26

Grasonville, MD Houses for Sale

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  • 105 Port Ct, Grasonville, MD 21638
    105 Port Ct, Grasonville, MD 21638
    105 Port Ct, Grasonville, MD 21638
    /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

    (443) 339-9114

    105 Port Ct, Grasonville, MD 21638
  • 40 Greenwood Shoals, Grasonville, MD 21638
    40 Greenwood Shoals, Grasonville, MD 21638
    40 Greenwood Shoals, Grasonville, MD 21638
    /49

    $1,275,000

    Open Sat 2PM - 4PM $200K PRICE DROP
    • 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

    (443) 380-4318

    40 Greenwood Shoals, Grasonville, MD 21638
  • 117 Perrys Retreat Blvd, Grasonville, MD 21638
    117 Perrys Retreat Blvd, Grasonville, MD 21638
    117 Perrys Retreat Blvd, Grasonville, MD 21638
    /35

    $635,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 2.5 Baths
    • 2,748 Sq Ft

    117 Perrys Retreat Blvd, Grasonville, MD 21638

    Welcome home to Perry’s Retreat, where the first-ever resale of the sought-after Hudson model offers a rare opportunity to own a spacious, beautifully upgraded, and thoughtfully designed home located on a premier lot backing to the woods. The main level is designed for both comfortable everyday living and effortless entertaining, featuring an open-concept layout that seamlessly connects the

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (410) 348-7978

    117 Perrys Retreat Blvd, Grasonville, MD 21638
  • 109 Starboard Ct, Grasonville, MD 21638
    109 Starboard Ct, Grasonville, MD 21638
    109 Starboard Ct, Grasonville, MD 21638
    /97

    $1,500,000

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

    109 Starboard Ct, Grasonville, MD 21638

    Rare Waterfront Opportunity! Enjoy waterfront living on the shores of Winchester Creek, at the base of the Chester River in the sought-after waterfront community of Homeport. This exceptional residence with coastal flair offers sweeping water views, refined interior updates, and resort-style living designed to embrace Maryland's Eastern Shore lifestyle. Included with the property is Deeded Boat

    Creig Northrop Northrop Realty

    109 Starboard Ct, Grasonville, MD 21638
  • 105 Gravel Run Rd, Grasonville, MD 21638
    105 Gravel Run Rd, Grasonville, MD 21638
    105 Gravel Run Rd, Grasonville, MD 21638
    /17

    $339,875

    Open Sun 10AM - 11:30AM $30K PRICE DROP
    • 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
  • 14 Fairway Island, Grasonville, MD 21638
    14 Fairway Island, Grasonville, MD 21638
    14 Fairway Island, Grasonville, MD 21638
    /59

    $994,000

    $85K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 3,073 Sq Ft

    14 Fairway Island, Grasonville, MD 21638

    You are going to love this stunning custom home overlooking the 10th green in the prestigious Prospect Bay community. Offering over 3,000 square feet, this beautifully designed residence provides 4-5 bedrooms and has a perfect floor plan. Thoughtfully designed and architecturally pleasing, offering a dramatic two-story foyer, tray and vaulted ceilings. The kitchen is bright and features abundant

    Jimmy White Long & Foster Real Estate, Inc.

    14 Fairway Island, Grasonville, MD 21638
  • 1 Bunker Ct, Grasonville, MD 21638
    1 Bunker Ct, Grasonville, MD 21638
    1 Bunker Ct, Grasonville, MD 21638
    /69

    $814,999

    $34K PRICE DROP
    • 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. With

    Tricia Wilson Wilson Realty & Staging LLC

    1 Bunker Ct, Grasonville, MD 21638
  • 324 Loblolly Way, Grasonville, MD 21638
    324 Loblolly Way, Grasonville, MD 21638
    /2

    $640,000

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 3,236 Sq Ft

    324 Loblolly Way, Grasonville, MD 21638

    Beautifully maintained home tucked away in a small enclave of just 46 homes, conveniently located just off Route 50 in Chester. This spacious property offers a 2-car garage complete with a utility tub and whole-house water softener system. Major updates provide peace of mind, including a newer roof and HVAC system. The encapsulated crawlspace features a dehumidifier and sump pump for added

    Mary Jameson Long & Foster Real Estate, Inc.

