Homes For Sale in Kissimmee 34741 - 278 homes

Remarks: Welcome to 2665 Calistoga Ave, a beautifully appointed 5 bedroom, 5 bathroom home located in the highly desirable Sonoma Resort. Designed for both comfort and functionality, this spacious property offers an ideal layout for primary residence, second home, or investment opportunity. Inside, you will find a bright open concept floor plan with modern finishes throughout. The fully equipped kitchen flows seamlessly into the dining and living areas, creating the perfect space for entertaining. Each of the 5 bedrooms features its own ensuite bathroom, providing privacy and convenience for residents and guests alike. Step outside to your private screened in pool and covered lanai, offering a true Florida lifestyle experience with space to relax, dine, and enjoy year round sunshine. The home also features a dedicated game room, adding additional flexibility for entertainment or multi use space. Located just minutes from Walt Disney World Resort, world class shopping, dining, and major highways, Sonoma Resort offers a gated community setting with resort style amenities including a clubhouse, fitness center, and community pool. This is a rare opportunity to own a turnkey home in one of Kissimmee’s most sought after communities.

Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)

Listing Agent: Andre Kressler (407-864-2184)

Remarks: Beautiful 3-Bedroom Home in a Gated Community – Available September 2026 Welcome to this beautifully maintained 3-bedroom, 2-bathroom home offering comfort, style, and exceptional outdoor living. From the inviting front porch to the impressive rear screened lanai, every detail has been designed for relaxed Florida living. Inside, you'll find a bright and welcoming interior enhanced by large windows that fill the home with natural light, ceiling fans, and laminate flooring in select areas. The spacious living area seamlessly connects to the outdoor space through sliding glass doors, creating the perfect setting for entertaining and enjoying Florida's indoor-outdoor lifestyle. The kitchen features wood cabinetry, a cozy breakfast nook, and comes fully equipped with appliances, offering both functionality and style for everyday living. The primary suite is a private retreat showcasing elegant crown molding, a tray ceiling, and dual walk-in closets. The en-suite bathroom offers dual vanities and a spacious glass-enclosed shower. The secondary bedroom also features a walk-in closet, providing additional storage and convenience. Step outside and enjoy the ultimate Florida lifestyle. The screened lanai features a beautifully designed summer kitchen complete with a built-in grill, granite countertops, sink, and generous space for outdoor dining and entertaining. The backyard offers plenty of room to add a future swimming pool. Recent improvements provide peace of mind and added value, including a new roof, new air-conditioning system, fresh exterior paint, screen enclosure, and new paver installation. Located in a desirable gated community, residents enjoy access to a community pool, playground, sidewalks, and beautifully maintained common areas. Conveniently situated near shopping, dining, schools, major highways, and Orlando's world-famous attractions. This home will be available starting September 2026.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Nicole De Antonis (201-245-2802)

Remarks: MOTIVATE SELLER! Beautiful luxury home located in the exclusive Sonoma Resort at Tapestry! This spacious property features 6 bedrooms and 6.5 bathrooms ( ALL bedrooms are ensuite) with an open-concept living, dining, and kitchen area perfect for entertaining. Enjoy your own private pool and access to resort-style amenities including a clubhouse, fitness center, and tennis courts. Used only as a personal vacation home. Zoned for short-term rentals, making it a perfect vacation home or investment opportunity. Sold semi-furnished. Schedule your visit today!

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

Listing Agent: Aria Pedroso (321-284-9197)

Remarks: Beautiful two-bedroom, two-bathroom apartment, completely remodeled. This unit is on the 3rd floor of The Villas del Sol Condo community.The building and complex have been completely renovated; gated community with resort style amenities, like swimming pools, Playground, fitness center and Tennis courts. The property can be used as long term or short term rental! Located near major highways for easy access to Central Florida attractions.

