Homes for Sale Near Osceola High School in Kissimmee - 46 homes

Remarks: This 1-bedroom, 1-bathroom condo is in excellent condition and features a private balcony, perfect for relaxing at home. The open layout and well-kept interiors make it move-in ready and easy to personalize. The kitchen includes appliances in perfect condition. Located in a convenient area of Kissimmee, you’re just minutes from schools, shopping centers, restaurants, hospitals, pharmacies, banks, and local stores. The community is well-organized and professionally managed, keeping common areas maintained and ensuring a smooth living experience. This condo offers the perfect combination of comfort, convenience, and practicality—ideal for anyone looking for a move-in ready home in a great location. An appointment must be scheduled at least 24 hours in advance. There is an administrative fee payable to the association that the new owner must pay. This is an investment property. The HOA fee includes water, sewer, Wi-Fi, trash, and pest control.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Marianna Spinelli (786-447-1655)

Remarks: WOW! Highly Convenient First-Floor Condo in Prime Kissimmee Location! This exclusive first-floor condominium offers a functional and well-designed layout, perfect for comfortable living or investment. Upon entry, you are welcomed by a bright and inviting living area featuring large windows that fill the space with natural light and open to a private balcony with peaceful green views, ideal for relaxing or enjoying outdoor dining. The fully equipped kitchen boasts stainless steal appliances, spacious cabinetry, Tile in the kitchen, Livingroom, and hardwood style tile flooring in the bedrooms, seamlessly blending style, and functionality “NO CARPET”. Every detail of this home has been thoughtfully designed to support a relaxed and comfortable lifestyle. Community amenities include private parking, 24-hour security, a clubhouse, and a resort-style swimming pool. Enjoy the convenience of an urban lifestyle while maintaining the tranquility of open views and well-maintained surroundings. Strategically located in the heart of Kissimmee, just minutes from US-192, with easy access to shopping, dining, entertainment, and transportation. A short drive to The Loop Mall and close to Central Florida’s best restaurants and attractions. This versatile property is ideal as a primary residence, second home, or investment opportunity. A must-see first-floor unit—schedule your private tour today!

Listing is courtesy of: ATRIUM REALTY, LLC (833-919-1190)

Listing Agent: Ernani Sena (774-258-0635)

Remarks: Step Into Style & Serenity: A Mid-Century Modern Gem in the Heart of Neptune Corridor Welcome to your private retreat—where timeless mid-century modern design meets the comfort of contemporary luxury. From the moment you enter, this beautifully appointed home envelops you in warmth, elegance, and thoughtful design. Original oak hardwood floors greet you with a rich, organic texture, while the open-concept layout creates a sense of spaciousness far beyond its square footage. The chef-inspired kitchen is a true showstopper, boasting sleek granite countertops, premium cabinetry, a gas range, and a full suite of stainless-steel appliances. Every detail has been considered—from the modern designer lighting that highlights architectural features and original built-ins, to the seamless flow between living, dining, and entertaining spaces. Your primary suite is a sanctuary unto itself. Unwind in the newly renovated, spa-inspired bathroom featuring an oversized walk-in shower, deep soaking tub, and luxe finishes that evoke five-star resort living. French doors open from the bedroom onto your private 10x12 deck—complete with a retractable awning—perfect for sipping morning coffee or winding down with a sunset glass of wine. The secondary bedroom is equally inviting, complemented by a fully remodeled guest bathroom that’s sure to impress visitors. Whether hosting overnight guests or simply enjoying everyday life, this home is designed for comfort and impact. Step outside to an expansive, screened-in back patio ideal for weekend barbecues, family gatherings, or tranquil evenings under the stars. Beyond the patio, an oversized driveway offers ample room for extra vehicles, RVs, or boats, complete with a 30-amp outlet—ready for your next adventure. Situated just a short stroll from Lakefront Park and the vibrant shops and restaurants downtown, you’ll enjoy the rare blend of peaceful retreat and walkable convenience. With easy access to major highways, public transportation, Neo City, and the dynamic Neptune corridor, you’re perfectly positioned for both work and play. Range can work on Electric or Gas propane. Come home to modern comfort, classic charm, and a lifestyle that feels like a permanent getaway. Seller motivated to work on the transaction.The seller contributes toward the buyer's closing costs.

