Kissimmee Homes For Sale & Real Estate - 2451 homes

Remarks: SHORT TERM RENTAL ALLOWED! Incredible resort-style 4BR/4BA pool home offering strong investment potential and luxury living just minutes from Disney. Each bedroom features a private en-suite bath for maximum comfort and privacy. The open-concept layout connects the kitchen, dining, and living areas—perfect for entertaining. First-floor guest suite adds flexibility for owners or guests. Step outside to a screened-in private pool and spacious patio designed for relaxation and gatherings. Upstairs includes a spacious primary suite with spa-inspired bath plus two additional en-suite bedrooms. Located in a sought-after community with resort-style amenities, this home is ideal as a vacation rental, second home, or full-time residence. Close to Disney, shopping, dining, and major highways (I-4).

Listing is courtesy of: NEWBERRY REALTY & DEV GRP INC. (321-607-2354)

Listing Agent: Gylwerd Sevilla Oviedo (305-989-7853)

Remarks: Stunning gated home with private screened-in pool and breathtaking golf course views! Move-in ready with high-end upgrades including 42” maple cabinets, stainless steel appliances, crown molding, tile flooring throughout, and designer finishes. Enjoy a beautiful backyard overlooking the golf course, perfect for relaxing or entertaining. Located in a resort-style community with top-rated schools, offering tennis, boating, fitness center, clubhouse, restaurant, dock, and Olympic-size pools. Luxury, location, and lifestyle all in one—Motivated seller—bring your offers! This opportunity won’t last!

Listing is courtesy of: INTERNATIONAL EXECUTIVE REALTY (407-900-6242)

Listing Agent: Maritza Lopez (407-219-8914)

Remarks: Welcome to the ultimate Florida resort lifestyle! Positioned in the premier gated vacation community of Windsor at Westside Resort- this 8-bedroom, 6-bath lakeview home offers thoughtfully designed living space. This fully furnished, rental-ready home presents an outstanding opportunity for both savvy investors and families seeking a high-performing vacation property just minutes from Walt Disney World, dining, and premier shopping.   Inside, the expansive open-concept design creates a seamless flow between the kitchen, dining, and main living areas — ideal for entertaining large groups. The oversized upstairs loft provides an additional gathering space perfect for movie nights, gaming, or relaxing after long days at the parks. Constructed in 2017, this residence embodies the Florida resort lifestyle. Step outside to your private heated pool and spa, perfectly positioned to capture sweeping lake views — one of the most sought-after settings within the community. Whether hosting guests or enjoying a quiet sunset, the outdoor space delivers both privacy and a true vacation atmosphere. Ownership includes access to Windsor at Westside’s impressive resort amenities, including a grand clubhouse, resort-style pool with lazy river and waterslide, tiki bar, fitness center, arcade, and more — enhancing both guest experience and rental appeal.Whether expanding your investment portfolio or securing a luxury vacation home, this property offers both lifestyle and income potential in one of Central Florida’s top-performing short-term rental communities. Sold fully furnished and rental-ready with future bookings conveying if you keep the rental company. Call for your showing today!

Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)

Listing Agent: Katie Bray (407-779-6677)

Remarks: Take a look this furnished townhome in a gated community. The layout includes a 3 bed, 2 and 1/2 bath, a front portico, 1 rear balcony, and a rear entry 2 car garage. Downstairs you'll find the kitchen with granite countertops is also fully tiled and contains a large living space and convenient half bathroom. All of your bedrooms are located upstairs for your privacy and convenience.The master bedroom features walking closet and a large balcony perfect for your morning coffee.Tapestry offers 24 hours private security, a Resort style Club House like no other in the area, beach entry pool with slide and splash pad, grill area , fitness center, walking trails and more! Enjoy this beautiful property located just minutes from Orlando International Airport and the world-famous Disney and Universal theme parks. Schedule your appointment today!

