Homes For Sale in Kissimmee 34744 - 286 homes

Remarks: Step into comfort and convenience in this BEAUTIFULLY MAINTAINED home, ideally situated within the gated golf community of Remington. Offering four bedrooms, two bathrooms, and a two-car garage, this MOVE-IN-READY residence features an open-concept layout with vaulted ceilings—perfect for both everyday living and entertaining. The kitchen is designed to flow seamlessly into the main living area, creating an ideal space for gathering with family and friends. NEW luxury vinyl plank flooring has been installed throughout the main living areas and all bedrooms, providing both style and durability. The fourth bedroom features French doors and has been thoughtfully converted into a private home office—an ideal setup for remote work or a quiet retreat. Major updates include a new roof (2021), HVAC system (2017), and water heater (2023), providing PEACE OF MIND for years to come. Located just steps from Prairie Lake Park and only minutes from shopping, dining, medical facilities, and the Florida Turnpike, this home offers convenient access to all that Central Florida has to offer. Schedule your private showing today.

Listing is courtesy of: OPTIMA REAL ESTATE (407-366-4500)

Listing Agent: Kristin Mclaughlin (407-340-4841)

Remarks: You're not going to find another move-in-ready home that offers this kind of value. NOW IS AN EXCELLENT TIME to consider this inviting East Lake Preserve home where thoughtful design meets everyday comfort in a community setting you’ll love. Competitively positioned and stands out as a STRONG VALUE within the community. This two-story Pulte Seamist floor plan offers an inviting first impression with its FRESHLY PAINTED EXTERIOR, 8’ ThermaTru glass entry door, and attractive concrete siding elevation. Inside, the home feels bright and open, with high ceilings and neutral ceramic tile flowing throughout the main living areas—perfect for both relaxed daily living and entertaining. The kitchen sits at the heart of the home, connecting seamlessly to the dining and living spaces and featuring granite countertops, designer birch cabinetry with crown molding, a stainless steel undermount sink, exterior venting, and a generous pantry. A FIRST-FLOOR BEDROOM with a FULL BATH provides flexibility for guests, multi-generational living, or a private home office. Upstairs, a SPACIOUS LOFT offers endless possibilities—movie nights, play space, or a quiet retreat. The owner’s suite is a comfortable escape, complete with a walk-in closet and an ensuite bath with dual sinks and a tiled shower surround. Two additional bedrooms, a full bath, and a large utility room complete the second level. Built with efficiency and peace of mind in mind, the home includes Trexx in-wall pest control, Low-E dual-pane windows, and radiant barrier roof sheathing. Conveniently located just minutes from SR-417, you’ll enjoy easy access to Lake Nona Medical City, Orlando International Airport, the VA Hospital, USTA National Campus, and Austin-Tindall Sports Complex—making commuting, recreation, and travel a breeze. This is a home designed for living well—comfortable, connected, and ready to welcome you.

Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)

Listing Agent: Mary Callaway (407-496-6879)

Remarks: Luxury Lakefront Dream Home with Boat Dock, Pool, Sunset Views, and So Much More. Experience luxury lakefront living in the small gated enclave of Regal Cove on West Lake Toho. This modern 5+BR/3BA/3 Car Garage home seamlessly blends soothing coastal style with modern luxury upgrades throughout. All day and as the sun goes down over the lake, enjoy entertaining in this spacious open floor plan featuring soaring ceilings, huge gourmet kitchen, large screened patio deck and oversized swimming pool. The kitchen boasts sub zero refrigerator & freezer, custom wood floor to ceiling cabinetry, convection oven and cooktop, wine fridge, ice maker and two islands. The enormous primary suite features a solarium style sitting room with panoramic views of the lake, large walk-in glamorous dressing room, and modern ensuite bathroom with two separate vanity sink areas and large rain shower. This multi-story home features an elevator, as well as an ensuite bedroom on the first level making it easy to navigate with a focus on accessibility. This home is unique in that it has a “basement” level in addition to the 3,864 heated sqft spread over three stories. In the basement you’ll find a game room, a theater area, and storage area but you can configure it in many different ways. On the main level, in addition to the entertaining spaces, there is also a bedroom with ensuite bathroom, and another room currently set up as the home office. On the second floor, you’ll find the primary suite, the laundry room and a loft area. The third floor offers another bathroom, two extra large kingsize bedrooms and a third smaller bedroom, with no closet. This space would be perfect for guests, computer room, office, meditation room, art space, work out room or a variety of creative uses. The sheer size of this home and the use of open as well as private spaces allow for any potential home buyer to configure the home to reflect their individual lifestyle. The home is move in ready and waiting for you! The lot is located on the cul de sac of a tree lined street of custom homes and is situated on 0.81 acres with a large west facing lake frontage on the boatable West Lake Toho, a roughly 23,000 acre fresh water lake known for trophy bass fishing and tournaments. The covered powered dock and lift make hopping on your boat for a sunset cruise or a fishing expedition hassle free. On the property you’ll appreciate the long circular drive, three car garage with one pass through stall, Tesla electric car charging station, the custom half-court basketball court and generous front and rear yards, Schedule today for a private viewing of this rare gem on the Kissimmee Chain of Lakes. Ideally located near the Florida Turnpike, Orlando International Airport, theme parks, NeoCity and Lake Nona Medical City. Home may or may not have surveillance security on the premises. Check out the 3-D virtual tours linked.

