5 Bedroom homes for sale & real estate in Annapolis, MD

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ABOUT THIS HOME
5 Bedroom Homes for Sale in Annapolis, MD
Welcome to your dream home in the St Margaret's Landing! This exquisite 5-bedroom, 4.5-bathroom residence offers three expansive levels of living. Originally a Ryland home model, this property features two primary suites—one on the main level and another on the upper level—ideal for multi-generational living or hosting guests. Inside, you'll find custom closets, elegant plantation shutters, and gleaming hardwood floors throughout. Modern lighting fixtures add a touch of sophistication to every room. The gourmet kitchen, with its inviting island, is perfect for casual breakfasts or entertaining guests, while the fully screened deck offers a serene spot for morning coffee or eveni

$929,000

5 beds4.5 baths4,386 sq ft

1612 Trawler Ln, Annapolis, MD 21409

Tree lined backyard • Gourmet kitchen • Fully screened deck

(410) 429-7425

ABOUT THIS HOME
5 Bedroom Homes for Sale in Annapolis, MD
Come explore the shores of Bay Ridge. As Annapolis's premiere waterfront community, Bay Ridge boasts an Olympic-sized swimming pool, a marina with 120 slips, and a private clubhouse. Serving as home to the Chesapeake Bay Foundation, this community stewards and embodies all of the finer aspects of living on the Chesapeake. With miles of shoreline, private beaches, and breathtaking views, Bay Ridge has become the preferred place for generations of families to call home. Annual parades, festivals, and community events fill the calendars of the welcoming residents and guests alike. This neighborhood is where everyone wants to call home. Completed in the Fall of 2022, this home has served as a m

$3,795,000

5 beds5.5 baths4,204 sq ft

90 E Lake Dr, Annapolis, MD 21403

Private clubhouse • Wifi irrigation • Private beaches

(888) 860-7369

VIDEO TOUR

ABOUT THIS HOME
5 Bedroom Homes for Sale in Annapolis, MD
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 a unique, spacious 360 sqft roof garden accessed from the third floor bedroom suite and lounge area, this home is perfect for entertaining gatherings large or small. Enjoy the captivating views from almost every room! The brand new beautifully designed and appointed gourmet Kitchen features leathe

$1,400,000

5 beds5 baths4,308 sq ft

133 Lake View Dr, Annapolis, MD 21403

Wrap around porch • 360 sqft roof garden • Private balcony

(410) 280-5600

ABOUT THIS HOME
5 Bedroom Homes for Sale in Annapolis, MD
This Murray Hill masterpiece is a 5-bedroom, 4 bathroom home that was originally built in 1913 and underwent a complete custom renovation a few years ago. Situated on a double lot on one of the most desirable streets in Annapolis. It blends formal sophistication with modern luxuries including an elevator! Offering rare private driveway, a two-car garage with separate storage room. Featuring over 7,000 sq ft, state-of-the-art custom kitchen with two dishwashers, first and second floor laundry rooms, electric window blinds, screened-in-porch, a fully fenced yard, irrigation system, mature landscaping, two fireplaces, high ceilings, crown and dental molding, custom cabinetry throughout, two zo

$3,750,000

5 beds3.5 baths6,789 sq ft

39 Southgate Ave, Annapolis, MD 21401

Private driveway • Two car garage • 0.28 acre lot

(410) 280-5600

ABOUT THIS HOME
5 Bedroom Homes for Sale in Annapolis, MD
This is the one you've been waiting for! First open house scheduled for Sunday, November 23, 2025 from 2-4pm. Come visit this well maintained, 5 bedroom, 3 and 1/2 bath gorgeous home located on 1.43 acres in the sought after community of The Ridges! This lovely home is situated in a wooded wonderland while still being close to all that Annapolis has to offer! As you enter, you'll immediately note the beauty and warmth of the gleaming hardwood floors throughout the main level. The floor plan provides for a spacious formal dining room and separate living room which has a charming bay window that overlooks the backyard. You'll next discover the bright and inviting kitchen with plenty of room

