$380,366Average Value$203Average Price per Sq Ft20Homes 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
Harry Kaiser,
an experienced agent in this area.
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On average, homes in Preston, MD sell after 39 days on the market compared to the national average of 55 days. The median sale price for homes in Preston, MD over the last 12 months is $344,000, up 3% from the median home sale price over the previous 12 months.
Totally renovated colonial offering nearly 2,000 sq ft of living space on a spacious 1/3-acre corner lot. Featuring 3, possibly 4 generous bedrooms and 2 full baths, this property showcases luxury vinyl plank flooring throughout. Enjoy privacy rear fencing and a large backyard—perfect for outdoor living. Ideal for a growing family and conveniently located close to Easton and Preston. This home is
Spacious 4-bedroom, 2 full and 1 half bath home located in desirable Preston, MD. This property offers the perfect blend of comfort and functionality, featuring a 3-car heated garage, central air, and a heat pump for year-round efficiency. Enjoy outdoor living with a deck complete with awning, a large yard supported by an underground irrigation system, and an additional shed for storage. Inside,
Katie MooreColdwell Banker Chesapeake Real Estate Company
Set on 8.6 private, fully fenced acres just across the Dover Bridge, this Eastern Shore property offers endless possibilities with scenic surroundings, expansive land, and close proximity to the Choptank River, just minutes from Easton. The single-level home features three bedrooms and two full bathrooms, a country kitchen, and an open-concept layout highlighted by a massive brick fireplace with
Tucked away just outside of town, this charming 3-bedroom, 2-bathroom home offers the perfect blend of privacy and space on a beautiful 4-acre property. The land features a mix of open, cleared yard and mature woods, providing both room to roam and a peaceful natural setting. Inside, the home offers a comfortable and functional layout, ideal for everyday living. One of the bedrooms includes a
Wes RussumColdwell Banker Chesapeake Real Estate Company
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
Welcome to this beautiful 3-bedroom, 2-bathroom home filled with wonderful updates throughout. As you arrive, you’ll immediately notice the brand-new roof, offering peace of mind for years to come. Step inside to discover a stunning updated kitchen featuring quartz countertops and stainless steel appliances, perfect for both everyday living and entertaining. With spring just around the corner,
Amy EndzelKeller Williams Select Realtors of Annapolis
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
Amazing opportunity for a 1st time buyer or investor. The home has been recently renovated to include new kitchen cabinets, counter tops, appliances, flooring, ceiling fans, base board heating units, new windows and painting. The roof was replaced in 2024. The home is move in ready, just bring your furniture. There is even a storage shed on the property.
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.
A perfectly situated, water-oriented, turnkey, rancher with a piece of country is ready for your enjoyment. Produce your own vegetables, flowers or the like in the already established rear garden beds, collect your peaches, pears and other fruits from fruit bearing trees. Start your plants early in an enclosed greenhouse/produce stand. Complete your 4H projects. A second greenhouse area is framed
Totally renovated colonial offering nearly 2,000 sq ft of living space on a spacious 1/3-acre corner lot. Featuring 3, possibly 4 generous bedrooms and 2 full baths, this property showcases luxury vinyl plank flooring throughout. Enjoy privacy rear fencing and a large backyard—perfect for outdoor living. Ideal for a growing family and conveniently located close to Easton and Preston. This home is
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
Step back in time with this early 1900s home. This home is full of character, from the detail in the trim work to the upper level 'porch.' This home offers great potential to be returned to the early 1900s with a little TLC and vision. Located in the heart of Preston, it is 15 minutes from historic Easton with all its amenities. Come take a look and see the vision.
VERY NICE 3-4 BEDROOM, 2 BATH HOME IN TWO JOHNS WATERFRONT COMMUNITY. BOAT LANDING APPROXIMATELY 1/4 MILE AWAY. LARGE LIVING ROOM, KITCHEN-DINING ROOM COMBO, PANELED WALLS ARE ALL PAINTED, MOSTLY WOOD FLOORS. LARGE DECK AT REAR OF HOUSE. PATIO AREA WITH A NICE FIRE PIT FOR EVENING ENJOYMENT. MORE PICTURES TO COME SOON. ONLY 40 MILES TO WESTERN SHORE, LESS THAN 60 MILES TO THE BEACH
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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