$385,659Average Value$212Average Price per Sq Ft15Homes 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
Elizabeth Tryon,
an experienced agent in this area.
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On average, homes in Preston, MD sell after 36 days on the market compared to the national average of 57 days. The median sale price for homes in Preston, MD over the last 12 months is $355,000, up 10% from the median home sale price over the previous 12 months.
Welcome to 113 Chamber Street in the heart of Preston! This well-maintained single-story home offers comfortable living on a spacious 0.42-acre lot within town limits. Featuring 2 full bathrooms, a practical floor plan, and a large detached garage with approximately 880 square feet of space, this property provides plenty of room for parking, storage, hobbies, or a workshop. Enjoy outdoor living
This very comfortable rancher has ramps at rear of home for accessibility for those not able to walk up steps very well. Roomy kitchen and open floor plan allows large gatherings to enjoy the roominess. Large counter seats 4 comfortably. Dining area for full-size table and chairs. Working stone wood-burning fireplace is great for use to heat home all winter or just on-call use when you want the
Very rustic and private 3 bedroom, 1 and a 1/2 bath log cabin on 15 private wooded acres. There is a large building and a sun porch overlooking a stream running through the property. Excellent hunting property for whitetail deer and turkey!
**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 EndzelKeller Williams Select Realtors of Annapolis
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 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 extra space for
Wes RussumColdwell Banker Chesapeake Real Estate Company
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)
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.
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 AdsheadKeller Williams Select Realtors of Cambridge
Welcome home to this beautifully maintained 3-bedroom, 2.5-bath Cape Cod, privately nestled off the road for peace and seclusion. Lovingly cared for throughout ownership, this home features numerous major upgrades, offering both quality and peace of mind for its next owner. Inside, you'll find a warm and inviting floor plan with comfortable living spaces designed for everyday living and
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
Investor Alert! 100% occupied duplex with a 2 bedroom, 1 bath downstairs and a 1 bedroom 1 bath upstairs. Situated in the heart of Preston and close proximity to the school.
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
VERY NICE 4 BEDROOM 2 BATH COUNTRY HOME NEAR PRESTON. A FOUR SQUARE HOUSE WITH BUILT-IN CORNER CABINETS, SOME KNOTTY PINE WALLS AND SHELVING, WOOD FLOORS AND A FULL WIDTH FRONT PORCH. QUIET AND SECLUDED WITH LARGE SHADE TREES AND FARM FIELDS ALL AROUND FOR A BEAUTIFUL, COMFORTING VIEW.
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