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Homes for Sale in 21409

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  • /84

    $3,199,950

    • 5 Beds
    • 2 Baths
    • 5,522 Sq Ft

    1979 Baltimore Annapolis Blvd, Annapolis, MD 21409

    Welcome to 1979 Baltimore Annapolis Blvd — where original charm meets opportunity. Set along one of the Severn River’s most desirable stretches with unobstructed views of the U.S. Naval Academy, this distinctive residence offers 5,522 finished square feet across three levels—seamlessly blending timeless character with a 2015 expansion and thoughtful modern updates. Enjoy a front-row seat to the

    Agent Photo

    Angelica Dennis

    Keller Williams Capital Properties

    (443) 781-6808

    1979 Baltimore Annapolis Blvd, Annapolis, MD 21409
  • /35

    $2,799,000

    • 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
  • /47

    $650,000

    • 3 Beds
    • 2 Baths
    • 2,218 Sq Ft

    1165 Green Holly Ct, Annapolis, MD 21409

    Cape St. Claire Home sold with Extra Lot included! This lovely Cape St. Claire property boasts an extra lot, offering more space for your family to enjoy. Build a detached garage with extra living space or possible ADU. Upon entering the home, you’ll immediately feel at ease. The spacious living room, which could also serve as a formal dining area, features a cozy fireplace. The kitchen, with its

    Darlene Winegardner RE/MAX Executive

    1165 Green Holly Ct, 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
  • /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
  • /51

    $1,018,000

    • 6 Beds
    • 4.5 Baths
    • 4,041 Sq Ft

    605 Lighthouse Landing Ln, Annapolis, MD 21409

    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 two large, his and hers walk in

    Nathalie Mullinix Nathalie Mullinix Realty Universal, Inc.

    605 Lighthouse Landing Ln, Annapolis, MD 21409
  • /92

    $1,695,000 Open Thu 3PM - 6:15PM

    • 3 Beds
    • 3 Baths
    • 2,016 Sq Ft

    1836 Burley Ln, Annapolis, MD 21409

    With the ability to dock 5 boats on a beautifully protected cove on Burley Creek, with 10' MLW, potable water and electricity at the dock, with 30 AMP hook-up, you essentially have a private marina that happens to have a lovely home included. Exceptional features rarely found in Annapolis at the price point. Tucked into a lovely setting yet just minutes from downtown Annapolis, this refreshed

    Jackie Reinauer Long & Foster Real Estate, Inc.

    1836 Burley Ln, 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

    • 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
  • /43

    $1,599,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 4.5 Baths
    • 5,536 Sq Ft

    1344 Tydings Rd, Annapolis, MD 21409

    Old-world elegance is masterfully expressed in this exceptional Villa, a true work of art set on a lush and private 1.26-acre homesite just one block from the Chesapeake Bay. A rare offering that seamlessly blends timeless European craftsmanship with modern luxury, the residence is defined by hand-chiseled stone, classic stucco, and a striking terracotta tile roof, creating a presence that is

    Brad Kappel TTR Sotheby's International Realty

    1344 Tydings Rd, Annapolis, MD 21409
  • /43

    $742,425 New Construction

    • 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
  • /22

    $614,900 New Construction

    • 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
  • /47

    $1,675,000 Coming Soon

    • 5 Beds
    • 4.5 Baths
    • 3,372 Sq Ft

    301 Kingsberry Dr, Annapolis, MD 21409

    Tucked at the end of a quiet cul-de-sac on the coveted shores of Mill Creek, this exceptional waterfront retreat captures sweeping views that stretch outward to Whitehall Bay and ultimately the Chesapeake Bay, an ever-changing backdrop of light, sky, and water. The home is thoughtfully designed to embrace its setting, with newly refinished wood floors guiding you through the main level where an

    Brad Kappel TTR Sotheby's International Realty

    301 Kingsberry Dr, Annapolis, MD 21409
  • /27

    $1,325,000

    • 5 Beds
    • 4.5 Baths
    • 4,796 Sq Ft

    1707 Ritchie Hwy, Annapolis, MD 21409

    Escape to your own private Estate. 6100+ sqf of finished space with 2.2 acres of land in the most desirable location of Annapolis. 5 Bedrooms, 2 Offices, 4.5 Bathrooms, with 1000sqf for Master Suite. Two Fireplaces. Move-in condition. Potential for subdivision (check with engineer/county). A stone's throw to downtown without the city taxes. Across from B&A bike Trail & WWII Memorial. Direct

    Mary Saba Hayden Realty & Development, LLC

    1707 Ritchie Hwy, Annapolis, MD 21409
  • /44

    $889,000

    • 4 Beds
    • 2.5 Baths
    • 2,594 Sq Ft

    1176 Green Holly Dr, Annapolis, MD 21409

    RECENTLY CONSTRUCTED 4 BEDROOM, 2.5 BATH COLONIAL LOCATED IN THE HIGHLY DESIRED WATER-PRIVILEGED COMMUNITY OF CAPE ST. CLAIRE. WELCOMING COVERED FRONT PORCH. MAIN LEVEL FEATURES CROWN MOLDING, HARDWOOD FLOORS THROUGHOUT, AND A CONVENIENT HALF BATH. BEAUTIFUL WHITE KITCHEN WITH WOLF CABINETRY, QUARTZ COUNTERTOPS, WORKING ISLAND, PANTRY, STAINLESS STEEL APPLIANCES, AND EAT-IN TABLE SPACE. SEPARATE

