Hillsboro MD Real Estate & Homes for Sale

Older home needs some updating but offers 4 bedrooms and 2 full baths. Plenty of storage and garage/shop space with 3 + detached garage and large pole building. Seller installing some new carpet in a couple rooms, Property being sold in "As Is" condition.

Step into a piece of Eastern Shore history with this charming, beautifully maintained American Four Square, where original craftsmanship and timeless character create a home that feels truly special. Original doors, staircase, picture windows, plaster and lath walls, beautiful trim and floors, classic built-ins, and a welcoming wraparound porch evoke a simpler pace of life. Adding to the property's unique story is the retired U.S. Post Office building, a remarkable historic feature that gives this property a sense of place and a connection to the town's rich history. With its own parking, the Post Office offers an excellent opportunity for an on-site professional office or cottage industry. Inside the house, 3 bedrooms and 2.5 baths are complemented by a country kitchen with newer appliances, downstairs laundry, parlor, living room, and formal dining room with built-in cabinetry. Upstairs, the original bath has been renovated and features an antique mahogany vanity matched with the original tub, to which a shower has been added. A second spacious bath has been renovated and features an antique walnut vanity with marble countertop and a step-in shower. A new heat pump upstairs and a split unit downstairs were added in 2023. The water heater was replaced this summer. There is a screened rear porch off the kitchen that backs to woods and a fenced yard. The entire property is complemented by mature landscaping, including many natives, a small water feature, plus pawpaw, persimmon, and fig trees, making it the perfect setting for entertaining, birdwatching. Programmable landscape lighting shows off the property each evening. Additionally, the cellar, attic, storage shed with lofts, and detached garage with workbench and loft add versatility and plenty of storage. Conveniently located on Alt. Rt. 404 near Rt. 309, the property offers quick access to the boat ramp at Hillsboro, Adkins Arboretum, Frederick Douglass Park, and nearby Tuckahoe State Park. Annapolis is only 45 minutes away, and BWI Airport is approximately 75 minutes away. More than a home, this is a rare opportunity to own a distinctive century property and make it part of your own story.

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.

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!

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.

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

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. Seller motivated.

Nestled in a serene setting, this charming ranch style home offers a perfect blend of comfort and convenience. Built in 2001, this well maintained residence boasts 1,554 square feet of inviting living space, featuring three spacious bedrooms and two full bathrooms. The thoughtful design and open layout create an atmosphere that feels both cozy and expansive, making it an ideal retreat for relaxation and gatherings. The exterior, adorned with durable vinyl siding, complements the tranquil surroundings, while the generous one acre lot provides ample space for outdoor activities, gardening, or simply enjoying the beauty of nature. The attached two-car garage, complete with additional storage, ensures that your vehicles and belongings are secure and easily accessible. Located in a vibrant community, this home is just a stone's throw away from local parks, where you can enjoy leisurely strolls, picnics, or playtime with friends. The neighborhood is known for its friendly atmosphere and strong sense of community, making it easy to connect with neighbors and participate in local events. The community is also well-served by public services, ensuring that residents have access to essential amenities and resources. For those who enjoy outdoor adventures, nearby parks offer a variety of recreational opportunities, from hiking trails to sports fields, catering to all ages and interests. The peaceful surroundings provide a perfect backdrop for weekend getaways or evening strolls under the stars. This home is not just a place to live; it's a gateway to a lifestyle filled with warmth, connection, and community spirit. Whether you're hosting a barbecue in the backyard or enjoying a quiet evening indoors, this residence invites you to create lasting memories. Experience the charm and comfort of this delightful property, where every day feels like a retreat. Don't miss the opportunity to make this house your home!

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!

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!

Discover relaxed country living at 9472 Quail Run Road! This move-in-ready 4-bedroom home features a classic layout designed for both quiet days and easy entertaining. Highlights include an updated kitchen with a central island, a cozy den with a woodstove, and a full basement perfect for projects or extra storage. Brand-new roof and new HVAC system let you move in with confidence. Step outside to enjoy the peaceful screened porch and private backyard bordering. Extra parking and detached workshop space round out this beautiful Denton property - come take a look!

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.

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.

Don't miss out on this incredible opportunity to own a zoned C1 property in the heart of Ridgely. This completely renovated 3 bed 2 bath rancher has an attached 1 bed 1 bath apartment with great rental potential. There is also a completely renovated 2 car garage. All three have their own meters.

