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$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.

105 Park Ave, Ridgely

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

$450,000
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
If you've been dreaming of peaceful country living without giving up the convenience of town, this beautifully maintained Colonial in the desirable Lister Estates community may be exactly what you've been waiting for. Enjoy the feeling of space and privacy while still being close to a quaint town square, local shopping, churches, schools, parks, and major commuter routes. From the moment you arrive, you'll appreciate how exceptionally clean and well cared for this 5-bedroom, 2.5-bath home is. Freshly painted interiors, almost-new gleaming oak hardwood floors, a beautiful newer front door that fills the entry with natural sunlight, and several recent updates make this home truly move-in ready. The inviting main level offers a comfortable, flexible layout designed for both everyday living and entertaining. The centrally located kitchen flows easily into the breakfast area and spacious family room, creating a wonderful gathering space. The kitchen features a new refrigerator, new dishwasher, and new garbage disposal. Just off the kitchen, you'll find a generous dining room plus a formal front room that can easily serve as a den, office, sitting room. Upstairs, the spacious primary suite provides a peaceful retreat with a walk-in closet and private bath featuring double vanities. Four additional bedrooms offer plenty of room for family, guests, hobbies, or working from home. The lower level provides even more possibilities. Finish or customize the basement/rec area to fit your lifestyle—whether you envision a recreation room, home gym, workshop, media area, or simply need additional storage. A two-car garage and abundant storage add to the home's functionality. Step outside to the spacious backyard, where you'll have room for summer cookouts, gardening, play, and outdoor gatherings. Additional comfort and efficiency features include a UV air-cleaning system that is professionally maintained twice yearly, helping improve indoor air quality as part of the home's HVAC system. This is the kind of home that offers the best of both worlds: room to breathe, a peaceful neighborhood setting, and the convenience of being close to the places you need and the small-town amenities you enjoy.

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:

$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
$545,000
Coming Soon! Exceptional commercial opportunity featuring two parcels available for purchase individually or together, offering flexibility for investors, business owners, or future development. One parcel includes a brick office building with three private offices, a reception area, full bathroom, and kitchen, providing immediate functionality for professional or service-based businesses. The second parcel features a large two-bay garage with ample storage, ideal for workshop space, contractor use, equipment storage, or potential additional office expansion. This property offers strong potential for office, retail, service, automotive, or mixed commercial use, with the option to secure one parcel for immediate operations or purchase both to maximize development potential and long-term value. Caroline County has multiple commercial developments currently in review and approved phases, including a 60-acre corporate campus, new retail corridors, restaurant expansions, and multi-billion-dollar data center investments—positioning this property in one of the fastest growing commercial corridors between Richmond and Fredericksburg. In addition, nearby Spotsylvania County continues to experience rapid business growth with expanding commercial development, tourism drivers, and the highly anticipated Kalahari Resort bringing jobs, visitors, and increased demand for supporting businesses. Located in a rapidly developing corridor between Richmond and Fredericksburg with convenient access to I-95, this strategic location benefits from increasing population, traffic, and economic expansion. With growing demand for commercial services in both Caroline and Spotsylvania Counties, this property is well-positioned to benefit from continued growth. Don’t miss your chance to invest in the future of the Ruther Glen commercial market.

18213 Us Route 1 Hwy, Ruther Glen

Listing courtesy of EXP Realty, LLC. Contact: 5403882541
$180,000
Huge Price Drop – Act Fast Before It’s Gone! (Serious Buyers Only) This exceptional property features over 16 acres of level land with frontage on three roads: Central Avenue, Henry Road, and Holly Plains Drive. Zoned R-1, it offers outstanding potential—perfect for holding, subdividing, or developing. Located just outside the Ridgely city limits and close to the town center, the property is well-positioned for future growth. With nearby sub-acre lots selling for around $130K, this presents a rare and compelling opportunity for subdivision and investment. Serious buyers only—don’t miss your chance to secure this versatile and high-potential piece of real estate. MLS listing is limited service for entry purposes only. Seller will handle all inquiries, negotiations, and contract details directly. Listing agent has a financial interest in the transaction.

11920 Central Ave, Ridgely

Listing courtesy of Proplocate Realty. Contact:

$230,000
3 Beds ⋅ 3 Baths
***NEWLY ADJUSTED PRICE***Come on in to explore this beautifully maintained 3-level home offering the perfect blend of modern convenience and comfortable living. This beauty features 3 spacious bedrooms and 2.5 baths, with an open floor plan that creates an inviting flow throughout the main living areas. The home has been updated with fresh paint, new appliances and more to ensure it's move-in ready for you. Each level offers its own distinct living space providing flexibility for various lifestyle needs. Location is everything, and this home delivers convenience. Situated in a premium location with ideal access to both Route 404 and Route 50 for effortless commuting and easy access to shopping, dining and entertainment. Whether you're headed to work or exploring the area, everything you need is just minutes away.

