Wicomico Homes with Pool

Wicomico Homes with Pool

Welcome to Wicomico County, Maryland—a hidden gem on the Eastern Shore that beautifully blends small-town charm with vibrant community spirit. Nestled between the scenic Chesapeake Bay and the Atlantic Ocean, Wicomico offers a unique lifestyle enriched by its natural beauty, rich history, and a plethora of recreational activities. This county is not just a place to live; it’s a place to thrive, with a welcoming atmosphere that makes everyone feel at home.

One of the most desirable features of homes in Wicomico County is the availability of properties with pools. Imagine stepping into your backyard oasis on a warm summer day, where you can unwind by the sparkling water, host lively barbecues, or simply enjoy a refreshing dip under the sun. Homes with pools in Wicomico offer not just a luxurious amenity but also a lifestyle upgrade—perfect for families, entertainers, and anyone seeking a tranquil retreat.

Wicomico County boasts a variety of neighborhoods, each with its own unique character. Whether you’re drawn to the bustling town of Salisbury, known for its vibrant arts scene and shopping options, or the quiet charm of rural areas, you’ll find the perfect home that suits your lifestyle. With excellent schools, beautiful parks, and a strong sense of community, Wicomico County is an ideal place to plant roots.

Explore the possibilities of owning a home with a pool in Wicomico County, where every day feels like a vacation, and your backyard becomes a personal paradise. Come discover the magic of this remarkable region today!

Newest Wicomico Homes with Pool

$630,000
3 Beds 3 Baths
Welcome to this ranch-style residence nestled in the serene Hidden Acres subdivision that offers a harmonious blend of comfort and functionality. Spanning 2,939 square feet, this home features three spacious bedrooms and two and a half bathrooms, ideal for both relaxation and entertaining. Interiors include laminated plank floors and plush carpeting, complemented by ceiling fans and CAC that enhance airflow throughout the living spaces. The entry-level bedroom provides convenience, while the pantry adds practicality to the kitchen area. A cozy wood-burning fireplace serves as a focal point in the family room with high cathedral ceiling, creating a warm ambiance for gatherings. The exterior of the property is equally impressive, featuring a personal in-ground pool with an outbuilding, perfect for leisure and recreation. The expansive 7.47-acre lot is cleared and thoughtfully landscaped, offering both front and rear yards that back to tranquil trees, ensuring privacy and a picturesque setting. Additional structures include a barn and a storage shed, providing ample space for hobbies or storage needs. Parking is convenient with an attached garage along with off-street parking options. The property is equipped with storm windows and a satellite dish, enhancing both security and connectivity. This residence presents a unique opportunity for those seeking a peaceful retreat with ample outdoor space, modern amenities, and a welcoming community atmosphere.

31232 Ward Rd, Salisbury

Listing courtesy of Century 21 Downtown. Contact:

$524,900
4 Beds 3 Baths
Welcome to 27591 Preakness Way — an exceptional 4‑bedroom, 2.5‑bath home offering almost 2,800 sq. ft. of thoughtfully expanded living space on a generous half‑acre lot in Salisbury’s highly sought‑after, amenity‑rich Steeplechase community. Custom‑built and lovingly maintained by the original owners, this residence exudes pride of ownership and shows like a model home. Neutral, bright colors and meticulous care are evident throughout — inside and out — making this property completely turn‑key and ready for its next owner. Step inside to find a light‑filled layout enhanced by a 600 sq. ft. custom addition by the original builder, Robert Messick Renovations. The expansion delivers an inviting sunroom, an enlarged primary suite with walk‑in closet and bath, an upstairs laundry room, and generous walk‑in storage. The main level showcases a refreshed kitchen with granite countertops, a Maytag appliance package, and luxury vinyl plank (LVP) flooring throughout the first floor. Finished Heated Garage: Fully insulated and drywalled, complete with a natural‑gas heater — ideal for a workshop, home gym, or climate‑controlled parking. Outdoor Oasis: Relax or entertain on the tumbled‑brick paver patio overlooking the fully enclosed backyard with a custom fence. A 5‑zone irrigation system keeps the lawn lush, while the low‑maintenance aluminum trim package and color‑matched 12′×18′ storage shed add convenience and utility. Upgraded Systems & Peace of Mind: Enjoy worry‑free living with a new GAF roof (2024), Culligan water softener (2022), upstairs HVAC (2021), downstairs furnace & A/C (2015), Rinnai natural‑gas tankless water heater (2008), and a new Therma‑Tru fiberglass sunroom door (2026). The septic system was inspected and certified in April 2026 with brand‑new riser access. Security & Smart Features: Equipped with an Alarm Engineering monitoring system, smart thermostat, security cameras, and automated motion/dusk‑to‑dawn exterior lighting. Residents of Steeplechase enjoy fantastic community amenities — including a pool, tennis courts, playground, and common grounds — all within easy reach of local dining, shopping, and major highways This home has been cared for like no other! — pristine, bright, and beautifully maintained. Don’t miss the TOURING VIDEO and schedule your private showing today!

