Kissimmee Homes with Pool View

Kissimmee Homes with Pool View

Welcome to Kissimmee, Florida—a vibrant city nestled in the heart of Osceola County, just a stone's throw away from the enchanting world of Disney. Known for its warm weather, friendly community, and an array of recreational activities, Kissimmee is the ideal destination for families, retirees, and anyone seeking a slice of Florida paradise.

One of the standout features of homes in this region is the abundance of properties with stunning pool views. Imagine waking up each morning to the sight of shimmering waters, the sun glistening on the surface as you sip your coffee on the patio. These homes are designed for those who appreciate the finer things in life, offering a perfect blend of comfort and luxury. With spacious backyards that seamlessly connect to sparkling pools, you’ll find the perfect setting for entertaining friends and family or enjoying a peaceful afternoon under the Florida sun.

Kissimmee's real estate market boasts a variety of options, from charming single-family homes to modern townhouses, many of which feature private pools or community amenities that enhance the living experience. The area's proximity to major attractions, shopping centers, and outdoor adventures makes it a prime location for both primary residences and vacation rentals.

Whether you’re looking to invest in a vacation home or settle down in a welcoming community, Kissimmee offers homes with pool views that promise a lifestyle of relaxation and enjoyment. Discover your dream home in this enchanting city, where every day feels like a vacation!

Newest Kissimmee Homes with Pool View

$520,000
4 Beds ⋅ 4 Baths ⋅ Somerset SubDv. ⋅ 34744 Zip Code
Fully renovated pool home in Remington. This 4-bedroom, 3.5-bath two-story delivers a designer kitchen, a private screened pool and spa, a NEW ROOF (2024), and no carpet anywhere. The showpiece is the chef's kitchen: high-gloss cabinetry to the ceiling with lighted glass display uppers, an oversized quartz waterfall island with bar seating and a built-in dual-zone beverage fridge, double wall ovens, a stainless chimney hood, farmhouse sink, and crystal pendant lighting. The open main level flows from the kitchen through the dining area into a 16x16 great room with sliders to the pool deck, plus a separate formal living room with a dramatic 3D accent wall. Tile runs throughout the first floor with wood-look flooring upstairs. All four bedrooms are up, including a 17x16 primary suite with an en-suite bath featuring a garden tub and separate shower, and an 11x9 custom walk-in closet with built-in drawers and shoe storage. Every bathroom has been updated, including a guest bath with floor-to-ceiling designer tile, a frameless-style glass shower, and a vessel sink. Out back, the covered and screened lanai wraps a sparkling pool with shade sails and string lighting, framed by a turf privacy wall and a paved deck made for entertaining, all backing to the community wall with no rear neighbors. Roof 2024, AC 2018, full interior laundry room, and a 2-car garage. Remington is a golf-cart-friendly community with a clubhouse, pool, tennis and pickleball courts, playgrounds, and a public golf course, with a low HOA. Minutes to Lake Toho, downtown Kissimmee, the Turnpike, and Lake Nona Medical City, about 25 minutes to Orlando International Airport and the parks. Schedule your private showing today.