    324 Loblolly Way, Grasonville, MD 21638
  • 4 Bunker Ct, Grasonville, MD 21638
    4 Bunker Ct, Grasonville, MD 21638
    4 Bunker Ct, Grasonville, MD 21638
    /40

    $825,000

    $25K PRICE DROP
    • 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
  • 5 Prospect Bay Dr W, Grasonville, MD 21638
    5 Prospect Bay Dr W, Grasonville, MD 21638
    5 Prospect Bay Dr W, Grasonville, MD 21638
    /67

    $850,000

    • 4 Beds
    • 3 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
  • 106 Fischer Rd, Grasonville, MD 21638
    106 Fischer Rd, Grasonville, MD 21638
    106 Fischer Rd, Grasonville, MD 21638
    /8

    $240,000

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft

    106 Fischer Rd, Grasonville, MD 21638

    Estate Sale Opportunity in Grasonville, MD! 3 Bedrooms |2 Full Bathrooms | Private Well & PublicSeptic . SOLD 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 flat lot and has a detached 2 car garage. Buyer is responsible for all due

    Lawrence Lessin Save 6, Incorporated

    106 Fischer Rd, Grasonville, MD 21638
  • 206 Melvin Ave, Grasonville, MD 21638
    206 Melvin Ave, Grasonville, MD 21638
    206 Melvin Ave, Grasonville, MD 21638
    /44

    $475,000

    $45K PRICE DROP
    • 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
  • 115 Pathfinder Cir, Grasonville, MD 21638
    115 Pathfinder Cir, Grasonville, MD 21638
    115 Pathfinder Cir, Grasonville, MD 21638
    /39

    $615,000

    Open Sat 1PM - 3PM
    • 3 Beds
    • 3 Baths
    • 2,381 Sq Ft

    115 Pathfinder Cir, Grasonville, MD 21638

    Welcome to Perry’s Retreat, an exquisite coastal-inspired community in the heart of Grasonville, where luxury living meets the charm of the Chesapeake Bay lifestyle. Built by Ryan Homes, this stunning Craftsman-style residence showcases exceptional curb appeal with a covered front entry, handsome stone accents, classic siding details, and a spacious two-car garage, creating a warm and timeless

    Henry Olaya Northrop Realty

    115 Pathfinder Cir, Grasonville, MD 21638
  • 112 Rilian Ct, Grasonville, MD 21638
    112 Rilian Ct, Grasonville, MD 21638
    112 Rilian Ct, Grasonville, MD 21638
    /55

    $574,900

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,852 Sq Ft

    112 Rilian Ct, Grasonville, MD 21638

    First Time Offered on the Market - Welcome to this beautifully maintained, custom-built Colonial located in the highly sought-after Greenwood Community. Nestled on a quiet cul-de-sac on Rilian Court, this exceptional home offers the perfect blend of comfort, privacy, and timeless charm.Proudly owned and meticulously cared for by the original owners, this move-in-ready residence showcases

    April Heim Rosendale Realty

    112 Rilian Ct, Grasonville, MD 21638
  • 717 Pathfinder Cir, Grasonville, MD 21638
    717 Pathfinder Cir, Grasonville, MD 21638
    717 Pathfinder Cir, Grasonville, MD 21638
    /35

    $559,000

    $40K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,183 Sq Ft

    717 Pathfinder Cir, Grasonville, MD 21638

    Why buy the highest priced home in the neighborhood when you can buy the BEST VALUE by $40,000? Welcome to 717 Pathfinder Circle in Grasonville, Maryland, the opportunity buyers have been waiting for. This move-in ready home offers the perfect combination of affordability, upgrades, convenience, and modern living without the inflated price tag of new construction. Built just a few years ago, this

    Crystal Smith RE/MAX Executive

    717 Pathfinder Cir, Grasonville, MD 21638
  • 123 Pixie Ct, Grasonville, MD 21638
    123 Pixie Ct, Grasonville, MD 21638
    123 Pixie Ct, Grasonville, MD 21638
    /4

    $639,000

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 2,748 Sq Ft

    123 Pixie Ct, Grasonville, MD 21638

    Welcome to 123 Pixie Court at Perry's Retreat, where this beautifully upgraded Hudson model offers the perfect blend of space, comfort, and modern design on a PREMIUM LOT backing to the woods. This home presents a rare opportunity to own one of the community's most desirable models on a premium lot on a cud de sac. The main level features an open concept design that seamlessly connects the

    Jarnell Foster Samson Properties

    123 Pixie Ct, Grasonville, MD 21638
  • 336 Timber Ln, Grasonville, MD 21638
    336 Timber Ln, Grasonville, MD 21638
    336 Timber Ln, Grasonville, MD 21638
    /43

