21638, MD homes for sale & real estate

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ABOUT THIS HOME
21638, MD Homes for Sale
The extraordinary awaits at 4 Fairway Island, a meticulously renovated and maintained single-family home offering timeless design and country club living within Prospect Bay. Backing to the 10th fairway, this home is close enough to the community clubhouse for walks to your next pickleball match, round of golf, swim team practice/meets for the kids, or dinner at the restaurant. Just a bit farther, you’ll find the amazing marina providing direct access to the Eastern Bay. When it’s time to relax, kick back as eagles, herons, hawks and geese soar among the treetops of your private, fenced and landscaped backyard oasis. Enjoy an oversized saltwater heated pool [20x44] with custom w

$1,099,999

4 beds2.5 baths2,901 sq ft

4 Fairway Is, Grasonville, MD 21638

1 acre lot • 2 garage spots • Community pool

ABOUT THIS HOME
21638, MD Homes for Sale
3BR, 1BA home on a ½-acre lot with oversized 2-car garage. Enjoy a welcoming layout, charming front porch, and plenty of outdoor space. Just 1.5 miles to Kent Narrows marinas & dining, and 6 miles to the Bay Bridge—perfect Eastern Shore living! More pictures to come!

$325,000

3 beds1 bath896 sq ft

112 Station Ln, Grasonville, MD 21638

0.51 acre lot • 4 garage spots • Built 1951

(443) 274-1900

ABOUT THIS HOME
21638, MD Homes for Sale
Welcome Home to the Chester River Beach Community and this affordable Cape Cod with over 1,680 sqft. Located a short distance to the beautiful Chester River and Community Beach Area. Featuring 3 Bedrooms and 2 Full Baths Total. Included is a First Floor Primary Bedroom with Private Full Bath and additional Room, could possibly be 4th Bedroom or Office. NEW ROOF just installed. Inviting Front Screened Porch and a partially covered rear Deck overlooking fenced backyard . Plus an Outbuilding with Workshop and Additional Two Story Area - perfect for Man Cave, Office and more. Chester River Beach is a Water Privileged Community offering so many wonderful features: Beach/Jetty on the Chester Ri

$415,000

3 beds2 baths1,680 sq ft

805 Chester River Dr, Grasonville, MD 21638

0.23 acre lot • Built 1950 • Listed 4 days

(410) 758-0333

ABOUT THIS HOME
21638, MD Homes for Sale
Lovely home with tons of upgrades!! Huge living room/ dining area, Extra large paved parking area (3yrs)for that commercial business or just friends! In the past 3 years, windows, new brick front, HWH, Washer and Dryer, WELL (8 years) HVAC 3 and ROOF Replaced (7 years). Water softener, reverse osmosis at the kitchen sink , Utility room in the back, detached shed, HUGE YARD Converted porch to an extra room and small family room. Completely fenced yard with gate (3 yrs) with tiki hut and shed. Good signage on Rt 50 and Rt 18! ZONED GNC (Grasonville neighborhood Commercial)

$330,000

2 beds1 bath1,056 sq ft

3729 Main St, Grasonville, MD 21638

0.3 acre lot • Built 1932 • Listed 5 days

(866) 987-3937

ABOUT THIS HOME
21638, MD Homes for Sale
Welcome to your move-in ready retreat in Prospect Bay, the Eastern Shore's premier golf community! This beautifully maintained home offers a wooded setting that backs to the 12th hole. It combines timeless design with extensive updates and thoughtful spaces for everyday living and entertaining. All located in one of the most popular golf communities on the Eastern Shore, offering resort style amenities for members. As you walk towards the front entrance, you'll be greeted by a welcoming front porch that overlooks your front yard at the quiet end of Fairway Island. A separate office or formal living room is tucked just off the main entrance, with a convenient coat closet and powder room loca

