56

5-Bedroom Homes for Sale in Annapolis, MD

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  • 145 Spa Dr, Annapolis, MD 21403
    145 Spa Dr, Annapolis, MD 21403
    145 Spa Dr, Annapolis, MD 21403
    /47

    $2,950,000

    • 5 Beds
    • 4 Baths
    • 5,201 Sq Ft

    145 Spa Dr, Annapolis, MD 21403

    Exceptionally built custom waterfront home with spectacular panoramic views of Spa Creek. Enjoy the perfect vantage point for watching the Blue Angels performance, the 4th of July fireworks and all the activity up and down the creek. Attention to detail and high-end finishes are the hallmark of this wonderful home with 12 ft ceilings on the main level. Over 5,000 sqft of living space on 3

    Brad Kappel TTR Sotheby's International Realty

    145 Spa Dr, Annapolis, MD 21403
  • 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
  • 856 St Edmonds Place, Annapolis, MD 21401
    856 St Edmonds Place, Annapolis, MD 21401
    856 St Edmonds Place, Annapolis, MD 21401
    /128

    $3,100,000

    • 5 Beds
    • 4.5 Baths
    • 6,412 Sq Ft

    856 St Edmonds Place, Annapolis, MD 21401

    Welcome to 856 St Edmonds Place! Have it all with stunning views from nearly every room, deep water, privacy, and a spacious floorplan for multi generational living! Spectacular custom built waterfront home in the sought after Downs community of Annapolis! Breathtaking views await you from every corner of this updated and well conceived home. Dramatic details throughout highlight the open

    James Schaecher Keller Williams Flagship

    856 St Edmonds Place, Annapolis, MD 21401
  • 133 Lake View Dr, Annapolis, MD 21403
    133 Lake View Dr, Annapolis, MD 21403
    133 Lake View Dr, Annapolis, MD 21403
    /36

    $1,400,000

    • 5 Beds
    • 5 Baths
    • 4,308 Sq Ft

    133 Lake View Dr, Annapolis, MD 21403

    Absolutely transformed with a recently completed interior remodel this stunning contemporary home boasts panoramic water views across Lake Hillsmere and out to the South River; located in the coveted Hillsmere Shores community. With 5 bedrooms that all provide newly updated private baths, over 4,000 sqft of living space, 9'+ ceilings, freshly renovated first floor office, multiple decks including

    Brad Kappel TTR Sotheby's International Realty

    133 Lake View Dr, Annapolis, MD 21403
  • 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
  • 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
  • 3 Park Ln, Annapolis, MD 21403
    3 Park Ln, Annapolis, MD 21403
    3 Park Ln, Annapolis, MD 21403
    /52

    $750,000

    • 5 Beds
    • 3.5 Baths
    • 3,235 Sq Ft

    3 Park Ln, Annapolis, MD 21403

    Don't miss this incredible opportunity to own a charming 5 bedroom (3 in main house, 2 in apartment) ranch-style home in the highly sought-after Parkwood community in Annapolis. Tucked away at the end of a private road and backing to the serene woods and Back Creek, this property offers a unique sense of privacy and tranquility with rental opportunity. The Parkwood community is a water-privileged

    Keri Weis Northrop Realty

    3 Park Ln, Annapolis, MD 21403
  • 301 Unity Ln, Annapolis, MD 21401
    301 Unity Ln, Annapolis, MD 21401
    301 Unity Ln, Annapolis, MD 21401
    /120

    $1,198,000

    • 5 Beds
    • 5.5 Baths
    • 7,616 Sq Ft

    301 Unity Ln, Annapolis, MD 21401

    Walk in and be amazed with a beautiful and luxurious remodeled open floor concept. Open the front door and look to the gorgeous living room with electric fire place that produces up to 5,000 BTU of heat for the comfort on cold and snowy days. Living room flows into your brand new gourmet style kitchen set up for fabulous days of entertaining friends and family. Main floor offers a spectacular

    Fanny Kranwinkel Sunshine Properties Inc.

    301 Unity Ln, Annapolis, MD 21401
  • 48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    /18

    $3,795,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,600 Sq Ft

    48 E Lake Dr, Annapolis, MD 21403

    Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. Don't miss your chance to own the last remaining waterfront lot and be in your new home by next boating season in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to work with the builder to design and build your dream home on a premium lot offering 57 feet of serene waterfront

    Colleen Smith EXP Realty, LLC

    48 E Lake Dr, Annapolis, MD 21403
  • 9 Rusty Red Dr, Annapolis, MD 21401
    9 Rusty Red Dr, Annapolis, MD 21401
    9 Rusty Red Dr, Annapolis, MD 21401
    /52

