Kissimmee/Celebration Homes with Rain Gutters Exterior Features

Kissimmee/Celebration Homes with Rain Gutters Exterior Features

Welcome to the enchanting region of Kissimmee and Celebration, Florida, where vibrant communities meet the charm of Southern living. Nestled in Osceola County, Kissimmee is a gateway to some of the most beloved attractions in Central Florida, including the world-famous Walt Disney World Resort. This area is not only a haven for thrill-seekers and families but also a picturesque locale that offers a rich tapestry of culture, outdoor activities, and dining experiences.

Celebration, a beautifully designed community founded by The Walt Disney Company, boasts stunning architecture, tree-lined streets, and a vibrant downtown area filled with shops, cafes, and seasonal events that bring residents together. The close-knit atmosphere and scenic surroundings make it an ideal place to call home.

When it comes to finding your dream home in Kissimmee or Celebration, look no further than properties featuring rain gutters—an essential exterior feature that enhances the longevity and maintenance of your home. Rain gutters effectively channel water away from your roof and foundation, protecting your investment from water damage and erosion. Homes equipped with these practical features not only provide peace of mind during Florida’s rainy season but also contribute to the overall aesthetic appeal of the property.

With a diverse range of housing options, from charming single-family homes to modern townhouses, Kissimmee and Celebration invite you to explore the perfect blend of comfort, convenience, and community spirit. Discover your slice of paradise in this vibrant Florida region, where every day feels like a vacation!

Newest Kissimmee/Celebration Homes with Rain Gutters Exterior Features

2593 Maneshaw Lane, Kissimmee
$360,000
3 Beds ⋅ 3 Baths ⋅ O6455336 MLS ⋅ 001 BLDG.
YOUR DISNEY VACATION GETAWAY WITH INVESTMENT POTENTIAL! Welcome to 2593 Maneshaw Lane, an exciting opportunity to own a vacation home in the highly sought-after Windsor Hills Resort, one of the area's premier vacation communities just minutes from Walt Disney World! Featuring 3 bedrooms, 3 bathrooms, and your very own private pool, this inviting townhome offers the perfect combination of personal enjoyment, vacation convenience, and short-term rental potential. Imagine spending your mornings exploring the magic of Disney, your afternoons relaxing poolside in your own private retreat, and your evenings enjoying everything this incredible resort community has to offer. Windsor Hills takes the vacation experience to another level with an impressive array of resort-style amenities, including a spectacular zero-entry lagoon-style swimming pool, a heated spa, Sir Windsor's AquaVenture water park with exciting waterslides and splash pad, a fully equipped fitness center, clubhouse, arcade and game room, movie theater, children's playgrounds, tennis, basketball, pickleball, sand volleyball, and a putting green. The clubhouse also features a convenient Marketplace & Grill, making it easy to enjoy a relaxing meal or grab vacation essentials without leaving the resort. All within a 24-hour guard-gated community designed around the Central Florida vacation lifestyle! Whether you're searching for your own Disney-area vacation retreat, a property to enjoy with family and friends, or an investment opportunity with the flexibility to rent through short-term vacation rental platforms when you're away, this property offers an appealing combination of location, lifestyle, and versatility. Conveniently located near Walt Disney World, Disney Springs, shopping, dining, golf, and Central Florida's world-famous attractions, this is your opportunity to experience the magic of Windsor Hills for yourself. Own your piece of the vacation lifestyle and make every visit to Central Florida unforgettable!

