40,807

Annapolis, MD Homes

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  • /67

    $575,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,237 Sq Ft

    2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403

    AMENITY RICH LOCATION!!! Welcome to this beautiful 2 bedroom, 2 bath coveted, spacious and serene 2nd floor end unit condo, located in Second Village just steps away from all of the amenities found in Chesapeake Harbour. Imagine yourself enjoying the Bay front swimming pool, the sandy beach, kayaks, grills, picnic tables, fishing/crabbing piers, jog/walking paths, pickleball and tennis courts,

    Agent Photo

    Lorna Kaim

    Compass

    2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403
  • /4

    $7,000 Per Month

    • 5 Beds
    • 4.5 Baths
    • 4,574 Sq Ft
    • House for Rent

    174 Acton Rd, Annapolis, MD 21403

    Welcome to this exceptional 4-bedroom, 4-bath Colonial home ideally situated along Spa Creek. Designed to capture the beauty of its waterfront setting, the residence features a spacious living room with a cathedral ceiling, creating an open and airy atmosphere, along with a dining room and kitchen combination perfect for everyday living and entertaining. Three private balconies overlook the

    Agent Photo

    Cheryl Jersey-Lecourt

    Long & Foster Real Estate, Inc.

    174 Acton Rd, Annapolis, MD 21403
  • /70

    $1,300,000

    Sold Jun 26, 2026

    1118 Little Magothy View, Annapolis, MD 21409

    • 4 Beds
    • 2 Baths
    • 2,304 Sq Ft
    • Built 1950

    Last Sold Summary

    • 13% Above List Price
    • $564/SF
    • 0 Days On Market

    Current Estimated Value $920,178

    Last Listing Agent Joe Smith Next Step Realty

    1118 Little Magothy View, Annapolis, MD 21409
    • /24

      Not Listed For Sale

      204 Victor Pkwy Unit 204G, Annapolis, MD 21403

      • 2 Beds
      • 2 Baths
      • 970 Sq Ft
      • Built 1971
      204 Victor Pkwy Unit 204G, Annapolis, MD 21403

      Last Sold Summary

      • 14 Days On Market

  • /61

    $975,000

    • 4 Beds
    • 3.5 Baths
    • 2,553 Sq Ft

    2978 Valley View Rd, Annapolis, MD 21401

    Nestled in the highly sought-after, water-privileged community of Cape St. John, this exceptional 4-bedroom, 3.5-bath residence, beautifully renovated in 2017, offers an ideal blend of luxury, comfort, and the coveted Chesapeake Bay lifestyle. Residents enjoy exclusive access to the South River, including a private beach, boat ramp, docks, pavilion, and playground. Whether spending the day on the

    Agent Photo

    Cheryl Jersey-Lecourt

    Long & Foster Real Estate, Inc.

    2978 Valley View Rd, Annapolis, MD 21401
  • /74

    Starting at $1,948 Per Month

    • 1 - 3 Beds

    721 S Cherry Grove Ave, Annapolis, MD 21401

    Modern, spacious and serene garden style apartments with open breezeways for rent in Annapolis Bay, MD with desirable amenities and a dedicated team. Available one-, two-, and three-bedroom apartment homes with optional garages within a gate community providing comfort, convenience and the best rental experience in the area.

    Annapolis Bay

    721 S Cherry Grove Ave, Annapolis, MD 21401
  • /86

    $565,000

    Sold Jul 31, 2025

    710 Agnes Dorsey Place, Annapolis, MD 21401

    • 3 Beds
    • 5 Baths
    • 2,272 Sq Ft
    • Built 2021

    Last Sold Summary

    • $249/SF
    • 71 Days On Market

    Current Estimated Value $582,560

    Last Listing Agent Susan Hartman O'Conor, Mooney & Fitzgerald

    710 Agnes Dorsey Place, Annapolis, MD 21401
    • /69

      Est $1,207,970

      Not Listed For Sale

      16 Southgate Ave, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,109 Sq Ft
      • Built 1930
      16 Southgate Ave, Annapolis, MD 21401

      Last Sold Summary

      • 9 Days On Market

  • /23

    $384,500

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    1528 Lodge Pole Ct, Annapolis, MD 21409

