Homes with Parking for Sale in 21661, MD

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ABOUT THIS HOME
Home with Parking for sale in 21661, MD:
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 glid

$1,100,000

3 beds2.5 baths2,338 sq ft

5980 Lawton Ave, Rock Hall, MD 21661

0.26 acre lot • Garage • Built 1967

(410) 275-2118

NEW CONSTRUCTION

ABOUT THIS HOME
Home with Parking for sale in 21661, MD:
COMING SOON! Welcome to 21745 Centennial Lane, Rock Hall, MD — a brand-new 1,415 SF coastal-style rancher perfectly situated just minutes from local marinas, waterfront dining, and unforgettable sunsets. Crafted by JAC Homes, this thoughtfully designed 3-bedroom, 2-bath home combines modern comfort with timeless coastal charm. Step inside to discover an open concept living space filled with natural light and featuring durable LVP flooring throughout. At the heart of the home, the kitchen boasts granite countertops, quality cabinetry, and a seamless flow into the dining and living areas — perfect for entertaining or relaxing after a day on the water. The primary suite includes a

$379,500

3 beds2 baths1,413 sq ft

21745 Centennial Ln, Rock Hall, MD 21661

9,496 sq ft lot • Garage • Built 2026

(410) 479-3993

ABOUT THIS HOME
Home with Parking for sale in 21661, MD:
This home is located right around the corner from Main Street. The home has been used as residential, but is zoned Commercial. It is being sold "As Is". Great opportunity for a new business, professional building, office, and so much more. Or, can continue to be used as a residential home.

$285,000

4 beds2 baths2,368 sq ft

21332 E Sharp St, Rock Hall, MD 21661

Used as residential • Zoned commercial • 0.53 acre lot

(410) 639-4003

ABOUT THIS HOME
Home with Parking for sale in 21661, MD:
Motivated sellers!! Nestled on . 83 acres, this captivating Chesapeake Bay waterfront home offers the perfect blend of comfort and coastal charm just outside of Rock Hall. The property includes a 3-bedroom plus bonus room, 2 1/2-bath main house and a detached garage with a 1-bedroom, 1-bath efficiency apartment, ideal for guests or potential rental use. Step inside to be welcomed by a stunning wall of windows showcasing panoramic views of the Chesapeake Bay. The spacious family room features vaulted ceilings and a cozy wood-burning fireplace, creating an inviting space for relaxation. The modern, coastal kitchen is a chef’s delight, boasting a large island, a breakfast area, and new a

$949,000

4 beds3.5 baths2,174 sq ft

4938 Huntingfield Rd, Rock Hall, MD 21661

0.83 acre lot • Garage • Built 1961

(410) 673-3344

ABOUT THIS HOME
Home with Parking for sale in 21661, MD:
Nestled on the tranquil shores of Swan Creek, this 3,000+/- sq ft waterfront home offers a rare blend of elegance, comfort and Chesapeake charm. Featuring 3-4 bedrooms, 3.5 baths, and a desirable first-floor primary suite, this thoughtfully designed home invites relaxed coastal living. The great room is a showstopper with its dramatic two-story windows and cozy fireplace, framing picture-perfect waterviews of boats gliding by. Enjoy seamless indoor-outdoor living with a fully fenced yard—ideal for entertaining, gardening, or quiet evenings under the stars. The spacious two-car garage offers ample storage, while your private boat slip just steps away provides effortless access to the w

$950,000

3 beds3.5 baths3,000 sq ft

6119 New St #2, Rock Hall, MD 21661

2 garage spots • Built 2005 • Listed 214 days

(410) 639-4003

Property at 5791 S Hawthorne Ave, Rock Hall, MD 21661, 3 beds, 2 baths

$575,000

3 beds2 baths1,536 sq ft

5791 S Hawthorne Ave, Rock Hall, MD 21661

(410) 639-4003

Property at 21733 Centennial Ln, Rock Hall, MD 21661, 4 beds, 2 baths

$394,999

4 beds2 baths2,000 sq ft

21733 Centennial Ln, Rock Hall, MD 21661

(410) 729-7700

Property at 21336 Haven Rd, Rock Hall, MD 21661, 3 beds, 2.5 baths

$375,000

3 beds2.5 baths1,684 sq ft

21336 Haven Rd, Rock Hall, MD 21661

(410) 639-4003

Property at 21090 W Sharp St #133, Rock Hall, MD 21661, 3 beds, 2 baths

$545,000

3 beds2 baths1,650 sq ft

21090 W Sharp St #133, Rock Hall, MD 21661

(410) 639-2118

Property at 21424 Catholic Ave, Rock Hall, MD 21661, 4 beds, 2 baths

$439,000

4 beds2 baths1,247 sq ft

21424 Catholic Ave, Rock Hall, MD 21661

(410) 639-2118

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ABOUT THIS HOME
Home with Parking for sale in 21661, MD:
Exceptional value for this renovated 3-bedroom, 3.5-bath end-unit townhome in the premier Bayside waterfront community. Comparable properties in this Chester River community have recently sold for much more, making this an outstanding opportunity for buyers seeking turnkey condition with over $50,000 in premium upgrades. Welcome to Bayside living at its finest. This meticulously maintained home sits in one of Chester's most desirable waterfront communities, offering nearby water access for morning walks along the Chester River, resort-style outdoor pool for summer enjoyment, and professionally maintained grounds. Minutes from Route 50/301 for easy commuting, yet peacefully situated in a ser

$425,000

3 beds3.5 baths2,100 sq ft

807 Auckland Way, Chester, MD 21619

$680 HOA • Garage • Community pool

(855) 450-0442

ABOUT THIS HOME
Home with Parking for sale in 21661, MD:
Start the New Year as a resident of Gibson’s Grant! Discover over 4,100 sq. ft. of high-end, custom elegance in this exceptional Eastern Shore home—perfectly located in one of Chester’s most sought-after waterfront communities. With 6 bedrooms, 4.5 baths, and designer touches at every turn, this residence offers the space, craftsmanship, and lifestyle today’s buyers crave. Step inside the welcoming foyer and take in the three-story staircase, striking wrought-iron railings, and extensive architectural details including wainscoting, custom trim, and three-piece crown molding throughout. Rich hand-scraped wide-plank hardwoods lead you through thoughtfully designed spac

$925,000

6 beds4.5 baths4,165 sq ft

109 John Gibson Dr, Chester, MD 21619

7,500 sq ft lot • 3 garage spots • Community pool

(410) 224-2200

ABOUT THIS HOME
Home with Parking for sale in 21661, MD:
Discover this well-maintained 2004 rancher located in a water-privileged community with access to the Chesapeake Bay. This charming home offers 3 bedrooms, 2 full baths, and beautiful wood floors throughout. The full unfinished basement is already roughed in for a future bathroom, giving you outstanding potential for added living space. A floored walk-up attic provides even more room for storage or expansion. Additional features include an attached garage and a screened porch perfect for enjoying the outdoors. Tolchester Estates offers the relaxed Eastern Shore lifestyle buyers love—quiet streets and access to the Bay.

$370,000

3 beds2 baths1,680 sq ft

21111 Texas Ave, Chestertown, MD 21620

0.41 acre lot • 2 garage spots • Built 2004

(410) 690-7356

NEW CONSTRUCTION

ABOUT THIS HOME
Home with Parking for sale in 21661, MD:
The Tuscaloosa Model Home offers an exceptional open-concept design enriched with high-end finishes and thoughtful upgrades throughout. Available for immediate settlement with a rent-back opportunity, this expansive home features 5 bedrooms, 4.5 baths, and a 3-car garage, delivering both space and sophistication. Standout features include a dedicated home office, an inviting fireplace, and a screened patio perfect for indoor–outdoor living. Custom design elements—such as barn doors, ceiling beams, and a striking feature wall—bring warmth, character, and craftsmanship to every corner. As a premium bonus, all model home furniture is included, providing a fully move-in-ready

$1,400,000

5 beds4.5 baths3,225 sq ft

111 Flycatcher Way, Chester, MD 21619

Open-concept design • Screened patio • Inviting fireplace

(240) 375-5074

NEW CONSTRUCTION

ABOUT THIS HOME
Home with Parking for sale in 21661, MD:
The Franklin Model Home offers a beautifully designed open-concept layout enriched with elevated designer finishes—available now for immediate settlement with a rent-back opportunity. With 3 bedrooms, 3.5 baths, and a 2-car garage, this home provides a refined blend of comfort, versatility, and modern style. Standout features include a dedicated home office, a cozy fireplace, and a screened patio that extends your living space outdoors. Thoughtful design details—such as barn doors, crown molding, and a custom feature wall—add character and craftsmanship throughout. As an added bonus, all model home furniture is included, offering a seamless move-in-ready experience. The be

