40,805

Annapolis, MD Homes

Section Image Section Image
  • /58

    $520,000

    $65K PRICE DROP Pending
    • 5 Beds
    • 2.5 Baths
    • 1,480 Sq Ft

    1115 Skyway Dr, Annapolis, MD 21409

    Motivated seller! New price reflects home and pool "as is." This spacious split-level home offers an exceptional combination of comfort and functionality. The main level features an updated kitchen with adjoining dining area, creating a welcoming space for meals and gatherings. A stunning 400-square-foot sunroom addition provides year-round enjoyment and opens directly to an expansive

    Christine Leonard Redfin Corp

    1115 Skyway Dr, Annapolis, MD 21409
  • /51

    $2,200

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 932 Sq Ft
    • Condo for Rent

    217 Victor Pkwy, Annapolis, MD 21403

    Clean and bright 2nd floor penthouse apartment few minutes from downtown Annapolis. Great location, on the corner of Georgetown Rd, right across the shopping center with everything you need, plus easy access to major highways.Spacious living room and master bedroom, second bedroom, two full baths, gas range, dishwasher, washer&dryer, professionally cleaned carpets, large balcony with a

    217 Victor Pkwy, Annapolis, MD 21403
  • /64

    $575,000

    Sold Jul 30, 2025

    2012 Quay Village Ct Unit 202, Annapolis, MD 21403

    • 3 Beds
    • 2 Baths
    • 1,502 Sq Ft
    • Built 1990

    Last Sold Summary

    • $383/SF
    • 51 Days On Market

    Current Estimated Value $592,304

    Last Listing Agent Cheryl Byrd Compass

    2012 Quay Village Ct Unit 202, Annapolis, MD 21403
    • /37

      Est $1,107,677

      Not Listed For Sale

      624 Samantha Ct, Annapolis, MD 21409

      • 4 Beds
      • 4.5 Baths
      • 5,912 Sq Ft
      • Built 2012
      624 Samantha Ct, Annapolis, MD 21409

      Last Sold Summary

      • 147 Days On Market

  • /73

    $1,350,000

    $150K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 2,654 Sq Ft

    703 Glendon Ave, Annapolis, MD 21403

    Settled into a quiet corner of Eastport and surrounded by beautiful homes, this 4-bedroom, 2.5-bath house sits on just over a third of an acre (14,615 sq ft) with a spacious front and back yard, flower beds bursting with potential, and plants that are already doing their part to make this place feel like home. Set along the tranquil waters of Back Creek, this property offers peaceful water views,

    Micheal Vakas EXP Realty, LLC

    703 Glendon Ave, Annapolis, MD 21403
  • /11

    $2,450

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 1,026 Sq Ft
    • Townhouse for Rent

    4 Doncaster Ct, Annapolis, MD 21403

    2-Bed, 1.5-Bath Townhome in Prime Georgetown East, Annapolis! Walk to Quiet Waters Park, Shopping, & Dining.This lovely townhome offers the ideal Annapolis lifestyle—combining quiet neighborhood living with unbeatable walkability to essential services and recreation. Perfect for anyone who values location and convenience. Check out our public service rent special.Key Features

    4 Doncaster Ct, 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 $462,146

    Last Listing Agent Vanessa Knight Engel & Völkers Annapolis

    954 Breakwater Dr, Annapolis, MD 21403
    • /41

      Est $677,458

      Not Listed For Sale

      5 Park Place Unit 530, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,292 Sq Ft
      • Built 2007
      5 Park Place Unit 530, Annapolis, MD 21401

      Last Sold Summary

      • 4 Days On Market

  • /63

    $850,000

    • 4 Beds
    • 3.5 Baths
    • 2,533 Sq Ft

    2691 Claibourne Rd, Annapolis, MD 21403

    Nestled in the highly sought-after Annapolis Roads community, this spacious Colonial offers the perfect blend of comfort, privacy, and coastal living. Featuring 4 bedrooms and 3.5 baths, this well-appointed home showcases hardwood floors, a beautifully updated kitchen with granite countertops, a formal living room, dining room, and convenient main-level laundry. The upper level boasts a spacious

