8,373

Homes in ZIP Code 21409

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  • /33

    $370,000 Sold Jul 15, 2025

    • 1,280 Sq Ft
    • $289/SF
    • 32 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1983

    1650 Woodtree Ct E, Annapolis, MD 21409

    Just Reduced this Modern 3-Bedroom Townhome in Prime Annapolis Location, just 10 min. from downtown! This home features a modern kitchen with rich Craftsman-style cabinetry, sleek granite countertops, and updated appliances—perfect for the home chef. The spacious dining area is ideal for entertaining, and the updated bathroom adds a fresh, contemporary touch. Enjoy the privacy of a fenced

    Charlene Wroten Coldwell Banker Realty

    1650 Woodtree Ct E, Annapolis, MD 21409
    • /33

      Est $510,381 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,948 Sq Ft

      1219 Hilltop Dr, Annapolis, MD 21409

      1219 Hilltop Dr, Annapolis, MD 21409
  • /10

    $160,000

    • Land
    • 0.21 Acre
    • $761,905 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
  • /100

    $1,600,000 Sold Jul 15, 2025

    • 3,827 Sq Ft
    • $418/SF
    • 30 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1960

    743 Rolling View Dr, Annapolis, MD 21409

    Welcome to 743 Rolling View Drive in the coveted waterfront community of Cape St Claire. This beautifully maintained home offers over 3,800 square feet of finished living space, including 4 bedrooms, 3.5 bathrooms, and a potential 5th bedroom in the basement. Set on over half an acre with expansive views of Deep Creek leading to the Magothy River, this is a rare opportunity for spacious,

    Joe Smith Next Step Realty

    743 Rolling View Dr, Annapolis, MD 21409
    • /56

      Est $557,680 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,538 Sq Ft

      735 Darlow Dr, Annapolis, MD 21409

      735 Darlow Dr, 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
  • /25

    $335,000 Sold Jul 14, 2025

    • 1,152 Sq Ft
    • $291/SF
    • 8 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1985

    1348 Hazel Nut Ct, Annapolis, MD 21409

    This move-in ready 2-bedroom, 1.5-bath townhome delivers 1,152 sq ft of style and smart updates in sought-after Walnut Ridge—served by the desirable Broadneck school district. A sun-filled kitchen offers abundant counter space, room for a breakfast table, and crisp white appliances. Fresh paint, newer flooring, and an updated full bath mean you can settle in without a to-do list.The open

    Roxana Perry Keller Williams Flagship

    1348 Hazel Nut Ct, Annapolis, MD 21409
    • /27

      Est $545,364 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,612 Sq Ft

      578 Fox Paw Trail, Annapolis, MD 21409

      578 Fox Paw Trail, Annapolis, MD 21409
  • /54

    $429,000

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    1507 Broadneck Place Unit 403, Annapolis, MD 21409

    Welcome to this stunning 2BR/2BA Loft Condo in the highly desirable 55+ community of Four Seasons at St. Margarets! Bright and beautifully updated, this model unit features soaring vaulted ceilings, fresh paint throughout, new lighting fixtures and ceiling fans, and a refrigerator less than a year old. The gourmet kitchen boasts Corian countertops, top-tier cabinetry, and a cozy eat-in area.

    Ryan Briggs Anne Arundel Properties, Inc.

    1507 Broadneck Place Unit 403, Annapolis, MD 21409
  • /35

    $359,000 Sold Jul 14, 2025

    • 1,360 Sq Ft
    • $264/SF
    • 17 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1985

    1364 Almond Dr, Annapolis, MD 21409

    Welcome to 1364 Almond Drive in the heart of the sought-after Walnut Ridge community! Veterans—VA assumable loan 2.9%. This three-bedroom, one-and-a-half-bathroom townhome blends comfort, convenience, and charm in a peaceful Annapolis setting. Step inside to a bright, spacious kitchen adorned with ample counter space, a custom backsplash, and newer stainless steel appliances, including a

