Kissimmee Homes For Sale & Real Estate - 2548 homes

Remarks: MOVE IN TODAY - Honesty Home Builders presents brand-new 2-bedroom, 2-bathroom villas in Tuscany Preserve, a private gated community. These modern quadplex villas boast Spanish-style Tiled roofs, adding timeless charm to the community’s exterior. These modern quadplex villas feature ceramic tile throughout, 42” cabinets, granite countertops, and state-of-the-art stainless steel appliances. Tuscany Preserve provides exclusive amenities including a private gym, clubhouse, pool, tennis and basketball courts. Each home owner has high-speed internet and hundreds of TV channels covered by the association, life here is effortless! All financing options accepted: FHA, VA, and Conventional. Ask about the builder's preferred lender and closing cost incentives. Short-term rentals and Airbnbs are allowed!

Listing is courtesy of: THE FIRM RE (407-227-3345)

Listing Agent: Amer Lababidi (407-800-3631)

Remarks: MOVE IN TODAY - Honesty Home Builders presents brand-new 2-bedroom, 2-bathroom villas in Tuscany Preserve, a private gated community. These modern quadplex villas boast Spanish-style Tiled roofs, adding timeless charm to the community’s exterior. These modern quadplex villas feature ceramic tile throughout, 42” cabinets, granite countertops, and state-of-the-art stainless steel appliances. Tuscany Preserve provides exclusive amenities including a private gym, clubhouse, pool, tennis and basketball courts. Each home owner has high-speed internet and hundreds of TV channels covered by the association, life here is effortless! All financing options accepted: FHA, VA, and Conventional. Ask about the builder's preferred lender and closing cost incentives. Short-term rentals and Airbnbs are allowed!

Listing is courtesy of: THE FIRM RE (407-227-3345)

Listing Agent: Amer Lababidi (407-800-3631)

Remarks: Honesty Home Builders presents brand-new 2-bedroom, 2-bathroom villas in Tuscany Preserve, a private gated community. These modern quadplex villas boast Spanish-style Tiled roofs, adding timeless charm to the community’s exterior. These modern quadplex villas feature ceramic tile throughout, 42” cabinets, granite countertops, and state-of-the-art stainless steel appliances. Tuscany Preserve provides exclusive amenities including a private gym, clubhouse, pool, tennis and basketball courts. Each home owner has high-speed internet and hundreds of TV channels covered by the association, life here is effortless! All financing options accepted: FHA, VA, and Conventional. Ask about the builder's preferred lender and closing cost incentives. Short-term rentals and Airbnbs are allowed!

Listing is courtesy of: THE FIRM RE (407-227-3345)

Listing Agent: Amer Lababidi (407-800-3631)

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: Welcome to this light-filled Corner Townhome offering the perfect blend of style, comfort, and location—just minutes from NeoCity! This move-in-ready home features 3 bedrooms, 2.5 bathrooms, attached garage, and a versatile upstairs loft—all thoughtfully designed for privacy and everyday functionality. The loft offers incredible flexibility as a home office, playroom, media space, or can easily be converted into a 4th bedroom. The open-concept main level showcases a bright and spacious great room layout with tile flooring throughout, ideal for both entertaining and daily living. The kitchen is the heart of the home, featuring a large center island with sink and dishwasher, bar seating, abundant storage, and a generous walk-in pantry. It flows seamlessly into the dining and living areas, creating an inviting space for gatherings. Step outside to your covered patio just off the living room—perfect for relaxing and enjoying Florida living year-round. Upstairs, the primary suite offers a private retreat with a well-appointed ensuite bath, dual sinks, and a walk-in shower. As a desirable corner unit, this home is filled with natural light thanks to additional windows, creating a bright and airy feel throughout. Additional highlights include kitchen appliances, stylish window blinds, and energy-efficient features such as a 15-SEER HVAC system and dual-pane low-energy windows for year-round comfort and savings. Located in a beautifully maintained community, residents enjoy resort-style amenities including pools, fitness centers, dog park, beach volleyball court, soccer field, and tennis courts—offering an active and connected lifestyle. Conveniently located near major highways, hospitals, shopping, dining, and world-famous attractions like Disney and Universal, this property offers both lifestyle and investment appeal, with strong rental potential. An exceptional opportunity to own a move-in-ready home in one of Kissimmee’s most connected and growing areas!

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

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

Remarks: Under contract-accepting backup offers. Short Sale. Short Sale – Home with Great Potential! Welcome to this 5-bedroom, 3.5-bath custom home on 2.38 private acres at the end of a secluded dead-end street. This property offers the perfect mix of space, privacy, and opportunity. Enjoy outdoor living with a pool, covered porch, and outdoor kitchen—ideal for entertaining. A 4-car garage with attached workshop and plenty of space for RVs, boats, and trailers makes this home perfect for hobbyists and adventurers alike. Inside, you’ll find a spacious kitchen with matte granite countertops, Wolf appliances, Sub-Zero fridge, and travertine flooring. Custom touches include tongue-and-groove Aspen ceilings, Pecky Cypress wood accents, and cedar-lined closets. The space above the garage, was used as a gym, offers flexibility, convert it into a rental, guest suite, or office. While the well is not currently working, this property is filled with potential to be transformed into your dream retreat.

