3,004

Homes in ZIP Code 21638

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  • /62

    $894,500 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 3,286 Sq Ft

    29 Fairway Island, Grasonville, MD 21638

    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

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (410) 936-5753

    29 Fairway Island, Grasonville, MD 21638
  • /2

    $4,300 per month

    • 5 Beds
    • 3 Baths
    • 3,040 Sq Ft
    • House for Rent

    216 Perrys Retreat Blvd, Grasonville, MD 21638

    Welcome to Perry’s Retreat! This spacious 5-bedroom, 3-bath home with over 3,000 sq. ft. offers the perfect blend of comfort and convenience. The main level features an open gourmet kitchen, durable LVP flooring, a versatile study/office/den, and a bedroom with a full bath. Upstairs you’ll find 4 additional bedrooms, including a primary suite with a soaking tub and walk-in closet, plus two more

    Bevia Patrick Keller Williams Flagship

    216 Perrys Retreat Blvd, Grasonville, MD 21638
  • /49

    $760,000 Sold Sep 12, 2025

    • 1,268 Sq Ft
    • $599/SF
    • 30 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1964

    1000 Chester River Dr, Grasonville, MD 21638

    Exceptional Waterfront Opportunity in Chester River BeachDiscover the charm and potential of this brick rancher, ideally situated on a rare double lot with 93 feet of stunning Chester River frontage. Located in the sought-after Chester River Beach community, this home offers 2 bedrooms, 1 full bath, hardwood floors, and a sun-drenched Florida room showcasing sweeping water

    Kathleen Armiger Coldwell Banker Realty

    1000 Chester River Dr, Grasonville, MD 21638
    • /21

      Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 800 Sq Ft

      111 Beach Harbor Dr Unit 65F, Grasonville, MD 21638

      111 Beach Harbor Dr Unit 65F, Grasonville, MD 21638
  • /44

    $2,149,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 3,281 Sq Ft

    7 Parsons Island View, Grasonville, MD 21638

    Welcome to waterfront luxury living in the coveted golf course community of Prospect Bay. This one-level home combines timeless design, modern updates, and resort-style amenities on 1.39 acres. With water views from nearly every room, breathtaking sunset views, and beautiful landscaping throughout, every moment at home feels like a retreat.The heart of the home is an entertainer’s

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (410) 648-9048

    7 Parsons Island View, Grasonville, MD 21638
  • /31

    $333,000 Sold Sep 10, 2025

    • 1,131 Sq Ft
    • $294/SF
    • 5 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1940

    4000 Main St, Grasonville, MD 21638

    Charming Home with Oversized Garage Near Kent NarrowsWelcome to this delightful 3-bedroom, 1.5-bath home offering over 1,100 square feet of living space on a beautiful 1/3-acre lot. Step inside to find a warm and inviting layout, complemented by a picturesque front porch with a swing and a private back deck—perfect for relaxing or entertaining.The standout feature is the oversized

    Jennifer Thomas RE/MAX Executive

    4000 Main St, Grasonville, MD 21638
    • /34

      Est $398,097 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,168 Sq Ft

      414 Sawmill Ln, Grasonville, MD 21638

      414 Sawmill Ln, Grasonville, MD 21638
  • /29

    $619,900

    • 4 Beds
    • 2.5 Baths
    • 2,657 Sq Ft

    113 Aslan Ct, Grasonville, MD 21638

    Move-in ready with extensive recent updates, this 4-bedroom, 2.5-bath home in the sought-after Greenwood Subdivision offers modern comfort, peace of mind, and timeless charm. New improvements include a roof installed in summer 2024, new front and back exterior doors with new window shutters, new carpet in all upstairs bedrooms, and refinished hardwood floors throughout the home. The crawl space

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (410) 914-1649

    113 Aslan Ct, Grasonville, MD 21638
  • /34

    $470,000 Sold Sep 05, 2025

    • 1,687 Sq Ft
    • $279/SF
    • 17 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2001

