21661 Real Estate

21661 Real Estate

Welcome to Rock Hall, Maryland, a charming waterfront town nestled in the heart of Kent County, with the zip code 21661. Known for its picturesque views of the Chesapeake Bay and a rich maritime heritage, Rock Hall offers a delightful blend of small-town charm and vibrant community spirit.

As you explore this quaint town, you’ll discover a variety of local shops, cozy eateries, and a thriving arts scene. The waterfront is a focal point of life in Rock Hall, where residents and visitors alike enjoy boating, fishing, and leisurely strolls along the docks. The town is particularly popular among those who appreciate the beauty of nature, with ample opportunities for bird watching and exploring nearby parks, such as the serene Eastern Neck National Wildlife Refuge.

Rock Hall is also home to an array of annual events that celebrate its unique culture, including the famous Rock Hall Maritime Festival, which draws visitors from near and far. With its friendly atmosphere, stunning sunsets, and a strong sense of community, it’s no wonder that many choose to call Rock Hall home.

Real estate in the 21661 area offers a diverse selection of properties, from charming historic homes to modern waterfront retreats, making it an ideal location for families, retirees, and anyone seeking a tranquil lifestyle by the water. Whether you’re looking to buy, sell, or invest, Rock Hall is a place where you can truly embrace the beauty of Maryland’s Eastern Shore. Come and experience the magic of Rock Hall—your new home awaits!

Newest Listings in 21661

21121 Striper Run, Rock Hall
$330,000
3 Beds ⋅ 3 Baths
Nestled in the serene enclave of Watermans Estates, this exquisite end-of-row townhouse offers a harmonious blend of contemporary design and luxurious living. Spanning 1,628 square feet, this home is a sanctuary of comfort and style, perfect for those seeking an elevated lifestyle. Step inside to discover an inviting open floor plan that seamlessly connects the living and dining areas, enhanced by plush carpeting and a cozy gas fireplace that beckons for intimate gatherings. The kitchen is a culinary enthusiast's dream, featuring upgraded countertops, a built-in microwave, and a gas range, all designed to inspire your inner chef. Enjoy casual meals in the kitchen's table space or host dinners in the dedicated dining area. This residence boasts three spacious bedrooms, including a convenient entry-level bedroom, ensuring comfort and privacy for all. Each of the three bathrooms is thoughtfully designed, with the master bath featuring a luxurious soaking tub, perfect for unwinding after a long day. The allure of this home extends beyond its interior. Step outside onto the expansive deck or balcony, where you can savor morning coffee or evening sunsets amidst the tranquil sounds of nature. The partly wooded lot, adorned with mature trees, offers a peaceful retreat. Located just three blocks from the stunning Chesapeake Bay, this property invites you to embrace a lifestyle enriched by water-oriented activities. Whether it's a leisurely stroll along the shore or a day of boating, the beauty of the bay is always within reach. Parking is a breeze with a private driveway and an attached garage, ensuring convenience for you and your guests. The home is equipped with modern amenities, including a washer and dryer, ensuring that daily tasks are handled with ease. This property is not just a house; it's a place to create lasting memories. With its blend of luxury, comfort, and natural beauty, this townhouse in Watermans Estates is a rare find, offering an exclusive lifestyle that truly feels like home. Looking for a cash flowing investment? The property has performed exceptionally well as a short-term rental. With no restrictions, this property could be the perfect option. Experience the perfect balance of elegance and tranquility-your dream home awaits.

21121 Striper Run, Rock Hall

Listing courtesy of Astoria Realty Advisors LLC. Contact:

21305 Haven Rd, Rock Hall
$299,999
4 Beds ⋅ 2 Baths
Selller has made a Major price reduction to move this propperty! Welcome to this beautifully renovated 4-bedroom, 2-bath Cape Cod located in the heart of Rock Hall, MD! Completely updated from top to bottom, this home features a brand-new roof, HVAC system, water heater, flooring, paint, upgraded bathrooms, interior doors, and stylish recessed lighting as well as ceiling fans throughout. Enjoy mornings and evenings on the charming screened-in front porch, perfect for relaxing or entertaining. Inside, the home offers a bright and open layout with modern finishes while still retaining that classic Cape Cod charm. Sitting on a large lot, there’s plenty of space for outdoor activities, gardening, boat storage or future expansion. The is ample parking in the driveway as well as two-way access. Ideally situated in the sought-after waterfront town of Rock Hall, you’ll be just minutes from multiple boat ramps, marinas, and a short walk to restaurants, local shops, and the center of town. Whether you're looking for a full-time residence or a weekend getaway, this turn-key home delivers the best of Eastern Shore living. Move-in ready and loaded with upgrades—don’t miss this opportunity!

