Welcome to coastal charm at its finest. This beautifully updated 3-bedroom, 2-bath Cape Cod offers 1,680 square feet of thoughtfully designed living space in the heart of Rock Hall. Built with solid brick construction, this home seamlessly blends timeless character with modern upgrades. The main level features a stylishly updated kitchen with stainless steel appliances, warm hardwood floors, and a cozy living room centered around a wood-burning fireplace. A first-floor bedroom and full bath provide flexible living options, while the updated laundry room adds everyday convenience. Step outside to the screened-in porch—perfect for unwinding after a day on the water. Upstairs, two spacious bedrooms and a full bath are complemented by access to a private second-story deck, where you can take in serene water views of Rock Hall Harbor. Complete with your own hot tub, this outdoor space is designed for relaxation and entertaining. Ideally situated within walking distance to marinas, waterfront dining, shops, and all that Rock Hall has to offer, this home is the perfect full-time residence, weekend escape, or investment opportunity.
Lovely 4 Bedroom home with 1 and 1/2 baths located just outside of town. This home has 2 separate entrances at the front of the house. One can be entered and separated from the whole house living space. Great for an office with 1/2 bath or used as another bedroom if you need 4. Kitchen leads to separate laundry and mud room and exits to the back yard with a view of acres of open space fields.
This charming traditional home, originally built in 1957 was renovated around 2000. It offers a blend of classic appeal and modern comfort. Spanning about 3,300 square feet, the spacious layout invites you to create lasting memories. Wood and ceramic tile flooring throughout provide a cozy atmosphere. The expansive outdoor space offers endless possibilities. Currently in ag use, the 25 acres at the rear of the property could remain in ag use as tilled land and/or be used for hunting or as a horse farm. With ample room to customize, this home is a canvas for your personal touch. Located in Kent County, you'll enjoy a peaceful retreat while still being close to local amenities. This property is not just a house; it's a place where you can truly feel at home. Don't miss the opportunity to make this inviting space your own! This property is being sold as-is.
Brand new 2025 Clayton Ruby Z located in the Circle Park mobile home community in Rock Hall. This 2-bedroom, 2-bathroom home features a spacious open floor plan with a full bedroom and bathroom on either end, offering privacy and flexibility. The home comes complete with brand-new appliances and is ready for its first owners. Public water and sewer. Financing available through Clayton Homes, subject to credit score and financing approval. Offered at $110,000. Buyer must be approved by the park. Ground rent is $550/month (buyer to verify). Contact us to schedule a tour.
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!
Built in 2018, this custom coastal raised home is ideally located just one block from the Chesapeake Bay, offering the perfect blend of relaxation, recreation, and investment potential. Enjoy easy access to Rock Hall’s 12 marinas, Ferry Park Beach, local restaurants, shops, and charming downtown—all just a short walk, bike ride, or drive away. Nature lovers will appreciate the close proximity to Eastern Neck Island National Wildlife Refuge, where you can explore by foot, kayak, or bike. Designed for both everyday living and entertaining, the home features an oversized two-car garage with abundant parking—ideal for storing kayaks, paddleboards, bikes, jet skis, and more. The spacious, private backyard sets the stage for gatherings with a fire pit and over 1,000 square feet of wraparound decking invites you to take the party upstairs. A covered porch offers the perfect spot to relax and enjoy summer storms or gentle coastal breezes, and the outdoor shower makes rinsing off after a day on the Bay a breeze. Inside, you’ll find beautiful hardwood floors throughout, generously sized bedrooms, and a thoughtfully designed layout. The primary suite includes dual closets—one being an oversized walk-in—a full en-suite bath with tub/shower combo, and private deck access complete with a TRX workout area. The main living level showcases a bright, open-concept floor plan with stunning 360-degree views, ideal for entertaining. The top level features stainless steel appliances, granite countertops, and walls of windows that flood the space with natural light and capture glimpses of the Bay. Multiple sliding glass doors on every level seamlessly connect indoor and outdoor living, making the expansive decks a true extension of the home. Furnishing will be offered to be purchased making this turnkey, this property also boasts a proven rental history with three years of returning Airbnb and VRBO guests—providing excellent income potential for the weeks you’re not enjoying it yourself. Annual income details available upon request. Don’t miss this exceptional opportunity to own your slice of the Bay lifestyle!