    $1,375,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 5,124 Sq Ft

    9 Rusty Red Dr, Annapolis, MD 21401

    Move-in ready new construction from acclaimed local builder, Sturbridge Homes. This spectacular home offers over 5,000 square feet of finished space in the heart of Annapolis's Homewood neighborhood, close to all of the entertainment and enjoyment available in our historic town. Located near the new Annapolis Public Library, Maryland Hall, Annapolis Town Center, and the Naval Academy Stadium,

    Alison Wisnom Coldwell Banker Realty

    9 Rusty Red Dr, Annapolis, MD 21401
  • 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
  • 110 Stilly Way, Annapolis, MD 21403
    110 Stilly Way, Annapolis, MD 21403
    110 Stilly Way, Annapolis, MD 21403
    /39

    $1,039,990 Open Sun 12PM - 3PM

    • 5 Beds
    • 5.5 Baths
    • 5,017 Sq Ft

    110 Stilly Way, Annapolis, MD 21403

    New Construction - Move In Ready March 2025! Please go to Model home to tour!Welcome to the Lynnfield model at Parkside Preserve, where luxury meets tranquility in this stunning new construction adjacent to the serene Quiet Waters Park. With over 5,017 finished square footage this meticulously designed living space across four levels, featuring 5-bedrooms, 5.5-bathrooms, 4th level loft,

    Mary Anne Long Keller Williams Realty Centre

    110 Stilly Way, Annapolis, MD 21403
  • 914 Preserve Dr, Annapolis, MD 21409
    914 Preserve Dr, Annapolis, MD 21409
    /2

    $1,125,000 Open Sat 11AM - 5PM

    • 5 Beds
    • 4.5 Baths
    • 3,501 Sq Ft

    914 Preserve Dr, Annapolis, MD 21409

    ** PROFESSIONAL PICTURES TO BE UPLOADED ON 7/22** Welcome to 914 Preserve Dr. in Chesapeake Preserve on the Broadneck Peninsula!This stately 5BR, 4.5BA brick-front Colonial is located in the Broadneck School District and offers over 5,000 finished sq ft on a 0.48-acre corner lot. Featuring a 2-story foyer w/Palladian window, main-level office, formal living & dining rooms w/detailed crown,

    Elizabeth DuLaney EXP Realty, LLC

    914 Preserve Dr, Annapolis, MD 21409
  • 1075 Carriage Hill Pkwy, Annapolis, MD 21401
    1075 Carriage Hill Pkwy, Annapolis, MD 21401
    1075 Carriage Hill Pkwy, Annapolis, MD 21401
    /6

    $949,000 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 3,688 Sq Ft

    1075 Carriage Hill Pkwy, Annapolis, MD 21401

    Welcome to a rare opportunity to own a turn-key residence, fully renovated with premium finishes and timeless design throughout. Every detail of this home has been thoughtfully curated. The heart of the home is the chef’s kitchen—an absolute showstopper. Straight from the pages of a magazine, this space features marble countertops, a statement-making, oversized custom white oak island with range

    Melissa Murray Compass

    1075 Carriage Hill Pkwy, Annapolis, MD 21401
  • 1583 Keswick Place, Annapolis, MD 21401
    1583 Keswick Place, Annapolis, MD 21401
    1583 Keswick Place, Annapolis, MD 21401
    /57

    $800,000 Open House 9/06

    • 5 Beds
    • 4.5 Baths
    • 4,084 Sq Ft

    1583 Keswick Place, Annapolis, MD 21401

    Property is being offered at Public Auction by Witman Auctioneers, Inc. to settle an Estate. List Price of $800,000 is opening bid-Estate of Geoffrey J. Dive - ONLINE PUBLIC REAL ESTATE AUCTIONLOCATION: 1583 Keswick Place “The Downs”, Annapolis, MD 21401Severn Downs Community- Anne Arundel County(The Downs – Lot 187 Sc 12) Thursday, September 18, 2025Real Estate 6:00

    Zachary Shelley Streett Hopkins Real Estate, LLC

    1583 Keswick Place, Annapolis, MD 21401

Showing Results 41 - 56, Page 2 of 2

Maryland Annapolis

5-Bedroom Homes for Sale in Annapolis, MD

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In Annapolis, there are currently 56 5-bedroom homes for sale, offering expansive and versatile living spaces suitable for larger families or those desiring ample room for guests, home offices, or recreational areas. These properties provide flexibility and comfort, with generous bedroom counts accommodating various living arrangements and lifestyle needs. Whether you're in search of a spacious single-family home, a luxurious estate, or a custom-built residence with five or more bedrooms, there are options to cater to different lifestyles. Explore the selection of 5-bedroom homes for sale in Annapolis and find the perfect place to meet your needs.

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