Kissimmee Homes with Pool View

Kissimmee Homes with Pool View

Welcome to Kissimmee, Florida—a vibrant city nestled in the heart of Osceola County, where sunshine and adventure await at every corner. Known for its proximity to world-renowned attractions like Walt Disney World, Universal Studios, and an array of stunning lakes, Kissimmee offers a unique blend of excitement and tranquility, making it an ideal place to call home.

One of the most enticing features of living in Kissimmee is the availability of homes with breathtaking pool views. Imagine waking up each morning to the serene sight of shimmering waters right outside your window, where you can relax and unwind after a long day. These homes are designed to enhance your lifestyle, providing a perfect setting for entertaining friends and family or enjoying peaceful moments in your private oasis.

Whether you’re looking for a cozy retreat or a spacious family home, Kissimmee boasts a diverse range of properties that cater to every taste and budget. Many of these homes come equipped with modern amenities and spacious layouts, ensuring comfort and convenience. The allure of a pool view not only elevates your living experience but also adds value to your investment.

Kissimmee’s welcoming community, coupled with its beautiful landscapes and recreational opportunities, makes it a fantastic place to live. From outdoor adventures and cultural experiences to shopping and dining, there’s something for everyone in this charming city. Embrace the Florida lifestyle and discover your dream home with a pool view in Kissimmee today!

Newest Kissimmee Homes with Pool View

3 Beds ⋅ 3 Baths ⋅ Bvl Unit 9 5th Add SubDv. ⋅ 34743 Zip Code

Welcome to 412 Everwood Dr! a beautiful pool home offering the perfect combination of comfort, privacy, and Florida living with NO HOA and NO CDD! Whether you’re looking for your next home or a great investment opportunity, this property has so much to offer. Enjoy a remodeled kitchen, spacious primary bedroom with walk-in closet, and a large covered back terrace overlooking the pool and peaceful pond view the perfect setting for BBQs, entertaining, or simply relaxing at the end of the day. The fully fenced backyard adds privacy, while two driveways provide additional parking and convenience. Major improvements include a 2021 roof, 2025 A/C, washer and dryer, garage door opener, and special exterior paint designed to help withstand Florida’s intense heat. With its private pool, pond view, outdoor entertaining space, updated features, and no HOA or CDD fees, this home checks all the boxes. Home Warranty INCLUDED! Buyer may receive up to $5,000 toward closing costs when financing through preferred lender Don’t miss the opportunity to make it yours, schedule your showing today!

412 Everwood Drive, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Oak Island Harbor At Formosa Gardens SubDv. ⋅ 34747 Zip Code

**TURNKEY SHORT-TERM RENTAL OR PRIMARY RESIDENCE | PRIVATE HEATED POOL & SPA | LOW HOA** Welcome to this beautifully maintained, fully furnished 4-bedroom, 2-bath home in the desirable Oak Island Cove community of Kissimmee. Ideally located just minutes from Disney, Margaritaville, shopping, dining, and Central Florida’s world-class attractions, this home is currently operating as a successful short-term rental and offers excellent flexibility for investors, second-home buyers, or a primary residence. Situated on a pond with **no rear neighbors**, the property offers peaceful views and beautiful sunsets. The open-concept split-bedroom floor plan features tile flooring throughout, a spacious living and dining area, and a well-appointed kitchen with granite countertops, shaker-style cabinetry, and stainless-steel appliances. The thoughtfully designed layout provides privacy and functionality. A bedroom is located near the foyer, along with the dining and living areas. Two additional bedrooms and a guest bath are located off the living room, while the spacious primary suite is conveniently positioned off the kitchen and dining area and offers direct access to the pool area through the primary bath. The **converted garage provides an oversized game/playroom**, creating additional space for guests and entertainment. Step outside to your private retreat featuring a **heated pool and spa**, perfect for relaxing after a day at the theme parks. Recent updates include a **2025 Exterior Paint, 2021 roof, 2018 HVAC, 2019 water heater, and 2024 pool pump**. Located in a community with low HOA fees and short-term rental zoning, this property offers an excellent combination of location, versatility, and investment potential. Whether you're seeking an established vacation rental or your own furnished Central Florida getaway, this turnkey home is ready to enjoy.

