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Newest Homes for Sale in Grasonville, MD

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  • /76

    $630,000

    • 4 Beds
    • 2.5 Baths
    • 2,148 Sq Ft

    612 Pathfinder Cir Unit BALLENGER, Grasonville, MD 21638

    Better than new and move-in ready—without the wait! Welcome to 612 Pathfinder Circle in the sought-after Perry’s Retreat community in Grasonville. Built in 2024, this beautifully designed 4-bedroom, 2.5-bath home offers the perfect blend of modern comfort, style, and Eastern Shore charm. Step inside to a bright, open-concept floor plan filled with natural light—ideal for both everyday living and

    Sandra Gendleman Long & Foster Real Estate, Inc.

    612 Pathfinder Cir Unit BALLENGER, Grasonville, MD 21638
  • /2

    $250,000 Open House 5/29

    • Studio
    • 2,655 Sq Ft

    5122 Main St, Grasonville, MD 21638

    REAL ESTATE AUCTION featuring ON SITE and SIMULCAST ONLINE BIDDING!! Online Bidding Opens - Thursday, May 28, 2026. Live On Site Auction - Friday, May 29, 2026 at 12:00 noon. List price is opening bid only. Live Auction Bidders – A deposit of $30,000, payable by cashier’s check, will be required of the purchaser at time and place of sale. Online Auction Bidders – A deposit of $30,000, payable by

    Charles Billig A.J. Billig & Company

    5122 Main St, Grasonville, MD 21638
  • /48

    $1,475,000 Open Sat 2PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 3,426 Sq Ft

    40 Greenwood Shoals, Grasonville, MD 21638

    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 coat closet opens to a bright living room with large windows plus a stone fireplace, and a

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (443) 380-4318

    40 Greenwood Shoals, Grasonville, MD 21638
  • /40

    $560,000

    • 4 Beds
    • 3 Baths
    • 2,405 Sq Ft

    113 Canal St, Grasonville, MD 21638

    Discover comfortable Eastern Shore living in this spacious 4-bedroom, 3-bath, 2,405 sq ft single level home, ideally located just one block from the Chester River. Designed for flexibility and convenience, the home features two primary bedrooms, each with its own private ensuite bathroom—perfect for multi generational living, long term guests, or creating a dedicated work from home suite.The

    Nicholas G Pauletti Long & Foster Real Estate, Inc.

    113 Canal St, Grasonville, MD 21638
  • /2

    $610,000 Coming Soon

    • 2 Beds
    • 2.5 Baths
    • 2,031 Sq Ft

    118 Bayview, Grasonville, MD 21638

    Photos & Description to come soon!

    Chance Stem LPT Realty, LLC

    118 Bayview, Grasonville, MD 21638
  • /7

    $850,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,522 Sq Ft

    5 Prospect Bay Dr W, Grasonville, MD 21638

    This charming ranch-style home in the desirable Prospect Bay community offers a perfect blend of comfort and elegance. With 4 spacious bedrooms and 3 full baths, the traditional floor plan features a cozy family room off the gourmet kitchen, ideal for gatherings. Enjoy upgraded countertops and a pantry, complemented by modern stainless steel appliances and huge center island. The large 3 Season

    Tricia Wilson Wilson Realty & Staging LLC

    5 Prospect Bay Dr W, Grasonville, MD 21638
  • /86

    $540,000

    • 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
  • /17

    $249,000

    • 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
  • /56

    $975,000

    • 3 Beds
    • 2.5 Baths
    • 3,096 Sq Ft

    335 Prospect Bay Dr W, Grasonville, MD 21638

    Welcome to your private oasis in the coveted community of Prospect Bay! This exceptional 3000 sq ft home offers direct access to Little Greenwood Creek via your private dock. Launch your kayaks right from your backyard and paddle down Little Greenwood Creek out to the bay! But first set your crab pots in the creek. Relax and entertain effortlessly with an incredible covered patio featuring an

    Jerilynn Montgomery Long & Foster Real Estate, Inc.

