Kissimmee Homes For Sale & Real Estate - 2711 homes

Remarks: Under contract-accepting backup offers. Seller may consider buyer concessions if made in an offer ~ Freshly painted in 2026, this beautiful TURN-KEY ~ POOL HOME in Calabria at Westside offers the perfect opportunity for a primary residence or second home in the heart of Central Florida! A new pool heater installed in 2025, newer A/C units (4 total) for efficient comfort, and a FULLY FURNISHED interior make this impressive property truly MOVE-IN READY. Positioned on an oversized .32 ACRE ~ CORNER LOT with excellent curb appeal and a TILE ROOF, this FORMER MODEL HOME offers over 3,000 square feet of well-designed living space surrounded by mature trees and peaceful natural scenery. This charming enclave tucked away near Old Lake Davenport, delivers a quiet setting while still being just minutes from Disney, world-class attractions, shopping, dining, golf, and resort areas. Step inside to soaring ceilings and an abundance of natural light as the TWO STORY LIVING ROOM and FAMILY ROOM create a dramatic first impression. Arched doorways, crown molding, and architectural details add character throughout, while the versatile layout provides both formal and casual spaces perfect for everyday living and entertaining. The formal dining room is enhanced with crown molding, while the kitchen offers a second casual dining space overlooking the family room. At the center of the home, the well-equipped kitchen delivers ample cabinet and counter space, a separate prep island, breakfast bar seating, STAINLESS STEEL APPLIANCES, a complementary backsplash, and pantry storage – making it ideal for gathering with family and friends. The flexible floor plan offers TWO POTENTIAL PRIMARY SUITES, including a main-floor retreat with a decorative tray ceiling, large 11x8 WALK-IN CLOSET, and a private en-suite bath. Its location provides added privacy and direct access to the covered lanai and pool area. An additional main-floor bedroom with a full bath offers convenience for guests, while upstairs bedrooms share a Jack-and-Jill bath and provide plenty of space for everyone. Outdoor living shines with a SCREENED HEATED POOL & SPA, a COVERED LANAI, and an extended PAVER PATIO overlooking the spacious backyard framed by mature trees – perfect for relaxing evenings or entertaining guests. The SPLIT GARAGES have been converted into a GAME ROOM & THEATER ROOM, creating a fun and versatile entertainment space for family and visitors alike. The HOA includes LAWN MAINTENANCE, CABLE, and INTERNET, making ownership easy and convenient. While SHORT TERM RENTALS are permitted, this home truly shines as a primary residence or second home thanks to its generous lot size, spacious layout, and peaceful setting. Centrally located with easy access to US Hwy 27 and W Irlo Bronson Memorial Highway, you are just minutes from Disney, theme parks, golf, shopping, dining, and everything Central Florida has to offer. Move right in and start enjoying the Florida lifestyle – let Calabria at Westside become your new HOME SWEET HOME!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: Price Reduced! Welcome to 3461 Fallbrook Drive, where privacy, design, and lifestyle come together inside the award-winning 55+ community of Solivita. Built in 2018 and thoughtfully designed, this Avellino model villa offers a rare combination of indoor comfort and outdoor living that immediately sets it apart. From the moment you arrive, you’re greeted by a paver driveway and walkway that continue seamlessly into your private gated courtyard, creating a true sense of arrival and an additional living space that most homes simply do not offer. Whether it’s morning coffee, evening wine, or hosting friends under the Florida sky, this space elevates everyday living. Inside, the home opens to a bright, modern layout with tile flooring throughout, creating a clean, seamless feel and easy maintenance. The open-concept design centers around a spacious kitchen featuring granite countertops, stainless steel appliances, 42-inch cabinetry, and a large island that flows effortlessly into the dining and great room. This is a home designed for both quiet nights in and entertaining with ease. The split floor plan offers privacy for both owners and guests, with a dedicated front bedroom, full bath, and versatile den perfect for a home office or flex space. The primary suite is tucked away with peaceful preserve views and no rear neighbors, offering a quiet retreat complete with a walk-in closet and a well-appointed ensuite bath. Step outside to your screened and covered lanai, where you can unwind year-round while overlooking natural conservation. Between the courtyard and lanai, you have two private outdoor spaces that truly expand how this home lives. Positioned in the highly desirable Courtyards of Montelena, you are just minutes by golf cart to Solivita’s vibrant village center, golf club, dining, and amenities, while also enjoying quick access to multiple resident entrances. Solivita is more than a community, it’s a lifestyle. Spanning over 4,300 acres, this nationally recognized, award-winning community offers championship golf, resort-style pools, fitness centers, restaurants, walking trails, and hundreds of clubs and activities designed for active living. Homes with this level of privacy, outdoor living, and location within Solivita are not easy to find. If you’ve been waiting for something that feels a step above the rest, this is your opportunity.

Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)

Listing Agent: Lexi Little (253-527-8055)

Remarks: Under contract-accepting backup offers. Beautiful two-story home on an oversized, fully fenced lot with serene lake views. The backyard features multiple fruit trees, a large cemented area, and a storage shed, offering plenty of outdoor space to enjoy. Inside, the home features a bright and thoughtfully designed layout with abundant natural light. The impressive entry showcases soaring Vaulted ceilings extending to the second floor and a stunning chandelier. The first floor offers two living areas, a formal dining room, and a breakfast nook. The spacious kitchen includes ample counter space and a hood vent over the stove. A bedroom and full bathroom are conveniently located downstairs. The large laundry room includes a sink and cabinets for extra storage. Tile flooring throughout the first floor and wood floors upstairs. The enclosed back patio has been converted into a sunroom, perfect for relaxing year-round.

Listing is courtesy of: FLEXWAY REALTY LLC (407-309-7919)

Listing Agent: Ronal Gonzalez (407-508-9120)

Remarks: This 2-bedroom, 1-bath home offers a great opportunity in the established community of Buena Ventura Lakes. Conveniently located near everyday shopping, dining, schools, and major roadways, the property provides easy access to the surrounding Osceola County area. The price reflects the updates and improvements the home may benefit from, making it a solid option for buyers looking to personalize a property to their own style and preferences. With a little vision and care, the next owner can bring new life to the space and make it their own. Buyers will appreciate the central location and the advantage of a low HOA, along with the ability to purchase in a well-established neighborhood without paying a premium for recent renovations. Whether you’re looking for a place to call home or a property where you can add your own finishing touches over time, this home offers a practical starting point in a convenient location close to everything.

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

Listing Agent: Yomari Ayala (407-484-6446)

Remarks: Unique features and super clean home, nicely remodeled! Come and start your new history in this lovely 3/2 home. This home features granite countertops, stainless steel appliances, decorative stones, a BBQ area in the back and is beautifully landscaped. Check out the gorgeous lake front view in a gated community close to schools, shopping, hospital and attractions parks. It feels like home as you enter this open-concept space with a back porch, all fenced.

Listing is courtesy of: THE RENTAL & SALES GALLERY LLC (407-709-5569)

Listing Agent: Sylvia Soto (407-709-5569)

Remarks: Fractional Ownership. Co-Ownership Opportunity in the highly sought-after Windsor at Westside Resort. Offered in 1/8 shares, this is a unique opportunity to enjoy all the benefits of a vacation home with the flexibility and efficiency of co-ownership. This fully furnished five bedroom, four and a half bathroom retreat comfortably accommodates up to 16 guests and is ideally located just minutes from Orlando’s world famous theme parks and attractions. The home blends modern design with resort style amenities, creating the perfect getaway for families and guests alike. On the main level, you will find a private king bedroom and full bathroom, ideal for multi generational stays. The open concept living space features a beautifully designed kitchen with granite countertops, stainless steel appliances, and a large island, all flowing seamlessly into a bright and inviting living room overlooking the private heated pool. Step outside to enjoy the covered lanai and convenient outdoor half bath, perfect for relaxing or entertaining. Upstairs, a spacious loft provides additional living space, along with four more bedrooms and three full bathrooms. Two themed bedrooms, inspired by Frozen and Star Wars, include custom murals and LED lighting for a fun and memorable experience. Contact the listing agent today for additional details.