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

Listing Agent: Carlos Villamil (407-340-0042)

Remarks: Best value in the city of Kissimmee! CASH ONLY. This upgraded 3-bedroom, 1-bath home is one of the most affordable properties in the entire zip code—an incredible opportunity you don’t want to miss. Move-in ready with recent improvements, this property offers the added benefit of NO HOA, providing freedom and flexibility for homeowners and investors alike. Ideally located in Kissimmee, just approximately 20 minutes from Orlando International Airport and 25 minutes from Walt Disney World. Enjoy easy access to major roadways, including US-192, John Young Parkway, Osceola Parkway, and Florida’s Turnpike, making commuting a breeze. Conveniently close to shopping, dining, and schools. Perfect for first-time buyers or investors looking for strong value in a high-demand area!

Listing is courtesy of: FLORIDA LAKES REALTY (407-593-9087)

Listing Agent: Tatiana Diaz (407-593-9087)

Remarks: Incredible opportunity in a great location! This fantastic property offers the freedom and flexibility you've been looking for with NO HOA. Enjoy the beautiful Florida weather relaxing by your own private pool the ultimate space to entertain and create unforgettable memories with family and friends. One of the greatest highlights of this home is its incredible versatility: it features a designated space that can easily be converted into an efficiency or in-law suite. This gives you the perfect setup to generate additional rental income or comfortably accommodate overnight guests. With an unbeatable location close to everything you need, this home perfectly blends comfort, convenience, and outstanding investment potential. Don't let this one slip away schedule your private showing today!

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

Listing Agent: Luceyda Rodriguez Otero (407-301-8394)

Remarks: Welcome to 608 Captiva Cir, a charming home in Kissimmee, FL. Recently updated, This Townhome features spacious living areas, a well-appointed kitchen, and ample natural light throughout. Conveniently located near shopping and next to the school. Three-bedroom, two-and-a-half-bath, two-story. All bedrooms are on the second floor. The community is gated and has a clubhouse, pool, and tennis courts! Very low HOA.

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: PRICE IMPROVEMENT — NOW OFFERED AT $544,900! SELLER MOTIVATED & READY TO REVIEW OFFERS! An incredible opportunity to own one of the best-valued larger homes in the highly desirable guard-gated community of Tapestry. This immaculate and move-in ready Antigua model offers over 2,800 SqFt of beautifully designed living space featuring a first-floor primary suite, 3 bedrooms downstairs, a versatile flex/bonus room, spacious upstairs loft with private full bathroom, and 3 full bathrooms plus 1 half bath. One of the secondary bathrooms downstairs is a convenient Jack & Jill bathroom ideal for shared use between bedrooms. The primary suite offers direct backyard access, dual vanities, a soaking tub, walk-in shower, and spacious layout designed for comfort and privacy. The open-concept floor plan is bright and inviting, featuring a chef-inspired kitchen with quartz countertops, stainless steel appliances, 42-inch cabinets, and a large center island perfect for entertaining. Enjoy peaceful conservation views with NO rear neighbors, plus a screened lanai, pergola-covered patio, and fully fenced backyard ideal for relaxing or hosting gatherings. Additional features include tile roof, interior laundry room, 2-car garage, and low HOA. Perfect for multigenerational living, remote work, entertaining, or families needing extra space. Residents of Tapestry enjoy resort-style amenities including 24-hour live security guards, luxury pool, fitness center, clubhouse, walking trails, playgrounds, and high-speed fiber optic internet throughout the community. Prime location just minutes from Disney, The Loop, dining, shopping, and major highways. Move-in ready and priced to sell, schedule your private showing today before this opportunity is gone!

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

Listing Agent: Sol Peinado (407-486-5259)

Remarks: Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom home located in the highly sought-after gated community of Tapestry. Situated on a desirable corner lot at 2472 Annacela Avenue, this spacious residence offers the perfect blend of comfort, style, and convenience. Step inside to discover an open and inviting floor plan, ideal for both everyday living and entertaining. The home features generously sized bedrooms, a modern kitchen with ample cabinetry, and a bright living area filled with natural light. Enjoy the added benefit of a 2-car garage and the privacy and curb appeal that come with a corner lot. Tapestry offers resort-style amenities including a clubhouse, sparkling pool, fitness center, playground, and scenic walking trails—providing a true lifestyle experience. Conveniently located near major highways, shopping, dining, and world-renowned attractions, this home is perfect as a primary residence, vacation home, or investment opportunity. Don’t miss the chance to own a piece of paradise in Central Florida!

