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

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

Welcome to Caroline County, a hidden gem in Virginia, where the charm of small-town living meets the vibrant spirit of community. One of the standout features of this picturesque area is the highly regarded Caroline County Public Schools. Committed to fostering academic excellence, these schools provide a nurturing environment that empowers students to thrive. With dedicated educators and a range of extracurricular activities, parents can rest assured that their children are receiving a well-rounded education that prepares them for future success.

As you explore the housing options in Caroline County, you'll discover homes that not only offer comfort and style but also the serenity of nature. Many properties feature lots that back to lush trees and serene woods, creating a tranquil retreat right in your backyard. Imagine sipping your morning coffee on a spacious deck while listening to the gentle rustle of leaves and the cheerful songs of birds. These wooded lots provide a perfect blend of privacy and natural beauty, making them ideal for families seeking a peaceful lifestyle.

In Caroline County, you’ll find a close-knit community with a rich history and a commitment to preserving its natural landscape. With easy access to nearby amenities and outdoor activities, this area is perfect for those who appreciate both convenience and the great outdoors. Whether you’re looking for a cozy family home or a spacious retreat, Caroline County offers an array of options that cater to every lifestyle. Come and experience the beauty of living in this wonderful community today!

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

$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 into approximately five parcels; 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:

$359,999
4 Beds ⋅ 3 Baths

316 Land Or Dr, Ruther Glen

Listing courtesy of EXP Realty, LLC. Contact:

$434,500
3 Beds ⋅ 2 Baths
Welcome to S Quail Ct in Greensboro! The model home is located across the street and can be toured 13926 S Quail Ct. This to-be-built home offers just over 1,800 square feet of thoughtfully designed living space on more than an acre, backing to mature trees for added privacy. Tucked away on a dead-end street with no through traffic, the setting offers plenty of space and privacy while still providing the convenience of a beautiful new home. From the moment you arrive, you'll notice the attention to detail, including an inviting covered front porch, large driveway, oversized two-car garage, and exterior soffit lighting surrounding the home for an impressive look after dark. Step inside to a bright, open floor plan filled with upgraded finishes. The spacious kitchen is designed to be the heart of the home and features a large center island, stainless steel appliances, upgraded lighting, and plenty of room for gathering and entertaining. Pella windows and doors, high-end LVP flooring, recessed lighting throughout, upgraded trim, and carefully selected fixtures give the home a clean, custom feel. The bathrooms continue the upgraded finishes with stylish vanities and tile, including a beautiful walk-in shower. Ceiling fans are installed in all bedrooms, and the separate laundry room includes both a utility sink and washer and dryer. Out back, enjoy the low-maintenance deck overlooking the spacious yard and mature trees — a great setting for relaxing, grilling, or entertaining. The oversized two-car garage is fully finished and painted with plenty of lighting, making it as functional as it is clean. With over an acre of land, more than 1,800 square feet of living space, quality finishes throughout, an oversized finished garage, private backyard setting, and a 2-year home warranty, this new construction home offers much more than just "brand new." Come see the craftsmanship, upgrades, and attention to detail for yourself!

S Quail Court, Greensboro

Listing courtesy of CR Realty. Contact:

$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:

$624,900
3 Beds ⋅ 2 Baths
Discover this beautiful new construction ranch-style home in the sought-after Portobago Bay community. Designed with comfortable, easy living in mind, this home offers an inviting open floor plan featuring three spacious bedrooms and two full baths. The gourmet kitchen is beautifully appointed with stainless steel appliances, quartz countertops, ample workspace, and a generous dining area that flows seamlessly into the family room, where a gas fireplace creates a welcoming focal point. Step outside to the rear deck overlooking 2.93 acres that back to mature trees, offering a peaceful and private setting. The unfinished basement offers excellent potential for future expansion. The septic system is approved for a 4-bedroom capacity, providing additional flexibility for future improvements. Portobago Bay residents enjoy access to wonderful community amenities, including a boat ramp, picnic area, and access to the Rappahannock River. Enjoy the combination of new construction, generous acreage, future expansion potential, and river access in this exceptional property. Some photos are virtually staged. Schedule your showing today!

