Preston Real Estate

Preston Real Estate

Welcome to Preston, Maryland—a hidden gem nestled in the heart of Caroline County. This charming town offers a perfect blend of small-town warmth and rich history, making it an ideal place to call home. With a population of just over 600 residents, Preston exudes a tight-knit community vibe that welcomes newcomers with open arms.

As you stroll through the picturesque streets of Preston, you’ll be captivated by its quaint architecture and lush landscapes. The town is surrounded by rolling farmland, providing a serene backdrop for outdoor enthusiasts and nature lovers alike. Whether you’re taking a leisurely walk, biking along scenic routes, or enjoying a picnic in one of the local parks, Preston offers plenty of opportunities to embrace the great outdoors.

Preston is not just about natural beauty; it also boasts a rich cultural heritage. The town's history is reflected in its well-preserved buildings and local landmarks, which tell the story of its founding and growth over the years. The community hosts various events throughout the year, fostering a sense of togetherness and celebration among residents.

Conveniently located near major highways, Preston offers easy access to nearby towns and cities, ensuring that residents can enjoy the tranquility of rural living while still being close to urban amenities. With its affordable housing options and low cost of living, Preston is an attractive choice for families, retirees, and anyone looking for a peaceful lifestyle.

Discover the charm of Preston, Maryland—a place where community spirit thrives and every day feels like a breath of fresh air. Come explore what makes this delightful town a wonderful place to live!

Newest Listings in Preston

$200,000
2 Beds ⋅ 1 Baths
Discover a hidden gem in this charming 2-bedroom, 1-bathroom ranch-style home, built in 1950 and brimming with potential. Nestled on a generous 0.48-acre lot, this property offers ample space for expansion or outdoor enjoyment, making it an ideal investment opportunity for those looking to enhance their portfolio. The detached structure, constructed with durable block materials, presents a solid foundation for your vision. While the home is currently in below-average condition, this offers a unique chance for savvy investors to renovate and increase its value significantly. With a little creativity and effort, you can transform this space into a cozy retreat or a lucrative rental property. The expansive driveway accommodates up to six vehicles, providing convenience for tenants or guests. Located in a peaceful neighborhood, this property is poised for appreciation, especially as the demand for rental homes continues to rise. With the right updates, you can create a warm and inviting atmosphere that appeals to a broad range of tenants, ensuring a steady stream of rental income. Seize this opportunity to invest in a property with great potential and make it your own. The possibilities are endless-turn this house into a home that generates returns for years to come!

6132 Harmony Rd, Preston

Listing courtesy of Exit Community Realty. Contact:

$295,000
3 Beds ⋅ 2 Baths
Welcome home to this charming 3-bedroom, 2-bath rancher offering the perfect blend of comfort and convenience. Nestled on a quiet street within the city limits, this property provides a peaceful, country-like setting while remaining just minutes from Easton, Denton, Federalsburg, and Cambridge. Step inside to find luxury vinyl plank flooring throughout the main living areas, with cozy carpeted bedrooms creating a warm and inviting retreat. The spacious primary suite features a private bath complete with a walk-in shower for added comfort. Outside, you'll appreciate the generous back yard and large storage shed, already equipped with electricity, providing ample space amd function for tools, lawn equipment, hobbies, or additional storage. Whether you're looking for your first home, downsizing, or simply seeking low-maintenance one-level living in a tranquil setting, this property offers the best of both worlds—small-town convenience with a rural feel. Don't miss your opportunity to make this inviting rancher your next home!

212 Apple Ln, Preston

Listing courtesy of Keller Williams Realty. Contact: 3028467839
$1,150,000
This wonderful 20 acre property is a horse person’s dream facility. Located in a rural setting, northeast of Preston Maryland. The farm is highlighted by a well-constructed and maintained 75’ x 225’ indoor riding arena, and an 8 stall concrete center aisle horse barn. The barn includes a heated tack room, wash stall with hot water, grooming stall, loft, and overhangs for great ventilation. Numerous paddocks, 2 run-ins , and a well maintained 66’ x 195’ dressage arena. The 3 bedroom, 3 bath, one-story home has also been meticulously designed with comfort and timeless style in mind. It truly feels like a new home top to bottom and end to end. The kitchen is a chef’s delight, with granite countertops, tile floor, and stainless steel back splash. The great room has a brick raised hearth wood burning fireplace, heated tile floors, a small kitchenette and full bath. This room (with a pull out sofa) works well for guests. Additionally, the home features a deck, enclosed screened porch overlooking pool, terrace area around pool, putting green, large basement, attic storage, and a back up generator. The farm also includes a large, wooded area teeming with wildlife, and the property offers a very private setting for training horses and/or raising family. A must see property.

