Realty.com
Buy

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
Sell

Selling Options

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

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Save search

Map layers

Safety

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
Homes Under $2.25M in Annapolis, MD — Page 2
Realty.com
Buy

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
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Rentals
  • Commercial

277 listings
Sell

Selling Options

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

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save search
3 bedsNew construction

Homes Under $2.25M in Annapolis, MD

Homes Under $2.25M in Annapolis, MD

Hide Map
24 of 277 Listings
Map

Homes Under $2.25M in Annapolis, MD

24 of 277 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas
  1. 211 Garden Gate Ln — photo27Active

    $375,000

    3 bd · 1 ba · 1,500 sqft

    211 Garden Gate Ln, Annapolis, MD

    Arlene A Jackson · Bennett Realty Solutions

  2. 1152 August Dr — photo88Active

    $579,000

    4 bd · 4 ba · 2,449 sqft

    1152 August Dr, Annapolis, MD

    Rachel Gontkovic · EXP Realty, LLC

  3. 700 Mount Alban Dr — photo80Active

    $699,000

    4 bd · 3 ba · 1,798 sqft

    700 Mount Alban Dr, Annapolis, MD

    Christopher L Fuller · Long & Foster Real Estate, Inc.

  4. 1230 Hilltop Dr — photo80Active

    $550,000

    5 bd · 2 ba · 2,387 sqft

    1230 Hilltop Dr, Annapolis, MD

    Christopher L Fuller · Long & Foster Real Estate, Inc.

  5. 940 Astern Way #304 — photo56Active

    $484,900

    2 bd · 2 ba · 1,272 sqft

    940 Astern Way #304, Annapolis, MD

    Kyriacos P. Papaleonti · Academy Realty Inc.

  6. 66 Franklin St #409 — photo37Active

    $800,000

    2 bd · 3 ba · 1,556 sqft

    66 Franklin St #409, Annapolis, MD

    Elizabeth C Dooner · Coldwell Banker Realty

  7. 391 Hilltop Ln — photo83Active

    $540,000

    5 bd · 2 ba · 1,717 sqft

    391 Hilltop Ln, Annapolis, MD

    Eliseo Morales · Deausen Realty

  8. 801 Midship Ct — photo51Active

    $500,000

    2 bd · 2 ba · 1,514 sqft

    801 Midship Ct, Annapolis, MD

    Joe L Smith III · Next Step Realty, LLC.

  9. 3458 Newport Ave — photo36Active

    $489,909

    3 bd · 2 ba · 1,242 sqft

    3458 Newport Ave, Annapolis, MD

    Iftikhar Khan · RE/MAX Galaxy

  10. 856 Boatswain Way — photo29Active

    $575,000

    2 bd · 2 ba · 1,810 sqft

    856 Boatswain Way, Annapolis, MD

    Susan H Greco · Boyle & Kahoe Real Estate

  11. 21 Woodlawn Ave — photo29Active

    $859,000

    3 bd · 2 ba · 1,670 sqft

    21 Woodlawn Ave, Annapolis, MD

    Elizabeth Leighty · Real Broker, LLC - Annapolis

  12. 1045 Cedar Ridge Ct — photo45Active

    $399,900

    3 bd · 3 ba · 1,320 sqft

    1045 Cedar Ridge Ct, Annapolis, MD

    Kyriacos P. Papaleonti · Academy Realty Inc.

  13. 2711 Summerview Way #203 — photo30Active

    $385,000

    2 bd · 2 ba · 1,266 sqft

    2711 Summerview Way #203, Annapolis, MD

    Carol Snyder · Monument Sotheby's International Realty

  14. 123 Chesapeake Ave — photo37Active

    $1,595,000

    4 bd · 5 ba · 3,020 sqft

    123 Chesapeake Ave, Annapolis, MD

    Sarah Greenlee Morse · TTR Sotheby's International Realty

  15. 10 President Point Dr #a3 — photo57Active

    $649,900

    1 bd · 1 ba · 923 sqft

    10 President Point Dr #a3, Annapolis, MD

    Scott Cleary · RE/MAX One

  16. 908 Windwhisper Ln — photo35Active

    $499,000

    3 bd · 3 ba · 1,586 sqft

    908 Windwhisper Ln, Annapolis, MD

    Gretchen Saval · Curtis Real Estate Company

  17. 219 King George St — photo42Active

    $1,700,000

    3 bd · 3 ba · 1,978 sqft

    219 King George St, Annapolis, MD

    David Orso · Berkshire Hathaway HomeServices PenFed Realty

  18. 982 Riversedge Cir — photoPrice Reduced29Active

    $410,000

    2 bd · 2 ba · 1,218 sqft

    982 Riversedge Cir, Annapolis, MD

    Gary Hart · TCB Realtor, LLC.

  19. 202 Bertina a Nick Way — photo33Active

    $670,000

    4 bd · 2 ba · 1,436 sqft

    202 Bertina a Nick Way, Annapolis, MD

    Matthew Losover · EXP Realty, LLC

  20. 5 Park Pl #127 — photo39Active

    $639,900

    2 bd · 2 ba · 1,283 sqft

    5 Park Pl #127, Annapolis, MD

    Greg Beckman · Coldwell Banker Realty

  21. 760 Fairview Ave #760 C — photo41Active

    $600,000

    3 bd · 2 ba · 1,362 sqft

    760 Fairview Ave #760 C, Annapolis, MD

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

  22. 777 Windgate Dr — photo101Active

    $799,000

    4 bd · 3 ba · 3,063 sqft

    777 Windgate Dr, Annapolis, MD

    Christopher L Fuller · Long & Foster Real Estate, Inc.

  23. 2123 Quay Village Ct #202 — photo43Active

    $850,000

    2 bd · 2 ba · 1,553 sqft

    2123 Quay Village Ct #202, Annapolis, MD

    Valerie A Novelo · Keller Williams Flagship

  24. 327 Beach Dr — photo49Active

    $850,000

    4 bd · 3 ba · 2,450 sqft

    327 Beach Dr, Annapolis, MD

    Katie Neighoff · RE/MAX United Real Estate

123…12

Explore Annapolis homes

By price

  • Homes Under $400K
  • Homes Under $500K
  • Homes Under $600K
  • Homes Under $700K
  • Homes Under $800K
  • Homes Under $900K
  • Homes Under $1M
  • Homes Under $1.25M
  • Homes Under $1.5M
  • Homes Under $1.75M
  • Luxury Homes

By bedrooms

  • 2 Bedroom Homes
  • 3 Bedroom Homes
  • 4 Bedroom Homes
  • 5 Bedroom Homes
Realty.com

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

Equal Housing OpportunityEqual Housing Lender

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.

© 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

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: 2026-10-15 04:10:11 UTC
  • By type

    • Single-Family Homes
    • Townhomes
    • Condos

    By feature

    • New Construction Homes
    • Waterfront Homes

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #01-6355

    Call Thomas

    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

    Annapolis 12-month median sale price trend

    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 23, 2026

    Median sale price
    $659,000$515,000–$885,000 typical range
    Price per sq. ft.
    $312
    Sales
    85
    Paid in cash
    29.4%

    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
    9.8%

    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.