Kissimmee/Celebration Homes with Pool Community Features

Kissimmee/Celebration Homes with Pool Community Features

Welcome to the enchanting region of Kissimmee and Celebration, nestled in the heart of Osceola County, Florida. Known for its vibrant atmosphere and proximity to some of the world’s most beloved attractions, this area offers a perfect blend of adventure and tranquility. With Walt Disney World just a stone's throw away, residents can enjoy the magic of theme parks while relishing the comfort of their own homes.

Kissimmee is renowned for its diverse real estate options, making it an ideal place for families, retirees, and vacationers alike. The charming community of Celebration, originally developed by The Walt Disney Company, is characterized by its picturesque streets, stunning architecture, and a vibrant sense of community. Here, you’ll find delightful shops, restaurants, and parks, all contributing to a warm, welcoming atmosphere.

One of the standout features of homes in this region is the abundance of properties with private pools. Imagine unwinding in your backyard oasis after a long day at the parks, or hosting gatherings with friends and family under the Florida sun. Homes with pool community features not only enhance your lifestyle but also provide a perfect setting for relaxation and entertainment. Whether you prefer a cozy retreat or a spacious family home, you’ll find a variety of styles and sizes to suit your needs.

In Kissimmee and Celebration, every day feels like a vacation. With beautiful weather year-round and a plethora of activities at your fingertips, this region is truly a dream come true for anyone looking to embrace the Florida lifestyle. Come explore the endless possibilities and make this vibrant community your new home!

Newest Kissimmee/Celebration Homes with Pool Community Features

$360,000
4 Beds ⋅ 3 Baths ⋅ O6445182 MLS ⋅ 8956 BLDG.
Picture this: coffee in hand, a few steps out your door, and you're already at the clubhouse. That's everyday life at this fully furnished 4-bedroom, 3-bath townhome in Paradise Palms Resort, a gated, short-term-rental-friendly community just minutes from Walt Disney World. Inside, the open layout makes it easy to gather, whether you're cooking, catching up, or planning tomorrow's park day. With four bedrooms and three full baths, there's room to spread out and a quiet spot for everyone at the end of the day. Then there's the extended lanai, where your private splash pool is waiting. It's the kind of space you'll find yourself returning to again and again, for a morning swim, an afternoon break from the Florida heat, or a relaxed evening outdoors. And when you want more, it's all just a short stroll away: a tropical lagoon pool with spas, kids' pool and play area, cinema, fitness room, tennis and volleyball, game room, coffee shop and convenience store, plus concierge and front desk service. Shopping, dining, and major roads are close by too. Turnkey, furnished, and ready from day one. Homes this close to the clubhouse don't come along often, so schedule your showing today!

8956 Candy Palm Road, Kissimmee
$449,000
3 Beds ⋅ 2 Baths ⋅ O6444615 MLS ⋅ 1001 BLDG.
Virtually Staged. Discover a stylish and spacious 3-bedroom, 2-bath condominium in Siena at Celebration, offering approximately 1,622 square feet of comfortable living space, an attached one-car garage, and a thoughtfully designed layout. From the moment you enter, the home offers a polished blend of function and contemporary style. The first level provides convenient access to the garage and laundry area, while the main living level opens to a bright, spacious floor plan with plenty of room for relaxing, dining, and entertaining. The kitchen makes an immediate impression with 42-inch soft-close cabinetry, glass display accents, a built-in wine rack, quartz countertops, and stainless-steel appliances. Coordinating cabinetry and countertops continue into both bathrooms, creating a cohesive and refined look throughout the home. Additional details include modern ceiling fans and fixtures, a sleek metal stair railing, raised ceilings in the kitchen and primary bathroom, and finishes that give the home a fresh, updated feel. The primary bathroom offers a relaxing retreat with a generous shower, built-in bench, and rainfall-style shower fixture. Beyond the home, Siena at Celebration offers access to community amenities including a pool, fitness center, playground, tennis courts, and recreational areas. Celebration is known for its distinctive setting, parks, trails, dining, shopping, community events, and convenient access to Central Florida destinations. Located near Walt Disney World Resort, major attractions, shopping, dining, and area roadways, this property offers the space, features, and location buyers are looking for. If you have been waiting for an opportunity to own in Celebration, this 3-bedroom Siena condo deserves a closer look. Schedule your private showing and experience the layout, finishes, community amenities, and location for yourself.

