Kissimmee Homes For Sale & Real Estate - 2618 homes

Remarks: Discover this stunning, fully furnished 4-bedroom, 3.5-bathroom retreat at 1202 Winding Cypress Ct, perfectly positioned in the prestigious gated community of Cumbrian Lakes. Designed for versatility, this home is an ideal fit for primary residents seeking peace, vacation buyers seeking a turnkey escape, or investors seeking a short-term rental. The open interior flows seamlessly to a private, screened-in oasis featuring a sparkling south-facing pool and spa with a serene pond view—the ultimate backdrop for Florida evenings. For added entertainment, the garage has been converted into a game room, ensuring fun for all ages right at home. Living in the Cumbrian Lakes means enjoying 120 acres of lush conservation land, four natural lakes, and a host of amenities, including a children's playground. This prime location offers the best of Central Florida, situated just minutes from the magic of Walt Disney World, Universal Studios, and SeaWorld. You are also well-positioned near the vibrant dining and shopping of the US-192 corridor and The Loop, with easy access to Orlando International Airport. Whether you are looking for a lakeside sanctuary or a strategic investment near world-class attractions, this property offers it all.

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)

Remarks: Imagine starting your day with coffee in hand, stepping into a backyard that opens to peaceful pond and conservation views. With no rear neighbors and a fully fenced yard, you’ll enjoy both privacy and the calming sights and sounds of nature. Located in the highly sought-after Kindred community, this 4-bedroom, 2.5-bath home offers a seamless blend of modern comfort and exceptional efficiency. The fully paid-off solar system delivers immediate energy savings—keeping monthly costs low from day one. Inside, newly installed luxury vinyl plank flooring enhances the main living areas with a fresh, elevated feel while offering durability for everyday living. With nearly 2,300 square feet, the open-concept layout creates a bright, inviting space ideal for entertaining, relaxing, and everything in between. Positioned just a half-mile from the community’s new K-8 school, this home also sits centrally between two amenity centers—giving you convenient access to pools, playgrounds, and gathering spaces. Residents of Kindred enjoy a resort-style lifestyle with multiple pools, fitness center, clubhouses, tennis and volleyball courts, soccer fields, and scenic walking trails. Built in 2023, this home offers the advantage of newer construction with thoughtful upgrades already complete. Ideally located just minutes from the Turnpike and Hwy 192, commuting to Lake Nona, Orlando International Airport, and surrounding areas is simple and convenient. This is more than a home—it’s a lifestyle. Come experience why Kindred continues to be one of the area’s most desirable communities.

Listing is courtesy of: RE/MAX TITANIUM GROUP (352-241-6363)

Listing Agent: Lauren Deem (352-275-7155)

Remarks: Under contract-accepting backup offers. RARE FIND IN KISSIMMEE – NO HOA • ACREAGE • PRIVATE POOL • 3,000+ SQ FT Rare opportunity to own a spacious 5-bedroom, 2.5-bathroom home with over 3,000 square feet of living space situated on a large property in Kissimmee with NO HOA. This two-story residence offers a functional layout with a natural flow between the living room, dining area, and kitchen, creating a comfortable environment for everyday living and entertaining. The kitchen features generous cabinet storage and convenient access to the main living areas. Outdoor living is one of the standout features of this property. Enjoy a private screened-in pool, a large outdoor terrace, and a covered gazebo structure, providing multiple areas to relax, host gatherings, or enjoy Florida’s outdoor lifestyle year-round. The home includes five bedrooms and two and a half bathrooms, offering flexibility for larger households, guest accommodations, or the possibility of a home office or multipurpose room. In addition to the main residence, the property features an additional detached structure that can be used as a game room, recreational area, workshop, or extra storage, adding valuable flexible space. The exterior includes a driveway, garage, and landscaped yard with mature palm trees, enhancing the property’s curb appeal and outdoor ambiance. Conveniently located with access to US Highway 192, the property offers easy connectivity to SR-417 and Interstate 4, allowing smooth travel throughout Orlando and Central Florida. Just a short drive away are major attractions including Walt Disney World Resort, Old Town Kissimmee, and the Lake Buena Vista tourist district, as well as natural recreation areas such as Shingle Creek Regional Park and Lake Tohopekaliga. Shopping centers, restaurants, and everyday services are also nearby. Located within OAE-2 zoning, the property allows single-family residential use and limited agricultural activities, providing additional privacy, open space, and a rural or semi-rural environment while remaining close to Central Florida’s main attractions. With NO HOA, acreage, over 3,000 square feet of living space, a private pool, outdoor entertainment areas, and a versatile additional structure, this property offers a unique combination of space, flexibility, and location in the Kissimmee market.