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

Listing Agent: Scott Cohara (407-398-9554)

Remarks: Under contract-accepting backup offers. Welcome to this charming 4 bedroom, 2 1/2 bathroom home nestled in the heart of Kissimmee. The property boasts a large main bedroom complete with dual closets offering ample storage space. The home is situated on a generous lot providing plenty of room for outdoor activities and entertaining. Don't miss out on this gem in an ideal location!

Listing is courtesy of: LA ROSA REALTY CENTRAL FLORIDA (407-861-8009)

Listing Agent: Carlos Williams (863-202-6000)

Remarks: Welcome to this beautifully maintained 4-bedroom, 2.5-bath home nestled in the desirable community of Turnberry Reserve, just minutes from the vibrant Lake Nona area. Conveniently located across from the Austin-Tindall Sports Complex and only a short drive to Highway 417 and Lake Nona Medical City, this home perfectly blends comfort and accessibility. One of the standout features is the spacious first-floor primary suite, offering privacy and convenience—ideal for both everyday living and long-term comfort. Step outside to your own private retreat, where a tranquil pond view sets the backdrop for relaxation. The fully fenced backyard features a screened-in porch and an extended paver patio, creating an inviting space for entertaining or simply enjoying quiet evenings outdoors. The addition of a charming double sunset swing makes it the perfect spot to unwind. Inside, the home continues to impress with thoughtful upgrades and modern touches. The kitchen is equipped with stainless steel appliances, while the laundry room includes a convenient utility sink. Major improvements include a second HVAC unit dedicated to the second floor, 50-amp generator connection, all windows replaced in 2021, and a roof installed in 2019. In 2023, the home was refreshed with new carpet and updated LED lighting throughout, enhancing both comfort and efficiency. This home truly offers a combination of location, upgrades, and lifestyle—an opportunity you won’t want to miss. Schedule your showing today and come see it for yourself!

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Pedro Martinez (407-744-4632)

Remarks: ***2023 roof, high growth area, great for investors, location, location & location*** Prime Income-Producing Triplex in the Heart of Kissimmee! This well-maintained multifamily property offers a versatile unit mix totaling over 3,700 square feet of living space, making it an excellent opportunity for both investors and owner-occupants. Built in 1985 and situated on a generous oversized lot, the property features solid construction, ample parking, and a functional layout ideal for long-term or short-term rental potential. The property includes one 2-bedroom, 2-bath unit; one two-story unit featuring 2 bedrooms, 1 full bath, and an additional half bath; and one spacious 3-bedroom, 2-bath unit that also includes a separate studio with its own 1-bedroom, 1-bath layout, complete with kitchen and living area—perfect for additional rental income or guest accommodations. All units are currently occupied, generating approximately $5,900 in monthly rental income, with potential for future increases. Each unit provides comfortable living areas with strong rental appeal in a high-demand location just minutes from major roadways, shopping, dining, and world-renowned attractions. With no HOA restrictions, owners enjoy flexibility in management and use. Public water and sewer connections ensure convenience and reliability. Whether you’re looking to expand your portfolio or secure a steady cash-flowing asset in a growing market, this property delivers on location, size, and income potential. Don’t miss this rare opportunity in one of Central Florida’s most active rental corridors.

Listing is courtesy of: GEEK REALTY (407-885-3850)

Listing Agent: Mr.Geek Meah (407-885-3850)

Remarks: Short Sale. This short sale opportunity presents a residence brimming with potential for the right buyer willing to add a touch of TLC and vision. From the moment you step into the welcoming foyer, the home’s inviting one-story layout sets the stage for comfort and possibility. At the heart of the residence lies a spacious family room, ideal for creating memories with loved ones or enjoying quiet evenings. The open-concept kitchen, seamlessly connected to the family living area and covered patio, offers the perfect flow for entertaining guests indoors or out. The private master retreat provides a generous haven for rest and relaxation, while two additional bedrooms offer versatile space for family, guests, or even a home office. Thoughtfully designed with the popular Bimini floor plan, this home truly caters to the needs of today’s active lifestyle. Nestled within the vibrant community of Poinciana, residents enjoy an abundance of amenities, including scenic parks, sports courts, playgrounds, conservation areas, and easy access to world-class Orlando attractions. This property is a wonderful canvas, ready for your personal touch to restore its full charm and potential.

