Homes for Sale Near Denn John Middle in Kissimmee - 52 homes

Remarks: Under contract-accepting backup offers. Welcome to this beautifully upgraded 3 bedroom 2.5 bathroom townhome at Heritage Key Villas in Kissimmee, offering comfort, style and a peaceful pond view. Step inside and immediately appreciate the modern upgrades throughout. The entire home features luxury vinyl plank flooring on the first floor, staircase and upstairs, creating a cohesive and elegant look while being durable and easy to maintain. The kitchen features a large granite island, ample cabinetry and an open layout that flows seamlessly into the dining and living area. Upstairs the secondary bathroom has plenty of cabinet space and has an enclosed shower. Light fixtures, and ceiling fans have been tastefully replaced, giving he property a fresh modern feel. New toilets. One year old appliances including the washer and dryer. The three bedrooms provide comfortable living space. The main bedroom has serene pond views from two windows. Screened in porch overlooking the pond. Sit and enjoy the relaxing view. The community residents enjoy a community pool, spa, fitness center, playground and a clubhouse. Close to shopping, dining and major highways.

Listing is courtesy of: SUNSHINE PREMIUM PROPERTIES (407-414-7581)

Listing Agent: Monica Mendivil (407-414-7581)

Remarks: This beautiful townhouse is perfectly situated a short walk from the community heated swimming pool, spa, 24-hour fitness, clubhouse, and business center—everything you need right at your doorstep for resort style living! Located in a secure, gated community and move-in ready, this spacious 3-bedroom, 2.5-bath home offers both comfort and convenience in every detail. The large, bright kitchen features ample cabinetry, a newer granite island, and a double oven—ideal for everyday meals and effortless entertaining. Adjacent to the kitchen, the expansive dining room boasts an elegant tray ceiling and recessed lighting, creating a modern, upscale ambiance. The generously sized living room offers plenty of space for relaxing or hosting guests. Sliding glass doors lead to a screened-in patio—perfect for enjoying beautiful Florida days in comfort and style. Upstairs, the desirable split floor plan places the primary bedroom on one end for added privacy, with the second and third bedrooms located on the opposite side. One of the secondary bedrooms can easily be converted into a home office, making it perfect for today’s work-from-home lifestyle. The spacious primary suite includes a walk-in closet and a private ensuite with a tub/shower combination, granite countertop, and ample storage. The guest bathroom features a walk-in shower, granite countertops, and generous storage as well. All bathrooms are finished with granite countertops, adding a sleek, modern touch throughout. The first floor is finished with tile for easy maintenance, while the upstairs bathrooms also feature tile flooring, and the bedrooms are carpeted for added comfort. The home has a new AC unit (2024). Entire house painted (2024). A prime location just moments from Disney World, Silver Spur Arena and other major attractions, shopping and entertainment.

Listing is courtesy of: RANDOLPH & CO. (407-454-0214)

Listing Agent: Ron Randolph (407-454-0214)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. No HOA, Fully Renovated and Ready to Impress! This home has been extensively updated with a focus on clean design, modern finishes, and improved floor plan flow. Both the interior and exterior have been freshly painted, creating a crisp, cohesive look from the curb all the way through the interior. Inside, all flooring has been replaced with new waterproof vinyl, complemented by brand-new baseboards throughout for a sharp, finished feel. Walls were removed to open up the main living areas, allowing the front living room, dining space, and redesigned kitchen to connect seamlessly. The kitchen now features new cabinetry, new countertops, and all brand-new stainless steel appliances, giving the space a streamlined and functional layout that anchors the home. Toward the back, a separate living room offers additional flexibility and a wood-burning stone fireplace adds character and warmth. Sliding doors lead from this space to the expansive 23’ x 10’ covered and screened porch, extending the living area outdoors and providing an ideal setting for relaxing or entertaining year-round. Both bathrooms have been completely renovated with new cabinets, new countertops, updated fixtures, and modern finishes. The yard is fully fenced and the front landscaping has been refreshed following the recent freeze to enhance curb appeal. The garage features finished flooring, adding to the clean, well-maintained presentation. Major systems have been addressed as well, including a roof replaced in 2018 and an A/C system replaced in 2020. The water heater was replaced in 2012. Walking distance to many shops, schools and services this home is also located just a few minutes drive from Florida’s Turnpike, approximately 15 minutes to Orlando International Airport, and about 25 minutes to Disney parks and downtown Orlando. This home combines extensive upgrades with an exceptionally central Kissimmee location. Completely updated, thoughtfully redesigned, and on the market for the first time in four decades, 2533 Oak Run Blvd delivers modern living without HOA restrictions in a well-established neighborhood.

