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$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
$435,000
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. 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
$435,000
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. 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
$499,990
4 Beds ⋅ 3 Baths
Welcome to your own private retreat! Situated on 4 peaceful acres, this well-maintained 4-bedroom, 2.5-bath home offers the perfect combination of comfort, privacy, and functionality. Inside, you'll find a spacious and inviting floor plan with generous living areas, an updated kitchen, and plenty of room for family and guests. Step outside to the enormous rear deck, an ideal space for entertaining, grilling, or simply relaxing while enjoying the peaceful surroundings. One of the property's standout features is the incredible heated and air-conditioned pole barn. This impressive building includes a finished second floor and half bath, making it perfect for a home-based business, workshop, hobby space, gym, recreational area, additional storage, or countless other possibilities. Located just minutes from Tuckahoe State Park, you'll enjoy easy access to miles of hiking and horseback riding trails, kayaking, fishing, camping, and some of the Eastern Shore's best outdoor recreation while still being conveniently close to shopping, dining, and major commuter routes. Whether you're looking for room to spread out, a place to store equipment and toys, or simply a private country setting with exceptional amenities, this property delivers. Also included are the paid off solar panels. So crank up the AC and still have low electric bills with no lease or purchase fee. Don't miss this rare opportunity to own a versatile property that truly has it all. Schedule your private showing today!

22845 Peaviner Rd, Ridgely

Listing courtesy of CR Realty. Contact: 4104900460
$495,000
4 Beds ⋅ 4 Baths
Welcome home to your own private country paradise. Nestled on 2.43 peaceful acres, this beautifully renovated log cabin blends rustic charm with modern comfort. Designed to impress, the home features both a main-level primary suite and a spacious second-floor primary suite, offering exceptional flexibility for family or guests. Thoughtfully updated from top to bottom, you'll appreciate the brand-new roof, new HVAC systems, beautifully renovated bathrooms, and a stunning kitchen that flows seamlessly into the dining area. The dramatic two-story great room is the heart of the home, showcasing a soaring ceiling, a cozy fireplace, and access to both the inviting front porch and the screened rear porch—perfect for enjoying your morning coffee, entertaining friends, or simply taking in the peaceful surroundings. If you've been searching for privacy, comfort, and the timeless appeal of log cabin living, this exceptional property delivers the best of country living at its finest.

14631 Fox Chase Cir, Ridgely

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$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:

$409,500
4 Beds ⋅ 2 Baths
Welcome to 5 Sunrise Avenue, a beautifully crafted Lomaxx Custom Homes rancher that’s complete and move in ready! This thoughtfully designed home offers 4 bedrooms, 2 bathrooms, and a spacious 2-car garage, blending modern style with everyday comfort. Inside, you’ll find an open layout featuring luxury vinyl plank flooring, quartz countertops, stainless steel appliances, tile showers, and quality finishes throughout. Step outside to the rear deck and enjoy the peaceful surroundings of Ridgely’s charming small town setting. Built for low maintenance living with a concrete driveway, encapsulated crawl space, and quality craftsmanship, this home is also just a short walk from Martin Sutton Memorial Park, offering walking trails, tennis courts, playgrounds, and more.

5 Sunrise Ave, Ridgely

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$325,000
4 Beds ⋅ 2 Baths
Charming & Move-In Ready in Ridgely! This 4-bedroom, 2-full-bath home is priced to sell and ready for its next owner. New $25,000 roof with 50-year transferable warranty! Situated on a spacious corner lot in the friendly town of Ridgely, MD, the property includes 2 utility sheds for extra storage and plenty of parking with off-street spaces in both the front and rear, plus additional on-street parking. Stay comfortable year-round with dual heat (heat pump and oil-fired hot water baseboard) and central air. Enjoy an unbeatable location within walking distance to the elementary school, park, and convenience stores. Unwind on the front porch in the evenings, watch the sunset, and get to know your neighbors. Don't miss this spacious lot and charming home in a beautiful, welcoming town — schedule your showing today!

306 Sunrise Ave, Ridgely

Listing courtesy of Samson Properties. Contact: 3018542155
$599,900
3 Beds ⋅ 2 Baths

23130 Sparks Road Rd, Ridgely

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

$340,000
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:

$467,900
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:

$270,000
3 Beds ⋅ 1 Baths
***Back to Active due to no fault of the Sellers. They have found the home of their choice bring us an offer!! *** This delightful 3-bedroom rancher offers a perfect blend of comfort and community. Built in 1940, this home exudes character with its sturdy block construction and inviting layout. The cozy 864 sq. ft. interior is complemented by essential appliances, including a refrigerator, stove, washer, and dryer, making daily living a breeze. The generous half-acre lot provides ample outdoor space for gardening, play, or simply enjoying the fresh air. With a detached carport and off-street parking, convenience is at your fingertips. Residents enjoy nearby parks, perfect for leisurely strolls or weekend picnics. The area boasts excellent public services, ensuring a well-maintained environment for all. Embrace the opportunity to make this charming rancher your own and enjoy all the benefits this wonderful neighborhood has to offer! ***Note actual measured square footage is 1100 sqft***

504 Sunset Blvd, Ridgely

Listing courtesy of Chesapeake Real Estate Associates, LLC. 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. <br><br> 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. <br><br> Highlights • 3,321 SF building<br> • Prime location in Ridgely<br> • High visibility on West Belle Street<br> • Ideal for retail or street retail<br> • Spacious open floor plan<br> • Ample parking for customers<br> • Well-maintained exterior and interior<br> • Versatile space for various retail concepts <br><br> 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. <br><br> 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: khylah.settle@cbmove.com
$299,000
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: 4108226665
$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
$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:

$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:

$139,990
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 & Lincoln St, Ridgely

Listing courtesy of Rosendale Realty. Contact: 4107580333
$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: info@wfp.com
$399,000
Rare opportunity to acquire a highly visible commercial property with over 20 years of proven profitability as a marine dealership. Zoned C-2, this site offers flexible redevelopment or adaptive re-use potential for a wide range of businesses. The property includes a 32’ x 72’ building with service bay garages, approximately 600 +/- sqft. of office space, and a fenced storage yard. Strong traffic counts and strategic location make this an ideal investment for continued marine operations, or repurposing to suit other commercial ventures.

1 Commerce Ln, Ridgely

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$399,000
Rare opportunity to acquire a highly visible commercial property with over 20 years of proven profitability as a marine dealership. Zoned C-2, this site offers flexible redevelopment or adaptive re-use potential for a wide range of businesses. The property includes a 32’ x 72’ building with service bay garages, approximately 600 +/- sqft. of office space, and a fenced storage yard. Strong traffic counts and strategic location make this an ideal investment for continued marine operations, or repurposing to suit other commercial ventures.

1 Commerce, Ridgely

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$125,000
Welcome to the Oasis neighborhood, a serene and picturesque enclave nestled in the charming town of Ridgely, MD. This prestigious 2.4-acre wooded lot 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 Rd, Ridgely

Listing courtesy of Compass. Contact: (410) 429-7425
$125,000
Welcome to the Oasis neighborhood, a serene and picturesque enclave nestled in the charming town of Ridgely, MD. This prestigious 2.3-acre wooded lot 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 Rd, Ridgely

Listing courtesy of Compass. Contact: (410) 429-7425