Two Johns Real Estate, Homes, Condos for Sale in Caroline, VA

3 Beds ⋅ 4 Baths ⋅ MDCM2007894 MLS

Beautifully Maintained Home with Private In-Law Suite, Pool & Exceptional Workshop Space This well-maintained property offers outstanding flexibility with a spacious private in-law suite connected to the main home by a bright sunroom with direct access to the deck and backyard. Perfect for multi-generational living, guests, or potential rental income. The main home features an updated kitchen with maple cabinetry, granite countertops, pantry, hardwood flooring, recessed lighting, and premium Jenn-Air, Viking, and LG Café stainless steel appliances. The living room showcases a stone wood-burning fireplace and opens to the dining area. The primary suite includes an updated walk-in shower, while two additional bedrooms and a bonus room provide flexible living space. A full-length composite front porch adds charm and curb appeal. The sunroom, with slate flooring and abundant natural light, leads to the deck, hot tub, and fully fenced backyard. Outdoor amenities include a saltwater in-ground pool and screened pool house with a ceiling fan and changing room, creating an ideal setting for entertaining and relaxation. The private in-law suite offers a living room, eat-in kitchen, spacious bedroom with ensuite bath, half bath, dedicated laundry room, and attached one-car garage with handicap-accessible ramp. Additional features include ceiling fans throughout the home, suite, workshop, and screened porch; a stone driveway with ample parking; a 12' x 20' shed; a 12' x 30' workshop with electric; an 18' x 30' RV/boat carport; and an insulated 24' x 30' garage/workshop with electricity, gas heat, built-in shelving, and custom workbench. Recent improvements include new concrete patios, walkways, and fire pit (2026), upgraded septic system, encapsulated crawl space with dehumidifiers, encapsulated attic, LeafFilter gutter protection, and a new hot water heater in the in-law suite (2026). The beautifully landscaped grounds feature excellent drainage, established gardens, and a secluded sitting area to enjoy nature and local wildlife. Surrounded by Lynch Preserve, the community offers miles of scenic walking trails. Combining comfortable living, versatile space, and resort-style outdoor amenities, this unique property truly has something for everyone. Within minutes to Neighborhood Ramp for all your boatig and fishing needs on the Choptank River. Less than 1 hour to the Bay Bridge. Easy commute to Easton, Delaware or Salisbury. Schedule your private tour today.

24308 Marlyn Dr, Preston

$568,900

3 Beds ⋅ 3 Baths ⋅ MDCM2007772 MLS

*Major Price Improvement* **Thoughtfully Renovated & Move-In Ready** Welcome to a beautifully renovated home offering 3 bedrooms plus a flexible bonus space with potential for a 4th bedroom in the water front community of Two Johns. Extensively updated from top to bottom, this home offers a fresh, modern feel while maintaining a warm and inviting atmosphere. As you enter, you’ll immediately notice the all-new flooring and lighting throughout, freshly painted rooms, new interior doors, and crown molding featured in most spaces, creating a clean and cohesive look throughout the home. The updated kitchen combines style and functionality with beautiful quartz countertops and stainless steel appliances, making it the perfect space for everyday living and entertaining. All three bathrooms have been thoughtfully updated, including a beautifully redesigned and custom-appointed primary suite bathroom. Step outside and enjoy the best of outdoor living from the spacious screened-in porch overlooking the private rear yard. The backyard retreat features an inviting in-ground pool, fruit trees, and a 1,000-gallon pond with a tranquil waterfall, creating a peaceful setting for relaxing, entertaining, and enjoying your own private oasis. The exterior has received an impressive facelift as well, featuring brand-new siding, Azek window trim, new exterior doors, and new exterior lighting, giving the home a fresh and welcoming appearance from the moment you arrive. The spacious two-car garage offers even more versatility with a full bonus room on the second floor, complete with heat and A/C on both levels—perfect for a home office, gym, entertainment space, guest area, or potential additional living space. A lean-to extends off the back of the garage, providing even more room for storage, hobbies, equipment, or outdoor necessities. With extensive updates throughout and incredible indoor and outdoor living spaces, this home is move-in ready and waiting for its new owners!