1017 Berkeley Drive, Kissimmee
$820,000
4 Beds ⋅ 3 Baths ⋅ Pennyroyal SubDv. ⋅ 34744 Zip Code
A truly distinctive residence where thoughtful design, craftsmanship, and sophisticated finishes come together to create a home unlike the ordinary. Extensively remodeled with exceptional attention to detail, this property showcases a warm contemporary aesthetic carried throughout with natural wood elements, designer lighting, custom accent walls, modern fixtures, and carefully selected finishes. Nearly every room reveals an unexpected architectural or design element, resulting in a level of customization rarely found in comparable homes. At the heart of the home is a truly exceptional chef-inspired kitchen where custom design and functionality come together beautifully. Calacatta quartz countertops, a generous center island, a sophisticated combination of crisp white and natural wood cabinetry, floor-to-ceiling storage, integrated appliances, designer lighting, geometric backsplash, pot filler, and thoughtfully incorporated accent lighting create a space that feels completely custom. A dedicated coffee station with floating wood shelving and a beverage/wine refrigerator adds another distinctive touch. The adjacent dining area continues the custom concept with a built-in dining island/table designed as an integral part of the space, creating a unique setting for everyday dining and entertaining. The Great Room is a showpiece of its own, featuring exposed wood beams, an impressive fireplace feature wall accented with stone and integrated wood storage, and a striking custom glass-enclosed wine display with warm wood detailing. Together, these architectural elements create a sophisticated yet inviting setting designed for both everyday living and entertaining. Even the staircase becomes part of the home's design, combining natural wood with contemporary black metal railings and distinctive lighting. The creativity continues into the bedrooms. One secondary bedroom features a one-of-a-kind custom built-in bunk/loft system with an integrated desk, shelving, and climbing features, creating an imaginative and highly functional space. The primary suite offers its own distinctive character with warm wood detailing and a fireplace feature, creating a relaxing private retreat. The bathrooms are equally impressive, with spa-inspired finishes including dramatic tilework, vessel sinks, contemporary black fixtures, frameless glass showers, custom vanities, illuminated mirrors, warm wood accents, and a freestanding soaking tub in the primary bath. Every space has been thoughtfully incorporated into the home's overall design rather than treated as an afterthought. Step outside and discover a private backyard oasis centered around a beautiful pool and spa completed in 2025. Its contemporary design, water features, integrated spa, generous paver decking, and multiple areas for relaxing and entertaining create a resort-inspired setting right at home. A covered patio extends the living space outdoors and provides the perfect place to enjoy the Florida lifestyle throughout the year. Solar panels provide an additional energy-conscious feature. From its highly customized interiors to its private outdoor retreat, this is far more than a typical remodeled home it is a residence transformed with creativity, personality, craftsmanship, and an extraordinary level of detail. This is a home that truly needs to be experienced in person to appreciate everything that makes it special. Furnishings may be available for purchase separately

1582 Sepal Street, Kissimmee
$414,990
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
$499,900
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
$349,000
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
$399,000
3 Beds ⋅ 2 Baths ⋅ Oaks At Mill Run Unit 2 The SubDv. ⋅ 34744 Zip Code
Welcome to this well-maintained one-story home in the heart of Kissimmee! This beautiful property features 3 bedrooms, 2 bathrooms, a spacious kitchen, new roof, new plumbing, new fence, sold fully furnished and an attached 2-car garage. Best of all, there is no HOA. Situated on a large corner lot, the home offers a private indoor pool and a fully fenced backyard, perfect for entertaining, gardening, pets, or simply relaxing outdoors.Enjoy a great location close to a public park and community pool, with quick access to the Florida Turnpike. You're just minutes from SeaWorld, Universal Studios, CityWalk, Downtown Orlando, and many other Central Florida attractions. Don't miss this opportunity to own a wonderful home.

2808 Mill Run Boulevard, Kissimmee
$1,938,000
6 Beds ⋅ 5 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34744 Zip Code
Rare 6.46-Acre Waterfront Development Opportunity on East Lake Tohopekaliga An exceptional opportunity to acquire 6.46± acres of waterfront property in one of Central Florida's fastest-growing areas. This offering includes two parcels totaling approximately 6.46 acres, consisting of a 2.66-acre improved parcel and an adjacent 3.80-acre vacant parcel, providing incredible flexibility for investors, developers, builders, or those seeking a private waterfront estate. The improved parcel currently features multiple residential units that generate approximately $30,000 in annual rental income, with the opportunity to increase income by approximately $18,000 annually through leasing the remaining units. Generate cash flow while planning your future vision. The true value of this property lies in its land, location, and development potential. With expansive frontage, mature oak trees, and direct access to beautiful East Lake Tohopekaliga, this is a rare opportunity to create a luxury waterfront enclave or private family compound. Preliminary concepts may allow for multiple estate-sized homes with guest houses, subject to county approvals and buyer due diligence. Located just minutes from Lake Nona, Medical City, Orlando International Airport, major highways, shopping, and dining, properties of this size with waterfront acreage are becoming increasingly difficult to find. Property Highlights • 6.46± acres across two parcels • 2.66-acre improved parcel • 3.80-acre adjacent vacant parcel • Direct waterfront location on East Lake Tohopekaliga • Existing income-producing improvements • Approximately $30,000 annual rental income with additional upside • Excellent investment, redevelopment, or estate opportunity • Potential for future subdivision or luxury estate development (subject to county approval) • Minutes from Lake Nona, Medical City, Orlando International Airport, and major roadways Opportunities of this scale, location, and potential are exceptionally rare in Central Florida.

