29

Houses for Sale in 21409

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  • 15 E Nap Ln, Annapolis, MD 21409
    15 E Nap Ln, Annapolis, MD 21409
    /2

    $1,300,500 Coming Soon

    • 5 Beds
    • 3 Baths
    • 5,465 Sq Ft

    15 E Nap Ln, Annapolis, MD 21409

    Coming Soon! Get ready to fall in love with this Annapolis gem Nestled in the sought-after Captain Cove neighborhood on a 1.21-acre wooded lot, this beautifully maintained home is minutes from downtown Annapolis.Unique features include a rooftop deck, expansive back decking, and a bonus treehouse that doubles as a fun space for children or a peaceful retreat for adults—perfect as a she shed or

    Agent Photo

    Litra Simms

    Simms and Associates

    (443) 339-8629

    15 E Nap Ln, Annapolis, MD 21409
  • 187 Browns Woods Rd, Annapolis, MD 21409
    187 Browns Woods Rd, Annapolis, MD 21409
    187 Browns Woods Rd, Annapolis, MD 21409
    /25

    $545,000

    • 5 Beds
    • 2 Baths
    • 1,064 Sq Ft

    187 Browns Woods Rd, Annapolis, MD 21409

    Welcome to 187 Browns Woods Road – The Perfect Blend of Style, Space, and Versatility!Nestled in a peaceful Annapolis neighborhood, this beautifully updated rancher is the definition of move-in ready and packed with features that make it ideal for multi-generational living or anyone seeking flexible space. With 5 bedrooms, 2 full bathrooms, and two fully equipped kitchens, this home

    Agent Photo

    Dee Akindoyo

    Coldwell Banker Realty

    (410) 618-4239

    187 Browns Woods Rd, Annapolis, MD 21409
  • 210 Providence Rd, Annapolis, MD 21409
    210 Providence Rd, Annapolis, MD 21409
    210 Providence Rd, Annapolis, MD 21409
    /58

    $1,250,000

    • 3 Beds
    • 2.5 Baths
    • 2,926 Sq Ft

    210 Providence Rd, Annapolis, MD 21409

    This modern ('85) 4 bedroom/2 full- 1 half- bath home, sits on the largest lot (1.5 acres) in the coveted Providence community, borders the USNA Golf Course, and is the largest estate lot currently available in Annapolis. The lucky buyer will become a member of the private Providence Club, a $10 million "clubhouse" which includes an 8-year new clubhouse, pool and kids play area all with

    Jonathan Scheffenacker Redfin Corp

    210 Providence Rd, Annapolis, MD 21409
  • 1165 Green Holly Ct, Annapolis, MD 21409
    1165 Green Holly Ct, Annapolis, MD 21409
    1165 Green Holly Ct, Annapolis, MD 21409
    /47

    $585,000

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

    1165 Green Holly Ct, Annapolis, MD 21409

    Cape St. Claire Home sold with Extra Lot and Detached Garage Plans!This lovely Cape St. Claire property boasts an extra lot, offering more space for your family to enjoy. The Seller is working on providing approved plans and permit for a detached garage, adding even more potential.Upon entering the home, you’ll immediately feel at ease. The spacious living room, which could also serve as a

    Darlene Winegardner RE/MAX Executive

    1165 Green Holly Ct, Annapolis, MD 21409
  • 1094 Linden Tree Drive - Taft Model, Annapolis, MD 21409
    1094 Linden Tree Drive - Taft Model, Annapolis, MD 21409
    1094 Linden Tree Drive - Taft Model, Annapolis, MD 21409
    /11

    $849,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,580 Sq Ft

    1094 Linden Tree Drive - Taft Model, Annapolis, MD 21409

    Ameri-Star Homes is pleased to offer this incredible opportunity for a to-be-built, craftsman-style home situated on a beautiful 9,000 square foot lot in the sought-after waterfront community of Cape St. Clare in Annapolis. (There are two lots at this location). *Builder is paying $5,000 TOWARDS CLOSING COSTS with use of builders approved lender and title company. This exciting Taft model is

    Julie Lamartina-Dinko Douglas Realty, LLC

    1094 Linden Tree Drive - Taft Model, Annapolis, MD 21409
  • 1924 Hidden Point Rd, Annapolis, MD 21409
    1924 Hidden Point Rd, Annapolis, MD 21409
    1924 Hidden Point Rd, Annapolis, MD 21409
    /48

