Dorchester County Public Schools Homes with Backs to Trees/Woods Lot Description

Dorchester County Public Schools Homes with Backs to Trees/Woods Lot Description

Welcome to the picturesque Dorchester County, Maryland, where the charm of small-town living meets the beauty of nature. Nestled in this serene setting is the highly regarded Dorchester County Public Schools district, known for its commitment to academic excellence and community involvement. The district prides itself on nurturing students to become lifelong learners, offering a range of programs and extracurricular activities that cater to diverse interests and talents. With dedicated educators and a supportive environment, parents can feel confident that their children are receiving a top-notch education.

For those seeking a home that embraces the tranquility of nature, you'll find an array of properties in Dorchester County with lots that back to lush trees and serene woods. Imagine waking up to the soothing sounds of rustling leaves and birdsong, with your backyard serving as a private sanctuary. These homes provide the perfect backdrop for outdoor gatherings, family barbecues, or simply unwinding after a long day. The natural beauty surrounding these properties not only enhances your living experience but also offers a peaceful retreat that is hard to find in today’s fast-paced world.

Living in Dorchester County means having access to a vibrant community, excellent schools, and the opportunity to enjoy the great outdoors right in your own backyard. Whether you’re a family looking for a nurturing environment for your children or a nature enthusiast seeking a tranquil home, Dorchester County has something special to offer everyone. Come and discover your dream home nestled among the trees!

Newest Dorchester County Public Schools Homes with Backs to Trees/Woods Lot Description

2144 Hoopersville Rd, Fishing Creek
$799,000
6 Beds ⋅ 5 Baths
Private Eastern Shore retreat with panoramic water views! This spacious newly renovated 6 bedroom, 4.5 bath home offers an abundance of room for family, guests and entertaining, with beautiful water views and a peaceful, private setting. Currently operating as an Airbnb and family retreat, the property is on track to generate approximately $40,000–$50,000 in rental income this year, with projected earnings of $50,000+ for 2027. This property offers flexibility for continued short-term rental use, a full-time residence and private getaway. The 40' x 60' pole barn with concrete floor and electric provides ample space for boats, vehicles, equipment, hobbies and storage. Close to marinas and public boat ramps for easy access to boating, fishing and crabbing. Property may convey furnished with an acceptable offer. Enjoy the Hoopers Island lifestyle! Bring your bikes and golf cart, enjoy nearby favorites like Old Salty's Restaurant and Blackwater National Wildlife Refuge.

2144 Hoopersville Rd, Fishing Creek

Listing courtesy of Meredith Fine Properties. Contact:

1610 Winters Ct, Cambridge
$389,900
4 Beds ⋅ 3 Baths
Nestled in the serene enclave of Blackwater Cove, this exquisite traditional home offers a harmonious blend of comfort and elegance, perfect for those seeking a refined lifestyle. Spanning 2,710 square feet, this residence features four spacious bedrooms and two and a half bathrooms, thoughtfully designed to accommodate both relaxation and entertaining. Step inside to discover a warm and inviting interior, where plush carpeting, luxury vinyl, tile flooring and tasteful window treatments create a cozy atmosphere. The kitchen boasts high-end appliances, including a built-in microwave, electric range, and dishwasher, ensuring culinary endeavors are met with ease. The adjoining dining area provides a perfect setting for intimate meals or festive celebrations. Retreat to the primary suite, a tranquil haven featuring an en-suite bath that exudes luxury. The additional bedrooms are generously sized, offering ample space for personalization and comfort. A charming fireplace in the living area adds a touch of warmth, making it the perfect spot to unwind after a long day. The exterior of the home is equally impressive, set on a 0.44-acre lot that backs to lush trees, providing a sense of privacy and tranquility. The property features a well-maintained front yard and a spacious rear yard, ideal for outdoor activities or simply enjoying nature's beauty. A deck and porch extend the living space outdoors, perfect for morning coffee while soaking in the serene views of the surrounding woods. Parking is a breeze with an attached two-car garage and a concrete driveway, ensuring convenience for you and your guests. The home is equipped with a PV solar array, promoting energy efficiency and sustainability, while the traditional architectural style adds timeless charm. Located in a peaceful cul-de-sac, this property offers a unique opportunity to embrace a lifestyle of comfort and elegance. With its blend of high-end features and inviting spaces, this home is not just a place to live, but a sanctuary to create lasting memories. Experience the perfect balance of luxury and warmth in this exceptional residence.