$894,900

5 beds3.5 baths3,970 sq ft

621 Wood Lot Trail Rd, Annapolis, MD 21401

1.43 acre lot • 2 garage spots • Built 1990

(703) 821-1840

Property at 1979 Baltimore Annapolis Blvd, Annapolis, MD 21409, 5 beds, 2 baths

$3,199,950

5 beds2 baths5,522 sq ft

1979 Baltimore Annapolis Blvd, Annapolis, MD 21409

(240) 383-1350

Property at 301 Unity Ln, Annapolis, MD 21401, 5 beds, 5.5 baths

$1,127,000

5 beds5.5 baths7,616 sq ft

301 Unity Ln, Annapolis, MD 21401

(301) 570-0087

Property at 703 Glendon Ave, Annapolis, MD 21403, 5 beds, 4.5 baths

$2,950,000

5 beds4.5 baths4,116 sq ft

703 Glendon Ave, Annapolis, MD 21403

(888) 860-7369

Property at 767 Bon Haven Dr, Annapolis, MD 21401, 5 beds, 4 baths

$1,170,000

5 beds4 baths3,255 sq ft

767 Bon Haven Dr, Annapolis, MD 21401

(410) 224-2200

Property at 103 Stilly Way, Annapolis, MD 21403, 5 beds, 5.5 baths

$1,161,840

5 beds5.5 baths5,200 sq ft

103 Stilly Way, Annapolis, MD 21403

(410) 979-7740

Property at 730 Crisfield Way, Annapolis, MD 21401, 5 beds, 4.5 baths

$865,000

5 beds4.5 baths3,586 sq ft

730 Crisfield Way, Annapolis, MD 21401

(410) 260-2800

Property at 1002 Tyler Ave, Annapolis, MD 21403, 5 beds, 2 baths

$580,000

5 beds2 baths1,920 sq ft

1002 Tyler Ave, Annapolis, MD 21403

(301) 445-1395

Property at 1814 & 1836 Pleasant Plains & Cherry Rd, Annapolis, MD 21409, 5 beds, 2 baths

$1,300,000

5 beds2 baths1,919 sq ft

1814 & 1836 Pleasant Plains & Cherry Rd, Annapolis, MD 21409

(410) 224-0600

Property at 1014 St Charles Dr, Annapolis, MD 21409, 5 beds, 3 baths

$699,900

5 beds3 baths3,312 sq ft

1014 St Charles Dr, Annapolis, MD 21409

(301) 854-2155

Property at 856 St Edmonds Pl, Annapolis, MD 21401, 5 beds, 4.5 baths

$3,100,000

5 beds4.5 baths6,412 sq ft

856 St Edmonds Pl, Annapolis, MD 21401

(410) 729-7700

Property at 1907 Mackiebeth Ct, Annapolis, MD 21401, 5 beds, 4.5 baths

$1,575,000

5 beds4.5 baths5,437 sq ft

1907 Mackiebeth Ct, Annapolis, MD 21401

(888) 860-7369

Property at 1486 Downham Market, Annapolis, MD 21401, 5 beds, 4.5 baths

$3,250,000

5 beds4.5 baths5,260 sq ft

1486 Downham Market, Annapolis, MD 21401

(410) 263-8686

Property at 1632A Winchester Rd, Annapolis, MD 21409, 5 beds, 4.5 baths

$4,950,000

5 beds4.5 baths5,000 sq ft

1632A Winchester Rd, Annapolis, MD 21409

(888) 860-7369

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ABOUT THIS HOME
5 Bedroom Homes for Sale in Annapolis, MD
PUBLIC OPEN HOUSE SATURDAY 12/20 FROM 12-2PM AND SUNDAY 12/21 from 11AM-2PM. * * * BRAND NEW * * * and ready for immediately occupancy, this stunning property is set on a premium 2.3 acre cul-de-sac lot and clad with high end finishes throughout. This custom one-of-one estate home by Laine Street Homes offers a unique take on a modern farmhouse and features 5 bedrooms, 4.5 bathrooms and well over 5,000 finished square feet. The main level features soaring 2 story ceilings, 3 fireplaces, stunning light fixtures and champagne oak hardwood floors throughout. Main level amenities include a formal dining room, living room w/ large picture windows and gas fireplace, a quaint inglenook/office