    $1,875,000

    • 4 Beds
    • 2.5 Baths
    • 2,606 Sq Ft

    1924 Hidden Point Rd, Annapolis, MD 21409

    Nestled at the end of a quiet cul-de-sac and set on over half an acre, this rare waterfront opportunity on Mill Creek offers stunning panoramic views, tranquil privacy, and a lifestyle centered around the water. With a deep-water pier, a dock with a single slip, and a mean low water depth of 8 feet, the property can comfortably accommodate 80 foot vessels making it a dream for serious boaters and

    Kristi Neidhardt Northrop Realty

    1924 Hidden Point Rd, Annapolis, MD 21409
  • 1741 Holly Beach Farm Rd, Annapolis, MD 21409
    1741 Holly Beach Farm Rd, Annapolis, MD 21409
    1741 Holly Beach Farm 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
  • 1576 Bay Head Rd, Annapolis, MD 21409
    1576 Bay Head Rd, Annapolis, MD 21409
    1576 Bay Head Rd, 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
  • 1707 Ritchie Hwy, Annapolis, MD 21409
    1707 Ritchie Hwy, Annapolis, MD 21409
    1707 Ritchie Hwy, 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
  • 1634 P 269 Orchard Beach Rd, Annapolis, MD 21409
    1634 P 269 Orchard Beach Rd, Annapolis, MD 21409
    1634 P 269 Orchard Beach Rd, Annapolis, MD 21409
    /33

    $2,350,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,803 Sq Ft

    1634 P 269 Orchard Beach Rd, Annapolis, MD 21409

    **TEAR DOWN/NEW BUILD PACKAGE** The homesite sits on an elevated 3 acres offering expansive views of Mill Creek and is surrounded by mature trees for a serene, private setting. Take advantage of water views without the cost of waterfront taxes! Three marinas are just minutes from your doorstep, making this an ideal location for boating enthusiasts. The proposed Luxury Wye Mills model features an

    Rachel Best RE/MAX Leading Edge

    1634 P 269 Orchard Beach Rd, Annapolis, MD 21409
  • 715 Dogwood Ln, Annapolis, MD 21409
    715 Dogwood Ln, Annapolis, MD 21409
    715 Dogwood Ln, Annapolis, MD 21409
    /72

    $875,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 3.5 Baths
    • 3,492 Sq Ft

    715 Dogwood Ln, Annapolis, MD 21409

    Professional Interior Photos Coming Soon! Open House Sunday 11-1PM. Welcome to 715 Dogwood Lane in Annapolis. This classic brick home offers comfortable one-level living with the bonus of a finished lower level, providing flexible space for an office, rec room, or potential fourth bedroom. High ceilings, recessed lighting, fresh neutral paint colors and an abundance of bright natural light

    Joanna Dalton Coldwell Banker Realty

    715 Dogwood Ln, Annapolis, MD 21409
  • 1004 Westway, Annapolis, MD 21409
    1004 Westway, Annapolis, MD 21409
    1004 Westway, Annapolis, MD 21409
    /58

    $725,000

    • 4 Beds
    • 3.5 Baths
    • 2,607 Sq Ft

    1004 Westway, Annapolis, MD 21409

    STUNNING Remodeled Colonial in Sought-After Cape St. ClaireEvery interior space has been lovingly and thoughtfully updated, blending modern design with everyday functionality. Whether you’re hosting in the brand-new kitchen, relaxing in the updated living spaces, staying put in your HUGE primary suite with extra large walk in closet or entertaining in your completely finished lower level,

    Kristi Krankowski RE/MAX One

    1004 Westway, Annapolis, MD 21409
  • 1125 Little Magothy View, Annapolis, MD 21409
    1125 Little Magothy View, Annapolis, MD 21409
    1125 Little Magothy View, Annapolis, MD 21409
    /30

    $590,000

    • 3 Beds
    • 3.5 Baths
    • 3,072 Sq Ft

    1125 Little Magothy View, Annapolis, MD 21409

    Professional photos coming soon! Welcome to this completely renovated home featuring, a new roof, custom gourmet kitchen with upgraded Stainless steel appliances and granite countertops, updated bathrooms with custom tile and heated floors in the primary bath. Add a convenient upstairs laundry, with tankless water heater for plenty of hot showers! Two zone climate control with a new A/C and a

    David Williams Keller Williams Realty/Lee Beaver & Assoc.

