Caroline County Public Schools Homes with Street View

Caroline County Public Schools Homes with Street View

Welcome to Caroline County, Virginia, a hidden gem that perfectly balances serene countryside living with access to quality education. One of the key highlights of this charming region is the Caroline County Public Schools district, renowned for its commitment to academic excellence and community involvement. Families residing here benefit from a diverse array of educational programs tailored to meet the needs of every student, from preschool through high school. With dedicated teachers and a supportive environment, students are encouraged to thrive both academically and socially, making it a wonderful place to raise a family.

Nestled in the heart of Caroline County, you’ll discover a variety of homes that not only boast spacious interiors and modern amenities but also provide picturesque street views. Imagine stepping outside your front door to enjoy the beauty of tree-lined streets and manicured lawns, all while being just a stone's throw away from local parks and recreational facilities. With many properties featuring street view options, prospective buyers can easily envision their new life in this welcoming community.

Living in Caroline County means you’re not just investing in a home; you’re becoming part of a vibrant community with a strong emphasis on education and family values. Whether you’re seeking a cozy cottage or a spacious family home, the real estate options here are as diverse as the residents themselves. Explore your possibilities in Caroline County—where quality education and charming homes await you!

Newest Caroline County Public Schools Homes with Street View

$385,000
3 Beds ⋅ 1 Baths
Historic Home + Separate Buildable Parcel with Investment Potential! Step back in time while enjoying the flexibility and possibilities this unique Main Street property offers. Built in 1880, this 3-bedroom, 1-bath home offers approximately 1,370 sq. ft. and retains original character throughout, including original hardwood flooring beneath carpeting in portions of the home. The sale includes two separate, individually deeded parcels being offered together, providing an adjoining 0.21-acre buildable parcel with plenty of potential. The property also features a large one-car garage with workshop space and a shed. Whether you're looking for a place to call home, a restoration project, an investment opportunity, or additional land for future plans, this property offers options. A buyer can simply move in, enjoy the home as it is, and make it their own over time, or take advantage of the additional parcel and explore future possibilities for expansion, construction, or investment, subject to applicable approvals. Situated on Main Street at a highly visible, high-traffic intersection, the property may also offer potential for future commercial use. The current owners have requested consideration of a commercial zoning overlay as the town develops its new comprehensive plan. Any future zoning, commercial use, development, subdivision, or building opportunities are subject to town approval, applicable zoning regulations, and all required permits and approvals. Additional parcel: MLS #MDCM2006810 A rare opportunity to own a historic home with an adjoining, separately deeded parcel and the flexibility to enjoy it today while considering its possibilities for tomorrow.

506 Central Ave, Ridgely

Listing courtesy of Taylor Properties. Contact:

$239,000
3 Beds ⋅ 2 Baths
Welcome to this charming Colonial home located in the heart of Ridgely! With a little TLC, this property has the potential to become your very own “Home Sweet Home.” Enjoy a convenient location close to Tuckahoe State Park and the local town park, which offers tennis courts, pickleball courts, and a playground for outdoor recreation and family fun. Firehouse, local shops, and medical centers are also nearby for added convenience. The home features a nice fenced backyard, perfect for enjoying outdoor activities, gardening, or relaxing. Bring your vision and make this home your own! Home is being Sold "AS IS" but well worth the price. All offers will be reviewed Sunday September 19th.

105 Park Ave, Ridgely

Listing courtesy of Long & Foster Real Estate, Inc.. 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: 8044484664
$419,000
5 Beds ⋅ 3 Baths
5 BEDROOMS — 2,250 SQ FT — MOVE-IN READY — 2-CAR GARAGE — ESTABLISHED LISTER ESTATES Looking for the space of a larger home without the wait, construction process, or uncertainty of new construction? Why wait for new construction when you can enjoy the space, comfort and established charm of a beautifully maintained Colonial in desirable Lister Estates? Offering 5 bedrooms, 2.5 baths and approximately 2,250 square feet, this spacious home provides the room today's buyers are looking for—whether you need bedrooms for family, guests, a home office, hobbies or simply more breathing room. From the moment you arrive, you'll appreciate the pride of ownership. The home features a beautiful newer front door that welcomes natural light, gleaming oak hardwood floors, freshly painted interiors and a well-maintained, move-in-ready presentation. The kitchen offers convenient everyday functionality, while the home's generous floor plan provides plenty of space for both comfortable living and entertaining. Need even more room? The lower level offers valuable additional unfinished space and storage with the potential to be customized to suit your needs, subject to buyer's plans and applicable requirements. Outside, enjoy the convenience of an attached 2-car garage, established landscaping and the ease of living in a neighborhood setting while remaining close to Ridgely's quaint town center, shopping, churches, schools, parks and major commuter routes. If you're comparing new construction, smaller homes or properties requiring major updates, be sure to see what 109 Walnut Street has to offer. Five bedrooms, generous living space, a 2-car garage and move-in-ready condition make this a home worth seeing in person!

