Homes for Sale Near Kissimmee Middle in Kissimmee - 286 homes

Remarks: HUGE PRICE REDUCTION! Welcome to this inviting and well-maintained home located in the heart of Kissimmee. Offering a functional layout with spacious living areas, this property blends comfort, convenience, and everyday practicality. Natural light flows through the home, creating a warm and welcoming atmosphere perfect for both relaxing and entertaining. The generous backyard provides endless possibilities — ideal for gatherings, gardening, or creating your own outdoor retreat. With no HOA, you’ll enjoy flexibility and freedom rarely found in today’s market. Centrally located near shopping, dining, schools, and major highways, this home offers easy access to everything Kissimmee has to offer while still providing a sense of privacy and calm. Whether you’re a first-time buyer, growing household, or investor, this property represents a solid opportunity and a place ready to create new memories. Schedule your private showing today — homes like this don’t last.

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

Listing Agent: Paola Almonte (407-968-7511)

Remarks: Welcome to your vacation lifestyle! This stunning 3-bedroom, 2-bathroom, two-story condo is located in the highly desirable Venetian Villages resort community. Perfect for either a primary residence or a lucrative short-term rental investment. Property Highlights Two-Story Layout: Enter into a bright, open-concept living room/dinette combo. Modern Kitchen: Features granite countertops and brand-new appliances, overlooking the main living area for easy entertaining. First-Floor Primary: The primary bedroom is conveniently located on the main floor with an ensuite bathroom (shower-tub combo). Convenient Laundry: Includes a new, full-size stackable washer/dryer set on the first floor. Upstairs Bedrooms: The second floor offers two additional bedrooms and a shared full bathroom, plus a dedicated owners' storage closet in the hall. Community Features Enjoy an amazing array of resort-style amenities including a sparkling pool, tennis courts, basketball courts, and a volleyball court. The community's location and amenities are ideal for buyers seeking a peaceful, vacation-like setting or investors looking for a prime rental property. Don't miss out on this excellent opportunity!

Listing is courtesy of: LUXE HUNTER REAL ESTATE (407-984-4888)

Listing Agent: Millie Alicea (407-929-1646)

Remarks: **BEAUTIFUL TOWNHOME 5 BED / 4 BATH Very well decorated. Located in a corner lot in one of the most desirable short-term rental resort communities with 5 bedrooms and 4 bathrooms, open floor plan, the kitchen is fully equipped and features 42" modern gray cabinets, brushed stainless steel appliances, all connected to the cozy living and dining room. The sliding door will lead to an extended covered patio area and a splash pool, where the deck offers plenty of room to relax. The Clubhouse offers a resort-style pool and lazy river, two water slides, and a splash park. Kayak rentals a 9-hole mini golf course, and sand volleyball courts for fun and entertainment are available. The fitness center is well equipped and is open for extended hours for our guests. There is an outdoor Tiki bar where you can order your favorite drink, food, or ice-cream. Whether using this home for your full-time residence or vacation home investment, this community and home will take you on a relaxing retreat, Perfectly located just minutes from Disney Parks, Vineland Premium Outlet, The Loop Mall, SeaWorld, Universal Studios, Walmart, Target, Lake Buena Vista Factory Stores, Gas Stations, Restaurants, and much more. Call now and set up a showing.

Listing is courtesy of: KAZA REAL ESTATE LLC (407-723-8230)

Listing Agent: Eddie Ferrei Ferreira (407-272-0113)

Remarks: Welcome to this exceptional townhome located in the desirable Townhomes of Flora Ridge community of Kissimmee, Florida. The interior features beautiful tile flooring throughout and is designed for easy, low-maintenance living. The open floor plan is well planned out and feels larger than it is. The first floor includes a spacious kitchen that perfectly blends comfort and style. The primary bedroom is on the second floor, serving as a relaxing retreat highlighted by a spacious bathroom and a walk in closet. For your comfort in any season, the home is equipped with central air conditioning and ceiling fans. The staircase comes with a handicap accessible elevator. Outside, this residence boasts stucco construction and includes a one-car attached garage for added convenience and security. Residents will benefit from the well-maintained nature of the community. The property is near Flora Ridge Elementary, Kissimmee Middle, and the Osceola County School for the Arts. The community has a pool as well as a walking path around a beautiful lake.

