5,744

Annapolis Neck, MD Homes

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  • /2

    $935,000

    $64K PRICE DROP Coming Soon
    • 4 Beds
    • 3 Baths
    • 1,506 Sq Ft

    278 Hillsmere Dr, Annapolis, MD 21403

    Nestled in the highly sought‐after waterfront community of Hillsmere Shores, this residence offers an exceptional blend of coastal charm, modern comfort, and resort‐style outdoor living. The home features four spacious bedrooms and three full baths, all set within an open, airy floor plan designed to capture natural light and create an inviting sense of space. A generously sized kitchen serves as

    Tommy Eicher Coldwell Banker Realty

    278 Hillsmere Dr, Annapolis, MD 21403
  • /111

    $2,135,000

    Sold Nov 07, 2025

    1307 Beachview Rd, Annapolis, MD 21403

    • 4 Beds
    • 4.5 Baths
    • 3,690 Sq Ft
    • Built 1999

    Last Sold Summary

    • $579/SF
    • 31 Days On Market

    Current Estimated Value $2,125,419

    Last Listing Agent Georgie Berkinshaw Coldwell Banker Realty

    1307 Beachview Rd, Annapolis, MD 21403
    • /69

      Est $657,045

      Not Listed For Sale

      1187 Bay Highlands Dr, Annapolis, MD 21403

      • 3 Beds
      • 2 Baths
      • 1,410 Sq Ft
      • Built 1987
      1187 Bay Highlands Dr, Annapolis, MD 21403

      Last Sold Summary

      • 9 Days On Market

  • /46

    $2,980,000

    • 5 Beds
    • 4.5 Baths
    • 5,082 Sq Ft

    3733 Thomas Point Rd, Annapolis, MD 21403

    Life takes on a different pace in Oakwood, where the calm waters of Fishing Creek and the South River provide an idyllic backdrop and effortless access to the Chesapeake Bay. With 93 feet of shoreline, a private pier with multiple slips, and a substantial 25,000-pound boat lift, this property is perfectly suited for boating enthusiasts and those who appreciate the beauty and tranquility of the

    Brad Kappel TTR Sotheby's International Realty

    3733 Thomas Point Rd, Annapolis, MD 21403
  • /118

    $925,000

    Sold Jan 09, 2026

    161 E Bay View Dr, Annapolis, MD 21403

    • 4 Beds
    • 3.5 Baths
    • 3,142 Sq Ft
    • Built 2001

    Last Sold Summary

    • $294/SF
    • 16 Days On Market

    Current Estimated Value $946,804

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

    161 E Bay View Dr, Annapolis, MD 21403
    • /36

      Est $619,264

      Not Listed For Sale

      416 Edgemere Dr, Annapolis, MD 21403

      • 4 Beds
      • 2 Baths
      • 1,720 Sq Ft
      • Built 1958
      416 Edgemere Dr, Annapolis, MD 21403

      Last Sold Summary

      • 0 Days On Market

  • /60

    $743,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    2648 Ogleton Rd, Annapolis, MD 21403

    Updated, move-in ready 3BR 2.5BA rancher home, thoughtfully designed and nestled among the trees in a peaceful, park-like setting in the highly desirable Annapolis Roads neighborhood. Located adjacent to Lake Ogleton! Step into the spacious, open living room with recessed lighting, new ceiling fan & large windows offering a full view outside to enjoy the trees & flowers and abundant natural

    Gail Carter Maven Realty, LLC

    2648 Ogleton Rd, Annapolis, MD 21403
  • /57

    $850,000

    Sold Jun 16, 2026

    1106 Mainsail Dr, Annapolis, MD 21403

    • 5 Beds
    • 2.5 Baths
    • 2,059 Sq Ft
    • Built 1966

    Last Sold Summary

    • 5% Below List Price
    • $413/SF
    • 73 Days On Market

    Current Estimated Value $868,794

    Last Listing Agent Jill Windsor Long & Foster Real Estate, Inc.