Listing is courtesy of: LAWYERS REAL ESTATE (321-951-7077)

Listing Agent: Jimletta Vareene-Thomas (407-758-2555)

Remarks: Move-in ready 3/2 in the desirable Concorde Estates community! Bright, open spaces, a modern kitchen with granite counters, and a fenced backyard with a covered patio make everyday living a breeze. Perfectly located near schools, shopping, dining, and major roads, it’s an ideal place to call home. Easy to show!

Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)

Listing Agent: William Figueroa (305-662-1502)

Remarks: Under contract-accepting backup offers. This Retreat is a Masterpiece of Craftsman Artistry This seller has thought of everything before you can even imagine it! This estate boasts over 3,300 square feet with 3 bedrooms, 3.5 bathrooms and an attached 1 bedroom, 1 bath apartment. It will give you the experience of a life of uncompromised luxury and small-town charm in this spectacular Craftsman estate. Re-imagined with attention to detail and situated on a sprawling half-acre double corner lot, this home isn’t just a residence—it is a sanctuary. Located in the coveted Orange Gardens neighborhood, no HOA, you are mere steps from the vibrant energy of downtown boutiques, artisan dining, and the convenience of commuter and Amtrak rail services. You can also enjoy the near by parks with a short walking or biking distance away. From the curb, the home radiates quality. It has a gable hip roof and concrete block hardi board exterior with seamless gutters. The true magic, however, begins with entering a foyer that takes your breath away. Looking down, the limestone and travertine floor showcases an original clematis design. Above, the octagonal cathedral ceiling features a hand blown glass fixture surrounded by translucent panels, filtering in natural light. Ultimate Retreat & Personal Fortress The primary suite is a masterclass in tranquility. Drift off under a romantic barrel-vaulted trey ceiling with soft cove lighting, or enjoy your morning coffee on the private screened patio. For a peace of mind, the suite features a discreetly integrated storm sanctuary—a custom walk-in closet reinforced with a roll-down door to keep your loved ones safe during any weather. The ensuite is a spa-like escape, boasting a two-person Jacuzzi tub and a floor-to-ceiling double-head shower surrounded by cultured marble, turning every morning into a five-star experience. Built for Connection & Creating Memories The gourmet kitchen and great room are a host’s dream. Imagine holiday gatherings centered around the massive granite island, with cocktails served from the professional-grade wet bar. Diamond Reflections cabinetry with appliance garages to keep your workspace pristine. The great room’s coffered ceilings and filtered sunlight create an atmosphere of warmth and sophistication. Alfresco Potential: Step out onto the patio—engineered with heavy-duty footings—ready to be transformed into the ultimate outdoor kitchen or covered lounge. For versatility, a secondary suite features a Murphy bed system, transforming a high-end home gym or executive office into a luxury guest suite. A third bedroom with an ensuite & patio access is also situated just down the main hall from the primary, giving you more space and privacy for all of your guests. If multi-generational living or a lucrative income stream is of interest, the attached private apartment is fully-equipped, offering its own kitchen, laundry, and separate entrance without sacrificing the main home’s privacy. Behind the beauty lies unparalleled engineering and self sufficiency. Throughout you will see several Velux sun tunnels that provide natural sunlight. A new roof as of 2023 and a whole house water filter and water softener. Across the home is four HVAC zones makes this home as "smart" as it is stunning. ADT hardwired security & privacy hedges ensure your private patio remains private. This is a thoughtfully crafted lifestyle for the buyer who demands excellence in every inch of their surroundings.

