5 Bedroom Homes in Annapolis, MD

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3 beds New construction With a pool

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24 of 31 Listings

Map

5 Bedroom Homes in Annapolis, MD

24 of 31 Listings

108Active

31 listings

5 Bedroom Homes in Annapolis, MD

Show Map

24 of 31 Listings

Map

5 Bedroom Homes in Annapolis, MD

24 of 31 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

108Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

$3,375,000

5 bd · 7 ba · 7,230 sqft

203 Cape St John Rd, Annapolis, MD

Elizabeth A Heinsohn · Long & Foster Real Estate, Inc.

49Active

$950,000

5 bd · 4 ba · 3,081 sqft

2175 Glencrest Cir, Annapolis, MD

Robert J Lucido · Keller Williams Lucido Agency

95Active

$1,495,000

5 bd · 5 ba · 3,752 sqft

1603 Waters Ridge Ct, Annapolis, MD

Christina J Palmer · Keller Williams Flagship

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

100Active

$949,999

5 bd · 4 ba · 2,360 sqft

13 Rickover Ct, Annapolis, MD

Abteen Teymourtash · Long & Foster Real Estate, Inc.

44Active

$695,000

5 bd · 5 ba · 3,432 sqft

101 Carraway Ln, Annapolis, MD

Bradley R Kappel · TTR Sotheby's International Realty

59Active

$1,349,000

5 bd · 2 ba · 2,600 sqft

8 Revell St, Annapolis, MD

Rachel Holmes · Coldwell Banker Realty

Price Reduced54Active

$1,149,500

5 bd · 5 ba · 5,086 sqft

1711 Ritchie Hwy, Annapolis, MD

Karen Millett · Taylor Properties

Price Reduced46Active

$950,000

5 bd · 4 ba · 4,564 sqft

206 Bowen Ct, Annapolis, MD

Arianit Musliu · Redfin Corp

67Active

$1,349,000

5 bd · 5 ba · 3,600 sqft

111 Ellershaw Ct, Annapolis, MD

Ryan C Turner · Coldwell Banker Realty

41Active

$1,050,000

5 bd · 4 ba · 3,028 sqft

1825 Johnson Rd, Annapolis, MD

Pier H Butler · Curtis Real Estate Company

49Active

$3,997,000

5 bd · 7 ba · 6,234 sqft

14 E Lake Dr, Annapolis, MD

Bradley R Kappel · TTR Sotheby's International Realty

Price Reduced31Active

$750,000

5 bd · 5 ba · 3,144 sqft

3280 Arundel On The Bay Rd, Annapolis, MD

Deanna L Marshall · The KW Collective

83Active

$3,000,000

5 bd · 2 ba · 5,522 sqft

1979 Baltimore Annapolis Blvd, Annapolis, MD

Alison Wisnom · Coldwell Banker Realty

87Active

$2,999,900

5 bd · 5 ba · 5,260 sqft

1486 Downham Market, Annapolis, MD

Wendy T Oliver · Coldwell Banker Realty

Price Reduced38Active

$949,000

5 bd · 4 ba · 2,912 sqft

112 Speicher Dr, Annapolis, MD

Christine M Leonard · Redfin Corp

46Active

$2,250,000

5 bd · 7 ba · 8,278 sqft

1614 Annesley Ct, Annapolis, MD

Bradley R Kappel · TTR Sotheby's International Realty

90Active

$4,600,000

5 bd · 4 ba · 5,095 sqft

140 Spa Dr, Annapolis, MD

Biana J Arentz · Coldwell Banker Realty

Price Reduced46Active

$2,495,000

5 bd · 5 ba · 5,082 sqft

3733 Thomas Point Rd, Annapolis, MD

Bradley R Kappel · TTR Sotheby's International Realty

Price Reduced98Active

$1,550,000

5 bd · 6 ba · 4,648 sqft

1322 Windsor Ridge Ln, Annapolis, MD

Elizabeth Jean DuLaney · EXP Realty, LLC

Price Reduced66Active

$4,500,000

5 bd · 4 ba · 4,107 sqft

217 Lockwood Ct, Annapolis, MD

sandra K. Libby · Long & Foster Real Estate, Inc.

Price Reduced59Active

$1,599,000

5 bd · 2 ba · 2,100 sqft

202 Wardour Dr, Annapolis, MD

David Orso · Berkshire Hathaway HomeServices PenFed Realty

25Active

$1,000,000

5 bd · 5 ba · 9,960 sqft

1254 Washington Dr, Annapolis, MD

Nadia Aminov · Long & Foster Real Estate, Inc.

47Active

$12,500,000

5 bd · 7 ba · 5,993 sqft

5 Franklin St, Annapolis, MD

Bradley R Kappel · TTR Sotheby's International Realty

Price Reduced51Active

$2,295,000

5 bd · 4 ba · 3,178 sqft

83 Market St, Annapolis, MD

Elizabeth C Dooner · Coldwell Banker Realty

Listing data & MLS disclosures

Bright MLS: The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Realty.com participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.
Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-09-14 20:05:12 UTC

Annapolis housing market

August 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 108 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 28, 2026

Median sale price: $750,000$559,688–$987,000 typical range
Price per sq. ft.: $335
Sales: 51
Paid in cash: 29.4%

Homes on the market · MLS, as of Aug 31, 2026

Median list price: $697,000

Annapolis, MD community profile

Population: 42,070
Median income: $97,319
Housing units: 18,886
People per sq. mi.: 704.7
Area: 59.7 sq. mi.

Source: HJN community data

Explore Annapolis homes

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

Listing data & MLS disclosures

Bright MLS: The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Realty.com participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.
Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-09-14 20:05:12 UTC

Annapolis, MD community profile

Population: 42,070
Median income: $97,319
Housing units: 18,886
People per sq. mi.: 704.7
Area: 59.7 sq. mi.

Source: HJN community data

Annapolis housing market

August 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 108 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 28, 2026

Median sale price: $750,000$559,688–$987,000 typical range
Price per sq. ft.: $335
Sales: 51
Paid in cash: 29.4%

Homes on the market · MLS, as of Aug 31, 2026

Median list price: $697,000

Homes for sale

258

Median days on market

10 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: 19.0%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Median home size: 1,920 sq. ft.

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Annapolis housing market

Homes that sold · County records, as of Aug 28, 2026

Homes on the market · MLS, as of Aug 31, 2026

Annapolis, MD community profile

Explore Annapolis homes

Your local brokerage

Listing data & MLS disclosures

Annapolis, MD community profile

Annapolis housing market

Homes that sold · County records, as of Aug 28, 2026

Homes on the market · MLS, as of Aug 31, 2026

Price trend · Assessor repeat sales, as of Aug 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026