Newest Homes for Sale in Chesapeake Beach, MD

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  /44

  $524,700

  • 3 Beds
  • 3 Baths
  • 1,952 Sq Ft

  3305 Chesapeake Beach Rd, Chesapeake Beach, MD 20732

  Welcome to this expansive 3BR, 3BA split-foyer in Chesapeake Beach! The light-filled upper level boasts a seamless flow between the living area and an updated kitchen with granite countertops and stainless steel appliances. Step into the stunning sunroom off the kitchen—your private sanctuary for morning coffee with views of the fully fenced-in backyard that backs to trees! The finished lower

  Mike Benton Home Towne Real Estate

  3305 Chesapeake Beach Rd, Chesapeake Beach, MD 20732
• Explore Chesapeake Beach

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  /41

  $599,000

  • 3 Beds
  • 2.5 Baths
  • 2,632 Sq Ft

  8254 D St, Chesapeake Beach, MD 20732

  Beautifully updated home just a short walk to downtown Chesapeake Beach and the Bay. Three huge bedrooms, 2.5 baths; possible 4th bedroom off dining room or could be perfect for office or TV room; only needs a French door. Major renovation in 2017 & 2018 offers architectural roof; stainless appliances, granite on counters & island; updated baths, luxury wood plank flooring on main level, full

  Shelley Leiderman CENTURY 21 New Millennium

  8254 D St, Chesapeake Beach, MD 20732
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  /39

  $399,990

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  7525 H St, Chesapeake Beach, MD 20732

  Privacy, nature, and Chesapeake Bay living — all on over an acre! This charming 3-story Colonial with a partially finished walk-out basement is lovingly maintained by its original owners. Its nestled on over an acre of wooded privacy with seasonal views of Fishing Creek. If you’ve been dreaming of peaceful living surrounded by nature — yet still close to beaches, restaurants, and marinas — this

  Team Stueckler Keller Williams Flagship

  7525 H St, Chesapeake Beach, MD 20732
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  /79

  $525,000 Coming Soon

  • 3 Beds
  • 3 Baths
  • 1,756 Sq Ft

  5910 Karen Ct, Chesapeake Beach, MD 20732

  Lakefront Community Living Meets Modern Country Comfort!Escape to the best of country living in this stunning 3 bedroom, 3 bathroom Split-Level home, perfectly situated on an over 1 -acre cul-de-sac lot in the highly sought-after, lake-privileged community of Lake Karylbrook. Whether you are an avid angler or a nature lover, you’ll enjoy exclusive access to a private lake renowned for some of

  Thomas Herritt Samson Properties

  5910 Karen Ct, Chesapeake Beach, MD 20732
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  /17

  $379,950

  • 2 Beds
  • 1 Bath
  • 828 Sq Ft

  5130 Rosemary Dr, Chesapeake Beach, MD 20732

  Beach cottage in a small, 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 fireplace that adds to its charm. Plentiful driveway (2) parking and a yard with a treed view. Chesapeake Beach boasts lots of activities within a reasonable commute to

  Ronald Watson Flag Real Estate Inc.

  5130 Rosemary Dr, Chesapeake Beach, MD 20732
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  /2

  $409,900 Open House 4/26

  • 2 Baths
  • 1,864 Sq Ft

  8199 Woodland Ln, Chesapeake Beach, MD 20732

  

  Kelly Niland

  Home Towne Real Estate

  (410) 584-3990

  8199 Woodland Ln, Chesapeake Beach, MD 20732
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  /48

  $365,000

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  4873 Highland Terrace, Chesapeake Beach, MD 20732

  Nestled in the charming Breezy Point neighborhood, this delightful split foyer home offers a perfect blend of comfort and functionality. Built in 1996, the exterior features a classic brick front and durable vinyl siding, ensuring lasting appeal. Step inside to discover a fully finished basement, ideal for relaxation or entertaining. The heart of the home boasts a combination kitchen and dining

  Cheryl Ritchie RE/MAX Leading Edge

  4873 Highland Terrace, Chesapeake Beach, MD 20732
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  /79

  $620,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,274 Sq Ft

  2637 Richfield Ln, Chesapeake Beach, MD 20732

  Welcome to this beautifully maintained 2-story Colonial located in private, sought-after community of Richfield Station in Chesapeake Beach. Offering 4 spacious bedrooms and 2.5 bathrooms, this home sits on just over 1/3 acre and includes a two-car garage and fully fenced backyard. The oversized Trex deck is perfect for outdoor enjoyment and overlooks the peaceful yard shaded by mature trees.

