Caroline County Public Schools Homes for Sale

Caroline County Public Schools Homes for Sale

Welcome to Caroline County, Virginia, an idyllic region that perfectly blends small-town charm with modern conveniences. Nestled in the heart of the Old Dominion, Caroline County is renowned for its picturesque landscapes, rich history, and a close-knit community that welcomes newcomers with open arms. One of the standout features of this area is the highly regarded Caroline County Public Schools, which are dedicated to fostering academic excellence and personal growth among students.

Caroline County Public Schools pride themselves on offering a well-rounded education that prepares students for success in an ever-evolving world. With a commitment to innovative teaching methods and a focus on individualized learning, the district provides a nurturing environment where students can thrive. The schools boast a variety of extracurricular activities, advanced placement courses, and dedicated staff who are passionate about helping each student reach their full potential. Families in this district enjoy the benefits of a supportive educational system that emphasizes community involvement and personal development.

For those looking to settle down in this beautiful area, there are numerous homes for sale that cater to a variety of lifestyles and budgets. Whether you’re seeking a cozy starter home or a spacious family residence, Caroline County has something for everyone. The real estate market here is vibrant, offering options that range from charming historic homes to modern new builds, all situated in friendly neighborhoods close to schools, parks, and local amenities.

Discover the perfect home in Caroline County, where quality education, a welcoming community, and beautiful surroundings await you!

Newest Caroline County Public Schools Homes for Sale

$459,990
4 Beds ⋅ 2 Baths
QUICK MOVE-IN! Welcome to the Neuville, a beautifully designed 1,698 sq ft single-story home offering a modern and spacious open-concept living space. Perfect for families or those seeking one-level living, this home features a large great room, a kitchen with a large center island and walk-in pantry, ideal for entertaining or family gatherings. The laundry room offers convenience and functionality. The primary suite is a true retreat, complete with a sizeable walk-in closet and a luxurious full bath featuring separate vanities for added comfort. In addition, a full bathroom and 3 additional bedrooms provide plenty of space for family, guests, or a home office. The Neuville offers everything you need in a home, all on one spacious level!

17411 Riverside Dr, Ruther Glen

Listing courtesy of D R Horton Realty of Virginia LLC. Contact: 8045109139
$310,000
4 Beds ⋅ 2 Baths
Welcome to 105 S 5th Avenue, where historic small-town charm meets the convenience of living right in the heart of Denton! Built circa 1900, this spacious 4-bedroom, 2-full-bath detached home offers the character of a classic Eastern Shore residence with plenty of room to make it your own. One of the most special features of this location is the true front-row seat to Denton's hometown traditions. Imagine stepping outside your front door and watching the annual Denton Holiday Parade travel along 5th Avenue, complete with floats, bands, classic cars, horses and a special appearance by Santa Claus before the celebration continues downtown with the Lighting of the Green. Throughout the year, downtown Denton comes alive with community events, festivals, parades, car shows and seasonal celebrations. The location makes everyday living just as convenient. Downtown restaurants, shops and local businesses are only blocks away, including popular local dining options such as Caroline's and Market Street Public House. Grocery stores and everyday shopping are close by, with additional shopping along the Route 404 corridor just minutes from home. Outdoor enthusiasts will appreciate being close to the Choptank River and Denton's riverfront parks, with opportunities for boating, fishing and enjoying the outdoors. Martinak State Park is approximately 2 miles from Denton and offers hiking trails, boating, fishing, camping, playgrounds and beautiful wooded areas along the Choptank River and Watts Creek. Tuckahoe State Park is also nearby, offering a 60-acre lake and miles of hiking, biking and equestrian trails. Denton's central Eastern Shore location makes it easy to enjoy everything the region has to offer. Easton and Easton Airport are approximately 19 miles away, while Baltimore/Washington International Airport is approximately 60 miles away. When you're ready for a day at the coast, Rehoboth Beach is approximately 48 miles away, with Ocean City, Maryland approximately 64 miles away. Whether you're relaxing at home, walking into downtown for dinner, spending the afternoon along the Choptank River, exploring nearby state parks or watching Santa Claus come down 5th Avenue from right outside your doorstep, 105 S 5th Avenue offers an opportunity to enjoy the character, convenience and community spirit of historic Denton living.