1001 Via Santae Lane Unit 203, Kissimmee
$1,190,000
4 Beds ⋅ 5 Baths ⋅ S5158331 MLS
Virtually Staged. Welcome to Celebration, Florida! This beautiful David Weekley Single-Family Pool Home offers an exceptional combination of space, comfort, and location. Situated on a cornet lot with nice water view, this approximately 3,000-square-foot home features 4 bedrooms, 4.5 bathrooms, sunroom, pool and 2 car garage providing plenty of room for family and guests. Step inside to an inviting open floor plan designed for both everyday living and entertaining. The first floor features a spacious bedroom with a private full bathroom and a generously sized closet, offering an ideal retreat for guests, extended family, or anyone seeking convenient first-floor living. The home also features a formal living room and dining room, a comfortable family room, and a well-appointed kitchen that flows naturally into the main living areas. Large windows fill the home with natural light and create a warm and welcoming atmosphere throughout. Enjoy the Florida lifestyle from the charming front porch or relax and entertain on the screened-in rear porch, complete with a private pool and spa. Additional highlights include a two-car garage, spacious bedrooms, generous closet space, nice water view and an alley-accessed corner lot. Located in the highly sought-after community of Celebration, this home is conveniently close to parks, walking and biking trails, shopping, dining, schools, and Celebration’s charming downtown area. A wonderful opportunity to enjoy the space, comfort, and unique lifestyle that make Celebration such a special place to call home!

902 Waterside Drive, Kissimmee
$6,950,000
10 Beds ⋅ 13 Baths ⋅ O6444760 MLS
Welcome to 900 Golden Bear Drive, a modern palatial masterpiece nestled within the highly sought-after, guard-gated community of Reunion Resort — this was the first of its kind in the area... Professionally furnished and move-in ready, this exquisite 10-bedroom, 10-full and 3-half-bathroom estate home spans over 11,000 square feet on direct water lot in the West Village, offering ample space for large groups and unforgettable gatherings. Step through a dramatic two-story, glass-walled entry beneath floating stairs with a glass railing, into a seamless open-concept living and dining space finished throughout in warm engineered wood flooring. Indulge in the art of culinary excellence within the gourmet kitchen, outfitted with high-end Sub-Zero and Wolf appliances and ample counter space — a dream kitchen for the chef in all of us. A separate butler's pantry and coffee bar, plus a hidden-door secondary prep kitchen, make large-scale entertaining and dinner service effortless. An electric fireplace, private home theater with surround sound, golf simulator, and a third-floor loft. This home is furnished to the highest throughout with Caracole Furniture inside and "RH" furniture outside... round out the entertaining spaces, along with so much more! Each of the ten bedroom suites is a private sanctuary, lavishly appointed with high-end finishes to ensure every guest enjoys the pinnacle of comfort. The primary suites offer direct water views, a spa-style ensuite with a glass-enclosed walk-in shower and freestanding soaking tub, and access to a pool deck overlooking the pool and lake beyond. Beyond the bedrooms, a dedicated arcade and games room and a striking custom-themed dual bedroom themed suite add a playful, memorable and extraordinary touch. Step outside to a resort-style paradise awaits. The sparkling pool and spa, complete with a swim-up bar and in pool dining, the basketball hoop and an oversized outdoor chess set are a great outdoor fun game and the sparkling pool beckon you in for a refreshing dip on warm Florida days, while the summer kitchen offers an alfresco dining experience like no other. Embrace balmy evenings gathered around the covered cabana bar, savoring delicious meals and cocktails against uninterrupted pond views and forging lasting memories. Beyond the property, enjoy the full Reunion Resort®. We are just minutes from Walt Disney® Parks, Orlando's major attractions, and Orlando International Airport, with easy highway access to some of the best beaches in the world. Florida's year-round summer weather and Reunion's® picture-perfect landscape create the ideal backdrop for outdoor living, with access to three world-renowned championship golf courses and numerous resort pools throughout the community. Don't miss this incredible opportunity to own your very own piece of paradise — complete, furnished, and ready for its next chapter today.