    611 Chester River Beach Rd, Grasonville, MD 21638

    $$ PRICE REDUCED $20,000 $$ on this cute as a button water-view single family home located just over the Kent Narrows Bridge in the popular community of Chester River Beach. Lucky buyer will enjoy gorgeous views of the Chester River and wonderful water privileges to include: COMMUNITY BOAT RAMP, BOAT SLIPS, PAVILION, KAYAK LAUNCH, SANDY BEACH AND PLAYGROUND - all included with an unbelievably

    Carol Tinnin RE/MAX Leading Edge

    611 Chester River Beach Rd, Grasonville, MD 21638
    • /28

      Est $433,686 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,304 Sq Ft

      109 Whitehouse Dr, Grasonville, MD 21638

      109 Whitehouse Dr, Grasonville, MD 21638
  • /49

    $425,000

    • 3 Beds
    • 3.5 Baths
    • 2,044 Sq Ft

    109 Bayview, Grasonville, MD 21638

    **Water privileged** Included Boat Slip** Bayview @ Kent Narrows - Waterfront Community - Renovated Contemporary Townhouse with Boat Slip - Located just over the Kent Narrows Bridge on Maryland's beautiful Eastern Shore this 3 Bedroom, 3.5 Bath Contemporary Townhouse with Garage awaits a very special buyer. Features beautiful NEW kitchen with gray shaker cabinets, granite counters and new

    Agent Photo

    Carol Tinnin

    RE/MAX Leading Edge

    (443) 971-3495

    109 Bayview, Grasonville, MD 21638
  • /13

    $235,000 Sold Aug 29, 2025

    • 1,400 Sq Ft
    • $168/SF
    • 4 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1973

    125 Forest Rd, Grasonville, MD 21638

    Coming Soon – Estate Sale Opportunity in Grasonville, MD!3 Bedrooms | 1.5 Bathrooms | Private Well & Septic | Estate Sale | AS-IS SELLER WILL MAKE NO REPAIRS.Don’t miss this opportunity to purchase a single-family home tucked away on a quiet street in sought-after Grasonville, Queen Anne’s County. This home sits on a spacious lot and offers endless potential for investors, flippers,

    Laurence McGee Bennett Realty Solutions

    125 Forest Rd, Grasonville, MD 21638
    • /10

      Est $642,000 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 3,291 Sq Ft

      107 Fawn Ln, Grasonville, MD 21638

      107 Fawn Ln, Grasonville, MD 21638
  • /7

    $875,000

    • Land
    • 6.53 Acres
    • $133,997 per Acre

    0 Hess Frontage Rd, Grasonville, MD 21638

    Owner will entertain all offers on this hard to find investment opportunity that contains 3 separately deeded lots being sold together for a combined total of 6.53 acres. Lots have access from Wilson Rd and Hess Frontage Rd which touches Route 50 and has high visibility to millions of cars years along with local citizens. 2 lots consist of 17,020 sqft each- Zoned Urban Commercial. One lot with

    Agent Photo

    Brenda Fornos

    Taylor Properties

    (410) 874-0752

    0 Hess Frontage Rd, Grasonville, MD 21638
  • /66

    $585,000 Sold Aug 26, 2025

    • 2,044 Sq Ft
    • $286/SF
    • 100 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1988

    121 Bayview, Grasonville, MD 21638

    Welcome to 121 Bayview Drive—Where Waterfront Living Meets Everyday LuxuryPerfectly positioned with panoramic views of the Chester River and Chesapeake Bay, this 3-bedroom, 3.5-bath coastal townhome offers the ideal blend of comfort, charm, and convenience. Whether you're sipping coffee from one of your three private outdoor spaces or toasting the 4th of July fireworks with friends on the

