Homes for Sale Near Kissimmee Middle in Kissimmee - 277 homes

Remarks: Welcome to this beautifully maintained corner residence located in the highly sought-after gated community of Tapestry in Kissimmee. This well-designed 3-bedroom, 2.5-bath home offers a bright and open layout filled with natural light, creating an inviting atmosphere from the moment you arrive. With over 1,600 square feet of living space, the first floor features a seamless flow between the kitchen, dining, and living areas—perfect for everyday living and entertaining. The kitchen is equipped with stainless steel appliances, granite countertops, ample cabinetry, and a functional island that connects effortlessly to the main living space. Upstairs, you’ll find well-appointed bedrooms, including a generous primary suite designed for comfort and privacy. One of the home’s standout features is the private second-floor balcony—an ideal space to enjoy your morning coffee or unwind in the evening. Situated on a desirable corner lot, this property offers added privacy, an extended driveway, and enhanced curb appeal. Residents of Tapestry enjoy resort-style amenities, including a gated entrance with guard, a beautifully designed clubhouse, a large pool, fitness center, playground, and scenic walking areas. Ideally located just minutes from The Loop shopping area, Publix, a variety of restaurants, Osceola Parkway, and Orlando International Airport, this home offers both comfort and convenience in one of Kissimmee’s most desirable communities.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Yesenia Chacon Martinez, Llc (407-285-5717)

Remarks: Discover Resort-style living in this spacious 2 story, 5-Bed, 3.5-Bath Pool home on a waterfront lot in the peaceful Cumbrian Lakes Resort community, located on a Cul-De-Sac and just minutes from Walt Disney World, Orlando's theme parks, and world-class shopping. This move-in-ready property features an open-concept layout with high ceilings, wood-look laminate floors, and stunning water views.The kitchen offers white cabinetry and a breakfast bar seating. The main level includes a formal dining room, office/den, and half bath. Upstairs, the primary suite, private balcony overlooking the water, boasts dual closets and an en-suite bath with garden tub and walk-in shower. Four additional bedrooms (two with en-suites) provide flexibility for family or guests.Outside, relax in the covered lanai with a private screened pool and serene water views. Perfect for primary residence or income-producing short- or long-term rental. Schedule your showing today!

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

Listing Agent: Damaris Oliva (321-300-6520)

Remarks: Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom townhouse offering 1,468 sq.ft of well-designed living space in the sought-after Fiesta Key community. Fully furnished and turn-key, this property is ideal as a short-term rental investment, vacation home, or full-time residence. What truly sets this home apart are the TWO fully renovated upstairs bathrooms – a rare upgrade in Fiesta Key. Both full bathrooms have been completely remodeled with modern finishes, updated showers, contemporary fixtures, and a clean, stylish design that today’s buyers and guests appreciate. Most comparable units in the community still feature original bathrooms, making this a significant value advantage. The main floor features an open-concept layout with living room, dining area, and kitchen, all complemented by durable laminate flooring. The kitchen is fully equipped and ready for owner use or guest stays. A convenient half bath downstairs adds functionality for entertaining. Upstairs, all three bedrooms provide privacy and comfort. The primary suite includes an updated en-suite bathroom with a modern shower, creating a fresh and inviting retreat. The additional full bathroom has also been completely renovated, offering consistency in quality throughout the home. Step outside to your private back porch with tranquil pond views — the perfect setting to relax after a day at the parks. Recent upgrades include: Two fully renovated upstairs bathrooms, New AC (2018), New water heater (2023). Fiesta Key offers resort-style amenities including a clubhouse, fitness center, community pool, and tennis courts. Located just minutes from Disney, shopping, dining, and major highways, this property checks all the boxes for investors and lifestyle buyers alike. Move-in ready and rental ready — with upgrades that truly make it stand out from the competition.

