Kent County Public Schools Homes with Backs to Trees Lot features

Kent County Public Schools Homes with Backs to Trees Lot features

Welcome to Kent County, Maryland, where the charm of small-town living meets the vibrancy of a thriving community! Nestled in this picturesque region is the highly regarded Kent County Public Schools district, known for its commitment to academic excellence and holistic student development. Families here appreciate the district’s strong focus on personalized learning, innovative programs, and a supportive environment that fosters both academic and social growth. With dedicated educators and a range of extracurricular activities, students are empowered to pursue their passions while preparing for a bright future.

As you explore the beautiful homes in this area, you’ll find a delightful selection of properties that back to serene wooded lots. Imagine waking up each morning to the soothing sounds of nature, with the tranquility of trees right in your backyard. These homes offer not only privacy but also a unique opportunity to connect with the natural beauty that Kent County is known for. Whether you’re sipping coffee on your deck or hosting a family gathering, the lush greenery provides a stunning backdrop for everyday life.

Living in Kent County means enjoying a community that values education, nature, and a close-knit atmosphere. With its excellent schools and homes that embrace the beauty of the outdoors, this area is an ideal place for families looking to plant their roots in a nurturing environment. Come discover the perfect blend of comfort and community in Kent County, where your dream home awaits!

Newest Kent County Public Schools Homes with Backs to Trees Lot features

$275,000
3 Beds ⋅ 1 Baths
Welcome home! This beautifully maintained and updated property sits on a generous .45-acre lot in a lovely, quiet neighborhood, with a peaceful, wooded backdrop for added privacy. Renovated in 2017, this home offers numerous upgrades and thoughtful improvements, including hardwood floors, newer windows and doors, updated HVAC, and a newer roof. The kitchen features 42-inch cabinetry, granite countertops, and stainless steel appliances, while the custom ceramic-tile bath adds an extra touch of style. Enjoy the best of outdoor living from the fabulous screened-in porch and deck, perfect for relaxing, entertaining, or simply enjoying the tranquil surroundings. A large parking area provides plenty of space for family and guests, and the partial basement offers additional storage or flexible-use space. With so many major updates already completed, there is little left to do but move in, relax, and enjoy! A wonderful opportunity for anyone looking for a move-in-ready home with space, privacy, and a great neighborhood setting. Location is a bonus! Just minutes from historic downtown Chestertown, offering convenient access to local shopping, restaurants, movies, and a variety of waterfront activities. Enjoy the peaceful feel of a quiet neighborhood while being close to everything Chestertown has to offer. Schedule your tour today!

7482 Poplar Ave, Chestertown

Listing courtesy of Taylor Properties. Contact:

$270,000
3 Beds ⋅ 2 Baths
Nestled in the charming WORTON subdivision, this delightful ranch-style home, built in 2020, offers a perfect blend of modern comfort and inviting warmth. With 1,144 square feet of thoughtfully designed living space, this residence is ideal for those seeking a cozy yet functional environment. Step inside to discover an open floor plan that seamlessly connects the kitchen, dining, and living areas, creating an inviting atmosphere for gatherings and everyday living. The spacious kitchen features a convenient island, perfect for casual meals or entertaining guests. Equipped with stainless steel appliances, including a built-in microwave, dishwasher, and washer/dryer, this kitchen is both stylish and practical. The breakfast area is a lovely spot to enjoy your morning coffee while basking in the natural light that fills the space. This home boasts three well-appointed bedrooms, including a primary suite with an en-suite bathroom that features a tub shower, providing a serene retreat at the end of the day. Ceiling fans throughout the home ensure comfort year-round, while the combination of living and dining spaces enhances the sense of togetherness. Outside, the property is equally inviting. The exterior is adorned with low-maintenance vinyl siding and features exterior lighting that adds a warm glow to the evenings. A spacious deck invites you to enjoy outdoor living, whether it's hosting summer barbecues or simply unwinding with a good book. The lot backs to trees, offering a peaceful backdrop and a sense of privacy that is hard to find. The 0.14-acre lot provides ample space for gardening or play, while a handy shed offers additional storage for tools and outdoor equipment. Parking is a breeze with a dedicated driveway, ensuring convenience for you and your guests. This home is not just a place to live; it's a sanctuary where comfort meets functionality. With its excellent condition and modern amenities, it's ready for you to make it your own. Don't miss the opportunity to experience the warmth and charm of this beautiful property in WORTON.

