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, where Southern hospitality meets modern living. Known for its picturesque landscapes and close-knit community, Wildwood offers a unique blend of small-town charm and convenient access to urban amenities. With its rich history and vibrant culture, residents enjoy an array of recreational activities, boutique shops, and delightful dining options, making it an ideal place to call home.

For those seeking a tranquil lifestyle with added security, Wildwood boasts exquisite gated communities that offer a sense of exclusivity and peace of mind. These guard-gated neighborhoods feature beautifully designed homes that cater to a variety of tastes and preferences. Whether you’re looking for a cozy single-family home or a spacious estate, you’ll find an array of options that reflect the idyllic Florida lifestyle.

Living in a gated community in Wildwood means enjoying a host of amenities designed for comfort and leisure. Residents can take advantage of well-maintained parks, walking trails, and community centers that foster social connections and an active lifestyle. The added layer of security provided by the guard service ensures that you can relax and enjoy your surroundings without worry.

With its welcoming atmosphere, beautiful homes, and a vibrant community spirit, Wildwood is the perfect place to find your dream home in a gated community. Experience the best of Florida living with the peace of mind that comes from residing in a secure environment. Discover Wildwood – where your ideal lifestyle awaits!

Newest Wildwood Homes with Gated Community - Guard Community Features

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

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

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

2 Beds ⋅ 2 Baths ⋅ Continental Camper Resort SubDv. ⋅ 34785 Zip Code

Located in the gated 55+ community of Continental Country Club, this turnkey corner-lot home has already been updated and is ready to enjoy. Inside, you'll find luxury vinyl plank flooring throughout, a spacious open floor plan, an updated kitchen featuring a large center island, newer stainless steel appliances, updated bathrooms, and a 2023 roof. The Golf Certificate, golf cart, and most furnishings are included, making this an easy move whether you're looking for a full-time residence or a seasonal retreat. The screened lanai overlooks a scenic community pond and fountain, creating a wonderful place to enjoy your morning coffee or unwind at the end of the day. An oversized workshop provides plenty of space for your golf cart, hobbies, and additional storage. With the major updates already completed and many of the extras included, this home is truly move-in ready. Continental Country Club offers an exceptional lifestyle with an 18-hole championship golf course, clubhouse, restaurant, swimming pools, tennis, pickleball, fitness center, and a full calendar of social activities. The HOA also includes lawn service, trash pickup, and Spectrum cable, internet, and Wi-Fi, allowing you to spend more time enjoying the community. Conveniently located just minutes from shopping, restaurants, medical facilities, and everyday conveniences.

12 N Bobwhite Road, Wildwood

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

2 Beds ⋅ 2 Baths ⋅ Continental Camper Residence I SubDv. ⋅ 34785 Zip Code

BEST DEAL you will find in The highly desirable Continental Country Club active 55+ Community. Home qualifies for conventional financing or FHA. This beautifully renovated 2-bedroom, 1.5 bath home offers comfort, functionality, and incredible value. Located on owned land, it includes a screened raised porch with sliding doors that open into the living area, plus a utility building with washer/dryer hookups. Recent upgrades include a new A/C system, upgraded electrical and plumbing, brand-new appliances, and a brand-new washer and dryer—providing peace of mind and modern convenience from day one. The community is one of the area’s most sought after 55+ destinations, offering a resort-style lifestyle at an affordable price. Residents enjoy access to a heated swimming pool, hot tub, a spacious clubhouse, fitness center tennis and basketball courts, community library, an on-site restaurant/bar, community activities, a golf pro shop, plus owner discounts at their impressive 18-hole championship golf course. The course is beautifully maintained—so popular that even residents from The Villages and surrounding areas come here to play. Golf carts are available for rent, and many residents enjoy the convenience of owning their own, making it easy to explore the community. The HOA includes cable, high speed internet, Wifi, basic lawn mowing/edging, trash pick up and free basic golf cart maintenance. This community truly offers incredible value. You get a lot for your money here at The Continental Club. It's a must see in person to fully appreciate everything it offers. This gated community with 24-hour security provides both safety and a vibrant social environment. From indoor and outdoor activities to arts, crafts, and organized events, there’s always something happening. It truly feels like living in a golf-course resort without the high price tag. Conveniently located close to shopping, dining, and medical facilities, this home offers year-round enjoyment and an exceptional community lifestyle. A must-see to fully appreciate everything it has to offer. Listing agent is related to the seller and has an ownership interest in the property.

82 N Bobwhite Road, Wildwood

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

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

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

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

2 Beds ⋅ 2 Baths ⋅ Timberwoods Estates SubDv. ⋅ 34785 Zip Code

PRICE DROP! BEAUTIFULLY RENOVATED HOME ON LAND NEAR THE VILLAGES! Welcome to this fully updated 2-bedroom, 2-bath home offering modern comfort, stylish finishes, and an unbeatable location just minutes from The Villages. Completely refreshed throughout, this move-in-ready property features a bright and inviting floor plan with all-new interior updates, fresh finishes, and brand-new appliances included. The spacious kitchen provides plenty of cabinet space and flows seamlessly into the dining area, creating the perfect space for everyday living and entertaining. Both bedrooms are generously sized, while the two full bathrooms have been thoughtfully updated for a clean, modern feel. Ample storage can be found throughout the home. Outside, enjoy the convenience of a deep covered carport, utility shed, and a peaceful setting on a desirable street within a welcoming golf community. Located just moments from shopping, restaurants, medical facilities, entertainment, and all the amenities The Villages has to give, you'll enjoy both convenience and a relaxed Florida lifestyle. With easy access to major highways and the Florida Turnpike, commuting is simple and efficient. No to mention, all the Villages activities are accessible and only a short golf car ride away! For outdoor enthusiasts, Serenity Pond is just a short stroll away, offering a tranquil spot for catch-and-release fishing and enjoying nature. Don't miss your chance to own this beautifully renovated home in a prime location. Schedule your private showing today!

116 Cypress Road, Wildwood

2 Beds ⋅ 2 Baths ⋅ Continental Cc Inc Resorts SubDv. ⋅ 34785 Zip Code

Step into this beautifully expanded 2/2 home in Continental Country Club, a property overflowing with space, versatility, and that irresistible Florida-living charm. From the moment you arrive, you’ll feel the warmth of a home that truly gives you more—more rooms, more storage, more outdoor beauty, and more lifestyle. Inside, you’ll find screen rooms galore, plus a bright Florida room/den/office/third bedroom-option with newer windows and full heating and cooling, making it the perfect retreat for guests, quiet mornings, movie nights, or your own creative space. The kitchen shines with a cozy breakfast nook, a pass-through window, and views of the beautifully manicured front yard. Both bedrooms are impressively spacious with closets and cabinetry everywhere you turn, while the gigantic living room and formal dining room with built-in hutch create the ideal setting for hosting family and friends. Step outside and fall in love with the huge, landscaped yard, complete with a charming, decorative sidewalk that winds through lush gardens and greenery—your own private sanctuary. All of this sits in one of the area’s most active, amenity-rich communities, offering fishing, swimming, tennis, pickleball, cornhole, veteran's clubs, social groups, and endless activities. Just minutes from The Villages and Walmart, this home delivers convenience, comfort, and community in one perfect package. Come take your tour today—once you see it, you’ll want to call it HOME! Ask your agent for a list of all updates and measurements the seller shared with us!! Home comes with a Resident Owner Certificate.

19 Magnolia Lane, Wildwood

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