8,377

Homes in ZIP Code 21409

Section Image
    • /42

      Est $374,418 Not Listed For Sale

      1692 Secretariat Dr, Annapolis, MD 21409

      • 4 Beds
      • 2.5 Baths
      • 1,404 Sq Ft
      • Built 1983
      1692 Secretariat Dr, Annapolis, MD 21409

      Last Sold Summary

      • $267/SF
      • 18 Days On Market
      • Last Sold Price $375,000
      • Sep 15, 2023

      Last Listing Agent Scott Swahl Redfin Corp

  • /2

    $1,995,000

    • Land
    • 23.33 Acres
    • $85,512 per Acre

    1016 E College Pkwy, Annapolis, MD 21409

    23-acre parcel zoned primarily R-1, with some O-S. Preliminary engineering work indicates the property can be subdivided and coul support multiple residential lots. The concept drawing attached.

    Alex Tower Sears TTR Sotheby's International Realty

    1016 E College Pkwy, Annapolis, MD 21409
  • /51

    $530,000 Sold Mar 31, 2026

    1162 Saint George Dr, Annapolis, MD 21409

    • 4 Beds
    • 2 Baths
    • 1,643 Sq Ft
    • Built 1975

    Last Sold Summary

    • $323/SF
    • 215 Days On Market

    Current Estimated Value $536,484

    Last Listing Agent Hunter Geary Hyatt & Company Real Estate, LLC

    1162 Saint George Dr, Annapolis, MD 21409
    • /56

      Est $982,870 Not Listed For Sale

      604 Yawl Ct, Annapolis, MD 21409

      • 5 Beds
      • 3.5 Baths
      • 4,775 Sq Ft
      • Built 2004
      604 Yawl Ct, Annapolis, MD 21409

      Last Sold Summary

      • 4% Above List Price
      • $198/SF
      • 3 Days On Market
      • Last Sold Price $944,000
      • Jul 12, 2024

      Last Listing Agent Jim Bordewisch Blackwell Real Estate, LLC

  • /83

    $595,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 3 Baths
    • 2,062 Sq Ft

    970 Highpoint Dr, Annapolis, MD 21409

    Located in the popular waterfront community of Cape St. Claire in Annapolis, this lovingly renovated rancher sits on an elevated lot with fenced yard, large shed with electric, 40x14 garage with electric and ample off-street parking for guests. There is a multi-level deck with awning and paver patio in back for entertaining family and friends. Two finished levels feature 4 Bedrooms and 3 Full

    Florence Calvert Coldwell Banker Realty

    970 Highpoint Dr, Annapolis, MD 21409
  • /36

    $495,000 Sold May 14, 2025

    756 Windgate Dr, Annapolis, MD 21409

    • 4 Beds
    • 2 Baths
    • 1,980 Sq Ft
    • Built 1970

    Last Sold Summary

    • $250/SF
    • 34 Days On Market

    Current Estimated Value $492,705

    Last Listing Agent Erika Dailey Hyatt & Company Real Estate, LLC

    756 Windgate Dr, Annapolis, MD 21409
    • /37

      Est $390,796 Not Listed For Sale

      1368 Almond Dr, Annapolis, MD 21409

      • 3 Beds
      • 2.5 Baths
      • 1,496 Sq Ft
      • Built 1985
      1368 Almond Dr, Annapolis, MD 21409

      Last Sold Summary

      • 3% Below List Price
      • $269/SF
      • 6 Days On Market
      • Last Sold Price $402,000
      • Feb 07, 2025

      Last Listing Agent Jody Buck Cummings & Co Realtors

  • /77

    $1,550,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 3,062 Sq Ft

    4 Chase Rd, Annapolis, MD 21409

    Classic Cape Cod charm. Coastal soul. Completely reimagined. Fieldstone facade. Half-acre flat yard. One block to the Severn River marina. 1948 Cape Cod in sought-after Pendennis Mount blending original character with thoughtful updates throughout. Slate roof, cobblestone paver drive, and blooming azaleas set the tone from the start. The living room welcomes you with hardwood floors, a stone

