18

Chesapeake Beach, MD Homes for Sale under $800,000

Section Image Section Image
  • /40

    $650,000

    Coming Soon
    • 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

    $685,000

    • 5 Beds
    • 3.5 Baths
    • 3,819 Sq Ft

    3671 Middle Ground Ct, Chesapeake Beach, MD 20732

    Welcome to 3671 Middle Ground Court, where comfort, space, and the Chesapeake lifestyle come together in one exceptional home. This beautifully maintained traditional Colonial offers five bedrooms, three and a half bathrooms, and a thoughtfully designed floor plan that's perfect for everyday living and entertaining alike. Step inside to discover refreshed hardwood floors (2026), new carpet in the

    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
  • /68

    $665,000

    $15K PRICE DROP
    • 4 Beds
    • 2.5 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 and truly move-in ready, this beautifully maintained 4-bedroom,

    Dorothy Bistransin Redfin Corp

    2425 Harrison Ct, Chesapeake Beach, MD 20732
  • /38

    $599,900

    • 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
  • /50

    $575,000

    $24K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,364 Sq Ft

    3570 Ponds Wood Dr, Chesapeake Beach, MD 20732

    Welcome to this beautifully maintained 5-bedroom, 3.5-bath home nestled on 3 private acres on a quiet, dead-end street. Featuring updated kitchens and bathrooms, this home offers the perfect blend of modern comfort, flexibility, and charm. The spacious layout provides room for everyone. The finished lower level includes an additional kitchen, living area, bedroom, and full bath with a separate

    Leslie Arigo Deep Roots Real Estate

    3570 Ponds Wood Dr, Chesapeake Beach, MD 20732
  • /64

    $799,000

    $66K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 869 Sq Ft

    3713 & 3711 Bayview Dr, Chesapeake Beach, MD 20732

    Wake up to breathtaking sunrises and sweeping waterfront views in this charming coastal retreat with access to the Chesapeake Bay and a sandy beach area. Perfect as a vacation getaway or year-round residence, this property offers the ideal blend of relaxation and waterfront living. An additional building lot is included, 3711 Bayview Dr. providing endless possibilities — keep it separate for

    Paul Lee Long & Foster Real Estate, Inc.

    3713 & 3711 Bayview Dr, Chesapeake Beach, MD 20732
  • /2

    $650,000

    • 5 Beds
    • 3.5 Baths
    • 3,060 Sq Ft

    2643 Richfield Ln, Chesapeake Beach, MD 20732

    Welcome to 2643 Richfield Lane! If you've been looking for a home with plenty of space, thoughtful updates, and room for everyone, this is one you won't want to miss. This beautifully maintained 5-bedroom Colonial offers the perfect blend of comfort, functionality, and classic style. From the moment you arrive, you'll appreciate the welcoming front porch—a great spot to enjoy your morning coffee

    Donna DeCesaris Taylor Properties

    2643 Richfield Ln, 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
  • /63

    $650,000

    • 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 4100

    Terri McClain RE/MAX One

    3555 Christiana Ct, Chesapeake Beach, MD 20732
  • /51

    $624,900

    • 4 Beds
    • 2.5 Baths
    • 2,464 Sq Ft

    3955 Breezy Point Rd, Chesapeake Beach, MD 20732

    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, this 4 BR/ 2.5 BA residence features 2,464 square feet of living space plus an unfinished

    Chris McNelis Berkshire Hathaway HomeServices PenFed Realty

    3955 Breezy Point Rd, Chesapeake Beach, MD 20732
  • /60

    $719,900

    $5K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,048 Sq Ft

    4416 Snowy Egret Ct, Chesapeake Beach, MD 20732

    Price reduction and One year home warranty included!!!!Welcome to 4416 Snowy Egret Court, a stunning 5-bedroom, 3 full bath, 1 half bath home located at the end of a quiet cul-de-sac in the highly desirable Breezy Point Estates community of Chesapeake Beach. Just one mile from the Chesapeake Bay, residents enjoy beach passes and private water access all year, offering the perfect blend of

    Heather Heath Deep Roots Real Estate

    4416 Snowy Egret Ct, 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
  • /60

    $649,500

    $38K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,422 Sq Ft

    3384 Cannoncade Ct, Chesapeake Beach, MD 20732

    Located in the desirable Chesapeake Village community, this beautiful Colonial-style home features 4 bedrooms, 3.5 bathrooms, and an open floor plan designed for comfortable living and entertaining. The chef-inspired gourmet kitchen features rich wood cabinetry, granite countertops, a built-in wall oven and microwave, a gas cooktop, stainless steel appliances, and a large center island that

    Tomie Scott-Deleonard DNS Realty Group

    3384 Cannoncade Ct, Chesapeake Beach, MD 20732
  • /4

    $524,000

    Coming Soon
    • 3 Beds
    • 3 Baths
    • 1,940 Sq Ft

    5165 Christiana Parran Rd, Chesapeake Beach, MD 20732

    Welcome to your own private retreat just minutes from the Chesapeake Bay! Nestled on a picturesque 1.13-acre wooded lot just 4 miles from Chesapeake Beach & Boardwalk, this beautifully updated 3-bedroom, 3 full bath home offers the perfect blend of privacy, functionality, and coastal convenience...with no HOA and room for all your hobbies, vehicles, and recreational toys. Set well back from the

    Heather D'Jangali Berkshire Hathaway HomeServices PenFed Realty

    5165 Christiana Parran Rd, Chesapeake Beach, MD 20732
  • /62

    $674,900

    • 4 Beds
    • 2.5 Baths
    • 2,706 Sq Ft

    3611 Karen Dr, Chesapeake Beach, MD 20732

    Welcome home to this stunning property in the highly sought‐after Lake Karylbrook community, offering a serene, private setting on over 3 acres. This immaculate, professionally designed 4‐level home features 4 finished levels, nearly 3500 sqft of finished living space, 4 bedrooms, 2.5 baths, and a welcoming front porch, a spacious deck perfect for outdoor enjoyment. Step outside and enjoy summer

    Denis Guma RE/MAX Advantage Realty

    3611 Karen Dr, Chesapeake Beach, MD 20732
  • /50

    $759,900

    • 3 Beds
    • 4.5 Baths
    • 2,583 Sq Ft

    8048 Windward Key Dr, Chesapeake Beach, MD 20732

    Discover coastal living at its finest at 8048 Windward Key Dr, Chesapeake Beach! This "as-is" gem offers breathtaking views of the canal and the iconic Chesapeake Bay, placing you right in the heart of everything this charming waterfront town has to offer. Located just steps away from the renowned Rod 'N' Reel Resort, you'll enjoy the convenience of walking to local restaurants, marina boat

    Chris Moore Compass

    8048 Windward Key Dr, Chesapeake Beach, MD 20732
  • /31

    $535,000

    $15K 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, hardwood

    Dee Dee Miller Paul Wesley Real Estate

    4010 Beach Dr, Chesapeake Beach, MD 20732

Home Price Trends

Median Sale Price
$450,000
Median Single Family Sale Price
$499,990
Median Townhouse Sale Price
$408,000
Median 2 Bedroom Sale Price
$365,000
Median 1 Bedroom Sale Price
$335,000
Average Price Per Sq Ft
$222
Number of Homes for Sale
39
Last 12 months Home Sales
160
Months of Supply
2.90
Median List Price
$462,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%
How to Buy a Home How to Finance a Home How to Sell a Home