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Looking for one-level living, a first-floor primary suite, acreage, and a truly move-in ready home? Welcome to 24020 Carolyn Drive, where nearly every inch of this 3-bedroom, 2-bath rancher has been thoughtfully renovated and updated. Set on 13.8 beautiful acres in Caroline County, this fully renovated, turnkey property offers the peace and privacy of country living without the expense and hassle of a fixer-upper. Major improvements include a new roof, drywall, plumbing, HVAC system, water heater, kitchen, fixtures, and finishes throughout. The stunning interior features granite countertops, durable porcelain wood-look tile flooring, and an inviting layout designed for comfortable everyday living. Enjoy cozy evenings by the fireplace or wood stove while taking in the charm and character that make this home feel warm and welcoming. With all the major systems already updated, you can simply move in and start enjoying your new lifestyle. Outside, the possibilities are endless. Whether you're dreaming of a farmette, hobby farm, homestead, extensive gardens, horses, small livestock, or simply room to roam, this property provides the space to make it happen. Portions of the acreage may also offer agricultural opportunities, allowing for potential income through leased tillable land. Create the pumpkin patch you've always wanted, plant Christmas trees, raise animals, or simply enjoy the wide-open views and privacy that are increasingly difficult to find. With no HOA, plenty of room for outbuildings, equipment, recreational vehicles, and future projects, this property offers the flexibility that many buyers are searching for but rarely find. Combining a fully renovated rancher, one-level living, a first-floor primary suite, and 13.8 acres of opportunity, this exceptional property delivers the best of the Eastern Shore lifestyle. Properties offering this level of renovation, privacy, and acreage don't come along often. Schedule your showing and experience everything 24020 Carolyn Drive has to offer.

3 Beds ⋅ 2 Baths

Looking for one-level living, a first-floor primary suite, acreage, and a truly move-in ready home? Welcome to 24020 Carolyn Drive, where nearly every inch of this 3-bedroom, 2-bath rancher has been thoughtfully renovated and updated. Set on 13.8 beautiful acres in Caroline County, this fully renovated, turnkey property offers the peace and privacy of country living without the expense and hassle of a fixer-upper. Major improvements include a new roof, drywall, plumbing, HVAC system, water heater, kitchen, fixtures, and finishes throughout. The stunning interior features granite countertops, durable porcelain wood-look tile flooring, and an inviting layout designed for comfortable everyday living. Enjoy cozy evenings by the fireplace or wood stove while taking in the charm and character that make this home feel warm and welcoming. With all the major systems already updated, you can simply move in and start enjoying your new lifestyle. Outside, the possibilities are endless. Whether you're dreaming of a farmette, hobby farm, homestead, extensive gardens, horses, small livestock, or simply room to roam, this property provides the space to make it happen. Portions of the acreage may also offer agricultural opportunities, allowing for potential income through leased tillable land. Create the pumpkin patch you've always wanted, plant Christmas trees, raise animals, or simply enjoy the wide-open views and privacy that are increasingly difficult to find. With no HOA, plenty of room for outbuildings, equipment, recreational vehicles, and future projects, this property offers the flexibility that many buyers are searching for but rarely find. Combining a fully renovated rancher, one-level living, a first-floor primary suite, and 13.8 acres of opportunity, this exceptional property delivers the best of the Eastern Shore lifestyle. Properties offering this level of renovation, privacy, and acreage don't come along often. Schedule your showing and experience everything 24020 Carolyn Drive has to offer.

Ridgely

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

$319,900

Nestled on a charming corner lot, this delightful ranch-style home offers a perfect blend of comfort and community. Built in 1955, this residence boasts a spacious layout with 1,539 square feet of living space, featuring four inviting bedrooms and two full bathrooms. New $30,000 complete roof with 50 year transferable warranty, new The warm ambiance is enhanced by a mix of hardwood and carpet flooring, creating a cozy atmosphere throughout. The exterior, adorned with durable aluminum siding, complements the home's classic design while providing low-maintenance living. The generous lot size of 0.37 acres allows for ample outdoor space, perfect for gardening, play, or simply enjoying the fresh air. Located in a vibrant neighborhood, this home is surrounded by a welcoming community that values connection and engagement. The nearby schools are known for their commitment to education, providing a nurturing environment for students to thrive. Convenience is key in this location, with off-street and on-street parking available, making it easy for guests to visit. The neighborhood is well-served by public services, ensuring that residents have access to essential amenities and resources. This property is not just a house; it's a place where memories are made. The inviting layout and community-oriented surroundings create an ideal setting for gatherings, celebrations, and everyday moments. Whether you're enjoying a quiet evening at home or exploring the local parks, this residence offers a sense of belonging and comfort. With its charming features and prime location, this home is ready to welcome you into a lifestyle filled with warmth and community spirit. Experience the joy of living in a neighborhood that feels like home, where every day brings new opportunities to connect and create lasting memories.

