Agent Photo

    Christina Palmer

    Keller Williams Flagship

    (443) 399-2973

    1603 Waters Ridge Ct, Annapolis, MD 21409
  • /14

    $459,900

    New Construction
    • 1 Bed
    • 2 Baths
    • 1,076 Sq Ft

    Element 1 Bed Plan at Element at Mill Creek, Annapolis, MD 21409

    The Christopher Companies Builder
    78 Old Mill Bottom Rd N Unit 36791896, Annapolis, MD 21409
  • /17

    $472,070

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,210 Sq Ft

    Element 2 Bed Plan at Element at Mill Creek, Annapolis, MD 21409

    The Christopher Companies Builder
    78 Old Mill Bottom Rd N Unit 36791900, Annapolis, MD 21409
  • /51

    $589,900

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,274 Sq Ft

    1075 Sun Valley Dr, Annapolis, MD 21409

    Major Price Reduction w/ Some Closing Help! Located in the water-privileged community of Cape St. Claire in Annapolis, this Dutch Colonial offers a practical layout, recent updates, and a private outdoor setting. The home features a traditional floor plan with multiple living areas, allowing for flexible use of space for everyday living, entertaining, and work-from-home needs. Recent interior

    Vincent Payne Realty Navigator

    1075 Sun Valley Dr, Annapolis, MD 21409
  • /51

    $998,000

    $20K PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 4,041 Sq Ft

    605 Lighthouse Landing Ln, Annapolis, MD 21409

    What’s Special "Furnished Apartment ". Welcome to 605 Lighthouse Landing Ln, located on a quiet corner lot. This home has 6 bedrooms, 4 1⁄2 baths, designed with an open floor plan. The great room on the first level has a den with fireplace, breakfast nook, and kitchen. Also on the first floor is the living room, foyer, dining room, and a primary bedroom with shower and soak in tub also there are

    Nathalie Mullinix Nathalie Mullinix Realty Universal, Inc.

    605 Lighthouse Landing Ln, Annapolis, MD 21409
  • /25

    $896,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    1217 Hampton Rd, Annapolis, MD 21409

    New Construction in Cape St. Claire. Home construction has now started. Delivery date will be end of August or beginning of September. Days on the market began when lot was purchased. Please look at the documents section of the listing to see all standard features included with this home and all floor plans and site plan. Pictures shown in this listing are of the home now framed and a previous

    Frank Livingston Cook Real Estate Brokerage

    1217 Hampton Rd, Annapolis, MD 21409
  • /20

    $678,900

    New Construction
    • 3 Beds
    • 2 - 3.5 Baths
    • 1,729+ Sq Ft

    Element 3 Bed Plan at Element at Mill Creek, Annapolis, MD 21409

    The Christopher Companies Builder
    78 Old Mill Bottom Rd N Unit 36791892, Annapolis, MD 21409
  • /33

    $632,400

    New Construction Open Sun 12PM - 3PM
    • 2 Beds
    • 2 Baths
    • 1,558 Sq Ft

    76 Old Mill Bottom Rd N Unit 310, Annapolis, MD 21409

    Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded

    Dee Hodge McWilliams/Ballard, Inc.

    76 Old Mill Bottom Rd N Unit 310, Annapolis, MD 21409
  • /47

    $845,000

    $14K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,252 Sq Ft

    1394 Rosebay Ct, Annapolis, MD 21409

    NEW PRICE!! Briarwood – One of Anne Arundel County’s Finest Communities... Welcome to Rosebay Court!A mature magnolia tree and inviting covered front porch set the stage for this beautifully updated/renovated brick colonial, ideally situated on a quiet cul-de-sac. Thoughtfully finished and move-in ready, this home is prepared to welcome its new owner.Inside, a traditional layout blends

    Lisa Ciofani Cummings & Co. Realtors

    1394 Rosebay Ct, Annapolis, MD 21409
  • /16

    $1,199,950

    • 5 Beds
    • 5 Baths
    • 5,086 Sq Ft

    1711 Ritchie Hwy, Annapolis, MD 21409

    Discover an exceptional home in a prime Annapolis location, where you can enjoy the sound of morning and evening colors from the Naval Academy. This beautifully maintained residence features 5 spacious bedrooms and 5 bathrooms (3 full and 2 partial), offering comfort, flexibility, and room to entertain.The home boasts a newly updated kitchen with a new gas stove with double oven, freshly

    George Nguyen Blufin Realty, LLC.

