Homes for Sale Near Denn John Middle in Kissimmee - 76 homes

Remarks: Well-maintained, thoughtfully UPDATED, and a PRICE that makes SENSE, all with NO HOA and its associated costs and intrusions. THIS IS THE KIND OF HOME BUYERS WAIT FOR. With 3 bedrooms, 2 full bathrooms, and 1,423 square feet under air, the layout is efficient, comfortable, and easy to live in. This property STANDS OUT for its condition and long list of meaningful upgrades. The KITCHEN has been REMODELED with GORGEOUS QUARTZ COUNTER TOPS, quality BOSCH APPLIANCES and WHITE SHAKER CABINETS. The PRIMARY BATHROOM has also been COMPLETELY REMODELED with a LARGE SHOWER, dual sinks and beautiful CORIAN counter tops and sinks. In addition, there is a whole house WATER SOFTENER as well as a REVERSE OSMOSIS FILTER in the KITCHEN for delicious drinking water. Major systems have already been addressed, including a METAL ROOF with up to 70 YEAR life, whole house PEX Re-Pipe (2022), new DOUBLE-PANE WINDOWS throughout (2023), a HURRICANE-RATED GARAGE DOOR (2024), NEW FRONT DOOR (2025), and WATER HEATER (2026). Built to hurricane code standards and further improved with storm-resistant features, this home offers peace of mind that’s hard to find at this or even much higher price points. Inside, you’ll find TILE and LAMINATE FLOORING throughout—NO CARPET—plus an inside laundry room with utility sink. The screened back porch overlooks a FULLY FENCED YARD with no rear neighbors and a SMALL POND, creating a private, low-maintenance outdoor space. PRIDE OF OWNERSHIP is evident. This is a ONE-OWNER HOME that has been consistently cared for and proactively improved over time. Even the operating costs are attractive, with a super low average power bill. Location adds to the appeal, with convenient access to the Florida Turnpike, nearby shopping, and proximity to Imagine Kissimmee Charter Academy. For buyers looking for a clean, solid, move-in-ready home without taking on immediate projects or deferred maintenance, this property delivers real value. Don’t forget to click on the Virtual Tour link to see our 3D Walk Through then make an appointment to see this house in person.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Warren Bonett (407-864-2559)

Remarks: Under contract-accepting backup offers. Seize the chance to explore this inviting townhome, ready for you to move in and make it your own. Featuring two spacious bedrooms and a versatile loft, this area can easily be transformed into a third bedroom, a productive home office, or a cozy family room—tailored to fit your lifestyle. Recent upgrades, including a brand-new roof finished in January 2025 and plush carpeting installed in November, offer peace of mind and comfort. Situated in an ideal location, you’ll find yourself just moments away from bustling shopping centers and The Loop, a lively hub filled with popular restaurants and major retailers like BJ's, JC Penney, Ross, Rooms To Go, and Hobby Lobby. Beyond the conveniences of daily living, the townhome’s proximity to Orlando’s renowned attractions—such as Disney World, SeaWorld, Universal Studios, and Orlando International Airport—ensures endless entertainment and travel possibilities right at your doorstep. Be sure to put this exceptional home at the top of your viewing list—it’s an opportunity you won’t want to miss!

Listing is courtesy of: FLORIDA PROPERTY HOMES (407-728-4650)

Listing Agent: Luis Cabrera (407-728-4650)

Remarks: Welcome to this spacious and well-maintained 4-bedroom, 2-bathroom home located in the desirable Lakeside community of Kissimmee. Offering 2,023 square feet of living space on an oversized, fully fenced lot of nearly a quarter acre, this one-story residence features an open floor plan, soaring ceilings, abundant natural light, and ceramic tile flooring throughout the main living areas. The spacious kitchen offers Corian countertops, abundant cabinetry, ample workspace, and a breakfast nook overlooking the living and dining areas, making it ideal for everyday living and entertaining. The generous primary suite features dual vanities, a garden tub, separate shower, and plenty of space to relax and unwind. Enjoy Florida living year-round from the large screened lanai overlooking the expansive backyard, offering plenty of room for outdoor gatherings, pets, gardening, or future enhancements. Additional highlights include a split-bedroom floor plan, decorative archways, vaulted ceilings, a 2-car garage, and a roof replaced in 2015 with durable 30-year CertainTeed Landmark architectural shingles. Ideally situated in a prime location just 20 minutes from Lake Nona Medical City and Orlando International Airport, and within 30 minutes of Central Florida's world-famous attractions. Conveniently located near shopping, dining, schools, and major expressways, this move-in ready home offers the perfect combination of space, comfort, and convenience.

