2,994

Grasonville, MD Homes

Section Image
    • /46

      Est $623,253

      Not Listed For Sale

      432 Oyster Cove Dr, Grasonville, MD 21638

      • 2 Beds
      • 2 Baths
      • 1,379 Sq Ft
      • Built 1987
      432 Oyster Cove Dr, Grasonville, MD 21638

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Anita Snyder Star Realty

  • /46

    $599,900

    • 5 Beds
    • 3 Baths
    • 2,778 Sq Ft

    106 Pixie Ct, Grasonville, MD 21638

    Please remove shoes or use shoe covers provided!Welcome to the rarely-available upgraded Hudson model at Perry's Retreat located at 106 Pixie Court. This beautiful unit offers the perfect blend of space, comfort, and modern design on a PREMIUM LOT. This home presents a rare opportunity to own one of the community's most desirable models in a cud-de-sac. The main level features an open

    Uchenna Aginam HomeSmart

    106 Pixie Ct, Grasonville, MD 21638
  • /55

    $566,900

    Sold Jul 20, 2026

    112 Rilian Ct, Grasonville, MD 21638

    • 4 Beds
    • 2.5 Baths
    • 2,852 Sq Ft
    • Built 2005

    Last Sold Summary

    • 3% Below List Price
    • $199/SF
    • 46 Days On Market

    Current Estimated Value $579,876

    Last Listing Agent April Heim Rosendale Realty

    112 Rilian Ct, Grasonville, MD 21638
    • /29

      Est $1,344,492

      Not Listed For Sale

      124 Port Ct, Grasonville, MD 21638

      • 4 Beds
      • 4.5 Baths
      • 4,696 Sq Ft
      • Built 2002
      124 Port Ct, Grasonville, MD 21638

      Last Sold Summary

      • 128 Days On Market

      Last Listing Agent Andrew Silverberg Structure Realty LLC

  • /86

    $509,000

    $31K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,044 Sq Ft

    114 Bayview, Grasonville, MD 21638

    Welcome to 114 Bayview—where your boat days get a serious upgrade. This home includes a private boat slip in the community marina with direct access to Kent Narrows, putting you just a 30-minute ride to St. Michaels, Rock Hall, or Cambridge. If you’ve been dreaming about pulling up to waterfront restaurants or spending full days on the water... this is your launch point.Back at home, enjoy

    Kathleen Higginbotham Samson Properties

    114 Bayview, Grasonville, MD 21638
  • /44

    $420,000

    Sold Nov 03, 2025

    321 Timber Ln, Grasonville, MD 21638

    • 4 Beds
    • 3 Baths
    • 1,128 Sq Ft
    • Built 2000

    Last Sold Summary

    • $372/SF
    • 6 Days On Market

    Current Estimated Value $436,183

    Last Listing Agent Joshua Whaley Corner House Realty

    321 Timber Ln, Grasonville, MD 21638
    • /26

      Not Listed For Sale

      3808 Main St, Grasonville, MD 21638

      • 3 Beds
      • 2.5 Baths
      • 1,590 Sq Ft
      • Built 2013
      3808 Main St, Grasonville, MD 21638

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Erica Baker TTR Sotheby's International Realty

  • /74

    $1,450,000

    • 5 Beds
    • 4.5 Baths
    • 4,418 Sq Ft

    109 Starboard Ct, Grasonville, MD 21638

    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

    Creig Northrop Northrop Realty

    109 Starboard Ct, Grasonville, MD 21638
  • /41

    $400,000

    Sold Jun 04, 2026

    4604 Main St, Grasonville, MD 21638

    • 3 Beds
    • 2.5 Baths
    • 1,344 Sq Ft
    • Built 2025

    Last Sold Summary

    • $298/SF
    • 5 Days On Market

    Current Estimated Value $399,000

    Last Listing Agent Jennifer Norfolk Coldwell Banker Waterman Realty

    4604 Main St, Grasonville, MD 21638
    • /33

      Est $1,264,248

      Not Listed For Sale

      36 Greenwood Shoals, Grasonville, MD 21638

      • 4 Beds
      • 2.5 Baths
      • 2,524 Sq Ft
      • Built 1988
      36 Greenwood Shoals, Grasonville, MD 21638

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Biana Arentz Coldwell Banker Realty

  • /43

    $489,000

    $26K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,189 Sq Ft

    336 Timber Ln, Grasonville, MD 21638

    Welcome to 336 Timber Lane—a beautifully maintained Colonial offering the space, comfort, and lifestyle today's buyers are looking for, all in a convenient Grasonville location just minutes from Kent Island and the Bay Bridge.With over 2,100 square feet, this move-in ready home features 4 bedrooms, 2.5 baths, hardwood flooring, a cozy fireplace, and a spacious, flowing floor plan designed for

