Chesapeake Beach, MD Homes

• 

  

  /2

  $75,000

  • Land
  • 8 Acres
  • $9,271 per Acre

  2955 Chesapeake Beach Rd, Chesapeake Beach, MD 20732

  8 acres of land off Chesapeake Beach Road

  

  Sarah Swann

  Baldus Real Estate, Inc.

  (443) 291-5954

  2955 Chesapeake Beach Rd, Chesapeake Beach, MD 20732
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• 

  

  

  /20

  $2,899 per month

  • 2 Beds
  • 2.5 Baths
  • 1,864 Sq Ft
  • Townhouse for Rent

  7884 Ivy Terrace Unit 1, Chesapeake Beach, MD 20732

  You will love this open floor plan three level end unit! Entry has family room open to kitchen and dining and a guest bathroom. Upper level features two primary bedroom options. One with private bath and walk in closet. The other is spacious and has a private entrance from the room to the hall bath. Need more space? Lower level offers a spacious recreation room and a laundry. Rear deck

  Becky King Home Towne Real Estate

  7884 Ivy Terrace Unit 1, Chesapeake Beach, MD 20732
• 

  

  

  /22

  $125,000 Sold Jun 20, 2025

  • Land
  • 7 Acres
  • $18,328 per Acre

  • 4 Days On Market

  4780 Breezy Point Rd, Chesapeake Beach, MD 20732

  ** Offer deadline is noon Sunday, June 8th, 2025 for both this lot and the adjacent lot at 4850 Breezy Point. *** Now available to purchase separately for the first time — don’t miss this rare opportunity to own nearly 7 acres of affordable, buildable land near the Chesapeake Bay! Located in the highly sought-after Chesapeake Beach area, this scenic property offers a beautiful mix of level

  Phyllis Elsner Redfin Corp

  4780 Breezy Point Rd, Chesapeake Beach, MD 20732
• 

  

  

  /30

  Est $354,121 Not Listed For Sale

  • 2 Beds
  • 2 Baths

  8039 Forest Ridge Dr Unit 10, Chesapeake Beach, MD 20732

  8039 Forest Ridge Dr Unit 10, Chesapeake Beach, MD 20732
• 

  

  /2

  $99,990

  • Land
  • 0.13 Acre
  • $769,154 per Acre

  7536 C St, Chesapeake Beach, MD 20732

  This is a rare opportunity to own land and build new construction in the heart of Chesapeake Beach. Walk to everything the town has to offer. Just a short stroll to the boardwalk where you can watch the ships go by, see the sunrise, or walk to the town beach. This location is also walkable to restaurants, marinas, and concerts at the resort. It's the perfect spot to build your dream beach

  Adam Hoyt

  Keller Williams Flagship

  (443) 363-0471

  7536 C St, Chesapeake Beach, MD 20732
• 

  

  /23

  $2,200 per month

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • Townhouse for Rent

  3613 Harbor Rd, Chesapeake Beach, MD 20732

  Available for rent in the Captain quarters neighborhood is this lovely 3 bedroom 2.5 bath townhome. The home is on the south end of Chesapeake Beach and is a short distance away from local amenities, including restaurants, shops, and many other activities to experience. Best of all, there is no yard work! the HOA handles all of the grounds keeping. The home boasts ample natural light and space

  Mark Frisco CENTURY 21 New Millennium

  3613 Harbor Rd, Chesapeake Beach, MD 20732
• 

  

  /19

  $150,000 Sold Jun 20, 2025

  • Land
  • 15 Acres
  • $9,908 per Acre

  • 66 Days On Market

  4850 Breezy Point Rd, Chesapeake Beach, MD 20732

  ** Offer deadline is noon Sunday, June 8th, 2025 for both this lot and the adjacent lot at 4780 Breezy Point. ***Now available to purchase separately at a significant price improvement— don’t miss this rare opportunity to own 15+ ACRES of beautiful, perced, buildable land in the highly sought-after Chesapeake Beach area! This unique offering includes two adjoining parcels being sold together:

  Phyllis Elsner Redfin Corp

  4850 Breezy Point Rd, Chesapeake Beach, MD 20732
• 

  

  /20

  Est $365,537 Not Listed For Sale

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

  2221 Ivy Ln Unit 9, Chesapeake Beach, MD 20732

  2221 Ivy Ln Unit 9, Chesapeake Beach, MD 20732
• 

  

