Kissimmee Homes For Sale & Real Estate - 2370 homes

Remarks: Spacious Modern 2-Story Home with Private In-Law Suite & Pond Views. Welcome to this large and beautifully designed 4-bedroom, 2.5-bath two-story home located in the desirable community of Blackstone Landing Phase 3 in Osceola County. Built in 2009, this home offers nearly 3,000 sq ft of living space, perfect for families, multi-generational living, or buyers seeking additional income potential. The home features an open and functional floor plan with generous living areas, a 2-car garage, and a spacious lot with peaceful pond views. The community offers sidewalks and a welcoming neighborhood setting with a low HOA of only $60 per month. Bonus Feature – Private Mother-in-Law Suite / Apartment One of the most unique features of this home is the separate apartment with its own private entrance and mailbox, overlooking the pond. This fully independent space includes: Private living room Kitchen Bedroom Bathroom with shower This flexible space is ideal for: • Multi-generational living • Guests visiting with privacy • Passive rental income • Vacation rental opportunities • Home office or studio Whether you're looking for space, flexibility, or income potential, this home offers a rare opportunity you won't find everywhere. Conveniently located near shopping, dining, and major roadways while still offering the comfort of a quiet residential community.

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Fina Perez (407-780-6680)

Remarks: Under contract-accepting backup offers. Investor Special located in a gated community with resort-style amenities. 4203 Lugano Ct is a handyman/fixer-upper offering a strong value-add opportunity for investors seeking a flip or buy-and-hold rental. The property is priced with condition in mind, allowing room to renovate, reposition, and capture upside through improvements. After updates, the home offers solid after-renovation value and rental potential in a high-demand Kissimmee market. Situated on a quiet cul-de-sac with convenient access to major highways, shopping, dining, and area attractions. Community features include a pool, tennis courts, basketball courts, fitness center, and playgrounds, enhancing long-term rental and resale appeal. Sold AS-IS. Seller will make no repairs. Cash or renovation financing preferred.

Listing is courtesy of: SUNSHINE REALTY INT'L, INC (786-390-4251)

Listing Agent: Marc Layug (786-390-4252)

Remarks: Under contract-accepting backup offers. Resort-Style Bliss in Kissimmee's Most Desirable Gated Community – Tapestry! Discover elevated living in the highly sought-after Tapestry neighborhood – Kissimmee's premier 24-hour guard-gated haven. This immaculate, move-in ready 4-bedroom + dedicated office loft home offers the perfect blend of modern luxury and family-friendly convenience. Step inside to find fresh interior paint, brand-new carpets, gleaming stainless steel appliances, 42-inch cabinets, elegant granite countertops, and soaring high ceilings that create an open, airy feel throughout. Key Features: • 4 spacious bedrooms + versatile office loft (ideal for remote work or playroom) • 2.5 full bathrooms • Turnkey condition with recent upgrades • Open-concept layout perfect for entertaining Residents of Tapestry enjoy an incredible resort-style lifestyle, including: • Sparkling community pool & cabana • State-of-the-art fitness center • Clubhouse for events & gatherings • Scenic walking trails • Playground areas • Round-the-clock gated security for peace of mind Just minutes from The Loop shopping, top dining, medical centers, and with quick access to I-4 and 417, you're perfectly positioned for work, play, and everything Central Florida offers – including easy commutes to Orlando attractions! Don't miss this rare opportunity in one of Kissimmee's best communities. Schedule your private tour today – this beauty it’s what you were looking for to call home! Buyer is responsible for their own due diligence, including but not limited to verifying HOA information, community rules, square footage, lot size, room dimensions, and taxes.

Listing is courtesy of: ROAD HOUSE REALTY INC. (407-392-4663)

Listing Agent: Licinio Brizzio (407-738-9947)

Remarks: Under contract-accepting backup offers. ***PRICE REDUCED!!!! Don’t miss out on this fantastic opportunity to own a great property!!! A 4 bedroom 3 full bathrooms with a private pool for sale in the lovely Liberty Village community. This one story house features a great open plan. Close to highways, schools and shopping. Make this your new home to enjoy the Florida lifestyle. NEW ROOF JANUARY 2025. This community allows long term, short term & Airbnb rentals. Motivated seller, bring your buyers!!!