    Kristi Krankowski RE/MAX One

    4 Chase Rd, Annapolis, MD 21409
  • /48

    $929,000 Sold Feb 20, 2026

    1612 Trawler Ln, Annapolis, MD 21409

    • 5 Beds
    • 4.5 Baths
    • 4,386 Sq Ft
    • Built 2004

    Last Sold Summary

    • $212/SF
    • 35 Days On Market

    Current Estimated Value $937,862

    Last Listing Agent Jaime Watt Compass

    1612 Trawler Ln, Annapolis, MD 21409
    • /40

      Est $540,265 Not Listed For Sale

      975 Dogwood Tree Dr, Annapolis, MD 21409

      • 4 Beds
      • 2 Baths
      • 1,860 Sq Ft
      • Built 1975
      975 Dogwood Tree Dr, Annapolis, MD 21409

      Last Sold Summary

      • 26% Above List Price
      • $231/SF
      • 48 Days On Market
      • Last Sold Price $430,000
      • Dec 15, 2023

      Last Listing Agent Chris Craddock EXP Realty, LLC

  • /2

    $565,000

    • 4 Beds
    • 2 Baths
    • 2,500 Sq Ft

    1189 Highview Dr, Annapolis, MD 21409

    Charming cedar sided chalet style set in the wooded and beach access community of Cape St Claire.Enter into a dramatic cathedral ceiling living and dining space with skylights, looking through to a three season clerestory windowed addition where you will welcome family and friends. Sliders from the tall window surrounded sun room open onto a deck with room for feasts and relaxing. Memories

    Sherry Young RE/MAX Executive

    1189 Highview Dr, Annapolis, MD 21409
  • /40

    $1,900,000 Sold Apr 08, 2026

    1303 Windsor Ridge Ln, Annapolis, MD 21409

    • 5 Beds
    • 6.5 Baths
    • 7,936 Sq Ft
    • Built 2001

    Last Sold Summary

    • 1% Above List Price
    • $239/SF
    • 4 Days On Market

    Current Estimated Value $1,887,552

    Last Listing Agent Tricia Bell Coldwell Banker Realty

    1303 Windsor Ridge Ln, Annapolis, MD 21409
    • /37

      Est $542,581 Not Listed For Sale

      228 Wintergull Ln, Annapolis, MD 21409

      • 3 Beds
      • 4 Baths
      • 2,004 Sq Ft
      • Built 1999
      228 Wintergull Ln, Annapolis, MD 21409

      Last Sold Summary

      • 4% Above List Price
      • $259/SF
      • 2 Days On Market
      • Last Sold Price $520,000
      • Jun 20, 2023

      Last Listing Agent Sarah Garza Compass

  • /76

    $1,200,000

    • 5 Beds
    • 4.5 Baths
    • 5,804 Sq Ft

    1520 White Tail Deer Ct, Annapolis, MD 21409

    Welcome to your dream home, located just off route 50 in the quiet, desirable, cul-de-sac community of Chesapeake Preserve. Sitting on 0.61 acres, major improvements have been made throughout the home to include: two new HVAC systems, new attic ductwork system, new roof, new insulation, new sump pump, completely renovated landscaping with a professional designer, a renovated finished basement,

    Julie Owens Jason Mitchell Group

    1520 White Tail Deer Ct, Annapolis, MD 21409
  • /2

    $740,670 Sold Jun 23, 2025

    76 Old Mill Bottom Rd N Unit 401, Annapolis, MD 21409

    • 2 Beds
    • 2 Baths
    • 1,723 Sq Ft
    • Built 2025

    Last Sold Summary

    • $430/SF
    • 0 Days On Market

    Last Listing Agent Scott Sealy McWilliams/Ballard, Inc.

    76 Old Mill Bottom Rd N Unit 401, Annapolis, MD 21409
    • /75

      Est $504,093 Not Listed For Sale

      1514 Chester Town Cir, Annapolis, MD 21409

      • 4 Beds
      • 4 Baths
      • 2,092 Sq Ft
      • Built 2000
      1514 Chester Town Cir, Annapolis, MD 21409

      Last Sold Summary

      • 8% Above List Price
      • $222/SF
      • 5 Days On Market
      • Last Sold Price $465,000
      • Sep 26, 2023

      Last Listing Agent Gloria Shuler Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /41

