40,655

Annapolis, MD Homes

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  • /9

    $1,400,000 Under Contract

    • Land
    • 3.87 Acres
    • $361,757 per Acre

    Lot 161 Foxhead Manor Rd, Annapolis, MD 21409

    This rarely offered Chesapeake Bay waterfront site is 3.87 acres , and is one of 5 that were available, with two being waterfront. The original site dates to the early part of the last century when there was no Bay Bridge to visit the Eastern Shore, so vacationers bathed on the bay. These lots were the site of the original Log Inn, where people came to vacation. The original stone chimneys still

    Dave Schulman Long & Foster Real Estate, Inc.

    Lot 161 Foxhead Manor Rd, Annapolis, MD 21409
  • /34

    $945,000 Sold Aug 21, 2025

    709 Pilot House Dr, Annapolis, MD 21401

    • 4 Beds
    • 4.5 Baths
    • 4,494 Sq Ft
    • Built 2003

    Last Sold Summary

    • $210/SF
    • 86 Days On Market

    Current Estimated Value $929,727

    Last Listing Agent Anne Tkacik Long & Foster Real Estate, Inc.

    709 Pilot House Dr, Annapolis, MD 21401
    • /50

      Est $1,217,403 Not Listed For Sale

      917 Sahlin Farm Rd, Annapolis, MD 21401

      • 4 Beds
      • 3.5 Baths
      • 4,026 Sq Ft
      • Built 2017
      917 Sahlin Farm Rd, Annapolis, MD 21401

      Last Sold Summary

      • 50% Below List Price
      • $609/SF
      • 1 Day On Market

      Last Sold Price $2,450,000

      Last Listing Agent Glenn Sutton TTR Sotheby's International Realty

  • /46

    $849,900 Under Contract

    • 5 Beds
    • 3.5 Baths
    • 2,518 Sq Ft

    3233 Chrisland Dr, Annapolis, MD 21403

    Set within the sought-after, water privileged community of Annapolis Cove. This stately brick residence offers timeless style and serene connection to nature. Tucked away on the headwaters of Blackwater creek, the home enjoys private backyard framed by peaceful water views and lush natural surroundings. Morning light glimmers across the creek as blue herons and native birds glide by,

    Connie Cadwell Coldwell Banker Realty

    3233 Chrisland Dr, Annapolis, MD 21403
  • /59

    $3,600,000 Sold Dec 17, 2025

    2514 Lyon Dr, Annapolis, MD 21403

    • 6 Beds
    • 6.5 Baths
    • 5,678 Sq Ft
    • Built 1971

    Last Sold Summary

    • $634/SF
    • 149 Days On Market

    Current Estimated Value $3,626,028

    Last Listing Agent Marcia Zercoe TTR Sotheby's International Realty

    2514 Lyon Dr, Annapolis, MD 21403
    • /51

      Est $629,776 Not Listed For Sale

      1203 Grant St, Annapolis, MD 21403

      • 2 Beds
      • 2 Baths
      • 1,621 Sq Ft
      • Built 2021
      1203 Grant St, Annapolis, MD 21403

      Last Sold Summary

      • 2% Above List Price
      • $379/SF
      • 22 Days On Market

      Last Sold Price $615,000

      Last Listing Agent Joseph Fagiolo Greater Annapolis Realty

  • /2

    $715,000 Coming Soon

    • 5 Beds
    • 3 Baths
    • 3,110 Sq Ft

    326 Cedar Ln, Annapolis, MD 21403

    Professional Photography as well as remarks, coming soon.

    Ryan Briggs Anne Arundel Properties, Inc.

    326 Cedar Ln, Annapolis, MD 21403
  • /52

    $255,000 Sold Dec 17, 2025

    128 Merryman Ct, Annapolis, MD 21401

    • 2 Beds
    • 1.5 Baths
    • 992 Sq Ft
    • Built 1973

    Last Sold Summary

    • $257/SF
    • 7 Days On Market

    Current Estimated Value $254,827

    Last Listing Agent Christopher Fuller Long & Foster Real Estate, Inc.

