Wildwood Homes with Pool

Wildwood Homes with Pool

Welcome to Wildwood, Florida—a charming city nestled in the heart of Sumter County, where Southern hospitality meets vibrant community living. Known for its picturesque landscapes and friendly atmosphere, Wildwood is a hidden gem that offers both tranquility and convenience. With its proximity to major highways, residents enjoy easy access to the bustling cities of Orlando and Tampa while relishing the peaceful, small-town vibe that Wildwood provides.

One of the standout features of homes in Wildwood is the abundance of properties with pools. Imagine stepping out into your own private oasis, where you can soak up the Florida sunshine, host summer barbecues, or simply unwind after a long day. These homes with pools are perfect for families, retirees, and anyone looking to embrace the outdoor lifestyle that Florida is famous for.

The real estate market in Wildwood is diverse, offering options for every taste and budget. Whether you're seeking a cozy bungalow or a spacious family home, you'll find properties that suit your needs and desires. The community is known for its well-maintained neighborhoods and friendly neighbors, making it an ideal place to settle down.

In addition to the beautiful homes and inviting pools, Wildwood boasts a variety of recreational activities, parks, and local amenities, ensuring that there's always something to do. From exploring nature trails to enjoying local dining and shopping, Wildwood is a place where you can truly enjoy life.

Come discover the charm of Wildwood, Florida, and find your dream home with a pool today!

Newest Wildwood Homes with Pool

3040 Windswept, Wildwood
$305,680
3 Beds ⋅ 2 Baths ⋅ O6452024 MLS
Get ready to be amazed by this welcoming open concept home. The Amaze features 3 bedrooms and 2 bathrooms. Retreat to the master suite featuring dual vanities and a large walk-in closet. Moving into the kitchen, the home features stainless steel appliances, 42” upper cabinets providing plenty of storage, and a large kitchen quartz island. The home includes open living areas, a convenient utility room, and a spacious patio perfect for entertaining. Every home also comes with a SMART home technology package. This amazing home provides excellent features that separates Park Square Homes from any other homebuilder.

3040 Windswept, Wildwood
18 Robin Road, Wildwood
$259,900
3 Beds ⋅ 2 Baths ⋅ G5119360 MLS
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 ⋅ G5119316 MLS
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
27 Robin Road, Wildwood
$122,000
2 Beds ⋅ 2 Baths ⋅ G5119187 MLS
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
3323 Windswept Way, Wildwood
$347,740
3 Beds ⋅ 2 Baths ⋅ TB8556105 MLS ⋅ Crestmere BLDG.
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. This popular Crestmere floor plan, with an open-concept home design, has everything you've been looking for. The designer kitchen showcases a large kitchen pantry, a spacious center island, white cabinets, quartz countertops and Whirlpool stainless steel appliances, including a range, microwave, refrigerator and dishwasher. The bathrooms have matching cabinets and quartz countertops, and dual sinks and walk-in at the Owner's bath. Luxury vinyl plank flooring flows through the main living areas, complemented by modern 18”x18” tile in the baths and laundry room, while stain-resistant carpet adds comfort to the bedrooms. This home also features a convenient laundry room with washer and dryer, sliding glass door that opens to an extended covered lanai, perfect for outdoor entertaining, and a 2-car garage. Additional upgrades include a floor outlet in gathering room, cabinet hardware and a Smart Home technology package. Situated on a private homesite with no rear neighbors, this home offers the perfect combination of privacy and resort-style convenience. 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!

3323 Windswept Way, Wildwood
20104 Sandalwood Drive Unit 104, Wildwood
$114,900
2 Beds ⋅ 2 Baths ⋅ O6449365 MLS ⋅ 20 BLDG.
Welcome to this ground-floor, Move In Ready, 2-bedroom, 2-bathroom, 1,100 sq. ft. condo in the sought-after Sandalwood community, offering maintenance-free living with fantastic potential to add your personal decorative touch! Situated with NO age restrictions just minutes from The Villages, Brownwood Paddock Square, I-75, UF Urgent Care, Publix, Home Depot, dining, and shopping. Inside, the open-concept layout is bathed in natural light and captures amazing, tranquil views of the scenic golf course. The smart floor plan includes a versatile enclosed sunroom—ideal for a home office, den, or hobby space—and a rare dual-entry design that provides a private entrance for the guest suite. Bring your custom design ideas—the major mechanicals are already completed with a 2021 A/C, 2021 water heater, 2021 dishwasher, and a brand-new 2026 washer/dryer combo. Low-maintenance living gives you plenty of time to enjoy the community pool, clubhouse, picnic pavilions, and brand-new pickleball courts. The seller is offering a $5,000 upgrade credit to the buyer at closing! Whether you are looking for a winter retreat, primary residence, or turnkey rental investment, you don’t want to miss this condominium!

20104 Sandalwood Drive Unit 104, Wildwood
305 S Timber Trail, Wildwood
$130,000
2 Beds ⋅ 2 Baths ⋅ G5119066 MLS
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
8948 Breezy Meadows Drive, Wildwood
$383,721
4 Beds ⋅ 3 Baths ⋅ L4965687 MLS
New construction home with 2314 square feet on one-story including 4 bedrooms, 3 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, a walk-in pantry, and a large counter-height bar, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a large, tiled shower, garden tub and a closeted toilet. Plus, enjoy a covered lanai, 3-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. “Please note, virtual tour/photos showcase the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey.

8948 Breezy Meadows Drive, Wildwood
9399 Wildlight Trail, Wildwood
$415,370
3 Beds ⋅ 3 Baths ⋅ TB8555185 MLS ⋅ Medina BLDG.
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. One of our most popular floor plans, the Medina offers a thoughtfully designed open-concept layout with upgraded finishes throughout. The gourmet kitchen is the heart of the home, featuring a spacious center island with a large single-bowl sink, stylish white cabinetry, 3cm quartz countertops, a 3”x6” white herringbone tile backsplash, and Whirlpool stainless steel appliances, including a dishwasher, microwave, and range. The bathrooms continue the upscale design with matching white cabinetry, quartz countertops, and comfort-height commodes. The Owner’s Bath features dual sinks and a spacious walk-in shower with a heavy-glass door. Luxury vinyl plank flooring extends throughout the main living areas and bedrooms, while elegant 22”x22” tile enhances the bathrooms and laundry room. Designed for both comfort and functionality, this home includes an enclosed flex room, convenient laundry room, additional HVAC closet storage, and a covered lanai with a screen enclosure—perfect for enjoying the outdoors. The 2-car garage is finished with durable epoxy flooring. Additional upgrades include LED downlights, a floor outlet in the gathering room, kitchen pendant prewiring, and a Smart Home technology package with video doorbell. 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!

9399 Wildlight Trail, Wildwood
9124 Wildlight Trail, Wildwood
$300,330
4 Beds ⋅ 2 Baths ⋅ O6448574 MLS
You will be delighted with this a spacious open plan. Key features include 9’4” ceilings, a kitchen with ample cabinetry with 42” upper cabinets for extra storage, a spacious island with sink, quartz countertops and stainless steel appliances. Retreat to the private master suite featuring dual vanities and a large walk-in closet. You have the option to transform a bedroom into a den featuring French doors. Every home comes with a SMART home technology package.

9124 Wildlight Trail, Wildwood
17 N Bobwhite Road, Wildwood
$175,000
2 Beds ⋅ 2 Baths ⋅ G5118529 MLS
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 ⋅ G5118530 MLS
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
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