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

Listing Agent: Nicholas Feinsod (407-607-7485)

Remarks: Fully Furnished 5-Bedroom Townhome – Short & Long-Term Rental Allowed | Prime Kissimmee Location. Beautifully updated and move-in ready, this 5-bedroom, 3-bathroom townhome is located in a gated community just minutes from Disney, Old Town, Fun Spot, restaurants, and Walmart. The home features a smart and functional layout with one bedroom and a full bathroom on the first floor, perfect for guests or convenience. Upstairs, you’ll find the spacious primary suite along with additional bedrooms, including themed rooms. Recently refreshed and professionally updated, the property includes brand-new bedding throughout, new TVs, new living room furniture, dining table, rugs, wall décor, lighting fixtures, curtains, and decorative accents — all thoughtfully selected to create a stylish and welcoming environment. Sold fully furnished and turnkey, this home is ideal as a primary residence, vacation home, or income-producing property. Short-term and long-term rentals are allowed, offering excellent flexibility and investment potential. Located in a quiet, well-maintained gated community with low HOA fees. Don’t miss this opportunity to own a fully equipped, income-ready property in one of Central Florida’s most desirable locations.

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

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

Remarks: Welcome to this beautifully maintained 4-bedroom, 3.5-bathroom townhome located in the desirable Compass Bay community, just minutes from Walt Disney World, shopping, dining, and major highways. Built in 2018, this spacious residence offers a functional open floor plan with a modern kitchen featuring cabinetry, granite countertops, and stainless steel appliances, seamlessly connecting to the living and dining areas, perfect for entertaining or everyday living. The property features a private patio area, ideal for relaxing after a long day, and generous bedroom sizes, including a comfortable primary suite. Compass Bay is a sought-after community that allows both short-term and long-term rentals, making this home an excellent opportunity for investors, vacation home buyers, or primary residents. PS: The property is being offered fully furnished Residents enjoy access to community amenities including a pool, playground, and well-maintained common areas. With low HOA fees and a prime location in the heart of Kissimmee’s tourism corridor, this property offers both convenience and flexibility. Don’t miss this opportunity to own in a highly desirable short-term rental–friendly community. Schedule your private showing today.

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

Listing Agent: Ana Gazzara (321-682-9775)

Remarks: Location, location, location! Investors and buyer's delight. This ground floor apartment with screen in porch offers 2 bedrooms and 1 bathroom with lovely tiles all around. Gorgeous stone counter tops, washer and dryer, a very sunny and open space for your enjoyment. A great gated community with basketball course, gym, club House and pool. Plenty of parking and easy access to all the supermarkets, stores, restaurants and parks. Call to schedule a private showing today.

Listing is courtesy of: LA ROSA REALTY CENTRAL FLORIDA LLC (407-861-8009)

Listing Agent: Britzeida Pichardo (347-549-7568)

Remarks: Welcome to the beautiful community of Indian Wells. This home offers 3 bedrooms and 2 bathrooms in the main home, but also has an attached in-law suite that offers a bedroom, full bathroom, and family room. It has a door that leads into the main home, but also has a private sliding glass door entrance from the rear of the home. The home has vinyl wood flooring throughout most of the living area, and offers a spacious living room. The back yard overlooks the beautiful pond loaded with fish, ducks, and wonderful natrue views. The HOA is voluntary in Indian Wells, but if joined for only $125 annually, you have access to a swimming pool, basketball court, tennis court, and playground area. The community is located nearby the theme parks and plenty of shopping and dining options. Both short and long-term rental options are allowed, making it a great potential investment as well.