    Set on a corner lot in Whispering Woods, this updated and move-in-ready end-unit townhome offers 3 bedrooms, 2 full baths, and a spacious, fully fenced backyard. Inside, you'll find abundant natural light, granite countertops, stainless steel appliances, updated baths, and a finished walkout lower level with direct outdoor access, making it ideal for a family room, home office, playroom, or guest

    Agent Photo

    Christopher Swade

    Taylor Properties

    1528 Lodge Pole Ct, Annapolis, MD 21409
  • /14

    $1,500 Per Month

    • 1 Bath
    • 1,496 Sq Ft
    • Townhouse for Rent

    1381 Hazel Nut Ct, Annapolis, MD 21409

    Lower Level efficiency only, upper unit is rented separately. Rent does not include utilities/lawn maintenance. Features living room, kitchen, full bath, laundry and private rear entrance.

    Agent Photo

    Andy MacPherson

    W F Chesley Real Estate, LLC.

    1381 Hazel Nut Ct, Annapolis, MD 21409
  • /50

    $1,400,000

    Sold Jul 21, 2025

    138 Charles St, Annapolis, MD 21401

    • 4 Beds
    • 4 Baths
    • 3,100 Sq Ft
    • Built 1887

    Last Sold Summary

    • $452/SF
    • 24 Days On Market

    Current Estimated Value $1,447,409

    Last Listing Agent Alex Tower Sears TTR Sotheby's International Realty

    138 Charles St, Annapolis, MD 21401
    • /51

      Est $341,646

      Not Listed For Sale

      704 Great Bay Ave, Annapolis, MD 21401

      • 3 Beds
      • 2.5 Baths
      • 1,246 Sq Ft
      • Built 1996
      704 Great Bay Ave, Annapolis, MD 21401

      Last Sold Summary

      • 3 Days On Market

  • /53

    $785,000

    Open Sat 11AM - 12:30PM $65K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,282 Sq Ft

    152 Jefferson St, Annapolis, MD 21403

    BEAUTIFULLY RENOVATED EASTPORT GEM with MODERN COASTAL FINISHES! Perfect for a Primary Residence, 2nd Home or Rental Investment! ABOUT THE HOME: 3 levels of luxury living featuring 4 Bedrooms and 3.5 Bathrooms. Open-concept main level with New Hickory hardwood floors and designer lighting throughout. THE GOURMET KITCHEN: Custom white Shaker cabinetry, modern black hardware, Quartz countertops,

    Agent Photo

    Kara Leddy

    Coldwell Banker Realty

    152 Jefferson St, Annapolis, MD 21403
  • /68

    Starting at $2,087 Per Month

    • Studio - 2 Beds

    2494 Riva Rd, Annapolis, MD 21401

    Welcome to the brand-new apartments at Avalon Annapolis, located near the Annapolis historic downtown and adjacent to the Annapolis Town Center. We understand that where you live, is where you come alive, which is why our thoughtfully crafted studio, one-bedroom, and two-bedroom apartment homes feature modern kitchens with sleek quartz countertops and stainless-steel appliances in a variety of

    Avalon Annapolis

    2494 Riva Rd, Annapolis, MD 21401
  • /65

    $700,000

    Sold Aug 07, 2025

    1915 Towne Centre Blvd Unit 610, Annapolis, MD 21401

    • 2 Beds
    • 2.5 Baths
    • 1,681 Sq Ft
    • Built 2009

    Last Sold Summary

    • $416/SF
    • 47 Days On Market

    Current Estimated Value $727,678

    Last Listing Agent Rosie Wetzel Coldwell Banker Realty

    1915 Towne Centre Blvd Unit 610, Annapolis, MD 21401
    • /35

      Est $375,703

      Not Listed For Sale

      1364 Almond Dr, Annapolis, MD 21409

      • 3 Beds
      • 1.5 Baths
      • 1,360 Sq Ft
      • Built 1985
      1364 Almond Dr, Annapolis, MD 21409

      Last Sold Summary

      • 17 Days On Market

  • /68

    $565,000

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,274 Sq Ft

    1075 Sun Valley Dr, Annapolis, MD 21409

    New Lower Price! Located in the water-privileged community of Cape St. Claire in Annapolis, this Dutch Colonial offers a practical layout, recent updates, and a private outdoor setting. Located within the Broadneck School District (Buyer to verify with local school board). The home features a traditional floor plan with multiple living areas, allowing for flexible use of space for everyday

