Caroline County Public Schools Homes for Sale

Caroline County Public Schools Homes for Sale

Welcome to Caroline County, Virginia, where charming homes meet exceptional educational opportunities! Nestled in the heart of the Old Dominion, this picturesque region boasts the highly regarded Caroline County Public Schools. Known for its commitment to academic excellence, the school district serves a diverse community of students and families, ensuring that every child receives a quality education tailored to their unique needs.

Caroline County Public Schools offers a range of programs designed to foster both academic and personal growth. With dedicated teachers and a supportive learning environment, students are encouraged to explore their passions, whether in the arts, sciences, or athletics. The district prides itself on its strong sense of community, where parents and educators collaborate to create a nurturing atmosphere that promotes student success. Schools in the district are equipped with modern facilities and innovative resources, making learning both engaging and effective.

As you consider making Caroline County your new home, you’ll find a variety of homes for sale that cater to different lifestyles and budgets. From charming single-family homes to spacious properties with ample land, there’s something for everyone in this welcoming community. Imagine settling into a beautiful home, just a stone’s throw away from top-rated schools, parks, and local amenities.

Living in Caroline County means embracing a lifestyle that values education, community, and family. Discover your dream home today and become a part of this vibrant area where you can build lasting memories and enjoy the best of Virginia living!

Newest Caroline County Public Schools Homes for Sale

18290 Winston Loop, Hanover
$300,000
2 Beds ⋅ 1 Baths
This charming 1929 gem is ready for its next chapter. Perfect for first-time buyers or those looking to downsize without giving up land and privacy, this adorable 2-bedroom home offers timeless character in a peaceful setting. Conveniently located near Route 301 and I-95, commuting north or south is a breeze while still enjoying the tranquility of country living. Set on 3.3 picturesque acres, the property features a partially fenced area ideal for pets, along with beautiful natural scenery in every direction. Inside, you’ll find brand-new carpet installed in December 2025, and major peace-of-mind upgrades including a new alternative septic system and drainfield (2025). These improvements allow you to enjoy the charm of an older home with the confidence of modern updates. Start your mornings on the front porch with a cup of coffee, listening to the birds and soaking in the quiet. This is the kind of place that simply feels like home.

18290 Winston Loop, Hanover

Listing courtesy of EXP Realty, LLC. Contact:

104 Riverton Ave, Denton
$467,900
3 Beds ⋅ 3 Baths
Be sure to schedule a tour of this beautiful home in the heart of Denton, small town living at it's best! Built in 1916 and lovingly updated and maintained throughout the years! Beautiful hardwood floors throughout! Lovely updated custom kitchen with soaring vaulted ceilings, radiant heat flooring, walk in pantry, recessed lighting, farm sink and granite counter tops. Mud room with built-in storage and slide out shelving. Replacement windows, mini-split in TV room heats and cools the downstairs, leaded mahogany front door and lovely entry foyer leads to a formal living room. Upstairs you will find three gracious sized bedrooms, a full bath with jacuzzi style tub and laundry room with newer washer and dryer in 2021. A fully insulated attic. A/C is just 3 years old with 2 yrs left on warranty. The basement has been converted into a yoga studio with private entrance, 1/2 bath with room to ad a tub or shower, LVP flooring and electric heat. Additional storage and work room on the other side. This expandable space has endless possibilities, guest suite, art studio, rec room. A glass enclosed atrium is a perfect place to relax and read a book or have a glass of wine or both. Outside is a gardeners paradise with endless mature plantings that come back year after year. 4 large rain barrels keep the water bill in check. The back yard is fully fenced with a brick patio, deck and pavilion for outside entertaining and an inground pool with concrete surround patio and a rock edged goldfish pond. The front of the home features wide brick steps and brick walk way leading up to a freshly painted home with a welcoming front porch with vinyl maintenance-free flooring. Solar panels are leased and will help with the electric costs. Located just a block from the Choptank River and within walking distance to local shops and restaurants this home won't disappoint! Please be sure to stop by the open house on Sunday Oct 4th 11 to 2 pm and if you can't make it be sure to schedule your private tour!!