Listing is courtesy of: YORK MILLS REALTY LLC (407-620-8528)

Listing Agent: Leo Shao (407-569-6769)

Remarks: Welcome to your dream home located at 200 Garnet Ave, where the living room immediately sets a warm, relaxing tone with soothing colors and an easy flow for everyday life. The kitchen elevates daily cooking with sleek stainless steel appliances, a central island that streamlines prep, and a generous walk-in pantry to keep everything organized. The bedrooms offer a peaceful retreat, with the primary highlighted by a spacious walk-in closet to simplify storage. The bathrooms feel fresh and refined, and the primary boasts double sinks that make morning routines effortless. Though additional flex spaces aren’t detailed, the layout supports comfortable living throughout. Outside, a covered patio invites quiet moments and casual meals in the open air, extending the home’s calm ambiance. 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: In the exclusive Bear’s Den community at Reunion Resort, this luxury Montecito floor plan residence offers an exceptional combination of refined design and strong vacation rental appeal. On a desirable corner lot, the home showcases elegant architectural details, a paver driveway, manicured landscaping and scenic palm-lined approach. Private balconies and covered outdoor living areas create a seamless indoor-outdoor lifestyle within one of Reunion’s exclusive enclaves. Built in 2020 and offered fully furnished, the home features 4,466 square feet of living space with five bedrooms, five full baths and one half bath. The well-designed layout includes two bedrooms on the main level and three upstairs, each with access to a full bath, making it ideal for accommodating larger groups and maximizing rental flexibility. The open-concept kitchen, dining and living areas provide an inviting central gathering space designed to enhance guest experience and rental performance. The chef’s kitchen featuring a gas cooktop with exterior-vented hood, built-in oven and microwave, refrigerator, dishwasher and an expansive center island with generous seating. Crisp cabinetry, abundant counter space, and an open layout create a functional yet sophisticated environment that resonates with luxury renters. Designed for entertainment, the home includes a game room and a private theater with tiered seating, projection screen, ceiling-mounted projector and surround sound, delivering an authentic in-home cinema experience. The resort-style backyard offers a private oasis featuring a heated custom pool and raised heated spa, expansive paver deck, lush privacy landscaping and dramatic fire bowls. A covered lanai with summer kitchen and outdoor TV provides the ideal setting for outdoor dining and entertaining, while the second-story balcony overlooks the pool and offers a tranquil retreat for day-to-night enjoyment. Additional features include a two-car garage and a transferable Reunion Club membership. The property is ideally near the Traditions Clubhouse and within short distance to Reunion’s Water Park. Reunion Resort amenities include three championship golf courses, a multi-acre water park, resort-style pools, fitness centers, on-site dining, tennis and pickleball courts, concierge services, and a gated luxury resort setting. Minutes from Walt Disney World, Reunion Resort is one of Central Florida’s desirable luxury vacation communities, known for strong rental demand and repeat guests. Whether as a turnkey income-producing investment or a high-end second home, this Bear’s Den residence offers an exceptional combination of location, layout, amenities and long-term appeal.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)

Listing Agent: Teresa White (904-994-9075)

Remarks: Short Term and Long Term Rental with no Restriction about how long the owner can stay in the property - NO CDD and the HOA includes water, internet and cable tv -You can do your own property management - FULLY- FURNISHED 1/1 Spacious Condo with living room, kitchen and separate dining area, and a hallway that leads to one bedroom, one full bath, walking closet and laundry room with washer and dryer -Gated Community- The community offers Tropical Pools and Spa, Tiki Bar, Fitness Center, Indoor Basketball Court, Picnic and BBQ areas, and a Dock overlooking the lagoon. Plus, Guests can access CALYPSO CAY CASTAWAY COVE ADVENTURE PARK & AMENITIES (additional fees may apply) with the Mini Golf, Rock Climbing Rope course, Zip Line, 3 Outdoor Heated Pools, 3 Water Slides, Sand Volleyball Court, Basketball Court, covered Grilling Areas, Cabanas and a Market Convenience Store

Listing is courtesy of: THE REALTY EXPERIENCE POWERED BY LRR (407-399-2055)

Listing Agent: Nelly Figueroa (407-319-5120)

Remarks: MOTIVATED SELLER!In the heart of Tuscany Preserve, a private community where serenity and beauty come together, awaits a home that inspires. More than just a house, it’s a retreat that invites you to dream, to live in the moment, and to create memories that last a lifetime. From the main gated entrance with 24/7 security, you can immediately feel the sense of being in a truly special place. Mornings here begin peacefully surrounded by trees, walking paths, and the gentle breeze that follows every step. Inside, every space feels warm and full of life a kitchen where conversations begin, a living area where laughter fills the air, and bedrooms designed for rest and harmony. Living in Tuscany Preserve means embracing a lifestyle made for enjoyment a resort-style community pool, a fully equipped fitness center, tennis and basketball courts, and even a refreshing splash park that adds joy to every weekend. All within a gated community that cares for every detail and invites you to focus on what truly matters: your home and your well-being. This property isn’t just ready to welcome you it’s ready to inspire you every day.

