15

Homes for Sale in 21658

Section Image Section Image
  • 108 Carriage Ln, Queenstown, MD 21658
    108 Carriage Ln, Queenstown, MD 21658
    108 Carriage Ln, Queenstown, MD 21658
    /67

    $774,599

    • 4 Beds
    • 2 Baths
    • 1,700 Sq Ft

    108 Carriage Ln, Queenstown, MD 21658

    Welcome to 108 Carriage Lane in Queenstown, a rare waterfront property offering space, privacy, and everyday access to the Wye River. Set on approximately 2.17 acres with direct water frontage, this home delivers a peaceful Eastern Shore setting that feels removed—yet remains convenient to major routes, shops, and dining.The home features four bedrooms and two full baths with a functional

    Agent Photo

    Petra Quinn

    Realty Navigator

    (410) 777-5933

    108 Carriage Ln, Queenstown, MD 21658
  • 3207 Bennett Point Rd, Queenstown, MD 21658
    3207 Bennett Point Rd, Queenstown, MD 21658
    3207 Bennett Point Rd, Queenstown, MD 21658
    /69

    $3,495,000

    • 5 Beds
    • 6.5 Baths
    • 7,065 Sq Ft

    3207 Bennett Point Rd, Queenstown, MD 21658

    Welcome to 3207 Bennett Point, a breathtaking Norman Jaffe–designed waterfront estate set on over 5 private acres along the widest stretch of the Wye River. Designed to maximize its setting, the home offers floor-to-ceiling glass, seamless indoor-outdoor living, and panoramic water views from nearly every room.The main residence showcases timeless craftsmanship with Tennessee Quarry

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (410) 936-5560

    3207 Bennett Point Rd, Queenstown, MD 21658
  • 2006 Bennett Point Rd, Queenstown, MD 21658
    2006 Bennett Point Rd, Queenstown, MD 21658
    2006 Bennett Point Rd, Queenstown, MD 21658
    /58

    $1,500,000

    • 4 Beds
    • 3 Baths
    • 2,721 Sq Ft

    2006 Bennett Point Rd, Queenstown, MD 21658

    Spectacular Waterfront Retreat on almost 7 Acres in Exclusive Bennett Point! Welcome to your private paradise on the shores of serene Greenwood Creek! This extraordinary waterfront estate offers almost 7 acres of pure tranquility and luxury, surrounded by water on two sides for a true feeling of seclusion and peace. Your deep-water private pier is a boater’s dream — complete with 3 boat lifts and

    Darlene Winegardner RE/MAX Executive

    2006 Bennett Point Rd, Queenstown, MD 21658
  • 119 Wye Knot Rd, Queenstown, MD 21658
    119 Wye Knot Rd, Queenstown, MD 21658
    119 Wye Knot Rd, Queenstown, MD 21658
    /45

    $650,000

    • 3 Beds
    • 2.5 Baths
    • 2,028 Sq Ft

    119 Wye Knot Rd, Queenstown, MD 21658

    Thoughtfully updated in 2025 from top to bottom, this beautiful home welcomes you with curb appeal and fresh landscaping. The charming front porch with a porch swing overlooks the expansive front and side yards of the 1.44+/- acre parcel. Inside, luxury vinyl plank flooring spans both the first and second floors. The completely redesigned kitchen features custom countertops, a stylish tile

    Kim Crouch Ozman Benson & Mangold, LLC

    119 Wye Knot Rd, Queenstown, MD 21658
  • 6107 Ocean Gateway, Queenstown, MD 21658
    6107 Ocean Gateway, Queenstown, MD 21658
    6107 Ocean Gateway, Queenstown, MD 21658
    /6

    $97,000

    • Land
    • 0.9 Acre
    • $107,778 per Acre

    6107 Ocean Gateway, Queenstown, MD 21658

    Great exposure to Rt 50. Working with county on potential uses.

