Chesapeake Beach MD Real Estate & Homes for Sale

38 Properties Found

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Beds:
4
Baths:
3.00
Sq.Ft.:
1,802
Status:
Active
MLS#:
MDCA2025262
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.15 Acres
Year built:
2026
Courtesy: JPAR Real Estate Professionals 301-684-4895
View additional info

ADDITIONAL INFORMATION

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 into the kitchen with a large center island — perfect for everyday living and entertaining. Upstairs, the primary suite includes a private en suite bath, complemented by three additional bedrooms, a full hall bath, and a conveniently located laundry room. An attached garage and driveway offer ample parking. Pictures and renditions are examples only. Price will vary depending on model and selected options. Available upgrades include a larger front porch, screened porch, patio, or deck for enhanced outdoor living. A finished basement may also be an option. Additional home models are available. Ideally located with convenient access to the North Beach boardwalk, marinas, and Brownie’s Beach. Enjoy walkability to local restaurants and an easy commute to Annapolis, Washington, D.C., Joint Base Andrews, Baltimore, and Northern Virginia. TO BE BUILT home. Price shown includes base house price, lot and estimated lot finishing cost only. Lot and home are sold under separate contracts. Pricing is subject to change. Site development costs may vary.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,687
Status:
Active
MLS#:
MDCA2025288
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
3.73 Acres
Year built:
1980
Courtesy: TTR Sotheby's International Realty 410-280-5600
View additional info

ADDITIONAL INFORMATION

Set on just over 3.7 acres with views of Fishing Creek, this Chesapeake Beach property combines acreage, and water views. The main level includes three bedrooms, one full bath, a living room, dining room, and kitchen with access to the remodeled rear deck overlooking the creek. The lower level features a finished family room with a pellet stove, walk-out access to a large fenced backyard, patio, and open yard space, along with an additional full bath, large storage space and laundry room. Convenient to local beaches, waterfront restaurants, the Chesapeake Beach Resort & Spa and Casino, North Beach and offers reasonable access for commuters to Annapolis, Washington, D.C., and surrounding areas.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,700
Status:
Active
MLS#:
MDCA2024816
Type:
Single Family-Detached
Subdivision:
Baycrest
Lot size:
0.05 Acres
Year built:
2006
Courtesy: Redfin Corp 301-658-6186
View additional info

ADDITIONAL INFORMATION

Open House Sat 2/21, 1PM - 3PM! 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 by a private elevator reaching every floor, this home was designed for comfort and accessibility. The top-level primary suite is a true retreat, complete with private elevator access, stunning bay views, private bathroom and your very own lighthouse beacon that can actually be seen from the bay! Wake up each morning to the shimmer of the water and end your evenings on your private balcony with a cool breeze and your beverage of choice. The home is in excellent condition and thoughtfully laid out to maximize both space and light. Generously sized bedrooms, multiple gathering areas, and well-appointed baths provide flexibility for everyday living and hosting guests. Garage and driveway parking are off-street. Whether you’re looking for a full-time residence or a weekend escape, this home offers the perfect balance of function and relaxation. Step outside and embrace the lifestyle that makes Chesapeake Beach so special. Everything you need is within walking distance - restaurants, local shops, a grocery store, marinas, fishing spots, and water activities. Spend your afternoons strolling the boardwalk, enjoying waterfront dining at local favorites like Rod ‘N’ Reel Restaurant, Traders & Baia Coastal, exploring the marina, or watching the boats roll in. Jet ski rentals, beaches, live entertainment, and even more dining options are just moments from your front door. In fact, you’re only a short walk to neighboring North Beach, expanding your access to even more waterfront charm, restaurants events, and recreation. Here, you truly can park your car and leave it—this is bayside living at its most convenient and vibrant. Select photos are virtually staged.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,099
Status:
Active
MLS#:
MDCA2025124
Type:
Single Family-Detached
Subdivision:
Bayview Hills
Lot size:
0.25 Acres
Year built:
2002
Courtesy: Keller Williams Flagship 410-729-7700
View additional info

