Homes for Sale Near Kissimmee Middle in Kissimmee - 308 homes

Remarks: Own turnkey short-term rental hotel suite in the heart of Kissimmee's thriving tourism corridor, just minutes from Walt Disney World and Central Florida's top attractions. This well-appointed unit features a comfortable single-bed layout, mini refrigerator, and microwave, making it an attractive option for vacation travelers seeking convenience and affordability. Owners benefits from a professionally managed rental program with onsite management, offering a hands-off investment experience. Guests enjoy access to desirable amenities including a swimming pool, laundry facilities, ice machine, ATM, and snack vending machines. Located in a one of Central Florida's most sought-after tourist destinations, this property offers excellent potential for rental income while capitalizing on year-round visitors demand. Whether you're looking to diversify your investment portfolio or own a vacation rental in a high-traffic location, this opportunity delivers affordability, convenience, and professional management.

Listing is courtesy of: YOUR REAL ESTATE CORNER, LLC (321-219-9805)

Listing Agent: Angel Camacho (321-219-9805)

Remarks: Welcome to 2324 Haley Ct - a charming 3-bedroom, 2-bath home offering 1,853 sq/ft of living space on an oversized .26-acre lot in the established Renee Terrace community. Built in 1973, this property features a spacious layout, a 2-car garage, and several important major updates already completed, including re-pipe in 2022, as well as A/C and water heater replacements in 2021. The home offers excellent potential for buyers looking to personalize and add their own finishing touches, as some interior upgrades may still be desired. Conveniently located near The Loop shopping, dining, and entertainment, with easy access to major roadways. Approximately 25 minutes to Walt Disney World Resort and 20 minutes to Orlando International Airport - MORE PICTURES TO COME SOON!

Listing is courtesy of: EXIT GLOBAL REALTY (407-725-7180)

Listing Agent: Hugo Hernandez (407-716-5594)

Remarks: Virtually Staged. Price Reduced in the gated Tapestry community. This move-in ready 4-bedroom, 3.5-bath home offers over 2,300 square feet of stylish and functional living space with a bright open-concept layout designed for entertaining and everyday comfort. The spacious kitchen features granite countertops, stainless steel appliances, modern cabinetry, and a large center island that flows seamlessly into the dining and living areas. Upstairs, the private primary suite includes a walk-in closet and ensuite bath with dual vanities and a spacious shower. A versatile loft and additional bedrooms provide flexible space for a home office, media room, play area, or guest accommodations. Enjoy indoor-outdoor living with a covered rear porch and fully fenced backyard perfect for relaxing or weekend gatherings. Residents enjoy resort-style amenities including a clubhouse, pool, fitness center, sidewalks, and 24-hour gated entry. Conveniently located near shopping, dining, major highways, Orlando International Airport, and Orlando attractions. Now offered at an improved price schedule your private showing today.

Listing is courtesy of: AGG REALTY & MANAGEMENT LLC (407-267-7926)

Listing Agent: Amar Guemraoui (407-267-7926)

Remarks: Some houses check the boxes. This one feels like home. Nestled in a desirable Kissimmee location, this beautifully maintained residence offers the perfect combination of comfort, style, and everyday convenience. From the moment you walk through the front door, you'll appreciate the bright, open living spaces designed for both relaxing evenings and making memories with family and friends. The spacious layout flows effortlessly, creating a warm and inviting atmosphere throughout. Whether you're preparing meals in the kitchen, gathering around the dining table, or enjoying a quiet morning coffee, every space is designed to make daily living easy and enjoyable. Step outside and discover the perfect spot for weekend BBQs, family gatherings, or simply unwinding after a long day. With shopping, dining, schools, parks, and major roadways just minutes away, you'll love the convenience of this central location. Gated community with GUARD includes pool, playground and more. If you've been searching for a place that combines comfort, charm, and a true sense of home, 2520 Nouveau Way may be exactly what you've been waiting for. Schedule your private showing today and see why you'll want to call this one yours. UPGRADES: Exterior Paint done November 2025. Pre-wire for surround sound for the back patio, family room and master bedroom. Gutters. Pool Pre wire.