    Debra Gasch Redfin Corp

    2691 Claibourne Rd, Annapolis, MD 21403
  • /20

    $1,550

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 685 Sq Ft
    • House for Rent

    20 Windwhisper Ln, Annapolis, MD 21403

    Stunning Furnished Master Suite | Private Bath & Walk-In Closet | Steps from the Water in Eastport | Walking to Starbucks, Duncan, Giant, Restaurants, Ect.Live in one of Annapolis's most coveted waterfront neighborhoods, just a short walk from the shops, restaurants, nightlife, and even Downtown Annapolis. This is a rare chance to lease a fully furnished, move-in-ready master suite in a

    20 Windwhisper Ln, 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 $682,067

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

    1915 Towne Centre Blvd Unit 1001, Annapolis, MD 21401
    • /41

      Est $594,545

      Not Listed For Sale

      110 Waterline Ct, Annapolis, MD 21401

      • 3 Beds
      • 5 Baths
      • 2,450 Sq Ft
      • Built 2017
      110 Waterline Ct, Annapolis, MD 21401

      Last Sold Summary

      • 4 Days On Market

  • /39

    $455,000

    Open Sat 11AM - 1PM
    • 2 Beds
    • 2 Baths
    • 1,354 Sq Ft

    916 Yachtsman Way, Annapolis, MD 21403

    Welcome to 916 Yachtsman Way, a beautifully maintained townhome in the sought-after Mariners Point community. From its desirable cul-de-sac location to its charming exterior, this home delivers outstanding curb appeal from the moment you arrive. Step inside to a two-story living and dining area filled with natural light, creating an open and inviting layout. The spacious kitchen features abundant

    Ari Musliu Redfin Corp

    916 Yachtsman Way, Annapolis, MD 21403
  • /14

    $2,700

    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
  • /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 $1,575,686

    Last Listing Agent Heather Giovingo Coldwell Banker Realty

    3403 Niagara Rd, Annapolis, MD 21403
    • /58

      Est $1,101,198

      Not Listed For Sale

      2936 Southaven Dr, Annapolis, MD 21401

      • 5 Beds
      • 3.5 Baths
      • 5,904 Sq Ft
      • Built 2005
      2936 Southaven Dr, Annapolis, MD 21401

      Last Sold Summary

      • 4 Days On Market

  • /61

    $1,375,000

    • 4 Beds
    • 3 Baths
    • 2,649 Sq Ft

    165 King George St, Annapolis, MD 21401

    There are very few multifamily dwelling units in the City of Annapolis. This creates a rare and amazing opportunity for buyers to own one of the few existing multifamily dwelling units that’s a triplex. There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term

    Michele Michael CENTURY 21 New Millennium

    165 King George St, Annapolis, MD 21401
  • /10

    $2,450 Per Month

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

    191 Prince George St Unit C, Annapolis, MD 21401

    LUXURY RENTAL UNIT in prime downtown Annapolis location, across from the Historic William Paca House & Gardens. Second floor unit, 1BR, 1BA approx 600 sq foot unit with dedicated front garden and private front and back entry. Recent complete renovation of this spacious flat, including the gourmet galley kitchen with honed black granite countertops, new cabinetry, new Bertazzoni professional

    Yael Beckman Coldwell Banker Realty

    191 Prince George St Unit C, Annapolis, MD 21401
  • /69

    $760,000

    Sold Aug 26, 2025

    609 Marti Ln, Annapolis, MD 21401

    • 4 Beds
    • 3.5 Baths
    • 2,844 Sq Ft
    • Built 1980

    Last Sold Summary

    • $267/SF
    • 3 Days On Market

    Current Estimated Value $786,243

    Last Listing Agent MIMI COLLINS Samson Properties

    609 Marti Ln, Annapolis, MD 21401
    • /36

      Est $361,298

      Not Listed For Sale

      502 Mathias Hammond Way Unit 206, Annapolis, MD 21401

      • 2 Beds
      • 2.5 Baths
      • 1,277 Sq Ft
      • Built 1997
      502 Mathias Hammond Way Unit 206, Annapolis, MD 21401