    335 Prospect Bay Dr W, Grasonville, MD 21638
  • /5

    $165,000

    • Land
    • 1 Acre
    • $165,000 per Acre

    0 Forest Rd, Grasonville, MD 21638

    Come build your dream home or invest for later. This hard to find 1 acre in Grasonville sits off Forest Rd and has a public sewer hookup available. Owner is putting in the culvert pipe/driveway entrance and some of the driveway. Beautiful mostly wooded lot that can't to meet its new owners. So close to everything yet in a country small residential area on MDs Eastern Shore. No HOA or

    Lona Todd Taylor Properties

    0 Forest Rd, Grasonville, MD 21638
  • /68

    $1,500,000

    • 5 Beds
    • 3.5 Baths
    • 3,616 Sq Ft

    110 Perrys Rd, Grasonville, MD 21638

    Expansive views stretch along Jackson Creek to the Chester River, creating a waterfront setting that is truly exceptional. For anyone who loves life on the water, this property offers a rare opportunity, complete with a sandy beach and impressive waterfront frontage. The outdoor amenities are designed for both relaxation and recreation, including a pier with boat lift and electric, a beach house

    Dee Dee McCracken Coldwell Banker Realty

    110 Perrys Rd, Grasonville, MD 21638
  • /2

    $1,295,000 Open House 5/01

    • 3 Beds
    • 3.5 Baths
    • 2,860 Sq Ft

    430 Narrows Pointe Dr, Grasonville, MD 21638

    Luxury Waterfront Living in a Gated Community Enjoy the best of waterfront living in this beautiful gated community, perfectly situated between the Chester River and Safe Harbor Marina. This stunning home offers breathtaking water views and an open, airy floor plan designed for both relaxing and entertaining. Inside, you'll find rich hardwood floors and spacious bedrooms, each featuring its own

    Tonia Parent RE/MAX United Real Estate

    430 Narrows Pointe Dr, Grasonville, MD 21638
  • /78

    $749,000

    • 4 Beds
    • 2.5 Baths
    • 2,524 Sq Ft

    12 Fairway Island, Grasonville, MD 21638

    This stunning 4-bedroom, 2.5-bath home sits directly on the golf course, overlooking the 10th hole in the prestigious Prospect Bay community. Hardwood floors flow throughout, with refinished flooring in the kitchen and living area, while large windows fill every room with natural light. The updated kitchen boasts granite countertops, stainless steel appliances, and new lighting above the island,

    Sharon Fisher RE/MAX Advantage Realty

    12 Fairway Island, Grasonville, MD 21638
  • /64

    $814,999 Open Sun 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,604 Sq Ft

    1 Bunker Ct, Grasonville, MD 21638

    Discover the charm of this beautifully renovated split-level home in the desirable Prospect Bay community. With 4 spacious bedrooms and 3 full baths, this residence boasts an inviting interior featuring upgraded countertops, LVP floors, and cozy exposed beams. The heart of the home is the combination kitchen/dining area, perfect for gatherings that can flow outside to the new expanded deck. Enjoy

    Tricia Wilson Wilson Realty & Staging LLC

    1 Bunker Ct, Grasonville, MD 21638
  • /61

    $1,275,000

    • 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
  • /51

    $1,369,000

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

    518 Narrows Pointe Dr, Grasonville, MD 21638

    "STAY AND PLAY" THEN "LOCK AND LEAVE" EASTERN SHORE WATERFRONT LIVING NEAR THE BAY BRIDGE!Pass through the iron security gate, travel along the elegant drive, and pull up to stunning waterfront "end unit" residence on the Chester River! Welcome to 518 Narrows Pointe Drive, a waterfront property in the beautiful 38 unit community in proximity to the Bay Bridge and in the prime location for

