Chesapeake Beach Homes with Colonial Style

Chesapeake Beach Homes with Colonial Style

Welcome to Chesapeake Beach, Maryland—a charming coastal town nestled in Calvert County that perfectly captures the essence of waterfront living. With its picturesque views of the Chesapeake Bay and a vibrant community, Chesapeake Beach is an idyllic destination for those seeking a serene lifestyle combined with the allure of coastal adventures.

This quaint town is known for its rich history, stunning beaches, and a plethora of recreational activities. From fishing and boating to hiking along scenic trails, residents and visitors alike can immerse themselves in the natural beauty that surrounds them. The local dining scene offers a delightful selection of seafood restaurants where you can savor the freshest catch, all while enjoying breathtaking views of the bay.

When it comes to real estate, Chesapeake Beach boasts an array of charming homes, including the timeless Colonial-style residences that grace its streets. These homes are characterized by their classic architecture, with symmetrical facades, gabled roofs, and inviting front porches that exude warmth and charm. Many of these Colonial homes are situated on spacious lots, providing ample outdoor space for family gatherings, gardening, or simply enjoying the peaceful surroundings.

Living in Chesapeake Beach means embracing a community that values its rich heritage while offering modern conveniences. With excellent schools, friendly neighbors, and a strong sense of community, it’s no wonder that this town is a sought-after destination for families and retirees alike. Discover your dream Colonial-style home in Chesapeake Beach, where coastal living meets timeless elegance.

Newest Chesapeake Beach Homes with Colonial Style

$624,700
4 Beds ⋅ 5 Baths
Welcome home to this spacious colonial in the sought-after, water-privileged community of Willows Colony. Featuring 4 bedrooms, 4.5 bathrooms, and hardwood floors throughout, this home offers plenty of room and a flexible unfinished basement with a workshop. Outside, you can relax on the front porch or enjoy the private, wooded backyard with a deck, patio, fish pond, shed, and 2-car garage. Best of all, the neighborhood gives you exclusive access to a private beach on the Chesapeake Bay for swimming, fishing, kayaking, and so much more!

4325 Willows Rd, Chesapeake Beach

Listing courtesy of Home Towne Real Estate. Contact: 8882252736
$400,000
4 Beds ⋅ 3 Baths
Welcome to this bright and airy end-unit townhome in the Richfield Station community of Chesapeake Beach. Sun-filled living spaces include a beautiful kitchen with an island and stainless-steel appliances that opens to the dining area and a spacious living room. The home backs onto serene, mature trees, filling the interior with abundant natural light through multiple windows and doors that lead to the deck. Located on a quiet, non-through street with minimal traffic, this residence offers peaceful everyday living. Condo association fees offer true low-maintenance convenience, covering trash service, lawn maintenance, and exterior maintenance. The roof was replaced in 2026. Richfield Station residents enjoy direct access to the Chesapeake Beach Railway Trail system and the Fishing Creek Boardwalk. You are just minutes from the Chesapeake Bay, its scenic boardwalk, beaches, restaurants, and the full "Bay Life" lifestyle. Calvert County provides convenient access to the region's major metropolitan areas, including Washington, D.C., Annapolis, Northern Virginia, and Ronald Reagan Washington National Airport.

8418 Clear Spring Dr Unit #1, Chesapeake Beach

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$359,900
3 Beds ⋅ 3 Baths
Nestled in the charming Richfield Station Village, this delightful Colonial townhouse offers a perfect blend of comfort and style. Built in 2007, the home features a warm and inviting interior, highlighted by beautiful flooring and recessed lighting that create a cozy ambiance throughout. The spacious living area seamlessly flows into a dining area, ideal for gatherings and entertaining. The well-appointed kitchen boasts an island, perfect for casual meals or meal prep, and comes equipped with essential appliances including a built-in microwave, electric oven/range, and refrigerator. A pantry provides additional storage, ensuring your kitchen remains organized and functional. Upstairs, you'll find three generously sized bedrooms, providing ample space for relaxation and personalization. Outside, the property is enhanced by well-maintained sidewalks, inviting you to enjoy leisurely strolls in the neighborhood. An attached garage with a garage door opener offers secure parking and extra storage space. This home is not just a place to live; it's a sanctuary where memories are made. With its thoughtful design and modern conveniences, it's ready to welcome you home. Don't miss the opportunity to make this charming townhouse your own!

