Luxury homes for sale & real estate in Worcester County, MD

144 homes

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ABOUT THIS HOME
Luxury Home for sale in Worcester County, MD:
This 37-acre Waterfront Estate in the desirable West Ocean City Community of Captains Hill stands among Worcester County’s true legacy properties. A rare combination of Coastal Luxury, privacy, acreage and future opportunity. Set on a expansive rise overlooking the bay, the Estate commands sweeping water and skyline views that shift elegantly from sunrise to the golden glow of sunset. A long driveway leads you to the 8000+ Sq Ft Coastal Residence, a grand yet serene retreat surrounded by park-like grounds and mature landscape that creates an atmosphere of total privacy. The main Estate and grounds encompass 27 acres that feature a diverse landscape designed for both beauty and functio

$9,500,000

6 beds4.5 baths8,638 sq ft

12903 Windy Dr, Ocean City, MD 21842

Outdoor pool • Large covered porch • Expansive lawn

(410) 524-7700

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Worcester County, MD:
Perched atop one of Ocean City’s most sought after oceanfront buildings, this exceptional penthouse in The Quay Condominium is a true showstopper. Completely reconfigured and remodeled from top to bottom, this rare 2 level residence offers a refined coastal lifestyle with breathtaking, unobstructed ocean views from nearly every angle. From the moment you step inside, you’re greeted by dramatic floor to ceiling windows that flood the space with natural light and showcase the sparkling Atlantic. The open concept main level is designed for both relaxation and entertaining, seamlessly blending the living, dining, and kitchen spaces. The stunning kitchen is a centerpiece, featuring s

$889,999

3 beds2 baths1,303 sq ft

10700 Coastal Hwy #2509, Ocean City, MD 21842

$691 HOA • Parking • Community pool

(410) 524-0919

ABOUT THIS HOME
Luxury Home for sale in Worcester County, MD:
This is a Custom brick-front contemporary on 1.43 wooded acres in Piney Island, one of Bishopville's most sought-after neighborhoods: a quiet, established community of custom homes on large wooded lots, most of them on the water, tucked well off Route 113 with bay views at the end of the street. Minutes from the Delaware line and about 15 minutes to Ocean City. Roughly 6,300 finished square feet on three levels: 5 bedrooms, 4 full baths, 1 half bath, a main-level primary suite, an oversized 3-car garage, an in-ground pool with automatic pool cover, and something almost nobody on the Lower Shore has, a full finished walk-out basement. The two-story foyer opens to a formal dining room with wa

$1,349,000

5 beds4.5 baths6,347 sq ft

10703 Piney Island Dr, Bishopville, MD 21813

In-ground pool • Formal dining room • Two-story foyer

(888) 400-2513

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Worcester County, MD:
SELLER OFFERING $20,000 TOWARDS A 2-1 INTEREST RATE BUY DOWN with an acceptable offer. Comfort, privacy, and waterfront living come together in this fully renovated three-level contemporary home, ideally positioned along one of the quietest canals in Ocean Pines with direct access to the bay and beaches of Ocean City. Offering 4 bedrooms, 3.5 baths, and approximately 3,250 square feet, this exceptional residence has been thoughtfully updated to provide the perfect blend of coastal comfort, functionality, and entertaining space. Designed with an open-concept layout, the home features soaring vaulted ceilings, skylights, and expansive windows that fill the interior with natural light while sh

$1,084,999

4 beds3.5 baths3,249 sq ft

19 Duck Cv, Ocean Pines, MD 21811

0.35 acre lot • 2 garage spots • Community pool

(410) 524-0919

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Worcester County, MD:
23 SPECIAL! SCHEDULE A TOUR TODAY!! Welcome to one of Ocean Pines’ most extraordinary waterfront estates, where luxury, recreation, and coastal living come together in a truly one-of-a-kind offering. Situated on a beautifully positioned waterfront homesite with 75 feet of newly bulkheaded shoreline, this remarkable residence encompasses approximately 9,200 square feet of thoughtfully designed living space with 5 bedrooms, 5.5+ baths, and an unmatched collection of resort-style amenities. Designed for entertaining on every level, the home features a spectacular 63-foot indoor pool with a 7-foot depth, private locker room, movie theater, expansive game room with wet bar, sunroom, and