    $459,900

    • 4 Beds
    • 3.5 Baths
    • 2,061 Sq Ft

    404 Peach Ct, Annapolis, MD 21409

    Welcome to Walnut Ridge! This beautiful 3-level colonial townhouse boasts over 2,000 square feet of finished living space, featuring 4 spacious bedrooms and 3.5 baths. Highlights include a GOURMETkitchen with Granite Counters, Stainless Steel Appliances Buffet and Pantry,. Traditional layout with a wonderfully large living room.. Primary Bedroom features valulted ceiling and private En Suite with

    Christopher Cecil RE/MAX Realty Group

    404 Peach Ct, Annapolis, MD 21409
  • /56

    $650,000 Sold Feb 20, 2026

    1091 Skyway Dr, Annapolis, MD 21409

    • 4 Beds
    • 3 Baths
    • 2,360 Sq Ft
    • Built 1975

    Last Sold Summary

    • 4% Above List Price
    • $275/SF
    • 2 Days On Market

    Current Estimated Value $647,878

    Last Listing Agent Kristi Neidhardt Northrop Realty

    1091 Skyway Dr, Annapolis, MD 21409
    • /38

      Est $470,944 Not Listed For Sale

      418 Blossom Tree Ct, Annapolis, MD 21409

      • 4 Beds
      • 1.5 Baths
      • 1,560 Sq Ft
      • Built 1977
      418 Blossom Tree Ct, Annapolis, MD 21409

      Last Sold Summary

      • 12% Above List Price
      • $269/SF
      • 4 Days On Market
      • Last Sold Price $420,000
      • Dec 05, 2023

      Last Listing Agent June Steinweg Long & Foster

  • /41

    $699,009

    • 2 Beds
    • 2 Baths
    • 1,723 Sq Ft

    76 Old Mill Bottom Rd N Unit 301, Annapolis, MD 21409

    BRAND NEW CORNER CONDO FILLED WITH SUNLIGHT, PRIVACY, AND PEACEFUL VIEW. Welcome to effortless, low-maintenance living in Annapolis’ premier Active Adult Community. This bright corner residence, completed in 2025, offers 1,723 sq ft with 2 Bedrooms, 2 full Baths, a Den, and a flexible Bonus room—designed for comfort, ease, and everyday enjoyment.Ideally positioned as one of the best-located

    Viktoria Ringhausen McWilliams/Ballard, Inc.

    76 Old Mill Bottom Rd N Unit 301, Annapolis, MD 21409
  • /2

    $656,875 Sold Jun 10, 2025

    76 Old Mill Bottom Rd N Unit 405, Annapolis, MD 21409

    • 2 Beds
    • 2 Baths
    • 1,416 Sq Ft
    • Built 2025

    Last Sold Summary

    • $464/SF
    • 0 Days On Market

    Last Listing Agent Scott Sealy McWilliams/Ballard, Inc.

    76 Old Mill Bottom Rd N Unit 405, Annapolis, MD 21409
    • /31

      Est $364,188 Not Listed For Sale

      1313 Old Pine Ct, Annapolis, MD 21409

      • 3 Beds
      • 1.5 Baths
      • 1,020 Sq Ft
      • Built 1983
      1313 Old Pine Ct, Annapolis, MD 21409

      Last Sold Summary

      • 10% Above List Price
      • $324/SF
      • 4 Days On Market
      • Last Sold Price $330,000
      • Jun 28, 2023

      Last Listing Agent Bob Lucido Keller Williams Lucido Agency

  • /34

    $525,000

    • 3 Beds
    • 3 Baths
    • 2,390 Sq Ft

    1407 Brenwoode Rd, Annapolis, MD 21409

    NEW PRICE: $525,000 - - Broadneck Peninsula value with space, location, and room to make it your own!! Spacious 3-bedroom home featuring a potential 4th bedroom/bonus room in the finished basement. Freshly painted and awaiting your modern updates, this property is ideal for those looking to customize their dream home in a premier Annapolis location. Backyard is cleared, awaiting your vision.

