Osceola Homes with Pool View

Osceola Homes with Pool View

Welcome to Osceola County, Florida – a vibrant destination that perfectly blends natural beauty with modern convenience. Nestled in the heart of Central Florida, Osceola County is renowned for its stunning landscapes, rich cultural heritage, and an abundance of recreational opportunities. With access to picturesque lakes, lush parks, and the enchanting Everglades, residents can enjoy a lifestyle that celebrates the great outdoors.

Osceola County is home to the world-famous Walt Disney World Resort, making it a prime location for families and tourists alike. The county boasts a variety of charming communities, each offering a unique blend of amenities, shopping, dining, and entertainment options. Whether you’re exploring the historic streets of Kissimmee or enjoying the serene atmosphere of St. Cloud, there’s something for everyone in this thriving region.

For those seeking the perfect home, Osceola County offers an impressive selection of properties with stunning pool views. Imagine waking up to the gentle sound of water and basking in the Florida sun from your own backyard oasis. Homes with pool views provide not just a picturesque setting, but also a lifestyle of relaxation and leisure. These properties often come equipped with spacious patios, outdoor kitchens, and beautifully landscaped gardens, making them ideal for entertaining friends and family or simply unwinding after a long day.

Whether you’re looking to invest in a vacation home or a permanent residence, Osceola County’s homes with pool views are a true gem. Embrace the Florida lifestyle and discover your dream home in this enchanting county today!

Newest Osceola Homes with Pool View

$729,980
3 Beds ⋅ 2 Baths ⋅ Lake Ajay Village SubDv. ⋅ 34771 Zip Code
Welcome to this exceptional 3-bedroom, 2-bathroom home in the beautiful gated community of Lake Ajay, ideally located less than a mile from Lake Nona. This home has been completely transformed from the inside out. The owner stripped the home down to its core, removing all interior finishes, wiring, plumbing, and non-load-bearing walls before rebuilding it with quality and attention to detail throughout.The extensive renovation includes new ductwork, plumbing, electrical, and additional attic insulation, along with energy-efficient windows designed to help reduce heating and cooling costs. High ceilings, abundant recessed lighting, and luxury vinyl flooring throughout create a bright, modern, and inviting atmosphere. The stunning kitchen offers an abundance of cabinetry, including extensive storage beneath the oversized island, which features a beautiful waterfall quartz countertop and a touchless faucet. A stylish wet bar with an additional sink and wine refrigerator makes entertaining effortless. The spacious primary suite offers a spa-like ensuite bathroom featuring dual sinks, floor-to-ceiling tile, and a large walk-in shower with two rain shower heads. The second bathroom is equally impressive, with a walk-in shower and rain shower.Step outside and discover an entertainer’s dream! Enjoy the huge covered, brick-pavered patio overlooking the large screened-in pool area. A newly added pool deck and fire pit provide the perfect setting for relaxing or entertaining family and friends. The backyard borders a 5-acre greenspace, offering exceptional privacy and a peaceful natural backdrop.Bring your boat! The expanded, newly paved driveway provides plenty of space for boat parking. Residents also enjoy access to a community boat ramp with access to Lake Ajay, Fells Cove, and East Lake Tohopekaliga—perfect for boating, fishing, and water sports.The gated community also offers amenities including basketball, tennis, and pickleball. The prime location puts you less than 10 minutes from Lake Nona’s renowned shopping, dining, and entertainment, approximately 20 minutes from Orlando International Airport, and convenient to major highways SR 417 and SR 528.This exceptional home combines extensive renovation, modern finishes, outdoor entertaining, privacy, and an unbeatable location. Don't miss the opportunity to make this Lake Ajay gem your new home!

3180 Whisper Wind Dr, St Cloud
$429,900
4 Beds ⋅ 3 Baths ⋅ Brighton Lakes Ph 2 Prcl J SubDv. ⋅ 34746 Zip Code
Welcome to 2911 Sweetspire Circle, a beautifully refreshed 4-bedroom, 3-bath pool home offering the perfect combination of comfortable Florida living and a peaceful pond view. The home has been freshly painted inside and out, creating a clean, updated appearance from the moment you arrive. New carpeting adds to the move-in-ready feel, while the spacious four-bedroom, three-bath layout provides plenty of room for family, guests, a home office, or flexible living space. Step outside to your private swimming pool and enjoy one of the home's best features—the tranquil pond view. The outdoor area provides an inviting setting for morning coffee, relaxing by the pool, entertaining friends, or enjoying Florida evenings overlooking the water. Conveniently located in Kissimmee, this home combines a desirable Central Florida location with the features buyers continue to look for: four bedrooms, three full baths, a private pool, water views, fresh interior and exterior paint, and new carpet. Move-in ready, freshly updated, and ready to enjoy—schedule your showing today.

