Kissimmee Homes with Two Story Property Description

Kissimmee Homes with Two Story Property Description

Welcome to Kissimmee, Florida, a vibrant city nestled in the heart of Osceola County, where sunshine and adventure blend seamlessly. Known for its proximity to world-renowned attractions like Walt Disney World and Universal Studios, Kissimmee is not just a vacation destination but a wonderful place to call home. With a rich blend of cultural diversity, lush parks, and a thriving community, this charming city offers a unique lifestyle that caters to both families and individuals alike.

When it comes to finding your dream home in Kissimmee, consider the allure of two-story properties. These homes not only provide ample space for growing families but also offer a stylish and functional layout that enhances daily living. Imagine waking up in a spacious master suite on the second floor, with your children’s rooms just a flight away, ensuring both privacy and accessibility. The open-concept designs often found in these homes create a warm and inviting atmosphere, perfect for entertaining guests or enjoying cozy family nights.

Many two-story homes in Kissimmee feature modern amenities, from gourmet kitchens to expansive backyards that beckon for weekend barbecues and outdoor gatherings. With the picturesque Florida landscape surrounding you, these properties often come with stunning views and easy access to local parks and recreational areas.

Embrace the charm of Kissimmee and explore the possibilities of two-story living. Whether you’re looking for a family-oriented neighborhood or a tranquil retreat, Kissimmee’s real estate market has something to offer everyone. Your dream home awaits!

Newest Kissimmee Homes with Two Story Property Description

$635,000
6 Beds ⋅ 4 Baths ⋅ Wyndham Palms Ph 3 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully furnished 6-bedroom, 3.5-bathroom pool home in the highly desirable gated Windsor Palms Resort! Situated on a premium corner lot, this turnkey vacation home offers a spacious and inviting layout, making it ideal for personal use, a second home, or a short-term rental investment.The home features an updated kitchen with granite countertops, travertine backsplash, stainless steel appliances, and a breakfast bar. The kitchen opens to the spacious living and dining areas, with direct access to the pool deck and convenient half bath. The first floor includes three bedrooms, including two suites. The primary suite offers pool views, an ensuite bathroom with dual vanities, garden tub, separate shower, walk-in closet with built-in safe, owner’s closet, and direct pool access. Upstairs are three additional bedrooms and a full bathroom.The professionally converted garage is a fully equipped game room with pool table, foosball, and arcade machine. Each bedroom includes a TV and ceiling fan. Enjoy the private heated pool and spa under the screened enclosure, featuring a new variable-speed pump installed in 2025, remote access, new LED lighting, and premium outdoor furniture with loungers and dining area.Meticulously maintained with approximately $75,000 in updates during the seller’s ownership. Offered fully furnished and ready to enjoy or rent.Windsor Palms Resort features 24-hour guard-gated security, clubhouse, fitness center, movie theater, convenience store, heated resort pool, jacuzzi, splash pad, tiki bar, tennis, pickleball, basketball, beach volleyball, playground, and picnic/BBQ areas. HOA includes internet, cable TV, trash, lawn care, irrigation, and exterior pest control. Located just minutes from Disney, shopping, dining, and entertainment, this exceptional property offers the perfect combination of comfort, resort amenities, and investment potential.

Kissimmee
$645,000
6 Beds ⋅ 3 Baths ⋅ Wyndham Palms Ph 1a SubDv. ⋅ 34747 Zip Code
This beautifully maintained FULLY REMODELED and FULLY FURNISHED pool home is located in the highly desirable, resort-style gated community of Windsor Palms. Whether you’re looking for a profitable vacation rental, primary residence, or second home, this turnkey property offers the perfect combination of luxury, comfort, and investment potential.Featuring a remodeled kitchen with quartz countertops and stainless-steel appliances, tile flooring, updated HVAC (2023), fresh paint (2023), pool resurfaced (2022), and new pool heater (2023). Enjoy a private screened pool with no rear neighbors and a converted garage theater lounge. Short-term and long-term rentals permitted. Minutes from Disney and walking distance to the clubhouse. Turnkey Florida resort living!