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

Listing Agent: Blanca Hernandez, Llc (407-493-9895)

Remarks: One or more photo(s) has been virtually staged. Under Construction. The Morrow checks all your boxes! This new two-story luxurious retreat has a first-floor owner’s suite, featuring a spacious bedroom, en-suite bathroom and walk-in closet. The open-concept floorplan combines the kitchen, living and dining areas for streamlined everyday living. Three additional bedroom suites can be found on the second level, along with a versatile loft that provides a convenient shared living area and additional entertainment space. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Fully Furnished & Move-In Ready Villa!! Welcome to this beautifully updated 2-bedroom, 2-bath villa located in the heart of Kissimmee! This turnkey home is being sold fully furnished, making it the perfect opportunity for first-time buyers, seasonal residents, or investors looking for an immediate rental. Step inside to find a bright and open layout featuring tile flooring throughout, an updated kitchen, and a comfortable living space ready to enjoy from day one. Recent improvements include a new roof, giving peace of mind for years to come. Enjoy low-maintenance living in a well-established community offering amenities such as a pool and tennis courts, all while being just minutes from shopping, dining, and entertainment at The Loop, major highways, and area attractions. Whether you’re looking for a primary residence, vacation home, or income-producing property, this one checks all the boxes: Prime location, Fully furnished, Move-in ready, Incredible value. Seller is motivated—schedule your showing today!

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

Listing Agent: Angie Pereira (407-721-8945)

Remarks: This 2-bedroom, 1-bathroom home is nestled on a quiet cut-de-sac. New roof installed in 2023! The open floorplan boasts vaulted ceilings, creating a bright and airy living space perfect for relaxing or entertaining. The kitchen features stainless steel appliances and newer 42" cabinets for ample storage. An inside utility/laundry room adds convenience to your daily routine. Step outside to enjoy the oversized screened porch, ideal for morning coffee or evening gatherings. The partially fenced yard offers privacy and potential for gardening or pets. This home offers an extra storage room that ensures space for your belongings. The garage has been converted, features tile floors and finished walls offering additional space that can be used as an office, den or room suit your needs. Low monthly HOA includes cable TV and internet. Close to major highways, shopping, schools and restaurants. Call to schedule a showing today!

Listing is courtesy of: THE PROPERTY FIRM (407-530-5444)

Listing Agent: Kathryn Shevlin (407-414-7009)

Remarks: Under Construction. Experience one of Lennar’s most popular open floorplans, the Dover, with three bedrooms and two bathrooms. The open kitchen has a large pantry and overlooks the family room and cafe, making it easier to bring everyone together for meals or family time. Enjoy your morning coffee on either the covered front porch or the back patio just off the cafe. The owner suite features an oversized walk in closet and his and her sinks. A 2-car garage provides convenience as well as additional storage if needed. Lennar has reimagined the homebuying experience by including the most desired home features at no extra cost to you. All features and products can vary by community and homesite. Knightsbridge residents enjoy access to outdoor amenities including a swimming pool & cabana, playground, volleyball court and walking trail. Enjoy local dining and shopping from downtown Kissimmee. Close to Lake Toho if you like to boat or walk the lakefront. Conveniently located near Walt Disney World and major Osceola County attractions.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: One or more photo(s) has been virtually staged. Under Construction. This new duplex-style Ventura offers convenient single-floor living for simple entertaining and multitasking. An inviting open-concept floorplan maximizes space and features direct access to the lanai for outdoor entertainment and leisure. A secluded study shares a hallway with a bedroom and full bathroom, and the lavish owner’s suite is tucked into a private rear corner, complete with an en-suite bathroom and walk-in closet. Lennar at Esplanade is a master-planned community in Poinciana, FL. This is an amenity-rich, safe gated community. Amenities include resort style swimming pool, dog park, clubhouse, pickle ball, bocce ball. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: BRAND NEW ROOF & SKYLIGHTS MARCH 2026 (transferable warranty), BRAND NEW EXTERIOR SHERWIN WILLIAMS PAINT 2026, REMODELED KITCHEN 2022........A/C REPLACED 2021, WHOLE HOME HAS BEEN REPIPED, UPDATED WINDOWS, NEWER LAMINATE FLOORING. Ceiling fans, spare closet, marble window sills, all appliances will stay......gutters, storage room, 1-car garage, front glass door, FENCED-IN BACKYARD, & a covered front porch are all EXTRAS. The Owner's Suite is OVERSIZED, has a WALK-IN CLOSET, a private bath, & SIT-DOWN VANITY. Our 2nd bedroom also has a WALK-IN CLOSET and its bath can be private OR accessed by the living room. UPDATED LED LIGHT in the kitchen, newer cabinets, closet pantry, a disposal, appliances are 3-4 years old, & the portable COFFEE BAR STATION WILL STAY. Regular PEST CONTROL has been scheduled......the garage has shelving, a utility sink, & a pedestrian door to the sideyard. We have a PHENOMENAL FLORIDA ROOM......perfect for an office, a second den space, kid's play area, crafts station, & there is ALSO A 3RD BEDROOM within it. Our backyard is large enough for a garden, a swingset, & it abuts a large water channel so no rear neighbors to crowd your privacy. NO HOA, NO CDD, NO SOLAR OR SOLAR LOANS, NO HISTORY OF ANY FLOOD ISSUES, SOLID BLOCK CONSTRUCTION, perfect for first-time buyers, snowbirds, or investors. We are #readyforshowings!!

