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Chesapeake Beach, MD Homes for Sale

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  • 8499 Saint Andrews Dr, Chesapeake Beach, MD 20732
    8499 Saint Andrews Dr, Chesapeake Beach, MD 20732
    8499 Saint Andrews Dr, Chesapeake Beach, MD 20732
    /48

    $625,000

    • 4 Beds
    • 4.5 Baths
    • 3,616 Sq Ft

    8499 Saint Andrews Dr, Chesapeake Beach, MD 20732

    Beautifully customized home featuring a stunning kitchen with abundant custom cabinetry, sparkling black granite countertops, and ample seating. Brazilian cherry hardwood floors add warmth and elegance throughout the main living areas. The spacious great room offers vaulted ceilings and a cozy propane fireplace. The private owner’s suite features vaulted ceilings, a walk-in closet, and convenient

    Ryan Hutchins Hutchins Properties

    8499 Saint Andrews Dr, Chesapeake Beach, MD 20732
  • 8314 Bayside Rd, Chesapeake Beach, MD 20732
    8314 Bayside Rd, Chesapeake Beach, MD 20732
    8314 Bayside Rd, 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
  • 3238 Rector Lookout, Chesapeake Beach, MD 20732
    3238 Rector Lookout, Chesapeake Beach, MD 20732
    3238 Rector Lookout, Chesapeake Beach, MD 20732
    /49

    $625,000

    • 3 Beds
    • 3.5 Baths
    • 3,058 Sq Ft

    3238 Rector Lookout, Chesapeake Beach, MD 20732

    Welcome to 3238 Rector Lookout in the sought-after community of Chesapeake Beach, MD 20732—a beautifully maintained single-family home offering space, comfort, and versatile living areas throughout. This impressive home features an attached two-car garage and a thoughtfully designed floor plan ideal for both everyday living and entertaining. The main level boasts a bright living room and formal

    Tig Wright Redfin Corp

    3238 Rector Lookout, Chesapeake Beach, MD 20732
  • 3615 Glouster Dr, North Beach, MD 20714
    3615 Glouster Dr, North Beach, MD 20714
    3615 Glouster Dr, North Beach, MD 20714
    /21

    $430,000

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

    3615 Glouster Dr, North Beach, MD 20714

    Move-in ready townhome in the sought-after San Francisco on the Bay community in North Beach, just in time for summer! Conveniently located near shopping, restaurants, the beach, and boardwalk.Bright open floor plan with spacious living room and large kitchen featuring granite countertops, stainless steel appliances, center island, plenty of cabinet space, and room for a table. Main level

    Tara Kirby RE/MAX One

    3615 Glouster Dr, North Beach, MD 20714
  • 2465 Woodland Ct, Chesapeake Beach, MD 20732
    2465 Woodland Ct, Chesapeake Beach, MD 20732
    2465 Woodland Ct, Chesapeake Beach, MD 20732
    /43

    $649,990 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 2,440 Sq Ft

    2465 Woodland Ct, Chesapeake Beach, MD 20732

    BEAUTIFUL COLONIAL HOME IN RICHFIELD STATION!!! Beautifully Landscaped!!! Nice level lot! Crown Molding, 9' Ceilings and dimmer switches on lighting throughout * this Beautiful Home has been very well maintained and updated! Entrance foyer * Spacious Living Room * Separate Dining Room with hardwood flooring and bay window * Updated Kitchen with LVT flooring, Island/Breakfast Bar, Pantry, Ceramic

    Debbie Balderson O'Brien Realty ERA Powered

    2465 Woodland Ct, Chesapeake Beach, MD 20732
  • 8229 Bayside Rd, Chesapeake Beach, MD 20732
    8229 Bayside Rd, Chesapeake Beach, MD 20732
    8229 Bayside Rd, Chesapeake Beach, MD 20732
    /69

    $777,000

    • 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
  • 8047 Windward Key Dr, Chesapeake Beach, MD 20732
    8047 Windward Key Dr, Chesapeake Beach, MD 20732
    8047 Windward Key Dr, Chesapeake Beach, MD 20732
    /53