Listing is courtesy of: HOPKEY REALTY (407-454-1217)

Listing Agent: Uno Sorlie (407-454-1217)

Remarks: Under contract-accepting backup offers. Amenities abound in the stunning private community of Lake Berkley Resort Villas. This Florida retreat features a beautifully manicured 4-bedroom, 2-bath home with a private pool offering the perfect blend of everyday comfort and resort-style living. Inside, the bright and open layout is enhanced by abundant natural light and vaulted ceilings, creating an inviting and spacious atmosphere ideal for both relaxing and entertaining. With year round landscaping and lawn service you can rest easy knowing your home and community will be meticulously cared for! Step outside to your private backyard oasis, and enjoy sunny afternoons lounging by the pool, hosting gatherings, or unwinding in the heated spa after a long day. The outdoor space offers a peaceful setting to take advantage of Florida’s year-round outdoor lifestyle. Located in an amenity-rich community, residents enjoy access to beach volleyball, a private fishing dock, scenic hiking trails, tennis courts, a fitness center, and clubhouse—bringing vacation-style living right to your doorstep. Whether you are looking for a primary residence, seasonal getaway, or investment opportunity, this home offers the best of Florida living with comfort, space, and resort-style amenities. Roof replaced in 2020, A/C replaced 2025. Schedule your showing today!

Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)

Listing Agent: Samuel Kingsford (407-808-6633)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 4-bedroom, 2-bath pool home offering space, comfort, and an unbeatable location in the heart of Kissimmee. This property is a rare find featuring a 4-bedroom layout with a heated pool and spa on an oversized lot, combined with exceptional curb appeal thanks to its beautifully refreshed landscaping and freshly painted exterior (2024). The large, spacious driveway provides ample room for multiple vehicles. Step inside to an open and airy floor plan with soaring cathedral ceilings that enhance the sense of space and natural light throughout. The centrally located kitchen is ideal for both everyday living and entertaining, featuring ample counter space, a breakfast bar, and a dining nook perfectly positioned by the sliding glass doors offering beautiful views of the pool and backyard. The primary suite is a true retreat, offering dual walk-in closets, a linen closet, and a spacious bathroom with dual sinks and a relaxing jacuzzi tub with jets. Enjoy Florida living at its best in your private backyard oasis situated on an oversized, fully fenced backyard with a mango and an orange tree. The large screened-in patio and heated pool with spa create the perfect setting for entertaining or unwinding year-round. Additional highlights include NO HOA, a roof replaced in 2022, a newer pool pump, a newer pool heat pump, and a well-maintained interior ready for its next owner. Ideally located just minutes from major highways, shopping, dining, and everyday conveniences. Only 5 minutes to Historic Downtown Kissimmee and within 30 minutes to Orlando International Airport and Central Florida’s world-famous attractions. This home offers the perfect combination of space, location, and lifestyle. Don’t miss the opportunity to make it yours! Schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Dania Khreiche (407-456-1553)

Remarks: Welcome to your next top-performing short-term rental in the heart of Central Florida's most sought-after resort community, Storey Lake Resort! This stunning LAKEFRONT 4 bedrooms/3 bathrooms townhome puts investors and vacationers alike just minutes from Walt Disney World, SeaWorld, Universal Studios, and Orlando's world-class dining and shopping. Nestled within this 24-hour gated resort, owners enjoy the flexibility to rent short-term year-round, making this a true income-generating machine. The resort's Hideaway Clubhouse delivers a full vacation experience with two water slides, a lazy river, splash zone, resort-style pools, oversized hot tub, Tiki Bar, fitness center, mini-golf, kayak rentals, beach volleyball, game room. HOA includes cable TV and internet, pool maintenance, grounds care, insurance, trash, and 24-hour guard. Whether you're expanding your STR portfolio or seeking a personal vacation retreat with income potential, this is the opportunity you've been waiting for. Turnkey, fully furnished and move-in ready. Just add guests and start earning! Schedule your visit now!

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

Listing Agent: Patricia Fraga Alvares, Pa (407-219-6229)

Remarks: READY TO MOVE !! UPDATED IN 2020, new wood kitchen cabinets, Italian granite kitchen countertops, new tile titles in downstairs living room, . SEE ATTACHED FEATURES SHEET. CORNER UNIT. 4 bedrooms, 3 bathrooms, TWO MASTER SUITES. 1 master on the ground floor AND 1 master on the upper floor. The downstairs master bathroom has been completely remodeled in 2023. The great room has French doors, The air conditioning has been changed approximately 1 year; This beautiful townhouse can be a short term rental or a main home. Conveniently located near schools, restaurants, theme parks, shopping and major highways. Venetian Bay is a 24 hour guarded community offering resort style amenities: 4 swimming pools (main pool is heated), sun deck, 4 children's play areas, clubhouse with kitchen, fitness center, game room, volleyball sand, basketball, tennis courts, picnic areas, fishing. dock and more. This gem won't last long. Call today for your private showing!O MOVE !!!