    128 Merryman Ct, Annapolis, MD 21401
    • /44

      Est $532,687 Not Listed For Sale

      537 Leftwich Ln, Annapolis, MD 21401

      • 3 Beds
      • 2.5 Baths
      • 2,453 Sq Ft
      • Built 2017
      537 Leftwich Ln, Annapolis, MD 21401

      Last Sold Summary

      • 2% Below List Price
      • $222/SF
      • 22 Days On Market

      Last Sold Price $545,000

      Last Listing Agent Lori Gough Long & Foster

  • /67

    $3,595,000

    • 5 Beds
    • 5.5 Baths
    • 4,204 Sq Ft

    90 E Lake Dr, Annapolis, MD 21403

    Come explore the shores of Bay Ridge. As Annapolis's premiere waterfront community, Bay Ridge boasts an Olympic-sized swimming pool, a marina with 120 slips, and a private clubhouse. Serving as home to the Chesapeake Bay Foundation, this community stewards and embodies all of the finer aspects of living on the Chesapeake. With miles of shoreline, private beaches, and breathtaking views, Bay Ridge

    Colleen Smith EXP Realty, LLC

    90 E Lake Dr, Annapolis, MD 21403
  • /51

    $565,000 Sold Apr 30, 2025

    1231 Mount Pleasant Dr, Annapolis, MD 21409

    • 4 Beds
    • 2 Baths
    • 1,092 Sq Ft
    • Built 1972

    Last Sold Summary

    • $517/SF
    • 2 Days On Market

    Current Estimated Value $557,952

    Last Listing Agent Carolyn Buchleitner Berkshire Hathaway HomeServices PenFed Realty

    1231 Mount Pleasant Dr, Annapolis, MD 21409
    • /82

      Est $934,924 Not Listed For Sale

      1326 Harbor Rd, Annapolis, MD 21403

      • 4 Beds
      • 3.5 Baths
      • 2,568 Sq Ft
      • Built 2012
      1326 Harbor Rd, Annapolis, MD 21403

      Last Sold Summary

      • 7% Above List Price
      • $341/SF
      • 3 Days On Market

      Last Sold Price $875,000

      Last Listing Agent Martha Janney Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /31

    $348,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,282 Sq Ft

    633 Admiral Dr Unit 308, Annapolis, MD 21401

    Welcome home to Admiral Reach at Harbour Gates! Wonderful corner unit with unique and open floor plan. Enjoy secure entry and only one flight of stairs to this two bedroom open concept condo with a covered balcony and spacious deck. Numerous updates and custom finishes throughout include dual spacious bedroom suites with private bathrooms, beautiful built-ins, gas fireplace, new flooring in

    Jessica Verde Berkshire Hathaway HomeServices PenFed Realty

    633 Admiral Dr Unit 308, Annapolis, MD 21401
  • /46

    $565,000 Sold Aug 14, 2025

    709 Agnes Dorsey Place, Annapolis, MD 21401

    • 3 Beds
    • 5 Baths
    • 2,272 Sq Ft
    • Built 2019

    Last Sold Summary

    • $249/SF
    • 36 Days On Market

    Current Estimated Value $571,981

    Last Listing Agent Hazel Shakur Redfin Corp

    709 Agnes Dorsey Place, Annapolis, MD 21401
    • /45

      Est $549,660 Not Listed For Sale

      205 Vanguard Ln, Annapolis, MD 21401

      • 3 Beds
      • 4 Baths
      • 2,000 Sq Ft
      • Built 2015
      205 Vanguard Ln, Annapolis, MD 21401

      Last Sold Summary

      • 5% Above List Price
      • $262/SF
      • 20 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Bob Lucido Keller Williams Lucido Agency

  • /63

    $700,000 Open Sat 10AM - 1PM

    • 4 Beds
    • 2 Baths
    • 1,935 Sq Ft

    100 Carroll Dr, Annapolis, MD 21403

    Welcome to 100 Carroll Drive, a fully remodeled four-bedroom, two-bath split foyer in the desirable and sought-after waterfront community of Hillsmere Shores in Annapolis. The upper level features a completely renovated open-concept layout with a stunning kitchen showcasing new cabinetry, new appliances, countertops, and luxury vinyl flooring throughout, flowing seamlessly into the dining and

