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

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: 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: 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)

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: Welcome to this spacious 3-bedroom, 2.5-bath end-unit townhome in the gated community of Cypress Lakes Townhomes. Offering over 1,700 square feet of living space, this two-story residence features a flexible floor plan with a comfortable blend of ceramic tile and carpet throughout. The first floor includes a bright kitchen with a breakfast bar and pantry, an open-concept living and dining area that leads to a private covered patio, a convenient half bath, a one-car garage, and a bonus room ideal for a home office, playroom, or additional flex space. Upstairs, the primary suite offers a walk-in closet and en-suite bath, along with two additional bedrooms, a full bathroom, and upstairs laundry hookups. Residents of Cypress Lakes Townhomes enjoy community amenities including a pool, playground, and secure gated entry. Centrally located near major highways, schools, shopping, dining, and Orlando International Airport, this townhome offers comfort, convenience, and a great opportunity for homeowners or investors alike.

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

Listing Agent: Peter Luu (321-917-7864)

Remarks: A must see!!! Great location!!! No HOA!!! Beautifully maintained property with 3 bedrooms 2 baths with ample room for the growing family, fenced in backyard. Located in a nice established neighborhood near schools, commerce and area recreation. Do not miss the opportunity to own a beautiful home without the rules and regulations of an association. Scheduled your viewing today.

Listing is courtesy of: LATIN CONNECTION REALTY GROUP (407-344-5510)

Listing Agent: Claudia Martinez (407-729-8027)

Remarks: Under contract-accepting backup offers. This lakefront pool home at 2602 Birchwood Avenue offers direct water views, conservation space for added privacy and sunset views from the screened pool area. On a 0.23-acre oversized lot in Kissimmee, this four-bedroom, two-bath single-family residence combines outdoor living, energy efficiency and flexible ownership with no homeowner's association and no leasing restrictions. The home features ceramic tile and laminate flooring throughout. The renovated kitchen includes solid surface and stone countertops and stainless-steel appliances. All baths have been updated and include walk-in showers. The primary bedroom is on the first floor. The attached two-car garage provides additional storage and functionality. Outdoor living centers around the screened private pool overlooking the lake, with conservation space between the home and water enhancing privacy. The fenced backyard and garden area create usable outdoor space for recreation or entertaining. This property provides convenient access to Mill Creek Elementary School, Denn John Middle School and Gateway High School.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-480-5014)

Listing Agent: Ana Martins Jorge (508-858-9652)

Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 607 Fairmont Pl in Kissimmee, a two-story townhouse offering 3 bedrooms, 2.5 baths, an open floorplan, and a screened patio for comfortable everyday living. With all bedrooms upstairs, the layout offers a nice separation between the main gathering spaces and the more private bedroom areas. Inside, the home features a bright and functional flow that makes it easy to relax, entertain, and enjoy daily routines. The living area is set up for enjoyment with a fireplace, TV entertainment system, and Bose surround sound with receivers. In the kitchen, cabinet pull-outs add extra convenience and organization, while the laundry room includes added shelving for storage. Updated bathroom faucets and fresh interior paint completed in 2024 give the home a refreshed feel. The screened patio extends the living space outdoors and creates a comfortable spot to enjoy morning coffee, unwind at the end of the day, or dine outside. An added bonus is that furniture will convey, including couches, beds and dressers, an entertainment stand, and the dining table, making this a move-in-ready opportunity. The community offers a wide range of amenities, including two pools and jacuzzis, a kids’ splash pad, fitness center, clubhouse, playground, sand volleyball, picnic area, and security, giving residents plenty to enjoy close to home. Located in Kissimmee, 607 Fairmont Pl offers convenient access to shopping, dining, major roadways, and everyday essentials, while also being close to the attractions and entertainment that make this area so desirable. With its open layout, screened patio, included furnishings, and amenity-rich community, this townhouse offers easy living in a convenient Kissimmee location.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Thomas Nickley, Jr (407-629-4420)

Remarks: Under contract-accepting backup offers. Back in the market, buyer's financing wasn't approved. Welcome to this beautiful 2021 build home and just renovated to bring new life to it. This move in ready 1341sqft 3BDR/2BTH property features a bright open layout with brand-new luxury vinyl plank flooring, recessed lighting, modern ceiling fans and fresh paint throughout. Enjoy a beautifully updated kitchen with new shaker cabinets, quartz countertops, and stainless-steel appliances. The bathrooms received new vanities, mirrors, and floor-to-ceiling porcelain tile shower. Since it was built in 2021 the major components (roof, A/C, tankless water heater, plumbing, electrical and windows) are like new. Enjoy easy access to Florida’s Turnpike, U.S. 192 and I-4, placing you just minutes from world-famous theme parks, shopping, restaurants, and entertainment. Whether you’re searching for your next family home or a vacation rental this home will fit your needs. The renovated homes in this area are moving fast so it won’t last long. Book your appointment today so you don’t miss this gem.

