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 charming city is known for its warm southern hospitality, vibrant community spirit, and an array of recreational opportunities that cater to residents of all ages. With its picturesque landscapes and convenient access to nearby attractions, Wildwood is the perfect place to call home.

One of the standout features of Wildwood is its commitment to an active lifestyle, highlighted by the abundance of homes equipped with pickleball courts. This fast-growing sport combines elements of tennis, badminton, and ping-pong, making it a favorite pastime for both the young and the young-at-heart. Imagine stepping out of your beautifully designed home and onto your private pickleball court, ready to enjoy a friendly match with family or neighbors. It’s not just a game; it’s a fantastic way to stay fit, socialize, and foster a sense of community.

Wildwood offers a variety of homes, from cozy single-family residences to spacious modern estates, many of which feature these coveted pickleball amenities. Living here means you can enjoy the perfect blend of relaxation and recreation, all while being surrounded by the natural beauty of Florida's landscapes.

In addition to pickleball, Wildwood is surrounded by lush parks, scenic trails, and a rich cultural scene, making it an ideal place for those looking to embrace an active and fulfilling lifestyle. Discover the charm of Wildwood and find your dream home today, where every day can be an adventure on and off the court!

Newest Wildwood Homes with Pickleball Court(s) Amenities

1149 Timberwood Drive, Wildwood
$287,900
4 Beds ⋅ 2 Baths ⋅ Woodland Crossings SubDv. ⋅ 34785 Zip Code
Under Construction. New construction home with 1715 square feet on one-story including 4 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, 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 tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty ***Please note - Virtual Tour/Photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey!

1149 Timberwood Drive, Wildwood
38 N Bobwhite Road, Wildwood
$124,500
2 Beds ⋅ 2 Baths ⋅ Continental Camper Resorts Uni SubDv. ⋅ 34785 Zip Code
Very Nicely Refurbished 2 Bedroom/ 2 Bath Corner Lot property with Golf Course, (6th Green), View. The Roof is Metal, the Vinyl Siding is Clean and Bright, all Flooring was up-graded to Gray Laminate. Both Bathrooms were Refitted with New Sinks and Toilets (Including Bidet). The Kitchen is equipped with all that is needed to make and host delicious meals. The property comes partly furnished with Three Electric Reclining Chairs. The 3 Ton Air Conditioning unit was recently installed and Pest Control discs are in place. The New Washer and Dryer are housed in the adjacent Workshop area with plenty of space to fold and sort clothes. The adjoining Golf Cart Garage is secured with a Metal roll-up Door. Continental Country Club is known as a Premium Retirement community located close to Shopping, (Walmart), Food Shopping, Restaurants and Medical and Physician facilities, (Urgent Care and U of F Emergence Room). There is also Live Nightly, (5pm to 9pm), Entertainment at The Village's Brownwood's Paddock Square. Continental Country Club itself is chock full of Amenities: Club house, Restaurant, Lounge (for Social gatherings), Community Center, Huge, Well Maintained Pool Complex with a 12 person Spa, Billiards, Tennis, Pickleball, Shuffleboard, Basketball and on and on. The owner of this Property is Passing On the Residents Owner's Certificate, ($4,000.00 added Value), which among other perks allows the Owner to Pay a Reduced Monthly HOA fee.

