Homes for Sale Near Kissimmee Middle in Kissimmee - 149 homes

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: Turnkey, fully furnished 4-bedroom, 3-bathroom vacation townhome in the highly sought-after Regal Oaks Resort—one of the closest short-term rental communities to Walt Disney World Resort! Located in the heart of Kissimmee near Orlando’s top attractions, this income-producing property is ideal for Airbnb, VRBO, or personal use. Designed with both guests and owners in mind, this home features an open-concept layout with durable wood-look flooring, a bright kitchen with granite countertops, and a spacious living and dining area perfect for entertaining. The layout comfortably accommodates larger groups, making it highly desirable for vacation rentals in the Disney/Orlando market. A standout feature of this property is its professionally themed, Disney-inspired interior, creating a memorable guest experience that drives strong reviews and repeat bookings. The main level includes a bedroom and full bathroom, offering convenience and flexibility for multi-generational guests. Upstairs, the private primary suite provides a relaxing retreat, while additional themed bedrooms continue to elevate the home’s rental appeal in a competitive short-term rental market. Step outside to your private screened-in patio with hot tub, a premium amenity that enhances guest satisfaction and booking potential year-round. Located just minutes from Old Town Kissimmee and a short drive to Universal Orlando Resort and SeaWorld Orlando, this property offers unbeatable access to Central Florida’s most visited destinations, shopping, dining, and Orlando International Airport. Regal Oaks Resort amenities include a gated entrance, lakefront pool with water slides, fitness center, tennis courts, and on-site dining—making this one of the most desirable vacation rental communities in Kissimmee near Disney. Fully turnkey and has DOZENS OF BOOKINGS ALREADY IN PLACE THROUGHOUT 2026 AND BEYOND!—this is a rare opportunity to own a high-demand short-term rental in the Disney area with proven guest appeal.

Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)

Listing Agent: Shawn Mccormick (321-439-4277)

Remarks: Exceptional opportunity in Storey Lake! This well-maintained 4-bedroom, 3-bathroom home features a private pool and a highly desirable open-concept layout, ideal for both personal use and investment purposes. The property offers themed bedrooms, adding strong appeal for short-term rental potential in a prime vacation community. The spacious living and dining areas flow seamlessly into a fully equipped kitchen, creating a functional and inviting environment. The floor plan includes a first-floor queen bedroom, an upstairs king-size primary suite, and additional bedrooms designed to maximize occupancy. Located just minutes from major attractions, shopping, and dining, Storey Lake is a sought-after resort-style community known for its amenities and strong rental demand. This property presents an excellent opportunity for buyers seeking a primary residence, vacation home, or income-producing asset.

Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)

Listing Agent: Barbara Cunha De Freitas (617-458-0838)

Remarks: PRICE IMPROVEMENT! SELLER MOTIVATED! Beautiful fully furnished 3-bedroom townhouse located in the heart of Kissimmee, just minutes from Disney and major attractions. This well-maintained property offers comfortable living spaces and is perfectly suited as a primary residence, vacation home, or income-producing investment. Move-in ready and ideal for short-term or long-term rental. The home features a primary suite conveniently located on the first floor, an additional bedroom with a king bed, and a third bedroom with two full-size beds, providing comfortable accommodations for family or guests. Brand-new bedding throughout creates a fresh and welcoming environment. Clean, well cared for, and ready to generate income from day one. Conveniently located near restaurants, shopping, entertainment, and major highways. Turnkey opportunity in one of Kissimmee’s most desirable areas, perfect for investors or buyers seeking a vacation property near Central Florida’s world-famous attractions.

Listing is courtesy of: IDEAL REALTY GLOBAL (407-775-1799)

Listing Agent: Roseli Pereira (407-793-7345)

Remarks: Welcome to your dream investment or primary residence in the renowned Storey Lake Resort. This stunning 5-bedroom, 4-bathroom corner townhouse offers over 2,100 sqft. of modern, open-concept living space designed for comfort and high-end appeal. Built in 2017, the home features a gourmet kitchen with stainless steel appliances, granite countertops, and ceramic tile throughout the main living areas. The thoughtful layout includes two bedrooms on the first floor with a full bathroom and two expansive Master Suites upstairs. Outside, enjoy your own private screened-in pool and patio, perfect for relaxing after a day at the parks. What truly sets this property apart is the dual-clubhouse access, offering twice the amenities of standard communities: The Hideaway Club: The heart of the vacation action, featuring a Lazy River, resort-style pool, splash pad, mini-golf, kayak rentals, and a full-service Tiki Bar and restaurant. The Bronson Club: Offers a refined secondary retreat with an additional resort pool, fitness center and lounge areas. Located just minutes from Walt Disney World, Universal Studios, and premium dining and shopping, this home is positioned in the epicenter of Central Florida tourism. Whether you are looking for a high-performing short-term rental or a luxury lifestyle, this property delivers on every level. Schedule your private tour today and experience the lifestyle of Storey Lake!