2221 Ivy Ln Unit #G-9, Chesapeake Beach

Listing courtesy of ExecuHome Realty. Contact:

$739,900
3 Beds ⋅ 3 Baths
Rich solid bamboo flooring flows throughout the main living areas, while replacement windows maximize the breathtaking Bay views. The remodeled gourmet kitchen features quartz countertops, stainless steel appliances, and opens to a full-width waterfront deck—perfect for morning coffee, outdoor dining, or simply watching the boats pass by. The spacious family room also opens onto a private waterfront deck, creating seamless indoor and outdoor living. Upstairs, the primary suite becomes your personal waterfront retreat with its own private deck overlooking the Chesapeake Bay, beautifully updated bath, and the convenience of a dedicated washer and dryer. Two additional bedrooms enjoy water views as well, allowing family and guests to wake up to the beauty of the Bay every day. The walk-out lower level offers even more flexibility with a second washer and dryer, access to a stamped concrete waterfront patio, and a covered sitting area just steps from the shoreline—an ideal place to unwind after a day on the water. Residents enjoy exclusive access to a private community pier complete with a boat lift and fishing opportunities. Every Independence Day, neighbors gather to watch the spectacular fireworks display reflected across the Chesapeake Bay, creating a tradition you'll look forward to year after year. Located less than an hour from Washington, D.C., this home offers an exceptional primary residence, weekend escape, or second home without the hassle of Bay Bridge traffic. Enjoy the charm of Chesapeake Beach with its waterfront boardwalk, community beach, farmers markets, local breweries, boutique shopping, restaurants, outdoor concerts, marinas, and year-round events—all just minutes from your door. If you've been searching for true Chesapeake Bay waterfront living with modern updates, unforgettable views, and an unbeatable coastal lifestyle, this is the one.

8337 Bay Crest Ct, Chesapeake Beach

Listing courtesy of RE/MAX United Real Estate. Contact:

$362,500
2 Beds ⋅ 3 Baths
Enjoy easy, low-maintenance living in this beautifully maintained GROUND LEVEL 2-bedroom, 2.5-bath condo located in one of Chesapeake Beach's most sought-after communities, Richfield Station. Conveniently situated for commuters traveling to Washington, D.C., JBA, and Annapolis, this home also offers the opportunity to enjoy all the charm and amenities of Chesapeake Bay living. The bright, open main level is ideal for both everyday living and entertaining. The updated kitchen features stainless steel appliances, large kitchen island and opens to spacious living areas, creating a comfortable and functional layout. A convenient half bath completes the main level. Upstairs, the spacious primary suite includes two walk-in closets and a private en suite bath. A second generously sized bedroom, a full hall bath, and an upper-level laundry area provide comfort and convenience for family or guests. Spend less time on home maintenance and more time enjoying everything the Twin Beach area has to offer. The HOA/COA alleviate most exterior maintenance responsibilities, making homeownership easy and stress-free. Take advantage of easy access to walking trails, Bayside Beach, trash service, and other local amenities. This property is move-in ready and ideally located, and offers the perfect combination of comfort, convenience, and Chesapeake Beach living.

2233 Ivy Ln Unit #3, Chesapeake Beach

Listing courtesy of Samson Properties. Contact: 4439757555
$650,000
4 Beds ⋅ 4 Baths
Welcome to 8475 Saint Andrews Drive! This lovely home offers tons of space, and is the largest home in the neighborhood! The main level offers a living room, formal dining room, kitchen with granite countertops and stainless steel appliances, a breakfast room, a huge family room, and an expansive back deck. The 2nd level offers a palatial primary suite, including a full primary bathroom with a stall shower and separate soaking tub, a walk-in closet, and a private office. There are also three more bedrooms on the 2nd level along with another full bathroom. The basement features a rec room, plenty of storage space, a laundry/utility room, and an office/theater room with a separate outside entrance! The side yard area is fenced and there is also a storage shed in the back yard. The home is located in the awesome Highlands neighborhood, with recreation fields and a playground, and you're only a few minutes from everything that Chesapeake Beach and North Beach have to offer! This house is currently tenant-occupied, the tenants plan to move out by August 31st. Owner plans to repaint and clean property before going on the market.

8475 Saint Andrews Dr, Chesapeake Beach

Listing courtesy of Cerrito Realty, LLC. Contact: (301) 780-5880
$599,900
4 Beds ⋅ 3 Baths
Welcome to 2630 Richfield Lane in Chesapeake Beach! This beautiful 4-bedroom, 2 full bath, 1 half bath home offers a fresh, updated feel with plenty of space to make your own. The main level features luxury vinyl plank flooring throughout main level, fresh paint, and a bright, functional layout perfect for everyday living and entertaining. The kitchen offers a spacious island, great cabinet space, brand new SS appliances, and an easy flow into the main living areas. Deck off of kitchen to enjoy peaceful mornings sipping coffee. Major updates include a new roof and new siding, giving added peace of mind for the next owner. Upstairs, you’ll find four spacious bedrooms, including a comfortable primary suite with its own private bath w/ dual sinks. The unfinished basement offers tons of potential and is already partially divided into usable areas, making it perfect for future finished living space, a home gym, storage, office, playroom, or hobby area. Located in desirable Chesapeake Beach, this home is ready for its next chapter and offers the perfect opportunity to move in now and customize over time.

