3,020

Homes in ZIP Code 21638

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  • /98

    $1,325,000

    $150K 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
  • /23

    $3,800 Per Month

    • 5 Beds
    • 3 Baths
    • 3,020 Sq Ft
    • House for Rent

    110 Greybull Ln, Grasonville, MD 21638

    Welcome to a beautifully designed home that offers the perfect combination of modern comfort, flexible living space, and exceptional outdoor entertaining.Step inside to an inviting open-concept floor plan featuring durable luxury vinyl plank flooring and a spacious kitchen designed for everyday living and entertaining. The kitchen boasts stunning quartz countertops, a walk-in pantry, and

    Brandi Bradshaw Keller Williams Select Realtors of Annapolis

    110 Greybull Ln, 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 $1,647,489

    Last Listing Agent Karla Pinato Northrop Realty

    1017 Long Point Rd, Grasonville, MD 21638
    • /31

      Not Listed For Sale

      4000 Main St, Grasonville, MD 21638

      • 3 Beds
      • 1.5 Baths
      • 1,131 Sq Ft
      • Built 1940
      4000 Main St, Grasonville, MD 21638

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Jennifer Thomas RE/MAX Executive

  • /40

    $1,250,000

    • 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

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    4 Prospect Bay Dr W, Grasonville, MD 21638
  • /38

    $2,700 Per Month

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

    108 Wilson Rd, Grasonville, MD 21638

    Spacious 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.

    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 $863,769

    Last Listing Agent Biana Arentz Coldwell Banker Realty

    167 Masters Way, Grasonville, MD 21638
    • /34

      Est $496,681

      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

      Last Listing Agent Jason French Benson & Mangold, LLC

  • /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
  • /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 $895,815

    Last Listing Agent Debbie McQuaid TTR Sotheby's International Realty

    19 Greenwood Shoals, Grasonville, MD 21638
    • /45

      Est $912,979

      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

      Last Listing Agent Kathleen Higginbotham Samson Properties

  • /21

    $284,500

    $65K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 889 Sq Ft

    901 Chester River Dr, Grasonville, MD 21638

    Huge price drop!! Come and check out this affordable & 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

    Agent Photo

    Brenda Fornos

    Taylor Properties

    901 Chester River Dr, Grasonville, MD 21638
  • /52

    $2,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,106 Sq Ft
    • House for Rent

    965 Chester River Dr, Grasonville, MD 21638

    Available NOW in coveted Chester River Beach- just blocks from community boat ramp, dock, pavilion & kayak storage on Chester River, ONE-LEVEL rancher just mins from Bay Bridge. Private, level lot with tree- deck off kitchen for relaxing & entertaining. Attached garage, spacious floor-plan, two generous sized bedrooms, two full baths. Primary bedroom is the combination of 2-bedrooms, with ample

    Jennifer Chaney Chaney Homes, LLC

    965 Chester River Dr, 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 $2,146,272

    Last Listing Agent Biana Arentz Coldwell Banker Realty

    7 Parsons Island View, Grasonville, MD 21638
    • /10

      Est $641,167

      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

      Last Listing Agent Michelle DiDonato Island Realty, LLC

  • /7

    $639,500

    $190K PRICE DROP
    • Land
    • 14.6 Acres
    • $43,801 per Acre

    0 Chester River Dr, Grasonville, MD 21638

    Big Price Reduction! 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

    Agent Photo

    Brenda Fornos

    Taylor Properties

    0 Chester River Dr, 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
    • /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

      Last Listing Agent Tineshia Johnson NVR, INC.

  • /6

    $259,500

    $140K PRICE DROP
    • Land
    • 3.2 Acres
    • $81,094 per Acre

    0 Chester River Dr, Grasonville, MD 21638

    Huge Price Reduction! Hard to find 3+ acres with pond & just steps from the water. Price to sell in the market. Come build your dream home on this beautiful property then relax & watch the eagles, herons and wildlife that frequent the pond. Wonderful location, just minutes away from local parks, marina’s, cross island trail, hospitals, restaurants, shopping, recreational activities & convenient

    Agent Photo

    Brenda Fornos

    Taylor Properties

    0 Chester River Dr, Grasonville, MD 21638
  • /68

    $600,000

    Sold Aug 14, 2026

    125 Fawn Ln, Grasonville, MD 21638

    • 5 Beds
    • 2.5 Baths
    • 2,498 Sq Ft
    • Built 2017

    Last Sold Summary

    • 3% Above List Price
    • $240/SF
    • 23 Days On Market

    Current Estimated Value $583,141

    Last Listing Agent Joanna Dalton Coldwell Banker Realty

    125 Fawn Ln, 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

      Last Listing Agent David Kaufmann Eastern Shore Real Estate, LLC

  • /74

    $749,000

    $76K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,425 Sq Ft

    116 Prospect Bay Dr W, Grasonville, MD 21638

    PRICED TO SELL - RARE OPPORTUNITY - 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