Listing is courtesy of: BRIGHT TRUST REALTY LLC (407-914-0227)

Listing Agent: Antonio Spagnolo (407-914-0227)

Remarks: This fully renovated 3-bedroom, 2-bathroom home sits on a spacious corner lot (almost a quarter acre lot) at the intersection of Michigan Avenue and Marygon Street, near U.S. 192. Located outside of a flood zone and free of HOA restrictions, this property offers maximum flexibility for both owner-occupants and investors. The backyard was fully fenced in 2023. Inside, the home features a bright and functional layout with no carpet at all. The kitchen includes custom-made cabinets, Lazy Susan corner cabinets for efficient storage, generous counter space, and a dedicated dining area. All stainless steel kitchen appliances are included. The master bedroom goes from the front of the house to the back of the house making it a nice size and comfortable bedroom to spend time relaxing, resting or watching TV. The original garage has been converted into a bedroom and an office, expanding the usable living space and allowing for multiple layout options such as a home office, guest room, or additional bedroom. The home now offers two full bathrooms. The main bathroom includes a shower and tub combination. An indoor laundry room is located inside the home and includes a washer and dryer. Exterior features include a fully fenced yard suitable for pets, outdoor activities, or gatherings. A rear screened porch with ceiling fans provides additional covered outdoor space. The patio area offers ample room to park a food truck, an RV, a boat/jet skis, landscaping equipment, or a work trailer, with easy access through the right-side gate. There is a shed in the patio as well for added storage. Recent upgrades completed in 2023 include a new roof, new water heater, new fence, a new bathroom, new appliances, and a new rear screened porch. The photographs accurately represent the property as it currently exists. No alterations or enhancements have been made to the images. This move-in-ready property is suitable for a first-time homebuyer or an investor seeking a centrally located home with no HOA and no rental restrictions. The location provides convenient access to major destinations, including less than 30 minutes to Valencia College, Walmart, The Loop Shopping Center, downtown Kissimmee, Florida’s Turnpike, SR 417, and Orlando International Airport. Schedule your private showing today before it gets SOLD!

Listing is courtesy of: COLLECTIVE GROUP REALTY, CORP (321-244-3000)

Listing Agent: Carlos Diaz (321-244-3000)

Remarks: Welcome! Enjoy no rear neighbors forever, and a low-key HOA, with this well-appointed home, which offers five spacious bedrooms, four and a half bathrooms, and exceptional flexibility for family living, hosting guests, or creating dedicated work and relaxation spaces. The open floor plan boasts 4,964 square feet, with high ceilings, a gourmet kitchen with premium finishes, and multiple living areas designed for comfort and entertaining. A dedicated theater room can easily serve as a sixth bedroom, while the oversized 3-car garage provides ample storage. Each bedroom offers versatile options for family, home offices, or guest quarters, and generous square footage creates a natural balance between shared spaces and private retreats. Nestled on a 0.54-acre lot in a small, private gated community, this property combines privacy and convenience—located near shopping, lakefront parks, quality schools, SunRail, and minutes from charming downtown Kissimmee. Schedule your private tour today!

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)

Listing Agent: Joseph Doher (407-203-0007)