31214 Portobago Trl, Port Royal

Listing courtesy of Belcher Real Estate, LLC.. Contact:

$389,900
3 Beds ⋅ 2 Baths
Welcome to 320 N Main St in the charming town of Greensboro! Step inside and discover a home that immediately invites you to kick off your shoes and stay awhile. Situated on a spacious half-acre lot, this 3-bedroom, 2.5-bath home offers the perfect blend of comfort, functionality, and style. The beautifully updated kitchen is sure to impress, featuring a five-burner gas range, stainless steel appliances, farmhouse sink, and granite countertops. The kitchen opens seamlessly to the dining area and spacious living room, creating a wonderful flow for everyday living and entertaining. Upstairs, you'll find the home's private sleeping quarters. The primary suite features an en-suite bathroom and access to a private deck overlooking the backyard. Two additional generously sized bedrooms share a guest bathroom. Step outside and discover your own private oasis! The backyard features an above-ground saltwater pool (being sold as-is and in need of a liner), a triple-tiered deck, and an abundance of mature plants and flowers. Whether you're grilling, entertaining, relaxing by the pool, or simply enjoying the sunshine, this outdoor space makes every day feel like a getaway. The property offers three garage bays, including an attached two-car garage and a detached two-car garage. The detached garage is heated by propane, making it an ideal workshop or hobby space year-round. A separate greenhouse with pellet-stove heat provides the perfect setting for gardening enthusiasts. A paved driveway provides plenty of parking for family and guests. Other improvements include - roof approx 10 years old, a main level HVAC system 1 year old and a compressor installed on the second floor HVAC system and water heater 5 years old. Conveniently located approximately 35 minutes from the Bay Bridge, with easy access to Denton for dining and shopping and Delaware for tax-free shopping. This one truly needs to be seen to be appreciated! Schedule your private tour today! Note: Select photos have been virtually enhanced and/or staged for illustrative purposes only and may not reflect the property’s current condition.

320 N Main St, Greensboro

Listing courtesy of Clark & Co Realty, LLC. Contact:

$319,900
3 Beds ⋅ 1 Baths
This ranch-style residence, situated in a subdivision with no HOA, may offer a blend of comfort and functionality. Built in 1973 and well maintained, this detached home spans 1,152 square feet and features three well-appointed bedrooms and a full bathroom equipped with a walk-in shower, catering to some modern living needs. The interior showcases elegant hardwood flooring in the bedrooms and luxury vinyl tile flooring enhancing some of the other living spaces throughout. The dining area is spacious enough for gatherings, while the entry-level bedroom provides convenience and accessibility. Ceiling fans are strategically placed to provide some optimal airflow and comfort year-round. The kitchen is equipped with essential stainless steel type of appliances, including a built-in microwave, electric oven/range, and refrigerator. Additionally, the property includes washer and dryer hookups, allowing for personal laundry access. Outdoor living can be equally appealing, with a generous 1.44-acre lot that backs to trees. The front, rear and side yard, may be able to offer ample space for outdoor activities or potential landscaping projects. Also, take in the outdoors from the rear deck or covered front porch. Parking is convenient with an asphalt driveway off of the street. A shed on the property provides for possible additional storage solutions. This residence can be an opportunity for a first time buyer(s) seeking a well-maintained home in an established subdivision.

16623 Braswell St, Bowling Green

Listing courtesy of American All Star Realty, LLC. Contact:

$749,900
4 Beds ⋅ 4 Baths
Professional photos and detailed description coming soon!

4517 Smithville Rd, Federalsburg

Listing courtesy of LPT Realty, LLC. Contact:

$459,900
4 Beds ⋅ 4 Baths
Experience the best of lakeside living at home. Spanning 3,839 sqft this unique 4 bedroom property features a theater and several bonus rooms in the gated-amenity filled Lake Land'Or community. Enjoy amenities from not just one, but two neighborhoods with boating and fishing in the 87 acre lake - or additional lakes and ponds. This tranquil home on over half an acre adjoins open space and backs to trees for privacy. When you arrive, you’ll be greeted by the oversized driveway with ample parking that leads to the 2 car attached garage and covered front porch. Enter and notice the authentic hardwood flooring throughout. The main level features a large kitchen dining combo, complete with a butler’s pantry and island, open concept living area with a gas fireplace, rear entry to the 2-tiered composite deck, an office (or bonus) room, a dining (or bonus) room, a bathroom, and entry to the oversized garage with its own storage area. Upstairs has 4 bedrooms with walk-in closets galore, 2 full bathrooms, and a laundry room with its own dedicated storage closet. The primary ensuite has a larger bedroom with the largest walk-in closet, dual vanity bathroom with separate tub and shower. The basement features a bonus room with a walk-in closet, a large rec room with a complete theater, kitchenette, wet bar, kegerator, a bathroom and entry to the rear yard. Dual HVAC Zones keep the basement and main level comfortable while the upper level has its own dedicated HVAC. The community amenities are unparalleled, featuring a gated entrance with lake privileges, a campground, archery range, dog park, multiple clubhouses, playgrounds, boat ramps, docks, community center, trails, basketball courts, tennis courts, a swimming pool and more! This property is not just a home- it's a lifestyle, offering a unique blend of comfort, community, and nature. Located minutes away from shopping, parks, restaurants, I-95 - 18 miles from Cosner’s Corner and 10 miles from the new Kalahari Resort & Convention Center.

