Kissimmee Homes For Sale & Real Estate - 2626 homes

Remarks: Welcome to this beautiful home located in the highly desirable Bella Vida Resort, one of Kissimmee’s most sought-after gated communities. This elegant property offers a perfect blend of comfort, style, and convenience, making it ideal as a primary residence, vacation home, or investment opportunity. The home features spacious living areas filled with natural light, a thoughtfully designed floor plan, and a private outdoor space perfect for relaxing or entertaining. The kitchen is well appointed with modern finishes and ample cabinet space, seamlessly connecting to the dining and living areas. Step outside to enjoy your private screened-in pool, creating the perfect setting to unwind after a day exploring Central Florida. Residents and guests of Bella Vida enjoy resort-style amenities including a clubhouse, resort pool, fitness center, playground, walking trails, and beautifully maintained green spaces. The community is conveniently located just minutes from Disney World, shopping, restaurants, and major highways, offering both tranquility and easy access to everything Orlando has to Provide. Whether you are looking for a vacation retreat or a profitable short-term rental investment, this property presents an exceptional opportunity in the heart of Central Florida.

Listing is courtesy of: SELECTA REALTY LLC (407-777-7131)

Listing Agent: Bruna Sereno (407-883-6648)

Remarks: Fully renovated and move-in ready 3-bedroom, 2-bath condo located in the desirable Gables at Lakeside community. This spacious second-floor unit offers a private entrance and peaceful pond views, creating the perfect setting to relax and unwind. Inside, you’ll find a bright and open layout with modern updates throughout, providing comfort and functionality for everyday living. The community features excellent amenities including a swimming pool, fitness center, tennis court, clubhouse, playground, and more — all within a quiet and well-maintained environment. Conveniently located in the heart of Kissimmee, just minutes from shopping, dining, major roadways, and The Loop. Whether you’re looking for a primary residence or an investment opportunity, this property offers both value and location. Schedule your private showing today.

Listing is courtesy of: CAINAN BA LLC (407-724-4173)

Listing Agent: Cainan Almeida (407-724-4173)

Remarks: Price Improvement! Enjoy a spacious and open floor plan featuring access to the oversized screened lanai with a heated hot tub and tranquil water views—perfect for relaxing and entertaining. The home includes first-floor laundry, a powder room, a primary bedroom with an ensuite bath, and a guest room, offering comfort and convenience. This stunning upgraded deluxe townhome is an investment opportunity in the highly sought-after gated community of Regal Oaks at Old Town. With professional property management already in place, it offers a hassle-free ownership experience and rental potential. Please note, this property is specifically tailored for investors seeking a rental asset. Located adjacent to Old Town and just a ten-minute drive to Walt Disney World Resort, this home combines a prime location with rental income prospects. The management team provides comprehensive services, including marketing, property upkeep, guest check-ins, thorough cleaning, communication, licensing, tourist taxes, insurance, and ongoing maintenance. The office is conveniently situated within the Clubhouse premises, ensuring seamless support and oversight. Additional support includes assistance with financial statements, current market analysis, and insights into the State of the Market, empowering you to make informed investment decisions. Don’t miss this opportunity to grow your real estate portfolio with a beautifully upgraded, professionally managed rental home in a prime Florida location. Contact us today to learn more!

Listing is courtesy of: IDILIQ ESTATES USA LLC (407-997-1000)

Listing Agent: Christine Butler (407-908-1923)

Remarks: Located just 25 minutes from Disney!!! This beautiful Mediterranean-style 4 Bedroom, 3.5 Bath home in the gated Brighton Lakes community offers 4,198 sq ft of living space. This rare property includes a multi-generational living area and three full kitchens with all appliances—ideal for extended family or flexible use. Interior features include imported Mahogany hardwood floors, an open floor plan, and a spacious master suite with double walk-in closets and a spa-style bath with a jacuzzi tub. The covered lanai provides a peaceful water view, perfect for relaxing or entertaining. Conveniently located near shopping, dining, and major conveniences. Lender credit available with seller’s preferred lender.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Virginia Doherty (321-374-0213)

