2,999

Grasonville, MD Homes

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  • /49

    $1,265,000

    $210K PRICE DROP Under Contract
    • 4 Beds
    • 2.5 Baths
    • 3,426 Sq Ft

    40 Greenwood Shoals, Grasonville, MD 21638

    MAJOR PRICE IMPROVEMENT! Just in time to enjoy your Prospect Bay waterfront home this summer! Welcome home to this waterfront property in the Eastern Shore’s premier golf course community of Prospect Bay. Set on just over an acre overlooking Little Greenwood Creek, this home offers peaceful views, spacious living areas, and direct water access. From the moment you enter, the welcoming foyer with

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    40 Greenwood Shoals, Grasonville, MD 21638
  • /10

    $1,700

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft
    • Condo for Rent

    3925 Main St Unit 3927, Grasonville, MD 21638

    Single occupancy apartment, 1 bedroom, full size bath with tub, kitchen with full size fridge, oven & microwave, wash/dryer and living room area. Rent includes: electric, water, wifi, trash service. Private entrance. No pets. (Owner has a Rotweiler dog on property)

    3925 Main St Unit 3927, Grasonville, MD 21638
  • /99

    $1,650,000

    Sold Feb 19, 2026

    1017 Long Point Rd, Grasonville, MD 21638

    • 6 Beds
    • 5 Baths
    • 3,512 Sq Ft
    • Built 1983

    Last Sold Summary

    • $470/SF
    • 3 Days On Market

    Current Estimated Value $1,654,083

    Last Listing Agent Karla Pinato Northrop Realty

    1017 Long Point Rd, Grasonville, MD 21638
    • /30

      Est $438,003

      Not Listed For Sale

      3724 Main St, Grasonville, MD 21638

      • 3 Beds
      • 2.5 Baths
      • 1,622 Sq Ft
      • Built 2020
      3724 Main St, Grasonville, MD 21638

      Last Sold Summary

      • 38 Days On Market

  • /64

    $1,275,000

    • 3 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    346 Narrows Pointe Dr, Grasonville, MD 21638

    REDUCED PRICE ! Experience Exceptional Waterfront Living on the Chester River! A stunning 3000 sq ft townhome featuring 3 bedrooms, 3.5 bathrooms, a dedicated office AND a large bonus room - offering the perfect combination of comfort and flexibility. This was also one of the few "stretch" units- built wider to accommodate setbacks. The result was a wider Dining Room adding more natural light,

    Agent Photo

    Lori Woods-Fortney

    Berkshire Hathaway HomeServices Homesale Realty

    346 Narrows Pointe Dr, Grasonville, MD 21638
  • /20

    $3,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft
    • House for Rent

    1035 Chester River Dr, Grasonville, MD 21638

    Welcome to your new home in Grasonville, MD! This charming property offers a comfortable living experience in a vibrant community. Located just minutes away from several great restaurants and a department store, it's the perfect spot for both convenience and enjoyment. You'll appreciate the nearby Stepping Stone Children's Center, only a 12-minute drive away.This home features amazing

    1035 Chester River Dr, Grasonville, MD 21638
  • /49

    $760,000

    Sold Sep 12, 2025

    1000 Chester River Dr, Grasonville, MD 21638

    • 2 Beds
    • 1 Bath
    • 1,268 Sq Ft
    • Built 1964

    Last Sold Summary

    • $599/SF
    • 30 Days On Market

    Current Estimated Value $786,024

    Last Listing Agent Kathleen Armiger Coldwell Banker Realty

    1000 Chester River Dr, Grasonville, MD 21638
    • /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

  • /20

    $329,000

    $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 889 Sq Ft

    901 Chester River Dr, Grasonville, MD 21638

    Come discover this charming water view cottage nestled in the sought after water privileged Chester River Beach community. This remodeled & inviting home offers the perfect balance of comfort, convenience & lifestyle with plenty of room to add on or up & expand to capture water views. This property is on public sewer. You’ll love spending relaxing mornings or evenings on the front patio or watch

    Agent Photo

    Brenda Fornos

    Taylor Properties

    901 Chester River Dr, Grasonville, MD 21638
  • /38

    $3,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,942 Sq Ft
    • House for Rent

    108 Wilson Rd, Grasonville, MD 21638

    Spacious furnished 3 bed 2 bath rental. New flooring throughout, generous size kitchen and dining area, washer /dryer. Seeking a well-qualified tenant ,no pets, no smoking, RentSpree Application.(will rent unfurnished)