    $515,000

    Open Sun 11AM - 1PM
    • 4 Beds
    • 2.5 Baths
    • 2,189 Sq Ft

    336 Timber Ln, Grasonville, MD 21638

    Welcome to 336 Timber Lane, where comfort, space, and Eastern Shore convenience come together. This beautifully maintained 4-bedroom, 2.5-bath Colonial offers over 2,100 square feet of living space designed for both everyday living and effortless entertaining. Inside, you'll find hardwood flooring, a cozy fireplace, generous living and dining areas, and an open layout that flows seamlessly from

    Kathleen Higginbotham Samson Properties

    336 Timber Ln, Grasonville, MD 21638
  • 108 Prospect Bay Dr W, Grasonville, MD 21638
    108 Prospect Bay Dr W, Grasonville, MD 21638
    108 Prospect Bay Dr W, Grasonville, MD 21638
    /44

    $875,000

    Open Sat 1PM - 3PM
    • 4 Beds
    • 2.5 Baths
    • 2,552 Sq Ft

    108 Prospect Bay Dr W, Grasonville, MD 21638

    Much loved home sited on 1.03 acres offering sunset views over the water on one side and golf course views on the other. This spacious home features quality 2x6 construction, hardwood flooring, and Andersen windows that provide abundant natural light throughout. The kitchen measures approximately 19’ x 14’ and includes maple cabinetry, a center island, table space, and an open layout connecting

    Jimmy White Long & Foster Real Estate, Inc.

    108 Prospect Bay Dr W, Grasonville, MD 21638
  • 0 Grasonville Cemetery Rd, Grasonville, MD 21638
    0 Grasonville Cemetery Rd, Grasonville, MD 21638
    0 Grasonville Cemetery Rd, Grasonville, MD 21638
    /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
  • 113 Canal St, Grasonville, MD 21638
    113 Canal St, Grasonville, MD 21638
    113 Canal St, Grasonville, MD 21638
    /38

    $554,900

    $5K PRICE DROP
    • 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
  • 0 Grasonville Cemetery Rd, Grasonville, MD 21638
    0 Grasonville Cemetery Rd, Grasonville, MD 21638
    0 Grasonville Cemetery Rd, Grasonville, MD 21638
    /24

    $664,650

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,710 Sq Ft

    0 Grasonville Cemetery Rd, Grasonville, MD 21638

    Welcome to the Syberry, a thoughtfully designed single-story home offering 1,710 square feet of modern comfort and convenience. This 4-bedroom, 2-bathroom layout blends open-concept living with functional flow, perfect for today’s lifestyle. At the heart of the home, the spacious Kitchen, Eating, & Great Room create an inviting open area ideal for entertaining and family gatherings. Large windows

    Micheal Vakas EXP Realty, LLC

    0 Grasonville Cemetery Rd, Grasonville, MD 21638
  • 43 Greenwood Shoals, Grasonville, MD 21638
    43 Greenwood Shoals, Grasonville, MD 21638
    /2

    $1,250,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 4,059 Sq Ft

    43 Greenwood Shoals, Grasonville, MD 21638

    Homes in Prospect Bay Country Club don't last — and this one checks every box. Over 4,000 sq ft of living space on 1.02 private acres with a creek glimpse, 2.5 baths, attached garage, wood-burning fireplace, and a classic shake shingle exterior built to last. HOA dues cover it all: 18-hole golf, pool, tennis, clubhouse with restaurant, playground, and private boat ramp and basin. One of very few

    David Moore Real Broker, LLC

    43 Greenwood Shoals, Grasonville, MD 21638
  • 128 Perrys Retreat Blvd, Grasonville, MD 21638
    128 Perrys Retreat Blvd, Grasonville, MD 21638
    128 Perrys Retreat Blvd, Grasonville, MD 21638
    /19

    $599,000

    $30K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,445 Sq Ft

    128 Perrys Retreat Blvd, Grasonville, MD 21638

    Beautiful Columbia Model in Perry's Retreat. Upgrades galore in this nearly new home include Luxury Vinyl Plank Flooring, Soft Close Cabinets, Stainless Steel Appliances, Double Headed Roman shower with frameless glass door, Trayed Ceiling in Primary, LED Lightning, Vinyl Privacy Fence, Quartz countertops and Covered Front Porch. Community offers additional parking for RV's And Boats and a Tot

    Bonnie Johnson Keller Williams Realty

    128 Perrys Retreat Blvd, Grasonville, MD 21638
  • 350 Prospect Bay Dr W, Grasonville, MD 21638
    350 Prospect Bay Dr W, Grasonville, MD 21638
    350 Prospect Bay Dr W, Grasonville, MD 21638
    /80