Welcome to life in Rock Hall — a charming waterfront town where the pace is slower, the people are friendlier, and the Chesapeake Bay lifestyle is part of everyday living. *SELLER ASSISTANCE AVAILABLE TOWARDS CLOSING COSTS* This lovingly renovated home was thoughtfully updated by owners who cared about the details—not a quick flip—resulting in a property full of character and quality improvements throughout. Inside, you’ll find beautiful LVP flooring, a bright open-concept layout, and a stunning kitchen featuring granite countertops, a tile backsplash, stainless steel appliances, and plenty of space to gather after a day on the water, experiencing Chestertown and all the other towns nearby! Owner had a pre home inspection for your convenance! The home is good to go! For peace of mind, all major systems are new, including a brand-new roof, and a home inspection has already been completed with items addressed, making this home truly move-in ready. The layout offers comfort and privacy with the primary suite tucked away on one side of the home, while the three additional bedrooms are located on the opposite side, perfect for maybe or a home office setup. The home is connected to public water and sewer, and also offers fiber internet, giving you modern convenience in a laid-back coastal setting. Step outside and enjoy the freedom that comes with no restrictions—bring your boat, RV, or water toys, and if you’ve been dreaming of building a pole barn or workshop, you can do that here too. Located just minutes from creeks, rivers, and the Chesapeake Bay, this home places you right in the heart of one of the Eastern Shore’s most beloved boating towns. Rock Hall may only have one traffic light, but it’s full of life—with marinas, waterfront restaurants, coffee shops, boutiques, ice cream stops, and a quaint downtown. The town hosts events throughout the year, creating that true small-town vibe where everyone knows your name—or soon will. If you’ve been searching for a fun, beachy lifestyle with small-town charm, modern updates, and room for your boats and hobbies, this home delivers. Rock Hall — where nice people live. *some photos have been enhanced with virtual staging*
Welcome to Silly Manor, a Chesapeake Bay-front property with an abundance of coastal charm and panoramic views. This home is perfectly situated on the coveted Lawton Avenue, one of Kent County's most sought-after neighborhoods. Enjoy stunning sunsets all year-round and direct access to the dynamic waters of the Chesapeake Bay. The open living and dining space offer spectacular views of the Chesapeake. The kitchen opens up to the patio and garden, and has a spacious island for entertaining. The home was designed with a first-floor primary suite, offering convenient (and hard-to-find) one-floor living. There are two additional bedrooms and a full bath on the second floor. Watch the boats glide in and out of Swan Creek all day long, or enjoy the cozy fireplace during the colder months, with the Bay sparkling just outside. This is one of the larger parcels on Lawton, and it boasts a detached, oversized one-car garage, along with a separate workshop. The hardscape patio and stone walkways are perfect for al fresco dining or simply soaking in the surrounding beauty. The home feels very private, yet is located just minutes from many marinas, restaurants, shops and the Rock Hall Beach. This is the perfect weekend retreat or full-time home!
Welcome to luxury living in Waterman’s Estates in the heart of Rock Hall! This beautifully updated 4-bedroom, 3-bath home offers over 2,600 square feet of light-filled living space with soaring vaulted ceilings and an open, inviting floor plan. Propane fireplaces in the living and family rooms create a warm and welcoming focal point, while plenty of storage throughout the home adds everyday convenience. The remodeled kitchen is a standout feature, showcasing marble countertops, travertine backsplash, lighted glass cabinetry, new appliances, an induction cooktop, and double wall ovens—perfect for both everyday living and entertaining. The spacious living room flows seamlessly into the dining area and kitchen, continuing into a bright family room that creates an ideal gathering space. Just off the family room, the screened porch with new luxury vinyl plank flooring overlooks open space and the community pond, providing a peaceful setting to relax and unwind. The outdoor patio is plumbed for propane, making grilling easy and convenient. The main level includes a private primary suite with a spa-like bath featuring a soaking tub and tiled shower, along with an additional bedroom and full bath for convenient one-level living. A first-floor laundry with a new washer and dryer adds everyday ease. Upstairs, a loft overlooking the living area offers a versatile gathering space for guests staying in the additional bedrooms, along with another full bath. This property is available for quick settlement and possession. No HOA in effect. Located within walking distance or a short bike ride to marinas, restaurants, and shops in Rock Hall, this home offers the perfect blend of comfort, style, and small-town waterfront living.
