22

Colonial Homes for Sale in Chesapeake Beach, MD

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  • /78

    $724,500

    • 7 Beds
    • 3.5 Baths
    • 4,278 Sq Ft

    8407 Wesley Stinnett Blvd, Chesapeake Beach, MD 20732

    Not very often will you find a home with 5 bedrooms upstairs and a two bedroom in-law wing on the main level with a separate entrance! This house was built for comfortable living and lots of people! With 4200+ sq ft above grade, you won't want for more space! Plenty of room for entertaining with a family room off the kitchen , a huge recreation room next door , a front porch for easy living and

    Agent Photo

    Gail Nyman

    RE/MAX United Real Estate

    8407 Wesley Stinnett Blvd, Chesapeake Beach, MD 20732
  • /4

    $685,000

    Coming Soon
    • 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
  • /29

    $475,000

    • 4 Beds
    • 4 Baths
    • 2,074 Sq Ft

    3610 Glouster Dr, North Beach, MD 20714

    Experience net-zero living in this spacious three-level townhome located in the desirable San Francisco by the Bay community. Owned rooftop solar panels, energy-efficient design, and a smart thermostat have enabled nearly three years of zero electric bills. The open-concept main level showcases hardwood flooring, abundant natural light, granite countertops, center island, stone backsplash,

    Agent Photo

    Din Khaled

    Houwzer, LLC

    3610 Glouster Dr, North Beach, MD 20714
  • /68

    $665,000

    Open Sat 12PM - 2PM $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)Price Reduced and Open House Saturday July 11th- 12-2 PM. 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

    Dorothy Bistransin Redfin Corp

    2425 Harrison 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
  • /34

    $422,900

    • 3 Beds
    • 3.5 Baths
    • 2,312 Sq Ft

    3615 Glouster Dr, North Beach, MD 20714

    All New Carpet has been installed Since pictures and 3D tour was made!!!!!!!!! Come check it out.... its even better than the Pictures now!!!! Recent updates include new HVAC (2025), new roof (April 2026), new roof and wall insulation (2019), and remodeled powder room (2022), Freshly painted throughout. Move-in ready townhome in the sought-after San Francisco on the Bay community in North Beach,

    Tara Kirby RE/MAX One

    3615 Glouster Dr, North Beach, MD 20714
  • /69

    $777,000

    $5K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,700 Sq Ft

    8229 Bayside Rd, Chesapeake Beach, MD 20732

    Back on the market due to shaky financing! Inspected and READY! Improved price too! Welcome to 8229 Bayside Road, where elevated bayside living meets everyday convenience in the heart of Chesapeake Beach. This beautifully maintained four-bedroom, 3.5-bath residence offers views of the Chesapeake Bay and an unbeatable walkable lifestyle along the water. Spanning four finished levels and serviced

    Farrah Fuchs Redfin Corp

    8229 Bayside Rd, 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
  • /2

    $1,299,000

    • 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
  • /2

    $370,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    2298 Forest Ridge Terrace, Chesapeake Beach, MD 20732

    Welcome to the end-unit penthouse you've been waiting for! This beautifully maintained 3-bedroom, 2.5-bath condo offers the perfect blend of comfort, convenience, and low-maintenance living in one of Chesapeake Beach's most desirable locations.Ideally situated for an easy commute to Washington, D.C., Joint Base Andrews, and Annapolis, you'll love coming home to the charm of the Chesapeake

    Haley Taylor Real Broker, LLC - Dunkirk

    2298 Forest Ridge Terrace, Chesapeake Beach, MD 20732
  • /2

    $650,000

    Coming Soon
    • 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
  • /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 Washington,

    Sarah Reynolds Keller Williams Realty

    4011 27th St, Chesapeake Beach, MD 20732
  • /2

    $624,900

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

    3955 Breezy Point Rd, Chesapeake Beach, MD 20732

    COMING SOON! 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 long private driveway and surrouding trees provide the privacy while a quick drive to Route 4 provides the accessibility. Built in 2016, this 4 BR/ 2.5 BA residence features 2,464 square feet of living space, plus an

