29

Chesapeake Beach, MD Homes for Sale with Garage

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  • /60

    $719,000

    $21K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,732 Sq Ft

    8337 Bay Crest Ct, Chesapeake Beach, MD 20732

    Check out the $20,000 price reduction! What a deal! Rich solid bamboo flooring flows throughout the main living areas, while replacement windows maximize the breathtaking Bay views. The remodeled gourmet kitchen features quartz countertops, stainless steel appliances, and opens to a full-width waterfront deck—perfect for morning coffee, outdoor dining, or simply watching the boats pass

    Agent Photo

    Gail Nyman

    RE/MAX United Real Estate

    8337 Bay Crest Ct, Chesapeake Beach, MD 20732
  • /40

    $650,000

    Coming Soon Oct 1
    • 4 Beds
    • 3.5 Baths
    • 4,214 Sq Ft

    8475 Saint Andrews Dr, Chesapeake Beach, MD 20732

    Welcome to 8475 Saint Andrews Drive! This lovely home offers tons of space, and is the largest home in the neighborhood! The main level offers a living room, formal dining room, kitchen with granite countertops and stainless steel appliances, a breakfast room, a huge family room, and an expansive back deck. The 2nd level offers a palatial primary suite, including a full primary bathroom with a

    Agent Photo

    Andrew Cerrito

    Cerrito Realty, LLC

    8475 Saint Andrews Dr, Chesapeake Beach, MD 20732
  • /68

    $670,000

    Open Sun 11AM - 1PM $15K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,819 Sq Ft

    3671 Middle Ground Ct, Chesapeake Beach, MD 20732

    FOR A LIMITED TIME ONLY! The motivated seller has given permission to lower the price BELOW appraised value. Chesapeake Village is the place to be and you simply won't see this price again. Don't sleep on this opportunity to live in this highly sought-after community! Welcome to 3671 Middle Ground Court, where comfort, space, and the Chesapeake lifestyle come together in one exceptional home.

    Agent Photo

    Gene Summers

    Real Broker, LLC

    3671 Middle Ground Ct, Chesapeake Beach, MD 20732
  • /16

    $699,999

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 1,802 Sq Ft

    8314 Bayside Rd, Chesapeake Beach, MD 20732

    TO BE BUILT HOME in the sought-after Chesapeake Beach community. This exceptional NEW CONSTRUCTION opportunity co-marketed with Schaefer Homes allows you to build your dream home on a prime lot with views of the Chesapeake Bay. The featured Eastport model blends Colonial and Coastal architectural elements with an open-concept layout. The main level offers a spacious family room flowing seamlessly

    Erin Roccapriore JPAR Real Estate Professionals

    8314 Bayside Rd, Chesapeake Beach, MD 20732
  • /71

    $634,900

    $5K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,570 Sq Ft

    2425 Harrison Ct, Chesapeake Beach, MD 20732

    ASSUMABLE 2.25% VA LOAN AVAILABLE (Qualified Buyers – Inquire for Details)Welcome to one of the LARGEST & extensively updated homes in Richfield Station—3500 SF sitting on .69 acres where modern upgrades, spacious living, privacy and the coveted Chesapeake Beach lifestyle come together in perfect harmony.Refreshed for 2026!! Brand New Carpet installed September of 2026, along with a

    Dorothy Bistransin Redfin Corp

    2425 Harrison Ct, Chesapeake Beach, MD 20732
  • /28

    $439,000

    $30K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,876 Sq Ft

    6114 4th St, Chesapeake Beach, MD 20732

    Welcome to your turn-key coastal sanctuary! This 3-bedroom, 2-bathroom home in the heart of Chesapeake Beach has been completely transformed from top to bottom. Enjoy complete peace of mind with a brand-new roof, fresh siding, brand-new deck, new flooring, and fresh paint throughout. The kitchen features modern finishes and feeds seamlessly into bright, spacious living areas, while both bathrooms

    John Kreamer Taylor Properties

    6114 4th St, Chesapeake Beach, MD 20732
  • /43

    $579,900

    • 4 Beds
    • 2.5 Baths
    • 2,276 Sq Ft

    2630 Richfield Ln, Chesapeake Beach, MD 20732

    Welcome to 2630 Richfield Lane in Chesapeake Beach! This beautiful 4-bedroom, 2 full bath, 1 half bath home offers a fresh, updated feel with plenty of space to make your own. The main level features luxury vinyl plank flooring throughout main level, fresh paint, and a bright, functional layout perfect for everyday living and entertaining. The kitchen offers a spacious island, great cabinet