      Last Sold Summary

      • 0 Days On Market

  • /17

    $472,070

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,210+ Sq Ft

    Element 2 Bed Plan at Element at Mill Creek, Annapolis, MD 21409

    The Christopher Companies Builder
    78 Old Mill Bottom Rd N Unit 36791900, Annapolis, MD 21409
  • /21

    $2,595 Per Month

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft
    • Condo for Rent

    2003 Phillips Terrace Unit 9, Annapolis, MD 21401

    Fantastic top-floor two-bedroom, two-bathroom condo with a loft in the desirable Windgate community of Annapolis.This bright and spacious home features a beautiful kitchen with stainless steel appliances and ample cabinet space. The open-concept living and dining area offers direct access to a private balcony overlooking the parking and surrounding community.The large

    2003 Phillips Terrace Unit 9, Annapolis, MD 21401
  • /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 $1,097,464

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    30 Decatur Ave, Annapolis, MD 21403
    • /57

      Est $691,159

      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

  • /73

    $975,000

    Under Contract
    • 5 Beds
    • 3.5 Baths
    • 4,440 Sq Ft

    534 Post Oak Rd, Annapolis, MD 21401

    OPEN HOUSE CANCELLED - Thank you for all the interest in this lovely home! Welcome to Windfern Forest, one of Annapolis’ most loved waterfront communities on the South River, where neighborhood amenities, water access, and timeless curb appeal come together beautifully. Perfectly situated on a quiet cul-de-sac and set on a spacious .55-acre lot, this stately 5-bedroom, 3.5-bath brick colonial

    Jennifer Siska Long & Foster Real Estate, Inc.

    534 Post Oak Rd, Annapolis, MD 21401
  • /24

    $4,200 Per Month

    • 2 Beds
    • 2 Baths
    • 1,794 Sq Ft
    • Condo for Rent

    1915 Towne Centre Blvd Unit 404, Annapolis, MD 21401

    Experience elevated living at the sought-after GrandView in this stunning 4th-floor “Flagship” model featuring a spacious 2 bedrooms and 2 baths overlooking center of Annapolis Town Center activities. This prime location residence offers 10-foot ceilings, hardwood floors, an open-concept living and dining area, granite countertops, private corner balcony, and abundant natural light throughout.

    David Yee Coldwell Banker Realty

    1915 Towne Centre Blvd Unit 404, 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 $428,359

    Last Listing Agent Nancy Smith Coldwell Banker Realty

    1955 Marconi Cir, Annapolis, MD 21401
    • /38

      Est $2,646,053

      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

  • /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
  • /6

    $3,150 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,368 Sq Ft
    • House for Rent

    11 Cornhill St, Annapolis, MD 21401

    Charming 2-bedroom and den, 1.5 bath bright 2 level townhouse, hardwood floors in heart of Downtown Annapolis. House has full sized washer/dryer, dishwasher, fenced back yard and parking space for 1 car. Walk 1 minute to City Dock, dining, shops, 3 minutes to USNA, St Johns College, Maryland State House, Maryland Courts.Please note: Our policy is to only contact those who provide a

    11 Cornhill St, Annapolis, MD 21401
  • /2

    $812,500

    Sold Jun 22, 2026

    403 Riding Ridge Rd, Annapolis, MD 21403

    • 4 Beds
    • 3.5 Baths
    • 2,736 Sq Ft
    • Built 1990

    Last Sold Summary

    • 5% Above List Price
    • $297/SF
    • 3 Days On Market

    Current Estimated Value $829,951

    Last Listing Agent Lynn Peaper Hubble Bisbee Christie's International Real Estate