ADDITIONAL INFORMATION

Welcome to your next chapter in the community of Chesapeake Beach — where comfort, functionality, and thoughtful upgrades come together in a truly special home. From the moment you arrive, the cozy front porch invites you to slow down and stay awhile. Step inside to discover beautifully contrasted dark floors flowing seamlessly throughout the entire home, complemented by abundant natural light that fills every room. The main level offers a welcoming and functional layout. Enter through the front door to a charming family room on your right, which flows effortlessly into the dining room — perfect for everyday meals or hosting gatherings. Continue into the bright and airy kitchen featuring stainless steel appliances, crisp white cabinetry, beautiful countertops, a large sink with a pull-out faucet, and space for a breakfast nook to enjoy your morning coffee. Just beyond, the spacious living room provides additional room to relax and entertain. A convenient half bath and interior access to the attached front-load garage complete the first floor. Step outside from either the dining room or living room through sliding glass doors onto your partially covered back porch — ideal for cozy evenings in any weather. The uncovered portion offers stairs leading down to a large, fully fenced backyard ready for your vision. Whether you dream of play space, entertaining areas, or expanding your garden, this yard is ready to become your personal retreat. Upstairs, gorgeous stairs lead to four bright and inviting bedrooms, each with generous closet space and plentiful windows. The hall bath is centrally located, while the spacious owner’s suite offers a private ensuite bath featuring a stunning shower with built-in seating and a large walk-in closet. But what truly sets this home apart are the thoughtful upgrades and future-forward features: • Fully paid solar panels provide year-round energy savings. • A 50A outlet outside the garage with a 10kW EV charger makes electric vehicle ownership effortless. • The garage is equipped with a 30A outlet for an RV or welder, plus a pull-down ladder accessing a convenient storage loft. • Ready to build your homestead? The backyard includes young but producing fruit trees — apples, pears, cherries, almonds, plums, peaches, and persimmons — along with raspberry and blueberry bushes. There’s also a history of successful vegetable gardening. Recently pruned crape myrtle trees in the front and backyard are ready to flourish beautifully this spring and summer. This is more than a house — it’s a lifestyle opportunity combining modern efficiency, flexible space, and the charm of Chesapeake Beach living. If you’ve been waiting for a home that offers both comfort today and smart investments for tomorrow, this is it.

Beds:
4
Baths:
5.00
Sq.Ft.:
3,049
Status:
Active
MLS#:
MDCA2025026
Type:
Townhouse
Subdivision:
Windward Key
Lot size:
0.04 Acres
Year built:
1989
Courtesy: RE/MAX One 410-535-6291
View additional info

ADDITIONAL INFORMATION

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, open main level featuring gleaming hardwood floors, a cozy fireplace, and a beautifully updated kitchen complete with newer stainless-steel appliances, generous counter space, and abundant cabinetry. The spacious dining and living areas flow seamlessly to an outdoor deck—perfect for relaxing, entertaining, or taking in the fresh bay breeze. Upstairs, the primary suite has been completely remodeled with a modern, spa-inspired bath, large walk-in closet, and a private balcony ideal for morning coffee or evening sunsets. An additional oversized water view bedroom (formerly two separate rooms and easy to convert back if the space is needed) and an additional fully renovated bath complete this level, offering comfort and flexibility for guests or family. The top-level suite provides incredible versatility—use it as a guest retreat, home office, or ultimate entertainment space. It features a private bath, bar space, and an expansive deck with water views that make every gathering feel special. The lower level adds even more living space, fully renovated with a family room that opens to a covered porch — an inviting, shaded area for outdoor dining or unwinding after a day on the bay. You can't forget the attached garage, private driveway, and ample community parking for visitors. Ensuring that parking and storage are never an issue! Enjoy the Windward Key lifestyle with access to a private marina, bayside beach, sparkling pool, and newly added pickleball courts. Whether you’re seeking a full-time coastal residence or a weekend escape, this home offers comfort, luxury, and Chesapeake charm in every detail. Stroll to shops, dining, parks, entertainment, trails beaches, boardwalks, and more! Located in the heart of Chesapeake Beach, this property is conveniently located within walking distance to many amenities and just a short commute to Washington DC, NoVa, AAFB, Annapolis, and Ft Meade. 8074 Windward Key Drive — where waterfront views, modern style, and easy coastal living come together beautifully.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,056
Status:
Active
MLS#:
MDCA2024940
Type:
Single Family-Detached
Subdivision:
Summer City
Lot size:
0.34 Acres
Year built:
1995
Courtesy: Compass 410-429-7425
View additional info

ADDITIONAL INFORMATION

"Discover coastal charm at 6315 5th Street in Chesapeake Beach! This inviting home offers the perfect blend of comfort and convenience, just moments from the bay. Whether you're strolling to local shops, dining at nearby restaurants, or enjoying the sandy beaches, this location delivers the ultimate lifestyle. Don't miss your chance to make this your new retreat!"