Listing is courtesy of: ALL STAR PROPERTIES OF CENTRAL (407-846-9100)

Listing Agent: Kevin Waldbieser (407-460-7993)

Remarks: Beautiful 4-bedroom, 3-bathroom house located in the quiet, gated community of Crystal Cove. This house has an open floor plan with the living and dining rooms facing the screened pool and conservation area. The property has two suites and is filled with both tile and laminate flooring throughout the house. The kitchen comes with a nook and contains granite countertops. The community features a clubhouse, gym, playground, and a community pool. There are many well rated schools nearby. The community is located close to main roads and is within 10 minutes drive of a range of shop, restaurants, and supermarkets. This community is zoned for the use of primary residence and/or short or long term rentals. There is already a long term lease in place. Perfect for investors. THIS IS A MUST SEE PROPERTY.

Listing is courtesy of: SELECTA REALTY LLC (407-777-7131)

Listing Agent: Marta Rocha (407-797-4470)

Remarks: Welcome to the community of Indian Wells. Conveniently located near the theme parks and shopping, this neighborhood has so much to offer. with an optional HOA of just $125/annually, you can get access to the communities pool, tennis court, basketball court, and playground. The home was originally a 3 bedroom, but part of the living room has been converted into a 4th bedroom that shares a bathroom with the primary bedroom. Enjoy the beautiful pond view out of the back yard. With no lease restrictions in this community, this home could make an excellent investment or a primary residence.

Listing is courtesy of: ALL STAR PROPERTIES OF CENTRAL (407-846-9100)

Listing Agent: Kevin Waldbieser (407-460-7993)

Remarks: Turnkey, income-producing opportunity just minutes from Disney! Welcome to this fully furnished 2-bedroom, 2-bath condo located in the highly desirable, short-term rental–approved community of Runaway Beach Club in Kissimmee. This well-designed unit features a bright, open layout with high vaulted ceilings, chair rail accents, and in-unit laundry for added convenience. The split-bedroom floor plan offers privacy for guests, and both bedrooms include spacious walk-in closets. The living area is ideal for hosting, with two queen pull-out sofas to comfortably accommodate additional guests. No carpet—all porcelain tile, recent flooring updates add a modern, low-maintenance touch. Perfect as a vacation home, second residence, or income-producing property, this community allows flexible rental options including daily, weekly, monthly, or long-term stays (Airbnb/VRBO friendly). Runaway Beach Club is a gated, pet-friendly community offering resort-style amenities such as tropical pools, spa, fitness center, indoor basketball court, picnic and BBQ areas, and a scenic lagoon dock. Owners and guests also enjoy access to nearby Calypso Cay amenities, including water slides, mini golf, zip line, rope course, and more. Conveniently located near Disney, Osceola Parkway, and Hwy 192, with easy access to shopping, dining, and major attractions. No CDD fees. Whether you're looking for a turnkey investment or a personal getaway, this property offers excellent value and flexibility. Room sizes are approximate and should be independently verified.

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

Listing Agent: Valentina Axelsson Ogden (407-342-2288)

Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Located on a quiet street in the heart of Kissimmee, 1903 Brown Street offers a versatile layout and inviting outdoor spaces designed for modern Florida living. This 4-bedroom, 2-bath home features 1,892 heated square feet and an open-concept floor plan that allows the main living areas to flow naturally—ideal for both everyday living and entertaining. In addition to the primary living space, the home includes an oversized garage, a dedicated gym area, and a separate man cave or second living room, providing flexibility for fitness, hobbies, or additional entertaining space. These bonus areas make the home especially well-suited for work-from-home lifestyles, multi-generational living, or those seeking extra functional square footage beyond the bedrooms. Step outside to a private, fully fenced backyard featuring a screened-in pool, perfect for year-round enjoyment, along with a storage shed for added convenience. Centrally located just minutes from shopping, dining, schools, and major roadways, this home offers easy access to Orlando attractions, theme parks, and commuter routes.