  /5

  $699,990 New Construction

  • 4 Beds
  • 2.5 Baths

  7536 C St, Chesapeake Beach, MD 20732

  RARE opportunity to own a BRAND NEW home with a VIEW OF THE CHESAPEAKE BAY! WALK to restaurants, shops, boardwalk, Brownie's Beach, marinas, concerts at the resort, and so much more from this location in the heart of Chesapeake Beach. Less than an hour away from Washington, D.C. it's the perfect commuter location too. You don't want to miss this rare find. Enjoy picking your colors and finishes

  Adam Hoyt

  Keller Williams Flagship

  (443) 785-6316

  7536 C St, Chesapeake Beach, MD 20732
• 

  

  /24

  $2,250 per month

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Townhouse for Rent

  3795 Harbor Rd, Chesapeake Beach, MD 20732

  Available for rent in the Captain quarters neighborhood is this lovely 3 bedroom 2.5 bath townhome. The home is on the south end of Chesapeake Beach and is a short distance away from local amenities, including restaurants, shops, and many other activities to experience. Best of all, there is no yard work! the HOA handles all of the grounds keeping. The home boasts ample natural light and space

  Mark Frisco CENTURY 21 New Millennium

  3795 Harbor Rd, Chesapeake Beach, MD 20732
• 

  

  /49

  $630,000 Sold Jun 13, 2025

  • 3,081 Sq Ft
  • $204/SF
  • 3 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1998

  4700 Willows Rd, Chesapeake Beach, MD 20732

  STUNNING!!! Welcome to 4700 Willows Road—a beautifully landscaped and updated 4-bedroom, 3.5-bath colonial on 1.57 acres in the highly sought-after Willows community of Chesapeake Beach. With a warm, welcoming layout and incredible entertaining space, this home blends everyday comfort with timeless charm.The main level features a spacious living room with a cozy fireplace, a casual dining area,

  Mark Frisco CENTURY 21 New Millennium

  4700 Willows Rd, Chesapeake Beach, MD 20732
• 

  

  /71

  Est $910,418 Not Listed For Sale

  • 6 Beds
  • 3.5 Baths
  • 4,000 Sq Ft

  7047 Esther Ln, Chesapeake Beach, MD 20732

  7047 Esther Ln, Chesapeake Beach, MD 20732
• 

  

  /29

  $395,000 Under Contract

  • 3 Beds
  • 4 Baths
  • 2,074 Sq Ft

  8321 Autumn Crest Ln Unit 2, Chesapeake Beach, MD 20732

  Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome offering 2,294 square feet of living space across three fully finished levels. Located in the desirable community of Chesapeake Beach, this home features a 1-car garage, a bright and open floor plan, and a flexible layout ideal for modern living.The main level includes a morning room extension that brings in abundant natural

  Nakia Johnson Redfin Corp

  8321 Autumn Crest Ln Unit 2, Chesapeake Beach, MD 20732
• 

  

  /22

  $2,000 per month

  • 3 Beds
  • 1.5 Baths
  • 1,180 Sq Ft
  • Townhouse for Rent

  3612 30th St, Chesapeake Beach, MD 20732

  Welcome to 3612 30th street! In this rental you’ll find a spacious living room that flows into a large dining area and galley-style kitchen, making the layout perfect for entertaining. This unit also includes a convenient half bath on the main level. Upstairs offers three bedrooms, including two standard rooms and a primary bedroom, along with a full bath. This unit also boasts newer siding,

  Mark Frisco CENTURY 21 New Millennium

  3612 30th St, Chesapeake Beach, MD 20732
• 

  

  /64

  $399,900 Sold Jun 13, 2025

  • 1,846 Sq Ft
  • $217/SF
  • 46 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1985

  7526 H St, Chesapeake Beach, MD 20732

  This charming 3-bedroom beach house offers the perfect blend of comfort, convenience and community, just steps away from the newly built Beach Elementary School and in the thriving Twin Beaches! The main level bedroom is ideal for guests or single-level living, while upstairs boasts two large bedrooms with ample space and natural light. The finished basement adds versatility with a potential 4th

  Conor Stueckler Keller Williams Flagship

  7526 H St, Chesapeake Beach, MD 20732
• 

  

  /37

  Est $460,603 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,355 Sq Ft

  8314 Cassidy Ct, Chesapeake Beach, MD 20732

  8314 Cassidy Ct, Chesapeake Beach, MD 20732
• 

  

