Homes for Sale Near Parkway Middle in Kissimmee - 53 homes

Remarks: Under contract-accepting backup offers. NO HOA + POOL HOME + VERSATILE BONUS SPACE in Kissimmee! Freshly painted inside and out, this fully-fenced 2-bedroom, 2-bath home features brand-new vinyl plank flooring, refinished kitchen cabinets with new stainless steel appliances, and a brand-new roof (2024). Step outside to a screened in-ground pool with newer finish, professionally landscaped with white river rock surrounding the entire property — low maintenance, high curb appeal. A converted bonus space offers a kitchenette, full bathroom, and separate entrance with its own A/C — perfect as a guest suite, home office, in-law area, or flexible use space. No HOA = total freedom on parking, pets, and use. Minutes to Osceola Parkway, Florida's Turnpike, Lake Nona, Orlando International Airport, and 25 minutes to Disney. Roof under 2 years = lower insurance, clean 4-point. Vacant and easy to show. Highly motivated seller!

Listing is courtesy of: SOUTHERN PRESTIGE REALTY INC (407-614-3873)

Listing Agent: Abdul Aitboukil (863-521-2067)

Remarks: Beautifully maintained home in a prime Kissimmee location! This property offers a spacious layout with comfortable living areas, perfect for both relaxing and entertaining. Conveniently located near major highways, shopping, dining, and attractions, making everyday living easy and accessible. Ideal for first-time buyers, investors, or anyone looking to enjoy the Florida lifestyle. Don’t miss this great opportunity—schedule your showing today.

Listing is courtesy of: TRUE FLORIDA REALTY LLC (863-337-9667)

Listing Agent: Amalia Lucena (904-614-1930)

Remarks: Virtually Staged. Welcome to 378 Buttonwood Drive, a charming 3-bedroom, 2-bath home offering comfort, convenience, and easy maintenance. Featuring laminate and ceramic tile flooring throughout, this home has no carpet, making it both stylish and practical for everyday living. The functional floor plan provides comfortable living spaces, while the screened-in porch offers the perfect place to relax and enjoy Florida's beautiful weather year-round. The backyard provides added privacy with no rear neighbors, creating a peaceful setting for outdoor enjoyment, entertaining, or simply unwinding after a long day. Best of all, there is NO HOA, giving you greater flexibility and freedom. Conveniently located near major roadways, shopping centers, restaurants, schools, and everyday conveniences. Enjoy easy access to Orlando International Airport, Walt Disney World, SeaWorld, Universal Studios, and many of Central Florida's most popular attractions. Whether you're looking for a primary residence, vacation home, or investment property, this home offers an excellent opportunity in a desirable location. Schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Betsy Breton-Garcia, Pa (407-580-5350)

Remarks: Welcome to this beautifully maintained and modern home located in the heart of Kissimmee! This move-in ready property offers the perfect combination of comfort, style, and convenience. Featuring spacious living areas, an updated and well-kept interior, and a functional layout ideal for everyday living and entertaining. Centrally located just minutes from major highways, shopping centers, restaurants, schools, hospitals, theme parks, and Orlando’s top attractions. Whether you are looking for a primary residence, vacation home, or investment opportunity, this property is a fantastic choice. Enjoy the convenience of living close to everything while still having the comfort of a peaceful residential community. Don’t miss this incredible opportunity!

Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)

Listing Agent: Marcia Huerta (407-714-1638)

Remarks: Virtually Staged. Welcome to 54 W Marbrisa Way in Kissimmee, FL. This move-in ready and affordable 2-bedroom, 1-bath villa offers approximately 750 square feet of comfortable living in a well-established community. The home features fresh interior paint, a newly replaced roof (January 2026), and an updated kitchen and bathroom, providing a modern and low-maintenance living experience. Located in the desirable Buena Ventura Lakes area, this home is part of a community known for its convenience and accessibility. Residents enjoy close proximity to parks, schools, shopping centers, and everyday essentials, along with access to a sparkling community pool and a low HOA. The neighborhood also offers quick access to Osceola Parkway, Florida State Road 417, and Florida's Turnpike, making commuting to Orlando International Airport, Lake Nona Medical City, and Walt Disney World Resort easy and convenient. Whether you're a first-time homebuyer, downsizing, or looking for an affordable, low-maintenance property in a central location, this villa presents a great opportunity.