104 Riverton Ave, Denton

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

3325 Sharon Ct, Federalsburg
$335,000
3 Beds ⋅ 2 Baths
Welcome to 3525 Sharon Court, a well-maintained home offering comfortable living spaces, thoughtful updates, and an inviting outdoor setup in Federalsburg, Maryland. The main level features a spacious living room with LVP flooring that continues into the kitchen and dining area. The updated kitchen offers quartz countertops, a large island, soft-close cabinetry and drawers, pantry storage, and newer appliances including a dishwasher, electric range, and built-in microwave. Sliding doors lead to the rear deck, while a convenient half bath completes the main level. Upstairs, you'll find three bedrooms with carpeting and ample closet storage, along with a shared full bathroom featuring a tub/shower and updated finishes. A laundry closet with hookups is located in the hallway, and an attic access panel provides additional storage potential. Recent improvements include a new heat pump, new LVP and carpet flooring, updated bathroom, newer kitchen appliances, exterior lighting, and new receptacle covers and switches. Outside, enjoy a tree-lined yard with partial wood fencing and an expansive outdoor living area designed for entertaining and relaxing. The rear deck features a pergola, while a gazebo with a patio and grill provides additional space for gatherings. An above-ground pool, storage shed, and gravel driveway add to the functionality of the property. Located in Federalsburg, this home offers convenient access to MD Routes 313 and 318, connecting to surrounding Eastern Shore communities. Local recreation includes Federalsburg Marina & Recreation Park and the Marshyhope Hike and Bike Trail, while Tuckahoe State Park offers boating, fishing, hiking, biking, and equestrian trails nearby. Some Images have been Virtually Staged

3325 Sharon Ct, Federalsburg

Listing courtesy of Keller Williams Realty. Contact:

16010 Harrison Way, Bowling Green
$589,900
4 Beds ⋅ 5 Baths
Natural light steals the show at 16010 Harrison Way. Massive windows throughout fill this four-bedroom, four-and-a-half-bath home with sunshine and give the kitchen, family room, and surrounding living spaces a bright, cheerful feel from morning to evening. Originally built with the intention of being the builder's own home, thoughtful details and a unique floor plan give this property a personality all its own. One of its best features is the main-level primary suite. The spacious bedroom features LVP flooring, a large walk-in closet, and an impressive primary bath that was one of the very reasons the seller chose the home. In fact, storage is a standout throughout, with every bedroom offering its own generously sized closet. The kitchen and family room are filled with windows and designed to flow together, creating an easy space for everyday living and entertaining. The finished lower level adds another full bathroom, LVP flooring, and tremendous flexibility for recreation, guests, hobbies, or additional gathering space. With three finished levels and four full bathrooms, there is plenty of room to spread out while still feeling connected. Outdoor living is just as inviting. The large covered front porch features slate flooring, columns, and plenty of room for seating. Out back, a 10x12 deck connects naturally with a stamped concrete patio and walkway, creating multiple areas for grilling, dining, and entertaining. The fully fenced backyard sits on a spacious corner lot, with additional property extending beyond the rear fence. Additional improvements include the finished basement and full basement bathroom in 2020, stamped concrete patio, LVP flooring in the basement and primary bedroom, plus a recently replaced sump pump, ice maker, and garbage disposal. Located approximately one mile from downtown Bowling Green and convenient to Route 301, the home also offers access to neighborhood amenities including tot lots. Cheerful, functional, and incredibly versatile, this is a home that has been filled with celebrations, from baby showers and milestone birthdays to gatherings with children and grandchildren. There has always been room for everyone here, and 16010 Harrison Way is ready for a new owner to fill all that beautiful space and sunshine with memories of their own.

16010 Harrison Way, Bowling Green

Listing courtesy of Porch & Stable Realty, LLC. Contact:

24671 Mattaponi Trl, Milford
$278,000
3 Beds ⋅ 2 Baths
Welcome to this quaint ranch home, perfect for first-time homebuyers looking for space, privacy, and the charm of country living. This 3-bedroom, 2-bath home sits on 2.5 acres, offering plenty of room to enjoy the outdoors and create your own peaceful retreat. Upgrades include a new well pump and heating and air conditioning compressor. The kitchen offers a large pantry closet, and the dining area includes a french door to the backyard. The home does require TLC and is being offered AS IS. Make this home your own!!