  /50

  $425,000 Under Contract

  • 5 Beds
  • 3 Baths
  • 1,389 Sq Ft

  3715 30th St, Chesapeake Beach, MD 20732

  Location, Location, Location!  Right in the heart of the charming small town of Chesapeake Beach, yet tucked away in a QUIET RESIDENTIAL NEIGHBORHOOD, this beautiful, updated split-foyer home is JUST A FEW BLOCKS FROM THE BAY!    **   Step inside the foyer with its dramatic soaring ceiling to discover stylish light fixtures, freshly painted rooms and lovely VINYL PLANK FLOORING in the main living

  Phyllis Elsner Redfin Corp

  3715 30th St, Chesapeake Beach, MD 20732
• 

  

  /30

  $2,750 per month

  • 3 Beds
  • 2.5 Baths
  • 1,746 Sq Ft
  • Townhouse for Rent

  2562 Woodland Place, Chesapeake Beach, MD 20732

  PRICE REDUCTION! AVAILABLE IMMEDIATELY!Nice garage townhome in Richfield Station. Carpet, new wood floor in kitchen, 3 Bedrooms upstairs and finished recreation room on the first level. Well maintained by owner. Great location in the subdivision, right near the front . You won't have to drive all the way through to the back! Washer and Dryer. No smoking. Credit screening done online through a

  Don Frederick RE/MAX United Real Estate

  2562 Woodland Place, Chesapeake Beach, MD 20732
• 

  

  /88

  $665,000 Sold Jun 06, 2025

  • 3,133 Sq Ft
  • $212/SF
  • 5 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2011

  7461 Cavalcade Dr, Chesapeake Beach, MD 20732

  Welcome to 7461 Cavalcade dr, a home where stylish updates and everyday functions unite effortlessly. Throughout the entire home, luxury vinyl plank flooring was installed in 2021, paired with a soft, neutral paint palette from the same year, creating a fresh and timeless look in every room. The living room invites you to unwind with a gas fireplace as the centerpiece, while the nearby kitchen

  Gene Summers Real Broker, LLC - Annapolis

  7461 Cavalcade Dr, Chesapeake Beach, MD 20732
• 

  

  /37

  Est $393,949 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,860 Sq Ft

  8341 Autumn Crest Ln Unit 5, Chesapeake Beach, MD 20732

  8341 Autumn Crest Ln Unit 5, Chesapeake Beach, MD 20732
• 

  

  /64

  $599,900 Open Sat 11AM - 1PM

  • 4 Beds
  • 3.5 Baths
  • 2,496 Sq Ft

  8207 Elm Ln, Chesapeake Beach, MD 20732

  New custom built coastal home in Chesapeake Beach! Buyer couldn't perform. Great location, in a sought after area, just a few blocks to all the restaurants, parks, boardwalks and beaches. Beautiful kitchen with granite countertops, stainless steel appliances, recessed lighting, ample sized pantry, countertop seating and open concept to the dining area. LVP flooring throughout the main level

  Conor Stueckler Keller Williams Flagship

  8207 Elm Ln, Chesapeake Beach, MD 20732
• 

  

  /14

  $1,600 per month

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft
  • Townhouse for Rent

  3631 Harbor Rd Unit B, Chesapeake Beach, MD 20732

  Available for rent in the Captain quarters neighborhood is this lovely 1 bedroom 1 bath lower level townhome unit. The home is on the south end of Chesapeake Beach and is a short distance away from local amenities, including restaurants, shops, and many other activities to experience. Best of all, there is no yard work! the HOA handles all of the grounds keeping. The home boasts ample natural

  Mark Frisco CENTURY 21 New Millennium

  3631 Harbor Rd Unit B, Chesapeake Beach, MD 20732
• 

  

  /26

  $675,000 Sold Jun 05, 2025

  • 2,988 Sq Ft
  • $226/SF
  • 1 Day On Market

  • 5 Beds
  • 4 Baths
  • Built 2017

  3820 27th St, Chesapeake Beach, MD 20732

  **** OPEN HOUSE IS CANCELLED DUE TO SELLER ACCEPTING AN OFFER **** Freshly painted and featuring new carpet upstairs, this spacious 5-bedroom, 4-bath home sits on a desirable corner lot just 3 blocks from the beach in Chesapeake Beach! Enjoy both front and back porches, off-street parking, and a welcoming layout with engineered hardwood flooring throughout the main level. The large kitchen offers

  Robin Cavallaro RE/MAX Realty Group

  3820 27th St, Chesapeake Beach, MD 20732
• 

  