    1106 Mainsail Dr, Annapolis, MD 21403
    • /36

      Est $653,984

      Not Listed For Sale

      403 Harbor Dr, Annapolis, MD 21403

      • 4 Beds
      • 2 Baths
      • 2,200 Sq Ft
      • Built 1969
      403 Harbor Dr, Annapolis, MD 21403

      Last Sold Summary

      • 3 Days On Market

  • /31

    $595,000

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

    2016 Quay Village Ct Unit 2, Annapolis, MD 21403

    Coming Soon in Chesapeake Harbour!Welcome to 2016 Quay Village Court, Unit T-2, located in one of Annapolis' most sought-after gated waterfront communities. Tucked away in a private and secluded setting, this beautifully updated 2-bedroom, 2-bath home offers a peaceful retreat that barely feels like condo living. The walk-out location and mature landscaping create a wonderful sense of

    Cynthia Taylor-Hicks Long & Foster Real Estate, Inc.

    2016 Quay Village Ct Unit 2, Annapolis, MD 21403
  • /2

    $875,000

    Sold Apr 17, 2026

    1202 Chrisland Ct, Annapolis, MD 21403

    • 3 Beds
    • 3.5 Baths
    • 3,103 Sq Ft
    • Built 1988

    Last Sold Summary

    • $282/SF
    • 2 Days On Market

    Current Estimated Value $881,082

    Last Listing Agent Jennifer Schaub EXP Realty, LLC

    1202 Chrisland Ct, Annapolis, MD 21403
    • /41

      Est $610,166

      Not Listed For Sale

      1209 Crummell Ave, Annapolis, MD 21403

      • 3 Beds
      • 2.5 Baths
      • 1,612 Sq Ft
      • Built 1988
      1209 Crummell Ave, Annapolis, MD 21403

      Last Sold Summary

      • 4 Days On Market

  • /63

    $980,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 2,035 Sq Ft

    54 Decatur Ave, Annapolis, MD 21403

    Don't MISS this RARE OPPORTUNITY IN THE VERY POPULAR COMMUNITY OF BAY RIDGE. .7460 Acres ! Make this PROPERTY Your Own! USE YOUR IMAGINATION! THE BAY RIDGE LIFESTYLE IS UNMATCHED IN ALL OF MARYLAND! SUPERIOR WATER ACCESS, STEPS TO COMMUNITY POOL/CLUBHOUSE W/ WATERCRAFT STORAGE RACKS , PRIVATE COMMUNITY BEACHES! & THE BIG WOODS "BAY RIDGE CONSERVATION AREA” W/TRAILS AND ACCESS TO BLACKWALNUT

    Gary Schneider Long & Foster Real Estate, Inc.

    54 Decatur Ave, Annapolis, MD 21403
  • /17

    $950,000

    Sold Oct 09, 2025

    1407 Chesapeake Ave, Annapolis, MD 21403

    • 3 Beds
    • 1 Bath
    • 964 Sq Ft
    • Built 1940

    Last Sold Summary

    • $985/SF
    • 101 Days On Market

    Current Estimated Value $892,664

    Last Listing Agent Shalamar Muhammad TTR Sotheby's International Realty

    1407 Chesapeake Ave, Annapolis, MD 21403
    • /39

      Est $609,412

      Not Listed For Sale

      3234 Henson Ave, Annapolis, MD 21403

      • 3 Beds
      • 2.5 Baths
      • 1,320 Sq Ft
      • Built 1994
      3234 Henson Ave, Annapolis, MD 21403

      Last Sold Summary

      • 6 Days On Market

  • /56

    $1,371,000

    New Construction $13K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 3,702 Sq Ft

    2644 Claibourne Rd, Annapolis, MD 21403

    Waterfront Views - Annapolis Roads Community! AMAZING BRAND NEW WATER VIEW HOME in a desirable Annapolis, MD location! This stunning 6 bedroom, 3 full bathroom residence offers multigenerational living plus all the amenities of Annapolis Roads . Ask about the lock and leave lifestyle. Situated in the sought-after Annapolis Roads community, the home occupies a premium 20,125 sq ft corner lot and