900 Golden Bear Drive, Kissimmee
$235,000
3 Beds ⋅ 2 Baths ⋅ O6441799 MLS ⋅ 3175 BLDG.
Beautifully updated first-floor corner condo in a private Kissimmee community! Talked away in a secure, private community yet just minutes from Disney, US 192, dining, shopping and all that Kissimmee’s best, this beautifully updated first floor corner unit is the perfect place to call home or enjoy as a vacation getaway. Step inside to a nicely furnished, inviting interior with beautifully redone bathrooms, and a comfortable, move-in ready feel throughout. As a corner unit, the home offers added privacy and an abundance of natural light. The highlight is the peaceful view from the back balcony – the perfect spot to enjoy your morning coffee or unwind at the end of the day. Whether you’re looking for a full-time residence, second home, or investment opportunity, this community offers the convenience of being close to central Florida’s world famous attractions, while providing a quiet, treat away from the hustle and bustle!

3175 Feltrim Place Unit 103, Kissimmee
$849,999
4 Beds ⋅ 3 Baths ⋅ O6444832 MLS
Welcome to this beautifully presented 4-bedroom, 3-bath pool home located in the highly sought-after Reunion Resort! With approximately 2,295 square feet of living space, this home offers a bright, open floor plan with plenty of room to gather and entertain. The spacious living area flows seamlessly into the kitchen and dining spaces, creating an easy layout for both everyday living and vacation stays. Step outside to your own private pool and patio, the perfect place to enjoy the Florida sunshine, relax after a day at the parks, or spend an evening with family and friends. Inside, four generously sized bedrooms provide plenty of space for guests, including a fun bunk room, while the additional entertainment spaces make this home especially well suited for the vacation-home lifestyle. Located within Reunion Resort, you're surrounded by beautiful resort scenery and world-class golf while remaining just a short drive from Walt Disney World, Disney Springs, dining, shopping and everything Central Florida has to offer. Whether you're looking for a primary residence, second home, or vacation rental opportunity, this property offers a fantastic combination of space, location and resort living.

1407 Titian Court, Kissimmee
$999,995
9 Beds ⋅ 7 Baths ⋅ O6441428 MLS
SPECTACULAR 9-BEDROOM THEMED ESTATE HOME IN SOLARA RESORT- Where every day feels like a vacation! Step into your own private world of luxury, fun, and unforgettable memories in this spectacular 9 Bedroom, fully furnished estate home located in the highly sought-after Solara Resort near Disney World! Designed for families, multigenerational gatherings, and savvy vacation-home investors, this extraordinary residence offers the perfect combination of resort=style living, themed entertainment, spacious accommodations and an unbeatable Orlando location. This home offers an exceptional blend of private-home comfort and five-star resort excitement, making it possible to spend the morning at the parks, the afternoon relaxing at home and the evening enjoying your own private enternatinment retreat! As a resident of Solara Resort, your family and guests have access to an impressive collection of 5 Star resort amenities designed to keep everyone entertained with a zero entry resort pool, flow Rider surf simulator, water slides, cabanas, basketball court, soccer field, volleyball, playground, park, state of the art fitness center, marketplace and restaurant. This is a home Built for Memories, with 9 bedrooms and generous living and entertaining areas, there is room for everyone to come together while still having plenty of of space to retreat and recharge. This home is currently professionally managed as a vacation rental and well suited for large families, extended families, reunions, celebrations and groups of friends traveling together, This fully furnished home is truly Turnkey and has been thoughtfully positioned for the short term vacation rental market. The home has an established rental history and has been optimized to stand out in the vacation-home market Rental information provided upon request. Location, Location, Location- a few miles from Walt Disney World, this home places you close to Orlando’s world-famous attractions, restaurants, shopping, entertainment and beaches. Spend the day exploring Disney, Universal, Seaworld and Orlando’s many attractions, then return to the comfort of your own luxurious private vacation residence. This isn’t simply a house near Disney-it’s an entire vacation experience under one roof. Come home to Solara. Bring the Family. Make the Memories. And let the vacation begin the moment you walk through the door