Remarks: Don't miss this two-story duplex on a corner lot in Historic Downtown Kissimmee! Walking distance to SunRail Station, public transportation, stores, restaurants, and Kissimmee Lakefront Park. Renovated in 2023 with new 30-year architectural shingle roof. Downstairs unit (116): Owner-occupied, ~300 sq ft larger than upstairs, 2 beds (configurable as 3), 1 bath, covered front/back porches, carpet/tile floors, eat-in kitchen, interior washer/dryer hookups, covered carport; potential rent $1600+/month. Upstairs unit (118): Rented $1500/month + $50 water, 2 beds, 1 bath, plus versatile third room (living/family or 3rd bedroom) with balcony access, washer/dryer hookups and storage off covered carport. Two electric meters (tenants pay own); one water meter (landlord pays). Updates: Water heater and A/C replaced 2019; re-wired, re-piped, doors/windows/insulation replaced 2019. Each unit has its own fenced yard; backyard includes concrete pad and 12x20 storage shed. Convertible to 5-bedroom home via locked-off doorway from downstairs to upstairs stairway; ideal for short-term rental/Airbnb. Ample rear land offers potential for third unit or ADU; zoned T4-O, future land use MU-D (Downtown Mixed Use).

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Judson Osbon (407-955-1672)

Remarks: Pool Home Just Minutes from Disney & Margaritaville! Welcome to 2823 Drifting Lilly Loop, a 3-bedroom, 2-bathroom pool home located in the highly sought-after Oak Island Cove community—just 3 miles from Walt Disney World and the vibrant Margaritaville Resort. Whether you're searching for a primary residence, investment opportunity, or a high-performing short-term rental, this home checks all the boxes. Step inside to an impressive foyer that opens into a bright, airy living space with vaulted ceilings, ceramic tile flooring, and an abundance of natural light. The open-concept kitchen, dining, and living room create the perfect layout for entertaining or relaxing with family. The spacious primary suite offers private pool access, a walk-in closet, and a luxurious en-suite bathroom featuring a spa/jacuzzi tub. Two additional bedrooms are thoughtfully situated on the opposite side of the home, ensuring privacy for guests or family, and are served by a full guest bath. Sliding glass doors lead out to your private oasis—a covered lanai and screen-enclosed heated pool and spa with an extended deck, ideal for year-round enjoyment. Highlights Include: Newer AC system & pool pump, & Low HOA fees, Located just off Highway 192, you’re minutes from world-class shopping, dining, and entertainment at Sunset Walk, plus easy access to major highways and all of Central Florida’s top attractions. With new developments and attractions continually emerging, this home puts you at the center of it all.

Listing is courtesy of: PREMIUM PROPERTIES REAL ESTATE (407-380-2800)

Listing Agent: Tj Connor (407-340-8385)

Remarks: This stunning turnkey short term rental is fully furnished, beautifully themed, and ready to enjoy from day one. Located in the highly sought after Windsor Hills Resort, this 3 bed, 2 bath first floor condo blends modern comfort with unbeatable convenience. The inviting open concept layout connects the kitchen, dining, and living areas, ideal for relaxing or entertaining. The fully renovated kitchen features soft close white cabinetry, 42” uppers with under cabinet lighting, granite countertops, stainless steel appliances, a stylish tile backsplash, and an expanded bar area. Both bathrooms have been updated with contemporary finishes, creating fresh, spa like spaces. Major improvements include a new A/C air handler and condenser (2025) and a new water heater (2022). Enjoy your private screened in patio overlooking lush green space and mature landscaping—a peaceful retreat after a day of adventure. Windsor Hills offers world class amenities including a resort style waterpark, playground, basketball, tennis, volleyball, fitness center, and onsite dining. With Target, Walmart, and abundant shopping and dining nearby—and Disney World just minutes away—this location is ideal for full time residents, vacation homeowners, and investors seeking a magical Central Florida experience.

Listing is courtesy of: FLORIDA REALTY RESULTS LLC (407-498-3838)

Listing Agent: Greg Lowe (407-256-7035)

Remarks: One or more photo(s) has been virtually staged. Experience easy, low-maintenance living in this 2023-built villa located within a guard-gated 55+ resort-style community. Designed for comfort and simplicity, the open layout creates a natural flow between the kitchen and main living areas, extending to a covered back porch for relaxed indoor-outdoor living. The true highlight is the lifestyle, with access to a 12,000 square foot clubhouse featuring a heated pool, fitness center, tennis, pickleball, and bocce courts, along with a full calendar of social activities. HOA coverage includes exterior maintenance, roof, and landscaping, offering a convenient lock-and-leave option. A great opportunity to own a newer home in a community designed for connection, ease, and everyday enjoyment.