    Jenna Bare-Anderkovitch CENTURY 21 New Millennium

    2630 Richfield Ln, Chesapeake Beach, MD 20732
  • /2

    $514,900

    Coming Soon Sep 25
    • 3 Beds
    • 2.5 Baths
    • 2,512 Sq Ft

    6230 9th St, Chesapeake Beach, MD 20732

    Prepare to be WOWED by this stunning home in Chesapeake Beach. This home has been totally transformed from top to bottom in the last several years. Major system updates to include, new ROOF 2025, water heater 2023, & HVAC 2018, and whole house water treatment with UV light. The open floorpan on main level gives complete flexibility. Spend time your bright kitchen completely renovated in 2021 with

    Terri McClain RE/MAX One

    6230 9th St, Chesapeake Beach, MD 20732
  • /26

    $535,000

    $5K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    3693 Brookeside Dr, Chesapeake Beach, MD 20732

    New and improved price! Welcome home to this beautifully updated 5-bedroom, 3.5-bath residence, where thoughtful updates, spacious living areas, and everyday comfort come together in a sought-after neighborhood. Located within a highly rated school district, this home offers the space and functionality today’s buyers are looking for—with plenty of room to grow.Inside, light-filled living

    Haley Taylor Real Broker, LLC - Dunkirk

    3693 Brookeside Dr, Chesapeake Beach, MD 20732
  • /23

    $360,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,632 Sq Ft

    4820 Sherwood Ave, Chesapeake Beach, MD 20732

    Opportunity to obtain a spacious home in a community with beach access. The Breezy Point Community has access to the beach through voluntary dues, not mandatory ones. The beautiful beach is within walking distance and also offers a large picnic area.The home is being sold as is by the estate. The special features include new carpet on the main level and a new roof between 2021 and 2022. Solar

    Dawn Wood O'Brien Realty ERA Powered

    4820 Sherwood Ave, Chesapeake Beach, MD 20732
  • /2

    $190,000

    • 3 Beds
    • 2 Baths
    • 2,597 Sq Ft

    6231 8th St, Chesapeake Beach, MD 20732

    This property is being sold as-is and is perfect for investors, flippers, or buyers looking for a renovation opportunity. With solid bones and endless potential, this home is a blank canvas ready for your vision. Whether you’re looking to fix and flip, hold as a rental, or bring new life to a great location—this is the one. Cash, hard money, or renovation loan preferred. Don’t miss this chance to

    Teairra Jones Samson Properties

    6231 8th St, Chesapeake Beach, MD 20732
  • /35

    $890,000

    Coming Soon Oct 1
    • 3 Beds
    • 5 Baths
    • 3,061 Sq Ft

    4013 Windward Key Ct, Chesapeake Beach, MD 20732

    Rare opportunity to own directly on the Chesapeake Bay in Windward Key, where bayfront homes seldom come on the market. This 4-level, 3-bedroom, 3-full-and-2-half-bath coastal townhouse in Chesapeake Beach sits directly on the water with expansive Bay views and a private community sandy beach. Balconies on every level offer front-row sunrise views over the water and shifting sky and watercolor at

    Gabriela Montgomery RE/MAX Realty Group

    4013 Windward Key Ct, Chesapeake Beach, MD 20732
  • /21

    $1,289,000

    $10K PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 6,037 Sq Ft

    4485 Bristol Dr, Chesapeake Beach, MD 20732

    Welcome Home to an Extraordinary Private Estate in Owens Soper EstatesHidden beyond a long, winding private driveway that gracefully meanders through 57 breathtaking acres of pristine woodland, this exceptional custom Colonial is the definition of luxury, privacy, and timeless elegance. Nestled within the prestigious Owens Soper Estates of Northern Calvert County, this is far more than a

    Chrystal Dove CENTURY 21 New Millennium

    4485 Bristol Dr, Chesapeake Beach, MD 20732
  • /64

    $599,700

    $25K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,240 Sq Ft

    4325 Willows Rd, Chesapeake Beach, MD 20732

    Welcome home to this spacious colonial in the sought-after, water-privileged community of Willows Colony. Featuring 4 bedrooms, 4.5 bathrooms, and hardwood floors throughout, this home offers plenty of room and a flexible unfinished basement with a workshop. Outside, you can relax on the front porch or enjoy the private, wooded backyard with a deck, patio, fish pond, shed, and 2-car garage. Best

    Mike Benton Home Towne Real Estate

    4325 Willows Rd, Chesapeake Beach, MD 20732
  • /58

    $624,900

    • 4 Beds
    • 2.5 Baths
    • 2,676 Sq Ft

    8320 Harrison Blvd, Chesapeake Beach, MD 20732

    Welcome to 8320 Harrison Boulevard! This spacious 4-bedroom, 2-full-bath, 1-half-bath home offers comfortable living and plenty of opportunity to make it your own. Freshly painted throughout, the home features an inviting open-concept living area and kitchen, creating an ideal space for everyday living and entertaining. The spacious primary bedroom includes a private en-suite bath, while three