    Andrea Scheidt Engel & Völkers Annapolis

    1407 Brenwoode Rd, Annapolis, MD 21409
  • /33

    $370,000 Sold Jul 15, 2025

    1650 Woodtree Ct E, Annapolis, MD 21409

    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft
    • Built 1983

    Last Sold Summary

    • $289/SF
    • 32 Days On Market

    Current Estimated Value $367,755

    Last Listing Agent Charlene Wroten Coldwell Banker Realty

    1650 Woodtree Ct E, Annapolis, MD 21409
    • /31

      Est $498,392 Not Listed For Sale

      1155 Spruce Tree Ln, Annapolis, MD 21409

      • 3 Beds
      • 2 Baths
      • 1,490 Sq Ft
      • Built 1968
      1155 Spruce Tree Ln, Annapolis, MD 21409

      Last Sold Summary

      • 11% Above List Price
      • $302/SF
      • 1 Day On Market
      • Last Sold Price $449,900
      • Dec 29, 2023

      Last Listing Agent Ashley Sebastionelli Omnia Real Estate LLC

  • /15

    $339,990 Under Contract

    • 2 Beds
    • 1 Bath
    • 1,060 Sq Ft

    1553 Star Pine Dr, Annapolis, MD 21409

    UPDATE: NEW ROOF RECENTLY INSTALLED. Discover your new home in this well-maintained duplex. Nestled in the beautiful Whispering Woods Community. Step inside this charming 2-bedroom, 1.5 bath home that presents an inviting open-concept layout featuring elegant, engineered wood floors, a convenient half-bath, and in-unit laundry with an upgraded stackable Kenmore washer/dryer in 2022. Upstairs, two

    Wendy Foard Coastal Realty Maryland

    1553 Star Pine Dr, Annapolis, MD 21409
  • /43

    $425,000 Sold Sep 09, 2025

    418 Cranes Roost Ct, Annapolis, MD 21409

    • 3 Beds
    • 2.5 Baths
    • 2,545 Sq Ft
    • Built 1986

    Last Sold Summary

    • $167/SF
    • 56 Days On Market

    Current Estimated Value $453,961

    Last Listing Agent David Webber RE/MAX Leading Edge

    418 Cranes Roost Ct, Annapolis, MD 21409
    • /33

      Est $920,589 Not Listed For Sale

      1763 Baltimore Annapolis Blvd, Annapolis, MD 21409

      • 3 Beds
      • 2.5 Baths
      • 2,819 Sq Ft
      • Built 1997
      1763 Baltimore Annapolis Blvd, Annapolis, MD 21409

      Last Sold Summary

      • 12% Above List Price
      • $293/SF
      • 3 Days On Market
      • Last Sold Price $825,000
      • May 05, 2023

      Last Listing Agent John Collins Long & Foster

  • /63

    $584,900 Pending

    • 4 Beds
    • 3 Baths
    • 1,960 Sq Ft

    1041 Skyview Dr, Annapolis, MD 21409

    Welcome to this beautifully updated split foyer home in the highly desirable community of Cape St. Claire! Offering 4 spacious bedrooms and 3 full bathrooms, this turnkey property combines modern upgrades with comfortable living. The fully renovated kitchen features brand-new cabinetry, stylish countertops, and new stainless steel appliances — perfect for everyday living and entertaining alike.

    Paulo Machado Keller Williams Flagship

    1041 Skyview Dr, Annapolis, MD 21409
  • /52

    $595,000 Sold Aug 25, 2025

    990 Highpoint Dr, Annapolis, MD 21409

    • 3 Beds
    • 3 Baths
    • 2,472 Sq Ft
    • Built 1965

    Last Sold Summary

    • $241/SF
    • 3 Days On Market

    Current Estimated Value $596,848

    Last Listing Agent Marcy Gaines CENTURY 21 New Millennium

    990 Highpoint Dr, Annapolis, MD 21409
    • /38

      Est $366,476 Not Listed For Sale

      1301 Old Pine Ct, Annapolis, MD 21409

      • 3 Beds
      • 1.5 Baths
      • 1,020 Sq Ft
      • Built 1985
      1301 Old Pine Ct, Annapolis, MD 21409

      Last Sold Summary

      • 1% Below List Price
      • $364/SF
      • 3 Days On Market
      • Last Sold Price $371,000
      • May 15, 2024

      Last Listing Agent Kevin Bonk Keller Williams Flagship

  • /33

    $395,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,157 Sq Ft

    1505 Broadneck Place Unit 203, Annapolis, MD 21409

    Experience low-maintenance living at Four Seasons at St. Margarets adult community in this well-appointed, entry-level 2-bedroom, 2-bath residence. Designed for both comfort and style, this home features a welcoming living room with custom built-ins and a warm fireplace. The kitchen boasts granite counter tops and flows seamlessly into a sunny dining area that opens to a private patio, creating

    John Collins Long & Foster Real Estate, Inc.