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

Listing Agent: Jessica Collins (386-564-0120)

Remarks: Exclusivity, Comfort & Modern Living — All in One Home! This stunning residence is more than just a house — it’s your dream home. Beautifully designed and impeccably maintained, this one-of-a-kind property stands out in the community for its exclusive finishes, stylish décor, and thoughtful upgrades throughout. 4 spacious, elegantly decorated bedrooms, including a themed kids’ room with 4 beds — sure to delight the whole family. 2 full bathrooms plus a powder room, all recently updated. Brand-new furniture and mattresses (2024). 6.5 mm waterproof laminate flooring with factory warranty on the main level. New carpet installed upstairs in 2024. Chef’s kitchen with 42" solid wood cabinetry (custom cabinetry replaced in 2025). Sleek Calacatta quartz countertops. Modern matte black faucets (2025). Stainless steel appliances with invoices and factory warranties (2025). All TVs purchased in 2024. New roof (2024). Water heater replaced (2022). Full interior paint (2025). Private lakeside hot tub — heated and ready to enjoy. Smart security system with app-controlled cameras. Google Nest thermostat for remote climate control. Smart lock and Ring doorbell, both app-enabled. Exclusive unit — no other in the community compares. HOA covers exterior painting, landscaping, tree trimming, lawn care, and cleaning. Gated community with keypad entry for extra security. Enjoy serene lake views and magical sunsets from your backyard hot tub as ducks swim peacefully across the water — the perfect setting for relaxation and entertainment. The community offers great amenities including parking space for 3 cars, a gym, movie theater, party room, playground, and volleyball court. Ideally located in a quiet, family-friendly neighborhood with quick access to shopping, dining, and world-famous attractions: Aldi – 1.7 km ? 1.06 miles Walmart – 1.9 km ? 1.18 miles Sam’s Club – 2.1 km ? 1.30 miles Bravo Supermarket – 2.7 km ? 1.68 miles (7 minutes) Historic Downtown – 6.9 km ? 4.29 miles (10 minutes) Disney Parks – 11 km ? 6.83 miles (13 minutes) Plus dozens of top-rated restaurants just minutes away! Whether you’re looking for your forever home or a highly desirable short-term rental property, this residence offers both luxury living and excellent investment potential. Don’t miss out — schedule your private showing today and experience this exceptional home for yourself!

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Luiz Silva (407-409-4915)

Remarks: Beautiful 3BR/2.5BA townhome in the gated community of Reflections at Storey Lake — no short-term rentals allowed. This well-maintained home features an open layout with a modern kitchen offering 42" cabinets, quartz countertops, and stainless-steel appliances, flowing into a spacious great room with sliding doors to a private patio overlooking green space. The large primary suite includes a walk-in closet and a generous bathroom with dual sinks and a walk-in shower. All bedrooms are comfortably sized, and the home includes an upstairs laundry area. HOA covers internet, cable, and phone. Enjoy resort-style amenities: pool, fitness center, dog park, playground, clubhouse, and picnic areas. Ideally located near Disney, Lake Buena Vista, Disney Springs, shopping, restaurants, top schools, and major highways. Move-in ready — don’t miss this opportunity!

Listing is courtesy of: NORKIS & CO REALTY (407-506-7070)

Listing Agent: Norielys Emi Valdez (407-600-3858)

Remarks: Welcome to this stunning property nestled in the heart of Kissimmee, just minutes from the magical attractions of Orlando! This beautifully designed home offers an ideal blend of comfort and style, featuring spacious living areas, modern finishes, and an abundance of natural light. With 3 bedrooms and 2.5 bathrooms, this residence is perfect for families and vacationers alike. This would make a great investment home for short term rentals like Air B&B or a 2nd home for personal use. The open-concept layout flows seamlessly from the kitchen to the inviting living room, making it perfect for entertaining. Step outside to your private screened patio oasis, where you can unwind and enjoy the find Florida weather! Located in a vibrant gated community with amenities such as a community pool, fitness center and tennis court, you’ll have everything you need right at your doorstep. Plus, with proximity to world-renowned attractions, shopping, and dining, you’ll never run out of things to do! Don’t miss this opportunity to own a slice of paradise in Kissimmee. Schedule your tour today and make this your new home!