    Agent Photo

    Petra Quinn

    Realty Navigator

    1075 Sun Valley Dr, Annapolis, MD 21409
  • /22

    $2,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,228 Sq Ft
    • Condo for Rent

    2013 Warners Terrace S Unit 345, Annapolis, MD 21401

    New Rental Listing in Annapolis off of convenient Bestgate Rd. Close to Rt. 50, Mall area and Downtown! Vacant and Available Now * Gorgeous Top Level Condo + Loft * 2 BR & 2 FB * Access to Balcony from Livingroom and Primary Bedroom *Renovated Kitchen with Granite and S/S Appliances, Full Sized Washer and Dryer in Unit * Breakfast Bar Overhang + Dining Area * Tall Ceilings make this unit airy &

    Agent Photo

    Carol Tinnin

    RE/MAX Leading Edge

    2013 Warners Terrace S Unit 345, Annapolis, MD 21401
  • /75

    $1,399,000

    Sold Jun 30, 2026

    1035 Boucher Ave, Annapolis, MD 21403

    • 4 Beds
    • 3.5 Baths
    • 2,400 Sq Ft
    • Built 2021

    Last Sold Summary

    • $583/SF
    • 1 Day On Market

    Current Estimated Value $1,331,148

    Last Listing Agent Kate Liscinsky Compass

    1035 Boucher Ave, Annapolis, MD 21403
    • /61

      Est $674,069

      Not Listed For Sale

      2742 Alfred Cir, Annapolis, MD 21401

      • 3 Beds
      • 2.5 Baths
      • 2,266 Sq Ft
      • Built 1966
      2742 Alfred Cir, Annapolis, MD 21401

      Last Sold Summary

      • 28 Days On Market

  • /49

    $499,900

    Pending
    • 6 Beds
    • 2 Baths
    • 1,936 Sq Ft

    1247 River Bay Rd, Annapolis, MD 21409

    Welcome Home! This spacious 6-bedroom Split Foyer in the highly sought-after Cape St. Claire community offers Chesapeake Bay views from a prime location directly across the street from the water. With 3 bedrooms on the main level and 3 additional bedrooms on the lower level, this home provides exceptional flexibility for multi-generational living, guests, home offices, or growing households. The

    Agent Photo

    Justin Akchurin

    Coldwell Banker Realty

    1247 River Bay Rd, Annapolis, MD 21409
  • /41

    Starting at $2,045

    Total Monthly Price

    • Studio - 2 Beds

    2445 Holly Ave, Annapolis, MD 21401

    Maris Annapolis: Luxury Apartments in the Heart of Maryland's CapitalExperience a lifestyle unlike any other at Maris in Annapolis. Our pet-friendly community offers resort-inspired living with unmatched amenities, including a state-of-the-art fitness center, yoga and spin studio, outdoor kitchen with BBQ, rooftop pool with private cabanas, and even a rooftop movie theater. Discover refined

    Maris

    2445 Holly Ave, Annapolis, MD 21401
  • /37

    $895,000

    Sold Jul 31, 2025

    602 Yawl Ct, Annapolis, MD 21409

    • 4 Beds
    • 3.5 Baths
    • 3,166 Sq Ft
    • Built 2004

    Last Sold Summary

    • $283/SF
    • 6 Days On Market

    Current Estimated Value $954,680

    Last Listing Agent Elizabeth Dooner Coldwell Banker Realty

    602 Yawl Ct, Annapolis, MD 21409
    • /43

      Est $371,962

      Not Listed For Sale

      632 Island Creek Ct, Annapolis, MD 21401

      • 3 Beds
      • 3.5 Baths
      • 1,382 Sq Ft
      • Built 1995
      632 Island Creek Ct, Annapolis, MD 21401

      Last Sold Summary

      • 18 Days On Market

  • /41

    $254,900

    $6K PRICE INCREASE Pending
    • 2 Beds
    • 2 Baths
    • 956 Sq Ft

    203 Victor Pkwy Unit H, Annapolis, MD 21403

    *** Multiple Offers Received*** Deadline 6/7 4pm Welcome to Fairwinds of Annapolis, this delightful 2nd floor 2-bedroom, 2-bathroom garden condo offers a perfect blend of comfort and convenience. (Furnace 2021) The open kitchen floor plan invites you to experience a warm and inviting atmosphere, ideal for entertaining over the breakfast bar. Natural light floods the living spaces, creating a cozy

