21

Homes for Sale in 21655

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  • 7837 Shore Dr, Preston, MD 21655
    7837 Shore Dr, Preston, MD 21655
    7837 Shore Dr, Preston, MD 21655
    /57

    $549,000

    • 4 Beds
    • 2.5 Baths
    • 1,920 Sq Ft

    7837 Shore Dr, Preston, MD 21655

    Two Johns – Charming Home in a Sought-After Waterfront CommunityNestled between Preston and Denton in the desirable Two Johns subdivision, this beautifully maintained 4-bedroom, 2.5-bath home offers a rare blend of comfort, style, and location. Just a few houses away from the public boat landing, residents enjoy easy water access for boating, kayaking, or fishing. Take in serene water

    Eddie Matthews Benson & Mangold, LLC

    7837 Shore Dr, Preston, MD 21655
  • 7844 Shore Dr, Preston, MD 21655
    7844 Shore Dr, Preston, MD 21655
    7844 Shore Dr, Preston, MD 21655
    /39

    $750,000

    • 3 Beds
    • 2 Baths
    • 1,932 Sq Ft

    7844 Shore Dr, Preston, MD 21655

    Enjoy the waterfront lifestyle with this one floor gem perched up on the banks of the Choptank River just 10 minutes from historic Denton. Relaxation and a connection with nature are easily achieved inside and outside of the home. Outdoor living areas are abundant with a private screened-in gazebo to sit back and enjoy the wildlife, winter deck to catch some rays, and a back patio with Choptank

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    7844 Shore Dr, Preston, MD 21655
  • 113 Lednum Ave, Preston, MD 21655
    113 Lednum Ave, Preston, MD 21655
    113 Lednum Ave, Preston, MD 21655
    /43

    $314,900 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,240 Sq Ft

    113 Lednum Ave, Preston, MD 21655

    Welcome to 113 Lednum Avenue in Preston, MD. This charming home is full of curb appeal, from the welcoming front porch to the beautifully manicured yard. Offering the best of both worlds- it provides the convenience of an in-town location with the serene backdrop of open farmland views. Inside you'll find 3 spacious bedrooms and 2 full baths, all meticulously maintained. The thoughtful

    Chris Rosendale CR Realty

    113 Lednum Ave, Preston, MD 21655
  • 22408 Hog Creek Rd, Preston, MD 21655
    22408 Hog Creek Rd, Preston, MD 21655
    22408 Hog Creek Rd, Preston, MD 21655
    /51

    $549,000

    • 3 Beds
    • 3.5 Baths
    • 2,667 Sq Ft

    22408 Hog Creek Rd, Preston, MD 21655

    NEW PRICE! Two Tranquil Country Acres with No Restrictions, backs to open farmland. Deep Back Yard includes an above ground pool with a deck for your summer enjoyment, large vinyl fenced area for pets and kids, more fenced area for farm animals (pets) and includes a shooting mound should that be of interest. This lovely home Boasts 2,667 Sq. Ft. of Family Space with new LVP flooring though out

    James Bent Benson & Mangold, LLC

    22408 Hog Creek Rd, Preston, MD 21655
  • 22403 Marsh Creek Rd, Preston, MD 21655
    22403 Marsh Creek Rd, Preston, MD 21655
    22403 Marsh Creek Rd, Preston, MD 21655
    /35

    $384,900

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft

    22403 Marsh Creek Rd, Preston, MD 21655

    Custom Brick rancher, close to town on large lot. Open floor plan, spacious kitchen, stainless steel appliances, large island. 3 bedrooms, 2 baths, sunroom overlooking yard. New Well and septic being installed. Upgrades include new windows, CAC, new roof new electric service and plumbing

    Barbara Nichols Results Realty Inc.

    22403 Marsh Creek Rd, Preston, MD 21655
  • 106 Lednum Ave, Preston, MD 21655
    106 Lednum Ave, Preston, MD 21655
    106 Lednum Ave, Preston, MD 21655
    /17

    $380,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    106 Lednum Ave, Preston, MD 21655

    New construction in Preston, MD offering 3 bedrooms and 2 full baths across 1,400 square feet. This home features an open layout with vaulted ceilings, LVP flooring in the main living areas, and carpeted bedrooms. The kitchen is equipped with stainless steel appliances and granite countertops. The primary suite includes a stand-up shower, while the guest bath offers a tub/shower combo. An

    Eric Haro The Parker Group

    106 Lednum Ave, Preston, MD 21655
  • 21090 Marsh Creek Rd, Preston, MD 21655
    21090 Marsh Creek Rd, Preston, MD 21655
    /2

    $329,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    21090 Marsh Creek Rd, Preston, MD 21655

    Amazing opportunity for a 1st time buyer or investor. The home is currently being renovated to include new kitchen cabinets, appliances, flooring, new windows and painting. The roof was replaced in 2024.