    Chris McNelis Berkshire Hathaway HomeServices PenFed Realty

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

    $725,000

    • 5 Beds
    • 3.5 Baths
    • 3,048 Sq Ft

    4416 Snowy Egret Ct, Chesapeake Beach, MD 20732

    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 coastal living and everyday convenience.This beautifully

    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

    $687,500

    • 5 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 5 bedrooms, 4 bathrooms, and a spacious layout designed for comfortable living and entertaining. Interior highlights include granite countertops, built-in kitchen appliances, hardwood plank flooring, a two-story family room, sunroom, media room, and a finished basement, all filled with abundant

    Tomie Scott-Deleonard DNS Realty Group

    3384 Cannoncade Ct, Chesapeake Beach, MD 20732
  • /61

    $499,990

    • 4 Beds
    • 3.5 Baths
    • 2,688 Sq Ft

    7902 Delores Ct, Chesapeake Beach, MD 20732

    Fantastic opportunity to own this beautifully maintained END UNIT townhome situated on arguably the best lot in the highly desirable Bayview Hills community! Backing to open space and offering exceptional privacy, this home combines a peaceful setting with an unbeatable location for outdoor enthusiasts. Just steps from the Fishing Creek Rail Trail, you'll enjoy easy access to jogging, biking,

    Team Stueckler Keller Williams Flagship

    7902 Delores Ct, Chesapeake Beach, MD 20732
  • /2

    $370,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,650 Sq Ft

    2328 Forest Ridge Terrace, Chesapeake Beach, MD 20732

    Coming Soon! Impeccably maintained 3-bedroom, 2.5-bath penthouse-style condo with over 2,600 sq ft and an attached garage in sought-after Richfield Station. Spacious open floor plan, abundant natural light, granite countertops, cherry cabinetry, and a luxurious primary suite with dual walk-in closets. Conveniently located near Chesapeake Beach, North Beach, shopping, dining, and commuter routes.

    Joel Smith Fairfax Realty Premier

    2328 Forest Ridge Terrace, Chesapeake Beach, MD 20732
  • /38

    $619,900

    Open Sun 1PM - 3PM
    • 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
  • /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
  • /24

    $369,990

    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    2336 Forest Ridge Terrace, Chesapeake Beach, MD 20732

    Enjoy the Chesapeake Beach lifestyle in this 2,600 sf penthouse condo in Northern Calvert! Plenty of parking for three cars here with a 1-car garage, separate driveway and one assigned parking space too! There is also additional visitor parking available. You'll love the extra privacy offered by this condo located across from open space-- with gorgeous views of mature flowering trees from the

    Team Stueckler Keller Williams Flagship

    2336 Forest Ridge Terrace, Chesapeake Beach, MD 20732
  • /50

    $475,000

    • 4 Beds
    • 3.5 Baths
    • 2,875 Sq Ft

    3781 Bedford Dr, North Beach, MD 20714

    Just a 10-minute stroll to the North Beach Boardwalk, sandy beach, shops & some great places for local dining! Plus a brewery with live music, café and Saturday farmers market right at your doorstep. This beautiful 4-bedroom, 3.5-bathroom townhome offers the full coastal lifestyle in a move-in ready package. The open floor plan features hardwood floors throughout the living, kitchen, and dining

    Monique Ligthart EXP Realty, LLC

    3781 Bedford Dr, North Beach, MD 20714

Home Price Trends

Median Sale Price
$450,000
Median Single Family Sale Price
$490,250
Median Townhouse Sale Price
$409,500
Median 2 Bedroom Sale Price
$365,000
Median 1 Bedroom Sale Price
$335,000
Average Price Per Sq Ft
$227
Number of Homes for Sale
35
Last 12 months Home Sales
157
Months of Supply
2.70
Median List Price
$461,250
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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