21305 Haven Rd, Rock Hall

Listing courtesy of RE/MAX Point Realty. Contact:

21905 Harrington Park Rd, Rock Hall
$650,000
4 Beds ⋅ 2 Baths
Welcome to this lovely Cape Cod-style, four-bedroom, two-full-bath home situated on .98 acre in Rock Hall, where comfortable living, peaceful surroundings, and the relaxed charm of Maryland��s Eastern Shore come together. A welcoming front porch invites you inside to a spacious living room featuring carpet and floating flooring, an open ceiling accented by beautiful exposed wood beams, two ceiling fans, and a distinctive two-sided fireplace that brings warmth and character to the space. The kitchen features stainless steel appliances, a pantry, and plenty of room for everyday living and entertaining. The upper level features a spacious primary bedroom with carpet and a ceiling fan, along with a private primary bath complete with a relaxing Jacuzzi tub and separate shower. The second bedroom offers carpet, a ceiling fan, a walk-in closet, and a skylight that fills the room with natural light. Just outside, the Trex deck provides a peaceful place to relax and take in beautiful views of the pool, private backyard, and surrounding farmland. On the main level, the front bedroom features carpet and a ceiling fan and is conveniently located near the full bath, complete with corian and tile finishes, a handicap-accessible walk-in shower, and a storage cubby. The rear bedroom, also featuring carpet and a ceiling fan, provides direct access to the screened-in back porch. With Trex flooring, two ceiling fans, and peaceful views of the pool and surrounding farmland, the porch is an inviting spot to enjoy your morning coffee, relax at the end of the day, or simply appreciate the quiet surroundings. Step outside and discover your own private backyard retreat. The vinyl-lined pool is surrounded by a river-stone patio and beautiful mature landscaping, including Japanese maples and crepe myrtles. Wood and wrought-iron fencing add privacy and character, with a pool shed and an additional shed for lawn equipment provide convenient outdoor storage. For those who enjoy life on the water, this location offers wonderful access to everything the Rock Hall area is known for. Grays Inn Creek Marina is approximately two minutes away, with access to Grays Inn Creek and Harrington Creek, which flow into the Chester River. A public landing and pier are also nearby, making it easy to enjoy some of the Eastern Shore’s favorite pastimes—fishing, crabbing, sailing, and boating. Approximately 2.6 miles to downtown Rock Hall welcomes you with restaurants, quaint shops, marinas, and all the unique character of life along the Chesapeake Bay. Whether relaxing by the pool, taking in the peaceful country views, or spending the day on the water, this home offers a wonderful opportunity to enjoy the natural beauty, coastal charm, and laid-back lifestyle that make Rock Hall and Maryland’s Eastern Shore such a special place to call home.

21905 Harrington Park Rd, Rock Hall

Listing courtesy of Keller Williams Select Realtors of Easton. Contact:

5827 S Hawthorne Ave, Rock Hall
$396,700
3 Beds ⋅ 1 Baths
Just a 2 blocks from Rock Hall Harbor which accesses the Chesapeake Bay, this adorable Cape Cod is the retreat you’ve been dreaming of. Whether you’re looking for a peaceful primary residence, a weekend or vacation getaway, or an investment property to Airbnb, this home perfectly balances cozy character with nearby conveniences. Peace and quiet doesn’t mean being disconnected. You're just a short stroll or drive from downtown shops and dining, giving you the best of water community living and small-town convenience, such as quaint downtown shops, restaurants like Harbor Shack, Rock Hall Brewing Company, The Little Lemon Leaf Diner, Ford's Seafood, ice cream from Get the Scoop, and much more. Yearly Rock Hall events such as the renowned Pirates and Wenches Weekend, 4th of July Celebration, FallFest, Blessing of the Fleet, Waterman's Day, the Lighted Boat Parade (and so much more) will keep you entertained all year long. Inside the home, enjoy a roomy living room and dining room area that's perfect for hosting guests or quiet nights in. Three bedrooms make for ample space for you and your guests. The second floor bedroom can be left as is, turned into a primary suite, separated into two bedrooms, made into a game room, crafting room, or gathering space - light up your imagination with the possibilities. On the front and back of the home are enclosed porches, great for sipping your morning coffee or enjoy a cozy afternoon in the bright and welcoming space. The detached, oversized 1-car garage offers work and storage space and has an upstairs loft that provides incredible potential for a studio, apartment (plumbing needed), or additional storage. Don’t miss this rare opportunity to own a slice of paradise near the water! Tell your agent that this is the one and have them schedule your showing today. :) **Adjoining additional building lot available**

5827 S Hawthorne Ave, Rock Hall

Listing courtesy of Iron Valley Real Estate Premier. Contact:

21429 Berryman Rd, Rock Hall
$20,000
5+/- acres of hunting or recreational land in Rock Hall! A 10' right-of-way appears to provide access from the left side of 21425 Berryman Rd. Currently walk-in access only, as vehicles are blocking the right-of-way. Property is mostly wetlands and not buildable. Buyer to perform their own due diligence regarding permitted uses, access/right-of-way, survey, and all other property conditions.

21429 Berryman Rd, Rock Hall

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

5664 S South Main St, Rock Hall
$395,000
4 Beds ⋅ 3 Baths
Nice old home in Rock Hall located on Main Street that needs some TLC. 4 bedrooms, 2 1/2 baths, upgraded kitchen, bath, Florida room and rear deck. Maintenance free exterior (new shingles 2022) and fenced yard. Short walking distance to downtown, shopping, Churches. A short drive to the Chesapeake Bay, Public Landings and Eastern Neck Wildlife Refuge.

5664 S South Main St, Rock Hall

Listing courtesy of Davis Real Estate, Inc.. Contact:

21590 Pine Ln, Rock Hall
$624,900
1 Beds ⋅ 1 Baths
Exceptional custom live/work space located on 5 acres at the entrance of Rock Hall. Newly constructed in 2019. This home boasts a screened porch, open living space with hardwood floors, encapsulated crawl space, metal roof, efficient ductless mini-splits, and sophisticated vaulted ceilings. This professional artist studio was completed with architectural lighting, seamlessly lighting the space for the everyday or a special occasion. Currently used as an artist studio, this home and property have the potential to be whatever you desire. The open living space would make an inviting home, perfect for entertaining. The tucked-away loft bedroom is spacious and has exceptional views of the surrounding woods. There is plenty of room on the 5-acre parcel to expand or customize! Prime location with tons of privacy. This gem is tucked away, yet just a short jaunt to all Rock Hall has to offer: marinas, restaurants, Main Street shops, public boat launches, and the Ferry Park beach! Showings by appointment only.

21590 Pine Ln, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact:

5661 S Main St, Rock Hall
$250,000
3 Beds ⋅ 2 Baths
Classic home on South Main Street in the town of Rock Hall. Charming in-town farmhouse-style residence on a spacious lot, .36 acres, plus a large garage/ workshop with electric! Step inside to discover a warm and inviting interior. Original solid hardwood floors throughout, traditional floor plan with classic build-ins. The heart of the home is the large country-style kitchen, with ample table space and a pantry. The adjoining family room has a cozy propane fireplace with glass doors, which keeps this home very cozy! The formal dining room gets lots of natural light and leads to a large mudroom/ rear entry. There are three spacious bedrooms upstairs, as well as a half bathroom. There is a full bathroom downstairs. This home is ready for its next chapter. A great opportunity to renovate a property with solid bones in the heart of town! The large yard gives you privacy and room for activities while still being downtown. Walking distance to all Rock Hall has to offer, marinas, restaurants, Main Street shops, public boat launches, Ferry Park beach, and a front seat for the Rock Hall 4th of July parade! Additionally, this home is right across from the Rock Hall Civic Center. New water heater and plumbing throughout the home.