    Tammy Dumenil Keller Williams Flagship

    108 Wilson Rd, Grasonville, MD 21638
  • /43

    $860,000

    Sold Jun 04, 2026

    167 Masters Way, Grasonville, MD 21638

    • 4 Beds
    • 3.5 Baths
    • 3,024 Sq Ft
    • Built 2021

    Last Sold Summary

    • 2% Below List Price
    • $284/SF
    • 40 Days On Market

    Current Estimated Value $876,342

    Last Listing Agent Biana Arentz Coldwell Banker Realty

    167 Masters Way, Grasonville, MD 21638
    • /22

      Est $306,313

      Not Listed For Sale

      128 Forest Rd, Grasonville, MD 21638

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1971
      128 Forest Rd, Grasonville, MD 21638

      Last Sold Summary

      • 24 Days On Market

  • /98

    $1,375,000

    $100K PRICE DROP
    • 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

    Agent Photo

    Bruce Fink

    Douglas Realty, LLC

    105 Port Ct, Grasonville, MD 21638
  • /9

    $1,850 Per Month

    • 2 Beds
    • 1 Bath
    • 584 Sq Ft
    • House for Rent

    600 Perrys Corner Rd, Grasonville, MD 21638

    Completely renovated and move-in ready! This beautifully updated 2-bedroom, 1-bath home offers the perfect blend of modern upgrades and country charm in a convenient Grasonville location. Everything has been redone, including a new HVAC system, energy-efficient windows, fresh paint throughout, refinished hardwood floors, and a brand-new kitchen featuring new appliances. The bright, open living

    Chris Rosendale CR Realty

    600 Perrys Corner Rd, Grasonville, MD 21638
  • /51

    $889,000

    Sold Feb 24, 2026

    19 Greenwood Shoals, Grasonville, MD 21638

    • 4 Beds
    • 3 Baths
    • 2,474 Sq Ft
    • Built 1990

    Last Sold Summary

    • $359/SF
    • 1 Day On Market

    Current Estimated Value $896,772

    Last Listing Agent Debbie McQuaid TTR Sotheby's International Realty

    19 Greenwood Shoals, Grasonville, MD 21638
    • /49

      Est $654,540

      Not Listed For Sale

      106 Caspian Dr, Grasonville, MD 21638

      • 4 Beds
      • 4 Baths
      • 2,910 Sq Ft
      • Built 2002
      106 Caspian Dr, Grasonville, MD 21638

      Last Sold Summary

      • 57 Days On Market

  • /70

    $569,900

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,445 Sq Ft

    128 Perrys Retreat Blvd, Grasonville, MD 21638

    PRICE IMPROVEMENT! $10K REDUCTION! Why wait for new construction when this barely lived-in home in the desirable community of Perry’s Retreat is available now? Welcome to 128 Perry’s Retreat Boulevard, offering a bright, open-concept main level with LVP flooring throughout and a layout designed for everyday living and easy entertaining. The spacious kitchen features an oversized island, stainless

    Agent Photo

    Allen Stanton

    RE/MAX Executive

    128 Perrys Retreat Blvd, Grasonville, MD 21638
  • /44

    $2,149,000

    Sold Oct 24, 2025

    7 Parsons Island View, Grasonville, MD 21638

    • 4 Beds
    • 3.5 Baths
    • 3,281 Sq Ft
    • Built 1982

    Last Sold Summary

    • $655/SF
    • 2 Days On Market

    Current Estimated Value $2,156,802

    Last Listing Agent Biana Arentz Coldwell Banker Realty

    7 Parsons Island View, Grasonville, MD 21638
    • /41

      Est $771,302

      Not Listed For Sale

      602 Oyster Cove Dr, Grasonville, MD 21638

      • 3 Beds
      • 3.5 Baths
      • 1,470 Sq Ft
      • Built 1991
      602 Oyster Cove Dr, Grasonville, MD 21638

      Last Sold Summary

      • 44 Days On Market

  • /2

    $1,250,000

    Coming Soon
    • 5 Beds
    • 3 Baths
    • 3,757 Sq Ft

    4 Prospect Bay Dr W, Grasonville, MD 21638

    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

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    4 Prospect Bay Dr W, Grasonville, MD 21638
  • /13