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

Listing Agent: Lisbeth Diaz De Rico (407-724-7383)

Remarks: Under contract-accepting backup offers. Great single family home with 3 bedrooms 2 baths, garage converted into additional spacious room. Fantastic open kitchen with granite counter tops, back splash, elegant wood cabinets and eating area. Ceiling fans throughout the house provide additional cooling opportunity. The bathrooms also have granite counter tops, master bedroom has dual sinks, garden tub, and spacious walk in closet. Ceramic tiles throughout the home, and beautiful screened in pool and fenced yard. This wonder home is near schools, shopping plazas, and short drive to major roads and turnpike. Come see this wonderful home; seller is motivated to sell fast.

Listing is courtesy of: GILVAN REALTY CORP. (954-825-5722)

Listing Agent: Gilberto Imery (561-927-5412)

Remarks: Under contract-accepting backup offers. FANTASTIC POOL HOME IN INDIAN CREEK! This 4-bedroom, 3-bathroom heated pool home is located in a highly desirable community with NO HOA and no rental restrictions. Major updates include BRAND NEW ROOF (April 2026), Screen Enclosure (2019), A/C (2020), Water Heater (2026), and Range (2024). Whether you're looking for a primary residence, vacation home, or investment property, this home offers the flexibility of short-term or long-term rentals and is located in an AIRBNB-approved community. The home features an open floor plan with spacious living and dining areas, creating a bright and inviting space perfect for entertaining or relaxing with family. Step outside to enjoy your private fenced backyard with no rear neighbors, where you'll find a beautiful screened pool area designed for year-round Florida living. The pool features solar hydronic heating (free heat) with a backup natural gas heater and electric automation panel, giving you efficient and convenient temperature control. Conveniently located just minutes from world-famous theme parks, shopping, dining, and major highways, this property provides easy access to everything Central Florida has to offer. Don’t miss this opportunity to own a versatile pool home in a prime location!

Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)

Listing Agent: Janet Mcquagge (407-927-7399)

Remarks: One or more photo(s) has been virtually staged. Now offering $10,000 in concessions and Down Payment Assistance with approval. One or more photo(s) has been virtually staged. Welcome to paradise in the heart of Florida! Located in the exclusive gated community of Sera Bella, this stunning property offers everything you’ve been dreaming of — prime location, elegance, and lifestyle. Less than 15 minutes from Orlando International Airport and under 20 minutes from world-famous theme parks, this home represents an excellent investment opportunity, ideal as a primary residence, vacation home, or income-producing property. Surrounded by shopping centers, supermarkets, restaurants, and a wide variety of services, the area is truly privileged. The backyard is a tropical oasis featuring a beautiful gazebo, ambient lighting, and a surround sound system throughout the home, including the outdoor space — perfect for relaxing or entertaining family and friends. The modern design blends comfort, spaciousness, and carefully selected details that make this home truly unique. The Sera Bella community have a gated entrance, swimming pool, and recreational areas for the entire family. Living here means enjoying a peaceful and secure environment with quick access to major highways, excellent connectivity, and all the best entertainment Central Florida . This is the home and investment you’ve been waiting for, ready for you in an unbeatable location. Hablamos español.

Listing is courtesy of: OCALA KEY REALTY ,INC (352-304-5268)

Listing Agent: Aleida Tamayo (352-573-9189)

Remarks: Welcome to this stunning 5-bedroom, 5-bathroom home, where comfort, style, and adventure come together in one exceptional property. Designed with both relaxation and entertaining in mind, this spacious home features an open-concept kitchen that flows seamlessly into the inviting family room and out to a covered patio. Perfect for hosting gatherings or enjoying Florida’s beautiful weather. Upstairs, you’ll find two luxurious owner’s suites along with a cozy loft area, offering ample space for rest and privacy. Every detail of this home is crafted to create unforgettable experiences for family and guests alike. Located in the highly sought-after Storey Lake Resort, residents and guests enjoy access to resort-style amenities including a sparkling pool, golf, fitness center, and clubhouse. Just 12 minutes from Walt Disney World Resort, this property is perfectly positioned in a prime short-term rental community, making it an outstanding investment opportunity or dream vacation home.