$894,500

4 beds2.5 baths3,286 sq ft

29 Fairway Is, Grasonville, MD 21638

Separate office • Private backyard • 1.06 acre lot

(410) 263-8686

Property at 233 Timber Ln, Grasonville, MD 21638, 4 beds, 2.5 baths

$470,000

4 beds2.5 baths1,816 sq ft

233 Timber Ln, Grasonville, MD 21638

(410) 729-7700

Property at 205 Gravel Run Rd, Grasonville, MD 21638, 3 beds, 1 bath

$325,000

3 beds1 bath1,000 sq ft

205 Gravel Run Rd, Grasonville, MD 21638

(410) 213-3975

Property at 116 Pine, Grasonville, MD 21638, 3 beds, 2 baths

$330,000

3 beds2 baths1,232 sq ft

116 Pine, Grasonville, MD 21638

(410) 643-2244

Property at 205 Piney Point Lndg, Grasonville, MD 21638, 3 beds, 2 baths

$590,000

3 beds2 baths1,836 sq ft

205 Piney Point Lndg, Grasonville, MD 21638

(410) 673-3344

Property at 317 Melvin Ave, Grasonville, MD 21638, 4 beds, 2 baths

$425,000

4 beds2 baths2,116 sq ft

317 Melvin Ave, Grasonville, MD 21638

(410) 429-7425

Property at 113 Aslan Ct, Grasonville, MD 21638, 4 beds, 2.5 baths

$619,900

4 beds2.5 baths2,657 sq ft

113 Aslan Ct, Grasonville, MD 21638

(410) 822-6665

Property at 426 Narrows Pointe Dr, Grasonville, MD 21638, 3 beds, 3.5 baths

$1,375,000

3 beds3.5 baths2,860 sq ft

426 Narrows Pointe Dr, Grasonville, MD 21638

(888) 860-7369

Property at 1204 Oyster Cove Dr, Grasonville, MD 21638, 3 beds, 3.5 baths

$649,000

3 beds3.5 baths1,470 sq ft

1204 Oyster Cove Dr, Grasonville, MD 21638

Property at 151 Fawn Ln, Grasonville, MD 21638, 5 beds, 2.5 baths

$649,900

5 beds2.5 baths3,291 sq ft

151 Fawn Ln, Grasonville, MD 21638

(410) 643-4131

Property at 111 Beach Harbor Dr Unit 11F, Grasonville, MD 21638, 2 beds, 1 bath

$58,000

2 beds1 bath700 sq ft

111 Beach Harbor Dr Unit 11F, Grasonville, MD 21638

(410) 304-2011

Property at 721 Oyster Cove Dr, Grasonville, MD 21638, 3 beds, 2 baths

$709,000

3 beds2 baths— sq ft

721 Oyster Cove Dr, Grasonville, MD 21638

Property at 117 Coursey Rd, Grasonville, MD 21638, 3 beds, 1 bath

$259,000

3 beds1 bath1,344 sq ft

117 Coursey Rd, Grasonville, MD 21638

(443) 249-7653

Property at 110 Oyster Cove Dr, Grasonville, MD 21638, 3 beds, 2 baths

$632,000

3 beds2 baths1,651 sq ft

110 Oyster Cove Dr, Grasonville, MD 21638

(443) 496-1367

Property at 110 Channel Marker Way #204, Grasonville, MD 21638, 3 beds, 4 baths

$1,199,900

3 beds4 baths2,653 sq ft

110 Channel Marker Way #204, Grasonville, MD 21638

(443) 274-1900

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

$1,375,000

4 beds4.5 baths4,600 sq ft

105 Port Ct, Grasonville, MD 21638

(410) 255-3690

Property at 522 Narrows Pointe Dr, Grasonville, MD 21638, 3 beds, 3.5 baths

$1,440,000

3 beds3.5 baths3,000 sq ft

522 Narrows Pointe Dr, Grasonville, MD 21638

(410) 505-9700

Property at 5128 Main St, Grasonville, MD 21638, 3 beds, 2 baths

$419,000

3 beds2 baths1,440 sq ft

5128 Main St, Grasonville, MD 21638

(443) 249-7653

Property at 4 Bunkers Ct, Grasonville, MD 21638, 3 beds, 3.5 baths

$875,000

3 beds3.5 baths3,054 sq ft

4 Bunkers Ct, Grasonville, MD 21638

(301) 222-0050

Property at 644 Chester River Beach Rd, Grasonville, MD 21638, 3 beds, 2 baths

$799,000

3 beds2 baths1,500 sq ft

644 Chester River Beach Rd, Grasonville, MD 21638

(410) 224-2200

Property at 141 Winchester Ave, Grasonville, MD 21638, 5 beds, 4.5 baths

$1,295,000

5 beds4.5 baths5,399 sq ft

141 Winchester Ave, Grasonville, MD 21638

(301) 298-1001

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) 224-3200

Property at 715 Winchester Creek Rd, Grasonville, MD 21638, 4 beds, 3 baths

$2,499,900

4 beds3 baths— sq ft

715 Winchester Creek Rd, Grasonville, MD 21638

(410) 304-2011

Property at 111 Beach Harbor Dr Unit E-269, Grasonville, MD 21638, 1 bed, 1 bath

$99,900

1 bed1 bath75,393 sq ft

111 Beach Harbor Dr Unit E-269, Grasonville, MD 21638

(410) 304-2011

Property at Vfw Ave, Grasonville, MD 21638

$525,000

— beds— baths— sq ft

Vfw Ave, Grasonville, MD 21638

(410) 643-2244

Property at 149,141,155 Sawmill Ln Lot 1, 2 & 3, Grasonville, MD 21638

$549,999

— beds— baths— sq ft

149,141,155 Sawmill Ln Lot 1, 2 & 3, Grasonville, MD 21638

(443) 256-3773

Property at 141 Sawmill Ln, Grasonville, MD 21638

$185,000

— beds— baths— sq ft

141 Sawmill Ln, Grasonville, MD 21638

(443) 256-3773

Property at 155 Sawmill Ln, Grasonville, MD 21638

$185,000

— beds— baths— sq ft

155 Sawmill Ln, Grasonville, MD 21638

(443) 256-3773

Property at 149 Sawmill Ln, Grasonville, MD 21638

$185,000

— beds— baths— sq ft

149 Sawmill Ln, Grasonville, MD 21638

(443) 256-3773

Property at 201 Sawmill Ln, Grasonville, MD 21638

$249,500

— beds— baths— sq ft

201 Sawmill Ln, Grasonville, MD 21638

(443) 988-0114

Property at 111 Saddler Way Unit 46F, Grasonville, MD 21638

$50,000

— beds— baths— sq ft

111 Saddler Way Unit 46F, Grasonville, MD 21638

(410) 255-6650

Property at Hess Frontage Rd, Grasonville, MD 21638

$875,000

— beds— baths— sq ft

Hess Frontage Rd, Grasonville, MD 21638

(301) 970-2447

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Average home prices near 21638, MD

Cities

Zip Codes

21638, MD real estate trends

All Home Types trends in 21638, MD

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$516,190

-10.3% YoY | Aug 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Aug 2025

Growth

% YoY

21638, MD

$516,190

-10.3%

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