Listing is courtesy of: RIVER HILLS PROPERTIES, LLC B (315-896-1009)

Listing Agent: Heather Claridge (941-404-8193)

Remarks: Why wait months for new construction and then spend thousands upgrading builder-grade finishes? This stunning, move-in ready home offers over $100,000 in upgrades and shows like a model. From the moment you enter the foyer, you are welcomed by soaring ceilings, an open concept layout, and abundant natural light. The home features gorgeous tile flooring throughout - no carpet anywhere - including wood-look plank tile in all bedrooms for a clean, modern and cohesive design. This thoughtfully designed split floor plan offers 4 spacious bedrooms, 3 full bathrooms, and a 3-car garage. The kitchen is truly the heart of the home, showcasing 42-inch cabinetry with under cabinet lighting, quartz countertops, designer backsplash, newer stainless steel appliances, and a generous walk-in pantry. The open layout seamlessly connects the kitchen to the dinette, dining area, and expansive family room - perfect for entertaining. Step outside to your private backyard retreat situated on a premium conservation lot with no rear neighbors and open green space views. The impressive 48x38 screened lanai features a built-in circular bench, large outdoor kitchen, paver patio, and hot water spa. Whether enjoying your morning coffee, watching nature, catching rocket launches, or viewing Disney fireworks, this backyard delivers privacy and unforgettable views. The nearly quarter-acre lot is fully enclosed with vinyl fencing. Additional recent upgrades include a whole house filtration and water softener system, upgraded lighting fixtures throughout, laundry room cabinetry, pavers in the front and back, Low-E windows, 15 SEER HVAC system, and solar panels for exceptional energy efficiency and virtually no electric bills. Located in the highly desirable Kindred community, residents enjoy resort-style amenities including a zero-entry pool with water features, fitness center, tennis courts, soccer fields, beach volleyball, dog park, playgrounds, nature trails, shaded cabanas, and expansive green spaces and all this with a LOW HOA. Conveniently located with easy access to 192, 417, and the Florida Turnpike, and just minutes to NeoCity, Lake Nona Medical City, Orlando International Airport, and area theme parks. This home blends modern elegance, energy efficiency, and outdoor living at its finest. Schedule your private showing today - this one will not disappoint.

Listing is courtesy of: RE/MAX INNOVATION (407-281-1053)

Listing Agent: Millie Brockmeyer (407-970-9782)

Remarks: Under contract-accepting backup offers. Immaculate, fully furnished pool home with no rear neighbors, offering privacy and serene conservation views. This spacious home features an open floor plan with a formal dining room, a large primary suite with a garden tub and separate shower, a second primary bedroom with its own en-suite bath, plus two additional bedrooms and another full bathroom—perfect for family or guests. Enjoy relaxing outdoors in the screened-in private pool and hot tub with a covered lanai overlooking conservation. Recent updates include a new roof (2024) and a resurfaced pool with a freshly painted pool deck. Ideally located near world-famous attractions including Walt Disney World, Universal Orlando Resort, and SeaWorld Orlando. The community offers excellent amenities such as a playground, tennis court, and basketball court. Currently operating as a successful short-term rental generating approximately $25,000–$30,000/year in rental revenue.

Listing is courtesy of: WAYPOINT REAL ESTATE GROUP INC (407-566-8265)

Listing Agent: James Tate (407-566-8265)

Remarks: Discover the perfect blend of space, comfort, and nature in this beautifully maintained 5-bedroom, 2-bathroom home, featuring a fully independent mother-in-law suite complete with its own kitchen, bathroom, and private entrance — ideal for guests, extended family, or rental income. Nestled on over 2 peaceful acres surrounded by nature, this property offers serenity and privacy while being just minutes from schools, hospitals, grocery stores, malls, and everyday conveniences. Equipped for multi-use living, the property features four RV hookups, two wells, and two septic systems, providing flexibility for additional income streams or multi-generational living. Outdoor amenities include a pool, covered patio, fenced areas, and space for horses, along with a riding arena and barn structure. The layout and land make it suitable for equestrian use, homesteading, or investment purposes. Recent upgrades include a new roof and A/C system, both completed in 2023. This property offers a rare combination of residential comfort and income-producing potential, conveniently located while maintaining privacy and usable land. This home offers the perfect balance of country tranquility and city convenience — schedule your private showing today!