4 Beds ⋅ 2 Baths

Nestled on a charming corner lot, this delightful ranch-style home offers a perfect blend of comfort and community. Built in 1955, this residence boasts a spacious layout with 1,539 square feet of living space, featuring four inviting bedrooms and two full bathrooms. New $30,000 complete roof with 50 year transferable warranty, new The warm ambiance is enhanced by a mix of hardwood and carpet flooring, creating a cozy atmosphere throughout. The exterior, adorned with durable aluminum siding, complements the home's classic design while providing low-maintenance living. The generous lot size of 0.37 acres allows for ample outdoor space, perfect for gardening, play, or simply enjoying the fresh air. Located in a vibrant neighborhood, this home is surrounded by a welcoming community that values connection and engagement. The nearby schools are known for their commitment to education, providing a nurturing environment for students to thrive. Convenience is key in this location, with off-street and on-street parking available, making it easy for guests to visit. The neighborhood is well-served by public services, ensuring that residents have access to essential amenities and resources. This property is not just a house; it's a place where memories are made. The inviting layout and community-oriented surroundings create an ideal setting for gatherings, celebrations, and everyday moments. Whether you're enjoying a quiet evening at home or exploring the local parks, this residence offers a sense of belonging and comfort. With its charming features and prime location, this home is ready to welcome you into a lifestyle filled with warmth and community spirit. Experience the joy of living in a neighborhood that feels like home, where every day brings new opportunities to connect and create lasting memories.

306 Sunrise Ave, Ridgely

Listing courtesy of Samson Properties. Contact:

$429,000

Charming 3-bedroom, 2½-bath Cape Cod located just outside Denton in desirable Riverview Estates. Situated on nearly 3 acres, this property offers plenty of privacy and a peaceful setting surrounded by nature. The owner has enjoyed deer hunting on the property, adding to its appeal for outdoor enthusiasts. Large screened porches at both the front and rear of the home provide ample space for relaxing, entertaining, and enjoying the tranquil surroundings. The first-floor primary bedroom offers convenient one-level living. A hot tub is also included and conveys with the property. A wonderful opportunity to enjoy the space, privacy, and serenity of country living while remaining close to Denton.

3 Beds ⋅ 3 Baths

Charming 3-bedroom, 2½-bath Cape Cod located just outside Denton in desirable Riverview Estates. Situated on nearly 3 acres, this property offers plenty of privacy and a peaceful setting surrounded by nature. The owner has enjoyed deer hunting on the property, adding to its appeal for outdoor enthusiasts. Large screened porches at both the front and rear of the home provide ample space for relaxing, entertaining, and enjoying the tranquil surroundings. The first-floor primary bedroom offers convenient one-level living. A hot tub is also included and conveys with the property. A wonderful opportunity to enjoy the space, privacy, and serenity of country living while remaining close to Denton.

24882 Riverview Way, Ridgely

Listing courtesy of Benson & Mangold, LLC. Contact:

$385,000

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.

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:

$579,900

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.

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:

$375,000

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 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:

$224,000

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!

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:

$419,000

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!

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:

$345,000

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.

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:

$435,000

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.

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:

$600,000

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.

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:

$415,000

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

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:

$415,000

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

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:

$21,000

Vacant lot, check with the county about putting a new house on this lot. There was previously a house on this lot.

