Wildwood Homes with Gated Community - Guard Community Features

Wildwood Homes with Gated Community - Guard Community Features

Welcome to Wildwood, Florida – a charming city nestled in the heart of Sumter County. Known for its picturesque landscapes and friendly atmosphere, Wildwood offers a unique blend of small-town charm and modern conveniences. With its close proximity to the stunning natural beauty of the Florida wilderness and the vibrant attractions of nearby cities, Wildwood is an ideal destination for those seeking a tranquil yet engaging lifestyle.

One of the standout features of Wildwood is its exclusive gated communities, designed to provide residents with both security and a sense of belonging. These guard-gated neighborhoods offer a peaceful retreat from the hustle and bustle of everyday life. Imagine waking up each morning in a beautifully crafted home, surrounded by lush landscaping and the comforting presence of a dedicated security team.

Homes within these gated communities are often equipped with luxurious amenities, including resort-style pools, fitness centers, and beautifully maintained common areas. Residents enjoy the peace of mind that comes with living in a secure environment, allowing them to fully embrace the vibrant community spirit that Wildwood fosters.

In addition to the safety and luxury these gated communities provide, residents also benefit from a plethora of nearby recreational activities. Whether it’s exploring the scenic trails of the nearby parks, enjoying a round of golf, or indulging in the local dining scene, there’s always something to do in Wildwood.

Discover your dream home in one of Wildwood’s gated communities and experience the perfect blend of comfort, security, and community living. Your slice of paradise awaits!

Newest Wildwood Homes with Gated Community - Guard Community Features

18 Robin Road, Wildwood
$259,900
3 Beds ⋅ 2 Baths ⋅ Continental Campers Resorts In SubDv. ⋅ 34785 Zip Code
Virtually Staged. New 2025 Clayton Epic Waycross, model "The Cook" located in the appealing Continental Country Club, a 55+ Community with an HOA of $361.42/Monthly. This beautifully designed 3 Bed/2 Bath Manufactured Home offers modern style, energy efficiency, and an open-concept floor plan perfect for everyday living and entertaining. Features include a spacious Living Room designer Kitchen with oversized Island, Stainless-Steel Appliances, abundant Cabinetry, and a Dining Area filled with natural light. The split-bedroom floor plan provides privacy, with a large Primary Suite featuring a Walk-In Closet and private En Suite Bath. Enjoy the Florida lifestyle with community amenities, golf, pools, activities, and convenient access to Shopping, Restaurants, Medical Facilities, and The Villages. Move-in ready and waiting for its new owner! This is a Fannie Mae HomePath property. All information is believed to be accurate but is not guaranteed and should be independently verified.

18 Robin 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
$169,000
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
305 S Timber Trail, Wildwood
$130,000
2 Beds ⋅ 2 Baths ⋅ Continental Country Club, Timberwood Estates SubDv. ⋅ 34785 Zip Code
GORGEOUS 2-BEDROOM, 2-BATH HOME + OFFICE + GOLF CART GARAGE in the highly desirable 55+ gated golf community of Continental Country Club in Wildwood! Beautifully maintained and offering over 1,200 square feet of living space, this wonderful home delivers comfort, functionality, and an incredible Florida lifestyle. A spacious screened front porch welcomes you into this light and bright home, where the OPEN FLOOR PLAN, VAULTED CEILINGS, and generous living spaces create an inviting atmosphere throughout. The large Living Room flows seamlessly into the Dining Room, complete with a built-in hutch, while the well-appointed Kitchen offers an abundance of cabinetry and a beautiful tile backsplash. The generously sized Primary Suite provides plenty of room to relax and features excellent storage, while both bathrooms have been nicely updated. A versatile Office provides the perfect space for a home office, hobby room, or additional guest area. Step outside and you’ll appreciate the beautifully landscaped grounds, EXTENDED PAINTED-CONCRETE DRIVEWAY providing abundant parking and easy golf cart access, plus a spacious storage area that has been transformed into a GOLF CART GARAGE with a remote-operated garage door, along with a separate workshop area. A handicap-accessible ramp adds convenience and accessibility. Major updates include a 2020 HVAC SYSTEM, and the roof was RESEALED approximately two months ago. Some furniture is included, making this home even easier to enjoy from day one! But the real star is the INCREDIBLE CONTINENTAL COUNTRY CLUB LIFESTYLE. This secure, gated 55+ community features a beautiful 18-HOLE GOLF COURSE winding throughout the neighborhood, along with tennis, pickleball, a large heated swimming pool, fitness center, restaurant and bar, billiards, softball, basketball, horseshoes, driving range, two craft buildings, woodworking facilities, water access with a public boat ramp, and a dog park. Whether you’re looking for an active lifestyle, a peaceful place to relax, or a community filled with amenities and activities, this property checks all the boxes. COME SEE WHY CONTINENTAL COUNTRY CLUB IS SUCH A SPECIAL PLACE TO CALL HOME!

