Lady Lake (The Villages) Homes with Pickleball Court(s) Amenities

Lady Lake (The Villages) Homes with Pickleball Court(s) Amenities

Welcome to Lady Lake, a charming gem nestled in the heart of Florida, just minutes away from the vibrant community of The Villages. Known for its warm weather, friendly atmosphere, and active lifestyle, Lady Lake offers a unique blend of small-town charm and modern amenities. With its picturesque landscapes and serene lakes, this delightful city is perfect for those looking to enjoy the outdoors while being part of a welcoming community.

One of the standout features of homes in Lady Lake is the abundance of amenities designed for active living, particularly the popular pickleball courts. As one of the fastest-growing sports in the country, pickleball is a fantastic way to stay fit, socialize, and enjoy the Florida sunshine. Many properties in the area boast private or community pickleball courts, providing residents with easy access to this fun and engaging sport right in their backyard.

Imagine waking up in your beautiful home, sipping coffee on your patio, and then heading out to play a few games of pickleball with friends or neighbors. The sense of camaraderie and friendly competition creates an unparalleled community spirit that is truly special to Lady Lake.

With a variety of homes available, from charming single-family residences to luxurious villas, there’s something for everyone. Whether you’re looking to retire, downsize, or simply enjoy a vibrant lifestyle, Lady Lake offers the perfect backdrop for your next chapter. Come discover the charm of Lady Lake and embrace the active lifestyle you’ve always dreamed of!

Newest Lady Lake (The Villages) Homes with Pickleball Court(s) Amenities

$439,900
3 Beds ⋅ 2 Baths ⋅ Sumter Un #18 SubDv. ⋅ 32159 Zip Code
Charming Golf Course Living in the Heart of The Villages – Turnkey Vera Cruz Model! Welcome to 1832 Madero Drive, a beautifully maintained 3-bedroom, 2-bath Vera Cruz model located in the popular Village of Santo Domingo. Being offered TURNKEY, this inviting home combines comfort, style, and an exceptional golf course setting just minutes from the newly renovated Spanish Springs Town Square, where you'll enjoy live entertainment, restaurants, shopping, and year-round events. From the moment you arrive, you'll appreciate the home's outstanding curb appeal. Fresh landscaping, two stately palm trees framing the front of the home, a mature crepe myrtle, painted driveway and walkway create a warm and welcoming first impression. Step inside to discover a bright, open floor plan featuring HIGH CEILINGS, LUXURY VINYL PLANK FLOORING—updated lighting and ceiling fans, and SOLAR TUBES that fill the home with abundant natural light. The spacious living room and formal dining area are perfectly designed for entertaining while showcasing beautiful views of the golf course through the large glass double doors. The spacious kitchen offers an abundance of white cabinetry, GRANITE COUNTERTOPS, a convenient BREAKFAST BAR, a large pantry, and numerous windows that create a bright and cheerful atmosphere. Just off the kitchen, the cozy breakfast nook surrounded by three windows provides the perfect place to enjoy your morning coffee while taking in the peaceful surroundings. The private primary suite is thoughtfully positioned to capture tranquil views of the lush golf course and mature trees. Featuring high ceilings, walk-in closet and multiple windows, it offers a relaxing retreat at the end of the day. The en-suite bathroom includes DUAL GRANITE VANITIES, stylish LED-BACKLIT MIRRORS, a spacious walk-in shower with upgraded rain-style and handheld shower fixtures, a private water closet, and a generous 2nd walk-in closet. The split-bedroom floor plan provides privacy for family and guests. Both guest bedrooms are generously sized, while the third bedroom enjoys beautiful golf course views and features direct access to the lanai, making it an ideal guest suite, office, or hobby room. The guest bathroom and hallway closet are conveniently located between the two bedrooms. Step outside to your covered lanai, where peaceful golf course views and mature trees create the perfect backdrop for relaxing or entertaining. A retractable shade screen adds comfort when desired, allowing you to enjoy outdoor dining, your morning coffee, or an evening beverage while taking in the serene surroundings. Additional features include an INDOOR LAUNDRY ROOM with extra cabinetry for storage, a spacious two-car garage with pull-down attic stairs, ROOF REPLACED IN 2023, HVAC REPLACED IN 2024, and HOT WATER HEATER REPLACED IN 2024, providing valuable peace of mind for years to come. SELLER FINANCING AVAILABLE. Ideally located just minutes from Spanish Springs Town Square, U.S. Highway 441, shopping, restaurants, medical facilities, and everyday conveniences, this exceptional golf course home offers the perfect combination of location, comfort, and value. Turnkey golf course homes in this desirable location rarely become available. Schedule your private showing today—this one won't last long!

