Homes Under $500K in Annapolis, MD

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3 beds New construction With a pool

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24 of 34 Listings

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Homes Under $500K in Annapolis, MD

24 of 34 Listings

New38

34 listings

Homes Under $500K in Annapolis, MD

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24 of 34 Listings

Map

Homes Under $500K in Annapolis, MD

24 of 34 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

New38

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

Active

$499,995

3 bd · 2 ba · 1,295 sqft

755 Fairview Ave #755 D, Annapolis, MD

Carey L Laycock · RE/MAX Leading Edge

28Active

$340,000

2 bd · 2 ba · 1,070 sqft

2026 Gov Thomas Bladen Way #204, Annapolis, MD

Justin Ryan Pokrywka · Taylor Properties

Price Reduced23Active

$424,800

2 bd · 2 ba · 1,210 sqft

78 Old Mill Bottom Rd N #209, Annapolis, MD

Alexandra I Burrell-Hodges · Cottage Street Realty LLC

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

64Active

$175,000

1 bd · 2 ba · 1,100 sqft

2004 Quay Village Ct #T1, Annapolis, MD

Larry E Cooper · Alex Cooper Auctioneers, Inc.

39Active

$285,000

3 bd · 2 ba · 1,447 sqft

142 Georgetown Rd #9, Annapolis, MD

Arianit Musliu · Redfin Corp

41Active

$485,000

3 bd · 3 ba · 1,600 sqft

213 Georgetown, Annapolis, MD

Jeannine M Wayson · Coldwell Banker Realty

58Active

$475,000

2 bd · 2 ba · 1,588 sqft

940 Astern Way #112, Annapolis, MD

David L Wright · Coldwell Banker Realty

29Active

$379,900

2 bd · 2 ba · 1,103 sqft

1133 Lake Heron Dr #2B, Annapolis, MD

Caroline Leigh Nowell · Cummings & Co. Realtors

32Active

$364,900

3 bd · 2 ba · 1,328 sqft

2161 Scotts Crossing Ct #302, Annapolis, MD

Sheena Saydam · Keller Williams Capital Properties

32Active

$344,900

2 bd · 2 ba · 1,282 sqft

631 Admiral Dr #304, Annapolis, MD

Robert James Shaw · Taylor Properties

85Active

$257,000

2 bd · 2 ba · 932 sqft

213-F Victor Pkwy #213F, Annapolis, MD

Ryan Briggs · Anne Arundel Properties, Inc.

Price Reduced24Active

$379,900

2 bd · 2 ba · 1,103 sqft

1144 Lake Heron Dr #2B, Annapolis, MD

stacey canas · Fathom Realty MD, LLC

Price Reduced33Active

$327,900

2 bd · 2 ba · 1,114 sqft

603 Burtons Cove Way #9, Annapolis, MD

Robert James Shaw · Taylor Properties

21Active

$339,900

3 bd · 2 ba · 1,126 sqft

657 Burtons Cove Way #4, Annapolis, MD

Bill E Burris · Keller Williams Select Realtors of Annapolis

Price Reduced42Active

$399,990

3 bd · 3 ba · 1,554 sqft

7 Harbour Heights Dr #7, Annapolis, MD

Milissa D Alonso · Coldwell Banker Realty

47Active

$315,000

1 bd · 1 ba · 964 sqft

605-A Admiral Dr #102, Annapolis, MD

Kara L. Leddy · Coldwell Banker Realty

Price Reduced39Active

$435,000

2 bd · 3 ba · 1,934 sqft

2700 Summerview Way #304, Annapolis, MD

Jason P Donovan · RE/MAX Leading Edge

10Active

$280,000

2 bd · 2 ba · 1,010 sqft

50-G Sandstone Ct, Annapolis, MD

Karen Richardson · Coldwell Banker Realty

30Active

$265,000

2 bd · 2 ba · 960 sqft

38 Heritage Ct, Annapolis, MD

Olga Kogan · Allfirst Realty, Inc.

Price Reduced32Active

$450,000

3 bd · 3 ba · 1,617 sqft

527 Leftwich Ln, Annapolis, MD

Missy A Aldave · Northrop Realty

Price Reduced25Active

$250,000

2 bd · 2 ba · 1,312 sqft

1 Silverwood Cir #8, Annapolis, MD

Darrell Jones · Keller Williams Select Realtors of Annapolis

44Active

$289,000

2 bd · 2 ba · 1,300 sqft

20 Silverwood Cir #5, Annapolis, MD

Kara L. Leddy · Coldwell Banker Realty

Price Reduced46Active

$330,000

2 bd · 2 ba · 1,090 sqft

2159 Scotts Crossing Ct #1, Annapolis, MD

Amy L Juras · Long & Foster Real Estate, Inc.

Price Reduced32Active

$375,000

2 bd · 2 ba · 1,434 sqft

619 Admiral Dr #401, Annapolis, MD

Michele T Hagan · CENTURY 21 New Millennium

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: 2026-09-18 18:24:59 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
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.

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: 2026-09-18 18:24:59 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.

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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

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

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