2630 Richfield Ln, Chesapeake Beach

Listing courtesy of CENTURY 21 New Millennium. Contact: 3016099000
$650,000
5 Beds ⋅ 4 Baths
Back on the market!! Looking for true privacy with NO HOA, then look no further to this quaint Colonial nested in 5.09 acres of wooded area in Chesapeake Beach. The sprawling acreage has so much to offer - sit in your screened in porch, on your back deck, or build a fire pit & experience the nature. Inside you will find a well designed floor plan with room where you need it-5 bedrooms, 3.5 baths and over 4100 finished square ft. You will be welcomed with a separate living room/office & dining room at the front of the house. The gourmet kitchen is has lots of prep space & opens to the family room allowing you to cook & converse at the same time! The family room also has a cute bay window & a cozy pellet stove for those cold nights. The screened in porch off the kitchen is & a great space to gather & relax & gives the home character. Upstairs you will find a sunlit primary suite with walk in closet, a hall bath & 3 more SPACIOUS bedrooms. The walk out basement is fully finished, with 5th bedroom & full bath, HUGE recreation space with wood stove- an entertainers dream. The home has a newer ROOF with gutter guard system, newer windows, brand new carpeting on upper level. The kitchen, baths & the main level flooring are in need up updating & are awaiting for your personal touches. Second set of washer/dryer in garage, laundry sink, 2 sheds, and a fish cutting station. Zoned for award winning schools, northern Calvert county for easy commuting to DC, Annapolis, Andrews Air Force Base & more. Also enjoy the proximity to the twin beaches, offering boardwalk, swimming, farmers market and many great restaurants. Seller is also including a 1 year home warranty through American Home Shield. You will not want to miss this WELL PRICED gem! Set up your showing today.

3555 Christiana Ct, Chesapeake Beach

Listing courtesy of RE/MAX One. Contact: 4105356291
$599,900
4 Beds ⋅ 3 Baths
NEW PRICE, MOVE-IN READY, easy drive to Andrews AFB, Washington DC , the Beltway. Looking for the perfect blend of privacy and accessibility? This low maintenance Colonial-style home, nestled on a generous 2.49-acre lot offers just that! No HOA!! A private paved driveway and surrounding hardwood trees provide privacy and a quick drive to Route 4 provides the convenience. Built in 2016, this 4 BR/ 2.5 BA residence features 2,464 square feet of living space plus an unfinished basement for storage and future improvements. The kitchen has been upgraded to include app-controlled LG Thin-Q appliances and granite counters, connected to a spacious family room with modern electric fireplace. It is a great entertaining flow! The lot is very private, and from the newer rear deck you will enjoy the hardwood trees and changing seasonal colors, also many varieties of birds. The parking area is plentiful, with a front-entry attached two car garage and a detached carport that is equipped with two 240v EV-ready NEMA 14-50 outlets. This home is more than just a property; it's a sanctuary where you can create memories that last forever. Chesapeake Beach town center with stores and restaurants is close by, and Prince Frederick is a 10 minute drive for more shopping and services. The lot has a Forest Retention Area (FRA) and a natural path for hikes and discovery! See boundary line survey notes for details.