    Bob Chew Samson Properties

    8320 Harrison Blvd, Chesapeake Beach, MD 20732
  • /51

    $414,900

    $20K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,840 Sq Ft

    6417 Brookeside Ct, Chesapeake Beach, MD 20732

    Welcome to 6417 Brookeside Court! This 3-bedroom, 1.5-bath home offers plenty of space, recent updates, and an opportunity to make it your own. SPECIAL OPPORTUNITY—The seller will provide and pay for a brand-new roof with an acceptable offer, and YOU, the buyer, may select the shingle color from the contractor’s available options! Personalize the home’s exterior before you even move in while

    Tracy Odell EXP Realty, LLC

    6417 Brookeside Ct, Chesapeake Beach, MD 20732
  • /33

    $359,900

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    2221 Ivy Ln Unit 9, Chesapeake Beach, MD 20732

    Nestled in the charming Richfield Station Village, this delightful Colonial townhouse offers a perfect blend of comfort and style. Built in 2007, the home features a warm and inviting interior, highlighted by beautiful flooring and recessed lighting that create a cozy ambiance throughout. The spacious living area seamlessly flows into a dining area, ideal for gatherings and entertaining. The

    Mason Halsey ExecuHome Realty

    2221 Ivy Ln Unit 9, Chesapeake Beach, MD 20732
  • /50

    $2,795,000

    • 5 Beds
    • 5.5 Baths
    • 7,627 Sq Ft

    4525 Camp Roosevelt Dr, Chesapeake Beach, MD 20732

    A true Chesapeake treasure! Set within the historic Camp Roosevelt community, once home to one of the nation’s earliest permanent Boy Scout camps, this extraordinary 20-acre estate offers approximately 500 feet of private Chesapeake Bay shoreline - and a beach where fossilized shark teeth and other prehistoric treasures are routinely discovered. It is a rare opportunity to own a property where

    Brad Kappel TTR Sotheby's International Realty

    4525 Camp Roosevelt Dr, Chesapeake Beach, MD 20732
  • /30

    $774,900

    $124K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 2,876 Sq Ft

    8054 Windward Key Dr, Chesapeake Beach, MD 20732

    MAJOR PRICE IMPROVEMENT. Experience an elevated waterfront lifestyle in the coveted Windward Key community, ideally positioned along the shores of the Chesapeake Bay in the heart of Chesapeake Beach. This exceptional four-level townhome blends refined design with water views, offering 3 bedrooms, 4 full baths, and 1 half bath across thoughtfully designed living spaces. Sunlight pours through

    Doug Smith RE/MAX Realty Group

    8054 Windward Key Dr, Chesapeake Beach, MD 20732
  • /61

    $635,000

    $15K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,837 Sq Ft

    3555 Christiana Ct, Chesapeake Beach, MD 20732

    Looking for true privacy with NO HOA, then look no further to this quaint Colonial nested in 5.09 acres of wooded area in Chesapeake Beach. The sprawling acreage has so much to offer - sit in your screened in porch, on your back deck, or build a fire pit & experience the nature. Inside you will find a well designed floor plan with room where you need it-5 bedrooms, 3.5 baths and over 3800

    Terri McClain RE/MAX One

    3555 Christiana Ct, Chesapeake Beach, MD 20732
  • /33

    $1,200,000

    $100K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,100 Sq Ft

    4011 27th St, Chesapeake Beach, MD 20732

    Everything you want in a true Chesapeake Bay waterfront property is right here.Nestled on a rare, oversized double corner lot in Chesapeake Beach, this one-of-a-kind historic waterfront estate offers unmatched charm, versatility, and income-producing potential. With a location that simply cannot be duplicated, this property delivers the ultimate coastal lifestyle just 35 minutes from

    Sarah Reynolds Keller Williams Realty

    4011 27th St, Chesapeake Beach, MD 20732
  • /50

    $565,000

    $60K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,464 Sq Ft

    3955 Breezy Point Rd, Chesapeake Beach, MD 20732

    ***Improved Price*** MOVE-IN READY, easy drive to Andrews AFB, Washington DC , the Beltway. Looking for the perfect blend of privacy and accessibility? This low maintenance Colonial-style home, nestled on a generous 2.49-acre lot offers just that! No HOA!! A private paved driveway and surrounding hardwood trees provide privacy and a quick drive to Route 4 provides the convenience. Built in 2016,

    Chris McNelis Berkshire Hathaway HomeServices PenFed Realty

    3955 Breezy Point Rd, Chesapeake Beach, MD 20732
  • /58

    $400,000

    Open Sun 11AM - 1PM
    • 3 Beds
    • 3 Baths
    • 2,425 Sq Ft

    4883 Ridge Rd, Chesapeake Beach, MD 20732

    Welcome to a home as distinctive as Breezy Point itself! Renovated approximately 10 years ago, this 3-bedroom, 3-full-bath coastal home offers approximately 2,425 square feet of finished living space across three levels and a surprisingly functional floor plan filled with character.The heart of the home is the impressive chef’s kitchen, featuring generous stone countertops, a large

