Wildwood Homes with Trail(s) Amenities

Wildwood Homes with Trail(s) Amenities

Welcome to Wildwood, Florida—a hidden gem nestled in the heart of Sumter County that perfectly blends small-town charm with vibrant community living. This picturesque city is known for its lush landscapes and friendly atmosphere, making it an ideal destination for families, retirees, and anyone looking to escape the hustle and bustle of urban life. With its rich history and a welcoming spirit, Wildwood offers a unique lifestyle that truly feels like home.

One of the standout features of Wildwood is its extensive network of trails, perfect for outdoor enthusiasts and nature lovers alike. The homes in this area are designed with trail amenities that encourage an active lifestyle. Imagine waking up to the sound of chirping birds and stepping outside to find miles of scenic pathways right at your doorstep. Whether you enjoy morning jogs, leisurely strolls, or biking with family and friends, these trails offer a wonderful way to explore the stunning natural beauty of the region.

The real estate options in Wildwood are diverse, catering to a range of tastes and budgets. From charming single-family homes to modern developments, each property is thoughtfully designed to enhance your living experience. Many homes feature spacious backyards, perfect for gatherings or simply unwinding after a long day.

Wildwood is more than just a place to live; it’s a community where neighbors become friends and outdoor adventures await around every corner. Discover the joys of trail living in Wildwood, where your dream home and an active lifestyle are just a step away!

Newest Wildwood Homes with Trail(s) Amenities

$354,600
4 Beds ⋅ 2 Baths ⋅ Highfield At Twisted Oaks Ph 2 SubDv. ⋅ 34785 Zip Code
Under Construction. Pulte Homes is Selling in Twisted Oaks! Enjoy all the benefits of a new construction home in the charming city of Wildwood, Florida, just 2 miles west of The Villages! This new home community offers a resort-style pool with an open cabana, playground, green space, and dog park. Offering the perfect blend of comfort and style, this thoughtfully designed Heston floor plan features a spacious single-story, open-concept layout. The designer kitchen is the heart of the home, showcasing a large island, stylish white cabinetry, quartz countertops with a sleek 4" quartz backsplash, a generous pantry, and Whirlpool stainless steel appliances, including a dishwasher, range, refrigerator and microwave. The bathrooms continue the home's upscale finishes with matching cabinetry and quartz countertops. The private Owner's Suite features dual vanities and a walk-in shower with heavy glass door. Luxury vinyl plank flooring flows seamlessly throughout the main living areas, creating a sophisticated and cohesive look. Elegant 18" x 18" tile enhances the bathrooms and laundry room, while plush, stain-resistant carpeting provides comfort and durability in the bedrooms. Additional highlights include a convenient laundry room complete with a Whirlpool washer and dryer, an extended covered lanai, a 2-car garage, whole house gutters, cabinet hardware, faux wood blinds throughout, and a Smart Home technology package featuring a video doorbell. Beautifully situated on a corner lot, this home makes a striking first impression with its desirable location and added sense of openness. Enjoy peace of mind with Pulte’s transferable, 10-year Limited Structural Warranty that covers materials and workmanship in the 1st year, workability of plumbing, electrical, HVAC, and other mechanical systems through the 2nd year, various types of water infiltration and internal leaks through the 5th year, and the structural integrity of the home through the 10th year. Plus, we’re currently offering limited-time incentives and below-market rates!