$1,799,900

5 beds4.5 baths5,303 sq ft

3520 Castle Way, Davidsonville, MD 21035

2.33 acre lot • 2 garage spots • Built 2025

(301) 945-9010

COMING SOON

ABOUT THIS HOME
5 Bedroom Homes for Sale in Annapolis, MD
REMARKABLE OPPORTUNITY!!!!! Severn River waterfront on one of the finest streets in coveted Point Field Landing. LIST DATE: January 7

$2,500,000

5 beds3.5 baths3,508 sq ft

531 Point Field Dr, Millersville, MD 21108

0.48 acre lot • 2 garage spots • Built 1983

(443) 372-7171

COMING SOON

ABOUT THIS HOME
5 Bedroom Homes for Sale in Annapolis, MD
Waterfront Living at Its Finest with Private Sandy Beach and Deep Multiple Slip Pier Discover the perfect blend of comfort, beauty, and the Chesapeake Bay lifestyle in this exceptional 5-bedroom, 3-bathroom waterfront home, nestled on a serene . 52-acre lot in the sought-after community of Weatherly. From your own sandy beach to a multiple slip deep-water pier with 4'+ MLW, this property offers the rare opportunity to live each day surrounded by the best of coastal Maryland. Inside, the main level welcomes you with warm hardwood floors, vaulted ceilings, and walls of windows that pull the water views into every corner of the home. The spacious living room features a striking cathedral ceili

$2,500,000

5 beds3 baths3,124 sq ft

959 Morgan Dr, Arnold, MD 21012

0.52 acre lot • Garage • Pool

(410) 263-3400

NEW CONSTRUCTION

ABOUT THIS HOME
5 Bedroom Homes for Sale in Annapolis, MD
SUMMER CLOSING DATE!! Welcome to this spacious and beautifully designed 5-bedrooom, 4.5-bath home with 3-car garage that offers modern comfort, style and convenience at every turn. Located in highly desired Edgewater, Maryland, this property will provide the perfect blend of luxury living and everyday practicality. This home is completed with stone and siding on the exterior along with a partial covered porch. The foyer leads to a sizeable flex space perfect for a home office and living room combined space. The kitchen provides bountiful natural light and open feel – perfect for cooking and entertaining. You won’t run out of storage in this kitchen with an abundance of soft-cl

$870,340

5 beds3.5 baths3,617 sq ft

3704 Devonann Ln, Edgewater, MD 21037

Quartz counter • Flex space • 0.23 acre lot

(301) 407-2600

NEW CONSTRUCTION

ABOUT THIS HOME
5 Bedroom Homes for Sale in Annapolis, MD
PERFECT RELOCATION HOME-AWARD WINNING SCHOOL DISTRICT Welcome to the Hanover a charming design to include 5-bedrooom, 4.5-bath home with 2-car garage with an unbeatable location. Situated in a top-rated school district and just moments from the water this property offers luxury living, convenience and a serene lifestyle. This home is completed with stone and siding on the exterior along with a full covered porch ideal for morning coffee or evening relaxation. The foyer leads to a sizeable flex space perfect for a home office and living room combined space. The kitchen provides bountiful natural light and open feel – perfect for cooking and entertaining. You won’t run out of stor

$822,590

5 beds3.5 baths3,617 sq ft

3706 Devonann Ln, Edgewater, MD 21037

Quartz counter • Full covered porch • Flex space

(301) 407-2600

OPEN TODAY, 11:30AM TO 1:30PM

ABOUT THIS HOME
5 Bedroom Homes for Sale in Annapolis, MD
Welcome to this beautifully maintained end-unit townhouse located in the highly desirable Canterbury Village community, offering exceptional space, comfort, and convenience. This home features 4 bedrooms, 3.5 bathrooms, and a thoughtfully designed open floor plan ideal for both everyday living and entertaining. The main level boasts two distinct living areas, a gas fireplace, a formal dining room, and a deck off the breakfast nook—perfect for indoor-outdoor living. A versatile main-level den provides flexible space for a guest suite, home office, or recreation room. The primary suite is a true retreat, featuring dual walk-in closets, a soaking tub, and a separate shower. The finished

