Wildwood Homes with Pickleball Court(s) Amenities

Wildwood Homes with Pickleball Court(s) Amenities

Welcome to Wildwood, Florida – a hidden gem nestled in the heart of Sumter County. This vibrant city is known for its charming small-town atmosphere, friendly community, and an array of recreational opportunities that cater to all lifestyles. Whether you're looking to enjoy the great outdoors, indulge in shopping and dining, or simply relax in a serene environment, Wildwood has it all.

One of the standout features of Wildwood is its commitment to an active lifestyle, and what better way to embrace that than with homes that boast pickleball court amenities? Pickleball, a rapidly growing sport that combines elements of tennis, badminton, and ping-pong, is perfect for all ages and skill levels. Imagine stepping out of your back door and onto your very own court, ready to challenge friends and neighbors to a friendly match or simply practice your serves.

Homes with pickleball courts in Wildwood offer more than just a place to play; they provide a lifestyle. These properties often feature spacious backyards, perfect for entertaining or enjoying a quiet evening under the stars. The community spirit here is palpable, with organized events and tournaments that foster friendships and create lasting memories.

Living in Wildwood means you’re not just buying a home; you’re investing in a vibrant community where you can stay active, socialize, and enjoy the sunshine year-round. If you’re ready to embrace the pickleball lifestyle and discover all that Wildwood has to offer, your dream home awaits! Come for the courts, stay for the community.

Newest Wildwood Homes with Pickleball Court(s) Amenities

$214,000
2 Beds ⋅ 2 Baths ⋅ Timberwoods Estates SubDv. ⋅ 34785 Zip Code
Virtually Staged. Gorgeous 2-Bedroom, 2-Bath Home with Exceptional Upgrades & Canal Views Welcome home to this gorgeous, meticulously maintained 2-bedroom, 2-bath residence offering nearly 1,600 square feet of beautifully appointed living space.. This home is truly in absolute, move-in-ready condition and showcases quality craftsmanship and upgrades throughout. The spacious interior features soaring high ceilings, brand-new laminate flooring, and a stunning kitchen complete with gorgeous corian countertops and stainless-steel appliances. The entire home is sheetrocked, with 3/4-inch crown molding throughout, raised two-panel interior doors, and elegant 3-inch trim that adds a beautiful finishing touch. Additional quality features include double-pane, impact-resistant windows, marble window sills, and deluxe window treatments. The home also boasts plywood subflooring throughout, providing an exceptional foundation beneath the beautiful new flooring. Enjoy Florida living at its finest from both the front and rear lanais, where you can relax and take in the gorgeous, peaceful views of the canal and surrounding wooded areas. The outdoor spaces are perfect for morning coffee, entertaining, or simply enjoying the tranquil scenery. The property also includes a large exterior storage shed with a washer and dryer, providing abundant storage and convenience. An RO and golf certificate are included, adding even more value to this exceptional home. From the immaculate interior to the serene outdoor setting and extensive list of upgrades, this home offers the perfect combination of comfort, elegance, quality, and Florida lifestyle living. This is a must-see property that truly stands apart! The community is absolutely gorgeous with countless amenities, which include: large swimming pool with hot tub, 18 hole championship golf course, driving range and putting greens, shuffleboard, tennis, pickle ball, fitness center, library, billiards room, softball field. What more can you ask for? This is a beautiful home in a beautiful community. You won't be disappointed!!!

601 Robin Lane, Wildwood
$197,000
2 Beds ⋅ 2 Baths ⋅ Continental Country Club SubDv. ⋅ 34785 Zip Code
This is true luxury, spacious and all the upgrades are done. Newer kitchen and bathrooms, beautiful flooring thru out the home, all new windows, roof and vapor barrier in good shape, new hot water tank, up graded A/C and furniture is negotiable. Outside rear patio area to relax and enjoy plus the L shaped screened Florida room (party room) plus storage bldg. with sink and work shop big enough for golf cart and carport area big enough for 2 to 4 cars. Home sits not far from back entrance/exit gate. Located minutes to Brownwood The Villages and all the new development south, Sawgrass, East Port, etc. Nightly entertainment, health care, restaurants and shopping. Our community has everything offered plus a public 18 hole Championship golf course, driving range, restaurant and lounge, tennis, pickle ball, fitness center, library, Olympic size pool, many card clubs and organizations to partake in if you choose. You will love living here, I know because I do.