    $849,900

    • 4 Beds
    • 4.5 Baths
    • 2,632 Sq Ft

    8047 Windward Key Dr, Chesapeake Beach, MD 20732

    Nestled along the tranquil shores of Chesapeake Beach, this stunning four-bedroom, four-and-a-half-bath waterfront townhome offers 2,632 square feet of thoughtfully designed living space for those who appreciate the beauty of life on the water. Expansive decks on every level provide uninterrupted views, where you can savor gentle breezes and watch local crab boats set out at sunrise. Also, the

    Greg Beckman Coldwell Banker Realty

    8047 Windward Key Dr, Chesapeake Beach, MD 20732
  • 2269 Sansbury Dr, Chesapeake Beach, MD 20732
    2269 Sansbury Dr, Chesapeake Beach, MD 20732
    2269 Sansbury Dr, Chesapeake Beach, MD 20732
    /88

    $640,000

    • 5 Beds
    • 3.5 Baths
    • 2,636 Sq Ft

    2269 Sansbury Dr, Chesapeake Beach, MD 20732

    This 5-bedroom, 3.5-bath home is located in the highly sought-after Richfield Station neighborhood. Residents enjoy access to exceptional community amenities, including playgrounds, scenic walking trails, sports courts, and more—all within a welcoming, well-maintained setting. Conveniently situated near shopping, schools, and major commuter routes, this home offers both comfort and accessibility.

    Theresa Mills Samson Properties

    2269 Sansbury Dr, Chesapeake Beach, MD 20732
  • 3570 Ponds Wood Dr, Chesapeake Beach, MD 20732
    3570 Ponds Wood Dr, Chesapeake Beach, MD 20732
    3570 Ponds Wood Dr, Chesapeake Beach, MD 20732
    /7

    $599,000 Coming Soon

    • 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 situated on 3 private acres located on a quiet dead-end street — offering space, privacy, and convenience all in one.The home features an updated kitchen and renovated bathrooms, along with a finished basement complete with a second kitchen, bedroom, full bath, and separate entrance, creating excellent flexibility for guests,

    Leslie Arigo EXP Realty, LLC

    3570 Ponds Wood Dr, Chesapeake Beach, MD 20732
  • 3907 16th St, Chesapeake Beach, MD 20732
    3907 16th St, Chesapeake Beach, MD 20732
    3907 16th St, Chesapeake Beach, MD 20732
    /3

    $530,000

    • 5 Beds
    • 3 Baths
    • 1,872 Sq Ft

    3907 16th St, Chesapeake Beach, MD 20732

    5 bedrooms, 3 full bathrooms, 4 car garage, 3 attics, no HOA, parking for RV's, boats, trailers, large deck, near boardwalk and beach, near grocery store and restaurants, near casino, City water and sewer, refurbishing completed years ago, current rental.

    Pamela Debnam Houwzer, LLC

    3907 16th St, Chesapeake Beach, MD 20732
  • 3905 26th St, Chesapeake Beach, MD 20732
    3905 26th St, Chesapeake Beach, MD 20732
    3905 26th St, Chesapeake Beach, MD 20732
    /35

    $499,900

    • 3 Beds
    • 3.5 Baths
    • 2,156 Sq Ft

    3905 26th St, Chesapeake Beach, MD 20732

    Welcome to 3905 26th Street — a 3-bedroom, 3 full and 1 half bath home set just moments from the Chesapeake Bay in the heart of Chesapeake Beach, where a flexible layout and multiple suite options come together in a setting that feels both comfortable and connected to the water. The main level opens into a series of well-defined living spaces, including a large living room and a separate family

    Carolyn Young Samson Properties

    3905 26th St, Chesapeake Beach, MD 20732
  • 3725 Bedford Dr, North Beach, MD 20714
    3725 Bedford Dr, North Beach, MD 20714
    3725 Bedford Dr, North Beach, MD 20714
    /44

