Wildwood Homes with Private Pool type

Wildwood Homes with Private Pool type

Welcome to Wildwood, Florida, a charming city nestled in Sumter County that perfectly blends small-town warmth with vibrant community spirit. Known for its picturesque landscapes and friendly atmosphere, Wildwood offers a unique lifestyle that appeals to families, retirees, and everyone in between. With its close proximity to the stunning natural beauty of the Florida landscape, including lush parks and serene lakes, residents enjoy a plethora of outdoor activities year-round.

One of Wildwood's standout features is its selection of homes with private pools, providing an oasis of relaxation and fun right in your backyard. Imagine stepping out on a warm Florida afternoon to take a refreshing dip or hosting unforgettable summer barbecues with friends and family. These homes cater to those who value both comfort and leisure, making them perfect for entertaining or unwinding after a long day.

The real estate market in Wildwood is flourishing, with properties that offer a range of styles and sizes, ensuring that you can find the perfect match for your lifestyle. Whether you’re seeking a cozy retreat or a spacious family home, the options are plentiful.

With its welcoming community, great schools, and convenient access to nearby attractions, Wildwood is an ideal place to call home. Discover the joy of living in a city that offers not just a residence, but a lifestyle enriched with sunshine, community, and the luxury of your own private pool. Embrace the Wildwood way of life today!

Newest Wildwood Homes with Private Pool type

$1,450,000
3 Beds 4 Baths Marcy Hills Estates SubDv. 34785 Zip Code
Welcome to an EXCEPTIONAL 10-ACRE LUXURY EQUESTRIAN ESTATE where thoughtful design, quality construction, and refined country living come together. This one-of-a-kind property features a beautifully appointed 3,656 SQUARE FOOT CRAFTSMAN-STYLE HOME with 3 bedrooms, 3.5 baths, a PRIVATE SALT-WATER POOL, and inviting front and rear wraparound porches overlooking the surrounding pastures. Inside, the home has been meticulously maintained and cared for, with expansive views enjoyed from the living areas, kitchen, porches, and pool. Masterfully designed for both comfort and equestrian functionality, the property features a 70x140 RIDING ARENA. The 48x22 HORIZON STRUCTURES SHED-ROW BARN includes a spacious TACK ROOM and THREE 12x12 insulated stalls with SOFTSTALLS THERAPEUTIC high-density rubber matting and automatic waterers. A NOVA FILTRATION SYSTEM provides filtered water for the horses. Equestrian amenities continue with THREE TURNOUT PADDOCKS, each with water and its own run-in shelter, plus a large main pasture surrounding the home. Premium triple-treated lumber fencing extends throughout the property. The 40x48 INSULATED METAL EQUIPMENT BARN provides abundant space for equipment, vehicles, workshop needs, and more, complemented by a large limestone parking area ideal for trailers and heavy equipment. Recent improvements provide both efficiency and peace of mind, includes WHOLE-HOME GENERATOR, TWO PROPANE TANKS, AND A 50-YEAR OWENS CORNING SHINGLE ROOF with TITANIUM UNDERLAYMENT, ENERGY-EFFICIENT WINDOWS, all installed in 2024. The 2023 CARRIER INFINITY SYSTEM HVAC with SOLARIS/UV TECHNOLOGY enhances comfort while helping optimize indoor air quality. Located in an established area surrounded by equestrian farms, this estate offers privacy with convenient access to FLORIDA HORSE PARK, WORLD EQUESTRIAN CENTER, I-75, FLORIDA TURNPIKE AND THE VILLAGES. From the beautifully maintained home and exceptional grounds to the thoughtfully designed equestrian facilities, EVERY ASPECT OF THIS ESTATE REFLECTS PRIDE OF OWNERSHIP AND ATTENTION TO DETAIL. This is more than an equestrian property—it is a beautifully designed luxury estate created for those who appreciate quality, space, and the Florida equestrian lifestyle. A truly remarkable property that must be seen to be appreciated.