Listing is courtesy of: SOLARE REALTY LLC (407-460-1994)

Listing Agent: Yulli Okamura (407-928-1028)

Remarks: Discover this well maintained 3 bedroom, 2 bathroom home offering 1,380 sq ft of comfortable living space. The home features a functional layout with inviting living and dining areas that flow into the kitchen, creating a great setup for everyday living and entertaining. The primary suite includes a private bathroom, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to a screened-in patio with a pool—perfect for relaxing or hosting year-round. Located in a quiet residential neighborhood, this move-in ready home is easy to show and ready for its next owner.

Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)

Listing Agent: Raul Pino (305-662-1502)

Remarks: This 2022-built residence offers a rare scale of 12 bedrooms and 11.5 bathrooms , spanning 4,831 square feet of heated living space. Located in a gated community with short-term rental eligibility , the property features a pond-view lot with a private heated gunite pool and integrated spa.The interior is sold fully furnished, featuring a professional design package with high-capacity themed suites, designer lighting, and custom accent walls. The floor plan is optimized for high-occupancy hospitality, featuring a primary suite on the main floor , a dedicated theater room in the loft , and a climate-controlled garage converted into a high-end game room. Technical specifications include stone countertops, high ceilings, and an outdoor grill station. No annual CDD fees. This asset is positioned as a turn-key solution for investors seeking a high-performance property in the Disney corridor.

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Rubens Aranha (407-308-9094)

Remarks: Beautiful vacation home, fully furnished, featuring a private pool and lake view, perfect for personal use or as a strong investment opportunity in Bellavida Resort. This spacious townhome offers 4 bedrooms and 3 bathrooms, located within a gated community that allows short-term rentals. Residents and guests enjoy access to excellent amenities, including a clubhouse with lobby and information desk, game room, playground, sand volleyball court, fitness center, and a resort-style pool with jacuzzi. Conveniently located within walking distance to Walmart, providing easy access to shopping and daily essentials. A great opportunity for vacation use or income-generating rental in one of the most sought-after resort communities in the area.

Listing is courtesy of: ORLANDO BROTHERS REAL ESTATE LLC (407-925-2221)

Listing Agent: Iluska Kruse (407-925-2221)

Remarks: Welcome to this beautifully renovated downstairs condo located in the highly sought-after Sweetwater Club subdivision. This move-in-ready home has been completely updated from top to bottom, offering modern finishes and thoughtful upgrades throughout. Step inside to find gorgeous laminate flooring flowing through the entire unit. No carpet anywhere! The spacious living room is perfect for entertaining, while the elegant dining area sets the tone for memorable gatherings. The stunning kitchen features sleek countertops, stylish cabinetry, and updated appliances, making it both functional and eye-catching. Retreat to the luxurious master suite, complete with a spa-inspired shower and an oversized walk-in closet. A dedicated laundry closet with a washer, dryer, and built-in shelving adds convenience to your daily routine. Enjoy all the amenities Sweetwater Club has to offer, including a clubhouse, sparkling community pool, fitness center, tennis courts, basketball and volleyball courts, and a picnic area. This impeccably maintained home is a fantastic opportunity for both homeowners and investors alike. Don't miss your chance to make this property part of your portfolio. Schedule your private showing today!