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

Listing Agent: Ramy G Girgis (407-777-4737)

Remarks: MOTHER-IN-LAW SUITE + INCOME POTENTIAL IN THE HEART OF KISSIMMEE! Discover a unique opportunity to own this beautifully positioned corner home in one of Central Florida’s fastest growing and most sought-after areas. From the moment you step inside, you’ll be captivated by the soaring ceilings and oversized living and family room combination, flooded with natural light for a bright, open, and welcoming feel. Designed for both comfort and flexibility, this home features dual front entrances, one conveniently located near the garage and another leading to a spacious oversized front balcony, the perfect place to relax, entertain guests, enjoy family gatherings, or take in breathtaking sunset views. The master room offers privacy and comfort with its own en-suite bathroom, while the standout feature of this property is the fully independent mother-in-law suite located at the rear of the home. Completely with its own private entrance, kitchen, bedroom, bathroom, and patio access, this versatile space is ideal for extended family, guests, or generating ADDITIONAL RENTAL INCOME. Perfectly located within 5 minutes to shopping, dining, schools, major highways, and just 15 minutes from Orlando’s world-famous attractions, this home offers the perfect blend of lifestyle, convenience, and investment potential. Whether you’re searching for a multi-generational home or a smart income-producing opportunity, this property truly has it all. Act fast and schedule your private showing today, bring your offer now for this unique opportunity!

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

Listing Agent: Arod Rodriguez-Aponte (407-757-5551)

Remarks: One or more photo(s) has been virtually staged. Well maintained and MOVE-IN READY, this single-story villa in the Country Cove Villas community of Kissimmee delivers LOW MAINTENANCE LIVING in a convenient location! Major updates have already been taken care of – this home features a NEWER ROOF (2024), UPDATED A/C (2022), and PLUMBING (2022), for added peace of mind from day one. The interior delivers TILE & WOOD LAMINATE FLOORING throughout for easy upkeep and a clean, cohesive look. The OPEN LIVING & DINING areas create a comfortable flow for everyday living and entertaining, while the kitchen offers ample cabinet and counter space, upgraded QUARTZ COUNTERTOPS, and a functional layout that keeps everything within reach. A washer and dryer are also included for added convenience. The PRIMARY SUITE is positioned for privacy and overlooks the backyard, complete with a sliding barn door entry into the en-suite bath. The second bedroom is also spacious and has access to a full hall bath, making it ideal for guests, a home office, or flexible living needs. Enjoy Florida living year-round in the large ENCLOSED LANAI – perfect for relaxing, entertaining, or creating additional living space. This villa also includes two ASSIGNED PARKING spaces for ease and convenience. Residents of Country Cove Villas enjoy access to a COMMUNITY POOL with water views, adding to the appeal of this well-kept neighborhood. Located just off Buenaventura Blvd, you will have quick access to Simpson Rd, Florida Parkway, Osceola Parkway and the Florida Turnpike, with shopping, dining, area lakes, theme parks, and resort attractions all within easy reach. Whether you are a first-time buyer, downsizing, or looking for an investment opportunity, this well-maintained Kissimmee villa is ready and waiting for you to make it yours. 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: Short Sale. Short sale in process Price Adjustment! This well maintained, move in ready home in an established community features three inviting bedrooms, two bathrooms, and a versatile bonus room or office space. The kitchen is ideal for cooking enthusiasts, while the generous living and dining areas provide plenty of space for entertaining or relaxing with family. Nestled on a large lot perfect for unwinding, this home also offers peace of mind with a roof replaced in 2023. While the home could use a bit of TLC, it presents an excellent opportunity for buyers to personalize and add value. Conveniently located near major highways, employment hubs, and everyday amenities, this property blends comfort with accessibility. Purchase price is firm.

Listing is courtesy of: ALPHA HOMES & INVESTMENT, INC. (407-508-1880)

Listing Agent: Nelson Benavides (407-334-4330)

Remarks: Welcome to this beautifully maintained 2-bedroom, 2.5-bathroom townhouse-style condo nestled in the heart of Kissimmee, FL. Whether you're looking for the perfect vacation retreat or a savvy investment property, this home checks every box. Each bedroom is self-contained with its own private bathroom, offering maximum privacy for owners and guests alike. The open-concept main living area is finished with tile flooring throughout — stylish, durable, and easy to maintain. Carpet on the stairways adds a warm,comfortable touch underfoot. A convenient half bath on the first floor adds extra functionality for everyday living and entertaining. The entire building features a recently replaced roof, giving buyers added peace of mind and long-term value. Enjoy the benefit of a low HOA and two assigned parking spaces — a rare convenience in this area. Located just minutes from Walt Disney World and Orlando International Airport, this property puts you at the center of everything Central Florida has to offer — world-class theme parks, dining, shopping, and easy travel connections. This is an exceptional opportunity for a second home or short-term rental investment. Schedule your showing today!