    Greg Fisk JPAR Maryland Living

    1364 Almond Dr, Annapolis, MD 21409
    • /47

      Est $531,653 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 956 Sq Ft

      1858 Saint Margarets Rd, Annapolis, MD 21409

      1858 Saint Margarets Rd, Annapolis, MD 21409
  • /35

    $489,000

    • 2 Beds
    • 2 Baths
    • 1,442 Sq Ft

    1509 Feral Dae Ln Unit 204, Annapolis, MD 21409

    Price Reduction! Fantastic price for this gorgeous garage unit !! Enjoy a luxurious lifestyle in this beautiful and pristine 2BR/2BA condo in the very desirable and vibrant 55+ community of Four Seasons at St Margarets! Enter the very well-kept secure building and access your second floor home by stairs or elevator ...OR use your garage door remote and enter the building through your private,

    Joan Peacock Long & Foster Real Estate, Inc.

    1509 Feral Dae Ln Unit 204, Annapolis, MD 21409
  • /41

    $585,000 Sold Jul 07, 2025

    • 2,490 Sq Ft
    • $235/SF
    • 3 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1971

    1157 Pine Tree Dr, Annapolis, MD 21409

    Nestled in a highly sought-after water-privileged Cape St. Claire, this inviting 4-bedroom, 2-bath home perfectly blends classic charm with modern updates—just a short stroll from the community beach.Step inside to find a large, updated kitchen that’s sure to knock your sock off, featuring granite countertops, stainless steel appliances, and abundant cabinet space,From the kitchen, the

    Carolyn Buchleitner Long & Foster Real Estate, Inc.

    1157 Pine Tree Dr, Annapolis, MD 21409
    • /28

      Est $364,627 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,280 Sq Ft

      326 Charred Oak Ct, Annapolis, MD 21409

      326 Charred Oak Ct, Annapolis, MD 21409
  • /5

    $600,000

    • Land
    • 7.83 Acres
    • $76,628 per Acre

    0 Shot Town Rd Unit MDAA2113200, Arnold, MD 21012

    Amazing location, minutes to Annapolis and the Bay Bridge. Easy commute to DC. Incredible opportunity to own a beautiful parcel of land on desirable Shot Town Road area where large estates abound. Build a sprawling estate or possible subdivision potential of three smaller lots. If you can imagine yourself here and need additional resources to build your dream home please call for more information.

    Alicia Schline GRI Berkshire Hathaway HomeServices PenFed Realty

    0 Shot Town Rd Unit MDAA2113200, Arnold, MD 21012
  • /39

    $374,000 Sold Jul 07, 2025

    • 1,235 Sq Ft
    • $303/SF
    • 42 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2007

    1501 Broadneck Place Unit 4-204, Annapolis, MD 21409

    Move right into this bright 1235 SF, two-bedroom, two-bathroom condo in the vibrant 55+ community of Four Seasons St Margarets. High ceilings and open living space greet you. The spacious kitchen with 42-inch cabinetry and a long breakfast bar opens to the living room. Enjoy meals in the dining area with oversized bright windows. Access the pretty ground-level patio from the great room. The

    Mary Beth Paganelli Long & Foster Real Estate, Inc.

    1501 Broadneck Place Unit 4-204, Annapolis, MD 21409
    • /30

      Est $557,032 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,680 Sq Ft

      1095 Crestview Dr, Annapolis, MD 21409

      1095 Crestview Dr, Annapolis, MD 21409
  • /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
  • /2

    $703,365 Sold Jul 02, 2025

    • 1,723 Sq Ft
    • $408/SF
    • 0 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2025

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

    Experience luxury living in this exquisite, spacious new corner overlooking lush forest retention! Garage parking included! Start your exciting new chapter in this amenity-rich 55+ community convenient to Rt. 50. Live mere minutes to downtown Annapolis, waterfront dining, shopping, Sandy Point and Bay Bridge.

    Scott Sealy McWilliams/Ballard, Inc.