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Debora Segnini (407-724-7042)

Remarks: Under contract-accepting backup offers. Own a resort-style property near Disney at an affordable price — with the flexibility to live in it, rent it short-term, or both. Priced to sell and packed with value, this beautifully maintained 3-bedroom, 2-bath townhouse in the highly sought-after gated community of Venetian Bay Villages offers the perfect blend of comfort, flexibility, and resort-style living. Featuring a desirable two-story layout with a spacious first-floor primary suite, this home is ideal for full-time residents, vacation homeowners, or investors seeking a turnkey opportunity in the heart of Central Florida. Freshly painted and move-in ready, the open-concept design creates a bright and inviting atmosphere with seamless flow between the living, dining, and kitchen areas. Upstairs, two additional bedrooms provide privacy and versatility for guests, family, or rental use. Residents enjoy access to exceptional amenities including multiple resort-style pools, heated spa, fitness center, clubhouse, theater room, game room, tennis, basketball and volleyball courts, playgrounds, scenic fishing lakes, BBQ areas, and 24-hour guard-gated security. The HOA also covers exterior maintenance and landscaping, making ownership easy and low maintenance. Located just minutes from major highways, world-famous attractions, shopping, dining, and medical facilities, this property delivers outstanding convenience and lifestyle appeal. Short-term vacation rentals and long-term leasing are both allowed with no waiting period, making this an excellent opportunity for investors or buyers looking for maximum flexibility. Don’t miss this competitively priced opportunity in one of Kissimmee’s most amenity-rich communities.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Marcelo Gaitan Estabridis (863-399-5675)

Remarks: WELCOME TO 1911 VERONA STREET!!! Step back in time with this charming 1925 home full of character and opportunity! Situated on TWO lots totaling approximately .62 acres, this unique property offers endless possibilities for homeowners, investors, or builders alike. Inside, you’ll find beautiful original built-ins in both the living room and dining room that showcase the timeless craftsmanship of the era. The home features 3 bedrooms, 1 bathroom, a welcoming front porch, and a detached garage. Important updates have already been completed, including a newer roof (2023), updated electrical panel (2009), and plumbing approximately 2020. While the home does need TLC, the potential is undeniable. Restore and preserve its historic charm or explore redevelopment opportunities. If the house and garage are removed, the property may allow up to 3 maybe 4 buildable lots with a variance from the City. Whether you’re looking for a renovation project, investment property, or future development opportunity, this property is truly one-of-a-kind with endless potential! House is close to public transportation, schools and the YMCA across the street. Just minutes from the Kissimmee Airport and downtown Kissimmee.

Listing is courtesy of: GOODWIN REALTY & ASSOCIATES, INC (407-846-2787)

Listing Agent: Carolee Goodwin-Blackmore (407-908-6042)