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!

Back on the market!! A Unique Opportunity on Marylands Eastern Shore. This prime location tucked away between Easton & Denton, is this remarkable and beautifully maintained, 6.18 acre property that combines the tranquility of a pastoral countryside. Set on 6.18 acres of gently rolling land, this is One Lot, divided into 2 parcels, (one 2 .18 Acre and one 4 acre parcel). The 2.18 acre parcel hosts an impressive 1,596 Sq. Ft. building, impeccably maintained and beautifully finished. Beautiful wood floors and Oak Ceilings. Lots of skylights! Kitchen, SS appliances. Top of the line ceramic tile shower room and loft bedroom. This building offers flexibility to serve as a residence, or guest quarters. ...and the crawlspace is fully encapsulated! The adjoining 4 acre parcel is ready to build, if so desired. The grounds are partially wooded, with majestic mature trees and a peaceful pond, creating a picturesque setting that inspires both productivity and relaxation. Additional amenities include a spacious Workshop, ample storage, a fabulous fenced garden area, greenhouse, fenced firewood supply area, a fully fenced lot and a full home generator for convenience and peace of mind. Whether you are an entrepreneur, a creative professional, or someone who values space and serenity, this property delivers a rare balance of beauty and purpose. Take the opportunity to come and see for yourself.

Nestled in the serene Chapel Woods subdivision, this charming traditional home offers a perfect blend of comfort and functionality. With four spacious bedrooms and two full bathrooms, this residence is designed to meet your needs for both relaxation and entertaining. Step inside to discover a warm and cozy ambiance throughout. Enjoy the tranquility of your surroundings with picturesque views of trees and lush greenery right from your windows. Outside, the expansive 2.13-acre lot provides ample space for outdoor activities or simply enjoying nature. The detached garage offers plenty of room for your vehicles, toys, and tools, as well as additional storage on the second level of the garage. This home is not just a place to live; it's a sanctuary where you can create lasting memories. Experience the perfect blend of comfort, style, and nature in this delightful property. You'll have peace of mind knowing you have a new roof that is about a year old and a brand-new HVAC unit for the first floor with a 10-year warranty. The crawl space area is encapsulated and also has a dehumidifier; this helps to block moisture & protect your structure.

Charming and move-in ready, this updated 2-bedroom, 1-bath home with a flexible office space that could easily serve as a third bedroom is perfect for first-time homebuyers, downsizers, or anyone seeking comfortable, low-maintenance living. Major improvements include a new roof and siding completed in 2020, along with a whole-house generator for added peace of mind. Inside, you'll find tasteful updates throughout, creating a warm and inviting atmosphere. The oversized detached 2-car garage offers endless possibilities, providing ample space for vehicles, storage, hobbies, or the ideal workshop. Award winning school district. Conveniently located just minutes from Easton and nearby public boat ramps, this home offers easy access to shopping, dining, and all the outdoor recreation the Eastern Shore has to offer.

Large home in Cordova. Home is located close to Easton for shopping and medical care. Do not miss the opportunity to own this large home. Detached 2 car garage. Home is being sold "As-Is"

Move-in ready and beautifully renovated. This charming colonial offering 3-bedroom home in the Chapel School District that has been extensively remodeled from top to bottom. With so many major improvements already completed, this is a wonderful opportunity for a first-time homebuyer looking for an updated home without the projects and added expense that often come with an older property. Step inside to a bright, fresh interior featuring new LVP flooring, a completely remodeled kitchen with new cabinetry and appliances, and beautifully updated bathrooms. Major exterior improvements include a new roof, new windows, and new siding, adding to the home's move-in-ready appeal. Need extra space? The upstairs features a versatile bonus room that could serve as a home office, guest room, hobby space, playroom, or potential third bedroom. This home offers a comfortable country setting while remaining convenient to Easton and surrounding Mid-Shore communities. Whether you're purchasing your first home, downsizing, or simply looking for a property where the work has already been done, this one deserves a closer look.

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.

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. Recent upgrades include a new roof and front porch railing, encapsulated crawlspace with dehumidifier, trex deck, new front door entrance and storm door, 50 amp RV hookup with expanded driveway, and a fiberglass shower with bench seat. 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.

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

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