2911 Sweetspire Circle, Kissimmee
$1,995,000
4 Beds ⋅ 5 Baths ⋅ Celebration South Village Unit 3 SubDv. ⋅ 34747 Zip Code
With its screened pool, flexible downstairs office/bedroom, three-car garage, generous living spaces, and 2022 roof, 912 Croton Road brings together a combination of features that is increasingly difficult to replicate in Celebration. The main level flows naturally from formal spaces into the heart of the home, creating distinct places to gather, entertain, work, or simply have some separation when wanted. An office with its own walk-in closet adds unusual flexibility and can also function as a downstairs bedroom. The kitchen connects easily with the principal living areas and the outdoor setting beyond, making the home equally suited to everyday living and larger gatherings. Generous windows and multiple exterior connections bring natural light into the home while keeping the pool and outdoor areas visually connected to the interior. Outside, the screened pool and covered living areas extend the usable space well beyond the walls of the house. The space allows for dining, conversation, and time by the pool without the outdoor area feeling like an afterthought. It functions as another part of the home. Upstairs, the bedroom layout separates the main gathering spaces, while 4.5 bathrooms throughout the home help make the scale practical. Storage is equally well considered, and the three-car garage provides valuable additional capacity for vehicles, equipment, or recreational gear. A roof installed in 2022 adds another important practical advantage. What distinguishes 912 Croton Road is not any single feature, but how they come together: substantial interior space, a flexible downstairs room, an established outdoor living environment, a screened pool, a three-car garage, and the distinctive Celebration setting. For a buyer comparing larger Celebration homes, that combination deserves a closer look.

912 Croton Road, Celebration
$495,000
5 Beds ⋅ 4 Baths ⋅ Oak Island Cove SubDv. ⋅ 34747 Zip Code
Welcome to this well-maintained home in Kissimmee! Featuring a functional and spacious floor plan, this property offers comfortable living with easy access to shopping, dining, major highways, and Central Florida attractions. Whether you’re looking for a primary residence, vacation home, or investment opportunity, this property is a great option. Schedule your showing today!

2895 Blooming Alamanda Loop, Kissimmee
$394,900
4 Beds ⋅ 3 Baths ⋅ Eagle Pointe Ph 2 SubDv. ⋅ 34746 Zip Code
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 4649 Eagle Peak Drive in Kissimmee, a single-story, fully furnished 4-bedroom, 3-bath single-family home located in the Eagle Pointe community. The open floor plan brings the main gathering spaces together, creating an easy flow for daily living and entertaining. Public property information confirms the home is in Eagle Pointe and was built as a single-story residence. Inside, the home offers four bedrooms and three full bathrooms, providing plenty of flexibility for family, guests, or a home office. The main living areas feature a bright, open arrangement with vaulted ceilings, while the kitchen connects naturally with the surrounding dining and living spaces. Outside, a screen-enclosed in-ground pool creates an inviting setting for enjoying Florida’s year-round sunshine. The surrounding pool deck provides room for lounging and entertaining, while the private backyard offers additional space ready for personalization, whether envisioned as a garden, play area, or outdoor retreat. Situated in Eagle Pointe, the home enjoys an established residential setting in western Kissimmee with convenient access to Poinciana Boulevard, US-192, shopping, dining, and Central Florida attractions. Outdoor recreation is also available nearby at Shingle Creek Regional Park, which offers trails and natural areas along Shingle Creek.

4649 Eagle Peak Drive, Kissimmee
$1,775,000
4 Beds ⋅ 4 Baths ⋅ Celebration Area 5 SubDv. ⋅ 34747 Zip Code
Professional photos coming soon!!! 4BR/4 BATH Danforth model by ISSA Homes with 3,730 square feet. Meticulously cared for, FULLY FURNISHED home in Celebrations’ exclusive Artisan Park community backing to conservation. This home has upgrades abound, including Brazilian cherrywood hardwood floors, screened-in backyard oasis with heated salt water pool and spa, in-water sundeck, and covered gazebo with fireplace. Large, first floor master bedroom ensuite with tray ceilings, dual vanities, garden tub with separate shower, and custom walk-in closet with Mahogany built-ins. First floor laundry room with sink and storage cabinets, Two guest bedrooms on first floor separated by Jack and Jill bathroom, each with built-in closets. Upstairs includes bedroom, full bathroom, and large bonus/living room, perfect for guests or in-laws. Plantation shutters throughout the home, built-in bookcases and shelving in office and living room, pool view dinette, designer cherry cabinets in kitchen with custom pull out drawers in lower cupboards, island with sink, premium GE profile/monogram appliances, range hood, wine rack and wine fridge, closet style pantry, and inlaid tray ceilings. 3-car garage has premium garage floor coating, new belt driven smart garage door motor, and custom storage cabinets. Newer roof (2021), and 3 newer A/C units (2025). Enjoy the resort style Artisan Park Clubhouse amenities including heated pool, spa, fitness center, and restaurant bar/grill. Truly a must see.

