Homes For Sale in Kissimmee 34741 - 235 homes

Remarks: Step into timeless elegance with this remarkable 4-bedroom, 3-bathroom Colonial home offering 3,492 square feet of living space. As you enter, you’re greeted by a striking checkered-floor foyer with a grand staircase that sets the tone for the home’s classic charm. The first floor boasts a formal living room filled with natural light, a spacious dining room perfect for gatherings, a large kitchen ready for culinary adventures, and a versatile bonus room ideal for an office or study. Upstairs, you’ll find all four bedrooms, including a generous primary suite, two full bathrooms, additional office space, and a large balcony overlooking the front of the home perfect for enjoying your morning coffee or evening sunsets. Sitting on over half an acre, this property offers endless opportunities for outdoor living. The expansive backyard features a huge in-ground pool, a large patio for entertaining, and a detached three-car garage. A charming carriage house adds even more potential, easily convertible into a private guesthouse or in-law suite. Located just minutes from Lakefront Park, restaurants, shopping, entertainment, and hospitals, this home blends historic character with modern convenience.

Listing is courtesy of: ROYAL REALTY REAL ESTATE, LLC (407-892-0123)

Listing Agent: Ian Rinehart (321-443-6730)

Remarks: Welcome to resort-style living in one of Kissimmee's most amenity-rich gated communities. This spacious 3-bedroom, 2-bathroom townhouse at Venetian Bay Villages offers an unbeatable combination of space, security, and lifestyle — all at a price that's hard to match in Central Florida. THE LAYOUT: This two-story floor plan features a ground-floor master suite — ideal for homeowners who want easy access or for guest privacy. Two additional bedrooms upstairs provide natural separation for family members or roommates. The open-concept living, dining, and kitchen area makes the space feel larger than the square footage suggests. MOVE-IN READY: The unit has been freshly repainted throughout and is vacant — ready for immediate occupancy the day you close. THE COMMUNITY: Venetian Bay Villages is a 24-hour staffed guard-gated community with amenities that rival full resort properties: 4 pools and a heated jacuzzi, fitness center, clubhouse with theater and game room, tennis, basketball and volleyball courts, 3 catch-and-release fishing lakes, BBQ stations, playgrounds, and a car wash area. HOA covers exterior maintenance and landscaping — truly low-maintenance ownership. THE LOCATION: Minutes from I-4 and US-192 — 13 miles to Walt Disney World, 12 to SeaWorld, 16 to Universal Studios. Steps from Walmart, Publix, Target, Burlington, Ross and The Loop shopping center. Osceola Regional Medical Center is just 2 miles away. RENTAL FRIENDLY: Both long-term leases and weekly vacation rentals (7-day minimum) are permitted with no HOA waiting period — ideal for investors who want flexibility.

Listing is courtesy of: KEYS REALTY REDEFINED LLC (305-707-0373)

Listing Agent: Randal Longo (855-944-3525)

Remarks: Under contract-accepting backup offers. Welcome to this 3 bedroom, 2 bathroom home located in a gated community in the heart of Kissimmee, Florida, just minutes from The Loop, a popular shopping, dining, and entertainment destination. Enjoy convenient access to Walt Disney World (approximately 25 minutes) as well as Universal Orlando and Central Florida’s world-famous theme parks, placing you close to everything the Orlando area has to offer. This move-in ready home features a desirable split floor plan with spacious living areas and thoughtful updates throughout. Recent improvements include a 2025 roof, newer AC (2017), and a water softener system providing added peace of mind. Inside, you'll find fresh interior paint, new baseboards, and a refreshed front door that give the home a clean and welcoming feel. The layout offers generously sized bedrooms, along with a kitchen and family room combination that creates a comfortable space for gathering and entertaining. A formal living and dining area provides additional flexibility and can easily function as a home office, flex space, additional living area, or hobby room. Other Residents of this gated Kissimmee community enjoy access to neighborhood amenities including a community pool, playground, and clubhouse, adding to the convenience and lifestyle this location offers. With easy access to shopping, dining, major roadways, and Central Florida attractions, this Kissimmee home offers comfort, convenience, and the opportunity to make it your own. Call to schedule your private showing! SELLER WILL PROVIDE $5000 CREDIT TOWARD NEW FLOORING.

