Caroline VA Real Estate, Homes for Sale Near North Caroline

MDCM2007852 MLS

Peaceful 5.62 acre wooded lot located on the outskirts of Greensboro. Perc approved for a conventional tile septic system for up to a 4-bedroom home. Discover the perfect blend of natural beauty and rural tranquility on this perc-approved building lot, ready for your dream home. Create your own private nature retreat and enjoy peaceful country living surrounded by nature, all while being within a short drive to nearby towns and conveniences. This property is ready for your vision. Property lines estimated in photos and only four lots in this subdivision selling fast. Some forest conservation area. Discover the perfect blend of nature and accessibility and make your dream home a reality. With a central location convenient to Denton, Easton, Chestertown, central Delaware, and less than an hour to the Bay Bridge.

lot 4 River Rd, Greensboro

$308,990

4 Beds ⋅ 2 Baths ⋅ MDCM2007842 MLS

Discover 107 Hobbs Street, a new home under construction in the quaint Kinnamon Meadows community of Greensboro, MD. The Helena is an inviting 1,460 square foot cottage-style ranch home that offers four bedrooms, two bathrooms, and a one-car garage. The long, welcoming foyer of this home allows for the three guest bedrooms and guest bathroom to be separate from the living areas of the home. The oversized great room with an abundance of natural light is open to the kitchen making an ideal space to entertain or spend time together with loved ones. The main bedroom is privately tucked away from the great room and features a walk-in closet and a private, full bathroom. The functional kitchen offers plenty of white cabinet space, stainless steel appliances, a sizeable island with granite countertops and a pantry closet. The fourth bedroom, set apart from the others, is ideal for an office, hobby room, or playroom, with the laundry room conveniently located off the kitchen. The included, white blinds and an innovative Smart Home® package will give you complete peace of mind living in your new home. Pictures, artist renderings, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Image representative of plan only and may vary as built. Images are of model home and include custom design features that may not be available in other homes. Furnishings and decorative items not included with home purchase.

107 Hobbs St, Greensboro

$159,000

2 Beds ⋅ 2 Baths ⋅ MDCM2007800 MLS ⋅ Ober Park Place BLDG.

COMING SOON!!! RARE FIND! Charming, Spacious, Affordable & Move-In Ready! Step into a piece of Greensboro history with this unique second-floor condo located in the original 1922 Greensboro School, thoughtfully converted into 22 individual condo units. This almost 1,000 sq. ft. unit was renovated in 2018 and offers 2 bedrooms and 1.5 baths. An abundance of natural light pours through the impressive oversized, wall-to-wall windows, highlighting the spacious open floor plan, high ceilings, and inviting living spaces. The kitchen and dining area feature a clean, simple design, while the spacious yet cozy living room provides the perfect place to relax and unwind. The sleeping area includes two generously sized bedrooms, with the primary bedroom offering dual closets for plenty of storage. Security and peace of mind are enhanced by an owner keypad and buzzer at the main entrance, multiple building cameras, and a monitored fire suppression/sprinkler system throughout the building. Step outside to enjoy the large, fenced courtyard with picnic tables. Directly beyond the fence is the Town Park, featuring a new basketball court, tennis court, playground, and pavilion. Plus, you’re just a short walk from the river, perfect for fishing, kayaking, or simply enjoying the outdoors. This one-of-a-kind condo offers the perfect blend of history, character, comfort, convenience, and affordability. Opportunities like this don’t come along often, act quickly before this rare find is gone! The condo is currently being freshly painted and new carpet is being installed, providing a bright, refreshed look for its new owner. More pictures coming soon. Select photos have been virtually staged and enhanced.

107 N School St Unit #2F, Greensboro

$329,900

3 Beds ⋅ 3 Baths ⋅ MDCM2007776 MLS

Be sure to visit the open house Sept 5 from 11 to 2 pm! This great home is tucked in a cozy cul de sac just out side of town and boasts an open floor plan on the first floor. The kitchen is open and spacious with plenty of cabinetry and work space and complete with a breakfast bar. The laundry room is off the kitchen and leads to the one car garage. Upstairs you will a spacious primary suite with full bath, two additional guess rooms and a hall bath. Priced to sell quickly so don't let this one get away!