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

Listing Agent: Eric Roman, Pa (407-342-5594)

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: Under contract-accepting backup offers. Welcome to Reedy Reserve in Kissimmee! Built in 2018, this well-designed one-story home offers 4 bedrooms, 2 bathrooms, and a 2-car garage, all set on a premium pond-view lot with no front or rear neighbors. The open floorplan flows effortlessly from the kitchen to the living and dining areas. The kitchen features 18” tile, a closet pantry, and stainless GE appliances—all included. An indoor laundry room comes complete with washer, dryer, and overhead storage. The spacious primary suite offers a relaxing ensuite bath with soaking tub, walk-in shower, dual sinks, and a private water closet. Three additional guest bedrooms are generously sized and feature French-door style closets for convenience. The view in the backyard is a beautiful, private water view complete with birds and ducks! Community features include a community pool with cabana and restrooms overlooking the water. The home is priced with carpet replacement in mind—an excellent opportunity to make it your own. Fantastic location close to shopping, dining, and major roadways, with easy access to all the attractions Central Florida has to offer!

Listing is courtesy of: GODWIN REALTY GROUP (407-957-9545)

Listing Agent: Melissa Godwin (407-957-9545)

Remarks: Under Construction. The Allex floorplan offers 3 bedrooms, 2 bathrooms, and 1,504 sq ft of living space. Features include open living areas, a covered lanai, quartz countertops, stainless-steel appliances, and a walk-in pantry. Spacious bedrooms include carpeted floors, closets and natural light. The primary bedroom has an attached bathroom with a walk-in closet and double vanity. This all concrete block construction home also includes smart home technology for control via smart devices. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)

Remarks: Short Sale. Fantastic Location ... Just minutes from the Orlando International Airport, the 417, Lake Nona Medical Center and area attractions! This Energy Star Certified townhome is a corner unit and features 4 bedrooms and 3 bathrooms. The Kitchen is open to the Living/Great room and dining area. The downstairs features include: Kitchen center island, a breakfast bar, 42 inch gray kitchen cabinets, with crown molding, quartz countertops, tile backsplash, stainless appliances, lower level guest bedroom with an ensuite bathroom. Upstairs are the remaining bedrooms, laundry and a versatile loft space. The primary suite boasts a dual sink vanity with quartz counters, large glass-enclosed shower, linen closet, private lavatory and walk-in closet. The Towns at Creekside offers residents a luxurious community pool with cabana, playground and walking trails.

Listing is courtesy of: PREFERRED REAL ESTATE (407-791-3116)

Listing Agent: Bruce Clark (407-791-3116)

Remarks: PRICE REDUCTION. The air conditioner has an intermittent fault and needs to be replaced—quoted price to replace is $4,500 with a 10-year warranty. Rare opportunity to own one of the very few condominiums in Runaway Beach offering an attached private garage, an exceptionally hard-to-find feature in this community. Welcome to 3019 Bonfire Beach Drive, a fully furnished second-floor, two-bedroom, two-bathroom condominium located in the sought-after Key West–style resort community of Runaway Beach, centrally positioned in Kissimmee just minutes from the entrance to Walt Disney World. This light-filled residence features a spacious open-concept kitchen, living, and dining area with high ceilings, a breakfast bar, and a dual-aspect living room that enhances the bright and airy feel throughout. The thoughtful layout includes a generous primary suite with an ensuite bathroom featuring a shower-over-bath, large vanity, and access to a walk-in closet. A second well-sized bedroom also offers a walk-in closet, complemented by an additional full family bathroom and linen closet. A conveniently tucked-away washer and dryer are located within a dedicated interior closet. What truly sets this property apart is the private attached garage with additional storage space, a rare and highly coveted combination in Runaway Beach. Whether used for secure parking, owner storage, or guest convenience, this feature significantly enhances both lifestyle appeal and rental desirability. While the condominium has been well-maintained, it would benefit from some updating and modernization, presenting an excellent opportunity for a new owner to add value and personalize the space to their taste. Runaway Beach Resort is a gated community offering scenic walking trails, a fitness center, two swimming pools, and a relaxing hot tub. Ideally located close to Disney, premium outlet shopping, dining, and major roadways. This versatile condominium may be used as a primary residence, long-term rental, or short-term vacation rental, making it an exceptional opportunity for homeowners and investors alike. The property is currently leased on a month-to-month lease. The tenant would like to renew their lease but will vacate if required.