2593 Maneshaw Lane, Kissimmee
801 Oak Shadows Road, Kissimmee
$2,495,000
6 Beds ⋅ 5 Baths ⋅ S5160549 MLS
Tucked on a quiet, tree-lined street in Celebration's sought after East Village, this single-story 6 bedrooms estate greets you with a wrap-around porch of red Chicago brick, made for slow afternoons, and a screened side porch off the dining room for dinner al fresco. Set on an oversized homesite of nearly half an acre, it offers a sense of space and privacy that is hard to find in Celebration. Double doors open to formal dining, a living room or office, and a formal living room overlooking the screened patio and pool. High ceilings and crown molding throughout. The upgraded kitchen flows into a breakfast nook wrapped in glass and a family room. The owner's suite opens to the patio, with plantation shutters, two large closets, a soaking tub, separate vanities and a sauna in the shower. Two bedrooms share a Jack and Jill bath, and a third bedroom or office connects to a pool bath. A large laundry room and two flex rooms complete the home. Step outside and the home becomes a private resort. The screened patio opens to a sparkling pool and spa framed by lush, mature landscaping, with palms and tropical greenery creating a natural sense of seclusion. Beyond the pool, a sprawling backyard unfolds, with citrus trees and room to garden, play or entertain, all backing to conservation woods. A porte-cochère and long driveway lead to a six-car garage with a 2-bed, 2-bath guest house above, with a full kitchen and a private deck over conservation woods. A six-car garage is almost unheard of in Celebration, with room for a car collection, a workshop, golf carts and more. Paid-off solar adds lasting savings. Living in East Village means morning walks on tree-shaded sidewalks, evenings by golf cart to the lakefront shops and restaurants of downtown Celebration, and a community of parks, trails and front porches, just minutes from Disney and the best of Central Florida. Schedule your private showing today.

801 Oak Shadows Road, Kissimmee
8513 Bay Lilly Loop, Kissimmee
$380,000
4 Beds ⋅ 3 Baths ⋅ TB8562839 MLS ⋅ N/A BLDG.
Attention Investors! This beautiful FULLY FURNISHED 4-bedroom 3-bathroom Townhouse with private heated pool could be yours. This home comes not just fully furnished, but equipped with appliances, dishes, flatware, bowls, coffee makers (including Keurig), blender, popcorn machine, sheets, towels, washcloths, pillows, everything you will need for a fully operational short-term rental, turnkey. The four bedrooms are all furnished with beds, nightstands, lamps, dressers, flat screen televisions, ready for you and your family or your guests. Encantada is a short-term rental community with a fully functioning award-winning clubhouse, with a gym/fitness center, game room, restaurant/cafe, sundry shop, two community pools, two hot tubs/spa, and a very peaceful and delightful fishing pier. Upon entering you will notice the bright open space. When opening the sliding patio doors to your private pool and patio, you'll be in awe. The 4-burner grill is included in the sale of this property. This space is great for entertainment and relaxation. HOA fees include 24-hour manned security, landscaping, high-speed Internet, cable, private telephone with a local number and free calls within the U.S. and of course outside maintenance and repairs. ENCANTADA, is located off of US 192, and minutes from Disney World, restaurants, shopping plazas with the most popular and convenient stores. A/C is only 18 months old; Pool includes a smart heater than can be accessed using a phone app. The property is equipped with an electronic smart lock with key. Whether you want to occupy it or use it as a short-term rental vacation home This townhome has a lot to offer at an exceptional value. A Must See!

8513 Bay Lilly Loop, Kissimmee
8809 Dunes Court Unit 303, Kissimmee
$229,900
3 Beds ⋅ 2 Baths ⋅ O6454048 MLS ⋅ 8809 BLDG.
Expect To Be Impressed With This Pristine Maintained And Fully Furnished 3 Bedroom, 2 Bath Condo. Ideally Located With Just A Short Walking Distance To Clubhouse And Amenities. This Top Floor Condo Eliminates Any Noises Above Unit, Offers Open Living Areas With Built In Shelving, Split Bedroom Plan, Walk In Closets, Inside Laundry Room, Ceiling Fans, Screen Enclosed Lanai And Much More ! This Privacy Gated Community Provides An Array Of Resort Style Amenities Which Include A Club House, Two Pools, Fitness Center, Game Room, Lighted Tennis, Basketball, And Pickleball Courts, Sand Volley Ball Court, Playground, Walking Trails, BBQ Grills, And Golf Driving Net. All Of This Plus Being Located Just Minutes From Walt Disney World And The Other Major Tourist Attractions, Shopping, Restaurants, Main Highways/Expressways. Fantastic Opportunity To Own Full Time Or As A Vacation Property.