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

Listing Agent: Reshma Munjal (407-343-1300)

Remarks: Short Sale. This 3-bedroom, 2-bath home with the seller owing more than the property’s current value. Located in a peaceful, gated neighborhood with HOA, this home offers solid bones with roof, AC, electrical, and plumbing are approximately 6 years old. While some basic cosmetic updates are needed, the property is ready for its next owner. You deserve a community that actually works for you. Tuscany Association delivers exactly what you need for work, play, and total peace of mind. Stay connected with built-in high-speed internet and premium cable services. Step outside your front door to enjoy stunning landscapes and perfectly maintained common areas. Maximize your weekends at the community pool, or break a sweat on the private tennis and basketball courts. When the day ends, rest easy knowing security protects your neighborhood around the clock. The seller is highly motivated and open to offers, but please note: the sale price is subject to bank approval, and significant price reductions below market value will not be approved. Whether you're an investor or a first-time buyer, this is your chance to secure a home in a tranquil community. Call your agent today. NO SITE UNSEEN OFFERS. NO CREATIVE FINANCING AVAILABLE.

Listing is courtesy of: LA REALTY SERVICES LLC (407-870-3519)

Listing Agent: Charles Maligaya (407-870-3519)

Remarks: Kissimmee 4 bedroom 3.5 bath Fully FURNISHED townhouse PRICED FOR SALE in Gated Fiesta Key Resort, a well-known short term vacation rental community, 20 minutes to Disney Parks. The home features a spacious great room, brand new kitchen with 42-inch cabinets, quartz countertops, stainless steel appliances. Great room and kitchen has brand new vinyl floor, all bathrooms have brand new lights. The house comes with 2 Master bedrooms, 1 on first floor, 1 on second floor. The master bedroom on second floor has a balcony with water view. End unit, Tile roof, Two parking spaces, Interior paint 2023, New Water heater 2025. Fully furnished. This is an ideal primary resident, short term rental, long term tenant, or vacation home. Community features a clubhouse, swimming pool, fitness area, playground and tennis courts. The association fee included the roof, exterior wall, and lawn maintenance. It is located 7 minutes from commercial road 192 for many major attractions, also close to the theme parks, restaurants, shopping venues and banks.

Listing is courtesy of: AMERICA REAL ESTATE COMPANY LL (407-234-5219)

Listing Agent: Li Ju Huang (407-923-7968)

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: 2514 NOUVEAU WAY!! AT MATTAMY HOMES AT TAPESTRY COMMUNITY in Kissimmee, Gated Community with 24/7 security presence. A resort-style amenity with clubhouse, fitness center , pool, splash pad and event space. This home has 3 bedroom and 2 full bathroom plus den room , and powder room, large Master Bedroom with separate His and Her closets. A 45ft lot with 2006 Square Ft total Floor area 10ft ceiling with 9ft doors . Lily Model Bungalow style , Contemporary Exterior Elevation and Modern Contemporary Interior Design . Open Concept design large kitchen, dining and family rooms and one den room as a multipurpose room can be converted to office, game room living room, formal dining, 1 large pantry with 9ft frosted door , 2 large linen closets and 2 car garage . Upgraded Quartz counter top on kitchen, island and bathrooms and powder room. Upgraded wood flooring on the whole house, bedroom and bathroom upgraded with carpet and tiles. Lawn maintained with tropical fruits around. Used only as a family vacation home. Never for rental it feels and smells like a brand new-home. Come and see check for yourself. Easy Access to major highway including Osceola Parkway, SR417, and Florida turnpike. Appriximately 20 minutes to Orlando International Airport. Convenient to Disney, Universal, Seaworld, and downtown Orlando

Listing is courtesy of: PRIMESTATE REALTY, INC. (407-850-9494)

Listing Agent: Hoover Yap (407-342-9395)

Remarks: Remodeled 2 bed / 2 bath pool home with converted rear porch that could be used as a 3rd bedroom or office. Features include: * luxury vinyl floors and tile throughout home (no carpet), * large fenced in private back yard with custom in-ground pool and mature landscaping/trees, * large bedrooms, * custom walk-in closet in primary bedroom, * fully remodeled kitchen and bathrooms, * HOA fee includes cable TV and WIFI. This beautiful home is located in the heart of Poinciana just minutes from the Publix grocery store, multiple dining options, shopping (including a Walmart Super Center), hospitals and quick access to major highways.

