Preston Real Estate

Preston Real Estate

Welcome to Preston, Maryland – a charming town nestled in the heart of Caroline County, where small-town charm meets natural beauty. With its rich history and welcoming community, Preston offers a unique blend of rural tranquility and modern convenience, making it an ideal place to call home.

Founded in the late 19th century, Preston boasts a quaint atmosphere characterized by tree-lined streets and historic architecture. The town's friendly residents foster a strong sense of community, making it easy to forge lasting connections. Whether you're strolling through the local park or attending one of the many community events, you'll quickly feel the warmth and hospitality that Preston is known for.

Nature enthusiasts will find plenty to love about Preston. Surrounded by lush farmland and scenic landscapes, the area is perfect for outdoor activities such as hiking, biking, and birdwatching. The nearby Choptank River offers opportunities for fishing and kayaking, allowing residents to fully embrace the outdoors.

Preston's location is also a significant advantage. Situated just a short drive from major highways, residents have easy access to larger cities like Easton and Cambridge, where they can enjoy shopping, dining, and entertainment options. Yet, the peaceful ambiance of Preston allows you to retreat to a quieter lifestyle at the end of the day.

With its captivating charm, strong community spirit, and proximity to nature, Preston, MD, is a hidden gem waiting to be discovered. Whether you’re looking to buy your first home or seeking a serene place to retire, Preston welcomes you with open arms. Come explore this delightful town and envision the possibilities of your new life here!

Newest Listings in Preston

23554 Jonestown Ln, Preston
$270,000
3 Beds ⋅ 2 Baths
Freshly renovated and move-in ready home on an acre! This 3-bedroom, 2-bath home offers a refreshed interior in a convenient Preston location. The renovation work is already complete, giving the next owner the chance to settle in and make the home their own. If you’re looking for a turnkey home on Maryland’s Eastern Shore, this one is worth a look.

23554 Jonestown Ln, Preston

Listing courtesy of Benson & Mangold, LLC. Contact:

0000 Harmony Rd, Preston
$575,000
Rare opportunity to own approximately 44.5 acres along Harmony Road in Preston, Maryland. Held within the same family for many generations, this property offers a unique combination of Eastern Shore history, acreage, road frontage, agricultural use, and future possibilities. **Professional photos coming*** Whether you envision a private country estate, family compound, farm, equestrian property, recreational retreat, or long-term land investment, this property provides plenty of room to bring your vision to life. A local surveying company has indicated the property may have potential to be subdivided; however, no subdivision approval is represented or guaranteed. Property offers frontage along Harmony Road. Buyers and buyers’ agents are responsible for independently verifying acreage, road frontage, zoning, permitted uses, subdivision potential, number of allowable lots, access, building eligibility, perc/septic requirements, and all other development requirements with Caroline County Planning & Codes, Caroline County Environmental Health, and other applicable agencies. An increasingly rare opportunity to acquire a substantial piece of land on Maryland’s Eastern Shore and carry a property with generations of family history into its next chapter.

0000 Harmony Rd, Preston

Listing courtesy of Coldwell Banker Realty. Contact:

23491 Brunkhorst Rd E, Preston
$399,999
3 Beds ⋅ 3 Baths
***professional photos will be uploaded**** Welcome to 23491 Brunkhorst Road in Preston, Maryland! Situated on approximately 1.49 acres of countryside living, this 3-bedroom, 2.5-bath home offers comfortable living with plenty of additional space and versatility. Inside, you’ll find an open-concept kitchen and living area with an eat-in kitchen, updated countertops, stainless steel appliances, small kitchen island, and freshly painted kitchen and living room areas. Additional updates include a tankless hot water system, and a deck perfect for enjoying the outdoors with a cup of coffee, or outdoor gatherings! One of the standout features of this property is the impressive 40’ x 60’ pole building. In addition to abundant shop, workspace, hobby, and storage space, the building includes a county-permitted man cave/apartment area featuring a mini-split system for heating and cooling, a full bathroom with walk-in shower, kitchen area with sink, and additional finished space. This versatile area offers numerous possibilities for entertaining, hobbies, a home office, guest accommodations, or potential income-producing use, subject to applicable county zoning, permitting, licensing, and occupancy requirements. With approximately 1.49 acres country dirt-road living , a comfortable 3-bedroom home, and an exceptional 40’ x 60’ pole building with additional finished amenities, this property offers a unique combination of residential living and flexible usable space. Schedule your private showing and discover the possibilities at 23491 Brunkhorst Road today!

