Wildwood Homes with Pool

Wildwood Homes with Pool

Welcome to Wildwood, a charming city located in Sumter County, Florida. Known for its beautiful homes and desirable amenities, Wildwood offers a wonderful living experience for residents of all ages.

Situated in the heart of Sumter County, Wildwood enjoys a prime location that provides easy access to major cities and attractions in Florida. With its proximity to The Villages, one of the largest retirement communities in the country, Wildwood offers a vibrant and active lifestyle for those seeking a fulfilling retirement.

One of the standout features of Wildwood is its abundance of homes with pools. Whether you're looking for a luxurious estate or a cozy bungalow, you'll find numerous options that boast refreshing pools to beat the Florida heat. Imagine spending your weekends lounging by the poolside, hosting barbecues, or simply enjoying a relaxing swim with family and friends.

Homes with pools in Wildwood offer not only a great way to cool off but also provide a private oasis for relaxation and entertainment. Whether you're a fitness enthusiast who enjoys swimming laps or someone who loves to unwind in the water after a long day, having a pool at home is a fantastic amenity that adds value to your property.

In addition to the homes with pools, Wildwood offers a range of recreational activities, including golf courses, parks, and nature trails. The city also boasts a variety of shopping and dining options, ensuring that residents have everything they need right at their fingertips.

If you're looking for a city that combines the beauty of nature with the convenience of modern amenities, Wildwood is the perfect place to call home. With its homes with pools and a welcoming community, you'll find yourself living the Florida dream in this charming city.

Newest Wildwood Homes with Pool

$347,000
4 Beds ⋅ 2 Baths ⋅ O6433943 MLS
Welcome HOME! This 4-BEDROOM, 2-BATHROOM, 2,034 SQUARE-FOOT, Smart-Home-wired house is ready for its new owners!!! Located in the family-friendly, gated community of Beaumont in the blossoming city of Wildwood, this home boasts an ideal location-only a short drive to Florida's Turnpike and mere minutes from The Villages community which offers dining, dancing, shopping and nightly entertainment at the town squares. You will also be in close proximity to a multitude of other dining and shopping options including, but not limited to Publix, Winn-Dixie, Outback Steakhouse, Aldi's, Jersey Mike's Lowe's, Home Depot, Panda Express, Square 1 Burger (just to name a few). Situated on a PREMIER LOT, this home's new owners will enjoy NO REAR NEIGHBORS DIRECTLY BEHIND. Notable features of this DELRAY MODEL home include CERAMIC TILE throughout the main living areas, GRANITE COUNTERTOPS, ceiling fans with light kits and remote control (all) throughout the home, a dedicated laundry space, and an OPEN AND SPLIT-FLOOR PLAN, offering the perfect blend of comfort and privacy for your guests. REVERSE OSMOSIS in kitchen included. When you're not relaxing in your beautiful new home, take delight in knowing you can enjoy one of the many amenities located within the Beaumont community: gorgeous community pool, lounge area, clubhouse, fitness center, pickle-ball, bocce ball. The community HOA fee not only includes the use of all these amenities, but also includes lawn maintenance, basic cable and internet. Call today to set up your very own private showing!

7832 Penrose Place, Wildwood
$374,900
4 Beds ⋅ 2 Baths ⋅ W7888661 MLS
Your Florida dream home awaits at 9796 Pepper Tree Trail! This modern 2017-built residence offers 4 bedrooms, 2 full baths, and a sensational outdoor living space on a premier, fully fenced .22-acre lot with striking stone facade accents and decorative window shutters. Highlighting sleek luxury vinyl flooring throughout, the open layout seamlessly connects the main living areas to a stunning kitchen boasting granite countertops and stainless steel appliances. Ultimate outdoor living awaits under the covered lanai and screened pool enclosure, anchored by a shimmering in-ground pool, stacked-stone waterfall feature, attached spillover spa, and a outdoor kitchenette complete with a sink and mini-fridge. Includes an attached 2-car garage, low HOA, and NO CDD fees.

