9

Preston, MD Homes for Sale with Acreage

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  • 7392 Todds Wharf Rd, Preston, MD 21655
    7392 Todds Wharf Rd, Preston, MD 21655
    7392 Todds Wharf Rd, Preston, MD 21655
    /63

    $399,000

    $9K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    7392 Todds Wharf Rd, Preston, MD 21655

    This very comfortable rancher with a large high-quality above-ground pool with direct access to sunroom and into the home without getting feet dirty (yeah)! Roomy kitchen and open floor plan allows large gatherings to enjoy the roominess. Working wood-burning fireplace is great for use to heat home all winter or just on-call use when you want the ambiance. Convenient mudroom off garage with

    Agent Photo

    Bonnie Duley

    Long & Foster Real Estate, Inc.

    (667) 843-7490

    7392 Todds Wharf Rd, Preston, MD 21655
  • 7347 Harmony Rd, Preston, MD 21655
    7347 Harmony Rd, Preston, MD 21655
    7347 Harmony Rd, Preston, MD 21655
    /63

    $1,500,000

    • 3 Beds
    • 3.5 Baths
    • 3,958 Sq Ft

    7347 Harmony Rd, Preston, MD 21655

    Income-producing poultry farm situated on approximately 38.17 acres in desirable Caroline County, featuring four state-of-the-art “Tier 3” tunnel poultry houses with a combined capacity of approximately 110,000 broiler chickens. Built in 1993, the four 40’ x 500’ houses are equipped with Rotem Platinum+ controllers, Shore Time computerized controls, alarm systems, recirculation cooling pads, 6”

    Agent Photo

    Damon Brockenberry

    Keller Williams Preferred Properties

    (667) 220-6254

    7347 Harmony Rd, Preston, MD 21655
  • 23116 Gilpin Point Rd, Preston, MD 21655
    23116 Gilpin Point Rd, Preston, MD 21655
    23116 Gilpin Point Rd, Preston, MD 21655
    /66

    $374,990

    • 4 Beds
    • 2 Baths
    • 1,880 Sq Ft

    23116 Gilpin Point Rd, Preston, MD 21655

    Welcome to 23116 Gilpin Point Road in Preston, an updated Eastern Shore rancher offering the perfect blend of one floor living, privacy, history, and water oriented lifestyle. Beautifully situated on a spacious setting in the historic Gilpin Point area, this inviting home provides a peaceful country backdrop while still offering convenient access to nearby towns, commuter routes, and the gorgeous

    Angela Demattia Berkshire Hathaway HomeServices PenFed Realty

    23116 Gilpin Point Rd, Preston, MD 21655
  • 3547 Prchal Rd, Preston, MD 21655
    3547 Prchal Rd, Preston, MD 21655
    3547 Prchal Rd, Preston, MD 21655
    /85

    $799,000

    $76K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,149 Sq Ft

    3547 Prchal Rd, Preston, MD 21655

    **Don't Miss This Rare Opportunity**Pride of ownership shines throughout this beautifully appointed property set on over 4 serene acres, including approximately 2.5 wooded acres with private walking trails and an abundance of wildlife. Major 2025 home improvements including a brand new roof, siding and 10 Velux skylights, along with a new Bosch heat pump installed in 2024. This one-of-a-kind

    Amy Endzel Keller Williams Select Realtors of Annapolis

    3547 Prchal Rd, 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
  • 21611 Everlea Dr, Preston, MD 21655
    21611 Everlea Dr, Preston, MD 21655
    21611 Everlea Dr, Preston, MD 21655
    /13

    $315,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    21611 Everlea Dr, Preston, MD 21655

    Welcome to this estate sale opportunity offering convenient one-level living in a wonderful, well-established community just minutes from Easton and St. Michaels. Lovingly owned by the original owner, this 3-bedroom, 2-bath home is ready for its next chapter. The home features a functional floor plan with spacious living areas and offers great potential for updates to match your personal style.

    Nicole Giordano Coldwell Banker Waterman Realty

    21611 Everlea Dr, Preston, MD 21655
  • 24254 Mallow Dr, Preston, MD 21655
    24254 Mallow Dr, Preston, MD 21655
    24254 Mallow Dr, Preston, MD 21655
    /41

    $399,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    24254 Mallow Dr, Preston, MD 21655

    Welcome to Mallow Dr.! Situated on 1.24 acres in a peaceful rural setting, this move-in ready 3-bedroom, 2-bath home offers the perfect combination of comfort, space, and recent upgrades. Inside, you'll find approximately 1,650 square feet of living space featuring an updated kitchen and brand-new LVP flooring (2026), creating a fresh and modern feel throughout. Major improvements provide peace

    Chris Haddaway Chesapeake Real Estate Associates, LLC

    24254 Mallow Dr, Preston, MD 21655
  • 3720 Payne Rd, Preston, MD 21655
    3720 Payne Rd, Preston, MD 21655
    3720 Payne Rd, Preston, MD 21655
    /42

    $539,900

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,304 Sq Ft

    3720 Payne Rd, Preston, MD 21655

    Welcome to your private countryside retreat on over 18 acres in the heart of Caroline County. This charming farmhouse-style home offers 4 bedrooms and 2.5 baths with over 2,300 sq ft of living space, combining comfort and functionality in a peaceful rural setting. The property features a mix of open land and wooded acreage, including over 6 acres in Forest Conservation, providing both privacy and

    Heather Brummell Keller Williams Realty

    3720 Payne Rd, Preston, MD 21655
  • 5820 Bell Creek Rd, Preston, MD 21655
    5820 Bell Creek Rd, Preston, MD 21655
    5820 Bell Creek Rd, Preston, MD 21655
    /53

    $525,000

    • 2 Beds
    • 1 Bath
    • 1,292 Sq Ft

    5820 Bell Creek Rd, Preston, MD 21655

    Don’t miss this exceptional 20+/- acre working horse farm thoughtfully designed for both functionality and country living. This well-equipped equestrian property offers everything needed for training, boarding, riding, and daily farm operations. The property features a 36’ x 40’ center-aisle barn with 9 stalls, water, electric, and an insulated tack room, along with a 77’ x 36’ metal barn

    Colleen Smith EXP Realty, LLC

    5820 Bell Creek Rd, Preston, MD 21655
Maryland Caroline County Preston

Homes for Sale with Acreage in Preston, MD

Home Prices in Preston, MD

The median home sale price in Preston, MD is $355,000, up 10% year-over-year. Homes in Preston sell in 32 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price
$355,000
Median Single Family Sale Price
$346,500
Median 2 Bedroom Sale Price
$251,950
Average Price Per Sq Ft
$209
Number of Homes for Sale
20
Last 12 months Home Sales
40
Months of Supply
6.00
Median List Price
$352,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
10%
How to Buy a Home How to Finance a Home How to Sell a Home

In Preston, there are currently 9 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Preston, MD offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Preston and discover the potential and freedom that comes with owning your own piece of property.

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