2088 Nw 102nd Boulevard, Wildwood

$769,000
3 Beds 3 Baths Fox Hollow SubDv. 34785 Zip Code
COURTYARD-CENTERED POOL HOME WITH PRIVATE GUEST RETREAT ON 1 ACRE! 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

$2,900,000
4 Beds 5 Baths Preserve/Oak Hill SubDv. 34785 Zip Code
Everyone appreciates an exceptional opportunity—and this one comes with a new brokerage, motivated sellers, & a substantial $300,000 price improvement. This extraordinary 8.17-acre equestrian estate in the prestigious 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 square feet 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 and complements the sophisticated modern farmhouse design.The chef’s kitchen features granite countertops, custom cabinetry, an expansive center island, and a spacious walk-in pantry. Open to the living and dining areas, it is designed for both everyday enjoyment and effortless entertaining.The versatile floor plan includes four bedrooms, four full bathrooms, one half bath, a dedicated office, upstairs loft, and bonus room. A Jack-and-Jill suite and guest bedroom with 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 and quality finishes.Outside, custom brickwork with 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, and spa. Expansive paver decking, multiple gathering areas, a dedicated pool bathroom, and a complete outdoor kitchen and bar create an exceptional entertaining space. The covered lanai adds a custom wood ceiling and wood-burning fireplace for year-round enjoyment. Automatic roll-down screens surrounding the patio, lanai, and pool area help keep mosquitoes and other insects at bay.Extensive landscape lighting transforms the estate after sunset, while an integrated Bose indoor and 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

$555,000
4 Beds 2 Baths Fairways/Rolling Hills 1st Add SubDv. 34785 Zip Code
No Bond ! AVAILABLE COMPLETELY FURNISHED * NEW ROOF 12/2019 * NEW HVAC 8/2019 * PRIVATE POOL * BEAUTIFUL POND VIEW * NO REAR NEIGHBORS EXCEPTIONAL PRIVACY * BEAUTIFULLY RENOVATED BLOCK CONSTRUCTION * QUARTZ COUNTERTOPS * LVP THROUGHOUT – NO CARPET! * 12' x 24' IN-GROUND POOL MASSIVE 23' x 42' SCREENED POOL ENCLOSURE ROOM TO EXPAND LOW $400/YEAR HOA QUIET 160-HOME COMMUNITY POOL, WATER VIEW, PRIVACY, BEAUTIFUL RENOVATIONS, MAJOR UPDATES AND AVAILABLE COMPLETELY FURNISHED—THIS HOME HAS THE COMPLETE PACKAGE! Welcome to this beautifully renovated BLOCK-CONSTRUCTED POOL HOME, perfectly positioned on a spacious homesite overlooking a peaceful pond with NO REAR NEIGHBORS. Even better, two of the biggest-ticket items have already been taken care of with a NEW ROOF IN 12/2019 AND NEW HVAC IN 8/2019, offering buyers added confidence and value from day one. For buyers looking for a truly easy Florida move, the home is also AVAILABLE COMPLETELY FURNISHED, offering the opportunity to simply bring your suitcase and start enjoying your new home from day one. Step inside and you'll immediately appreciate the bright, open layout and extensive updates throughout. LUXURY VINYL PLANK FLOORING RUNS THROUGHOUT THE ENTIRE HOME—NO CARPET! Tray ceilings and custom ceiling fans add character, while the open design provides plenty of room for everyday living and entertaining. The beautifully updated kitchen features QUARTZ COUNTERTOPS, stylish backsplash, stainless steel appliances, abundant cabinetry, additional storage, and a clever HIDDEN COFFEE BAR. A formal dining area and bright kitchen nook provide multiple dining options. The versatile DEN/OFFICE adds even more flexibility and could easily serve as a 4TH BEDROOM, HOME OFFICE, HOBBY ROOM, OR GUEST SPACE. The spacious owner's suite provides a private retreat with an updated ensuite bath. THE BACKYARD IS WHERE THIS HOME REALLY SHINES! Step outside to your own private Florida oasis featuring a 12' x 24' INGROUND POOL surrounded by an enormous 23' x 42' SCREENED ENCLOSURE. Beyond the pool is a tranquil POND VIEW WITH NO REAR NEIGHBORS, creating outstanding privacy and a peaceful backdrop that's increasingly difficult to find. There's plenty of room for outdoor dining, entertaining, lounging by the pool, or simply enjoying your morning coffee overlooking the water. The generous homesite also offers ROOM TO EXPAND, providing additional possibilities for the next owner. Located in a quiet, established community of only 160 HOMES with an incredibly affordable HOA OF JUST $400 PER YEAR, this home delivers an exceptional combination of privacy, upgrades, outdoor living, convenience, and value. NEW ROOF 12/2019 + NEW HVAC 8/2019 + AVAILABLE COMPLETELY FURNISHED + RENOVATED INTERIOR + PRIVATE POOL + POND VIEW + NO REAR NEIGHBORS + LOW HOA—A RARE COMBINATION THAT'S READY TO ENJOY! buyers agent to verify.