    $500,000

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

    3725 Bedford Dr, North Beach, MD 20714

    Welcome to this beautifully appointed end-unit townhouse that blends comfort, space, and thoughtful design across every level. With 3 bedrooms, 3.5 baths, and an additional lower-level bedroom and full bath, this home offers exceptional flexibility for guests, work-from-home needs, or multigenerational living. Step inside to find elegant formal living and dining rooms—perfect for entertaining or

    Desirae Short Colonial Realty

    3725 Bedford Dr, North Beach, MD 20714
  • 4037 1st St, Chesapeake Beach, MD 20732
    4037 1st St, Chesapeake Beach, MD 20732
    4037 1st St, Chesapeake Beach, MD 20732
    /26

    $330,000

    • 3 Beds
    • 3 Baths
    • 960 Sq Ft

    4037 1st St, Chesapeake Beach, MD 20732

    3-bedroom, 3-bath home with a renovated interior and hardwood flooring throughout. Functional layout with updated finishes, including stainless steel appliances. Includes a sunroom addition that provides additional living space, along with a fenced-in yard offering privacy and usability. Solid overall layout with good interior and exterior features.

    Ben Garner Cummings & Co. Realtors

    4037 1st St, Chesapeake Beach, MD 20732
  • 4200 Chesapeake Ave, Chesapeake Beach, MD 20732
    4200 Chesapeake Ave, Chesapeake Beach, MD 20732
    /2

    $55,000

    • Land
    • 10,018 Sq Ft
    • $239,130 per Acre

    4200 Chesapeake Ave, Chesapeake Beach, MD 20732

    This Does have a old well on it. It will need to be perc for septic. Nice flat lot to build on close to the beach in Randle Cliff area. Close to shopping/beach/ waterpark.

    Debbie Buckingham Samson Properties

    4200 Chesapeake Ave, Chesapeake Beach, MD 20732
  • 3908 Old Bayside Rd, Chesapeake Beach, MD 20732
    3908 Old Bayside Rd, Chesapeake Beach, MD 20732
    3908 Old Bayside Rd, Chesapeake Beach, MD 20732
    /35

    $439,000

    • 3 Beds
    • 1.5 Baths
    • 1,164 Sq Ft

    3908 Old Bayside Rd, Chesapeake Beach, MD 20732

    Turnkey coastal charmer in the heart of Chesapeake Beach! This fully renovated 3-bed, 1.5 bath home offers modern living just steps from Brownie’s Beach Natural Area with seasonal Chesapeake Bay views and that private boardwalk feel you love. Step inside to an open-concept layout with vaulted ceilings in the kitchen and primary bedroom. The cozy kitchen shines with all-new Maytag appliances and

    Heather Hall Hyatt & Company Real Estate LLC

    3908 Old Bayside Rd, Chesapeake Beach, MD 20732
  • 0 10th St, Chesapeake Beach, MD 20732
    0 10th St, Chesapeake Beach, MD 20732
    /2

    $39,000

    • Land
    • 1.2 Acres
    • $32,500 per Acre

    0 10th St, Chesapeake Beach, MD 20732

    Unique land opportunity in Chesapeake Beach. Vacant 1.2-acre lot within walking distance to the beach and less than an hour from Washington, DC. Located in the Town’s RC zoning district. Buyer must independently verify permitted uses, zoning, access, utilities, floodplain requirements, and any necessary approvals or permits with the Town, County, and all other applicable authorities. Per the

    Cristhian Huamani Tia Realty. LLC

    0 10th St, Chesapeake Beach, MD 20732
  • Lot 30 A, Block 6 18th St, Chesapeake Beach, MD 20732
    Lot 30 A, Block 6 18th St, Chesapeake Beach, MD 20732
    Lot 30 A, Block 6 18th St, 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
  • 3436 Hill Gail Dr, Chesapeake Beach, MD 20732
    3436 Hill Gail Dr, Chesapeake Beach, MD 20732
    3436 Hill Gail Dr, Chesapeake Beach, MD 20732
    /79