109 Walnut St, Ridgely

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$130,000
Several individual parcels on Sunset, Cosden and Harold Streets. One parcel has a large 50' x 70' Morton style building, town water is on site and sewer is available. Any interested buyer should perform their own suitable level of due diligence.

707 W Sunset Ave, Greensboro

Listing courtesy of The Land Group. Contact: (410) 934-3478
$225,000
Build your dream home on this beautiful homesite in the desirable Ruther Glen area of Caroline County. Multiple out buildings already on the property. Offering the perfect balance of privacy and convenience, this lot provides a peaceful setting while remaining just minutes from I-95, Route 1, shopping, dining, and local amenities. Enjoy the charm of country living with an easy commute to Richmond, Fredericksburg, and Northern Virginia. Don't miss this opportunity to secure a great piece of land in a growing area.

Countyline Church, Ruther Glen

Listing courtesy of Aquia Realty, Inc.. Contact: (540) 659-2192
$249,950
11 ACRES ON CORNER WITH LONG FRONTAGE ON BLANTON'S ROAD AND COUNTYLINE CHURCH ROAD. Approx half open and half wooded with old farmhouse improvement that was once a corner store. Additional land in area available. Build your dream home on this beautiful homesite in the desirable Ruther Glen area of Caroline County. Offering the perfect balance of privacy and convenience, this land provides a peaceful setting while remaining just minutes from I-95, Route 1, shopping, dining, and local amenities. Enjoy the charm of country living with an easy commute to Richmond, Fredericksburg, and Northern Virginia. Don't miss this opportunity to secure a great piece of land in a growing area.

5035 Blantons Rd, Ruther Glen

Listing courtesy of Aquia Realty, Inc.. Contact: (540) 659-2192
$2,200,000
Strategic Corner Lot with Commercial Potential — Subject to Town Approval Prime opportunity on 25 acres +/- at the intersection of US Route 301 and Route 17 in Caroline County, VA. This expansive parcel is currently zoned Rural Preservation but offers exceptional visibility and access for future commercial development, pending approval from the Town of Port Royal. Ideal for investors or developers seeking a high-traffic location from with possible flexible use potential. Subdivision into larger lots may be possible due to its current zoning, but sellers are motivated to market toward more intense commercial or mixed-use opportunities. Whether you're envisioning retail, service, or destination-based concepts, this site is a standout canvas for your next venture. Easy driving to Fredericksburg, Northern VA, Maryland, Dahlgren Naval Base, U.S. Army Fort Walker (formerly Fort A.P. Hill) and Richmond. Boundary Line survey, high-lighted GIS Pic of Tax Parcel and current zoning uses from Town of Port Royal available upon request.

25513 Tidewater Trl, Port Royal

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

$449,999
4 Beds ⋅ 2 Baths
PRICE REDUCED!! Step into history when walking through the front entrance of this early 20th century home. This home still has the charm to bring you back in time with recent modern upgrades. Such as new oak hardwood floors installed downstairs in 2023, leaving the original wood upstairs underneath the recently professionally cleaned Berber carpet waiting to be revealed, new roof in 2021, stainless appliances, updated downstairs bathroom with walk-in shower and tankless water heaters for the entire house. Electrical was updated in the early 2000’s along with double hung windows and all plaster replaced with drywall. This home is nestled on 1.45 case and has the feel of country with the convenience of being situated between Fredericksburg and Richmond. You can enjoy your quiet evenings sitting on the wrap around porch or soaking in the hot tub listening to the birds sing throughout the many mature trees on the property. Bonus Spring house is ready to remodel to an in-law suite or She/he-shed.

11456 Chesterfield Rd, Ruther Glen

Listing courtesy of LJ Realty Company, Inc.. Contact: 8044484664
$499,500
5 Beds ⋅ 3 Baths
Rare find! A split foyer Lake Retreat with 5 bedrooms! This home has nice finishes, open floorplan, 2 car garage, back deck, nice yard. If you are looking for space, then this one needs to be on the must-see list. A great balance of Lake living with everyday convenience. CLOSE TO GOLF, WINERY, SHOPPING, YMCA, LIBRARY, CAROLINE COUNTY AGRICULTURE FAIR, CAROLINE COMMUNITY THEATER, FARMERS MARKET, KINGS DOMINION, MEADOW EVENT PARK, DOMINION RACEWAY & NEW KALAHARI RESORT WATERPARK COMING SOON ONLY 10 MILES NORTH !! LOT'S TO DO !!