  /16

  Not Listed For Sale

  4020 Chesapeake Ave, Chesapeake Beach, MD 20732

  4020 Chesapeake Ave, Chesapeake Beach, MD 20732
• 

  

  /42

  $598,700

  • 4 Beds
  • 3.5 Baths
  • 2,528 Sq Ft

  4111 Bayside Rd, Chesapeake Beach, MD 20732

  REDUCED PRICE!!!!! Welcome to this beautifully maintained colonial located in the desirable Chesapeake Bay front community of The Willows. Situated on three private acres and backing to trees, this home offers the perfect blend of peaceful living, privacy, and coastal charm. Enjoy access to the private community beach just minutes from your doorstep, where you can fish, kayak, boat, or take long

  Katharine Christofides CENTURY 21 New Millennium

  4111 Bayside Rd, Chesapeake Beach, MD 20732
• 

  /2

  $2,650 per month

  • 3 Beds
  • 2.5 Baths
  • Townhouse for Rent

  2294 Forest Ridge Terrace, Chesapeake Beach, MD 20732

  IMMACULATE! 3 level, 3 bedroom, 2,600 sq ft. garage townhome in the highly sought after community of Richfield Station. Stunning living room/dining room beautifully enhanced by columns. The eat-in kitchen/family room area separated by the elegance of French doors. Kitchen area also has patio. Very well maintained by one owner and seeking a long term tenant that will care for it equally as well.

  Kia Smith Coldwell Banker Realty

  2294 Forest Ridge Terrace, Chesapeake Beach, MD 20732
• 

  

  /30

  $423,000 Sold Jun 04, 2025

  • 2,218 Sq Ft
  • $191/SF
  • 3 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2010

  8343 Autumn Crest Ln Unit 6, Chesapeake Beach, MD 20732

  This end-unit townhouse in the highly sought-after Richfield Station community offers more privacy than your typical townhome - backing to trees and surrounded by woods for a peaceful setting that’s hard to find. From the moment you walk in, you'll notice: new carpet, hardwood flooring (just 5 years old), recessed lighting, and all-new ceiling fans and fixtures throughout. The bright white

  Tannar Jones RE/MAX United Real Estate

  8343 Autumn Crest Ln Unit 6, Chesapeake Beach, MD 20732
• 

  

  /39

  Est $716,341 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,301 Sq Ft

  3644 Estelle Ct, Chesapeake Beach, MD 20732

  3644 Estelle Ct, Chesapeake Beach, MD 20732
• 

  

  /78

  $679,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,998 Sq Ft

  3412 Hill Gail Dr, Chesapeake Beach, MD 20732

  Welcome to this beautifully maintained, move-in ready Colonial located in the highly sought-after community of Chesapeake Village. With over 3,850 finished square feet, this spacious home features 5 bedrooms, 3.5 baths, and a 2-car garage.Step inside to a dramatic two-story foyer and gleaming hardwood floors that flow through the sun-drenched main level. The stunning gourmet kitchen is a chef’s

  Ryan Briggs Anne Arundel Properties, Inc.

  3412 Hill Gail Dr, Chesapeake Beach, MD 20732
• 

  

  /33

  $690,000 Sold Jun 04, 2025

  • 3,460 Sq Ft
  • $199/SF
  • 3 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2021

  2984 Heritage Dr, Chesapeake Beach, MD 20732

  Welcome to your family dream home, nestled in one of Chesapeake Beach's newest communities. Heritage Woods offers immediate access to Rt 260, where you'll have an easy commute to DC, Annapolis, Baltimore, the beltway and all areas in between. This beautiful 4 bedrm 3.5 bath colonial is situated on a premium lot with a fully fenced back yard and creates the perfect setting for playtime,

  Kay Kingsbury RE/MAX Realty Group

  2984 Heritage Dr, Chesapeake Beach, MD 20732
• 

  

  /68

  Est $649,335 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,496 Sq Ft

  8203 Elm Ln, Chesapeake Beach, MD 20732

  8203 Elm Ln, Chesapeake Beach, MD 20732
• 

  

  /10

  $525,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,299 Sq Ft

  8321 Bayside Rd, Chesapeake Beach, MD 20732

  Welcome to 8321 Bayside Drive, a charming 3-bedroom, 2-bath home offering sweeping Chesapeake Bay water views in the quaint beach town of Chesapeake Beach. Enjoy peaceful mornings and stunning sunrises from your private deck, with the added benefit of community-owned bayfront property directly behind the home—ensuring your views are preserved. Inside, the home features an updated kitchen (2021)

