Wildwood Homes with Private Entrance Exterior Features

Wildwood Homes with Private Entrance Exterior Features

Welcome to Wildwood, Florida—a hidden gem nestled in the heart of Sumter County, where charming small-town vibes meet the allure of nature’s beauty. Known for its picturesque landscapes and friendly community, Wildwood offers a serene lifestyle with easy access to urban amenities. Whether you’re seeking a peaceful retreat or a vibrant community, this city has something for everyone.

Wildwood is not just a place to live; it’s a place to thrive. With lush parks, scenic walking trails, and a rich history, you can explore the great outdoors right in your backyard. The city is conveniently located near major highways, making it easy to reach popular destinations like The Villages and Orlando, while still providing a tranquil escape from the hustle and bustle.

When it comes to real estate, Wildwood boasts an impressive selection of homes, each offering unique exterior features that enhance your living experience. Many properties come with private entrances, providing an added layer of privacy and convenience. Imagine coming home to your own sanctuary, where you can unwind after a long day, host gatherings, or simply enjoy the tranquility of your surroundings.

With a variety of architectural styles and sizes, you’ll find the perfect home that fits your lifestyle and preferences. From cozy bungalows to spacious family residences, Wildwood’s real estate market is diverse and inviting. Experience the charm of this delightful city and discover a home that perfectly complements your dreams of Florida living. Welcome to Wildwood, where your new adventure begins!

Newest Wildwood Homes with Private Entrance Exterior Features

8556 County Road 243, Wildwood
$749,000
4 Beds ⋅ 4 Baths ⋅ Wildwood Country Estates Ph I SubDv. ⋅ 34785 Zip Code
MODERN FARMHOUSE LIVING MEETS THE FLORIDA LIFESTYLE! Built in 2022 and beautifully situated on 1.038 fenced acres, this stunning 4-bedroom, 3.5-bath home with office and 2-car garage offers 2,443 sq. ft. of living area and 3,348 total sq. ft. A beautiful private gated entrance framed by classic black board fencing sets the tone as you approach this exceptional property, where modern farmhouse style, privacy and incredible indoor-outdoor living seamlessly come together. The inviting covered front porch welcomes you into a light-filled open-concept floor plan filled with warmth and character. The spacious great room features a vaulted ceiling with wood beam detail, gas fireplace, abundant natural light and views of the outdoor living area. At the heart of the home is a gorgeous kitchen designed for both everyday living and entertaining, featuring abundant cabinetry, gas range, statement vent hood, quartz countertops, farmhouse sink and a huge center island with plenty of seating. Just off the kitchen, the oversized walk-in pantry is a standout feature, complete with a dedicated coffee bar/prep station, cabinetry, countertop space and shelving—providing tremendous storage while keeping small appliances conveniently tucked away and the kitchen counters clutter-free. The spacious primary suite offers a relaxing retreat with a large custom walk-in closet and beautifully appointed bath featuring a freestanding soaking tub, oversized appealing walk-in shower and dual vanities. Generously sized secondary bedrooms and baths provide comfortable accommodations for family and guests, while the dedicated office/flex room adds versatility. The spacious laundry/mud room offers cabinetry and an extended work and folding counter for even more everyday functionality. The resort-style outdoor living is truly one of the highlights of this property. The expansive covered lanai opens to a heated saltwater pool and separate hot tub, surrounded by a generous pool deck with plenty of room for lounging and entertaining. An impressive outdoor grilling and prep area with built-in cabinetry, countertop space and beverage refrigeration makes entertaining a breeze, with additional space for outdoor dining. String lighting adds to the atmosphere, while the nearby fire-pit gathering area tucked beneath the pines offers another inviting place to relax and enjoy the peaceful surroundings, beautiful views and visiting wildlife. Need even more space? A 24' x 18' detached building with full electric, currently used as a photography studio, provides fantastic flexibility for a creative studio, hobby space, workshop or additional storage. Thoughtfully equipped for Florida living, the property also features a whole-house generator with 500-gallon tank, water softener with UV light system, sprinkler system, fenced grounds and plenty of usable outdoor space. Enjoy the peaceful atmosphere and privacy of country living without sacrificing convenience. Located just minutes from The Villages, shopping, dining, medical facilities and hospitals, with easy access to I-75 and the Florida Turnpike, everything you need is within easy reach. Beautiful inside and out, thoughtfully designed and exceptionally versatile, this modern farmhouse delivers the space, privacy and Florida lifestyle you've been looking for. This is one you truly need to see in person to appreciate everything it has to offer!

