Homes For Sale in Kissimmee 34741 - 199 homes

Remarks: Under contract-accepting backup offers. Located in the heart of the historic district of Kissimmee, this charming 1910 duplex blends timeless character with modern updates — a rare income-producing asset in one of Central Florida’s most desirable downtown corridors. Each residence features 2 bedrooms and 1 bathroom and was fully renovated in 2022, combining updated interiors with preserved historic charm. Major capital improvements include a new roof (2022) and foundation reinforcement completed in 2025, significantly reducing near-term capital expenditure risk. Currently leased at $1,500 monthly for each residence, the property presents immediate rental upside into the $1,525 to $1,550 monthly range without additional renovations. Based on current operating performance, the duplex demonstrates the potential for a strong and stable return, subject to buyer verification. With improving interest rate conditions, the property may provide favorable income performance, even when considering insurance costs typically associated with historic properties. This is not a speculative value-add opportunity — it is a stabilized asset in downtown Kissimmee positioned for long-term hold potential. Buyers seeking income stability may find this property well suited for a conservative investment strategy. All financial figures and projections are estimates and should be independently verified by the buyer. The adjacent lot is also available for purchase (S5144748). Pricing consideration may be extended to buyers acquiring both properties simultaneously. Please inquire for additional details.

Listing is courtesy of: 407HUB REAL ESTATE LLC (407-468-2015)

Listing Agent: Daniella Padron Porras (407-785-9305)

Remarks: Beautiful corner-unit townhome in a gated Kissimmee community, featuring 3 bedrooms, 2.5 baths, and a 2-car garage, plus an extended driveway that fits up to 6 cars—a rare bonus. This former model home offers a bright, open layout with tile flooring downstairs, and a stylish kitchen with granite countertops, stainless steel appliances, and a large island (all appliances included). Upstairs, the primary/master suite is on the second floor with a walk-in closet, along with a flex/loft area perfect for a home office and two additional bedrooms. All bathrooms feature quartz countertops. Enjoy community amenities including a pool, playground, walking trails, and a lake, just minutes from The Loop, shopping, dining, and easy access to Florida’s Turnpike and I-4.

Listing is courtesy of: A PLUS REALTY LLC (407-888-0090)

Listing Agent: Roberto Torres (321-239-8187)

Remarks: PRICE REDUCED! Welcome to 2320 Pebble Brook Rd, Kissimmee, FL 34741—fully remodeled and move-in ready, this charming two-story home offers 3 spacious bedrooms and 3 updated bathrooms upstairs for added privacy, along with a modern kitchen featuring granite countertops, new stainless steel appliances, and updated cabinetry; major upgrades include a new roof, new A/C system, and completely updated plumbing, providing peace of mind, while the oversized fenced backyard is perfect for entertaining or pets and the inviting front porch adds timeless curb appeal inspired by Northeastern-style homes; ideally located just minutes from The Loop, major highways, Orlando International Airport, and world-famous attractions like Walt Disney World, Universal Orlando, and SeaWorld—now priced to sell, don’t miss this opportunity!

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Omar Rodriguez (321-442-2001)

Remarks: 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, and a newer water heater, 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. 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!

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

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

Remarks: One or more photo(s) has been virtually staged. BACK ON THE MARKET, BUYERS FINANCING FELL THROUGH!! SIGNIFICSNT PRICE REDUCTION!! Lovely 2 bed, 2 bath third floor condo with vaulted ceilings. BRAND NEW WATER HEATER installed March 2026, BRAND NEW AC installed in May 2025. SHORT TERM RENTAL ALLOWED!! New refrigerator 2024. Washer, dryer included in inside utility room and tile throughout. Live in a Resort community situated around two lakes. The Community has a clubhouse with fitness center, two resort-style pools and lighted tennis courts. Minutes away from Disney, Universal & Seaworld, centrally located for Kissimmee and Orlando

Listing is courtesy of: NEXTHOME SUNSHINE REALTY (321-900-2389)

Listing Agent: Lindsy Holland (321-900-2389)