5661 S Main St, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact:

21008 Rock Hall Ave, Rock Hall
$599,900
3 Beds ⋅ 2 Baths
New construction opportunity in Rock Hall with time to make it your own. The current plans feature a 1,650-square-foot ranch-style home with 3 bedrooms, 2 bathrooms, a front porch, and rear deck, all situated on a .79-acre lot within town limits. The open living areas include a large kitchen with white cabinetry, quartz countertops, stainless steel appliances, and upgraded LVP flooring that continues through the living and dining rooms. The primary bedroom features a walk-in closet and en-suite bathroom with dual vanity and shower. Two additional bedrooms have upgraded carpet and share a guest bathroom with a tub/shower. Additional features include an energy efficiency heat pump, a conditioned crawl space and public water and sewer. There is still time to select finishes and add your own personal touches. Buyers may also have the option to make changes to the current plans or choose a different style of home, subject to new permit approval. Located just two blocks from Rock Hall Harbor and close to Haven Harbour and Swan Creek, the property puts boating, marinas, restaurants, shops, and the waterfront all within easy reach. It’s a convenient in-town location for enjoying the laid-back, waterfront lifestyle that makes Rock Hall such a popular Eastern Shore destination.

21008 Rock Hall Ave, Rock Hall

Listing courtesy of TTR Sotheby's International Realty. Contact:

5830 Locust St, Rock Hall
$160,000
Cleared 100 ft x 196 ft building lot with public water & sewer in the desirable Ferry Park area of Rock Hall. The lot has an existing 10' x 20' storage shed on the property. The lot is NOT in the flood plain, but it is in the Intense Development Area of the Chesapeake Bay Critical Area. Close to restaurants, marinas, and the public beach this is a nice spot to build the Eastern Shore home of your dreams. Very few building lots remain in the town of Rock Hall, especially like this one with public water & sewer on site and not in a flood plain!

5830 Locust St, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

21008 Rock Hall Ave, Rock Hall
$155,000
Build your Eastern Shore home on this .79-acre lot located within Rock Hall town limits, just two blocks from Rock Hall Harbor and close to Haven Harbour and Swan Creek. The property offers easy access to marinas, restaurants, shops, community beach and everything Rock Hall has to offer. Much of the preliminary work has already been completed. Public water and sewer allocations have been paid, and an elevation certificate is available with a benchmark placed on the property. A building permit has been issued for a 1,650-square-foot home, with all required engineering completed and the proposed house location already staked. The driveway entrance has also been approved and installed to the homesite. There is no builder tie-in, giving buyers the flexibility to bring their own builder and plans, subject to applicable approvals and permitting. For buyers looking for an even more streamlined option, the property is also listed as a new construction package starting at $599,900.

21008 Rock Hall Ave, Rock Hall

Listing courtesy of TTR Sotheby's International Realty. Contact:

21386 Rock Hall Ave, Rock Hall
$849,000
This former West Marine commercial property, constructed in 2001, presents a compelling investment opportunity in a rural location, characterized by its solid construction of metal and vinyl siding. With a lot size of 0.68 acres and 61,00 sqare foot building, the property offers ample space for various commercial ventures, enhancing its potential for rental income or resale value. The good condition of the building ensures minimal immediate capital expenditure, allowing investors to focus on maximizing returns. The rural setting provides a unique advantage, as it often attracts businesses seeking lower operational costs and a tranquil environment. The availability of parking facilities further enhances accessibility for clients and customers. This property is strategically positioned to capitalize on the growing demand for commercial spaces in less urbanized areas, making it an attractive option for investors looking to diversify their portfolios. The potential for appreciation in value, coupled with the benefits of lower competition, positions this property as a prudent investment choice.

21386 Rock Hall Ave, Rock Hall

Listing courtesy of Benson & Mangold, LLC. Contact:

Start Your Search

How much is your home worth?

Get instant property value now!