8911 Tropical Haven Court, Kissimmee
$279,000
3 Beds ⋅ 3 Baths ⋅ S5157811 MLS ⋅ L BLDG.
Virtually Staged. SHORT-TERM RENTALS ALLOWED! FULLY FURNISHED, INCOME-PRODUCING PROPERTY IN REUNION RESORT! Excellent opportunity for investors, second-home buyers, or anyone seeking a turnkey vacation property in one of Central Florida’s premier resort communities. SPECIAL FINANCING INCENTIVE: Qualified buyers may be eligible for a lender credit equal to 1% of the loan amount, which may be applied toward allowable closing costs or an interest-rate buy-down, subject to lender program requirements, buyer qualification, loan terms, and lender approval. Beautifully furnished 3-bedroom, ground-floor residence at The Villas at Reunion Resort featuring desirable south-facing exposure and a spacious covered balcony overlooking peaceful conservation views. The open-concept layout connects the kitchen, dining, and living areas, while the kitchen offers granite countertops, stainless steel appliances, generous cabinetry, and ample prep space. Offered fully furnished and professionally decorated, this property is ready for immediate enjoyment as a vacation retreat, second home, or potential income-producing rental. Located just a short walk from Reunion’s Water Park, owners and guests can enjoy three championship golf courses designed by Arnold Palmer, Tom Watson, and Jack Nicklaus, a water park with lazy river and slide, resort-style pools, tennis and pickleball courts, fitness centers, mini golf, spa services, playgrounds, and on-site dining. Reunion Resort also offers 24-hour guard-gated access and is conveniently located minutes from Walt Disney World, shopping, dining, Orlando attractions, and Orlando International Airport. The HOA includes water, sewer, trash, cable, internet, exterior maintenance, common-area electricity, and elevator service. Fully furnished. Short-term rentals allowed. Resort amenities. Income-producing potential. Preferred-lender credit available. Schedule your private showing today!

7656 Whisper Way Unit 102, Kissimmee
$610,000
5 Beds ⋅ 5 Baths ⋅ O6443467 MLS ⋅ 7769 BLDG.
Welcome to a completely furnished 5bedroom and 5 bathrooms pool home in the Windsor Hills community resort. This well-decorated home with luxury vinyl planking and tile throughout the house, features a spacious and beautifully furnished living room, where you can relax and unwind with your family and friends. The living room has a large TV, comfortable sofas and chairs, and plenty of light streaming in from the windows and new chandelier. The fully equipped kitchen with granite counter top, stainless steel appliances, and all necessary cookware and utensils is convenient for preparing meals. There is also a dining room with a large dining table and seating for a family. The five bedrooms are all elegantly furnished and provide a comfortable and peaceful retreat after a busy day exploring the area. Each bedroom has its own private bathroom, which is convenient for larger groups or families. Three of the bedrooms feature king/queen-size beds, while the forth and fifth bedrooms have two twin beds. The outdoor area is nice for enjoying Florida's sunny weather, with a screened-in private pool, chairs, and a covered patio area with a dining table and BBQ grill. The home is located in the popular Windsor Hills resort in Kissimmee, Florida, which offers a range of amenities such as a large clubhouse, fitness center, game room, movie theater, and a water park with a slide and splash pad. The resort is just a short drive away from Walt Disney World, Universal Studios, and other Orlando attractions. Convenient location, easy access to major highway I4, US 27, and US 192. Give yourself a tour!