8556 County Road 243, Wildwood

4725 County Road 121d, Wildwood
$759,000
3 Beds ⋅ 3 Baths ⋅ Fox Hollow SubDv. ⋅ 34785 Zip Code
Just reduced & $10,000 IN CONCESSIONS W/ A SUCCESSFUL CLOSING Welcome to an exceptional Florida retreat in the beautiful community of Fox Hollow, offering the space, privacy, and freedom that are hard to find—just minutes from the conveniences surrounding The Villages, yet without Villages restrictions. Set on a spacious 1-ACE LOT, this unique 3-BEDROOM, 3-BATHROOM home is designed around a stunning PRIVATE POOL, creating a true indoor-outdoor living experience. From nearly every room, enjoy beautiful views of the pool and courtyard through 8-FOOT STACKED SLIDING glass doors. The heart of the home is the spectacular outdoor oasis, featuring a sparkling POOL with a rock waterfall and SPA, all surrounded by an elegant sandstone pool deck. Whether hosting friends or enjoying a quiet afternoon, this space feels like your own private resort. Inside, impressive 10-FOOT CEILINGS enhance the home’s open and spacious atmosphere. The chef’s kitchen is perfectly suited for entertaining, offering generous countertop space, beautiful wood cabinetry with crown molding, durable Corian countertops, and tile flooring. Just beyond the kitchen, the cozy sunken family room provides an inviting gathering space accented by a stylish tray ceiling and soft new carpeting. The oversized primary suite offers a peaceful retreat of its own, complete with a spacious sitting area where you can relax and unwind. The luxurious primary bathroom features a two-person jetted tub with 16 jets, a large Corian shower with dual showerheads, dual sinks, a generous vanity, and custom built-in cabinetry in the primary closet. A dedicated mini-split system provides added comfort in the primary suite. Quality craftsmanship and thoughtful details continue throughout the home with Corian countertops in all bathrooms, tile flooring in the kitchen, bedrooms, bathrooms, and laundry room, oversized natural wood crown molding, substantial baseboards, and a whole-house sound system extending throughout the home and pool area—creating the perfect atmosphere for entertaining indoors or out. Adding even more versatility is the private guest retreat, providing separate accommodations for guests, extended family, or multigenerational living while maintaining privacy from the main living areas. Additional interior living space may also provides the potential to be converted into an accessory dwelling unit or mother-in-law suite, subject to applicable zoning, permitting, and building requirements. The oversized two-car garage features impressive 12-FOOT CEILINGS, offering abundant room for vehicles, storage, and hobbies. A separate 14' x 14' concrete-block GARAGE or WORKSHOP provides even more space for golf carts, recreational equipment, tools, or all your favorite toys. A spacious circular driveway welcomes you to the property and provides plenty of parking for family and guests. Major improvements include a ROOF REPLACED IN 2024 and HOT WATER TANK REPLACED in 2023. Best of all, all furniture is included, making this exceptional home truly move-in ready—just bring your suitcase and begin enjoying the Florida lifestyle! This is more than a home—it is a lifestyle. Imagine relaxing beside your pool, entertaining under the Florida sky, enjoying expansive indoor-outdoor views, and having the freedom of a full acre without the restrictions of The Villages. This is a rare opportunity to enjoy privacy, space, versatility, luxury, and convenience in one extraordinary property.