1307 Chesapeake Dr, Denton

$345,000

4 Beds ⋅ 3 Baths ⋅ MDCM2007720 MLS

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

$291,490

3 Beds ⋅ 2 Baths ⋅ MDCM2007716 MLS

Discover 113 Hobbs Street, a new home under construction in the quaint Kinnamon Meadows community of Greensboro, MD. The Curtis is a 1,182 square foot, cottage-style ranch home with three bedrooms, two bathrooms, and a two-car driveway. As you enter the home through the front porch, this thoughtfully designed home has a grand open concept living area that leads into the spacious kitchen. To the right, a long, main hallway allows for the two guest bedrooms and guest bathroom to be separate from the living areas of the home. Along this hallway, you will also find a coat closet, a hall linen closet, and the laundry room. The well-appointed kitchen features an abundance of modern gray cabinetry, granite countertops, stainless steel appliances, a corner pantry and a peninsula island with additional room for seating. The main bedroom is set apart in the back of the home and features a walk-in closet and full bathroom with a double-bowl vanity. The included white blinds and an innovative Smart Home® package will give you complete peace of mind living in your new home. Pictures, artist renderings, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Image representative of plan only and may vary as built. Images are of model home and include custom design features that may not be available in other homes. Furnishings and decorative items not included with home purchase.

113 Hobbs St, Greensboro

$2,500,000

MDCM2007646 MLS

This valuable commercial property consists of 10.4 level acres that fronts two roads. It is located on the corner of Blades Farm Rd and Sharp Rd. Blades Farm Rd runs parallel with RT 404 with a traffic light at the intersection of Rt 404 and Deep Shore Rd. There is also access from Rt 404 to Sharp Rd. The site is mainly open crop land, however it currently has a 1983 home on it. The property is in the town limits and will require the buyer to hook up to town water and sewer. Sharp Rd has access to the Food Lion shopping center along with two banks and a Medical Center. It also adjoins a large residential community and the Denton Elementary School to the back of the property. To the left of the property is another Medical Center and Horizon Farm Credit Bank. Across the highway you will find two car dealerships, Aldi’s, Petco, Dollar Tree, Verizon, Walgreens and of course Walmart, Dunkin Donuts, Taco Bell and Wendy's to name a few. May be possible to divide. A commercial property like this doesn't come along often!

1120 Blades Farm Rd, Denton

$259,900

2 Beds ⋅ 1 Baths ⋅ MDCM2007652 MLS

The joy of one level living!! This home is in Move-in ready condition. Nice size 2 Bedroom 1 Full Bath. Level lot with Patio for enetertaining. Conveniently located within town limits. Shop, parks, restuarants, Brewery. Public Boat ramp to the Choptank River less than a mile.

325 Carter Ave, Denton

$269,000

4 Beds ⋅ 2 Baths ⋅ MDCM2007628 MLS

This charming cape cod home is waiting for your creative touches! Lots of room on three floors. The main floor boasts a large living room with new vinyl flooring. A separate dining room, large kitchen, full bath and mudroom with washer and dryer. The second floor has four spacious bedrooms and a charming vintage bath with claw foot tub! The basement is a perfect place for crafts, hobbies and plenty of storage. Outside you will find a huge intown lot with a newly built shed the size of a one care garage that makes a perfect workshop. Price to sell! Be sure to schedule your personal tour today!