    Jimmy Higgins Benson & Mangold, LLC

    6107 Ocean Gateway, Queenstown, MD 21658
  • 248 Harbor Ln, Queenstown, MD 21658
    248 Harbor Ln, Queenstown, MD 21658
    248 Harbor Ln, Queenstown, MD 21658
    /18

    $320,000

    • Land
    • 0.29 Acre
    • $1,103,448 per Acre

    248 Harbor Ln, Queenstown, MD 21658

    Queenstown Harbor - The last building lot available is now on the market. This property offers public water and sewer. The property is .29 acre with waterviews. The community offers private pier and landing. This is the property you have been looking for, on the inlet of Queenstown Creek, but not taxed as waterfront. The community holds the buffer on the waterfront.

    Linda Austin Long & Foster Real Estate, Inc.

    248 Harbor Ln, Queenstown, MD 21658
  • 915 Sportsman Neck Rd, Queenstown, MD 21658
    915 Sportsman Neck Rd, Queenstown, MD 21658
    915 Sportsman Neck Rd, Queenstown, MD 21658
    /33

    $399,900

    • Land
    • 2 Acres
    • $199,950 per Acre

    915 Sportsman Neck Rd, Queenstown, MD 21658

    Two peaceful acres nestled in Hickory Ridge Community at the very end of Sportsman Neck Rd. Perc approved. Backs to woods/ravine. Water views of the Wye River! Level and clear with mature trees. Very rare opportunity to own a property in a well established quiet community close to the water. Close to Rt 50 for easy access to the Bay Bridge or Easton. Don't miss out! Appointment required.

    Jason Dey Kevin Dey Realty

    915 Sportsman Neck Rd, Queenstown, MD 21658
  • 144 River Run, Queenstown, MD 21658
    144 River Run, Queenstown, MD 21658
    144 River Run, Queenstown, MD 21658
    /52

    $799,000

    • 4 Beds
    • 3 Baths
    • 3,200 Sq Ft

    144 River Run, Queenstown, MD 21658

    Governor Grason Manor Waterview Home - Beautiful colonial with open two-story foyer, featuring approximately 3200 square feet of living space. The 4th bedroom with a private back stairway would be perfect for separate living for a nanny or teenager retreat. This spacious colonial is located in the prestigious community of Governor Grason Manor, with waterviews of the Wye River. Nice fenced in

    Linda Austin Long & Foster Real Estate, Inc.

    144 River Run, Queenstown, MD 21658
  • 100 Wall St, Queenstown, MD 21658
    100 Wall St, Queenstown, MD 21658
    100 Wall St, Queenstown, MD 21658
    /46

    $450,000

    • 6 Beds
    • 2 Baths
    • 2,486 Sq Ft

    100 Wall St, Queenstown, MD 21658

    OPEN HOUSE, Saturday, Nov. 15, 2-3pm...Step back in time—without sacrificing a single modern comfort—in this stunning 1856 Victorian masterpiece, where historic elegance and thoughtful renovations come together in perfect harmony. Nestled in the picturesque and walkable heart of Queenstown, this 6-bedroom, 2-bath showstopper is more than just a home—it's an opportunity. Zoned Town Center, this

    Darlene Winegardner RE/MAX Executive

    100 Wall St, Queenstown, MD 21658
  • 0 U S 301, Queenstown, MD
    0 U S 301, Queenstown, MD
    0 U S 301, Queenstown, MD
    /5

    $199,900

    • Land
    • 1.11 Acres
    • $180,090 per Acre

    0 U S 301, Queenstown, MD

    1 acre parcel located within the Queenstown town limits. Zoned highway commercial. 4 water/sewer allocations included. Call office for list of permitted uses. 662 feet of highway frontage (Rt 301). Near Royal Farms. Access from Melvin Ave. Sign on property.