Beds:
4
Baths:
2.00
Sq.Ft.:
1,850
Status:
Active
MLS#:
MDCA2025074
Type:
Single Family-Detached
Subdivision:
North Chesapeake Beach
Lot size:
0.3 Acres
Year built:
1976
Courtesy: Compass 410-429-7425
View additional info

ADDITIONAL INFORMATION

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 with sliding glass doors leading to the backyard. The lower level offers multiple living spaces with flexibility for a home office, guest area, recreation room, or additional family room. Situated at the end of the street, the home enjoys a nicely sized yard with room to relax, garden, or entertain. Living within the town limits provides convenient access to local beaches, boardwalks, dining, marinas, and community amenities, while still offering an easy commute to Annapolis, Joint Base Andrews, and Washington, DC. This home is located within the Town of Chesapeake Beach and residents have access to discounted beach access rates and more.

Beds:
5
Baths:
3.00
Sq.Ft.:
1,868
Status:
Active
MLS#:
MDCA2024512
Type:
Single Family-Detached
Subdivision:
Summer City
Lot size:
0.18 Acres
Year built:
1995
Courtesy: Home Towne Real Estate 410-286-9632
View additional info

ADDITIONAL INFORMATION

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 nature trails! Easy commute to Joint Base Andrews, Pax River, Annapolis, and DC.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,336
Status:
Active
MLS#:
MDCA2024284
Type:
Single Family-Detached
Subdivision:
Willows Colony
Lot size:
0.16 Acres
Year built:
2005
Courtesy: RE/MAX One 410-535-6291
View additional info

ADDITIONAL INFORMATION

Relax on the front porch and take in the Chesapeake Bay views from this spacious home in the highly desirable Willows Colony community. Just a short walk to an incredible private community beach! Inside, you’ll find durable LVP flooring throughout the main level and upstairs hallway, a bright kitchen with stainless steel appliances, and a large back deck perfect for entertaining or unwinding outdoors. The home also features a full unfinished basement, ideal for abundant storage or the opportunity to add future living space. Located in Northern Calvert County, this home offers the perfect balance of coastal living and convenience, with easy commuting to larger cities such as Washington, D.C., Annapolis, and Northern Virginia.

Beds:
5
Baths:
3.00
Sq.Ft.:
3,137
Status:
Active
MLS#:
MDCA2024214
Type:
Single Family-Detached
Subdivision:
Christiana
Lot size:
1.58 Acres
Year built:
1989
Courtesy: Blackwell Real Estate, LLC 443-221-4120
View additional info

ADDITIONAL INFORMATION

One-Year Home Warranty Included at Settlement • If you’re looking for a home that feels calm, private, and flexible—without feeling isolated—3545 Christiana Ct is the kind of place that makes sense the longer you’re there. • Set on 1.58 acres at the end of a quiet cul-de-sac in Chesapeake Beach, this 5-bedroom, 3-bath home offers space to spread out while still supporting real-life routines, commutes, and changing needs. • The layout works especially well for multi-generational living, guests, or anyone who values separation of space. The fully finished lower level includes its own kitchen, living area, bedroom, and office, making it feel more like a private suite than a traditional basement—ideal for extended family, older children, or a work-from-home setup. • Upstairs, the main level feels warm and livable with comfortable bedrooms, generous closets, and a primary suite with its own bath. The family room sits just off the kitchen and centers around a fireplace—an easy place to unwind at the end of the day. • Outside is where the home really opens up. The yard is gently sloped and backs to trees, offering a sense of privacy that’s hard to find. Two rear decks provide great options for morning coffee, outdoor meals, or relaxed weekends with friends. • The home is well-situated for commuters, with convenient access to Naval Air Station Patuxent River, Joint Base Andrews, Annapolis, and Washington, DC—making it a practical choice for those balancing work and home life. • There’s no HOA, a two-car garage, and plenty of room for storage, hobbies, or future plans. The main-level kitchen was previously adjusted to create a fifth bedroom; if a buyer prefers the original layout, it can be converted back prior to settlement. • The neighborhood is established, quiet, and friendly, with access to Calvert County Public Schools and everyday conveniences—without the feel of constant traffic or congestion. • It’s the kind of home that doesn’t try too hard—but once you’re there, it’s easy to picture how naturally it could fit your life. ----- Key Highlights • 5 bedrooms / 3 full baths • 1.58 acres on a quiet cul-de-sac • Two kitchens — ideal for multi-generational living • Finished lower level with private suite feel • Two rear decks with wooded privacy • No HOA • Two-car garage • Calvert County Public Schools • One-year home warranty included at settlement