25213 Porters Grove Rd, Worton

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$649,000
4 Beds ⋅ 3 Baths
Welcome to this beautifully crafted home in the water-oriented community of Great Oak Estates, just outside of Chestertown on Maryland’s Eastern Shore. Nestled in a peaceful setting that backs to woods alive with songbirds and butterflies, this high-quality residence offers an easy-flow floor plan designed for both lively gatherings and quiet private moments. A soaring two-story foyer greets guests and opens to the living room and family room, the latter featuring built-in cherry cabinets and a cozy propane fireplace. The formal dining room connects seamlessly to the kitchen and an additional casual dining space, making entertaining effortless. The kitchen showcases handmade cherry cabinetry and a brand-new refrigerator. Hardwood floors run throughout the main living areas, while brand-new carpeting softens every bedroom. On the main level, the primary suite includes its own bathroom, a walk-in closet, and plantation shutters. A second main-floor bedroom (ideal as a guest room or home office) shares convenient access to the hall bath. Completing the first floor are a large walk-in pantry and a laundry room outfitted with a brand-new washer and dryer. Upstairs you’ll find two additional spacious bedrooms, each with its own walk-in closet, plus a full bathroom. An oversized walk-in attic provides abundant storage or the perfect opportunity to create a bonus room or extra living space. Dual zone HVAC provides comfort from a newer lower level unit and an upper unit replaced in 2026. Complete roof replacement was completed in 2026 as well. A voluntary HOA opens the door to the amenities of Safe Harbor Great Oak Landing Marina—private beach area, pool, 9-hole golf course, and more. Simply walk or hop in a golf cart to reach the marina and enjoy all the water-oriented lifestyle this community has to offer. You’re also minutes from Rock Hall, with its additional marinas, charter boats, shopping, and restaurants. Less than 10 minutes away lies Chestertown and Washington College, along with more shopping, dining options, a hospital, and a wonderful Saturday morning Farmers Market, and much more. Whether you’re seeking a full-time residence or a relaxing Eastern Shore getaway, this home delivers quality craftsmanship, flexible living spaces, and convenient access to the best of Great Oak Estates and the surrounding area.

22400 Great Oak Landing Rd., Chestertown

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

$305,000
3 Beds ⋅ 2 Baths
The house number is now 11037. Nestled among the farmland and waterways in Kent County is a cul-de-sac of new homes on Bottom Road just outside of Chestertown. The new 3 bedroom/2 bath single family home in a quiet, serene enclave is a perfect spot for your new home! This fresh and modern home offers glossy granite counters, SS appliances and a trendy color palette. The quality of this new construction shows in the engineered wood flooring and upgraded 5" baseboards and moldings. The primary bedroom is appointed with a walk-in closet and a shiny new full bath equipped with a double bowl sink/vanity. 2 additional bedrooms add options for an office or study. Enjoy the views of nature with your evening cocktail from the rear deck. Chestertown is a quaint, historic district on the Eastern Shore with an active art community and active boating society. The vast tributaries of the Chesapeake Bay and unspoiled land offer endless possibilities for hunting, fishing, kayaking, and canoeing. There is a front-foot fee of $15,000 that can be paid off with installments, annually over 15-20 years. The driveway of 10971 is an easement. The property line of 11037 goes beyond the driveway of 10971. See photos and site plan. PLEASE ENSURE ALL DOORS ARE LOCKED WHEN YOU LEAVE