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

Listing Agent: Luzmar Diaz Clavijo (407-724-9421)

Remarks: Under contract-accepting backup offers. Welcome to 8851 Geneve Ct in Kissimmee, a fully furnished, turn-key vacation home located in the highly sought-after Windsor at Westside Resort, one of Central Florida’s premier short-term rental communities near Walt Disney World Resort. This income-producing property offers the perfect blend of investment potential and resort-style living. Situated within a gated resort community, residents and guests enjoy world-class amenities including a lazy river, resort-style pool, clubhouse, fitness center, restaurant, playground, and multiple sports courts. The HOA provides exceptional value, covering basic internet and cable, landscaping for the common areas surrounding the unit, daily valet trash service, and full access to the resort’s amenities, including a kids splash pool area, lazy river, basketball and tennis courts, soccer field, volleyball courts, and an additional clubhouse located in Phase 3 of the resort. Security and guest access are well managed with 24/7 guard-gated entry across three guardhouses located throughout the community, additional guards during heavy check-in times, and overnight security rovers. Owners and guests also benefit from the MyQ gate access system, which provides proxy cards for owners and temporary access cards for guests for seamless entry. Ideally located just minutes from Disney and Orlando’s top attractions, with convenient access to U.S. Route 192, State Road 429, and Interstate 4, the home is surrounded by popular shopping, dining, and entertainment options that attract visitors year-round. Being sold completely furnished, this property is move-in ready*and ideal for buyers seeking a vacation home near Disney or a high-performing short-term rental property in Kissimmee’s thriving resort market.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Sofia Lovinsky (407-376-1845)

Remarks: Beautiful vacation home, fully furnished, featuring a private pool and lake view, perfect for personal use or as a strong investment opportunity in Bellavida Resort. This spacious townhome offers 4 bedrooms and 3 bathrooms, located within a gated community that allows short-term rentals. Residents and guests enjoy access to excellent amenities, including a clubhouse with lobby and information desk, game room, playground, sand volleyball court, fitness center, and a resort-style pool with jacuzzi. Conveniently located within walking distance to Walmart, providing easy access to shopping and daily essentials. A great opportunity for vacation use or income-generating rental in one of the most sought-after resort communities in the area.

Listing is courtesy of: ORLANDO BROTHERS REAL ESTATE LLC (407-925-2221)

Listing Agent: Iluska Kruse (407-925-2221)

Remarks: Welcome to tastefully designed 5/bed 4/bath home with private pool facing conservation area in the prestige Community Windsor at Westside, zoned for short term vacation rental. The open floor plan seamlessly connects the living, dining, and kitchen areas, perfect for everyday living and entertaining. There is a master bedroom on the first floor and upstairs you’ll find another spacious master bedroom and additional bedrooms for privacy and comfort. Residents can enjoy world-class resort amenities, including an 8,000 sq. ft. clubhouse, heated pool, lazy river, spa, volleyball and basketball courts, and on-site restaurant and bar. The home is just minutes from Disney Parks and other Orlando attractions.

Listing is courtesy of: TOPSKY REALTY INC (407-476-6189)

Listing Agent: Eileen Li (407-765-2589)

Remarks: Discover this beautiful townhouse located in the desirable community of Cypress Hammock, perfect for those seeking comfort, style, and a family-friendly environment. This property features three spacious bedrooms, including a functional Jack-and-Jill layout, offering both convenience and privacy. The kitchen is upgraded with elegant quartz countertops, complemented by ceramic tile flooring throughout the home for a modern and durable finish. Situated on a corner lot, this unit enjoys a privileged and more private entrance within the community, enhancing both accessibility and exclusivity. Cypress Hammock offers resort-style amenities designed for the whole family to enjoy, including: Resort-style swimming pool Playground Walking trails Clubhouse for gatherings and events

Listing is courtesy of: LOYALTY REALTY GROUP LLC (407-493-0747)

Listing Agent: Judithmar Lopez Vizcaya (407-493-0747)

Remarks: Boasting a stunning interior with designer flair, this 4-bed, 3-bath home spanning 2,280sqft, is not just a home, it’s a lifestyle. Imagine evenings spent on the oversized patio with serene water views, surrounded by commercial-grade landscape lighting (2022) while your favorite playlist plays on the surround sound (speakers included!). Head to the community pool to cool down this Summer. New AC Evaporator (2025). LED Lighting throughout.

Listing is courtesy of: THE ANDERSON GROUP & CO PL (407-960-5657)

Listing Agent: Kevin Gomez (407-383-9292)