$2,323,000

5 beds5.5 baths9,200 sq ft

23 Mallard Dr E, Ocean Pines, MD 21811

Private locker room • Expansive game room • Movie theater

(410) 524-0919

Property at 222 Trimper Ave, Ocean City, MD 21842, 6 beds

$1,500,000

6 beds— baths2,598 sq ft

222 Trimper Ave, Ocean City, MD 21842

(443) 552-7579

Property at 35 Seaside Dr, Ocean City, MD 21842, 4 beds, 4.5 baths

$859,900

4 beds4.5 baths2,600 sq ft

35 Seaside Dr, Ocean City, MD 21842

(410) 723-3600

Property at 12353 Southhampton Dr, Bishopville, MD 21813, 6 beds, 7.5 baths

$3,200,000

6 beds7.5 baths8,241 sq ft

12353 Southhampton Dr, Bishopville, MD 21813

(302) 537-2616

Property at Vacant lot on Mooring Rd, Ocean City, MD 21842

$895,000

— beds— baths— sq ft

Vacant lot on Mooring Rd, Ocean City, MD 21842

(410) 723-3600

Property at 2 48th St #1402, Ocean City, MD 21842, 3 beds, 3 baths

$1,275,000

3 beds3 baths1,650 sq ft

2 48th St #1402, Ocean City, MD 21842

(410) 524-7000

Property at 11468 Maid At Arms Ln, Berlin, MD 21811, 4 beds, 5 baths

$885,500

4 beds5 baths4,561 sq ft

11468 Maid At Arms Ln, Berlin, MD 21811

(410) 535-6291

Property at 6 7th St #605, Ocean City, MD 21842, 3 beds, 3 baths

$875,000

3 beds3 baths1,642 sq ft

6 7th St #605, Ocean City, MD 21842

(410) 524-7000

Property at 25 Beach Walk Ln Unit 25Q, Ocean City, MD 21842, 5 beds, 4.5 baths

$999,900

5 beds4.5 baths2,600 sq ft

25 Beach Walk Ln Unit 25Q, Ocean City, MD 21842

(301) 252-6385

Property at 12301 Point View Rd, Bishopville, MD 21813, 5 beds, 4.5 baths

$2,900,000

5 beds4.5 baths4,199 sq ft

12301 Point View Rd, Bishopville, MD 21813

(410) 449-4900

Property at 304 15th St, Ocean City, MD 21842, 5 beds, 4 baths

$1,099,900

5 beds4 baths2,532 sq ft

304 15th St, Ocean City, MD 21842

(410) 641-5000

Property at 36 Leigh Dr, Ocean Pines, MD 21811, 4 beds, 3.5 baths

$2,195,000

4 beds3.5 baths4,400 sq ft

36 Leigh Dr, Ocean Pines, MD 21811

(443) 856-2211

Property at 9 Harborview Dr, Ocean Pines, MD 21811, 4 beds, 2.5 baths

$940,000

4 beds2.5 baths2,100 sq ft

9 Harborview Dr, Ocean Pines, MD 21811

(443) 552-7579

Property at 419 14th St #71, Ocean City, MD 21842, 3 beds, 3.5 baths

$1,100,000

3 beds3.5 baths1,688 sq ft

419 14th St #71, Ocean City, MD 21842

(410) 535-6291

Property at 12355 Southhampton Dr, Bishopville, MD 21813, 5 beds, 5.5 baths

$2,795,000

5 beds5.5 baths4,867 sq ft

12355 Southhampton Dr, Bishopville, MD 21813

(302) 539-0800

Property at 10312 Plantation Ln, Berlin, MD 21811, 5 beds, 3.5 baths

$1,975,000

5 beds3.5 baths3,130 sq ft

10312 Plantation Ln, Berlin, MD 21811

(410) 524-6400

Property at 13202 Stone Harbor Ln #106, Ocean City, MD 21842, 4 beds, 3.5 baths

$999,500

4 beds3.5 baths2,492 sq ft

13202 Stone Harbor Ln #106, Ocean City, MD 21842

(410) 524-1700

Property at 1209 Atlantic Ave #302, Ocean City, MD 21842, 3 beds, 2 baths

$1,399,000

3 beds2 baths1,925 sq ft

1209 Atlantic Ave #302, Ocean City, MD 21842

(443) 856-2211

Property at 10220 Shingle Landing Rd, Bishopville, MD 21813, 6 beds, 5.5 baths

$1,495,000

6 beds5.5 baths5,649 sq ft

10220 Shingle Landing Rd, Bishopville, MD 21813

(410) 535-6291

Property at 12 Beach Walk Ln, Ocean City, MD 21842, 4 beds, 4 baths

$979,900

4 beds4 baths2,216 sq ft

12 Beach Walk Ln, Ocean City, MD 21842

(443) 856-2211

Property at 12920 Carmel Ave #12, Ocean City, MD 21842, 4 beds, 4.5 baths

$1,489,000

4 beds4.5 baths3,130 sq ft

12920 Carmel Ave #12, Ocean City, MD 21842

(443) 856-2211

Property at 8305 Atlantic Ave, Ocean City, MD 21842, 5 beds, 4.5 baths

$2,900,000

5 beds4.5 baths2,850 sq ft