    Matthew Wyble Next Step Realty

    121 Bayview, Grasonville, MD 21638
    • /28

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,100 Sq Ft

      231 Evans Ave, Grasonville, MD 21638

      231 Evans Ave, Grasonville, MD 21638
  • /54

    $425,000

    • 4 Beds
    • 2 Baths
    • 2,116 Sq Ft

    317 Melvin Ave, Grasonville, MD 21638

    Welcome to 317 Melvin Avenue in the serene setting of Grasonville, MD. This charming 4-bedroom, 2-bathroom home offers a perfect blend of comfort and modern upgrades, presenting SO MUCH value priced at $425,000!Situated on a spacious, private lot of a half acre lot on a quiet street, this move-in ready home is ready to welcome you. Step inside to an open layout that just flows

    Agent Photo

    Gretchen Wichlinski

    Compass

    (410) 907-3952

    317 Melvin Ave, Grasonville, MD 21638
  • /48

    $775,000 Sold Aug 21, 2025

    • 1,810 Sq Ft
    • $428/SF
    • 9 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1994

    1406 Oyster Cove Dr, Grasonville, MD 21638

    You are going to love this gorgeous waterfront town home in Oyster Cove. Nestled along the shoreline of Eastern Bay and Wells Cove, this prime location offers Awesome sunsets and Fabulous water views, plus a deeded boat slip (M2PD07), conveys that is conveniently located right off your deck! Come inside and let the breathtaking views envelop you. As you enter, you'll be greeted by the New

    Jimmy White Long & Foster Real Estate, Inc.

    1406 Oyster Cove Dr, Grasonville, MD 21638
    • /56

      Est $499,730 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,765 Sq Ft

      167 Caspian Dr, Grasonville, MD 21638

      167 Caspian Dr, Grasonville, MD 21638
  • /45

    $649,000

    • 3 Beds
    • 3.5 Baths
    • 1,470 Sq Ft

    1204 Oyster Cove Dr, Grasonville, MD 21638

    Priced to sell, this is a unique opportunity to custom design your perfect waterside retreat just the way you want it—adjacent boat slip included! 1204 Oyster Cove offers unobstructed water views where you can see your boat from the deck. It has the best of the things that can’t be changed: a prime location set back from roads and common areas, a 2-car driveway, and expansive shoreline views of

    Scott Swahl Redfin Corp

    1204 Oyster Cove Dr, Grasonville, MD 21638
  • /55

    $395,000 Sold Aug 15, 2025

    • 1,475 Sq Ft
    • $268/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2000

    316 Timber Ln, Grasonville, MD 21638

    Welcome to 316 Timber Lane, Grasonville, MD—a delightful move-in-ready split foyer that has been meticulously updated for your comfort. This charming home features 3 spacious bedrooms and 2 modern bathrooms.Step inside to discover an inviting space, where style meets functionality. The updated kitchen showcasing stainless steel appliances and a handy breakfast bar—is perfect for those

    Gretchen Wichlinski Compass

    316 Timber Ln, Grasonville, MD 21638
    • /48

      Est $345,098 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,783 Sq Ft

      114 Station Ln, Grasonville, MD 21638

      114 Station Ln, Grasonville, MD 21638
  • /56

    $709,000

    • 3 Beds
    • 2 Baths

    721 Oyster Cove Dr, Grasonville, MD 21638

    Mortgage savings may be available for buyers of this listing. Enjoy sweeping views of Eastern Bay from this beautifully updated 3-bedroom, 2-bath villa offering 1,600 square feet of waterfront living in the desirable gated community of Oyster Cove. This spacious, one-level unit is located in an elevator building and features 9'+ ceilings, an open-concept layout, and walls of glass that showcase

    Barbara McCaffrey Redfin Corp

    721 Oyster Cove Dr, Grasonville, MD 21638
  • /48

    $1,112,500 Sold Aug 14, 2025

    • 2,200 Sq Ft
    • $506/SF
    • 97 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1986

