Lady Lake (The Villages) Homes with Pool

Lady Lake (The Villages) Homes with Pool

Welcome to the charming city of Lady Lake, located in the heart of The Villages in Florida. Known for its picturesque landscapes and vibrant community, Lady Lake offers a unique blend of small-town charm and modern amenities.

One of the most sought-after features in Lady Lake is homes with pools. Imagine coming home to your own private oasis, where you can relax and unwind after a long day or entertain friends and family on sunny weekends. Whether you're looking for a cozy bungalow or a spacious estate, there are plenty of options available for those seeking the luxury of a poolside lifestyle.

Living in a home with a pool in Lady Lake not only provides a refreshing escape from the Florida heat but also adds value to your property. It's the perfect setting for creating lasting memories and enjoying the outdoor lifestyle that this beautiful city has to offer.

With its convenient location, friendly community, and abundance of homes with pools, Lady Lake is the ideal place to call home. Explore the real estate options in this vibrant city and discover the perfect property to suit your lifestyle. Dive into the poolside living experience in Lady Lake and make your dream home a reality.

Newest Lady Lake (The Villages) Homes with Pool

$799,000
3 Beds ⋅ 2 Baths ⋅ G5116833 MLS
SPECTACULAR GOLF, POND & POOL VIEWS in the highly desirable VILLAGE OF SANTO DOMINGO ON THE HACIENDA HILLS CHAMPIONSHIP Golf Course. This beautifully landscaped 2,429 sq. ft. home is situated on an oversized .29-acre lot and offers an AMAZING setting with golf course, water and pool scenic views. Enjoy panoramic views throughout the main living areas. This incredible home was lovingly maintained and can be a perfect home for you! From the moment you enter, you'll appreciate the bright, spacious interior, soaring ceilings and inviting sun drenched openess. Large windows showcase the incredible scenery and bring the outdoors in. Enjoy beautiful views of the pool, golf course and pond from the Florida room, living room, kitchen and primary bedroom, creating a peaceful backdrop throughout the home. Step outside to your own Florida retreat featuring a 32' x 11' POOL surrounded by an expansive 42' x 26' screened birdcage—perfect for relaxing, entertaining or simply enjoying the views. The birdcage was rescreened approximately two years ago with pet screening. The home also features an oversized 2-car garage, beautiful landscaping and valuable recent updates, including a 2024 ROOF, 2026 HVAC and 2026 WATER HEATER. Conveniently located near shopping, restaurants, recreation, golf and The Villages amenities. This home offers an impressive combination of space, location, split floor plan for privacy and spectacular views. There are 2 large bedrooms and a wonderful primary suite. Whether relaxing poolside, enjoying the Florida room or entertaining friends, the golf course, pond and pool views provide a truly special setting to call home. NO BOND!!! Check out the Video and soon to come Matterport.

1722 Enrique Drive, Lady Lake (The Villages)
$500,000
3 Beds ⋅ 2 Baths ⋅ G5116994 MLS
Welcome to 3650 Gregory Road — a beautifully maintained 3-bedroom pool home set on a spacious 1-acre homesite with no HOA. Offering a rare blend of privacy, flexibility, and everyday comfort, this inviting property is ideal for anyone seeking room to relax, entertain, store recreational vehicles, or create their own outdoor retreat. From the moment you arrive, the home makes a memorable impression with its attractive stucco exterior, long-lasting metal roof, welcoming front porch, expansive driveway, side-entry 2-car garage, and oversized metal carport perfectly suited for a boat or RV. The fully fenced backyard and generous outdoor space create endless possibilities for gatherings, gardening, play, pets, or future enhancements. Inside, the bright open layout is filled with natural light and designed for comfortable Florida living. Vaulted ceilings, wood-laminate flooring, and a thoughtfully planned split-bedroom layout create a warm, functional flow, while major updates add peace of mind, including a separate panel box with dedicated wiring for generator hook-up, new windows in 2016, a metal roof installed in 2017, a new A/C in 2021, and a beautifully remodeled kitchen completed in 2021. The kitchen is a true showpiece, featuring sophisticated Shaker-style cabinetry, stunning quartz countertops, a large prep-and-dining island with waterfall-edge quartz, stainless steel appliances, a deep sink, a walk-in pantry, a laundry closet, built-in counter and wine storage, and a charming bay-window dining nook. A custom artistic epoxy backsplash adds rich color and character, creating a one-of-a-kind focal point that elevates the entire space. The open-concept kitchen and living area make entertaining effortless, allowing conversation to flow easily from meal prep to relaxing fireside. The spacious living room features a charming woodburning fireplace, large windows with pool views, and sliding glass doors leading through the air-conditioned enclosed lanai out to the private screened pool deck. The private primary suite is a peaceful retreat with high ceilings, large windows overlooking the backyard, and an en-suite bathroom with both a standard closet and a walk-in closet, a granite dual-sink vanity, and a custom-tiled shower. Two additional guest bedrooms share a well-appointed hallway bathroom with a granite vanity and spacious tiled shower. Designed for enjoying the Florida lifestyle, this property offers multiple outdoor living spaces, from the enclosed lanai to the screened pool deck with ample room for lounging, dining, and entertaining. Beyond the pool area, the expansive fenced backyard is ready to become your personal outdoor oasis. A 12x24 shed provides excellent storage or workshop potential, the 2-car garage includes a convenient EV charger for electric cars, and the large metal carport is ideal for boat or RV storage. Tucked within a peaceful, established community yet conveniently located near the everyday amenities of The Villages, this home offers the best of both privacy and accessibility. Orlando International Airport, Walt Disney World, The Villages, and many Central Florida attractions are about an hour away, making this a standout opportunity for buyers seeking space, comfort, updates, and lifestyle flexibility.