8305 Atlantic Ave, Ocean City, MD 21842

(443) 552-7579

Property at 10313 Thirty Knots Ln, Berlin, MD 21811, 6 beds, 4.5 baths

$1,999,990

6 beds4.5 baths6,606 sq ft

10313 Thirty Knots Ln, Berlin, MD 21811

(410) 723-3600

Property at 11640 Gum Point Rd, Berlin, MD 21811, 5 beds, 4.5 baths

$2,799,000

5 beds4.5 baths4,744 sq ft

11640 Gum Point Rd, Berlin, MD 21811

(410) 524-6400

Property at 13463 Madison Ave, Ocean City, MD 21842, 4 beds, 2.5 baths

$1,565,000

4 beds2.5 baths1,713 sq ft

13463 Madison Ave, Ocean City, MD 21842

(301) 729-0021

Property at 12959 Harbor Rd, Ocean City, MD 21842, 4 beds, 4 baths

$4,395,000

4 beds4 baths2,725 sq ft

12959 Harbor Rd, Ocean City, MD 21842

(302) 586-1000

Property at 12957 Harbor Rd, Ocean City, MD 21842, 5 beds, 4 baths

$5,999,999

5 beds4 baths4,544 sq ft

12957 Harbor Rd, Ocean City, MD 21842

(443) 552-7579

Property at 14121 Caine Stable Rd, Ocean City, MD 21842, 4 beds, 3 baths

$1,499,000

4 beds3 baths2,044 sq ft

14121 Caine Stable Rd, Ocean City, MD 21842

(410) 914-4100

Property at 106 Philadelphia Ave, Ocean City, MD 21842, 4 beds, 3 baths

$1,300,000

4 beds3 baths2,080 sq ft

106 Philadelphia Ave, Ocean City, MD 21842

(443) 856-2211

Property at 11 54th St #203, Ocean City, MD 21842, 5 beds, 4.5 baths

$1,195,000

5 beds4.5 baths2,622 sq ft

11 54th St #203, Ocean City, MD 21842

(410) 723-3600

Property at 30 Seaside Dr Unit LUS-BR, Ocean City, MD 21842, 5 beds, 4.5 baths

$1,290,000

5 beds4.5 baths3,244 sq ft

30 Seaside Dr Unit LUS-BR, Ocean City, MD 21842

(410) 524-6688

Property at 11818 River Run Ln, Berlin, MD 21811, 4 beds, 3.5 baths

$899,990

4 beds3.5 baths3,317 sq ft

11818 River Run Ln, Berlin, MD 21811

(302) 360-0300

Property at 11000 Coastal Hwy #1712, Ocean City, MD 21842, 3 beds, 2 baths

$880,000

3 beds2 baths1,434 sq ft

11000 Coastal Hwy #1712, Ocean City, MD 21842

(410) 524-0919

Property at 12089 Saint Martins Neck Rd, Bishopville, MD 21813, 5 beds, 3.5 baths

$899,000

5 beds3.5 baths2,855 sq ft

12089 Saint Martins Neck Rd, Bishopville, MD 21813

(410) 208-9200

Property at 0 Ironshire Station Rd, Berlin, MD 21811, 4 beds, 2.5 baths

$1,200,000

4 beds2.5 baths2,368 sq ft

0 Ironshire Station Rd, Berlin, MD 21811

(410) 934-3478

Property at 10135 Waterview Dr, Ocean City, MD 21842, 6 beds, 4.5 baths

$1,799,000

6 beds4.5 baths5,615 sq ft

10135 Waterview Dr, Ocean City, MD 21842

(443) 552-7579

Property at 4 Preakness Dr, Berlin, MD 21811, 5 beds, 3.5 baths

$879,900

5 beds3.5 baths3,135 sq ft

4 Preakness Dr, Berlin, MD 21811

(410) 208-9200

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Luxury Homes for Sale in Worcester County

There are currently 144 luxury homes for sale in Worcester County at a median listing price of $450K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Worcester County stay on the market for 90 days and receive 2 offers. This map is refreshed with the newest listings in Worcester County every 15 minutes.

In the past month, 155 homes have been sold in Worcester County. In addition to houses in Worcester County, there were also 511 condos, 166 townhouses, and 4 multi-family units for sale in Worcester County last month. Find your dream home in Worcester County 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 Worcester County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Worcester County. If you're looking to sell your home in the Worcester County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Worcester County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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