3955 Breezy Point Rd, Chesapeake Beach

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4103940990
$1,299,000
6 Beds ⋅ 5 Baths
Welcome Home to an Extraordinary Private Estate in Owens Soper Estates Hidden beyond a long, winding private driveway that gracefully meanders through 57 breathtaking acres of pristine woodland, this exceptional custom Colonial is the definition of luxury, privacy, and timeless elegance. Nestled within the prestigious Owens Soper Estates of Northern Calvert County, this is far more than a home—it is a once-in-a-lifetime opportunity to own an irreplaceable estate where every day feels like a private retreat surrounded by natural beauty, refined craftsmanship, and an unmistakable sense of grandeur. From the moment you enter the driveway, the outside world begins to disappear. Towering hardwoods, peaceful streams, abundant wildlife, and the soothing sounds of nature create an unforgettable arrival, leading you home to a place where serenity and sophistication exist in perfect harmony. Properties offering this level of privacy, luxury, and recreation are exceptionally rare and nearly impossible to replicate. Built in 2022, this stunning residence offers over 6,000 square feet of beautifully designed living space that blends refined craftsmanship with modern comfort. Every room has been thoughtfully designed to maximize elegance, functionality, and the breathtaking views surrounding the home. The expansive floor plan features four spacious bedrooms with the flexibility to easily accommodate up to six bedrooms, making it ideal for multigenerational living, guests, or personalized spaces. The home also offers 4.5 luxurious bathrooms, including a spa-inspired owner’s suite featuring a spectacular custom tiled dual shower, relaxing Jacuzzi soaking tub, and elegant finishes that create the perfect private retreat. At the heart of the home is a magnificent chef’s kitchen complete with premium finishes, an oversized center island, abundant cabinetry, and an impressive walk-in pantry. Whether hosting elegant gatherings or enjoying quiet evenings at home, this space was designed to bring people together. Two beautiful wood-burning fireplaces add warmth, charm, and timeless character throughout the living areas. The fully finished lower level expands the home’s versatility with an impressive recreation room, oversized home gym, additional flex rooms, guest accommodations, and abundant storage. Designed for today’s lifestyle, high-speed internet and two dedicated home offices allow you to work remotely while enjoying complete privacy and breathtaking natural surroundings. Outside, approximately 2.5 acres surrounding the home have already been cleared, providing the perfect canvas for a future resort-style pool, outdoor kitchen, guest house, gardens, or luxury entertaining space while preserving the beauty and privacy of the surrounding forest. Beyond the homesite, your own private outdoor paradise awaits. Miles of established trails, wide enough for ATVs, utility vehicles, horseback riding, or peaceful hikes, wind through mature hardwood forests alongside picturesque streams. Private bridge crossings provide easy access throughout the property, making every acre an adventure waiting to be explored. Rich with deer, turkey, and abundant native wildlife, this property is a dream for hunters, outdoor enthusiasts, photographers, hikers, and nature lovers alike. Mature walnut, pawpaw, and valuable hardwood trees further enhance the property’s beauty while offering future stewardship opportunities. With no HOA, you’ll enjoy the freedom to create the lifestyle you’ve always envisioned. Whether your dream includes a family compound, luxury outdoor amenities, a private homestead, or simply preserving your own secluded sanctuary, the possibilities are endless. Despite its incredible privacy, you’re only minutes from top-rated Calvert County schools, shopping, restaurants, hospitals, parks, marinas, and the charming waterfront communities of Chesapeake Beach and North Beach, offering waterfront dining, fishing boutique shops.

4485 Bristol Dr, Chesapeake Beach

Listing courtesy of CENTURY 21 New Millennium. Contact: 4439689595
$370,000
3 Beds ⋅ 3 Baths
Welcome to this impeccably maintained 3-bedroom, 2.5-bath penthouse-style condo in the highly desirable Richfield Station community. Offering over 2,600 square feet of beautifully finished living space, this home features soaring ceilings, an open-concept layout, and an abundance of natural light throughout. The gourmet kitchen is appointed with premier cabinetry, granite countertops, ample storage, and generous prep space, making it perfect for both everyday living and entertaining. The luxurious primary suite offers dual walk-in closets and a spa-inspired ensuite featuring an extra-large dual shower for a true retreat. Luxury finishes continue throughout the home, complemented by fresh interior paint and thoughtful upgrades that create a move-in-ready experience. Additional highlights include an attached garage with EV-ready charging, spacious secondary bedrooms, and plenty of storage. Ideally located just minutes from Chesapeake Beach, North Beach, shopping, dining, parks, and commuter routes, this exceptional home offers the perfect blend of luxury, comfort, and convenience.

2328 Forest Ridge Ter Unit #6, Chesapeake Beach

Listing courtesy of Fairfax Realty Premier. Contact: 3014399500
$650,000
5 Beds ⋅ 4 Baths
Welcome to 2643 Richfield Lane! If you've been looking for a home with plenty of space, thoughtful updates, and room for everyone, this is one you won't want to miss. This beautifully maintained 5-bedroom Colonial offers the perfect blend of comfort, functionality, and classic style. From the moment you arrive, you'll appreciate the welcoming front porch—a great spot to enjoy your morning coffee or unwind in the evening. Inside, you'll find bright, inviting living spaces with updates throughout, making this home truly move-in ready. The kitchen is the heart of the home and opens to a sunny four-season sunroom that's perfect for casual meals, relaxing with a book, or simply enjoying the view of the backyard. Just outside, the spacious deck provides the ideal setting for cookouts, entertaining friends, or spending time with family. The fully finished basement adds even more living space and includes a fifth bedroom, making it perfect for guests, a home office, a recreation room, gym, or whatever fits your lifestyle. Whether you need space for a growing family, work from home, or simply enjoy having room to spread out, this home offers the flexibility you've been searching for. Located in the desirable Richfield Station community, you'll enjoy the convenience of being just minutes from Chesapeake Beach, North Beach, marinas, restaurants, shopping, parks, and commuter routes while still coming home to a quiet, established neighborhood. This is more than just a house—it's a place to make memories. Schedule your private showing today and come see everything 2643 Richfield Lane has to offer.

2643 Richfield Ln, Chesapeake Beach

Listing courtesy of Taylor Properties. Contact:

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