Caroline County Public Schools Homes under $250,000

Caroline County Public Schools Homes under $250,000

Welcome to Caroline County, a hidden gem in Virginia that offers not only a serene lifestyle but also an excellent education system through the Caroline County Public Schools. This vibrant school district is dedicated to fostering a nurturing and dynamic learning environment for students of all ages. With a commitment to academic excellence, the district boasts a range of programs designed to meet diverse educational needs, including advanced placement courses, special education services, and extracurricular activities that encourage personal growth and community involvement.

Families looking to settle in this picturesque county will be delighted to find a variety of homes available for under $250,000. This affordability opens the door for first-time homebuyers, young families, and those looking to downsize, making it easier to invest in a community that prioritizes education and family values. Whether you envision a charming cottage or a spacious family home, Caroline County has options that cater to every taste and lifestyle.

Living in Caroline County means enjoying the tranquility of rural life while still being within reach of urban conveniences. The community is rich with parks, recreational facilities, and local events that foster a strong sense of belonging. With a focus on quality education and affordable housing, Caroline County is not just a place to live—it's a place to thrive. Explore the possibilities today and discover why so many families are proud to call this wonderful area home!

Newest Caroline County Public Schools Homes under $250,000

Federalsburg
$99,900
2 Beds ⋅ 2 Baths
Brand New single wide **to be placed** on leased ground in Meadow Brook Mobile Park. **Home has been ordered and expected delivery is 4-6 weeks.** Features 2BR, 2BA, gas heat, central air, and an 8x10 shed. Trash is $27.00/month. Monthly metered water fee TBD.

Federalsburg

Listing courtesy of CALLAWAY FARNELL AND MOORE. Contact:

4270 Nichols Rd Unit LOT 6, Federalsburg
$149,900
3 Beds ⋅ 2 Baths
Brand New doublewide on leased ground in Meadow Brook Mobile Park. Features 3BR, 2BA, gas heat, central air, and an 8x10 shed. Trash is $27.00/month. Monthly metered water fee TBD.

4270 Nichols Rd Unit LOT 6, Federalsburg

Listing courtesy of CALLAWAY FARNELL AND MOORE. Contact:

115 Mill, Greensboro
$189,900
3 Beds ⋅ 2 Baths
***This property is eligible under the Freddie Mac First Look Initiative through 11/25/2026.*** This home on more than a half acre, backing to woods, is located on a peaceful , newly paved road in the town of Greensboro, just a minute to walk to Curtis Harvey Memorial Park on the Choptank River, with picnic tables and fishing, and to the Choptank River Park and Boat Ramp, where there is plenty of shoreline and a floating fishing pier. The interior will require all new drywall, and flooring, and plumbing repairs. The windows have just been replaced. When finished being renovated by its new owners, it will be a lovely, welcoming home.

115 Mill, Greensboro

Listing courtesy of Village Real Estate Company LLC. Contact:

27165 Oaklawn Cir, Ruther Glen
$170,000
2 Beds ⋅ 2 Baths
INVESTORS-Opportunity knocks with this 2 bedroom 2 full bath Split Entry Colonial waiting for you to update and revitalize-located in Caroline Pines Neighborhood. The eat-in kitchen is open to living room. The primary bedroom is well proportioned-the remaining rooms in the base area are also good sized-bathrooms feature tub/shower combinations-the pull-detached shed is there for extra storage. SOLD AS-IS, with no repairs by Seller. This property may qualify for Seller Financing (Vendee). If Property was built prior to 1978, Lead Based Paint Potentially Exists.

27165 Oaklawn Cir, Ruther Glen

Listing courtesy of Warrior Realty of Virginia LLC. Contact:

207 Maple Ave, Federalsburg
$199,500
3 Beds ⋅ 2 Baths
Discover the charm of this Colonial-style home at 207 Maple Avenue in Federalsburg, Maryland. Featuring 3 bedrooms, 1.5 bathrooms, and a spacious town lot, this property offers room to enjoy outdoor space while being conveniently located near local shops, dining, parks, and other town amenities. Enjoy small-town living with access to nearby Route 313 and connections to surrounding communities.

207 Maple Ave, Federalsburg

Listing courtesy of Keller Williams Realty. Contact:

233 Oldtown Rd, Goldsboro
$239,900
3 Beds ⋅ 2 Baths

233 Oldtown Rd, Goldsboro

Listing courtesy of Taylor Properties. Contact:

522 Denton Rd, Federalsburg
$215,000
4 Beds ⋅ 1 Baths
Adorable curb appeal, major updates, and room to make it your own! This charming 4-bedroom, 1-bath home at 522 Denton Road offers a great opportunity for buyers looking to add their personal touch without tackling all the big-ticket projects! The seller has already done much of the heavy lifting with remodeling, a new roof, new windows, and a brand-new septic system to be installed prior to settlement. Outside, you'll find two pergolas and a detached one-car garage, adding even more possibilities to this property. With its inviting exterior, important improvements, and plenty of potential left to make it your own, this home is ready for its next chapter. The hard work has started, now bring your vision and make it yours!