  Bob Chew Berkshire Hathaway HomeServices PenFed Realty

  8321 Bayside Rd, Chesapeake Beach, MD 20732
• 

  

  /19

  $359,900 Sold Jun 04, 2025

  • 1,280 Sq Ft
  • $281/SF
  • 8 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1989

  8540 F St, Chesapeake Beach, MD 20732

  Charming Coastal Living Just Minutes from the Waterfront!Welcome to your dream home in the heart of Chesapeake Beach, Maryland! This beautifully updated 3-bedroom, 2.5-bath home is a perfect blend of comfort and modern style. Step inside to discover a stunning, fully upgraded kitchen with sleek countertops, modern cabinetry and new appliances. The bathrooms have been stylishly refreshed with

  Bob Swarm Keller Williams Select Realtors of Annapolis

  8540 F St, Chesapeake Beach, MD 20732
• 

  

  /39

  Est $551,747 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,832 Sq Ft

  3548 Cox Rd, Chesapeake Beach, MD 20732

  3548 Cox Rd, Chesapeake Beach, MD 20732
• 

  /2

  $675,000 Coming Soon

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

  8236 Bayside Rd, Chesapeake Beach, MD 20732

  Nestled in the heart of Chesapeake Beach, this expansive residence offers an unparalleled opportunity to embrace coastal living at its finest. Imagine starting your day with a breathtaking sunrise from your water view balcony, as it rises over the Chesapeake Bay, followed by a leisurely stroll to the vibrant boardwalk of North Beach. Then end your day on the wonderful screened porch. Spend

  Greg Beckman Berkshire Hathaway HomeServices PenFed Realty

  8236 Bayside Rd, Chesapeake Beach, MD 20732
• 

  

  /51

  $632,000 Sold May 30, 2025

  • 1,978 Sq Ft
  • $320/SF
  • 35 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1998

  8653 Baywalk Square, Chesapeake Beach, MD 20732

  LIVE the SALT LIFE Year round or Make this your Vacation Get Away! GREAT Walk-a-bility! Enjoy all the Twin Beaches have to offer * Public Beaches * Boardwalks * Fantastic Restaurants * Shopping * Rod N Reel Resort * Casinos/Slots * Marinas * Rich History * FANTASTIC SCHOOLS * Easy Commute to DC * Baltimore * Annapolis * JT Base Andrews * A rarity to find a home for Sale in this Neighborhood!

  Lara Owings RE/MAX Realty Group

  8653 Baywalk Square, Chesapeake Beach, MD 20732
• 

  

  /35

  Est $665,465 Not Listed For Sale

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

  3683 Middle Ground Ct, Chesapeake Beach, MD 20732

  3683 Middle Ground Ct, Chesapeake Beach, MD 20732
• 

  

  /36

  $545,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,615 Sq Ft

  2750 Karen Dr, Chesapeake Beach, MD 20732

  VA Assumable Loan @ 2.25%!Welcome to this well maintained 4-bedroom, 2.5-bath colonial nestled in the peaceful and picturesque Lake Karylbrook community. Tucked away on a quiet road, this home offers tranquil views of nature from the back windows and a screened-in porch as well as a fully fenced in backyard —perfect for relaxing or entertaining.Enjoy the serenity of the outdoors from every angle

  Brittnai Pytlar RE/MAX Realty Group

  2750 Karen Dr, Chesapeake Beach, MD 20732
• 

  

  /20

  $615,000 Sold May 29, 2025

  • 2,483 Sq Ft
  • $248/SF
  • 0 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1978

  3528 Elizabeth Ct, Chesapeake Beach, MD 20732

  Offering ultimate privacy and serene backyard views, this 1.69 acre property is the perfect place to call home. The updated 2-story split-foyer has just under 2,500 square feet of finished living space including new wide-plank LVP flooring throughout, new recessed lighting throughout, and a fully remodeled kitchenwith maple cabinets, quartz countertops, and new appliances. The upper level boasts

  Jeremy McDonough Mr. Lister Realty

  3528 Elizabeth Ct, Chesapeake Beach, MD 20732
• 

  

  /39

  Est $653,063 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,751 Sq Ft

  3695 Ponds Wood Dr, Chesapeake Beach, MD 20732

  3695 Ponds Wood Dr, Chesapeake Beach, MD 20732

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