Just a block and a half from the water, 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 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. :)
Welcome to Crosby Woods, a charming new community located less than a mile from downtown Rock Hall. This thoughtfully designed neighborhood features just ten single-family homes situated on a quiet cul-de-sac with shared open space and no HOA. This brand-new 2,162 sq. ft. rancher offers comfortable one-level living with four bedrooms and two full bathrooms. The home features beautifully finished tile bathrooms with comfort-height vanities and quartz countertops, combining style with everyday functionality. A one-car garage provides convenient parking or additional storage. Enjoy outdoor living with a covered front deck and a partially covered rear deck—perfect for relaxing or entertaining. Experience the ease of community living on a peaceful street while remaining just minutes from the shops, restaurants, marinas, and waterfront activities of Rock Hall.
This spectacular waterfront retreat offers over 3,500 square feet of living space on 0.76 acres, ideally located within the town limits of Rock Hall. With an elevator, five bedrooms an office and four and a half baths, there is abundant space for family, guests, and effortless entertaining. The ground level welcomes you with a spacious game room, sitting area, exercise space, and an oversized two-car garage. A split-level entry foyer leads to the main living area, where an open-concept layout seamlessly connects the living and dining rooms. The expansive kitchen with two sinks and wine fridge is designed for both function and gathering, featuring generous cabinetry and ample countertop space. Just off the kitchen, the family room with vaulted ceiling, opens to a screened porch—perfect for enjoying cool breezes and waterfront views. A deck spanning the width of the home provides additional outdoor living space and includes an electric hoist for firewood or groceries. A living room with wood stove, office and full bath complete this level. An elevator provides easy access to the upper floors. Level three showcases a spacious primary suite with stunning creek views and abundant wildlife, along with two additional bedrooms and a full bath. The fourth level offers two more bedrooms and another full bath, creating flexible accommodations for guests or multi-generational living. Every bedroom and living space in the home enjoys water views. For car collectors and hobbyists, the property features a total of four garage spaces, offering exceptional storage for vehicles, boats, and recreational toys. The two car detached garage is heated. This is a rare opportunity to own a spacious waterfront home with panoramic views, versatile living areas, and in-town convenience.
Completely renovated from the studs up, this beautifully updated 3-story home offers 2,200 square feet of thoughtfully designed living space just outside of Rock Hall. Featuring 3 spacious bedrooms and 3 full bathrooms — one on each level — this home provides flexibility and comfort for everyday living or guests. The open-concept main floor showcases luxury flooring, brand-new stainless steel appliances, and abundant natural light throughout. A convenient rear mudroom leads to a covered porch. Upstairs, you’ll find generously sized bedrooms with large windows, while the third floor offers an additional expansive sitting area — perfect for a home office, media room, or bonus living space. Brand-new carpeting adds warmth and comfort to the upper levels. The current owners have incorporated thoughtful upgrades and modern features throughout, making this home truly move-in ready. Enjoy the charm of Rock Hall living with the benefit of a fully updated home just minutes from town, marinas, restaurants, and waterfront attractions.
In-town waterfront living in the heart of Rock Hall — the Pearl of the Chesapeake. This beautifully updated home offers plenty of space for family and friends with 4 bedrooms and 3 full baths, all wrapped in natural landscaping that provides privacy inside and out. Enjoy peaceful water views of Swan Creek / Haven Creek Cove from the deck or sunroom, or launch your boat or kayak directly from your private dock. The open main-level floor plan, combined with a sunroom just off the living room, creates an ideal setting for entertaining or relaxing while surrounded by nature and abundant wildlife. Whether you’re looking for a vacation getaway, retirement retreat, or a strong VRBO opportunity, this property checks every box. *All kitchen appliances & laundry purchased new in 2022* Newer Heat pump 2022* Heat pump 2022 Just a short walk down the street to dinner, shops, and Rock Hall’s beloved town festivals — there’s always something happening in this vibrant waterfront community.*Check out the daily flock of Geese and Ducks that land in the Cove!