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

Listing Agent: Irena Aistrop (321-443-7535)

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: Welcome to this charming 4-bedroom, 2-bath home offering 1,874 square feet of comfortable living space. Designed with both relaxation and entertaining in mind, this home features an open-concept layout that seamlessly connects the kitchen, dining, and living areas. Natural light fills the space, creating a warm and inviting atmosphere throughout. Situated on a spacious lot with a peaceful pond view, you’ll enjoy a serene backdrop right from your backyard. The primary suite includes a walk-in closet and a private en-suite bathroom, providing a perfect retreat at the end of the day. Blending functionality with a touch of nature, this home is ideal for everyday living and ready for its next owner to move right in.

Listing is courtesy of: CENTRIC REALTY SERVICES LLC (407-421-9391)

Listing Agent: Jean Julme (321-280-0658)

Remarks: Under contract-accepting backup offers. Price Reduced! Welcome home to this well-maintained 3-bedroom, 2-bath single-family residence nestled in a vibrant and welcoming community. Inside, soaring ceilings create an open, airy feel throughout the living room, dining area, kitchen, and primary suite. The layout is spacious and functional, offering a solid foundation for buyers looking to add their personal touch and updates over time. The heart of the home is its bright, open-concept living area, filled with natural light and ready for your vision. The primary bedroom offers a peaceful retreat with vaulted ceilings and a private ensuite bath, while two additional bedrooms provide flexibility for guests, office space, or family needs. The best part? The major items are already done. Enjoy the peace of mind of a newer roof (2018), a newer AC system, and a recently resurfaced pool paired with a newer pool pump—leaving room in your budget to customize the interior to your style. Step outside and relax in your private backyard oasis, complete with mature tropical landscaping and serene greenspace behind the home—no rear neighbors. Conveniently located just minutes from the Florida Turnpike, 417, Orlando International Airport, and Lake Nona Medical Center, this home offers unbeatable access for commuters and medical professionals. Whether you're a first-time buyer, a growing family, or an investor seeking value, this home offers incredible potential. With big-ticket updates already completed and plenty of opportunity to make it your own, this property is a rare find—and ready for its next chapter.

Listing is courtesy of: ORLANDO REGIONAL REALTY (407-751-2111)

Listing Agent: Kimberley Beaudry (407-408-5194)

Remarks: Move-in ready, completely remodeled. Single family home featuring 3 bedrooms., 2 baths, 2 car garage. The welcoming great room offers plenty of space to entertain family and friends. The fully equipped kitchen has plenty of cabinets, storage space, and granite counter tops. Relax in the privacy and comfort of the spacious Florida room. Bathrooms, granite counter tops, roof, and fence were installed in 2023; a/c installed in 2026, sliding door in Florida room done in 2017, re-piped in 2012, new ducts and windows in Florida room in 2008. Great location offering you easy access to shopping (The Loop), dining, Osceola Pkwy, FL Turnpike, 192, and 441. Check this one out, see it today!