1832 Madero Drive, The Villages
$324,900
2 Beds ⋅ 2 Baths ⋅ The Villages SubDv. ⋅ 32159 Zip Code
BEAUTIFULLY UPDATED, BLOCK and STUCCO 2/2 Baja Courtyard Villa with UNDER-AIR BONUS ROOM, EXPANSIVE BIRDCAGE, and LOW-MAINTENANCE front, side, and rear yards - NO GRASS! - Nestled on a QUIET DEAD END ROAD in the highly sought after Village of DeLaVista! - JUST MINUTES to CR 466 and Hwy 441/27 as well as Spanish Springs Town Square with shopping, dining, and live nightly entertainment! NO BOND! HVAC(2019) CURBED MATURE landscaping, COVERED entry vestibule, and SCREENED front door welcome you in to the foyer of this INCREDIBLE home boasting a CONVENIENT ENTRY CLOSET. UPGRADES include GORGEOUS LUXURY VINYL PLANK flooring that flows seamlessly THROUGHOUT the entire home, MODERN LIGHTING and CEILING FANS, FRESHLY PAINTED INTERIOR and EXTERIOR, NEW LIGHT SWITCHES and OUTLETS, and NEW PLUMBING FIXTURES. An AMAZING galley kitchen is a CULINARY HAVEN featuring RICH OAK cabinetry, GRANITE countertops, PANTRY closet, and STAINLESS and black appliances with NEW range and refrigerator. The OPEN CONCEPT floor plan of the living and dining rooms creates a SPACIOUS main area. From the dining room, sliding glass doors allow easy access to the COVERED side courtyard - the perfect place for grilling and outdoor dining. There’s also a FANTASTIC under-air BONUS ROOM, just off the main living area, providing an INCREDIBLE multi-purpose space. This VERSATILE ROOM offers the ideal space for a den, media room, or home office. From this room, step through an exterior LEADED-GLASS French door into the SPACIOUS 28’x18’ BIRDCAGE with adjacent 20’x56’ SIDE COURTYARD. Together, these EXCEPTIONAL OUTDOOR AREAS create a PEACEFUL, PRIVATE OASIS with abundant room for entertaining, dining, lounging, or simply enjoying Florida's beautiful weather! Surrounded by PRIVACY walls, this backyard oasis provides the ideal blend of comfort, tranquility, and versatility. Back inside, retreat to the primary bedroom boasting a LARGE window, SLIDING GLASS DOORS to the bonus room, and a generous CUSTOMIZED WALK-IN closet. Its en-suite bathroom features OAK cabinetry with GRANITE countertops, and a WALK-IN shower. A SPLIT FLOOR PLAN places the second bedroom and bathroom near the front of the main living area, creating a PRIVATE guest wing and/or QUIET home office. Bedroom two offers a LARGE window and a CUSTOMIZED built-in closet. The second bathroom features an OAK vanity with GRANITE countertop, tub and shower combination, and a hallway LINEN closet. Completing the package is an 18’x23’ one and half car garage with a CONVENIENT laundry nook with shelving and PLENTY of space for a car and a golf cart! DON’T MISS YOUR OPPORTUNITY to own this GORGEOUS HOME! The Village of De La Vista is just minutes to both Lake Sumter Landing and Spanish Springs; close to Tierra Del Sol and Glenview Country Clubs and Championship Golf Courses; Hacienda Regional Recreation Center; multiple executive golf courses, recreation centers, pools, pickle ball, shopping, restaurants, and the Villages Regional Hospital. PLEASE WATCH OUR WALKTHROUGH VIDEO of this FABULOUS UPDATED VILLA and call today to schedule your Private Showing or Virtual Tour!