$710,000

5 beds3.5 baths2,880 sq ft

923 Whitstable Blvd, Arnold, MD 21012

$50 HOA • 2 garage spots • Built 2015

(301) 262-3060

Property at 700 Central Ave E, Edgewater, MD 21037, 5 beds, 4 baths

$5,000,000

5 beds4 baths4,354 sq ft

700 Central Ave E, Edgewater, MD 21037

(410) 990-0200

Property at 3501 Foxhall Dr, Davidsonville, MD 21035, 5 beds, 3.5 baths

$925,000

5 beds3.5 baths2,792 sq ft

3501 Foxhall Dr, Davidsonville, MD 21035

(866) 987-3937

Property at 3621 Edgemont St, Edgewater, MD 21037, 5 beds, 2.5 baths

$750,000

5 beds2.5 baths2,879 sq ft

3621 Edgemont St, Edgewater, MD 21037

(410) 956-3500

Property at 303 Ternwing Dr, Arnold, MD 21012, 5 beds, 2.5 baths

$550,000

5 beds2.5 baths1,520 sq ft

303 Ternwing Dr, Arnold, MD 21012

(301) 445-1395

Property at 513 Broad Stream Ln, Davidsonville, MD 21035, 5 beds, 3.5 baths

$1,495,000

5 beds3.5 baths3,488 sq ft

513 Broad Stream Ln, Davidsonville, MD 21035

(888) 860-7369

Property at 3410 Blandford Way, Davidsonville, MD 21035, 5 beds, 5.5 baths

$1,999,995

5 beds5.5 baths7,048 sq ft

3410 Blandford Way, Davidsonville, MD 21035

(888) 860-7369

Property at 3675 1st Ave, Edgewater, MD 21037, 5 beds, 3.5 baths

$2,190,000

5 beds3.5 baths3,066 sq ft

3675 1st Ave, Edgewater, MD 21037

(443) 499-3839

Property at 478 Mountain Rd, Crownsville, MD 21032, 5 beds, 3 baths

$775,000

5 beds3 baths4,256 sq ft

478 Mountain Rd, Crownsville, MD 21032

(410) 266-9005

Property at 3024 Tarpon Rd, Riva, MD 21140, 5 beds, 3 baths

$539,900

5 beds3 baths2,052 sq ft

3024 Tarpon Rd, Riva, MD 21140

(301) 609-9000

Property at 3509 Russell Thomas Ln, Davidsonville, MD 21035, 5 beds, 5.5 baths

$1,099,950

5 beds5.5 baths5,523 sq ft

3509 Russell Thomas Ln, Davidsonville, MD 21035

(443) 295-6123

Property at 812 Birch Run Ter #8, Severna Park, MD 21146, 5 beds, 3.5 baths

$849,900

5 beds3.5 baths4,314 sq ft

812 Birch Run Ter #8, Severna Park, MD 21146

(410) 461-2800

Property at 370 Magothy Rd, Severna Park, MD 21146, 5 beds, 6 baths

$1,780,000

5 beds6 baths4,454 sq ft

370 Magothy Rd, Severna Park, MD 21146

(443) 372-7171

Property at 1533 Wakefield Rd, Edgewater, MD 21037, 5 beds, 2.5 baths

$575,000

5 beds2.5 baths1,863 sq ft

1533 Wakefield Rd, Edgewater, MD 21037

(410) 956-3500

Property at 1118 Quince Apple Pl, Davidsonville, MD 21035, 5 beds, 2.5 baths

$955,000

5 beds2.5 baths3,743 sq ft

1118 Quince Apple Pl, Davidsonville, MD 21035

(301) 355-6104

5 Bedroom Homes for Sale in Annapolis

There are currently 18 5 bedroom homes in Annapolis. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Annapolis stay on the market for 50 days and receive 4 offers. Popular neighborhoods include Anchorage, Annapolis Overlook Condominiums, West Annapolis, Admiral Heights, and Old Annapolis Neck. This map is refreshed with the newest listings in Annapolis every 15 minutes.

In the past month, 37 homes have been sold in Annapolis. In addition to houses in Annapolis, there were also 46 condos, 54 townhouses, and 1 multi-family unit for sale in Annapolis last month. Annapolis is a minimally walkable city in Maryland with a Walk Score of 48. Annapolis is home to approximately 37,699 people and 25,456 jobs. Find your dream home in Annapolis using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Annapolis are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Annapolis. Our Annapolis real estate stats and trends will give you more information about home buying and selling trends in Annapolis. If you're looking to sell your home in the Annapolis area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Annapolis with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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