27591 Preakness Way, Salisbury

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$305,999
3 Beds 3 Baths
Welcome to 9042 Executive Club Drive, situated on the best lot in the entire Wood Creek Golf Community! This exceptional premium location offers abundant open green space, mature trees, beautiful pond views, added privacy and spacious surroundings that truly set this property apart. Enjoy frequent sightings of geese, ducks, deer and other wildlife, along with gorgeous views and changing colors throughout the seasons. This spacious, fee-simple townhome features three bedrooms, three full bathrooms and an attached two-car garage. The main-level primary suite includes a private bathroom with a separate walk-in shower and relaxing jetted tub. Upstairs, you’ll find a versatile loft, an additional bedroom, a full bathroom and a generous storage room—perfect for guests, a home office or a second living area. Recent improvements include a brand-new roof, new water heater and new garbage disposal. Additional features include central air conditioning, propane heat and a well-equipped kitchen with a stove, dishwasher and microwave. The washer and dryer are included, along with select furnishings. Residents of Wood Creek enjoy a community swimming pool, clubhouse, neighborhood activities and a warm, welcoming atmosphere. Shopping, restaurants, grocery stores, banking, entertainment and everyday conveniences are nearby. This convenient Delmar location also provides easy access to Salisbury, Ocean City, area beaches, boating, seasonal festivals, concerts, farmers markets and the many recreational opportunities found throughout Maryland’s Eastern Shore. Only 1 mile To Delmar Delaware. With its outstanding premium lot, peaceful pond setting, spacious floor plan and valuable recent improvements, and wonderful entry to the development with beautiful lights and speed bumps for safety this property offers the comfort, scenery and lifestyle you’ve been looking for. Property is being sold as-is.

9042 Executive Club Dr, Delmar

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 520-2707

$494,900
4 Beds 3 Baths
Welcome to 27650 Harness Lane, Salisbury, MD—a beautiful home that offers the perfect combination of comfort, space, and versatility! From the moment you arrive, you’ll appreciate the inviting curb appeal and thoughtfully designed floor plan. Inside, you’ll find spacious living areas filled with natural light, creating a warm and welcoming atmosphere that’s perfect for both everyday living and entertaining. The kitchen provides plenty of cabinet and counter space, making meal preparation a breeze, while the adjoining dining and living areas offer the ideal setting for gathering with family and friends. The generously sized bedrooms provide comfort and privacy, and the home is designed to accommodate a variety of lifestyles. A unique bonus is the finished third floor, which has been converted into an additional bedroom. Although this space is not included in the home’s finished square footage, it offers endless possibilities. Use it as an extra bedroom, your own private home gym, game room, media room, playroom, or the perfect home office—the choice is yours! Situated in a desirable Salisbury location, this home provides the peaceful setting you’ve been looking for while remaining conveniently close to shopping, restaurants, schools, and local amenities. Don’t miss your opportunity to own this versatile home with flexible living space and endless potential. This is a home you won’t want to miss!

27650 Harness Ln, Salisbury

Listing courtesy of ERA Martin Associates. Contact: 4107491818

$515,000
4 Beds 3 Baths
Steeplechase brick-front 4BR/2.5BA contemporary colonial featuring a personal in-ground saltwater pool in one of Salisbury’s most sought-after neighborhoods, offering a community pool and pool house, tennis courts, playground, and community water. Great floorplan - welcoming porch and foyer. Spacious living room with gas fireplace, handsome bamboo floors that run into the bright + cheery family room. French doors off the formal dining room lead to a charming front sitting room, offering a flexible space for relaxing, reading, or a home office. Nice-sized kitchen, formal dining room with chair-rail and crown molding. A half bath and laundry room complete the first floor. Upstairs, the primary bedroom retreat - full, en-suite bath - double-sink vanity, step-in shower, soaking tub, walk-in closet. 3 additional bedrooms. Second full bath with tub/shower combo. Permanent stairs to the 3rd floor, currently unfinished storage space with potential for even more living space! Relax on large stamped-concrete patio and admire your sparkling pool, fenced yard backing to wide, green farm fields and tons of open sky. Your own lawn kept lush and green with whole-yard irrigation, fed from your private well. Plenty of parking for those summer parties - either on your paved driveway or the oversized 2+ car attached garage. Minutes to shopping, dining, and events in Downtown Salisbury. Quick trip down Route 50 west to Cambridge and Easton - East to Ocean City. Sizes, taxes approximate