1717 Francisco Street, The Villages
$289,990
4 Beds ⋅ 2 Baths ⋅ Reserves At Hammock Oaks SubDv. ⋅ 32159 Zip Code
Virtually Staged. The Bradley floor plan is a well-designed one-story home featuring four spacious bedrooms and two bathrooms. This layout emphasizes an open concept, with the dining room flowing seamlessly into the great room, creating a bright and airy central living space perfect for gatherings. The kitchen offers easy access to the dining area, making meal times and entertaining more convenient. The owner’s suite includes a walk-in closet and private bath, offering a personal retreat. A cozy patio area extends the living space outdoors, and the two-car garage adds functionality to this thoughtfully planned home.

784 Sunshower Drive, Lady Lake
$759,990
3 Beds ⋅ 4 Baths ⋅ Kh Cw Hammock Oaks Llc SubDv. ⋅ 32159 Zip Code
Virtually Staged. This move-in ready home in Lady Lake, FL features the Sarah floorplan with 3 bedrooms, 3.5 bathrooms, a flex room, and a 3-car garage. Featuring a coastal elevation with strong curb appeal, this home also represents the largest overall floorplan within the collection, designed for buyers seeking maximum living space, entertaining capability, and a more elevated feel throughout. The open-concept layout connects the kitchen, dining, and great room, creating a spacious central living area with direct access to the outdoors. A 16-foot sliding glass door leads to an extended covered lanai measuring over 30 feet in length, supporting seamless indoor-outdoor living and entertaining. The kitchen features an expanded design with a dry bar ideal for entertaining, along with quartz countertops, a designer tile backsplash, upgraded cabinetry with island wrap detail, pot-and-pan drawers, premium fixtures, and a large center island positioned for prep and gathering. The upgraded cabinetry package creates a clean, cohesive look throughout the space while maximizing storage and functionality. The owner’s suite is privately located at the rear of the home and features a spa-style bath with a deluxe owner’s shower and upgraded plumbing fixtures throughout. Two secondary bedrooms are positioned toward the front of the home, each with access to a full bath, while a powder bath is conveniently located near the main living area for guests. The flex room provides additional versatility for a home office, den, or hobby area, while the split 3-car garage configuration (2-car plus 1-car) offers added storage and flexibility. Interior finishes include laminate wood plank flooring throughout the main living areas, flex space, and owner’s suite, along with tile extending to the ceiling in all bathrooms. Located within the gated 55+ community of Cresswind Hammock Oaks, residents enjoy access to resort-style amenities, fitness offerings, pickleball, social clubs, and a nationally recognized active adult lifestyle program. See Community Home Guides for details.

956 Club Cresswind Drive, Lady Lake
$299,900
2 Beds ⋅ 2 Baths ⋅ Villages Of Sumter Villa San Antonio SubDv. ⋅ 32159 Zip Code
Welcome to this turnkey, bond-paid 2-bedroom, 2-bath Baja courtyard villa, featuring durable block and stucco construction and a bright, open floor plan. Ideally situated between Spanish Springs and Lake Sumter Landing, this prime location offers easy access to four executive golf courses and Tierra Del Sol Recreation Center, shopping, the VA clinic, Hacienda Hills Country Club, and several championship golf courses. -complete with pools, tennis, pickleball, and more. Step inside to a meticulously maintained Florida home designed for comfort and connection. The open layout is perfect for entertaining, allowing guests to flow seamlessly between indoor and outdoor spaces. Start your mornings with coffee in the spacious private courtyard or unwind with a quiet moment and the morning paper. Experience the warm, active lifestyle The Villages is known for- your next adventure truly begins here