Remarks: EXCEPTIONAL INVESTMENT OPPORTUNITY OR DREAM VACATION HOME! Welcome to 2260 San Vital Dr #108, a stunning and spacious 4-Bedroom, 3-Bathroom residence perfectly situated in the world-class, guard-gated resort community of Venetian Bay Villages in Kissimmee, Florida. This property offers the perfect blend of comfort, style, and high-income potential in one of Central Florida’s most sought-after short-term rental zones. UNIQUE DUAL-MASTER FLOOR PLAN: This rare and highly functional layout is a favorite among vacationers and large families. It features TWO PRIMARY EN-SUITES: one conveniently located on the first floor for easy access, and a second private master suite on the upper level. This configuration ensures maximum privacy and flexibility for multi-generational living or groups of up to 10 guests. The ground floor boasts an open-concept living and dining area with tall ceilings and plenty of natural light, flowing into a fully-equipped kitchen with a breakfast bar. Two additional guest bedrooms share a third full bathroom, providing a comfortable and balanced living space. RESORT-STYLE LIVING AT ITS FINEST: Living in Venetian Bay Villages feels like a permanent vacation. This Mediterranean-inspired community is meticulously maintained and offers an unparalleled amenity package included in your HOA fee: 24/7 GUARD-GATED SECURITY: Peace of mind with a manned entrance and security patrol. FOUR SPARKLING SWIMMING POOLS: Including a large heated main pool near the clubhouse and three satellite pools throughout the village. ELITE CLUBHOUSE: Featuring a state-of-the-art fitness center, a private movie theater, a game room/arcade, and a business center with high-speed internet. SPORTS & RECREATION: Professional-grade tennis courts, basketball courts, and sand volleyball courts. FAMILY-FRIENDLY: Multiple playgrounds, picnic areas, and scenic walking trails around serene community ponds. STRATEGIC LOCATION IN THE HEART OF THE MAGIC: Location is everything! This property is strategically positioned for maximum occupancy and convenience: MINUTES FROM DISNEY: Less than 10-15 minutes from Walt Disney World Resort main gates. CLOSE TO ATTRACTIONS: Short drive to SeaWorld, Universal Orlando Resort, and Disney Springs. SHOPPER’S PARADISE: Located just around the corner from The Loop Shopping Center, featuring premier retail, a multi-screen cinema, and dozens of popular dining options. EASY TRAVEL: Quick access to Osceola Parkway, John Young Parkway, and I-4. Only 20 minutes from Orlando International Airport (MCO). INVESTOR HIGHLIGHTS: This property is TURNKEY and ready for immediate occupancy or rental. Short-Term Rentals (Airbnb/VRBO) are fully permitted by the association. The HOA is comprehensive and covers: EXTERIOR MAINTENANCE, ROOF REPLACEMENT, LANDSCAPING, TRASH REMOVAL, WATER/SEWER, AND 24-HOUR SECURITY. This significantly lowers the owner's insurance costs and simplifies management. Whether you are looking for a high-performing asset to add to your short-term rental portfolio or a luxurious primary residence where every day feels like a getaway, this Venetian Bay gem is a must-see. Properties with 4 bedrooms and dual suites are in high demand and do not last long on the market. SCHEDULE YOUR PRIVATE TOUR TODAY AND START LIVING THE FLORIDA LIFESTYLE!

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

Listing Agent: Marcos Urbina (321-388-3150)

Remarks: Under contract-accepting backup offers. This beautiful single family home is just a few minutes away to Osceola High School, downtown and Kissimmee Lakefront. Great location close to shopping areas, access to mayor roads and schools. NO HOA, NO CDD. This property is well conserved with an oversize lot ,nice sunny backyard with fruits trees, a large patio, aboveground pool and cover lanai provides plentiful space for gardening and entertaining. The garage is converted into a 4th bedroom but can be easily convert back to a full garage and still have the a garage door. New roof installed in 2023.

Listing is courtesy of: ONE TEAM REALTY (407-530-5006)

Listing Agent: Yolanda Soto Rosado (407-530-5006)

Remarks: Under contract-accepting backup offers. DON’T MISS THIS GREAT OPPORTUNITY TO OWN A FULLY RENOVATED HOME IN A PRIME LOCATION! Beautifully renovated 3-bedroom, 2-bathroom home located in the heart of Kissimmee! This move-in ready property offers 1,088 sq ft of updated living space featuring NEW WINDOWS and a ROOF REPLACED IN 2023, providing both style and peace of mind. Enjoy a functional layout perfect for everyday living, all in a prime central location just minutes from shopping, dining, schools, and major highways. NO HOA! Ideal for a first-time home buyer or investor looking for a great opportunity.