38 N Bobwhite Road, Wildwood
6 Big Oak Lane, Wildwood
$199,900
2 Beds ⋅ 2 Baths ⋅ Continental Cc Community Inc SubDv. ⋅ 34785 Zip Code
STUNNING TRIPLE-WIDE HOME WITH OUTSTANDING GOLF COURSE VIEWS! This exceptional home offers over 1,700 square feet of spacious living area and is truly one of the nicest homes in the community. Featuring a bright, open floor plan, this beautiful residence offers plenty of room for relaxing and entertaining. The spacious living area features a beautiful wood-burning fireplace creating a warm and inviting atmosphere. The generously sized bedrooms provide plenty of comfort, while both bathrooms are exceptionally large and offer ample space. One of the highlights of this home is the enclosed lanai overlooking the golf course. With its beautiful views and versatile design, this wonderful space is perfect for entertaining, a home office, relaxation area, or even additional sleeping space for overnight guests. The bright and spacious kitchen is a chef's delight, with a beautiful view of the golf course that makes preparing meals even more enjoyable. Step outside and take in the outstanding panoramic views—a truly special setting that you'll enjoy every day. And there's even more! All furniture and furnishings are included, making this home truly move-in ready. The golf cart is also included adding tremendous convenience and value. Located just seconds from the main clubhouse, you'll be close to all the community's amenities and activities. With its exceptional size, beautiful golf course setting, spacious rooms, enclosed lanai, included furnishings, and golf cart, this is a rare opportunity to own one of the finest homes in the community. 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 soon to be restaurant and lounge. What more can you ask for? This is a beautiful home in a beautiful community. You won't be disappointed!!!

6 Big Oak Lane, Wildwood
42 Robin Road, Wildwood
$165,000
2 Beds ⋅ 2 Baths ⋅ Continental Country Club Commu SubDv. ⋅ 34785 Zip Code
GOLF COURSE VIEWS, OVERSIZED LOT, BEAUTIFUL UPDATES, AND AN AMAZING LOCATION! WELCOME HOME! Step inside this beauty and discover the comfort, charm, and Florida lifestyle you have been dreaming of! Located in the fabulous Continental Country Club, a highly desirable, gated, active 55+ golf community just minutes from The Villages, this wonderful home HAS A spectacular golf course views, an oversized lot, spacious living areas, and so many updates throughout! From the moment you arrive, you will appreciate the beautiful setting, golf cart parking, and the peaceful surroundings that make this property so special. Imagine starting your mornings in the delightful screen room, sipping your coffee while watching the golfers make their way down the course, enjoying the beautiful wildlife, listening to the birds, and taking in the natural beauty of this exceptional community. STEP inside and you will immediately feel the warmth and comfort of this inviting home. The spacious kitchen offers loads of counter space, abundant cabinetry, and a convenient pantry, giving you plenty of room for cooking, entertaining, and storing all your kitchen essentials. The dining room features a charming built-in hutch, adding character and additional storage while creating the perfect setting for family dinners and entertaining friends. The living room is HUGE, comfortable, and inviting, with plenty of space to arrange your furnishings. But wait until you see the BEAUTIFUL FRONT BONUS ROOM! This incredible space is surrounded by wonderful windows that showcase gorgeous views of the community and breathtaking Florida sunsets! Imagine relaxing in your favorite chair, reading a good book, entertaining guests, or simply enjoying the beauty of the outdoors from the comfort of your own home. Enjoy the peace of mind that comes with a NEWER ROOF, NEWER AIR CONDITIONING SYSTEM, NEWER APPLIANCES, NEWER FLOORING, NEWER ELECTRICAL PANEL, and fresh paint in the primary bedroom! These important updates WILL GIVE YOU tremendous value and may be beneficial when obtaining insurance and financing, subject to the appropriate inspections and lender requirements. The seller has gone through the home with care, making it ready for its next owners to move in and start enjoying everything this wonderful lifestyle has WAITING FOR YOU! Outside, the oversized lot provides additional breathing room and beautiful surroundings, while the utility shed offers plenty of storage space and enough room for a workshop for those who enjoy hobbies, projects, or simply having a place for all their tools and treasures. There is also convenient golf cart parking, so bring your cart and get ready to explore! AND THE LOCATION? IT DOESN'T GET MUCH BETTER THAN THIS! Continental Country Club PROVIDES an incredible active lifestyle with a championship golf course, clubhouse, restaurant, swimming pool, fitness center, tennis, pickleball, fishing, social clubs, entertainment, and activities galore! Whether you enjoy golfing, fishing, boating, socializing, or simply relaxing and enjoying the Florida sunshine, there is something here for everyone! BRING YOUR GOLF CLUBS, FISHING POLE, BOAT, GOLF CART, AND MOST IMPORTANTLY, YOUR ENERGY, BECAUSE YOU ARE GOING TO NEED IT TO ENJOY ALL THE FUN AND ACTIVITIES THIS COMMUNITY HAS WAITING FOR YOU! DON'T LET THIS ONE SLIP AWAY! Come take a look, fall in love with the views, experience the community, and discover why so many love calling Continental Country Club HOME!

