Homes for Sale Near Denn John Middle in Kissimmee - 78 homes

Remarks: Full of old-school charm and lovingly maintained by the same family since new, this inviting 3-bedroom, 2-bath home offers comfort, character, and an unbeatable central location. From the moment you arrive, you’ll appreciate the pride of ownership and timeless appeal throughout. Inside, the home features a warm and welcoming layout highlighted by a cozy wood-burning fireplace—perfect for relaxing evenings. The functional floorplan includes an inside utility area for added convenience, while thoughtful updates such as a tankless water heater and an updated electrical breaker box provide peace of mind. Step outside to enjoy a fully fenced backyard, ideal for pets, play, or entertaining. The covered and screened back porch creates the perfect space to unwind year-round while enjoying the outdoors in comfort. A carport with additional storage above offers practical space for vehicles and extra belongings. Located just minutes from the hospital, downtown, Amtrak, the bus station, and SunRail, this home offers easy access to everything you need while maintaining a quiet, established neighborhood feel. A rare opportunity to own a well-cared-for home with character, updates, and a prime location—schedule your showing today!

Listing is courtesy of: CREEGAN GROUP (407-622-1111)

Listing Agent: Chris Creegan (407-622-1111)

Remarks: NEW CONSTRUCTION TOWNHOME IN KISSIMMEE, FL 34743 New construction townhome located in the SoHo at Lakeside community in Kissimmee, within the established Lakeside and Buenaventura Lakes area. This 3-bedroom, 2.5-bath residence offers approximately 1,449 square feet under air and 1,956 total square feet, with a two-car garage and a functional two-story layout designed for everyday living. The interior features an open-concept design with high ceilings, hardwood-style ceramic flooring on the first level, ceramic tile in bathrooms, modern cabinetry, quartz countertops, stainless steel appliances, and energy-efficient windows. The layout provides a seamless flow between living, dining, and kitchen areas, with well-proportioned spaces throughout. Community information indicates HOA dues of approximately $255 / month, which may include exterior maintenance, common areas, exterior building insurance, community pool with cabana baths, and internet/cable services. The community is also reported to have no CDD. Conveniently located with access to Florida Turnpike, SR 417, and SR 528, the property is positioned near Lake Nona, Orlando International Airport, NeoCity, Valencia College, Osceola Heritage Park, shopping centers, dining options, and recreational facilities, including nearby parks with tennis courts, sports fields, and playgrounds. New construction homes updated building standards, energy-efficient systems, and reduced maintenance compared to older properties. Buyers are encouraged to independently verify all measurements, HOA information, and community features.

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

Listing Agent: Rudy Morales, Pa (305-454-7821)

Remarks: Discover this brand-new construction townhome in Kissimmee, FL (34743) located in the highly desirable SoHo at Lakeside community, just minutes from Lake Nona, Orlando International Airport, and Medical City. This modern 3-bedroom, 2.5-bath townhouse offers a spacious open-concept layout designed for today’s lifestyle. Featuring high ceilings, contemporary finishes, 42” cabinetry, and stainless steel appliances, this home blends style, comfort, and functionality—perfect for both homeowners and investors. The primary suite provides a private retreat with dual closets, a balcony, and a double vanity bathroom, while additional bedrooms ,flexibility for family, guests, or a home office. Enjoy the benefits of new construction in Kissimmee, including energy efficiency, low maintenance, and updated design standards. The community offers resort-style amenities and a prime location with easy access to major highways, shopping centers, restaurants, and top employment hubs in Central Florida. Key Highlights: New Construction Townhome in Kissimmee 34743 Minutes from Lake Nona & Orlando International Airport Ideal for First-Time Buyers & Real Estate Investors Low-maintenance living with HOA-covered amenities Strong rental and appreciation potential in a growing area Whether you're looking to buy your first home in Orlando, invest in a high-demand rental property near Lake Nona, or secure a property in one of the fastest-growing areas of Central Florida—this is an exceptional opportunity.