27616 Harness Ln, Salisbury

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$299,000
3 Beds 3 Baths
Completely Renovated & Turn-Key Home with Pond & Golf Course Views in the Blue Ribbon Delmar School District! Welcome to 9126 Clubhouse Drive, a beautifully updated home nestled in one of the area’s most desirable locations. Currently operating as a successful Airbnb, this property offers an incredible opportunity for homeowners, investors, or anyone looking for a move-in-ready home with breathtaking views. Enjoy peaceful mornings and relaxing evenings overlooking the pond directly behind the home, while also taking in beautiful views of the golf course. This picturesque setting provides the perfect backdrop for everyday living. In January, a sprinkler system malfunction resulted in water damage, creating the opportunity for extensive professional renovations throughout the home. Nearly every affected area has been professionally restored and upgraded, giving this property the feel of a beautifully refreshed home. Recent improvements include: Completely renovated kitchen featuring new cabinetry, granite countertops, tile flooring, refrigerator, faucets, lighting, plumbing repairs, freshly finished walls and ceilings, and new paint. Spacious living and dining areas with new luxury vinyl plank flooring, refinished walls, and freshly painted ceilings throughout. First bedroom with new walls, fresh paint, luxury vinyl plank flooring, and a new ceiling fan. Updated primary suite with freshly painted walls and ceiling. Renovated primary bathroom featuring a new vanity, double sink faucets, new tile flooring, beautifully tiled shower and tub surround, and new shower doors. Updated guest bathroom with a new vanity, sink faucets, and fresh paint. Laundry room improvements include new walls, fresh paint, new tile flooring, and a brand-new washer and dryer. Garage completely refreshed with new insulation, walls, ceilings, and paint. Additional upgrades include: Daikin wall-mounted heating and air conditioning unit (approximately 8 months old). Roof replaced approximately 2 years ago. Sprinkler system professionally repaired and restored. Exterior plumbing to hose faucets replaced with convenient new access panels for future servicing. Located in the highly acclaimed Blue Ribbon Delmar School District, this exceptional home offers the perfect combination of quality craftsmanship, modern upgrades, scenic pond and golf course views, and outstanding value. Whether you’re searching for your next primary residence, a weekend getaway, or an income-producing investment, 9126 Clubhouse Drive is truly move-in ready and ready to impress. This home is a must-see!

9126 Clubhouse Dr, Delmar

Listing courtesy of ERA Martin Associates. Contact: 4107491818

$425,000
3 Beds 3 Baths
Well maintained and move-in ready, this charming 2128 SF, 3 bedroom, 2.5 bath cape cod with full back dormer is just the place to call home! Inviting 1st floor living spaces include a cozy office w/ custom built-in bookcases, closet, new neutral carpet, and new replacement windows, a spacious living room w/ new replacement windows, a formal dining room w/ chair rail, luxury vinyl flooring, and a picture window overlooking the stunning court yard, an updated deluxe kitchen w/ stainless appliances that would delight any cook and featuring luxury vinyl flooring that flows seamlessly into the cozy family room w/ masonry wood burning fireplace. A very special place to gather is the delightful 4-season sunroom w/ windows galore, separate split HVAC system, luxury vinyl flooring, and back yard access. The hardwood staircase leads to the 2nd floor featuring a primary bedroom w/ private bath, as well as 2 additional bedrooms w/ new neutral carpet, and a hall bathroom. The home's exterior offers a secluded court yard w/ hardscape, koi pond, gas fire pit, up lighting, privacy fence, and a quaint wrought-iron gate to the back yard, as well as a refreshing above ground pool w/ an expansive deck area for easy pool access, as well as room for lounge chairs and a grill station. Other features of the home include a two car garage w/ electric opener and a new septic system installed in 2026.

