Kissimmee Single Family Homes For Sale - 2020 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. Charming 4-bedroom, 2.5-bath home featuring tile flooring throughout the main living areas and wood flooring in all bedrooms. Enjoy a covered back patio that is perfect for relaxing or entertaining, along with a fully fenced vinyl backyard offering added privacy. This home has great potential and is ideal for buyers looking to add their personal touch, as it does need some TLC. Additional photos will be uploaded next week.

Listing is courtesy of: GLOBAL SAPPHIRE REALTY LLC (321-478-6135)

Listing Agent: Yvonne Vickers (954-687-8189)

Remarks: Welcome to this beautifully upgraded corner lot home in the heart of Kissimmee where comfort meets thoughful design. Inside you will find tastefully updated bathrooms, a newer a/c system for peace of mind, and elegant wood flooring that flows seamlessly throughout the home, creating a warm and cohesive feel. The home features a huge kitchen filled with natural light, offering an open and inviting space perfect for cooking, entertaining, and everyday living. Large windows bring in an abundance of sunlight, making this the true centerpiece of the home. The layout is both functional and inviting highlighted by a fully enclosed patio that expands your living space-ideal for entertaining, working from home or simply relaxing year round. Step outside and enjoy the added privacy and curb appeal of a prime corner lot, complete with beautiful pavered areas perfect for gatherings and a lush, well-maintained garden that creates a peaceful outdoor retreat. Conveniently located near major roadways, shopping, and dining, this move-in ready property delivers the perfect blend of location, upgrades, and charm.

Listing is courtesy of: COLDWELL BANKER SOLOMON (407-348-3322)

Listing Agent: Alex Rodriguez (951-541-1971)

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: Beautiful 4 bedroom, 3 bathroom home with no rear or front neighbors, offering added privacy and a peaceful setting. Built in 2024, this almost-new home features 2,102 square feet of living space and sits on a spacious 0.19-acre lot. The home is exceptionally clean, move-in ready, and offers an open floor plan that feels bright and inviting. The large backyard is perfect for family gatherings and outdoor enjoyment. The property also includes a spacious 3-car garage, providing plenty of room for vehicles, storage, or a workshop setup. Residents can enjoy a beautiful community pool, and the home is conveniently located near major highways and shopping, combining comfort, space, and convenience. It’s a must see!

Listing is courtesy of: HOMETRUST REALTY GROUP (813-444-5777)

Listing Agent: Renato Torres (321-231-6261)

Remarks: Under contract-accepting backup offers. A phenomenal vacation rental investment opportunity with great income potential! Discover this prime lot in the vibrant Windsor at Westside, perfectly nestled across from the clubhouse with stunning lake view. This impeccably maintained vacation home is fully furnished with upgraded furniture, including three lavish primary suites and fun themed bedrooms, perfect for large vacation groups. The home boasts newly upgraded luxury vinyl flooring in all bedrooms (NO carpet), sleek granite counter tops in the kitchen and bathrooms, premium stainless steel appliances, and stylish tiles. Dive into relaxation with a private screened pool, paver deck, and covered lanai, backing to a natural pond and conservation area. Energy-smart features like two high-efficiency AC units, LOW-E dual-pane windows, and modern appliances keep it eco-friendly and cost-effective. This guard-gated community dazzles with a 10,000-square-foot resort-style clubhouse with arcade game room, a sparkling heated pool and spa, a meandering lazy river, a thrilling mini water park, a cutting-edge fitness center, a lively tiki bar, and all sorts of sports fields. Landscaping, internet, cable, and daily valet garbage collection are included in the HOA fee. Just minutes from Walt Disney World, premier golf courses, vibrant shopping, the airport, and major attractions, this is your chance to own a slice of paradise for investment or 2nd home! Schedule your exclusive private tour today!

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Sherry Wang (484-744-4586)

Remarks: Under contract-accepting backup offers. Short Sale. Over $25,000 in completed renovations including roof, glass shower door, landscaping, concrete sealing, touch up paint. Welcome to your dream home - where every day feels like a vacation. This stunning five-bedroom, four-bath pool home is located in the sought-after, resort-style boating community of Bellalago. Recently renovated, the home features luxurious upgrades throughout, including marble tile backsplashes and premium hardware in all four bathrooms. The kitchen is a chef’s delight, fully updated with modern finishes and stainless steel appliances. Step outside through one of three access points to a beautifully extended patio, upgraded with elegant pavers, and enjoy your own private pool and jacuzzi spa—perfect for relaxing or entertaining. Beyond your own backyard oasis, you'll enjoy the unmatched amenities of this 24/7 guarded and gated community. As a resident of Bellalago, you also gain access to the neighboring Isles of Bellalago, expanding your options for leisure and recreation. Amenities include a Jr. Olympic-size pool, a zero-entry pool, splash pad, playgrounds, tennis and basketball courts, two fully equipped fitness centers, and much more. A full-time lifestyle director coordinates year-round events, fitness classes, and community activities, while an on-site restaurant adds to the resort-like living experience. Located just 30 minutes from Disney World and other major attractions, and offering access to Lake Toho via a community boat lift and dock, this home is truly a rare opportunity. Schedule your tour today and start living the vacation lifestyle every day!

Listing is courtesy of: REALTY ONE GROUP INSPIRATION (321-233-2300)

Listing Agent: Blake Blahut (407-748-0484)

Remarks: Gorgeous Cottage at Margaritaville Resort Orlando! 1131-B Model 2 Bedrooms, 2 Bathrooms with Upgraded Tile Roof! Primary Bedroom Downstairs with En Suite Bathroom and Door Leading to Spacious Backyard Patio with HOT TUB Overlooking Gorgeous Backyard Landscaping with Beautiful Foliage! Covered Front Porch, Upstairs Oversized Bedroom with En Suite Bathroom and Balcony. Upgraded Appliances, Flooring, Large Capacity Washer and Dryer, Ceiling Fans Throughout, Kitchen with Quartz Countertops! In-Ceiling Speakers in Living Room that Connects to TV or Phone Via App! List Price INCLUDES Furniture and Housewares. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Great Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living!

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

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

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: "LAZY PARROT" is a Charming Cottage at Margaritaville Resort Orlando. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! Located in PREMIUM RESORT LOCATION Just a Short Walk to All the Amenities! MRO Approved City Furniture "SAIL AWAY" Furniture/Housewares Included in List Price. Beautiful 1539-C Model, 3 Bedrooms, 3 Bathrooms with BONUSROOM and CUSTOM PARROT DESIGN SHUTTERS. Master Suites on BOTH First and Second Floors. Downstairs Suite has French Doors Leading to Tranquil Backyard with Paved Patio, Beautiful Tropical Foliage and Shell Pathways. All Three Bedrooms have KING BEDS! The Furniture is the Original City Furniture MRO Approved and Some Items are No Longer Available to Purchase. Home Features High Capacity Washer and Dryer, "SON OF A SAILOR" Interior Upgrade with "WOOD" Tile Flooring, Upgraded Appliances, QUARTZ Countertops, Ceiling Fans and TANKLESS WATER HEATER. There is an Additional Bonus Room Upstairs with a BUILT IN TWIN BED and TV. Furniture/Housewares Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishwasher, Linens, and so MUCH MORE! 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.

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)