Remarks: One or more photo(s) has been virtually staged. SELLER ASSISTING WITH BUYER FINANCING, 2/1 BUYDOWN ON THE INTEREST RATE! Welcome to this wonderful 3-bedroom, 2-bathroom completely renovated home offering nearly 2100 sq. ft. of living space in the highly desirable Harbour Oaks community in Kissimmee, Florida. This spacious residence is designed for both comfort and style, featuring an open-concept layout, modern finishes, and thoughtful upgrades throughout. This renovation includes NEW Roof-Soffits-Gutters, Interior and Exterior Paint, both Bathrooms and Kitchen rehabs with Quartz Stone counters, SS Appliances, Breakfast Bar, Wet Bar, Luxury Vinyl Flooring, Blinds and Ceiling Fans throughout, Pool Refinished, Painted Decks front and back, Wood Burning Fireplace, Oversized 2-Car Garage, Pool Gazebo and Vinyl Fenced backyard. Enjoy your own private outdoor oasis with a sparkling pool and huge back yard—perfect for year-round Florida living and entertaining. Located just minutes from Historic Downtown Kissimmee, you'll have convenient access to shopping, dining, and entertainment. You're also perfectly positioned with a quick commute the Florida Turnpike, Lake Nona Medical City, major theme parks, schools, shopping and dining and the stunning Space Coast beaches. With its generous floor plan, multiple living areas, and every exceptional upgrade, this remarkable home has it all. Don’t miss your chance—schedule your showing today!

Listing is courtesy of: MACERA REALTY GROUP INC (407-246-1677)

Listing Agent: Peter Macera (407-970-2104)

Remarks: SELLER MOTIVATED! FOR ADDED AFFORDABILITY, SELLER IS OFFERING UP TO $10,000 TOWARDS CLOSING COSTS OR RATE BUY DOWN! Welcome to Woodland Creek. This beautifully maintained 4-bedroom, 2.5-bath home offering space, comfort, and modern upgrades throughout. A versatile first-floor bonus room provides the perfect option for a fifth bedroom, home office, gym, or playroom, while the main living area is ideal for entertaining and family gatherings. The updated kitchen features quartz countertops, stainless steel appliances, and two walk-in pantry closets, delivering exceptional storage and functionality. A nearby laundry room and enclosed porch add everyday convenience and additional living space. Upstairs, all four bedrooms are generously sized, each capable of accommodating king-size beds. The spacious primary suite includes dual sinks, a soaking tub, separate shower, and two walk-in closets. A second-floor loft offers additional flexible space for a family room, office, or study area. Enjoy the large backyard with mature trees, patio space, and plenty of room for outdoor entertaining. Major updates include roof (2021), two Carrier A/C units (2023 & 2024), exterior paint (2024), bathroom upgrades (2024), kitchen updates (2020), vinyl fencing, and LVP flooring. Conveniently located near shopping, dining, Florida Turnpike, Osceola Parkway, and major theme parks. Property is also approved for short-term rental.

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Roland Barcenilla (407-480-6438)

Remarks: Hot water heater and stove are gas. Will not qualify for FHA loans- condo complex is not on FHA approved condo list. Community does not allow for short term rentals. Please check with property management company for pet restrictions. Please use "As-Is" FR/BAR contract. Text the listing agent to set up an appointment.

Listing is courtesy of: R LUGO REALTY (407-346-9920)

Listing Agent: Rosa Hernandez (407-346-9920)

Remarks: Welcome to this beautifully presented pool home in Kissimmee! This spacious residence showcases the kitchen featuring elegant gold fixtures and sleek stainless steel appliances, including a range, refrigerator, dishwasher, and microwave. Designed for both comfort and entertaining, the home offers a bright living room and a cozy dinette space. Enjoy the clean, modern feel of no carpet throughout, complemented by stylish flooring and ceiling fans in several rooms for added comfort. Both bathrooms have been tastefully updated, enhancing the home’s contemporary appeal. Step outside to a large screened-in patio overlooking a sparkling open-air pool—perfect for relaxing or hosting gatherings. The fully fenced backyard adds an extra layer of privacy, making this home a true retreat.***Home square footage, taxes, lot sizes, and schools; are to be independently verified.***

Listing is courtesy of: ALLEGIANT MANAGEMENT GROUP INC (407-557-3164)

Listing Agent: Elizabeth Santiago Moyet (321-231-2105)

Remarks: Prime opportunity in a highly desirable location! Conveniently located just minutes from Old Town, major entertainment, and top hospitals—and only 20 minutes from Walt Disney World—this home is perfectly positioned for strong rental demand. Recent upgrades include a brand-new roof, updated electrical, new flooring, and a newly installed fence, providing peace of mind and low maintenance for years to come.Whether you’re looking to make this your primary residence or add a performing asset to your investment portfolio, this property delivers both value and versatility. Don’t miss this incredible opportunity!