108 N Academy St N, Greensboro

$620,000

4 Beds ⋅ 3 Baths ⋅ MDCM2007616 MLS

Privacy, space, and endless possibilities — this 5.06-acre retreat offers the lifestyle you've been looking for. Tucked into a partially wooded setting at the end of a quiet drive, 16881 Heritage Hills Ln provides the perfect blend of seclusion, functionality, and room to grow. Best of all, there's no HOA, giving you the freedom to truly enjoy your property. Built in 2005, the home offers 2,704 square feet of thoughtfully designed living space, plus an additional 300 square feet under heat, air, and electric that's ready to be finished or used as storage, a home gym, hobby room, or flex space—bringing the total conditioned space to approximately 3,000 square feet. Inside, you'll find four spacious bedrooms with the potential for a fifth bedroom or nursery connected to the primary suite, a dedicated office, two separate living areas, and a cozy family room just off the kitchen. The beautifully updated kitchen features granite countertops, stainless steel appliances (installed in 2024), and an ideal layout for entertaining. The primary suite is a true retreat with a renovated bathroom, walk-in closet, and adjoining flex space that can easily adapt to your needs. Nine-foot ceilings throughout the first floor create an open, airy feel. Step outside and you'll quickly see what makes this property special. Relax on the 16x13 screened porch with its brand-new roof, gather on the adjoining decks, or enjoy evenings around the fire pit on the paved patio. The property is already wired and ready for a hot tub, making it easy to create your own backyard oasis. A spacious outbuilding offers endless opportunities for storage, a workshop, or recreational equipment, while the attached two-car garage features a MyQ smart garage door opener with an integrated camera. With over five acres, the land offers incredible flexibility for those looking to embrace country living. Whether you envision horses, livestock, gardens, recreational trails, or simply enjoying the privacy, the possibilities are endless. Hunters will appreciate the secluded back field complete with an established food plot and tower stand already in place for the season. This home has also been meticulously maintained, with a new roof featuring a transferable warranty, new water heater (2026), new water softener (2026), and the septic system professionally serviced in 2026. Properties offering this much privacy, usable acreage, flexible living space, and modern updates are a rare find. Welcome home!

16881 Heritage Hills Ln, Henderson

$336,900

3 Beds ⋅ 2 Baths ⋅ MDCM2007528 MLS

Welcome to this turn-key, eco-friendly rancher offering single-level living and a modern, open layout. Step inside to a fluid floor plan featuring striking dark wood-look laminate flooring throughout. The spacious living room features a designer green accent wall and flows seamlessly into the country kitchen and dining combination. The kitchen boasts sleek white cabinetry, stainless steel appliances, a center island, and a breakfast bar peninsula—ideal for casual dining or entertaining. The home includes three generous bedrooms, highlighted by a private primary suite with an en suite full bathroom. A dedicated laundry and utility room adds daily convenience. The rear exit leads to your own private outdoor oasis. The fully fenced backyard comes complete with an above-ground pool, a lush lawn, and a detached wooden storage shed. The wide gravel driveway offers ample multi-car parking. Best of all, say goodbye to high utility bills with the premium, fully paid-off, roof-mounted solar panel array providing massive, worry-free energy efficiency year-round.. Enjoy the quiet charm of a historic Eastern Shore crossroads community. This scenic location offers easy access to outdoor recreation, including kayaking and canoeing at nearby Tuckahoe Creek public landings, local municipal parks, and neighborhood general stores. Conveniently located near major commuter routes and the Delaware border for tax-free shopping and quick beach trips. Schedule your tour today!

504 Main St, Goldsboro

$340,000

3 Beds ⋅ 2 Baths ⋅ MDCM2007496 MLS

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

$467,900

3 Beds ⋅ 4 Baths ⋅ MDCM2007472 MLS

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

$269,000

3 Beds ⋅ 1 Baths ⋅ MDCM2007482 MLS

***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

$499,999

4 Beds ⋅ 2 Baths ⋅ MDCM2007444 MLS

Beautiful to be built new construction on 1.8 acres just outside Denton. This home offers 4 bedrooms, 2 full baths, great open kitchen with island, pantry, separate laundry room, large family room plus dining area. The crawl space will be conditioned for total peace of mind. The garage is huge measuring 32x22 and will be fully insulated with R19 Batts insulation. There will be a slider leading to the huge back yard. Buyers can still choose colors and finishes. Welcome Home!