    $719,000

    • 5 Beds
    • 3.5 Baths
    • 4,210 Sq Ft

    3436 Hill Gail Dr, Chesapeake Beach, MD 20732

    This beautifully maintained home is located in the highly sought-after Chesapeake Village community! The spacious primary suite is a true retreat, featuring two walk-in closets, a luxurious soaking tub, separate tiled shower, and double vanities. The heart of the home is the stunning kitchen, complete with granite countertops, a large center island, stylish, tiled backsplash, built-in microwave,

    Team Stueckler Keller Williams Flagship

    3436 Hill Gail Dr, Chesapeake Beach, MD 20732
  • 5209 Larchmont Dr, Chesapeake Beach, MD 20732
    5209 Larchmont Dr, Chesapeake Beach, MD 20732
    5209 Larchmont Dr, Chesapeake Beach, MD 20732
    /15

    $499,000

    • Land
    • 6,098 Sq Ft
    • $3,564,286 per Acre

    5209 Larchmont Dr, Chesapeake Beach, MD 20732

    CHESEAPEAKE BAY WATERFRONT LOT! This is a SPECTACULAR SETTING! Views so beautiful, you will never want to leave the site! Combined lots A & B for a total of 14,030 sq ft. . The older cottage frame work is there to save you time and money. Seller has a permit to tear down the structure. Seller also has a valid building permit in hand so you can start your new project right away! The property has

    Gail Nyman RE/MAX United Real Estate

    5209 Larchmont Dr, Chesapeake Beach, MD 20732
  • 8036 Silver Fox Way, Chesapeake Beach, MD 20732
    8036 Silver Fox Way, Chesapeake Beach, MD 20732
    8036 Silver Fox Way, Chesapeake Beach, MD 20732
    /23

    $379,000

    • 3 Beds
    • 2.5 Baths
    • 1,921 Sq Ft

    8036 Silver Fox Way, Chesapeake Beach, MD 20732

    Step inside and feel at home in this spacious interior townhome at Richfield Station. As one of the community’s larger models, it features a sunroom bump-out off the kitchen, perfect for relaxing or entertaining. The eat-in kitchen offers abundant space and possibilities for your dream upgrades. Sunlight pours across the main level, highlighting the stylish LVP flooring. Upstairs, discover three

    Ellie Stommel Hyatt & Company Real Estate LLC

    8036 Silver Fox Way, Chesapeake Beach, MD 20732
  • 8054 Windward Key Dr, Chesapeake Beach, MD 20732
    8054 Windward Key Dr, Chesapeake Beach, MD 20732
    8054 Windward Key Dr, Chesapeake Beach, MD 20732
    /30

    $899,000

    • 4 Beds
    • 4.5 Baths
    • 2,876 Sq Ft

    8054 Windward Key Dr, Chesapeake Beach, MD 20732

    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 expansive windows,

    Doug Smith RE/MAX Realty Group

    8054 Windward Key Dr, Chesapeake Beach, MD 20732
  • 8236 Bayside Rd, Chesapeake Beach, MD 20732
    8236 Bayside Rd, Chesapeake Beach, MD 20732
    8236 Bayside Rd, Chesapeake Beach, MD 20732
    /39

    $595,500

    • 4 Beds
    • 2 Baths
    • 2,857 Sq Ft

    8236 Bayside Rd, Chesapeake Beach, MD 20732

    Beach living at its best in the heart of Chesapeake Beach! Embrace the coastal lifestyle in this spacious home offering over 2,800 square feet, four well-appointed bedrooms, and the convenience of an elevator. The property also features a fully fenced yard, a two-car garage, and a versatile detached outbuilding that can easily serve as a gym, workshop, office, guest space, creative studio or

    Greg Beckman Coldwell Banker Realty

    8236 Bayside Rd, Chesapeake Beach, MD 20732
  • 3164 Dalrymple Rd, Chesapeake Beach, MD 20732
    3164 Dalrymple Rd, Chesapeake Beach, MD 20732
    3164 Dalrymple Rd, Chesapeake Beach, MD 20732
    /6

    $90,000

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

    3164 Dalrymple Rd, Chesapeake Beach, MD 20732

    Beautiful 3 acre lot borders Sunderland and Chesapeake Beach. Building site is cleared. Backs to trees. perced, but needs buyer to finish the building permit. An engineer will have to finish the "subdivision" platting, that will determine if any TDR's are needed. The engineer familiar with this property is Wilkerson and Assoc. They can finish the engineering work for a potential buyer.