    Tiffany Cloud Meredith Fine Properties

    518 Narrows Pointe Dr, Grasonville, MD 21638
  • /46

    $829,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 3,040 Sq Ft

    115 Masters Way, Grasonville, MD 21638

    Great price improvement! Sellers have found home of choice. Welcome to The Enclave at Prospect Bay, where this former model home showcases the sought-after “Pebble Beach” floor plan with thoughtful upgrades and timeless details, backing directly to the 18-hole golf course. Designed for both everyday living and entertaining, the home features three first floor bedrooms, three and a half bathrooms,

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (410) 213-3524

    115 Masters Way, Grasonville, MD 21638
  • /34

    $585,000

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

    717 Pathfinder Cir, Grasonville, MD 21638

    Welcome to one of the most desirable homes in Perry’s Retreat. Perfectly positioned on one of the best lots in the community, this beautiful Ballenger model colonial backs directly to the woods, giving you the privacy everyone wants with no homes behind you. Inside, the home features LVP flooring throughout the main level and new LVP in the upstairs hallway, creating a clean, modern feel that

    Crystal Smith RE/MAX Executive

    717 Pathfinder Cir, Grasonville, MD 21638
  • /44

    $425,000

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

    109 Bayview, Grasonville, MD 21638

    Waterfront Lifestyle with Included Boat Slip – Bayview at Kent NarrowsExperience the best of Eastern Shore living in this beautifully renovated 3-bedroom, 3.5-bath contemporary townhouse with garage, ideally located just over the Kent Narrows Bridge in the sought-after Bayview waterfront community.This move-in-ready home features a stunning new kitchen with stylish gray shaker cabinetry,

    Dee Dee McCracken Coldwell Banker Realty

    109 Bayview, Grasonville, MD 21638
  • /59

    $674,900

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

    959 Chester River Dr, Grasonville, MD 21638

    **NEW PRICE and Open House 12-2pm, Saturday April 18th **APPRAISAL IN HAND FOR $697K!! Instant EQUITY here!* * CHESTER RIVER WATER VIEWS! Enjoy Beautiful Water Views of the scenic Chester River from this bright and inviting Home designed for comfortable everyday living and effortless entertaining. Offering a total of 2.5 Baths, a Primary En-suite and two large additional Bedrooms complete with

    Pamela Ackermann-Doll RE/MAX Executive

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

    $825,000

    • 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 and over $100k of recent thoughtful upgrades throughout, this

    Jennifer Gregorski Washington Fine Properties

    4 Bunker Ct, Grasonville, MD 21638
  • /17

    $369,800

    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft

    105 Gravel Run Rd, Grasonville, MD 21638

    Comfortable Rancher with fenced back yard backing to wooded area. Back yard has a large storage shed and stone patio with fire pit off the deck. This 3 bedroom 2 bath home is move in ready.Freshly painted, LVP flooring throughout and light filled rooms.Located in Grasonville, minitues to Bay Bridge, Chesapeake Environmental Center( see the wildlife of the Eastern Shore ,rent a kayak) and

    George Bailey Keller Williams Flagship

    105 Gravel Run Rd, Grasonville, MD 21638
  • /78

    $1,375,000

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

    522 Narrows Pointe Dr, Grasonville, MD 21638

    INCREDIBLE PANORAMIC WATER FRONT VIEWS of the Chester River and The Narrows Waterway from this beautiful 3000 sq ft End Unit Town Home on the Pointe! Imagine sitting on your huge open deck watching the boats go through the channel on their way to the Chesapeake Bay! It's a laid back lifestyle you can get very used to. This Town Home was built for water front living. The floor to ceiling windows

    Agent Photo

    Lori Woods-Fortney

    Berkshire Hathaway HomeServices Homesale Realty

    (443) 234-8115

    522 Narrows Pointe Dr, Grasonville, MD 21638
  • /50

    $485,000

    • 3 Beds
    • 2.5 Baths
    • 1,607 Sq Ft

    206 Melvin Ave, Grasonville, MD 21638

    Welcome home to this beautifully maintained and fully updated 3-bedroom home, just 8 years young! Featuring like-new systems and roof, this home offers modern comfort and peace of mind. A 4-foot bump-out provides additional living space, while the upgraded kitchen boasts stainless steel appliances and sliding glass doors leading to a spacious 12x20 composite deck—perfect for entertaining. Enjoy

    Jerilynn Montgomery Long & Foster Real Estate, Inc.

