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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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What's worth fixing first
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3 beds New construction

Homes Under $2M in Annapolis, MD — Page 8

264 listings

Homes Under $2M in Annapolis, MD

Homes Under $2M in Annapolis, MD

24 of 264 Listings

Homes Under $2M in Annapolis, MD

24 of 264 Listings

Price Reduced95

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #01-6355

Active

$1,295,000

3 bd · 3 ba · 2,000 sqft

718 Whitehall Beach Rd, Annapolis, MD

Joanna M Dalton · Coldwell Banker Realty

Price Reduced25Active

$239,000

2 bd · 2 ba · 1,312 sqft

1 Silverwood Cir #8, Annapolis, MD

Darrell Jones · Keller Williams Select Realtors of Annapolis

Price Reduced42Active

$1,250,000

3 bd · 3 ba · 1,928 sqft

1105 Boucher Ave, Annapolis, MD

Teresa M Klem · Long & Foster Real Estate, Inc.

Price Reduced44Active

$272,900

2 bd · 2 ba · 1,300 sqft

20 Silverwood Cir #5, Annapolis, MD

Kara L. Leddy · Coldwell Banker Realty

$1,299,900

3 bd · 4 ba · 2,336 sqft

211-A King George St #a, Annapolis, MD

Constance W Cadwell · Coldwell Banker Realty

Price Reduced71Active

$475,000

4 bd · 2 ba · 1,880 sqft

1099 Linden Tree Dr, Annapolis, MD

Juliet Patterson Brooke · Samson Properties

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

$1,250,000

3 bd · 3 ba · 2,260 sqft

313 Fourth Street, Annapolis, MD

Ashley Stanwick · Coldwell Banker Realty

Price Reduced46Active

$1,998,000

5 bd · 7 ba · 8,278 sqft

1614 Annesley Ct, Annapolis, MD

Bradley R Kappel · TTR Sotheby's International Realty

Price Reduced42Active

$699,990

4 bd · 3 ba · 2,300 sqft

104 Groh Ln, Annapolis, MD

Wendy T Oliver · Coldwell Banker Realty

$1,150,000

4 bd · 2 ba · 1,176 sqft

19 Old Solomons Island Rd, Annapolis, MD

Melissa K Hamet · Cummings & Co. Realtors

$475,000

1 bd · 1 ba · 839 sqft

5 Park Pl #431, Annapolis, MD

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

$399,000

3 bd · 3 ba · 1,490 sqft

71 Harbour Heights #71, Annapolis, MD

Kara F Shaffer · Engel & Volkers Annapolis

Price Reduced32Active

$899,000

4 bd · 3 ba · 2,000 sqft

111 Conduit St, Annapolis, MD

Benjamin J Mueller · Innovative Properties, Inc.

Price Reduced45Active

$720,000

3 bd · 2 ba · 2,242 sqft

110 Lake View Dr, Annapolis, MD

Danielle Franz · EXP Realty, LLC

Price Reduced36Active

$529,900

3 bd · 4 ba · 2,344 sqft

474 Fawns Walk, Annapolis, MD

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

$439,900

3 bd · 2 ba · 1,680 sqft

448 Cranes Roost Ct, Annapolis, MD

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

Price Reduced42Active

$1,650,000

4 bd · 4 ba · 1,848 sqft

219 Lockwood Ct, Annapolis, MD

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

$765,000

2 bd · 2 ba · 1,390 sqft

312 Severn #W308, Annapolis, MD

Ashley Stanwick · Coldwell Banker Realty

Price Reduced47Active

$715,000

3 bd · 3 ba · 2,296 sqft

708 Sydney Ter, Annapolis, MD

Rita M Cordova · Taylor Properties

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 Reduced45Active

$590,000

3 bd · 4 ba · 3,016 sqft

709 Skippers Ln, Annapolis, MD

Kara L. Leddy · Coldwell Banker Realty

1…7 8 9…11

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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: 2026-10-03 19:05:19 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.