Listing is courtesy of: LANDCRAFT REALTY GROUP, LLC (727-643-2146)

Listing Agent: Breeze Mcintee (727-643-2146)

Remarks: Experience the perfect combination of comfort, style, and convenience in this stunning, modern-inspired home, ideally located in the coveted Creekside community at Boggy Creek. With four spacious bedrooms, three full bathrooms, an office space, and 2,300 square feet of thoughtfully designed living space, this home offers the lifestyle today's intuitive homeowners seek. Step into an open-concept layout filled with natural light, where daily living blends effortlessly with entertaining. The sleek kitchen is the central hub, complete with stainless steel appliances, upgraded cabinetry, and a walk-in pantry, designed for both casual meals and lively dinner parties. Whether working from home in the dedicated office space or gathering with loved ones in the spacious living room, every corner of this home was designed for connection and comfort. From the lighting to the garage, the upstairs master suite provides a relaxing escape with a walk-in closet and a spa-like bathroom. Meanwhile, the three additional bedrooms provided flexibility, allowing them to be converted into guest rooms, playrooms, or creative studios. The upstairs loft offers ample space for hobbies and more. Enjoy the Florida lifestyle to the fullest with an electric screened patio that adds elegance to this beautiful home, perfect for morning coffee or evening relaxation, an open front porch for neighborly conversations, and a backyard patio ideal for pets, games, and weekend barbecues. Smart home features like a smart thermostat make comfort easy and keep energy costs in check. And it's not just about the home; it's about the location, too. Located just minutes from Lake Nona Medical City, Orlando International Airport, and major freeways like Highway 417 and Florida's Turnpike, this home offers quick access to everything you need. Explore the parks, walking trails, top-rated schools, and vibrant shopping and dining destinations nearby. With low HOA dues and no CDD, this community offers value and peace of mind, featuring a community pool and playground. It's more than a home: it's a lifestyle upgrade. Whether you're moving, starting a new season, or simply looking for a fresh start in a thriving area, this property offers you the space, comfort, and community to live life to the fullest. Schedule your appointment today!

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Marilin Lugo (407-285-6145)

Remarks: Welcome to 107 Dellwood! This Pool home offers 3 bedrooms, 1.5 baths, plus two versatile bonus rooms that can be used as additional bedrooms, a home office, or a gym. The spacious layout provides endless possibilities—ideal for a growing household or an investor looking to rent out individual rooms. The backyard is perfect for entertaining, complete with a pool for those warm summer days. Don’t miss the opportunity to own this flexible and functional property!

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

Listing Agent: Sherley Paul (321-662-4922)

Remarks: DRASTIC PRICE REDUCTION! Charming 3 bedroom, 2 bathroom home located in the desirable Benita Park community with no HOA. This home features LVP flooring throughout and a functional layout perfect for everyday living. The kitchen offers granite countertops and ample workspace. Enjoy outdoor living in the large, fully fenced backyard, ideal for pets, play, or entertaining. A 2-car detached garage provides additional storage and convenience. Great opportunity for homeowners or investors alike. Close to schools, restaurants, shopping and major highways. Call for your private showing today.