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

Listing Agent: Fatima Cabral Mendonca Leefers (407-552-1890)

Remarks: Welcome to this 3-bedroom, 2-bathroom home located in a gated community in the heart of Kissimmee, Florida, just minutes from The Loop, a popular shopping, dining, and entertainment destination. Enjoy convenient access to Walt Disney World (approximately 25 minutes) as well as Universal Orlando and Central Florida’s world-famous theme parks. This move-in ready home features a desirable split floor plan with spacious living areas and thoughtful updates throughout. Inside all appliances are brand new. Brand new floor. You will find fresh exterior and interior paint, and a refreshed front door that give the home a clean and welcoming feel. The layout offers generously sized bedrooms, along with a kitchen and family room combination that creates a comfortable space for gathering and entertaining. A formal living and dining area provides additional flexibility and can easily function as a home office, flex space, additional living area, or hobby room. Other Residents of this gated Kissimmee community enjoy access to neighborhood amenities including a community pool, playground, and clubhouse, adding to the convenience and lifestyle this location offers. With easy access to shopping, dining, major roadways, and Central Florida attractions, this Kissimmee home offers comfort, convenience, and the opportunity to make it your own. LOW HOA. Call to schedule your private showing!

Listing is courtesy of: PROFILES INTERNATIONAL REALTY (321-297-8161)

Listing Agent: Ekramul Chowdhury (407-360-8991)

Remarks: *Tenant in Place Through May 2027* Located in a short-term rental approved community, offering true flexibility as a primary residence, vacation home, or income-generating investment property. Fully furnished 5-bedroom, 4.5-bathroom turnkey home with private screened pool in the resort-style, guard-gated community of Veranda Palms. Thoughtfully designed open floor plan offers versatility for personal use, vacation getaways, or income-producing short-term rental investment. Featuring dual primary suites, one on each level, this layout delivers exceptional flexibility and privacy for owners and guests alike. The kitchen showcases generous cabinetry and a breakfast bar, flowing effortlessly into the dining and living areas to create an inviting space for everyday living and entertaining. The main living area is bright and spacious, while the upstairs loft adds bonus square footage perfect for a game room, media space, or home office. No carpet throughout the home — easy-care flooring runs across every room, ideal for low-maintenance living and high-turnover rental use. All furnishings convey, making this property completely move-in or rental-ready from day one. Step outside to your private screened pool, ideal for year-round enjoyment of Florida's sunshine. The outdoor space provides the perfect setting to unwind or entertain after a day at the area's many attractions. Residents and guests enjoy access to Veranda Palms' resort-style amenities, including a clubhouse, fitness center, and community pool, all within a 24-hour guard-gated entrance. Conveniently positioned near major highways, shopping, dining, and Central Florida's world-famous theme parks and attractions.

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

Listing Agent: Jessica Souza Meuli (305-527-9574)

Remarks: Under contract-accepting backup offers. 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: Welcome home to this well-maintained single-family residence offering a bright and functional layout. The interior features spacious living and dining areas with tile flooring throughout the main living spaces and an open flow ideal for everyday living and entertaining. Comfortable bedrooms offer carpeting and ceiling fans, while the master bedroom has sliding doors leading to your rear screened-in lanai. Additional features include a two-car garage and a clean, neutral interior ready for its next owner. Easy to show!