  Vanessa Gill O'Brien Realty ERA Powered

  2637 Richfield Ln, Chesapeake Beach, MD 20732
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  /2

  $568,000 Coming Soon

  • 5 Beds
  • 3 Baths
  • 2,800 Sq Ft

  2914 Tartan Ln, Chesapeake Beach, MD 20732

  Photos Coming 4/ 21 ** MANY Updates and Upgrades to this Inviting Cape Cod * Home has been entirely Re-Modeled since 2016 including but not limited to: All new Double - Hung Windows 2016 * New Doors 2016 * Finished Lower Level with 2nd Full Kitchen and Island * Porcelain "wood-look" Tile on Main Level * Large Primary Suite above the garage with Dual WICs and Primary BA with Double vanities * New

  Lara Owings RE/MAX Realty Group

  2914 Tartan Ln, Chesapeake Beach, MD 20732
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  /2

  $349,000 Coming Soon

  • 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
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  /37

  $449,900 Open Sat 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,776 Sq Ft

  3906 Chesapeake Ave, Chesapeake Beach, MD 20732

  Location, Location, Location! Enjoy the best of coastal living just minutes from the Chesapeake Bay, boardwalk, and fishing pier. Ideally positioned less than five minutes from the beach, Chesapeake Beach Railway Trail, and the charming waterfront towns of North Beach and Chesapeake Beach, this home places you right in the heart of it all. Welcome to your new home! This well-maintained 3-bedroom,

  Bonnie O'Donnell RE/MAX One

  3906 Chesapeake Ave, Chesapeake Beach, MD 20732
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  /2

  $719,000 Coming Soon

  • 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
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  /37

  $415,000

  • 4 Beds
  • 2.5 Baths
  • 1,999 Sq Ft

  2401 Green Leaf Terrace, Chesapeake Beach, MD 20732

  Open House Saturday, April 4th 10-12!Welcome to 2401 Green Leaf Terrace in Chesapeake Beach! This well-maintained end-unit townhome offers 4 bedrooms, including a basement bedroom that provides great flexibility for guests, a home office, or additional living space, along with 2 full baths and 1 half bath. SELLERS OFFERING A FLOORING CREDIT!! Backing to trees for added privacy, the home

  Lindsey Burch Samson Properties

  2401 Green Leaf Terrace, Chesapeake Beach, MD 20732
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  /35

  $525,000

  • 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
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  /26

  $385,000

  • 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
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  /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
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  /7

  $179,000

  • Land
  • 0.73 Acre
  • $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
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  /6

  $99,000

  • Land
  • 0.48 Acre
  • $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
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  /2

  $685,000 Open Fri 5PM - 7PM

  • 4 Beds
  • 3.5 Baths
  • 3,142 Sq Ft

  3683 Middle Ground Ct, Chesapeake Beach, MD 20732

  Situated in the sought-after community of Chesapeake Village, this home offers a lifestyle of convenience, mindful living and community connection! Enjoy a stroll to the front of the community and cross the road to enjoy Brownies Beach at Bayfront Park– a pet-friendly excursion for the entire family. Enjoy the serenity of the water, search for shark teeth, view the beauty of the cliffs and mother

  

  Gene Summers

  Real Broker, LLC

  (443) 332-7997

  3683 Middle Ground Ct, Chesapeake Beach, MD 20732
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  /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
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  /22

  $495,000 Open Sun 12PM - 3PM

  • 4 Beds
  • 2 Baths
  • 1,584 Sq Ft

  8998 Saint Andrews Dr, Chesapeake Beach, MD 20732

  Coming soon! Open House 04/19/2026 from 12noon-3pm.Experience refined coastal living in this impeccably maintained 4-bedroom, 2-bath residence, gracefully situated on a private 2-acre lot in the prestigious Highlands community of Chesapeake Beach. Tucked away on a quiet cul-de-sac, this exceptional property offers a rare combination of tranquility, space, and understated elegance—all with a

  Jana Ritter Ritter Realty, LLC

  8998 Saint Andrews Dr, Chesapeake Beach, MD 20732
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  /60

  $499,990 Coming Soon

  • 3 Beds
  • 3 Baths
  • 2,450 Sq Ft

  2819 Glasgow Way, Chesapeake Beach, MD 20732

  This beautifully updated home offers 2,450 finished square feet on over half an acre in a sought-after community of the Highlands in Chesapeake Beach! Has luxury vinyl plank flooring and an abundance of natural light throughout the open floor plan. The updated kitchen showcases quartz countertops, stainless steel appliances, a gooseneck faucet, and a built-in microwave. Convenient sliders lead to

  Team Stueckler Keller Williams Flagship

  2819 Glasgow Way, Chesapeake Beach, MD 20732
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  /19

  $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
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  /41