    1125 Little Magothy View, Annapolis, MD 21409
  • 1184 Neptune Place, Annapolis, MD 21409
    1184 Neptune Place, Annapolis, MD 21409
    1184 Neptune Place, Annapolis, MD 21409
    /43

    $599,000

    • 4 Beds
    • 2.5 Baths
    • 1,870 Sq Ft

    1184 Neptune Place, Annapolis, MD 21409

    Love living in your 4 bedroom, 2,5 bathroom colonial with oversized 2 car garage in the heart of the water access community of Atlantis. The bright foyer opens into large living room with wood burning fireplace. Dining is easy in your kitchen with plenty of space for everyday meals while special occasions are celebrated in your separate dining room. Family room opens into very pretty brick

    Mary Beth Paganelli Long & Foster Real Estate, Inc.

    1184 Neptune Place, Annapolis, MD 21409
  • 1014 St Charles Dr, Annapolis, MD 21409
    1014 St Charles Dr, Annapolis, MD 21409
    1014 St Charles Dr, Annapolis, MD 21409
    /29

    $739,900

    • 5 Beds
    • 3 Baths
    • 3,312 Sq Ft

    1014 St Charles Dr, Annapolis, MD 21409

    This five-bedroom, three full-bath colonial is situated on a corner lot in the desirable Cape St. Claire neighborhood of Annapolis. This home boasts a charming front porch and relaxing side patio, along with ample off-street parking including a two-car garage and four-car driveway. Step inside to find a home that is truly move-in ready, featuring fresh paint throughout, gleaming hardwood floors,

    John Burgess Samson Properties

    1014 St Charles Dr, Annapolis, MD 21409
  • 1262 Green Holly Dr, Annapolis, MD 21409
    1262 Green Holly Dr, Annapolis, MD 21409
    1262 Green Holly Dr, Annapolis, MD 21409
    /35

    $529,900

    • 3 Beds
    • 2 Baths
    • 1,812 Sq Ft

    1262 Green Holly Dr, Annapolis, MD 21409

    Discover the home of your dreams with this stunning, completely renovated from top to bottom; 3 bedroom, 2 full bath gem in Green Holly. This remarkable property showcases the epitome of lovely living located on the Broadneck Peninsula. Step inside and be captivated by the grandeur that awaits you. Every corner of this meticulous home boasts exquisite craftsmanship and attention to detail. From

    Jessica Gosman-Bowen Curtis Real Estate Company

    1262 Green Holly Dr, Annapolis, MD 21409
  • 1178 Idylewild Dr, Annapolis, MD 21409
    1178 Idylewild Dr, Annapolis, MD 21409
    1178 Idylewild Dr, Annapolis, MD 21409
    /30

    $499,000

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

    1178 Idylewild Dr, Annapolis, MD 21409

    Beautifully maintained and move-ready 3BR/2.5BA expanded home located on a spacious lot in the quiet neighborhood of Cape Saint Claire. Parking is just steps from the front door into your forever home. Step into the main floor living space boasting tons of natural light, vaulted ceilings, hard wood floors, and an open floor plan. The main floor features a large family room with a brick wood

    Liz Keyser VYBE Realty

    1178 Idylewild Dr, Annapolis, MD 21409
  • 414 Blossom Tree Ct, Annapolis, MD 21409
    414 Blossom Tree Ct, Annapolis, MD 21409
    414 Blossom Tree Ct, Annapolis, MD 21409
    /44

    $469,900

    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    414 Blossom Tree Ct, Annapolis, MD 21409

    It’s rare to find a home that checks all the boxes—peaceful neighborhood, functional space, and a location that keeps you connected. This one does just that. Nestled on a quiet cul-de-sac in Whispering Woods, the setting feels tucked away while still offering easy access to everything Annapolis has to offer.Step outside and you’re just minutes from Broadneck parks, local shops, and

    James Bowerman Douglas Realty, LLC

    414 Blossom Tree Ct, Annapolis, MD 21409
  • 1864 Milvale Rd, Annapolis, MD 21409
    1864 Milvale Rd, Annapolis, MD 21409
    1864 Milvale Rd, Annapolis, MD 21409
    /85

    $5,950,000

    • 4 Beds
    • 7 Baths
    • 7,684 Sq Ft

    1864 Milvale Rd, Annapolis, MD 21409

    A Rare Opportunity on Milvale Road and Mill Creek.This exceptional waterfront property, crafted by renowned builder Lynbrook Homes and thoughtfully designed by architect Vince Green, offers a rare blend of luxury and serenity. The open-concept floor plan is designed to maximize the sweeping, panoramic views of Mill Creek, with western exposure providing breathtaking sunsets