12115 Lincoln St, Ridgely

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

$599,900

3 Beds ⋅ 2 Baths

23130 Sparks Road Rd, Ridgely

Listing courtesy of McClain-Williamson Realty, LLC. Contact:

$320,000

Charming updated Farmhouse style home with hardwood floors throughout and tiled bathrooms. The open kitchen features quartz countertops, a center island for extra prep space and casual dining, stainless steel appliances, and a tile backsplash. The first floor includes a full bath with a tiled walk-in stall shower, plus a separate laundry/mud room. Dual-zone heating and air for year-round comfort. Major updates completed in 2021: new windows, plumbing, electrical, and LED lighting, Sliding doors open to a large backyard with a patio and a new storage shed. Located less than a block from the park, offering a playground, skate park, walking trails, ball fields, and tennis and basketball courts.

3 Beds ⋅ 2 Baths

Charming updated Farmhouse style home with hardwood floors throughout and tiled bathrooms. The open kitchen features quartz countertops, a center island for extra prep space and casual dining, stainless steel appliances, and a tile backsplash. The first floor includes a full bath with a tiled walk-in stall shower, plus a separate laundry/mud room. Dual-zone heating and air for year-round comfort. Major updates completed in 2021: new windows, plumbing, electrical, and LED lighting, Sliding doors open to a large backyard with a patio and a new storage shed. Located less than a block from the park, offering a playground, skate park, walking trails, ball fields, and tennis and basketball courts.

306 Caroline Ave, Ridgely

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

$465,900

Charming Victorian home in the heart of Ridgely, ideally situated on a picturesque, tree-shaded corner lot. This timeless property offers classic character, curb appeal, and a prime location close to local amenities. An expansive wraparound front porch sets the stage for this beautiful home, featuring a gracious entryway, stunning columned foyer, and gleaming hardwood floors that enhance its classic charm and elegance. The kitchen boasts new warm hardwood floors, granite countertops, and a new refrigerator. Thoughtfully designed with a custom center island, stunning decorative copper farmhouse sink, and a charming stone hearth with wine cooler, this space is both stylish and functional. The adjacent family room features a vaulted wood-plank ceiling, creating a warm and inviting atmosphere, and is conveniently complemented by a full bath. Additional features include a convenient side entrance, laundry room, and pantry. Just off the kitchen, the sunroom opens to a beautiful, shady backyard that is fully fenced and complete with a storage shed—perfect for outdoor enjoyment and storage. The attached one-car garage offers valuable bonus space above, featuring a half bath and flexible living area that could serve as an additional bedroom, home office, hobby room, or guest retreat. Upstairs, you'll find a spacious primary suite featuring vaulted wood-plank ceilings, abundant natural light, and a private half bath. Two additional charming bedrooms offer beautiful wood flooring and share a hall bath highlighted by a classic clawfoot tub. A large walk-up attic provides excellent potential for future expansion and could be finished to create additional living space, a fourth bedroom, home office, or recreational area. Modern comforts include central air conditioning throughout the home, a new heat pump installed in 2023, and a traditional oil furnace that provides dependable supplemental heat during the coldest winter months. Please be sure to mark your calendars for the upcoming open house Saturday from 11 to 2 pm. I look forward to seeing you there. If you can not make the open house please give me a call to schedule a private tour!

3 Beds ⋅ 4 Baths

Charming Victorian home in the heart of Ridgely, ideally situated on a picturesque, tree-shaded corner lot. This timeless property offers classic character, curb appeal, and a prime location close to local amenities. An expansive wraparound front porch sets the stage for this beautiful home, featuring a gracious entryway, stunning columned foyer, and gleaming hardwood floors that enhance its classic charm and elegance. The kitchen boasts new warm hardwood floors, granite countertops, and a new refrigerator. Thoughtfully designed with a custom center island, stunning decorative copper farmhouse sink, and a charming stone hearth with wine cooler, this space is both stylish and functional. The adjacent family room features a vaulted wood-plank ceiling, creating a warm and inviting atmosphere, and is conveniently complemented by a full bath. Additional features include a convenient side entrance, laundry room, and pantry. Just off the kitchen, the sunroom opens to a beautiful, shady backyard that is fully fenced and complete with a storage shed—perfect for outdoor enjoyment and storage. The attached one-car garage offers valuable bonus space above, featuring a half bath and flexible living area that could serve as an additional bedroom, home office, hobby room, or guest retreat. Upstairs, you'll find a spacious primary suite featuring vaulted wood-plank ceilings, abundant natural light, and a private half bath. Two additional charming bedrooms offer beautiful wood flooring and share a hall bath highlighted by a classic clawfoot tub. A large walk-up attic provides excellent potential for future expansion and could be finished to create additional living space, a fourth bedroom, home office, or recreational area. Modern comforts include central air conditioning throughout the home, a new heat pump installed in 2023, and a traditional oil furnace that provides dependable supplemental heat during the coldest winter months. Please be sure to mark your calendars for the upcoming open house Saturday from 11 to 2 pm. I look forward to seeing you there. If you can not make the open house please give me a call to schedule a private tour!