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: Brook Denmon (321-663-7874)

Remarks: Highly Desirable Windsor Hills Subdivision – Just 4.5 Miles from Disney! Welcome to Windsor Hills, a premier guard-gated community built by Pulte, known for its luxury and convenience. This fully furnished, turnkey home features one of the best floor plans in the neighborhood with 5 bedrooms and 5 bathrooms. Existing owner bookings are in place and must be honored, making this property a fantastic investment opportunity or vacation retreat. The garage has been transformed into a custom theater room complete with projector, leather seating, a foosball table, multiple arcade games, a mounted AC unit, and carpeted flooring. Inside the home, the living and dining areas are beautifully appointed with leather furniture and a stunning dining table from Havertys. Custom window treatments and vibrant colors flow throughout the home. This home features many upgrades: main home HVAC in 2018, hot water heater in 2025, pool heater in 2025, 6 arcade games in 2024, movie projector in 2024, wall HVAC in movie room in 2024 and paint in the living and dining room in 2024. Each bedroom is decorated, including a charming themed Peter Pan bunk room that is a must-see. The kitchen is fully stocked and features stainless steel appliances, granite countertops, and two large windows that bring in natural light, perfect for enjoying meals in the cozy breakfast nook. Tile flooring extends through the main living areas and bathrooms, and ceiling fans are installed throughout the home for added comfort. Step outside to the stunning pool and spa area, complete with a new pool pump, a brick paver deck, a covered lanai with ceiling fans, and ample outdoor furniture. Beyond the pool, a lush green lawn bordered by a wrought-iron fence provides a serene backdrop. This home also boasts a new water heater, ensuring modern efficiency and reliability. Directly across the street, you’ll find a park with a two-seater swing set to relax and enjoy the outdoors. Windsor Hills is one of the few communities that allows RV and trailer parking, with an oversized lot dedicated to these vehicles. The neighborhood also boasts a wide array of amenities, including a clubhouse with a waterslide, game room, theater, on-site market and food service, tennis and pickleball courts, volleyball, a putting green, basketball courts, and a fully equipped gym. For golf enthusiasts, the public Mystic Dunes Golf Course is right next door, with several other courses just minutes away. Don’t miss this incredible opportunity to own a home in one of the most sought-after vacation communities in Central Florida!

Listing is courtesy of: THE PROPERTY FIRM (407-530-5444)

Listing Agent: Savina Delgado Rodriguez (407-455-4444)

Remarks: Beautiful 3-Bedroom, 2-Bath Home on Over Quarter of an Acre – Prime Location Near Disney! Welcome to this charming and spacious home set on a generous 0.32-acre lot in a well-maintained community just 10 minutes from Disney parks, world-class attractions, dining, shopping, and entertainment. Featuring a brand-new roof installed in August 2023, New quartz countertop and backsplash, this move-in-ready property offers excellent value and peace of mind. Enjoy a low HOA with fantastic amenities including a community pool, tennis and basketball courts, sand volleyball, baseball diamond, two playgrounds, and scenic sidewalks throughout the neighborhood. The spacious family room flows seamlessly into an impressive 30x12 Florida Sunroom, perfect for entertaining, relaxing, or expanding your living space. Whether you're looking for a primary residence, a long-term rental, or a short-term investment property, this home offers flexibility, location, and comfort. Schedule your showing today.