4725 County Road 121d, Wildwood

2870 Nw 87th Avenue, Wildwood
$2,750,000
4 Beds ⋅ 5 Baths ⋅ Preserve/Oak Hill SubDv. ⋅ 34785 Zip Code
A rare 8.17-acre gated estate near The Villages, combining a 4,647-square-foot modern farmhouse, resort-style pool and an extraordinary 3,480-square-foot barn/workshop with three oversized bay doors. A luxury acreage estate in the gated equestrian community, Preserves at Oak Hill, delivers privacy, luxury, and refined country living in spectacular fashion. Privately gated, fully fenced, and positioned at the end of a quiet cul-de-sac, the property is surrounded by farmland, distinguished estates, & the 15,000-acre Ventura Ranch, creating a peaceful setting where deer and turkey are frequent visitors. Yet I-75, the Florida Turnpike, The Villages, & the renowned World Equestrian Center remain conveniently close. The gated equestrian community also offers scenic riding trails & community stables, extending the country lifestyle beyond the property itself.The impressive residence offers approximately 4,647 square feet of living space and more than 7,700 sq/ft under roof. Soaring ceilings, rich wood accents, luxury vinyl plank flooring, & abundant natural light create relaxed elegance throughout. Large windows capture picturesque acreage views, while a dramatic floor-to-ceiling brick fireplace anchors the open-concept living area & complements the sophisticated modern farmhouse design.The chef’s kitchen features granite countertops, custom cabinetry, an expansive center island, & a spacious walk-in pantry. Open to the living & dining areas, it is designed for both everyday enjoyment & effortless entertaining.The versatile floor plan includes 4 bedrooms, 4 full bathrooms, 1 half bath, a dedicated office, upstairs loft, & bonus room. A Jack-and-Jill suite & guest bedroom w/ a private en-suite bathroom provide comfort and privacy for guests.The luxurious primary suite features a spacious custom walk-in closet and a walk-in safe room with a beautifully finished wood interior—ideal for the secure storage of valuables, firearms, important documents, or personal safety needs. The spa-inspired primary bathroom offers an oversized walk-in shower with dual showerheads & quality finishes.Outside, custom brickwork w/elegant white mortar joints enhances the home’s distinctive modern farmhouse architecture, while the welcoming front porch overlooks the peaceful surroundings.Outdoor living takes center stage with a resort-style pool featuring a beach entry, water slide, & spa. Expansive paver decking, multiple gathering areas, a dedicated pool bathroom, & a complete outdoor kitchen & bar create an exceptional entertaining space. The covered lanai adds a custom wood ceiling & wood-burning fireplace for year-round enjoyment. Automatic roll-down screens surrounding the patio, lanai, & pool area help keep mosquitoes & other insects at bay.Extensive landscape lighting transforms the estate after sunset, while an integrated Bose indoor & outdoor sound system sets the atmosphere throughout the home and entertaining areas.Completing the property is an impressive 3,480-square-foot barn and workshop with epoxy floors, built-in workbenches, loft storage, and three oversized bay doors. The versatile space accommodates equipment, recreational vehicles, hobbies, storage, or agricultural operations, and a 500-gallon gasoline tank adds convenience.With a dramatic $300,000 price improvement and sellers ready to make a move, this remarkable estate deserves immediate attention. Luxury, privacy, and wide-open country living await. Call today to schedule your private tour.

2870 Nw 87th Avenue, Wildwood

1285 102nd Blvd A, Wildwood
$1,175,000
2 Beds ⋅ 2 Baths ⋅ 34785 Zip Code
MOVE-IN READY EQUESTRIAN FACILITY | 16.93 ACRES | 14-STALL SHOW BARN | RESIDENCE | LOW PROPERTY TAXES | NO HOA Bring the horses and get to work. This 16.93-acre purpose-built equestrian property offers the rare opportunity to step into a nearly new, fully developed facility without spending years building it yourself. Construction of the equestrian improvements began in 2024 and was completed in 2025, creating a thoughtfully designed property that is ready for immediate use while still offering room for future expansion. Recently appraised in July 2026 and offered at $100,000 BELOW appraised value, this property presents an exceptional opportunity to acquire a completed equestrian facility at a price already positioned below its recent appraisal. At the heart of the property is an impressive 14-stall show barn with 12' x 12' stalls, designed around the day-to-day needs of a working horse operation. The barn includes a feed room, tack room, wash rack, office, bathroom, laundry room and ample storage, providing the infrastructure needed to keep both horses and people organized and operating efficiently. The property also features a round pen, hot walker, 7 paddocks and 1 large pasture, with new fencing throughout and automatic waterers serving the stalls, paddocks and pasture. Separate equipment, hay and shavings barns, along with garage space and additional storage, provide dedicated areas for the equipment and supplies necessary to operate the farm. The property was intentionally developed with room for additional stalls and future expansion. A 2-bedroom, 1-bath stick-built residence, with Certificate of Occupancy issued in 2024, provides convenient on-site living and includes its own fenced yard. Whether utilized by an owner, trainer, manager or staff, having a residence directly on the property adds tremendous flexibility. Whether you're an established equestrian professional looking to expand, developing a training or breeding program, or simply want a well-appointed private facility for your own horses, the groundwork has already been done. Skip the construction process, move in and begin using the property from day one. Low property taxes further enhance the appeal and ongoing affordability of this unique equestrian property. Conveniently located near The Villages, approximately 15 minutes from the Florida Horse Park and less than 30 minutes from the World Equestrian Center. For trainers, breeders and owners with clients traveling in, the property is also less than an hour from Orlando International Airport and approximately one hour from Tampa International Airport, providing excellent accessibility for clients traveling to see their horses. This property may be purchased individually or in combination with additional adjoining parcels. Cross referenced with MLS #OM726983, MLS #OM728285 and MLS #OM729172.