    Jen Anderson Samson Properties

    4883 Ridge Rd, Chesapeake Beach, MD 20732
  • /34

    $749,900

    $75K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 2,950 Sq Ft

    8076 Windward Key Dr, Chesapeake Beach, MD 20732

    COASTAL LUXURY MEETS EVERYDAY VACATION LIVING in Windward Key on the Chesapeake Bay. Experience the ultimate waterfront lifestyle in this four-level townhome nestled in the sought-after Windward Key community in the heart of Chesapeake Beach. Whether you are searching for a full-time residence or the perfect weekend retreat, this exceptional home offers resort-style living with water views and

    Doug Smith RE/MAX Realty Group

    8076 Windward Key Dr, Chesapeake Beach, MD 20732
  • /41

    $375,000

    • 3 Beds
    • 1 Bath
    • 1,164 Sq Ft

    3905 17th St, Chesapeake Beach, MD 20732

    Welcome to Chesapeake Beach - Easy one-level living, a huge detached garage, and the laid-back coastal lifestyle welcomes you! This three-bedroom home offers an easy, functional layout with everything you need on one floor. The spacious living room features large windows that bring in plenty of natural light, while the kitchen offers generous cabinet space and newer stainless steel appliances.

    Delaney Clarke RE/MAX United Real Estate

    3905 17th St, Chesapeake Beach, MD 20732
  • /12

    $885,000

    Open Sun 1PM - 3PM $15K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,386 Sq Ft

    3912 17th St, Chesapeake Beach, MD 20732

    ONE BLOCK FROM THE CHESAPEAKE BAY — EXCEPTIONAL SPACE, COASTAL LIVING & ROOM FOR EVERYONEDiscover a different kind of Chesapeake Beach living at 3912 17th Street—an impressive 4-bedroom, 3.5-bath home offering 4,386 finished square feet, incredible flexibility, extensive updates, and a location just one block from the beach and boardwalk.From morning walks along the Bay to evenings spent

    Chrystal Dove CENTURY 21 New Millennium

    3912 17th St, Chesapeake Beach, MD 20732
  • /2

    $650,000

    Coming Soon Nov 2
    • 4 Beds
    • 2.5 Baths
    • 1,861 Sq Ft

    3910 28th St, Chesapeake Beach, MD 20732

    Vacation everyday with a short two blocks to the Chesapeake Bay from this gorgeous two level home! Main level features open floor plan with spacious family room open to dining room and kitchen. Granite counters with seating for a crowd at the breakfast bar plus ss appliances, pendant lights, and tall cabinets make the kitchen a dream! Upstairs you will find four spacious bedrooms. including

    Becky King Home Towne Real Estate

    3910 28th St, Chesapeake Beach, MD 20732
  • /31

    $515,000

    $35K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,296 Sq Ft

    4010 Beach Dr, Chesapeake Beach, MD 20732

    Tucked into the sought-after Holiday Beach community in Chesapeake Beach, this classic colonial offers the perfect blend of comfort, charm, and the relaxed southern Maryland lifestyle so many buyers are searching for. Enjoy community water access along with easy proximity to all the dining, shopping, marinas, and recreation that make the Chesapeake Bay lifestyle so special.Inside,

    Dee Dee Miller Paul Wesley Real Estate

    4010 Beach Dr, Chesapeake Beach, MD 20732
  • /70

    $735,000

    • 4 Beds
    • 3.5 Baths
    • 3,298 Sq Ft

    8308 Legacy Cir, Chesapeake Beach, MD 20732

    **VA ASSUMABLE LOAN AT (2.75%) — Ask for Details!**Welcome to 8308 Legacy Circle—a place to spread out, settle in, and embrace the easygoing Chesapeake Beach lifestyle. Tucked within the Heritage Woods community, this inviting 4-bedroom, 3.5-bath home offers the space, comfort, and flexibility to make everyday life feel a little more special.Picture slow mornings in a sun-filled

    Melanie Wood Berkshire Hathaway HomeServices PenFed Realty

    8308 Legacy Cir, Chesapeake Beach, MD 20732

Home Price Trends

Median Sale Price
$449,900
Median Single Family Sale Price
$487,500
Median Townhouse Sale Price
$415,000
Median 2 Bedroom Sale Price
$367,450
Median 1 Bedroom Sale Price
$335,000
Average Price Per Sq Ft
$229
Number of Homes for Sale
29
Last 12 months Home Sales
169
Months of Supply
3.00
Median List Price
$470,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%
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