Homes with a View for Sale in 21658, MD

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ABOUT THIS HOME
Home with View for sale in 21658, MD:
Spectacular Waterfront Retreat on almost 7 Acres in Exclusive Bennett Point! Welcome to your private paradise on the shores of serene Greenwood Creek! This extraordinary waterfront estate offers almost 7 acres of pure tranquility and luxury, surrounded by water on two sides for a true feeling of seclusion and peace. Your deep-water private pier is a boater’s dream — complete with 3 boat lifts and 2 jet-ski lifts ($150k value just in lifts alone)— perfect for crabbing, fishing, or setting out for a sunset cruise. The home’s Royal Blue Terracotta roof and accents make a bold architectural statement, while the full wrap-around deck ensures you’ll never miss a mo

$1,500,000

4 beds3 baths2,721 sq ft

2006 Bennett Point Rd, Queenstown, MD 21658

Boat lifts • Private pier • Wrap-around deck

(443) 274-1900

ABOUT THIS HOME
Home with View for sale in 21658, MD:
TWO LOTS FOR SALE with two different tax Ids/addresses. The home sits on 1.16 arces and the additional adjacent lot sits on 1.10 acres which was graded as a Par 3 golf course. The second lots tax ID is 1805020174, address is 165 Greenwood Creek Rd, Queenstown, MD 21658. This house is ready for your own personal touches and repairs, with four bedrooms and 2.5 baths sitting on 2.16 lush acres of privacy. This homes offers a mature landscaped yard with WATERVIEWS! Hardwood floors throughout just waiting to be brought back to their original beauty. This home also features a full In-law suite / guest house. Located in Queenstown, with easy commutes to Annapolis, Washington, Baltimore, Delaware

$549,900

4 beds2.5 baths2,262 sq ft

161 Greenwood Creek Rd, Queenstown, MD 21658

Full in-law suite • Easy commutes • Waterviews

(410) 643-4663

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ABOUT THIS HOME
Home with View for sale in 21658, MD:
This is a true coastal retreat, from its stunning exterior to its thoughtfully designed living spaces. A one-of-a-kind waterfront estate, the property offers more than 2,000 feet of shoreline and sits on 5.4 private acres at the end of Kilby Point. Surrounded by water on both the Wye River and Eastern Bay, this exceptional home captures endless panoramic views in every direction. And yes—how many people can say they own a lighthouse? The home has been completely renovated down to the studs, blending timeless coastal charm with modern convenience. Interior features include shiplap walls, beamed ceilings, new flooring, and beautifully reimagined living spaces throughout. The new kitchen

$2,990,000

4 beds6 baths4,903 sq ft

121 Kilby Pt, Queenstown, MD 21658

Waterfront estate • 5.4 private acres • Beamed ceilings

(410) 224-2200

ABOUT THIS HOME
Home with View for sale in 21658, MD:
"One or more photos have been virtually staged/digitally enhanced" If you love the water, this extraordinary Wye River property is a dream setting. Situated on the point with more than 1,400 feet of waterfront, this property is fully equipped for waterfront living with two piers, a private beach, and a boat launch. The custom 6,400-square-foot home offers exceptional space and comfort, featuring a brick front, four-car garage, double porches, and walkout access. Inside, the kitchen is beautifully appointed with granite countertops, solid wood cabinetry, a gas cooktop, stainless steel appliances, and both a full-size refrigerator and freezer. Brazilian cherry floors and tile throug

$2,100,000

6 beds4 baths6,340 sq ft

351 Wye Rd, Queenstown, MD 21658

1.21 acre lot • 4 garage spots • Built 2006

(410) 224-2200

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ABOUT THIS HOME
Home with View for sale in 21658, MD:
Architect-designed contemporary waterfront home on nearly 18 private acres across two parcels with approximately 1,400 feet of shoreline on Greenwood Creek. Positioned to capture 180-degree western views, the property offers privacy, deep water, and a setting that is increasingly difficult to find on Maryland’s Eastern Shore. A custom pivoting front door creates a striking first impression and sets the tone for the home's thoughtful design. The home was designed to take advantage of the surrounding water and landscape, with floor-to-ceiling windows, open gathering spaces, and strong indoor-outdoor connections throughout. The kitchen opens to the main living areas and features a glass