    Eddie Matthews Benson & Mangold, LLC

    21090 Marsh Creek Rd, Preston, MD 21655
  • 21084 Marsh Creek Rd, Preston, MD 21655
    21084 Marsh Creek Rd, Preston, MD 21655
    /2

    $329,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    21084 Marsh Creek Rd, Preston, MD 21655

    Amazing opportunity for a 1st time buyer or investor. The home is currently being renovated to include new kitchen cabinets, appliances, flooring, new windows and painting. The roof was replaced in 2024.

    Eddie Matthews Benson & Mangold, LLC

    21084 Marsh Creek Rd, Preston, MD 21655
  • Parcel 210 Dover Bridge Rd, Preston, MD 21655
    Parcel 210 Dover Bridge Rd, Preston, MD 21655
    /2

    $15,000

    • Land
    • 0.7 Acre
    • $21,429 per Acre

    Parcel 210 Dover Bridge Rd, Preston, MD 21655

    Unimproved lot on Dover Bridge Rd. No perc on the property currently. Close to Easton and Preston. Partially cleared, seller offering to clear remaining tree stumps.

    Katie Stecklair Cross Street Realtors LLC

    Parcel 210 Dover Bridge Rd, Preston, MD 21655
  • 2697 Choptank Main St, Preston, MD 21655
    2697 Choptank Main St, Preston, MD 21655
    2697 Choptank Main St, Preston, MD 21655
    /6

    $279,000

    • 2 Beds
    • 2 Baths
    • 1,104 Sq Ft

    2697 Choptank Main St, Preston, MD 21655

    Charming Renovated Home in Choptank, Preston MD Situated on a large double lot with mature landscaping. Don’t miss this beautifully renovated 2-bedroom, 2-bath home located in the quaint and peaceful community of Choptank. Every inch of this home has been thoughtfully updated from top to bottom, blending modern finishes with classic Eastern Shore charm.Currently tenant-occupied and

    Darlene Wheatley Benson & Mangold, LLC

    2697 Choptank Main St, Preston, MD 21655
  • Lot 1 Dover Bridge Rd, Preston, MD 21655
    Lot 1 Dover Bridge Rd, Preston, MD 21655
    Lot 1 Dover Bridge Rd, Preston, MD 21655
    /5

    $199,000

    • Land
    • 6.45 Acres
    • $30,853 per Acre

    Lot 1 Dover Bridge Rd, Preston, MD 21655

    The perfect setting for your dream home on this 6.446-acre perc-approved buildable lot, ideally located between Preston and Easton. Offering both space and convenience, this property combines the tranquility of country living with easy access to nearby towns, shopping, dining, and commuter routes. With plenty of room for your vision—whether that’s a custom residence, hobby farm, or private

    Alicia Gannon Dulin Benson & Mangold, LLC

    Lot 1 Dover Bridge Rd, Preston, MD 21655
  • 158 Wright St, Preston, MD 21655
    158 Wright St, Preston, MD 21655
    158 Wright St, Preston, MD 21655
    /34

    $265,000

    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft

    158 Wright St, Preston, MD 21655

    Step back in time with this charming 3-bedroom, 2-bathroom home built in 1890, located in the heart of Preston. Full of character and original details, this home offers a unique opportunity to restore and customize a piece of local history. The inviting living room features a cozy fireplace, perfect for relaxing evenings. A large laundry room and a separate den/office provide flexibility and

    Wes Russum Coldwell Banker Chesapeake Real Estate Company

    158 Wright St, Preston, MD 21655
  • 148 Main St, Preston, MD 21655
    148 Main St, Preston, MD 21655
    148 Main St, Preston, MD 21655
    /44

    $225,000

    • 4 Beds
    • 2 Baths
    • 2,884 Sq Ft

    148 Main St, Preston, MD 21655

    Welcome to this timeless 1880 Federal style House, where historic charm meets thoughtful modern updates. Situated on a serene and spacious lot dotted with beautiful mature fruit trees, this 4 bedroom, 2 bath home offers approximately 2800 sq ft of character-filled space. Many renovations have already been completed- preserving original architectural details while adding essential modern

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    148 Main St, Preston, MD 21655
  • 21245 Tanyard Rd, Preston, MD 21655
    21245 Tanyard Rd, Preston, MD 21655
    21245 Tanyard Rd, Preston, MD 21655
    /10