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

Listing Agent: Rudy Morales, Pa (305-454-7821)

Remarks: 3 Bedrooms, 2.5 Bathrooms, 1 Car Garage, 2 Story Townhome located on the Gated Community of CYPRESS LAKES TOWNHOMES PHASE II. New Roof 2018, New Luxury Vinyl floors 2024, New Water Heater 2025, New AC 2020, New Interior Paint 2024, New SS Refrigerator 2025, New Dryer 2025. Ceramic Tile Floors on 1st Floor, Luxury Vinyl Floors on 2nd Floor. Buyers will first notice the Covered Porch and the Pavered Driveway as they approach the Home. The Extended Foyer welcomes you to this special Home and leads to the open Kitchen offering Wood Cabinets, Lots of Counter Space, Stainless Steel Appliances, Recessed Lighting, Pantry, and providing EAT-IN Space in the Kitchen which overlooks the large Dining and Living Areas full of natural light due to several windows and offering plenty of space to relax or entertain. First Floor also provides a 1/2 Bathroom and a 1 Car Garage with Opener. The Foyer staircase leads to the Primary Bedroom with Walk-In Closet and Primary Bathroom offering Dual Vanities, Linen Closet, separate Water Closet and Shower with Tub. Bedrooms 2 and 3 measure 12x12 and include large Closets both steps away from Bathroom 2 offering a Single Vanity and Shower with Tub. Utility Room located Upstairs and includes the Washer and Dryer. Home is walking distance to Swimming Pool, Clubhouse and Playground and is centrally located to shopping, restaurants, mayor highways, attractions and Orlando International Airport. Priced for quick sale...Call to schedule a showing TODAY!!!

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

Listing Agent: Alex Lamar (407-388-5726)

Remarks: Under contract-accepting backup offers. Welcome to this well-maintained 3-bedroom, 2-bath home located in the desirable gated community of Cypress Bay. Featuring a new A/C, an open and functional layout, and spacious bedrooms, this home offers both comfort and convenience. Enjoy living just minutes from major shopping, dining, schools, and everything Kissimmee has — all within a secure, beautifully kept neighborhood. This is the perfect opportunity for a first-time buyer, downsizer, or investor looking for a solid home in a prime location.

Listing is courtesy of: EXP REALTY LLC (407-846-0940)

Listing Agent: Antonio Fuentes, Jr (407-288-5182)

Remarks: This 3 bedroom, 2.5 bath townhouse offers 1,702 square feet of well designed living space in a prime location. Situated directly across from the community pool and playground, the home provides immediate access to top neighborhood amenities. The interior features an open main floor layout, ideal for both entertaining and daily functionality. Upstairs, the primary suite is complemented by two additional bedrooms and a full bath, offering flexibility for guests, a home office, or a growing household. Conveniently located near major shopping centers, restaurants, and essential services, this property combines comfort, convenience, and community living. A strong opportunity for buyers seeking a well maintained home in a desirable area.

Listing is courtesy of: REAL ESTATE HOUSE FL INC (407-484-0005)

Listing Agent: Monica Fehlberg (407-497-9710)

Remarks: Discover the opportunity at 1214 Cherokee Court in the heart of Kissimmee! Tucked away on a quiet cul-de-sac, this property offers the perfect blend of privacy, flexibility, and location — just minutes from world-famous attractions including Walt Disney World, Universal Orlando Resort, and SeaWorld Orlando. This home is ideal for homeowners and investors alike, featuring NO HOA and NO RENTAL RESTRICTIONS, giving you the freedom to live in it full-time, use it as a vacation home, or maximize income potential with short-term or long-term rentals. Enjoy convenient access to major roadways, shopping, dining, schools, and Orlando International Airport, all while being just a short drive to Central Florida’s top entertainment destinations. Whether you're looking for a primary residence, second home, or income-producing property, this location delivers unmatched versatility and value. Don’t miss your chance to own a property with flexibility, freedom, and a prime location close to everything buyers and guests are looking for!