105 S 5th Ave, Denton

Listing courtesy of Keller Williams Realty. Contact: 3028467839
$165,000
2 Beds ⋅ 1 Baths
Perfect as a starter home or rental, this cozy bungalow is situated on half an acre in a rural setting just outside of Preston. With an updated bathroom, new appliances, new flooring, fresh paint and a recent roof this home is move in ready. Approximately 15 minutes from Easton and 1 hour from MD/DE beaches. Call to schedule your showing today! Photos coming soon. This property is being sold to settle an estate.

23480 Brunkhorst Rd, Preston

Listing courtesy of Wright Real Estate. Contact: (410) 924-3111
$425,000
3 Beds ⋅ 2 Baths
Welcome home to this practically new, beautifully maintained property offering the perfect blend of peaceful country living and everyday convenience. Situated on a spacious 1-acre lot along sought-after Macedonia Road, this charming residence features comfortable living spaces, abundant natural light, and a functional layout ideal for both relaxing and entertaining. The home offers generously sized bedrooms, inviting common areas, and a well-appointed kitchen with ample cabinet and counter space. Step outside to enjoy the expansive yard with plenty of room for outdoor activities, gardening, pets, or future improvements. Mature trees and scenic surroundings create a private, tranquil setting while still being just minutes from shopping, dining, commuter routes, and all that Fredericksburg has to offer. Whether you're looking for your first home, additional space, or a peaceful retreat with easy access to town, this property delivers exceptional value and opportunity. Don’t miss your chance to own a slice of countryside charm in a fantastic location!

7264 Macedonia Rd, Woodford

Listing courtesy of Ascendancy Realty LLC. Contact: 5407675063
$375,000
2 Beds ⋅ 1 Baths
COUNTRY LIVING AT IT'S VERY BEST! THIS ADORABLE COTTAGE NESTLED ON OVER 4 ACRES OF LEVEL FIELD SURROUNDED BY MATURE TREES & SHRUBBERY IN CAROLINE COUNTY BEAUTIFUL COUNTRYSIDE! THIS CUTE HOUSE HAS BEAUTIFUL HARDWOOD FLOORING, 2 BEDROOMS, LIVING ROOM, KITCHEN & LARGE BATHROOM- LAUNDRY AREA. CEILING FANS THROUGHOUT, UPDATED KITCHEN, QUAINT FRONT PORCH & SIDE PORCH STOOP. BEAUTIFUL WOODED SCENERY FROM EVERY WINDOW BRINGING THE OUTSIDE IN! MAJORITY OF THE LAND IS OPEN FIELDS WITH WOODED AREA IN THE REAR OF THE HOME. 2 LARGE UTILITY SHEDS CONVEY WITH THIS PROPERTY. BRING YOUR HORSES & CHICKENS & LOTS OF ROOM FOR A GARDENING PARADISE. LOCATED NOT FAR FROM I-95 FOR COMMUTERS ALL AROUND RVA, DC & MD - GREAT STARTER HOME WITH ROOM TO ADD ON. COME CHECK IT OUT NOW!

18214 Minor Ln, Ruther Glen

Listing courtesy of Hometown Realty Services, Inc.. Contact:

$375,000
5 Beds ⋅ 3 Baths
Imagine what you could create here—and turn this house into a home that’s entirely your own! Priced almost $60,000 below tax-assessed value, this spacious rambler offers almost 2,100 square feet, 5 bedrooms, 3 full baths, an oversized 2-car garage, a 0.55 acre double lot, and an exciting opportunity to make it your own while building equity from day one. The open living area flows into a generously sized kitchen already featuring granite countertops, abundant cabinetry, stainless steel appliances, and a center island. The large primary bedroom suite includes a walk-in closet and en-suite bathroom with soaking tub and separate shower. Choose your colors, finishes, and style to completely transform the space. Ramblers this large in Lake Caroline are rare—especially with a two-car garage—and this home offers considerably more space than the typical one-level. A 2-year-old deck and separate storage shed add even more value. Bring your ideas, see the potential, and transform this spacious home into something truly special! Home is being sold as-is.