8060 White Crane Court, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Paradise Palms Resort Ph 2 SubDv. ⋅ 34747 Zip Code

A LITTLE PIECE OF PARADISE WITH RESORT LIVING & SPRINKLED WITH DISNEY MAGIC.....Imagine waking up to TRANQUIL WATER VIEWS, enjoying your morning coffee on the screened lanai, and ending the day relaxing by your private splash pool while watching HOT AIR BALLOONS LAUNCH NEARBY. This beautifully FULLY FURNISHED 4 BEDROOM, 3 FULL BATH TOWNHOME offers something truly special: a peaceful setting with NO HOMES DIRECTLY BEHIND YOU, yet just a 3 MINUTE WALK TO THE CLUBHOUSE AND RESORT POOL. FULLY FURNISHED AND TURNKEY, this home is beautifully equipped with everything you need for a comfortable stay. The thoughtfully designed layout features TWO SPACIOUS OWNER SUITES, with one conveniently located on the first floor and another upstairs, along with TWO ADDITIONAL THEMED BEDROOMS perfect for family, friends or guests. ZONED FOR SHORT TERM RENTALS, you can enjoy your own Florida getaway while generating rental income when you're away. Paradise Palms Resort offers some of the most exceptional amenities that will leave a LASTING IMPRESSION on you and your guests. Featuring a 9,500 SQ. FT. CLUBHOUSE, spectacular LAGOON STYLE POOL WITH WATER SLIDE, GROTTO & SPA, kiddie splash area, TIKI BAR & GRILL, STATE OF THE ART FITNESS ROOM, SAUNA, 50 SEAT MOVIE THEATER, GAME ROOM, TENNIS/PICKLEBALL, BASKETBALL, SAND VOLLEYBALL, SEVERAL PLAYGROUNDS AND A WALKING TRAIL, and more! AS A BONUS, CABLE, INTERNET & TRASH ARE ALSO INCLUDED IN THE HOA ASSESSMENTS. Located approximately 5.5 MILES TO THE GATES OF WALT DISNEY WORLD, with shopping, fine and casual dining just around the corner, and Orlando's world famous attractions close by. Whether you're looking for a HOME, SECOND HOME, VACATION GETAWAY OR INVESTMENT PROPERTY, this is your opportunity to own a little piece of paradise where RESORT AMENITIES, WATERFRONT SERENITY AND DISNEY MAGIC COME TOGETHER. ****Recent improvements include NEW LVP FLOORING, NEW POOL HEATER, NEW POOL PUMP AND NEW DISHWASHER (2026), NEW WASHER & DRYER (2025), along with a TWICE YEARLY AC MAINTENANCE PLAN! (Last AC maintenance completed on 4/27/2026.) With these recent updates and thoughtful maintenance, this beautiful townhome is move in ready and waiting for you! Call today to schedule your private showing!

8849 Candy Palm Road, Kissimmee

4 Beds ⋅ 2 Baths ⋅ The Oaks SubDv. ⋅ 34746 Zip Code

Virtually Staged. Welcome to this beautifully renovated home offering the perfect blend of luxury, comfort, and resort-style living! This move-in ready home features a brand-new roof installed in 2025, stylish tile flooring throughout, a fully updated interior, new appliances, and a built-in wine cooler that’s perfect for entertaining. Step outside to your private backyard oasis featuring a stunning screened-in pool completed in 2021, a fully equipped outdoor kitchen, and built-in speakers, creating the ideal space for relaxing or hosting family and friends. As a resident, you’ll also enjoy access to the community’s boating dock, tennis courts, and playground, providing endless opportunities for recreation and outdoor enjoyment. With modern upgrades, exceptional amenities, and a fantastic lifestyle, this home is one you won’t want to miss!