    Kathleen Higginbotham Samson Properties

    336 Timber Ln, Grasonville, MD 21638
  • /49

    $415,000

    Sold Mar 13, 2026

    213 Clevenger Rd, Grasonville, MD 21638

    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft
    • Built 1968

    Last Sold Summary

    • 2% Below List Price
    • $266/SF
    • 47 Days On Market

    Current Estimated Value $435,787

    Last Listing Agent Jim Davidson Coldwell Banker Waterman Realty

    213 Clevenger Rd, Grasonville, MD 21638
    • /17

      Est $307,736

      Not Listed For Sale

      318 Gibbs Rd, Grasonville, MD 21638

      • 3 Beds
      • 1 Bath
      • 816 Sq Ft
      • Built 1967
      318 Gibbs Rd, Grasonville, MD 21638

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Joshua Clark Clark & Co Realty, LLC

  • /30

    $619,900

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

    157 Fawn Ln, Grasonville, MD 21638

    New Construction, Ready September, this new home features 4 bedrooms, 2.5 bathrooms, and the builder’s highly sought-after 3rd Floor Sky-Basement. This home combines comfort, style, and versatility. The main level boasts an open floor plan with luxury vinyl plank flooring and crown molding throughout. A flex room off the foyer is ideal for a home office or formal living area. The gourmet kitchen

    Michelle DiDonato Island Realty, LLC

    157 Fawn Ln, Grasonville, MD 21638
  • /68

    $374,600

    Sold Jun 05, 2026

    119 Watkins Rd, Grasonville, MD 21638

    • 3 Beds
    • 1.5 Baths
    • 1,515 Sq Ft
    • Built 1952

    Last Sold Summary

    • 6% Below List Price
    • $247/SF
    • 99 Days On Market

    Current Estimated Value $374,989

    Last Listing Agent Sharon Fisher Coldwell Banker Realty

    119 Watkins Rd, Grasonville, MD 21638
    • /33

      Est $1,006,542

      Not Listed For Sale

      53 Prospect Bay Dr W, Grasonville, MD 21638

      • 3 Beds
      • 2.5 Baths
      • 2,464 Sq Ft
      • Built 1987
      53 Prospect Bay Dr W, Grasonville, MD 21638

      Last Sold Summary

      • 89 Days On Market

      Last Listing Agent Chris Craddock EXP Realty, LLC

  • /68

    $1,400,000

    • 5 Beds
    • 3.5 Baths
    • 3,500 Sq Ft

    952 Chester River Dr, Grasonville, MD 21638

    Experience the best of Waterfront living at 952 Chester River Drive, where panoramic water views, spectacular sunsets, and thoughtful custom design come together to create an exceptional waterfront retreat.Offering over 3,500 square feet of living space, this custom-built home is perfectly positioned to capture endless water views from nearly every room. High ceilings and expansive

    Kathleen Higginbotham Samson Properties

    952 Chester River Dr, Grasonville, MD 21638
  • /49

    $779,000

    Sold Oct 09, 2025

    1309 Oyster Cove Dr, Grasonville, MD 21638

    • 3 Beds
    • 3.5 Baths
    • 2,000 Sq Ft
    • Built 1993

    Last Sold Summary

    • $390/SF
    • 21 Days On Market

    Current Estimated Value $822,546

    Last Listing Agent Lori Woods-Fortney Berkshire Hathaway HomeServices Homesale Realty

    1309 Oyster Cove Dr, Grasonville, MD 21638
    • /29

      Est $1,065,161

      Not Listed For Sale

      49 Prospect Bay Dr W, Grasonville, MD 21638

      • 4 Beds
      • 2.5 Baths
      • 2,856 Sq Ft
      • Built 1987
      49 Prospect Bay Dr W, Grasonville, MD 21638

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Biana Arentz Coldwell Banker Realty

  • /46

    $819,000

    $56K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,552 Sq Ft

    108 Prospect Bay Dr W, Grasonville, MD 21638

    Located in the waterfront community of Prospect Bay, residents enjoy golf, swimming pool, boat ramp, tennis courts, and a clubhouse with restaurant.Welcome to this much-loved home, beautifully situated on 1.03 acres with sunset water views on one side and golf course views on the other. Quality built with 2x6 construction, the home features hardwood flooring, Andersen windows, and abundant

    Jimmy White Long & Foster Real Estate, Inc.