112 Lyonia Lane, Wildwood
$134,900
2 Beds ⋅ 2 Baths ⋅ Continental Camper Resorts Uni SubDv. ⋅ 34785 Zip Code
This 2-bed, 2-bath home in Continental Country Club delivers the space, setting, and lifestyle buyers wait for. Set on an oversized, beautifully manicured lot, the property offers a serene backdrop of lush lawn, mature landscaping, and multiple patios perfect for outdoor entertaining, peaceful mornings, and evening cookouts with family and friends. Inside, the home has been thoughtfully updated, beginning with a new open kitchen featuring an island equipped with a built-in charging station and plug-ins for every cook or baker who needs room to spread out. Abundant cabinetry, a dedicated coffee bar, and generous workspace make this kitchen a true centerpiece. The living room is bright and inviting, and the adjoining screen room captures views of the gorgeous front windows and the expansive yard—an ideal spot for anyone with a green thumb who wants to enjoy their plants from nearly every angle of the home. The primary bedroom is impressively large with a walk-in closet and a spacious bath, while the guest suite offers comfort, storage, and privacy for visitors. Fresh paint throughout gives the home a crisp, move-in-ready feel—just bring your suitcase and start enjoying. Located in a very active golf community, residents enjoy endless opportunities for recreation, exercise, fishing, social events, and more. A Resident Owner Certificate is included, adding even more value. This is the one you’ve been waiting for—call your agent today before someone else claims it.

48 S Bobwhite Road, Wildwood
$179,000
2 Beds ⋅ 2 Baths ⋅ Timberwood Estates SubDv. ⋅ 34785 Zip Code
Located in the highly sought-after Continental Country Club, this impressive 2/2 home delivers over 1500 sq ft of beautifully planned living space and an unbeatable blend of comfort, scenery, and lifestyle. From the moment you arrive, the double driveway and double carport set the tone—plenty of room for vehicles, golf carts, and all your toys—while the huge workshop/shed/cart barn provides exceptional storage and hobby space for every project. Inside, the flow of this home is outstanding, anchored by a totally renovated kitchen featuring expansive counters, a bar/coffee bar, pantry, and seamless connection to the dining room and front living room, creating a bright, open space perfect for entertaining. The oversized Florida room leads you out back to your private bird and pond sanctuary, where a peaceful patio overlooks the shimmering water and invites you to enjoy daily visits from Florida’s incredible wildlife—an ever-changing natural show right outside your door. The guest suite and bath are truly generous, offering large closets, abundant floor space, and a comfortable retreat your guests will love. The primary suite and bath are equally impressive, delivering a spacious, relaxing environment designed for everyday comfort. This home also comes with the golf membership and the resident owner certificate, giving you full access to the Continental Country Club lifestyle—golf, activities, community events, and the warm, welcoming atmosphere this neighborhood is known for. It’s all yours, ready and waiting. Call your agent today and come tour your new home in Continental Country Club.

802 Robin Lane, Wildwood
$124,900
2 Beds ⋅ 2 Baths ⋅ Timberwoods Estates SubDv. ⋅ 34785 Zip Code
Start enjoying the Florida lifestyle in this inviting 2-bedroom, 2-bath home designed for comfortable, low-maintenance living. The open floor plan creates a bright and welcoming space that's perfect for entertaining friends or simply relaxing at home. One of the home's standout features is the spacious screened front lanai—the ideal spot to enjoy your morning coffee, visit with neighbors, or unwind while taking in Florida's beautiful weather year-round. The kitchen is thoughtfully designed to maximize efficiency, offering everything you need within easy reach while remaining open to the living and dining areas, so you're always part of the conversation when entertaining. Both bedrooms are comfortably sized, providing plenty of room for overnight guests, hobbies, or a home office. Two full bathrooms add convenience and privacy for you and your visitors. Outside, you'll find a large carport with ample parking and a generously sized storage shed with direct access to the laundry room. The extra storage space is perfect for tools, seasonal decorations, golf gear, bicycles, or all the extras that make Florida living so enjoyable. Whether you're searching for a full-time residence or a seasonal getaway, this home offers the comfort, convenience, and easygoing lifestyle you've been looking for. Just move in, relax, and start enjoying everything your Florida retirement community has to give. The community is absolutely gorgeous with countless amenities, which include: large swimming pool with hot tub, 18 hole championship golf course, driving range and putting greens, shuffleboard, tennis, pickle ball, fitness center, library, billiards room, softball field, and a 5 star restaurant and lounge. What more can you ask for? This is a beautiful home in a beautiful community. You won't be disappointed!!!