Listing is courtesy of: PROPERTY OUTLET INTERNATIONAL (407-723-7000)

Listing Agent: Adriangela Colmenarez Martinez (407-837-0299)

Remarks: Under contract-accepting backup offers. Resort-Style Bliss in Kissimmee's Most Desirable Gated Community – Tapestry! Discover elevated living in the highly sought-after Tapestry neighborhood – Kissimmee's premier 24-hour guard-gated haven. This immaculate, move-in ready 4-bedroom + dedicated office loft home offers the perfect blend of modern luxury and family-friendly convenience. Step inside to find fresh interior paint, brand-new carpets, gleaming stainless steel appliances, 42-inch cabinets, elegant granite countertops, and soaring high ceilings that create an open, airy feel throughout. Key Features: • 4 spacious bedrooms + versatile office loft (ideal for remote work or playroom) • 2.5 full bathrooms • Turnkey condition with recent upgrades • Open-concept layout perfect for entertaining Residents of Tapestry enjoy an incredible resort-style lifestyle, including: • Sparkling community pool & cabana • State-of-the-art fitness center • Clubhouse for events & gatherings • Scenic walking trails • Playground areas • Round-the-clock gated security for peace of mind Just minutes from The Loop shopping, top dining, medical centers, and with quick access to I-4 and 417, you're perfectly positioned for work, play, and everything Central Florida offers – including easy commutes to Orlando attractions! Don't miss this rare opportunity in one of Kissimmee's best communities. Schedule your private tour today – this beauty it’s what you were looking for to call home! Buyer is responsible for their own due diligence, including but not limited to verifying HOA information, community rules, square footage, lot size, room dimensions, and taxes.

Listing is courtesy of: ROAD HOUSE REALTY INC. (407-392-4663)

Listing Agent: Licinio Brizzio (407-738-9947)

Remarks: Refined comfort meets Florida lifestyle in this spacious 5-bedroom 5 bathroom home within a gated community overlooking a tranquil pond. Offering 2,790 heated sq ft, the home features a versatile layout ideal for both daily living and entertaining. Bright living areas open to a screen-enclosed paver patio with water views and no rear neighbors, creating a peaceful outdoor retreat. Mature palm landscaping enhances the home’s tropical appeal. Built in 2008 and well maintained, the 5-bedroom, 5-bath layout provides flexibility for guests or work-from-home needs. Community amenities include a pool, sports courts, playground, and walking paths. Conveniently located near shopping, dining, schools, Orlando International Airport, and major attractions. A great opportunity for buyers seeking space, privacy, and location. Schedule your showing today.

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

Listing Agent: Priscila Triska (321-354-5459)

Remarks: 2514 NOUVEAU WAY!! AT MATTAMY HOMES AT TAPESTRY COMMUNITY in Kissimmee, Gated Community with 24/7 security presence. A resort-style amenity with clubhouse, fitness center , pool, splash pad and event space. This home has 3 bedroom and 2 full bathroom plus den room , and powder room, large Master Bedroom with separate His and Her closets. A 45ft lot with 2006 Square Ft total Floor area 10ft ceiling with 9ft doors . Lily Model Bungalow style , Contemporary Exterior Elevation and Modern Contemporary Interior Design . Open Concept design large kitchen, dining and family rooms and one den room as a multipurpose room can be converted to office, game room living room, formal dining, 1 large pantry with 9ft frosted door , 2 large linen closets and 2 car garage . Upgraded Quartz counter top on kitchen, island and bathrooms and powder room. Upgraded wood flooring on the whole house, bedroom and bathroom upgraded with carpet and tiles. Lawn maintained with tropical fruits around. Used only as a family vacation home. Never for rental it feels and smells like a brand new-home. Come and see check for yourself. Easy Access to major highway including Osceola Parkway, SR417, and Florida turnpike. Appriximately 20 minutes to Orlando International Airport. Convenient to Disney, Universal, Seaworld, and downtown Orlando

Listing is courtesy of: PRIMESTATE REALTY, INC. (407-850-9494)

Listing Agent: Hoover Yap (407-342-9395)