    Michael Klugo Coldwell Banker Realty

    1176 Green Holly Dr, Annapolis, MD 21409
  • /2

    $560,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,732 Sq Ft

    1523 Enyart Way Unit 102, Annapolis, MD 21409

    Welcome to Four Seasons at St. Margaret's.Professional photography and remarks will be added.

    Donna Dickinson Coldwell Banker Realty

    1523 Enyart Way Unit 102, Annapolis, MD 21409
  • /44

    $690,000

    • 4 Beds
    • 2 Baths
    • 1,792 Sq Ft

    1576 Saint Margarets Rd, Annapolis, MD 21409

    Welcome to 1576 St. Margaret’s Road, a meticulously rebuilt rancher set on a peaceful 1.89-acre level lot. If you’ve been searching for single-level living with room to breathe, this is the one. The spacious layout offers a seamless flow between the living and dining areas, creating the perfect setting for both everyday living and entertaining. With two bedrooms and a full bath on each side of

    Anthony Scholl Taylor Properties

    1576 Saint Margarets Rd, Annapolis, MD 21409
  • /16

    $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 will start in March. 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 a previous home built at 1216

    Frank Livingston Cook Real Estate Brokerage

    1217 Hampton Rd, Annapolis, MD 21409
  • /50

    $530,000

    • 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
  • /67

    $549,900 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 2,676 Sq Ft

    566 Foxpaw Trail, Annapolis, MD 21409

    Welcome to 566 Fox Paw Trail, an exceptional end-unit townhome in the highly sought-after Woods Landing community of Annapolis, offering over 2,300 square feet of beautifully maintained living space surrounded by nature. Perfectly positioned with mature trees along the side, this home enjoys a private, tranquil setting that feels like a retreat. From the side of the property, you can access a

    David Webber RE/MAX Leading Edge

    566 Foxpaw Trail, Annapolis, MD 21409
  • /34

    $825,665 New Construction

    • 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 Coming Soon

    • 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
  • /41

    $464,800

    • 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
  • /20

    $495,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 4 Baths
    • 2,096 Sq Ft

    1513 Chester Town Cir, Annapolis, MD 21409

    Freshly painted and move-in ready, this spacious end-unit townhome in Courts at Belle Pointe offers over 2,000 square feet of thoughtfully designed living across three levels. The main level features a bright and sunny living space with formal dining area seamlessly connected to your updated eat-in kitchen with stainless steel appliances and a custom tile backsplash. Step outside to the rear deck

    Colleen Kerrigan Redfin Corp

    1513 Chester Town Cir, Annapolis, MD 21409
  • /46

    $3,499,000 Open Sat 11AM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 6,360 Sq Ft

    1787 Beachfield Rd, Annapolis, MD 21409

    Welcome to a thoughtfully designed waterfront home on Whitehall Creek, where elevated positioning, wide open views, and a private deep-water pier with approximately 12 feet of mean low water, define the experience from the start. Step inside and the water immediately becomes the focal point. Natural light fills the home, and open sightlines carry those views throughout the main living spaces,

    Brad Kappel TTR Sotheby's International Realty

    1787 Beachfield Rd, Annapolis, MD 21409
  • /2

    $649,000 Coming Soon

    • 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
  • /34

    $849,000 Open Sat 11AM - 3PM

    • 5 Beds
    • 3 Baths
    • 2,375 Sq Ft

    1519 Winchester Rd, Annapolis, MD 21409

    Set on a beautifully landscaped 0.34-acre corner lot in sought-after Winchester-on-the-Severn, this thoughtfully renovated residence offers a seamless blend of style, comfort, and everyday livability. A fully fenced backyard creates a private outdoor retreat, complete with a deck, patio, garden, playground, and storage shed, perfectly designed for both entertaining and relaxed daily living.