Remarks: Under contract-accepting backup offers. MOVE-IN READY POOL HOME in the established Hawks Nest community of Kissimmee! Situated on an oversized 0.27-ACRE LOT with nearly 2,800 square feet of living space, this well-maintained 4-bedroom, 3-bath residence offers soaring ceilings, a desirable split-bedroom layout, and spacious indoor-outdoor living designed for everyday comfort and entertaining. From the moment you arrive, the curb appeal stands out with manicured landscaping, mature palm trees, a side-entry style feel, wide driveway, and elegant arched architectural details. Step through the double front doors into a bright, open interior filled with natural light, high ceilings, decorative niches, and warm wood-look flooring throughout the main living areas. The formal living and dining spaces create an inviting first impression and provides flexibility for entertaining, gatherings, a home office, or additional lounge space. The spacious family room flows seamlessly to the screened lanai and PRIVATE IN-GROUND POOL through large sliding glass doors, creating the true Florida lifestyle buyers are searching for. The kitchen is centrally positioned and features abundant cabinetry, generous prep space, a breakfast bar, pantry storage, and a separate dining nook overlooking the pool area. The open-concept layout allows for easy connection between the kitchen, living spaces, and outdoor entertaining areas. The oversized primary suite is privately tucked away and offers direct pool access, large windows, high ceilings, ample room for a sitting area, and a spacious ensuite bath complete with dual vanities, soaking tub, separate shower, and walk-in closet. Three additional bedrooms and two full bathrooms provide comfortable accommodations for family, guests, multigenerational living, fitness space, or remote work flexibility. Step outside to enjoy the screened pool enclosure, covered lanai, and expansive fenced backyard with plenty of room to entertain, garden, play, or simply relax in privacy. Hawks Nest is a quiet, established community known for its larger homesites, mature trees, sidewalks, and convenient Central Florida location. Residents enjoy easy access to The Loop shopping and dining district, Publix, restaurants, medical facilities, schools, Osceola Parkway, John Young Parkway, Florida’s Turnpike, and SR-417, making commuting throughout Orlando simple and convenient. Located just minutes from Disney, Universal, SeaWorld, Orlando International Airport, Downtown Kissimmee, Lake Tohopekaliga, golf courses, and major employment hubs, this location continues to attract buyers seeking both convenience and long-term value. Whether buyers are searching for a spacious primary residence, Florida pool home, relocation property, or investment opportunity near Orlando attractions, this home offers the combination of space, layout, lot size, location, and lifestyle that stands out in today’s market.

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

Listing Agent: Simi Lakhani (407-408-7393)

Remarks: Do not waste time to see this 3 bedroom 2 bath home, located in the lovely neighborhood of Renee Terrace. It is Close to the Loop shopping center, Turnpike, about 20 minutes to Orlando International Airport. Advent Health Hospital and ORMC are very close. It is located about 25 minutes to Walt Disney World and 30 minutes to Universal Studio and SeaWorld. The Roof is just 3 year old. It has new kitchen, ceiling fan, and the property is fully fenced. It has a huge back yard available for your needs. This home is ready for you to move in. Don't miss this opportunity.

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

Listing Agent: Frisnel Senevil (407-272-3174)

Remarks: Under contract-accepting backup offers. This beautiful 3 bedroom, 2.5 bathroom home is located on a corner lot in the desirable Tapestry community, offering an ideal combination of thoughtful design and everyday convenience. The open main living area features an abundance of natural light and elegant tile flooring, while the brand new kitchen impresses with gorgeous cabinetry, quartz countertops, tile backsplash, stainless steel appliances, and a center island. Enjoy the spacious primary suite with a large walk-in closet and dual vanity, walk-in shower, and garden tub in the bathroom. Additional highlights include a screened-in patio, a laundry room, and 2 car garage. Residents enjoy access to exceptional community amenities including a resort-style pool, splash pad, clubhouse, fitness center, sports field, BBQ area, and playgrounds — all within close proximity to top-rated schools, The Loop Mall, and local restaurants and entertainment options.

Listing is courtesy of: REAL PROPERTY MANAGEMENT AND REALTY (407-897-3366)

Listing Agent: Shelby Kirsch (941-735-0819)

Remarks: Under contract-accepting backup offers. Seize the chance to explore this inviting townhome, ready for you to move in and make it your own. Featuring two spacious bedrooms and a versatile loft, this area can easily be transformed into a third bedroom, a productive home office, or a cozy family room—tailored to fit your lifestyle. Recent upgrades, including a brand-new roof finished in January 2025 and plush carpeting installed in November, offer peace of mind and comfort. Situated in an ideal location, you’ll find yourself just moments away from bustling shopping centers and The Loop, a lively hub filled with popular restaurants and major retailers like BJ's, JC Penney, Ross, Rooms To Go, and Hobby Lobby. Beyond the conveniences of daily living, the townhome’s proximity to Orlando’s renowned attractions—such as Disney World, SeaWorld, Universal Studios, and Orlando International Airport—ensures endless entertainment and travel possibilities right at your doorstep. Be sure to put this exceptional home at the top of your viewing list—it’s an opportunity you won’t want to miss!

