$382,804Average Value$206Average Price per Sq Ft22Homes For Sale
Preston offers rural atmosphere between Easton and Salisbury
Buyers can find modest single-family homes and farmettes among Preston’s small-town streets and outlying cornfields. “Farming is big still; we have a lot of old farms still operating to this day,” says Mary Mabry, an Eastern Shore native and 23-year real estate agent with Keller Williams Select Realtors of Annapolis. “We went through that time 15 years ago when the older generation was passing away, but the younger generation is getting into the business of agriculture to keep the tradition alive.” Larger cities, such as Easton, Salisbury, and Seaford, are less than an hour away for commutes or shopping trips. The town is also a tight-knit community with annual events that bring neighbors together.
Preston water tower reflects the city’s character.
Preston boasts a rich farming heritage.
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Rustic single-family homes and undeveloped land
Preston has a mix of farmhouses, Colonial Revivals, Cape Cods and ranch-style homes tucked along narrow, small-town streets or set on multi-acre plots in the outlying areas. Home prices range from $200,000 to $450,000, varying by square footage and lot size. Buyers can also occasionally find undeveloped lots on the market, often zoned for agricultural, residential, or neighborhood commercial use.
Preston offers residents a serene lifestyle.
Dutch colonial and log cabin styles create a woodsy look in Preston.
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Community parks, historic Linchester Mill and the Preston Gym
Linchester Mill is a historic site in the south end of Preston where visitors can tour what was one of the last water-powered mills in America and one of the country’s oldest businesses which produced grain for George Washington and the Continental Army during the American Revolution. Preston Lions Club Park features a baseball diamond, and James T. Wright Memorial Park has an open grass field and a picnic pavilion. It is often the site for community events, such as Hallowdaze. The Preston Gym is a members-only 24-hour fitness center with 14,000 square feet of cardio machines, free weights, saunas and tanning salons.
James T Wright Memorial Park features a scenic gazebo.
Preston Lions Club Park offers spacious sports fields for recreation.
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Richardson High offers career prep options with Chesapeake College
Caroline County Public Schools serves Preston. Students can attend Preston Elementary, which has a B rating from Niche. Colonel Richardson Middle School has a B-minus rating, and Colonel Richardson High gets a B-plus. The high school offers Chesapeake College's Upward Bound Program, which provides students with opportunities for work-study programs and internships, as well as resume-building workshops and community service projects to support college and career preparation.
Preston Elementary earns a B rating on Niche.
Colonial Richardson Middle School in Preston holds a B-minus rating.
Colonial Richardson High School serves Preston teens.
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Hallowdaze and the long-running Preston Carnival
Locals come together at various community events throughout the year. Hallowdaze is a fall festival featuring a vendor market and a Halloween costume contest for kids. The Preston Carnival is a fair that has taken place every spring since 1950, with proceeds benefiting the Preston Lions Club and the Preston Volunteer Fire Department. Visitors can enjoy carnival rides, sample food from various vendors and play games like bingo to win prizes.
Local farms nearby, and Easton for shopping options
Locals often support small farm businesses like Heritage Orchard, a family-run peach farm, and Frase’s Meat Shop, a nearby butcher. Preston Roadhouse is a popular restaurant in town, offering a rotating menu of seafood, sandwiches and salads. Easton is a twenty-minute drive west and features several retail centers, including the Shoppes at Easton, which offers a Walmart, Giant, and Aldi for groceries. Seaford is located east of Preston in Delaware and can be a popular shopping hub, as the neighboring state has no sales taxes at either the state or local level.
Roadhouse Bar and Grill in Preston provides a cozy, casual setting.
Many folks commute to Salisbury, Easton or Delaware
Due to the lack of public transportation in Preston, residents are reliant on car travel to get around. Easton is 11 miles west and is home to the University of Maryland Shore Medical Center at Easton. Preston is close enough to the Delaware border that residents can reach cities like Seaford, 20 miles away. Salisbury is 36 miles south and is home to Salisbury Regional Airport, a major travel hub on the Eastern Shore. “Your primary source of income on the Eastern Shore is the poultry industry,” says Mabry. “We've got Perdue and Amick in Hurlock, Mountaire in Delaware, or Amazon centers in Seaford for warehouse work.”
Written By
Maxwell Olarinde
Photography Contributed By
Jesse Son
Video By
Logan Cox
Interested in learning more about homes in this area?
Reach out to
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On average, homes in Preston, MD sell after 33 days on the market compared to the national average of 58 days. The median sale price for homes in Preston, MD over the last 12 months is $372,500, up 15% from the median home sale price over the previous 12 months.
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
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”
Pride of ownership shines throughout this beautifully appointed home set on over 4 acres, including approximately 2.5 wooded acres with peaceful walking trails —or a great spot for hunting already equipped with a deer stand.A major renovation in 2006 nearly doubled the living space, transforming the property into a spacious 4-bedroom, 3-bathroom residence designed for both comfortable living
Amy EndzelKeller Williams Select Realtors of Annapolis
Located in the heart of Preston, this classic 1900-built home offers a solid opportunity for both homeowners and investors alike. Inside, the home features 3 bedrooms and1.5 bathrooms and a functional layout that includes a combined laundry room, bath, and mudroom with direct access to the back deck—adding everyday practicality. The kitchen has been updated with durable luxury vinyl plank (LVP)
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.
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. Upgrades include new windows, CAC, new roof new electric service and plumbing New Septic and Well, Closing help will be considered
NEW PRICE! Enjoy peace and space on two tranquil country acres with no deed restrictions adjacent to open farmland. The deep backyard features a large vinyl-fenced area ideal for kids and pets, an above-ground pool with deck perfect for summer fun. This lovely home offers 2,667 Square feet (estimated) of living space, new LVP flooring on the main floor, and a versitile loft upstairs. The spacious
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 opportunity,
Samantha GrimesChesapeake Real Estate Associates, LLC
3 bedroom, 2 bath rancher. Quiet, rural setting that's approximately 15 minutes from Easton and less than 1 hour from MD/DE beaches. Please call with any questions or to schedule your showing.
Two Johns – Charming Home in a Sought-After Waterfront Community Nestled 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 views from
This Colonial home features timeless architecture and thoughtful design. The property offers solid construction and classic appeal, making it an excellent opportunity for discerning buyers. This distinctive property presents an outstanding opportunity for transformation and value creation. The established neighborhood setting combines small-town charm with practical accessibility to essential
Discover a hidden gem on Nelpine Rd, a 0.50-acre property located in a small community just north of Preston off Harmony Road. This half-acre of vacant land is a blank canvas awaiting your vision. Whether you're a developer, an investor, or someone looking to build a personal sanctuary, this property offers limitless potential. Only 15 minutes to Choptank River, 20 minutes to Easton, under an
Experience the timeless appeal of country living in this spacious 4-bedroom, 2-bath Sears farmhouse, set on a full acre with scenic views of an active farm. Rich in character, this home showcases classic farmhouse details, including knotty pine walls, hardwood floors, and built-in cabinetry, all complemented by abundant natural light and generously sized rooms. The main level features a large
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