$4,995,000

5 beds4.5 baths6,156 sq ft

2800 Bennett Point Rd, Queenstown, MD 21658

17.97 acre lot • 5 garage spots • Pool

(410) 673-3344

Property at 200 Wye Rd, Queenstown, MD 21658, 6 beds, 5.5 baths

$4,700,000

6 beds5.5 baths8,180 sq ft

200 Wye Rd, Queenstown, MD 21658

(410) 280-5600

Property at 252 Harbor Ln, Queenstown, MD 21658, 4 beds, 2.5 baths

$795,000

4 beds2.5 baths2,651 sq ft

252 Harbor Ln, Queenstown, MD 21658

(410) 263-8686

Property at 915 Sportsman Neck Rd, Queenstown, MD 21658

$375,000

Land2.00 acres (lot)

915 Sportsman Neck Rd, Queenstown, MD 21658

(410) 827-6163

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Nearby homes that match your criteria

ABOUT THIS HOME
Home with View for sale in 21658, MD:
Classic Colonial Overlooking the Golf Course in Prospect Bay. Welcome to this beautifully maintained brick-front Colonial, perfectly positioned with picturesque golf course views in the sought-after Prospect Bay community. Filled with natural light from oversized windows, the open floor plan offers the perfect balance of comfortable everyday living and elegant spaces for entertaining. The home features four spacious bedrooms upstairs, plus a first-floor office or optional fifth bedroom, making it ideal for guests, multi-generational living, or working from home. Hardwood floors, two fireplaces, a formal dining room, and generously sized living spaces create timeless appeal throughout. The s

$1,250,000

5 beds3 baths3,757 sq ft

4 Prospect Bay Dr W, Grasonville, MD 21638

First floor office • Covered awning • Heated swimming pool

(410) 263-8686

FLOOR PLAN

ABOUT THIS HOME
Home with View for sale in 21658, MD:
Bring your water toys and move right in! Located on the Chester River, this beautifully remodeled water front home is ready for a quick sale so you can enjoy the rest of the prime season! Private pier with 10k lb boat lift and 2 jet ski lifts, built in 2021. Open deck with spectacular views of the sunsets! Inside the home has been upgraded with all new hard surface flooring and neutral decor. A modern kitchen with SS appliances including gas stove, painted wood cabinetry, quartz countertop with bar and pantry. Open concept floor plan with water views from all rooms in the rear. Large dining area opens to the living area with gas fireplace. Sliders are on the entire back of the home offering

$899,000

3 beds2 baths1,612 sq ft

942 Chester River Dr, Grasonville, MD 21638

Boat lift • Quartz countertop • Water front home

(240) 456-0016

FLOOR PLAN

ABOUT THIS HOME
Home with View for sale in 21658, MD:
PRICED TO SELL - Beautifully sited on a fabulous 1.03-acre lot in sought-after Prospect Bay Golf and Country Club, this spacious home offers the best of both water and golf course living. Enjoy lovely water views and stunning sunsets from several rooms or while relaxing on the wraparound front porch. From the rear of the home, take in peaceful golf course views overlooking the newly renovated par-five 5th hole. Enjoy these views from the heated and cooled Florida room or from your adjoining deck with a remote controlled awning. Inside, gorgeous hardwood floors flow from the entry through the living and dining rooms. The bright kitchen features Brookhaven cabinets, Profile appliances and op

$789,000

4 beds2.5 baths2,425 sq ft

116 Prospect Bay Dr W, Grasonville, MD 21638

Water views • 1.03 acre lot • Golf course views

(410) 505-9700

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ABOUT THIS HOME
Home with View for sale in 21658, MD:
WATERFRONT LIVING on Winchester Creek! This wonderful 4 bedroom, 2.5 bath Grasonville estate offers the ultimate Eastern Shore lifestyle, fully refreshed with a newly painted neutral interior, gleaming refinished hardwoods, and carpet. A grand 2-story foyer with a palladium window, transom accents, and elegant French doors welcomes you inside. The main level features 11' ceilings, a great room with fireplace and a bank of windows with water views, a separate dining room, bright breakfast room, and a fabulous kitchen with an island, pantry, and reverse osmosis water filtration. The main floor primary suite boasts a walk-in closet and a no-threshold shower, complemented by a full, hall bath a

