40,758

Annapolis, MD Homes

Section Image
  • /75

    $1,399,000

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 2,400 Sq Ft

    1035 Boucher Ave, Annapolis, MD 21403

    OPEN HOUSE IS CANCELED, PROPERTY UNDER CONTRACT Welcome to Eastport, one of Annapolis most sought-after waterfront communities! This newer construction home offers the perfect blend of modern convenience, functional living, and an unbeatable location, complete with the rare convenience of a two-car garage and full-sized driveway, all within walking distance to the very best of Eastport and

    Kate Liscinsky Compass

    1035 Boucher Ave, Annapolis, MD 21403
  • /22

    $2,695 Per Month

    • 2 Beds
    • 3 Baths
    • 1,934 Sq Ft
    • Condo for Rent

    2707 Summerview Way Unit 301, Annapolis, MD 21401

    Oversized top-floor two-bedroom + loft, three bathroom (2-full & 1-half) condo in The Villages at Summer Place community of Riva Trace, Annapolis. Spacious living room with a bonus sunroom. Loft area with wet bar. The lower primary suite has a separate dressing room, double vanity, separate shower stall, a large walk-in closet, and direct access to the rooftop deck. The second suite is on the

    2707 Summerview Way Unit 301, Annapolis, MD 21401
  • /39

    $720,000

    Sold Apr 22, 2026

    2129 Beach Village Ct Unit 101, Annapolis, MD 21403

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Built 1990

    Last Sold Summary

    • 3% Above List Price
    • $576/SF
    • 3 Days On Market

    Current Estimated Value $703,563

    Last Listing Agent Kathleen Moore Engel & Völkers Annapolis

    2129 Beach Village Ct Unit 101, Annapolis, MD 21403
    • /50

      Est $1,376,609

      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

      • 1 Day On Market

  • /28

    $650,000

    • 2 Beds
    • 2.5 Baths
    • 1,915 Sq Ft

    2002 Dakota Place Unit 2A, Annapolis, MD 21403

    Enjoy resort-style waterfront living with harbor and Chesapeake Bay views in the gated community of Chesapeake Harbour. This beautifully updated two-level residence offers the ideal blend of comfort, natural light, and low-maintenance coastal living. Freshly painted throughout with new carpet, the home features a thoughtfully designed floor plan with over 1,900 square feet of living space, an

    Brad Kappel TTR Sotheby's International Realty

    2002 Dakota Place Unit 2A, Annapolis, MD 21403
  • /30

    $2,600 Per Month

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Condo for Rent

    2002 Phillips Terrace Unit 11, Annapolis, MD 21401

    Positioned at the top of the sought-after Windgate community, this penthouse condo delivers a comfortable, well-appointed lifestyle in one of Annapolis's most convenient locations. With 2 spacious bedrooms, 2 full bathrooms, and a bonus upper-level living area with additional storage, the home offers more space and flexibility than a typical condo.The open floor plan flows naturally from the

    Kara Chaffin Donofrio Long & Foster Real Estate, Inc.

    2002 Phillips Terrace Unit 11, Annapolis, MD 21401
  • /41

    $400,000

    Sold Jun 16, 2025

    304 Dreams Landing Way, Annapolis, MD 21401

    • 2 Beds
    • 1 Bath
    • 981 Sq Ft
    • Built 1936

    Last Sold Summary

    • $408/SF
    • 32 Days On Market

    Current Estimated Value $408,604

    Last Listing Agent Tracy Showalter Deep Roots Real Estate

    304 Dreams Landing Way, Annapolis, MD 21401
    • /51

      Est $627,353

      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

  • /72

    $589,000

    Pending
    • 4 Beds
    • 5 Baths
    • 2,450 Sq Ft

    116 Vanguard Ln, Annapolis, MD 21401

    Location, lifestyle, and move-in-ready living come together in this meticulously maintained four-level end-unit townhome in the gated Village Greens of Annapolis. Just 5 minutes to Annapolis, enjoy quaint shops, fine dining, walking tours, waterfront activities, water taxi access, and year-round entertainment. Nearby Eastport, Quiet Waters Park, shopping, dining, and major commuter routes make

    Michele Cordle Long & Foster Real Estate, Inc.