Listing is courtesy of: ORLANDO REO PROF I INC (407-704-6924)

Listing Agent: Ronald Gentile (407-247-0849)

Remarks: Elegant 4-Bedroom Home in Gated Villa Sol – Prime Kissimmee Location! Welcome to this beautifully maintained single-story residence located in the highly desirable Villa Sol gated community. Offering 4 spacious bedrooms, 2 full bathrooms, and over 2,000 sq. ft. of living space, this home blends comfort, style, and convenience in one exceptional package. - Property Features: - Open-concept layout with formal living and dining rooms - Kitchen with wood cabinetry, closet pantry, and breakfast bar overlooking the family room - Ceramic tile, laminate, and carpet flooring throughout - Owner’s suite with walk-in closet, garden tub, and separate shower - Screen-enclosed rear porch and covered front entry - Inside laundry room and attached 2-car garage - New Tile roof and mature landscaping on a 6,534 sq. ft. lot ?? Unbeatable Location: Situated just minutes from The Loop Mall, Orlando International Airport, and major highways including Osceola Parkway, I-4, and 417, this home offers easy access to Walt Disney World, Universal Studios, and Medical City. Nearby schools and public transportation make daily life effortless. ??? Community Amenities: - Resort-style pool - Clubhouse - Fitness center - Walking trails and playgrounds - Low HOA fees Whether you're a growing family, a retiree seeking tranquility, or an investor looking for strong rental potential, this home delivers on every front. ?? Move-in ready and priced to sell—schedule your private tour today and experience the charm of Villa Sol living!

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

Listing Agent: Yadira Bello (407-739-1768)

Remarks: Under contract-accepting backup offers. NO HOA + NEW ROOF (2024) + SOLAR-HEATED POOL & JACUZZI! Welcome to this beautifully maintained 3-bedroom, 2-bath home featuring a bright and open layout, spacious living areas, and an inviting kitchen that has been freshly painted. Both bathrooms feature convenient walk-in showers, adding comfort and easy accessibility. This move-in-ready home includes numerous recent upgrades such as a new roof (2024), new driveway, new solar panels to heat the pool and jacuzzi, new garage door system, Ring camera, and a full HomeShield alarm and camera system for added peace of mind. Cozy up indoors by the propane free-standing fireplace, or step outside to your private backyard oasis featuring a pool and relaxing jacuzzi—perfect for entertaining guests or enjoying peaceful Florida evenings with energy-efficient solar heating. Ideally located near major highways, shopping, dining, medical facilities, and Orlando’s world-famous attractions, with easy access to the Turnpike and The Loop for ultimate convenience. Enjoy privacy, upgrades, and Florida lifestyle living — all with NO HOA!

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Michael Sugrim (321-246-1841)

Remarks: Under contract-accepting backup offers. Meticulously maintained two story home in the vibrant Tohoqua community featuring 4 bedrooms, 3 baths, and over 2000 square feet of thoughtfully upgraded living space. Highlights include smart locks, Lutron smart lighting inside and out, a whole home surge protector, matte black hardware throughout, a Kohler matte black kitchen faucet, quiet Bosch dishwasher, updated bathroom mirrors, and ceiling fans in every bedroom. The garage offers Husky storage shelving, and main living areas have been freshly painted with durable washable paint. Enjoy Tohoqua’s resort style pool, clubhouse, fitness center, trails, playgrounds, and year round community events, all with convenient access to major roads, shopping, and dining. Move in ready and easy to show. Crate & Barrel Furniture is negotiable.

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

Listing Agent: Jennifer Harned (407-913-9680)

Remarks: Under Construction. Tohoqua is the kind of neighborhood you've been looking for, with a family-friendly amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. Introducing the Julep Exterior unit townhome, a new construction home that seamlessly combines luxury and convenience. This modern townhome features 4 bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, Tilden Stone Gray cabinetry, a decorative tile backsplash, Lyra quartz countertops, and stainless-steel appliances, including a refrigerator and vented microwave. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, and powder room, is finished with elegant wood-look luxury vinyl plank for both style and easy maintenance. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Three additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. In the bathrooms and laundry room, you’ll find beautiful porcelain tile. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Julep townhome is a perfect blend of style and practicality, offering a truly elevated living experience.

Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)

Listing Agent: Adrienne Escott (407-250-9131)

Remarks: LARGE PRICE REDUCTION!!! Location, Location, Location!! This beautiful home is a rare find. Located in the popular Golf Community of Remington, within the Water's Edge area. This home is on the golf course at the 15th Tee...but, you would hardly know it because of the natural landscaping that blends into the environment. The screened in pool area is an oasis with a beautiful stone fireplace and patio just setting outside of screened area. The sliding doors in the Family room area stack back to open and expand your living area to include the pool area. Open, spacious floor plan is a great feature to this home. Soaring ceilings from the Loft area look down to the open entry, family area that continues into the Kitchen with 2 islands. The master/Primary bedroom is on the first floor and huge. Has it's own private doorway for escape to pool/spa area. Large Master bath compliments large walk-in closet, separate shower and tub, "his & her" sinks and even a Bidet. The rest of the family or friends have their own upstairs area. Home has been freshly painted on outside, most of inside. New carpet and Laminate where there is not the Custom ceramic Tile on the floor. Hot water heater and house replumbed in '24. The home features a 5KW Grid Tie Solar PV system that will save you "big" on your electricity bill. Attic space is finished with flooring and shelving for lots of storage up there. Remington Community is also well known for its Fitness trails, Baseball diamonds, Soccer fields and Sports Complex. It also is connected to the New County Bike path that connects to the SC lakefront recreational area. You will not be disappointed by adding this property on to your viewing list! New 4 Point Inspection available for Insurance Purposes Only upon request.