161 Land Or Dr, Ruther Glen

Listing courtesy of Keller Williams Realty. Contact:

$399,950
2 Beds ⋅ 2 Baths
Welcome Home to 249 Washington Drive. Well maintained ranch home in gated Lake Caroline. 2 bedrooms, 2 full baths, separate laundry room, gorgeous kitchen with lots of counter and cabinet space and wet bar. Luxurious master bath with soaking tub and walk in shower. Walk out and enjoy sipping a glass of wine or drinking your morning coffee on your beautiful deck with retractable awning. 6' wooden privacy fence in back yard and 4 season room makes this home complete. Home is less then 3 years old and features a whole house generator. This one will not last long!!

249 Washington Dr, Ruther Glen

Listing courtesy of LJ Realty Company, Inc.. Contact:

$469,900
3 Beds ⋅ 2 Baths
$5K Price Improvement! Experience the perfect blend of modern updates and peaceful country living at this beautifully renovated residence situated on 1.79 private acres in the heart of Caroline County. Offering 2,424 finished square feet, 3 bedrooms, and 2 full bathrooms, this move-in ready home delivers the space, comfort, and upgrades today's buyers are seeking. From the moment you arrive, you'll appreciate the tranquil setting and expansive outdoor space, providing the ideal backdrop for entertaining, gardening, recreation, or simply enjoying the beauty of Virginia's countryside. Inside, thoughtful improvements create a fresh, contemporary feel throughout. Recent upgrades include new flooring throughout the home, fresh interior paint, energy-efficient replacement windows, new stainless steel appliances and a new HVAC system, offering both style and peace of mind for years to come. The spacious floor plan provides comfortable living areas filled with natural light and flexible spaces designed for both everyday living and hosting family and friends. The generous bedroom sizes, well-appointed bathrooms, and seamless flow between living spaces create an inviting atmosphere that feels like home from the moment you step inside. Located just minutes from major commuter routes, this property offers convenient access to Fredericksburg, Richmond, and I-95 while maintaining the privacy and serenity of a rural retreat. Whether you're searching for a primary residence, a weekend escape, or a property with room to grow, this exceptional home presents a rare opportunity to enjoy modern comfort on nearly two acres of picturesque Virginia countryside.

14279 Stonewall Jackson Rd, Woodford

Listing courtesy of RENOMAX Real Estate. Contact:

$599,999
4 Beds ⋅ 3 Baths
Welcome to a lifestyle where peaceful surroundings, open space, and days on the water are part of calling Portobago Bay home. Set on 2.724 acres, this spacious home offers approximately 3,000 finished square feet, fresh updates, inviting outdoor spaces, and plenty of room to enjoy life both inside and out. Step inside to a bright, freshly painted interior with a clean, neutral color palette and an open floor plan. Cathedral ceilings create an airy feel, while new modern ceiling fans add a fresh finishing touch. A new wood-burning fireplace insert creates a cozy gathering spot for cooler evenings, while the kitchen features new appliances and opens easily to the main living areas for comfortable everyday living and entertaining. The main-level primary suite offers convenience and privacy, along with a separate sitting room perfect for relaxing, reading, working from home, or creating your own private retreat. Recent improvements also include a brand-new half bath and a brand-new upper-level bathroom. Outdoor living is just as inviting. Start your morning on the screened-in porch, enjoy an afternoon on the brand-new rear deck, or spend time in the fenced backyard surrounded by the property’s natural setting. Low-maintenance vinyl fencing and a brand-new concrete front porch complete the outdoor improvements. The unfinished basement provides excellent storage and plenty of possibilities for future use. An additional 2.126-acre parcel across the street with creek frontage is also included, bringing the total property to approximately 4.85 acres. Life in Portobago Bay is about enjoying the Rappahannock River and making the most of time outdoors. Launch the boat for a day on the water, grab the kayaks for an afternoon paddle, cast a fishing line, spend a summer day at the community beach, or simply slow down and enjoy the scenery. With access to a community boat launch, dock, beach, and covered picnic area, the waterfront lifestyle is right within the neighborhood. Here, you can enjoy the space and privacy of acreage while still being part of an established waterfront community. Come discover the home, the setting, and the relaxed river lifestyle that makes Portobago Bay such a special place to call home.

30724 Portobago Trl, Port Royal

Listing courtesy of Coldwell Banker Elite. Contact:

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