    Scott Cleary RE/MAX One

    3164 Dalrymple Rd, Chesapeake Beach, MD 20732
  • 8076 Windward Key Dr, Chesapeake Beach, MD 20732
    8076 Windward Key Dr, Chesapeake Beach, MD 20732
    8076 Windward Key Dr, Chesapeake Beach, MD 20732
    /34

    $824,900

    • 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
  • 6130 4th St, Chesapeake Beach, MD 20732
    6130 4th St, Chesapeake Beach, MD 20732
    6130 4th St, Chesapeake Beach, MD 20732
    /40

    $349,980

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    6130 4th St, Chesapeake Beach, MD 20732

    This 3-bedroom, 1-bath home on 4th Street blends modern updates with coastal charm in a prime Chesapeake Beach location. And it comes with a bonus: the sale includes the additional lot directly across the street. The exterior features fresh paint and blue accents that enhance its curb appeal, while the fenced yard adds privacy and function. "New septic system has just been installed"Inside,

    Chris Craddock EXP Realty, LLC

    6130 4th St, Chesapeake Beach, MD 20732
  • 5130 Rosemary Dr, Chesapeake Beach, MD 20732
    5130 Rosemary Dr, Chesapeake Beach, MD 20732
    5130 Rosemary Dr, Chesapeake Beach, MD 20732
    /19

    $374,950

    • 2 Beds
    • 1 Bath
    • 828 Sq Ft

    5130 Rosemary Dr, Chesapeake Beach, MD 20732

    Beach cottage in a private Chesapeake front community with bay access where you can swim, sunbathe and hunt for shark's teeth and fossils. This community is tucked along the shore of The Chesapeake Bay. The cottage has a large, open kitchen, newer stainless appliances and a fireplace with a pellet stove that adds to its charm. Plentiful driveway parking 4 cars in the main, paved driveway and an

    Ronald Watson Flag Real Estate Inc.

    5130 Rosemary Dr, Chesapeake Beach, MD 20732
  • 8153 Woodland Ln, Chesapeake Beach, MD 20732
    8153 Woodland Ln, Chesapeake Beach, MD 20732
    /2

    $380,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,876 Sq Ft

    8153 Woodland Ln, Chesapeake Beach, MD 20732

    Welcome to 8153 Woodland Ln in Chesapeake Beach! This well maintained end-unit townhome offers the perfect blend of comfort, space, and convenience. Featuring 3 bedrooms and 2.5 bathrooms, this home is designed for both everyday living and entertaining. The main level boasts warm hardwood flooring throughout the living room, dining area, and kitchen. Step outside to the private deck—perfect for

    Dawn Riley RE/MAX One

    8153 Woodland Ln, Chesapeake Beach, MD 20732
  • 3632 Brookeside Dr, Chesapeake Beach, MD 20732
    3632 Brookeside Dr, Chesapeake Beach, MD 20732
    3632 Brookeside Dr, Chesapeake Beach, MD 20732
    /42

    $429,990

    • 3 Beds
    • 2 Baths
    • 1,854 Sq Ft

    3632 Brookeside Dr, Chesapeake Beach, MD 20732

    Great price for this 4-Level home with a total of 2,482 sf -- including 600+ sf of unfinished storage space on bottom level! Almost one acre (.81) of land surrounded by mature trees and in great Northern Calvert location of top-rated schools. Kitchen has stainless steel appliances, and has real wood cabinets that a new owner could paint to easily update! Kitchen has a pantry, a breakfast bar and