1449 Stickley Avenue, Celebration
$389,000
4 Beds ⋅ 3 Baths ⋅ Bellavida Rep 3 SubDv. ⋅ 34746 Zip Code
Welcome to 940 Las Fuentes Drive! This beautifully upgraded, turnkey property offers the perfect combination of comfort, style, and investment potential. Enjoy beautiful ceramic tile throughout the first floor, upgraded showers, and enhanced tile and granite finishes in all three bathrooms. Major updates have already been taken care of, including a BRAND-NEW A/C (2026), BRAND-NEW WATER HEATER (2026), new pool safety fence, new pool pump, and more—allowing the next owner to enjoy the home without the expense of these big-ticket improvements. Currently operating as a short-term rental with three years of established rental history, this property offers an excellent opportunity for an investor or vacation-home buyer. Multiple future bookings may be transferred to the new owner, providing the potential for rental income from day one. Whether you’re looking for an investment property, vacation home, or your own Florida getaway, 940 Las Fuentes is truly turnkey and ready for its next owner!

940 Las Fuentes Drive, Kissimmee
$385,000
4 Beds ⋅ 2 Baths ⋅ Remington Prcl M1 SubDv. ⋅ 34744 Zip Code
Virtually Staged. Welcome to this beautiful 4-bedroom, 2-bath POOL home located in the highly sought-after Windsor Park neighborhood within the gated Remington Golf & Country Club community. Perfectly positioned on a scenic pond-front homesite, this move-in-ready residence offers the ideal blend of comfort, convenience, and Florida lifestyle living. Step inside to an open and airy floor plan featuring stylish laminate flooring, abundant natural light, and spacious living areas designed for both everyday living and entertaining. The well-appointed kitchen overlooks the living and dining spaces, creating a seamless flow for gatherings with family and friends. Sliding glass doors open to your private screened-in pool and lanai, where you can relax and enjoy tranquil pond views year-round. The spacious primary suite offers a walk-in closet and an upgraded ensuite bathroom, while the additional bedrooms are generously sized with ample closet space and ceiling fans throughout. Whether you're searching for a primary residence, vacation home, or income-producing property, this home offers exceptional flexibility with zoning that allows short-term rentals. Lawn care is included in the HOA dues, and the CDD is conveniently included in the annual property tax bill. Residents of Remington enjoy an impressive array of amenities, including a clubhouse, fitness center, recreation room, lap pool, kiddie pool, playground, tennis courts, basketball courts, beach volleyball, baseball and soccer fields, walking trails, and access to the community's beautiful golf course setting. Conveniently located near major highways, shopping, dining, schools, Orlando International Airport, world-famous theme parks, and Central Florida attractions, this exceptional home offers the perfect opportunity to enjoy resort-style living in one of Kissimmee's most desirable golf communities. Come experience the best of Florida living—your private pool retreat awaits

2747 Callaway Lane, Kissimmee
$389,999
3 Beds ⋅ 2 Baths ⋅ Windsor Hills, Ventura At Windsor Hills SubDv. ⋅ 34747 Zip Code
Escape to your ultimate sunshine sanctuary at 7650 Comrow St, Unit 105, nestled in the world-renowned, gated Windsor Hills Resort! This fully furnished 3-bedroom, 2-bathroom ground-floor condo offers the effortless, resort-style living you've been dreaming of—completely turn-key and ready for you to move right in, kick off your shoes, and start making lifelong memories. The bright, open layout flows seamlessly onto your private screened-in patio, where you can sip your morning coffee or relax in the evening breeze with soothing, picturesque pool views. Best of all, you are just steps away from the resort pool and clubhouse, giving you instant access to sun and fun right outside your door. Located just minutes from Walt Disney World and Central Florida's top attractions, world-class dining, and premier shopping, Windsor Hills delivers the perfect blend of luxury, fun, and convenience. As an owner, you'll enjoy world-class resort amenities, including a massive zero-entry heated pool, the thrilling Sir Windsor AquaVenture Water Park with dual slides, a 48-seat HD movie theater, state-of-the-art fitness center, game arcade, sports courts, and 24/7 guard-gated security. Don't miss this incredible opportunity to own your very own piece of paradise in one of the Orlando area's most desirable resort communities!