    Timothy Caropreso Keller Williams Flagship

    100 Carroll Dr, Annapolis, MD 21403
  • /60

    $1,115,000 Sold Feb 26, 2026

    143 Stilly Way, Annapolis, MD 21403

    • 6 Beds
    • 4.5 Baths
    • 5,370 Sq Ft
    • Built 2024

    Last Sold Summary

    • 14% Below List Price
    • $208/SF
    • 30 Days On Market

    Current Estimated Value $1,207,770

    Last Listing Agent Wendy Oliver Coldwell Banker Realty

    143 Stilly Way, Annapolis, MD 21403
    • /44

      Est $740,849 Not Listed For Sale

      3259 Arundel on The Bay Rd, Annapolis, MD 21403

      • 3 Beds
      • 2.5 Baths
      • Built 2021
      3259 Arundel on The Bay Rd, Annapolis, MD 21403

      Last Sold Summary

      • 28% Above List Price
      • 33 Days On Market

      Last Sold Price $577,500

      Last Listing Agent Kelly DePaulo Keller Williams Capital Properties

  • /12

    $700,000

    • Land
    • 0.55 Acre
    • $1,272,727 per Acre

    700 Arundel Place, Annapolis, MD 21401

    An exceptional opportunity to create not one, but two custom residences in the highly sought-after community of West Annapolis. These two fully buildable lots offer the rare chance to design and construct your dream home — plus a second residence for extended family, investment, or resale. Both parcels are just weeks away from receiving grading permits, allowing construction to begin as early as

    Colleen Smith EXP Realty, LLC

    700 Arundel Place, Annapolis, MD 21401
  • /39

    $275,000 Sold Dec 30, 2025

    9 Silverwood Cir Unit 3, Annapolis, MD 21403

    • 2 Beds
    • 2 Baths
    • Built 1974

    Last Sold Summary

    • 11 Days On Market

    Current Estimated Value $272,038

    Last Listing Agent Chris Craddock EXP Realty, LLC

    9 Silverwood Cir Unit 3, Annapolis, MD 21403
    • /42

      Est $559,373 Not Listed For Sale

      7024 Channel Village Ct Unit 102, Annapolis, MD 21403

      • 2 Beds
      • 2 Baths
      • 1,255 Sq Ft
      • Built 1985
      7024 Channel Village Ct Unit 102, Annapolis, MD 21403

      Last Sold Summary

      • 6% Above List Price
      • $422/SF
      • 3 Days On Market

      Last Sold Price $530,000

      Last Listing Agent Ashley Stanwick Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /79

    $1,250,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft

    769 Robinhood Rd, Annapolis, MD 21405

    769 Robinhood Road is one of the most desirable Waterfront properties in Sherwood Forest. Uniquely situated on a point you will enjoy river breezes from your living room and front porch while experiencing stunning views of the Severn River Bridges into Annapolis and down the Idle toward the Sherwood Forest Marina. On a clear day you can see the Eastern Shore! Watch as sail boats, wind surfers and

    Amy Van Slyke Long & Foster Real Estate, Inc.

    769 Robinhood Rd, Annapolis, MD 21405
  • /40

    $950,000 Sold Dec 12, 2025

    5 Arlie Dr, Annapolis, MD 21409

    • 5 Beds
    • 3.5 Baths
    • 3,502 Sq Ft
    • Built 1998

    Last Sold Summary

    • $271/SF
    • 6 Days On Market

    Current Estimated Value $982,084

    Last Listing Agent Romeo Santos Coldwell Banker Realty

    5 Arlie Dr, Annapolis, MD 21409
    • /23

      Est $369,528 Not Listed For Sale

      2022 Gov Thomas Bladen Way Unit 302, Annapolis, MD 21401

      • 3 Beds
      • 2 Baths
      • 1,316 Sq Ft
      • Built 1998
      2022 Gov Thomas Bladen Way Unit 302, Annapolis, MD 21401