8006 King Palm Circle, Kissimmee
$315,000
3 Beds ⋅ 3 Baths ⋅ Townhomes Of Flora Ridge Ph 2 SubDv. ⋅ 34741 Zip Code
Welcome home to this tastefully designed and beautifully decorated 3-bedroom, 2.5-bathroom corner-unit townhome! High ceilings and an open floor plan create a bright, inviting atmosphere with plenty of space for everyday living and entertaining. The kitchen features stainless steel appliances and a breakfast bar with additional seating, flowing seamlessly into the dining and living areas. Sliding glass doors open to a covered lanai—an ideal place to enjoy your morning coffee or relax at the end of the day. Upstairs, the spacious primary suite offers a walk-in closet and private bathroom complete with double vanities, a stand-alone shower, and a relaxing garden tub. Two comfortable guest bedrooms, a full bathroom, and a large loft area complete the second floor, providing flexible space for a home office, media room, or additional lounge. Enjoy the ease of low-maintenance living, with the HOA covering lawn care and exterior maintenance. Community amenities include a sparkling swimming pool and scenic walking trails around the pond. Centrally located near major commuting highways and an abundance of shopping and dining options, this welcoming townhome offers comfort, convenience, and an excellent location—all at an affordable price. It is ready for new owners to make it their own!

2925 Ashland Lane S, Kissimmee
$275,000
3 Beds ⋅ 2 Baths ⋅ West Lucaya Village SubDv. ⋅ 34747 Zip Code
Welcome to this captivating 3-bedroom, 2-bathroom townhome inside the gated community of West Lucaya Village. Boasting an inviting open-concept layout, the home features a modern kitchen adorned with stainless steel appliances, wood cabinets, and granite countertops. A convenient first-floor master suite provides a more intimate space, while the community itself offers an array of resort-style amenities including a pool, spa, clubhouse, fitness center, and playground. Conveniently located near Disney parks, shopping, dining, and with easy access to I-4. Plus, with short-term rental options available, it offers the perfect blend of investment potential and vacation living. Don't miss out on this exceptional opportunity to experience the magic of West Lucaya Village firsthand!

8953 Shine Drive, Kissimmee
$369,000
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
AMAZING VILLA IN MARGARITAVILLE RESORT ORLANDO! CURRENTLY LEASED WITH QUALITY LONG TERM TENANT THROUGH 10/23/26. LEASE CAN BE ASSIGNED TO BUYER. This Villa has 3 Bedrooms, 3 Baths, High-End Quartz Countertops, Upgraded "Wood" Tile Flooring and Appliances, High Capacity Washer and Dryer. Kitchen has Island with Seating, Large Counter Space and Windows with Lots of Natural Light. The Door from the Kitchen Leads you to a Beautiful Patio with Lounge Chairs and Tropical Landscaping, Palm Trees and Tropical Foliage with a Serene WATER VIEWS. Primary Bedroom Located Upstairs has En Suite Bathroom. Furniture Package is INCLUDED in List Price! Furniture Package Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! This Unique First of its Kind Resort has Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants, Bars, Live Music, Retail and More! LOCATED MINUTES FROM DISNEY PARKS!, All While Being Conveniently Close to The Best Shopping, Dining, And Entertainment Options in Florida. This Home Is Not Just a Residence; It's A Lifestyle Choice for Those Who Want to Experience the Best of Florida Living, Where Every Day Feels Like a Vacation.

3117 Caribbean Soul Drive, Kissimmee
$289,000
4 Beds ⋅ 3 Baths ⋅ Coral Cay Resort SubDv. ⋅ 34746 Zip Code
Turn-Key Short-Term Rental Opportunity! 4-Bedroom 3 bath Townhome in Kissimmee Welcome to this exceptional 4-bedroom, 3-bath townhome offering 1512 sq. ft. of living space in one of Orlando’s most desirable short-term rental communities. It is upgraded laminate flooring throughout — completely carpet-free and move-in ready! Located in a county-zoned community that officially permits daily short-term rentals, this property is ideal as a vacation home, Airbnb or long term rental, all kinds of income-producing investment property, or primary residence. Prime Location in Orlando’s Tourist Corridor: Only 5.5 miles to Walt Disney World Resort Approximately 6 miles to Orlando International Premium Outlets About 10 miles to Orange County Convention Center Walking distance to Sam's Club, Walmart, and Dollar Tree Home Features: 4 bedrooms / 3 full bathrooms Convenient first-floor guest bedroom with full bath laminate flooring throughout — no carpet Spacious screened patio with private spa No rear neighbors for enhanced privacy new water heater in 2025 Newly replaced roof by HOA in 2024 stove, refrigerator with ice maker, microwave were replaced last 2 years New Roku TV Accommodates up to 10 guests for vacation rental use Community Amenities: Heated resort-style pool and spa Clubhouse with movie theater BBQ grilling area and playground Gated entrance for added privacy and security Whether you are searching for a high-performing Airbnb investment near Disney or a spacious family getaway home, this 4-bedroom townhome offers outstanding value, flexibility, and location in the heart of Orlando’s vacation destination area.

2376 Caravelle Circle, Kissimmee
$510,000
4 Beds ⋅ 3 Baths ⋅ Reunion West Ph 2 East Pb 25 Pgs 135-138 Lot 147 SubDv. ⋅ 34747 Zip Code
Beautifully furnished 4-bedroom, 3-bath vacation home located in the desirable Reunion West community. This spacious two-story home features an open layout, private pool and spa, and a 2-car garage. Enjoy resort-style amenities, including a community pool, a water slide, and a pool bar. Conveniently located near major highways, shopping, dining, golf, and Central Florida’s world-famous theme parks. New Washer and dryer, as well as fully furnished. Whether you're looking for a vacation home or investment property, this home offers an excellent opportunity. Schedule your private showing today!

7437 Marker Avenue, Kissimmee
$520,000
5 Beds ⋅ 4 Baths ⋅ Sedona Ph 2 SubDv. ⋅ 34746 Zip Code
Looking for more space, privacy, and flexibility under one roof? This home features a private MULTI-GEN SUITE on the first floor with its own entrance, living area, kitchenette, laundry (w/d convey), bedroom, and full bathroom. Ideal for family, guests, or additional private space. The main home features an open-concept layout with ceramic tile and new LUXURY VINYL flooring with NO CARPET. The kitchen includes upgraded STAINLESS STEEL appliances, a large WALK-IN pantry, and an oversized island with bar seating overlooking the family room. Sliding glass doors lead to the screened-in patio and backyard with conservation views and NO REAR NEIGHBORS. The sellers have worked tirelessly to amend and enrich the soil so the next owners can establish their own food forest and productive garden! The yard has also been completely fenced in with VINYL fencing, without taking away from the views of the CONSERVATION AREA. Upstairs, a freshly painted, spacious LOFT separates the bedrooms. The upstairs primary suite offers a large WALK-IN CLOSET, dual-sink vanity, SOAKING TUB, private water closet and separate walk-in shower. Additional bedrooms provide generous closet space and share a full bathroom with a dual-sink vanity. Additional highlights include a 3-bay TANDEM GARAGE with plenty of room for vehicles, storage, or a workshop. Located in the Sedona community, the home has easy walkable access to the community pool, multiple playgrounds, parks, and sports field. There's a community mailbox area, and the street leads into a cul-de-sac. This property has convenient access to Downtown Kissimmee, Orlando attractions, schools, shopping, and dining. Offers at LISTING PRICE will include a $3,000 SELLER CREDIT to assist Buyers with closing costs!

2353 Crescent Moon Street, Kissimmee
$359,900
3 Beds ⋅ 3 Baths ⋅ Osceola Village Center Ph 2 SubDv. ⋅ 34741 Zip Code
Built in 2023 and meticulously maintained, this stylish 2-story townhome in Osceola Village combines modern design, everyday comfort, and true move-in-ready convenience. The popular Glen floor plan offers 3 bedrooms, 2.5 bathrooms, a 1-car garage, and 1,673 square feet of thoughtfully designed living space. The bright, open-concept main level creates an inviting atmosphere for daily living and entertaining. At the heart of the home, the contemporary kitchen features granite countertops, stainless steel appliances, a decorative backsplash, generous cabinetry, and a spacious center island offering additional preparation space, seating, and storage. The kitchen flows seamlessly into the dining and living areas, making it easy to stay connected while hosting family and friends. Upstairs, the well-planned layout provides comfortable bedroom accommodations and privacy from the main living areas. The primary suite offers a relaxing retreat, while the additional bedrooms provide flexibility for family, guests, or a dedicated home office. Step outside to the covered rear lanai, an ideal setting for morning coffee, outdoor dining, or unwinding at the end of the day. Energy-efficient features, contemporary finishes, a functional layout, and exceptional pride of ownership make this home an outstanding opportunity in Osceola Village. Built just a few years ago and maintained with care, it offers the benefits of newer construction without the wait. Conveniently located near shopping, dining, major roadways, and Central Florida’s world-famous attractions, this home provides easy access to everything the Kissimmee and Orlando areas have to offer.

1359 Isleta Loop, Kissimmee
$500,000
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
$500,000
4 Beds ⋅ 3 Baths ⋅ Creekside At Boggy Creek Ph 2 SubDv. ⋅ 34744 Zip Code
Gated Creekside at Boggy Creek. Built in 2020, this two story home offers 4 bedrooms, 2.5 baths and 2,379 heated square feet, plus a dedicated first floor office and a 15x18 upstairs loft. The kitchen features a granite island, walk-in pantry and stainless appliances. The primary suite includes a walk-in closet and a bath with dual vanities, garden tub and separate shower. Upstairs laundry room. Fully fenced backyard with covered lanai and pergola. Solar panels convey free and clear at closing. Community pool, dog park and playground with a low HOA and NO CDD. Minutes to the 417 and Florida's Turnpike, close to Orlando International Airport, Lake Nona and Medical City.

4347 Silver Creek Street, Kissimmee
$414,900
5 Beds ⋅ 3 Baths ⋅ Fieldstone At Cypress Woods West SubDv. ⋅ 34758 Zip Code
Move In ready and priced to sell quickly! Welcome to 352 Blue Lake Circle, a spacious 5 bedroom, 3 bathroom single-family home offering a huge 2,836 square feet of living space in the sought-after Stepping Stone community. This home was only built in 2018 and has been tastefully updated with LED lighting, brand new fans in every room, and modern fixtures throughout. Designed with generous living areas and a comfortable layout, this home provides plenty of room for everyday living, entertaining, and creating spaces to fit your lifestyle. The 3 full bathrooms add convenience for family and guests, while the home’s 5 bedroom configuration offers flexibility for bedrooms, a home office, guest accommodations, or additional living space. On the first floor, you will find a large kitchen with newer stainless steel appliances, all tiled floor, a large living area made for multiple layout configurations, and one large bedroom and full bathroom. An attached 3 car garage allows the new owners to have plenty of space for car parking as well as everyday storage. Going upstairs, you will find 4 additional large bedrooms and 2 full baths with a laundry room featuring a brand new washer and dryer. The extra large walk in master closet offers a jaw dropping area for all of your clothing and accessories. Step outside to enjoy the covered extended paved patio, perfect for relaxing evenings or weekend barbecues. The large fenced in yard provides privacy from neighbors. Located just minutes from the new 42,000 sq. ft. medical office center, Poinciana Lakes Plaza (featuring Sprouts, TJ Maxx, Petco, Crunch Fitness, major banks, restaurants, and more), this home offers the perfect blend of comfort, upgrades, and location. This home truly has it all! *Home is currently Vacant. Some pictures have been virtually staged.*

352 Blue Lake Circle, Kissimmee
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