8809 Dunes Court Unit 303, Kissimmee
717 Siena Palm Drive Unit 717, Kissimmee
$340,000
3 Beds ⋅ 2 Baths ⋅ O6455007 MLS ⋅ 26 BLDG.
Charming 2 story end unit Mediterranean styled 3bedroom/2bath townhome condo in the community of Siena in Celebration. First floor features a spacious family room with adjacent dining area and kitchen with breakfast bar. Attached 2 car garage off of the kitchen enters through private street in rear. Second floor with master suite with ensuite bathroom and large walk-in closet along with 2 large bedrooms and an updated second bathroom. A laundry in the hallway finishes off the second floor. Siena recreation are steps away. The community center has a meeting room for activities and a gym. The pool area is surrounded with palms and mature landscaping with furniture available for relaxation. An adjacent playground provides fun. Siena is conveniently located near shopping, restaurants and recreation. Located near Interstate 4, the 417 Greenway and Disney World directly via World Drive. All infomation recorded in the MLS is intended to be accurate but cannot be guaranteed. Buyer is advised to verify. NEW AC INSTALLED 1/17/2025. NEW MAYTAG WASHER AND DRYER 2026.

717 Siena Palm Drive Unit 717, Kissimmee
9054 Paolos Place, Kissimmee
$2,950,000
6 Beds ⋅ 7 Baths ⋅ O6453170 MLS
Masterfully renovated, exceptionally appointed, and breathtakingly luxurious: refined lakefront living, within the shadows of Walt Disney World®, securely positioned behind its own private gates within a picturesque neighborhood. Welcome to Paolos Place: a private compound close to the magic but tranquil and desirable enough to be its own destination. This elegant mansion was custom-built by the community builder as his personal residence but reimagined by its current owners into a showplace of style, grandeur, and sophistication. Set within a park-like compound of nearly 2-acres, the location is supreme: just minutes from Disney and is the perfect address as a full-time residence, exquisite second home, or exceptional short-term rental retreat destination. Recently transformed with new flooring, stunning new kitchen, dramatically impressive iron front doors with glass, completely transformed master bath and closet, new lighting – plus renovated detached cabana with 6th bedroom suite. The kitchen is a showplace of sophistication with crisp white cabinetry and classic detailing complemented by a soft sage-green island, creating a warm and inviting focal point, accented with a striking designer backsplash. Professional-style stainless steel appliances include double dishwashers, double wall ovens, and a 6-burner plus griddle gas cooktop. There’s even a hidden walk-in pantry and adjacent butler’s pantry with wine room, beverage cooler, and serving bar. An inviting family room features soaring ceilings with elegant crown molding, recessed lighting, and a custom-built floor-to-ceiling stacked stone fireplace with coordinating mantel which serves as focal point, complemented by a wall-mounted television. Large sliders open to reveal an open screened pool and spa enclosure, patio space, outdoor grill, and retractable awnings. The detached 676 sq foot cabana offers a separate retreat for guests including the 6th bedroom, or gym. The estate’s grounds include pathways, a gazebo, fountain, and multiple gardens for relaxing and reflection. Follow your private pier to skiable Lake Davenport – a 178-acre haven for bass fishing and pleasure boating. The stylish 24x15 ft. primary retreat features hardwood oak flooring, custom niches, and a spectacular master bath with onyx counters, multi-headed walk-in shower, and soaking tub. A secondary suite and office are on the first floor, in addition to a large bonus room/second executive office with bar. Upstairs are three large bedroom suites with screened balconies, and a showstopping movie theater- with a concessionaire entrance. New generator, 4-car garage, large winding drive, and home may be sold with furniture and boat! An estate like no other offering many possibilities: forever dream home, vacation residence, or even income-producing short-term rental or corporate retreat.

9054 Paolos Place, Kissimmee
3024 Secret Lake Drive, Kissimmee
$315,000
3 Beds ⋅ 3 Baths ⋅ O6454566 MLS ⋅ 3024 BLDG.
Welcome to 3024 Secret Lake Dr! This beautiful turnkey 3-bedroom, 3-bath home in the desirable Encantada community offers comfort, convenience, and versatility. Ideally located near Margaritaville, golf, dining, shopping, and Central Florida’s most popular attractions, this corner-unit home is ready to enjoy from day one. The open-concept floor plan creates a welcoming flow between the living and dining spaces, making entertaining easy. All bedrooms are located upstairs, offering a comfortable separation between living and private spaces. With no carpet throughout, maintenance is a breeze. Step outside to your enclosed patio and private hot tub—an ideal place to relax after a day in the Florida sunshine. Whether you're looking for a vacation getaway, full-time residence, or investment opportunity, this property offers plenty of possibilities. Short-term rental use may be permitted, subject to community rules and applicable regulations. Don't miss the opportunity to make this turnkey property your own!