    $44,000

    Sold Jul 18, 2026

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

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft
    • Built 1985

    Last Sold Summary

    • 27% Below List Price
    • $63/SF
    • 71 Days On Market

    Last Listing Agent BJ Kilby Eastern Shore Real Estate, LLC

    111 Beach Harbor Dr Unit 11F, Grasonville, MD 21638
    • /34

      Est $476,416

      Not Listed For Sale

      337 Whitehouse Dr, Grasonville, MD 21638

      • 5 Beds
      • 3 Baths
      • 2,160 Sq Ft
      • Built 2018
      337 Whitehouse Dr, Grasonville, MD 21638

      Last Sold Summary

      • 16 Days On Market

  • /11

    $209,000

    • Land
    • 11,325 Sq Ft
    • $803,846 per Acre

    903 Chester River Dr, Grasonville, MD 21638

    Welcome to the water privileged community of Chester River Beach where you will find this water view lot just waiting to have a new home built on it. Enjoy the added bonus of having a large existing garage or stroll down to the beautiful waterfront park and boat ramp. This lot has public sewer access. Embrace the lifestyle you've always wanted on MDs beautiful eastern shore. Wonderful location,

    Agent Photo

    Brenda Fornos

    Taylor Properties

    903 Chester River Dr, Grasonville, MD 21638
  • /54

    $660,000

    Sold Jan 15, 2026

    601 Pathfinder Cir, Grasonville, MD 21638

    • 5 Beds
    • 3 Baths
    • 3,010 Sq Ft
    • Built 2024

    Last Sold Summary

    • $219/SF
    • 45 Days On Market

    Last Listing Agent Andrew Undem Berkshire Hathaway HomeServices Homesale Realty

    601 Pathfinder Cir, Grasonville, MD 21638
    • /45

      Est $897,175

      Not Listed For Sale

      207 Grandfathers Way, Grasonville, MD 21638

      • 3 Beds
      • 2 Baths
      • 2,172 Sq Ft
      • Built 2010
      207 Grandfathers Way, Grasonville, MD 21638

      Last Sold Summary

      • 0 Days On Market

  • /19

    $375,000

    • Land
    • 4.14 Acres
    • $90,580 per Acre

    715 Winchester Creek Rd, Grasonville, MD 21638

    **Seller is motivated and ready to move on to the next project—**all offers will be considered! Currently priced significantly below assessed value. This west-facing waterfront lot on Winchester Creek offers over 4 acres of private, NO-HOA living directly off the Chester River. A fully engineered site plan is complete and ready for final submissions—over a year of professional engineering has

    Agent Photo

    BJ Kilby

    Eastern Shore Real Estate, LLC

    715 Winchester Creek Rd, Grasonville, MD 21638
  • /35

    $450,000

    Sold Feb 24, 2026

    208 Grasonville Cemetery Rd, Grasonville, MD 21638

    • 3 Beds
    • 2 Baths
    • 2,044 Sq Ft
    • Built 1967

    Last Sold Summary

    • 3% Below List Price
    • $220/SF
    • 14 Days On Market

    Current Estimated Value $466,625

    Last Listing Agent Samantha Grimes Chesapeake Real Estate Associates, LLC

    208 Grasonville Cemetery Rd, Grasonville, MD 21638
    • /10

      Est $650,555

      Not Listed For Sale

      107 Fawn Ln, Grasonville, MD 21638

      • 5 Beds
      • 2.5 Baths
      • 3,291 Sq Ft
      • Built 2024
      107 Fawn Ln, Grasonville, MD 21638

      Last Sold Summary

      • 34 Days On Market

  • /44

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,396 Sq Ft

    121 Marshy Creek Rd, Grasonville, MD 21638

    Immaculately maintained and tucked away on a quiet street, this charming home offers the perfect blend of privacy and convenience with easy access to Route 50—ideal for commuters. Thoughtfully designed as an elevated residence, the home is built above grade to help reduce flood risk while providing a versatile lower level complete with a hobby room and attached garage.The main living level

    Agent Photo

    Tracy Higgs-Wagner

    Meredith Fine Properties

    121 Marshy Creek Rd, Grasonville, MD 21638
  • /2

    $125,000

    Sold Apr 02, 2026

    105 Watermans Ct, Grasonville, MD 21638

    • 2 Beds
    • 1.5 Baths
    • 864 Sq Ft
    • Built 1987

    Last Sold Summary

    • 34% Below List Price
    • $145/SF
    • 10 Days On Market

    Current Estimated Value $168,861

    Last Listing Agent Laura Anthony Benson & Mangold, LLC

    105 Watermans Ct, Grasonville, MD 21638
    • /56

      Est $541,007

      Not Listed For Sale

      167 Caspian Dr, Grasonville, MD 21638

      • 3 Beds
      • 2 Baths
      • 1,765 Sq Ft
      • Built 2012
      167 Caspian Dr, Grasonville, MD 21638

