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Investment - Homes for Sale in Annapolis, MD

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  • /53

    $775,000

    $75K 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
  • /51

    $1,150,000

    • 4 Beds
    • 1.5 Baths
    • 1,176 Sq Ft

    19 Old Solomons Island Rd, Annapolis, MD 21401

    Incredible opportunity to purchase two adjoining properties - one vacant commercial parcel and one residential property with an existing home. Situated on over half an acre combined in Annapolis, this unique offering has been owned by the same family for generations and presents endless possibilities for its next owner. The commercial parcel provides a blank slate for future development or

    Melissa Hamet Cummings & Co. Realtors

    19 Old Solomons Island Rd, Annapolis, MD 21401
  • /47

    $1,148,000

    $147K PRICE DROP
    • 9 Beds
    • 4.5 Baths
    • 2,800 Sq Ft

    805 Spa Rd, Annapolis, MD 21401

    NEW PRICE! Welcome to 805 Spa rd., an amazing investment opportunity in the desirable Murray Hill community in Annapolis! Murray Hill is probably the best residential neighborhood in the city with single-family homes, and walkable to downtown. This 9-bedroom, 4.5 bath, triplex home has been completely renovated! There is ample parking for up to 8 cars. This home offers rental potential with 3

    Stephanie Henry Bennett Realty Solutions

    805 Spa Rd, Annapolis, MD 21401
  • /17

    $1,157,456

    $125K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 6,724 Sq Ft

    371 Carriage Park Way, Annapolis, MD 21401

    Foreclosure opportunity in sought-after Annapolis! Spacious 4BR/3.5BA Colonial with over 4,500 sq ft of living space. Features include multiple living areas, large kitchen footprint, finished lower level, and generous bedroom sizes. Private backyard with in-ground pool ready to be restored. Excellent potential for renovation or investment. Convenient to shopping, dining, major routes, and

    Christopher Guldi Keller Williams Flagship

    371 Carriage Park Way, Annapolis, MD 21401
  • /42

    $1,285,000

    • 3 Beds
    • 2.5 Baths
    • 1,928 Sq Ft

    1105 Boucher Ave, Annapolis, MD 21403

    Nestled in the heart of Eastport, this thoughtfully designed 3-bedroom, 2.5-bath home offers the perfect combination of comfortable living, modern updates, and one of Annapolis' most sought-after walkable locations. Complete with a rare detached two-car garage, this is an exceptional opportunity to enjoy the Eastport lifestyle in an established neighborhood that continues to attract significant

    Teresa Klem Long & Foster Real Estate, Inc.

    1105 Boucher Ave, Annapolis, MD 21403
  • /2

    $350,000

    $60K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,206 Sq Ft

    3 Cypress Rd, Annapolis, MD 21403

    Nestled in the heart of Annapolis, this 3-bedroom, 1-bath home offers a fantastic opportunity for investors or buyers looking to add their personal touch. The property features a solid layout with great bones and includes an unfinished ±800 sq ft addition—providing ample space to expand and customize to your needs. With a little vision and renovation, this home has tremendous potential to shine.

    Nikita Bridges-Contee Douglas Realty LLC

    3 Cypress Rd, Annapolis, MD 21403
  • /68

    $1,350,000

    $150K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,316 Sq Ft

    107 Monticello Ave, Annapolis, MD 21401

    Nestled in the highly coveted Murray Hill neighborhood, one of Annapolis' most picturesque enclaves, this exceptional 1925 Craftsman masterpiece effortlessly blends historic charm with sophisticated modern luxury. Rich in architectural character and thoughtfully enhanced with extensive renovations, this remarkable residence offers an unparalleled lifestyle defined by elegance, convenience, and

    Alexandra Ryan EXP Realty, LLC

    107 Monticello Ave, Annapolis, MD 21401
  • /19

    $320,000

    $10K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,106 Sq Ft

    8 Georgetown Ct Unit 1-8, Annapolis, MD 21403

    Welcome to 8 Georgetown Court! This charming end of group town home offers 3 bedrooms, 1.5 bath on a quiet culdesac in the heart of Annapolis. Offering a functional layout with spacious living areas and abundant natural light, this home is perfect for both everyday living and entertaining. Enjoy generously sized bedrooms, a welcoming outdoor space, and the convenience of being just minutes from