42 Robin Road, Wildwood
27 Robin Road, Wildwood
$122,000
2 Beds ⋅ 2 Baths ⋅ Continental Cc Inc Resorts SubDv. ⋅ 34785 Zip Code
Welcome to this inviting and spacious 2-bedroom, 2-bath home offering nearly 1,350 square feet of living space. The open floor plan creates a bright, comfortable atmosphere, featuring a spacious kitchen that flows seamlessly into the living room—perfect for everyday living and entertaining family and friends. One of the home's standout features is the huge enclosed Florida room, providing additional living space to relax, entertain, or simply enjoy the Florida lifestyle year-round. Both bedrooms are generously sized, as are the bathrooms, offering plenty of room and comfort. Enjoy the added privacy of no backyard neighbors, creating a more peaceful outdoor setting. A convenient outdoor storage area provides extra space for your tools, golf cart accessories, seasonal items, and more. If you're looking for space, comfort, privacy, and the relaxed Florida lifestyle, this wonderful home is a must-see! 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 soon to be restaurant and lounge. What more can you ask for? This is a beautiful home in a beautiful community. You won't be disappointed!!!

27 Robin Road, Wildwood
20104 Sandalwood Drive Unit 104, Wildwood
$114,900
2 Beds ⋅ 2 Baths ⋅ Sandalwood Condminium SubDv. ⋅ 34785 Zip Code
Welcome to this ground-floor, Move In Ready, 2-bedroom, 2-bathroom, 1,100 sq. ft. condo in the sought-after Sandalwood community, offering maintenance-free living with fantastic potential to add your personal decorative touch! Situated with NO age restrictions just minutes from The Villages, Brownwood Paddock Square, I-75, UF Urgent Care, Publix, Home Depot, dining, and shopping. Inside, the open-concept layout is bathed in natural light and captures amazing, tranquil views of the scenic golf course. The smart floor plan includes a versatile enclosed sunroom—ideal for a home office, den, or hobby space—and a rare dual-entry design that provides a private entrance for the guest suite. Bring your custom design ideas—the major mechanicals are already completed with a 2021 A/C, 2021 water heater, 2021 dishwasher, and a brand-new 2026 washer/dryer combo. Low-maintenance living gives you plenty of time to enjoy the community pool, clubhouse, picnic pavilions, and brand-new pickleball courts. The seller is offering a $5,000 upgrade credit to the buyer at closing! Whether you are looking for a winter retreat, primary residence, or turnkey rental investment, you don’t want to miss this condominium!

20104 Sandalwood Drive Unit 104, Wildwood
8860 Wildflower Field Lane, Wildwood
$269,990
3 Beds ⋅ 2 Baths ⋅ Woodland Crossings SubDv. ⋅ 34785 Zip Code
Great Investment Opportunity for brand new community in Wildwood, FL. Model Home leaseback. The Mahogany single-family home offers a fresh take on fine living. From your front porch or 2-car garage, step into a ranch floor plan that blends convenience and style. There’s plenty of room for family and friends in 2 spacious bedrooms, with a full bath just outside their doors. Gather in the great room for movie nights, and don’t forget to prep popcorn and other delicious snacks on the gourmet kitchen’s large island. Enjoy the night air on your lanai before heading to bed in the sensational owner’s suite, featuring a walk-in closet and step-in shower. The good life lives here. Discover simplified Florida living in a well-connected new community designed for comfort, value, and everyday ease. Woodland Crossing pairs thoughtfully designed homes with resort-style swimming pool and cabana, pickleball courts, playground and multi-purpose play field. Ideally located in Wildwood, Woodland Crossing places you near Central Florida’s most convenient destinations—without the congestion of larger masterplanned communities. Convenient drives to the Florida Turnpike and I-75 for regional travel. Near healthcare, dining, and community events throughout Sumter County. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

8860 Wildflower Field Lane, Wildwood
8948 Breezy Meadows Drive, Wildwood
$383,721
4 Beds ⋅ 3 Baths ⋅ Woodland Crossings SubDv. ⋅ 34785 Zip Code
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.