      Last Sold Summary

      • 11% Above List Price
      • $254/SF
      • 37 Days On Market

      Last Sold Price $334,000

      Last Listing Agent BJ Kilby Eastern Shore Real Estate, LLC

  • /31

    $324,000 Under Contract

    • Land
    • 0.62 Acre
    • $522,581 per Acre

    3268 Kitty Duvall Dr, Annapolis, MD 21403

    Rare Opportunity – Serene .62-Acre Homesite Near Downtown Annapolis Build the custom home of your dreams on this peaceful, wooded .62-acre lot tucked away on a private gravel lane. With a flat topography, access to public sewer, and significant preliminary engineering already completed, this property offers a rare blend of natural beauty and readiness for development. Enjoy the tranquility of a

    Jill Lapides Cummings & Co. Realtors

    3268 Kitty Duvall Dr, Annapolis, MD 21403
  • /51

    $340,000 Sold Jul 16, 2025

    704 Great Bay Ave, Annapolis, MD 21401

    • 3 Beds
    • 2.5 Baths
    • 1,246 Sq Ft
    • Built 1996

    Last Sold Summary

    • $273/SF
    • 3 Days On Market

    Current Estimated Value $332,622

    Last Listing Agent Mario Pacori Epic Realty, LLC.

    704 Great Bay Ave, Annapolis, MD 21401
    • /30

      Not Listed For Sale

      33 East St Unit 1, Annapolis, MD 21401

      • 2 Beds
      • 2.5 Baths
      • 2,000 Sq Ft
      • Built 1913
      33 East St Unit 1, Annapolis, MD 21401

      Last Sold Summary

      • 87% Below List Price
      • $730/SF
      • 10 Days On Market

      Last Sold Price $1,460,000

      Last Listing Agent Marion Brenner Long & Foster

  • /39

    $565,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 2,066 Sq Ft

    1107 Crestview Dr, Annapolis, MD 21409

    Located in the highly sought-after Cape St. Claire neighborhood — where life unfolds against a backdrop of sandy beaches and boat slips — this thoughtfully maintained split-foyer home offers comfort, flexibility and peace of mind.The main level features an easy, functional layout highlighted by an updated custom kitchen and a dining area that opens to a newer Trex deck with awning — ideal for

    Teresa Klem Long & Foster Real Estate, Inc.

    1107 Crestview Dr, Annapolis, MD 21409
  • /28

    $400,000 Sold May 29, 2025

    2004 Peggy Stewart Way Unit 209, Annapolis, MD 21401

    • 2 Beds
    • 2.5 Baths
    • 1,354 Sq Ft
    • Built 1995

    Last Sold Summary

    • $295/SF
    • 5 Days On Market

    Current Estimated Value $391,507

    Last Listing Agent Jeremy Walsh Coldwell Banker Realty

    2004 Peggy Stewart Way Unit 209, Annapolis, MD 21401
    • /47

      Est $562,220 Not Listed For Sale

      7004 Channel Village Ct Unit T2, Annapolis, MD 21403

      • 2 Beds
      • 2 Baths
      • 1,200 Sq Ft
      • Built 1986
      7004 Channel Village Ct Unit T2, Annapolis, MD 21403

      Last Sold Summary

      • 4% Above List Price
      • $450/SF
      • 85 Days On Market

      Last Sold Price $540,000

      Last Listing Agent Norman Lee III Anne Arundel Properties, Inc.

  • /70

    $699,000

    • 2 Beds
    • 2 Baths
    • 1,688 Sq Ft

    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403

    Welcome to the gated community of Chesapeake Harbour, offering a stress-free lifestyle!This second-floor condo features two balconies. The large wrap-around balcony provides stunning views of the marina, while the second balcony, located off the kitchen, offers views of the bay.Inside, the main level features an open-concept living area and a spacious kitchen with stainless steel