5430 County Road 125, 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

$2,888,888
5 Beds 4 Baths 34785 Zip Code
This property is being offered with multiple purchase opportunities, including the option to purchase the primary residence separately. NO HOA • FLOOD ZONE X • NO FLOOD INSURANCE REQUIRED • AG EXEMPT • LOW PROPERTY TAXES • 31.19 ACRES Professional equestrian facilities offering this level of infrastructure, efficiency, and location are rarely available. This 31.19-acre turnkey equestrian facility has been thoughtfully developed to support the daily demands of a working horse operation, allowing its next owner to move in and begin operating immediately. Purpose-built for efficiency, the facility includes 28 stalls with room for future expansion, multiple barns, a beautiful outdoor riding arena, round pen, hot walker, tack rooms, feed rooms, office space, extensive storage, numerous fenced paddocks and pastures, two dedicated RV sites complete with electric, water, and septic hookups, and ample trailer parking for clients, employees, and visitors. The layout creates an efficient workflow that supports breeding, training, boarding, rehabilitation, sales, and other professional equestrian operations. The beautifully updated primary residence features 3 bedrooms, 2 bathrooms, a screen-enclosed swimming pool completed in 2024, and a new roof to be installed with an acceptable offer. A second 2-bedroom, 1-bath residence, completed with its 2024 Certificate of Occupancy, provides comfortable accommodations for trainers, employees, guests, or additional rental income. Located just minutes from The Villages, with convenient access to I-75, the Florida Horse Park, and the World Equestrian Center, this property offers the ideal combination of accessibility, functionality, and long-term value. Whether you're expanding an established equine business or launching a new operation, the hard work has already been done. The infrastructure is in place. The layout is designed to work. The room to grow is already here.

1285 Nw 102nd Boulevard, Wildwood

$3,699,999
7 Beds 6 Baths 34785 Zip Code
This property is being offered with multiple purchase opportunities, including the option to purchase the primary residence separately. NO HOA • FLOOD ZONE X • VERY LOW PROPERTY TAXES • 52.33 ACRES • 3 RESIDENCES • 28 STALLS • TURNKEY EQUINE FACILITY Rare opportunity to purchase a fully operational 52.33-acre equestrian facility in the heart of Florida horse country. Nearly every major improvement on this property has been completed within the past few years, creating a truly turnkey operation where a new owner can immediately move horses, equipment, and business operations onto the property without the expense, delays, and headaches of new construction. Property Features Include: • 52.33 Acres • 3 Residential Homes • 28 Stalls Across Multiple Barns • Room for Additional Barns and Stalls • Multiple Feed Rooms and Tack Rooms • Wash Racks with Hot and Cold Water • Automatic Waterers in Every Stall and Field • Fly Spray Systems • Hot Walker • Round Pen • Arena • Multiple Large Pastures • Multiple Paddocks • New Four-Board Fencing • No-Climb and Electric Fencing • Hay Barns • Shavings Barn • Storage Barns • Shop and Equipment Storage Facilities • 7-Bay Equipment Garage • RV/Camping Sites with Water, Electric and Sewer • Security Camera Systems • Multiple Gated Entrances • High-Speed Fiber Optic Internet Available Recent Improvements Include: • New Barn Construction • New Residential Construction • New Arena • New Round Pen • New Perimeter Fencing • New Gates • New Auto Waterers • New Pasture Shelters • Updated Primary Residence • New Hurricane Impact Windows • New Screened Pool Enclosure • New Pool Equipment Including Heater and Chiller • New Utility Infrastructure • New Water Systems The primary residence has been extensively updated and features concrete block construction, hurricane-impact windows, a screened pool enclosure, upgraded pool equipment, and numerous recent improvements. Additional residences provide flexibility for staff housing, trainers, guests, rental income, or multi-generational living. Located less than 30 minutes from the World Equestrian Center, less than 15 minutes from the Florida Horse Park, less than 15 minutes from The Villages, and with convenient access to both Orlando and Tampa International Airports. This facility was designed with efficiency, functionality, and ease of maintenance in mind. The significant investment of time, planning, and capital has already been made. Nearly every major component of the farm is new or recently improved, allowing a new owner to focus on horses and business operations rather than costly infrastructure projects. Whether your goals include breeding, training, boarding, rehabilitation, competition horses, or private equestrian use, this property offers the rare opportunity to step into an established operation with substantial room for future expansion. The acreage, layout, and infrastructure provide the ability to add additional stalls, barns, or amenities as your operation grows. Properties of this size, condition, and location rarely become available. Move your horses, move your business, and start operating from day one.

