38,878

Annapolis, MD Homes

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  • /50

    $595,000

    Pending
    • 3 Beds
    • 3.5 Baths
    • 2,331 Sq Ft

    556 Herons Nest, Annapolis, MD 21409

    Welcome to this beautifully maintained home offering generous living space, thoughtful updates, and exceptional features throughout. The bright, open main level showcases a spacious living room with a cozy fireplace and an impressive kitchen with abundant cabinetry, generous counter space, and direct access to a beautiful deck—perfect for enjoying your morning coffee or relaxing

    Agent Photo

    Tonya Keener

    Iron Valley Real Estate of Central PA

    556 Herons Nest, Annapolis, MD 21409
  • /16

    $2,499 Per Month

    • 3 Beds
    • 1 Bath
    • 2,100 Sq Ft
    • Townhouse for Rent

    1103 Riverboat Ct, Annapolis, MD 21409

    Coming soon - this home is currently being enjoyed by another resident but will be available soon. This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 1 bathrooms, and approximately 2,100 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon

    1103 Riverboat Ct, Annapolis, MD 21409
  • /76

    $1,150,000

    Sold Nov 19, 2025

    14 Jefferson Place, Annapolis, MD 21401

    • 6 Beds
    • 4 Baths
    • 2,568 Sq Ft
    • Built 1928

    Last Sold Summary

    • $448/SF
    • 49 Days On Market

    Current Estimated Value $1,164,435

    Last Listing Agent Jennifer Siska Long & Foster Real Estate, Inc.

    14 Jefferson Place, Annapolis, MD 21401
    • /57

      Est $697,669

      Not Listed For Sale

      1915 Towne Centre Blvd Unit 501, Annapolis, MD 21401

      • 2 Beds
      • 2.5 Baths
      • 1,648 Sq Ft
      • Built 2009
      1915 Towne Centre Blvd Unit 501, Annapolis, MD 21401

      Last Sold Summary

      • 107 Days On Market

      Last Listing Agent Donna Dickinson Coldwell Banker Realty

  • /96

    $610,000

    $65K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,700 Sq Ft

    2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403

    Dramatic Price Reduction just taken on this totally updated condo in the desirable Chesapeake Harbor section of Annapolis. This 2nd Village location provides the perfect short walk to Chase Pond, the Bay View pool, the kayak beach, tennis and pickleball courts and both community piers on Chesapeake Bay, no car needed. When the autumn leaves fall you have even more of a water view until they bloom

    Agent Photo

    Lorna Kaim

    Compass

    2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403
  • /8

    $2,495 Per Month

    • 2 Beds
    • 1 Bath
    • 1,400 Sq Ft
    • Condo for Rent

    24 Silverwood Cir Unit 12, Annapolis, MD 21403

    AVAILABLE SEPT 1 - Updated Spacious condo located in the Fairwinds Community. Pristine condition, Foyer Entry, Large Living Room, Dining Room, Galley Kitchen and Family Room. Two bedroom, one and a half baths. Ample Storage and space. Washer/Dryer in unit. Great proximity to Downtown Annapolis. Rent includes Water, Heat and Trash .Close to shopping, dining and transportation. NO PETS - MIN

    24 Silverwood Cir Unit 12, Annapolis, MD 21403
  • /52

    $820,000

    Sold Jan 09, 2026

    27 Jeremys Way, Annapolis, MD 21403

    • 2 Beds
    • 1.5 Baths
    • 1,164 Sq Ft
    • Built 1976

    Last Sold Summary

    • $704/SF
    • 4 Days On Market

    Current Estimated Value $820,723

    Last Listing Agent Mary Gatton Redfin Corp

    27 Jeremys Way, Annapolis, MD 21403
    • /26

      Est $528,767

      Not Listed For Sale

      2104 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403

      • 2 Beds
      • 2 Baths
      • 1,254 Sq Ft
      • Built 1985
      2104 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403

      Last Sold Summary

      • 166 Days On Market

      Last Listing Agent Gina Gargeu Century 21 Downtown

  • /95

    $1,495,000

    Open Sat 10AM - 12PM
    • 5 Beds
    • 4.5 Baths
    • 3,752 Sq Ft

    1603 Waters Ridge Ct, Annapolis, MD 21409

    OPEN HOUSE SATURDAY SEPT 5 10am to 12pm. Welcome to your castle on the hill! Introducing an extraordinary custom-built estate privately nestled on more than 2+ WOODED ACRES along the B&A Trail in a quiet cul-de-sac setting, just minutes from downtown HISTORIC ANNAPOLIS and convenient to the Rt. 50 corridor. Located in the sought-after Broadneck School District, this exceptional property also

    Agent Photo

    Christina Palmer

    Keller Williams Flagship

    1603 Waters Ridge Ct, Annapolis, MD 21409
  • /18

    $2,300

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    5 Maryland Ave Unit 2, Annapolis, MD 21401