    108 Prospect Bay Dr W, Grasonville, MD 21638
  • /46

    $435,000

    Sold Sep 16, 2026

    407 Sawmill Ln, Grasonville, MD 21638

    • 3 Beds
    • 3 Baths
    • 1,400 Sq Ft
    • Built 1993

    Last Sold Summary

    • $311/SF
    • 7 Days On Market

    Current Estimated Value $385,127

    Last Listing Agent Linda Austin Long & Foster Real Estate, Inc.

    407 Sawmill Ln, Grasonville, MD 21638
    • /4

      Est $734,708

      Not Listed For Sale

      158 Caspian Dr, Grasonville, MD 21638

      • 5 Beds
      • 2.5 Baths
      • 3,222 Sq Ft
      • Built 2003
      158 Caspian Dr, Grasonville, MD 21638

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Michael Roenigk Chaney Homes, LLC

  • /49

    $459,900

    • 3 Beds
    • 2 Baths
    • 1,662 Sq Ft

    458 Timber Ln, Grasonville, MD 21638

    Nestled in the woods this home is in the sought after Grasonville community The Woods and is on the market for the first time since being built. Meticulously maintained, featuring a new kitchen, new primary bathroom, in ground & fully fenced pool, gorgeous vaulted ceilings, upstairs second living room loft, and an open floor plan perfect for entertaining. Minutes to 50/301 for the commuter!

    Megan Rosendale Rosendale Realty

    458 Timber Ln, Grasonville, MD 21638
  • /52

    $739,000

    Sold Dec 01, 2025

    20 Prospect Bay Dr W, Grasonville, MD 21638

    • 4 Beds
    • 2.5 Baths
    • 2,345 Sq Ft
    • Built 1988

    Last Sold Summary

    • $315/SF
    • 82 Days On Market

    Current Estimated Value $787,036

    Last Listing Agent Crystal Smith RE/MAX Executive

    20 Prospect Bay Dr W, Grasonville, MD 21638
    • /29

      Est $591,405

      Not Listed For Sale

      204 Canal St, Grasonville, MD 21638

      • 4 Beds
      • 2 Baths
      • 1,939 Sq Ft
      • Built 1966
      204 Canal St, Grasonville, MD 21638

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Phyllis Endrich Long & Foster Real Estate, Inc.

  • /22

    $175,000

    $33K PRICE DROP
    • Land
    • 20,037 Sq Ft
    • $380,435 per Acre

    0 Grasonville Cemetery Rd, Grasonville, MD 21638

    Have you decided enough is enough? Are you tired of bidding wars over bland beige boxes, "fixer-uppers" that eat your weekends, budget, and sanity, or HOAs telling you what shade of green your grass should be? Are you dreaming of having land - a place to build something real, something that truly feels like home from the ground up? Look no further! Set quietly off the beaten path in Grasonville

    Micheal Vakas EXP Realty, LLC

    0 Grasonville Cemetery Rd, Grasonville, MD 21638
  • /30

    $559,000

    Sold Jul 30, 2026

    717 Pathfinder Cir, Grasonville, MD 21638

    • 4 Beds
    • 2.5 Baths
    • 2,183 Sq Ft
    • Built 2023

    Last Sold Summary

    • 7% Below List Price
    • $256/SF
    • 110 Days On Market

    Current Estimated Value $570,016

    Last Listing Agent Crystal Smith RE/MAX Executive

    717 Pathfinder Cir, Grasonville, MD 21638
    • /40

      Est $618,806

      Not Listed For Sale

      322 Oyster Cove Dr, Grasonville, MD 21638

      • 2 Beds
      • 2 Baths
      • 1,379 Sq Ft
      • Built 1987
      322 Oyster Cove Dr, Grasonville, MD 21638

      Last Sold Summary

      • 94 Days On Market

      Last Listing Agent Anita Snyder Star Realty

  • /86

    $1,275,000

    $75K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 3,069 Sq Ft

    104 Port Ct, Grasonville, MD 21638

    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

    Jenn Klarman Long & Foster Real Estate, Inc.