413 S Timber Trail, Wildwood
$395,565
4 Beds ⋅ 3 Baths ⋅ Woodland Crossings SubDv. ⋅ 34785 Zip Code
Under Construction. New construction home with 2314 square feet on one-story including 4 bedrooms, 3 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, a walk-in pantry, and a large counter-height bar, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a large, tiled shower, garden tub and a closeted toilet. Plus, enjoy a covered lanai, 3-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. “Please note, virtual tour/photos showcase the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey.

1161 Timberwood Drive, Wildwood
$175,000
2 Beds ⋅ 2 Baths ⋅ Continental Camper Resorts Uni SubDv. ⋅ 34785 Zip Code
A beautifully updated 2-bedroom, 2-bath, fully furnished home in Continental Country Club, this residence delivers a bright, welcoming layout and modern finishes throughout—truly move in ready from day one. The front living room is filled with natural light from its beautiful windows, creating a warm and inviting space that flows effortlessly into the spacious dining room, perfect for everyday meals or hosting friends. The fully refreshed kitchen offers a pantry, abundant cabinetry, and exceptional storage, making it both functional and stylish. Both bathrooms have been thoughtfully updated with modern finishes, providing a clean, polished look that complements the home’s overall design. The generous primary suite includes its own beautifully renovated bath, while the comfortable guest suite features a Walkin closet and easy access to the second updated bath—ideal for visitors. A standout feature is the awesome Florida room, perfect for relaxing, entertaining, or enjoying the Florida sunshine year-round. Outside, you’ll find a storage shed with a dedicated golf cart area plus extra parking for added convenience. Best of all, this fully furnished home is located within Continental Country Club, a vibrant, amenity rich community offering endless activities: golf, pickleball, swimming, entertainment, fitness center, veterans club, woodworking shop, fishing, and so much more. With its updates, furnishings, comfort, and unbeatable location, this home delivers the ideal Florida lifestyle. Call your agent and make it YOURS today!

35 Seminole Path, Wildwood
$89,900
2 Beds ⋅ 2 Baths ⋅ Timberwoods Estates SubDv. ⋅ 34785 Zip Code
Nestled in the beautiful and activity-rich Continental Country Club, this AWESOME 2-bedroom, 2-bath home offers an open, spacious floor plan and an unbeatable location near the back gate for quick access to Hwy 44, 175, the Turnpike, The Villages, shopping, dining, and more. Inside, you'll find exceptional storage throughout with abundant cabinets, countertops, and closets-including an impressive four closets in the primary bedroom-along with roomy, well-laid-out bathrooms ready for your personal touch. The home features convenient inside laundry, a welcoming front sidewalk, a bight Florida room, covered carport, and a large storage shed perfect for tools, hobbies, or golf gear. This property is priced right and presents a fantastic opportunity to bring your updating ideas and make it truly yours. A Resident owner Certificate conveys with the home, providing lower HOA fees and full access to Continental's outstanding amenities including a resort-style pool, fitness center, clubhouse, fishing, crafts, woodworking, softball, golf, and countless activities designed for an active Florida lifestyle.

103 N Timber Trail, Wildwood
$330,000
3 Beds ⋅ 2 Baths ⋅ Beaumont SubDv. ⋅ 34785 Zip Code
Premium lot with exceptional backyard privacy plus $34,100 in upgrades and maintenance-free living! On a premier lot with generous space between neighboring homes, this beautifully upgraded Clifton model offers a rare sense of privacy while providing the convenience of low-maintenance living. Welcome to 8033 Penrose Place, in Wildwood's premier gated community. Designed for today's lifestyle, this open concept home seamlessly connects the kitchen, dining area and spacious great room, creating the ideal setting for everyday living and entertaining. Abundant natural light fills the home through sliding glass doors that open to an extended 12-by-30-foot paver patio complete with a retractable awning and LED lighting, creating the ideal outdoor space for relaxing or hosting guests. The well-appointed kitchen features abundant cabinet and counter space, stainless steel appliances and a walk-in pantry enhanced with custom wood shelving. Throughout the home, upgraded luxury vinyl plank flooring replaces standard builder-grade flooring, adding style and durability. The spacious primary suite is privately tucked away and offers a spa-like en-suite bath with dual vanities and two large walk-in closets. Two additional guest bedrooms and a full bath are thoughtfully positioned at front of the home, providing comfort and privacy for family and visitors. The seller has invested over $34,100 in upgrades, including luxury vinyl plank flooring throughout, an extended paver patio, retractable awning with LED lighting, screened lanai, fully fenced backyard, gutters, storm door with screen, garage storage shelving, new ceiling fans throughout, and an irrigation valve and meter with hose bibs. Residents enjoy an amenity-rich lifestyle featuring a resort-style pool, clubhouse, fitness center, pickleball courts, bocce ball and a variety of social activities. HOA dues include lawn maintenance, pest service, tree and shrub care, annual mulching, cable and internet, allowing you to enjoy more of the Florida lifestyle with less upkeep. Built with all-concrete block construction and equipped with smart home technology, this home offers comfort, quality and peace of mind. Conveniently in one of Central Florida's fastest-growing areas, this home offers easy access to The Villages, Brownwood Paddock Square, Lake Sumter Landing, shopping, dining, golf, healthcare and everyday conveniences. Outdoor enthusiasts will appreciate nearby parks, recreational trails, lakes and recreational opportunities, while commuters benefit from quick access to Interstate 75 and the Florida Turnpike. Whether you're looking for an active retirement lifestyle, a seasonal Florida retreat or a low-maintenance primary residence close to everything, this location offers the ideal blend of convenience, recreation and community.