Listing is courtesy of: J ANDERSON REALTY (352-266-1642)

Listing Agent: Jodi Anderson (352-266-1642)

Remarks: Under contract-accepting backup offers. WAKE UP. CAST A LINE. REPEAT. CYPRESS SHORES | CANAL-FRONT | PRIVATE BOAT RAMP | LAKE TOHO ACCESS Imagine starting your morning with coffee on your screened lanai and watching the evening sunsets over the water — then grabbing your rod and being on Lake Tohopekaliga within minutes. This is not a vacation. This is your life. Lake Toho is legendary. Consistently ranked among the best bass fishing lakes in the entire United States, it has produced tournament-winning catches that anglers travel from across the country just to chase. Now picture having a private neighborhood boat ramp and canal-front backyard as your personal gateway to all of it — every single day. Nestled in the established Cypress Shores community on an expansive 0.47-acre lot with no HOA, this charming single-story home was built for those who live for the water. Two generous bedrooms, two bathrooms, a screened pool and lanai overlooking the canal, and beautiful Brazilian Cherry hardwood floors create a warm, welcoming retreat you'll never want to leave. Crown molding, ceiling fans in every room, a spacious living room, family room, and an inside laundry add the comfort and ease that matter most — especially if this is the home where you finally slow down and enjoy life the way it was meant to be lived. The pool was resurfaced, retiled, and repainted in 2020. There's a 2-car garage, plenty of extra parking, and a Kinetico water system already in place. Sunsets from the patio? Absolutely unforgettable. And when you do want to venture out, you're just minutes from Kissimmee and St. Cloud, with easy access to the Florida Turnpike, world-class restaurants, shopping, area attractions, and Orlando International Airport. This is your rare chance to own a piece of Old Florida magic — where the bass are biting, the sunsets are stunning, and every day feels like the one you've been working toward. Roof (2014) | Pool Resurfaced (2020) | Kinetico Water System | No HOA | Private Road | Voluntary Canal Maintenance ($350/yr) | Direct access to Lake Toho & Kissimmee Chain of Lakes All measurements are approximate and should be independently verified by buyer. Be sure to view the floor plans, 3D walkthrough, and videos. TAKE TIME TO SEE IT TODAY BEFORE THIS ONE GETS AWAY!!!!

Listing is courtesy of: EAST PARK REALTY LLC (321-624-5780)

Listing Agent: Racquel Schroeder (321-624-5780)

Remarks: Under contract-accepting backup offers. Exceptional Value in Kissimmee – Act Fast! This move-in ready home is now competitively priced for a quick sale and offers an incredible opportunity for both homeowners and investors. Freshly painted with a functional and inviting layout, the property features an additional room with its own private bath — ideal for guests, a home office, or a private retreat. Major updates already completed: new roof (2022), updated plumbing, and A/C maintenance in 2025, providing peace of mind for the next owner. Step into a spacious backyard with a tiny home ready for rental potential — a rare income-producing opportunity with NO HOA restrictions. Plenty of space for entertaining, gardening, or enjoying Florida sunshine. Prime location near 192 and Orange Blossom Trail with easy access to shopping, dining, schools, and entertainment. Best Deal in the Area – Schedule Your Showing Today!

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

Listing Agent: Yessica Rios Rios (407-773-6380)

Remarks: A rare find in Kissimmee. This property offers the perfect blend of modern updates, energy efficiency, and flexible living space with a fully updated 3-bedroom, 2-bathroom main home plus a true 1-bedroom, 1-bathroom apartment complete with its own kitchen. Approximately two years ago, the major components were replaced or renovated, including the roof, drywall, flooring, bathrooms, kitchen, and electrical. Added features like Tesla solar with backup battery and a tankless water heater make this home even more impressive. Properties with this kind of separate living arrangement and extensive recent updates are hard to come by, making 1420 Myrna an exciting opportunity for buyers seeking space, function, and long-term value. Assumable solar terms, ask for details.