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

Listing Agent: Amanda Little (407-720-9728)

Remarks: More pics come soon. Welcome to this well-maintained 3-bedroom, 2-bathroom condo villa located in the gated community of Bella Vista Condominiums in Kissimmee. Offering 1,246 sq.ft. of heated living space, this property features a functional two-story layout with the kitchen, living area, and primary bedroom on the first floor, and bedrooms 2 and 3 on the second floor. The unit provides comfortable living spaces with good natural light throughout. Residents enjoy access to community amenities including a swimming pool, fitness center, and recreational areas. Conveniently located near shopping, dining, schools, and major roadways, with easy access to local attractions and Orlando. Schedule your showing today!

Listing is courtesy of: PM ELITE REALTY LLC (407-749-3075)

Listing Agent: Douglas Casique (689-251-0612)

Remarks: Fantastic Opportunity in Kissimmee! Welcome to this well-maintained 2-bedroom, 2-bathroom condo offering 933 sq.ft. of functional living space in the desirable gated community of Bella Vista Condominiums. This unit features an efficient layout with comfortable living areas and ample natural light. Residents enjoy access to excellent community amenities, including a swimming pool, fitness center, and recreational areas. Conveniently located near shopping, dining, schools, and major roadways, this property provides easy access to everything Kissimmee has to offer. SCHEDULE YOUR TOUR TODAY!

Listing is courtesy of: PM ELITE REALTY LLC (407-749-3075)

Listing Agent: Douglas Casique (689-251-0612)

Remarks: An incredible opportunity—seller is open to offers. Don’t wait… bring your offer before someone else does. NOW OFFERED AT $555,000 IMMACULATE & MOVE-IN READY! Welcome to this stunning Antigua model located in the gated community of Tapestry with 24-hour live security guards at the entrance. This beautifully upgraded home offers the perfect blend of elegance, comfort, and functionality. Featuring 3 bedrooms on the first floor, a versatile bonus/flex room, and an upstairs loft, along with 3 full bathrooms and 1 half bath, this home is designed for both everyday living and entertaining. One of the secondary bathrooms on the first floor is a convenient Jack & Jill bathroom, ideal for shared use between bedrooms. The primary suite is conveniently located on the first floor and offers direct access to the backyard, dual vanities, a soaking tub, and a walk-in shower. The flex room is ideal for a home office, playroom, or additional living space. Upstairs, you’ll find a spacious loft with its own full bathroom (walk-in shower, no tub), perfect for guests, a private retreat, or an entertainment area. Step into an open and bright floor plan featuring a chef-inspired kitchen with quartz countertops, stainless steel appliances, 42-inch cabinets, and a large center island that serves as the heart of the home. Enjoy peaceful conservation views with no rear neighbors, plus a screened lanai, pergola-covered patio, and a fully fenced backyard—ideal for relaxing or entertaining. Additional features include a tile roof, 2-car garage, interior laundry room, and low HOA. Residents of Tapestry enjoy resort-style amenities including a luxury pool, fitness center, clubhouse, walking trails, playgrounds, and high-speed fiber optic internet throughout the community. Prime location just minutes from Disney, The Loop, dining, shopping, and major highways. Schedule your private showing today.

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

Listing Agent: Sol Peinado (407-486-5259)

Remarks: One or more photo(s) has been virtually staged. This lovely, spacious condo in Kissimmee's gated Flora Ridge community offers the perfect combination of comfort and convenience. Located on the second floor with an elevator, this 1,779-square-foot apartment has an open layout that flows seamlessly between the kitchen and living room. There is also freshly painted interior throughout the unit, a recently replaced refrigerator, air conditioning and water heater, a master bedroom with double sinks and walk in closet, and a screened porch. Homeowners get two dedicated parking spots, one with a covered carport and one without. There is a community pool with amazing water view, and walking trail. It is situated just minutes from The Loop, a premier shopping and dining destination, making it easy to access the Florida Turnpike, Osceola Parkway, and world-famous theme parks. Along with the regular assigned schools, there is Renaissance Charter School with an A rating available from Kindergaden to 12th grade.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Brigitte Elzarki (321-231-4999)

