Kissimmee Single Family Homes For Sale - 2027 homes

Remarks: Beautiful vacation home, fully furnished, ready to start your rental business. Kissimmee's most desirable resort communities. Near Disney parks, major roads, restaurants and shops. Clubhouse with resort-style pool, lazy river, gym, bar, sports courts & more. Property is actively used as a short-term rental. Future bookings may convey with the sale. Buyer must honor all existing reservations currently in place after closing. All bookings and rental agreements will be transferred to the new owner.

Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)

Listing Agent: Andreza Machado (407-988-6639)

Remarks: Escape to your own slice of paradise with this beautiful corner unit at Margaritaville Resort Orlando. Fully furnished and move-in ready, this home blends modern comfort with a laid-back tropical vibe. Just 10 minutes from Disney, you’ll enjoy the perfect mix of convenience and tranquility. Inside, the open layout is ideal for both relaxing getaways and hosting friends, while the spacious, contemporary kitchen makes cooking and gathering a true pleasure. As part of this sought-after resort community, you’ll have access to incredible amenities including a full-service spa, multiple resort-style pools, on-site dining, and the lively atmosphere that makes Margaritaville so special. Whether you’re searching for a smart investment, a vacation retreat, or a full-time residence, this property offers it all—right in the heart of the magic. Don’t miss the chance to call this tropical haven your own!

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Vanessa Scotland, Pa (407-217-4580)

Remarks: Investment opportunity

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Jasmin Iglesias (321-439-7537)

Remarks: Under contract-accepting backup offers. PRICE REDUCTION, MULTIPLE OFFERS. Welcome to a high upside investment in the heart of Kissimmee. This fixer upper is ideal for investors, flippers, or buyers who want to renovate and customize a home from the ground up. The property needs significant repairs throughout, providing a blank canvas for a full transformation. Benefits include an established neighborhood, proximity to schools, shopping, major roadways, and Orlando and Lake Nona attractions. Strong upside potential with the right vision and updates. Sold AS IS.

Listing is courtesy of: ONE TEAM REALTY (407-530-5006)

Listing Agent: Ruben Salvatella (407-530-5006)

Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bathroom home built in 2019, offering the perfect blend of modern style, comfort, and energy efficiency. Designed with a desirable open-concept layout, this home features a spacious family room that flows seamlessly into the dining area and contemporary kitchen—perfect for entertaining and everyday living. The kitchen is beautifully appointed with granite countertops, stainless steel appliances, and ample cabinet space. This move-in-ready home also includes a two-car garage, water softener system, and furnishings, adding extra value and convenience for the new owner. A standout feature of this property is the fully paid-off solar panel system, allowing you to enjoy significantly reduced electric bills while embracing eco-friendly living with no additional solar payments. Step outside to a fenced backyard offering privacy and space for pets, gatherings, or outdoor relaxation. Conveniently located near shopping centers, schools, dining, and major roadways, this home combines comfort with everyday convenience. Perfect for first-time buyers, growing families, or anyone seeking a low-maintenance, energy-efficient home. Don’t miss this incredible opportunity—schedule your private showing today!

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-870-8388)

Listing Agent: Olga Gil-Serrano (407-914-7585)

Remarks: This magnificent, spacious 4-bedroom and 2.5-bath home with a private pool is conveniently located within mere minutes of the Florida Turnpike, E Osceola Pkwy, shopping, dining, and area attractions. It features a 1st Floor Main Bedroom with direct access to the pool, luxury vinyl flooring in the living areas with carpeted stairs and bedrooms, a screened-in private pool with an adjacent wood deck, overlooking the conservation area, a laundry room with W/D hook-ups, a One-Car Garage, and so much more!

Listing is courtesy of: KEY REAL ESTATE & PROPERTY MANAGEMENT LLC (407-497-7550)

Listing Agent: Dania Valentine (407-497-7550)

Remarks: Under contract-accepting backup offers. Welcome to this charming 3 bedroom, 2 bathroom single family home located in the desirable Remington Pointe community in Kissimmee. This well maintained residence offers approximately 1,705 square feet of living space, providing the perfect blend of comfort and functionality. Step inside to discover a spacious layout with a bright living area, a well appointed kitchen, and a comfortable dining space, ideal for everyday living and entertaining. The home features a split bedroom floor plan, offering added privacy for the primary suite. Enjoy the convenience of a 2 car garage, screened in porch, with a fully fenced backyard, providing both convenience and privacy. Allowing the perfect space for outdoor gatherings or quiet evenings at home. Located in an established neighborhood with low HOA fees of just $28 per month. Minutes from major highways, shopping, dining, Orlando International Airport, and world famous attractions, this home offers both convenience and a great lifestyle. Whether you're a first time homebuyer, looking to downsize, or searching for a great investment opportunity, this property is one you won’t want to miss. Schedule your private showing today!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Veronica Figueroa (407-519-3980)

Remarks: Short Sale. HAS BEEN APPROVED,IT IS READY TO CLOSE,(GREAT OPPORTUNITY FOR INVESTORS) WELCOME TO THIS BEAUTIFUL 3 BEDROOM, 2 BATH HOME!!!! In the heart of Poinciana. This lovely house features a screened porch perfect for relaxing, spacious backyard with PVC fence for privacy, two car garage with a long driveway. This home is beautifully maintained and ready for you move in and enjoy. ACCEPTING THE PROPERTY IN ITS CURRENT CONDITION (THIS PROPERTY IS SOLD AS-IS). THE SHORT SALE HAS BEEN APPROVED, IT IS READY TO CLOSE.

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Delvis Hiraldo (407-259-9430)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. SELLER MOTIVATED!! Welcome to this spacious 3-bedroom, 2.5-bathroom home in the heart of Poinciana! With 1,662 sq. ft. of living space, this home offers a perfect blend of comfort and convenience. The open floor plan features a bright and airy living area, ideal for entertaining. The modern kitchen includes ample cabinetry and counter space for all your culinary needs. You'll also find three generously sized bedrooms, including a serene primary suite with an en-suite bathroom. The additional bedrooms share a well-appointed bathroom, and a convenient half-bath. Located on a quiet cul-de-sac, this home is just minutes away from major roadways like Poinciana Parkway, providing easy access to I-4 and world-class attractions such as Walt Disney World. Enjoy the charm of a growing community with parks, shopping, and dining nearby. Don't miss the opportunity to make this beautiful home yours! Schedule a showing today.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Yocary Sierra Casilla (732-705-0386)

Remarks: Short Sale. Lender Approved ** An exceptional opportunity to own a beautifully pond-view residence in one of Kissimmee’s desirable communities. This lender-approved short sale offers remarkable value without compromising elegance or location. Designed for comfortable Florida living, the home provides inviting spaces ideal for both refined entertaining and everyday relaxation. Whether you're first-time homebuyer or investor, this is your chance to secure a home at an approved short sale Conveniently located near premier shopping, dining, major highways, and world-renowned attractions, this property blends accessibility with lifestyle appeal. With lender approval already secured, this is a rare opportunity to acquire a distinguished home at an attractive price point. Schedule your private showing today and experience the potential this residence has to offer.

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Maria Baez (407-288-5036)

Remarks: Under contract-accepting backup offers. Short Sale. Don't Miss out on this SHORTSALE Will not last- Schedule your appointment for this 1 story home, nestled in a welcoming small-town community of Kissimmee off Boggy Creek Road minutes from Lake Nona, Medical City, VA hospital & Boxi Park. Once you step inside this beautiful home you will discover sleek tile flooring throughout, offering both durability and timeless style across every room. Enjoy the large Kitchen, great for holiday cooking and gatherings! The primary Master Bedroom has its private bathroom retreat, thoughtfully designed with a separate tub and shower perfect for unwinding in a soothing soak. The other two rooms are on the same side of the Master Bedroom, the guest bath also fully upgraded for your guest. Half of the garage has been upgraded with an extra efficiency that can be used for visitors, music studio or private office. Once you enter the large back yard its all surrounded with modern vinyl fencing to provide a secure and private oasis for family summer gatherings all while requiring minimal upkeep also enjoy the above ground pool. This community provides the convenience of walking or riding your bikes to the community school and pool. Please reffer to the attachement regarding SHORTSALE TERMS. Home is video monitored.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Joel Rivera (407-756-3212)

Remarks: 'EASY BREEZY' Cottage on Margaritaville Resort Orlando's 'TROPHY ROW'! EXTREMELY RARE OPPORTUNITY TO OWN ONE of the LARGEST WATERFRONT COTTAGES WITH POOL and SPA Plus Your Very Own ELEVATOR ($40k Upgrade)! Home is FULLY HANDICAP ACCESSIBLE. 4131-A Model, 8 Bedrooms, 8 Full Bathrooms and 1 Half Bathroom with IN PARADISE Upgrade. This Amazing Home Features Two En Suite Bedrooms on First Floor, Large Kitchen with Tiled Backsplash and Breakfast Bar, Spacious Pantry with CUSTOM SHELVING, Living Room with Sliders that Lead to Beautiful Paved Patio, Fenced In Backyard has Covered Area, Cabana Bath, Outdoor Speakers and 3 TV Hookups, In-Ground Pool and Spa with Spectacular SUNSET VIEWS Over the Lake! Second Floor has Master Suite with Separate Tub and Shower, CUSTOM BUILT CLOSET and Access to Balcony Overlooking Backyard. Three En Suite Bedrooms Complete Second Floor with Hallway Access to the Large Front Balcony. Third Floor has Upgraded Mosaic Tiled Alcoves which Compliment the Stairs leading to a Suite with Separate Tub and Shower, Access to Huge Tiled and COVERED PARTY DECK with Sweeping Lake Views. Loft with Wet Bar is Next to the Eighth Bedroom with Full Bathroom. Home also has Covered Front Porch, Upgraded 'Wood' Tile Flooring, Quartz Countertops. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants, Bars, Live Music, Retail and More! LOCATED MINUTES FROM DISNEY PARKS! There's Nothing Like Living the Margaritaville Lifestyle in Paradise!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: STUNNING FULLY FURNISHED 4 BEDROOM, 4.5 BATH COTTAGE WITH PRIVATE HEATED POOL & SPA AT MARGARITAVILLE RESORT ORLANDO! This exceptional home offers FRONT BALCONIES ON BOTH THE SECOND AND THIRD FLOORS. Step inside to a bright, open-concept living space designed for comfort and entertaining. The spacious living room flows seamlessly into the kitchen, showcasing QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES, ample cabinetry, and generous prep space. "WOOD" TILE FLOORING and CEILING FANS throughout. The first floor includes a HALF BATH and HIGH-CAPACITY WASHER AND DRYER. Upstairs, each bedroom is thoughtfully designed with its own bathroom. Enjoy true indoor-outdoor living with direct access to the PAVED PATIO, where your PRIVATE HEATED POOL AND SPA. MRO Approved furniture and housewares INCLUDED in the list price. That means high-end furnishings, blinds, drapes, TVs, artwork, kitchen essentials, dishware, linens, and more. Enjoy access to a one-of-a-kind resort lifestyle with multiple pools, restaurants, bars, live music, fitness center, on-site water park, retail shops, and more. And the location? Just minutes from Walt Disney World and Central Florida’s world-famous attractions.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: Short Sale. Short sale in process Price Adjustment! This well maintained, move in ready home in an established community features three inviting bedrooms, two bathrooms, and a versatile bonus room or office space. The kitchen is ideal for cooking enthusiasts, while the generous living and dining areas provide plenty of space for entertaining or relaxing with family. Nestled on a large lot perfect for unwinding, this home also offers peace of mind with a roof replaced in 2023. While the home could use a bit of TLC, it presents an excellent opportunity for buyers to personalize and add value. Conveniently located near major highways, employment hubs, and everyday amenities, this property blends comfort with accessibility. Purchase price is firm.

Listing is courtesy of: ALPHA HOMES & INVESTMENT, INC. (407-508-1880)

Listing Agent: Nelson Benavides (407-334-4330)

Remarks: Refined comfort meets Florida lifestyle in this spacious 5-bedroom 5 bathroom home within a gated community overlooking a tranquil pond. Offering 2,790 heated sq ft, the home features a versatile layout ideal for both daily living and entertaining. Bright living areas open to a screen-enclosed paver patio with water views and no rear neighbors, creating a peaceful outdoor retreat. Mature palm landscaping enhances the home’s tropical appeal. Built in 2008 and well maintained, the 5-bedroom, 5-bath layout provides flexibility for guests or work-from-home needs. Community amenities include a pool, sports courts, playground, and walking paths. Conveniently located near shopping, dining, schools, Orlando International Airport, and major attractions. A great opportunity for buyers seeking space, privacy, and location. Schedule your showing today.

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Priscila Triska (321-354-5459)

Remarks: Welcome to 4347 Sunny Creek Place, Kissimmee, FL — Where Modern Comfort Meets Historic Charm! Discover this beautiful Annapolis model by Lennar, featuring 3 bedrooms, 2 bathrooms, and an open-concept floor plan ideal for modern living. The kitchen boasts granite countertops, stainless steel appliances, and a spacious island—perfect for family time or entertaining guests. The primary bedroom offers a private retreat with its own bathroom and a large walk-in closet, while the additional bedrooms provide flexible space for an office or guests. Located in the exclusive Storey Creek community, residents enjoy a resort-style lifestyle with a modern fitness center, swimming pool, playground, tennis and basketball courts, soccer fields, walking trails, and a dog park. Plus, Storey Creek offers convenient access to shopping, dining, and major highways for an easy commute to Orlando’s attractions. Situated in the heart of Kissimmee—a city rich in history, culture, and classic Florida charm—this home offers the best of both worlds: the tranquility of suburban living and the excitement of being just minutes from vibrant Downtown Kissimmee, scenic Lake Tohopekaliga, and the area’s most iconic destinations. 4347 Sunny Creek Place is not just a home—it’s a lifestyle, where community, comfort, and the warm character of Kissimmee come together in perfect harmony.

Listing is courtesy of: TRUE FLORIDA REALTY LLC (863-337-9667)

Listing Agent: Melvin Tellez Ariza (407-413-1529)

Remarks: Spacious 8-bedroom, 6-bathroom single-family home located in the gated community Windsor at Westside Resort. This two-story home offers a functional layout with an open-concept living and dining area, as well as a well-appointed kitchen featuring granite countertops, stainless steel appliances, and a large island for additional workspace. The main floor includes two bedrooms—one of which is an en-suite with direct access to the pool area—along with an additional full bathroom for convenience.Upstairs, you’ll find a true standout feature: your very own cinema room, designed for movie nights and unforgettable moments. A spacious loft offers even more room to relax and enjoy, along with additional bedrooms including a second and a third en-suite and fun themed rooms. The exterior of the home includes a private pool and spa, covered lanai, and patio area with outdoor seating. The pool area provides ample space for relaxation and recreation. Fully furnished and turn key ready. The Windsor at Westside Resort is a Gated Community with a great Clubhouse for vacationers, and features amenities including a lazy river, splash pool, bar, gym, game room and more. This is a great vacation home, very close to other area attractions. Schedule your visit NOW. Stunning Home.

Listing is courtesy of: FLORIDA SPIRIT HOMES (407-396-4441)

Listing Agent: Gabriel Silva Andrada (321-666-0301)

Remarks: Turnkey short-term rental home, minutes to Disney! Discover a rare opportunity to own this stunning 7 bedroom, 6 bathroom pool home in the sought after Emerald Island Resort. Boasting the largest layout in the community at 3,667 sq. ft., this home is perfectly suited as a vacation getaway, income-generating investment, or forever family home. Enjoy unparalleled waterfront views framed by lush wooded backdrops, creating a serene and private retreat. The expansive screened lanai, which spans the length of the house, features a partially covered area ideal for year round entertaining. Relax by the sparkling South facing private pool and spa and take in the ultimate Florida lifestyle. Step inside to find a well designed floor plan with ample living space, ideal for families or hosting guests. The stylish kitchen is a chef’s dream with abundant cabinet and countertop space, a breakfast bar, and a breakfast nook overlooking the huge living room and pool, your new favorite spot for morning coffee or casual dining. The main floor also features two bedrooms, a formal dining room and the charming “Harry Potter” closet for extra fun and storage. The upper level is thoughtfully divided by two staircases. One leads to a loft sitting area and three themed bedrooms and the other leads to two additional themed bedrooms, all designed for comfort, as five of the bedrooms feature en-suite bathrooms, while the remaining two share a convenient Jack and Jill bath. The 3 car garage has been transformed into an entertainment haven with air conditioning, complete with a mini movie theatre (seating for 8) and a game room with a pool table. Updates include: A brand new roof (11/24), a new pool heater (04/24), newer exterior paint (01/22) and a newer A/C and heat pump (11/20), replumbed A/C lines (2024) and spa actuators replaced (2024). As part of this premier gated community, you’ll enjoy access to an impressive clubhouse with a resort-style pool, Tiki bar, fitness center, sauna, and sundry shop. Other amenities include tennis and pickleball courts, volleyball, basketball, bike rentals, and 11 acres of natural walking trails. The prime location is conveniently located near Orlando’s major attractions, including theme parks, outlet shopping, restaurants, Promenade at Sunset Walk, and Island H2O Live! water park. This home comes fully furnished and equipped with a strong rental history, ready to generate income as a short-term rental or provide your family with a wonderful retreat. Schedule your tour today and experience the ultimate Florida lifestyle in this stunning property.

Listing is courtesy of: CENTURY 21 ALL HOMES & PROPERT (407-343-1300)

Listing Agent: Natalie Feldman (407-574-1915)

Remarks: Welcome to 7564 Marker Avenue, an outstanding turnkey investment and lifestyle opportunity in the highly desirable gated resort community of Encore at Reunion, just minutes from Walt Disney World and Orlando’s world-class attractions. This fully furnished, professionally themed 5-bedroom, 5.5-bath luxury home offers over 3,300 square feet of thoughtfully designed living space, blending comfort, style, and strong short-term rental potential. The open-concept main level features a spacious family room, dining area, and modern kitchen, with the primary suite conveniently located on the first floor for added privacy and functionality. Upstairs, guests will find additional themed bedrooms and a versatile bonus/game room, creating an immersive vacation experience that consistently appeals to short-term rental guests. The home is designed for maximum occupancy appeal while still offering a warm and inviting feel for personal use. Step outside to your private resort-style pool and spa, complete with outdoor lounging space ideal for relaxing or entertaining after a day at the parks. All furnishings are included, making this a true turnkey purchase opportunity ready for immediate enjoyment or rental income. Located within Encore at Reunion, residents and guests enjoy world-class amenities including a water park, clubhouse, fitness center, tennis courts, and 24-hour gated security. With its prime location, strong vacation rental demand, and resort-style features, this property represents an exceptional opportunity for both personal enjoyment and income-producing investment.

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Kymberly Mccreary (859-248-1142)

Remarks: LOVE TO GOLF????? - Enjoy your TEE time and experience the ultimate Florida lifestyle in this meticulously maintained residence located in the highly desirable community of Remington. Situated in a golf course community, enjoy the serene views throughout the neighborhood of the manicured greens or simply enjoy your screened-in lanai and vinyl-fenced backyard. The interior features an open-concept layout with high ceilings, elegant crown molding, and a seamless flow of laminate and tile flooring throughout. A chef-inspired kitchen serves as the heart of the home, equipped with solid wood cabinetry, a dedicated wine refrigerator, and a bright dinette area for casual mornings. For those seeking modern functionality, the versatile private office provides a quiet retreat for remote work or creative projects. The spacious primary suite is a true sanctuary, complete with a large walk-in closet and a spa-like ensuite. Major high-value upgrades including a roof replacement (2023) and solid block construction ensure long-term durability and significant peace of mind. Beyond the property, residents enjoy resort-style amenities including the championship golf course, a sparkling community pool, tennis courts, and recreational areas, all while being minutes from the best of Kissimmee shopping and dining.

Listing is courtesy of: EAST PARK REALTY LLC (321-624-5780)

Listing Agent: Racquel Schroeder (321-624-5780)