Section Image

Explore Similar Homes Within 10 Miles of Taylors Island, MD

  • 4200 Henry Ct, Saint Leonard, MD 20685
    4200 Henry Ct, Saint Leonard, MD 20685
    4200 Henry Ct, Saint Leonard, MD 20685
    /45

    $789,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 4,345 Sq Ft

    4200 Henry Ct, Saint Leonard, MD 20685

    | Where Privacy Meets Presence |Some homes make you pause at the door. | This is one of them. |Set on over five acres of mature woodland in Saint Leonard, 4200 Henry Court is a renovated dramatic estate that commands attention from the moment you arrive. The bold double entry doors, brick exterior, and Juliet balcony above the portico signal something exceptional before you ever step

    Shayla Gaskins Long & Foster Real Estate, Inc.

    4200 Henry Ct, Saint Leonard, MD 20685
  • 5419 Ragged Point Rd, Cambridge, MD 21613
    5419 Ragged Point Rd, Cambridge, MD 21613
    5419 Ragged Point Rd, Cambridge, MD 21613
    /61

    $1,480,000 Open Sat 12PM - 4PM

    • 4 Beds
    • 5 Baths
    • 4,512 Sq Ft

    5419 Ragged Point Rd, Cambridge, MD 21613

    Welcome to 5419 Ragged Point Road — Closer than you think to D.C., Baltimore, and Ocean City, a striking contemporary waterfront estate set on 11.88 private acres with an incredible 1,500 feet of frontage along serene Brooks Creek. Designed for those who appreciate the best of Eastern Shore living, this 4-bedroom, 2 full/3 half bath custom home, built in 2007, offers exceptional craftsmanship and

    Gwen Eskridge Coldwell Banker Chesapeake Real Estate Company

    5419 Ragged Point Rd, Cambridge, MD 21613
  • 1318 Bell Ln, Woolford, MD 21677
    1318 Bell Ln, Woolford, MD 21677
    1318 Bell Ln, Woolford, MD 21677
    /38

    $875,000 Open Sat 10AM - 1PM

    • 3 Beds
    • 2 Baths
    • 2,120 Sq Ft

    1318 Bell Ln, Woolford, MD 21677

    Prepare to fall in love! More than just a house- this is a home, lovingly cared for and thoughtfully designed. It offers the perfect blend of comfort, character and privacy. Experience the peace, and tranquility of this secluded, move-in-ready waterfront retreat. Ideally located, just a short distance from historic Cambridge, the Hyatt Regency Chesapeake Bay Golf Resort and within an easy reach

    Debbie McQuaid TTR Sotheby's International Realty

    1318 Bell Ln, Woolford, MD 21677
  • 11244 Sitting Bull Cir, Lusby, MD 20657
    11244 Sitting Bull Cir, Lusby, MD 20657
    11244 Sitting Bull Cir, Lusby, MD 20657
    /37

    $389,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 1,936 Sq Ft

    11244 Sitting Bull Cir, Lusby, MD 20657

    BACK ON MARKET - Buyer financing fell through! Welcome to this spacious, move-in ready 4-bedroom, 3-bathroom home offering room to live, relax, and entertain with ease. From the moment you step inside, you’ll appreciate the soaring high ceilings and open feel that create a bright and inviting atmosphere throughout. This home features numerous major updates for peace of mind, including a newer

    Cayleigh Gibbons RE/MAX One

    11244 Sitting Bull Cir, Lusby, MD 20657
  • 220 Fountain Ln, Saint Leonard, MD 20685
    220 Fountain Ln, Saint Leonard, MD 20685
    220 Fountain Ln, Saint Leonard, MD 20685
    /21

    $580,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 3,552 Sq Ft

    220 Fountain Ln, Saint Leonard, MD 20685

    Welcome to your dream home in the heart of St. Leonard!This stunning 4-bedroom, 3.5-bathroom residence offers the perfect blend of comfort, style, and functionality—nestled in a quaint and calming neighborhood just minutes from beautiful Chesapeake Bay beaches and a nearby primary school. On the main level, you'll find a thoughtfully designed layout featuring a kitchen with ample counter

    Jeanelle Ford O'Brien Realty ERA Powered

    220 Fountain Ln, Saint Leonard, MD 20685
  • 1307 Broadview Dr, Cambridge, MD 21613
    1307 Broadview Dr, Cambridge, MD 21613
    1307 Broadview Dr, Cambridge, MD 21613
    /74

    $1,100,000 Open House 4/18

    • 5 Beds
    • 4.5 Baths
    • 2,740 Sq Ft

    1307 Broadview Dr, Cambridge, MD 21613

    Set on just shy of 4.5 private acres at the end of a quiet dead-end road, this stunning property boasts over 2,700 square feet, five bedrooms, and an incredible 1,000 feet of water frontage—creating a rare combination of space, privacy, and panoramic views of coveted Little Choptank River.Designed and built by an architect for their own personal retreat, this one-of-a-kind coastal waterfront

    Jennifer Chaney Chaney Homes, LLC

    1307 Broadview Dr, Cambridge, MD 21613
  • 334 Longhorn Cir, Lusby, MD 20657
    334 Longhorn Cir, Lusby, MD 20657
    /2

    $408,000 Open House 4/18

    • 3 Beds
    • 3 Baths
    • 1,897 Sq Ft

    334 Longhorn Cir, Lusby, MD 20657

    Adreenah Jones Keller Williams Flagship

    334 Longhorn Cir, Lusby, MD 20657
Maryland Dorchester County Taylors Island

Open Houses in Taylors Island, MD

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