3280 Windswept Way, Wildwood
$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
$165,000
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
$355,400
4 Beds ⋅ 3 Baths ⋅ Highfield At Twisted Oaks Ph 2 SubDv. ⋅ 34785 Zip Code
Under Construction. Pulte Homes is Selling in Twisted Oaks! Enjoy all the benefits of a new construction home in the charming city of Wildwood, Florida, just 2 miles west of The Villages! This new home community offers a resort-style pool with an open cabana, playground, green space, and dog park. The Pinecrest is thoughtfully designed with flexibility and comfort in mind, featuring open living spaces and a versatile loft that’s ideal for relaxing, working, or entertaining guests. Its smart, adaptable layout effortlessly complements a variety of lifestyles. The designer kitchen serves as the heart of the home, showcasing a large center island with an integrated sink, white cabinetry, elegant quartz countertops, and a spacious pantry for added storage. A full suite of Whirlpool® stainless steel appliances—including a dishwasher, microwave, refrigerator and range—completes this beautifully appointed space. Bathrooms throughout the home echo the kitchen’s upscale finishes with matching cabinetry and quartz countertops. The Owner’s bath is a private retreat, offering dual sinks, a walk-in shower, and a private commode area for added comfort and convenience. There is luxury vinyl plank flooring in the main living areas, 18”x18” tile flooring in the bathrooms and laundry room. Bedrooms and the loft are finished with plush, stain-resistant carpeting for added comfort. Designed to maximize space and functionality, this home includes a fifth bedroom and full bath on the first floor, and a convenient second-floor laundry room with Whirlpool washer and dryer. Additional highlights include a 2-car garage and a covered lanai, perfect for enjoying the outdoors. Upgraded features such as faux wood blinds, whole house gutters, cabinet hardware, iron balusters with oak handrail, and a Smart Home technology package with a video doorbell add the finishing touches to this exceptional home. Enjoy peace of mind with Pulte’s transferable, 10-year Limited Structural Warranty that covers materials and workmanship in the 1st year, workability of plumbing, electrical, HVAC, and other mechanical systems through the 2nd year, various types of water infiltration and internal leaks through the 5th year, and the structural integrity of the home through the 10th year. Plus, we’re currently offering limited-time incentives and below-market rates!

9205 Newmons Place, 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
$347,030
4 Beds ⋅ 3 Baths ⋅ Highfield At Twisted Oaks SubDv. ⋅ 34785 Zip Code
Under Construction. Pulte Homes is Selling in Twisted Oaks! Enjoy all the benefits of a new construction home in the charming city of Wildwood, Florida, just 2 miles west of The Villages! This new home community offers a resort-style pool with an open cabana, playground, green space, and dog park. The Pinecrest is thoughtfully designed with flexibility and comfort in mind, featuring open living spaces and a versatile loft that’s ideal for relaxing, working, or entertaining guests. Its smart, adaptable layout effortlessly complements a variety of lifestyles. The designer kitchen serves as the heart of the home, showcasing a large center island with an integrated sink, white cabinetry, elegant quartz countertops, and a spacious pantry for added storage. A full suite of Whirlpool® stainless steel appliances—including a dishwasher, microwave, refrigerator and range—completes this beautifully appointed space. Bathrooms throughout the home echo the kitchen’s upscale finishes with matching cabinetry and quartz countertops. The Owner’s bath is a private retreat, offering dual sinks, a walk-in shower, and a private commode area for added comfort and convenience. There is luxury vinyl plank flooring in the main living areas, 18”x18” tile flooring in the bathrooms and laundry room. Bedrooms and the loft are finished with plush, stain-resistant carpeting for added comfort. Designed to maximize space and functionality, this home includes a fifth bedroom and full bath on the first floor, and a convenient second-floor laundry room with Whirlpool washer and dryer. Additional highlights include a 2-car garage and a covered lanai, perfect for enjoying the outdoors. Upgraded features such as faux wood blinds, cabinet hardware and a Smart Home technology package with a video doorbell add the finishing touches to this exceptional home. Enjoy peace of mind with Pulte’s transferable, 10-year Limited Structural Warranty that covers materials and workmanship in the 1st year, workability of plumbing, electrical, HVAC, and other mechanical systems through the 2nd year, various types of water infiltration and internal leaks through the 5th year, and the structural integrity of the home through the 10th year. Plus, we’re currently offering limited-time incentives and below-market rates!

9029 Wildlight Trail, 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
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