11037 Bottom Rd, Worton

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000
$750,000
3 Beds ⋅ 3 Baths
Welcome to Mile Tree Village, one of Chestertown’s most desirable neighborhoods, where this beautifully maintained 1994 brick rambler sits proudly at the end of a quiet cul-de-sac on more than a half acre lot. Offering 3 bedrooms, 2.5 baths, and over 2,100 square feet of thoughtfully designed main level living, this home combines timeless Eastern Shore appeal in an absolutely turnkey package. * A freshly sealed asphalt drive curves to a welcoming front entry, where a classic brick facade sets a warm, distinctive tone. A two-car attached garage provides direct entry and everyday convenience. * Inside, the open kitchen—complete with breakfast area—flows seamlessly into a spacious family room, perfect for everyday living. A separate dining room makes entertaining easy. The family room is an elegant space for gatherings, while a dedicated sunroom and screened-in porch invite you to enjoy the serene, park-like backyard in every season. The large deck offers an additional outdoor retreat with tranquil wooded views. * The generous primary suite features an en-suite bath, while two additional bedrooms makes for flexible bedroom accommodations for family, guests, or a quiet work-from-home office space. A convenient half bath and main-floor laundry round out the practical layout. A full basement offers abundant storage and endless potential for an artist’s studio, workshop, recreation room, or finished expansion. * With its pristine landscaping, mature plantings, and verdant views, this exceptional home is a rare find. And the location is second to none—just minutes from historic downtown Chestertown. Stroll tree-lined streets to discover specialty shops, art galleries, restaurants, and the Saturday Farmers Market at Fountain Park. Washington College, the nation’s tenth-oldest college, anchors the community with year-round cultural events, lectures, and performances. Outdoor enthusiasts will love the nearby Rail Trail, Sultana Lawrence Wetlands Preserve, marinas, and public boat launches providing easy access to the Chester River and Chesapeake Bay. First Friday celebrations, waterfront festivals, and a vibrant arts scene make Chestertown one of the Eastern Shore’s most beloved places to call home.

216 Birch Run Rd, Chestertown

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
$424,900
5 Beds ⋅ 3 Baths
Located in a beautiful waterfront community, this refreshed 5-bedroom, 2.5-bath home offers approximately 1,936 square feet of comfortable living space on approximately 0.38 acres. The property combines updated interiors, flexible living spaces, and the relaxed lifestyle of Maryland’s Eastern Shore. The home offers five generously sized bedrooms, providing comfortable space for family, guests, or work-from-home needs. The versatile fifth bedroom can function as a home office, guest room, flex space, or secondary suite, depending on your needs. The upgraded kitchen features bright white cabinetry, updated countertops and backsplash, stainless-steel Whirlpool appliances, and a KitchenAid dishwasher. The French-door refrigeratorincludes a front water and ice dispenser for added convenience. Attractive ceiling fans throughout the home add both comfort and style. The main living area is anchored by a stylish electric fireplace with custom floating shelving, creating a warm focal point for the home. With five bedrooms, the layout offers excellent flexibility, and the fifth bedroom can also serve as a home office, guest room, or additional flex space. The partially finished one-car garage offers added versatility beyond traditional vehicle parking and storage. It can also serve as a game room, entertainment area, recreation space, hobby room, home gym, or additional flex space, giving buyers even more options for how they use the home. Step outside to an expanded rear deck, hot tub, and fire-pit/seating area, ideal for relaxing or entertaining. Boating enthusiasts will appreciate the nearby seasonal marina with restaurants and a dive bar 3 blocks away and a public boat ramp approximately one mile away, providing convenient access to the area’s waterways. Additional updates include an approximately two-year-old water heater and a private well with an upgraded water-treatment/softening system, professionally serviced in 2025 with a new Clack neutralizer head installed. Whether used as a primary residence, vacation home, weekend retreat, or a home designed for entertaining, 8630 Elm Road offers space, versatility, thoughtful updates, and the Eastern Shore lifestyle in one inviting package.

8630 Elm Rd, Chestertown

Listing courtesy of Save 6, Incorporated. Contact:

$269,000
3 Beds ⋅ 2 Baths
Welcome to Chesapeake Landing! Come see this amazing home offering vaulted ceilings, huge master bath, open concept, plenty of closet space, laminate flooring, and a private secluded fenced lot. Located in a water oriented neighborhood with community boat ramp and pier and nearby restaurants and marina. Move here and enjoy all the Eastern Shore has to offer!