305 S Timber Trail, 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
71 Seminole Path, Wildwood
$148,500
2 Beds ⋅ 2 Baths ⋅ Continental Country Club SubDv. ⋅ 34785 Zip Code
Love of this home is obvious to all that enter. Ready for new owners to love. Enter thru the massive size open screen area great for entertaining, also includes laundry area and golf cart garage which includes the golf cart and golf certificate which reduces what you pay at the golf course. The HOA fee includes trash pickup, grass cut, internet and cable TV which is verry reasonable. New windows 2 weeks old. The enclosed Florida room is wonderful extra space if you do crafts or need desk space. Home is surrounded by mature well maintained landscaping. Be ready for beautiful sunsets, so close you feel you can touch the magnificent sky when relaxing at the lake on the Gazebo. Continental has so many amenities you can be busy full time, of drive down the street and enjoy The Villages with nightly entertainment. We are centrally located, 1 hr almost any direct to the Atlantic, Gulf, Ocala or Orlando. You will love living here, I know because I do.

71 Seminole Path, Wildwood
21 N Bobwhite Road, Wildwood
$145,000
2 Beds ⋅ 2 Baths ⋅ Continental Camper Resorts Uni SubDv. ⋅ 34785 Zip Code
HUGE PRICE IMPROVEMENT!!! Welcome to this immaculate, light-filled 2-bedroom, 2-bathroom home offering almost 1,500 sq. ft. of thoughtfully designed living space, which includes valuable RO & golf certificates. The entire home is wheelchair accessible, including a wheelchair ramp located on the back of the home and there is a chair lift located at the front entrance of the home. Step into a seamless open floor plan featuring an expansive living and dining area, perfect for effortless daily living and entertaining. The generous kitchen serves as the heart of the home, complete with upgraded cabinetry, abundant counter space, and an impressive walk-in pantry. Both bedrooms offer spacious retreats, while both full bathrooms feature beautiful, high-end finishes and full wheelchair accessibility. An inside utility room comes equipped with a newer washer and dryer for added convenience. Situated on an oversized lot of nearly 0.4 acres, this property boasts an extended driveway with a carport and exceptional vehicle access. A rare find combining accessibility, modern updates, and extensive grounds! 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!!!

21 N Bobwhite Road, Wildwood
705 Oak Boulevard, Wildwood
$225,000
3 Beds ⋅ 2 Baths ⋅ Timberwoods Estates SubDv. ⋅ 34785 Zip Code
Welcome to 705 Oak Blvd, a spacious TURNKEY 3-bedroom, 2-bath home offering 1,680 sq. ft. of comfortable living in the sought-after Continental Country Club, a gated 55+ golf community just minutes from The Villages. Situated on a beautifully landscaped .22-acre lot, this inviting home features vaulted ceilings, a bright and spacious living area, inside laundry, and a well-equipped kitchen with appliances included. Enjoy Florida living from the enclosed porch, while the attached 2-car garage provides exceptional parking and storage—a feature not commonly found among many homes in the community. Continental Country Club offers an impressive active-adult lifestyle with a clubhouse, community pool, fitness center, dog park, tennis courts, restaurant, golf-cart-friendly streets, and an 18-hole championship golf course. The monthly association fee also includes cable TV, internet, trash, and grounds maintenance. Whether you're searching for a full-time residence or a seasonal Florida retreat, this move-in-ready home delivers the space, convenience, amenities, and lifestyle you've been looking for.