    116 Vanguard Ln, Annapolis, MD 21401
  • /25

    $2,800 Per Month

    • 3 Beds
    • 2 Baths
    • 944 Sq Ft
    • House for Rent

    757 Warren Dr, Annapolis, MD 21403

    Great three-bedroom, two-full-bath single-family home located in the Green Acres community of Eastport.The main level features a huge open-concept living and dining area, along with a beautiful kitchen equipped with stainless steel appliances, butcher block countertops, and access to a large fully fenced backyard with a storage shed.Also on the main level are three

    757 Warren Dr, Annapolis, MD 21403
  • /2

    $579,000

    Sold Feb 12, 2026

    1162 August Dr, Annapolis, MD 21403

    • 3 Beds
    • 3.5 Baths
    • 2,601 Sq Ft
    • Built 2004

    Last Sold Summary

    • $223/SF
    • 5 Days On Market

    Current Estimated Value $583,881

    Last Listing Agent Dawn Whaley Redfin Corp

    1162 August Dr, Annapolis, MD 21403
    • /44

      Est $568,566

      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

      • 22 Days On Market

  • /51

    $998,000

    $20K PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 4,041 Sq Ft

    605 Lighthouse Landing Ln, Annapolis, MD 21409

    What’s Special "Furnished Apartment ". Welcome to 605 Lighthouse Landing Ln, located on a quiet corner lot. This home has 6 bedrooms, 4 1⁄2 baths, designed with an open floor plan. The great room on the first level has a den with fireplace, breakfast nook, and kitchen. Also on the first floor is the living room, foyer, dining room, and a primary bedroom with shower and soak in tub also there are

    Nathalie Mullinix Nathalie Mullinix Realty Universal, Inc.

    605 Lighthouse Landing Ln, Annapolis, MD 21409
  • /15

    $2,195 Per Month

    • 3 Beds
    • 1 Bath
    • 1,103 Sq Ft
    • Condo for Rent

    2570 Riva Rd Unit 15C, Annapolis, MD 21401

    ALL UTILITIES EXCEPT ELECTRIC/INTERNET/CABLE PAID BY LANDLORD - HUGE SAVINGS TO TENANT!!!This 3BR/1BA condo in Riva Commons is move in ready! This unit is conveniently located minutes from 50/97 and near the Annapolis Park n Ride for ease to DC and Baltimore. Walking distance to grocery stores and many restaurants. This unit features new carpet and new LVP flooring, freshly painted throughout.

    Danielle Franz EXP Realty, LLC

    2570 Riva Rd Unit 15C, Annapolis, MD 21401
  • /31

    $700,000

    Sold Nov 14, 2025

    66 Franklin St Unit 201, Annapolis, MD 21401

    • 2 Beds
    • 2.5 Baths
    • 1,366 Sq Ft
    • Built 2007

    Last Sold Summary

    • $512/SF
    • 7 Days On Market

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

    66 Franklin St Unit 201, Annapolis, MD 21401
    • /45

      Est $542,237

      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

  • /55

    $1,150,000

    $25K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,255 Sq Ft

    767 Bon Haven Dr, Annapolis, MD 21401

    Discover luxurious living in this exceptional 5-bedroom, 4-bathroom home nestled on a full acre in an exclusive WATER ACCESS community. This meticulously crafted residence seamlessly blends elegant design with modern comfort, offering the perfect retreat for those seeking both tranquility and sophistication. The expansive one-acre lot offers endless possibilities for outdoor enjoyment, including

    Sean O'Connor Coldwell Banker Realty

    767 Bon Haven Dr, Annapolis, MD 21401
  • /30

    $2,770 Per Month

    • 3 Beds
    • 2 Baths
    • 1,447 Sq Ft
    • Townhouse for Rent

    142 Georgetown Rd, Annapolis, MD 21403

    Top-Floor 3 Bedroom, 2 Bath Condo Fairwinds of Annapolis $2,770/mo Enjoy easy, comfortable living in one of Annapolis's most desirable areas! This top-floor, 3-bedroom, 2-bath condo in Fairwinds offers fresh updates, great amenities, and a location that can't be beat just minutes from Bay Ridge and Downtown Annapolis.Inside You'll Love:Fresh paint and new carpet