    George Bailey Keller Williams Flagship

    2644 Claibourne Rd, Annapolis, MD 21403
  • /44

    $3,382,000

    Sold May 29, 2026

    31 Shadow Point Ct, Edgewater, MD 21037

    • 5 Beds
    • 5 Baths
    • 6,103 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Below List Price
    • $554/SF
    • 2 Days On Market

    Current Estimated Value $3,500,829

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    31 Shadow Point Ct, Edgewater, MD 21037
    • /64

      Est $965,734

      Not Listed For Sale

      1395 Cedar Ave, Annapolis, MD 21403

      • 3 Beds
      • 2.5 Baths
      • 2,080 Sq Ft
      • Built 1987
      1395 Cedar Ave, Annapolis, MD 21403

      Last Sold Summary

      • 3 Days On Market

  • /68

    $2,300,000

    • 3 Beds
    • 3.5 Baths
    • 3,086 Sq Ft

    2215 Chesapeake Harbour Dr E, Annapolis, MD 21403

    Welcome to an exceptional four level townhome in the coveted Village of Chesapeake Harbour in Annapolis, where every floor captures sweeping views of the Severn River and the iconic Chesapeake Bay Bridge. An elevator services all levels, offering both convenience and comfort while enhancing the ease of everyday living. Multiple balconies and decks invite you to step outside and take in sunrise

    Stacey Stracke Douglas Realty, LLC

    2215 Chesapeake Harbour Dr E, Annapolis, MD 21403
  • /66

    $849,000

    Sold May 15, 2026

    2642 Queen Anne Cir, Annapolis, MD 21403

    • 3 Beds
    • 2 Baths
    • 2,980 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Above List Price
    • $285/SF
    • 2 Days On Market

    Current Estimated Value $833,749

    Last Listing Agent Melanie Wood Berkshire Hathaway HomeServices PenFed Realty

    2642 Queen Anne Cir, Annapolis, MD 21403
    • /53

      Est $641,990

      Not Listed For Sale

      1410 Howard Rd, Annapolis, MD 21403

      • 4 Beds
      • 2 Baths
      • 1,712 Sq Ft
      • Built 1987
      1410 Howard Rd, Annapolis, MD 21403

      Last Sold Summary

      • 20 Days On Market

  • /19

    $635,000

    $40K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,725 Sq Ft

    420 Edgemere Dr, Annapolis, MD 21403

    Priced to attract serious buyers and offering exceptional value in Hillsmere Shores, this is an opportunity you won’t want to miss. The motivated sellers have thoughtfully transformed this 4-bedroom, 2-bath home into a move-in-ready retreat where timeless design meets modern convenience. Completely renovated from top to bottom, the heart of the home is a stunning brand-new kitchen featuring

    Brent Hardie TTR Sotheby's International Realty

    420 Edgemere Dr, Annapolis, MD 21403
  • /21

    $699,900

    Sold Jan 22, 2026

    12 Decatur Ave, Annapolis, MD 21403

    • 2 Beds
    • 1 Bath
    • 1,068 Sq Ft
    • Built 1950

    Last Sold Summary

    • $655/SF
    • 4 Days On Market

    Current Estimated Value $985,964

    Last Listing Agent Jon Leary Cummings & Co. Realtors

    12 Decatur Ave, Annapolis, MD 21403
    • /37

      Est $1,734,678

      Not Listed For Sale

      2652 Greenbriar Ln, Annapolis, MD 21401

      • 3 Beds
      • 2.5 Baths
      • 3,205 Sq Ft
      • Built 1954
      2652 Greenbriar Ln, Annapolis, MD 21401

      Last Sold Summary

      • 5 Days On Market

  • /45

    $700,000

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    2020 Quay Village Ct Unit T1, Annapolis, MD 21403