    76 Old Mill Bottom Rd N Unit 301, Annapolis, MD 21409
    • /42

      Est $392,818 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,404 Sq Ft

      1692 Secretariat Dr, Annapolis, MD 21409

      1692 Secretariat Dr, 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
  • /46

    $906,500 Sold Jun 30, 2025

    • 4,036 Sq Ft
    • $225/SF
    • 2 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1994

    1381 Sunwood Terrace, Annapolis, MD 21409

    Welcome to 1381 Sunwood Terrace — a nicely maintained brick-front Colonial tucked away on a 0.87-acre flag lot in the highly desirable Rosewood community on the Broadneck Peninsula. Built in 1994 and lovingly maintained by its original owners, this spacious home offers approximately 4,000 square feet of finished living space with 4 bedrooms, 3.5 bathrooms, and a flexible, flowing layout perfect

    Elizabeth DuLaney EXP Realty, LLC

    1381 Sunwood Terrace, Annapolis, MD 21409
    • /48

      Est $1,634,286 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,531 Sq Ft

      2109 Harbor Dr, Annapolis, MD 21409

      2109 Harbor Dr, Annapolis, MD 21409
  • /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
  • /36

    $540,000 Sold Jun 30, 2025

    • 1,709 Sq Ft
    • $316/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2006

    1515 Enyart Way Unit 302, Annapolis, MD 21409

    Welcome to 1515 Enyart Way, Unit 302 — The Penthouse Edition!This rare and highly desirable top-floor condo offers 1,700+ square feet of elegant, open-concept living in the sought-after Four Seasons at St. Margarets, a premier 55+ community.Step into a sunlit sanctuary featuring soaring vaulted ceilings, abundant windows, and a serene, premier view of the pool and lush

    Gary Hart TCB Realtor, LLC.

    1515 Enyart Way Unit 302, Annapolis, MD 21409
    • /32

      Est $513,612 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,087 Sq Ft

      1520 Chester Town Cir, Annapolis, MD 21409

      1520 Chester Town Cir, Annapolis, MD 21409
  • /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
  • /53

    $500,000 Sold Jun 27, 2025

    • 2,340 Sq Ft
    • $214/SF
    • 2 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2000

    1412 Anna Marie Ct, Annapolis, MD 21409

    Welcome to your new home! This beautiful property offers 4 bedrooms and 2 and half bathrooms. There are 3 bedrooms and 2 baths on the top floor , on the main level there is 1 bedroom and a half bath. This room could be used as an additional entertainment area, gym, playroom or office. Kitchen is spacious w/ white cabinets and stainless appliances, there is room for table space. Recent updates:

    Zsuzsanna Rainey Taylor Properties

    1412 Anna Marie Ct, Annapolis, MD 21409
    • /56

      Est $1,022,812 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,775 Sq Ft

      604 Yawl Ct, Annapolis, MD 21409

      604 Yawl Ct, Annapolis, MD 21409
  • /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
  • /2

    $752,660 Sold Jun 24, 2025

    • 1,723 Sq Ft
    • $437/SF
    • 0 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2025

    76 Old Mill Bottom Rd N Unit 411, Annapolis, MD 21409

    Experience luxury living in this exquisite, top-floor new corner unit overlooking lush forest retention! Garage parking included! Start an exciting new chapter in this amenity-rich 55+ community convenient to Rt. 50. Live mere minutes to downtown Annapolis, waterfront dining, shopping, Sandy Point, and Bay Bridge.

    Scott Sealy McWilliams/Ballard, Inc.