23491 Brunkhorst Rd E, Preston

Listing courtesy of Coldwell Banker Realty. Contact:

24308 Marlyn Dr, Preston
$574,900
3 Beds ⋅ 4 Baths
Beautifully Maintained Home with Private In-Law Suite, Pool & Exceptional Workshop Space This well-maintained property offers outstanding flexibility with a spacious private in-law suite connected to the main home by a bright sunroom with direct access to the deck and backyard. Perfect for multi-generational living, guests, or potential rental income. The main home features an updated kitchen with maple cabinetry, granite countertops, pantry, hardwood flooring, recessed lighting, and premium Jenn-Air, Viking, and LG Café stainless steel appliances. The living room showcases a stone wood-burning fireplace and opens to the dining area. The primary suite includes an updated walk-in shower, while two additional bedrooms and a bonus room provide flexible living space. A full-length composite front porch adds charm and curb appeal. The sunroom, with slate flooring and abundant natural light, leads to the deck, hot tub, and fully fenced backyard. Outdoor amenities include a saltwater in-ground pool and screened pool house with a ceiling fan and changing room, creating an ideal setting for entertaining and relaxation. The private in-law suite offers a living room, eat-in kitchen, spacious bedroom with ensuite bath, half bath, dedicated laundry room, and attached one-car garage with handicap-accessible ramp. Additional features include ceiling fans throughout the home, suite, workshop, and screened porch; a stone driveway with ample parking; a 12' x 20' shed; a 12' x 30' workshop with electric; an 18' x 30' RV/boat carport; and an insulated 24' x 30' garage/workshop with electricity, gas heat, built-in shelving, and custom workbench. Recent improvements include new concrete patios, walkways, and fire pit (2026), upgraded septic system, encapsulated crawl space with dehumidifiers, encapsulated attic, LeafFilter gutter protection, and a new hot water heater in the in-law suite (2026). The beautifully landscaped grounds feature excellent drainage, established gardens, and a secluded sitting area to enjoy nature and local wildlife. Surrounded by Lynch Preserve, the community offers miles of scenic walking trails. Combining comfortable living, versatile space, and resort-style outdoor amenities, this unique property truly has something for everyone. Within minutes to Neighborhood Ramp for all your boatig and fishing needs on the Choptank River. Less than 1 hour to the Bay Bridge. Easy commute to Easton, Delaware or Salisbury. Schedule your private tour today.

24308 Marlyn Dr, Preston

Listing courtesy of Brenton Realty Group. Contact:

155 Wright St, Preston
$389,900
3 Beds ⋅ 2 Baths
Welcome to 155 Wright St, Preston, MD 21655! This newly completed 3-bedroom, 2-bath home is situated on a large, quiet in-town lot conveniently located near parks and schools. Offering approximately 1,626 square feet of comfortable living space, this beautiful home features a conditioned crawl space, 42-inch cabinetry with under-cabinet lighting, quartz countertops, and a tankless water heater. With modern finishes and thoughtful details throughout, this home is move-in ready and waiting for its new owner. Schedule your private showing today!

155 Wright St, Preston

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

107 Sunset Blvd, Preston
$375,000
3 Beds ⋅ 3 Baths
Welcome to 107 Sunset Blvd in Preston, MD! This spacious 3-bedroom, 2.5-bath brick home offers comfortable living, thoughtful updates, and everyday convenience. The inviting interior features an open living and dining area with plenty of room to gather, entertain, and make yourself at home. Newer LVP flooring, fresh paint, and upgraded recessed lighting create a clean, modern feel throughout the main living spaces. The kitchen features new appliances installed approximately one year ago, while the master bathroom and electric heat pump were replaced within the last year. Additional updates include new exterior doors, upgraded ceiling fans, and a hall bathroom remodel completed within the last five years. Step outside to enjoy a nice patio space, perfect for outdoor dining, grilling, or relaxing. The private-feeling yard offers room to enjoy the outdoors, while the attached garage and storage shed provide convenient space for parking, hobbies, and storage. With a spacious layout, inviting living areas, and numerous updates, 107 Sunset Blvd is a wonderful opportunity to enjoy the comfort of a well-maintained home in a convenient Preston location!

107 Sunset Blvd, Preston

Listing courtesy of Coldwell Banker Realty. Contact:

117 Sunset Blvd, Preston
$329,900
3 Beds ⋅ 3 Baths
Welcome to 117 Sunset, a spacious one-level ranch offering 1,890 square feet, three bedrooms, two and a half baths, and plenty of character inside and out. The standout living area immediately draws your eye with its soaring vaulted wood-plank ceiling, exposed beams, abundant natural light, and impressive full brick fireplace wall, creating a warm gathering space unlike the typical ranch. The kitchen offers generous cabinetry and counter space with an adjoining dining area, while the flexible floor plan provides comfortable everyday living and room to entertain. Three well-proportioned bedrooms include a primary suite with a private bath, and additional baths provide convenience for family and guests. Outside, the 0.53-acre lot gives you room to spread out, garden, entertain, or simply enjoy the open lawn. A patio and garden swing create inviting spaces to relax, while the detached carport and additional storage buildings/sheds provide exceptional space for vehicles, hobbies, lawn equipment, or workshop needs. Built in 1971, this home offers the charm and craftsmanship buyers love, wood details, generous living spaces, established landscaping, and a property with room to make it your own. 117 Sunset is a home with personality, space, and possibilities, both indoors and out.