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

Listing Agent: Suzette Berkhalter (407-864-6206)

Remarks: Must see this affordable 3-bedroom, 2-bath concrete block home in a great location with no HOA! The fenced backyard offers privacy and plenty of room to enjoy the outdoors, and the large, covered porch is wheelchair accessible perfect for relaxing or entertaining. As you walk through the front door you are welcomed into the living room of the original home. To the right you will find two bedrooms and a full bath. Continue through to the kitchen and then large open family and dining area, where the 2008 addition opens up the home beautifully. Tucked privately in the back of the addition is the primary suite, this is ideal if you are looking for a split plan home. The home also features a large laundry room plus an incredible oversized storage room that is large enough to be converted into an efficiency apartment, workshop, or craft room the possibilities are endless! The primary bedroom features newer carpet, while the rest of the home is finished with easy-care tile flooring. Major updates give you peace of mind: HVAC replaced in 2022, Water Heater 2019, newer stove and microwave, and the home has been freshly painted throughout. Permitted addition in 2008. New Roof 2008. This one has it all — space, updates, a great location, and no HOA. Don't wait, schedule your showing today!

Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)

Listing Agent: Debra Vallier, Pa (407-436-6185)

Remarks: Welcome to this beautifully renovated 3-bedroom, 2-bathroom condominium with an ADDITIONAL DEN/OFFICE SPACE, nestled in a secure 24-HOUR GATED community. This home delivers the perfect blend of comfort, style, and everyday convenience. Step inside to an OPEN CONCEPT living area filled with natural light, featuring stylish VINYL FLOORS throughout. The kitchen is fully equipped with stainless steel appliances, sleek cabinetry, and generous counter space, making it ideal for cooking or entertaining. The spacious bedrooms provides a peaceful retreat, with the master suite featuring a PRIVATE EN-SUITE BATHROOM and a large WALK-IN CLOSET. One of this unit's standout features is its prime 2nd floor location with an ELEVATOR positioned right next to your front door, making grocery runs, move-in day, and everyday life effortlessly convenient. WASHER AND DRYER included. Outside your door, the gated community provides peace of mind with round-the-clock security and amenities including a sparkling POOL, playground, CLUBHOUSE, and lush landscaping. Located just MINUTES AWAY from shopping, dining, entertainment, and major highways. Everything you need is right at your fingertips. Don't miss your chance to own this move-in ready gem. Schedule your private showing today!

Listing is courtesy of: CENTRIC REALTY SERVICES LLC (407-421-9391)

Listing Agent: Abdias Alexandre (407-421-9391)

Remarks: Beautiful 3 bedroom, 2 bath second floor condo offering privacy, natural light, and a bright open layout. Large living room windows fill the space with sunshine, creating a warm and inviting feel throughout. Located in the quiet community of The Villas at Shadow Bay, residents enjoy a maintenance free lifestyle, community pool, and off street parking. Prime location just minutes from The Loop, major highways, shopping, dining, schools, and Orlando attractions. Perfect for both homeowners and investors. Comfort, convenience, and location, all in one!

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

Listing Agent: Adriana Avegno (407-577-8726)

Remarks: MOTIVATE SELLER! Property is used as a personal vacation home(not in an active rental program) This beautiful spacious home located in the exclusive Sonoma Resort at Tapestry. This luxury property offers 6 bedrooms and 6.5 bathrooms, providing plenty of space for guests. The open-concept living area between the living room, dining area, and kitchen is perfect for entertaining. Enjoy relaxing outside with your own private pool. Located in the Sonoma resort at Tapestry, you'll have access to a wide range of exclusive amenities including a clubhouse, fitness center, and tennis courts. Home is being sold Semi-Furnished.

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

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

Remarks: Fully renovated and move-in ready 3-bedroom, 2-bath condo located in the desirable Gables at Lakeside community. This spacious second-floor unit offers a private entrance and peaceful pond views, creating the perfect setting to relax and unwind. Inside, you’ll find a bright and open layout with modern updates throughout, providing comfort and functionality for everyday living. The community features excellent amenities including a swimming pool, fitness center, tennis court, clubhouse, playground, and more — all within a quiet and well-maintained environment. Conveniently located in the heart of Kissimmee, just minutes from shopping, dining, major roadways, and The Loop. Whether you’re looking for a primary residence or an investment opportunity, this property offers both value and location. Schedule your private showing today.

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

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

Remarks: Don't miss this two-story duplex on a corner lot in Historic Downtown Kissimmee! Walking distance to SunRail Station, public transportation, stores, restaurants, and Kissimmee Lakefront Park. Renovated in 2023 with new 30-year architectural shingle roof. Downstairs unit (116): Owner-occupied, ~300 sq ft larger than upstairs, 2 beds (configurable as 3), 1 bath, covered front/back porches, carpet/tile floors, eat-in kitchen, interior washer/dryer hookups, covered carport; potential rent $1600+/month. Upstairs unit (118): Rented $1500/month + $50 water, 2 beds, 1 bath, plus versatile third room (living/family or 3rd bedroom) with balcony access, washer/dryer hookups and storage off covered carport. Two electric meters (tenants pay own); one water meter (landlord pays). Updates: Water heater and A/C replaced 2019; re-wired, re-piped, doors/windows/insulation replaced 2019. Each unit has its own fenced yard; backyard includes concrete pad and 12x20 storage shed. Convertible to 5-bedroom home via locked-off doorway from downstairs to upstairs stairway; ideal for short-term rental/Airbnb. Ample rear land offers potential for third unit or ADU; zoned T4-O, future land use MU-D (Downtown Mixed Use).

