Ridgely Real Estate

Ridgely Real Estate

Welcome to Ridgely, Maryland – a hidden gem nestled in the heart of Caroline County. This charming town, steeped in rich history and scenic beauty, offers a delightful blend of small-town charm and modern conveniences, making it an ideal place to call home.

Ridgely is known for its friendly community and vibrant local culture. With a population that embraces a welcoming spirit, residents enjoy a tight-knit atmosphere where neighbors become friends. The town is dotted with beautiful parks, perfect for family picnics, leisurely strolls, or enjoying the great outdoors. The nearby Choptank River provides opportunities for fishing, kayaking, and exploring nature, ensuring that adventure is always just around the corner.

For those who appreciate history, Ridgely boasts several historical sites, including charming architecture that tells the story of its past. The town's rich agricultural heritage is evident in its local farms and markets, where you can find fresh produce and handmade goods, fostering a sense of community and supporting local artisans.

Conveniently located just a short drive from larger cities like Easton and Dover, Ridgely offers the perfect balance of tranquility and accessibility. Residents benefit from excellent schools, making it a great place for families to grow and thrive.

Whether you’re looking to settle down, start a family, or simply enjoy a slower pace of life, Ridgely is a place where dreams come true. Explore the possibilities and discover why so many are proud to call this charming town home. Come and experience Ridgely – where community, nature, and history come together beautifully!

Newest Listings in Ridgely

$499,900
4 Beds ⋅ 3 Baths
Move Right In! METICULOUSLY MAINTAINED home in a rural setting just outside of Downtown Ridgely. This 4 bedroom, 2.5 bath home is the perfect combination of modern and laid back, with two additional flex space rooms for a potential of two more bedrooms. Upgrades are too many to name all of them. Just a few being insulated garage and doors, two zone gas and electric heat pumps, tankless hot water heater, certified dry zone and sealed crawl space with two sump pumps, renovated kitchen in the last two years included stainless steel appliances, soft close cabinets, granite countertops, new washer and dryer, 1 yr old shed, new deep well pump, new water tank, 1 yr old shed outside, the list goes on and on. Huge Primary with En Suite and walk-in closet. Large finished multi-use space over garage. Beautiful home in a country setting

12384 River Rd, Ridgely

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$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:

$579,900
4 Beds ⋅ 3 Baths
Welcome to this meticulously crafted 2023 contemporary farmhouse, perfectly positioned on a spacious .85-acre lot in the established community of Ashworth. Offering 3,168 square feet, 4 bedrooms, and 2.5 baths, this beautifully designed home blends timeless farmhouse charm with modern finishes and thoughtful upgrades throughout. The striking exterior showcases classic white siding, bold black trim, and expansive windows that create an inviting first impression. Inside, the open-concept layout features luxury vinyl plank flooring, soaring ceilings, and abundant natural light. The great room is anchored by a decorative gas fireplace, offering both comfort and style. The kitchen is designed to impress with granite countertops, stainless steel appliances, a large center island, and a NEW Samsung smart refrigerator. Custom cabinetry, subway tile backsplash, and a pot filler complete the space with both function and flair. Just off the kitchen, the dining area is filled with natural light and opens seamlessly to a spacious deck with a privacy wall—overlooking the expansive, level backyard ideal for entertaining, play, or relaxing. Upstairs, generously sized secondary bedrooms share a well-appointed hall bath, while the primary suite offers a peaceful retreat with a large walk-in closet and spa-like bath featuring a double vanity, custom tile flooring, and an oversized shower. A NEW GE smart washer and dryer are conveniently located on the bedroom level. The fully finished lower level provides flexible space perfect for a home office, gym, or recreation area. The attached sideload two-car garage offers ample parking and additional storage. The home is also wired with Cat6 cable, ideal for modern living, work-from-home needs, and entertainment. Located in the charming town of Ridgely, Ashworth offers a welcoming community setting with convenient access to local shops, dining, and outdoor recreation. Enjoy nearby Martinak State Park with trails, waterfront activities, and scenic picnic areas. Commuters will appreciate easy access to Easton, Denton, Route 404, Route 50, the Bay Bridge, and the beaches of Maryland and Delaware. A perfect blend of quality, style, and location—this is the one you’ve been waiting for. Mortgage savings may be available for buyers of this listing.

24766 Tribbett Cir, Ridgely

Listing courtesy of Redfin Corp. Contact: 3016586186
$375,000
4 Beds ⋅ 3 Baths
Welcome to 4 N Maryland Ave in Ridgely! This spacious 4-bedroom, 2.5-bath home offers 2,552 square feet of living space on approximately 0.21 acres. The home features a two-story layout, fireplace, open and enclosed porch areas, and a private pool—perfect for relaxing and entertaining. Conveniently located in the Town of Ridgely, this property offers plenty of space and potential to make it your own. Schedule your showing today!

