13

Chesapeake Beach, MD Homes for Sale with Acreage

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  • /79

    $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
  • /66

    $474,990

    Open Sat 12PM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft

    2811 Glasgow Way, Chesapeake Beach, MD 20732

    Private 1.28-acre cul-de-sac lot in the highly sought-after Highlands community * This home offers the perfect blend of comfort, privacy, and convenience. Backing to woods and featuring a large, private backyard, it's a peaceful setting while remaining close to everything the area has to offer. Recent updates include: New Luxury Vinyl Plank (LVP) Flooring – June 2026; New Hot Water Heater – 2025;

    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
  • /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

    $90,000

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

    4440 Bayside Rd, Chesapeake Beach, MD 20732

    Come build the home of your dreams on 3.0 acres, just minutes from Chesapeake and North Beach. Live the coastal style without the coastal price point. The land was perked in 2018, and permits were pulled for a septic system and well to be installed. The perk revealed a 3,924 total square foot home could be constructed that contained a basement and allowed 4 bedrooms. Please see attached

    Dawn Marie Miller Coldwell Banker Realty

    4440 Bayside Rd, 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

    $650,000

    Coming Soon
    • 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 beautiful 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

    $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
  • /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
  • /9

    $674,900

    Coming Soon
    • 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
  • /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
$496,495
Median Townhouse Sale Price
$409,000
Median 2 Bedroom Sale Price
$367,500
Median 1 Bedroom Sale Price
$335,000
Average Price Per Sq Ft
$224
Number of Homes for Sale
42
Last 12 months Home Sales
156
Months of Supply
3.20
Median List Price
$472,495
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%
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