2690 E Lake Road, Kissimmee
$219,900
2 Beds ⋅ 2 Baths ⋅ Rio Hills Townhomes SubDv. ⋅ 34743 Zip Code
Welcome to Rio Hills, a quaint, gated townhome community offering a peaceful residential feel and a low-maintenance lifestyle. This move-in ready 2-bedroom, 1.5-bathroom unit enjoys a premium location directly across from the community pool and clubhouse, tucked into an established neighborhood with an inviting local vibe.Enjoy ultimate peace of mind with massive, high-ticket structural and mechanical upgrades, including a New Roof (2025), New HVAC (2026), and a New Hot Water Heater (2026). THE INTERIOR:Step inside to find extensive modern updates, featuring freshly painted walls, sleek laminate flooring, and an open kitchen elevated by a custom-tiled backsplash. The functional first floor seamlessly connects the living room, kitchen, and a versatile dining/flex space, complete with a guest half-bath and direct access to the back patio. Upstairs serves as a quiet retreat, offering a restful primary suite, a full bathroom with a luxury walk-in shower (2024), and a comfortable secondary bedroom completely refreshed with a new ceiling and flooring (2025). COMMUNITY & PARKING:The HOA covers private gates, common area maintenance, and access to the pool and clubhouse. Parking is a breeze with your designated spot right in front of the unit (marked with the unit number), plus visitor parking conveniently located next to the pool (restrictions apply). PETS: Bring your furry friends! The community allows a maximum of 3 pets (restrictions apply). INVESTORS: Will love this stable, high-demand area—long-term renting is permitted with a 12-month minimum lease (no short-term rentals). THE LOCATION:Perfectly situated near local dining, shopping, top-rated schools, and major highways. You are just minutes away from Orlando's world-famous theme parks, attractions, and a short drive to Florida’s beautiful beaches.

344 Cervantes Drive, Kissimmee
$334,000
4 Beds ⋅ 3 Baths ⋅ Heritage Run SubDv. ⋅ 34744 Zip Code
RARE 4-BED/2.5-BATH TOWNHOME WITH 2-CAR GARAGE & PREMIUM POOL VIEW! Welcome to Heritage Run, a premier guard-gated community offering resort-style living with an incredibly low HOA of just $158/month covering gated security, a resort pool, and a playground! This expansive 1,935 sq ft contemporary home offers the space of a single-family home with zero exterior maintenance. The bright, open-concept main floor features ceramic tile, a spacious kitchen with sleek granite countertops, and seamless entertaining space. Slide open the glass doors to your private, screened-in lanai to unwind with peaceful views looking right toward the community pool. Upstairs, the massive primary suite features a grand walk-in layout and soaking tub. Three additional large bedrooms offer total flexibility for family, a home office, or media room, right next to the convenient 2nd-floor laundry. Under 10 mins to the exploding NeoCity tech hub, with rapid access to the Turnpike and Osceola Pkwy. Strongest value in 34744!