    76 Old Mill Bottom Rd N Unit 411, Annapolis, MD 21409
    • /40

      Est $512,585 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,860 Sq Ft

      975 Dogwood Tree Dr, Annapolis, MD 21409

      975 Dogwood Tree Dr, Annapolis, MD 21409
  • /34

    $1,325,000

    • 6 Beds
    • 4.5 Baths
    • 6,196 Sq Ft

    1707 Ritchie Hwy, Annapolis, MD 21409

    Back on the Market!Escape to your own private Estate. 6100+ sqf of finished space with 2.2 acres of land in the most desirable location of Annapolis. 6 Bedrooms, 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

    Mary Saba Keller Williams Select Realtors of Annapolis

    1707 Ritchie Hwy, Annapolis, MD 21409
  • /2

    $761,390 Sold Jun 24, 2025

    • 1,723 Sq Ft
    • $442/SF
    • 0 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2025

    76 Old Mill Bottom Rd N Unit 101, Annapolis, MD 21409

    Experience luxury living in this exquisite new corner unit overlooking lush forest retention! Garage parking included! All in an amenity-rich 55+ community convenient to Rt. 50. Live minutes to downtown Annapolis, waterfront dining, shopping, Sandy Point, Bay Bridge. This home with private balcony enjoys a second floor elevation. Turnkey luxury includes window treatments and full-size

    Scott Sealy McWilliams/Ballard, Inc.

    76 Old Mill Bottom Rd N Unit 101, Annapolis, MD 21409
    • /37

      Est $552,539 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,004 Sq Ft

      228 Wintergull Ln, Annapolis, MD 21409

      228 Wintergull Ln, Annapolis, MD 21409
  • /7

    $739,900

    • Land
    • 1.49 Acres
    • $496,577 per Acre

    1444 Whitehall Rd, Annapolis, MD 21409

    1.485 acre RLD zoned parcel/ lot available adjacent to McDonald's, Wendy's. Potential uses include daycare, veterinarian, assisted living, club, group home, kennel, plant nursery, produce stand, etc. All utilities are available. Easy access on and off of Rt. 50. Refer to documents section.

    Timothy Hogan Hogan Companies Residential

    1444 Whitehall Rd, Annapolis, MD 21409
  • /2

    $536,280 Sold Jun 23, 2025

    • 1,210 Sq Ft
    • $443/SF
    • 0 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2025

    76 Old Mill Bottom Rd N Unit 303, Annapolis, MD 21409

    Beautiful unit overlooking lush forest retention, showcasing stunning design upgrades throughout. Start an exciting new chapter in this amenity-rich 55+ community conveniently located minutes to downtown Annapolis, retail shopping, waterfront dining and Bay Bridge. Reserved garage parking included.

    Scott Sealy McWilliams/Ballard, Inc.

    76 Old Mill Bottom Rd N Unit 303, Annapolis, MD 21409
    • /75

      Est $510,217 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,092 Sq Ft

      1514 Chester Town Cir, Annapolis, MD 21409

      1514 Chester Town Cir, Annapolis, MD 21409
  • /10

    $739,900

    • Land
    • 0.92 Acre
    • $804,239 per Acre

    1440 Whitehall Rd, Annapolis, MD 21409

    Commercially zoned C-1 pad site available adjacent to McDonald's and Wendy's. Just shy of 1 acre. Public Utilities. Great visibility from Rt. 50. Build your office building, a restaurant, retail center, mixed use building, residential apts or condos over ground floor commercial, etc. See documents section for more information.

    Timothy Hogan Hogan Companies Residential

    1440 Whitehall Rd, Annapolis, MD 21409
  • /2

    $740,670 Sold Jun 23, 2025

    • 1,723 Sq Ft
    • $430/SF
    • 0 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2025

    76 Old Mill Bottom Rd N Unit 401, Annapolis, MD 21409

    Experience luxury living in this spacious top-floor corner unit bathed in natural light and overlooking lush forest retention! Garage parking included! Start your exciting new chapter in this amenity-rich 55+ community convenient to Rt. 50. Live mere minutes to downtown Annapolis, waterfront dining, shopping, Sandy Point and Bay Bridge.

    Scott Sealy McWilliams/Ballard, Inc.

    76 Old Mill Bottom Rd N Unit 401, Annapolis, MD 21409

Showing Results 161 - 200, Page 5 of 18

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