    Agent Photo

    Lori Woods-Fortney

    Berkshire Hathaway HomeServices Homesale Realty

    116 Prospect Bay Dr W, 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
    • /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

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

  • /17

    $120,000

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    111 Beach Harbor Dr Unit 236-E, Grasonville, MD 21638

    SEASONAL LIVING ONLY! April through November! Great camper cooperative in the Kent Narrows! SEASONAL LIVING ONLY, from April through November! Enjoy a fantastic vacation getaway and the relaxed Eastern Shore lifestyle. This updated park model camper is ready for you to enjoy life at Beach Harbor. It is fully furnished, except for the large grey sectional. The camper sleeps at least 4, and

    Agent Photo

    Petra Quinn

    Realty Navigator

    111 Beach Harbor Dr Unit 236-E, 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 $463,862

    Last Listing Agent Samantha Grimes Chesapeake Real Estate Associates, LLC

    208 Grasonville Cemetery 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

      Last Listing Agent Tammi Clark Clark & Co Realty, LLC

  • /2

    $150,000

    $25K PRICE DROP
    • Land
    • 22,651 Sq Ft
    • $288,462 per Acre

    110 James Ln, Grasonville, MD 21638

    Zoned for commercial/residential, public sewer, no water currently availability. Trailer is not livable. Great opportunity to build your new home in the heart of Grasonville and on 1/2 acre lot with lots of mature trees.

    Agent Photo

    Tricia Wilson

    Wilson Realty & Staging LLC

    110 James Ln, 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 $168,432

    Last Listing Agent Laura Anthony Benson & Mangold, LLC

    105 Watermans Ct, Grasonville, MD 21638
    • /4

      Not Listed For Sale

      109 Watkins Rd, Grasonville, MD 21638

      109 Watkins Rd, Grasonville, MD 21638

      Last Sold Summary

      • 116 Days On Market

      Last Listing Agent Jason Dey Kevin Dey Realty

  • /74

    $725,000

    Under Contract
    • 3 Beds
    • 3.5 Baths
    • 2,000 Sq Ft

    1503 Oyster Cove Dr, Grasonville, MD 21638

    PRICED TO SELL! PANORAMIC EASTERN BAY VIEWS + PRIVATE 40' DEEP-WATER BOAT SLIP! This fabulous, meticulously maintained 2,000 sq. ft. townhome has been lovingly cared for by its original owners and offers spectacular, Million-Dollar Water Views down Eastern Bay. With 3 bedrooms and 3.5 baths, beautiful water views can be enjoyed from throughout the home.The bright, open floor plan features a

    Agent Photo

    Lori Woods-Fortney

    Berkshire Hathaway HomeServices Homesale Realty

    1503 Oyster Cove 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
    • /32

      Not Listed For Sale

      117 Tambor Dr Unit COLUMBIA, Grasonville, MD 21638

      • 4 Beds
      • 2.5 Baths
      • 2,423 Sq Ft
      • Built 2025
      117 Tambor Dr Unit COLUMBIA, Grasonville, MD 21638

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Tineshia Johnson NVR, INC.

  • /11

    $179,500

    $30K PRICE DROP
    • Land
    • 11,325 Sq Ft
    • $690,385 per Acre

    903 Chester River Dr, Grasonville, MD 21638

    Big Price Reduction - Hurry before its gone! 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 or save as an investment. 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

    Agent Photo

    Brenda Fornos

    Taylor Properties

    903 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 $433,510

    Last Listing Agent Gretchen Wichlinski Compass

    317 Melvin Ave, Grasonville, MD 21638
    • /28

      Not Listed For Sale

      211 Pathfinder Cir Unit MOVE IN READY, Grasonville, MD 21638

      • 3 Beds
      • 2 Baths
      • 1,893 Sq Ft
      • Built 2025
      211 Pathfinder Cir Unit MOVE IN READY, Grasonville, MD 21638

      Last Sold Summary

      • 132 Days On Market

      Last Listing Agent Tineshia Johnson NVR, INC.

  • /19

    $369,000

    $6K PRICE DROP
    • Land
    • 4.14 Acres
    • $89,130 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
  • /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
    • /19

      Not Listed For Sale

      413 Pathfinder Cir Unit LEHIGH, Grasonville, MD 21638

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

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Tineshia Johnson NVR, INC.

Showing Results 1 - 40, Page 1 of 18

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