2912 Boating Boulevard, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Soleil At Westside SubDv. ⋅ 34747 Zip Code

Welcome to 1099 Lakeshore Breeze Place in Kissimmee, Florida, where modern upgrades, spacious design, and an exceptional Central Florida location come together just minutes from the magic of Disney and picturesque Celebration, Florida. This beautifully appointed 4-bedroom, 3-full-bath residence features an impressive open-concept floor plan with soaring 12-foot ceilings, creating a bright, spacious atmosphere ideal for both everyday living and entertaining. Thoughtful upgrades can be found throughout the home, including beautifully finished bathrooms with tile extending to the ceiling, upgraded fixtures, and sophisticated details. The kitchen serves as the heart of the home, showcasing solid granite countertops, a full farmhouse sink, upgraded fixtures, generous workspace, and a seamless connection to the main living and dining areas. Step outside to the added screened-in lanai, offering the perfect setting for morning coffee, evening relaxation, or enjoying Florida's beautiful weather without leaving the comfort of home. An attached garage provides additional convenience and storage. Location is another standout feature. The home is just steps from the community pool and two neighborhood parks, with lighted walking paths and biking trails providing plenty of opportunities to enjoy the outdoors. Perfectly positioned in the Kissimmee area, this home offers convenient access to Walt Disney World, Celebration, shopping, dining, entertainment, and major Central Florida roadways. Whether you're looking for a primary residence or your own Florida retreat, 1099 Lakeshore Breeze Place delivers upgraded living in a location that's hard to beat.

1099 Lakeshore Breeze Pl Place, Kissimmee

5 Beds ⋅ 5 Baths ⋅ Lindfields Reserve SubDv. ⋅ 34747 Zip Code

Welcome to the GATED COMMUNITY of LINDFIELDS RESERVE, ideally located just MINUTES from both the FRONT and BACK GATES of WALT DISNEY WORLD! Enjoy EASY ACCESS to major roadways including US-192, HWY 27, 429, and I-4, connecting you to everything CENTRAL FLORIDA has to offer—from MARGARITAVILLE RESORT ORLANDO and SUNSET WALK to countless RESTAURANTS, SHOPS, and ATTRACTIONS. The ASSOCIATION FEE offers EXCEPTIONAL VALUE and includes WEEKLY POOL MAINTENANCE, MOWING OF ALL GRASSES, WATERING OF ALL LAWNS, HIGH-SPEED INTERNET, BASIC CABLE TV THROUGH BRIGHTHOUSE, EXTERIOR PAINTING EVERY 10 YEARS, AUTOMATIC GATE MAINTENANCE, TENNIS COURT MAINTENANCE, STREET LIGHTING, LIABILITY INSURANCE FOR COMMON AREAS, and COMMON AREA TAXES. This COURTYARD-STYLE, 5-BEDROOM HOME is truly ONE-OF-A-KIND. Step through the elegant DOUBLE DOORS into your PRIVATE POOL and HOT TUB OASIS, surrounded by SLIDING GLASS DOORS that FULLY OPEN to create a seamless INDOOR/OUTDOOR LIVING EXPERIENCE. The POOL AREA has been BEAUTIFULLY RENOVATED, featuring a HIGH-END PEBBLETEC SURFACE, NEW WATERLINE TILE, a MARBLE SLAB beneath the JACUZZI FOUNTAIN, and UPGRADED HEATING EQUIPMENT. Major updates continue with a BRAND-NEW 50-GALLON ELECTRIC WATER HEATER installed in JULY 2026 with a 5-YEAR WARRANTY. All EXTERIOR LANTERNS have been REPLACED and MODERNIZED for a FRESH, WELCOMING GLOW. A TOP-OF-THE-LINE 24-GAUGE STANDING SEAM METAL ROOF was completed in JULY 2020, providing both DURABILITY and STYLE. The KITCHEN underwent a COMPLETE RENOVATION in 2021, showcasing EXTENDED PACIFIC CARRARA CLOUD QUARTZ COUNTERTOPS, CUSTOM SOLID WOOD CAROLINA MAPLE OYSTER CABINETRY with SOFT-CLOSE DOORS, DESIGNER HARDWARE, GLASS SUBWAY TILE BACKSPLASH, a KARRAN QUARTZ SINK, ADDED DRAWER STORAGE, and a SPACIOUS BREAKFAST BAR. Stay comfortable year-round with DUAL HIGH-EFFICIENCY HVAC SYSTEMS (3-TON and 2-TON, 16 SEER). All five bedrooms feature LUXURY VINYL PLANK FLOORING in a PALE PEWTER FINISH, offering a CLEAN, MODERN LOOK with NO CARPET THROUGHOUT. Each of the FIVE ENSUITE BATHROOMS has been FULLY UPDATED, boasting BEAUTIFUL TILE WORK, TILE INLAYS, RE-GLAZED BATHTUBS, RESURFACED COUNTERTOPS, and MODERN LED LIGHT FIXTURES. That’s not all—this property also includes a PRIVATE IN-LAW SUITE complete with its own DINETTE and STAINLESS STEEL APPLIANCES, plus UPDATED CEILING FANS with LED LIGHTING throughout the home. For added PEACE OF MIND and CONVENIENCE, enjoy SMART HOME FEATURES including a NEST THERMOSTAT, NEST HELLO VIDEO DOORBELL, YALE KEYLESS ENTRY, and a COVE SECURITY SYSTEM integrated with SMOKE and CARBON MONOXIDE DETECTORS. Perfect as a PRIMARY RESIDENCE, VACATION HOME, or SHORT-TERM RENTAL INVESTMENT, this property is being sold TURN-KEY—FULLY FURNISHED, FULLY STOCKED, and BEAUTIFULLY DECORATED, right down to the LINENS. DON’T MISS YOUR CHANCE to own this EXCEPTIONAL HOME in an UNBEATABLE LOCATION. SCHEDULE YOUR PRIVATE SHOWING TODAY!