  $735,000

  • 4 Beds
  • 3.5 Baths
  • 3,300 Sq Ft

  3221 Smiths Retreat, Chesapeake Beach, MD 20732

  Tucked away on a quiet cul-de-sac in sought-after Chesapeake Beach, this home offers a comfortable blend of space, function, and location—just a 3-minute drive to the Chesapeake Bay. Enjoy easy access to waterfront dining, local restaurants, and entertainment, all while coming home to a peaceful setting. The property features 5 bedrooms, 3.5 bathrooms, and a custom-built gunite pool. A covered

  Danny Martin Keller Williams Flagship

  3221 Smiths Retreat, Chesapeake Beach, MD 20732
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  /49

  $630,000

  • 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
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  /25

  $349,000

  • 1 Bed
  • 1.5 Baths
  • 862 Sq Ft

  8501 Bayside Rd, Chesapeake Beach, MD 20732

  Horizons On The Bay is a gated seaside community, with too many amenities to list! Relax at the rooftop pool, enjoy a meal at picnic point, work out along the bay in your new gym, or simply watch the tide from the pier. Walking distance to beaches, boardwalks, shops, dining, entertainment, and more! This unit has fantastic views from the deck. Features a 1 bedroom 1.5 bath. This community has

  Valerie Henderson Berkshire Hathaway HomeServices PenFed Realty

  8501 Bayside Rd, Chesapeake Beach, MD 20732
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  /2

  $445,000 Coming Soon

  • 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
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  /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 447 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
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  /2

  $650,000 Open House 4/25

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

  2269 Sansbury Dr, Chesapeake Beach, MD 20732

  5 bedroom 3.5 bath home located in the sought-after Richfield Station neighborhood, you’ll have access to fantastic community amenities such as playgrounds, walking trails, sports courts, and more — all in a friendly, well-kept environment close to shopping, schools, and commuter routes. Don’t miss this opportunity to make this wonderful house your new home!Pictures will be coming soon !!!

  Theresa Mills Samson Properties

  2269 Sansbury Dr, Chesapeake Beach, MD 20732
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  /50

  $869,900

  • 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 townhouse offers 2,632 square feet of thoughtfully designed living space for those who appreciate the beauty of life by 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, this

  Greg Beckman Coldwell Banker Realty

  8047 Windward Key Dr, Chesapeake Beach, MD 20732
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  /64

  $499,900 Open Sun 2PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  2972 Tartan Ln, Chesapeake Beach, MD 20732

  Nestled in the charming community of The Highlands, this delightful Colonial-style home offers a perfect blend of comfort and convenience. This well-maintained residence boasts 1,860 square feet of inviting living space, featuring four spacious bedrooms and two and a half bathrooms. The heart of the home is a cozy living area with a warm fireplace, ideal for creating lasting memories with loved

  Kelly DePaulo Keller Williams Capital Properties

  2972 Tartan Ln, Chesapeake Beach, MD 20732
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  /34

  $449,900

  • 4 Beds
  • 2 Baths
  • 1,704 Sq Ft

  6309 Brookeview Ct, Chesapeake Beach, MD 20732

  This beautiful split level home with lots of space, a large back deck, breakfast nook/ dining room, detached garage, a carport and more. This home highlights the incredible care and maintenance shown over the last 14 years. The roof on the second level replaced in 2014, the main and garage roof replaced in 2025 as well as a new skylight and insulation. Retaining walls replaced in 2017. Brand new

  James Dick Long & Foster Real Estate, Inc.

  6309 Brookeview Ct, Chesapeake Beach, MD 20732
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  /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
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  /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
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  /102

  $850,000

  • 4 Beds
  • 5 Baths
  • 3,049 Sq Ft

  8074 Windward Key Dr, Chesapeake Beach, MD 20732

  Welcome to 8074 Windward Key Drive – a stunning four-level coastal townhome offering sweeping double sided water views, stylish updates, and exceptional outdoor living on every floor! Perfectly situated in the sought-after Windward Key community, this residence delivers the best of Chesapeake Bay living with resort-style amenities and thoughtful modern design throughout. Step inside to a bright,

  Pattee McInerney Scott McInerney RE/MAX One

  8074 Windward Key Dr, Chesapeake Beach, MD 20732
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  /15

  $423,700

  • 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
• 

  

  /20

  $199,000

  • Land
  • 0.15 Acre
  • $1,326,667 per Acre

  8314 Bayside Rd, Chesapeake Beach, MD 20732

  Discover 8314 Bayside Road, a prime lot with views of the Chesapeake Bay. Updated spring photos coming soon. Build your custom dream home steps away from the Chesapeake Bay with year round water views and coastal charm. Relax on your new front porch soaking in the bay breeze and peaceful surroundings. Public water and sewer hookups and electric are available making your building process easier.

  Erin Roccapriore JPAR Real Estate Professionals

  8314 Bayside Rd, Chesapeake Beach, MD 20732
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  /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
• 

  /2

  $55,000

  • Land
  • 0.23 Acre
  • $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
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  /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

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