8033 Penrose Place, Wildwood
$26,500
Timberwood Estates Sub SubDv. ⋅ 34785 Zip Code
Positioned on a desirable corner lot in the renowned Continental Country Club, this property offers the ideal opportunity to build your dream home in one of Central Florida’s most active and welcoming gated golf communities. Perfectly located just minutes from Brownwood, Super Walmart, the Florida Turnpike, I-75, and a wide variety of local attractions, this lot delivers unmatched convenience while still providing the peaceful, resort-style lifestyle Continental is known for. The homesite already has water and electric available and ready for connection, making your build process even smoother and more efficient. Inside this vibrant, amenity-rich community, you’ll enjoy golf, swimming, dining, clubs, events, and a full social calendar that residents love. Whether you’re envisioning a seasonal retreat or a custom full-time Florida haven, this spacious corner lot gives you the freedom to design exactly what you want. Opportunities like this are rare—call your agent today and begin your next adventure in creating the home you’ve always imagined.

101 Oak Boulevard, Wildwood
$128,500
2 Beds ⋅ 2 Baths ⋅ Timberwoods Estates SubDv. ⋅ 34785 Zip Code
- This fabulous 2-bedroom, 2-bath home is truly ready for you, beautifully updated and tastefully remodeled to give you the most comfort, style, and easy Florida living. Inside, you’ll find abundant storage, generous cabinetry, Walkin closets, and a flowing floor plan that makes the home feel open and inviting from the moment you step in. The charming front screen room is perfect for morning coffee or evening relaxation, and the home sits proudly on a huge corner lot near the back gate—giving you quick, convenient access to The Village of Fenney, Sawgrass, Middleton, Chitty Chatty, Brownwood Square, the new Super Walmart, and so many other local attractions. This home is nestled in a very active gated golf community offering endless activities, beautiful nature walks, fishing, swimming, and plenty of fun at the popular Oaks Restaurant and Lounge. Continental Country Club is truly wonderful place to enjoy time with family and friends and to embrace your retirement in beautiful, sunny Florida—come experience the lifestyle and make this home yours!! (more pictures to come)

101 Cypress Road, Wildwood
$135,000
2 Beds ⋅ 2 Baths ⋅ Continental Camper Resorts Uni SubDv. ⋅ 34785 Zip Code
This amazing 2-bedroom, 2-bath home is a fantastic opportunity in the highly desirable gated and secured golf community of Continental Country Club, just minutes from The Villages, Walmart, and countless local attractions. This home has seen several important improvements, including newer windows, newer flooring, and updated subflooring throughout, giving it a solid, refreshed feel. You’ll love the awesome Florida room plus a versatile screen room/carport, along with a shed and golf cart parking for added convenience. Inside, the open-concept layout features a bright breakfast nook, built-ins, a spacious living room, formal dining area, and storage galore with abundant cabinets and walk-in closets. Both bedrooms are generously sized, and the flow of the home makes everyday living easy and enjoyable. Located in a very active gated golf community, residents enjoy endless activities, swimming, fishing, and more. Home also comes with an RO certificate for added value. This is your chance to enjoy the Florida lifestyle!

24 N Bobwhite Road, Wildwood
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