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

Listing Agent: Jennifer Davis, Pa (407-361-1072)

Remarks: Welcome to this move-in ready beautifully updated two-story home in the highly sought-after Murano at Westside community, ideally positioned in Kissimmee's Four Corners area just minutes from Walt Disney World, Margaritaville Orlando Resort, Celebration, and the best of Central Florida living. Built in 2020, this home offers rare flexibility with two spacious primary suites each with its own private en suite bathroom, perfect for multi-generational families, co-buyers, or anyone needing a dedicated guest retreat. Three additional generously sized bedrooms with ample closet space plus one featuring a spacious walk-in closet complete a floor plan built for the way families live today. Inside enjoy an open concept floor plan with kitchen and family room combo, solid surface counters, stainless steel appliances, and sliding glass doors flowing to your private backyard patio perfect for outdoor dining and Florida evenings. The first floor primary suite adds daily convenience and tile and carpet flooring throughout keeps maintenance effortless. The attached 2 car garage and solid block and stucco construction deliver the durability, energy efficiency, and insurance savings Florida buyers demand. A private playground conveys with the property. Murano at Westside is a well established long term rental community featuring a resort style community pool with splash zone and playground, all for a low $90/month HOA. Zoned for Westside K-8 School, Horizon Middle School, and the highly rated Celebration High School. Minutes to Walt Disney World, Universal Studios, SeaWorld, Irlo Bronson Memorial Hwy US-192, SR-429, I-4, and Orlando International Airport. Schedule your private showing today!

Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)

Listing Agent: Jenny Caso (407-694-9682)

Remarks: This lakefront pool home at 2602 Birchwood Avenue offers direct water views, conservation space for added privacy and sunset views from the screened pool area. On a 0.23-acre oversized lot in Kissimmee, this four-bedroom, two-bath single-family residence combines outdoor living, energy efficiency and flexible ownership with no homeowner's association and no leasing restrictions. The home features ceramic tile and laminate flooring throughout. The renovated kitchen includes solid surface and stone countertops and stainless-steel appliances. All baths have been updated and include walk-in showers. The primary bedroom is on the first floor. The attached two-car garage provides additional storage and functionality. Outdoor living centers around the screened private pool overlooking the lake, with conservation space between the home and water enhancing privacy. The fenced backyard and garden area create usable outdoor space for recreation or entertaining. This property provides convenient access to Mill Creek Elementary School, Denn John Middle School and Gateway High School.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-480-5014)

Listing Agent: Ana Martins Jorge (508-858-9652)

Remarks: Beautifully renovated and truly move-in ready 3-bedroom, 2-bath condo located in the desired Gables at Lakeside community. This spacious unit features a private individual entrance and a peaceful pond view from the front porch — the perfect place to enjoy your morning coffee or unwind in the evening. Inside, you’ll find modern updates, a bright and open layout, and comfortable living spaces designed for everyday living. The community offers fantastic amenities including a swimming pool, fitness center, and tennis court, all within a super quiet and well-maintained environment. Conveniently located near shopping, mall, dining, major highways, and local attractions, this property is ideal as a primary residence or investment opportunity. Don’t miss the chance to own a fully updated condo in one of Kissimmee’s most convenient locations.