    EXCLUSIVE - Stunning newly remodeled 1 bedroom apartment right outside of The United State's Naval Academy, Gate #3!!! It is located in the Historical Landmark - The 1887 Admiral Terry Building. The building allows for a picture perfect view of the Maryland State House right outside the front door. The location allows you to walk EVERYWHERE! This condo upgrades includes brand new stainless steel

    5 Maryland Ave Unit 2, Annapolis, MD 21401
  • /2

    $379,000

    Sold Aug 31, 2026

    1013 Hanson St, Annapolis, MD 21403

    • 3 Beds
    • 1.5 Baths
    • 1,645 Sq Ft
    • Built 1979

    Last Sold Summary

    • $230/SF

    Current Estimated Value $510,419

    Last Listing Agent Diana Blaszkiewicz Compass

    1013 Hanson St, Annapolis, MD 21403
    • /38

      Est $2,442,339

      Not Listed For Sale

      119 W Bay View Dr, Annapolis, MD 21403

      • 5 Beds
      • 4.5 Baths
      • 4,736 Sq Ft
      • Built 2014
      119 W Bay View Dr, Annapolis, MD 21403

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Brad Kappel TTR Sotheby's International Realty

  • /13

    $1,079,990

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 4,700 Sq Ft

    113 Stilly Way, Annapolis, MD 21403

    Spacious and elegant, this 4-bedroom, 4.5-bath home offers approximately 4,400 sq. ft., with the option to expand to 5,300 sq. ft. with a fourth level. The gourmet kitchen features double wall ovens (upper with air-fry), a 36" gas cooktop, and choice of cabinetry or stainless steel hood. Enjoy a sunroom, cozy fireplace, 9-foot ceilings on all levels, and a finished basement with full bath.

    Agent Photo

    Mrs. Terri E Hill

    Builder Solutions Realty

    113 Stilly Way, Annapolis, MD 21403
  • /14

    $2,800

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • 1,629 Sq Ft
    • Townhouse for Rent

    617 Tuckahoe Creek Ct, Annapolis, MD 21401

    ** NOT FURNISHED. Basement is being rented as a separate unit and has separate tenant. Laundry room is shared ** Welcome to your dream home nestled in the charming city of Annapolis, Maryland. This beautiful 3-bedroom, 2.5-bathroom residence offers the perfect blend of comfort, convenience, and

    617 Tuckahoe Creek Ct, Annapolis, MD 21401
  • /35

    $500,000

    Sold Sep 22, 2025

    1126 Skyway Dr, Annapolis, MD 21409

    • 4 Beds
    • 2 Baths
    • 1,623 Sq Ft
    • Built 1953

    Last Sold Summary

    • $308/SF
    • 16 Days On Market

    Current Estimated Value $538,237

    Last Listing Agent Steve Chapman Douglas Realty, LLC

    1126 Skyway Dr, Annapolis, MD 21409
    • /33

      Not Listed For Sale

      633 Admiral Dr Unit H9-307, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,358 Sq Ft
      • Built 1996
      633 Admiral Dr Unit H9-307, Annapolis, MD 21401

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Constance Trujillo Engel & Völkers Annapolis

  • /21

    $545,000

    $90K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 1,060 Sq Ft

    774 Fairview Ave Unit F, Annapolis, MD 21403

    PRICE ADJUSTED AS SELLERS HAVE FOUND THEIR NEXT HOME! Welcome to easy waterfront living in the heart of Eastport. Rarely available and beautifully renovated, this top-floor 2-bedroom, 2-bath condominium in the sought-after Severn House community offers direct views of Back Creek, turnkey interiors, and effortless access to the Annapolis waterfront lifestyle.Inside, the residence has been

    Agent Photo

    Reid Buckley

    Long & Foster Real Estate, Inc.

    774 Fairview Ave Unit F, Annapolis, MD 21403
  • /20

    $2,200

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Condo for Rent

    110 East St Unit B, Annapolis, MD 21401

    This upper-level, fully-furnished apartment is located in the heart of Annapolis's historic district, steps away from the Maryland State House and a few minutes walk to Main Street, the Naval Academy (6 mins), downtown waterfront (4 mins), shops on Maryland Ave (2 mins), and West Street (7 mins). This home was built by Eleanor Hepburn, the cousin of actress Katharine Hepburn and has been

    110 East St Unit B, Annapolis, MD 21401
  • /71

    $1,930,000

    Sold Jul 09, 2026

    254 King George St, Annapolis, MD 21401

    • 4 Beds
    • 3 Baths
    • 2,877 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Below List Price
    • $671/SF
    • 12 Days On Market