3650 Gregory Road, Lady Lake (The Villages)
$299,000
2 Beds ⋅ 2 Baths ⋅ G5116953 MLS
FANTASTIC, TURNKEY 2/2 BLOCK AND STUCCO Cedar Key home nestled in the HIGHLY DESIRABLE Village of Del Mar! ROOF 2025! The attractive exterior showcases a PAVERED DRIVEWAY, TWO-CAR GARAGE, and welcoming FRONT SCREENED LANAI – a wonderful spot to enjoy your morning coffee and the beautiful Florida weather. Step inside to a bright, open floor plan featuring TILE FLOORING THROUGHOUT for easy, low-maintenance living! The kitchen is well-appointed with warm WOOD CABINETRY and STAINLESS-STEEL APPLIANCES and opens seamlessly to the spacious living and dining areas, creating a comfortable setting for everyday living and entertaining. Just beyond, the FLORIDA ROOM provides additional living space to relax and unwind. The spacious primary bedroom features a DOUBLE CLOSET and private en-suite bathroom with a SEPARATE WATER CLOSET and WALK-IN SHOWER. Bedroom two offers exceptional versatility with a BUILT-IN MURPHY BED with BUILT-IN CABINETRY, making it perfect for overnight guests, a home office, or both! Sliding glass doors provide direct access from the second bedroom to the REAR SCREENED LANAI. Outdoor living is a HIGHLIGHT of this wonderful home! The OVERSIZED SCREENED LANAI provides plenty of room for entertaining, outdoor dining, or simply unwinding, while the adjoining COVERED PATIO offers another inviting space to enjoy the Florida lifestyle. Offered TURNKEY, this home is ready for you to move right in and start enjoying all that The Villages has to offer! The Village of Del Mar is IDEALLY LOCATED JUST MINUTES from Spanish Springs Town Square with shopping, dining, and live nightly entertainment! Close to Hacienda Hills Championship Golf and Country Club; Chula Vista and Silver Lake Executive Golf Courses; La Hacienda Regional Recreation Center; and Chula Vista, Silver Lake, and Rio Grande Pools and Recreation Centers. Also, ONLY MINUTES from Hwy 441/27 and CR 466 featuring an ABUNDANCE of stores, restaurants, banks, medical, and MORE! PLEASE WATCH OUR WALKTHROUGH VIDEO of this FANTASTIC HOME in a FABULOUS LOCATION and CALL TODAY to schedule your Private Showing or Virtual Tour!

1230 Granada Court, Lady Lake (The Villages)
$240,000
2 Beds ⋅ 2 Baths ⋅ G5116435 MLS
NO BOND! PRIVACY AND A GREAT LOCATION! Welcome to this charming 2-bedroom, 2-bath Colony Patio Villa, conveniently located in the Village of Villa De La Vista West. You'll love this homesite with no homes directly behind and no homes directly in front, offering a wonderful sense of openness and privacy. Step inside to an open floor plan that creates an inviting space for entertaining family and friends. The enclosed lanai provides additional year-round living space and features its own A/C unit for comfort, along with privacy shades. A French door with built-in blinds leads to the side patio—perfect for enjoying the Florida sunshine, morning coffee, or an evening with friends. Major updates provide added peace of mind, including a ROOF (2020), A/C (2025), and WATER HEATER (2023). And best of all—NO BOND! The location is hard to beat! Conveniently situated between Spanish Springs Town Square and Lake Sumter Landing Market Square, you'll be close to shopping, dining, entertainment, and all the activities The Villages has to offer. Golfers will appreciate being just minutes from Hacienda Hills and Tierra Del Sol Championship Golf Courses, as well as De La Vista, Chula Vista, and Mira Mesa Executive Golf Courses. Great privacy, an excellent location, important updates, and NO BOND—this villa is ready for you to make it your own! Call today to schedule your private showing!