8948 Breezy Meadows Drive, Wildwood
26 S Bobwhite Road, Wildwood
$205,000
2 Beds ⋅ 2 Baths ⋅ Continental Camper Resorts Uni SubDv. ⋅ 34785 Zip Code
Turnkey Florida living awaits in this extensively renovated, fully furnished home, where exceptional workmanship, stylish light finishes, an oversized lot, and an active golf-community lifestyle come together to create an effortless retreat ready for immediate enjoyment. From the moment you arrive, the spacious driveway WITH a golf cart park/extra parking and welcoming screened room set the tone for relaxed indoor-outdoor living—perfect for morning coffee, evening wine, visiting with friends, or enjoying the passing wildlife and community activity. Inside, the thoughtfully reimagined open-concept layout offers a bright, spacious feel and flows seamlessly into the impressive island kitchen, complete with new appliances, abundant workspace, and ample storage. The generously sized guest bedroom and fully remodeled guest bath provide a comfortable private retreat for visitors, while the oversized primary suite features excellent closet space and a beautifully updated bath with room to relax and unwind. The Florida room is a true highlight, overlooking the large, oversized lot with peaceful views of the surrounding wilderness and abundant birdlife—an ideal setting for quiet mornings, leisurely afternoons, or simply enjoying the comfort of home. Practical amenities continue outdoors with a separate laundry room, workshop/shed and storage area, a dedicated golf cart garage, and a newer HOT WATER HEATER. A golf cart may also be negotiable with an accepted contract. Located in a highly active gated golf community in Wildwood, this home places you just minutes from The Villages, approximately one minute from Walmart, and close to shopping, dining, medical services, entertainment, and Central Florida attractions. Convenient access to I-75 and the Florida Turnpike makes exploring the region easy. Residents enjoy an exceptional lifestyle with golf, a community pool, fishing, softball, walking and biking paths, trails, two large dog parks, more than 50 clubs, Friday food trucks, community gatherings, barbecue opportunities, and a Veterans Memorial area that hosts special ceremonies and events. The property also includes a Resident Owner Certificate, offering the potential for a lower HOA fee. Whether you are seeking a full-time residence, seasonal escape, or investment opportunity, this turnkey home offers flexibility and immediate appeal. Buyers interested in rental potential may wish to explore the possibility of an existing or returning renter beginning in January, subject to applicable terms and approvals. Seller financing may also be considered with acceptable terms. With its extensive updates, furnishings, oversized lot, desirable location, and outstanding golf-community amenities, this exceptional home is ready to welcome its next owner. Schedule your private showing today before this opportunity is gone.

26 S Bobwhite Road, Wildwood
17 N Bobwhite Road, Wildwood
$175,000
2 Beds ⋅ 2 Baths ⋅ Continental Camper Residence Inc SubDv. ⋅ 34785 Zip Code
Welcome to this spacious 2-bedroom, 2-bath home located in the desirable Continental Country Club, conveniently situated near The Villages, Walmart, shopping, dining, medical facilities, entertainment, and all the conveniences you need. This home is located in a very active community with water access, offering residents the opportunity to enjoy fishing and the outdoors right within the community. Inside, you will find a spacious and comfortable floor plan featuring a large living room and dining area, perfect for entertaining family and friends. The kitchen has been updated and the home also offers the convenience of an inside laundry area. The generously sized primary suite provides plenty of storage with an abundance of built-in cabinets and features a huge walk-in closet, while the spacious primary bathroom offers plenty of room and functionality. The guest bedroom is also generously sized and provides a comfortable space for family and friends. Outside, you will be impressed by the expansive parking area beneath the carport, with room for six or more vehicles, along with dedicated golf cart storage, a garage, and a workshop area, providing plenty of space for vehicles, hobbies, projects, and storage. Another wonderful feature of this home is that it has been handicap modified, adding accessibility and convenience throughout the property. With its spacious interior, numerous updates, exceptional storage, abundant parking, workshop space, water access, and active community setting, this home offers a great opportunity to enjoy the Florida lifestyle. Come see everything this home has WAITING for yourself and imagine making it your new home. Call your agent today and schedule your private showing! Resident Owner Certificate included.