Listing is courtesy of: CASA SOL REALTY LLC (786-226-5627)

Listing Agent: Mayra Rivas Acevedo (786-226-5627)

Remarks: $27,000 in gross income over the past 6 months (86% occupancy), with April bookings not yet included. Open to view this weekend-4/11,4/12 and 4/13. Active Airbnb with future bookings in place. Seller is currently booking; guests can rebook with you once your account is set up. Running-cost summary attached. Fully furnished ground-floor condo in a gated community just -1.5 miles from Walt Disney World—no I-4 required. Low $495/month HOA includes cable and internet. Surrounded by 10+ championship golf courses. Private attached one-car garage, plus additional driveway and guest parking, and just steps from the clubhouse and resort pool. Appliances replaced -5 years ago. Travertine tile throughout. -1,200 sq ft with an open floor plan, light tones, designer furnishings, fully equipped kitchen, luxury linens, master en-suite, and screened patio. Amenities include a clubhouse, fitness center, resort-style pool, playground, and tennis, pickleball, and basketball courts. Perfect as an income property, vacation home, or primary residence. Ground-floor units with a private garage this close to Disney are rare. Pets allowed for primary residents (breed restrictions apply). Convenient to Orlando International Airport (-25 min), Universal and SeaWorld (-20 min), Sunset Walk (-10 min), and -1 hour to Cocoa Beach and Daytona Beach.

Listing is courtesy of: REALTY HUB (407-900-1001)

Listing Agent: Jane Lafrance (407-436-2130)

Remarks: Beautiful 3-bedroom, 2-bathroom home located in a desirable area of Kissimmee, Florida. This property offers the freedom of NO HOA and NO CDD, making it a perfect option for homeowners or investors looking for flexibility and lower monthly expenses. The home features a functional layout with comfortable living spaces, ideal for families or those who enjoy entertaining. Conveniently situated near major highways, shopping centers, restaurants, schools, and just minutes from world-famous attractions in Central Florida. Kissimmee is known for its strategic location near Orlando and major theme parks, while also offering access to parks, lakes, and outdoor recreation throughout the area. Whether you are looking for a primary residence, vacation home, or investment property, this home offers an excellent opportunity in a rapidly growing Central Florida market. Don’t miss the chance to own a property in one of the most convenient and sought-after locations in the area. Additional Exterior and Interior property photos will be uploaded!

Listing is courtesy of: CAPITAL HOMES INC (800-642-0668)

Listing Agent: Alcides Gonzalez (407-267-6868)

Remarks: Beautiful Home in a prime Kissimmee location! Welcome to this beautiful two-story property located in one of Kissimmee's most convenient and desirable areas, just minutes from world-famous attractions like Walt Disney World Resort. This well-maintained and spacious home offers an inviting open-concept layout designed for comfortable living and entertaining. High ceiling, natural light, modern kitchen with ample cabinetry, granite, clean and modern living and dining room furniture. The five bedrooms are generously sized, providing privacy and relaxation. Three themed bedrooms, wood work at the mezzanine on the second floor, wall paper, TVs in all bedrooms, modern furniture and accents, turn key package, converted garage into play room and laundry room with laundry sink. Sellers just replaced all fans. Step outside to enjoy the outdoor space, perfect for relaxing or hosting gatherings. Screened lanai with pool and seating area to enjoy Florida Weather, with a sip of coffee or a glass of wine. The community offers easy access to major highway, shopping, dining, and world-class attractions, including Universal Orlando Resort, Disney Springs, and premium outlets. Schedule an appointment! You are going to love it! There is a youtube link with a video of the property.

Listing is courtesy of: ANA TEIXEIRA REALTY (321-624-4325)

Listing Agent: Ana Paula Teixeira (321-624-4325)

Remarks: Welcome to 473 Tarragon Pl, a residence featuring a thoughtfully arranged interior with practical design elements throughout. The kitchen is equipped with all stainless steel appliances and a center island, supporting both functionality and workspace. The primary bedroom includes a walk-in closet, while the primary bathroom is fitted with double sinks and a separate tub and shower for added convenience. Interior updates include fresh interior paint, contributing to a clean and consistent presentation throughout the home. The exterior features a covered patio, providing a comfortable outdoor space. Included 100-Day Home Warranty with buyer activation

Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)

Listing Agent: Karen Albright (480-462-5392)

Remarks: Charmin 3 Bedroom, 2 Bathroom Home. Your perfect next chapter starts here! Discover comfortable, move in ready living in this inviting 3 bedrooms, 2 bathrooms home, ideal for first time buyers growing families or anyone seeking low-maintenance convenience with plenty of space to relax and entertain. Step inside to an open and bright layout that flows effortlessly from the welcoming living room to a functional kitchen, perfect for everyday meals and weekend gatherings. The three generously sized bedrooms give flexibility for a home office.