    $275,000

    • 3 Beds
    • 2 Baths
    • 2,128 Sq Ft

    21245 Tanyard Rd, Preston, MD 21655

    Charming Country Living with Room to Make It Your Own!Welcome to 21245 Tanyard Road, a spacious rancher with 3 bedrooms and 2 full baths nestled on a peaceful 0.62-acre lot in Preston. Built in 1987, this single-level home offers a solid foundation and a functional layout, ready for your personal touch and updates.Whether you're looking for a primary residence or an investment

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    21245 Tanyard Rd, Preston, MD 21655
  • 6101 Bethlehem Rd, Preston, MD 21655
    6101 Bethlehem Rd, Preston, MD 21655
    6101 Bethlehem Rd, Preston, MD 21655
    /32

    $289,000

    • 3 Beds
    • 1 Bath
    • 1,392 Sq Ft

    6101 Bethlehem Rd, Preston, MD 21655

    Charming 3-bedroom, 1-bathroom mobile home on 1.37 acres with plenty of room to grow! This well-maintained, one-family-owned property boasts numerous recent upgrades, including a new roof (2024), hot water heater (2023), new appliances and countertops (2024), fresh paint (2024), new fencing (2024), and a brand-new septic system. The oversized 2-car garage provides ample storage or workspace.

    Katie Moore Coldwell Banker Chesapeake Real Estate Company

    6101 Bethlehem Rd, Preston, MD 21655
  • 0 Gadow Rd, 4, Preston, MD 21655
    0 Gadow Rd, 4, Preston, MD 21655
    0 Gadow Rd, 4, Preston, MD 21655
    /3

    $30,000

    • Land
    • 0.5 Acre
    • $60,000 per Acre

    0 Gadow Rd, 4, Preston, MD 21655

    Tucked away in the heart of Caroline County, this 1⁄2-acre parcel of raw land in Preston, Maryland offers an affordable opportunity to create your perfect escape or future investment. Whether you're dreaming of a peaceful rural retreat, a new build, or simply a spot to call your own, this lot is a blank canvas full of potential. Why Preston? Living in Preston means enjoying a small-town, rural

    Lisa Longest Realty Navigator

    0 Gadow Rd, 4, Preston, MD 21655
  • 0 Dover Bridge Rd Unit MDCM2005586, Preston, MD 21655
    0 Dover Bridge Rd Unit MDCM2005586, Preston, MD 21655
    0 Dover Bridge Rd Unit MDCM2005586, Preston, MD 21655
    /22

    $540,000

    • Land
    • 63.16 Acres
    • $8,550 per Acre

    0 Dover Bridge Rd Unit MDCM2005586, Preston, MD 21655

    63 Acre parcel located on Dover Bridge Road, just 4 miles to Preston and 7.5 miles to Easton. The property is perc-approved for residential use and there is a forestry management plan attached in the documents section explaining that 58 acres was timbered in 2008 and reforested with Loblolly Pine in 2009 with several acres around the perimeter remaining in hardwoods. The interior of the parcel

    Coard Benson Benson & Mangold, LLC

    0 Dover Bridge Rd Unit MDCM2005586, Preston, MD 21655
  • 23547 Jonestown Ln, Preston, MD 21655
    23547 Jonestown Ln, Preston, MD 21655
    23547 Jonestown Ln, Preston, MD 21655
    /3

    $25,000

    • 728 Sq Ft

    23547 Jonestown Ln, Preston, MD 21655

    Build your dream home on this available lot in Preston, Md. Old home on property - either tear down or restore. Buyer to complete due diligence with County

    Dalton Adshead Keller Williams Select Realtors of Cambridge

    23547 Jonestown Ln, Preston, MD 21655
  • 21682 Dover Bridge Rd, Preston, MD 21655
    21682 Dover Bridge Rd, Preston, MD 21655
    21682 Dover Bridge Rd, Preston, MD 21655
    /23

    $749,000

    21682 Dover Bridge Rd, Preston, MD 21655

    Jim Corson Benson & Mangold, LLC

    21682 Dover Bridge Rd, Preston, MD 21655
  • 162 Main St, Preston, MD 21655
    162 Main St, Preston, MD 21655
    162 Main St, Preston, MD 21655
    /4

    $92,000

    • Land
    • 0.33 Acre
    • $278,788 per Acre

    162 Main St, Preston, MD 21655

    Anne Schmidt Long & Foster Real Estate, Inc.

    162 Main St, Preston, MD 21655
  • lot 6 Harmony Woods Dr, Preston, MD 21655
    lot 6 Harmony Woods Dr, Preston, MD 21655
    /2

    $79,000

    • Land
    • 2.11 Acres
    • $37,441 per Acre

    lot 6 Harmony Woods Dr, Preston, MD 21655

    Barbara Nichols Results Realty Inc.

    lot 6 Harmony Woods Dr, Preston, MD 21655
Maryland Caroline County Preston 21655

Real Estate & Homes for Sale in 21655

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