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

Listing Agent: Nayi Torres (407-720-9585)

Remarks: Price DROP!!! NO CDD, LOW HOA and PERFECT LOCATION. NEW ROOF Before Closing. Updated & Move-In Ready Home in Prime Kissimmee Location! Welcome to 2609 Waterline Street, a beautifully refreshed 4 bedroom, 2.5 bath home that offers space, comfort, and convenience in one of Kissimmee’s most desirable areas. Freshly painted inside and out, this home is ready for its new owners to move right in and start enjoying everything it has to offer. Step inside and be greeted by an inviting open floor plan designed for both everyday living and easy entertaining. The living and dining areas flow seamlessly, creating a bright and spacious environment filled with natural light. The kitchen offers plenty of cabinet space, modern finishes, and a view of the backyard making it the perfect spot to cook, gather, and connect. Upstairs, you’ll find a super-large master bedroom that feels like a private retreat, complete with a custom-style walk-in closet and ample room for a seating area or home office. The additional bedrooms are generously sized, offering flexibility for family, guests, or a dedicated workspace. Outside, enjoy the fully fenced backyard, ideal for children, pets, and weekend barbecues. With plenty of space to relax or garden, this outdoor area adds even more to the home’s appeal. This property’s location is unbeatable just minutes from the Florida Turnpike, The Loop shopping area, local hospitals, and Lake Nona’s world-class Medical City. You’ll have quick access to dining, shopping, entertainment, and top-rated schools, all while living in a peaceful residential community. Whether you’re a first-time buyer, growing family, or investor looking for a solid property in a prime area, this home has it all location, comfort, and value. Don’t miss this opportunity 2609 Waterline Street is move-in ready and priced to sell! Schedule your private tour today and see why this is the perfect place to call home.

Listing is courtesy of: W & CO REALTY (321-244-3332)

Listing Agent: William Gonzalez (407-350-0090)

Remarks: Opportunity for first time buyers Investors This 4-bedroom, 2-bath home with a 2-car garage offers a spacious open-concept layout ideal for comfortable living and easy entertaining. Tile flooring throughout provides a modern, low-maintenance finish that appeals to both homeowners and tenants alike. The flexible floor plan includes generously sized bedrooms and a fully fenced backyard, perfect for pets, play, or outdoor gatherings. Durable features and thoughtful design make this home an excellent option for first-time buyers seeking move-in-ready comfort or investors looking for a strong rental opportunity. Conveniently located near shopping, restaurants, and schools, this property combines functionality, location, and long-term value.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Maria Lima (407-709-5295)

Remarks: This is a Homeowner's dream, Spacious 3bed/2.5 bath, 2 car garage town home, a gated community with community pool, dog park. Carpet and tile flooring. Spacious Primary bedroom and walk-in closet with ensuite, dual sinks. Spacious upstairs loft, 2 guest bedrooms, one with walk-in closet. Dual sinks in guest bathroom. Eat in Kitchen, with large island and walk in Pantry. High ceilings, quartz countertop in kitchen and bathrooms. Private patio. Entire townhome has water filtration system. Close to shopping plazas, dining, and Valencia college. Close to Sun rail, which provides transportation to Orlando, Orlando Airport, Winter Park Maitland, Altamonte Springs, and Sanford. Close to Disney and downtown Orlando. Beautifully maintained.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)

Listing Agent: Appie Alexander (407-757-5737)

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: Welcome to this beautifully updated second-floor condo located at 3138 Britannia Blvd, Unit C—an exceptional opportunity whether you're seeking a primary residence, a vacation retreat, or a high-performing investment property. Currently operating as a successful Airbnb, this fully furnished, turn-key unit offers both comfort and convenience from day one. The open-concept layout is thoughtfully designed, with vaulted ceilings featuring stylish updates throughout and abundant natural light. Elegant French doors lead to a private balcony from the primary bedroom, creating the perfect space to relax and unwind. Situated within a quiet, gated community, residents enjoy a peaceful atmosphere while being just minutes from Disney, world-renowned attractions, shopping, and dining. Whether you're looking for a personal getaway or a property with rental potential, this condo checks every box. Schedule your showing today! Don't miss the chance to own a versatile and beautifully maintained property in one of Central Florida’s most desirable locations.