151 Yorktown Dr, Ruther Glen

Listing courtesy of Samson Properties. Contact: (703) 378-8810
$99,000
3 Beds ⋅ 2 Baths
AS IS! GREAT INVESTMENT PROPERTY! This charming 3-bedroom, 1-bathroom traditional home, built in 1944, offers a solid investment opportunity with its AS IS condition gives you a blank slate to modernize this home to fit your needs! The traditional floor plan maximizes space, creating a warm and inviting atmosphere perfect for comfortable living. With a manageable lot size of 0.09 acres, maintenance is simplified, allowing for a focus on maximizing rental income or future resale value. The property features off-street parking, enhancing convenience for tenants or guests. Investors will appreciate the potential for appreciation in this desirable area, coupled with the opportunity to enhance the property further through updates or renovations. This home is not just a residence; it's a canvas for future growth and profitability. Don't miss the chance to add this gem with all its potential to your portfolio!

101 S University Ave, Federalsburg

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$955,000
3 Beds ⋅ 3 Baths
Private Waterfront Retreat on the Choptank River Experience the best of Eastern Shore waterfront living in this exceptional home built in 2021, where modern luxury, privacy, and serene views come together on one remarkable property. Situated on 8.15± private acres with approximately 600 feet of Choptank River frontage and deep water access, this stunning retreat offers the perfect balance of refined living and peaceful seclusion. Featuring 2,376± square feet of beautifully designed living space with modern finishes throughout, this home was thoughtfully crafted for effortless entertaining and everyday comfort. The open concept design seamlessly connects the kitchen, dining, and living areas, including a spacious sunroom with expansive windows for a bird's eye view of the river frontage. The main floor also includes an easily accessible large primary suite. Two additional bedrooms, full bath, and a dedicated pocket office or potential walk in closet can be found on the second level. Over the large garage, a full staircase provides access to a spacious bonus room, providing storage space currently, though could potentially serve as flexible space for guests, a media room, home gym, or playroom, per county approval. Step outside to discover a true waterfront oasis. Fresh landscaping complements the natural beauty of the property, while three acres of manicured lawn blend seamlessly into five acres of mature woods, creating ideal privacy and a picturesque setting. Whether hosting gatherings with family or friends, enjoying dinner or cocktails on the patio or dock, or relaxing with your morning coffee overlooking the peaceful scenery, every moment is enhanced by the tranquil surroundings. A new private pier with approximately 12 feet of water depth offers outstanding access to the Choptank River, making it easy to spend your days boating, fishing, kayaking, paddleboarding, or simply taking in spectacular sun painted skies from your own backyard. Ideally located near the town of Denton with lovely shops and restaurants, the location of this sanctuary is just a short drive to the Eastern Shore's most desirable destinations where there is convenient access to the boutique shopping, award winning restaurants, galleries, and downtown charm of Easton, the historic waterfront town of St. Michaels, and even excellent ocean beaches only one hour away. This property provides the perfect blend of privacy while keeping you close to everything that makes Maryland's Eastern Shore so special. More than just a home, this is a lifestyle where every day feels like a getaway and every season brings new opportunities to relax, entertain, and enjoy the beauty of private waterfront living.