7650 Comrow Street Unit 105, Kissimmee
$359,900
3 Beds ⋅ 2 Baths ⋅ Montego Bay SubDv. ⋅ 34746 Zip Code
Welcome to **2504 Kingston Court**, located on a cul-de-sac in the Montego Bay community of Kissimmee! This **3-bedroom, 2-bath pool home offers 1,565 heated square feet** with comfortable living spaces and plenty of outdoor features to enjoy the Florida lifestyle. Step outside to your own backyard retreat featuring an **in-ground swimming pool**, plus an additional open patio with gazebo—perfect for relaxing, entertaining, grilling, or enjoying time with family and friends. The property also features an assortment of established **fruit trees, including mango, avocado, pineapple, and banana**, along with solar and electrical lighting throughout the outdoor areas. Inside, the kitchen has been updated with **additional cabinetry for extra storage and workspace**. The refrigerator, stove, and dishwasher remain with the home. Additional features include central air conditioning and ceiling fans in the living room and primary bedroom. Located in the **Montego Bay neighborhood**, this property offers another attractive opportunity:as **short-term rentals are permitted**, making it worth considering for investors as well as buyers looking for a primary residence to enjoy.  With its **cul-de-sac location, private pool, inviting outdoor living areas, tropical fruit trees, and investment potential**, 2504 Kingston Court has so much to offer. **Schedule your private showing and come see the possibilities!**

2504 Kingston Court, Kissimmee
$1,549,000
5 Beds ⋅ 4 Baths ⋅ Florida Fruit Belt Sls Co SubDv. ⋅ 34744 Zip Code
Experience elevated country living in this rare, custom-built estate compound set on 5.23 fully cleared and fenced acres in the heart of Kissimmee. Designed for both privacy and functionality, the property features two separate concrete driveways with electronic gated entry for seamless access. The main residence offers 5 bedrooms, 3.5 bathrooms, and a 3-car garage, with a thoughtfully designed split, open-concept floor plan. Light-filled living spaces include formal living and dining areas, a spacious family room, and a striking Chicago brick wood-burning fireplace that anchors the home with warmth and character. A large bonus room and screened living area provide flexible space for entertaining and everyday comfort. Outdoors, enjoy a true resort-style experience with a stunning pool and waterfall feature, complemented by a dedicated pool bath for guests. Expansive front and rear views showcase the beauty and scale of the property. For car enthusiasts, hobbyists, or business use, the nearly 4,000 sq ft steel-constructed outbuilding is equipped with upgraded electrical and a car lift, offering exceptional versatility. An additional bonus/play space above the garage adds even more room for recreation or creative use. A unique blend of space, style, and capability—this is a one-of-a-kind opportunity ready for immediate enjoyment.

2745 Lloyd Lane, Kissimmee
$549,900
4 Beds ⋅ 2 Baths ⋅ Breckenridge SubDv. ⋅ 34744 Zip Code
Virtually Staged. Welcome to Breckenridge, an all-age community located just off Kings Highway in Kissimmee. This 4-bedroom, 2-bathroom fenced home offers expansive living on nearly half an acre with versatile spaces and major mechanical peace of mind. The front entryway opens directly to formal living and dining areas designed for fluid entertaining. In the heart of the home, a generous kitchen equipped with stainless steel appliances provides clear views out to the sparkling pool and overlooks the family room, complete with a cozy wood-burning fireplace and a casual dinette area. The primary retreat offers exceptional privacy, featuring a large walk-in closet and an en-suite layout with two separate vanities located in individual rooms—each featuring its own sink—alongside a soaking jacuzzi tub and separate shower. On the opposite wing, two comfortable guest bedrooms share a full bath with dual sinks, conveniently positioned near the interior laundry room. The fourth bedroom was converted from a one-car garage into a true bedroom complete with a closet and central air, while the fifth room is an air-conditioned bonus room converted into an office with private exterior access out to the spacious yard, all while still maintaining a functional two-car garage. Outdoor living shines with a 12x30 fiberglass pool and an outdoor prep sink within the fully fenced yard. The expansive parking footprint includes the two-car garage alongside a massive driveway built to accommodate 8 to 11 vehicles, offering ample space for multi-vehicle households and guest parking. Major capital improvements have all been completed, including a new roof installed in October 2024, energy-efficient replacement windows rated to withstand 140mph winds from 2021, and both the central air conditioning system and water heater replaced in April 2025. Make this your new home and schedule your private tour today!

1730 Kasey Court, Kissimmee
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