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

Listing Agent: William Figueroa (305-662-1502)

Remarks: GATED KISSIMMEE CONDO WITH 2 BEDROOMS, 2 BATHROOMS, SCREENED-IN PORCH, UPDATED FINISHES, STAINLESS STEEL APPLIANCES, AND A PRIME LOCATION NEAR THE LOOP, THEME PARKS, AND ORLANDO INTERNATIONAL AIRPORT. Welcome home to comfort, convenience, and low-maintenance Florida living inside the TERRA CONDO community. This 970-SQ-FT CONDOMINIUM offers a practical split-bedroom layout with a SPACIOUS PRIMARY BEDROOM, DUAL CLOSETS, and an easy everyday flow that works well for a primary residence, seasonal home, or investment-style hold, subject to community rules. From the moment you enter, the STYLISH TILE FLOORING gives the home a clean, modern feel throughout the main living areas. The CHARMING KITCHEN features BEAUTIFUL COUNTERTOPS, STAINLESS STEEL APPLIANCES, and enough workspace to make daily meals simple and comfortable. The living area opens to a SCREENED-IN PORCH, giving you a private place to enjoy morning coffee, quiet evenings, or extra fresh-air living space without sacrificing convenience. Additional highlights include a TANKLESS WATER HEATER, LOW HOA FEES, and a location approximately 15 minutes from THE LOOP, about 25 minutes from WORLD-FAMOUS THEME PARKS, and about 30 minutes from ORLANDO INTERNATIONAL AIRPORT. IF YOU ARE LOOKING FOR A MOVE-IN-READY 2 BEDROOM, 2 BATH CONDO IN A GATED KISSIMMEE COMMUNITY WITH UPDATED FINISHES, EASY ACCESS, AND STRONG CENTRAL FLORIDA CONVENIENCE, 1030 PLANTATION DR APT C7 DESERVES TO BE SEEN.

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

Listing Agent: Charles Watson (818-321-6494)

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: Under contract-accepting backup offers. Fully furnished and with a private pool — this 3-bedroom, 2.5-bath townhome in Encantada Resort, Kissimmee, FL is a turnkey opportunity ready to rent from day one. Located at 8553 Bay Lilly Loop, the property offers approximately 1,295 sq ft across a practical two-level layout designed for buyers seeking a vacation home, short-term rental opportunity, second residence, or low-maintenance resort-style property in one of Kissimmee's most searched vacation corridors. The main level connects the living, dining, and kitchen areas for an easy guest-friendly flow, with a convenient half bath downstairs. Upstairs, the bedrooms are positioned away from the main living spaces, including a primary suite with ensuite bath. The rear outdoor area includes a screened patio and private splash pool — additional space for relaxing after time at nearby attractions. Encantada Resort amenities are reported to include a clubhouse, community pools, spas, fitness center, playground, game room, cyber café, walking areas, and resort-style gathering spaces. The location provides direct access to US-192, SR-429, I-4, and Osceola Parkway, with Margaritaville Resort Orlando, Sunset Walk, Island H2O Water Park, golf, grocery stores, restaurants, and Central Florida attractions minutes away. This property is especially appealing for buyers searching for a furnished Kissimmee vacation rental near Disney, an Orlando-area investment property, a Central Florida townhome with resort amenities, or a short-term rental option near shopping, dining, water parks, golf, and major road access. The two-level floor plan, furnished setup, private pool, and proximity to major tourism anchors support strong search visibility for buyers comparing homes near Disney, townhomes in Encantada Resort, and properties along the US-192 corridor. Schedule your private showing today and explore the furnished resort-style location, rental potential, and Central Florida access this Kissimmee townhome offers.

Listing is courtesy of: DREAM FINDERS REALTY GROUP CORP (407-873-8379)

Listing Agent: Angela Rodriguez (407-873-8379)

Remarks: Townhome available and ready to move in, featuring 3 bedrooms, 2.5 bathrooms, and a one-car garage, located in the gated community of Flora Ridge, conveniently near the Loop. The welcoming entry opens to a well-appointed kitchen with breakfast bar, seamlessly flowing into the open-concept living room and dining area—perfect for everyday living and entertaining. Upstairs, you’ll find three spacious bedrooms, two full bathrooms, and a built-in workstation ideal for remote work or study. Enjoy close proximity to Shopping, Schools, Dining, and more. Schedule your private showing today!