    142 Georgetown Rd, Annapolis, MD 21403
  • /2

    $85,000

    Sold Jul 28, 2025

    0 Log Inn Rd Unit MDAA2064058, Annapolis, MD 21409

    • Land
    • 2.68 Acres
    • $31,716 per Acre

    Last Sold Summary

    • 667 Days On Market

    Last Listing Agent Gayle Roberts HSA Real Estate Group, INC

    0 Log Inn Rd Unit MDAA2064058, Annapolis, MD 21409
    • /44

      Est $850,722

      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

      • 33 Days On Market

  • /34

    $499,000

    • 1 Bed
    • 1 Bath
    • 792 Sq Ft

    5 Park Place Unit 725, Annapolis, MD 21401

    Downtown living at its finest! A Naval Academy family dream location! An open layout combines living and dining areas with a modern kitchen, creating a comfortable, functional main living space that’s ideal for everyday living and easy entertaining. Beautiful hardwood floors, stainless steel appliances, in-unit laundry, and plenty of storage enhance the interior, while large windows bring in

    Megan Koppe Compass

    5 Park Place Unit 725, Annapolis, MD 21401
  • /38

    $3,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,756 Sq Ft
    • House for Rent

    795 Eastern Point Rd, Annapolis, MD 21401

    Detached home for rent in the desirable 55+ amenity privileged community of Heritage Harbour. Retirement living at its best, this one level home has 2 bedrooms and 2 bathrooms, plenty of extra living space, an attached garage, and a refinished deck overlooking a private back yard. At the Heritage Habour lodge, residents have access to indoor and outdoor pools, state of the art fitness center,

    Jack Papaleonti Academy Realty Inc.

    795 Eastern Point Rd, Annapolis, MD 21401
  • /2

    $849,900

    Sold Mar 31, 2026

    3233 Chrisland Dr, Annapolis, MD 21403

    • 5 Beds
    • 3.5 Baths
    • 2,518 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Below List Price
    • $338/SF
    • 54 Days On Market

    Current Estimated Value $855,933

    Last Listing Agent Connie Cadwell Coldwell Banker Realty

    3233 Chrisland Dr, Annapolis, MD 21403
    • /96

      Est $1,779,858

      Not Listed For Sale

      216 Nottingham Hill, Annapolis, MD 21405

      • 6 Beds
      • 4.5 Baths
      • 3,108 Sq Ft
      • Built 2011
      216 Nottingham Hill, Annapolis, MD 21405

      Last Sold Summary

      • 3 Days On Market

  • /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
  • /35

    $3,495 Per Month

    • 3 Beds
    • 2 Baths
    • 1,870 Sq Ft
    • House for Rent

    1066 Broadview Dr, Annapolis, MD 21409

    Superb three-bedroom, two-bathroom single-level ranch-style home located just one block from the water in the water-privileged Cape St. Claire community of Annapolis.This well-maintained home features a spacious open layout with a large kitchen, living room, dining area, and family room, creating a comfortable and functional living space. Beautiful hardwood floors run throughout much of

    1066 Broadview Dr, Annapolis, MD 21409
  • /47

    $875,000

    Sold Oct 20, 2025

    309 Mcdonough Rd, Annapolis, MD 21401

    • 4 Beds
    • 2.5 Baths
    • 2,945 Sq Ft
    • Built 1965

    Last Sold Summary

    • $297/SF
    • 33 Days On Market

    Current Estimated Value $905,523

    Last Listing Agent Cathy Gazzo EXP Realty, LLC

    309 Mcdonough Rd, Annapolis, MD 21401
    • /42

      Est $556,307

      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

      • 3 Days On Market

  • /45

    $524,900

    $43K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 926 Sq Ft

    5 Park Place Unit 732, Annapolis, MD 21401

    HUGE PRICE REDUCTION. Motivated Seller offers GREAT VALUE PRICING !!! Beautiful 1 BR /1.5 Bath condo, penthouse level w/many extras in the most luxurious, secure building in downtown Annapolis. Great sunset views, natural light, large custom BUILT-IN walk-in closet, plus 2 additional closets. sliding glass doors with luxury electric blinds system, wood floors throughout, gourmet kitchen w/Sub

    George Gorayeb Anne Arundel Properties, Inc.

