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4 Bedroom Homes in Annapolis, MD

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24 of 76 Listings

Map

24 of 76 Listings

21Active

4 Bedroom Homes in Annapolis, MD — Page 3

76 listings

4 Bedroom Homes in Annapolis, MD

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24 of 76 Listings

Map

4 Bedroom Homes in Annapolis, MD

24 of 76 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

21Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

$534,000

4 bd · 2 ba · 1,272 sqft

1017 Hyde Park Dr, Annapolis, MD

Carlyn M Lowery · EXP Realty, LLC

Price Reduced71Active

$475,000

4 bd · 2 ba · 1,880 sqft

1099 Linden Tree Dr, Annapolis, MD

Juliet Patterson Brooke · Samson Properties

Price Reduced42Active

$699,990

4 bd · 3 ba · 2,300 sqft

104 Groh Ln, Annapolis, MD

Wendy T Oliver · Coldwell Banker Realty

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

49Active

$1,150,000

4 bd · 2 ba · 1,176 sqft

19 Old Solomons Island Rd, Annapolis, MD

Melissa K Hamet · Cummings & Co. Realtors

Price Reduced32Active

$899,000

4 bd · 3 ba · 2,000 sqft

111 Conduit St, Annapolis, MD

Benjamin J Mueller · Innovative Properties, Inc.

41Active

$1,750,000

4 bd · 4 ba · 1,848 sqft

219 Lockwood Ct, Annapolis, MD

John J Collins · Long & Foster Real Estate, Inc.

Price Reduced38Active

$549,900

4 bd · 3 ba · 1,560 sqft

1424 Regent St, Annapolis, MD

Olga Kogan · Allfirst Realty, Inc.

Price Reduced28Active

$679,999

4 bd · 3 ba · 1,160 sqft

117 Pinecrest Dr, Annapolis, MD

Kenneth A Estill · Long & Foster Real Estate, Inc.

Price Reduced49Active

$749,900

4 bd · 3 ba · 2,229 sqft

100 Oak Dr, Annapolis, MD

Lauren R Dorsey · Innovative Properties, Inc.

Price Reduced68Active

$800,000

4 bd · 5 ba · 3,722 sqft

1007 Harbor Dr, Annapolis, MD

Michele T Hagan · CENTURY 21 New Millennium

Price Reduced51Active

$749,000

4 bd · 3 ba · 2,156 sqft

278 Hillsmere Dr, Annapolis, MD

Thomas J Eicher · Coldwell Banker Realty

Price Reduced50Active

$1,695,000

4 bd · 5 ba · 3,836 sqft

3403 Hidden River View Rd, Annapolis, MD

Bradley R Kappel · TTR Sotheby's International Realty

Price Reduced53Active

$975,000

4 bd · 3 ba · 2,072 sqft

700 N Holly Dr, Annapolis, MD

Sheena Saydam · Keller Williams Capital Properties

68Active

$6,995,000

4 bd · 6 ba · 5,771 sqft

3728 Ramsgate Dr, Annapolis, MD

Bradley R Kappel · TTR Sotheby's International Realty

53Active

$2,950,000

4 bd · 5 ba · 3,750 sqft

238 King George St, Annapolis, MD

Wendy T Oliver · Coldwell Banker Realty

50Active

$10,850,000

4 bd · 7 ba · 8,264 sqft

3344 Harness Creek Rd, Annapolis, MD

Bradley R Kappel · TTR Sotheby's International Realty

Price Reduced58Active

$1,950,000

4 bd · 4 ba · 3,042 sqft

146 Duke Of Gloucester St, Annapolis, MD

Robert M Carter Jr. · Douglas Realty LLC

Price Reduced75Active

$7,250,000

4 bd · 4 ba · 3,658 sqft

11 S Acton Pl, Annapolis, MD

Shawn Martin · Real Broker, LLC - Severna Park

Price Reduced14Active

$1,239,900

4 bd · 4 ba · 3,224 sqft

13 Elliott Rd, Annapolis, MD

Colleen M Smith · EXP Realty, LLC

Price Reduced78Active

$3,250,000

4 bd · 5 ba · 3,036 sqft

5 Market Quay, Annapolis, MD

Kathleen Moore · Engel & Volkers Annapolis

Price Reduced15Active

$1,395,000

4 bd · 2 ba · 1,557 sqft

4 Shiley St, Annapolis, MD

Bradley R Kappel · TTR Sotheby's International Realty

Price Reduced66Active

$739,000

4 bd · 3 ba · 2,252 sqft

92 Clifford Blvd, Annapolis, MD

Chad J Robertson · Compass

21Active

$1,099,990

4 bd · 3 ba · 4,400 sqft

116 Stilly Way, Annapolis, MD

Terri E Hill · Builder Solutions Realty

8Active

$995,000

4 bd · 4 ba · 2,850 sqft

105 Griscom Square Way, Annapolis, MD

Joanna M Dalton · Coldwell Banker Realty

1 2 3 4

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: 2026-09-30 18:35:13 UTC

Annapolis housing market

September 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 81 sales · as of Sep 29, 2026

Homes that sold · County records, as of Sep 10, 2026

Median sale price: $689,500$493,750–$1,031,875 typical range
Price per sq. ft.: $376
Sales: 40
Paid in cash: 30.0%

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Median list price: $699,990
Homes for sale: 295
Median days on market: 9 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: 14.9%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 3, 2026

Median home size: 1,920 sq. ft.

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

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

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. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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: 2026-09-30 18:35:13 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

September 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 81 sales · as of Sep 29, 2026

Homes that sold · County records, as of Sep 10, 2026

Median sale price: $689,500$493,750–$1,031,875 typical range
Price per sq. ft.: $376
Sales: 40
Paid in cash: 30.0%

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Median list price: $699,990
Homes for sale: 295
Median days on market: 9 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: 14.9%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 3, 2026

Median home size: 1,920 sq. ft.