8851 New Bridge Rd, Denton

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$170,000
2 Beds ⋅ 1 Baths
Escape the noise and reconnect with what matters most. Nestled on a peaceful 1-acre country setting surrounded by mature trees and open skies, this charming cottage offers the perfect opportunity to embrace the simplicity and serenity of tiny home living. Whether you’re searching for a full-time residence, a weekend retreat, or a place to slow down and enjoy nature, this property delivers a lifestyle that’s becoming increasingly hard to find. Thoughtfully cared for and recently improved, the home features updated insulation, an upgraded electrical box, several newer windows, and the added comfort of a wall-mounted propane heater, providing a secondary heat source for cozy winter days. Outside, you’ll find endless possibilities with three detached outbuildings. Two are ideal workshop spaces for woodworking, hobbies, crafting, or storing equipment, while the detached one-car garage provides additional parking and storage. The expansive yard offers room for gardening, outdoor entertaining, or simply enjoying the sights and sounds of the surrounding countryside. Located just a short drive from historic downtown Denton, you’ll enjoy local restaurants, shops, community events, parks, the Choptank River, Martinak State Park, kayaking, fishing, hiking, and easy access to Maryland’s Eastern Shore attractions while still coming home to the peace and privacy of rural living. If you’ve been dreaming of a slower pace, simpler living, and a place where nature becomes part of your everyday routine, this inviting country cottage is ready to welcome you home. Conventional or cash sale only due to ceiling height.

6140 Laurel Grove Rd, Denton

Listing courtesy of Compass. Contact: 3022029855
$769,000
3 Beds ⋅ 3 Baths
Beautiful landscaped WATERFRONT

520 Lake Caroline Dr, Ruther Glen

Listing courtesy of Samson Properties. Contact: (703) 378-8810
$429,499
6 Beds ⋅ 3 Baths
LOVELY Tidewater Farms home with a light, open layout and plenty of space to enjoy. The main level features a spacious breakfast room, open kitchen and great room with a center island, eat-at bar, and gas fireplace. There is also a 19' x 15' bonus room and convenient upstairs laundry. The primary suite offers walk-in closets, a soaking tub, separate shower, and double sink vanity. Outside, enjoy the patio, storage shed, and white panel fence. The home has a brand-new roof from last year, HVAC upgraded approximately five years ago, brand-new washer and dryer, good plumbing, and a finished crawl space. Appliances are under warranty. The sellers are in the process of transitioning into their new home, so buyers should plan for a few months before possession. Reach out for additional information and pictures of the property!

304 Tidewater Cir, Preston

Listing courtesy of Samson Properties. Contact: 3018500255
$629,900
4 Beds ⋅ 3 Baths
Private waterfront retreat less than 90 minutes from Washington DC & Richmond in amenity rich Lake Caroline. Fully renovated home with private lakefront living on one of the community’s most desirable DOUBLE Lots (nearly one acre w/space for parking, RV, detached garage etc.) This beautifully remodeled home offers over 120 feet of private water frontage w/your own dock, creating a perfect backdrop for boating, fishing, or soaking in peaceful views. This home features a new roof, new HVAC, and luxury vinyl plank flooring throughout. Stunning chef’s kitchen, complete with custom cabinetry, under-cabinet lighting, quartz countertops, a spacious island, wine cooler, and a premium KitchenAid gas cooktop with electric oven—designed to impress and built for entertaining. The open dining area captures picturesque lake views, while the all-brick gas fireplace adds warmth to the living space. Redesigned mudroom/laundry area offers custom built-ins for added convenience, along with a large half bath and a versatile 4th bedroom—perfect for guests, a home office, or flex space. The primary suite is features a beautifully updated bathroom w/modern finishes and a tiled walk-in shower. Upgraded fully encapsulated crawl space w/dehumidifier & alarm making a moisture free added storage area. Enjoy lake life w/gatherings on the expansive back deck, relax in the fenced backyard, or explore your green thumb with the custom-built 12x12 greenhouse, mature landscaping, fruit trees, & thoughtfully designed garden beds leading down to the water. Freshly painted storage shed. This expansive lot has incredible potential—add a detached garage, or create your dream outdoor oasis. All of this is located within the amenity-rich Lake Caroline community, offering a pool, clubhouse, tennis and basketball courts, security, and more. This is more than a home—it’s a Lake lifestyle. Enjoy boating, fishing, paddleboarding, gas powered boats and jet skis permitted. INCLUDES FREE HOME WARRANTY & 1 YEAR HOA PREPAID DUES! Don't miss this rare opportunity!

448 Lake Caroline Dr, Ruther Glen

Listing courtesy of Real Broker, LLC. Contact: 8504500442
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