    Conor Stueckler Keller Williams Flagship

    3632 Brookeside Dr, Chesapeake Beach, MD 20732
  • 3728 Chesapeake Beach Rd, Chesapeake Beach, MD 20732
    3728 Chesapeake Beach Rd, Chesapeake Beach, MD 20732
    /2

    $260,000

    • 2 Beds
    • 1 Bath
    • 1,364 Sq Ft

    3728 Chesapeake Beach Rd, Chesapeake Beach, MD 20732

    Don't miss out on this fantastic chance to acquire a delightful 2-bedroom, 1-bath rambler situated merely three blocks from the stunning Chesapeake Bay and the beach. Renovated in 1989, this residence boasts a roomy, flat, fenced yard that is perfect for unwinding and enjoying outdoor pursuits. With two spacious bedrooms and the added advantage of being zoned for both residential and town

    Chrystal Dove CENTURY 21 New Millennium

    3728 Chesapeake Beach Rd, Chesapeake Beach, MD 20732
  • 6572 12th St, Chesapeake Beach, MD 20732
    6572 12th St, Chesapeake Beach, MD 20732
    6572 12th St, Chesapeake Beach, MD 20732
    /15

    $413,700

    • 5 Beds
    • 3 Baths
    • 1,868 Sq Ft

    6572 12th St, Chesapeake Beach, MD 20732

    This 5-bedroom, 3-bathroom home is ready for new owners! Located on a quiet cul-de-sac with a huge fenced-in backyard and a spacious deck off the kitchen. Convenient Chesapeake Beach location, close to the Chesapeake Bay, and all the amenities that Chesapeake Beach has to offer! Bayfront Park, shopping, restaurants, the water park, ballparks, playgrounds, community center, marina, boardwalks, and

    Mike Benton Home Towne Real Estate

    6572 12th St, Chesapeake Beach, MD 20732
  • Lot 22R Block 8 18th St, Chesapeake Beach, MD 20732
    Lot 22R Block 8 18th St, Chesapeake Beach, MD 20732
    Lot 22R Block 8 18th St, Chesapeake Beach, MD 20732
    /7

    $179,000

    • Land
    • 31,798 Sq Ft
    • $245,205 per Acre

    Lot 22R Block 8 18th St, Chesapeake Beach, MD 20732

    Build you coastal escape! Large Corner lot is perfectly situated in new 4 lot community ready for your custom dream home. Imagine weekends spent exploring the boardwalk, beaches, crabbing, charter boat fishing or just enjoying the many local restaurants. Bring your builder and start experiencing the Chesapeake Bay lifestyle you've always imagined.

    Robyn Day RE/MAX One

    Lot 22R Block 8 18th St, Chesapeake Beach, MD 20732
  • 3456 Silverton Ln, Chesapeake Beach, MD 20732
    3456 Silverton Ln, Chesapeake Beach, MD 20732
    /2

    $445,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 3 Baths
    • 2,478 Sq Ft

    3456 Silverton Ln, Chesapeake Beach, MD 20732

    Welcome to this beautifully maintained end-unit townhome in the sought-after Bayview Hills community of Chesapeake Beach! This spacious three-bedroom, three full bathroom home is one of the larger models in the neighborhood and offers the perfect blend of comfort, style, and convenience. Step inside to find a bright and inviting main level featuring gleaming hardwood floors and a clean, well-kept

    Dawn Riley RE/MAX One

    3456 Silverton Ln, Chesapeake Beach, MD 20732
  • 2183 Ivy Ln Unit 4, Chesapeake Beach, MD 20732
    2183 Ivy Ln Unit 4, Chesapeake Beach, MD 20732
    2183 Ivy Ln Unit 4, Chesapeake Beach, MD 20732
    /61

    $359,000

    • 3 Beds
    • 2.5 Baths
    • 1,650 Sq Ft

    2183 Ivy Ln Unit 4, Chesapeake Beach, MD 20732

    Welcome to 2183 Ivy Lane in Chesapeake Beach, MD—an exceptional opportunity to own a beautifully updated 2-level condo with the feel of a townhome. This sought-after “2 over 2” floor plan offers low-maintenance living, a functional layout, and abundant natural light throughout. Freshly repainted and featuring brand-new carpet, this home is truly move-in ready. The main level boasts a spacious