    Current Estimated Value $1,918,307

    Last Listing Agent Glenn Sutton TTR Sotheby's International Realty

    254 King George St, Annapolis, MD 21401
    • /51

      Est $618,415

      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

      • 22 Days On Market

      Last Listing Agent Joseph Fagiolo Greater Annapolis Realty

  • /61

    $830,000

    $65K PRICE DROP Pending
    • 5 Beds
    • 3.5 Baths
    • 3,145 Sq Ft

    3135 Anchorage Dr, Annapolis, MD 21403

    Multiple Offers received. Deadline Sunday at Noon . Charming water-privileged split-foyer residence in the desirable Beale Manor community, offering 3,145 finished square feet of thoughtfully designed living space. Recent updates include a roof replacement, a newer water heater, fresh interior paint, and beautifully refinished flooring throughout the main level, enhancing both style and peace of

    Agent Photo

    Bob Lucido

    Keller Williams Lucido Agency

    3135 Anchorage Dr, Annapolis, MD 21403
  • /11

    $1,625

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    21 Windwhisper Ln, Annapolis, MD 21403

    The fully finished lower level has a separate access point, it includes a spacious den with fireplace, a guest/in-law suite with updated bath, and a huge walk-in closet. Love the outdoors? Launch your kayak or paddleboard from the community waterfront access just down the street, and keep your boat just minutes away at the local marina, or visit close by Quiet Waters Park. All this & you are

    21 Windwhisper Ln, Annapolis, MD 21403
  • /25

    $465,000

    Sold Mar 05, 2026

    954 Breakwater Dr, Annapolis, MD 21403

    • 3 Beds
    • 2.5 Baths
    • 1,532 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Above List Price
    • $304/SF
    • 2 Days On Market

    Current Estimated Value $461,000

    Last Listing Agent Vanessa Knight Engel & Völkers Annapolis

    954 Breakwater Dr, Annapolis, MD 21403
    • /45

      Est $561,111

      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

      • 20 Days On Market

      Last Listing Agent Bob Lucido Keller Williams Lucido Agency

  • /24

    $330,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,090 Sq Ft

    2159 Scotts Crossing Ct Unit 1, Annapolis, MD 21401

    Enjoy the perfect blend of comfort and convenience in this beautifully updated Annapolis home. This lower-level property offers unique privacy, enabling you to walk straight out onto your patio, perfect for a dog-loving family. Newly carpeted and freshly painted, this house is move-in ready! The interior features an open-concept living and dining area. The kitchen boasts Silestone countertops, a

    Agent Photo

    Amy Juras

    Long & Foster Real Estate, Inc.

    2159 Scotts Crossing Ct Unit 1, Annapolis, MD 21401
  • /20

    $1,800

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    302 Cedar Ln Unit In law suite, Annapolis, MD 21403

    This 1-bedroom, 1-bathroom apartment offers 600 square feet of living space. The living room provides ample room for relaxation and features air conditioning for comfort. The bedroom is designed for privacy and includes sufficient storage space. The bathroom is equipped with essential fixtures for convenience. Additional amenities include gated access for security and on-site laundry facilities

    302 Cedar Ln Unit In law suite, Annapolis, MD 21403
  • /45

    $665,000

    Sold Apr 16, 2026

    1915 Towne Centre Blvd Unit 1001, Annapolis, MD 21401

    • 2 Beds
    • 2.5 Baths
    • 1,648 Sq Ft
    • Built 2009

    Last Sold Summary

    • $404/SF
    • 160 Days On Market

    Current Estimated Value $683,041

    Last Listing Agent John Collins Long & Foster Real Estate, Inc.

    1915 Towne Centre Blvd Unit 1001, Annapolis, MD 21401
    • /21

      Not Listed For Sale

      202 Bertina A Nick Way Unit MDAA2079062, Annapolis, MD 21401

      • 4 Beds
      • 2 Baths
      • 1,100 Sq Ft
      • Built 2016
      202 Bertina A Nick Way Unit MDAA2079062, Annapolis, MD 21401

      Last Sold Summary

      • 74 Days On Market

      Last Listing Agent Deric Beckett Berkshire Hathaway HomeServices PenFed Realty

  • /36

    $300,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,116 Sq Ft

    74 Heritage Ct, Annapolis, MD 21401

    Step inside to a bright, inviting layout designed for effortless living and entertaining. The updated kitchen serves as the heart of the home, offering plenty of prep space on the durable countertops. Every corner shines with pride of ownership, making this an ideal choice for first-time buyers, downsizers, or savvy investors. Painted with stylish bright colors, this property has the pizzazz that

    Agent Photo

    Amy Juras

    Long & Foster Real Estate, Inc.