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Andrea Reina Parra (407-914-8037)

Remarks: Investor Special – AS-IS Opportunity in Prime Kissimmee Location! This single-family home is being sold **AS-IS** due to prior fire damage and presents a full renovation opportunity for investors or buyers looking to customize from the ground up. The property is a complete rehab and is priced accordingly for those ready to bring their vision to life. Located in a highly desirable area of Kissimmee, this home offers convenient access to major highways including US-192, John Young Parkway, and Osceola Parkway, with quick connections to Florida’s Turnpike and I-4. Enjoy close proximity to world-renowned attractions such as Walt Disney World, as well as shopping, dining, and entertainment options throughout the area. Nearby essentials include schools, medical facilities, and retail centers, making this a strategically positioned investment. Don’t miss this chance to transform a distressed property into a valuable asset in one of Central Florida’s most sought-after locations!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Monica Cuervo (407-701-3095)

Remarks: A very classy fully furnished 4 bedroom home in the peaceful sought-after Pebble Pointe community of Kissimmee. The split floor plan also has a separate office room. You walk into a spacious open Living Room and Family Room with vaulted ceilings, abundant natural light, and a smooth flow between the main living areas. Kitchen area has a large island along with a kitchen nook area. You walk through the double doors off the Family Room into a spacious screened-in patio area with a large pool. The fruit trees in the backyard and the large pond behind the property offers spectacular views...especially at sunset! Along with the pools multiple changing lights it makes the patio perfect for entertaining and family gatherings. Master Suite includes sliding door access to patio, walk-in closets, private en-suite bath with luxurious soaking tub and separate shower. Laundry room leads to a two car garage, perfect for storing items and your cars. Easy access to turnpike, Orlando International Airport, theme parks, shopping, and beaches. The pictures and video will motivate you to schedule a private showing...And when you come to the property you will definately be motivated to make it YOUR HOME!!

Listing is courtesy of: FAIRWAY REALTY INC (407-361-4976)

Listing Agent: Mark Kerasotis (407-361-4976)

Remarks: Under contract-accepting backup offers. Located within the highly sought-after Windsor at Westside gated resort community, this fully furnished home offers flexibility as a primary residence, vacation getaway, or income-producing short-term rental. The property is already set up for Airbnb use and is being sold turnkey, allowing for immediate occupancy or continued rental operations. The home offers five bedrooms and four bathrooms, along with a game room and an open, airy floor plan designed for both comfort and functionality. The layout easily accommodates large groups, with multiple spaces to gather or unwind throughout the home. A private first-floor suite provides a quiet retreat, while the kitchen features modern finishes including granite counters and stainless steel appliances. Outdoors, a private pool to create the perfect place to relax at any time of day. Owners and guests enjoy access to a wide range of resort amenities, including a full-service clubhouse, lake and pier, expansive zero-entry pool, water slide, lazy river, splash area, fitness center, sports courts, arcade, and on-site convenience shop. Conveniently positioned near Disney and major attractions, this home combines location, lifestyle, and investment potential in one exceptional opportunity.

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

Listing Agent: Caitlin De Oliveira (407-267-7196)

Remarks: Well-located 4-bedroom, 3-bathroom home just 10 minutes from Disney World, with no HOA. Features a split-bedroom floor plan, new flooring throughout, and a fenced backyard. The screened-in pool and heated jacuzzi were recently resurfaced, with the pool drained, refilled, and upgraded with new filters. Covered porch. The home offers a spacious eat-in kitchen, separate dining room, and family room, plus washer and dryer in a 2-car garage. Excellent option for a primary residence, short-term rental, or investment.

Listing is courtesy of: NEW HEIGHTS REALTY GROUP (407-934-0305)

Listing Agent: Daniel Rodriguez (407-934-0305)