    DJ Hayes RLAH @properties

    2183 Ivy Ln Unit 4, Chesapeake Beach, MD 20732
  • 4685 Camp Roosevelt Dr, Chesapeake Beach, MD 20732
    4685 Camp Roosevelt Dr, Chesapeake Beach, MD 20732
    4685 Camp Roosevelt Dr, Chesapeake Beach, MD 20732
    /10

    $149,999

    • Land
    • 1.75 Acres
    • $85,714 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
  • Lot 22R Block 7 18th St, Chesapeake Beach, MD 20732
    Lot 22R Block 7 18th St, Chesapeake Beach, MD 20732
    Lot 22R Block 7 18th St, Chesapeake Beach, MD 20732
    /6

    $99,000

    • Land
    • 20,908 Sq Ft
    • $206,250 per Acre

    Lot 22R Block 7 18th St, Chesapeake Beach, MD 20732

    Your chance to build your dream home above it all. Perched on a hill in the coveted Chesapeake Beach area, this nearly 1/2 acre lot offers an unparalleled lifestyle. You're just minutes to the Boardwalks, beach, resort style dining, charter fishing, and more! Don't miss this rare opportunity. Come see the potential for yourself.

    Robyn Day RE/MAX One

    Lot 22R Block 7 18th St, Chesapeake Beach, MD 20732
  • 3640 Estelle Ct, Chesapeake Beach, MD 20732
    3640 Estelle Ct, Chesapeake Beach, MD 20732
    3640 Estelle Ct, Chesapeake Beach, MD 20732
    /65

    $1,125,000

    • 5 Beds
    • 4 Baths
    • 6,659 Sq Ft

    3640 Estelle Ct, Chesapeake Beach, MD 20732

    Welcome to 3640 Estelle Ct—where space, function, and location come together on 2.25 private acres in Chesapeake Beach. This thoughtfully designed home offers flexibility for today’s lifestyle, featuring a dedicated main-level home office and a potential main-level bedroom—ideal for guests or multi-generational living. The open-concept layout flows into a stunning two-story family room and

    Heather Hall Hyatt & Company Real Estate LLC

    3640 Estelle Ct, Chesapeake Beach, MD 20732
  • 3815 13th St, Chesapeake Beach, MD 20732
    3815 13th St, Chesapeake Beach, MD 20732
    3815 13th St, Chesapeake Beach, MD 20732
    /36

    $349,000

    • 4 Beds
    • 2.5 Baths
    • 1,824 Sq Ft

    3815 13th St, Chesapeake Beach, MD 20732

    Welcome to 3815 13th Street, a rare opportunity to own a 3-bedroom, 2.5-bath home in the highly desirable Chesapeake Estates—one of the final neighborhoods in Chesapeake Beach with no HOA. Perfectly positioned in a prime coastal setting, this property offers an unmatched lifestyle just a short walk from the community beach, boardwalk, marinas, waterfront dining, local shops, and endless

    Matthew Burgan Infinitas Realty Group

    3815 13th St, Chesapeake Beach, MD 20732
  • 3817 Bayview Dr, Chesapeake Beach, MD 20732
    3817 Bayview Dr, Chesapeake Beach, MD 20732
    3817 Bayview Dr, Chesapeake Beach, MD 20732
    /24

    $485,000

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    3817 Bayview Dr, Chesapeake Beach, MD 20732

    Beautiful rancher in sought-after Willows Colony offering the perfect blend of comfort, updates, and Chesapeake Bay charm! This well-maintained home features a gorgeous kitchen with granite countertops, stainless steel energy-efficient appliances, and maple cabinetry. The upgraded bathrooms include newer vanities, ceramic tile, and radiant heat for added comfort. Major exterior and system updates

