Pittsville Homes with Pool

Pittsville Homes with Pool

Welcome to Pittsville, Maryland—a charming town nestled in the heart of Wicomico County. Known for its warm community spirit and picturesque landscapes, Pittsville offers a serene escape from the hustle and bustle of city life, while still providing easy access to urban amenities. With its rich history and friendly atmosphere, this delightful town is perfect for families, retirees, and anyone looking to embrace a slower pace of life.

One of the standout features of homes in Pittsville is the opportunity to enjoy the luxury of private pools. Imagine spending your summer days lounging by your very own oasis, soaking up the sun, and enjoying refreshing dips in crystal-clear waters. Homes with pools in Pittsville not only provide a fantastic way to cool off during those warm Maryland summers, but they also create an inviting space for gatherings with family and friends. Whether it's hosting a barbecue, celebrating special occasions, or simply unwinding after a long day, a pool enhances the joy of homeownership.

With a variety of properties available, from charming single-family homes to spacious estates, there’s something for everyone in Pittsville. The scenic surroundings, coupled with the allure of a pool, make these homes particularly desirable. Explore the real estate options in this delightful town and discover the perfect place to create lasting memories. Pittsville is not just a place to live—it's a community where you can truly thrive. Come and experience the charm of Pittsville, where your dream home with a pool awaits!

Newest Pittsville Homes with Pool

$899,000
4 Beds 5 Baths
This private retreat, ideally positioned between Salisbury and Ocean City, offers a rare combination of privacy, acreage, and refined living that buyers seek on Maryland’s Eastern Shore. Set on just over 9 beautiful acres, the property includes a stately brick Georgian style residence, a gunite saltwater pool, an attached 3 car garage and a versatile 5 car detached garage, all surrounded by State Forest land creating peace and privacy as far as the eye can see. The home’s exterior is designed for low maintenance living with brick & vinyl construction, a paved drive with generous parking and paver walkways. Inside, the home’s expansive interior includes multiple living and entertaining areas, ideal for both everyday living and hosting guests. Large windows throughout invite natural light and showcase the property’s stunning grounds. The first floor features Brazilian cherry hardwood floors, high ceilings, and impressive room sizes. The foyer, living room, formal dining room, and private office create an elegant and functional layout. The gourmet kitchen with cherry cabinets, quartz counters, stainless steel appliances, gas cooktop and double ovens has plenty of cabinet and counter space and opens to a breakfast room, sunroom and a spacious family room with a vaulted ceiling and cozy fireplace. The first‑floor primary suite serves as a true retreat with a fireplace, oversized walk‑in closet with a built-in organizational system, luxurious bath with a beautifully tiled double shower, heated tile floors and double sinks, and adjacent flex room ideal for a gym, office, studio, or nursery space. The second floor offers a private guest suite with its own bath, large walk-in closet, a walk up attic with plenty of storage space. Two additional bedrooms, a hall bath, and a large bonus or game room. Two of the bedrooms have access to the second floor porch on the front of the house. Dual staircases, a formal front staircase and a back staircase leading to the bonus/game room enhance both convenience and privacy. Outdoor living is a highlight of this property. Step outside to your own private retreat, complete with a sparkling saltwater pool and extensive landscaping that creates a peaceful, park-like setting. Whether relaxing poolside or enjoying the open green space, this property offers endless opportunities for outdoor enjoyment. The land is surrounded by hundreds of acres of State Forest providing unmatched privacy and a landscape teeming with wildlife, making this an ideal home for outdoor adventure. Whether you’re seeking quiet country living, room to entertain, or your own personal haven surrounded by nature, this exceptional property offers it all. A detached five-car garage with four overhead doors provides exceptional flexibility for boats, RVs, car storage, or workshop needs adding functionality and complementing the home’s impressive features. A full kitchen can be found in the detached garage along with a half bath, fixed stair to an unfinished area above, dog kennel, whole house 60kw generator and the covered porch overlooking the pool that creates an inviting setting for warm‑weather enjoyment. Don't miss out on your chance to own this beautiful property!

6445 60 Foot Rd, Pittsville

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

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