    127 Jackson Creek Ln, Grasonville, MD 21638

    SUMMER IS HERE! Beat the heat.... Enjoy this Incredible TWO ACRE WATERFRONT Property on the Eastern Shore! Conveniently located at the Kent Narrows and the Kent Island Cross Trail! RARE OPPORTUNITY to OWN this kind of Acreage on DEEP WATER where you can enjoy the SUNRISE AND the SUNSET! No HOA here on this very unique property, so short term rental is possible! Sprawling 4 BR, 2.5 BA Rancher

    Pamela Ackermann-Doll RE/MAX Executive

    127 Jackson Creek Ln, Grasonville, MD 21638
    • /35

      Est $489,487 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,426 Sq Ft

      116 Whitehouse Dr, Grasonville, MD 21638

      116 Whitehouse Dr, Grasonville, MD 21638
  • /90

    $1,099,999 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,901 Sq Ft

    4 Fairway Island, Grasonville, MD 21638

    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

    Christine Leonard Redfin Corp

    4 Fairway Island, Grasonville, MD 21638
  • /33

    $350,000 Sold Aug 05, 2025

    • 1,344 Sq Ft
    • $260/SF
    • 73 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1989

    116 Coursey Rd, Grasonville, MD 21638

    Make your Move Today to this affordable Rancher! Located just a couple of minutes from the Kent Narrows, it offers easy access to some of the best Eastern Shore waterfront dining, seafood restaurants, walking trails, marinas, dock bars, entertainment, and more. Kent Narrows Landing features a public boat ramp, providing a gateway to the Chester River, Prospect Bay, Eastern Bay, and beyond. The

    April Heim Rosendale Realty

    116 Coursey Rd, Grasonville, MD 21638
    • /31

      Est $588,328 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,221 Sq Ft

      514 Narnia Dr N, Grasonville, MD 21638

      514 Narnia Dr N, Grasonville, MD 21638
  • /25

    $590,000

    • 3 Beds
    • 2 Baths
    • 1,836 Sq Ft

    205 Piney Point Landing, Grasonville, MD 21638

    Nestled on a private cul-de-sac peninsula in the highly desirable Prospect Bay community, this 3-bedroom, 2-bath rancher offers water views from both the front and back. From the front, enjoy tranquil vistas of Little Greenwood Creek, while the backyard looks out to scenic Prospect Bay. Set on a full acre, this home features a single-level layout ready for your personal touch. The primary suite

    Courtney Chipouras TTR Sotheby's International Realty

    205 Piney Point Landing, Grasonville, MD 21638
  • /49

    $589,900 Sold Jul 31, 2025

    • 2,910 Sq Ft
    • $203/SF
    • 57 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2002

    106 Caspian Dr, Grasonville, MD 21638

    Rarely offered, custom built colonial in the sought after Greenwood Community. Featuring a stunning remodeled kitchen with huge Quartzite center island with bar stools, double ovens, cooktop, built-in microwave drawer, pantry, additional butler area/coffee bar area and French doors to deck. The large, light filled family room is adjacent to the kitchen and also has French doors to the deck. On

    Laura Feagin Dellane Chesapeake Real Estate Associates, LLC

    106 Caspian Dr, Grasonville, MD 21638
    • /13

      Est $341,643 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,320 Sq Ft

      113 Winchester Ave, Grasonville, MD 21638

      113 Winchester Ave, Grasonville, MD 21638
  • /98

    $1,375,000

    • 4 Beds
    • 4.5 Baths
    • 4,600 Sq Ft

    105 Port Ct, Grasonville, MD 21638

    BEAUTIFUL 21 ACRE WATERFRONT ESTATE WITH OVER 400' OF WATER FRONTAGE AND SEPARATELY DEEDED DEEP WATER SLIP IS INCLUDED, SLIP #16 AT THE FAR LEFT END OF THE PIER RIGHT ACROSS THE STREET! APPROXIMATELY 6 CLEARED ACRES AND 15 WOODED ACRES. SPECTACULAR 3-STORY HOME WITH 4 LARGE BEDROOMS W/ENSUITE BATHROOMS. RECENT TOP QUALITY GOURMET KITCHEN RENOVATION W/GAS COOKTOP. IT'S AWESOME! ATTACHED 2-CAR