631 Enconto Street, The Villages
$549,000
4 Beds ⋅ 3 Baths ⋅ Grove/Harbor Hills SubDv. ⋅ 32159 Zip Code
Luxury, privacy, and an exceptional lifestyle await in this beautifully crafted 2021 concrete block and stucco home located within the prestigious gated community of Harbor Hills. Perfectly positioned on the edge of a quiet cul-de-sac with no rear neighbors, this stunning residence backs to a peaceful tree-lined setting, offering the privacy and tranquility today buyers desire. Designed for comfortable everyday living, this open floor plan home features four bedrooms, three full bathrooms, and an expansive upstairs bonus room that provides endless possibilities as a media room, game room, home office, fitness studio, or guest retreat. All bedrooms are conveniently located on the main level, creating a highly desirable floor plan for families and those seeking single-level living. One of the bedrooms is currently configured without a closet, making it equally ideal as a flex space, office, den, or guest room. One of the bathrooms offers a relaxing retreat with a spa-inspired bath feature with a unique dual-function therapeutic soaking tub and as well as a full shower. Step inside to discover Upgrades throughout, soaring cathedral ceilings, elegant crown molding, upgraded trim, granite and marble countertops, stainless steel appliances and an open-concept design filled with natural light. Beautiful tile flooring flows throughout the main living areas and extends into the enclosed north-facing lanai, creating a seamless connection between indoor and outdoor living. The spacious kitchen is beautifully appointed with granite countertops, abundant solid wood cabinetry, and overlooks the living and dining areas, making it the perfect gathering place for entertaining family and friends. Enjoy Florida living year-round from the enclosed north-facing lanai, complete with adjustable glass and screened panels. The private backyard backs to trees with no rear neighbors and offers plenty of room to design and build the custom pool of your dreams. Completing this exceptional property is a rare three-car garage—an uncommon and highly sought-after feature within Harbor Hills—providing generous space for vehicles, golf carts, hobbies, and storage. Residents of Harbor Hills enjoy a premier gated lifestyle with optional country club membership offering championship golf, tennis, pickleball, a fitness center, resort-style pool, clubhouse dining and social activities. The community also features a private marina with access to Lake Griffin and the renowned Harris Chain of Lakes, making it one of Central Florida most desirable destinations for both golf and boating enthusiasts. This exceptional home offers the perfect combination of luxury, privacy, flexible living space, and an outstanding community lifestyle.

5331 Grove Manor, Lady Lake
$209,000
2 Beds ⋅ 2 Baths ⋅ Lady Lake Orange Blossom Gardens Unit 12 SubDv. ⋅ 32159 Zip Code
No Bond & Fully Remodeled! This beautifully landscaped and meticulously maintained home is a rare find. Multiple Financing options are available as this property has structurally passed a recent tie-down inspection and has a history of qualifying for strict VA and FHA financing. Step inside to a completely remodeled, move-in-ready interior featuring vaulted ceilings, 18-inch tile and laminate flooring with absolutely no carpet anywhere, even the enclosed lanai is tiled. The heart of the home is the bright kitchen, boasting updated cabinet doors, modern countertops, a stylish backsplash, all-new appliances, and a charming breakfast nook complete with a custom coffee bar. The spacious living room easily accommodates a large entertainment center for your favorite big-screen TV. Both bedrooms are large - Primary is 13 x 15 and the guest bedroom is 12.5 x 14! Updates extend to both bathrooms, which feature comfort-height toilets, seamless one-piece sink countertops, and tile surrounds, highlighted by a spacious walk-in shower in the primary suite. Major systems with years of worry-free living - a 4-year-old AC, 8-year-old water heater, and a roof certified with 7–8 years of remaining life. Indoor laundry conversion frees up abundant storage space next to the Golf Cart Garage. The extra-wide, lengthened driveway and carport mean you can pull your golf cart in and out freely without ever having to move your main vehicle. As a thoughtful bonus, the satellite dish is neatly post-mounted in the backyard, keeping the roof clear and undamaged. Don't miss this pristine, low-maintenance gem! The Golf cart is for sale and has a new Lithium Battery. Some furnishings are also available for sale.

1226 Pompano Lane, Lady Lake
$545,850
2 Beds ⋅ 2 Baths ⋅ Hickory Hill Hammock SubDv. ⋅ 32159 Zip Code
Set on just over an acre in one of the most exclusive, private, and gated neighborhoods in The Villages, this extraordinary home offers a truly one-of-a-kind opportunity. Located within the desirable Village of Hickory Head Hammock, it is one of the coveted "Inner Eight"—the original eight residences built for the Morse family, the visionaries behind the development of The Villages. While Hickory Head Hammock consists of only 33 residences and five guest cottages, the "Inner Eight" owners enjoy an unmatched level of exclusivity, including private access to a residents-only pool, scenic pond with walking paths, clubhouse featuring a gathering room, full kitchen, and guest apartment, as well as exclusive use of the tennis and pickleball courts. The community also features a private keyed gate and paved path across Hacienda Hills Golf Course, providing convenient access to the extensive network of golf cart and walking paths throughout The Villages. Surrounded by mature landscaping, oversized homesites, and picturesque views, this beautifully remodeled home combines timeless character with modern luxury. Recent updates include rich hardwood flooring, fresh interior paint, a stunning new kitchen with custom cabinetry, granite countertops, designer backsplash, and new appliances. The bathrooms have been completely renovated with new cabinetry, granite countertops, and tile finishes. Additional improvements include a redesigned sunroom, new decking, coffee and wine bar and numerous other upgrades throughout. Abundant windows fill the home with natural light while showcasing peaceful views of the lush landscaping, walking paths, private amenities, pool, and clubhouse. Ideally located just minutes from championship golf courses, recreation centers, shopping, dining, and live entertainment, this exceptional property offers the perfect blend of privacy, luxury, and convenience. Whether you're searching for a full-time residence or a seasonal retreat, this is a rare opportunity to own one of the most distinctive homes in all of The Villages. Properties like this seldom become available. Schedule your private showing today and experience one of The Villages' most exclusive addresses.