    Brad Kappel TTR Sotheby's International Realty

    1519 Winchester Rd, Annapolis, MD 21409
  • /31

    $639,000 Coming Soon

    • 3 Beds
    • 3.5 Baths
    • 2,850 Sq Ft

    512 Deep Creek View, Annapolis, MD 21409

    Professional Photos coming soon! Gorgeous Coastal-Inspired Townhome in the Highly Desirable Deep Creek Village. This stunning townhome truly has it all, with thoughtful upgrades and designer finishes on every level. A welcoming, spacious foyer with a custom niche sets the tone as you enter the home.The beautifully appointed kitchen features upscale stainless steel appliances, neutral luxury

    Alex Hodges Cottage Street Realty LLC

    512 Deep Creek View, Annapolis, MD 21409
  • /35

    $524,655 New Construction

    • 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
    • 1,820 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
  • /78

    $725,000

    • 4 Beds
    • 3 Baths
    • 2,692 Sq Ft

    1036 Mountain Top Dr, Annapolis, MD 21409

    Welcome Home - this beautiful property is located in the sought after Cape St. Claire community. First floor living meets comfort and charm. This beautifully designed home features a spacious primary suite with a stunning ensuite bath and private access to the backyard, creating a seamless indoor-outdoor retreat. Situated on a rare double lot, the outdoor space is truly exceptional. Enjoy your

    Jessica Ricciardi Welder Keller Williams Flagship

    1036 Mountain Top Dr, Annapolis, MD 21409
  • /22

    $969,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,449 Sq Ft

    1546 Shipsview Rd, Annapolis, MD 21409

    To be built! Two outstanding plans ready for new owner to make their choice and selections! Builder is ready to go! Plans and permits in hand and building can start right away! Extraordinary opportunity to tailor a home to fit your lifestyle and needs. Excellent open floor plans. Great flexible spaces with floor plans to meet your needs. Options include a main level primary suite, larger 2nd

    Alex Tower Sears TTR Sotheby's International Realty

    1546 Shipsview Rd, Annapolis, MD 21409
  • /47

    $8,750,000 Coming Soon

    • 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
  • /2

    $339,900 Coming Soon

    • 3 Beds
    • 2 Baths
    • 916 Sq Ft

    1531 Hickory Wood Dr, Annapolis, MD 21409

    FRESHLY PAINTED AND NEW CARPET THROUGHTOUT. WALKOUT BASEMENT

    Curtis LeMay Real Estate Depot

    1531 Hickory Wood Dr, 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
  • /17

    $445,000

    • Land
    • 0.47 Acre
    • $946,809 per Acre

    1546 Shipsview Rd, Annapolis, MD 21409

    Plans and permits are ready and building can start right away! Conditional Grading Permit issued! This is a rare opportunity to build a home with water views in the exclusive water-privileged neighborhood of Beacon Hill. Note that the lot is mostly free of trees making it cheaper and easier to build. Buyers can design their own home or use one of two gorgeous current plans. A smart buyer would

    Alex Tower Sears TTR Sotheby's International Realty

    1546 Shipsview Rd, Annapolis, MD 21409
  • /42

    $709,000

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

    76 Old Mill Bottom Rd N Unit 301, Annapolis, MD 21409

    ONE OF THE BEST! BRAND NEW CORNER CONDO FILLED WITH SUNLIGHT, PRIVACY, AND PEACEFUL VIEW. Welcome to effortless, low-maintenance living in Annapolis’ premier Active Adult Community. This bright corner residence, completed in 2025, offers 1,723 sq ft with 2 Bedrooms, 2 full Baths, a Den, and a flexible Bonus room—designed for comfort, ease, and everyday enjoyment.Ideally positioned as one of

    Viktoria Ringhausen McWilliams/Ballard, Inc.

    76 Old Mill Bottom Rd N Unit 301, Annapolis, MD 21409
  • /2

    $575,000 Coming Soon

    • 3 Beds
    • 3 Baths
    • 2,390 Sq Ft

    1407 Brenwoode Rd, Annapolis, MD 21409

    Professional Photos coming soonExperience the charm of Cape St. Claire, where community, convenience, and coastal living come together. This spacious 3-bedroom home (with potential 4th bedroom in basement), is ideally situated in one of Annapolis’ most sought-after waterfront communities on the Broadneck Peninsula. Freshly painted and ready for your finishing touches, the home features a

    Andrea Scheidt Engel & Völkers Annapolis

    1407 Brenwoode Rd, Annapolis, MD 21409
  • /15

    $339,990

    • 2 Beds
    • 1.5 Baths
    • 1,060 Sq Ft

    1553 Star Pine Dr, Annapolis, MD 21409

    UPDATE: NEW ROOF RECENTLY INSTALLED. Discover your new home in this well-maintained duplex. Nestled in the beautiful Whispering Woods Community. Step inside this charming 2-bedroom, 1.5 bath home that presents an inviting open-concept layout featuring elegant, engineered wood floors, a convenient half-bath, and in-unit laundry with an upgraded stackable Kenmore washer/dryer in 2022. Upstairs, two

    Wendy Foard Coastal Realty Maryland

    1553 Star Pine Dr, Annapolis, MD 21409
  • /63

    $584,900

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

    1041 Skyview Dr, Annapolis, MD 21409

    Welcome to this beautifully updated split foyer home in the highly desirable community of Cape St. Claire! Offering 4 spacious bedrooms and 3 full bathrooms, this turnkey property combines modern upgrades with comfortable living. The fully renovated kitchen features brand-new cabinetry, stylish countertops, and new stainless steel appliances — perfect for everyday living and entertaining alike.

    Paulo Machado Keller Williams Flagship

    1041 Skyview Dr, Annapolis, MD 21409

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