Homes for Sale Near Parkway Middle in Kissimmee - 56 homes

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: Welcome to this charming and well-maintained 1-bedroom, 1-bath villa located in a convenient and centralized Kissimmee location. This move-in ready home offers a comfortable and functional layout with a spacious living and dining area filled with natural light, creating a warm and inviting atmosphere from the moment you walk in. The home also features a brand-new A/C system, providing energy efficiency and peace of mind for years to come. Enjoy relaxing mornings or peaceful evenings in the screened-in porch, the perfect extension of your living space for enjoying Florida’s beautiful weather. The kitchen offers ample cabinet storage and flows seamlessly into the main living areas, enhancing the open feel of the home. The generously sized bedroom includes plenty of closet space, while the thoughtfully designed floor plan maximizes comfort and functionality throughout. With low HOA fees of just $75 per month and easy access to major highways, Orlando International Airport, Lake Nona, shopping, dining, entertainment, and world-famous attractions, this home offers both convenience and lifestyle. Whether you are a first-time homebuyer, looking to downsize, or searching for the perfect vacation getaway, this property is an excellent opportunity. Schedule your private showing today.

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

Listing Agent: Jomar Gonzalez, Llc (407-837-3386)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained home in the highly desirable Segovia community of Kissimmee! This stunning two-story residence offers the perfect blend of modern design, comfort, and outdoor living — plus the rare opportunity to take advantage of an assumable mortgage with an interest rate under 3% for qualified buyers, creating exceptional long-term savings in today’s market. From the moment you arrive, you’ll appreciate the paver driveway, manicured landscaping, and inviting curb appeal. Step inside to a bright and airy foyer with high ceilings, neutral tones, and elegant tile flooring that flows seamlessly throughout the main living areas. The heart of the home is the open-concept kitchen, featuring granite countertops, stainless steel appliances, 42” cabinetry, a spacious island with seating, and stylish pendant lighting—perfect for entertaining or everyday living. The kitchen overlooks a generous dining and living space filled with natural light and designed for both comfort and functionality. Step outside to your private fenced backyard oasis, complete with a custom paver patio and seating area, ideal for relaxing evenings or hosting gatherings. Enjoy peaceful surroundings with no rear neighbors and a nearby tranquil water view, adding to the home’s appeal and privacy. Upstairs, you’ll find well-appointed bedrooms with ample space, while the primary suite provides a comfortable retreat. Located in the sought-after Segovia community, residents enjoy a beautifully maintained neighborhood with convenient access to major highways, shopping, dining, schools, Orlando attractions, and the airport. ? Highlights Include: • Assumable mortgage with interest rate under 3% for qualified buyers • Open floor plan with abundant natural light • Upgraded kitchen with granite countertops & stainless steel appliances • 42” cabinetry and spacious kitchen island • Tile flooring throughout main living areas • Private fenced backyard with custom paver patio • No rear neighbors with peaceful water views nearby • Paver driveway and excellent curb appeal • Move-in ready condition This home shows true pride of ownership and offers an incredible combination of style, comfort, location, and financial opportunity. Don’t miss your chance to make it yours!

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Pablo Bernal (407-761-0876)

Remarks: Under contract-accepting backup offers. Welcome to Kissimmee living at its finest! This beautifully maintained 4-bedroom, 2-bath home offers 1,872 square feet of thoughtfully designed open-concept living space perfect for both entertaining and everyday comfort. The heart of the home is the stunning kitchen featuring a massive center island, gorgeous granite countertops throughout, and plenty of room for gathering with family and friends. Recently painted inside and out, this home feels fresh, modern, and completely move-in ready. Step outside and enjoy the recently updated landscaping, adding beautiful curb appeal and creating a welcoming first impression from the moment you arrive. The spacious layout flows seamlessly from the kitchen into the living and dining areas, creating the perfect atmosphere for hosting, relaxing, or simply enjoying daily life. Located in a rapidly growing area of Kissimmee, you’ll love being close to exciting new shopping, dining, and entertainment options. Nearby destinations include the vibrant Promenade at Sunset Walk, featuring popular restaurants, entertainment venues, retail shops, and new businesses continuing to open throughout the area. Plus, convenient access to nearby Starbucks, grocery stores, and major roadways makes everyday living effortless. Don’t miss the opportunity to own a beautifully updated home in one of Kissimmee’s fastest-growing locations!