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

Listing Agent: Thomas Nickley, Jr (407-629-4420)

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: Beautifully appointed modern corner residence located in the heart of Kissimmee, featuring a private patio with pergola that serves as a seamless extension of the home’s living space. Positioned on a corner lot, the property offers additional natural light, enhanced curb appeal, and a sense of openness that distinguishes it within the community. Designed with both functionality and comfort in mind, the open-concept floor plan showcases spacious living and dining areas complemented by abundant natural light. The contemporary kitchen offers clean lines, ample cabinetry, and a layout that integrates effortlessly with the main living area — ideal for entertaining or everyday living. The outdoor patio with pergola is a defining feature of the property. This thoughtfully designed covered space creates a refined yet comfortable setting for outdoor dining, social gatherings, or quiet evenings. The pergola enhances the architectural appeal while providing shade and usability throughout the year. The primary suite offers a private and spacious retreat, while additional bedrooms provide flexibility for guests, a home office, or evolving lifestyle needs. Strategically located near major highways including FL-417, US-192, and John Young Parkway, with convenient access to shopping, dining, and Orlando’s key destinations. A well-balanced opportunity offering design, location, and functional outdoor living — suitable as a primary residence or investment property.

Listing is courtesy of: PRIMUS CRE GROUP (305-988-7978)

Listing Agent: Macarena Jimenez (407-943-4558)

Remarks: **HUGE PRICE DROP** This is it, the DEAL OF THE CENTURY. This home has the opportunity to gross $130,000 annually! ** Welcome to this spectacular resort-style pool home located in the Storey Lake Resort—one of Orlando's most coveted vacation rental communities, FOUR miles from Walt Disney World and all the major Orlando attractions! Whether you’re seeking the ultimate short-term rental investment for Airbnb or VRBO, a magical second home, or a spacious primary residence, this home checks every box. Step inside to discover an entertainer’s paradise featuring a loft-style game room upstairs, a private movie theater, and expansive custom-designed living spaces. With 9 generously sized bedrooms, there’s room for the whole family and then some! Built in 2020, this 2-story TURNKEY, FULLY-FURNISHED property is in pristine condition, with all key elements—roof, HVAC system, and water heater—practically brand new. This home is nestled in a prestigious gated community offering 24/7 security and an impressive lineup of resort-style amenities, including a water park with a lazy river, multiple sparkling pools with thrilling water slides, a fitness center, clubhouse, arcade, playgrounds, tiki bar, basketball/volleyball/tennis courts and more. Don’t miss this rare opportunity to own a home that offers flexibility, luxury, and unbeatable proximity to Disney, Universal, and Orlando’s world-class dining, shopping, and entertainment. Whether you’re investing and want immediate income, vacationing, or planting roots—this is the one.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Angie Kollcaku (407-454-4078)

Remarks: Corner townhome just minutes from Disney! Great for first-time homebuyers and also ideal for snowbirds, vacation home, or Airbnb investors. This end-unit features 9’4” ceilings, an open-concept layout, and a kitchen with 42” cabinets, crown molding, granite countertops, and stainless-steel appliances (all included). Enjoy a private rear patio for relaxing or entertaining. Upstairs offers 3 bedrooms, 2 baths, a laundry room with washer/dryer, and a primary suite with granite counters and shower. Don’t miss this move-in ready opportunity.

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

Listing Agent: Abdallah Fawaz (407-790-5014)

Remarks: Experience the epitome of resort-style living in this meticulously maintained 2-bedroom, 2-bathroom villa located within the exclusive gated community of Sterling Park at Stonefield. The interior radiates modern elegance with soaring ceilings, crown molding, and premium porcelain tile flooring throughout a bright, open-concept layout. At the heart of the home, the chef-inspired kitchen shines with crisp white cabinetry, granite countertops, and stainless steel appliances, seamlessly flowing into a sun-drenched dining area. Retreat to the spacious primary suite, complete with custom shutters and a spa-like ensuite featuring a dual vanity and a frameless glass walk-in shower. Beyond the glass sliders, your private screened-in lanai offers peaceful, unobstructed views of the community’s lush greenspace—perfect for quiet Florida mornings. With the HOA handling lawn and exterior maintenance, you’re free to enjoy the resort-style pool, fitness center, and tennis courts, all while being minutes away from world-class shopping at The Loop and major Orlando attractions.