Easy, low-maintenance living in the heart of Rock Hall. New roof, heat, and central air in Spring 2026. This updated 3-bedroom, 2.5-bath townhome with garage is perfectly positioned just steps from marinas, Main Street shops, favorite restaurants, and the community beach. Recent improvements include luxury vinyl plank flooring, newer appliances, new roof, heat, central air, and fresh paint throughout. The entry level offers a flexible bedroom or home office with en-suite bath, while the main living level features a seamless flow from kitchen to dining and family room—ideal for everyday living and entertaining. Upstairs, the primary bedroom boasts vaulted ceilings and a private balcony, alongside an additional bedroom and full bath. The garage provides ideal storage for water toys, fishing gear, or a golf cart. Whether you’re looking for a full-time residence or an easy weekend escape, this home delivers the best of Rock Hall living.
All showings require pre screening and financial capability prior to scheduling any showing. Rarely does a property of this sort come available in Kent County Maryland! This incredible 139+/- acre Chesapeake Bay property is available in it's entirety, however the seller may consider selling the primary residence with a reduced amount of acreage under the right conditions, providing the purchaser bares the cost to do so and is willing to wait the extended period of time to accomplish. The entire property features 72+/- tillable acres, 3900+/- footage of Chesapeake Bay beach frontage, extensive County road frontage, a 3.5 acre waterfowl pond, 2 other smaller ponds, a ten stall horse barn, and caretakers home. A large 33+/- acre flooded area, teeming with waterfowl and deer surrounded by woods runs through the heart of the property. The main residence, designed by architect Paul Rudolf, is perched upon the rip rapped shores of the Chesapeake Bay with endless broad water views. Although the main residence is in need of complete restoration, the site is extraordinary and the salvage reward is potentially significant in dollar value. There is a possibility for construction of a new home on the existing building pad. The hunting and recreational value for this property is enormous! Just imagine family picnics on the sandy beach or spending countless hours searching for sea glass and Indian artifacts while soaking up the sun and listening to the gentle waves roll up on the beach. This property is extremely private, however, convenient to Historic Chestertown, summer fun in Rock Hall, and a short drive to regional airports in Philadelphia, Baltimore and Washington DC. The property is being sold AS-IS, Where-IS and requires 24 hour notice to show with listing agent on site for any and all showings.
All showings require pre screening and financial capability prior to scheduling any showing. Rarely does a property of this sort come available in Kent County Maryland! This incredible 139+/- acre Chesapeake Bay property is available in it's entirety, however the seller may consider selling the primary residence with a reduced amount of acreage under the right conditions, providing the purchaser bares the cost to do so and is willing to wait the extended period of time to accomplish. The entire property features 72+/- tillable acres, 3900+/- footage of Chesapeake Bay beach frontage, extensive County road frontage, a 3.5 acre waterfowl pond, 2 other smaller ponds, a ten stall horse barn, and caretakers home. A large 33+/- acre flooded area, teeming with waterfowl and deer surrounded by woods runs through the heart of the property. The main residence, designed by architect Paul Rudolf, is perched upon the rip rapped shores of the Chesapeake Bay with endless broad water views. Although the main residence is in need of complete restoration, the site is extraordinary and the salvage reward is potentially significant in dollar value. There is a possibility for construction of a new home on the existing building pad. The hunting and recreational value for this property is enormous! Just imagine family picnics on the sandy beach or spending countless hours searching for sea glass and Indian artifacts while soaking up the sun and listening to the gentle waves roll up on the beach. This property is extremely private, however, convenient to Historic Chestertown, summer fun in Rock Hall, and a short drive to regional airports in Philadelphia, Baltimore and Washington DC. The property is being sold AS-IS, Where-IS and requires 24 hour notice to show with listing agent on site for any and all showings.