66 Albertson Ct, Ruther Glen

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

$374,990
4 Beds ⋅ 2 Baths
BACK ACTIVE and offering another opportunity to make this special Eastern Shore property your own! Welcome to 23116 Gilpin Point Road in Preston, an updated Eastern Shore rancher offering the perfect blend of one-floor living, privacy, history, and a water-oriented lifestyle. Beautifully situated on a spacious setting in the historic Gilpin Point area, this inviting home provides a peaceful country backdrop while still offering convenient access to nearby towns, commuter routes, and the gorgeous Choptank River. Steeped in the rich heritage of the Gilpin Point estate area, this property offers a special connection to one of the Eastern Shore’s most historic riverfront communities. Inside, this updated rancher offers the ease and comfort of true one-level living with a thoughtful layout designed for everyday convenience. The spacious living area creates an inviting place to gather, relax, and unwind, while the eat-in kitchen provides excellent functionality with comfortable dining space and easy flow to the main living areas. The private owner’s suite offers a peaceful retreat with its own full bath, while the additional bedrooms provide wonderful flexibility for family, guests, a home office, craft room, or hobby space. A large laundry and utility area adds valuable storage and practical convenience, keeping everything easily accessible on one level. With generous room sizes, a comfortable layout, and no stairs to navigate, this home is ideal for buyers seeking low-maintenance living without sacrificing space, privacy, or charm. The exterior setting is one of the true highlights of this special property. Surrounded by mature trees and open outdoor space, the home offers a peaceful Eastern Shore setting with established garden areas, fruit-bearing trees, and plenty of room to enjoy outdoor living. Whether you envision gardening, entertaining, relaxing around a fire pit, storing a boat, raising chickens, creating a hobby space, or simply enjoying the quiet surroundings, this property delivers wonderful flexibility. Fenced areas, greenhouse space, a storage shed with electric, and additional outbuilding space add tremendous value for those who enjoy outdoor projects, recreation, or extra storage. With easy access, generous parking, and room to spread out, the property feels private and tucked away while still remaining convenient. Less than five blocks away, Ganey’s Wharf provides access to the beautiful Choptank River, creating an incredible opportunity for boating, fishing, kayaking, crabbing, picnics, or simply enjoying peaceful waterfront views. This is more than a home—it is an Eastern Shore lifestyle. Private, peaceful, updated, and full of Eastern Shore charm, 23116 Gilpin Point Road is an incredible opportunity for buyers seeking true one-level living, generous outdoor space, nearby river access, historic character, and everyday comfort. Ideally located with convenient access to Easton, Denton, Cambridge, Annapolis, Baltimore, Washington, D.C., Middletown, Dover, Dover Air Force Base, Routes 50 and 301, the Bay Bridge, Kent Island, and Delaware shopping, this property delivers an exceptional combination of privacy and regional accessibility. A wonderful value and an amazing opportunity to enjoy the very best of Eastern Shore living.

23116 Gilpin Point Rd, Preston

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$335,000
3 Beds ⋅ 3 Baths
Price Improved! $335.000 Like-New Residence, Built in 2023 in Pendleton's Premier Golf Course Community! Schedule your private tour this week! The seller is motivated and still reviewing offers—there's still time to submit yours. Thoughtfully maintained and competitively priced, this home offers an excellent opportunity to own a like-new property without the wait or cost of new construction. This beautifully maintained 2023, 3-bedroom, 2.5-bath, three-level home offers modern finishes, an open-concept layout, and low-maintenance living. Enjoy a gourmet kitchen with quartz countertops, stainless steel appliances, an oversized island, an electric fireplace, and a spacious Trex deck perfect for relaxing or entertaining. The finished lower level is perfect for a home office, gym, media room, or playroom. Upstairs you'll find a spacious primary suite, two additional bedrooms, second-floor laundry, fresh paint, and approximately seven years remaining on the builder's structural warranty. To ensure the home is truly move-in ready, the seller is willing to replace the carpeting in three upstairs bedrooms prior to closing with an acceptable offer, providing the new owner with a fresh start in their new home. The affordable HOA includes front lawn mowing, trash and recycling, snow removal, and common area maintenance. Enjoy resort-style amenities including a golf course (membership available), a pool, clubhouse, pickleball courts, walking trails, parks, playgrounds, dog parks, and community gardens. Conveniently located just minutes from I-95 with easy access to Richmond, Fredericksburg, and Washington, D.C., and close to Kings Dominion and the future Kalahari Resort. All bedrooms are staged.

18240 Capital Ct, Ruther Glen

Listing courtesy of CTI Real Estate. Contact: 5407857800
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