1756 Morelos Road, Lady Lake (The Villages)
$209,000
1 Beds ⋅ 1 Baths ⋅ G5116874 MLS
RARE 1-BEDROOM COURTYARD VILLA — BOND PAID! Discover a truly special opportunity to own one of the rarely available 1-bedroom Courtyard Villas. Very few were built, making this a unique find for buyers looking for something different. Ideally situated on a desirable corner lot close to Spanish Springs, this block-and-stucco villa offers a spacious primary bedroom with a walk-in closet and an easy, low-maintenance lifestyle. Numerous important updates have already been completed, including the roof, HVAC system, and water heater approximately three years ago, newer windows, a remodeled bathroom, and exterior paint approximately one year ago. This home features tile flooring, including appliances, a private courtyard-style outdoor space, patio/deck, and professionally designed landscaping created for minimal lawn maintenance. Enjoy the added benefit of community pool. Electric heat pump, and internet fiber availability for additional convenience. With the bond paid, an exceptional location, significant updates, and immediate occupancy available, this rare villa is an opportunity not to be missed.

805 San Carlos Court, Lady Lake (The Villages)
$339,900
3 Beds ⋅ 2 Baths ⋅ G5116567 MLS
PRIVACY, SPACE & POOLSIDE LIVING!! Enjoy the BEST OF FLORIDA living and come discover this well-maintained 3-bedroom, 2-bathroom, 2-car garage, pool home! Built in 2000 and situated on an expansive .72-acre lot in the desirable Carlton Village. *New roof in 2023* With 1,604 sq.ft. of heated living space and 2,303 sq.ft. Total space, this home offers a comfortable balance of everyday functionality and room to entertain. Step outside to relax beside the private fiberglass pool or gather with guests on the covered pool deck connected to the screened birdcage. The lanai and pool screen enclosure were replaced approximately five years ago, homes exterior was completely repainted last year, new kitchen appliances were installed less than a year ago, enhancing the homes well-kept appeal. Additional features include, TV'S and surround sound system convey with home, Vinyl privacy fenced backyard (installed in 2024), Shed with power connected, a smart garage door that can be operated from your phone, plumbing installed inside the covered deck for option to add an outdoor shower and sink, Lake access, also a Golf-cart friendly neighborhood. Located in Flood Zone X, and NO HOA this property combines space, privacy, and a relaxed outdoor lifestyle with convenient modern features. **Don't miss out on this one, Schedule your private viewing today!** *Information is deemed reliable, but not guaranteed and should be verified by buyer and buyers agent.

40129 Palm Street, Lady Lake (The Villages)
$350,000
2 Beds ⋅ 2 Baths ⋅ G5116862 MLS
~NO BOND~ ~ 2025 HVAC~ ~2025 HOT WATER HEATER~ ~EXPANDED TO 1721SF~ ~NEAR SHOPPING AND AMENITIES~ ~NEW DISHWASHER, MICROWAVE, WASHER, DRYER~ Welcome to this unique Monterey model in the desirable Village of Rio Grande, offering comfortable living, thoughtful updates. Step inside through the foyer with a convenient coat closet and discover an inviting open floor plan with soaring VAULTED ceilings. The home features LUXURY VINYL FLOORING everywhere except for both bedrooms and the primary bath. The generous living/dining area (20X27) is ideal for family/friend gatherings. The large kitchen offers GRANITE countertops, cabinet rollouts, VAULTED ceiling, and a solar tube that brings in wonderful natural light. There is an intriguing Florida room with new windows available for entertainment, craft or office use. The huge primary suite accommodates a king bed, features CERAMIC tile flooring and two closets, one of which is cleverly set as office or fun room. The freshly remodeled ensuite bath includes CERAMIC tile, a TILED walk-in shower with seat, DUAL sinks, and beautiful QUARTZ countertops. The guest bedroom also features CERAMIC tile flooring and a built-in closet, while the guest bath offers Luxury Vinyl flooring, a TILED tub/shower combination, and QUARTZ countertops. The 1.5-car garage has been thoughtfully converted from a two-car garage to create a dedicated indoor laundry room, while still providing excellent parking and storage space. A 2018 EZ-GO electric golf cart and furniture are available separately, providing an opportunity to make your move even easier. NO BOND, major 2025 updates, a versatile Florida room, and super short golf cart ride to Spanish Springs Town Square or La Plaza Grande Shopping Center make this Rio Grande location the perfect and convenient opportunity to enjoy the best of The Villages lifestyle! Near Tierra del Sol Country Club, multiple wildlife preserves, and several executive golf courses.