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

Listing Agent: Felipe Patricio (407-325-1608)

Remarks: This house comes with a credit to the Buyer from the Seller's preferred lender to be used toward closing costs and/or an interest rate buydown. Built in 2021, this corner unit in the highly desirable SoHo at Lakeside community offers the perfect blend of modern luxury and prime Kissimmee living. Featuring a stunning contemporary elevation, this home includes 3 spacious bedrooms, 2 and a half bathrooms, high ceilings and tall windows that fill every room with natural light. The first floor showcases elegant tile throughout while the second floor offers soft comfortable carpeting in all bedrooms. The gourmet kitchen includes quartz countertops, an oversized island, stylish backsplash, wood cabinetry and stainless steel appliances. The open concept layout flows beautifully into the living areas enhanced by the natural light pouring in from the oversized windows. The master suite features a private balcony, dual closets and a spa like bathroom. Additional highlights include a 2 car garage with a paved driveway and premium corner unit privacy. The HOA covers the pool, exterior maintenance including roof, cable TV, internet and WiFi, lawn care and trash removal. This community is perfectly positioned about 12 miles from Lake Nona Medical City, 14 miles from Disney Parks and Disney Springs, 6 miles from Old Town Kissimmee and 7 miles from Bass Fishing Paradise Lake Toho, with endless dining, entertainment and shopping nearby. This exceptional home offers unmatched convenience, elevated finishes and an unbeatable location, the perfect place to call home in the heart of Kissimmee. Selling agent and buyer must independently verify all HOA restrictions. Schedule your private showing today.

Listing is courtesy of: SERHANT (646-480-7665)

Listing Agent: Lisell Melo (407-690-4973)

Remarks: Welcome to 2430 Quail Run Blvd in Kissimmee, FL, a beautifully maintained 3-bedroom, 2-bathroom home located just 30 minutes from the world-renowned Walt Disney World. Nestled in a quiet and desirable neighborhood with no HOA, this home offers the perfect balance of comfort, freedom, and convenience. Step outside to your private, fully fenced backyard featuring a lush passion fruit tree, creating a serene space to relax, entertain, or enjoy your own slice of Florida living. Inside, you will find thoughtful updates including a renovated bathroom, a newer water heater installed in 2022, and a roof replaced in 2018, providing both style and peace of mind. Whether you are looking for a primary residence, vacation home, or investment opportunity, this inviting property checks all the boxes with easy access to shopping, dining, and Central Florida attractions. Schedule your private showing today and experience the warmth and charm of this special home.

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

Listing Agent: Jasmin Calle (407-801-1205)

Remarks: This single-family home in Kissimmee features 2 bedrooms and 2 bathrooms across 1100 square feet, with an additional room and bathroom providing versatile space ideal for multi-room rental or extended living. Currently operating as a successful rental, the property generates consistent income. Inside, laminate and tile flooring flow throughout the home, while the kitchen offers ample counter and cabinet space with a convenient breakfast bar—perfect for meal prep or casual dining. The covered porch provides a comfortable spot to relax, entertain, or enjoy the outdoors. Located just minutes from major roads and transportation, this home offers easy access to Downtown Orlando, Walt Disney World, Orlando International Airport, and a variety of shopping and dining options. Its combination of flexible living space and prime location makes it a standout choice for both investors and homeowners alike. Mortgage savings may be available for buyers of this listing.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: Pablo Cintron, Jr Pa (407-232-1819)

Remarks: Positioned along the storied shoreline of Lakeshore Boulevard, this rare income-producing property and location captures the timeless character of Historic Downtown Kissimmee with an address that places lifestyle, recreation, and long-term upside in one compelling package. Comprising six separate income producing apartments, 4 furnished and 2 unfurnished, with a total of 9 bedrooms and 6.5 baths. Property presents a remarkable opportunity for investors seeking immediate rental income or the possibility of a boutique hotel location in one of Central Florida’s steadily evolving waterfront corridors. Originally constructed in 1930, the building carries an architectural presence rarely replicated today blending vintage charm, and an unmistakable sense of place with views and walkability that continue to drive tenant demand. Situated directly across from Kissimmee Lakefront Park, residents enjoy effortless access to the marina, waterfront trails, fishing pier, playgrounds, amphitheater events, dining, cafés, and downtown entertainment all without relying on a car. The building spans over 4,100 square feet on an oversized corner-style lot and features private parking, scenic water and park views, and a setting surrounded by mature trees and historic homes that give the neighborhood its distinctive identity. The property’s layout creates unlimited opportunities. Downtown Kissimmee continues attracting attention for its lakefront revitalization, expanding SunRail connectivity and tourism corridor. Assets with authentic architectural appeal and irreplaceable positioning near the waterfront are becoming increasingly difficult to secure particularly those offering multi-unit versatility near the city’s cultural core. For the discerning investor, this is legacy-style holding in one of Kissimmee's most recognizable districts, where historic ambiance, waterfront surroundings, and enduring rental appeal converge.