    1711 Ritchie Hwy, Annapolis, MD 21409
  • /2

    $742,425

    New Construction Open Sun 12PM - 3PM
    • 3 Beds
    • 7 Baths
    • 1,853 Sq Ft

    76 Old Mill Bottom Rd N Unit 102, Annapolis, MD 21409

    Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded

    Dee Hodge McWilliams/Ballard, Inc.

    76 Old Mill Bottom Rd N Unit 102, Annapolis, MD 21409
  • /55

    $1,100,000

    Open Sun 12PM - 2PM
    • 4 Beds
    • 3.5 Baths
    • 5,657 Sq Ft

    1651 Trawler Ln, Annapolis, MD 21409

    Nestled on a lovely corner lot, this Koch Colonial-style residence exudes timeless elegance and modern comfort in the much sought after St Margaret's Landing Community. The home has 4 BR plus a Library/Office. The home, built in 2001, boasts over 5,600 square feet of finished living space, perfect for both entertaining and everyday living. Step inside to discover a warm and inviting interior with

    Donna Deter Long & Foster Real Estate, Inc.

    1651 Trawler Ln, Annapolis, MD 21409
  • /56

    $895,000

    Open Sun 12PM - 2PM
    • 6 Beds
    • 3 Baths
    • 3,150 Sq Ft

    1848 Cherry Rd, Annapolis, MD 21409

    AVAILABLE TO TOUR FRIDAY, MAY 15 — CALL NOW TO SCHEDULE YOUR PRIVATE SHOWING OR VISIT THE OPEN HOUSE THIS SATURDAY! Just in time to enjoy summer in the fabulous water-privileged community of Beechwood on the Burley. Ideally located approximately 2 miles from Downtown Annapolis, yet tucked within a quiet, tree-lined setting that feels worlds away. This spacious home offers wonderful living spaces

    Emily Marsh Engel & Völkers Annapolis

    1848 Cherry Rd, Annapolis, MD 21409
  • /2

    $602,602

    New Construction Open Sun 12PM - 3PM $12K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,621 Sq Ft

    78 Old Mill Bottom Rd N Unit 112, Annapolis, MD 21409

    Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded

    Dee Hodge McWilliams/Ballard, Inc.

    78 Old Mill Bottom Rd N Unit 112, Annapolis, MD 21409
  • /36

    $830,000

    • 5 Beds
    • 3.5 Baths
    • 3,148 Sq Ft

    1402 Insey Rd, Annapolis, MD 21409

    Welcome to this beautifully maintained, newer Colonial (built in 2021) offering the perfect blend of modern design and peaceful privacy in Annapolis. Featuring 5 bedrooms and 3.5 baths, this home delivers the feel of new construction—without the wait. Step inside to discover 9-foot ceilings and a bright, open-concept layout ideal for both everyday living and entertaining. The gourmet eat-in

    Ryan Hutchins Hutchins Properties

    1402 Insey Rd, Annapolis, MD 21409
  • /32

    $915,000

    • 3 Beds
    • 3.5 Baths
    • 4,295 Sq Ft

    1604 Trawler Ln, Annapolis, MD 21409

    Tucked away on a private cul-de-sac in one of Annapolis's most coveted enclaves, this exceptional residence offers the refined living the Chesapeake Bay region is celebrated for. From the moment you arrive, beautifully manicured landscaping and an elegant facade set the tone for what awaits inside. Hardwood floors flow throughout the main level, anchoring an open floor plan where formal and