705 Oak Boulevard, Wildwood
802 Oak Boulevard, Wildwood
$189,900
2 Beds ⋅ 4 Baths ⋅ Timberwoods Estates SubDv. ⋅ 34785 Zip Code
Step into this exquisite waterfront sanctuary in Continental Country Club, where refined living meets serene natural beauty in a residence designed for comfort, sophistication, and effortless Florida living. This luxury-styled 2-bedroom, 2-bath home unfolds with an elegant, well-crafted floor plan that captures peaceful water views from the moment you enter. The family room becomes a private retreat overlooking the deck and pond—your front-row seat to the fountain, shimmering water, and daily wildlife. It’s the perfect setting for savoring your morning coffee or unwinding with an evening beverage while entertaining guests in style. The open kitchen offers lanai seating, barstools, and generous counter space, flowing seamlessly into a grand living room ideal for upscale gatherings. The primary suite is a calming haven with abundant closets, a beautifully appointed bath, and fresh paint throughout that enhances the home’s polished, high-end feel. Guests will enjoy their own luxurious retreat with an oversized bedroom and bath, plus inside laundry discreetly tucked behind custom barn doors for added charm and convenience. Downstairs, discover a full bonus living level—complete with an additional bedroom—perfect for hosting guests or transforming into a craft studio, workshop, or private lounge. The garage with full door access leads to a well-designed driveway framed by manicured landscaping and custom wood shutters that elevate the home’s curb appeal. Out back, a substantial dock invites you to embrace waterfront living at its finest—relaxing, fishing, or simply enjoying the peaceful setting. This exceptional property includes the Resident Owner Certificate, is priced for immediate interest, and delivers a rare blend of luxury, comfort and Florida Lifestyle. You'll want to call your agent quickly - THIS IS THE ONE!!

802 Oak Boulevard, Wildwood
Wildwood
$139,000
2 Beds ⋅ 2 Baths ⋅ Continental Ctry Club Comm SubDv. ⋅ 34785 Zip Code
CONTINENTAL COUNTRY CLUB, NEAR THE VILLAGES AND MORE!! PRICED TO SELL!! Bring your decorating vision and step into a home with endless potential—this spacious 2/2 layout lives like two primary suites, with the second bedroom no longer containing a built-in closet, giving you full freedom to customize the space exactly the way you want it. Set on a quiet cul-de-sac, this property offers a long driveway, carport, and dedicated parking for a second vehicle or even your boat right beside the home—no storage facility needed. You’ll love the workshop/sheds, inside or outside laundry options, and the impressive open floor plan featuring a living room, family room, built-in bar, fireplace, and a huge Florida room that expands your living space and overlooks the oversized lot. The layout is fantastic, the rooms are generous, and the setting is peaceful—your mailbox sits right at the front of the home for convenience. With great bones, this home simply needs YOU, some paint, and flooring to transform it into something spectacular. The community is unmatched, offering over 50 clubs, a resort-style pool, clubhouse, lounge, pro shop, library, fitness center, tennis, pickleball, horseshoes, shuffleboard, cornhole, and more. Enjoy fishing, kayaking, and scenic trails perfect for walking, biking, or cruising on your golf cart through the woods to take in Florida wildlife. With two dog parks, endless activities, and a vibrant social scene, this community truly has it all. Even better—this home includes the resident owner certificate and golf certificate, giving you valuable perks from day one. What an incredible lifestyle and opportunity—call your agent today and CMON HOME.

Wildwood
Start Your Search

How much is your home worth?

Get instant property value now!