$1,275,000

4 beds2.5 baths3,069 sq ft

104 Port Ct, Grasonville, MD 21638

Retractable awning • No-threshold shower • Custom built-ins

(410) 260-2800

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ABOUT THIS HOME
Home with View for sale in 21658, MD:
Welcome to your dream coastal retreat in the highly sought-after Chester River Beach community of Grasonville, Maryland. This beautiful, luxurious bayside property is a single-story rancher that offers the perfect blend of modern upgrades, breathtaking views of the Bay and relaxed coastal living in a vibrant and lively neighborhood that is perfect for boating enthusiasts, crabbing, and fishing. This fully remodeled three bedroom, one full bath home sits on one of the largest corner lots and has been thoughtfully updated from top to bottom with high end finishes and brand new systems throughout. Enjoy peace of mind with newly installed roof, vinyl siding, flooring, central air conditioning s

$599,000

3 beds1 bath1,256 sq ft

801 Chester River Dr, Grasonville, MD 21638

Bayside property • Fully remodeled • Coastal retreat

(855) 885-4663

FLOOR PLAN

ABOUT THIS HOME
Home with View for sale in 21658, MD:
Waterfront living with lifestyle, location and luxury! Located at the mouth of the Chester River, this home is in the perfect spot for days on the Bay, boat rides to Kent Narrows restaurants, golf at Queenstown and shopping the outlets, all just minutes from the Bay Bridge. This beautifully updated home delivers the best of Eastern Shore living with 259' of waterfront, a community pier, a school district ranked #7 among the Best School Districts in Maryland, and easy access to Annapolis and beyond. The deeded slip (with boat and PWC lifts) makes life on the water effortless. The water views and natural wetlands of Winchester Creek offer sunsets, privacy and abundant birdlife. A mowed path l

$1,450,000

5 beds4.5 baths4,418 sq ft

109 Starboard Ct, Grasonville, MD 21638

1.37 acre lot • 2 garage spots • Built 2003

(410) 531-0321

Property at 108 Prospect Bay Dr W, Grasonville, MD 21638, 4 beds, 2.5 baths

$819,000

4 beds2.5 baths2,552 sq ft

108 Prospect Bay Dr W, Grasonville, MD 21638

(410) 643-2244

Property at 11470 Wye Heights Rd, Easton, MD 21601, 11 beds, 10 baths

$3,495,000

11 beds10 baths10,533 sq ft

11470 Wye Heights Rd, Easton, MD 21601

(410) 822-6665

Property at 114 Bayview, Grasonville, MD 21638, 3 beds, 3.5 baths

$525,000

3 beds3.5 baths2,044 sq ft

114 Bayview, Grasonville, MD 21638

(703) 378-8810

Property at 109 Bayview, Grasonville, MD 21638, 3 beds, 3.5 baths

$425,000

3 beds3.5 baths2,044 sq ft

109 Bayview, Grasonville, MD 21638

(410) 224-2200

Property at 125 Encore Ct, Centreville, MD 21617, 3 beds, 2 baths

$529,000

3 beds2 baths2,074 sq ft

125 Encore Ct, Centreville, MD 21617

(410) 758-0333

Property at 111 Beach Harbor F, Grasonville, MD 21638, 2 beds, 1 bath

$70,000

2 beds1 bath950 sq ft

111 Beach Harbor F, Grasonville, MD 21638

(443) 250-4707

Property at 105 Port Ct, Grasonville, MD 21638, 4 beds, 4.5 baths

$1,325,000

4 beds4.5 baths4,600 sq ft

105 Port Ct, Grasonville, MD 21638

(410) 255-3690

Property at 13433-LOT 1 Ocean Gtwy, Queen Anne, MD 21657

$115,000

Land2.41 acres (lot)

13433-LOT 1 Ocean Gtwy, Queen Anne, MD 21657

(301) 755-5613

Property at Vfw Ave, Grasonville, MD 21638

$1,400,000

Land4.41 acres (lot)

Vfw Ave, Grasonville, MD 21638

(410) 643-2244

Homes with a View for Sale in 21658

There are currently 8 homes with a view homes for sale in 21658 at a median listing price of $599K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 21658 stay on the market for 49 days and receive 1 offers. This map is refreshed with the newest listings in 21658 every 15 minutes.

In the past month, 2 homes have been sold in 21658. In addition to houses in 21658, there were also 0 condos, 1 townhouse, and 0 multi-family units for sale in 21658 last month. Find your dream home in 21658 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 21658 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 21658. If you're looking to sell your home in the 21658 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 21658 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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