Preston Homes with Ranch/Rambler Style

Preston Homes with Ranch/Rambler Style

Welcome to Preston, Maryland, a charming town nestled in the heart of Caroline County. This picturesque community is known for its rich history, friendly atmosphere, and stunning natural landscapes. With its small-town charm and close-knit community, Preston offers residents a peaceful lifestyle while still being conveniently located near larger urban centers.

One of the most appealing aspects of Preston is its array of beautiful homes, particularly the popular ranch and rambler-style residences. These single-story homes are not only aesthetically pleasing but also provide a practical and comfortable living experience. With open floor plans and easy accessibility, ranch-style homes are perfect for families, retirees, and anyone seeking a cozy, low-maintenance living environment.

Living in Preston means enjoying the tranquility of rural life while having access to essential amenities. The town boasts a variety of local shops, eateries, and recreational opportunities, making it an ideal place for those who appreciate a slower pace of life. The surrounding natural beauty offers residents plenty of outdoor activities, from hiking and biking to fishing and picnicking in nearby parks.

Whether you’re looking for a serene retreat or a place to raise a family, Preston’s ranch and rambler-style homes provide the perfect backdrop for your dreams. Experience the warmth and charm of this delightful community, where every day feels like a breath of fresh air. Discover your future home in Preston, Maryland, where comfort meets convenience in a stunning setting.

Newest Preston Homes with Ranch/Rambler Style

$109,000
3 Beds ⋅ 1 Baths
Discover the potential in this ranch-style home situated on a spacious lot in Caroline County. This property is ready for renovation and offers a great opportunity to update and customize to your vision. Major improvements have already been completed, including a newer roof and updated windows, providing a solid starting point for your renovation plans. The home is served by a private well and septic system and offers the charm of country living with convenient access to Preston and surrounding areas. Bring your ideas and restore this property to its full potential.

4471 Harmony Rd, Preston

Listing courtesy of XRealty.NET LLC. Contact:

$225,000
4 Beds ⋅ 2 Baths
Opportunity awaits on this peaceful 1.46± acre wooded parcel in Preston. Tucked among mature trees, this property offers a private country setting with endless potential for its next chapter. The existing ranch-style home is being conveyed as part of an estate and is being sold AS-IS, including all remaining personal property and contents. Buyers should plan to complete their own due diligence regarding the condition of the home. Whether you're searching for your next renovation project or envisioning the possibilities this beautiful homesite has to offer, this property provides a rare chance to invest in a quiet, rural setting. No Inside Photos

21579 Tanyard Rd, Preston

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$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
Seller is offering a $4,500 credit for new carpet in all 3 bedrooms! 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. New flooring has been installed in the hall bathroom as well as a new washer and dryer! 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-Middletown. Contact: 3022855100
$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
$769,000
3 Beds ⋅ 3 Baths
**Don't Miss This Rare Opportunity** Pride of ownership shines throughout this beautifully appointed home, featuring 3 bedrooms, a bonus room, 3 full bathrooms, a dedicated office space and much more- set on over 4 serene acres. This property includes 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 retreat is located just 10 minutes from Easton and only 2 miles from the Choptank Marina for easy boat access. Expanded in a major 2006 renovation which nearly doubled the living space, this bright and airy home is the definition of open-concept. It is clearly designed for both comfortable everyday living and effortless entertaining. At the heart of the home is the stunning 20' x 27' kitchen, complete with rich cherry cabinetry, quartz countertops and stainless steel appliances. The 12’ island makes preparing food a seamless experience while entertaining guests. A cozy wood-burning brick fireplace, featuring an efficient Jotul insert, adds warmth and character, creating the perfect gathering space for family and friends. An oversized walk-in pantry with white cabinetry and an additional sink provides even more counter space. The pantry is already wired for an additional oven and refrigerator, should you desire them. Flowing right off of the kitchen, the show-stopping, expansive 25' x 25' living room impresses with soaring cathedral ceilings, abundant natural light, and 6 brand-new skylights with built-in remote-controlled solar shades. A beautiful stone fireplace with gas logs anchors this inviting room, and creates an atmosphere ideal for relaxing or entertaining year-round. The 11 windows and 3 paneled glass doors allow expansive views of nature to flow into this breathtaking room. Along with the large kitchen and living room, this home offers a sunny 10’ x 20’ room which has previously been used as both a family room and a home office. With two spacious master suites on separate ends of the home, an additional bedroom, a bonus room, three full bathrooms, a dedicated mud-room, large pantry, and office, this layout truly offers incredible flexibility for multigenerational living, multiple guests, or work-from-home needs. When you are ready to step outside and enjoy the peaceful tranquility of this property, you will love the expansive deck overlooking the beautiful and secluded backyard. There is ample space for a large garden, or for any of your desired outdoor activities. Nature lovers will appreciate the property’s reputation as a bird lover’s paradise with 98 documented bird species seen on the property throughout the last 3 years. The numerous nesting boxes and feeders throughout the grounds, and even a deer stand for hunting enthusiasts, will convey. Your dogs will also enjoy roaming the property safely, as this property includes approximately 1.5 acres of invisible dog fencing. The two large pole barns, (30’x40’x10’ and 30’x40’x14’) which also received new roofs and skylights in 2025, can easily store multiple vehicles and large equipment. Besides vehicle storage, the spacious pole barns could easily be used to house your dream home gym, workshop and or hobby space! This exceptional property offers the rare combination of modern updates, natural beauty, functional open-concept space, and unmatched privacy—all meticulously maintained and ready for its next proud owner.

3547 Prchal Rd, Preston

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000
$399,000
3 Beds ⋅ 2 Baths
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 ambiance.. Convenient mudroom off garage with washer and dryer; going on into the kitchen with the pantry next to mudroom for convenience. Full-size attic with flooring providing lots of storage area. Large 24' deep x 23' wide two-car garage with overhead door and remote controls complete with shelving for storage. Two large sheds (insulated and electric) for many uses including a craft shop, carving shop, etc.; one is complete with a pellet stove for cool/cold days or evenings. All of this and more comes with privacy and deeded rights to the dock/pier at the end of the lane. Perfect to just relax and enjoy the water or to crab/fish. Some types of "farm animals" are allowed as long as they do not go off the property onto some other property (refer to docs). All this comes with 3.23 private acres of "home" written all over. Schedule your appointment today!

7392 Todds Wharf Rd, Preston

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$275,000
3 Beds ⋅ 3 Baths
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, this property offers great bones and endless potential. Enjoy the tranquility of rural living while still being just minutes from Easton conveniences and the Choptank River. With a little vision and creativity, this home could truly shine. Don’t miss your chance to own a piece of Caroline County at an incredible value! This home is being sold as-is. At one time the garage was a finished inlaw apartment and could easily be converted back to include an additonal bedroom and bathroom with heat and air

21245 Tanyard Rd, Preston

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

$379,900
3 Beds ⋅ 2 Baths
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

22403 Marsh Creek Rd, Preston

Listing courtesy of Results Realty Inc.. Contact:

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