1610 Winters Ct, Cambridge

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

3313 Belfiore Rd, Church Creek
$599,999
3 Beds ⋅ 3 Baths
Welcome to your own waterfront retreat in beautiful Church Creek! This unique property offers two lots and approximately 200 feet of Chesapeake Bay waterfront, giving you space, privacy, incredible views, and room to enjoy the waterfront lifestyle year-round. The additional waterfront lot across the street (Tax ID 1006093868) conveys with the property, helping preserve your beautiful Chesapeake Bay views and spectacular sunsets. The well-built 3-bedroom, 2-bath home features a spacious, open layout designed for comfortable everyday living and entertaining. The first-floor primary bedroom provides convenience, while two additional bedrooms upstairs share a bath. The second floor also offers additional walk-in storage. Outdoor living is where this property truly shines. Enjoy the expansive screened porch with hot tub, trek deck, and multiple areas to relax, entertain, dine, and take in the surrounding natural beauty. Two sliding glass doors open directly to the screened porch and decks, creating an easy indoor-outdoor flow. Relax on your own dock, launch the boat, or take advantage of the boat lift and jet ski lift. The oversized detached garage is a dream for boaters, hobbyists, and anyone needing serious workspace. With multiple garage bays, four doors for convenient drive-through access, central heat and air conditioning, and a huge attic for storage, there is room for vehicles, water toys, equipment, and projects of all kinds. Inside, the home features sunny rooms, hardwood floors, crown molding, and a spacious gourmet kitchen with granite countertops, wall oven, cooktop, ceramic tile flooring, and abundant storage. Recent improvements include two new HVAC systems/air handlers and new HVAC for the garage, adding comfort and functionality. Whether you're looking for a full-time waterfront home, weekend escape, boating destination, or private place to gather with family and friends, this Church Creek property offers a rare combination of waterfront, additional land, privacy, storage, and recreational possibilities. Bring the boat, kayaks, jet skis, fishing gear, and all your waterfront toys — your Chesapeake Bay lifestyle starts here!

3313 Belfiore Rd, Church Creek

Listing courtesy of Taylor Properties. Contact:

308 Glen Oak Cir, Hurlock
$274,900
4 Beds ⋅ 2 Baths
Welcome home to 308 Glen Oak Circle! This charming two-story Cape Cod offers 4 bedrooms and 2 full bathrooms, providing plenty of space and flexibility for comfortable living. Situated on a 0.26-acre lot, this home features several recent updates, including a newer HVAC system installed in 2024, newer windows from 2023, and a newer roof from 2022. Solar panels add an energy-conscious feature to the property. The classic Cape Cod design offers a functional layout with plenty of opportunity to make the home your own. Outside, enjoy a spacious yard and a welcoming setting in Hurlock. With its classic charm, generous lot, and numerous recent updates, 308 Glen Oak Circle is ready for its next owner. Don’t miss this opportunity to make this charming Hurlock home your own!

308 Glen Oak Cir, Hurlock

Listing courtesy of Wilson Realty & Staging LLC. Contact:

5207 Brooks Rd, Woolford
$1,495,000
7 Beds ⋅ 5 Baths
McNeil Pointe is a unique, coveted, 2-mile long peninsula of luxury homes. Nestled within the serene enclave of McKeil Pointe, this exquisite 7-bedroom, 5.5-bathroom farmhouse-style residence offers an unparalleled blend of luxury and comfort, set against a backdrop of lush landscapes and tranquil water features. Spanning approximately 5000+/- square feet, this home is a true sanctuary, designed for both relaxation and entertaining. Step inside to discover a warm and inviting interior, where you will find custom, hand-cut walnut floors throughout the open first floor and 2nd floor common areas. The heart of the home is the gourmet kitchen, featuring upgraded countertops, a large island, and top-of-the-line stainless steel appliances, including a six-burner stove and double ovens. The adjoining great room, complete with a cozy gas fireplace, creates an ideal space for gatherings, while the breakfast area invites leisurely mornings with views of the beautifully landscaped surroundings and water. Retreat to the primary suite, a luxurious haven with a bay front window that floods the space with natural light. The en-suite bathroom boasts a jetted tub, walk-in shower, and dual vanities, providing a spa-like experience at home. Each additional bedroom is generously sized, ensuring comfort for all. The exterior consists of 120' of deep, wraparound covered porches, with exposed rafters, beaded ceilings, a standing seam metal roof and stamped stone floors for all-season enjoyment. The remaining exterior of the property is equally impressive, featuring extensive hardscaping, multiple outdoor living spaces including a waterside deck, perfect for alfresco dining or simply soaking in the serene views. The heated in-ground pool offers a refreshing escape on warm days, while the private dock on Fishing Creek provides direct access to water activities such as kayaking, fishing, and swimming. Set on a sprawling 5.7-acre lot, the property is partly wooded and beautifully landscaped, offering privacy and tranquility. The gentle sounds of the nearby pond and the picturesque river views enhance the peaceful ambiance, making this home a true retreat from the hustle and bustle of everyday life. With ample parking, including a gravel driveway accommodating up to four vehicles, and security features, this residence combines luxury with practicality. Experience the exclusive lifestyle that this remarkable property offers, where every detail has been thoughtfully curated for your enjoyment and comfort. Additional features include, but are not limited to 3 zone central air. colonial and solid louvered doors throughout, 6 bedrooms with direct water views, and the 3rd Floor boasts a large Rec room, full bath and two bedrooms with four wide dormers.

5207 Brooks Rd, Woolford

Listing courtesy of Benson & Mangold, LLC. Contact:

5230 Heron Rd, Cambridge
$699,000
4 Beds ⋅ 3 Baths
This custom-built 4 bedroom home on over 3.5 acres in Heron Harbor perfectly blends elegance and luxury with coastal charm and comfort! With a private community pier and dock on Fishing Creek, homes like this are seldom available but this 2019 Charles " Wiggs" Brohawn custom dream home can be yours for under $700K! The floor plan is designed for both sophistication and livability...access formal living and office space with crown molding and 9'+ ceilings from the foyer, relax with family and friends in the open kitchen and great room at the back of the main level with a gas fireplace and screened rear porch. The gourmet Kitchen features quartz countertops, a 5 burner gas cooktop, double wall oven, large island, and stainless appliances. A large Butler's Pantry with wet bar and wine storage provides additional storage beyond the extensive custom cabinetry. In addition to the island seating, enjoy meals in the bright and sunny dining space. Enjoy the rear screened porch with ceiling fan during three seasons and the inviting gas fireplace in the expansive great room during the winter months. At the top of the stairs, guests can enjoy a large flex-space to the right while the private bedrooms are accessed to the left. The spacious primary bedroom has 2 walk-in closets and a luxurious en-suite bathroom with an oversized tile walk-in shower with seat and multiple shower head as well as dual vanities. A large central atrium connects the primary to the 3 additional large bedrooms, laundry room, and bathroom with dual vanities and tub-shower along with pull-down attic access. In addition to the stunning interior, enjoy the charm of the welcoming front porch, the convenience of an oversized 2 car garage, and the beauty & privacy of the wooded 3.73 acres. Come see all that this property and community have to offer at our Open House on 9/12! Home is owner-occupied so please don't access property/driveway without an approved showing appointment; all buyers and their agents to complete due diligence regarding property taxes, zoning, measurements school, HOA, insurance, and other property information. Schedule your tour today!