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

Listing Agent: Jessica Estrada (863-409-1771)

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: Welcome home!!! Spacious 4 bedrooms 2 bath home with open floor plan & fenced backyard. Large living/dining room combo features wood panel ceiling decor, plant shelf & Chandeliers. Kitchen has eat in space, breakfast bar over looks the family room with sliding doors that leads to your 24x12 enclosed Florida room with AC with attached 12x10 storage room. Primary bedroom features walk-in closet, Shower, garden bath, and dual sinks. Inside Laundry with washer and dryer included. New A/C (Jan 2026), New water heater (2025) Solar Panels (2023). Great location minutes to turnpike, shopping and restaurants. Less then 10 miles to Orlando airport and Lake Nona.

Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)

Listing Agent: Norquy Pagan (407-738-2276)

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: **Charming 2-Bedroom Townhouse with Versatile Loft in The Margaritaville Community**.Step into this brand-new, fully furnished, upgraded 2-bedroom, 2.5-bath townhouse, featuring an upstairs bonus room area that can easily serve as a third bedroom. Perfectly positioned within the desirable Margaritaville Community, this property is currently operating as a successful Airbnb, with continuous bookings that provide an exceptional investment opportunity. Annual ROI details are available upon request. Designed for comfort and relaxation, this home offers a spacious open-concept living and dining area, a modern full kitchen, and spa-style bathrooms that make every day feel like a vacation. Enjoy your morning coffee/evening cocktail from your private outdoor terrace, surrounded by lush tropical scenery.

Listing is courtesy of: REALTY ONE GROUP MAGIC CITY (407-589-9080)

Listing Agent: Nydia Pino (954-804-4971)

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: LOCATION, LOCATION, LOCATION! Welcome to this beautifully maintained 4 spacious bedroom, 2.5 luxurious bathrooms, this single-story home is located in the highly desirable gated Tapestry Community area, this home also features a spacious open floor plan and offers an exquisite blend of modern design and timeless elegance on one level. Upon entering, step into a foyer with two adjacent bedrooms that opens up to a kitchen built for entertaining. The kitchen features a large island complimented by granite counter tops, stainless steel appliances, and a chef-worthy walk-in pantry and spacious cabinetry in a rich dark brown finish that provides both style and ample storage. Just off the gathering room, the master suite features tray ceilings, an oversized walk-in closet, and a spa style master bath with a double sink vanity, ceramic tile in main areas and luxury vinyl flooring in all bedrooms. Large sliding glass doors flood the space with natural light and lead to a beautifully upgraded covered and screened in lanai with tile flooring and a fenced in backyard, perfect for relaxing or entertaining year round, providing a private oasis for relaxation and recreation. The home also includes a washer and dryer for added convenience. A two car garage with an automatic door opener adds even more ease to daily life. This home delivers outstanding value, privacy and modern living without the wait of new construction. This home is equipped with a comprehensive security system, including four exterior cameras (positioned at each corner of the property) , motion sensor security lighting, and a Ring doorbell system for added peace of mind. Conveniently located near The Loop shopping center, major highways, dining, and world class attractions, this home offers the perfect blend of comfort, security and convenience. Community amenities include: guard gated 24/7, resort style pool, a state of the art fitness center, clubhouse, parks, playground, dog park, walking trails, grills, etc. Don't miss this incredible opportunity to own a beautiful home in one of Kissimmee's most sought-after communities! Schedule your private tour today.

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Gladys Levy (407-953-9641)

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: Prime POOL-FRONT Townhome... Turnkey, Fully Furnished 4-bedroom, 4.5-bath vacation home in the heart of Summerville Resort, perfectly positioned directly in front of the resort pool with serene pool views & next to the clubhouse and fitness center, an ideal setup for top-rated guest reviews and strong rental demand. This beautifully decorated residence features a spacious open-concept floor plan, seamlessly blending the kitchen, dining, and living areas—perfect for entertaining vacation guests or enjoying time with family. The kitchen is outfitted with modern appliances and stylish finishes throughout. Every detail has been thoughtfully curated, making this home move-in or rental ready. Enjoy Florida living at its best with a private patio, ideal for relaxing evenings and grilling out. Located minutes from theme parks, world-class attractions, shopping, and dining, this property offers exceptional convenience for owners and guests alike. Whether you’re seeking a high-performing short-term rental, long-term investment, or a personal vacation retreat, this pool-front townhome delivers location, lifestyle, and income potential. Opportunities like this are rare so schedule your private showing today.

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

Listing Agent: Donna Calhoun (407-329-6253)