3024 Secret Lake Drive, Kissimmee
7616 Excitement Drive, Kissimmee
$3,450,000
10 Beds ⋅ 12 Baths ⋅ S5160544 MLS
Contemporary Mediterranean Architecture And Modern Finishes Define This Exceptional Estate Known As **Revive At Reunion**, A Fully Furnished 10-Bedroom Luxury Retreat Accommodating Up To 24 Guests. Set On An Oversized Double Lot, The Home Enjoys Views Of The Arnold Palmer Signature Golf Course And Tree-Lined Conservation. **An Exceptional Investment Opportunity!** Over The Past Two Years, Revive At Reunion Has Generated More Than **$436,000 In Gross Rental Revenue**, Including Private Bookings Arranged Directly By The Owner For Friends And Family. This Proven Rental History Showcases The Estate's Appeal As Both A Luxury Vacation Destination And An Income-Producing Investment Property. The Home Is Professionally Managed By Magical Vacation Homes, Reunion Resort's Preferred Property Management Company. Custom Double Glass Entry Doors Open To An Expansive Living Area Showcasing High-Gloss Porcelain Tile With An Elegant Light Gray Marble Finish. A Formal Dining Area Seats 12, While The Chef-Inspired Kitchen Features A Six-Burner Gas Range, Double Ovens, Dual Dishwashers, And An Oversized Commercial-Grade Refrigerator. The Outdoor Oasis Is Designed For Resort-Style Entertaining, Featuring A Spacious Covered Patio With Automatic Drop-Down Screens, Alfresco Dining, A Built-In Summer Kitchen With Vented Hood, And An Oversized Swimming Pool And Spa With Custom LED Lighting. Three En-Suite Bedrooms Are Located On The Main Level, Along With An Exciting Arcade Featuring Dual Fast & Furious Sit-Down Racing Games, A Multi-Game Arcade System, Air Hockey, And HDTV Lounge. Upstairs, Seven Additional Suites Complement A Private Theater With HD Projection, Surround Sound, And Reclining Leather Seating. The Entertainment Loft Features A Pool Table, Casino-Style Poker Table, And Covered Balcony Overlooking The Pool And Golf Course. Themed Accommodations Include A Princess Suite With Built-In Double Bunk Bed And A Star Wars-Inspired Suite With Double Bunk Beds And A Built-In Slide. A Fitness Room And A Third-Floor Secret Game Room With Foosball And Video Games Complete The Experience. The Estate Includes A Transferable Reunion Resort Membership, Offering Access To 12 Community Pools, Three Signature Golf Courses Designed By Palmer, Watson, And Nicklaus, A Multimillion-Dollar Water Park, Full-Service Spa, Hydro-Grid Clay Tennis Courts, Restaurants, Golf Pro Shops, And Miniature Golf. Ideally Located Near Walt Disney World, Orlando's Major Attractions, Orlando International Airport, And Florida's Beautiful Beaches.

7616 Excitement Drive, Kissimmee
8972 California Palm Road, Kissimmee
$365,000
4 Beds ⋅ 3 Baths ⋅ O6453992 MLS ⋅ 8972 BLDG.
Welcome to Paradise Palms Resort! Beautifully updated 4-Bedroom, 3-Bath Townhome with private pool! Experience the perfect blend of comfort, style, and resort-style living in this stunning townhome located in a desirable guard-gated community just minutes from Walt Disney World! Step inside to discover gorgeous wood tile flooring (2025) , elegant plantation shutters (2024), fresh interior paint (2025), and updated luxury vinyl staircase flooring (2025). The beautifully appointed kitchen features granite countertops, a stylish stone backsplash (2024), and new LG appliances (2025). Spacious bathrooms dual have sinks and a walk-in shower. Additional upgrades include a NEW A/C (2023), water heater (2023), and pool screen enclosure (2024). Washer and dryer convey! Your private tropical oasis awaits! Relax in your sparkling private pool or unwind beneath the covered lanai, perfect for enjoying Florida living year-round! Enjoy incredible Paradise Palms Resort Amenities, including a resort-style pool, clubhouse, fitness center, sports courts, playground, and more! HOA benefits include daily trash pickup, landscaping, and internet. Ideally located near Disney, shopping, dining, and entertainment, this beautiful townhome is perfect for year round living, vacation getaway or investment opportunity. YOUR SLICE OF PARADISE AWAITS! Call for a private showing today!