Listing is courtesy of: WF REALTY CORP. (407-994-2900)

Listing Agent: Adriana Sanchez (321-947-4014)

Remarks: One or more photo(s) has been virtually staged. This lovely, spacious condo in Kissimmee's gated Flora Ridge community offers the perfect combination of comfort and convenience. Located on the second floor with an elevator, this 1,779-square-foot apartment has an open layout that flows seamlessly between the kitchen and living room. There is also freshly painted interior throughout the unit, a recently replaced refrigerator, air conditioning and water heater, a master bedroom with double sinks and walk in closet, and a screened porch. Homeowners get two dedicated parking spots, one with a covered carport and one without. There is a community pool with amazing water view, and walking trail. It is situated just minutes from The Loop, a premier shopping and dining destination, making it easy to access the Florida Turnpike, Osceola Parkway, and world-famous theme parks. Along with the regular assigned schools, there is Renaissance Charter School with an A rating available from Kindergaden to 12th grade.

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

Listing Agent: Brigitte Elzarki (321-231-4999)

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: This stunning, modern, fully furnished 2-bedroom, 2-bathroom condo is situated in the highly sought-after Melia Orlando Suite Hotel in Celebration. It has a lovely 'boutique' feel to it. Inside, the condo includes a comfortable living room and a kitchen equipped with elegant stainless steel appliances, designed for both style and functionality. The kitchen is nicely equipped with a cooktop, dishwasher, full-size microwave and refrigerator, stone countertops, and tile flooring. Fall in love with this charming and contemporary condo-hotel. The primary bedroom is inviting and includes a bathroom with both a tub and a separate glass shower stall. The living area has a small dining table, sofa sleeper and sliding glass doors leading to the balcony. At the heart of the Melia is the most amazing pool with a 360-degree vanishing edge. The Melia offers an impressive array of amenities, including a community resort pool a poolside restaurant and bar, a gift shop, and executive conference rooms. Additional features include a checking desk for convenience, a dog walking park, a beach volleyball court, a mini soccer/ football pitch, and a picnic area. Located just minutes away from major theme parks such as Disney, Universal Studios, and Sea World, this property offers an ideal location. The Melia provides private transportation to the theme parks, and guests can also request a complimentary day pass to the Celebration Health gym and spa, which is conveniently located across the street. The condo features a spacious, modern floor plan, complete with two private balconies that spectacular views of Celebration and the surrounding areas. This condo is a must-see for those looking to combine personal enjoyment with the benefits of hotel management. The hotel is renowned for its excellent customer service and maintenance standards. All info is intended to be accurate; it is the buyer and the buyer's agent responsibility to verify all details within the resort.

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

Listing Agent: Sean Flatley (609-208-8204)

Remarks: Beautiful and fully furnished townhome 4 beds 3 baths located directly in front of guest parking in the highly desirable Storey Lake community! This home features modern finishes and is move-in or rental ready. Enjoy resort-style amenities including a clubhouse, fitness center, multiple pools, lazy river, water slides, sports courts, and more. Conveniently situated just 25 minutes from Orlando International Airport, Just minutes from Disney World, Universal Studios, shopping outlets, and top dining options. Whether you're looking for a short-term rental investment or a vacation retreat, this property offers the perfect opportunity in one of Central Florida’s most sought-after locations. Buyer's responsibility to confirm all information is accurate with the HOA.

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

Listing Agent: Carolina Bela (407-533-0035)

Remarks: Beautifully maintained home featuring major upgrades and energy-efficient enhancements. The property boasts a metal roof installed in 2019 and a brand-new A/C system (2025), offering peace of mind for years to come. The pool has been resurfaced and includes an electric pool heater, perfect for year-round enjoyment, all within a fully fenced backyard for added privacy. Significant investment has been made with solar panels which will be paid off by the seller. Appliances are in excellent condition and many are newer, including a washer (2025), dryer, stove (2021), and refrigerator (2025) with water filtration system. Appliances may be transferable under warranty for added buyer benefit. This property is a great combination of functionality, efficiency, and outdoor enjoyment—ideal for buyers looking for long-term value and low-maintenance living

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

Listing Agent: Jennifer Recio (917-891-2028)