Listing is courtesy of: SHANI BUILDERS & REALTY LLC (786-925-7708)

Listing Agent: Shani Lokhnath (786-925-7708)

Remarks: Highly motivated seller! Prime location! Located in the desirable Buenaventura area of Kissimmee. Just minutes from medical offices, restaurants, and shopping centers. A short drive to Valencia College – Osceola Campus, approximately 15 minutes from Orlando International Airport, and about 30 minutes from major attractions. The A/C unit and water heater were replaced in 2016, and the roof was recently replaced in 2026. PROPERTY IS BEING SOLD AS IS. The seller is a mortgage broker and is offering up to $5,000 toward the buyer’s closing costs if the buyer obtains financing through Sunland Capital Mortgage. Ask our lender about temporary rate buydowns, which give more flexibility by lowering their interest rate and monthly payment for the first 1-3 years of their mortgage.

Listing is courtesy of: JOURNEY HOMES REALTY LLC (407-579-9459)

Listing Agent: Elsa Malave Llc (321-314-9901)

Remarks: Short Sale. Welcome to a charming home in a well-established neighborhood in Kissimmee, Florida. This inviting property offers a comfortable layout designed for everyday living. Bright natural light fills the interior and creates a warm, welcoming feel throughout. The main living areas provide a flexible space for relaxing or entertaining guests. The kitchen offers plenty of room for preparing meals and gathering with family and friends. The bedrooms are thoughtfully positioned to provide comfort and privacy. The home sits on a generously sized lot with room to enjoy the outdoors. The backyard provides space for weekend barbecues, gardening, or simply unwinding after a long day. Mature surroundings add to the sense of tranquility and charm. Convenient access to shopping, dining, and daily essentials makes errands simple. Commuters will appreciate the proximity to major roadways connecting the area. The location offers an easy drive to the attractions and employment centers of Orlando, Florida. Nearby parks and recreation options provide opportunities to enjoy the Florida lifestyle year-round. Whether you're looking for a primary residence or an investment opportunity, this home is full of potential. Schedule your private showing and discover everything this property has to offer.

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

Listing Agent: Cesar Estrada, Pa (321-209-4782)

Remarks: Under contract-accepting backup offers. Stunning Pool Home with Modern Upgrades – No HOA! Welcome to this beautifully updated 2-bedroom, 2-bathroom heated pool home in the desirable Buenaventura Lakes community. This move-in-ready home blends style, comfort, and convenience — perfect for living or investing. Highlights include: Modern kitchen with granite countertops, solid wood cabinets, recessed lighting, breakfast bar, and all appliances included. Split-bedroom layout offering privacy for guests or family. Spacious primary suite with dual sinks, walk-in closet, and skylight for natural light. Open-concept living area with sliding doors leading to a newly resurfaced screened-in pool featuring a new pump, color-changing lights, and a large patio deck — perfect for relaxing or entertaining. New AC and water heater (2025) and new roof (2022). Garage easily convertible into a guest room or additional living space. Located in a quiet neighborhood with no HOA, just minutes from the Orlando International Airport, shopping, dining, major highways, and Central Florida attractions. This home can be sold fully furnished, making it a perfect vacation home, short-term rental, or primary residence. Don’t miss your chance — schedule your private showing today!

Listing is courtesy of: GECKO REALTY, INC (407-929-0264)

Listing Agent: Travis Lewis (407-929-0264)

Remarks: Price has been lowered on one the best-looking properties in the neighborhood. Pride of ownership shows in this affordable and upgraded single story,two-bedroom townhome. One of the nicest properties in the entire neighborhood and with a spectacular waterview from the rear enclosed and screened porch. If you are looking for a central, quiet and affordable neighborhood with a community pool and low HOA, you have stumbled onto the perfect property. This property is turn-key at this price. You will be amazed of how well the space was utilized in its design. Perfect for a couple, or smaller family. Schedule your viewing today.

Listing is courtesy of: THE EXPERTS TEAM REALTY INC (407-674-7994)

Listing Agent: Kelvis Melo (407-715-0437)