1231 Nw 102nd Boulevard, Wildwood

$875,000
6 Beds 4 Baths Fox Hollow Ph 02 SubDv. 34785 Zip Code
Virtually Staged. RARE OPPORTUNITY: Sprawling 6-bedroom Fox Hollow Estate w/Media & Game room. Pool & Summer kitchen. Minutes from the Villages! Situated on a generous, one plus acre country-sized lot in the highly desirable and low HOA community of Fox Hollow, this massive 6 bedroom, 4 bathroom pool home offers neutral colors, unparalleled space, freedom and luxury. If you are searching for the ultimate multi-generational home, this estate delivers a resort-style experience of privacy and tranquility. Finally a home where everyone fits! Featuring two highly desirable ground-floor primary suites, this layout is perfectly equipped for multi general living and houseguests. The two main floor primaries ensure easy accessibility and privacy, while the remaining 4 spacious bedrooms proved endless flexibility for family, dedicated home offices, Flex/Media or a fitness room. Step outside to your private oasis featuring a screened in sparkling pool and a built-in summer kitchen the ultimate setup for Florida entertaining year round! Experience the peace and privacy or country living with city convenience right at your doorstep. You are just minutes away from Brownwood Paddock Square, world class golf courses, top tier medical facilities, shopping & dining! Properties of this magnitude with these amenities rarely hit the market. Don't miss your chance to own this private estate - schedule a visit today! (Some rooms have been virtually staged)

4141 County Road 121d, Wildwood

$599,000
4 Beds 3 Baths Fairways At Rolling Hills 1staddition SubDv. 34785 Zip Code
Back on the market. Buyer was not able to sell their house to move to this beauty. This home passes a home inspection AND a 4 point with flying colors! Step into Florida living at its finest with this stunning 4-bedroom, 3 full bath pool home designed for both comfort and style. From the moment you arrive, the beautifully landscaped yard creates incredible curb appeal and sets the tone for what’s inside. Soaring vaulted ceilings and elegant recessed arch niches add architectural charm, while natural light pours in through expansive sliding glass doors and French doors that seamlessly connect your indoor living space to the Florida room and sparkling heated salt water pool. Perfect for entertaining or relaxing year-round. The spacious primary suite is a true retreat, featuring a walk-in closet plus a built in closet. There are custom built-in niches and plant shelves ready for you to decorate. You will enjoy quick access to the Florida room and pool area, perfect for those peaceful morning coffees or evening unwinds. Enjoy both a formal dining room and a cozy breakfast nook with sparkling pool views, offering flexibility for everyday living and hosting. Outside, the generous PVC fenced in yard provides ample space to park your boat and RV...no compromises here. The garage is finished with a sleek epoxy floor, adding both durability and a polished look. This home checks all the boxes! Space, Style, and the Ultimate Florida Lifestyle. Located just minutes to Shopping and Dining in The Villages Don’t miss your opportunity to make it yours!

5353 County Road 125, Wildwood

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