25660 Cherry Blossom Ln, Denton

$299,990

4 Beds ⋅ 2 Baths ⋅ MDCM2007138 MLS

Come discover 121 Hobbs Street, a new home under construction in the quaint Kinnamon Meadows community of Greensboro, MD. The Helena is an inviting 1,460 square foot cottage-style ranch home that offers four bedrooms, two bathrooms, and a one-car garage. The long, welcoming foyer of this home allows for the three guest bedrooms and guest bathroom to be separate from the living areas of the home. The oversized great room with an abundance of natural light is open to the kitchen making an ideal space to entertain or spend time together with loved ones. The main bedroom is privately tucked away from the great room and features a walk-in closet and a private, full bathroom. The functional kitchen offers plenty of cabinet space, stainless steel appliances, a sizeable island with room for seating and a pantry closet. The home’s fourth bedroom is situated away from the other bedrooms providing the opportunity for a home office, hobby room or playroom. The laundry room is nestled off the kitchen. The included, white blinds and an innovative Smart Home® package will give you complete peace of mind living in your new home. Pictures, artist renderings, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Image representative of plan only and may vary as built. Images are of model home and include custom design features that may not be available in other homes. Furnishings and decorative items not included with home purchase.

121 Hobbs St, Greensboro

$350,000

4 Beds ⋅ 2 Baths ⋅ MDCM2007126 MLS

Welcome to your private slice of Eastern Shore living in Goldsboro. Set on 4.7 secluded acres, this 2022-built home offers the space, comfort, and modern features today's market demands. With over 2,100 square feet, 4 bedrooms, and 2 full baths, the layout is open, bright, and designed for seamless everyday living. Step inside to a spacious floor plan that flows effortlessly from room to room—ideal for gathering, relaxing, or enjoying the serene environment. The newer construction offers modern systems and contemporary finishes without the wait of a new build. Outside, the wide-open acreage invites you to create your own vision—whether that includes a garden, hobby space, or custom outdoor entertaining area. Tucked away in a serene setting, yet within reach of nearby towns and conveniences, this property offers a rare balance of privacy and accessibility. Property is being sold strictly as-is. For those seeking newer construction with significant acreage and room to grow, this is an opportunity worth seeing. Schedule your tour today to experience this property in person.

26784 Bilbrough Rd, Goldsboro

$375,000

3 Beds ⋅ 2 Baths ⋅ MDCM2007090 MLS

Nestled on the edge of town, 1010 S 2nd Street delivers the convenience of in-town living without in-town taxes. Situated on 1.06 beautifully landscaped acres with mature plantings, this 3-bedroom, 2-bath home offers a spacious feel inside and out. Interior features include hardwood, LVP, and tile flooring, along with a cozy pellet stove fireplace insert for efficient heating, complemented by hot water baseboard heat as backup. The full basement provides approximately 2,864 total square feet of living and storage potential, ideal for entertaining, hobbies, or additional flex space. Relax on the screened-in porch overlooking the private backyard and large detached garage/shop. Enjoy easy walking access to schools, shopping, restaurants, and parks, making this property a rare combination of space, convenience, and charm. Seller to find home of choice.