    Agent Photo

    Elizabeth Penttinen

    Coldwell Banker Realty

    203 Victor Pkwy Unit H, Annapolis, MD 21403
  • /29

    $3,250 Per Month

    • 4 Beds
    • 3.5 Baths
    • 1,924 Sq Ft
    • Townhouse for Rent

    623 Captain John Brice Way, Annapolis, MD 21401

    Beautiful townhome available for immediate occupancy! This well-located home is close to everything that Annapolis has to offer. The entire interior has been freshly painted, all of the carpet is brand new, the deck is newly refurbished, and the roof is brand new too! The main level features hardwood floors, a spacious living room with a gas fireplace, and a large eat-in kitchen with granite

    Agent Photo

    Andrew Cerrito

    Cerrito Realty, LLC

    623 Captain John Brice Way, Annapolis, MD 21401
  • /23

    $465,000

    Sold Mar 27, 2026

    922 Yachtsman Way, Annapolis, MD 21403

    • 2 Beds
    • 2 Baths
    • 1,354 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Above List Price
    • $343/SF
    • 1 Day On Market

    Current Estimated Value $460,825

    Last Listing Agent Della Edwards Curtis Real Estate Company

    922 Yachtsman Way, Annapolis, MD 21403
    • /55

      Est $1,440,732

      Not Listed For Sale

      718 Springdale Ave, Annapolis, MD 21403

      • 4 Beds
      • 3.5 Baths
      • 3,954 Sq Ft
      • Built 2005
      718 Springdale Ave, Annapolis, MD 21403

      Last Sold Summary

      • 54 Days On Market

  • /41

    $595,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 4 Baths
    • 3,016 Sq Ft

    709 Skippers Ln, Annapolis, MD 21401

    Experience Ultimate Flexibility with this Versatile and Spacious Contemporary Townhome offering Unique Zoning flexibility , 3 Finished levels with 3,016sf, and a Rare Live/Work Opportunity in Village Greens of Annapolis! Operate a boutique business, studio, or professional office right from your street-level commercial space with no commute - previously a boutique shop - with a convenient

    Agent Photo

    Kara Leddy

    Coldwell Banker Realty

    709 Skippers Ln, Annapolis, MD 21401
  • /60

    Starting at $2,194

    Total Monthly Price

    • 1 - 3 Beds

    116 Stone Point Dr, Annapolis, MD 21401

    Resort living, Annapolis style. Discover the essentials of living well at Stone Point Apartments. Here, you'll enjoy an unparalleled mix of luxury, convenience and recreation, including a spectacular 10,000 sq. ft. clubhouse with swimming and hydrotherapy pools. With one-, two- and three-bedroom apartments as well as beautiful townhome residences to choose from, you'll think you've arrived at a

    Stone Point Apartments

    116 Stone Point Dr, Annapolis, MD 21401
  • /44

    $865,000

    Sold May 07, 2026

    1176 Green Holly Dr, Annapolis, MD 21409

    • 4 Beds
    • 2.5 Baths
    • 2,594 Sq Ft
    • Built 2022

    Last Sold Summary

    • 3% Below List Price
    • $333/SF
    • 13 Days On Market

    Current Estimated Value $871,765

    Last Listing Agent Michael Klugo Coldwell Banker Realty

    1176 Green Holly Dr, Annapolis, MD 21409
    • /73

      Est $1,427,514

      Not Listed For Sale

      313 Chesapeake Ave, Annapolis, MD 21403

      • 3 Beds
      • 2 Baths
      • 2,576 Sq Ft
      • Built 1925
      313 Chesapeake Ave, Annapolis, MD 21403

      Last Sold Summary

      • 20 Days On Market

  • /46

    $2,895,000

    $250K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 2,570 Sq Ft

    3307 Harness Creek Rd, Annapolis, MD 21403

    Welcome to 3307 Harness Creek Road: a Nantucket style, coastal home set on a private peninsula with spectacular water views, a serene backyard oasis and two deep-water piers on protected Harness Creek. This waterside gem, with 190 ft of waterfrontage, is situated directly across from Quiet Waters Park and offers quick access to the South River and the Chesapeake Bay.Inside, you’re greeted by

    Agent Photo

    Reid Buckley

    Long & Foster Real Estate, Inc.