1104 Calebs Way, Salisbury

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$299,900
3 Beds 3 Baths
Bright & Sunny Open-Concept Middle-Unit Townhome with Stunning Pond Views Welcome to this bright and spacious open-concept middle-unit townhome featuring 3 generously sized bedrooms, 3 full bathrooms, and an attached two-car garage. Enjoy one of the most desirable pond views in the sought-after Wood Creek Community. The main-level primary suite offers elegant tray ceilings, a large walk-in closet, and a private en-suite bathroom with a double vanity and tub/shower combination. The first floor also includes a second bedroom, an additional full bathroom, a separate formal dining room, and a convenient laundry room. The upper level features a spacious loft, a third bedroom, a full bathroom, and abundant additional storage space—perfect for guests, a home office, or a recreation area. Both the primary bedroom and the third bedroom overlook the beautiful pond, providing peaceful waterfront views. The bright kitchen was updated with a new refrigerator and dishwasher in 2025 and offers ample cabinet and counter space. A separate formal dining room is ideal for entertaining, while abundant storage throughout the home provides exceptional convenience. The impressive main living room features soaring vaulted ceilings, skylights, and a ceiling fan, creating a bright and airy atmosphere. An adjoining sunroom also includes skylights and a ceiling fan, offering spectacular pond views year-round. Sliding glass doors from the sun room open to the rear patio, providing direct access to the community walking trail and scenic pond. Experience the perfect blend of comfort and convenience in the desirable Wood Creek Community. Residents enjoy beautifully maintained common areas, lawn care, a clubhouse, fitness center, and an outdoor swimming pool. The home's prime location provides easy access to shopping, dining, parks, and Delaware's tax-free shopping, while Ocean City and the Delaware beaches are within an easy drive for year-round coastal enjoyment.

9036 Executive Club Dr, Delmar

Listing courtesy of Fairfax Realty Premier. Contact: 3014399500

$899,000
4 Beds 5 Baths
Experience luxury waterfront living at its finest in the prestigious West Nithsdale community. Perfectly positioned on 1.92± private acres along the Scenic Wicomico River, this exceptional custom-built estate offers 4 bedrooms, 4 full baths, and 1 half bath across nearly 3,900± square feet of thoughtfully designed living space. Blending timeless craftsmanship with extensive modern updates, this remarkable residence delivers the ultimate Eastern Shore lifestyle. From the moment you arrive, you'll appreciate the home's exceptional privacy, mature landscaping, and breathtaking river views. Boating enthusiasts will enjoy the impressive 600±-foot lighted private pier with nearly 100± feet of shoreline, featuring a boat lift, jet ski lift, and floating dock for effortless access to the Wicomico River, Upper Ferry, Somerset County, and beyond. Designed for outdoor living, the backyard is a private waterfront retreat centered around a heated in-ground swimming pool with a brand-new liner and Aqua Shield automatic pool cover, extending your swimming season well beyond the summer months. Additional amenities include a hot tub, gas fire pit, gas grill connection, outdoor shower, expansive entertaining spaces, and beautifully landscaped grounds ideal for relaxing or hosting guests. Inside, soaring ceilings, oversized windows, and abundant natural light create an inviting atmosphere throughout. The main level features a spacious family room with custom built-ins and a fireplace, an elegant formal dining room, a private office, and a handsome library complete with custom bookcases and its own fireplace. At the heart of the home is an extraordinary chef's kitchen showcasing custom cabinetry, granite countertops, an oversized island, double wall ovens, a walk-in pantry, wet bar, dedicated baking station, vaulted ceilings, and a sun-filled dining area overlooking the backyard and waterfront. A thoughtfully designed utility room connects the pool area to the attached two-car garage. car garage and includes a stainless-steel utility sink, folding station, generous storage, and a fully waterproof wet room—perfect for rinsing off after a day on the water, at the pool, or with pets. The luxurious primary suite offers a private sitting area, dual custom spacious closets, a hidden wall safe, and a spa-inspired bath featuring a steam shower, soaking tub, and separate vanities. Three additional bedrooms provide comfortable accommodations for family and guests, while the third-floor media The game room is equipped with a projector, screen, wet bar, and refrigerator, creating the perfect space for movie nights, game days, and entertaining. Meticulously maintained, the home also features a new roof (2021), a recently installed BAT septic system, hybrid HVAC, Wi-Fi-enabled thermostats, whole-home security camera system, surround sound, and an extensive list of mechanical and cosmetic improvements that provide true turnkey ownership. Ideally located just minutes from Green Hill Yacht & Country Club, Downtown Salisbury, TidalHealth, Salisbury University, Route 50, shopping, dining, and within easy reach of Ocean City and the Delaware beaches, this extraordinary property offers an unmatched combination of luxury, convenience, and waterfront recreation. Whether you're entertaining poolside, setting out from your private dock for a day on the water, enjoying spectacular sunsets over the Wicomico River, or simply embracing the tranquility of Eastern Shore living, 5427 Royal Mile Boulevard represents a rare opportunity to own one of Salisbury's premier waterfront estates.

5427 Royal Mile Blvd, Salisbury

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

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