    William Brown Keller Williams Realty

    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
  • /44

    $595,000 Sold Feb 26, 2026

    122 Waterline Ct, Annapolis, MD 21401

    • 4 Beds
    • 5 Baths
    • 2,450 Sq Ft
    • Built 2017

    Last Sold Summary

    • $243/SF
    • 36 Days On Market

    Current Estimated Value $596,833

    Last Listing Agent Jennifer Holden Compass

    122 Waterline Ct, Annapolis, MD 21401
    • /51

      Est $710,370 Not Listed For Sale

      2102 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403

      • 3 Beds
      • 3 Baths
      • 1,666 Sq Ft
      • Built 1985
      2102 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403

      Last Sold Summary

      • 6% Above List Price
      • $402/SF
      • 3 Days On Market

      Last Sold Price $670,000

      Last Listing Agent Emerson O'Neill Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /26

    $390,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    1587 Lodge Pole Ct, Annapolis, MD 21409

    Finally, the one you've been waiting for! Renovations are complete and ready for you to move in. Be the first to live in this fresh, bright, newly renovated gem. A spacious living room with custom built ins and fireplace welcome you as you walk into this to this cozy and inviting home.A thoughtfully designed new kitchen includes all new appliances, a stainless steel counter depth french door

    Jill Windsor Long & Foster Real Estate, Inc.

    1587 Lodge Pole Ct, Annapolis, MD 21409
  • /32

    $555,000 Sold Jan 16, 2026

    1247 Ramblewood Dr, Annapolis, MD 21409

    • 4 Beds
    • 2.5 Baths
    • 1,728 Sq Ft
    • Built 1975

    Last Sold Summary

    • $321/SF
    • 62 Days On Market

    Current Estimated Value $550,266

    Last Listing Agent Dawn Smith Engel & Völkers Annapolis

    1247 Ramblewood Dr, Annapolis, MD 21409
    • /41

      Est $269,412 Not Listed For Sale

      142 Georgetown Rd Unit 3, Annapolis, MD 21403

      • 2 Beds
      • 2 Baths
      • Built 1974
      142 Georgetown Rd Unit 3, Annapolis, MD 21403

      Last Sold Summary

      • 4% Above List Price
      • 6 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Barbara Neville Innovative Properties, Inc.

  • /69

    $690,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,994 Sq Ft

    2572 Golfers Ridge Rd, Annapolis, MD 21401

    55+ Community!Enjoy living in this beautifully refreshed rancher, with abundant amenities in a 55+ Community of Heritage Harbour. Lush natural surroundings envelop this home, providing exceptional privacy just minutes from everything Annapolis has to offer. This turnkey 3-bedroom, 2-bath home features a vaulted living room that flows seamlessly into the dining area—ideal for both everyday

    Jeannette Lancaster Douglas Realty LLC

    2572 Golfers Ridge Rd, Annapolis, MD 21401
  • /42

    $355,000 Sold Apr 30, 2025

    605 A Admiral Dr Unit 104, Annapolis, MD 21401

    • 2 Beds
    • 2 Baths
    • 1,065 Sq Ft
    • Built 1991

    Last Sold Summary

    • $333/SF
    • 2 Days On Market

    Last Listing Agent Moe Farley Coldwell Banker Realty

    605 A Admiral Dr Unit 104, Annapolis, MD 21401
    • /25

      Not Listed For Sale

      3 Heritage Ct Unit C, Annapolis, MD 21401

      • 2 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1973
      3 Heritage Ct Unit C, Annapolis, MD 21401

      Last Sold Summary

      • $229/SF
      • 4 Days On Market

      Last Sold Price $220,000

      Last Listing Agent Jennifer Holden Compass

  • /118

    $1,127,000 Pending

    • 5 Beds
    • 5.5 Baths
    • 7,616 Sq Ft

    301 Unity Ln, Annapolis, MD 21401

    Walk in and be amazed with a beautiful and luxurious remodeled open floor concept. Open the front door and look to the gorgeous living room with electric fire place that produces up to 5,000 BTU of heat for the comfort on cold and snowy days. Living room flows into your brand new gourmet style kitchen set up for fabulous days of entertaining friends and family. Main floor offers a spectacular

    Fanny Kranwinkel Sunshine Properties Inc.

    301 Unity Ln, Annapolis, MD 21401

Showing Results 281 - 320, Page 8 of 18

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