17 N Bobwhite Road, Wildwood
10 Rabbit Trail, Wildwood
$165,000
2 Beds ⋅ 2 Baths ⋅ Continental Camper Ress Incorp SubDv. ⋅ 34785 Zip Code
THIS IS THE ONE YOU’VE BEEN WAITING FOR! NEAR THE VILLAGES! NO CARPET!! Step inside this beautifully updated 2-bedroom, 2-bath home in Continental Country Club and you will immediately appreciate the pride of ownership and attention to detail throughout. Featuring a great floor plan and an extensive list of updates, this home is truly move-in ready and gives you the perfect combination of comfort, style, storage, and Florida living. The entire home has been updated with drywall, newer windows, updated flooring, and fresh paint throughout, giving the home a bright, clean, and welcoming feel. You will love the abundance of storage, making it easy to keep everything organized while still having plenty of room to live and entertain. The spacious Florida room is sure to become one of your favorite places in the home, offering a fantastic entertaining area complete with a bar and plenty of space for family and friends to gather. A split-unit air conditioner adds extra comfort and cooling, making this the perfect spot to relax, watch your favorite team, enjoy game day, or simply unwind. Both bedrooms are generously sized and makes them comfortable retreats, while both bathrooms are roomy and feature plenty of storage. Step outside and you will find a property that has been lovingly cared for, with extra parking, TWO golf cart sheds, a workshop, and a separate laundry room, giving you all the space you need for vehicles, golf carts, hobbies, projects, and storage. The wonderful, screened room provides another peaceful outdoor retreat where you can sit back, enjoy the evening breeze, relax after a day of fun, and sip your favorite beverage. And there’s even more to love—this home comes with a Resident Owner Certificate AND a Golf Certificate, offering added convenience and the opportunity to enjoy all that the Continental Country Club lifestyle has instore for you. Whether you are looking for a comfortable full-time residence, a winter getaway, or the perfect place to enjoy your retirement years, this home checks so many boxes! With its extensive updates, spacious rooms, fantastic Florida room, multiple storage areas, golf cart accommodations, workshop, screened outdoor living space, and certificates included, this is a home you truly need to see to appreciate. Come take a look, fall in love, and start enjoying the fun, friendship, recreation, and relaxed Florida lifestyle that awaits you in Continental Country Club! Call your agent today and come see why this could be the home you’ve been looking for!

10 Rabbit Trail, Wildwood
5 Bobwhite Crossing, Wildwood
$179,900
2 Beds ⋅ 2 Baths ⋅ Continental Camper Resorts SubDv. ⋅ 34785 Zip Code
Welcome to this cozy and beautifully maintained home overlooking the fourth green of a gorgeous championship golf course. From the moment you step inside, you’ll appreciate the inviting atmosphere and the stunning views that make this home truly special. The entire back of the home offers beautiful golf course views, creating a peaceful and picturesque setting. The spacious enclosed lanai is the perfect place to relax, enjoy your morning coffee, or entertain family and friends while taking in the scenic views of the course. The home is in excellent move-in condition and features a spectacular upgraded kitchen with beautiful cabinetry and gorgeous countertops. The spacious bedrooms provide plenty of comfort and room for guests. An additional spacious outdoor storage area offers plenty of room for golf equipment, tools, bikes, and more. With its beautiful golf course setting, wonderful outdoor living space, upgraded kitchen, spacious rooms, and move-in-ready condition, this home is a wonderful opportunity to enjoy comfortable living with a view you’ll never tire of. 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!!!

5 Bobwhite Crossing, Wildwood
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