Listing is courtesy of: COLDWELL BANKER SOLOMON (407-348-3322)

Listing Agent: Michael Solomon (407-873-1372)

Remarks: Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom townhouse in Kissimmee, Florida! This spacious home offers a functional layout perfect for comfortable living and entertaining. The kitchen features stainless steel appliances and granite countertops, seamlessly connecting to the main living areas. The home also includes a water purification system, adding extra convenience and value. With well-sized bedrooms and a thoughtfully designed floor plan, this property showcases pride of ownership throughout. Ideally located near top attractions like Walt Disney World Resort and Universal Orlando Resort, close to major highways such as Osceola Pkwy, Turnpike, 417 & 192. As well as shopping and dining at The Loop, this home offers both lifestyle and convenience. Perfect as a primary residence, vacation home, or investment opportunity—don’t miss this fantastic opportunity!

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

Listing Agent: Keegan Siegfried (813-670-7226)

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: Under contract-accepting backup offers. Single Family Home located in a Corner Lot in the Parsons Pond community in Kissimmee, 3-bedroom, 2-bathroom + Garage. This home features: * 2026 Exterior Paint *2024 New Roof, *2024 PEX Water Lines, Porcelain Tile Floors, and a 2025 New Vinyl Fence. Only 18 minutes away from Orlando International Airport, positioned one block away from the renovated and expanded Simpson Road and Fortune Road, easy access to Mark Durbin Community park, the Turnpike, Buenaventura Boulevard, Kissimmee Country Club, and a Wide variety of commercial areas, including supermarkets, restaurants, and diverse shopping.

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

Listing Agent: Jorge Gutierrez Freites (786-800-6493)

Remarks: Under contract-accepting backup offers. Move-in ready pool home in Kissimmee with the updates that matter most. This 3-bedroom, 2-bath home features major upgrades already completed, including a new A/C (Feb 2026) still under warranty, water heater (Dec 2025), and a durable metal roof, giving you confidence and long-term value from day one. The layout offers comfortable living with a Florida room just off the family room, creating the perfect flex space for a second living area or place to unwind. From the kitchen, a pass-through window to the Florida room adds a functional indoor-outdoor feel that’s ideal for entertaining. Step outside to your private outdoor retreat featuring a sparkling pool, gazebo, mature landscaping, and a fully fenced yard that creates a peaceful and secluded setting. Whether you’re hosting, relaxing, or enjoying quiet evenings outside, the space is designed for year-round Florida living. A large shed provides additional storage or workspace. Situated on a generously sized corner lot in Kissimmee, this home is conveniently located near shopping, dining, schools, and major highways with easy access to Orlando, Lake Nona, and Central Florida attractions. This move-in ready pool home offers the space, features, and location that make everyday living easy.

Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)

Listing Agent: Damaris Foon (407-364-4790)

Remarks: Under contract-accepting backup offers. Welcome to your own private retreat at 2678 Forest View Lane in Kissimmee! This beautifully maintained 3-bedroom, 2-bathroom home offers the perfect blend of comfort, functionality, and Florida living—with no HOA. Step inside to an inviting open floor plan featuring vaulted ceilings, tile flooring throughout the main living areas, and a seamless flow between the living and dining spaces—ideal for both relaxing and entertaining. The kitchen is thoughtfully designed with stone countertops, stainless steel appliances, and a cozy dinette, creating the perfect spot for casual meals. The split-bedroom layout provides added privacy, with the primary suite set apart from the guest bedrooms. Enjoy easy indoor-outdoor living with sliding glass doors that lead to your screened-in pool area—perfect for year-round enjoyment. The fully fenced backyard, along with an additional fenced front yard, offers both privacy and space for pets, play, or gatherings. Conveniently located near Florida’s Turnpike, SR 417, Lake Nona, Medical City, John Young Parkway, and US-192, and just a short drive to Disney, shopping, and dining—this home truly offers the best of location and lifestyle. Don’t miss the opportunity to make this welcoming oasis your own!