10540 Tonopah Rd, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

$330,000
2 Beds ⋅ 2 Baths
Adorable arts & craft style home with many upgrades and amenities. The original wood floors are warm and welcoming, wile the custom cabinetry and concrete countertops and sinks add an elegant modern touch. Two plus bedrooms and a custom built sleeping loft provide enough room for occasional guests. Fixed stairs to the attic offer room to expand. The Chesapeake Bay is a short walk to the end of the road where you can launch a kayak or just enjoy the water views. Just outside the quaint town of Rock Hall, this charming cottage would make a great vacation or retirement home.

21352 Allens Ln, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

$565,000
3 Beds ⋅ 3 Baths
Light-filled home with glowing wood floors, exposed beams, skylights, and open living space. This one-level home is nestled on just under two acres! The expansive yard offers room for many activities and provides scenic views from the home. Inside, the open living space is bright and airy, with skylights, bay windows, and vaulted ceilings with exposed beams. The large kitchen has beautiful updated granite countertops, a large pantry, kitchen island with seating, and ample cabinet space. From the dining room you can explore the raised deck with a hot tub! Or enjoy meals on the screened porch, finished with water and electricity. This one-level home boasts 3 spacious bedrooms and 2.5 bathrooms. The primary bedroom has a walk-in closet and opens to a sun-filled studio or office space, which has access to the raised deck. There is an attached two-car garage with ample storage space, which could also make a great workshop. Under 15 minutes to downtown Chestertown and less than an hour to Middletown DE. This home is move in ready! The sellers are selling turn-key with contents. Recent updates include: -Refinished hardwood floors throughout home -Granite countertops in kitchen -Updated kitchen appliances -Water treatment system - & more! Solar leased through Tesla

25124 E Kentfield Rd, Worton

Listing courtesy of Gunther-McClary Real Estate. Contact:

$289,000
Bring your vision to this rare 15-acre property offering privacy, natural beauty, and endless possibilities. Mostly wooded with a picturesque pond, this property is an ideal setting for those seeking a private retreat, recreational getaway, or future homesite. An original structure dating back to 1980 remains on the property and includes a full basement. The condition existing home is believed unknown and is being sold strictly as-is. Do not enter any structures on the property. Whether you dream of restoring or rebuilding within the existing footprint (subject to county approvals), creating a hunting or fishing retreat, harvesting the mature hardwoods, or simply enjoying the peace and quiet of nature, this property offers exceptional potential. A perfect place to live, play, or both, with convenient access to Route 301 for an easy commute to Maryland, Delaware, and beyond. Buyer to verify all zoning, land use, and building possibilities.

31001 Chesterville Bridge Rd, Millington

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$147,000
Build your dream home in Little Neck Farm! Lot #30 is a spacious residential property on Hagy Road with a deeded deep-water boat slip. The future home site offers beautiful pastoral views and is nicely edged with crape myrtles and evergreens. The deeded boat slip, located in the Little Neck community waterfront, is just a short stroll or drive away. The community docks were recently updated and replaced! The deeded boat slip #4 has lights, electric, and water. The waterfront also features space to store and launch a kayak, picnic tables, and a storage shed. Enjoy the peaceful open space and protected shorelines in Little Neck. Peaceful location, yet only 10 minutes to downtown Rock Hall, which offers two small grocery stores, ample shops, restaurants, and festivals throughout the year! This property is a prime location with water access, perfect for a full-time home or weekend getaway.

Lot 30 Hagy Rd, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact:

$385,000
3 Beds ⋅ 2 Baths
Brand-new construction in the Crosby Woods Subdivision! This beautifully designed 3-bedroom, 2-bathroom home offers comfortable one-level living on a private 0.835-acre lot. The open-concept floor plan features granite countertops, a center kitchen island, pantry, stainless steel appliances, recessed lighting, and a dedicated laundry/utility room. The spacious primary suite includes a tiled private bathroom, while the additional bedrooms provide flexibility for guests, family, or a home office. Enjoy your morning coffee on the front porch or relax on the rear deck overlooking the wooded backdrop. Set back from the road and backing to a protected forest conservation area that cannot be developed, this property offers both privacy and a peaceful setting. Conveniently located just a half mile from the charming waterfront Town of Rock Hall, with its restaurants, marinas, shops, and community events.

21718 Centennial Ln, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

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