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Chesapeake Beach, MD Homes for Sale with Acreage

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  • /58

    $459,900

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft

    2811 Glasgow Way, Chesapeake Beach, MD 20732

    Recent updates include: New Luxury Vinyl Plank (LVP) Flooring – June 2026; New Hot Water Heater – 2025; New Stainless Steel Kitchen Appliances – 2025; New Shed – 2024; New Heat Pump – 2022;Metal Roof – 2014 * Inside, you'll find new flooring throughout the main level and a FULL finished lower-level offering additional living and entertaining space. LL flooring New in 2024.Sitting on

    Lara Owings RE/MAX United Real Estate

    2811 Glasgow Way, Chesapeake Beach, MD 20732
  • /9

    $199,000

    • Land
    • 5.37 Acres
    • $37,058 per Acre

    Lot 30 A, Block 6 18th St, Chesapeake Beach, MD 20732

    Your Private Sanctuary Awaits! Escape to this exclusive, wooded retreat. Imagine building your dream home nestled among mature trees, just moments from the best of the Chesapeake Bay. Whether it's a morning stroll on the boardwalk, a day of crabbing and fishing or an evening of dining and entertainment, everything is at your fingertips. This is more than a lot; it's your gateway to endless

    Robyn Day RE/MAX One

    Lot 30 A, Block 6 18th St, Chesapeake Beach, MD 20732
  • /21

    $1,299,000

    Open Sat 10AM - 12PM
    • 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

    $624,700

    • 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
  • /61

    $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 3800

    Terri McClain RE/MAX One

    3555 Christiana Ct, Chesapeake Beach, MD 20732
  • /50

    $589,500

    $35K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,464 Sq Ft

    3955 Breezy Point Rd, Chesapeake Beach, MD 20732

    NEW 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, this 4 BR/

    Chris McNelis Berkshire Hathaway HomeServices PenFed Realty

    3955 Breezy Point Rd, Chesapeake Beach, MD 20732
  • /6

    $90,000

    • Land
    • 3 Acres
    • $30,000 per Acre

    3164 Dalrymple Rd, Chesapeake Beach, MD 20732

    Incredible value in Northern Calvert County! Priced aggressively at $90,000, this perced and private 3 acre lot offers a rare chance to secure a buildable homesite well below market value. To achieve a fully buildable status, the buyer will need to complete the final subdivision process (estimated at $25k and roughly 12 months to process) and handle the TDR allocation (estimated at $30k). With an

    Scott Cleary RE/MAX One

    3164 Dalrymple Rd, Chesapeake Beach, MD 20732
  • /10

    $136,900

    • Land
    • 1.75 Acres
    • $78,229 per Acre

    4685 Camp Roosevelt Dr, Chesapeake Beach, MD 20732

    Beach and pier access on the Chesapeake Bay. Wooded 1.75± acre homesite with a partial water view. Located in an established waterfront community offering natural privacy and coastal ambiance.

    Stephanie Glaubitz Home Towne Real Estate

    4685 Camp Roosevelt 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
$449,900
Median Single Family Sale Price
$477,600
Median Townhouse Sale Price
$408,500
Median 2 Bedroom Sale Price
$366,225
Median 1 Bedroom Sale Price
$335,000
Average Price Per Sq Ft
$228
Number of Homes for Sale
33
Last 12 months Home Sales
165
Months of Supply
2.40
Median List Price
$454,765
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
0%
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