    OPEN Sat and Sunday 12-3 === WATERFRONT= ONE BEDROOM "C" FLOOR PLAN = EXTRA WIDE CONDO: Four pane sliders in living room and there are 4 glass pane windows in master bedroom == Master has a private exit door to a beach front patio == Front row seats for the Blue Angels flyover and weekly regatta races ... Amenities galore with two community pools / pool house complexes - one directly on the bay

    Candice Friday Coastal Realty Maryland

    2020 Quay Village Ct Unit T1, Annapolis, MD 21403
  • /64

    $1,250,000

    Sold Sep 29, 2025

    527 Lee Cir, Annapolis, MD 21403

    • 4 Beds
    • 4 Baths
    • 3,250 Sq Ft
    • Built 1984

    Last Sold Summary

    • $385/SF
    • 24 Days On Market

    Current Estimated Value $1,252,949

    Last Listing Agent Jennifer McCormick Engel & Völkers Annapolis

    527 Lee Cir, Annapolis, MD 21403
    • /83

      Est $928,378

      Not Listed For Sale

      2681 Claibourne Rd, Annapolis, MD 21403

      • 5 Beds
      • 3.5 Baths
      • 3,096 Sq Ft
      • Built 2003
      2681 Claibourne Rd, Annapolis, MD 21403

      Last Sold Summary

      • 5 Days On Market

  • /51

    $1,025,000

    Pending
    • 4 Beds
    • 3 Baths
    • 4,061 Sq Ft

    124 E Bay View Dr, Annapolis, MD 21403

    Welcome to 124 E Bay View Drive, beautifully remodeled and ideally located in Hillsmere Shores, one of Annapolis’ most beloved water-oriented communities. Set along picturesque East Bay View Drive with water views, this thoughtfully updated home is just one block from the neighborhood beach with stunning water views, around the corner from the community marina, and a block away from the boat ramp

    Jennifer Gregorski Washington Fine Properties

    124 E Bay View Dr, Annapolis, MD 21403
  • /35

    $3,600,000

    Sold Jul 23, 2025

    80 River Dr, Annapolis, MD 21403

    • 3 Beds
    • 2 Baths
    • 2,490 Sq Ft
    • Built 1960

    Last Sold Summary

    • $1,446/SF
    • 1 Day On Market

    Current Estimated Value $3,518,033

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    80 River Dr, Annapolis, MD 21403
    • /46

      Est $1,019,380

      Not Listed For Sale

      1140 Bay Highlands Dr, Annapolis, MD 21403

      • 4 Beds
      • 3.5 Baths
      • 2,128 Sq Ft
      • Built 1996
      1140 Bay Highlands Dr, Annapolis, MD 21403

      Last Sold Summary

      • 89 Days On Market

  • /57

    $775,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,553 Sq Ft

    2121 Quay Village Ct Unit 202, Annapolis, MD 21403

    Experience luxury waterfront living in this stunning top-floor loft condo located in the premier gated community of Chesapeake Harbour. Boasting one of the most coveted views in the neighborhood, this 1,478-square-foot residence features two spacious bedrooms, two full bathrooms, soaring ceilings and an open-concept layout that flows seamlessly to a private balcony overlooking the marina and the

    Jamie Angichiodo RE/MAX Leading Edge

    2121 Quay Village Ct Unit 202, Annapolis, MD 21403
  • /43

    $445,000

    Sold Mar 06, 2026

    117 Pinecrest Dr, Annapolis, MD 21403

    • 3 Beds
    • 2 Baths
    • 2,144 Sq Ft
    • Built 1964

    Last Sold Summary

    • 2% Above List Price
    • $208/SF
    • 6 Days On Market

    Current Estimated Value $445,336

    Last Listing Agent Teresa Klem Long & Foster Real Estate, Inc.