    Brad Kappel TTR Sotheby's International Realty

    1604 Trawler Ln, Annapolis, MD 21409
  • /15

    $602,602

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,621 Sq Ft

    78 Old Mill Bottom Rd N, Annapolis, MD 21409

    IMMEDIATE DELIVERY! This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded cabinetry, stainless steel appliances, and a large center island. The open-concept living and dining areas create a warm, inviting atmosphere

    The Christopher Companies Builder
    78 Old Mill Bottom Rd N, Annapolis, MD 21409
  • /45

    $599,000

    • 4 Beds
    • 1.5 Baths
    • 1,960 Sq Ft

    1701 Delage Ln, Annapolis, MD 21409

    1701 Delage Lane presents an exceptional opportunity for investors, contractors, or buyers ready to renovate and build instant equity. This large four-bedroom home with one and a half baths is full of potential, making it ideal for those with vision and creativity seeking to transform a property into something truly special.Situated on a generously sized lot in an established neighborhood,

    Joan Russell Coldwell Banker Realty

    1701 Delage Ln, Annapolis, MD 21409
  • /2

    $550,000

    Coming Soon
    • 3 Beds
    • 1 Bath
    • 1,020 Sq Ft

    1470 Log Inn Rd, Annapolis, MD 21409

    Coming Soon!

    Jackie Ball Daley Northrop Realty

    1470 Log Inn Rd, Annapolis, MD 21409
  • /50

    $8,750,000

    Coming Soon
    • 5 Beds
    • 6.5 Baths
    • 7,105 Sq Ft

    2035 Maidstone Farm Rd, Annapolis, MD 21409

    This extraordinary south-facing estate offers 210 feet of waterfront with sweeping, unobstructed Chesapeake Bay views, providing magnificent sunrises and sunsets. It is situated on 3.10 acres in the exclusive Maidstone Farm community. This custom-built residence combines architectural sophistication, high-end craftsmanship, and state-of-the-art amenities to create a truly luxurious waterfront

    Georgie Berkinshaw Coldwell Banker Realty

    2035 Maidstone Farm Rd, Annapolis, MD 21409
  • /50

    $530,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,210 Sq Ft

    78 Old Mill Bottom Rd N Unit 409, Annapolis, MD 21409

    Welcome to penthouse living at Element at Mill Creek, one of Annapolis’ most stylish and thoughtfully designed 55+ communities. This 2 bed + Den, 2 bath top-floor residence with in-home laundry offers the privacy and quiet you’ll appreciate, paired with the elevated finishes and upgrades that truly make it better than new construction. From the moment you enter, you’ll notice the difference.

    Alison Wisnom Coldwell Banker Realty

    78 Old Mill Bottom Rd N Unit 409, Annapolis, MD 21409
  • /24

    $484,900

    Coming Soon
    • 4 Beds
    • 2 Baths
    • 2,212 Sq Ft

    1122 Crestview Dr, Annapolis, MD 21409

    Welcome to 1122 Crestview Drive in the sought-after Cape Saint Claire community of Annapolis! This split foyer home offers a fantastic opportunity to create your dream space while enjoying an established neighborhood known for its access to water privileges and community charm. The home features a bright and airy great room enhanced by brand-new skylights, filling the space with natural light and

    Pamela Jenkins Weichert Realtors - Blue Ribbon

    1122 Crestview Dr, Annapolis, MD 21409
  • /34

    $825,665

    New Construction Open Sun 12PM - 3PM
    • 3 Beds
    • 3 Baths
    • 1,729 Sq Ft

    76 Old Mill Bottom Rd N Unit 205, Annapolis, MD 21409

    Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded

    Dee Hodge McWilliams/Ballard, Inc.