1285 102nd Blvd A, Wildwood

1231 102nd Blvd A, Wildwood
$1,549,999
3 Beds ⋅ 3 Baths ⋅ 34785 Zip Code
NO HOA | FLOOD ZONE X | AG EXEMPT | LOW PROPERTY TAXES Beautifully improved 15.26-acre equestrian property featuring a remodeled home, exceptional horse facilities, and extensive improvements completed in 2024 and 2025. Whether you're looking for a private horse farm, boarding operation, training facility, breeding program, or simply room to enjoy your horses, this thoughtfully designed property offers the flexibility to fit a variety of equestrian lifestyles. The beautifully remodeled 3-bedroom, 2-bath concrete block home was extensively updated in 2025 and offers an open, inviting floor plan designed for comfortable everyday living. A screen-enclosed swimming pool and enclosure were added in 2024, creating the perfect place to relax after a day with the horses. A new roof will be installed prior to closing with an acceptable offer, providing added value and peace of mind for the next owner. Designed with horse owners in mind, the equestrian improvements include 14 stalls between two barns, feed and tack rooms, wash racks, equipment storage, shop space, six fenced paddocks and two large pastures, all featuring new fencing completed in 2024, along with automatic waterers that simplify daily horse care. Two designated RV sites with electric, water, and septic hookups provide outstanding flexibility for guests, trainers, seasonal living, or additional accommodations. Beautiful mature live oaks frame the property, creating a picturesque setting while providing natural shade throughout the farm. The thoughtfully planned layout offers outstanding functionality while still providing plenty of room for future expansion. Conveniently located just minutes from The Villages, approximately 15 minutes to the Florida Horse Park, less than 30 minutes to the World Equestrian Center, and within easy access to Ocala, Orlando, Tampa, and both Orlando and Tampa International Airports, this property offers the perfect balance of peaceful country living and exceptional convenience. With extensive improvements already completed, this property offers the rare opportunity to begin enjoying your horses immediately rather than spending years building the farm you've envisioned. This property may be purchased individually or in combination with additional adjoining parcels. Cross referenced with MLS #OM726983, MLS #OM728285, and MLS #OM729172.

1231 102nd Blvd A, Wildwood

5311 Dragonfly Drive, Wildwood
$216,000
3 Beds ⋅ 3 Baths ⋅ Beaumont Ph I SubDv. ⋅ 34785 Zip Code
Seller Motivated! Beautifully maintained 3-bedroom, 2.5-bathroom end-unit townhome with a 1-car garage, offering the perfect blend of style, comfort, and convenience. All listing photos have been professionally staged with furniture and décor to help showcase the home's full potential. Step inside to an open and inviting floor plan featuring tile flooring throughout the main living area, soaring ceilings, and 8-foot sliding glass doors that fill the home with natural light while creating a seamless flow for everyday living and entertaining. The heart of the home is the spacious kitchen, featuring gray cabinetry, granite countertops, stainless steel appliances, a large center island, and a walk-in pantry providing exceptional storage. The kitchen opens effortlessly to the dining and living areas, creating the highly desirable open-concept layout today's buyers love. Upstairs, you'll find all three bedrooms, offering added privacy from the main living spaces. The spacious primary suite is a relaxing retreat with his-and-her walk-in closets and a private en-suite bath featuring dual vanities. The two guest bedrooms include luxury vinyl flooring, ceiling fans, and generous closet space, while sharing a convenient Jack-and-Jill bathroom. The upstairs loft provides a versatile bonus space that is perfect as a second living area, home office, study space, playroom, or kids' hangout area. An upstairs laundry room with a washer and dryer adds everyday convenience, and a half bath is located downstairs for guests. As a desirable corner/end unit, this home offers additional privacy and is one of the larger townhome floor plans within the community. Conveniently located near shopping, restaurants, banking, medical facilities, and The Villages Town Squares, where you can enjoy free nightly live entertainment, this home is ideal as a primary residence, seasonal getaway, or investment property. Don't miss this opportunity to own a spacious, move-in-ready townhome in a fantastic location—schedule your private showing today!

5311 Dragonfly Drive, Wildwood

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