Listing is courtesy of: SELLING TOWN REALTY LLC (407-709-6856)

Listing Agent: Analiss Alfaro (407-709-6856)

Remarks: One or more photo(s) has been virtually staged. A cozy, updated 2 bedroom, 2 bathroom property located on a spacious corner lot in the heart of Kissimmee! Best of all, there is NO HOA! Offering 1,566 square feet of living space, this home boasts a nicely sized fenced backyard, perfect for planting, entertaining, pets, or simply enjoying the outdoors. Mature landscaping adds character and curb appeal from the moment you arrive. Inside, you’ll find a comfortable layout, split floor plan and high ceilings. There is an inside laundry (washer and dryer stay) and the roof will be replaced prior to closing, giving buyers added peace of mind. Conveniently located near shopping, restaurants and the Florida Turnpike for easy access to the Central Florida attractions. This property combines comfort, location, and value all in one. Don’t miss your opportunity to make this Kissimmee gem your own!

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

Listing Agent: Dawn Grigsby (407-970-9051)

Remarks: One or more photo(s) has been virtually staged. Welcome to your next home sweet home! Nestled on a quiet cul-de-sac in the heart of Kissimmee, this beautifully maintained 4-bedroom, 2-bath gem is packed with charm and move-in-ready appeal. From the sparkling saltwater pool to the spacious outdoor entertainment area, this home was made for weekend BBQs, family gatherings, and relaxing Florida evenings. Enjoy peace of mind with a fairly new roof, A/C, and water softener system already in place. The oversized yard offers plenty of room to play, garden, or simply unwind. Clean, cared for, and full of warmth, this home truly stands out from the rest. Short term rental allowed. Seller is motivated! Don’t wait, homes like this don’t stay on the market long. Schedule your showing today before someone else calls it home.

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

Listing Agent: Lizette Rodriguez (407-403-4103)

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: Welcome to you Kissimmee home located in Heather Oaks, this spacious 3-bedroom, 2-bath home offers great potential for the right buyer. Enjoy a private in-ground pool, perfect for Florida living, along with recent upgrades including a new roof and recent garage door with opener. The home features a functional layout with plenty of space throughout. The Kitchen is the center of this home that will make family time a delight. Conveniently situated near schools, shopping, dining, and major roadways. While it could use some updating, the price reflects the opportunity to customize and add value. The back yard is huge; it is fenced and will definitely be great for summer BBQ cookouts and pool parties. Make your appointment to see this home today and get ready to customize it to your taste.

Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)

Listing Agent: Veronica Davis-Lee (407-571-3615)

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: Stunning 2-bedroom, 2-bath condominium with 1-car garage! This beautifully maintained home offers a bright and airy open-concept design, perfect for both everyday living and entertaining, ideally located next to the community clubhouse, offering easy access to amenities and enhancing your lifestyle. Enjoy two spacious master suites, each featuring its own walk-in closet, providing comfort, privacy, and flexibility. Elegant laminate flooring flows seamlessly throughout the entire home, creating a modern and cohesive feel. The kitchen is equipped with a gas stove, perfect for those who love to cook, and features recent upgrades including a brand-new refrigerator (2025), new microwave (2025), and new garbage disposal (2025). The A/C unit was replaced in 2019. Additional highlights include a convenient inside laundry room and a well-designed layout that maximizes both space and functionality. This move-in ready condo offers the perfect combination of style, comfort, and low-maintenance living—a true must-see!

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

Listing Agent: Reyna Quezada (407-780-0426)

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: Welcome to Soho at Lakeside! This newly completed 3-bedroom, 2.5-bath modern townhouse is move-in ready. Featuring high ceilings, oversized windows, and an open-concept layout filled with natural light. The kitchen offers a large island, quartz countertops, stainless steel appliances, and 42” European-style cabinets—perfect for entertaining. Upstairs, the spacious primary suite includes two closets, a private balcony, and a luxurious bath with dual vanities and a walk-in shower. Two additional bedrooms, a full bath, and a conveniently located laundry closet complete the second floor. Enjoy upgraded wood-look porcelain tile in main areas and baths, plus a 2-car garage with extra storage. Located near Fortune Rd & Lakeside Blvd with access to community amenities, parks, and Osceola Heritage Park. Minutes to major highways, Orlando International Airport, shopping, dining, and theme parks.

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: LOCATION, LOCATION, LOCATION! This fantastic property features a 2025 NEW manufactured home and is truly ready for move-in! ?It boasts three spacious bedrooms and two comfortable full bathrooms. Enjoy the sleek look and easy maintenance vinyl flooring throughout the entire home. ?A sliding door from the living area leads out to a relaxing patio—perfect for hosting barbecues and spending quality time with family and friends. The home also includes a spacious living and dining area, an eating space in the kitchen, and all appliances are included. ?Recent updates include a new drain field. The home is centrally located with incredibly easy access to shopping, restaurants, and the Orlando International Airport. ?Schedule your showing today and make this beautiful home yours! The seller is highly motivated.

Listing is courtesy of: CENTRAL REALTY GROUP AND PROPERTIES (407-582-9011)

Listing Agent: Bernardino Castorani (407-582-9011)

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: 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: 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)