6354 Statum Rd, Preston

Listing courtesy of Patterson-Schwartz Real Estate. Contact: 4108851606
$285,000
3 Beds ⋅ 2 Baths
Welcome home to this beautifully remodeled 3-bedroom, 2-bath home situated on nearly a half-acre lot in the charming town of Preston. This move-in ready property features beautiful hardwood floors, a spacious kitchen with abundant cabinetry, granite countertops, new appliances, and new carpet throughout. The inviting living room showcases gleaming hardwood floors and a cozy gas fireplace, creating the perfect space for relaxing or entertaining. Enjoy peaceful mornings or quiet evenings on the welcoming front porch while sipping your favorite beverage. For added peace of mind and year-round comfort, the home is equipped with a Generac whole-house generator, ensuring reliable power when you need it most. Don't miss the opportunity to own this beautifully updated home with plenty of space both inside and out!

103 Williamson St, Preston

Listing courtesy of Keller Williams Select Realtors of Cambridge. Contact: 4102711265
$425,000
3 Beds ⋅ 2 Baths
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!

21370 Skeleton Creek Rd, Preston

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$299,000
3 Beds ⋅ 2 Baths
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 with a rear deck overlooking the generous yard, perfect for entertaining, gardening, or simply relaxing. Conveniently located near local schools, parks, shopping, and dining, this home offers small-town charm with easy access to surrounding areas. Don't miss this opportunity to own a move-in-ready property in a desirable Preston location. Schedule your private showing today!

113 Chamber St, Preston

Listing courtesy of Keller Williams Realty. Contact: 3023600300
$49,900
If you’ve been searching for a private, wooded homesite without feeling too far removed from everyday conveniences, this is it. Offering over 2.5 acres, this property provides the perfect blend of seclusion and accessibility—ideal for building your dream home exactly the way you envision it. Located on Havercamp Rd, you’ll enjoy a peaceful, tucked-away setting while still being just minutes from Rt. 50, making commuting and travel a breeze. Whether you’re heading toward Salisbury, Easton, or the beaches, you’ll have quick access to everything you need without sacrificing privacy. With ample space, natural surroundings, and a location that keeps you connected, this is a rare opportunity to create your own retreat in a highly convenient setting.

Havercamp Rd, Preston

Listing courtesy of Keller Williams Realty Delmarva. Contact: (410) 524-6400
$260,000
3 Beds ⋅ 2 Baths
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 modern living. Outside, you’ll find an oversized shop/garage ideal for hobbies, storage, or a workshop. The property also includes a home generator, adding peace of mind. The generator just had it's annual service completed. New carpet was just put in upstairs.

158 Wright St, Preston

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$525,000
2 Beds ⋅ 1 Baths
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 currently framed as a shell and designed for 8+ additional stalls and a dedicated hay storage area. A 36’ x 20’ three-bay workshop provides ample space for equipment, storage, or farm projects. Equestrian amenities include a 100’ x 200’ sand arena and 13 turnout pastures in varying sizes including 100’ x 100’, 100’ x 300’, 100’ x 400’, and 200’ x 400’. Several pastures offer the flexibility to be subdivided for additional turnout space. Adding to the charm is a comfortable 2-bedroom, 1-bath farmhouse offering approximately 1,290 square feet of living space with a brand new kitchen and surrounded by mature fruit trees and peaceful countryside views. Approximately 7 acres are enrolled in Forest Conservation, featuring scenic riding trails that lead to a stream flowing into Hog Creek. With separate entrances from Bell Creek Road serving both the residence and barn areas, this unique property offers privacy, convenience, and endless possibilities for horse enthusiasts, trainers, or anyone seeking a beautiful rural retreat.

5820 Bell Creek Rd, Preston

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$295,000
3 Beds ⋅ 2 Baths
Welcome to this charming and spacious home in Preston offering 3 bedrooms, 1.5 bathrooms, and 2,050 square feet of comfortable living space. Freshly painted throughout, this home features beautiful hardwood flooring that adds warmth and timeless character. With generous living areas and a move-in-ready feel, this property blends comfort and style while providing plenty of space for everyday living and entertaining. Conveniently located and ready for its next owner to make it their own.

106 Main Street, Preston

Listing courtesy of Keller Williams Realty. Contact: 3023600300
$219,900
3 Beds ⋅ 2 Baths
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) flooring, offering a clean and low-maintenance foundation for the space. Enjoy outdoor living from both the covered front porch and the rear porch, providing comfortable areas to relax or entertain. With its central location and existing rental history, this property presents a strong investment opportunity or a chance to make it your own.

156 Main St, Preston

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$149,900
2 Beds ⋅ 2 Baths
Investor Alert! 100% occupied duplex with a 1 bedroom, 1 bath downstairs and a 1 bedroom 1 bath upstairs. Situated in the heart of Preston and close proximity to the school.

112 Noble Ave, Preston

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
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