Listing is courtesy of: COVENANT HERITAGE REALTY, LLC (321-209-3007)

Listing Agent: Tara Yeager (407-340-1016)

Remarks: Welcome to 2749 N Poinciana Blvd #15, a beautifully updated 3-bedroom, 2-bathroom first-floor condominium offering comfort, style, and exceptional versatility. Ideally located just minutes from world-renowned attractions, this fully furnished residence is perfect as a primary home, vacation retreat, or income-producing investment property. Step inside to an inviting open floor plan designed for both relaxation and entertaining. Recent upgrades include a brand-new A/C system (2025), fresh paint in the living room and kitchen (2025), and new flooring throughout the hallways and bedrooms (2026), enhancing both comfort and modern appeal. The seamless layout allows for easy living, while abundant natural light creates a warm and welcoming atmosphere. Each of the three bedrooms is thoughtfully designed to provide comfort and privacy, complemented by two well-appointed bathrooms. Offered fully furnished, this turnkey property is ready for immediate enjoyment or rental use. Currently operating as a successful Airbnb, it presents an excellent opportunity for buyers seeking short-term rental income in a high-demand location. Whether you're looking for a personal getaway, a full-time residence, or a smart investment near Central Florida’s top destinations, this exceptional condo delivers on every level. Schedule your showing today!

Listing is courtesy of: COVENANT HERITAGE REALTY, LLC (321-209-3007)

Listing Agent: Tara Yeager (407-340-1016)

Remarks: Beautiful 4 bedroom/3-bathroom pool home featuring an extended private pool deck with views across the community grounds, a double garage and an extended driveway. This lovely home comes fully furnished and ready to go. The roof was replaced 2020, A/C 2021, pool heater 2021 and the pool was resurfaced 2022. It has updated floors, an open-plan living space with a lounge, formal dining area, kitchen, four bedrooms, three bathrooms, games room in the garage and a large private pool deck. The attractive family room has a vaulted ceiling, sofas, ceiling fan and sliding doors out to the pool deck. The updated kitchen has granite counters and comes with everything you need for at-home dining including newer stainless-steel appliances - fridge freezer, dishwasher, stove, microwave, plus coffee maker, cooking utensils, crockery etc. The kitchen island has bar stools, and the formal dining area seats six guests. Step through to the primary bedroom suite with a ceiling fan and sliding doors leading out to the pool. This bedroom has a spacious en suite bathroom complete with two vanity sink areas, a tub, a separate shower, WC and two walk-in closets. Bedroom 2 is an attractive queen room with a ceiling fan and bathroom right next door with tub/shower, WC and sink vanity. At the front of the home, bedrooms 3 and 4 are twin rooms and share a Jack-and-Jill bathroom with tub/shower. The screened-in pool deck has a spacious shaded seating/dining area with ceiling fan, loungers, child safety fence and views over the lovely pool and out to the community grounds with a play area. The garage has been converted into a games room with pool table and table football. There is also a laundry closet with a washer, dryer and ironing equipment. At the front of this single-level home is an extended private driveway. The home is being sold As Is with all furniture, appliances, linen, kitchen items etc included. It will make the ideal home for long-term residents, as a vacation home or as a short-term rental property. The popular Cumbrian Lakes community is in a convenient location 10 miles from Disney World.

Listing is courtesy of: CHOICE INTERNATIONAL REALTY INC (407-376-4687)

Listing Agent: Kate Rhead Williams (863-934-9071)

Remarks: Don’t miss this beautiful ground-floor, end-unit condo located in the community of Osprey Cove at The Oaks. This spacious 3-bedroom, 2-bathroom residence offers serene views of majestic oak trees, the golf course, pool and nearby tennis and pickleball courts, creating a peaceful backdrop for everyday living. The home has been thoughtfully refreshed and is truly move-in ready, with an updated kitchen, new A/C unit and dual-pane hurricane resistant windows. The bright, open layout is enhanced by the abundant natural light. The kitchen offers ample cabinetry, stainless steel appliances, making it both functional and inviting. The generous primary suite includes sliding glass doors to the screened rear lanai, a walk-in closet, dual vanities. Two additional bedrooms provide flexibility for guests, home office space, or rental potential. Additional conveniences include an in-unit laundry closet, and excellent flow for everyday living or entertaining. Enjoy resort-style amenities including a community pool, tennis courts, and golf course living, all while being ideally located near shopping, dining, major highways, and world-renowned Central Florida attractions. Whether you’re seeking a primary residence, first home, or investment opportunity, this condo offers an exceptional blend of comfort, location, and lifestyle. Schedule your private showing today.

Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)

Listing Agent: Tom Mcknight (352-978-2801)