117 Sunset Blvd, Preston

Listing courtesy of Keller Williams Flagship. Contact:

6149 Bethlehem Rd, Preston
$225,000
2 Beds ⋅ 1 Baths
Charming and full of potential, this 2-bedroom, 1-bath home offers an excellent opportunity in Preston! Set on approximately 0.55 acres, this 891-square-foot single-level home features a spacious deck and a practical layout ready for its next chapter. Whether you're searching for an affordable primary residence, a weekend getaway, or an investment opportunity, this property is worth a look. Enjoy the space and privacy of an unincorporated setting while being conveniently located in the Preston area. Don't miss the opportunity to make 6149 Bethlehem Road your own!

6149 Bethlehem Rd, Preston

Listing courtesy of Keller Williams Realty. Contact:

105 Noble Ave, Preston
$319,000
3 Beds ⋅ 2 Baths
105 Noble Ave is proof that you don't have to sacrifice space to stay within budget! This massive home offers 3 bedrooms, 2 full bathrooms, and an incredibly flexible floor plan to fit your needs. Originally a 4-bedroom 1 bath home, the fourth upstairs bedroom has been converted into two oversized closets. Need another bedroom? The main level features two flex rooms off the dining area that could easily become a first-floor primary suite, home office, playroom, or guest space. Tall ceilings throughout make the home feel even more spacious, while the partial basement and full walk-up attic with high ceilings offer endless potential for storage or future finished living space. Outside, you'll love the large front porch, huge backyard, and hardscape patio—perfect for relaxing or entertaining. Plus, enjoy peace of mind knowing the roof was replaced 8/24/26 and all the major items have been taken care of in the last 5 years including windows and HVAC.

105 Noble Ave, Preston

Listing courtesy of Keller Williams Realty. Contact:

21182 Marsh Creek Road E-10 Rd, Preston
$74,900
3 Beds ⋅ 2 Baths
The home is located in between Easton and Preston, very close to Easton major shopping centers. This home offers 3 bedroom 2 full baths, and a large living room, Very private setting. For an application go to tenantrelationships@rentstackhouse.com, For question call 855-548-3642. You will get an AI recepticent , ask for Cecelia for billing questions and Brandis for application questions

21182 Marsh Creek Road E-10 Rd, Preston

Listing courtesy of Benson & Mangold, LLC. Contact:

5716 Bethlehem Rd, Preston
$378,500
4 Beds ⋅ 2 Baths
$378,500! Looking for a little more house, a little more land and a lot more room to enjoy life? Welcome to 5716 Bethlehem Road, where Mid-Shore living comes with 4 bedrooms plus a den, 2 full baths and approximately 1.14 acres to spread out and make your own. Inside, the flexible floor plan gives you plenty of options. The owner’s suite has its own private bath, and the eat-in kitchen is ready for morning coffee, weeknight dinners and those conversations that somehow turn into an hour. Need a home office? Guest room? Hobby space? Workout room? Or maybe just one room where you can close the door and pretend the to-do list doesn’t exist for ten minutes. There’s space for that too. And then there’s the attic space, perfect for storage and all the stuff you don’t necessarily want to look at every day but somehow still aren’t ready to part with. Outside, the house keeps delivering. Start the morning on the front porch, move to the deck when it’s time to relax or entertain, and enjoy the beautiful landscaping that gives the property its character. With more than an acre, there’s room to garden, gather around a firepit, let the dogs run, throw a backyard party or simply enjoy having some space between you and the rest of the world. A shed gives you extra storage for tools, outdoor gear and all the stuff that seems to multiply once you own a little land. And when you’re ready to get out and explore, you won’t have to go far. Fishing, boating and paddling on the Choptank River are just minutes from you, while nearby Tuckahoe State Park offers miles of hiking and biking trails, kayaking, fishing and plenty of ways to spend a day outdoors. Adkins Arboretum and Martinak State Park add even more trails, nature and waterfront recreation to the mix. This is the kind of place where you can trade traffic and tight spaces for more room, more fresh air and more ways to enjoy your weekends, without giving up the everyday spaces that make a house feel like home. More space at home. More ways to play outside. The relaxed pace of Mid-Shore living

5716 Bethlehem Rd, Preston

Listing courtesy of NextHome Envision. Contact:

107 Chamber St, Preston
$299,000
3 Beds ⋅ 3 Baths
This spacious two-story home offers three bedrooms, two-and-a-half bathrooms, and plenty of room to spread out. The main level features a generously sized living room and a large kitchen with ample space for cooking, gathering, and entertaining. Upstairs, you’ll find a spacious primary suite with its own private bathroom, along with two additional bedrooms and a second full bath. Enjoy your morning coffee on the charming front porch, or relax in the backyard surrounded by a six-foot vinyl privacy fence—perfect for pets, playtime, or private outdoor entertaining. Come see everything this inviting home has to offer!

107 Chamber St, Preston

Listing courtesy of Keller Williams Realty. Contact:

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