Listing is courtesy of: PROPERTY RESOURCE SPECIALISTS LLC (321-287-7646)

Listing Agent: Bernice Bailey (321-287-7646)

Remarks: STOP SCROLLING — THIS IS THE ONE. Welcome to 1665 Barberry Dr, Kissimmee, FL 34744, located in the sought-after Kindred Community! This massive 5-bedroom, 3-bathroom home offers 2,601 SQFT of beautifully designed living space — and here’s the rare bonus: Block construction on BOTH the first AND second floors for superior durability and strength! Open-concept layout perfect for entertaining - Spacious bedrooms for the whole family - Full bathroom & bedroom downstairs – ideal for guests or in-laws - Fully fenced backyard for privacy, pets & gatherings -Located in one of Kissimmee’s fastest-growing communities The Kindred Community offers incredible amenities including resort-style pool, fitness center, clubhouse, playgrounds & walking trails. Space. Strength. Location. Lifestyle. This home has it ALL. ?? Schedule your private showing before it’s gone!

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

Listing Agent: Kerlin Torre Wesson (407-686-0130)

Remarks: Welcome to 2430 Quail Run Blvd in Kissimmee, FL, a beautifully maintained 3-bedroom, 2-bathroom home located just 30 minutes from the world-renowned Walt Disney World. Nestled in a quiet and desirable neighborhood with no HOA, this home offers the perfect balance of comfort, freedom, and convenience. Step outside to your private, fully fenced backyard featuring a lush passion fruit tree, creating a serene space to relax, entertain, or enjoy your own slice of Florida living. Inside, you will find thoughtful updates including a renovated bathroom, a newer water heater installed in 2022, and a roof replaced in 2018, providing both style and peace of mind. Whether you are looking for a primary residence, vacation home, or investment opportunity, this inviting property checks all the boxes with easy access to shopping, dining, and Central Florida attractions. Schedule your private showing today and experience the warmth and charm of this special home.

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

Listing Agent: Jasmin Calle (407-801-1205)

Remarks: LOCATION! LOCATION! LOCATION! Very close to Saint Cloud and Lake Nona, freeways, and the Orlando International Airport. HOA only $75. No CDD. This spacious and large home can be yours for a large family. Seller is very motivated to sell! We are open to offers.

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

Listing Agent: Patricia Mercado (239-281-9762)

Remarks: Under contract-accepting backup offers. Beautifully Updated Mill Run Residence with Oversized Lot. Looking for a home that is truly "turn-key"? This property has been kept in pristine condition since its full 2021 renovation. Enjoy the peace of mind that comes with a 2021 Roof, updated kitchen and bathrooms, and durable LVP flooring throughout main areas. One of the standout features is the expansive, fenced-in backyard, offering rare privacy and plenty of space for a pool or garden. Strategically located for easy commuting via major highways and close to all the shopping and dining at The Loop.

Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)

Listing Agent: Rocio Gandica (407-391-4043)

Remarks: Don't miss the opportunity to acquire this solid revenue producing tri-plex with three separate units! Each unit has two bedrooms and one bathroom. Units are consistently leased by tenants. Roof replacement and exterior re-paint completed in the last few years. The property has a small exterior storage room to store supplies or materials. Professional property management services are already in place which would provide for a smooth transition in operations for new ownership. No CDD or HOA fees! This unit is being sold in unison with parcel# 15-25-29-1570-0001-0380 and parcel# 15-25-29-1570-0001-0340. Don't miss the chance to add these well established investment properties to your portfolio!

Listing is courtesy of: VALIANT REALTY GROUP LLC (407-654-0041)

Listing Agent: Lorenzo Clark (407-968-3180)

Remarks: Don't miss the opportunity to acquire this solid revenue producing tri-plex with three separate units! Each unit has two bedrooms and one bathroom. Units are consistently leased by tenants. Roof replacement and exterior re-paint completed in the last few years. The property has a small exterior storage room to store supplies or materials. Professional property management services are already in place which would provide for a smooth transition in operations for new ownership. No CDD or HOA fees! This unit is being sold in unison with parcel# 15-25-29-1570-0001-0355 and parcel# 15-25-29-1570-0001-0340. Don't miss the chance to add these well established investment properties to your portfolio!

Listing is courtesy of: VALIANT REALTY GROUP LLC (407-654-0041)

Listing Agent: Lorenzo Clark (407-968-3180)