    Jason Dey Kevin Dey Realty

    0 U S 301, Queenstown, MD
  • 124 Overlook Dr, Queenstown, MD 21658
    124 Overlook Dr, Queenstown, MD 21658
    124 Overlook Dr, Queenstown, MD 21658
    /54

    $629,000

    • 3 Beds
    • 2.5 Baths
    • 2,654 Sq Ft

    124 Overlook Dr, Queenstown, MD 21658

    Welcome to 124 Overlook Drive nestled in the Overlook at Carmichael Community on a quiet non-thru street. This well-maintained Colonial-style spanning over 2,454 square feet is designed to cater to both relaxation and entertainment. Featuring an open floor plan with 3 Spacious Bedrooms and 2 and a Half Bathrooms. Step Inside to a Formal Living Room and Dining Room with newer luxury vinyl tile

    Lauren Smith Keller Williams Flagship

    124 Overlook Dr, Queenstown, MD 21658
  • 1014 Bennett Point Rd, Queenstown, MD 21658
    1014 Bennett Point Rd, Queenstown, MD 21658
    1014 Bennett Point Rd, Queenstown, MD 21658
    /39

    $285,000 Open Sat 10:30AM - 12:30PM

    • 2 Beds
    • 1.5 Baths
    • 720 Sq Ft

    1014 Bennett Point Rd, Queenstown, MD 21658

    Cute cottage in sought after Bennett Point area. This charming 2 bed 1 1/2 bath cottage could be ideal for a 1st time home buyer or retiree, or even a great rental investment. With a newer well and septic, not too much yard to maintain but just enough for space to enjoy the backyard. This property has been freshly painted and is ready to go! Centrally located in Queenstown, with easy excess to

    Tammy Rosendale Rosendale Realty

    1014 Bennett Point Rd, Queenstown, MD 21658
  • 325 Greenspring Rd, Queenstown, MD 21658
    325 Greenspring Rd, Queenstown, MD 21658
    325 Greenspring Rd, Queenstown, MD 21658
    /37

    $649,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft

    325 Greenspring Rd, Queenstown, MD 21658

    Welcome to this brand-new custom built rancher featuring 3 bedrooms, 2 full bathrooms, and a spacious garage designed for convenient drive-in access. The generous master suite includes a private full bathroom, while the open floor plan seamlessly connects the living room, dining area, and kitchen. The modern kitchen boasts new cabinetry, quartz countertops, a tiled backsplash, and a large island

    Charles Cockrill Coldwell Banker Realty

    325 Greenspring Rd, Queenstown, MD 21658
  • 161 Greenwood Creek Rd, Queenstown, MD 21658
    161 Greenwood Creek Rd, Queenstown, MD 21658
    /2

    $749,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,262 Sq Ft

    161 Greenwood Creek Rd, Queenstown, MD 21658

    COMING SOON! Welcome to this Classic two-story Brick Colonial set on two expansive lots totaling approximately 2.26 Acres, offering Privacy, Space and a sought-after Eastern Shore Lifestyle! This 4BR, 2.5BA well-proportioned home has 2262 square feet of comfortable living space, complemented by slight Water Views and serene surroundings. Inside, you’ll find timeless charm with Hardwood Floors and

    Pamela Ackermann-Doll RE/MAX Executive

    161 Greenwood Creek Rd, Queenstown, MD 21658
  • 1150 Cheston Ln, Queenstown, MD 21658
    1150 Cheston Ln, Queenstown, MD 21658
    1150 Cheston Ln, Queenstown, MD 21658
    /98

    $2,700,000

    • 4 Beds
    • 2.5 Baths
    • 5,023 Sq Ft

    1150 Cheston Ln, Queenstown, MD 21658

    This amazing property is like no other. Private w/ deep water. The winding private driveway leads to tennis court & tennis house w/ it's own driveway or stay on the main driveway to the main house. The main part of the main house was built w/ materials from a 1700s barn. Incredible beams, floor, doorways & more! 3 story great room w/ full stone fireplace & chimney. This dwelling provides 4

    Barbara Best RE/MAX One

    1150 Cheston Ln, Queenstown, MD 21658
Maryland Queen Annes County Queenstown 21658

Real Estate & Homes for Sale in 21658

How to Buy a Home How to Finance a Home How to Sell a 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.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group