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

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

Remarks: Investor Special located in a gated community with resort-style amenities. 4203 Lugano Ct is a handyman/fixer-upper offering a strong value-add opportunity for investors seeking a flip or buy-and-hold rental. The property is priced with condition in mind, allowing room to renovate, reposition, and capture upside through improvements. After updates, the home offers solid after-renovation value and rental potential in a high-demand Kissimmee market. Situated on a quiet cul-de-sac with convenient access to major highways, shopping, dining, and area attractions. Community features include a pool, tennis courts, basketball courts, fitness center, and playgrounds, enhancing long-term rental and resale appeal. Sold AS-IS. Seller will make no repairs. Cash or renovation financing preferred.

Listing is courtesy of: SUNSHINE REALTY INT'L, INC (786-390-4251)

Listing Agent: Marc Layug (786-390-4252)

Remarks: Welcome to Regal Cove – Modern Luxury Meets Country Charm! Imagine living in the exclusive, gated community of Regal Cove, where this fully renovated custom home offers both elegance and privacy. Set on nearly half an acre (.49), this residence boasts one of the largest private screened lap pools in the area with a heated spa—perfect for entertaining or relaxing year-round. From the moment you arrive, the long driveway and welcoming front porch set the tone for comfort and sophistication. Step inside the brand-new modern renovation featuring an open concept design and tasteful finishes throughout. The spacious family room is highlighted by an elegant tile accent wall with an electric fireplace and French doors overlooking the pool and mature tree views. The gourmet kitchen is a showpiece with a waterfall island, drop-down range system, top-tier appliances, custom cabinetry, built-in double oven/microwave, wine cooler, and coffee station. A true chef’s delight, it’s designed for hosting family and friends with ease. The primary suite, located on the first floor, offers a stunning walk-in closet and a spa-like bathroom with a freestanding soaking tub, double vanities, separate water closet, and an oversized double-head shower. Upstairs, you’ll find four additional bedrooms with a sleek glass panel railing system, a bonus storage room, and two beautifully renovated Jack & Jill bathrooms. Adding incredible flexibility, a three-car garage with extended roofline includes a private full apartment above the garage with a bedroom, bathroom, kitchen, and living/dining area. Perfect as a guest house, or secondary suite. Outdoor living shines with two covered patio areas, French impact windows, and the expansive screened pool deck. With only $400/Quarter HOA fees, Regal Cove provides an upscale yet affordable lifestyle, ideally located near Lake Tohopekaliga with a public boat ramp less than a minute away. You’ll also enjoy easy access to the FL Turnpike, Publix, Walmart, and all of Kissimmee’s conveniences. This is a rare opportunity to own a modern, custom-renovated pool home with an in-law suite in one of Kissimmee’s most desirable gated communities. Schedule your private showing today and experience the perfect blend of country charm and modern luxury.

Listing is courtesy of: FIERCE REALTY (407-758-5179)

Listing Agent: Rachel Coolidge (207-522-0838)

Remarks: Welcome home! This charming and well-maintained single-family property is the perfect opportunity for first-time homebuyers looking for comfort, space, and value. Featuring a bright and open layout with ceramic tile flooring throughout the main living areas, this home offers an inviting atmosphere that is both functional and easy to maintain. The kitchen provides ample cabinet space and overlooks the living and dining areas, making it ideal for everyday living and spending time with family and friends. The spacious primary bedroom includes a private bathroom and walk-in closet, while the additional bedrooms provide flexibility for guests, a home office, or growing families. Major updates such as the A/C system and water heater (approximately 6 years old) provide added peace of mind for new homeowners. The backyard offers room to relax, entertain, or create your own outdoor space to enjoy Florida living. Conveniently located near shopping, schools, parks, restaurants, and major roadways, this home combines affordability with accessibility. If you’ve been waiting for the right place to start your homeownership journey, this is your opportunity, schedule your private showing today! Some photos have been virtually staged to help you visualize the home’s full potential.

Listing is courtesy of: THE PROPERTY PROS REAL ESTATE, INC (407-879-7591)

Listing Agent: Karla Ortiz Lopez (321-746-0777)

Remarks: Under contract-accepting backup offers. SELLER MOTIVATED. Welcome to this beautifully maintained home located in a desirable Kissimmee community. The property offers a spacious and functional floor plan with bright living areas, a well-appointed kitchen with ample cabinetry, and comfortable bedrooms designed for everyday living. The backyard provides a great space to relax, entertain, or enjoy Florida’s outdoor lifestyle. Conveniently located near shopping, dining, schools, parks, and major highways, offering easy access to Lake Nona, Orlando International Airport, and the many attractions. A wonderful opportunity to enjoy comfort, convenience, and location in a growing area.

Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)

Listing Agent: Samir Naim (818-268-9917)

Remarks: Vacation living at its finest! Tucked behind the private gates of Wyndham Pointe, this turn-key, FULLY FURNISHED 2-story 7-bedroom, 6.5-bath pool home. The thoughtfully designed floor plan features impressive vaulted ceilings, tile flooring throughout, and an expansive open-concept living and kitchen area. The kitchen offers a breakfast bar, additional dining space, and stainless-steel appliances—perfect for entertaining. The home boasts two master suites (one on each level), two first-floor en-suite bedrooms, an upstairs en-suite, and two additional adjoining bedrooms with spacious bath, providing ample accommodations for guests or large families. French doors line the back of the home, opening to serene pool views and an extended lanai with a resort-style heated pool and spa, separate splash pad, outdoor shower, and convenient half bath. The two-car garage has been transformed into a home theater and billiard room, creating the ultimate entertainment space for family and friends to enjoy. ***UPGRADES include: ROOF (2023), HVAC (2025), and POOL PUMP (2024). *** Whether you’re seeking a primary residence, second home, or income-producing short-term rental, this property truly has it all!!!!! Located just minutes from Disney and Universal theme parks, H2O Water Park, premier dining, shopping, and entertainment, with easy access to SR 429 and the Florida Turnpike, offering quick routes to Central Florida beaches. Don’t miss this incredible opportunity!

Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)

Listing Agent: Erica Sadelfeld (407-427-0398)

Remarks: This stunning home offers an exceptional blend of modern comfort and convenience. The primary suite (including updated bathroom) is conveniently located on the main floor, providing privacy and ease of access. The well-equipped GOURMET KITCHEN is perfect for cooking and entertaining, and flows seamlessly into the OPEN-CONCEPT living and dining areas. Ample natural light enhances the home's spacious feel. Outside, enjoy a FENCED-IN BACKYARD with a large wrap around SCREENED-IN PATIO, ideal for relaxation or gatherings. Recent upgrades include a NEWER ROOF (2020), HVAC (2022), and UPDATED ELECTRICAL PANEL and WATER HEATER (2023) bring lasting peace of mind. Storage is plentiful with generously sized closets throughout. Located across the street from the community pool, this home is also close to parks and major highways, ensuring easy access to recreation and commuting. Solar panels provide eco-friendly energy efficiency, making this a perfect move-in-ready home.

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

Listing Agent: Mark Vescio (678-895-2631)

Remarks: Pre-Construction. To be built. Reunion Resort. 4 bed 2 bath home. 1st floor master suite

Listing is courtesy of: COMMERCE BROKERAGE LLC (407-566-7171)

Listing Agent: James Bagley (407-446-8250)

Remarks: Stunning Fully Renovated 2BR/2BA Fantasy World Club Villas – A Rare Find Just Minutes From Disney! Step into one of the finest villas in all of Fantasy World Resort! This beautifully renovated and fully furnished 2-bedroom, 2-bath villa offers an elevated vacation-home experience with high-end finishes, an open-concept layout, and incredible income potential. Whether you're looking for a top-performing short-term rental or a stylish getaway for your family, this is the opportunity buyers wait for. This upgraded villa features stainless steel appliances, elegant stone countertops, modern décor, and a spacious feel rarely found in comparable units. The seller removed the lowered ceiling and opened the wall between the kitchen and living room, creating a bright, seamless layout that truly sets this villa apart from the rest. With strong rental performance—capable of producing up to $50,000 per year—this property is both a lifestyle upgrade and an excellent investment. Buyers also have the option to purchase a second, similarly upgraded villa for a powerful package deal. Located just 10 minutes from Walt Disney World, this resort is one of the highest-performing communities in the Kissimmee/Orlando market. Enjoy world-class amenities including a huge lazy river, water slides, multiple pools and hot tubs, mini golf, tennis and pickleball courts, arcade, dog-friendly areas, EV charging, and more—making it a vacation favorite year-round. Opportunities like this don’t come often. If you’ve been waiting for a truly renovated, income-producing villa near the parks, this is the one. ?? Contact your Realtor today to schedule a private showing — and feel free to reach out to listing agent Jose Hooker directly for more details and access.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Jose Hooker-Gomez (407-272-6986)