    3307 Harness Creek Rd, Annapolis, MD 21403
  • /67

    $3,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,656 Sq Ft
    • Townhouse for Rent

    179 Green St, Annapolis, MD 21401

    Experience the charm of Historic Annapolis without sacrificing modern conveniences! This beautifully updated 2-bedroom, 2-bath historic home is located just half a block from Main Street, placing you steps from the heart of downtown's restaurants, waterfront, boutiques, coffee shops, nightlife, festivals, and the U.S. Naval Academy.Inside, historic character blends seamlessly with today's

    Agent Photo

    Bonnie Fleishman

    Douglas Realty, LLC

    179 Green St, Annapolis, MD 21401
  • /93

    $660,000

    Sold Jan 09, 2026

    228 Dubois Rd, Annapolis, MD 21401

    • 4 Beds
    • 3 Baths
    • 2,900 Sq Ft
    • Built 1950

    Last Sold Summary

    • $228/SF
    • 61 Days On Market

    Current Estimated Value $646,199

    Last Listing Agent Deborah Savoie Long & Foster Real Estate, Inc.

    228 Dubois Rd, Annapolis, MD 21401
    • /100

      Est $1,596,752

      Not Listed For Sale

      743 Rolling View Dr, Annapolis, MD 21409

      • 4 Beds
      • 3.5 Baths
      • 3,827 Sq Ft
      • Built 1960
      743 Rolling View Dr, Annapolis, MD 21409

      Last Sold Summary

      • 30 Days On Market

  • /37

    $4,950,000

    • 7 Beds
    • 7 Baths
    • 7,500 Sq Ft

    17151717 Porters Hill Rd, Annapolis, MD 21401

    Ideally situated on the banks of Luce Creek with sweeping views down the Severn River, 1715-1717 Porters Hill Road is a unique heritage property with over a century of history. Set on a 2.96 acre lot with 429 ft of waterfrontage, the property is comprised of two separate parcels and includes a large, hard-to-find boathouse that provides both charm and utility for all your waterfront adventures.

    Agent Photo

    Reid Buckley

    Long & Foster Real Estate, Inc.

    17151717 Porters Hill Rd, Annapolis, MD 21401
  • /57

    Starting at $1,630

    Total Monthly Price

    • 1 - 2 Beds

    225 N Calvert St, Baltimore, MD 21202

    Introducing Baltimore’s newest high-rise apartments, 225 North Calvert Street. With impressive amenities from the lobby to the rooftop. Community programming and social happenings. Open layouts with views of the cityscape from your private balcony. And an ideal, central location that puts you within easy reach of the city’s exciting restaurants, lively nightlife, sporting events, museums, and

    225 N Calvert

    225 N Calvert St, Baltimore, MD 21202
  • /33

    $385,000

    Sold Mar 09, 2026

    1534 Lodge Pole Ct, Annapolis, MD 21409

    • 3 Beds
    • 2 Baths
    • 1,420 Sq Ft
    • Built 1984

    Last Sold Summary

    • $271/SF
    • 23 Days On Market

    Current Estimated Value $384,098

    Last Listing Agent Gary Durand CENTURY 21 New Millennium

    1534 Lodge Pole Ct, Annapolis, MD 21409
    • /68

      Est $600,290

      Not Listed For Sale

      113 Boyd Dr, Annapolis, MD 21403

      • 3 Beds
      • 2 Baths
      • 2,128 Sq Ft
      • Built 1954
      113 Boyd Dr, Annapolis, MD 21403

      Last Sold Summary

      • 72 Days On Market

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$640,000
Median Single Family Sale Price
$845,000
Median Townhouse Sale Price
$464,000
Median 2 Bedroom Sale Price
$464,250
Median 1 Bedroom Sale Price
$447,500
Average Price Per Sq Ft
$363
Number of Homes for Sale
288
Last 12 months Home Sales
1,326
Months of Supply
2.60
Median List Price
$652,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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