Beds:
5
Baths:
3.00
Sq.Ft.:
1,872
Status:
Active
MLS#:
MDCA2024346
Type:
Single Family-Detached
Subdivision:
North Chesapeake Beach
Lot size:
0.13 Acres
Year built:
1955
Courtesy: Houwzer, LLC 202-866-8787
View additional info

ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,180
Status:
Active
MLS#:
MDCA2024344
Type:
Single Family-Detached
Subdivision:
Richfield Station Village
Lot size:
0.62 Acres
Year built:
1998
Courtesy: Home Towne Real Estate 410-286-9632
View additional info

ADDITIONAL INFORMATION

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 built-ins. The upgraded kitchen features quartz countertops, soft-close cabinetry, under cabinet lighting and stainless-steel appliances. This Hancock Model, Country Elevation with a 2ft bump out on all three floors and the optional extended family room which added extra space in the basement. Directly off of the kitchen is a screened-in porch with skylights and a storage shed underneath. Next is a Trex-upgraded outside deck with octagonal step-down and stairs leading to the fenced yard. Upstairs are four bedrooms and two full baths, including a large primary suite with en-suite bath and plenty of closet space with a walk-in closet; fresh interior paint and new wall-to-wall carpeting complete the level. The full, walkout basement (Anderson sliding door) is largely finished and offers a versatile recreation room with track lighting, a wet bar with sink, a custom mantel with Lennox gas fireplace, additional cabinetry with pull-out drawers, laminate flooring, and a full bath with shower—providing excellent flex space or a potential 5th bedroom (buyer to confirm requirements). Recent improvements include brand-new high-efficiency double-hung windows with a transferable warranty, a 2018 roof with a 40-year transferable warranty, and a 2024 water heater. Additional benefits include storage attic space in both the house and garage and storage beneath the screened porch. The home backs to a wooded area, and the HOA offers playgrounds, an open field, tennis, pickleball, and basketball courts. Area trails connect to Fishing Creek Trail and the Chesapeake Beach Railway Trail, with the town’s new Beach Elementary and Calvert County public library facilities nearby. Come see this gem of a home in one of the most desirable neighborhoods!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,943
Status:
Active
MLS#:
MDCA2024246
Type:
Single Family-Detached
Subdivision:
Breezy Point
Lot size:
0.29 Acres
Year built:
1980
Courtesy: RE/MAX United Real Estate 301-702-4200
View additional info