Remarks: Beautiful 3-bedroom, 2-bathroom home located in a desirable area of Kissimmee, Florida. This property offers the freedom of NO HOA and NO CDD, making it a perfect option for homeowners or investors looking for flexibility and lower monthly expenses. The home features a functional layout with comfortable living spaces, ideal for families or those who enjoy entertaining. Conveniently situated near major highways, shopping centers, restaurants, schools, and just minutes from world-famous attractions in Central Florida. Kissimmee is known for its strategic location near Orlando and major theme parks, while also offering access to parks, lakes, and outdoor recreation throughout the area. Whether you are looking for a primary residence, vacation home, or investment property, this home offers an excellent opportunity in a rapidly growing Central Florida market. Don’t miss the chance to own a property in one of the most convenient and sought-after locations in the area. Additional Exterior and Interior property photos will be uploaded!

Listing is courtesy of: CAPITAL HOMES INC (800-642-0668)

Listing Agent: Alcides Gonzalez (407-267-6868)

Remarks: Welcome to this beautiful MOVE-IN READY home featuring 3 bedrooms, 2 bathrooms, and an OPEN-CONCEPT LAYOUT perfect for modern living. Nestled in the heart of Kissimmee, FL, this home offers comfort, style, and convenience—just MINUTES from Walt Disney World Resort, SeaWorld, Gatorland, I-4, FL-417, and Orlando Vineland Premium Outlets. Step inside to find a cozy kitchen to your left, complete with SOLID WOOD cabinets, GRANITE countertops, and STAINLESS STEEL appliances. The kitchen seamlessly opens up to a SPACIOUS living and dining room combo, ideal for entertaining. Enjoy indoor-outdoor living with GLASS SLIDING DOORS leading to a large SCREENED-IN patio—perfect for relaxing Florida evenings. The primary bedroom, located just off the living room, features its own glass sliding doors leading to the screened patio, offering a private retreat. The ensuite bathroom includes ADA FEATURES, DUAL SINKS, and a WALK-IN CLOSET, combining style with thoughtful accessibility. Two additional bedrooms and a full bathroom are located just past the living room, along with a convenient indoor laundry room with access to the garage. Enjoy easy-care living with ceramic tile throughout and wood-look tile flooring in the bedrooms. The roof is only 5 years old, adding peace of mind for years to come. Whether you’re looking for a primary residence, second home, or investment property, this home checks all the boxes. Schedule your private tour today—homes in this location don't last long!

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

Listing Agent: Ray Lopez (407-697-8298)

Remarks: SELLER MOTIVATED - Priced to Sell – 3BR Resort Condo Near Disney | Fully Furnished Welcome to Venetian Bay Village! This 3-bedroom, 2-bath condo is move-in ready and short-term rental friendly—perfect for investors or a personal getaway with income potential. Features include: • Spacious primary suite with jetted tub • Tile flooring in main living areas • Fully equipped kitchen + in-unit laundry • Smart layout with great storage Enjoy resort-style amenities: multiple pools, tennis courts, fitness center, playgrounds, and walking trails—all in a gated community just minutes from Disney. Bring your offers—this is one you don’t want to miss. schedule your showing today!

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-841-0888)

Listing Agent: Pamela Sadowski (407-728-5779)

Remarks: One or more photo(s) has been virtually staged. Located in the sought-after gated community of Venetian Bay Villages, this property offers short-term rental flexibility, making it a great option for Airbnb or vacation investment just minutes from Disney. This fully renovated 3-bedroom, 2-bathroom condo is vacant and ready for immediate occupancy. The interior has been updated throughout with new flooring, no carpet, a redesigned kitchen, and modernized bathrooms, offering a clean and low-maintenance living environment. The main living area features an open layout connecting the living and dining spaces, complemented by a functional kitchen ideal for everyday living or hosting guests. The primary suite, complete with a walk-in closet, is conveniently located on the first floor. Residents and guests enjoy access to resort-style amenities, including a 24-hour guard-gated entrance, pool and spa, fitness center, multiple playgrounds, sports courts, and recreational areas. Positioned near The Loop, Osceola Parkway, Highway 192, I-4, and Florida Turnpike, with convenient access to Disney, shopping, dining, and major attractions. Tenant in place you can buy and collect rent day one .