24671 Mattaponi Trl, Milford

Listing courtesy of LPT Realty, LLC. Contact:

16184 Melville Ln, Bowling Green
$349,900
4 Beds ⋅ 3 Baths
Welcome to 16184 Melville Ln in Bowling Green! Set on a spacious 0.69-acre lot, this well-maintained brick ranch offers 4 bedrooms, 2.5 bathrooms, and 2,260 square feet of living space. Inside, you'll find a comfortable and functional layout with plenty of room to spread out. The kitchen flows into the dining area, while the living space is anchored by a wood-burning fireplace that adds warmth and character to the home. The primary bedroom features its own private bath with a walk-in shower. The partially finished basement provides additional flexible space with walkout access, giving the next owner plenty of options for a recreation room, home office, workshop, or additional storage. Outside, the large, level yard offers room to entertain, garden, play, or simply enjoy the extra space. A gazebo and oversized storage shed add even more functionality to the property. With its classic brick construction, generous living space, and established setting, 16184 Melville Ln offers the space and versatility to make it your own. Schedule your showing and come see everything this Bowling Green home has to offer.

16184 Melville Ln, Bowling Green

Listing courtesy of RE/MAX Distinctive Real Estate, Inc.. Contact:

6302 Sterling Way, Ruther Glen
$578,740
5 Beds ⋅ 3 Baths
Now selling in the newest section of the Ladysmith Subdivision! Welcome to the 2511 sq ft Hayden model, offering a modern open-concept living space designed for both comfort and flexibility. The main level features a welcoming living room, a spacious dining room, and a well-appointed kitchen with walk-in pantry, perfect for family gatherings and entertaining. The main floor also includes a full bedroom, a bathroom, and a versatile flex room, allowing you to create the ideal space for your family’s needs. Upstairs, an additional living space offers even more flexibility for a home office, playroom, or entertainment area. The large primary suite is a true retreat, featuring 2 large walk-in closets and a luxurious bathroom with separate vanities and a private water closet. The second floor also includes a laundry room, a full bathroom, and three additional spacious bedrooms, ensuring plenty of room for everyone. The home is complete with a walkout basement. The Hayden model is the perfect live-play-work home, offering flexible living spaces and modern amenities for today’s family, providing everything you need to live, work, and play in comfort. Photos are from builder's library, actual selections and finishes may vary.

6302 Sterling Way, Ruther Glen

Listing courtesy of D R Horton Realty of Virginia LLC. Contact:

23171 Tuckahoe Springs Dr, Denton
$499,000
3 Beds ⋅ 2 Baths
Welcome to Tuckahoe Springs, a peaceful waterfront-oriented community nestled along the scenic Tuckahoe River. This well-maintained 3-bedroom, 2-bath home offers over 1,800 square feet of comfortable one-level living on a 1 acre wooded lot, providing both privacy and a relaxing Eastern Shore setting. The current owners have completed numerous updates, including a new roof in 2024, new double-hung windows throughout, and new flooring across much of the home. Outside, you'll find a detached two-car garage, additional storage shed, and plenty of room to enjoy the natural surroundings. Outdoor enthusiasts will appreciate the community's proximity to the Tuckahoe River and a public boat landing located less than a mile away, offering convenient access for boating, fishing, kayaking, and enjoying the waterfront lifestyle. Although the property carries a Denton address, its location just across the Tuckahoe River Bridge places you within easy reach of Easton and all that Talbot County has to offer, including shopping, dining, healthcare, and entertainment. Commuters will also appreciate convenient access to Route 50 and other major travel routes. If you're looking for a move-in-ready home with thoughtful updates, a wooded setting, and a location that combines Eastern Shore tranquility with everyday convenience, this property deserves a closer look.

23171 Tuckahoe Springs Dr, Denton

Listing courtesy of Eastern Shore Real Estate, LLC. Contact:

311 N Academy St, Greensboro
$364,900
3 Beds ⋅ 2 Baths
Built in 2022, this 3-bedroom, 2-bath home offers modern, easy one-level living with thoughtful upgrades throughout. The open living space features granite countertops, Samsung stainless steel appliances, an electric fireplace, and no carpet throughout the home. The kitchen provides a large walk-in pantry, while the spacious primary suite includes a walk-in closet, wireless speaker in the bathroom, and plenty of room to unwind. Additional conveniences include a front-load washer and dryer with pedestals, Ecobee smart thermostat, wireless garage door opener, and an attached 2-car garage with added cabinetry. Outside, enjoy a paved driveway and fenced backyard offering space for pets, entertaining, or relaxing outdoors. With a newer 2022 build and a move-in-ready interior, this Greensboro home is ready for its next owner. Additional Pictures coming soon.