202 Central Ave, Ridgely

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

$375,000

Introducing an exceptional opportunity for retail and street retail investors in the bustling Ridgely area. Boasting approximately 3,321 SF, this prime property is perfectly positioned to capture the attention of both locals and visitors alike. With its strategic location and ample space, this property offers endless possibilities for retail ventures. Whether it's a boutique storefront, a trendy eatery, or a vibrant pop-up space, the flexible layout and high visibility make it an ideal canvas for entrepreneurial endeavors. Embrace the potential of this sought-after property and establish your retail presence in the thriving Ridgely community. Highlights • 3,321 SF building • Prime location in Ridgely • High visibility on West Belle Street • Ideal for retail or street retail • Spacious open floor plan • Ample parking for customers • Well-maintained exterior and interior • Versatile space for various retail concepts Situated in the heart of Ridgely's Central Business District, 7 W. Belle Street places your business on one of the most recognizable streets in this tight-knit Caroline County community. Zoned C-2 (Central Business District), the property allows for a wide range of commercial possibilities, making it an exceptionally flexible location for businesses looking to establish roots on Maryland's Eastern Shore.

7 W Belle Rd, Ridgely

Listing courtesy of Hyatt Commercial. Contact:

$25,000

Double lot . There are the remains of a house on the property; please leave the remains "as is". Well and septic unknown.

12087 Wayman St, Ridgely

Listing courtesy of Coldwell Banker Realty. Contact:

$299,000

Charming 3-bedroom, 2-bath rancher located in Ridgely! Inside, you’ll find comfortable one-level living with a functional open layout connecting the living room and kitchen, complete with stainless steel appliances. The spacious primary suite features a large en-suite bath and private doors leading directly to the backyard deck. Two additional generously sized bedrooms provide plenty of space for family, guests, or a home office. Step outside to enjoy the spacious backyard offering a patio and plenty of room for entertaining, gardening, or relaxing. Move-in ready and conveniently located close to town amenities.

3 Beds ⋅ 2 Baths

Charming 3-bedroom, 2-bath rancher located in Ridgely! Inside, you’ll find comfortable one-level living with a functional open layout connecting the living room and kitchen, complete with stainless steel appliances. The spacious primary suite features a large en-suite bath and private doors leading directly to the backyard deck. Two additional generously sized bedrooms provide plenty of space for family, guests, or a home office. Step outside to enjoy the spacious backyard offering a patio and plenty of room for entertaining, gardening, or relaxing. Move-in ready and conveniently located close to town amenities.

208 Oriole Ave, Ridgely

Listing courtesy of Benson & Mangold, LLC. Contact:

$155,000

Fixer up in town!!! New hot water 2025. More pictures coming. This is a short sale and bank has already appraised. (Agent Owner)

3 Beds ⋅ 1 Baths

Fixer up in town!!! New hot water 2025. More pictures coming. This is a short sale and bank has already appraised. (Agent Owner)

208 W 2nd St, Ridgely

Listing courtesy of Berkshire Hathaway Homeservice Homesale Realty. Contact:

$179,000

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:

$99,000

UPDATE: The New Ridgely Comprehensive Plan draft will designate this lot for future commercial growth alongside the adjoining property—making this a strong investment opportunity. Call to request the documentation. This .21-acre vacant lot is ideally located in the heart of Ridgely. Currently zoned residential, yet future commercial allowance almost finalized - it offers access to public water and sewer and is ready for development in accordance with town building codes and setback requirements. Build now within town limits or hold for future appreciation as the area continues to grow—especially given its proximity to a key intersection and nearby commercially zoned properties. Enjoy walkability to local shops, dining, and town amenities. The lot offers convenient street parking, with potential to add a garage via rear alley access. Centrally located: Less than, 10 minutes to Denton, 30 minutes to Easton or Dover, approximately 40 minutes to the Bay Bridge. Outdoor enthusiasts will appreciate being just minutes from Tuckahoe and Martinak State Parks, as well as public boat ramps, fishing spots, and recreation areas. Buy now, build later, or secure a position in a growing corridor—this property offers flexibility and long-term potential.