    206 Melvin Ave, Grasonville, MD 21638
  • /53

    $725,000

    • 4 Beds
    • 3.5 Baths
    • 3,668 Sq Ft

    621 Caspian Dr, Grasonville, MD 21638

    Stunning Colonial in the Heart of Greenwood – this exquisitely maintained, show-stopping colonial boasts over 3,600 square feet of pure luxury. The stately brick front makes this property an absolute standout! The open-concept main level includes a grand two-story foyer, with formal living and dining rooms flanked on either side. Behind the living room, there's a den/office with double

    Agent Photo

    Tracey McCallum

    Chaney Homes, LLC

    (410) 873-7135

    621 Caspian Dr, Grasonville, MD 21638
  • /39

    $615,900

    • 4 Beds
    • 2.5 Baths
    • 2,498 Sq Ft

    125 Fawn Ln, Grasonville, MD 21638

    Discover the perfect blend of modern technology and classic comfort in this stunning 5-bedroom, 2.5-story Colonial. Located on a quiet non-thru street just 10 minutes from the Bay Bridge, this home is also just 5 minutes to boat ramps, bike trails, and delicious seafood dining. The heart of the home is a well-appointed kitchen featuring granite countertops, a center island, propane gas cooking,

    Tom Hayes Long & Foster Real Estate, Inc.

    125 Fawn Ln, Grasonville, MD 21638
  • /2

    $399,900 New Construction

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

    4604 Main St, Grasonville, MD 21638

    Brand New Construction – Nearing Completion!This beautifully crafted 3 bedroom, 2.5 bath home offers 1,344 sq ft of modern comfort and thoughtful design. The bright and open main level features a chef-inspired kitchen with 42” white soft-close cabinets, granite countertops, and stainless steel appliances—perfect for everyday living and entertaining. A washer and dryer are included, adding

    Jennifer Norfolk Coldwell Banker Waterman Realty

    4604 Main St, Grasonville, MD 21638
  • /15

    $70,000

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft

    111 Beach Harbor Rd, Grasonville, MD 21638

    HUGE PRICE DROP! Now is your time to buy that sweet summer spot!Welcome to your waterfront paradise in the highly sought-after Beach Harbor Camper Cooperative Inc. of Grasonville, MD! This Town and Country Park model ranch-style home is the perfect blend of comfort, convenience, and offers some inspiring views, making it the ultimate 3-season go to for the water and beach lovers! This

    Amber Bertholdt HSA By The Bay

    111 Beach Harbor Rd, Grasonville, MD 21638
  • /58

    $899,000

    • 4 Beds
    • 4 Baths
    • 2,653 Sq Ft

    110 Channel Marker Way Unit 203, Grasonville, MD 21638

    This boater's paradise demonstrates the perfect blend of luxury and convenience. The property boasts three floors of sweeping waterfront views all easily accessed via your own private elevator. High end finishes can be found throughout and the home has been impeccably maintained. The first floor feels inviting with the fireplace, open kitchen, and guest bedroom with ensuite full bathroom

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    110 Channel Marker Way Unit 203, Grasonville, MD 21638
  • /36

    $499,990 Open Sat 12PM - 3PM

    • 3 Beds
    • 3.5 Baths
    • 2,491 Sq Ft

    3636 Dexter Ct Unit HARPER-142, Grasonville, MD 21638

    QUICK MOVE IN - AVAILABLE FOR AN END OF MAY MOVE IN Luxury Villa with a 1st floor Owner's suite. The layout is welcoming and very functional. Featuring a huge family room, dining area and stunning kitchen. The Owner's suite is located conveniently on the first floor and includes a large walk-in closet and private bath which boasts ceramic tile, a double bowl sink, private water closet and seated