    104 Port Ct, Grasonville, MD 21638
  • /54

    $629,000

    Sold Jul 20, 2026

    123 Pixie Ct, Grasonville, MD 21638

    • 4 Beds
    • 2.5 Baths
    • 2,748 Sq Ft
    • Built 2022

    Last Sold Summary

    • 2% Below List Price
    • $229/SF
    • 6 Days On Market

    Current Estimated Value $633,618

    Last Listing Agent Jarnell Foster Samson Properties

    123 Pixie Ct, Grasonville, MD 21638
    • /61

      Est $490,360

      Not Listed For Sale

      107 Sawmill Ln, Grasonville, MD 21638

      • 3 Beds
      • 2 Baths
      • 1,584 Sq Ft
      • Built 2010
      107 Sawmill Ln, Grasonville, MD 21638

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Angela Demattia Berkshire Hathaway HomeServices PenFed Realty

  • /17

    $249,000

    Under Contract
    • Land
    • 1.64 Acres
    • $151,829 per Acre

    201 Sawmill Ln, Grasonville, MD 21638

    Rare opportunity to own 1.64 acres of subdividable land! According to county guidance, this property has the potential to be divided into up to three separate lots. It’s already connected to public sewer, with one hookup in place—adding immediate value and flexibility. Whether you’re looking to create a private family compound or capitalize on a smart investment opportunity, this property offers

    Chris Rosendale CR Realty

    201 Sawmill Ln, Grasonville, MD 21638
  • /43

    $955,000

    Sold May 08, 2026

    26 Greenwood Shoals, Grasonville, MD 21638

    • 4 Beds
    • 3.5 Baths
    • 2,676 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Below List Price
    • $357/SF
    • 22 Days On Market

    Current Estimated Value $969,978

    Last Listing Agent Jimmy White Long & Foster Real Estate, Inc.

    26 Greenwood Shoals, Grasonville, MD 21638
    • /3

      Est $262,887

      Not Listed For Sale

      444 Grasonville Cemetery Rd, Grasonville, MD 21638

      • Studio
      • 1,544 Sq Ft
      • Built 1910
      444 Grasonville Cemetery Rd, Grasonville, MD 21638

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Preda Mendez-Lopez Realty One Group Performance, LLC

  • /21

    $662,550

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 1,664 Sq Ft

    0 Grasonville Cemetery Rd, Grasonville, MD 21638

    Welcome to The Corsica, a beautifully designed two-story home offering 1,664 square feet of well-planned living space. With 4 bedrooms and 2.5 bathrooms, this layout is ideal for anyone seeking both functionality and modern style. Step inside to an inviting open-concept Kitchen, Eating, & Great Room, perfect for entertaining or relaxing with loved ones. The kitchen features an attached large

    Micheal Vakas EXP Realty, LLC

    0 Grasonville Cemetery Rd, Grasonville, MD 21638
  • /2

    $665,600

    Sold Jun 08, 2026

    959 Chester River Dr, Grasonville, MD 21638

    • 4 Beds
    • 2.5 Baths
    • 2,836 Sq Ft
    • Built 2006

    Last Sold Summary

    • 5% Below List Price
    • $235/SF
    • 77 Days On Market

    Current Estimated Value $674,548

    Last Listing Agent Pamela Ackermann-Doll RE/MAX Executive

    959 Chester River Dr, Grasonville, MD 21638
    • /71

      Est $1,386,673

      Not Listed For Sale

      112 Port Ct, Grasonville, MD 21638

      • 4 Beds
      • 3.5 Baths
      • 3,889 Sq Ft
      • Built 2004
      112 Port Ct, Grasonville, MD 21638

      Last Sold Summary

      • 50 Days On Market

      Last Listing Agent Chris Haddaway Chesapeake Real Estate Associates, LLC

  • /61

    $1,215,000

    $110K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,742 Sq Ft

    350 Narrows Pointe Dr Unit 62, Grasonville, MD 21638

    Perfectly positioned along the living shoreline of the Chester River, this waterfront residence in the gated community of Narrows Pointe offers breathtaking, million-dollar water views and a lifestyle centered around the beauty of the Eastern Shore.One of the few wide units in the community, the home is thoughtfully designed to maximize its remarkable setting. Three-panel sliding glass doors

    Renee Durakis Northrop Realty

    350 Narrows Pointe Dr Unit 62, Grasonville, MD 21638
  • /2

    $965,000

    Sold May 08, 2026

    816 Chester River Dr, Grasonville, MD 21638

    • 4 Beds
    • 2 Baths
    • 2,184 Sq Ft
    • Built 1967

    Last Sold Summary

    • $442/SF
    • 5 Days On Market

    Current Estimated Value $955,193

    Last Listing Agent Pamela Ackermann-Doll RE/MAX Executive

    816 Chester River Dr, Grasonville, MD 21638
    • /40

      Est $566,801

      Not Listed For Sale

      4927 Main St, Grasonville, MD 21638

      • 5 Beds
      • 3.5 Baths
      • 2,532 Sq Ft
      • Built 2004
      4927 Main St, Grasonville, MD 21638

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Alex Modaressi RE/MAX Distinctive Real Estate, Inc.

Showing Results 121 - 160, Page 4 of 18

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