Homes for Sale in 20732

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  $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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  /49

  $630,000 Open Sat 2PM - 4PM

  • 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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  /67

  $780,000

  • 4 Beds
  • 3.5 Baths
  • 4,018 Sq Ft

  7005 Napa Dr, Chesapeake Beach, MD 20732

  Welcome to 7005 Napa Drive in Chesapeake Beach, Maryland, a beautiful and modern 4-bedroom, 3.5-bathroom rambler offering the convenience of main-level living in Calvert County with space for guests, entertaining, and everyday comfort. This spacious Chesapeake Beach home features a thoughtful layout with generous living areas, comfortable bedrooms, and a primary ensuite that is an oasis. The

  Brenda Huelle EXP Realty, LLC

  7005 Napa Dr, Chesapeake Beach, MD 20732
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  $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 and more. This home highlights the incredible care and maintenance shown over the last 12 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 second

  James Dick Long & Foster Real Estate, Inc.

  6309 Brookeview 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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  /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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  /2

  $495,000 Open House 4/19

  • 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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  /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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  /2

  $650,000 Coming Soon

  • 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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  /60

  $649,999

  • 4 Beds
  • 3.5 Baths
  • 3,180 Sq Ft

  2425 Woodland Ct, Chesapeake Beach, MD 20732

  Welcome to Northern Calvert County’s Richfield Station! This approximately 3,200 sq ft home combines comfort, updates, and community perks on a cul-de-sac in the Town of Chesapeake Beach—where weekly trash, recycling, bulk pick-up, and snow removal are provided. A welcoming foyer opens to hardwood floors, a formal dining room with bay window, and a spacious family room with custom wall-to-wall

  Stephanie Glaubitz Home Towne Real Estate

  2425 Woodland Ct, Chesapeake Beach, MD 20732
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  /49

  $570,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,006 Sq Ft

  3713 28th St, Chesapeake Beach, MD 20732

  Welcome to your dream home in the heart of beautiful Chesapeake Beach! This charming 4-bedroom, 2.5-bath ranch-style home offers comfortable single-level living just five blocks from the sparkling shores of the Chesapeake Bay. Perfectly situated in a quiet neighborhood, this home blends coastal charm with everyday convenience. Step inside to find a spacious and inviting floor plan featuring a

  Richard Polish Sid Sells Maryland Realty

  3713 28th St, Chesapeake Beach, MD 20732
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  /39

  $599,900

  • 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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  /2

  $524,700 Coming Soon

  • 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
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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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  /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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  $439,900

  • 4 Beds
  • 2 Baths
  • 1,850 Sq Ft

  3617 30th St, Chesapeake Beach, MD 20732

  NEW ROOF INSTALLED!! NEW EXTERIOR PAINT!!This well-maintained home offers bright, open living spaces within the Chesapeake Beach town limits. Natural light, hardwood floors, and an easy flow between the living, dining, and kitchen areas create a comfortable setting for everyday living and entertaining.The updated kitchen features a center island, ample cabinetry, and an open dining area

  Susan Reinhart Compass

  3617 30th St, Chesapeake Beach, MD 20732
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  /2

  $415,000 Open Sat 10AM - 12PM

  • 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. Backing to trees for added privacy, the home features a Trex deck that is perfect for

  Lindsey Burch Samson Properties

  2401 Green Leaf Terrace, Chesapeake Beach, MD 20732
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  /2

  $39,000

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

  0 10th St, Chesapeake Beach, MD 20732

  Great opportunity in Chesapeake Beach!Vacant 1.2-acre lot within walking distance to the beach and less than an hour from Washington, DC. Buyer must verify all zoning, utility access, and building requirements. Lot includes wetland area and may require additional approvals prior to construction. Buyer is fully responsible for all due diligence regarding use, access, and permits.

  Cristhian Huamani Tia Realty. LLC

  0 10th St, 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. Because of

  Greg Beckman Coldwell Banker Realty

  8047 Windward Key Dr, 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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  /14

  $199,000

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

  6852 Old Bayside Rd, Chesapeake Beach, MD 20732

  LOT IS ACCESSED AT END OF 18TH STREET! Only 3 lots left in this community! Large, private wooded lot with several site options. Moments to the Chesapeake Bay/Beach and all its amenities: Water park, dining, crabbing, gambling, charter boats, fishing and endless fun. Previous Perc but will need new, buyer responsible for renewals and permitting. Seller to install street after sale.

  Robyn Day RE/MAX One

  6852 Old Bayside Rd, Chesapeake Beach, MD 20732
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  $725,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 3.5 Baths
  • 1,978 Sq Ft

  8605 Addison Bridge Place, Chesapeake Beach, MD 20732

  Showings can begin 4/2 * LIVE THE SALT LIFE YEAR-ROUND — or make this your perfect Vacation Home! Rare opportunity to own in this highly desirable Chesapeake Bay Community with exceptional walkability and stunning water views. This beautiful water-view townhome offers spectacular Bay Views and a thoughtfully designed layout where EACH of the 3 Bedroom features its own private en-suite bathrooms.