5 Hickory Head Hammock, The Villages
$325,000
3 Beds ⋅ 2 Baths ⋅ Villages/Sumter SubDv. ⋅ 32159 Zip Code
NO BOND! Welcome to this beautifully updated 3-bedroom, 2-bath Amarillo model in the desirable Village of Rio Ponderosa, where comfort, style, and peace of mind come together. Lovingly maintained and thoughtfully upgraded, this move-in-ready home offers everything you need to start enjoying The Villages lifestyle. Begin your day with a cup of coffee on the inviting screened front porch, then step inside to an open floor plan featuring vaulted ceilings, fresh interior paint, and professionally removed popcorn ceilings. With laminate flooring throughout, you'll find no carpet anywhere. The spacious living area is enhanced by a stunning Fandolier that provide both elegant lighting and comfort. Updated light fixtures throughout the home create a warm, contemporary feel, while the electric fireplace in the living room adds the perfect touch of ambiance. The updated kitchen features another fandolier, modern white cabinetry and newer appliances, making meal preparation both functional and enjoyable. The popular split-bedroom floor plan provides privacy for both you and your guests. Retreat to the spacious primary suite, complete with a large walk-in closet and a beautifully updated ensuite bathroom featuring a convenient linen closet. The enclosed lanai is truly an extension of the home, complete with a mini-split system for year-round comfort. Step outside to the adjoining concrete patio—perfect for grilling, entertaining, or simply relaxing outdoors. Enjoy added peace of mind with major updates already completed: Roof (2024), HVAC (2024), and Water Heater (2022). Even better, the home includes an Electric Club Car golf cart with a one-year-old battery, so you're ready to explore The Villages from day one. Ideally located between Lake Sumter Landing Market Square and Spanish Springs Town Square, you'll enjoy convenient access to shopping, restaurants, medical facilities, and recreation. Golf enthusiasts will appreciate being just minutes from Hacienda Hills and Tierra Del Sol Championship Golf Courses, along with De La Vista, Chula Vista, and Mira Mesa Executive Golf Courses. Turnkey package is available separately, making this an excellent opportunity.   With NO BOND, outstanding updates, and an unbeatable location, this exceptional home is ready for its next owner. Schedule your private showing today!

1304 Guadalupe Court, The Villages
$350,000
2 Beds ⋅ 2 Baths ⋅ Lady Lake Orange Blossom Gardens Unit 16 SubDv. ⋅ 32159 Zip Code
Custom San Marino model with beautiful golf course views, conveniently located just a short distance from Chula Vista Recreation Center, Spanish Springs Town Square, shopping, restaurants, and medical facilities. This 2-bedroom, 2-bath home also features an office with a Murphy bed, making it ideal for out-of-town guests or a flexible workspace. Enjoy panoramic golf course views while sipping your morning coffee from the kitchen, breakfast nook, or the spacious porch that stretches across the back of the home—perfect for relaxing and enjoying Florida’s beautiful weather. The updated guest bathroom adds modern appeal, while the spacious primary suite features his-and-her walk-in closets. Solar tubes in the kitchen and living room fill the home with abundant natural light. This home offers a wonderful opportunity to add your personal touches and some TLC needed. Don’t miss this chance to own a custom golf course home in a prime location!