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (410) 449-7960

    3636 Dexter Ct Unit HARPER-142, Grasonville, MD 21638
  • /59

    $1,310,000

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

    346 Narrows Pointe Dr, Grasonville, MD 21638

    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. Inside you'll find an open floor plan that's perfect for entertaining! It has

    Agent Photo

    Lori Woods-Fortney

    Berkshire Hathaway HomeServices Homesale Realty

    (443) 665-8250

    346 Narrows Pointe Dr, Grasonville, MD 21638
  • /84

    $1,295,900

    • 3 Beds
    • 3.5 Baths
    • 2,860 Sq Ft

    426 Narrows Pointe Dr, Grasonville, MD 21638

    Nestled on a scenic peninsula, this one-of-a-kind 3-bedroom, 3.5-bathroom townhome offers sweeping water views from both the front and back, creating a sense of serenity that feels like vacationing year-round. Located within the gated Narrows Pointe community, this home delivers a perfect blend of luxury and convenience, ideal for both everyday living and as a vacation retreat.Designed with

    Dionne Wainwright-Powell EXP Realty, LLC

    426 Narrows Pointe Dr, 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

    Agent Photo

    Bruce Fink

    Douglas Realty, LLC

    (410) 824-5380

    105 Port Ct, Grasonville, MD 21638
  • /2

    $199,000

    • 2 Beds
    • 1 Bath
    • 1,240 Sq Ft

    4926 Main St, Grasonville, MD 21638

    Jonathan Minerick Homecoin.com

    4926 Main St, Grasonville, MD 21638
  • /22

    $60,000

    • Land
    • 0 Sq Ft

    111 Saddler Way Unit 46F, Grasonville, MD 21638

    Wonderful LOT now available at Beach Harbor Camper's Co Op which is a Private, Gated Membership on the Chester River! Unique camping in the woods and on the shore. 6 Miles East of the Chesapeake Bay Bridge. 3 Season Campground Open Mid March to Mid November 263 Lots, water and sewer hook-up. This lot has a great paver patio, shed with full size refrig, patio furniture included and golf cart!

    Deborah Iversen Century 21 Don Gurney

    111 Saddler Way Unit 46F, Grasonville, MD 21638
  • /19

    $410,000

    • Land
    • 4.14 Acres
    • $99,034 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

    BJ Kilby Eastern Shore Real Estate, LLC

    715 Winchester Creek Rd, Grasonville, MD 21638

Frequently Asked Questions

What is the average home price in Grasonville, MD?
Homes for sale in Grasonville, MD have an average home price of $659,297.
How many homes have sold over the last 12 months in Grasonville, MD?
84 homes have sold in Grasonville, MD over the last 12 months.
What are the most popular zip codes in Grasonville, MD?
The most popular zip codes in Grasonville, MD include 21638, 21658, 21619, 21666 and 21601.
How much do you need to make to afford a house in Grasonville?
The median home price in Grasonville is $560,982. If you put a 20% down payment of $112,200 and had a 30-year fixed mortgage with an interest rate of 6.3%, your estimated principal and interest payment would be $2,780 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $119K a year to afford the median home price in Grasonville. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Grasonville, MD?
Grasonville, MD has highly rated public and private schools. Some of the best schools in Grasonville based on Niche Grades are Grasonville Elementary School, Stevensville Middle School and Kent Island High School. Browse all the schools in Grasonville, MD to learn more.

Home Trends in Grasonville, MD

Housing Trends

Median Sale Price
$519,750
Median Single Family Sale Price
$476,700
Median Townhouse Sale Price
$755,000
Median 2 Bedroom Sale Price
$545,000
Average Price Per Sq Ft
$290
Number of Homes for Sale
24
Last 12 months Home Sales
84
Months of Supply
3.40
Median List Price
$560,982
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
11%
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