1204 Blue Heron Dr, Denton

Listing courtesy of Shore Results Realty. Contact: 4439924990
$1,500,000
**FOR SALE**READY FOR YOUR NEXT BUSINESS !! Highly Visible and Ideal Location For Your Business like Hotel, Retail, Commercial, Many Possible Uses, Flexible B-1 Zoning. newly renovated commercial space has frontage on Rt 301 with 19.26 Acres in the total lot. The building has two floors that can be used for offices or can be used as one for office and one for residential due to RPBI ZONING. Great for multi-use Businesses venture! So don't wait, get started today. Please check the document section in the listing. Potential rezoning for mixed use of commercial and residential space. CALL LISTING AGENT FOR MORE DETAILS.

25692 A P Hill Blvd, Port Royal

Listing courtesy of Samson Properties. Contact: 7033788810
$345,000
A opportunity to acquire a three unit apartment building w/positive cash flow and fully leased consisting of two 2 bedroom 1 bath apartments and one 1 bedroom 1 bath apartment. Lot approved for additional building. Leasing income, after expenses, supports debt service.

517 W Sunset Ave, Greensboro

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$525,000
3 Beds ⋅ 3 Baths
PLEASE NOTE that the Owner has listened to the current market, Price has been reduced to $525,000. It is a property of beautifully preserved quality on ¾ of an acre in an urban setting. Most unusual! When compared to equivalent historic properties it is now very competitively priced! This fine, brick dwelling originating from the18th c. is situated in Hillsboro on Maryland's peaceful Eastern Shore. Hillsboro, nestled along the Tuckahoe River, conveniently located to all that is important to the Eastern Shore's sought-after lifestyle. Public landing with dock and kayak lauch is just a block away. The WILLIAM SMITH HOUSE, built in 1794, exemplifies the world of a successful Grain Merchant living in an important hub for grain and tobacco. The house has been altered slightly through the many decades, but the character of the original building dominates the architecture and "feel" of its 1794 era. Its charm and elegance remain. The rooms are commodious and inviting. The grand center ENTRANCE HALL is punctuated by the graceful stair, fine woodwork and doors. The LIVING ROOM, as expected, is spacious and comfortable with fireplace (now gas fired), original floors, and bookshelves. The DINING ROOM, of a grand size, features a fireplace (now gas), cabinetry and glass front cupboards. Two steps down from the dining Room the fully equipped KITCHEN is found with wood floor, exposed rafters and back stairway. Open from the kitchen is the GATHERING ROOM with wood floor and wide views of the grounds and gardens. A paver path from this room leads to the driveway and parking. An open DECK offers a secluded retreat off the kitchen wing BEDROOMS and BATHS are found on second floor. Two of which have fireplaces although decorative at this time. Access to the bedroom level is either from the main grand stairway or via the back stairs. Adding to the charm is the back stair hall in the primary bedroom wing located over the kitchen and "gathering" room. The baths are delightful. A surprise outbuilding is to the rear of the grounds. A perfect spot for an office, studio or storage. Another smaller outbuilding offers more storage. The grounds feature tall mature trees and fencing. The William Smith House is all one would expect built in a gracious era with a colorful history. WHERE IS HILLSBORO?? Hillsboro lies a short distance from both Denton, Caroline County and Easton in Talbot County. Chestertown, in Kent County, is just 40 minutes. Annapolis, the Capitol of Maryland, is less than an hour. Unique shops, sailing facilities, live theater and restaurants abound. Hillsboro is from 1- 2 hours from the "rest of the world" for BWI, National and Philadelphia airports are a swift drive away. Dulles a bit further. A private airport is found in Easton. - 15 minutes. Atlantic Ocean resorts are about an hour. Adkins Arboretum is 1.5 miles. Adkins is a 400-acre native garden and preserve, provides exceptional experiences in nature to promote environmental stewardship. The Hillsboro Public Landing on the Tuckahoe is just a block from property. This property and lifestyle is an enriching experience” It awaits its next steward(s).

22005 Main St, Hillsboro

Listing courtesy of Maryland Heritage Properties. Contact: (443) 480-7342