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

Listing Agent: Raquel Saunders (407-569-7398)

Remarks: Under contract-accepting backup offers. The only corner townhome currently available in the community, this 3-bedroom, 2.5-bath residence with a rear-entry 2-car garage offers 1,700 square feet of heated living area, making it the largest townhome floor plan in Tapestry. As a corner unit, the home enjoys enhanced privacy with no neighboring unit on one side and additional natural light throughout. The interior features no carpet, with vinyl flooring on the staircase and throughout the second level, delivering a modern, low-maintenance living environment. The bathrooms are finished with quartz countertops, adding a clean and contemporary feel. The primary (master) bedroom includes a private balcony located at the front of the home, a rare feature within the community and an ideal space to enjoy morning coffee, relaxation, or any activity you prefer in a private outdoor setting. The two-car garage is conveniently located at the rear of the home, providing easy access while maintaining a clean and attractive front elevation. Situated within the gated Tapestry community with 24-hour guard service and controlled access, residents enjoy walking trails, fountains, parks, a community pool, and well-maintained common areas. The property is conveniently located near shopping, dining, major highways, and Central Florida attractions, offering an excellent combination of privacy, space, and accessibility.

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Jorge Gutierrez Freites (786-800-6493)

Remarks: Prime opportunity in a highly desirable location! Conveniently located just minutes from Old Town, major entertainment, and top hospitals—and only 20 minutes from Walt Disney World—this home is perfectly positioned for strong rental demand. Recent upgrades include a brand-new roof, updated electrical, new flooring, and a newly installed fence, providing peace of mind and low maintenance for years to come.Whether you’re looking to make this your primary residence or add a performing asset to your investment portfolio, this property delivers both value and versatility. Don’t miss this incredible opportunity!

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

Listing Agent: Amanda Little (407-720-9728)

Remarks: $3,000 Closing Cost Credit! WOW! Charming home in the desirable Herons Landing community featuring abundant natural light, an open layout, and inviting living spaces. Bright kitchen perfect for entertaining plus a peaceful backyard ideal for relaxing. Very low HOA fee. Conveniently located near shopping, dining, schools, major highways, and ~20 minutes from Disney. Enjoy comfortable Florida living in a prime Central Florida location. Some photos virtually staged; home sold unfurnished.

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

Listing Agent: Marina Shmakova (407-965-9830)

Remarks: Seller is willing to consider all REASONABLE offers! Welcome to this beautifully upgraded 4-bedroom, 3-bathroom home located in the highly desirable Tapestry community in Kissimmee! This spacious residence offers a versatile layout featuring a huge bonus room—perfect for a home office, additional family room, or even a 5th bedroom to suit your needs. Step inside and enjoy an abundance of natural light flowing through oversized doorways, creating an open and inviting atmosphere throughout. The expansive kitchen is a true centerpiece, boasting oversized countertops, ample workspace, and a cozy eat-in area—ideal for both everyday living and entertaining. Motivated seller. Unwind in your screened-in back patio overlooking a scenic wooded area with no rear neighbors—perfect for enjoying your morning coffee in peace and privacy. Situated in a gated, guard-secured community, Tapestry offers resort-style amenities including a clubhouse, fitness center, and sparkling swimming pool. Conveniently located just minutes from shopping, dining, and entertainment at the Loop, this home combines comfort, flexibility, and prime location. Don’t miss your opportunity to own in one of Kissimmee’s most sought-after communities!

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

Listing Agent: Andre Campbell (407-431-1181)

Remarks: HIGHLY MOTIVATED SELLER! Beautiful carpet-free townhome featuring 3 bedrooms, 2.5 bathrooms, and a 2-car garage, located in the exclusive gated community of The Tapestry. This private community offers 24-hour guard-gated security and outstanding amenities for the entire family. Enjoy a spectacular resort-style pool with water slide, playground, elegant clubhouse, and fully equipped fitness center. The home showcases a modern design with spacious and functional living areas, perfect for those seeking comfort, security, and quality of life. Prime location just minutes from The Loop, supermarkets like Publix, a wide variety of restaurants, shopping centers, and Orlando’s world-famous attractions, including Walt Disney World, Universal Studios Florida, and SeaWorld Orlando. Convenient access to major highways such as SR 417, Florida’s Turnpike, Osceola Parkway, and John Young Parkway. Don’t miss this incredible opportunity! Contact us today for more information or to schedule a private showing.

Listing is courtesy of: REALTY ONE GROUP ESTATES (954-947-2383)

Listing Agent: Ninibeth Perez Fernandez (786-585-3146)