5230 Heron Rd, Cambridge

Listing courtesy of EXP Realty, LLC. Contact:

205 Middle, Vienna
$165,000
2 Beds ⋅ 1 Baths
Discover the charm of this delightful 2-bedroom, 1-bathroom home nestled in the serene North Dorchester community. Built in 1963, this residence offers a unique character and modern convenience, making it an ideal home for those seeking comfort and tranquility. Find a cozy interior featuring an attic for additional storage. The kitchen comes equipped with essential appliances, including a built-in microwave, dishwasher, refrigerator, stove, and icemaker. The convenience of a washer and dryer on the main floor allows for effortless laundry days. The property boasts a generous 0.34-acre lot, providing ample outdoor space for relaxation and recreation. Enjoy the beauty of nature as the backyard adjoins public land and backs to trees, creating a scenic oasis. The level yard is perfect for gardening, outdoor activities, or simply unwinding. With a corner lot location, you'll appreciate the added space. Parking is a breeze with an attached garage that accommodates two vehicles, along with additional driveway and on-street parking options. Located in a vibrant community, this home is surrounded by numerous neighborhood benefits. The area is known for its friendly atmosphere and strong sense of community, making it a wonderful place to call home. Public services are readily available, enhancing the convenience of daily living. This property is not just a house; it's a place where your memories can be made. Embrace the lifestyle that North Dorchester offers, with its blend of nature, community spirit activities all around. Complete the repairs and bring this home to be a great finished residence of your own! Subject to 3rd Party approval. As- Is! Buyer and Buyer's Agent must do their due diligence to verify all information to include taxes, schools etc.

205 Middle, Vienna

Listing courtesy of Century 21 Harbor Realty. Contact:

5640 Thompsontown Rd, East New Market
$425,000
6 Beds ⋅ 3 Baths
Welcome to your own private slice of Maryland's Eastern Shore! Nestled on over 8 acres in picturesque East New Market, this one-of-a-kind country estate offers the perfect blend of space, functionality, and rural charm. Originally built in 1974, the home was thoughtfully expanded in 1999 with a spacious Colonial addition, creating an impressive residence featuring 6 generously sized bedrooms and 3 full bathrooms—ideal for large families, multigenerational living, or anyone who appreciates room to spread out. The heart of the home offers multiple living areas, a formal dining room, and abundant natural light, while the attached two-car garage provides everyday convenience. For hobbyists, mechanics, contractors, farmers, or entrepreneurs, the property truly shines with two massive detached workshop/garage buildings. These versatile structures provide exceptional storage, workspace, equipment housing, or the opportunity to operate a home-based business. Step outside and experience everything country living has to offer. More than 7 acres are currently utilized for crop production, making the property ideal for hobby farming, homesteading, horses, or continued agricultural use. Enjoy harvesting fresh peaches, pears, and grapes from your own fruit trees and vines, while the expansive grounds offer endless possibilities for a large vegetable garden, additional orchards, or recreational space. Relax on the welcoming front porch with your morning coffee or entertain family and friends on the rear patio while taking in peaceful views of the surrounding farmland and open skies. Located just minutes from the historic town of East New Market and a short drive to Cambridge, the property provides convenient access to shopping, dining, schools, healthcare, and outdoor recreation, including the Choptank River, Blackwater National Wildlife Refuge, boating, fishing, hunting, and numerous public parks. Commuters will also appreciate easy access to Maryland Routes 14, 16, and 50, connecting you to the Chesapeake Bay, Easton, Salisbury, and Delaware beaches. If you've been searching for acreage, privacy, workshop space, and a spacious home with unlimited potential, 5640 Thompsontown Road delivers a rare opportunity to enjoy the best of Eastern Shore living.

5640 Thompsontown Rd, East New Market

Listing courtesy of EXP Realty, LLC. Contact:

2243 Wingate Bishops Head Rd, Wingate
$289,000
3 Beds ⋅ 2 Baths
Newly remodeled, fully furnished and low-maintenance - ready to call home! This 3-bedroom, 2-full-bath home offers a welcoming setting for everyday living or a weekend escape. Beautiful hardwood and luxury vinyl plank flooring complement the interior, while central heating and air, mini-splits and a pellet stove provide year-round comfort. A new detached one-car garage features a finished bonus room above, complete with electric, water and a mini-split for heating and cooling. Outside, relax around the fire pit and enjoy the established orchard with pin oak, apple and persimmon trees. A storage shed and deer feeder also convey. The property backs up to a 350+ acre managed Sika deer/farm property, providing a scenic backdrop for nature enthusiasts and hunters alike. A nearby public boat ramp and marina offer easy access to the Honga River for boating and fishing. Whether you’re seeking a full-time residence, getaway or hunting retreat, just bring your suitcase and settle in! The existing septic system is functioning and operational; however, replacement was recommended. A permit for a new septic system is in hand.

