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Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

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What's my home worth?
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Get an instant cash offer
Buy before you sell

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Find a seller's agent

3 beds New construction

4 Bedroom Homes in Annapolis, MD

9 listings

4 Bedroom Homes in Annapolis, MD

4 Bedroom Homes in Annapolis, MD

9 Listings

4 Bedroom Homes in Annapolis, MD

9 Listings

77Active

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #01-6355

$1,650,000

4 bd · 3 ba · 2,890 sqft

1739 Vineyard Trl, Annapolis, MD

Christine L Bishop · Berkshire Hathaway HomeServices PenFed Realty

$1,700,000

4 bd · 3 ba · 3,142 sqft

1323 Magnolia Ave, Annapolis, MD

Brandi Bradshaw · Keller Williams Select Realtors of Annapolis

$1,999,900

4 bd · 5 ba · 3,062 sqft

120 Island View Dr, Annapolis, MD

Boyd Grainger · Pearson Smith Realty, LLC

Price Reduced35Active

$1,750,000

4 bd · 3 ba · 4,771 sqft

500 Sara Dr, Annapolis, MD

Bradley R Kappel · TTR Sotheby's International Realty

Price Reduced27Active

$3,395,000

4 bd · 4 ba · 4,029 sqft

48A E Lake Dr, Annapolis, MD

Colleen M Smith · EXP Realty, LLC

$6,995,000

4 bd · 6 ba · 5,771 sqft

3728 Ramsgate Dr, Annapolis, MD

Bradley R Kappel · TTR Sotheby's International Realty

$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 Reduced97Active

$7,250,000

4 bd · 4 ba · 3,658 sqft

11 S Acton Pl, Annapolis, MD

Shawn Martin · Real Broker, LLC - Severna Park

Price Reduced78Active

$3,250,000

4 bd · 5 ba · 3,036 sqft

5 Market Quay, Annapolis, MD

Kathleen Moore · Engel & Volkers Annapolis

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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.

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Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #01-6355

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: 2026-10-02 19:13:41 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 99.5% of asking price

Buyers here are paying below asking. MLS · 103 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 15, 2026

Median sale price: $744,000$530,000–$1,031,875 typical range
Price per sq. ft.: $355
Sales: 48
Paid in cash: 31.3%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $699,990
Homes for sale: 295
Median days on market: 17 days

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

Year-over-year: 24.0%

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.