504 Central Ave, Ridgely

Listing courtesy of Taylor Properties. Contact:

$124,990

Investors Alert! Great potential here for a wide variety of uses. Business downstairs and rent the upstairs residential area earning additional income. Being sold strictly "as is" but the potential for an office or small business on the first level and the residential part with two bedrooms on the second level makes this a perfect fit for the business owner to either live upstairs or rent the upstairs while the lower level is used for a business. A good carryout business, crafts and florist business, fresh farmers produce stand, ice cream parlor and/or sweets shoppe could all be fantastic in this location -- great size and centrally located in the beautiful town of Ridgely -- known for its strawberry festival, car shows, parades, and other community events. Call today to schedule your showing. Needs work but the potentials are there. Bring your vision and bring it to life here!!!

7 Central Ave, Ridgely

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

$32,500

Just next to the quaint town of Ridgely, this .69 acre lot also comes with a bonus lot highlighted in photos. Buy and hold as an investment or see if you can perc.

Douglas & St, Ridgely

Listing courtesy of Rosendale Realty. Contact:

$127,000

Discover the ideal blend of tranquil nature and prime location! 4.14 acres with mature trees, offering unparalleled privacy and peaceful country living in one of the area's most scenic subdivisions -- all just minutes away from Ridgely and Denton, and less than 1 mile from North Caroline High School. Build your dream home on this beautiful level building lot, providing an even terrain throughout the entire property. The spacious lot offers ample room for outdoor activities and provides the privacy you desire. High-speed fiber internet is available, the lot is perk approved, power lines are already in place, and the county maintains the paved road. Plus, there’s no HOA! This is one of of the few lots currently available in this quiet cul-de-sac community. If you're searching for a building lot, please make sure to check out the Oasis subdivision!

Burnt Mill Rd Unit LOT #3, Ridgely

Listing courtesy of Washington Fine Properties, LLC. Contact:

$125,000

Welcome to the Oasis neighborhood, a serene and picturesque enclave nestled in the charming town of Ridgely, MD, with few lots remaining. This prestigious 2.4-acre wooded lot (Lot 10) on Burnt Mill Road presents a unique opportunity to craft your dream home amidst nature's splendor. With its perc approval, this lot is primed and ready for you to bring your architectural vision to life. As you enter the Oasis, you're greeted by a striking grand entrance and a paved road that sets the tone for this distinguished community. Here, you have the freedom to design a private retreat that is perfectly tailored to your lifestyle, with no builder tie-in restrictions to limit your creativity. While the Oasis offers the freedom of no governing HOA, it does have Covenants and Restrictions to maintain the community's integrity. Just minutes from Rt. 404 and the vibrant town of Denton, this location offers both tranquility and convenience. Discover the perfect blend of nature and accessibility, and make your dream home a reality in this smartly positioned and thoughtfully planned neighborhood. Property lines estimated in photos

Burnt Mill Road, Ridgely

Listing courtesy of Compass. Contact:

$125,000

Welcome to the Oasis neighborhood, a serene and picturesque enclave nestled in the charming town of Ridgely, MD, with few lots remaining. This prestigious 2.3-acre wooded lot (Lot 8) on Burnt Mill Road presents a unique opportunity to craft your dream home amidst nature's splendor. With its perc approval, this lot is primed and ready for you to bring your architectural vision to life. As you enter the Oasis, you're greeted by a striking grand entrance and a paved road that sets the tone for this distinguished community. Here, you have the freedom to design a private retreat that is perfectly tailored to your lifestyle, with no builder tie-in restrictions to limit your creativity. While the Oasis offers the freedom of no governing HOA, it does have Covenants and Restrictions to maintain the community's integrity. Just minutes from Rt. 404 and the vibrant town of Denton, this location offers both tranquility and convenience. Discover the perfect blend of nature and accessibility, and make your dream home a reality in this smartly positioned and thoughtfully planned neighborhood. Property lines estimated in photos

Burnt Mill Road, Ridgely

Listing courtesy of Compass. Contact: