Homes with Parking for Sale in 21663, MD

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ABOUT THIS HOME
Home with Parking for sale in 21663, MD:
Located within 2 miles of historic St. Michaels this exceptional waterfront estate blends timeless elegance with a resort-style setting. This 4,200± sq. ft. custom, single-level all brick residence showcases soaring ceilings, an abundance of natural light, and panoramic views of Broad Creek from almost every room. A huge great room featuring a large brick fireplace and open living / dining options. There is a gorgeous gourmet kitchen complete with quartz counters, stainless steel appliances and walk in pantry, seamlessly flowing into a spacious family room with a timeless double sided brick fireplace and built-in bookcase. An architecturally stunning screened octagonal porch—pe

$3,100,000

4 beds3.5 baths4,035 sq ft

23961 Lynnewood Dr, Saint Michaels, MD 21663

Rock waterfall • Brick fireplace • Gourmet kitchen

(410) 822-1415

ABOUT THIS HOME
Home with Parking for sale in 21663, MD:
Welcome to your private waterfront retreat just minutes from the charming, historic town of St. Michaels, Maryland. Tucked away on a quiet cul-de-sac in the serene Oakwood Park community along San Domingo Creek, this one-story residence offers four bedrooms, three and a half baths, and a harmonious blend of space and comfort. With approximately 2,839 finished square feet, all on the main level, the home is designed for convenience and ease of living. Inside, generous rooms are enhanced by rich custom yellow pine floors, premium carpeting, and tile. At the heart of the home, the living room impresses with a vaulted ceiling, exposed beams, custom built-ins, and a rustic wood-burning fireplace

$1,900,000

4 beds3.5 baths2,839 sq ft

24390 Oakwood Park Rd, Saint Michaels, MD 21663

Country kitchen • Quiet cul-de-sac • Walk-in closet

(410) 745-0415

ABOUT THIS HOME
Home with Parking for sale in 21663, MD:
St. Michaels Charmer! Welcome Home to this Cozy Cottage perfectly situated in the desirable, walkable Historic Town of St. Michaels! Full of natural light and warmth, this inviting home offers comfortable living spaces and thoughtful updates. Spacious . 25 acre lot with mature trees and flower gardens. Step inside to find a welcoming living room with real hardwood floors and a wood-burning brick fireplace, ideal for relaxing evenings. A light filled Sunroom provides the perfect spot for a home office, reading nook, or studio. The updated bathroom features new ceramic tiled floors, a new toilet and sink and a beautifully tiled shower. Peace of mind comes with having all new Anderson Windows

$499,000

2 beds1 bath1,080 sq ft

105 Seymour Ave, Saint Michaels, MD 21663

0.25 acre lot • Garage • Built 1947

(443) 274-1900

ABOUT THIS HOME
Home with Parking for sale in 21663, MD:
Welcome to * * Back Creek Landing * * — one of Saint Michaels’ most desirable neighborhoods, known for its peaceful setting, friendly community, and easy access to town. Just a few minutes by bike or golf cart from downtown, this neighborhood offers the best of both worlds: close to everything, yet surrounded by nature. This beautifully maintained home invites you in with a wide front porch — perfect for a swing, morning coffee, or simply watching the world go by. Step inside to find a cozy living room with pocket doors to the left, ideal for a den or home office. To the right, a versatile dining room (currently used as a sitting room) connects directly to the kitchen,

$795,000

3 beds2.5 baths3,166 sq ft

24912 Back Creek Dr, Saint Michaels, MD 21663

0.34 acre lot • 2 garage spots • Built 2004

(410) 745-0415

ABOUT THIS HOME
Home with Parking for sale in 21663, MD:
Welcome to Old House Cove Waterfront Retreat in St. Michaels, MD Nestled on nearly half an acre with scenic frontage along Old House Cove, this quintessential Eastern Shore property offers a rare combination of waterfront serenity, literary history, and timeless design. The expansive parcel provides privacy in a highly desirable location, just minutes from the heart of St. Michael’s—one of Maryland’s most beloved waterfront towns. Formerly owned by the poet and author Gilbert Byron who was often called “the Chesapeake Thoreau, ” it is easy to see how the tranquil setting on Old House Cove inspired much of his writing. Originally built in 1965, the main house h

$1,195,000

3 beds3 baths2,085 sq ft

24318 Oakwood Park Rd, Saint Michaels, MD 21663

0.49 acre lot • 2 garage spots • Built 1968

(301) 298-1001

Property at 108 Miles Ave, Saint Michaels, MD 21663, 3 beds, 2 baths

$779,000

3 beds2 baths1,710 sq ft

108 Miles Ave, Saint Michaels, MD 21663

(410) 822-6665

Property at 9171 Deepwater Point Rd, St Michaels, MD 21663, 4 beds, 3.5 baths

$1,635,000

4 beds3.5 baths4,102 sq ft

9171 Deepwater Point Rd, St Michaels, MD 21663

(410) 673-3344

Property at 228 Tyler Ave, Saint Michaels, MD 21663, 3 beds, 2.5 baths

$549,900

3 beds2.5 baths1,922 sq ft

228 Tyler Ave, Saint Michaels, MD 21663

(410) 745-0415

Property at 408 Spinnaker Ln, Saint Michaels, MD 21663, 4 beds, 2.5 baths

$725,000

4 beds2.5 baths1,957 sq ft

408 Spinnaker Ln, Saint Michaels, MD 21663

(410) 295-6579

Property at 9545 Quail Holw #205, Saint Michaels, MD 21663, 2 beds, 3 baths

$385,000

2 beds3 baths1,800 sq ft

9545 Quail Holw #205, Saint Michaels, MD 21663

(410) 745-0283

Property at 807 Radcliff Ave, St Michaels, MD 21663, 3 beds, 2.5 baths

$859,900

3 beds2.5 baths2,027 sq ft

807 Radcliff Ave, St Michaels, MD 21663

(301) 945-9010

Property at 8620 Bozman Neavitt, Saint Michaels, MD 21663, 6 beds, 9 baths

$8,495,000

6 beds9 baths17,402 sq ft

8620 Bozman Neavitt, Saint Michaels, MD 21663

(202) 944-5000

Property at 24362 Widgeon Pl #4, Saint Michaels, MD 21663, 2 beds, 2.5 baths

$349,000

2 beds2.5 baths1,800 sq ft

24362 Widgeon Pl #4, Saint Michaels, MD 21663

(410) 822-6272

Property at 24749 Swan Rd, St Michaels, MD 21663, 3 beds, 2.5 baths

$650,000

3 beds2.5 baths2,496 sq ft

24749 Swan Rd, St Michaels, MD 21663

(410) 745-0415

Property at Lot 16A Meadow St, Saint Michaels, MD 21663, 4 beds, 2.5 baths

$799,000

4 beds2.5 baths— sq ft

Lot 16A Meadow St, Saint Michaels, MD 21663

(410) 729-7700

Property at 704 Meadow St, St Michaels, MD 21663, 4 beds, 3.5 baths

$889,800

4 beds3.5 baths3,100 sq ft

704 Meadow St, St Michaels, MD 21663

(410) 729-7700

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ABOUT THIS HOME
Home with Parking for sale in 21663, MD:
Potential Rental Opportunity in Wittman, MD Positioned in the desirable community of Wittman, this 3 bedroom, 2 bath home on 0.84± acres presents a compelling opportunity for investors seeking potential rental income in Talbot County. The property offers comfortable living space, a rural Eastern Shore setting, and proximity to key employment, recreation, and service hubs. In addition to the primary residence, the property includes two detached outbuildings. One is ideal for storage or garage use, and another is suited for workshop or auto repair. The lot provides open space with ample parking and a private setting while remaining conveniently located near St. Michaels, Easton, and Ti

$325,000

3 beds2 baths3,924 sq ft

22314 Pot Pie Rd, Wittman, MD 21676

Minutes to dining • Minutes to marinas • Private setting

(410) 822-6272

ABOUT THIS HOME
Home with Parking for sale in 21663, MD:
BEST KEPT SECRET OF THE EASTERN SHORE ! CHARMING WATERFRONT VILLAGE WITH COMMUNITY CENTER AND FABULOUS WATER ACCESS JUST 4 MILES FROM HISTORIC ST MICHAELS. THE HISTORIC STEAMBOAT LANDING IS THE VILLAGERS WATERFRONT HANG OUT. THERE IS ALSO A POPLUAR SANDY BEACH TO ENJOY THE BAY. THIS SPACIOUS SOLID HOME HAS BEEN UPDATED WITH REPLACMENT WINDOWS, NEW SIDING, HVAC. THE INTERIOR IS IN NEED OF SOME UPDATING . WOOD FLOORS ARE COVERED WITH LINEOLEUM. THERE IS A CHARMING STUDIO WITH WOOD FLOOR AND WINDOW UNIT, THE DETACHED 2 CAR GARAGE HAS ATTIC STORAGE AND AN ATTACHED WORKSHOP. THE BEAUTIFUL LARGE LOT BACKS UP TO FIELDS. THE HOME IS A SHORT STROLL TO THE WATERFRONT LANDING. SELLER TO GIVE A $ 1

$318,000

3 beds1.5 baths1,376 sq ft

10437 Main St, Claiborne, MD 21624

0.45 acre lot • 2 garage spots • Built 1900

(410) 745-0283

NEW CONSTRUCTION

ABOUT THIS HOME
Home with Parking for sale in 21663, MD:
Home is currently under construction with an completion date of Feb 2026. This 3BR, 2.5BA open concept rancher sits on a 0.4 acre lot and will include high end finishes throughout. The spacious kitchen will feature stylish thin shaker white and timber cabinetry with satin bronze hardware, quartz countertops, subway tile backsplash, and stainless steels appliances including a double oven, gas cooktop and range hood. The living room includes a gas fireplace and large picture windows, providing an abundance of natural light. The owner's suite is equipped with a walk-in closet and a spacious shower with dual shower heads and ceramic tile surround. Additional amenities include a 2 care side loa

$589,900

3 beds2.5 baths1,865 sq ft

26972 Tunis Mill Rd, Easton, MD 21601

Walk-in closet • Spacious kitchen • Open concept rancher

(301) 945-9010

ABOUT THIS HOME
Home with Parking for sale in 21663, MD:
Welcome to Deep Neck Farm Lane, a stately waterfront farm overlooking Broad Creek with sweeping west and southwest views that stretch over the Choptank River to the Western Shore. This extraordinary estate captures dramatic sunsets, summer breezes, and shelter from northern winds, all from an unrivaled vantage point. Built in 2006 by a builder for their family, the 8,500± square foot residence provides thoughtful design and enduring craftsmanship. The home was built for hosting and gathering. Seven ensuite bedrooms welcome family and friends, while soaring ceilings, three fireplaces, and a cozy morning room with a wood stove set the tone for gracious living. The turret, perched to ca

$8,250,000

7 beds5.5 baths8,478 sq ft

24390 Deep Neck Farm Ln, Royal Oak, MD 21662

Sweeping views • Riverfront fire pit • Stone revetment

(410) 770-9255

ABOUT THIS HOME
Home with Parking for sale in 21663, MD:
A magnificent, stately, Daffin-built, Chesapeake Bay Brick Estate exudes excellent design and craftsmanship in this 5 bedroom (suites) , 5.5 bath 6,500 sq. ft brick home that majestically sits on 21.7 acres facing the Chesapeake Bay. Excellent construction quality and design are evident throughout this magnificent estate. Geothermal system on 1st and 2nd floors; Heat Pump for the 3rd floor; Ductless units for 1st floor porch and 2nd floor porch. , 3 hot water heaters. Double porches allow you to embrace arguably the most spectacular sunsets on the Eastern Shore. The front of the property is abundant with trees that offer ultimate privacy and all but 4 acres are taxed under agricultural us

$3,795,000

5 beds5.5 baths6,487 sq ft

8781 Tilghman Island Rd, Wittman, MD 21676

21.36 acre lot • 5 garage spots • Built 2007

(410) 745-2596

ABOUT THIS HOME
Home with Parking for sale in 21663, MD:
Absolutely stunning mid-century contemporary estate offering a private , park-like setting, with heated swimming pool, pavilion, luxurious fully equipped outdoor- kitchen, outdoor shower, in -ground hot tub , tennis court, and maintenance -free Azek pier with new 30K lb. boat lift. Meticulously maintained inside and out! Professionally landscaped with WiFi controlled front/rear irrigation system. The superbly designed and crafted home offers an open floor-plan with 4 bedrooms and an office, 3.5 designer baths with heated floors, , a magnificent gourmet kitchen, upper and lower level living areas providing outstanding functionality. Breathtaking water- views and protected shoreline! Th

$3,095,000

4 beds3.5 baths3,088 sq ft

5837 Irish Creek Rd, Royal Oak, MD 21662

Tennis court • In-ground hot tub • Outdoor shower

(410) 745-2596

Property at 8453 Ingleton Rd, Easton, MD 21601, 4 beds, 3.5 baths

$875,000

4 beds3.5 baths4,052 sq ft

8453 Ingleton Rd, Easton, MD 21601

(410) 745-0415

Property at 9262 Macks Ln, Mcdaniel, MD 21647, 4 beds, 5 baths

$2,998,000

4 beds5 baths5,400 sq ft

9262 Macks Ln, Mcdaniel, MD 21647

(410) 745-0415

Property at 6827 Bellevue Rd, Royal Oak, MD 21662, 3 beds, 1.5 baths

$385,000

3 beds1.5 baths1,363 sq ft

6827 Bellevue Rd, Royal Oak, MD 21662

(410) 429-7425

Property at 7090 Cooper Point Rd, Bozman, MD 21612, 5 beds, 5 baths

$7,500,000

5 beds5 baths10,000 sq ft

7090 Cooper Point Rd, Bozman, MD 21612

(410) 673-3344

Property at 23857 Ebb Point Rd, Bozman, MD 21612, 4 beds, 3.5 baths

$1,995,000

4 beds3.5 baths2,250 sq ft

23857 Ebb Point Rd, Bozman, MD 21612

(845) 544-4280

Homes with Parking for Sale in 21663

There are currently 16 homes with parking homes for sale in 21663 at a median listing price of $799K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 21663 stay on the market for 93 days and receive 4 offers. This map is refreshed with the newest listings in 21663 every 15 minutes.

In the past month, 12 homes have been sold in 21663. In addition to houses in 21663, there were also 0 condos, 4 townhouses, and 1 multi-family unit for sale in 21663 last month. Find your dream home in 21663 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 21663 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 21663. If you're looking to sell your home in the 21663 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 21663 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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