8807 Crayson Court, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Tamarind Parke At Cypress Woods Unit 2 SubDv. ⋅ 34758 Zip Code

Welcome to the beautiful Tamarind Parke at Cypress Woods community! This spacious two-story 4 bedrooms, 2.5 bathrooms, soaring vaulted and cathedral ceilings, and a rare screened-in-ground pool, all for under $400,000. The main level features separate formal living and dining rooms, a comfortable family room, a bright Florida room, and a flexible office, den, or bonus room. The updated kitchen and new ceramic flooring in the family and dining rooms were completed in 2021. Upstairs, you will find all four bedrooms, a versatile loft, and a spacious primary suite with a relaxing soaking tub. Additional highlights include a 2016 roof, a 2021 A/C system, low HOA fees, and NO CDD. With generous living space, flexible rooms, and an exceptional screened pool, this home is a rare find in the community. Schedule your private showing today!

443 Marlberry Leaf Avenue, Kissimmee

5 Beds ⋅ 5 Baths ⋅ Windsor Hills Ph 3 SubDv. ⋅ 34747 Zip Code

Whether you're looking for an income-producing vacation rental or a personal retreat, this 5-bedroom, 5-bath home in the highly desirable gated community of Windsor Hills is an excellent opportunity. The kitchen is positioned at the front of the home and overlooks the formal dining area, creating a welcoming space for family meals and entertaining. The living room is located at the rear of the home and opens to the screened-in pool deck, offering a relaxing space to enjoy the Florida sunshine. Two bedrooms are conveniently located on the first floor, along with two of the bathrooms, while the remaining bedrooms and bathrooms are upstairs, providing comfort and privacy for guests. The garage has been converted into a fun games room with pool and foosball tables, adding extra appeal for renters. Windsor Hills is one of the closest resorts to Disney and features outstanding amenities, including a resort-style pool with water slides, clubhouse, fitness center, and sports courts. Ideal for short-term rental investment, second home, or full-time residence.

7795 Basnett Circle, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Shingle Creek Reserve At The Oaks Ph 6 SubDv. ⋅ 34746 Zip Code

Welcome to your private oasis in the highly desirable golf community of The Oaks! This beautifully upgraded 4-bedroom, 3-bath home features a spacious open floor plan plus a versatile bonus room that can easily serve as a 5th bedroom, home office, or guest suite. Designed for both everyday living and entertaining, the home features remodeled bathrooms, granite countertops, California Closets, crown molding, electric curtains, upgraded lighting, water softener and purification systems, and premium indoor/outdoor surround sound. Step outside to your own resort-style retreat featuring a screened and fenced heated saltwater pool and spa, cedarwood ceilings, shaded entertaining areas, mature landscaping, and plenty of backyard space. A circular driveway provides ample parking and adds to the home’s impressive curb appeal. The Oaks features an exceptional lifestyle with golf, access to Lake Toho, boating, fishing, tennis and basketball courts, playgrounds, and nature trails. Conveniently located near shopping, dining, schools, medical facilities, airports, theme parks, and all that Central Florida has to enjoy. A move-in-ready home where comfort, entertainment, and Florida living come together beautifully.

