Caroline County Public Schools Homes for Sale

This 17 acre farmette located just minutes from Federalsburg with proximity to Easton and the MD/DE beaches offers a remodeled bungalow with numerous upgrades. The cropland is currently under cultivation by a local farmer and there are several outbuildings on the property. Electric service has been upgraded to 200 amp and Choptank Electric Coop offers fiber optic. While the improvements are vast, the property is being sold "As Is".

25699 Auction Rd, Federalsburg

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800

$334,999

3 Beds ⋅ 2 Baths

205 Land Or Dr, Ruther Glen

Listing courtesy of EXP Realty, LLC. Contact: 8668257169

$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 four 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. 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: 410-490-2183

$459,900

4 Beds ⋅ 2 Baths

The Sellers invite you to this property, nestled on nearly twelve acres in the rapidly developing area of Caroline County. The property is surrounded by a tranquil environment for those who are seeking adequate space and privacy in their home. This property has an open-concept floor plan, a country-style kitchen, pantry that extends into the dining and living areas. The property has four spacious bedrooms, with a primary suite that has an ensuite bath, walk-in-closet, shower, dual vanity, and garden tub, along with a bonus room. The large second level of this Split-level is unfinished, which has the potential for additional space, such as a recreational area, workshop, home office, or an additional bedroom. There is also a whole-house water filtration system.

22512 Sorrell Lane Ln, Milford

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

$350,000

3 Beds ⋅ 2 Baths

Imagine starting your morning with coffee on the front porch as the sun rises over the lake, then taking a short stroll to the nearby beach or boat ramp for a day on the water. At 371 Lake Caroline Drive, everyday life feels like a getaway. Located in the gated Lake Caroline community, this beautifully maintained ranch offers comfort, convenience, and recreation just moments from your door. Enjoy boating, fishing, kayaking, paddleboarding, swimming, tennis, pickleball, basketball, playgrounds, community events, and relaxing afternoons by the lake. A brand-new roof adds peace of mind, complete with a 10-year labor and 50-year material warranty that transfers to you, the new buyer! Inside, natural light fills the inviting single-level floor plan. The spacious eat-in kitchen anchors the home, while updated bathrooms, newer stainless steel appliances, a newer heat pump, an encapsulated crawl space with a dehumidifier, and a paved driveway (2020) add value and convenience. Step outside to the brand-new deck, perfect for grilling, entertaining, or simply unwinding. Another standout is the detached, climate-controlled flex space that is more than an ordinary shed. Fully wired with electricity, insulated, and climate-controlled, with a dedicated Ethernet line to the house, it offers incredible flexibility. With its warm wood interior and year-round comfort, this versatile space is ideal for a private home office, gaming room, hobby space, and more, all without sacrificing living space inside the home. Set on a generous homesite with lake views from the front porch, this home offers the serenity of a resort-style community with everyday convenience. I-95 is just minutes away, providing easy access to Richmond, Fredericksburg, and Northern Virginia. Whether you're entertaining on the new deck, enjoying weekends on the lake, working from your private backyard office, or simply soaking in the peaceful setting, this is more than a home; it’s a lifestyle where every day feels a little more like vacation.

371 Lake Caroline Dr, Ruther Glen

Listing courtesy of Keller Williams Realty. Contact: (703) 679-1700

$455,740

4 Beds ⋅ 3 Baths

The Sidney offers over 1,841 square feet of thoughtfully designed living space with 4 bedrooms and 2.5 bathrooms, blending comfort and functionality for modern living. The first floor welcomes you with a spacious open-concept layout featuring a large family room and dining area—perfect for entertaining or everyday gatherings. The kitchen is designed for both style and convenience, with a peninsula that overlooks the dining space and a generous walk-in pantry for ample storage. Just off the rear-load garage, a practical laundry and mudroom creates the perfect drop zone and flows directly into the kitchen. A convenient powder room completes the main level. Upstairs, the expansive primary suite provides a relaxing retreat, highlighted by an oversized walk-in closet and a private en-suite bath with double vanities and a walk-in shower. Three additional bedrooms and a full bathroom with tub provide comfortable accommodations for family members or guests. With its open main living areas, smart storage solutions, and spacious bedrooms, the Sidney is designed to make everyday living easy and enjoyable. Renderings and photos are from builder's library, actual finishes and features may vary.