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Judson Osbon (407-955-1672)

Remarks: Welcome to this well-maintained 3-bedroom, 2-bathroom condo villa located in the gated community of Bella Vista Condominiums in Kissimmee. Offering 1,246 sq.ft. of heated living space, this property features a functional two-story layout with the kitchen, living area, and primary bedroom on the first floor, and bedrooms 2 and 3 on the second floor. The unit provides comfortable living spaces with good natural light throughout. Residents enjoy access to community amenities including a swimming pool, fitness center, and recreational areas. Conveniently located near shopping, dining, schools, and major roadways, with easy access to local attractions and Orlando. Schedule your showing today!

Listing is courtesy of: PM ELITE REALTY LLC (407-749-3075)

Listing Agent: Douglas Casique (689-251-0612)

Remarks: Fantastic Opportunity in Kissimmee! Welcome to this well-maintained 2-bedroom, 2-bathroom condo offering 933 sq.ft. of functional living space in the desirable gated community of Bella Vista Condominiums. This unit features an efficient layout with comfortable living areas and ample natural light. Residents enjoy access to excellent community amenities, including a swimming pool, fitness center, and recreational areas. Conveniently located near shopping, dining, schools, and major roadways, this property provides easy access to everything Kissimmee has to offer. SCHEDULE YOUR TOUR TODAY!

Listing is courtesy of: PM ELITE REALTY LLC (407-749-3075)

Listing Agent: Douglas Casique (689-251-0612)

Remarks: Under contract-accepting backup offers. Come take a look at this well maintained townhouse near "The Loop" This 2 story townhouse features three bedrooms and two and a half Bathroom which offers 1747 square feet of living space. The kitchen is equipped with 42" cabinets and stainless steel appliances. First floor has ceramic tiles throughout. All bedrooms are upstairs, the master bathroom offers a walk-in shower and double sinks. All bedrooms have carpet and the laundry is on the second floor. This home is located in Cypress Ridge Community at the north of Kissimmee, the community features resort style swimming pool, playground, cabana and walking trail. The Location is very convenient. Easy access to SR417 and Turnpike. Walt Disney World is just a short drive away, " the Loop" Shopping and Entertainment Complex is just 2 miles north and the Orlando International Airport is just 20 minutes away.

Listing is courtesy of: HONEST REAL ESTATE COMPANY (407-417-1314)

Listing Agent: Kevin Song (407-234-8430)

Remarks: Location, location! Don't miss this opportunity to live in Tapestry community First time buyers ,investors Spectacular 4/3 with a beautiful landscaping exclusively designed for the property, it is located in one of the best areas of Kissimmee, with good access to I4, Osceola pkwy, 417, 528 and turnpike, access to everything you need for your daily living. It is a 24 hour guarded gate community with excellent amenities In addition, the house has a covered and completely fenced patio to generate privacy in your patio and your parties. Don't miss out on this opportunity.

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

Listing Agent: Juan Oberto (407-810-3694)

Remarks: Located in the heart of Kissimmee, this beautifully updated 1-bedroom, 1-bath condo is on the second floor of the desirable Gables at Lakeside community. The unit has been recently refreshed with fresh interior paint, brand-new stainless steel appliances, and a fully upgraded bathroom — giving it a clean, modern feel from the moment you walk in. The bright, open layout offers a comfortable living area, dining space, and a functional kitchen, making it perfect for everyday living or as a low-maintenance investment property. Enjoy a peaceful setting with easy access to all the community amenities. Gables at Lakeside features a fitness center, clubhouse, playground, basketball court, tennis court, and several grilling areas for outdoor gatherings. Residents also appreciate the convenience of being just minutes away from major retailers, grocery stores, dining options, and local attractions. Whether you're a first-time homebuyer, downsizing, or seeking an income-producing opportunity, this move-in-ready condo delivers comfort, style, and an exceptional location.