3034 Boating Boulevard, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Lindfields Unit 4 SubDv. ⋅ 34747 Zip Code

Welcome to 2791 Picadilly Circle, Kissimmee, FL — a beautifully updated 4-bedroom, 2.5-bath pool home offering the perfect combination of modern upgrades, generous living space, privacy, and the Florida lifestyle. From the moment you step inside, you’ll appreciate the bright, open floor plan and thoughtfully upgraded interior. At the heart of the home is the updated gourmet kitchen, designed to impress with stylish finishes and an inviting layout perfect for everything from everyday meals to entertaining family and friends. The bathrooms have also been tastefully updated and upgraded, giving the home a fresh, modern feel throughout. With four spacious bedrooms and 2.5 baths, there’s plenty of room to spread out. The versatile living areas provide flexibility for entertaining, working from home, family gatherings, or simply relaxing at the end of the day. Step outside and discover your own private Florida retreat. The fully fenced backyard features a sparkling swimming pool and plenty of space to relax, entertain, barbecue, or soak up the Florida sunshine. Whether hosting weekend gatherings or enjoying a quiet afternoon poolside, this outdoor space is designed to be enjoyed year-round. Conveniently located in the heart of Kissimmee, 2791 Picadilly Circle puts you just minutes from shopping, dining, schools, major roadways, Orlando-area attractions, and everything Central Florida has to offer. Updated gourmet kitchen. Upgraded bathrooms. Four spacious bedrooms. Private fenced backyard. Sparkling pool. Prime Kissimmee location. This home checks all the boxes and is ready for its next owner. Schedule your private showing today and experience everything 2791 Picadilly Circle has to offer!

2791 Picadilly Circle, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Villa Sol Ph 1 Village 5 SubDv. ⋅ 34744 Zip Code

Virtually Staged. SPANISH-MEDITERRANEAN WATERVIEW OASIS WITH PRIVATE IN-LAW SUITE Located in the gated community of Villa Sol, this 4 Bed / 3 Bath single-story residence (2,351 sq ft heated) features a private pool, spa, and direct pond views—plus a dedicated, attached in-law suite with its own exterior entry. PROPERTY HIGHLIGHTS: In-Law / Guest Suite: Private exterior back entrance, separate bedroom, and full bath. Outdoor Living: Screen-enclosed heated pool and integrated spa set on an oversized lot with peaceful water views. Chef’s Kitchen: Granite countertops, multi-level breakfast bar, stainless steel appliances, and pendant lighting. Primary Suite: Vaulted ceilings, luxury vinyl plank flooring, walk-in closet, direct pool access, and en-suite with a jetted soaking tub and dual-sink vanity. Interior Design: Open layout, vaulted ceilings, polished porcelain tile, and architectural archways. LOCATION & COMMUNITY VALUE: Low HOA ($160/mo): Includes high-speed fiber internet, cable TV, and ground maintenance. Resort Amenities: Gated entry, clubhouse, fitness center, resort pool, tennis & basketball courts, and playground. Prime Location: Fast access to SR-417, US-192, Lake Nona Medical City, and MCO Airport. Zoned for top local schools.

3133 Riachuelo Lane, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Monterey Village Ph 1 Unit 1 SubDv. ⋅ 34743 Zip Code

At the end of a quiet cul-de-sac, you'll find something that's getting harder to come by... privacy. With no rear neighbors now or ever, the backyard feels like your own little escape. No backdoor neighbors. No one peeking over the fence. Just mature trees, peace and quiet. The screened pool and covered lanai make it easy to enjoy Florida year-round, whether it's coffee before work, jumping in the pool after a long day, or firing up the grill on the weekend. Inside, this beautifully updated 3-bedroom, 2-bath home feels fresh from the moment you walk in. Luxury vinyl plank flooring runs throughout, the kitchen has been completely updated with quartz countertops, stainless steel appliances, and modern finishes, and both bathrooms have been beautifully renovated. The split-bedroom floor plan gives the primary suite a little separation from the secondary bedrooms, while the open living and dining spaces feel bright, comfortable, and easy to live in. The super low HOA is just one more thing to appreciate, giving you the benefits of the neighborhood without the high monthly dues that have become so common. The location checks all the right boxes. You're about 15 minutes from The Loop, putting shopping, restaurants, and everyday errands close by, with easy access to Florida's Turnpike and Osceola Parkway for an easy commute. Walt Disney World, Universal Orlando, Lake Nona, Orlando International Airport, and countless other Central Florida destinations are all within easy reach. Close to everything. Far from the noise.

2346 Cordova Court, Kissimmee

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