611 Lisbon Lane, Lady Lake (The Villages)
$444,000
2 Beds ⋅ 2 Baths ⋅ G5116819 MLS
The VIEWS from this 2+ bedroom, 2 bath CUSTOM DESIGNED home are STUNNING! The home is at the end of a QUIET CUL-DE-SAC in the Village of HACIENDA EAST and there are NO HOMES IN FRONT OR BEHIND. The sun rises over a WATER VIEW in front and sets over a panoramic UNOBSTRUCTED GOLF VIEW of the Hacienda Oaks Championship golf course in the back. SPECTACULAR VIEWS can be seen as soon as you step in the front door and from every window on the back of the home. The dining room has a bay window and WATER VIEWS! The kitchen has a breakfast bar, stainless steel appliances, white cabinets with pull-outs and accent lighting. The master bedroom features a tray ceiling, 2 walk-in closets and an ensuite bath with two sinks and a new walk-in shower. The second bedroom has its own ensuite option with pocket doors and a large closet! The ADDITIONAL 19X14 ROOM is a big bonus and can be used as a den, office or 3RD BEDROOM! There is newer Luxury Vinyl Flooring... No Carpet! There is also a breakfast nook, a large front porch and a screened in lanai in the back with river rock flooring. The garage has plenty of storage, upgraded lighting, a fan, and a screen door. The interior of the home has been freshly painted (2025). Home comes Partially FURNISHED and includes a 2007 YAMAHA GAS GOLF CART! NO BOND! THIS IS AN AMAZING LOCATION and just a 3 minute golf cart ride to SPANISH SPRINGS Town Square. Very close to La Hacienda Recreation Center, shopping, restaurants, medical and the many other amenities The Villages has to offer. Water Heater & ROOF (2019), HVAC (2017).

1154 San Juan Drive, Lady Lake (The Villages)
$514,900
4 Beds ⋅ 3 Baths ⋅ G5116887 MLS
Location! Location! Location! 4/3 pool home on an acre. Roof 2021. HVAC 2023. Hot water heater, carpet 2026. Interior paint 2026. Pool professionally maintained and Leaf Filter gutters. This lovely home has so much to offer – large lot, screened pool, in-law suite or office area, bathroom access from pool area, workshop in garage and steps in garage go to loft area above garage for almost unlimited storage – wonderful for entertaining or just living the Florida life. No water, sewer or HOA expenses. Convenient to shopping, dining, The Villages, the ocean on the east and the gulf on the west. This is a lovely community on a hill with this home on a cul-de-sac. Make your appointment today – do not miss this opportunity.