    76 Old Mill Bottom Rd N Unit 205, 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
  • /55

    $689,000

    Open Sun 12PM - 2PM
    • 4 Beds
    • 2.5 Baths
    • 2,318 Sq Ft

    1108 Crestview Dr, Annapolis, MD 21409

    Welcome to this beautifully maintained colonial in the sought-after Cape St. Claire community! Situated on a landscaped corner lot, 1108 Crestview Drive offers 4 bedrooms, 2.5 baths, and the perfect blend of comfort, functionality, and outdoor living. The main level features a cozy fireplace, spacious living areas, and easy flow for everyday living and entertaining. The finished walk-out basement

    Jennifer Guerrieri-Phipps Kelly and Co Realty, LLC

    1108 Crestview Dr, Annapolis, MD 21409
  • /5

    $464,900

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,272 Sq Ft

    919 Blue Ridge Dr, Annapolis, MD 21409

    Wonderful 3 BD 2 BA Rancher in a Great Community on Private Treed Corner Lot.This well loved house is looking for its new owner. Kitchen with SS Appliances, .Breakfast area. Large Living Room that could be used as LR/DR. Primary Bedroom has a separate bathroom with shower. Large 2nd Bedroom. Hardwood Floors. Sunroom is part 3rd BD and family room. Unfinished basement waiting for your best

    Karen Tamalavicz RE/MAX Realty Group

    919 Blue Ridge Dr, Annapolis, MD 21409
  • /41

    $457,700

    $40K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,210 Sq Ft

    78 Old Mill Bottom Rd N Unit 209, Annapolis, MD 21409

    ***PRICE REDUCED - SELLER MOTIVATED***BY APPOINTMENT ONLY.55+ Luxury 2-bedroom/den with balcony in an elevator condo building. THE ELEMENT boasts a variety of amenities to satisfy an active adult community. Natural light floods into the modern kitchen with white cabinetry, tiled backsplash, SS appliances & quartz countertops. Enhanced lighting & recessed lights throughout. Upgraded closet

    LaTanya Drayton United Real Estate Premier

    78 Old Mill Bottom Rd N Unit 209, Annapolis, MD 21409
  • /2

    $649,000

    • 3 Beds
    • 2 Baths
    • 1,826 Sq Ft

    1337 Swan Dr, Annapolis, MD 21409

    REMARKS AND PICTURE COMING SOON.

    Curtis LeMay Real Estate Depot

    1337 Swan Dr, Annapolis, MD 21409
  • /27

    $367,900

    Open Sun 10AM - 1PM Coming Soon
    • 3 Beds
    • 1.5 Baths
    • 1,360 Sq Ft

    1608 Woodtree Ct W, Annapolis, MD 21409

    This well-maintained 3-level Whispering Woods townhome offers a long list of updates, including many completed in April 2026. Recent improvements include luxury vinyl plank flooring throughout the main and upper levels, freshly painted walls, ceilings, and trim, granite kitchen countertops with a stainless steel under-mount sink, and GE stainless steel appliances including a refrigerator with

    Brent Allen Long & Foster Real Estate, Inc.

    1608 Woodtree Ct W, Annapolis, MD 21409
  • /38

    $699,999

    • 2 Beds
    • 2 Baths
    • 1,723 Sq Ft

    78 Old Mill Bottom Rd N Unit 311, Annapolis, MD 21409

    Step into sophisticated comfort in this exceptional third-floor corner residence, a 2024-built condominium offering 1,723 square feet of thoughtfully designed space filled with natural light and showcasing designer finishes, premium upgrades, and meticulous attention to detail throughout. Located within a desirable 55+ active adult community, the open, well-appointed floor plan includes two

    Mukaram Ghani RE/MAX Galaxy

    78 Old Mill Bottom Rd N Unit 311, Annapolis, MD 21409
  • /2

    $514,160

    New Construction Open Sun 12PM - 3PM $10K PRICE DROP
    • 1 Bed
    • 2 Baths
    • 1,076 Sq Ft

    76 Old Mill Bottom Rd N Unit 408, Annapolis, MD 21409

    Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded

    Dee Hodge McWilliams/Ballard, Inc.