Listing is courtesy of: MILESTONE FAMILY REALTY LLC (689-265-3683)

Listing Agent: Jeff Joachim (689-304-9330)

Remarks: Welcome to this stunning 4-bedroom, 2-bathroom townhome located in the highly sought-after community of Storey Lake! Built in 2022 and meticulously maintained, this property is currently operating as a successful short-term rental, offering excellent passive income potential from day one. Step inside to find a bright, open-concept living space with modern finishes and plenty of room for family and guests. The well-appointed kitchen, spacious bedrooms, and beautifully designed bathrooms make this townhome perfect as a primary residence, vacation getaway, or investment property. Storey Lake is renowned for its resort-style amenities, including a spectacular clubhouse, multiple resort pools, splash pads, lazy river, water slides, and a state-of-the-art fitness center. Residents and guests also enjoy miniature golf, canoe and kayak rentals, sand volleyball courts, and playgrounds. Ideally situated just minutes from Walt Disney World, Universal Studios, SeaWorld, shopping, dining, and major highways, this location puts the best of Orlando at your doorstep. Whether you’re looking for your dream vacation home or a turnkey income-generating property, this is an opportunity you won’t want to miss!

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

Listing Agent: Gaby Castellanos (407-429-1076)

Remarks: BEAUTIFUL AND IMPECCABLE GEM. Welcome to your own piece of paradise here in sunny Florida. This 4-bedroom, 2.5-bathroom home is perfect for your family. Offering endless luxuries throughout the home, upon opening the front door, to your right, you will find an office/study with tons of natural light streaming in. Adjacent to the office/study is the formal dining room, where you can set a long table for your entire family. The whole first floor has Italian porcelain tile floors. The beautiful kitchen features spectacular granite countertops, elegant cabinetry, and high-end stainless steel appliances, providing a spacious and comfortable living area to share with friends and family. The entire home has fine Persilux aluminum blinds. With a large backyard already protected almost entirely with fencing for added security, you will have plenty of space to host gatherings with friends or family. All bedrooms are on the second floor, and the staircase and living room floors are made of brown wood, making it very elegant. The master bedroom has two large, comfortable closets. The master bathroom has a double vanity, a shower, and a garden tub. The home also has a cozy porch where you can enjoy coffee while watching the beautiful Florida sunrise or sunset. The home is located in the beautiful and secure Tapestry community, where you'll enjoy a family-friendly atmosphere. Amenities include 24/7 security, swimming pools, playgrounds, cabanas, and a fitness center. It's also very close to the Loop Mall, where you'll find a wide variety of restaurants and shops, and just 20 minutes from Disney. Don't miss out on this beautiful home for your family!

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

Listing Agent: Marilin Lugo (407-285-6145)

Remarks: MOTIVATED SELLER! 8 BR plus a bonus room currently utilized as a 9th BEDROOM (formerly a game room). Don’t miss this BEST-LOCATED property in the heart of Kissimmee, offering convenient access to major highways, shopping, dining, and world-famous attractions. This spacious home features a Disney-themed bedroom along with additional themed bedrooms, creating a fun and memorable experience for guests of all ages. Designed for both comfortable everyday living and entertaining, the home offers a functional layout and inviting living spaces. Enjoy the Florida lifestyle with easy access to theme parks and recreation, all just a short drive from Central Florida’s top destinations. Whether you’re searching for a vacation home or an investment opportunity, this property offers excellent potential in a highly desirable area.

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

Listing Agent: Monica Gallo (407-520-9579)