3635 Stephen Road, Lady Lake (The Villages)
$589,000
4 Beds ⋅ 4 Baths ⋅ G5116507 MLS
Virtually Staged. Welcome to this stunning block-construction pool home in the highly desirable Harbor Hills community, offering impressive architectural details, spacious living areas, valuable updates, and exceptional indoor-outdoor Florida living. Beautiful curb appeal begins with updated landscaping (2026), a manicured lawn, distinctive rooflines with NEW asphalt ROOF (2026), deep-set windows, and elegant transom windows. A columned front portico and gorgeous double entry doors with transom create a grand and inviting entrance. Step inside to a bright, open floor plan, with renewed tile flooring (2020). The space features neutral paint and thoughtfully designed living spaces. The spacious living room showcases a custom propane fireplace, and double French doors that open to the expansive covered lanai, screened pool, and outdoor entertaining area. For added comfort and peace of mind, the home features a Carrier A/C system installed in 2023 and an A. O. Smith Energy Saver water heater installed in 2021. The combined kitchen and dining area is designed for both everyday living and entertaining, featuring light-colored cabinetry, granite countertops, a tiled backsplash, built-in double ovens, a gas cooktop, and a built-in microwave. A gorgeous picture window above the kitchen sink overlooks the pool and backyard, bringing beautiful outdoor views into the heart of the home. The spacious primary suite offers a private retreat complete with an ensuite bath, dual sinks, and walk-in closet. Additional living and bedroom spaces provide flexibility for family, guests, or a home office. Step outside to your own private Florida oasis. The expansive covered lanai with an outdoor kitchen overlooks the screened, heated swimming pool and spa, creating an ideal setting for relaxing, dining, entertaining, or enjoying Florida living year-round. A desirable 3-car side-entry garage provides abundant space for vehicles, golf carts, storage, and more. Located along the shores of Lake Griffin, Harbor Hills is a gated, multi-generational community offering a sought-after Central Florida lifestyle with golf, tennis, boating, and beautiful scenic surroundings. Enjoy the combination of resort-style community living and convenient access to everything Central Florida has to offer. With its heated pool and spa, outdoor kitchen, 3-car garage, open floor plan, updated landscaping, newer Carrier A/C, Energy Saver water heater, renewed tile flooring, and distinctive architectural design, this Harbor Hills home delivers the space, upgrades, lifestyle, and Florida living you've been searching for. Schedule your private showing today!

39407 Treeline Drive, Lady Lake (The Villages)
$259,900
2 Beds ⋅ 2 Baths ⋅ G5116813 MLS
Welcome to 622 LISBON LANE, a well-maintained CORPUS CHRISTI offering expanded living space and a fantastic location in the heart of THE VILLAGES! This inviting home features HIGH VAULTED CEILINGS and LAMINATE FLOORING throughout the main living areas, creating an open and spacious feel from the moment you step inside. The kitchen has been nicely updated with UPDATED CABINETRY AND COUNTERTOPS, plenty of workspace and a convenient pass-through overlooking the living area. The original lanai has been CONVERTED INTO INTERIOR LIVING SPACE, providing a wonderful additional area for a dining room, sitting room, office or entertaining space. Beyond that is an ADDITIONAL ENCLOSED LANAI with a TILE FLOOR, walls of windows and plenty of room to relax and enjoy the Florida lifestyle year-round. Step outside to the GRILL PAD, perfect for outdoor cooking. The primary suite features a WALK-IN CLOSET, LINEN CLOSET AND UPDATED EN-SUITE BATH, while the split-bedroom design provides privacy for guests. Additional features include ROOF 2014,A/C 2013 HW HEATER 2016. A convenient INSIDE LAUNDRY ROOM WITH SOLAR TUBE for added natural light, a welcoming FRONT PORCH, and a 2-CAR GARAGE measuring approximately 20' x 16'. Best of all is the LOCATION! Enjoy convenient access to CHULA VISTA RECREATION CENTER & ADULT POOL, CHULA VISTA EXECUTIVE GOLF COURSE, and an abundance of nearby recreation. You're also just a golf cart ride from SPANISH SPRINGS TOWN SQUARE and conveniently located to LAKE SUMTER LANDING MARKET SQUARE, putting shopping, dining, nightly entertainment, and all the fun of The Villages lifestyle within easy reach. With its EXPANDED LIVING SPACE, TWO ENCLOSED LIVING/LANAI AREAS, INSIDE LAUNDRY and desirable central location, 622 LISBON LANE IS READY FOR YOU TO MAKE IT YOUR OWN! QUICK CLOSE AVAILABLE

622 Lisbon Lane, Lady Lake (The Villages)
$300,000
2 Beds ⋅ 2 Baths ⋅ G5116448 MLS
This Cedar Key model features four solar tubes that fill the home with natural light. The welcoming entry opens to a spacious living room with luxury vinyl plank flooring, which flows seamlessly into the dining area and kitchen—an ideal layout for entertaining. The home offers two bedrooms and two bathrooms. The generously sized primary bedroom accommodates a king-size bed with room to spare and includes a large closet. Its open en-suite bathroom features a skylight and a private water closet with a shower and toilet. Off the dining area, sliding glass doors lead to a versatile bonus room that can serve as an office, craft room, reading nook, or relaxation space. Beyond it, French doors open into a glass-enclosed lanai creating a true Florida room overlooking the 15th tee and fairway of the championship Orange Blossom golf course. Enjoy the view from indoors or outside! ***ROOF 2023*** ***HVAC 2016*** This beautiful two-bedroom, two-bath home is ready to welcome its lucky new owner!

1532 E Schwartz Boulevard, Lady Lake (The Villages)
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