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

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

Remarks: 4% Assumable FHA with ROAM! 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: Jamey Briscoe (615-428-8775)

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: Welcome to this spacious and inviting home, thoughtfully designed for comfortable family living and making lasting memories. Step inside to a bright, open-concept living and dining area—perfect for both entertaining guests and everyday relaxation. The kitchen is a true centerpiece, featuring brand-new appliances, a convenient breakfast bar, and a cozy eat-in space. It flows seamlessly into the family room, creating an ideal layout for staying connected with family and friends. Brand new HVAC (2026) Roof (July 2025). The generously sized primary suite offers a peaceful retreat, complete with a walk-in closet. Three additional bedrooms provide ample space and flexibility for family, guests, or even a home office. Enjoy added privacy with no rear neighbors, as the home backs up to a tranquil wooded area—perfect for relaxing or unwinding outdoors. Ideally located in the heart of Kissimmee, this home is just minutes from major highways, shopping centers, dining, and everyday conveniences. This home truly has it all and won’t last long—schedule your private showing today!

Listing is courtesy of: CENTURY 21 CARIOTI (407-566-0555)

Listing Agent: Evagisela Rodriguez (407-566-0555)

Remarks: Welcome to 2672 Debany Rd, a beautifully maintained home offering comfort and style. This property features spacious living areas filled with natural light, an updated kitchen, and a private backyard with a sparkling pool, perfect for entertaining. The garage has been thoughtfully converted into a living space with its own bathroom, ideal for extra rental income or a multigenerational living arrangement. Conveniently located near schools, shopping, and major routes, this home combines tranquility with accessibility. Don’t miss the opportunity to make it yours!

Listing is courtesy of: REALTY HUB (407-900-1001)

Listing Agent: Rick Miguez Pazo (813-468-4439)

Remarks: 3/2 home priced to sell with excellent location inside the Lakeside community of Buenaventura Lakes area of Kissimmee. Open floor plan with split bedrooms and tile throughout make this home great for young families or investors. Located within minutes of excellent shopping, entertainment and dining. Residents of this community enjoy access to amenities, including top-rated schools, basketball courts, and tennis courts.

Listing is courtesy of: PREMIER ESTATE AGENCY LLC (407-230-0900)

Listing Agent: Jose Quintana (407-230-0900)

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: JUST REDUCED Great property in great condition lovely location with rear water view, heated and screened swimming pool. Property has been maintained properly over many years, new external paintwork, recent roof, new plumbing and water heater. Great Location close to all shops, attractions and highways. Fabulous heated pool area looking onto a water view with no rear neighbors. Swimming pool is heated by economical Heat Pump Pool Heater The property can be used for residential or if desired as a short term rental with no daily restrictions. Home has short term Zoning

Listing is courtesy of: ZAINS REALTY, LLC (407-994-3171)

Listing Agent: Phil Dinnis (407-908-0275)

Remarks: Under contract-accepting backup offers. LOCATION, LOCATION, LOCATION... DISCOVER THIS TRUE GEM, METICULOUSLY MAINTAINED AND MOVE IN READY. THIS HOME SHINES WITH FRESH INTERIOR PAINT AND FEATURES SPACIOUS, EXQUISITE, ROOMS THROUGHOUT. THE KITCHEN COMES COMPLETE WITH ALL APPLICANCES IN EXCELLENT WORKING CONDITION. ENJOY THE OUTDOORS FROM YOUR EXPANSIVE ENCLOSED REAR PORCH OR RELAX IN THE PRIVACY OF A FULLY VINYL FENCED BACKYARD - COMPLETE WITH YOUR VERY OWN MANGO TREE. THE PERFECT SPOT: STAY CONNECTED WITH EVERYTHING THAT IS HAPPENING IN KISSIMMEE. SPORTS AND FUN: MINUTES FROM THE SILVER SPURS ARENA. EASY COMMUTE: CONVENIENT ACCESS TO ALL MAJOR HIGHWAYS. EDUCATION: CONVENIENTLY LOCATED NEAR GOOD SCHOOLS. THIS HOME IS IN STELLAR CONDITION IN A SOUGHT AFTER NEIGHBORHOOD.

Listing is courtesy of: PARTNERSHIP REALTY INC. (561-355-0270)

Listing Agent: Llwellyn Edwards (321-442-2751)