$1,400,000

3 beds3.5 baths2,930 sq ft

117 Flycatcher Way, Chester, MD 21619

Screened patio • Barn doors • Cozy fireplace

(240) 375-5074

NEW CONSTRUCTION

ABOUT THIS HOME
Home with Parking for sale in 21661, MD:
The Kerr Model Home offers a beautifully crafted layout enhanced with elevated designer finishes throughout—available now for immediate settlement with a rent-back opportunity. Thoughtfully designed with 3 bedrooms, 3 baths, and a 3-car garage, this home blends spacious living, refined styling, and everyday functionality. Standout features include a dedicated home office, an inviting fireplace, and professionally designed details such as a feature wall, crown molding, and sliding barn doors that add custom character to each space. As an added benefit, all model home furniture is included, providing a fully move-in-ready experience. The gourmet kitchen is equipped with a Profile range,

$1,300,000

3 beds3 baths2,789 sq ft

123 Flycatcher Way, Chester, MD 21619

Sliding barn doors • Feature wall • Inviting fireplace

(240) 375-5074

Property at 127 Flycatcher Way, Chester, MD 21619, 2 beds, 2 baths

$1,100,000

2 beds2 baths1,993 sq ft

127 Flycatcher Way, Chester, MD 21619

(240) 375-5074

Property at 112 Bayview, Grasonville, MD 21638, 2 beds, 2.5 baths

$580,000

2 beds2.5 baths2,031 sq ft

112 Bayview, Grasonville, MD 21638

(410) 643-2244

Property at 112 Chessie Ct, Chester, MD 21619, 3 beds, 2.5 baths

$519,900

3 beds2.5 baths2,066 sq ft

112 Chessie Ct, Chester, MD 21619

(443) 249-7653

Property at 108 Carriage Ln, Queenstown, MD 21658, 4 beds, 2 baths

$774,599

4 beds2 baths1,700 sq ft

108 Carriage Ln, Queenstown, MD 21658

(410) 643-3404

Property at 202 Mchenny Ct, Chester, MD 21619, 3 beds, 2.5 baths

$825,000

3 beds2.5 baths2,520 sq ft

202 Mchenny Ct, Chester, MD 21619

(410) 224-2200

Property at Harbor Dr, Chester, MD 21619, 3 beds, 2 baths

$499,900

3 beds2 baths1,250 sq ft

Harbor Dr, Chester, MD 21619

(410) 643-5005

Property at 8620 Park Dr, Chestertown, MD 21620, 4 beds, 2.5 baths

$499,900

4 beds2.5 baths2,524 sq ft

8620 Park Dr, Chestertown, MD 21620

(410) 810-0010

Property at 906 Auckland Way, Chester, MD 21619, 3 beds, 3.5 baths

$520,000

3 beds3.5 baths2,076 sq ft

906 Auckland Way, Chester, MD 21619

(410) 673-3344

Property at 630 Warbler Way #2233, Chester, MD 21619, 2 beds, 2.5 baths

$644,990

2 beds2.5 baths1,900 sq ft

630 Warbler Way #2233, Chester, MD 21619

(240) 375-5074

Property at 630 Warbler Way #2232, Chester, MD 21619, 2 beds, 2.5 baths

$644,990

2 beds2.5 baths1,900 sq ft

630 Warbler Way #2232, Chester, MD 21619

(240) 375-5074

Property at 3000 Herons Nest Way #11, Chester, MD 21619, 2 beds, 2.5 baths

$555,900

2 beds2.5 baths2,003 sq ft

3000 Herons Nest Way #11, Chester, MD 21619

(410) 263-8686

Property at 8750 Georgetown Rd, Chestertown, MD 21620, 3 beds, 2 baths

$334,000

3 beds2 baths1,900 sq ft

8750 Georgetown Rd, Chestertown, MD 21620

(443) 215-4663

Property at 630 Warbler Way #2212, Chester, MD 21619, 2 beds, 2.5 baths

$499,990

2 beds2.5 baths2,003 sq ft

630 Warbler Way #2212, Chester, MD 21619

(240) 375-5074

Property at 132 Wheelhouse Way, Chester, MD 21619, 2 beds, 2.5 baths

$1,299,990

2 beds2.5 baths1,900 sq ft

132 Wheelhouse Way, Chester, MD 21619

(240) 375-5074

Homes with Parking for Sale in 21661

There are currently 10 homes with parking homes for sale in 21661 at a median listing price of $375K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 21661 stay on the market for 75 days and receive 1 offers. This map is refreshed with the newest listings in 21661 every 15 minutes.

In the past month, 3 homes have been sold in 21661. In addition to houses in 21661, there were also 0 condos, 7 townhouses, and 0 multi-family units for sale in 21661 last month. Find your dream home in 21661 using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in 21661 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 21661. If you're looking to sell your home in the 21661 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 21661 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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