Listing is courtesy of: ROMAN'S PRO REALTY LLC (407-610-1970)

Listing Agent: Petie Bilyk (407-361-1415)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. This 4 bedroom, 3 bathroom home offers peaceful water views and nearly 1,900 square feet of comfortable living space with vaulted ceilings and natural light. Updates include a 2018 roof, HVAC replaced in November 2016, water heater 2014, a fenced yard 2020 and air ducts cleaned May 2026. With easy cosmetics, you can customize this as your own! Step outside and enjoy relaxing waterfront sunsets from your backyard while still being conveniently located near Orlando International Airport, Lake Nona, Disney attractions, shopping, dining, parks, schools, and major highways including the Turnpike and 417. With low HOA fees and a desirable Kissimmee location, this home offers a great combination of comfort, convenience, and Florida living.

Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)

Listing Agent: Lily Chandler (407-552-6087)

Remarks: One or more photo(s) has been virtually staged. ***Live Where Innovation Meets Inspiration — Welcome to NeoCity*** Your new home address is 1617 Mohegan Blvd in Kissimmee, FL, 34744. This townhome is in the gated community of Heritage Run and part of the larger Neo City area. You will be in a Community Building the Future. This well-maintained, 3-bedroom, 2.5-bath townhome is designed with an efficient and logical flow, emphasizing maximizing space, natural light, 9-foot ceilings, kitchen island, soundproofing techniques and functional transitions between rooms to create a comfortable and practical living environment along with community perks in a gated locale. A layout that effectively uses vertical space through features like integrated shelving, tall cabinets, and multi-level storage solutions to store more in less horizontal space. With spacious living areas, a two-car garage, and close proximity to Kissimmee amenities, it’s a strong fit for families, investors, or those seeking a comfortable lock-and-leave lifestyle. Conveniently located between Kissimmee and Boggy Creek Road, Heritage Run offers the ideal blend of location, style, and value. This gated townhome community is just a short walk from Osceola Heritage Park and only minutes from the Florida Turnpike, shopping centers like The Loop and Crosslands, downtown Kissimmee, and Orlando International Airport—putting everything you need right at your fingertips. First Floor: Spacious open layout featuring tiled living areas and eat-in well-appointed kitchen. A convenient half-bath rounds out the ground floor. Second Floor: Three bedrooms, including a master with ensuite privileges, plus two additional rooms and a shared JACK AND JILL bath. Bedrooms have carpeted floors. Additional Features: Inside laundry hook-up, split-bedroom design, walk-in closet(s), energy- efficient thermal windows, two-car garage, covered entry, and screened back patio paired with an extended paver patio creating a generous outdoor space perfect for relaxing or entertaining. Whether you're a first-time buyer, investor, or looking for a low-maintenance lifestyle in a prime Central Florida location, Heritage Run is the perfect place to call home. ****Tomorrow’s Community. Today’s Opportunity.**** Invest Where the Future Is Being Built — NeoCity, Kissimmee.

Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)

Listing Agent: Claudia Villarroel (407-952-4779)

Remarks: Beautiful and spacious 4 bedroom, 2 bathroom home located in a highly desirable area, just minutes from shopping, dining, and everyday conveniences. This well-maintained property features a brand-new roof 2025 and has been freshly painted inside and out, making it truly move-in ready. Enjoy peaceful lake views from the backyard, perfect for relaxing or entertaining. The home offers a generous and functional layout ideal for comfortable living, along with a two car garage. Highly motivated seller! Competitively priced and ready to negotiate an excellent opportunity for both homeowners and investors, thanks to its prime location in a high-demand rental area. Schedule your showing today this one won’t last!

Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)

Listing Agent: Mercedes Corrente Bencomo (407-613-0006)

Remarks: Discover comfort, convenience, and Florida living at its best in this beautifully maintained 3-bedroom, 2-bath home located in the desirable Lakeside community of Kissimmee. Featuring a private in-ground screened pool, this home is perfect for relaxing weekends, entertaining guests, or enjoying the Florida sunshine year-round. One of the biggest highlights of this property is its unbeatable location. Conveniently situated approximately 15–20 minutes from Orlando International Airport (MCO), about 10–15 minutes from the highly sought-after Lake Nona Medical City area, and roughly 30 minutes from Central Florida’s world-famous theme parks including Walt Disney World Resort, this home places you right in the center of it all. Enjoy easy access to major highways including the Florida Turnpike, SR-417, and Osceola Parkway, making commuting throughout Central Florida incredibly convenient. You’ll also love being close to an abundance of shopping, restaurants, entertainment, and everyday conveniences, including The Loop shopping district, supermarkets, fitness centers, and local dining options. With low HOA fees and low property taxes, this property offers exceptional value whether you’re searching for a primary residence, vacation home, or investment opportunity. Don’t miss the opportunity to own a home in one of Kissimmee’s most conveniently located communities!

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

Listing Agent: Olga De Jesus (201-878-5386)