    403 Riding Ridge Rd, Annapolis, MD 21403
    • /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

  • /2

    $354,900

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 1,283 Sq Ft

    607 Admiral Dr Unit 101, Annapolis, MD 21401

    Completely renovated in 2024, this beautifully updated first-floor condominium in the desirable Admirals Reach community offers turnkey living in one of Annapolis' most convenient locations. Featuring 2 bedrooms, 2 full bathrooms. This home blends modern finishes with an open, comfortable layout. The renovated kitchen showcases contemporary cabinetry, granite countertops, stainless steel

    Brad Kappel TTR Sotheby's International Realty

    607 Admiral Dr Unit 101, Annapolis, MD 21401
  • /29

    $3,650 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,320 Sq Ft
    • House for Rent

    838 Chestnut Tree Dr, Annapolis, MD 21409

    2 story Colonial with full basement and 2 car garage has 3-4 bedrooms, and 3.5 bathrooms. The primary bedroom has a private bathroom and walk-in closet. On the top floor there are 3 Bedrooms plus down the hall a DEN/OFFICE/NURSERY/CRAFT ROOM. There are 2 full bathrooms on this top floor, a powder room on the living room level, plus a full bathroom in the basement. The partially finished basement

    Jeremy McDonough Mr. Lister Realty

    838 Chestnut Tree Dr, Annapolis, MD 21409
  • /41

    $400,000

    Sold Apr 30, 2026

    605 Admiral Dr, Annapolis, MD 21401

    • 2 Beds
    • 2 Baths
    • 1,514 Sq Ft
    • Built 1991

    Last Sold Summary

    • 1% Above List Price
    • $264/SF
    • 7 Days On Market

    Current Estimated Value $388,872

    Last Listing Agent Amy Faust Long & Foster Real Estate, Inc.

    605 Admiral Dr, Annapolis, MD 21401
    • /50

      Est $1,358,711

      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

  • /92

    $865,000

    Open Sun 1PM - 3PM $35K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 5,036 Sq Ft

    704 Brannock Terrace, Annapolis, MD 21401

    TIMELESS ARCHITECTURE & RESORT-STYLE LIVING IN KINGSPORT of ANNAPOLISNestled within the highly sought-after community of Kingsport of Annapolis, this exceptional Neo-Traditional residence offers timeless architecture, thoughtfully curated designer updates, and an idyllic setting backing to mature trees. With five bedrooms, FOUR full and one half baths, a finished walk-up lower level, and a

    Creig Northrop Northrop Realty

    704 Brannock Terrace, Annapolis, MD 21401
  • /25

    $2,595 Per Month

    • 3 Beds
    • 2 Baths
    • 1,263 Sq Ft
    • Condo for Rent

    1101 Primrose Ct Unit 302, Annapolis, MD 21403

    Immaculate top-level three-bedroom, two-bathroom condo in the desirable Spa Cove community of Annapolis.This bright and spacious home features an open-concept living and dining area with direct access to a large private balcony overlooking peaceful woodlands. The updated kitchen offers black granite countertops, stainless steel appliances, a breakfast bar, and ample cabinet

    1101 Primrose Ct Unit 302, Annapolis, MD 21403
  • /37

    $329,900

    Sold Jun 22, 2026

    631 Admiral Dr Unit 302, Annapolis, MD 21401

    • 2 Beds
    • 2 Baths
    • 1,341 Sq Ft
    • Built 1996

    Last Sold Summary

    • 3% Below List Price
    • $246/SF
    • 19 Days On Market

    Current Estimated Value $334,593

    Last Listing Agent Donna Reichert Keller Williams Flagship

    631 Admiral Dr Unit 302, Annapolis, MD 21401
    • /51

      Est $621,509

      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

Showing Results 161 - 200, Page 5 of 18

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