Listing is courtesy of: FLORIDA PROPERTY HOMES (407-728-4650)

Listing Agent: Luis Cabrera (407-728-4650)

Remarks: Immaculate property in excellent location ! Situated in desirable gated and man guarded community, right in the heart of Kissimmee, near the Loop Mall, schools and a short drive to shopping centers and attractions. This contemporary model from 2018 , features 2,120 sf of comfort and beautiful spaces. The first floor open plan includes the living room, dining room and kitchen, with a bonus room that can be a den or studio , and a half bath. The kitchen has 42 inch cabinets with quartz countertops and backsplash and beautiful stainless steel appliances . All bedrooms are located on the second floor, as well as a spacious loft with open view to the front side of the house, and a convenient laundry room next to the bedrooms. The master bathroom has a garden tub, separate shower and a double sink vanity with quartz countertops. Relax in the privacy of a rear porch and two car garage with rear entry. SIGNIFICANT PRICE CUT. SELLER IS HIGHLY MOTIVATED TO MAKE A DEAL.

Listing is courtesy of: ROMAN'S PRO REALTY LLC (407-610-1970)

Listing Agent: Hossain Imam (407-451-8815)

Remarks: Multiple offers are in. Highest and best offers are due by 12 noon on May 27th 2026. We will submit all offers until the property goes pending. Charming single-family home with NO HOA in the heart of Kissimmee’s established Orange Gardens community! This 1-story concrete block home features 3 bedrooms, 2 bathrooms, and 1,382 sq. ft. of comfortable living space. Enjoy the ultimate freedom and savings of no HOA fees or restrictions. The fully fenced backyard is complete with an enclosed porch having multi-point access from the primary bedroom, living room, and the enclosed patio. Seamlessly blending indoor-outdoor living, this home is perfectly located just minutes from Historic Downtown Kissimmee, local schools, dining, shopping, and major roadways for an effortless Central Florida commute!

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

Listing Agent: Sara Nicholas, Pa (407-864-1745)

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: CAINANBA LLC (407-724-4173)

Listing Agent: Luz Linares (786-458-2110)

Remarks: Under contract-accepting backup offers. 3-bedroom, 2-bathroom home offering 1,592 square feet of comfortable living space in the heart of Kissimmee. This property features a functional layout with spacious living area.The kitchen flows seamlessly into the main living space, making it ideal for both everyday living and entertaining. Situated in a convenient location near shopping, dining, schools, medical facilities, and major roadways including Osceola Parkway, US-192, and Florida’s Turnpike. Easy access to Orlando attractions and employment centers. Major update: Roof installed in 2021, providing peace of mind and long-term value. Whether you're a first-time buyer, downsizing, or seeking an investment opportunity, this property offers solid value in a central location. Schedule your private showing today.

Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)

Listing Agent: Hector Pagan, Pa (407-791-4858)

Remarks: Great price for this beautiful furnished 10 bedroom 8 bath vacation home with a private pool at Sonoma Resort Community. Conveniently located close to Disney and all the other attractions in Orlando. The first floor has an open and modern floor plan, bedrooms and a huge kitchen , stainless steel appliances, a big island with plenty of space to entertain your friends and family ! screened in pool , parking with a two car garage and driveway. The second floor has an open space with multiple bedrooms for all of your friends and guests. The property is in the short-term rental zone if you want to use it as a constant active investment. The club house has a resort-style pool, high-speed internet, cable, 24-hour security and weekly landscaping services. This community is very close to 192, I-4, the turnpike, the 528 and ,417 and Airport.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Adriana Murcia (352-217-8200)