  Lara Owings RE/MAX Realty Group

  8605 Addison Bridge Place, Chesapeake Beach, MD 20732
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  /9

  $95,000

  • Land
  • 0.48 Acre
  • $197,917 per Acre

  6510 18th St, Chesapeake Beach, MD 20732

  Three spacious lots remaining. Cleared and previous perc. Minutes to Chesapeake Bay amenities: Boardwalk, charter boat fishing, crabs, dining, gambling.

  Robyn Day RE/MAX One

  6510 18th St, Chesapeake Beach, MD 20732
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  $399,000

  • 4 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  3609 Dory Brooks Rd, Chesapeake Beach, MD 20732

  Welcome to 3609 Dory Books Rd! This charming rambler offers 3 bedrooms, kitchen, 1 full and 1 half bathrooms on the main level. In the fully finished basement you'll find a 4th bedroom, a 2nd full bathroom and a rec/den area, as well as laundry and storage space. Front door and all windows except the small one in the kitchen have been replaced. The large yard and deck offer plenty of space for

  Livia Brow RE/MAX Realty Group

  3609 Dory Brooks Rd, Chesapeake Beach, MD 20732
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  /15

  $355,000 Open Sun 1PM - 4PM

  • 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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  /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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  /6

  $449,900 Coming Soon

  • 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

  $220,000

  • 3 Beds
  • 2 Baths
  • 2,597 Sq Ft

  6231 8th St, Chesapeake Beach, MD 20732

  This property is being sold as-is and is perfect for investors, flippers, or buyers looking for a renovation opportunity. With solid bones and endless potential, this home is a blank canvas ready for your vision. Whether you’re looking to fix and flip, hold as a rental, or bring new life to a great location—this is the one. Cash, hard money, or renovation loan preferred. Don’t miss this chance to

  Teairra Jones Samson Properties

  6231 8th St, 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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  /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
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  /9

  $179,000

  • Land
  • 0.73 Acre
  • $245,205 per Acre

  6520 18th St, Chesapeake Beach, MD 20732

  Ready for your builder. Three lots remaining. Previous Perc. Moments to resort life at the beach. Antique stores, restaurants, pubs, quaint shops, charter fishing and fun in the sun.

  Robyn Day RE/MAX One

  6520 18th St, Chesapeake Beach, MD 20732
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  /37

  $349,900 Open Sat 12PM - 2PM

  • 5 Beds
  • 3 Baths
  • 1,056 Sq Ft

  4008 Summer City Blvd, Chesapeake Beach, MD 20732

  Please have offers in by 7pm on Monday, March 30. Thank you!Step into the charm of 4008 Summer City Blvd in picturesque Chesapeake Beach! This delightful split-foyer home offers the perfect blend of flexibility, comfort, and opportunity. Featuring 3 spacious bedrooms and 2 full baths on the main level, plus 2 additional bedrooms and 1 full bath on the lower level, this home is designed to fit

  Chris Moore Compass

  4008 Summer City Blvd, Chesapeake Beach, MD 20732
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  /2

  $379,950 Coming Soon

  • 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. This community is tucked along the shore of The Chesapeake Bay. The cottage has a fireplace that adds to its charm. Plentiful driveway parking and a yard with a treed view. Chesapeake Beach boasts lots of activities within a reasonable commute to DC, Virginia and PAX River Naval base.

  Ronald Watson Flag Real Estate Inc.

  5130 Rosemary Dr, Chesapeake Beach, MD 20732
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  /2

  $324,900

  • 3 Beds
  • 1.5 Baths
  • 1,657 Sq Ft

  3800 28th St, Chesapeake Beach, MD 20732

  Step into the charm and potential of this Chesapeake Beach gem! This 3-bedroom, 1.5-bath home offers over 2,000 square feet of space, ready for your vision and creativity. Nestled on an oversized lot with a fenced backyard, it’s perfect for those seeking room to grow, entertain, or simply enjoy the outdoors. The location? Unbeatable. Imagine strolling to nearby restaurants, parks, and all the

  Chris Moore Compass

  3800 28th St, Chesapeake Beach, MD 20732
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  /42

  $449,990

  • 3 Beds
  • 2 Baths
  • 2,408 Sq Ft

  3632 Brookeside Dr, Chesapeake Beach, MD 20732

  Great price for this 4-Level home with a total of 2,855 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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  /39

  $399,990 Coming Soon

  • 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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  /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
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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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  /2

  $330,000

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  6236 8th St, Chesapeake Beach, MD 20732

  Coming Soon!Warm and cozy raised rambler in Chesapeake Beach’s Summer City neighborhood. This home offers 3 bedrooms, 2 bathrooms, and 960 square feet of comfortable one-level living. Inside, you’ll find an open kitchen and living room combination that creates a warm, inviting feel and makes the space feel connected and functional. The kitchen has been updated since the sellers purchased, and

  Lindsey Burch Samson Properties

  6236 8th St, 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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