      Last Sold Summary

      • 30 Days On Market

  • /7

    $829,000

    • Land
    • 14.6 Acres
    • $56,781 per Acre

    0 Chester River Dr, Grasonville, MD 21638

    They aren’t making any more land so come grab this hard-to-find 14+ acres before its gone. Tucked away from the nearby waterfront communities with its rolling landscape & a private serene pond you will fall in love with this gorgeous property. So much room to play, relax, watch the wildlife and build your dream home. There is future subdivision potential for added value and public sewer is on

    Agent Photo

    Brenda Fornos

    Taylor Properties

    0 Chester River Dr, Grasonville, MD 21638
  • /51

    $606,000

    Sold Mar 16, 2026

    108 Perrys Retreat Blvd, Grasonville, MD 21638

    • 4 Beds
    • 2.5 Baths
    • 2,450 Sq Ft
    • Built 2022

    Last Sold Summary

    • $247/SF
    • 116 Days On Market

    Last Listing Agent Dan Foster Long & Foster Real Estate, Inc.

    108 Perrys Retreat Blvd, Grasonville, MD 21638
    • /19

      Not Listed For Sale

      601 Pathfinder Cir Unit LEHIGH, Grasonville, MD 21638

      • 4 Beds
      • 2.5 Baths
      • 3,010 Sq Ft
      • Built 2025
      601 Pathfinder Cir Unit LEHIGH, Grasonville, MD 21638

      Last Sold Summary

      • 0 Days On Market

  • /6

    $399,000

    • Land
    • 3.2 Acres
    • $124,688 per Acre

    0 Chester River Dr, Grasonville, MD 21638

    Looking to get away from the hustle & bustle but want to be close to everything in a water oriented setting? Come build your dream home on this beautiful property then relax & watch the eagles, herons and wildlife that frequent the pond on this hard to find lot. Wonderful location, just minutes away from local parks, marina’s, cross island trail, hospitals, restaurants, shopping, recreational

    Agent Photo

    Brenda Fornos

    Taylor Properties

    0 Chester River Dr, Grasonville, MD 21638
  • /53

    $390,000

    Sold Dec 29, 2025

    317 Melvin Ave, Grasonville, MD 21638

    • 4 Beds
    • 2 Baths
    • 2,116 Sq Ft
    • Built 1993

    Last Sold Summary

    • $184/SF
    • 135 Days On Market

    Current Estimated Value $441,327

    Last Listing Agent Gretchen Wichlinski Compass

    317 Melvin Ave, Grasonville, MD 21638
    • /14

      Not Listed For Sale

      1236 Perry's Corner, Grasonville, MD 21638

      • 3 Beds
      • 1 Bath
      • 1,176 Sq Ft
      • Built 1983
      1236 Perry's Corner, Grasonville, MD 21638

      Last Sold Summary

      • 26 Days On Market

  • /75

    $789,000

    $36K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,425 Sq Ft

    116 Prospect Bay Dr W, Grasonville, MD 21638

    New Price Reduction- 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

    Agent Photo

    Lori Woods-Fortney

    Berkshire Hathaway HomeServices Homesale Realty

    116 Prospect Bay Dr W, Grasonville, MD 21638
  • /13

    $529,990

    Sold Nov 07, 2025

    619 Pathfinder Cir, Grasonville, MD 21638

    • 4 Beds
    • 2.5 Baths
    • 2,423 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $219/SF
    • 82 Days On Market

    619 Pathfinder Cir, Grasonville, MD 21638
    • /36

      Not Listed For Sale

      111 Masters Way, Grasonville, MD 21638

      • 4 Beds
      • 3.5 Baths
      • 3,040 Sq Ft
      • Built 2020
      111 Masters Way, Grasonville, MD 21638

      Last Sold Summary

      • 60 Days On Market

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$532,195
Median Single Family Sale Price
$520,000
Median Townhouse Sale Price
$750,000
Median 2 Bedroom Sale Price
$309,500
Average Price Per Sq Ft
$305
Number of Homes for Sale
23
Last 12 months Home Sales
72
Months of Supply
3.80
Median List Price
$584,950
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
11%
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