Remarks: Under contract-accepting backup offers. A truly rare offering on Fable Street, Storey Lake’s most limited collection of single-family homes. Set within Phase 3, this location is defined by its scale and setting, offering larger homesites, open water views, and a level of privacy rarely available within the resort. Situated on a 0.17-acre lot—among the largest in the community—this 6-bedroom, 6-bath residence stands out for its condition, layout, and setting. The property has already been professionally inspected by the owner and is presented in pristine condition. The floor plan offers open living and dining areas, a spacious game room, and an electric fireplace that enhances the main living space. Positioned on a 0.17-acre lot—among the largest in the community—this 6-bedroom, 6-bath residence stands out for its condition, thoughtful upgrades, and overall presentation. The property has already been professionally inspected by the owner and is maintained in pristine condition. The floor plan includes open living and dining areas, a spacious game room, and an electric fireplace that enhances the main living space. The home features a fully equipped kitchen, designed for both owner use and short-term rental efficiency, along with an EV charger, adding convenience and long-term value. All bedrooms are finished with custom wallpaper, creating a cohesive, elevated design throughout the home, while every closet has been custom built, offering optimized storage and a level of finish rarely found in comparable properties. A key highlight is the fully custom-built summer kitchen, designed as a true extension of the living and entertaining areas. With built-in grill and prep stations, premium finishes, and direct access to the private pool, this outdoor space significantly elevates the guest experience and clearly distinguishes the property from standard offerings within the community. Fable Street benefits from private access through a 24-hour manned gate and convenient proximity to Storey Lake’s main clubhouse and resort amenities, including a lazy river, water slides, tiki bar, fitness center, mini-golf, splash park, and multiple sports courts. Located just minutes from Disney and a short drive to Orlando’s major attractions, dining, and shopping.

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

Listing Agent: Jenny Mahet, Pa (973-722-2894)

Remarks: Under contract-accepting backup offers. Beautifully updated 3-bedroom, 2-bath condo in the sought-after Royal Palm Bay community, just minutes from Walt Disney World! This move-in ready unit features an open-concept layout filled with natural light, a fully remodeled kitchen with granite countertops and stainless steel appliances, and updated bathrooms with modern finishes. The layout includes two guest bedrooms and a private primary suite with walk-in closet and ensuite bath. Additional upgrades include luxury vinyl flooring, newer water heater, and a recently serviced A/C unit. The front deck is currently being replaced, adding even more value and appeal. Enjoy peaceful wooded views from your private balcony and the convenience of an in-unit laundry closet. Community amenities include a heated pool, clubhouse, fitness center, sauna, sports courts, playground, and more. Conveniently located near shopping, dining, and major attractions. Ideal as a primary residence, vacation home, or investment property.

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

Listing Agent: Joseph Highsmith, Jr (910-431-5585)

Remarks: Well-Maintained Vacation Home with Private Pool and Summer Kitchen – Prime Location Near Disney Located in the gated Le Reve community in Kissimmee, this well-preserved property offers spacious accommodations and features designed to support short-term rental performance. The home includes: - Generously sized bedrooms suitable for family and group stays - Private screened pool with adjacent outdoor summer kitchen - Functional layout supporting both personal use and vacation rental flexibility - Proximity to major retail and attractions, situated directly behind Walmart and approximately 6 miles from Walt Disney World Resort - Gated community amenities and convenient access to dining, shopping, and entertainment corridors This property presents a strong opportunity for buyers seeking a vacation home with rental potential in a high-demand area. All measurements and rental eligibility should be independently verified by the buyer.

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

Listing Agent: Hugo Borges Ota Neto (407-445-8610)

Remarks: Under contract-accepting backup offers. Welcome to 2721 Bookmark Drive, a spectacular fully furnished 8-bedroom home in the highly sought-after Storey Lake Resort. This home gives one of the most desirable settings in the community, with peaceful pond and conservation views and no rear neighbors. Designed for both luxury living and unforgettable guest experiences, this home delivers the perfect blend of comfort, entertainment, and income potential. From the moment you walk in, the property feels like a true resort-style retreat, with spacious gathering areas, stylish furnishings, and multiple themed bedrooms created to delight guests of all ages. The home features a private movie theater, a dedicated game room, and a unique Virtual Reality machine that adds an extra layer of fun and creates a standout experience for vacationing guests. Whether hosting large families, groups, or visitors looking for the ultimate Orlando getaway, this home is built to impress. The outdoor space is just as special, with a private pool area overlooking the water and conservation backdrop, providing privacy, peaceful views, and a rare sense of separation from neighboring homes. Located just minutes from Disney, Universal, shopping, dining, and Orlando’s world-famous attractions, Storey Lake continues to be one of the area’s most popular short-term rental communities. With its premium location, rare conservation-facing lot, thoughtful entertainment spaces, and turnkey furnishings, 2721 Bookmark Drive is an exceptional opportunity to own a standout vacation home in the heart of Kissimmee’s resort corridor.