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

Listing Agent: Jessica Brown (407-452-7700)

Remarks: CHARMING DOWNTOWN KISSIMMEE HOME WITH MODERN UPDATES,FRESH INTERIOR PAINT & CLASSIC CURB APPEAL WELCOME TO THIS BEAUTIFULLY MAINTAINED 3-BEDROOM, 2-BATHROOM HOME IDEALLY LOCATED IN THE HEART OF DOWNTOWN KISSIMMEE, JUST MINUTES FROM SHOPPING, RESTAURANTS, AND PUBLIC TRANSPORTATION. INSIDE, YOU’LL FIND A SPACIOUS GREAT ROOM, WELL APPOINTED KITCHEN AND BATHROOMS. OFFERING MODERN COMFORT WITH TIMELESS STYLE. THE LARGE KITCHEN AND DINETTE AREA ARE PERFECT FOR EVERYDAY LIVING AND ENTERTAINING, COMPLETE WITH A LARGE PANTRY AND A CONVENIENT INSIDE LAUNDRY ROOM. STEP OUTSIDE AND ENJOY THE HOME’S CLASSIC CHARM WITH A COVERED FRONT PORCH WITH RAILING OVERLOOKS A LOVELY PICKET FENCE, CREATING A WARM AND WELCOMING FIRST IMPRESSION. ADDITIONAL FEATURES INCLUDE A 2-CAR CARPORT AND A 10X12 STORAGE SHED WITH ELECTRIC, IDEAL FOR TOOLS, HOBBIES, OR EXTRA STORAGE. MAJOR UPDATES INCLUDE A BRAND-NEW ROOF (2025), GIVING PEACE OF MIND TO THE NEXT OWNER. THIS MOVE-IN-READY HOME BLENDS LOCATION, SPACE, AND CHARACTER. WHAT AN EXCELLENT OPPORTUNITY TO OWN A WELL MAINTAINED PROPERTY RIGHT IN DOWNTOWN KISSIMMEE.

Listing is courtesy of: GOODWIN REALTY & ASSOCIATES, INC (407-846-2787)

Listing Agent: Linda Goodwin-Nichols (407-908-0320)

Remarks: Located in one of the most strategic areas of central Florida, this property offers a combination and potential for appreciation just minutes from Walt Disney, Universal Studios, and SeaWorld, very close to the Loop shopping mall, Osceola Parkway, and Florida Turnpike. It constitutes a high demand for rentals and new residents, making it ideal as a primary residence or long-term rental property. Quick access to supermarkets, schools, restaurants, and medical centers makes it an excellent and smart investment.

Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)

Listing Agent: Jesus Izaguirre (863-350-0401)

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: Discover this beautifully renovated home, perfect for living or investing, 2 Bedrooms | 1 Bath, Spacious Living & Dining Room. Brand-new kitchen with granite countertops, Fresh interior & exterior paint. Charming front & Back porch to enjoy your mornings. Elegant pavers! New metal roof! NO HOA! Prime opportunity in Kissimmee? Ideal for first-time buyers or investors. Schedule your private showing today! Wheel Chair Ramp, Dead-End. Community Allow 1 RV at the property!

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

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

Remarks: Huge Price Reduction! 2 Bedrooms, 2 baths, living room, dining room, Porch, 2-car garage, plus parking for extra cars; Community allows! RV or a Boat, NOA HOA! LOT INCLUDED! Super Well Located! walking distances to the mall (The Loop), Financial institutions, Church, Bus stop, easy train commute, Hospitals, Schools. Best prices in town, sellers are super motivated!