8972 California Palm Road, Kissimmee
600 Edwards Street Unit 7202, Kissimmee
$749,999
3 Beds ⋅ 3 Baths ⋅ O6453384 MLS ⋅ #600 BLDG.
Luxurious Carlyle Condo built by Issa Builder located in the heart of downtown Celebration. This spacious 3 bedroom and 2.5 bath is light and bright with plenty of room for entertaining guests! This popular open floor plan is perfectly situated on the 2nd floor. You can enjoy the beautiful and serene views of the tree lined streets. Large foyer features powder room and flows to the Kitchen and family room area. Spacious kitchen opens to a large family room area with charming french doors that lead to a balcony for relaxing. Kitchen has 42 inch maple cabinets and gorgeous granite counter tops with stainless steel appliances. Charming wine storage closet! Beautiful crown molding, elegant wood floors, gorgeous stone fireplace and stone inlay staircase. Laundry upstairs for your convenience. Primary suite is located on 2nd floor with lovely balcony and spacious organized walk in closet. Primary bathroom has garden tub w/dual sinks and zero entry upgraded shower. Upgraded cabinetry and counter tops throughout with deep linen closets. 2 bedrooms on 2nd floor with large bathroom and zero entry shower. Large 1 car garage and Block construction. Tankless water heater! Lots of windows allow for nice views. The condo is a block away from the Town Center shops, restaurants, tennis courts, community pool and walking trails. You'll love the condo life here in Celebration. It's a perfect get-a-way!!

600 Edwards Street Unit 7202, Kissimmee
1999 Key Bay Trail, Kissimmee
$378,000
2 Beds ⋅ 2 Baths ⋅ TB8559333 MLS
Beautifully Upgraded Villa in Four Seasons at Orlando — 55+ Gated Community Welcome to 1999 Key Bay Trail, a beautifully maintained 2023 Sandpiper villa offering comfortable single-story living, thoughtful upgrades, and the convenience of a 55+ community in Kissimmee, Florida. This inviting home features two bedrooms, two full bathrooms, and a versatile den or home office with French doors. The open floor plan, high ceilings, crown molding, and plantation shutters create a bright, welcoming living environment. Exceptional upgrades provide comfort and peace of mind, including a 22 kW Generac whole-home standby generator with automatic transfer switch, surge protection, and warranty coverage through 2030, along with remote-controlled motorized storm shutters. HVAC and water heater service contract prepaid for one year. Enjoy Florida's outdoor lifestyle on the extended paver lanai and screened patio. Additional features include an upgraded kitchen with gas cooktop, wall oven, microwave, and dishwasher; a hot-water recirculation system; upgraded gutters; and a security alarm system. Located in Four Seasons at Orlando, residents enjoy a gated community with clubhouse, swimming pool, fitness center, tennis courts, and other recreational amenities. Convenient to Celebration, shopping, dining, entertainment, and area attractions.

1999 Key Bay Trail, Kissimmee
2043 Key Bay Trail, Kissimmee
$360,000
2 Beds ⋅ 2 Baths ⋅ O6452617 MLS
Welcome to the Four Seasons of Orlando in Kissimmee, Fl. The Four Seasons has a 24 hour guard on premises and we are located within Mystic Dunes Golf Course. This is a "Sandpiper" Villa featuring two bedrooms plus an office with French Doors. The entire Villa has luxury vinyl flooring and French Doors to the screened in Lanai. The primary bedroom is large with a private luxury bathroom. The second bedroom is on the other side of the Villa with a full bath. The Four Seasons is entwined within Mystic Dunes Golf Course which we have an access road to the Restaurant and they give a discount to our residents. The clubhouse is booming with activities every week and there are so many clubs to join. We love living at the Four Seasons, a friendly active community. You can own this home furnished with a full price contract.

2043 Key Bay Trail, Kissimmee
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