    $899,000

    • 5 Beds
    • 3.5 Baths
    • 2,587 Sq Ft

    350 Prospect Bay Dr W, Grasonville, MD 21638

    Welcome to 350 Prospect Bay Drive, where space, flexibility, and lifestyle come together on a private 1+ acre lot in the sought-after Prospect Bay community. This beautifully updated 5-bedroom, 3.5-bath home offers over 2,500 square feet of living space and features a rare layout with two primary bedroom suites - ideal for multigenerational living, extended guests, or private owner retreats. Step

    Cynthia Taylor CENTURY 21 New Millennium

    350 Prospect Bay Dr W, Grasonville, MD 21638
  • 612 Pathfinder Cir Unit BALLENGER, Grasonville, MD 21638
    612 Pathfinder Cir Unit BALLENGER, Grasonville, MD 21638
    612 Pathfinder Cir Unit BALLENGER, Grasonville, MD 21638
    /59

    $615,000

    $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,148 Sq Ft

    612 Pathfinder Cir Unit BALLENGER, Grasonville, MD 21638

    Welcome to 612 Pathfinder Circle in Perry’s Retreat — where modern style, everyday comfort, and Eastern Shore living come together beautifully. Built in 2024, this nearly new 4-bedroom, 2.5-bath home offers the advantage of new construction without the wait, stress, or added upgrade costs. Step inside to discover a bright, open-concept floor plan designed for the way people truly live today. The

    Sandra Gendleman Long & Foster Real Estate, Inc.

    612 Pathfinder Cir Unit BALLENGER, Grasonville, MD 21638
  • 500 Nesbit Rd, Queenstown, MD 21658
    500 Nesbit Rd, Queenstown, MD 21658
    500 Nesbit Rd, Queenstown, MD 21658
    /53

    $1,249,000

    Open Sat 1PM - 3PM
    • 5 Beds
    • 5 Baths
    • 3,666 Sq Ft

    500 Nesbit Rd, Queenstown, MD 21658

    This is the quintessential Eastern Shore Waterfront Estate to turn into your legacy property. Sitting on over 12 acres just minutes from the Bay Bridge, this substantial craftsman built in 1914 once served as the primary residence for one of the lead engineers for the Pentagon, Jefferson Memorial, and other DC marvels due to its balance of proximity to the city and quality of life. Lifestyle

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    500 Nesbit Rd, Queenstown, MD 21658
Maryland Queen Anne's County Grasonville

Houses for Sale in Grasonville, MD

Why Live in Grasonville

Grasonville, Maryland, located just across the Bay Bridge from Annapolis, features a variety of housing options including single-family homes, townhouses, and waterfront condos. The community is known for its proximity to waterfront restaurants and outdoor activities, with many residents enjoying boating and dining along the Chester River. Housing styles range from inland ranch-style, bungalow, and new traditional homes to luxury waterfront properties with private docks. The Beach Harbor Camper’s Cooperative offers RV living with amenities such as a swimming pool, tennis courts, and boat launch ramps. Grasonville is served by highly rated Queen Anne’s County Public Schools, including Grasonville Elementary School, Stevensville Middle School, and Kent Island High School, which offers dual enrollment classes and career pathways. Local features include the Chesapeake Bay Environmental Center, a 500-acre nature preserve with hiking, birding, and kayaking opportunities, and Grasonville Park, a 39-acre area with various sports facilities and a playground. Dining options are highlighted by Hunter’s Crabs and Seafood Market and several waterfront restaurants in nearby Kent Narrows, known for their seafood and live music. Grasonville is connected to Annapolis, Baltimore, and D.C. via Highway 50, with the Bay Bridge providing access despite some residents' apprehension about its height. The community has a crime score significantly lower than the national average, contributing to its appeal for families and commuters alike.

Learn more about living in Grasonville

Single Family Home Prices in Grasonville, MD

The median price for single family homes in Grasonville is $497,500, and there are 26 single family home listings available for sale.

Single Family Home Price Trends

Median Home Price
$497,500
Median 3-Bedroom Home Price
$368,750
Median 4-Bedroom Home Price
$575,400
Median 5-Bedroom Home Price
$663,089
How to Buy a Home How to Finance a Home How to Sell a Home

In Grasonville, there are currently 26 houses for sale, offering an array of options for potential buyers. With houses priced between $240,000 to $1,500,000, there's a range to accomodate every budget. As of June, 2026 the median home price in Grasonville is $575,450, while the average sale price is $610,876, offering insights into the local housing market. On average, houses spend 41 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Grasonville, MD and find the perfect place to call home.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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