7737 Westerly Dr, Preston

$381,900

3 Beds ⋅ 2 Baths ⋅ MDCM2003830 MLS

Preston - conveniently located in the Two Johns neighborhood this home has a lot to offer! Nestled on a corner lot (very private) with great shade trees plus lots of open space for gardening and outdoor fun! The home features 3 BRs (one is currently used as an office) and 2 baths. Beautiful wood floors and custom trim work. Gas fireplace for chilly evenings. Back deck and front porch. Oversized garage with built in storage and work space plus two additional sheds. Above ground pool needs a liner but then is ready to go for summer fun!

7675 Tall Tree Ln, Preston

$379,900

3 Beds ⋅ 2 Baths ⋅ MDCM2003668 MLS

Discover Countryside Living in this Bright and Airy 3 bedroom Rancher nestled on 1.42+ acres located only 2 blocks from the Two Johns Neighborhood Water Access on the Choptank. This well maintained Home is One Level Living at its best. Step out onto your large wrap-around deck to have your morning coffee or enjoy barbecuing on the patio with friends and family. Relax in the warm and cozy living room while sitting by the wood-burning stove. The open area gourmet kitchen features stainless steel appliances and a large island with a granite counter-top. There is Plenty of Kitchen Counter space with Granite Counter-tops and Custom-made Butcher Block tops. Just steps away from the Kitchen on the deck is the Hot Tub … a perfect spot to relax and recharge. Take pleasure in the landscaped backyard and mature trees….don’t forget about the koi pond just off the patio. This home has been freshly painted, has an abundance of parking and has plenty of storage with several sheds. Close to Shopping, and Major Travel Routes...RT 404 to Delaware Beaches / 20 minutes to Bridgeville DE/ RT 13. Give us a call to schedule your private tour before it is gone!

24300 Robins Creek Rd, Preston

$474,000

4 Beds ⋅ 3 Baths ⋅ MDCM2006974 MLS

Two Johns – Charming Home in a Sought-After Waterfront Community Nestled between Preston and Denton in the desirable Two Johns subdivision, this beautifully maintained 4-bedroom, 2.5-bath home offers a rare blend of comfort, style, and location. Just a few houses away from the public boat landing, residents enjoy easy water access for boating, kayaking, or fishing. Take in serene water views from the second floor, adding a peaceful touch to everyday living. Since 2022, this home has received a long list of thoughtful upgrades, including: New roof Paved driveway Modern kitchen appliances Granite countertops Laminate flooring (2nd floor) Fresh interior paint Ceiling fans throughout New rear sliding door Insulated garage doors Storage shed Professional landscaping Whether you’re looking for a full-time residence or a weekend retreat, this home offers the perfect mix of function, beauty, and access to the Eastern Shore lifestyle. Don’t miss this opportunity to own in a water-privileged community! The owner has pets and needs notice to accommodate. Home sale contingency in place. Please show for Back-up's

7837 Shore Dr, Preston

$360,000

4 Beds ⋅ 2 Baths ⋅ MDCM2006570 MLS

VERY NICE 3-4 BEDROOM, 2 BATH HOME IN TWO JOHNS WATERFRONT COMMUNITY. BOAT LANDING APPROXIMATELY 1/4 MILE AWAY. LARGE LIVING ROOM, KITCHEN-DINING ROOM COMBO, PANELED WALLS ARE ALL PAINTED, MOSTLY WOOD FLOORS. LARGE DECK AT REAR OF HOUSE. PATIO AREA WITH A NICE FIRE PIT FOR EVENING ENJOYMENT. MORE PICTURES TO COME SOON. ONLY 40 MILES TO WESTERN SHORE, LESS THAN 60 MILES TO THE BEACH

24383 Robins Creek Rd, Preston

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