ADDITIONAL INFORMATION

SELLER OFFERING 1-0 RATE BUY DOWN!!! Hillside Place is simple coastal class , meets Calvert County country. This thoughtfully, renovated rambler is truly the best of both worlds when it comes to design. On the main floor you will find gorgeous tiles, beachwood colored & water resistant laminate flooring, gold fixtures, stylish lighting, and lots of natural light from the expansive bay window. On this floor you will have seasonal views of the Chesapeake Bay. You will feel as though you are truly on top of the world while looking out from the almost top of the hill, corner lot property. The kitchen features a 9 foot galley style built-in buffet with a mermaid tile backsplash and gorgeous quartz countertops. It is generously accompanied by a large breakfast area that leads to the backyard. At the front of the house, you will find a formal dining room and a large living room. Down the hall there are two bedrooms and a full bath, along with the primary suite featuring an en suite bathroom. The shower extends that beachy vibe with sea glass tile inserts, and sandy white tiles covering the walls of the shower. Hillside Place also features a fully finished basement. You can access the basement from the kitchen or from outside through the side entrance. The basement has a warm and cozy feel with lush, new, neutral colored carpet, rustic, light, fixtures, two large bonus rooms and a recreational room already wired with in- wall set up for TV hook up. In the basement, you will also find a full bathroom complete with custom barn door entry. The laundry and utility room is also in the basement. Although some landscaping has been done, including a new retaining wall, gravel parking pad,seed. & straw, front walkway with pebbles and stepping stones, and lots, and lots of brush, shrub, tree and trailer removal, there is still plenty of room for you to create the backyard of your dreams. You’ve got a clean slate to work with, and the possibilities are endless. I would be remiss if I did not mention that the roof, soffit, gutters, siding, windows and doors, with the exception of one door have all been replaced brand new! The drain fields, 14 feet deep with above and beyond gravel and pipe, have been Majorly overdone and are only three years old. This home also has. an oversized 2 car, sideload attached garage. Enjoy all the neighborhood of Breezy point has to offer all year round. Most recently they decorated the meadow for the holidays. Throughout the year, they host various community events, as well as the year-round access to the private neighborhood beach, as well as the public beach, the marina and playground.

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Andrea Conner, Maryland License 667140, Xome Inc., License 667140, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, D.C. License BR200200783, Xome Inc., License CO98372739, [email protected], 844-400- 9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, PA License # RM425337, Xome Inc., PA License #RB067821, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, NJ License # 1758875, Xome Inc. NJ License # 2326449, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

© BRIGHT, All Rights Reserved - The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Xome Inc. participates, and is provided by BRIGHT through a licensing agreement. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is a provider of home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.



Chesapeake Beach Real Estate

Chesapeake Beach is located in Maryland. Chesapeake Beach, Maryland has a population of 6,303. Chesapeake Beach is more family-centric than the surrounding county with 44.43% of the households containing married families with children. The county average for households married with children is 34.94%.

The median household income in Chesapeake Beach, Maryland is $120,194. The median household income for the surrounding county is $120,295 compared to the national median of $69,021. The median age of people living in Chesapeake Beach is 42.5 years.

Chesapeake Beach Weather

The average high temperature in July is 86.9 degrees, with an average low temperature in January of 24.7 degrees. The average rainfall is approximately 44.2 inches per year, with 15.8 inches of snow per year.

Chesapeake Beach Map

Chesapeake Beach Real Estate Market Conditions

  • Median sales price

    $372,325
    10.7%
    change since last quarter
  • # Active listings

    45
    30-day change

Chesapeake Beach Schools and Demographics

Education near Chesapeake Beach, MD

City County
High School Graduates 94.41 94.53
College Degree - 2 year 9.42 8.71
College Degree - 4 year 47.07 35.7
Graduate Degree 18.4 12.4
Expenditures per Student 16,725 16,725
Students per Teacher 15.6 15.6

Elementary Schools near Chesapeake Beach, MD

Grades Students P/T Ratio ZIP
Beach Elementary School PK - 05 573 18.4 20732
Huntingtown Elementary School KG - 05 475 17.7 20639
Mount Harmony Elementary School KG - 05 523 16.8 20736
Plum Point Elementary School PK - 05 554 16.5 20639
Sunderland Elementary School PK - 05 727 17.7 20689
Traceys Elementary School KG - 05 382 15.7 20779
Windy Hill Elementary School PK - 05 736 18.4 20736

Middle Schools near Chesapeake Beach, MD

Grades Students P/T Ratio ZIP
Northern Middle School 06 - 08 669 18 20736
Plum Point Middle School 06 - 08 709 17.1 20639
Windy Hill Middle School 06 - 08 759 18.2 20736

High Schools near Chesapeake Beach, MD

Grades Students P/T Ratio ZIP
Huntingtown High School 09 - 12 1,444 16.7 20639
Northern High School 09 - 12 1,518 17.8 20736

Demographics near Chesapeake Beach, MD

City County
Neighborhood Type Small town
Population 6,303 92,515
Population Density 2,341 434
Median Age 42.5 40.2
People per Household 2.4 2.8
Median Household Income 120,194 120,295
Average Income per Capita 55,071 50,496

Real estate near Chesapeake Beach