    74 Heritage Ct, Annapolis, MD 21401
  • /26

    $2,500

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    52 Madison Place, Annapolis, MD 21401

    SHORT-TERM LEASE!! // FURNISHED // AVAILABLE ANYTIME AFTER 11/23/26 -5/15/27//**CAN BE SHORTER TERM IF NEEDED//PERFECT FOR LEGISLATIVE SESSION_WALKING DISTANCE TO CAPITOL, STATE HOUSE, NAVAL ACADEMY & STADIUM. HISTORIC ANNAPOLIS - ART'S DISTRICT: Built in 1898, “John Stevens House” in sought-after President’s Hill, the “Arts District”. This charming, light-filled 2-level unit of a

    52 Madison Place, Annapolis, MD 21401
  • /7

    $1,550,000

    Sold Sep 12, 2025

    3403 Niagara Rd, Annapolis, MD 21403

    • 4 Beds
    • 3.5 Baths
    • 3,520 Sq Ft
    • Built 2002

    Last Sold Summary

    • $440/SF
    • 52 Days On Market

    Current Estimated Value $1,616,337

    Last Listing Agent Heather Giovingo Coldwell Banker Realty

    3403 Niagara Rd, Annapolis, MD 21403
    • /16

      Not Listed For Sale

      60 Sandstone Ct Unit MDAA2106558, Annapolis, MD 21403

      • 3 Beds
      • 2 Baths
      • 1,254 Sq Ft
      • Built 1994
      60 Sandstone Ct Unit MDAA2106558, Annapolis, MD 21403

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Heidi Heiderman Samson Properties

  • /9

    $999,999

    New Construction Coming Soon Nov 1
    • 4 Beds
    • 3.5 Baths
    • 2,400 Sq Ft

    1639 Colbert Rd, Annapolis, MD 21409

    ALL PARTIES MUST SIGN HOLD HARMLESS AGREEMENT AND RETURN TO LISTING AGENT PRIOR TO ACCESSING THE PROPERTY. Welcome to an exceptional opportunity to build your dream waterfront estate at 1639 Colbert Road, Annapolis, MD 21409. Nestled on 5 private waterfront acres, this rare homesite offers the perfect blend of peaceful seclusion, natural beauty, and the convenience of Annapolis living.The

    Agent Photo

    Mada Nalley

    Douglas Realty, LLC

    1639 Colbert Rd, Annapolis, MD 21409
  • /10

    $900

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • Townhouse for Rent

    596 Wild Flower Glade, Annapolis, MD 21409

    Basement Den for Rent in Annapolis – Just Outside Cape St. Clair, MD Hi all, I am early 30s professional looking for 1 tenant to rent out a cozy basement den in my spacious home conveniently located near major local spots! Room Options (Month-to-Month Lease):– $950/month• Includes a spacious walk-in closet• Refundable deposit: $500Shared Amenities Include:•

    596 Wild Flower Glade, Annapolis, MD 21409
  • /38

    $1,100,000

    Sold Feb 03, 2026

    30 Decatur Ave, Annapolis, MD 21403

    • 4 Beds
    • 2 Baths
    • 1,477 Sq Ft
    • Built 1928

    Last Sold Summary

    • $745/SF
    • 0 Days On Market

    Current Estimated Value $1,103,147

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    30 Decatur Ave, Annapolis, MD 21403
    • /31

      Not Listed For Sale

      60 Sandstone Ct Unit MDAA2119208, Annapolis, MD 21403

      • 2 Beds
      • 2 Baths
      • 1,254 Sq Ft
      • Built 1994
      60 Sandstone Ct Unit MDAA2119208, Annapolis, MD 21403

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Crystal Smith RE/MAX Executive

  • /69

    $569,000

    $26K 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
  • /14

    $2,000

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    259 Hanover St Unit 1, Annapolis, MD 21401

    Beautiful 1 bedroom/1 bath apartment in the heart of Annapolis overlooking the Naval Academy. On a quiet strees with lots of parking and less than 10 minute walk to Main Street, West Street, and City Dock. Beautiful hard wood floors and plenty of windows for ample natural light! Apartment includes a private porch and access to a large common back yard to enjoy the upcoming spring and summer.

    259 Hanover St Unit 1, Annapolis, MD 21401
  • /23

    $415,000

    Sold Jun 15, 2026

    1955 Marconi Cir, Annapolis, MD 21401

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1989

    Last Sold Summary

    • 10% Below List Price
    • $346/SF
    • 157 Days On Market

    Current Estimated Value $420,433

    Last Listing Agent Nancy Smith Coldwell Banker Realty

    1955 Marconi Cir, Annapolis, MD 21401
    • /36

      Not Listed For Sale

      60 Sandstone Ct Unit MDAA2077424, Annapolis, MD 21403

      • 3 Beds
      • 2 Baths
      • 1,254 Sq Ft
      • Built 1994
      60 Sandstone Ct Unit MDAA2077424, Annapolis, MD 21403

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Kristen Swartz Taylor Properties

Showing Results 121 - 160, Page 4 of 18

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