4 N Maryland Ave, Ridgely

Listing courtesy of Keller Williams Realty. Contact: 3023600300
$229,000
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: 4103042011
$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
$345,000
4 Beds ⋅ 3 Baths
Welcome to this spacious ranch-style home situated on approximately 1.98 private, wooded acres, offering an exceptional combination of space, privacy, and versatility. With approximately 3,258 square feet of living space, including two additions to the original home, this expansive property features 4 bedrooms and 3 full bathrooms, along with flexible living areas that can accommodate a home office, guest quarters, home gym, studio, or potential in-law suite. The home provides a great foundation with generous living spaces and a beautiful setting. Some finishes and cosmetic updates are still needed, giving the next owner an opportunity to add their own style and personal touches. For buyers willing to complete these improvements, the property offers tremendous potential to make it their own. The updated kitchen features white cabinetry, butcher-block countertops, a 36-inch farmhouse sink, Samsung range and refrigerator, and GE dishwasher. Generous living and gathering spaces provide plenty of room to spread out, while the wood-burning fireplace adds warmth and character to the home. Step outside and enjoy the peaceful wooded setting from the covered porch and deck. Nearly two acres provide privacy, mature trees, and plenty of room for outdoor enjoyment. The property also features a small asphalt recreation area with a basketball goal, perfect for shooting hoops, outdoor play, or additional recreational use. This property offers a unique opportunity for buyers looking for peace , privacy room to live, work, entertain, and enjoy the outdoors. This property is being offered as a short sale and is subject to third-party/lender approval. Property is being sold as-is.

14671 Fox Chase Cir, Ridgely

Listing courtesy of Conway Real Estate. Contact: 4109639284
$449,000
3 Beds ⋅ 2 Baths
Welcome to 11509 Reed Cir, a charming 3-bedroom, 2-bathroom rancher nestled on 1.10 acres in Ridgely, Maryland. Set against a peaceful, tree-lined backdrop, this home offers comfortable one-level living with plenty of space to enjoy both indoors and out. A covered front porch welcomes you inside, where the inviting living room makes a statement with a floor-to-ceiling brick propane fireplace, creating a warm focal point for everyday living and entertaining. The kitchen features stainless steel appliances, a convenient dining area, and direct access to the backyard. The attached front garage provides convenient parking and storage, and a propane heater was added to offer added versatility for the space. Out back, enjoy your own private retreat with a patio, deck, hot tub, and storage shed, all surrounded by the natural beauty of the expansive, tree-lined property. The backyard is partially fenced with a privacy fence, and an underground pet fence is installed around the entire property. Recent improvements include an encapsulated crawl space with a dehumidifier and a new roof. Located in Caroline County on Maryland's Eastern Shore, Ridgely offers a relaxed small-town setting with convenient access to surrounding communities. MD Route 404 provides connections toward Denton, Easton, and the Chesapeake Bay Bridge, as well as east toward Delaware. Outdoor enthusiasts will appreciate nearby Tuckahoe State Park and Martinak State Park, which features a boat launch area, along with the area's abundance of parks, trails, waterways, and natural spaces. With its generous acreage, inviting outdoor spaces, classic rancher layout, recent improvements, and convenient Eastern Shore location, 11509 Reed Cir is ready to welcome you home.

11509 Reed Cir, Ridgely

Listing courtesy of Keller Williams Realty. Contact: (302) 360-0300
$600,000
6 Beds ⋅ 4 Baths
Welcome to 11592 Holly Road in Ridgely, MD! This spacious 6-bedroom, 3.5-bath home offers plenty of room inside and out, with a flexible layout to fit a variety of needs. Inside, you'll find a bright kitchen with premium appliances, a comfortable living room with a gas fireplace, and a primary suite featuring a separate sitting area and attached office. The home also includes an in-law suite, providing additional space for family or guests. Outside, enjoy a nice-sized yard with a paver patio, gazebo, and stone fire pit. An attached garage provides additional parking and storage. With plenty of living space and convenient access to local schools and amenities, 11592 Holly Road is ready for its next owner.

11592 Holly Rd, Ridgely

Listing courtesy of Samson Properties. Contact: 7033788810
$415,000
3 Beds ⋅ 2 Baths
Possibilities! This Caroline County 3-bedroom 2 bath Victorian sitting on almost 4 acres with fencing and plenty of usable buildings in a country setting. Nearby points of interest include Tuckahoe state park with equestrian trails, hiking trails, even a lake to paddle or fish. Gooden Airpark is just down the road along with a few boat ramps to the Choptank River. The property offers several mechanical upgrades including a recent new boiler for the hot water and heating system, recent BATT septic system installation, recent cooling system upgrades, a car charging hookup with upgraded service. Last but not least the possibility of a portable VA interest rate to qualified buyers. The property is offered in as-is condition. Let's set up an appointment to take a look

13166 Oakland Rd, Ridgely

Listing courtesy of The Land Group. Contact: (410) 934-3478
$415,000
3 Beds ⋅ 2 Baths
Possibilities! This Caroline County 3-bedroom 2 bath Victorian sitting on almost 4 acres with fencing and plenty of usable buildings in a country setting. Nearby points of interest include Tuckahoe state park with equestrian trails, hiking trails, even a lake to paddle or fish. Gooden Airpark is just down the road along with a few boat ramps to the Choptank River. The property offers several mechanical upgrades including a recent new boiler for the hot water and heating system, recent BATT septic system installation, recent cooling system upgrades, a car charging hookup with upgraded service. Last but not least the possibility of a portable VA interest rate to qualified buyers. The property is offered in as-is condition. Let's set up an appointment to take a look

13166 Oakland Rd, Ridgely

Listing courtesy of The Land Group. Contact: (410) 934-3478
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