    Amber Mabry Samson Properties

    3817 Bayview Dr, Chesapeake Beach, MD 20732
  • 8048 Windward Key Dr, Chesapeake Beach, MD 20732
    8048 Windward Key Dr, Chesapeake Beach, MD 20732
    8048 Windward Key Dr, Chesapeake Beach, MD 20732
    /49

    $759,900 Coming Soon

    • 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
  • 6337 Dory Ct, Chesapeake Beach, MD 20732
    6337 Dory Ct, Chesapeake Beach, MD 20732
    /2

    $405,000 Coming Soon

    • 5 Beds
    • 2 Baths
    • 2,080 Sq Ft

    6337 Dory Ct, Chesapeake Beach, MD 20732

    Genna Fleming Hyatt & Company Real Estate LLC

    6337 Dory Ct, Chesapeake Beach, MD 20732

Showing Results 1 - 40, Page 1 of 2

Maryland Calvert County Chesapeake Beach

Real Estate & Homes for Sale in Chesapeake Beach, MD

Why Live in Chesapeake Beach

Chesapeake Beach, Maryland, is a growing destination on the shores of the Chesapeake Bay, offering a mix of residential and commercial development. The town features a variety of home styles, including contemporary townhouses, pastel-colored bungalows, and Dutch colonial split-levels, primarily situated on small lots. The northern end of Chesapeake Beach is more densely developed, while the southern end remains largely residential. The local schools, part of the Calvert County School District, are highly rated, with Beach Elementary, Windy Hill Middle, and Northern High all earning commendable scores and recognition for their teaching staff and green initiatives.

Residents enjoy private beach access at Brownie's Beach, a popular spot for picnics and searching for sharks' teeth and sea glass. Veterans Memorial Park offers stunning views of the Bay and a place to honor America's veterans. Fishing Creek provides freshwater angling opportunities and access to the Chesapeake Beach Railway Trail, which is set to offer 28 miles of scenic greenway across Southern Maryland once completed. Currently, sections of the Trail allow for biking through natural habitats.

Dining options in Chesapeake Beach are plentiful, with a recent boom in restaurants. Baia Coastal Italian Kitchen and Wine Bar offers bay views and Italian seafood dishes, while Abners Crab House is known for its soft-shell crab sandwich. Residents also benefit from Roland's Supermarket, which provides delivery and online ordering. With its active lifestyle, exciting amenities, and valuable investments, Chesapeake Beach is becoming a cultural hub on the upper Chesapeake Bay.

Learn more about living in Chesapeake Beach

Frequently Asked Questions

What is the average home price in Chesapeake Beach, MD?
Homes for sale in Chesapeake Beach, MD have an average home price of $510,562.
How many homes have sold over the last 12 months in Chesapeake Beach, MD?
130 homes have sold in Chesapeake Beach, MD over the last 12 months.
What are the most popular zip codes in Chesapeake Beach, MD?
The most popular zip codes in Chesapeake Beach, MD include 20732, 20714, 20736, 20689 and 20758.
How much do you need to make to afford a house in Chesapeake Beach?
The median home price in Chesapeake Beach is $454,765. If you put a 20% down payment of $91,000 and had a 30-year fixed mortgage with an interest rate of 6.3%, your estimated principal and interest payment would be $2,250 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $96K a year to afford the median home price in Chesapeake Beach. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Chesapeake Beach, MD?
Chesapeake Beach, MD has highly rated public and private schools. Some of the best schools in Chesapeake Beach based on Niche Grades are Northern High School, Huntingtown High School and Windy Hill Elementary School. Browse all the schools in Chesapeake Beach, MD to learn more.

Home Trends in Chesapeake Beach, MD

On average, homes in Chesapeake Beach, MD sell after 34 days on the market compared to the national average of 57 days. The median sale price for homes in Chesapeake Beach, MD over the last 12 months is $450,000, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$450,000
Median Single Family Sale Price
$499,900
Median Townhouse Sale Price
$409,900
Median 2 Bedroom Sale Price
$462,450
Average Price Per Sq Ft
$216
Number of Homes for Sale
32
Last 12 months Home Sales
130
Months of Supply
3.00
Median List Price
$454,765
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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