    1505 Broadneck Place Unit 203, Annapolis, MD 21409
  • /39

    $540,000 Sold Apr 07, 2026

    1655 Cananaro Dr, Annapolis, MD 21409

    • 4 Beds
    • 2.5 Baths
    • 2,040 Sq Ft
    • Built 1981

    Last Sold Summary

    • 6% Below List Price
    • $265/SF
    • 19 Days On Market

    Current Estimated Value $570,103

    Last Listing Agent Juan Santos Keller Williams Preferred Properties

    1655 Cananaro Dr, Annapolis, MD 21409
    • /25

      Est $370,872 Not Listed For Sale

      1364 Hazel Nut Ct, Annapolis, MD 21409

      • 3 Beds
      • 1.5 Baths
      • 1,296 Sq Ft
      • Built 1985
      1364 Hazel Nut Ct, Annapolis, MD 21409

      Last Sold Summary

      • 2% Below List Price
      • $293/SF
      • 0 Days On Market
      • Last Sold Price $380,000
      • Aug 23, 2024

      Last Listing Agent Deborah Greenfield Engel & Völkers Annapolis

  • /63

    $385,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,966 Sq Ft

    1643 Revell Downs Dr, Annapolis, MD 21409

    ***The seller received two offers overnight, now 4 in total. In fairness to agents and buyers who have showings scheduled for today, the seller has set an offer deadline of Saturday, April 18th at 9:00 PM.The seller plans to review all offers and make a decision after church tomorrow morning.*** This is a true move-in ready home with the kind of space and features today’s buyers are looking

    Ryan Briggs Anne Arundel Properties, Inc.

    1643 Revell Downs Dr, Annapolis, MD 21409
  • /14

    $350,000 Sold Oct 22, 2025

    1634 Secretariat Dr, Annapolis, MD 21409

    • 4 Beds
    • 2 Baths
    • 1,050 Sq Ft
    • Built 1980

    Last Sold Summary

    • $333/SF
    • 13 Days On Market

    Current Estimated Value $350,629

    Last Listing Agent Matt Kalogeras Houwzer, LLC

    1634 Secretariat Dr, Annapolis, MD 21409
    • /32

      Est $560,857 Not Listed For Sale

      996 Saint Johns Dr, Annapolis, MD 21409

      • 4 Beds
      • 3 Baths
      • 1,872 Sq Ft
      • Built 1976
      996 Saint Johns Dr, Annapolis, MD 21409

      Last Sold Summary

      • 9% Above List Price
      • $275/SF
      • 13 Days On Market
      • Last Sold Price $515,000
      • Aug 03, 2023

      Last Listing Agent Tommy Eicher Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /48

    $455,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,662 Sq Ft

    402 Cranes Roost Ct, Annapolis, MD 21409

    Nestled in the sought-after Woods Landing community, this completely renovated two-story townhouse offers the perfect blend of modern comfort and serene living. A main-level master suite features an en-suite bath with a new granite-top double vanity and a walk-in closet. An inviting living room with vaulted ceiling is centered around a cozy fireplace, and flows into a formal dining space—ideal

    Branden Schroeder GybeSet Homes

    402 Cranes Roost Ct, Annapolis, MD 21409
  • /25

    $530,000 Sold Jul 31, 2025

    972 Woodland Cir, Annapolis, MD 21409

    • 3 Beds
    • 2 Baths
    • 1,944 Sq Ft
    • Built 1964

    Last Sold Summary

    • $273/SF
    • 6 Days On Market

    Current Estimated Value $524,491

    Last Listing Agent Kevin Brown Long & Foster Real Estate, Inc.

    972 Woodland Cir, Annapolis, MD 21409
    • /49

      Est $695,805 Not Listed For Sale

      1256 Destiny Cir, Annapolis, MD 21409

      • 4 Beds
      • 3.5 Baths
      • 3,440 Sq Ft
      • Built 2004
      1256 Destiny Cir, Annapolis, MD 21409

      Last Sold Summary

      • 6% Above List Price
      • $190/SF
      • 3 Days On Market
      • Last Sold Price $655,000
      • Jan 06, 2025

      Last Listing Agent David Orso BHHS PenFed (actual)

Showing Results 201 - 240, Page 6 of 18

How to Buy a Home How to Finance a Home How to Sell a Home