Remarks: FULLY RENOVATED HOME on an oversized 0.40-acre corner lot in Kissimmee with NO HOA! Major 2025 upgrades include a new roof, new A/C, all new windows, updated electrical and plumbing systems — offering true peace of mind. Features include an open-concept layout, luxury vinyl flooring, fully remodeled bathrooms, blinds, and a modern kitchen with quartz countertops and a large island. The fully fenced yard provides incredible space to build a pool, expand, or park your RV and boat with no restrictions. Prime central location near major highways, shopping, dining, and schools. Move-in ready with space, upgrades, and freedom — a rare find.

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

Listing Agent: Arlenys Oviedo (786-803-4342)

Remarks: One or more photo(s) has been virtually staged. Positioned on an expansive 0.45-acre lot with no HOA in Kissimmee, this custom-built residence delivers space, privacy, and elevated finishes rarely found at this price point. Inside, the architecture is clean and intentional, highlighted by soaring ceilings, crown molding, and a seamless open layout designed for both everyday living and entertaining. At the center of the home is a fully upgraded chef’s kitchen, featuring premium granite countertops, custom cabinetry, and high-end built-in appliances including a double oven and integrated refrigerator, complemented by a functional butler’s pantry for added storage and prep space. The main living areas flow effortlessly, creating a bright and inviting environment with strong indoor-outdoor connectivity. The first-floor primary suite is designed for privacy and scale, offering a spacious layout, large walk-in closet, and a well-appointed bath with a soaking tub, oversized shower, and dual vanities. A dedicated front flex space provides versatility as a home office, study, or additional living area. Upstairs, three additional bedrooms are thoughtfully positioned along with two full bathrooms, including an en-suite located on the second floor, offering flexibility for multi-generational living or guest accommodations. The outdoor space is equally impressive, anchored by a large screened-in patio with elevated ceilings, ideal for year-round use. Beyond, the oversized backyard offers ample room to design a custom pool or outdoor retreat, all without the restrictions of an HOA. Located in a highly accessible area of Kissimmee, this home is just minutes from major roadways including the Florida Turnpike and 417, providing easy access to Lake Nona’s Medical City and NeoCity, a growing hub for technology and innovation. You’re approximately 25 minutes to Orlando International Airport, 30–35 minutes to Walt Disney World and major attractions, and about 20–25 minutes to Downtown Orlando. Everyday conveniences are close by with Publix, Walmart, The Loop shopping center, restaurants, and schools all within a short drive. For weekend getaways, Florida’s east coast beaches are roughly 60–75 minutes away. **UPGRADES LIST AVAILABLE UPON REQUEST**

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

Listing Agent: Veronica Figueroa (407-519-3980)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. This 4 bedroom, 2 bathroom home with 1,720 sq ft checks the boxes buyers are asking for, space, layout, location, and the ability to move in without the wait. Located in a small gated community, you will enjoy a peaceful water view and a layout that actually makes sense. The oversized living and dining area gives you flexibility for everyday living or hosting, with crown moulding and tile flooring throughout the main spaces. The bedrooms feature wood floors, and the home is clean, well-maintained, and ready for its next owner. That is where the value is. Additional features buyers love: • 2 car garage with epoxy floors • In-home washer and dryer included • Open, functional floor plan • Natural light throughout • Vacant for easy showings and quick closing Whether you want a primary residence you can personalize over time or a solid investment, this property offers a great combination of condition, location, and opportunity. Seller is motivated and ready to make a deal. Homes with this much space, in a gated community, with a water view, at this price point, do not last. Schedule your showing and see the potential for yourself.