    Bruce Fink Douglas Realty, LLC

    105 Port Ct, Grasonville, MD 21638
  • /57

    $1,700,000 Sold Jul 30, 2025

    • 3,600 Sq Ft
    • $472/SF
    • 18 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1986

    211 Prospect Bay Dr W, Grasonville, MD 21638

    Welcome to your dream waterfront retreat in the sought-after golf community of Prospect Bay. Perfectly situated on a beautifully landscaped one-acre lot, this exceptional home offers the best of Eastern Shore living with resort-style amenities and breathtaking views.Step inside to discover a thoughtfully designed layout featuring a main-level primary suite, ideal for comfort and

    Biana Arentz Coldwell Banker Realty

    211 Prospect Bay Dr W, Grasonville, MD 21638
    • /59

      Est $541,052 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,940 Sq Ft

      56 Prospect Bay Dr W, Grasonville, MD 21638

      56 Prospect Bay Dr W, Grasonville, MD 21638
  • /39

    $875,000

    • 3 Beds
    • 3.5 Baths
    • 3,054 Sq Ft

    4 Bunker Ct, Grasonville, MD 21638

    Enjoy a waterfront country club lifestyle with the privacy of wooded views at 4 Bunkers Court! This beautifully updated and private creek front home is tucked away on a wooded 1.53 acre cul-de-sac lot at the top of Little Greenwood Creek in the sought after waterfront golf course community of Prospect Bay. From soaring vaulted ceilings to thoughtful upgrades throughout, this home combines

    Jennifer Gregorski Washington Fine Properties

    4 Bunker Ct, Grasonville, MD 21638
  • /66

    $2,295,000 Sold Jul 30, 2025

    • 4,420 Sq Ft
    • $519/SF
    • 2 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1985

    39 Prospect Bay Dr W, Grasonville, MD 21638

    Experience luxury waterfront living in Prospect Bay! This five bedroom home blends timeless design with modern updates, offering the perfect balance of elegance and everyday functionality on the Eastern Bay. Thoughtfully renovated inside and out, it showcases stunning water views, high-end finishes, and a layout ideal for both daily living and entertaining.Step inside to soaring ceilings,

    Biana Arentz Coldwell Banker Realty

    39 Prospect Bay Dr W, Grasonville, MD 21638
    • /49

      Est $1,076,770 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,072 Sq Ft

      1 Keel Haul Dr, Grasonville, MD 21638

      1 Keel Haul Dr, Grasonville, MD 21638
  • /44

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    644 Chester River Beach Rd, Grasonville, MD 21638

    Soak up all that summer has to offer in this beautiful waterfront rancher in Chester River Beach! As you walk in, you'll be captivated by the open concept kitchen and living room with expansive views of Winchester Creek. The updated kitchen showcases white cabinets and granite countertops. The fully conditioned four season room is perfect for enjoying the views all year long and has brand new

    Annie Eaton Coldwell Banker Realty

    644 Chester River Beach Rd, Grasonville, MD 21638
  • /30

    $425,000 Sold Jul 30, 2025

    • 1,622 Sq Ft
    • $262/SF
    • 38 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2020

    3724 Main St, Grasonville, MD 21638

    Welcome to 3724 Main Street....This Like New, Charming home offers the perfect blend of style, comfort and convenience. Step inside and you will see a well-designed open floor layout with beautiful LVP flooring, a kitchen boasting white cabinets, an island/breakfast bar & SS appliances, a spacious living room with a custom built-in wall unit and a dining combo adorned with a slider that floods

    Tammi Clark Clark & Co Realty, LLC

    3724 Main St, Grasonville, MD 21638
    • /57

      Est $940,230 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,950 Sq Ft

      650 Chester River Beach Rd, Grasonville, MD 21638

      650 Chester River Beach Rd, Grasonville, MD 21638

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