Listing is courtesy of: TBRO REALTY LLC (407-403-4322)

Listing Agent: Jorge Perez Gonzalez (321-525-0204)

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: Welcome to this three-bedroom, two-bathroom home located in the Buenaventura Lakes Unit 10 Add 01 neighborhood. This home features an inviting open floor plan that creates a seamless flow throughout the main living areas. The updated kitchen is both stylish and functional, boasting beautiful granite countertops and stainless-steel appliances. Step outside to enjoy a private, fully fenced-in backyard that offers a secure space for outdoor living. The location is a standout, offering seamless access to major routes. You are just two minutes from the local Walmart Super center and steps away from the Turnpike North/South exit. The 417 Expressway is less than five minutes away, and the nearby Osceola Parkway leads you straight to The Loop shopping plaza, filled with a variety of restaurants and retail options. For entertainment lovers, Disney World and other world-class theme parks are just a quick 15-minute drive away. Schedule your private showing today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

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: Built in 1987, Don't miss out on this great opportunity! Charming Two-story Single-family home, located on a corner lot and in an established community of Kissimmee with NO HOA called: Buenaventura Lakes Briarwood Village subdivision. The home sits on an oversized lot and boasts a split floor plan with 3 Bedrooms/2.5 Bathrooms; with the master bedroom, master bath, and a half bath on the first floor and 2 bedrooms and 1 bath on the second floor; Vaulted ceilings, a family room, living room, dining room and kitchen with eat-in space area and 2 car garage. This home is in a great location near major highways, shopping, restaurants, and schools. Minutes away from all theme parks. Schedule a private tour now!!

Listing is courtesy of: VITAL REALTY GROUP INC (407-944-1833)

Listing Agent: Maria Genao Santos (407-552-6355)

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: Fully renovated and move-in ready! Welcome to this beautifully updated home in the heart of Kissimmee with NO HOA—offering both freedom and flexibility. This property has been thoughtfully remodeled with modern finishes throughout, creating a stylish and comfortable living space. From the updated interiors to the inviting layout, every detail has been designed to enhance everyday living. Enjoy a spacious backyard perfect for entertaining, relaxing, or storing your outdoor toys, complete with a convenient storage shed for extra space and organization. Ideally located near major highways, shopping, dining, and Central Florida attractions, this home is perfect as a primary residence, vacation getaway, or investment opportunity. Don’t miss your chance to own a beautifully upgraded home with no HOA restrictions!

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

Listing Agent: Sandra Mercado (407-225-9310)

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)

Remarks: Opportunity awaits for the right homeowner or investor. This is a very spacious house, it has 3 bedrooms and 2 bathrooms. With short-term rentals allowed, this is a fantastic investment opportunity! Nestled in a desirable community with a low HOA, in a prime location with easy access to the FL Turnpike & highway 417 for commuting or traveling, and in proximity to shops, restaurants, Lake Nona Medical City and Orlando Int'l Airport. A rare find offering comfort and convenience! An opportunity you do not want to miss!

Listing is courtesy of: REAL PROPERTY INTERNATIONAL (407-909-8000)

Listing Agent: Bob Levy, Sr. (407-509-8255)

Remarks: 1 Year HOME WARRANTY included! Desirable BVL community with NO HOA. This property offers a functional layout and great potential. The home does need TLC, making it an excellent opportunity to customize to your taste. Major updates already completed with a newer HVAC and AC System, providing peace of mind on big-ticket items. Conveniently located near shopping , dining, schools and major roadways. Don't miss the chance to add value and make this home your own.

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-870-8388)

Listing Agent: Jean Toussaint (863-440-3617)