25

Houses for Sale in 21409

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  • /25

    $515,000

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

    187 Browns Woods Rd, Annapolis, MD 21409

    HUGE PRICE REDUCTION!!! SELLER MOTIVATED — BRING YOUR OFFER! Rare opportunity for flexible living in the heart of Annapolis. This beautifully updated home features 5 bedrooms, 2 full bathrooms, and TWO complete living spaces — ideal for multigenerational living, rental income, or house hacking!The main level offers 3 bedrooms, a full bath, kitchen, and laundry. The finished lower level

    Agent Photo

    Dee Akindoyo

    Coldwell Banker Realty

    (410) 881-8916

    187 Browns Woods Rd, 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

    Agent Photo

    Litra Simms

    Simms and Associates

    (443) 339-8629

    15 E Nap Ln, 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
  • /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! Plans in Documents.This lovely Cape St. Claire property boasts an extra lot, offering more space for your family to enjoy. The Seller is providing approved plans and permit for a detached garage, adding even more potential for extra living space or possible ADU.Upon entering the home, you’ll immediately feel at

    Darlene Winegardner RE/MAX Executive

    1165 Green Holly Ct, 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
  • /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
  • /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
  • /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
  • /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
  • /33

    $1,149,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,076 Sq Ft

    210 Providence Rd, Annapolis, MD 21409

    Welcome to 210 Providence Road, a rare opportunity to own in one of the most desirable neighborhoods in Annapolis. Nestled on over 1.4 acres—the largest lot in the neighborhood—this beautifully landscaped home offers the perfect balance of privacy, natural surroundings, and convenience, located just minutes from the vibrant shops, restaurants, and waterfront charm of downtown

    Brad Kappel TTR Sotheby's International Realty

    210 Providence Rd, Annapolis, MD 21409
  • /35

    $537,500

    • 4 Beds
    • 2 Baths
    • 1,623 Sq Ft

    1126 Skyway Dr, Annapolis, MD 21409

    **** RARE CAPE COD FIND IN WATER PRIVILEGED CAPE SAINT CLAIRE****This beautifully positioned home on a large landscaped corner lot awaits that discerning buyer. This 4 bedroom, 2 bath home with a large great room with vaulted ceilings offers space for plenty of friends and family! Great opportunity to be in an active community with great elementary and high school. Property super accessible

    Steve Chapman Douglas Realty, LLC

    1126 Skyway Dr, Annapolis, MD 21409
  • /33

    $895,000

    • 4 Beds
    • 2.5 Baths
    • 2,516 Sq Ft

    1601 Ridout Rd, Annapolis, MD 21409

    Tucked away on a private, nearly 1-acre lot in Amberley, surrounded by mature trees and landscaping, this lovely well maintained colonial offers the perfect blend of comfort, charm, and functionality. With 4 spacious bedrooms and 2.5 baths, this home is ideal for both everyday living and entertaining. The bright, eat-in kitchen features stainless steel appliances and flows seamlessly into the

    Cindy Nairn Coldwell Banker Realty

    1601 Ridout Rd, Annapolis, MD 21409
  • /58

    $575,000

    • 4 Beds
    • 2 Baths
    • 1,643 Sq Ft

    1162 Saint George Dr, Annapolis, MD 21409

    Welcome to this beautifully maintained 4-bedroom, 2-bathroom home nestled in the highly desirable, water-privileged neighborhood of Cape St. Claire. Freshly painted throughout, this home offers a light-filled layout and a perfect blend of comfort, functionality, and access to sought-after community amenities. The main level features an inviting living room drenched in natural light, a

    Hunter Geary Hyatt & Company Real Estate, LLC

    1162 Saint George Dr, Annapolis, MD 21409
  • /29

    $729,900

    • 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
  • /44

    $444,900

    • 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /21

    $575,000 Open House 9/20

    • 3 Beds
    • 2 Baths
    • 1,904 Sq Ft

    1150 Little Magothy View, Annapolis, MD 21409

    Professional photos coming soonWelcome to this stunning fully updated home located in a sought-after water-privileged neighborhood. Every detail of this residence has been thoughtfully designed and upgraded, offering the perfect blend of modern style and timeless charm.Step inside and you’ll feel like you’ve walked into a Pottery Barn studio—with fresh finishes, designer touches,

    Carolyn Buchleitner Long & Foster Real Estate, Inc.

    1150 Little Magothy View, Annapolis, MD 21409
  • /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
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