1205 Teton Drive, Kissimmee
$624,999
4 Beds ⋅ 3 Baths ⋅ Ashley Cove Unit Two SubDv. ⋅ 34744 Zip Code
Tucked Away Gated Estate Near Lake Toho & NeoCity – Luxury, Privacy & Strategic Location!Welcome to your private oasis outside the city limits! Nestled in a quiet, low-traffic enclave in the back of a highly desirable gated community, this stunning 4-bedroom, 3-full-bath estate spans 3,015 sq. ft. of pure luxury. Situated on a rare, oversized lot (approx. 1/3 to 1/2 acre) framed by a majestic canopy of mature oaks, this home offers unparalleled peace and privacy. While you are tucked away adjacent to the pastures and world-class bass fishing of Lake Tohopekaliga, you are strategically located just minutes from the Florida Turnpike entrance for an effortless commute to Orlando, and a short drive to NeoCity, Central Florida’s premier technology and innovation hub.The Interior:Pass through the grand entryway to discover soaring, very high ceilings and an abundance of natural light framed by elegant plantation shutters. The floor plan completely eliminates carpet, showcasing premium ceramic tile and luxury vinyl laminate flooring throughout. The gourmet kitchen and all three full baths feature gorgeous granite countertops. Retreat to the massive master suite, complete with a spa-like bath featuring a deep Jacuzzi soaking tub. Above the 3-car garage (which boasts a professionally finished floor), a versatile bonus room awaits—perfect for a private home office, media room, or guest suite.The Outdoor Oasis:Step through the sliders into your massive, fully screened pool lanai. The custom pool is a true tropical retreat, featuring an integrated spa with dual heating systems: gas heat for rapid spa warming and solar heat for eco-friendly, year-round pool enjoyment. The sprawling backyard offers total seclusion, bordered by a peaceful landscape that feels worlds away from the hustle and bustle.Mechanical Peace of Mind:Forget about hidden costs—this home is fully updated and built for efficiency:Newer RoofNewer HVAC (Still under warranty!)Newer Hot Water HeaterEnjoy the ultimate Central Florida lifestyle in a peaceful, low-traffic neighborhood, combining pastoral tranquility with immediate access to major highways and booming tech hubs. Schedule your private tour today!

1648 Marina Lake Drive, Kissimmee
$599,999
3 Beds ⋅ 2 Baths ⋅ Cane Brake Ph 2 SubDv. ⋅ 34744 Zip Code
Welcome to Paradise. This beautifully upgraded solid brick residence offers over $100,000 in premium improvements and the rare luxury of NO HOA, with conservation-area privacy and no rear neighbors. Enjoy a marble foyer and open layout, plus French doors with internal tilt blinds that open to a finished 24’ x 13’ climate controlled addition. The oversized 26’ x 16’ great room is ideal for entertaining. The expansive primary suite includes a dedicated office area, and all three bedrooms are generously sized and can fit king beds. Major updates include new windows and doors, a 2022 roof, and a 2017 A/C serviced annually. Step outside to a private 15’ x 30’ pool with a newly rescreened enclosure featuring 36" privacy kick plates, updated outdoor lighting, and a repainted pool deck, plus low-maintenance stone landscaping. The large backyard is perfect for gatherings and pets, with room for volleyball, wiffle ball, tossing a football, or hosting a barbecue or pool party. The backyard also includes a new 25’ x 30’ concrete pad and a 10’ x 20’ custom shed. Additional upgrades include new carpeting, Levolor blinds, new vinyl plank flooring in master bathroom, tinted windows, hurricane shutters, a hurricane-rated garage door, custom-color seamless gutters, and underground drainage. In the peaceful Cane Brake community, known for its quiet one-entrance design and long-term residents, this home offers exceptional comfort, privacy, and a serene atmosphere that feels like a private retreat. Schedule your showing today.

2220 Emperor Drive, Kissimmee
$219,000
2 Beds ⋅ 3 Baths ⋅ Rio Hills Townhouses SubDv. ⋅ 34743 Zip Code
PRICE TO SELL!!!UP TO $4,000 IN BUYER INCENTIVES AVAILABLE! This property may qualify for up to $4,000 in closing cost credit when using the seller's preferred lender. Ask us how to qualify! Welcome to this well-maintained 2-bedroom, 2.5-bath townhouse located in a gated community offering both comfort and convenience. This two-story unit features a functional open floor plan with a spacious living and dining area, perfect for everyday living and entertaining. The kitchen includes ample cabinet space, breakfast bar seating, and flows seamlessly into the main living area. Upstairs, both bedrooms are generously sized and feature their own private bathrooms, providing ideal privacy for residents or tenants. A convenient half bathroom is located on the first floor. Enjoy outdoor living with a private patio area, along with access to the community pool. The property also includes in-unit laundry for added convenience. This property is perfect for homeowners or investors, with strong rental potential in a desirable, gated community setting. Conveniently located near major roadways, and area attractions. Ideally situated near top-rated schools, shopping, dining, hospitals, and daily conveniences—plus just minutes from Disney Parks, Universal Studios, and SeaWorld! Schedule your showing today.

336 Cervantes Drive Unit 336, Kissimmee
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