Listing is courtesy of: BROKERS REAL ESTATE GROUP INC (407-770-1464)

Listing Agent: Rich Canelon (407-341-4035)

Remarks: Under contract-accepting backup offers. Brand New Interior Paint--Move in Ready! Welcome to the beautifully maintained 3 Bedroom 2-Bathroom home located in the desirable gated community of Cypress Reserve! Featuring an open concept layout with wood flooring throughout, crown molding and window treatments! This home offers both style and comfort on a gorgeous, oversized lot! The kitchen is fully equipped with a refrigerator, dishwasher, oven and microwave and showcases Corian countertops, tiled backsplash, maple cabinetry, and a closet pantry. An eat-in area just off of the family room creates the perfect space for casual dining and everyday living. The spacious primary suite and secondary bedrooms offer a functional split floor plan. A 2023 AC and 2018 ROOF provides a peace of mind. Washer and dryer convey with the sale. Step outside and enjoy a large, enclosed lanai overlooking an expansive backyard--ideal for entertaining or relaxing year-round. Move in ready and conveniently located near shopping (The Loop), dining, and major roadways. Come and see this home today!

Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)

Listing Agent: Catherine Lambert Pa (407-908-2525)

Remarks: INVESTORS OPPORTUNITY !!!! TENANT OCCUPIED. Fully remodeled, this inviting single-family home at 709 S Dillingham Ave in Kissimmee is designed for comfort and flexibility. The thoughtfully updated interior offers modern finishes throughout, creating a fresh and welcoming feel from the moment you arrive. Ideal for multi-generational living, the home includes a private mother-in-law suite with 2 bedrooms and 1 bathroom, perfect for extended family or guests while still maintaining privacy or for a great rental income. Centrally located near downtown Kissimmee, shopping, dining, schools, and major roadways. Enjoy peace of mind with a beautifully updated home ready for its next chapter. A wonderful opportunity to settle into a space where everyone feels at home. Buyer to verify all measurements and information.

Listing is courtesy of: GPS PROPERTY GROUP INC. (407-439-2527)

Listing Agent: Abel Jimenez (407-452-4119)

Remarks: Experience stylish and comfortable living in this beautifully designed townhome located within the sought-after Tapestry community. Perfectly positioned at 2504 Fassona Drive, this residence offers convenient access to Central Florida’s major highways, shopping, dining, and top attractions. Featuring 3 spacious bedrooms, 2.5 bathrooms, a downstairs primary suite, and a screened lanai, this home blends functionality with modern elegance. Interior highlights include quartz countertops, expansive windows that fill the home with natural light, and sleek railing details that create an open and inviting atmosphere. Move-in ready and thoughtfully designed, residents also enjoy resort-style amenities including a fitness center, 24-hour security, and a guarded gated entrance.

Listing is courtesy of: THE AGENT, INC (407-278-7090)

Listing Agent: Maria Godoy (407-906-0112)

Remarks: Opportunity is knocking with this stunning property nestled within the highly sought-after Stonefield community in Hunter’s Creek. This is a rare chance to own a spacious, updated townhome with an ASSUMABLE FHA LOAN at an incredible 3.375 interest rate, a true game changer in today’s market! But wait that’s not all! This 2-bedroom, 2-bath home with a 1-car garage features three additional flex rooms, offering incredible versatility for your lifestyle. Whether you need a private home office, formal dining room, cozy den, or guest suite, this floor plan easily adapts to your needs. Enjoy the perks of modern living and energy efficiency with a paid off solar energy system providing substantial savings, plus a newer 2021 energy-efficient A/C unit. Inside, you’ll find tile and laminate flooring throughout, appliances and an interior laundry room with washer & dryer included along with built-in cabinetry for convenient storage. The primary suite offers abundant natural light, a spacious walk-in closet, private ensuite bathroom featuring double vanities and an oversized walk-in linen closet. Upstairs, you’ll discover two large bonus rooms perfect for an office, studio, guest quarters or extra storage that many homes lack. The second bedroom is located on the main floor across from the updated second bathroom, which, like the primary, features stone countertops and modern finishes. Stylish lighting fixtures throughout the home add a contemporary touch, making this property truly move-in ready. Residents of Stonefield enjoy a secure gated community with resort-style amenities, including resort style pool, clubhouse, fitness center, tennis courts, fishing dock and walking / biking trails surrounded by exotic landscaping. Located just 15 minutes from Disney, Universal, Orlando’s top attractions, 20 minutes from Orlando International Airport, hospitals, schools, medical offices, markets and steps from The Loop’s dining with plenty of shopping for everyday needs. This home perfectly blends convenience, comfort and lifestyle. Live a life of ease, style and abundance of opportunity.