1010 S 2nd St, Denton

$425,000

4 Beds ⋅ 3 Baths ⋅ MDCM2007018 MLS

Welcome to 1709 Cattail Commons Way, located in the highly desirable Savannah Overlook community in Denton, MD. This beautifully maintained 4-bedroom, 2.5-bath home offers a spacious open floor plan, modern upgrades, and move-in ready convenience—perfect for today’s buyer seeking comfort, functionality, and style. The main level features a bright and open layout ideal for both everyday living and entertaining. The gourmet kitchen serves as the heart of the home, complete with an oversized island, stainless steel appliances, a newer refrigerator and microwave (just 3 years old), and a huge walk-in pantry with custom wood shelving. The kitchen flows seamlessly into the family room, where a cozy gas fireplace and views of the fully fenced backyard create an inviting atmosphere. A dedicated home office and convenient powder room complete the first floor. Upstairs, you’ll find a versatile second living area—perfect for a media room, playroom, or additional lounge space. All four bedrooms are located on this level, including a spacious primary suite featuring a tiled walk-in shower with glass doors, a deep soaking tub, double vanities, and a large walk-in closet. Two full bathrooms upstairs provide ease for daily living. This home is loaded with valuable upgrades, including a whole-home soft water system and an under-the-counter reverse osmosis system for high-quality drinking water. The separate laundry room includes a brand new washer and dryer along with custom shelving for added storage. Additional features include a two-car garage and no carpet throughout the home. Situated on a premium corner lot, the outdoor space is designed for enjoyment with a fully fenced yard, a large Trex deck with solar lighting, and a storage shed—perfect for entertaining, pets, or relaxing evenings. Located just minutes from the Choptank River, enjoy easy access to boating, fishing, and waterfront activities—all while being outside of a flood zone. Denton offers a charming small-town atmosphere with local shops, restaurants, and community events, while still providing convenient access for commuters. The Chesapeake Bay Bridge is approximately 35–45 minutes away, and Delaware beaches such as Rehoboth, Lewes, and Bethany are within about 55–65 miles. If you're searching for a move-in ready home in Denton, MD with modern upgrades, flexible living space, and a prime location near the water, 1709 Cattail Commons Way is a must-see.

1709 Cattail Commons Way, Denton

$289,900

3 Beds ⋅ 2 Baths ⋅ MDCM2006986 MLS

Nearly new ranch style home with large front porch. Three bedrooms and two full baths plus spacious laundry room enhance this home. Large kitchen with center island with stainless appliances and granite countertops are a focal point of this open floor plan. Move in ready and waiting for a new family!

506 Pintail St, Greensboro

$384,900

4 Beds ⋅ 3 Baths ⋅ MDCM2006918 MLS

2 Acre cleared lot. Great opportunity for a fixer upper. Home needs a fair amount of work but it has a great layout. Main level primary, office/den separate dining room. Additional main level bedroom and full bath on main level. Spacious living room with access to the large screened porch. Corner eat-in kitchen & main level laundry. Cash or 203(K). ***The property is being sold in its current “as-is” condition, and Seller will not be responsible for any costs related to the repair, improvement, or modification of the property, including but not limited to any lender-required repairs.

25331 Adams Landing Rd, Denton

$155,000

3 Beds ⋅ 1 Baths ⋅ MDCM2006850 MLS

Fixer up in town!!! New hot water 2025. More pictures coming. (Agent Owner)

208 W 2nd St, Ridgely

$130,000

MDCM2006806 MLS

25309 Golt farm Ln has an old vacant double-wide on it . PLEASE DO NOT GO INSIDE THE FLOORS ARE NOT SAFE TO GO IN.

15589 Union Rd, Goldsboro

$195,000

6 Beds ⋅ 1 Baths ⋅ MDCM2006800 MLS

Accepting back up contracts on this home!! Welcome to 207 W Sunset Avenue, a well-located property in the heart of Greensboro, Maryland. Situated on a quiet residential street, this home offers convenient access to local shops, dining, schools, and parks, while maintaining the charm of a small-town setting. The property presents a solid opportunity for a primary residence, investment, or renovation project. With its established neighborhood and close proximity to major routes, commuting throughout Caroline County and the surrounding Eastern Shore is a breeze! This property is being sold as is and all inspections are for informational purposes only.

207 W Sunset Ave W, Greensboro

$265,000

2 Beds ⋅ 1 Baths ⋅ MDCM2006676 MLS

This home will be a Total Renovation in 2026. Consisting of 2 BR and 1 Bath. Situated on almost a half ac. Lovely back yard, and new Well, Septic has been inspected and is in acceptable working condition. Stones have been added to the driveway . A few more touches and it is move in ready. Don't wait to view this Newley redone home.

10819 Greensboro Rd, Denton

$155,000

1 Beds ⋅ 1 Baths ⋅ MDCM2002652 MLS

House is of little to no value, existing well and septic. This house includes an additional parcel of 7 acres, tax id, 0601012428 for a total of 7.27 acres. Property being SOLD AS IS.

26355 Marydel Rd, Marydel

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Caroline Real Estate & Homes Near North Caroline