17460 Clark & York Blvd, Ruther Glen

Listing courtesy of D R Horton Realty of Virginia LLC. Contact: 8045109139

$490,740

5 Beds ⋅ 3 Baths

The Verona is a 5 bedroom, 3.5 bathroom plan offering 2211 square feet. It features an open-concept floorplan, with a large great room, kitchen, laundry/mud room and powder room on the first floor. The chef-inspired kitchen offers a large peninsula and walk-in pantry, and flows into the expansive open-concept dining area and living room with plenty of room for entertaining. The second level includes a large owner's suite, with double vanities, water closet and an oversized walk-in closet. Th second level offers three more spacious bedrooms and a full bathroom. On the third level, an additional bedroom suite and finished storage space complete the home. Renderings and photos are from builder's library, actual finishes and features may vary.

6317 Sterling Way, Ruther Glen

Listing courtesy of D R Horton Realty of Virginia LLC. Contact: 8045109139

$460,740

4 Beds ⋅ 3 Baths

The Sidney offers over 1,841 square feet of thoughtfully designed living space with 4 bedrooms and 2.5 bathrooms, blending comfort and functionality for modern living. The first floor welcomes you with a spacious open-concept layout featuring a large family room and dining area—perfect for entertaining or everyday gatherings. The kitchen is designed for both style and convenience, with a peninsula that overlooks the dining space and a generous walk-in pantry for ample storage. Just off the rear-load garage, a practical laundry and mudroom creates the perfect drop zone and flows directly into the kitchen. A convenient powder room completes the main level. Upstairs, the expansive primary suite provides a relaxing retreat, highlighted by an oversized walk-in closet and a private en-suite bath with double vanities and a walk-in shower. Three additional bedrooms and a full bathroom with tub provide comfortable accommodations for family members or guests. With its open main living areas, smart storage solutions, and spacious bedrooms, the Sidney is designed to make everyday living easy and enjoyable. Renderings and photos are from builder's library, actual finishes and features may vary.

6309 Sterling Way, Ruther Glen

Listing courtesy of D R Horton Realty of Virginia LLC. Contact: 8045109139

$490,740

5 Beds ⋅ 4 Baths

The Verona is a 5 bedroom, 3.5 bathroom plan offering 2211 square feet. It features an open-concept floorplan, with a large great room, kitchen, laundry/mud room and powder room on the first floor. The chef-inspired kitchen offers a large peninsula and walk-in pantry, and flows into the expansive open-concept dining area and living room with plenty of room for entertaining. The second level includes a large owner's suite, with double vanities, water closet and an oversized walk-in closet. The second level offers three more spacious bedrooms and a full bathroom. On the third level, an additional bedroom suite and finished storage space complete the home. Renderings and photos are from builder's library, actual finishes and features may vary.

17470 Clark And York Blvd, Ruther Glen

Listing courtesy of D R Horton Realty of Virginia LLC. Contact: 8045109139

$530,740

4 Beds ⋅ 3 Baths

Welcome to the Salem, a beautifully designed 2,630 sq ft home offering a modern open-concept living space that meets all your family’s needs. This spacious home features a family room, kitchen, casual dining space, flex room, laundry room, and powder room on the main level, providing the perfect balance of comfort and functionality. The first-floor primary suite is a true retreat, offering a large walk-in closet and a luxurious bathroom with separate vanities and a private water closet for added convenience. Upstairs, you’ll find a huge bonus room with two walk-in closets, a full bathroom, and three additional bedrooms, offering ample space for your family to spread out and enjoy. This home combines open living spaces, modern design, and family-friendly features, making it the ideal choice for families seeking spacious living with plenty of storage and flexible space for all types of activities. Photos and renderings are from builder's library, actual selections and finishes may vary.

6306 Sterling Way, Ruther Glen

Listing courtesy of D R Horton Realty of Virginia LLC. Contact: 8045109139

$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:

$230,000

4 Beds ⋅ 2 Baths

Investor opportunity with acreage in Ruther Glen! Situated on two parcels totaling approximately 4.03 acres, this 4-bedroom, 2-bath home offers 1,756 finished square feet above grade plus approximately 878 finished square feet in the basement. The basement provides additional finished living space, an additional bathroom, and a separate exterior entrance. A detached garage/workshop offers additional space for storage, hobbies, or projects. The home also features a gas fireplace; functionality is unknown. This property offers plenty of potential for an investor, renovator, or buyer ready to bring their vision to life. Major renovation is needed. Property is being sold strictly AS-IS. Seller will make no repairs. Any inspections are for informational purposes only. Private well and septic.

23431 Frye Ln, Ruther Glen

Listing courtesy of EXP Realty, LLC. Contact: 8668257169

Caroline County Public Schools Homes for Sale

Newest Caroline County Public Schools Homes for Sale