Listing is courtesy of: LPT REALTY LLC (386-204-6398)

Listing Agent: Scarlett Napolitano (407-808-6757)

Remarks: This inviting 3-bedroom, 2-bath condo in Flora Ridge offers a bright and spacious layout designed for comfortable everyday living. The living and dining areas flow seamlessly into a screened-in balcony, while the kitchen features ample cabinet space and a practical layout. All three bedrooms are generously sized, with carpeted flooring for added comfort, and both bathrooms are tiled for easy maintenance. Located near the community pool and just minutes from shopping, dining, schools, and major roads, this condo offers convenience and a family-friendly environment in a well-maintained and secure gated community.

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

Listing Agent: Mariana Nossa (407-455-9565)

Remarks: Discover this spectacular residence located in the exclusive gated and guard-secured community of Tapestry in Kissimmee. Featuring 3 bedrooms, 2 bathrooms, and an office, this 1,706-square-foot home is designed for those seeking comfort, style, and a lifestyle filled with exceptional amenities. From the moment you enter, the home welcomes you with an open-concept layout, bright living spaces, and a seamless flow between the main living areas, creating the perfect setting for both everyday living and entertaining. The office offers a versatile space ideal for working from home, studying, or adapting to your personal needs. The spacious bedrooms provide comfort and privacy, while the contemporary finishes and functional design create a warm and inviting atmosphere throughout the home. Living in Tapestry means enjoying resort-style amenities designed for the entire family, including a beach-entry pool with cabanas, splash and recreational areas, a state-of-the-art fitness center with yoga and movement studio, an elegant clubhouse with catering kitchen for special events, outdoor terrace, sports courts, BBQ pavilions, dog park, and walking and biking trails. All of this is nestled within a private 24-hour guard-gated community, conveniently located near major highways, Orlando attractions, the airport, shopping, dining, and excellent schools. Whether you are searching for a primary residence, vacation home, or investment opportunity, this beautiful property offers an exceptional chance to experience the Florida lifestyle at its finest. Schedule your private showing and experience everything this beautiful home.

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

Listing Agent: Neyla Alvarez (407-780-8786)

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: AROD PARTNERS REALTY (407-627-7621)

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

Remarks: Welcome to 8816 Dunes Court #302, a top-floor 2-bedroom, 2-bathroom condo located just 8 minutes from Walt Disney World in the heart of Central Florida. Whether you're searching for a vacation home near Disney, a short-term rental investment property, an Airbnb opportunity, or a full-time residence, this resort-style condo checks all the boxes. Inside, you'll find an open and inviting layout with high ceilings that create a bright, spacious atmosphere. Step onto your private balcony and enjoy peaceful views of the community pond and its stunning fountain, offering a relaxing retreat after a day at the parks or exploring the area. Located within a highly desirable resort-style community, residents and guests enjoy access to two swimming pools, two tennis and pickleball courts, a volleyball court, fitness center, arcade room, playground, and BBQ picnic areas. The unbeatable location places you minutes from Disney World, major attractions, championship golf courses, shopping, dining, entertainment, and Orlando's world-famous theme parks. Perfect as a vacation rental, second home, investment property, or primary residence, this Disney-area condo offers the ideal combination of location, amenities, and lifestyle. Don't miss your opportunity to own a piece of Central Florida paradise just minutes from the magic.

Listing is courtesy of: MCKINNEY REALTY CO (407-750-0208)

Listing Agent: Matt Mckinney (407-750-0208)