311 N Academy St, Greensboro

Listing courtesy of EXP Realty, LLC. Contact:

6176 Discovering Ridge Dr, Ruther Glen
$528,740
5 Beds ⋅ 3 Baths
Welcome to the 2511 sq ft Hayden model, offering a modern open-concept living space designed for both comfort and flexibility. The main level features a welcoming living room, a spacious dining room, and a well-appointed kitchen with walk-in pantry, perfect for family gatherings and entertaining. The main floor also includes a full bedroom, a bathroom, and a versatile flex room, allowing you to create the ideal space for your family’s needs. Upstairs, an additional living space offers even more flexibility for a home office, playroom, or entertainment area. The large primary suite is a true retreat, featuring 2 large walk-in closets and a luxurious bathroom with separate vanities and a private water closet. The second floor also includes a laundry room, a full bathroom, and three additional spacious bedrooms, ensuring plenty of room for everyone. The home is complete with a walk-out basement. The Hayden model is the perfect live-play-work home, offering flexible living spaces and modern amenities for today’s family, providing everything you need to live, work, and play in comfort. Photos and renderings are from builder's library, actual selections and finishes may vary.

6176 Discovering Ridge Dr, Ruther Glen

Listing courtesy of D R Horton Realty of Virginia LLC. Contact:

Ridgely
$529,000
3 Beds ⋅ 2 Baths
Looking for one-level living, a first-floor primary suite, acreage, and a truly move-in ready home? Welcome to 24020 Carolyn Drive, where nearly every inch of this 3-bedroom, 2-bath rancher has been thoughtfully renovated and updated. Set on 13.8 beautiful acres in Caroline County, this fully renovated, turnkey property offers the peace and privacy of country living without the expense and hassle of a fixer-upper. Major improvements include a new roof, drywall, plumbing, HVAC system, water heater, kitchen, fixtures, and finishes throughout. The stunning interior features granite countertops, durable porcelain wood-look tile flooring, and an inviting layout designed for comfortable everyday living. Enjoy cozy evenings by the fireplace or wood stove while taking in the charm and character that make this home feel warm and welcoming. With all the major systems already updated, you can simply move in and start enjoying your new lifestyle. Outside, the possibilities are endless. Whether you're dreaming of a farmette, hobby farm, homestead, extensive gardens, horses, small livestock, or simply room to roam, this property provides the space to make it happen. Portions of the acreage may also offer agricultural opportunities, allowing for potential income through leased tillable land. Create the pumpkin patch you've always wanted, plant Christmas trees, raise animals, or simply enjoy the wide-open views and privacy that are increasingly difficult to find. With no HOA, plenty of room for outbuildings, equipment, recreational vehicles, and future projects, this property offers the flexibility that many buyers are searching for but rarely find. Combining a fully renovated rancher, one-level living, a first-floor primary suite, and 13.8 acres of opportunity, this exceptional property delivers the best of the Eastern Shore lifestyle. Properties offering this level of renovation, privacy, and acreage don't come along often. Schedule your showing and experience everything 24020 Carolyn Drive has to offer.

Ridgely

Listing courtesy of Eastern Shore Real Estate, LLC. Contact:

6245 Sterling Way, Ruther Glen
$513,740
5 Beds ⋅ 3 Baths
Welcome to the 2511 sq ft Hayden model, offering a modern open-concept living space designed for both comfort and flexibility. The main level features a welcoming living room, a spacious dining room, and a well-appointed kitchen with walk-in pantry, perfect for family gatherings and entertaining. The main floor also includes a full bedroom, a bathroom, and a versatile flex room, allowing you to create the ideal space for your family’s needs. Upstairs, an additional living space offers even more flexibility for a home office, playroom, or entertainment area. The large primary suite is a true retreat, featuring 2 large walk-in closets and a luxurious bathroom with separate vanities and a private water closet. The second floor also includes a laundry room, a full bathroom, and three additional spacious bedrooms, ensuring plenty of room for everyone. The Hayden model is the perfect live-play-work home, offering flexible living spaces and modern amenities for today’s family, providing everything you need to live, work, and play in comfort. Photos and renderings are from builder's library, actual finishes and features may vary.

6245 Sterling Way, Ruther Glen

Listing courtesy of D R Horton Realty of Virginia LLC. Contact:

Start Your Search