    Natasha Lasek Keller Williams Gateway LLC

    8 Georgetown Ct Unit 1-8, Annapolis, MD 21403
  • /50

    $685,000

    $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,040 Sq Ft

    34 Pinkney St, Annapolis, MD 21401

    This is the perfect pied-à-terre and an excellent investment property with its extremely successful long-term rental history! Lots of recent updates, including New HVAC -2025 and new metal roof- 2020. Cozy living room flows to the dining with fun shiplap walls and built-in seating. The well-planned renovated kitchen has access to the private brick courtyard, just the right size for a lovely

    Alex Tower Sears TTR Sotheby's International Realty

    34 Pinkney St, Annapolis, MD 21401
  • /26

    $244,500

    $23K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft

    1 Silverwood Cir Unit 8, Annapolis, MD 21403

    Discover the potential in this spacious 2-bedroom, 2-bath condo located on the desirable second level. Featuring a thoughtfully designed floor plan, generous living spaces, and abundant natural light, this residence offers the perfect opportunity to create your dream home. Living and dining areas provide an inviting space for entertaining, while the well-appointed kitchen offers a solid

    Darrell Jones Keller Williams Select Realtors of Annapolis

    1 Silverwood Cir Unit 8, Annapolis, MD 21403
  • /43

    $874,900

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    220 West St, Annapolis, MD 21401

    Welcome to 220 West Street in Annapolis, Maryland. A rare, fully gut-renovated detached property located in the heart of the Downtown Arts District at a row home's price, offering exceptional flexibility with mixed-use zoning that allows for both residential and commercial use. Completed in 2024, this property has been completely transformed from top to bottom. Every major system and finish has

    Vishal Doddanna Keller Williams Realty Centre

    220 West St, Annapolis, MD 21401
  • /92

    $3,849,000

    • 6 Beds
    • 4.5 Baths
    • 4,474 Sq Ft

    16 Maryland Ave, Annapolis, MD 21401

    A truly exceptional historic residence is now available in the heart of downtown Annapolis. Welcome to 16 Maryland Avenue, a distinguished circa-1830 Greek Revival home masterfully restored in collaboration with the renowned Hammond-Wilson Architects. Perfectly positioned just steps from State Circle and the United States Naval Academy, this iconic three-story brick property seamlessly blends

    Joanna Dalton Coldwell Banker Realty

    16 Maryland Ave, Annapolis, MD 21401
  • /30

    $375,000

    $14K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 902 Sq Ft

    198 Clay St, Annapolis, MD 21401

    Welcome to 198 Clay Street in the heart of Annapolis! This charming row home offers water views of College Creek and a short stroll to downtown and West Annapolis, where shops, dining, entertainment, and the U.S. Naval Academy are right at your doorstep. The location also provides easy commuter access to Routes 50 and 97 for Washington, D.C., Baltimore, and BWI Airport. Thoughtfully updated in

    Kerry O'Hara Engel & Völkers Annapolis

    198 Clay St, Annapolis, MD 21401
  • /47

    $1,950,000

    • 6 Beds
    • 4 Baths
    • 3,415 Sq Ft

    192 Duke of Gloucester St, Annapolis, MD 21401

    Welcome to the Thomas Hyde House – a rare opportunity to own a piece of Annapolis history in the heart of downtown. Built in 1769, this impeccably restored Federal- style property blends 18th-century charm with modern luxury. Perfectly situated on sought- after Duke of Gloucester Street, this vibrant and colorful home offers stunning views of the Maryland State House and extremely rare off-street

    Hanh Pham Samson Properties

    192 Duke of Gloucester St, Annapolis, MD 21401

Home Price Trends

Median Sale Price
$639,000
Median Single Family Sale Price
$840,000
Median Townhouse Sale Price
$465,000
Median 2 Bedroom Sale Price
$454,900
Median 1 Bedroom Sale Price
$399,375
Average Price Per Sq Ft
$359
Number of Homes for Sale
270
Last 12 months Home Sales
1,310
Months of Supply
2.50
Median List Price
$651,250
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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