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

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

Remarks: This beautiful 3-bedroom, 2-bath residence combines comfort and practicality in a sought-after neighborhood. Located within the secure, gated Tapestry community, the home features a charming front porch that opens into a bright and airy living space, flowing effortlessly to a private backyard patio. Positioned on a corner lot, the house benefits from plentiful natural light, enhancing its open feel. Inside, you'll find a spacious family room and a primary suite complete with a walk-in closet. The kitchen is well-appointed with granite countertops, a raised breakfast bar, and a stylish tile backsplash. A two-car garage provides ample storage, and the laundry room is conveniently situated on the main floor. Two additional bedrooms share a full bathroom, offering privacy and comfort for guests or family members. Tapestry offers a secure, well-kept environment with resort-style amenities such as a pool, clubhouse, fitness center, and more. Ideally located near Orlando’s top attractions, The Loop shopping center, the airport, and major highways, this home provides easy access to everything Central Florida has. Experience the Florida lifestyle with ease and elegance in this beautiful townhome. Don’t miss your chance to make it yours!

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

Listing Agent: Francisco Lara, Pa (407-319-4505)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. NO HOA, a NEWER ROOF and UPDATED WINDOWS, EFFICIENCY/Mother in law Suite – this versatile single story Orange Gardens home is an opportunity you don’t want to miss! The flexible layout of 4-bedrooms and 2-baths opens the door to multi-generational living, rental income, or a private work-from-home setup. Set on a spacious .19 ACRE LOT in an established community just off US-192, this home delivers easy access to shopping, dining, area lakes, resort destinations, and is just minutes to Walt Disney World Resort. Front and rear porches overlook generous yard space with plenty of room to relax, entertain, or expand. Inside, you will find TERRAZZO FLOORING throughout and a light-filled layout featuring OPEN LIVING & DINING spaces that flow easily into a galley-style kitchen complete with a fresh neutral palette, solid surface countertops, and ample cabinet storage. Just off the main living area is a light filled FLEX/OFFICE space, ideal for remote work, hobbies, or additional living space. The main portion of the home offers three bedrooms situated on one side, sharing a full bath for a functional and traditional layout. What truly sets this home apart is the BONUS/EFFICIENCY/IN-LAW SUITE with a PRIVATE ENTRANCE off the kitchen, WALK-IN CLOSET, and FULL BATH – perfect for extended family, guests, or income-producing potential. Whether you are looking for a first home to make your own or a smart investment property in a high-demand location near Disney and Central Florida attractions, this home checks all the boxes with space, flexibility, and location. Call today to schedule a tour!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: LOCATION, LOCATION, LOCATION! Beautiful fully furnished 3-bedroom, 3-bath townhouse located in a desirable gated community with NO lease restrictions — perfect for short-term rentals, long-term rentals, Airbnb, or Vrbo investment opportunities. Features 1 assigned parking space and access to community amenities including a pool and park. Ideally located just 10–14 minutes from Disney Theme Parks and close to shopping malls, restaurants, hospitals, pharmacies, and top-rated schools. Excellent opportunity for investors or vacation homeowners seeking strong rental income potential!

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

Listing Agent: Andrea Vanegas, Llc (786-658-1547)

Remarks: Experience elevated resort-style living in this fully furnished 2023-built 12-bedroom, 11.5-bath luxury vacation home located in one of Kissimmee’s most sought-after short-term rental communities! Just minutes from Disney, premier shopping, dining, and world-famous attractions, this exceptional turnkey property is designed for both unforgettable guest experiences and outstanding rental potential. Features include beautifully themed bedrooms, expansive open-concept living areas, a gourmet chef’s kitchen with oversized island, an LED-lit game room, private theater room, and a stunning screened-in pool & spa overlooking peaceful wooded views with no rear neighbors. A rare investment opportunity and the ultimate Central Florida vacation retreat!

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

Listing Agent: Winnie Tam (863-651-4687)