    Glenn Sutton TTR Sotheby's International Realty

    1864 Milvale Rd, Annapolis, MD 21409
  • 1534 Circle Dr, Annapolis, MD 21409
    1534 Circle Dr, Annapolis, MD 21409
    1534 Circle Dr, Annapolis, MD 21409
    /44

    $975,000

    • 4 Beds
    • 3 Baths
    • 2,316 Sq Ft

    1534 Circle Dr, Annapolis, MD 21409

    Stunning contemporary in Winchester on the Severn featuring abundant windows that provide lovely views. Enjoy multi-level decks, patios, and custom hardscaping, complete with a private putting green and hot tub. Main level includes foyer, large sunroom, living room with stone fireplace - dining room combination, kitchen with granite countertops, main bedroom with adjoining full bath, 2

    Holly Smith Long & Foster Real Estate, Inc.

    1534 Circle Dr, Annapolis, MD 21409
  • 1634 Orchard Beach Rd, Annapolis, MD 21409
    1634 Orchard Beach Rd, Annapolis, MD 21409
    1634 Orchard Beach Rd, Annapolis, MD 21409
    /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
  • 1524 Cedar Lane Farm Rd, Annapolis, MD 21409
    1524 Cedar Lane Farm Rd, Annapolis, MD 21409
    1524 Cedar Lane Farm 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
  • 1900 Carrollton Rd, Annapolis, MD 21409
    1900 Carrollton Rd, Annapolis, MD 21409
    1900 Carrollton Rd, 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
  • 205 Winchester Beach Dr, Annapolis, MD 21409
    205 Winchester Beach Dr, Annapolis, MD 21409
    205 Winchester Beach Dr, 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
  • 1604 Winchester Rd, Annapolis, MD 21409
    1604 Winchester Rd, Annapolis, MD 21409
    1604 Winchester Rd, 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
  • 1825 Johnson Rd, Annapolis, MD 21409
    1825 Johnson Rd, Annapolis, MD 21409
    1825 Johnson Rd, Annapolis, MD 21409
    /44

    $979,900

    • 5 Beds
    • 3.5 Baths
    • 3,028 Sq Ft

    1825 Johnson Rd, Annapolis, MD 21409

    ***BEST VALUE!!***Be at the forefront of the Neighborhood Property Expansions and Enjoy the Future Appreciation ofthis stunning five-bedroom, three full and one-half bath colonial is located in the Mulberry Hill community. Situated on a large corner lot, this home boasts a covered front porch, rear deck and attached three-car garage. Inside, you will find beautiful hardwood floors,

    John Burgess Samson Properties

    1825 Johnson Rd, Annapolis, MD 21409
  • 1632 Winchester Rd, Annapolis, MD 21409
    1632 Winchester Rd, Annapolis, MD 21409
    1632 Winchester Rd, Annapolis, MD 21409
    /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
  • 990 Highpoint Dr, Annapolis, MD 21409
    990 Highpoint Dr, Annapolis, MD 21409
    990 Highpoint Dr, Annapolis, MD 21409
    /4

    $575,000 Coming Soon

    • 3 Beds
    • 3 Baths
    • 2,472 Sq Ft

    990 Highpoint Dr, Annapolis, MD 21409

    This fantastic 3-level home offers 3 bedrooms and 3 full bathrooms, combining comfort, space, and a sought-after lifestyle. Step into the open and airy kitchen—updated in 2020 along with other parts of the home—featuring stainless steel appliances and a large peninsula with seating for six, perfect for casual dining and entertaining.Upstairs features three generously sized bedrooms, a

    Marcy Gaines CENTURY 21 New Millennium

    990 Highpoint Dr, Annapolis, MD 21409
  • 1162 Saint George Dr, Annapolis, MD 21409
    1162 Saint George Dr, Annapolis, MD 21409
    1162 Saint George Dr, Annapolis, MD 21409
    /54

    $585,000 Coming Soon

    • 4 Beds
    • 2 Baths
    • 1,520 Sq Ft

    1162 Saint George Dr, Annapolis, MD 21409

    COMING SOON! Wonderful home with an oversized, detached garage in highly sought after Cape St. Claire! More details to come!

    Hunter Geary Hyatt & Company Real Estate, LLC

    1162 Saint George Dr, Annapolis, MD 21409
Maryland Annapolis 21409

Houses for Sale in 21409

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