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

Listing Agent: Naomi Embleton (407-709-6020)

Remarks: Some homes have a floor plan. This one has a strategy. Tucked at the end of a quiet cul-de-sac shared with just one other home, 1980 Summer Ct sits on over half an acre and does something most single-family homes simply can't — it functions as two completely independent living spaces under one roof. Two kitchens. Two laundry rooms. Two two-car garages. Three full baths. And a paid-off solar system keeping your electric bill in check from day one. Here's how it actually lives: you walk in through a generous shared living room — the natural gathering point — and then the home splits. The right side offers two bedrooms, two full baths, a full kitchen, its own family room, and direct access to an oversized screened-in lanai overlooking a huge, fully fenced backyard. The left side features a spacious primary suite with a full ensuite, its own family room, a complete second kitchen with pantry, and its own attached two-car garage. The other garage sits on the right side. Each side, its own space. Each space, fully equipped. Whether you're housing two generations under one roof without sacrificing anyone's privacy, living on one side while offsetting your mortgage with the other, or simply running a household that needs serious flexibility — this layout delivers in a way that almost nothing on the market can match. No HOA means no restrictions and no extra fees. The location pulls its own weight too. You're minutes from East Lake Toho, one of Central Florida's best bass fishing lakes, Kissimmee Lakefront Park, and the outdoor adventures of Shingle Creek Regional Park. Downtown Kissimmee and St. Cloud are close for dining, shopping, and entertainment. And Walt Disney World, Universal, and the rest of the theme park corridor are an easy drive — close enough to enjoy, far enough to escape. Opportunities like this don't come along often. When they do, they move fast.

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Shawn Layton (321-514-8055)

Remarks: Spacious 4-bedroom, 3-bath single-family home on a generous 0.31-acre corner lot with no HOA! This versatile property offers an ideal layout with an eat-in kitchen, inside laundry, and a welcoming front bonus/sitting room perfect for a home office, reading area, or flex space.The split-style floor plan provides comfortable living for multi-generational households, or rental opportunities. Located within a block away from AdventHealth, making it especially appealing for healthcare professionals, traveling nurses, or long-term rental potential. Conveniently close to shopping, dining, and everyday amenities. Zoned for professional office use, offering rare flexibility for buyers seeking a live/work opportunity, small business location, or future investment potential. A unique opportunity for first-time buyers, investors, or entrepreneurs looking for space, location, and versatility.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Carlethia Burnette (407-970-7902)

Remarks: One or more photo(s) has been virtually staged. Beautifully maintained 4-bedroom home in desirable Heron’s Landing, ideally located near Loop West in the City of Kissimmee, on the border of Osceola and Orange County. This spacious single-story residence offers 2,059 square feet with a popular split floor plan and open, airy layout. Recent upgrades include fresh interior and exterior paint (2026) and new vinyl flooring (2025), newer roof (2018) and newer HVAC (2017). A formal living and dining area welcomes you at the foyer. The updated kitchen is ideal for cooking and entertaining, featuring ample counter space and newer appliances. The kitchen and breakfast nook open to a spacious family room with high ceilings, creating an inviting setting for gatherings. Both the sliding glass doors and breakfast nook french doors extend your living space to a gorgeous screened-in lanai, perfect for relaxing or entertaining. The primary suite overlooks a large backyard with lush fruit trees and features private lanai access. The en-suite bathroom offers a garden tub, separate shower, dual-sink vanity, and an oversized walk-in closet. Three additional bedrooms provide generous closet space, excellent natural light, and share a full bathroom. Additional highlights include newer laminate flooring in main living areas (no carpet at all), an indoor laundry room with extra storage, a 2-car garage with attic access, professionally cleaned HVAC system and whole-house ducts (2025), home security system, and irrigation system. Heron’s Landing is part of a well-maintained Eagles Reserve community, offering low HOA fees and amenities such as a community pool, playground, park areas, and fitness trails. Enjoy the convenience of being very close to The Loop, a sprawling outdoor mall with department stores, specialty shops, and casual dining. Close to Disney attractions, hospitals, Florida Turnpike, and SR-417. Move-in ready with major updates (see attached lists) —don’t miss this exceptional opportunity!

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Sherry Wang (484-744-4586)