2243 Wingate Bishops Head Rd, Wingate

Listing courtesy of Meredith Fine Properties. Contact:

Richardson Rd, East New Market
$50,000
Great 1.41-acre lot in East New Market. Public water and sewer available. Property just acquired through tax sale foreclosure and is being sold as is. Law Firm of Shaw and Crowson P.A. in Salisbury preferred for settlement.

Richardson Rd, East New Market

Listing courtesy of Taylor Properties. Contact:

1713 Doeller Rd, Fishing Creek
$3,200,000
5 Beds ⋅ 6 Baths
Introducing Riverside Lodge, a one-of-a-kind private waterfront sporting estate on Maryland's Eastern Shore. Spanning 386+/- acres overlooking the Honga River and the Chesapeake Bay, this extraordinary retreat is anchored by a beautifully appointed 5 bedroom, 5.5 bath waterfront lodge designed for both entertaining and comfortable extended stays or full time residence. Surrounded by exceptional wildlife habitat, Riverside Lodge blends timeless Eastern Shore tradition with premier waterfowl hunting, Sika deer hunting, world-class fishing, boating, crabbing and breathtaking sunrises and sunsets on Hoopers Island. Along with several established blind sites, an offshore blind, inlets and ponds, the property also features a managed waterfowl impoundment with a dedicated well. Located in the heart of the Atlantic Flyway, Riverside Lodge offers exceptional opportunities to hunt a variety of migrating waterfowl including canvasbacks, bluebills, redheads, black ducks, mallards, teal, wood ducks, buffleheads and Canada geese. The surrounding waters of the Honga River and Chesapeake Bay offer world class fishing for striped bass (rockfish), red and black drum, cobia, speckled trout, bluefish, flounder, perch, spanish mackerel along with outstanding crabbing and oystering from your own shoreline. This exceptional residence is designed for entertaining family and friends and offers business and income potential. Ideal as a private retreat, luxury vacation rental, event or wedding venue or destination for guided hunting, fishing, sporting clays, kayaking and other outdoor recreation, the possibilities are endless.

1713 Doeller Rd, Fishing Creek

Listing courtesy of Meredith Fine Properties. Contact:

3714 Hicksburg Rd, East New Market
$275,000
3 Beds ⋅ 1 Baths
Escape to the peace and privacy of Maryland's Eastern Shore with this charming ranch-style home situated on 2 acres of land. Offering comfortable one-level living, this well-maintained property features 3 bedrooms, 1 full bath, and a spacious layout designed for everyday living. Inside, you'll find a thoughtfully updated interior with modern touches while maintaining the home's warmth and character. Recent improvements include a newer roof and siding, providing added value and peace of mind. Outside, the oversized detached 2-car garage offers endless possibilities for vehicle storage, hobbies, a workshop, or recreational equipment. The expansive lot provides plenty of room for gardening, outdoor entertaining, pets, and enjoying the surrounding countryside. With no HOA restrictions, ample parking, and room for boats, RVs, trailers, or additional outdoor toys, this property offers the freedom and flexibility many buyers are seeking. Conveniently located near Cambridge and Route 50, you'll enjoy easy access to shopping, dining, healthcare, and all the recreation the Chesapeake Bay region has to offer. Whether you're looking for a full-time residence, a weekend retreat, or a property with space to spread out and enjoy country living, this Eastern Shore gem is ready to welcome you home.

3714 Hicksburg Rd, East New Market

Listing courtesy of Douglas Realty LLC. Contact:

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