    5 Park Place Unit 732, Annapolis, MD 21401
  • /16

    $2,725 Per Month

    • 3 Beds
    • 2 Baths
    • 1,558 Sq Ft
    • Condo for Rent

    21 Silverwood Cir Unit 4, Annapolis, MD 21403

    Move- In Ready!3 large bedrooms with 2 full bathrooms, lots of closets and storage. Fantastic patio with brick grow boxes for your favorite flowers or your very own herb garden. Large living room, dining room along with a bonus room. The Community offers Plenty of parking with a very park like setting. Outdoor Pool, Tennis Courts, Playground, Grilling area with picnic table for lots of summer

    Joie White Northrop Realty

    21 Silverwood Cir Unit 4, Annapolis, MD 21403
  • /52

    $1,625,000

    Sold Dec 19, 2025

    9 Rusty Red Dr, Annapolis, MD 21401

    • 5 Beds
    • 4.5 Baths
    • 5,124 Sq Ft
    • Built 2024

    Last Sold Summary

    • $317/SF
    • 168 Days On Market

    Current Estimated Value $1,617,013

    Last Listing Agent Alison Wisnom Coldwell Banker Realty

    9 Rusty Red Dr, Annapolis, MD 21401
    • /47

      Est $567,108

      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

      • 85 Days On Market

  • /70

    $650,000

    $85K PRICE DROP
    • 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
  • /37

    $3,395 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,758 Sq Ft
    • House for Rent

    907 Berwick Dr, Annapolis, MD 21403

    This 1,758 sq ft home immediately impresses with a unique, open-concept layout that greets you the moment you step through the front door. The main level centers around a beautifully updated white kitchen, featuring stylish cabinetry, elegant countertops, and premium stainless steel appliances. This culinary space maintains a bright and airy feel, flowing effortlessly into the living areas to

    907 Berwick Dr, Annapolis, MD 21403
  • /56

    $903,000

    Sold Jul 28, 2025

    322 Halsey Rd, Annapolis, MD 21401

    • 3 Beds
    • 3 Baths
    • 2,808 Sq Ft
    • Built 1971

    Last Sold Summary

    • $322/SF
    • 72 Days On Market

    Current Estimated Value $1,037,327

    Last Listing Agent Chris May May Realty

    322 Halsey Rd, Annapolis, MD 21401
    • /43

      Est $722,728

      Not Listed For Sale

      120 Treblis Way, Annapolis, MD 21403

      • 4 Beds
      • 4.5 Baths
      • 2,416 Sq Ft
      • Built 2023
      120 Treblis Way, Annapolis, MD 21403

      Last Sold Summary

      • 0 Days On Market

  • /90

    $659,900

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,232 Sq Ft

    2579 Hidden Cove Rd Unit 159, Annapolis, MD 21401

    Welcome to one of the best opportunities in Heritage Harbour and NO AGE RESTRICTION in this section, while offering full access to Heritage Harbour’s exceptional amenities without the upfront capital contribution and with a lower monthly HOA fee. Enjoy a lifestyle that feels like a retreat, featuring golf, tennis, indoor and outdoor pools, scenic water access to the South River with boat slips,

    Jack Papaleonti Academy Realty Inc.

    2579 Hidden Cove Rd Unit 159, Annapolis, MD 21401
  • /42

    $2,900 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft
    • Townhouse for Rent

    1052 Cedar Ridge Ct, Annapolis, MD 21403

    Welcome to easy Annapolis living. Come see this recently renovated 3 bedroom 2.5 bathroom townhouse in the tucked away community of Cedar Ridge. Inside, you see an updated unit with plenty of space. On the main level, you are greeted by a beautiful kitchen with updated granite countertops, stainless steel appliances, plenty of cabinetry, and a pantry. From the kitchen is a dining room, which

    Chad Robertson Compass

    1052 Cedar Ridge Ct, Annapolis, MD 21403
  • /33

    $500,000

    Sold Sep 12, 2025

    930 Astern Way Unit 412, Annapolis, MD 21401

    • 2 Beds
    • 2 Baths
    • 1,477 Sq Ft
    • Built 1990

    Last Sold Summary

    • $339/SF
    • 2 Days On Market

    Current Estimated Value $495,798

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

    930 Astern Way Unit 412, Annapolis, MD 21401
    • /28

      Est $377,032

      Not Listed For Sale

      2117 Hideaway Ct Unit 47, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,321 Sq Ft
      • Built 2006
      2117 Hideaway Ct Unit 47, Annapolis, MD 21401

      Last Sold Summary

      • 13 Days On Market

Showing Results 201 - 240, Page 6 of 18

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