Listing is courtesy of: WINTER GARDEN REAL ESTATE (407-910-1066)

Listing Agent: Anthony O'Reilly Brookes (407-910-1066)

Remarks: Position your portfolio for success with this premier short-term rental opportunity at 8189 Surf Street in Margaritaville Resort Orlando. Located within one of Central Florida’s most recognized vacation rental destinations, this fully furnished 2-bedroom, 2.5-bath villa offers a true turnkey investment—professionally designed, impeccably maintained, and ready to generate immediate rental income. Thoughtfully designed to maximize guest appeal and occupancy, the villa features a bright open-concept floor plan, soaring ceilings, quartz countertops, upgraded appliances, and premium coastal finishes throughout. The private patio overlooking a tranquil pond creates an inviting outdoor retreat—an amenity highly valued by vacation guests seeking relaxation after a day at the parks. The home is delivered fully furnished with the upgraded Margaritaville Furniture Package, eliminating startup costs and ensuring seamless onboarding into the resort’s rental program. Owners and guests enjoy access to a full suite of resort-style amenities, including multiple pools, on-site restaurants, live entertainment, a fitness center, kids’ club, and the popular Fins Up Beach Club. The resort’s prime location—just minutes from Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando—drives consistent year-round tourism demand, while on-site attractions like Island H2O Live! Water Park further enhance guest experience and booking potential. Nearby, Promenade at Sunset Walk offers walkable dining, retail, and entertainment options that increase guest satisfaction and repeat stays. Backed by the strength of the Margaritaville brand and situated in one of the highest-performing vacation rental corridors in the country, this property represents a compelling opportunity for investors seeking strong occupancy, premium nightly rates, and long-term appreciation potential. Capitalize on a proven short-term rental model in a high-demand market—schedule your private showing today.

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Nick Whitehouse (407-902-4639)

Remarks: Don't miss the opportunity to own this beautiful ground-floor corner unit in the highly sought-after Artisan Park community of Celebration. Great community atmosphere, walking distance from the, residents only, Artisan Park Clubhouse with amenities such as pool, fitness center, billiard room, outdoor kitchen, restaurant, bar, banquet room and community events. Apartment features include, attached one car garage, laundry room, Plantation Shutters, Granite counter tops, Crown Molding and Stainless Steel appliances. Apartment is ideal as a primary home, seasonal retreat or income property, located near excellent top-rated public and private schools, Disney, Universal, SeaWorld, with direct access I-4, 417 and just 30min away from Orlando International Airport.

Listing is courtesy of: GLASBRIDGE LLC (407-704-6848)

Listing Agent: Yasmin Sanchez (407-954-3342)

Remarks: Beautiful 3 bedrooms, 2 full bathrooms. Located quiet and desirable subdivision of Sedona, Kissimmee Florida. The home also includes a 2-car garage for convenient parking and extra storage. Brand New AC unit 2026, and New Fence will be placed. Located near major roads and highways, this home offers easy access to shopping plazas, restaurants, medical offices, and entertainment. Plus, you’re just about a 30-minute drive from Orlando’s world-famous theme parks! With thoughtful updates, a fantastic location, and a welcoming layout, this Kissimmee gem is ready to find its forever homeowners. Make your move on this home quick before its gone.

Listing is courtesy of: TRUST HOME REALTY LLC (407-614-7253)

Listing Agent: Fernando Leano (407-468-6726)

Remarks: Remodeled First Floor end unit. Beautiful wood cabinetry in kitchen and baths, granite counters, crown molding and elegant backsplash in kitchen. Stainless appliances in kitchen. New carpet in both secondary bedrooms. Luxury vinyl plank in common areas and kitchen. Ceramic tile in both bathrooms. Laundry closet with washer and dryer included. Screened Patio with new screened door and new ceiling fan. Water Heater is 2024 and HVAC is 2007. March 2026 HVAC service receipt attached to the Listing.

Listing is courtesy of: 3% REAL E$TATE (407-479-0076)

Listing Agent: Ray Guenther (407-479-0076)