9796 Pepper Tree Trail, Wildwood
$354,600
4 Beds ⋅ 2 Baths ⋅ TB8538686 MLS ⋅ Heston 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. 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 ⋅ G5116367 MLS
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 ⋅ G5116181 MLS
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
$295,500
2 Beds ⋅ 2 Baths ⋅ O6430929 MLS
Discover the popular JENNINGS floorplan, one of Beaumont's most versatile layouts. Designed for both everyday living and entertaining, this thoughtfully designed home features OPEN CONCEPT living, a SPLIT BEDROOM layout for added privacy, and a spacious kitchen overlooking the main living and dining areas. The OFFICE/FLEX ROOM with a closet was originally offered by the builder as an optional third bedroom, offering added flexibility for a home office, hobby room, guest space, or other lifestyle needs. Step outside to a covered lanai and enjoy Florida's year round weather. Located in the gated Beaumont community, residents enjoy a CLUBHOUSE, RESORT STYLE POOL, FITNESS CENTER, PICKLEBALL, BOCCE BALL, WALKING TRAILS, and lawn maintenance. Just minutes from The Villages' renowned shopping, dining, golf, healthcare, and nightly live entertainment, this home offers the convenience of being close to it all while enjoying the privacy of a separate gated community.

5395 Sunshine Drive, Wildwood
$229,000
3 Beds ⋅ 3 Baths ⋅ G5116075 MLS ⋅ N/A BLDG.
READY TO MOVE IN! SELLER OFFERING CLOSING COST ASSISTANCE. Welcome home to this beautifully maintained townhome in the desirable Beaumont Townhomes community! Ideally located just minutes from Wildwood, the rapidly growing 466A/Powell Road corridor, and all the shopping, dining, entertainment, and medical facilities near The Villages and Brownwood Paddock Square, this home offers both comfort and convenience. Step inside to a welcoming foyer that opens to a spacious, open-concept first floor featuring easy-to-maintain ceramic tile throughout. A convenient half bath is perfectly situated for guests, while the thoughtfully designed kitchen is sure to impress with granite countertops, stainless steel appliances, sleek white cabinets, a large center island with a deep single-basin sink and garbage disposal, and an oversized walk-in pantry that provides exceptional storage. Upstairs, plush carpeting leads you to the generous primary suite featuring two walk-in closets and a private ensuite bathroom with dual vanities and a modern walk-in shower. The additional bedrooms also offer excellent closet space, and the hall includes an extra linen closet for added convenience. The second full bathroom features a tub/shower combination to suit your needs. Step outside to your private screened lanai where you'll enjoy peaceful views with no rear neighbors and a privacy wall—an ideal place to relax and soak up the Florida sunshine. This home is conveniently located directly across from guest parking and is only a two-minute walk to the community pool, making it easy to entertain family and friends or enjoy a relaxing afternoon. The HOA includes lawn maintenance, allowing you to spend more time enjoying your home and less time on yard work. This Smart Home is equipped with a video doorbell and app-controlled features that allow you to lock and unlock the front door, operate the garage door, adjust the thermostat, and control select lighting right from your smartphone. Don't miss your opportunity to own this move-in-ready townhome in one of the area's most convenient locations. Schedule your private showing today!

5365 Pinecone Court, Wildwood
$1,699,999
3 Beds ⋅ 3 Baths ⋅ OM729679 MLS
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
$134,900
2 Beds ⋅ 2 Baths ⋅ G5115677 MLS
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 ⋅ G5115879 MLS
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
$249,900
3 Beds ⋅ 3 Baths ⋅ TB8534846 MLS ⋅ Beaumont BLDG.
3 Bedroom 2.5 Bath Townhome located in the desirable community of Beaumont. The Beaumont community is located in close proximity to The Villages and includes gated community entry and a resort style pool, Internet Included! This beautiful townhome has an upgraded lot, screened in porch with no rear neighbors and is located close to the community pool. The home offers an open floor plan concept on the first floor, ceramic tile throughout the main living area and BRAND NEW carpet in the bedrooms. The gorgeous kitchen features a huge center island, custom gray cabinets with granite countertops and stainless-steel appliances. The second floor includes a large Master Suite with two walk-in closets and en-suite bathroom with a dual sink vanity and walk-in shower. The second floor also has two additional bedrooms, another full bathroom, and a washer/dryer. Great Location! Close to shopping, dining, and only 10 minutes to I-75. Schedule your viewing today!

5330 Dragonfly Drive, Wildwood
$124,900
2 Beds ⋅ 2 Baths ⋅ G5115784 MLS
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
Start Your Search