    76 Old Mill Bottom Rd N Unit 408, Annapolis, MD 21409
  • /44

    $585,000

    • 4 Beds
    • 3 Baths
    • 2,080 Sq Ft

    721 Fairway Dr, Annapolis, MD 21409

    Elegant brick and siding split-foyer residence offering 4 bedrooms and 3 renovated full bathrooms on a beautifully sized 0.21-acre lot. The thoughtfully designed upper level features a sun-filled living room, formal dining area, well-appointed brand new kitchen with new appliances, and seamless access to the rear deck—perfect for refined indoor-outdoor living. Three bedrooms and two full baths

    Michael Ozigi KW Metro Center

    721 Fairway Dr, Annapolis, MD 21409
  • /39

    $2,500,000

    New Construction
    • 6 Beds
    • 6.5 Baths
    • 6,709 Sq Ft

    1603 Winchester Rd, Annapolis, MD 21409

    READY TO BUILD NOW!! Introducing an exceptional opportunity to build your dream home with a local custom home builder on a rare 2.19-acre homesite in the highly sought-after water-privileged community of Winchester on the Severn—a neighborhood where everyday living feels like a vacation. This thoughtfully designed custom home will offer over 6,700 square feet of finished living space, featuring 6

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    1603 Winchester Rd, Annapolis, MD 21409
  • /47

    $7,500,000

    $1M PRICE DROP
    • 5 Beds
    • 7 Baths
    • 11,269 Sq Ft

    125 S Winchester Rd, Annapolis, MD 21409

    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

    Brad Kappel TTR Sotheby's International Realty

    125 S Winchester Rd, Annapolis, MD 21409
  • /15

    $439,900

    $100K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 916 Sq Ft

    1531 Hickory Wood Dr, Annapolis, MD 21409

    FRESHLY PAINTED AND NEW CARPET THROUGHTOUT. WALKOUT BASEMENT.THANK YOU FOR SHOWING

    Curtis LeMay Real Estate Depot

    1531 Hickory Wood Dr, Annapolis, MD 21409
  • /75

    $989,900

    • 5 Beds
    • 3.5 Baths
    • 4,170 Sq Ft

    909 White Marlin Way, Annapolis, MD 21409

    Welcome to 909 White Marlin Way, an elegant brick-front Colonial ideally positioned on a quiet cul-de-sac in the highly sought-after Chesapeake Preserve community on the Broadneck Peninsula. Built in 1999 and set on a beautifully sized .49-acre lot within the desirable Broadneck School District, this meticulously maintained home offers over 4,200 square feet of finished living space, thoughtfully

    Elizabeth DuLaney EXP Realty, LLC

    909 White Marlin Way, Annapolis, MD 21409
  • /2

    $1,995,000

    • Land
    • 23.33 Acres
    • $85,512 per Acre

    1016 E College Pkwy, Annapolis, MD 21409

    23-acre parcel zoned primarily R-1, with some O-S. Preliminary engineering work indicates the property can be subdivided and coul support multiple residential lots. The concept drawing attached.

    Alex Tower Sears TTR Sotheby's International Realty

    1016 E College Pkwy, Annapolis, MD 21409
  • /39

    $575,000

    Open Sun 11AM - 1PM
    • 3 Beds
    • 1 Bath
    • 1,512 Sq Ft

    1509 Duvall Rd, Annapolis, MD 21409

    Opportunity awaits in sought-after St. Margarets! This 3-bedroom, 1-bath home with hardwood floors, situated on a gorgeous 1-acre lot offering plenty of space and potential. Solid built home they don't make houses like this any longer, needs updating, making it the perfect chance to bring your ideas and renovate to your personal taste. Most major systems updated within last 10 years. Whether you

    Kathleen Armiger Coldwell Banker Realty

    1509 Duvall Rd, Annapolis, MD 21409
  • /34

    $565,000

    • 4 Beds
    • 2 Baths
    • 2,500 Sq Ft

    1189 Highview Dr, Annapolis, MD 21409

    Charming cedar sided chalet style set in the wooded and beach access community of Cape St Claire.Enter into a dramatic cathedral ceiling living and dining space with skylights, looking through to a three season clerestory windowed addition where you will welcome family and friends. Sliders from the tall window surrounded sun room open onto a deck with room for feasts and relaxing. Memories

    Sherry Young RE/MAX Executive

    1189 Highview Dr, Annapolis, MD 21409

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