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

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

Remarks: Under contract-accepting backup offers. Welcome to Preserve at Tapestry, one of Kissimmee’s most sought-after communities, where lifestyle, location, and convenience come together. This beautifully maintained Somerset Model by Beazer Homes (2014) offers 4 bedrooms, 2.5 bathrooms, and 2,338 sq ft of thoughtfully designed living space—perfect for both everyday living and entertaining. From the moment you arrive, you’ll notice the attention to detail with a freshly painted exterior (2026), a newly painted and sealed paver driveway and entryway, and the added peace of mind of a brand-new roof (2026)—a major upgrade that adds both value and longevity. Step inside to an inviting open-concept floor plan featuring tile flooring throughout the entire first level, offering a clean, modern flow. The layout is both functional and versatile, highlighted by a separate formal dining room and a spacious living area that seamlessly connects to the kitchen. The kitchen is designed for both daily living and entertaining, featuring: Granite countertops Stainless steel appliances Ample cabinetry and storage Generous counter space for meal prep Side buffet area Large corner pantry Upstairs, you’ll find luxury plank wood vinyl flooring throughout, enhancing both durability and style. The second floor offers three well-sized secondary bedrooms and a full bath, while the owner’s suite is privately positioned in the corner for added comfort. The owner’s retreat features: Spacious layout Dual sink vanity Garden tub Separate walk-in shower And one of the standout features of this model: a HUGE walk-in closet, among the largest in Beazer’s floor plans Additional upgrades include an extra-large water heater, providing enhanced capacity and efficiency for a growing household. Step outside and start envisioning your future outdoor oasis. The backyard offers endless possibilities: Expand the existing covered lanai Design your own custom pool retreat Enjoy evenings around the existing fire pit Mature fruit trees and bamboo create a private and serene atmosphere Located just minutes from The Loop Shopping District, Walt Disney World, major restaurants and entertainment, as well as convenient access to Osceola Pkwy, SR 417, Florida’s Turnpike, and Orlando International Airport (MCO)—this home offers the perfect blend of accessibility and lifestyle. Residents of Preserve at Tapestry enjoy resort-style amenities, including a clubhouse, pool, walking trails, park and playground. This is a rare opportunity to own a move-in ready home with major upgrades already completed, in one of Kissimmee’s most desirable communities.

Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)

Listing Agent: Alex Vazquez (407-270-6841)

Remarks: Under contract-accepting backup offers. A rare opportunity part of historic Downtown Kissimmee with NO HOA. This charming well kept 2 bedroom 2 bath property is on a fully fenced lot with a huge extended Driveway that easily fits multiple vehicles meaning bring your boat, trailer, or work trucks with no restrictions. NO HOA! Great starter home that checks all the boxes. Roof was replaced in 2019 and air conditioning unit was replaced in 2025. Location is everything, and this one is unbeatable. Just a few blocks from Downtown Kissimmee, you’re minutes from Lake Toho's scenic waterfront, Kissimmee Lakefront Park, restaurants, Broadway Pizza, boutiques, the Kissimmee Valley Farmers Market, year-round community events, seasonal festivities, bus depot and Sun Rail access for easy commuting. Easy access to Disney, major roads and highways, the Turnpike and the hospital is just a few block away. Opportunities like this in Downtown Kissimmee don’t come around often so HURRY before it's gone!

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

Listing Agent: Lucy Rivera (407-922-1953)

Remarks: Under contract-accepting backup offers. Welcome to the newly renovated 2628 Milton Ave, a beautifully updated block home located in the established community of Kissimmee Highlands! Situated on an oversized lot just shy of ¼ acre with NO HOA, this move-in ready property offers the perfect combination of modern upgrades, functionality, and value. Completely renovated in April 2026, this home has undergone an extensive transformation from top to bottom. Major improvements include a BRAND NEW ROOF WITH ALL NEW PLYWOOD, COMPLETE ELECTRICAL REWIRE, NEW WATER HEATER, NEW FLOORING THROUGHOUT, FULLY REDESIGNED KITCHEN, BRAND NEW APPLIANCE PACKAGE, UPDATED BATHROOMS, RECESSED LIGHTING, NEW FIXTURES, NEW INTERIOR DOORS, TRIM AND BASEBOARDS, FRESH INTERIOR AND EXTERIOR PAINT, AND NEW TEXTURE ON ALL WALLS AND CEILINGS. The HVAC system has also been PROFESSIONALLY CLEANED AND SERVICED, along with the installation of a NEW THERMOSTAT for added comfort and efficiency. Conveniently located near major roadways, shopping, dining, schools, and everyday conveniences, this property offers outstanding accessibility while still providing the benefit of a larger lot size that is increasingly difficult to find. The expansive yard offers endless potential for outdoor entertaining, storage, gardening, or future additions. This area also allows for ADUs (Accessory Dwelling Units), and the oversized lot provides excellent potential for future expansion, guest quarters, rental income opportunities, or multi-generational living. With all the major upgrades already completed, this home is ideal for first-time buyers, downsizers, investors, or buyers seeking additional long-term upside potential. 2628 Milton Ave is the perfect blend of classic construction and modern renovation — ready for its next owner to move right in and enjoy.

Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)

Listing Agent: Alex Vazquez (407-270-6841)

Remarks: One or more photo(s) has been virtually staged. Beautiful 3- bedrooms and 2- bathrooms home in the heart of Kissimmee with NO HOA! Conveniently located near Downtown Kissimmee shopping, restaurants, schools major highways,and just minutes from Kissimmee Lakefront Park. This home offers comfort,space,and the freedom of no HOA restrictions. Perdect for first-time buyers or anyone looking for a great location in Central Florida!

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Susana Moor (407-744-5801)

Remarks: INVEST IN THE FUTURE — STEPS FROM NEOCITY! Rare opportunity to own a massive 4-bedroom townhome with an unusually low HOA of only $158/month in a premier gated community. This isn’t just a home; it’s a strategic seat at the table of Florida’s most exciting growth engine. Located less than 10 minutes from NeoCity, the state’s 500-acre high-tech epicenter, this property is perfectly positioned to benefit from the massive $470M semiconductor investment and the influx of high-wage tech jobs coming to the area. Whether you are looking for a spacious family residence or a high-yield investment, the 4-bedroom layout (rare for this area) provides maximum flexibility and demand. The home features a 2018-build with an open-concept kitchen, granite countertops, and a screened-in patio for private relaxation. Upstairs, four generously sized bedrooms and a convenient laundry room await. Enjoy resort-style community amenities without the resort-style price tag. With an HOA fee of $158/month, this low and the NeoCity tech boom next door, this property represents one of the strongest values in Osceola County. Schedule your showing before the secret is out!

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

Listing Agent: Juancarlos Caballero (407-334-7873)

Remarks: Adjusted Price $323,500! This home is competitively positioned for today’s market and ready for its next owner. Don’t wait—homes at this value are moving quickly. Featuring major system updates including a newer A/C and water heater. The home features updated countertops, refreshed cabinetry, stainless steel appliances, and a spacious primary suite with dual vanities. Fully fenced backyard delivers comfort, style, and value in one complete package. Conveniently located with easy access to major highways, shopping, dining, and just minutes from Walt Disney World, Universal Studios, SeaWorld, and Old Town Kissimmee. Don’t miss this opportunity! Easy to show—schedule your private tour today.

Listing is courtesy of: 1ST LEGACY REALTY, LLC (407-227-2726)

Listing Agent: Erika Vergara Torres (407-227-2726)

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: Under contract-accepting backup offers. Discover an incredible opportunity. NEW ROOF 2022 it has 4 bedrooms with 2 masters suite, 3 bathroom home with 2 car garage in the sought-after Magical Landings community in Kissimmee! This well-maintained home offers exceptional value with just a few minor cosmetic touches needed to make it truly shine. This property is perfect for families, multi-generational living, or even a vacation home. The open-concept layout flows beautifully into a large great room, creating an inviting space ideal for entertaining and everyday living. Step outside to your own private oasis, an enclosed, screened, and heated in-ground pool, perfect for enjoying Florida living year-round in total privacy. Major upgrades include a new roof, giving peace of mind to the next owner. The home is also ideally located just minutes from the Florida Turnpike, providing easy access to everything Central Florida has to offer, including world-famous attractions like Walt Disney World. Situated in a gated community, close to schools, shopping, dining, and major roadways, this home truly combines convenience, comfort, and value. Priced to sell—this opportunity will not last! Schedule your private tour today and submit your offer before it’s gone.

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

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