7769 Teascone Boulevard, Kissimmee
$889,000
4 Beds ⋅ 3 Baths ⋅ TB8551532 MLS
Rare single-story living on one of Celebration's prettiest streets in the highly sought after South Village. True one-level homes rarely come available in this town, and 825 Spring Park Loop delivers one wrapped in storybook Cape Cod charm, from the brick walkway to the full-width front porch with classic columns, red double-door entry, and three gabled dormers. The porch is even built ready to hang your porch swing. And beyond the one-story main house, there's the bonus of a private guest studio above the garage. Every room of the main home lives on a single level. Three bedrooms and 2 baths, no stairs, with engineered hardwood floors flowing through the living areas and bedrooms, beautiful plantation shutters throughout, a gas fireplace in the family room, and an open kitchen and family room layout with eat-in space. The primary suite is on the main floor with a walk-in closet and a bath with garden tub and separate shower. Above the attached two-car garage, a 528-square-foot studio apartment with its own kitchen, full bathroom, and private entrance brings the total to 4 bedrooms and 3 baths. Perfect for extended family, guests, a home office, or income potential. The big-ticket items are done. Roof 2019, main home HVAC 2017, water heater 2026, and a brand-new 2026 air conditioning system in the guest studio. The home sits in Flood Zone X, where flood insurance is not required by most lenders. The kitchen and baths are original to the build and priced accordingly, a genuine opportunity to renovate to your own taste in a location where updated homes of this size have sold for considerably more. And then there's Celebration itself. Founded by the Walt Disney Company and celebrated as one of America's most iconic master-planned towns, it offers tree-lined streets, lakefront promenades, and a walkable downtown filled with boutiques, year-round community events, and restaurants, headlined by a location of Tampa's famed Columbia Restaurant right on Front Street, steps from the lake. The Walt Disney World Resort is just minutes from your door, with easy access to I-4, the airports, and everything Central Florida offers. Sip morning coffee from that porch swing, then stroll or hop the golf cart into town. Community pools, fitness center, parks, playgrounds, tennis, and golf, zoned for Celebration K-8 and Celebration High. Furnishings negotiable. Over the past year, single-level homes made up just a handful of Celebration's sales. Here's your chance at one. Schedule your private showing today.

825 Spring Park Loop, Kissimmee
$650,000
5 Beds ⋅ 5 Baths ⋅ O6443787 MLS
Stunning Furnished in Encore Resort at Reunion! Experience luxury resort-style living in this beautifully upgraded, fully furnished 5-bedroom, 4.5-bathroom home located in the exclusive, gated community of Encore Resort at Reunion. Featuring elegant flooring, high-quality furnishings, and tasteful décor throughout, this spacious residence offers the perfect combination of comfort, style, and functionality. Situated on an oversized lot of just over a quarter acre, the property provides an exceptional private outdoor living experience. The backyard is an entertainer’s dream, featuring an extended covered porch, a sparkling swimming pool with spa, and lush landscaping that creates a peaceful and private setting. Ideally located just minutes from Central Florida’s world-renowned theme parks, including approximately 10 minutes from major attractions, this home offers convenient access to Disney, Universal, shopping, dining, and other area attractions. Whether you're looking for a primary residence, vacation home, or investment property, this beautifully furnished home presents an excellent opportunity to own a piece of the sought-after Encore Resort at Reunion community. Residents can enjoy access to a variety of resort-style amenities, providing a true vacation-lifestyle experience right at home. Don’t miss the opportunity to own this exceptional furnished home in one of the area’s most desirable resort communities. Schedule your private showing today! Listing agent is the managing agent. For further details regarding the property’s historical income and expenses, please contact the Listing Agent. All information available to the Seller and Listing Agent has been provided in the listing and disclosures. If information is not included, it is not available to us. Buyers and their agents are responsible for verifying all information that is important to their purchase, including but not limited to HOA rules and regulations, leasing restrictions, fees, room dimensions, square footage, lot size, taxes, and any other property details. All measurements and listing information are approximate and should be independently verified by the Buyer and Buyer's Agent.

284 Southfield Street, Kissimmee
$404,900
5 Beds ⋅ 4 Baths ⋅ O6444302 MLS ⋅ 47 BLDG.
Discover this spacious, modern 5-BEDROOM, 4-BATHROOM CONDO IN REUNION RESORT & GOLF CLUB. Its bright, LOFT-STYLE LAYOUT offers room to gather and room to unwind, whether you’re looking for a full-time residence or a Florida getaway. The main level features an open living area, a modern kitchen with ample storage, and two bedrooms. Upstairs, you’ll find three additional bedrooms and a second living area ideal for relaxing or entertaining. A private terrace provides another inviting space to enjoy time outdoors. Located near Orlando’s theme parks, REUNION IS KNOWN FOR ITS THREE SIGNATURE GOLF COURSES DESIGNED BY JACK NICKLAUS, ARNOLD PALMER, AND TOM WATSON. Explore the possibilities of owning a home in this sought-after destination. Rental options are subject to applicable community rules.

7740 Sandy Ridge Drive Unit 227, Kissimmee
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