Listing is courtesy of: CENTRIC REALTY SERVICES LLC (407-421-9391)

Listing Agent: Abdias Alexandre (407-421-9391)

Remarks: HUGE PRICE IMPROVEMENT - ESTATE SALE - Property Must Go! PROPERTY TO BE RE-ROOFED IN NEAR FUTURE AT NO EXPENSE TO BUYER. Great investment opportunity, snowbird retreat, or primary residence! Prime Location! PRISTINE CONDITION! This fully furnished 3-bedroom, 2-bath condo in Shadow Bay is perfectly located in the heart of Kissimmee. Enjoy peace of mind with a new HVAC (2025) and brand-new carpet throughout. The spacious primary suite is conveniently located on the first floor and features an ensuite bath with dual access from both the bedroom and main living area, plus an additional vanity and sink for added convenience. The living and dining areas feel bright and open with vaulted ceilings and a large sliding glass door leading to your private paved patio—ideal for relaxing or entertaining. The kitchen offers a charming bay window, all appliances, and plenty of storage. Upstairs, you’ll find two generous bedrooms—one with a walk-in closet—each with private access to the shared full bath. Indoor laundry includes a washer and dryer. This one-owner home comes fully furnished, has been lovingly maintained, and is ready for new owners to enjoy! Great location – close to The Loop in Kissimmee with tons of restaurants and shopping. Convenient to major roadways, all Central Florida attractions, Orlando International Airport, and nearby schools.

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

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

Remarks: PRICE REDUCED — This modern 1,716-square-foot townhouse has been beautifully remodeled for lifestyle where convenience and serenity meet. Strategically located at 1933 Estancia Dr, you are just minutes away from the best the area: from daily grocery runs at Publix and Walmart to afternoon shopping at premier malls and dinners at top-rated restaurants. Upon entering, you are greeted by an intelligent and cozy layout that flows into a second floor with three spacious bedrooms and two full bathrooms, while the main level provides a convenient half-bath for guests and a spacious two-car garage. What truly sets this property apart is the peace of its backyard; with no rear neighbors, you can enjoy beautiful, private afternoons perfect for relaxing or hosting a family BBQ in total tranquility. For your family’s ultimate peace of mind, the association takes care of the landscaping, irrigation, exterior painting, and roof maintenance—so after a long day at work, you can simply come home to relax, unwind, and focus on what truly matters: spending quality time with your loved ones. Look no further; this home combines a premium location with the comfort you’ve been searching for.

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

Listing Agent: Cielo Diaz (321-443-5029)

Remarks: Great opportunity to own a 2-bedroom, 2-bath home in the desirable Kissimmee area! This property offers solid potential for first-time buyers, investors, or anyone looking to add their personal touch. The home has been freshly painted and features a functional layout with comfortable living spaces. While it does need some TLC, updates are minimal—items include a new dishwasher and replacement of shower handles—making this a manageable fixer-upper with plenty of upside. Conveniently located close to schools, shopping, dining, and major roadways, this home combines location and value. Whether you’re searching for a starter home or an investment opportunity, this property is full of possibilities. Bring your vision and make it your own! Sold As-Is. All Dimensions Approximate.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Tom Phillips (407-580-8757)

Remarks: High-Demand Rental Investment – Immediate Cash Flow Turnkey condo in a prime rental corridor of Kissimmee, just minutes from major highways, shopping, and employment hubs. Currently generating $1,750/month with lease in place through July 31, 2026—income from day one. Located in an area with strong and consistent rental demand, plus short-term rental potential (buyer to verify with HOA) for added upside. Tenant in place—no vacancy, no delays. Ideal for investors seeking immediate return in a proven rental market.

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

Listing Agent: Lorenzino Salerno (407-452-7940)

Remarks: Welcome to this beautiful, completely renovated villa. Location, location, location! This area in downtown Kissimmee is situated close to The Loop Shopping Center, featuring all the best shops and restaurants. It also offers access to top-tier medical care, including hospitals, medical specialists, and excellent healthcare services. This villa has been fully renovated and features stainless steel appliances, granite countertops, a washer and dryer, updated bathrooms, and perfectly coordinated wood flooring. Additionally, it includes two parking spaces directly in front of the property. The community also offers a swimming pool and a recreational area.

Listing is courtesy of: FLORIDA FANTASY REAL ESTATE INC (407-397-9039)

Listing Agent: Yolanda Gonzalez (407-535-9722)

Remarks: Welcome Home to Comfort and Convenience in Terra Condo! Step inside this beautifully updated 2-bedroom, 2-bathroom condo nestled in the gated Terra Condo community, where comfort meets low-maintenance living! From the moment you enter, you’ll love the stylish tile flooring that flows seamlessly throughout, giving the home a clean and modern touch. The charming kitchen features beautiful countertops, stainless steel appliances, and plenty of space to whip up your favorite meals. The spacious primary bedroom offers dual closets—perfect for keeping everything neatly organized. Unwind after a long day on your screened-in porch, ideal for enjoying peaceful evenings or your morning coffee. Additional highlights include a tankless water heater, low HOA fees, and a prime Kissimmee location—just 15 minutes from The Loop, 25 minutes from world-famous theme parks, and 30 minutes from Orlando International Airport. This move-in-ready gem has everything you need for easy Florida living—schedule your showing today before it’s gone!

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

Listing Agent: Jessica Collins (386-564-0120)