    117 Pinecrest Dr, Annapolis, MD 21403
    • /34

      Est $656,770

      Not Listed For Sale

      1026 Pinecrest Dr, Annapolis, MD 21403

      • 3 Beds
      • 1.5 Baths
      • 2,160 Sq Ft
      • Built 1966
      1026 Pinecrest Dr, Annapolis, MD 21403

      Last Sold Summary

  • /29

    $550,000

    Pending
    • 2 Beds
    • 1 Bath
    • 1,240 Sq Ft

    105 Mansion Dr, Annapolis, MD 21403

    Open House on 5/31/26 has been cancelled. Multiple offers received. Charming two-bedroom rancher with all the right updates! Remodeled kitchen (2020) features a pantry and opens to comfortable living spaces with LVP flooring throughout. Fireplace included. Bedrooms are nicely sized with generous closet storage. A light-filled breezeway connecting the one-car garage to the home and rear deck round

    Danielle Franz EXP Realty, LLC

    105 Mansion Dr, Annapolis, MD 21403
  • /2

    $574,000

    Sold Jan 22, 2026

    2845 Carrollton Rd, Annapolis, MD 21403

    • 3 Beds
    • 2 Baths
    • 1,671 Sq Ft
    • Built 1971

    Last Sold Summary

    • 2% Above List Price
    • $344/SF
    • 15 Days On Market

    Current Estimated Value $578,813

    Last Listing Agent Melanie Graw Coldwell Banker Realty

    2845 Carrollton Rd, Annapolis, MD 21403
    • /35

      Est $675,985

      Not Listed For Sale

      3410 Cohasset Ave, Annapolis, MD 21403

      • 3 Beds
      • 2.5 Baths
      • 2,458 Sq Ft
      • Built 1995
      3410 Cohasset Ave, Annapolis, MD 21403

      Last Sold Summary

      • 14 Days On Market

  • /19

    $599,000

    $76K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,824 Sq Ft

    3328 Shore Dr, Annapolis, MD 21403

    Price reduced!! Amazing opportunity! Situated in one of Annapolis’ most desirable waterfront communities, Oyster Harbor, 3328 Shore Drive offers a premier corner-lot location with beautiful second-floor water views. Enjoy the coastal lifestyle with easy access to marinas, parks, the community beach, local dining, and the charm of nearby historic Annapolis. This property presents an incredible

    Joanna Dalton Coldwell Banker Realty

    3328 Shore Dr, Annapolis, MD 21403
  • /87

    $1,135,000

    Sold Nov 21, 2025

    1230 Crummell Ave, Annapolis, MD 21403

    • 4 Beds
    • 2.5 Baths
    • 2,555 Sq Ft
    • Built 1999

    Last Sold Summary

    • $444/SF
    • 63 Days On Market

    Current Estimated Value $1,131,074

    Last Listing Agent Photi Mavroulis RE/MAX Advantage Realty

    1230 Crummell Ave, Annapolis, MD 21403
    • /71

      Est $564,808

      Not Listed For Sale

      111 Boyd Dr, Annapolis, MD 21403

      • 2 Beds
      • 2 Baths
      • 1,950 Sq Ft
      • Built 1955
      111 Boyd Dr, Annapolis, MD 21403

      Last Sold Summary

      • 2 Days On Market

  • /51

    $1,650,000

    Pending
    • 4 Beds
    • 4 Baths
    • 2,798 Sq Ft

    3300 Shore Dr, Annapolis, MD 21403

    Stunning Waterfront Coastal Retreat on Oyster Creek with Breathtaking Sunsets! This exceptional 4-bedroom, 4-bathroom home is perfectly situated on the shores offering unique views of the Chesapeake Bay and Oyster Creek from nearly every room. Step inside to discover the open design, highlighting a gourmet kitchen designed for both beauty and function, featuring granite countertops, stainless

    John Collins Long & Foster Real Estate, Inc.

    3300 Shore Dr, Annapolis, MD 21403

Showing Results 201 - 240, Page 6 of 18

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