Welcome to this charming 3-bedroom rancher in the quaint town of Rock Hall. Featuring beautiful wood floors throughout, this cozy home is being sold as-is—perfect for buyers looking to add their own personal touch. A standout feature is the detached garage with a bathroom rough-in, currently used as an entertainment space or “man cave.” With a few updates, it could easily be transformed into a studio, home office, or “she shack,” providing flexible space to suit your lifestyle. Recent improvements include newer kitchen appliances, a new HVAC system, a 6' vinyl privacy fence, and a tankless water heater (ready for installation). The oversized garage offers generous storage and electrical service, while the spacious driveway can accommodate multiple vehicles or even a boat. Enjoy the best of year-round coastal living just a short stroll from beaches, marinas, restaurants, and the bay. Whether you prefer peaceful walks, fishing, swimming, or unforgettable sunsets, this ideal location has something for everyone. Bring your golf cart and bicycles to fully explore all this charming town has to offer. And get ready to host the ultimate Fourth of July celebration—Rock Hall’s famous Independence Day Parade and Festival march right past your home. ***Home is being sold AS-IS; Sellers will make no repairs***
“PRICE IMPROVEMENT! Move-in Ready New Construction Rancher in Rock Hall - Perfect for Retirees or Weekend Getaways at 21745 Centennial Lane, Rock Hall, MD, a brand-new 1,415 sq ft home offering single-story living just minutes from marinas, waterfront dining, and all that Rock Hall has to offer. Built by JAC Homes, this 3-bedroom, 2-bath home features an open-concept layout with abundant natural light and durable LVP flooring throughout the main living areas. The kitchen includes granite countertops, quality cabinetry, and tile backsplash, opening seamlessly to the living and dining spaces. The primary bedroom offers a walk-in closet and private en-suite bath with ceramic tile flooring and tiled shower surround. Two additional bedrooms, a full bath, and a dedicated laundry room provide flexible living options. Outdoor features include a 16’ x 12’ composite deck and a covered front porch with stone and masonry details. Additional highlights include an attached one-car garage, blacktop driveway, and a welcoming setting in a growing Rock Hall community. Move-in ready—schedule your showing today.
New Construction Alert! Last two beautiful 3BR, 2.5 bath duplexes under construction on Striper Run in Watermans Estates. Nice open 1st floor layout with living, dining & kitchen areas, powder room and separate laundry room. Luxury vinyl plank flooring on 1st and 2nd floors, quartz counter tops and stainless appliances are included. Upstairs, there's a primary suite with walk-in closet, full bath, two more spacious bedrooms and another full bath. The 7' x 23' storage room with overhead door provides lots of space for toys and tools. Out back there's a concrete patio and 6 ft vinyl privacy fence. Watermans Estates is an attractive community in the heart of Rock Hall. Walkable or bike-able to restaurants, marinas and shops the location offers easy access to Rock Hall's many festivals and fun events.
Back on the market. Spectacular Chesapeake Bay waterview condo located in the heart of Rock Hall. Beautiful upgrades include LVP flooring, tile bathrooms, kitchen cabinets, backsplash, granite countertops and appliances, plus new electric fireplace. Relax on the recently refinished Bayview deck or cuddle up next to the fireplace. The convenience of condo living lets you enjoy all the festivals and fun Rock Hall has to offer without the maintenance headaches. This unit has been used as a high quality short term rental for more than a year.
UPDATE - New carpet just installed! Convenient one-level living in this 3BR, 2.5 bath rancher. The house has a desirable split bedroom layout with the primary bedroom, bath & closet off the kitchen and two bedrooms and another full bath off the other side of the house. The sun room has a propane stove and exits to a 12' x 15' deck. There's a 10' x 16' shed. Nice quiet, in-town location.
Located along Shipyard Creek just outside Rock Hall, this 113-acre farm offers a strong combination of productive soils, waterfront access, and long-term investment value. The property includes approximately 100 tillable acres with primarily Mattapex soils— moderately well-drained and highly rated for grain and forage production. The balance consists of woodland providing natural buffers between the creek and fields as well as quality wildlife habitat. Improvements include a 3,200 square foot Colonial Revival home and versatile shop. Both lay along 1,500 feet of shoreline steps away from a private dock offering 4'+ MLW. Farms of this size and quality rarely become available in Kent County. The property represents a solid opportunity for operators, investors, or buyers seeking a balanced agricultural and recreational tract on Maryland’s Eastern Shore. Property is subject to existing farm and hunting lease. Do not enter the property without permission from Cross Street Realtors.
Rock Hall is located in Maryland. Rock Hall, Maryland has a population of 1,397. Rock Hall is less family-centric than the surrounding county with 12.12% of the households containing married families with children. The county average for households married with children is 15.86%.
The median household income in Rock Hall, Maryland is $50,714. The median household income for the surrounding county is $64,451 compared to the national median of $69,021. The median age of people living in Rock Hall is 55.1 years.
The average high temperature in July is 86.1 degrees, with an average low temperature in January of 27.2 degrees. The average rainfall is approximately 44.2 inches per year, with 13.1 inches of snow per year.