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

Listing Agent: Jacob Rodriguez (407-745-8455)

Remarks: Seller may consider buyer concessions if made in an offer**Welcome to this BEAUTIFULLY FURNISHED 3-bedroom, 2.5-bath DISNEY-THEMED townhome in the highly sought-after, GUARD-GATED RESORT COMMUNITY of Encantada in Kissimmee, where comfort, style, and INVESTMENT POTENTIAL come together seamlessly. With SHORT-TERM RENTALS allowed and a proven vacation appeal, this property offers an excellent opportunity as a primary residence, vacation home, or INCOME-PRODUCING INVESTMENT. Step inside to discover a bright, OPEN-CONCEPT LAYOUT where the Kitchen, Dining area, and Living Room blend effortlessly, creating an INVITING SPACE perfect for relaxing or entertaining. The Kitchen is both stylish and functional, featuring solid wood cabinetry, GRANITE COUNTERTOPS, a sleek tile backsplash, and a convenient breakfast bar for casual dining. The generous Dining area and Living Room are filled with NATURAL LIGHT, thanks to sliding glass doors that lead to your own PRIVATE OUTDOOR RETREAT. CERAMIC TILE FLOORING throughout the main living areas adds durability and a clean, modern look. Step outside to the paver patio and your PRIVATE HEATED PLUNGE POOL, all enclosed within a screened lanai, offering a peaceful and private setting—perfect for unwinding after a day at the parks or hosting guests. A CONVENIENT HALF BATH completes the main floor. Upstairs, the spacious Primary Suite features a large EN SUITE BATH, creating a comfortable and relaxing retreat. Two additional bedrooms, each with fun DISNEY-INSPIRED THEMING, share a generous full bath, making this home especially appealing for vacation guests. A Laundry Room complete with washer and dryer is also located upstairs for added convenience. Encantada is known for its RESORT-STYLE AMENITIES, including a clubhouse with a bar, MULTIPLE SPARKLING POOLS, a fully equipped fitness center, game room, playground, and an on-site restaurant, along with a lakefront walking path and fishing pier. The community also offers an IN-HOUSE RENTAL MANAGEMENT PROGRAM, making ownership effortless for investors. IDEALLY LOCATED just minutes from Walt Disney World Resort, as well as close to Universal Orlando Resort and SeaWorld Orlando, this home places you at the center of Central Florida’s WORLD-RENOWNED ATTRACTIONS. Shopping, dining, and entertainment are nearby along US-192, while major roadways like Interstate 4 and State Road 429 provide EASY ACCESS throughout the region. And for those seeking a day by the water, Florida’s BEAUTIFUL COASTAL BEACHES are just about an hour away. With its prime location, resort amenities, private pool, and TURNKEY FURNISHED APPEAL, this Encantada townhome is the perfect combination of VACATION LIFESTYLE and INVESTMENT OPPORTUNITY. Now is the time—don't miss your chance to call this home!

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

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

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: Short Sale. Discover the ultimate blend of comfort, convenience, and opportunity with this beautifully designed 4-bedroom, 3.5-bath townhouse in Kissimmee. Featuring a private 1 bed, 1 bath in-law suite with its own entrance, this home is perfect for Airbnb, a vacation retreat, or your primary residence. Located in a 24-hour guard-gated community, you’ll enjoy access to top-notch amenities, including a sparkling pool, parks, playgrounds, tennis and basketball courts, and a beach volleyball area—everything you need for a resort-style lifestyle. The spacious interior boasts an open floor plan, ideal for hosting family and friends. The upstairs master suite offers a private balcony where you can unwind with your morning coffee and take in the serene surroundings. Just minutes from Disney, shopping, and dining, this townhouse is a prime location for both leisure and investment. Whether you’re seeking a profitable rental, a vacation getaway, or your next home, this property is a must-see. Own your slice of paradise today!

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

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

Remarks: $80,000 price improvement — now offered at $530,000 in the gated Tapestry community, just 15 minutes from Disney. Proudly owned by only one owner, this fully modernized 4-bedroom + office + loft, with 3.5-bath, offers nearly 2,400 sq ft of functional living space. Including a downstairs bonus room and a spacious upstairs loft. The private backyard is a standout feature, designed for comfort and entertainment with artificial turf, paved gathering areas, a jacuzzi, and full fencing for added privacy and low maintenance. Additional highlights include a 2-car garage and fully installed security system. Conveniently located just 0.7 miles from Kissimmee Middle School and minutes from major shopping, dining, and highways. Residents of Tapestry enjoy true resort-style living with a clubhouse, resort pool, water play area, playgrounds, dog park, scenic conservation areas, and a fully equipped fitness center. With this new price adjustment, opportunities like this don’t last — schedule your private tour today.

Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)

Listing Agent: Gabriella Massaro (689-280-9558)

Remarks: Beautifully Furnished 3-Bedroom Townhome with Hot Tub and Stunning Conservation Views! Welcome to this gorgeous end-unit townhome in the sought-after, guard-gated community of Encantada—where style, comfort, and location come together for the perfect Florida retreat or investment property. Boasting 3 bedrooms, 2.5 bathrooms, and a sun-drenched south-facing patio with your own private hot tub, this fully furnished property offers the ideal escape with tranquil views of lush conservation land. Step inside to a spacious open-concept layout, where the living room, dining area, and kitchen flow seamlessly together, creating a bright and airy atmosphere perfect for relaxing or entertaining. The kitchen features sleek black granite countertops, matching black appliances, and plenty of cabinet space. Downstairs also includes ceramic tile flooring, a convenient guest bathroom, and a laundry closet for added functionality. Large sliding glass doors off the living room open to a huge private patio—a true outdoor oasis featuring a patio table, lounge chairs, and a bubbling hot tub. The serene conservation view provides a peaceful backdrop of trees and nature, making this space ideal for morning coffee or evening relaxation. All three bedrooms are located upstairs. The primary suite offers a king-sized bed, ensuite bathroom, large closet, and lovely conservation views. The two additional bedrooms share a full bathroom, making the layout comfortable and practical for guests or extended stays. This property is fully furnished and ready to go, making it perfect for use as a short-term rental, vacation home, or investment property. Best of all, the resort-style clubhouse and amenities are just a short stroll away—including community pools, a lakefront clubhouse, playground, fitness center, and more. Conveniently located near US-192, you’ll have quick access to a variety of shopping, dining, and entertainment options. Plus, you’re only a short drive to Walt Disney World, Universal Studios, and all of Central Florida’s top attractions. Whether you're seeking a peaceful getaway or a smart investment, this beautifully maintained home in Encantada checks all the boxes. Don’t miss your chance to own a slice of Central Florida paradise—schedule your private showing today!

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Irena Aistrop (321-443-7535)

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: 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: One or more photo(s) has been virtually staged. AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS. One or more photo(s) has been virtually staged. Welcome to 1019 Lake Berkley Drive, a refined residence offering an exceptional blend of comfort, security, and resort-style living within the guard-gated Lake Berkley community. This thoughtfully upgraded home showcases two main bedrooms with ensuite bathrooms, ceramic tile and new laminate flooring that was installed in 2025, creating a fresh and sophisticated interior. The remodeled kitchen (2022) serves as the centerpiece of the home with a great view of the pool and lanai and designed for both everyday living and entertaining. The outdoor living space is ideal for enjoying Florida’s year-round sunshine, enhanced by a stunning pool with new pool pump for effortless maintenance. Notable system upgrades include the second bathroom that features a newer shower, offering modern convenience for residents and guests alike. New insulation in the attic and walls for improved energy efficiency, and a new AC system installed in 2023. A new garage door will be installed after closing, adding both value and curb appeal. The seller may also offer a home warranty for added peace of mind with the right offer. Residents of Lake Berkley enjoy an impressive suite of amenities, including tennis and volleyball courts, a resort-style pool, playground, water park, fitness center, clubhouse, gazebo, beach area, BBQ pit, and scenic lake views with fishing pier. The community also permits short-term rentals, includes lawn care, making this an exceptional opportunity for both luxury homeowners and discerning investors. Combining quality upgrades, a secure setting, and an enviable lifestyle, 1019 Lake Berkley Drive presents a rare opportunity in one of the area’s most desirable communities. Come see today! Offer period extended! Offers may be entered ONLINE through Thursday, April 17, 2026 at 2:00 pm. AT SELLER'S DISCRETION, A SUBMISSION MAY BE ACCEPTED AT ANY TIME.

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

Listing Agent: Christina Rampersad (407-995-6788)

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)

Remarks: Step into your own private retreat featuring a sparkling private pool, ideal for relaxing days in the sun or entertaining guests year-round. Located just minutes from Disney, world-class attractions, and premier golf courses, this home sits in one of the most desirable and in-demand areas for both homeowners and vacation renters alike. This property is being sold fully furnished and completely move-in ready—thoughtfully designed and equipped to immediately start generating income or provide effortless enjoyment from day one. Even better, with active vacation rental bookings on the calendar, offering a seamless transition for the next owner. No setup. No downtime. Just turn the key and start earning revenue—or start relaxing. Opportunities like this are rare: a turnkey investment property and personal retreat all in one.

Listing is courtesy of: ALIGN REAL ESTATE LLC (305-389-2922)

Listing Agent: Aarohi Shah (407-399-6496)

Remarks: Best value in the city of Kissimmee! 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)