867 Cortez Avenue, The Villages
$558,400
5 Beds ⋅ 3 Baths ⋅ Harbor Hills Unit 01 SubDv. ⋅ 32159 Zip Code
Real Matterport Virtual Tour and Video Attached in Links Luxury Living in Harbor Hills – Better Than New on an Oversized Corner Lot! Welcome to 5701 Crestview Drive, Lady Lake, FL —a stunning **2023-built** home that combines modern luxury, flexible living space, and resort-style amenities in the prestigious gated community of Harbor Hills Country Club. From the moment you arrive, you'll appreciate the impressive curb appeal, oversized homesite, and thoughtfully designed floor plan that's perfect for families, entertaining, or working from home. Home Highlights Built in 2023 – Better than waiting to build! 4 Spacious Bedrooms *PLUS a Bonus Room* that can easily be used as: 5th Bedroom Home Office Game Room or Playroom 3 Bathrooms Oversized 27,207 Sq. Ft. Corner Lot (over half an acre!) Beautiful open-concept layout filled with natural light Modern finishes throughout Ideal split-bedroom floor plan for added privacy Plenty of room to entertain both indoors and out --- Live the Harbor Hills Lifestyle Optional Harbor Hills Country Club Membership gives you access to an incredible collection of resort-style amenities, including: **Championship Golf Course** * Reserve tee times up to 7 days in advance * Men's & Ladies Golf Associations * Tournaments & Pro-Am Events * Private golf instruction available **Tennis & Pickleball** * Ten beautifully maintained Har-Tru clay courts * Lighted courts for evening play * Private & group lessons * USTA leagues and tournaments **State-of-the-Art Fitness Center** * Premium Life Fitness equipment * Cardio and strength training * Exercise classes available **Heated Junior Olympic Swimming Pool** * Open year-round * Lap swimming * Water aerobics * Relax while overlooking beautiful Lake Griffin **Spa, Jacuzzi & Sauna** * Steam rooms * Sauna * Private locker rooms * Showers and changing facilities **Clubhouse Dining** * Signature Grille open throughout the week * Weekend breakfast * Elegant Sunday Piano Brunch * Special dining events and entertainment --- ## Why You'll Love This Home Built in 2023 with modern construction and energy efficiency Flexible floor plan with potential for a **5th bedroom** Massive corner lot offering extra privacy and outdoor possibilities, want a private pool, Outdoor kitchen you have the space to expand! Located inside one of Central Florida's premier gated golf communities Minutes to shopping, restaurants, medical facilities, and The Villages --- This isn't just a home—it's a lifestyle. Whether you're enjoying a round of golf, relaxing by the pool, playing pickleball with friends, or entertaining family in your beautiful new home, **5701 Crestview Drive** offers the perfect blend of luxury, comfort, and convenience. Schedule your private showing today and experience Harbor Hills living for yourself!

5701 Crestview Drive, Lady Lake
$258,900
3 Beds ⋅ 2 Baths ⋅ Hammock Oaks Ph 1c SubDv. ⋅ 32159 Zip Code
This beautiful 3 Bed 2 Bath 2 Car Garage former model home offers the perfect blend of style, comfort, and low-maintenance convenience just minutes from the shopping, dining, golf, and nightly entertainment of Spanish Springs in The Villages. Built in 2024, this move-in-ready home showcases an open-concept floor plan with designer finishes, quartz countertops, stainless steel appliances, and abundant natural light throughout. The spacious primary suite provides a relaxing retreat, while the additional bedrooms give flexibility for guests, a home office, or hobbies. Whether you're looking for a full-time residence or a seasonal escape, you'll appreciate the modern construction, energy-efficient features, and the peace of mind that comes with owning a nearly new home. Step outside and enjoy a maintenance-friendly lifestyle with exterior lawn care included, giving you more time to take advantage of the community amenities, including a resort-style pool, clubhouse, dog park, playground, and scenic walking areas. The attached two-car garage provides ample storage for vehicles, golf gear, or outdoor equipment. Perfectly positioned near The Villages without the added costs often associated with living inside the community, this home offers exceptional value in one of Lady Lake's most convenient locations. Whether you're downsizing, retiring, escaping the winter months, or simply looking for a beautiful home with modern finishes and an active lifestyle, this property is ready to welcome you home.

1183 Turtle Island Road, Lady Lake
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