522 Denton Rd, Federalsburg

Listing courtesy of Keller Williams Realty. Contact:

307 Mallard Dr, Greensboro
$250,000
3 Beds ⋅ 3 Baths
Welcome to Caroline Farms. This 3 bedroom, 2 full bath, 1 half bath contemporary/Colonial-style home features a 1-car attached garage, asphalt driveway, open front porch and rear deck. Inside you will find an open floor plan on the 1st level, with a large living room that flows into the eat-in kitchen and kitchen area, with a half bath and laundry room leading to the garage. 2nd level features a large primary bedroom/bathroom and 2 additional bedrooms with a shared full bath. Located approximately 10 miles from downtown Denton and areas of commerce. Restricted to owner-occupants, non-profits and government agencies through 10/20/2026. HUD Case #244-310524. Seller may contribute up to 3% of the buyer’s closing costs. Equal Housing Opportunity.

307 Mallard Dr, Greensboro

Listing courtesy of Brokers Realty Group, LLC. Contact:

215 N Main St, Federalsburg
$199,500
3 Beds ⋅ 2 Baths
Welcome to this charming 3BR/2BA classic Craftsman. Pull into the driveway and make your way to the covered front porch and the door to your forever home. Step inside to discover a home filled with original character, including beautiful original hardwood floors throughout. The main level showcases the traditional layout and timeless charm of a Craftsman, featuring a spacious living room that flows seamlessly into the dining room and kitchen. Just off the dining area is a cozy cabin-style room, offering incredible versatility as a family room, home office, or guest bedroom. This space also provides convenient access to a full bathroom featuring a walk-in shower. Upstairs, you'll find two spacious secondary bedrooms and a large primary bedroom filled with abundant natural light. The bedrooms share a full bathroom. The unfinished lower level offers laundry, ample storage, and plenty of room to create additional living space. Outside, the expansive lot provides abundant green space and endless possibilities, making this classic Craftsman a wonderful place to call home. Within the past six years, the home has benefited from several updates, including a new roof and multiple split HVAC units. The main unit can expand the system to accommodate up to three additional units, providing flexibility for future needs. This home also includes a Rinnai tankless hot water heater (2018). From the main floor, step outside onto a large wood deck that leads down to the expansive lot, offering abundant green space and so many possibilities. This home is ideal for any new homeowner and is located in a beautiful neighborhood with convenient access to shopping, restaurants, and commuter routes.

215 N Main St, Federalsburg

Listing courtesy of LPT Realty, LLC. Contact:

216 S 3rd St, Denton
$250,000
3 Beds ⋅ 2 Baths
Why rent when you can own and start building equity and an asset of your own? Priced at just $250,000, this charming home in the heart of downtown Denton offers an affordable opportunity to put your personal touches into a home and make it your own. The main level features a spacious living room with updated flooring, kitchen with separate dining area, office/flex space, mudroom, and a full bathroom, while upstairs you'll find three bedrooms and another full bathroom. An unfinished basement provides additional storage space & laundry and the inviting front porch with swing is the perfect spot to relax and enjoy the charm of this walkable downtown location. Conveniently located near the Choptank River, shops, dining, and everything downtown Denton has to offer. This home offers plenty of space, character, and potential for someone looking for an opportunity to own rather than rent. Seller will need a short 1 week rent back & subject to finding a home of choice. Don't delay and schedule your showing on this adorable bungalow today!

216 S 3rd St, Denton

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

1115 Market St, Denton
$224,900
2 Beds ⋅ 1 Baths
REDUCED $15,000! Nestled in the charming Town of Denton, this Adorable Cottage exudes warmth and character! Lots of Upgrades and Updates are all sure to please! This beautiful home features 2 Bedrooms and an updated Full Bathroom. The inviting living space is enhanced by luxury vinyl plank flooring, seamlessly blending comfort and style. Set on a generous sized lot, the property offers room for expansion, along with ample outdoor space for gardening, playing, and relaxing in the sun! The private driveway accommodates up to three vehicles, ensuring convenience for you and your guests. A handy shed provides extra storage for your outdoor tools and hobbies. The Denton Area is known for its friendly community vibe, with local parks, shops, waterfront restaurant and eateries just a stone's throw away. Enjoy leisurely strolls through tree-lined streets or explore nearby recreational opportunities. Embrace the charm and make this cute cottage your own!

1115 Market St, Denton

Listing courtesy of RE/MAX Executive. Contact:

305 Caroline Ave, Ridgely
$224,000
2 Beds ⋅ 1 Baths
Affordable 2-Bedroom Home in the Heart of Ridgely. Welcome to 305 Caroline Avenue, a charming and budget-friendly two bedroom, one bath that's conveniently located. It's a livable home that's ready for your updates, giving you a great opportunity to build equity. Enjoy small town living with easy drives to Denton, Easton, and Annapolis via major roadways. Located within a community known for its strong schools, this home offers potential, flexibility, and value. Call today!

305 Caroline Ave, Ridgely

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

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