Homes for Sale Near Denn John Middle in Kissimmee - 74 homes

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: Discover comfort, convenience, and versatility in this 3-bedroom, 2-bath home, with fresh paint inside and out. Ideally located just minutes from The Loop’s shopping, dining, and entertainment, as well as schools and public transportation. The functional floor plan features updated kitchen, solid-surface countertops, tile and carpet flooring, and a second kitchen that offers excellent potential for multi-generational living, extended family, guests, or a private in-law suite. Enjoy the benefits of solar panels for improved energy efficiency and potential utility savings. Outside, the large fenced backyard provides plenty of room for pets, play, gardening, or entertaining. Unwind on the covered, screened porch, and take advantage of the storage shed for additional storage and organization. Combining a convenient location, flexible living options, and valuable updates, this home is ready for its next owner to move in and make it their own.

Listing is courtesy of: CENTRAL FLORIDA REAL ESTATE PROS (407-873-0651)

Listing Agent: Bethany Rudy (407-873-4231)

Remarks: Under contract-accepting backup offers. 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: Charming 2-bedroom, 1.5-bath condo perfect for a first-time homebuyer, starter home, or investment opportunity. This inviting home features an updated kitchen with granite countertops, bright white cabinetry, and mix stainless steel appliances, offering a clean and functional space that opens to the main living area. The first floor features tile flooring throughout the living and dining areas, while both bedrooms are privately located upstairs with carpet flooring for added comfort. Enjoy relaxing outdoors on the spacious screened-in porch with a private rear view. Additional highlights include a 1-car garage and a location just steps from the community pool and clubhouse, making it easy to enjoy the neighborhood amenities. Great investment potential with rental rates in the area available. Conveniently located near shopping, dining, and major roadways.

Listing is courtesy of: HELLO SUNSHINE REALTY LLC (407-719-8932)

Listing Agent: Marissa Mcclung (407-719-8932)

Remarks: Under contract-accepting backup offers. Nestled on a premier waterfront conservation lot in one of the most desirable sections of Mill Run, this beautiful 3-bedroom, 2-bathroom home offers the ultimate retreat with unparalleled privacy. New Roof 2023, New Electrical Panel 2023. Surrounded by mature trees and lush landscaping, and a private pond next door. The outdoor oasis features a screen-enclosed pool. The interior is move-in ready, with porcelain tile throughout, an L-shaped living/dining area that overlooks the pool, and the kitchen has stainless steel appliances and offers convenience with a two-car garage. Combining a serene, private setting with the convenience of being just minutes from top-rated schools and shopping, this home truly offers the best of both worlds.

Listing is courtesy of: 407 PROPERTIES (407-545-2594)

Listing Agent: Peggy Moore (407-697-1119)

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: Welcome to 107 Dellwood! This Pool home offers 3 bedrooms, 1.5 baths, plus two versatile bonus rooms that can be used as additional bedrooms, a home office, or a gym. The spacious layout provides endless possibilities—ideal for a growing household or an investor looking to rent out individual rooms. The backyard is perfect for entertaining, complete with a pool for those warm summer days. Don’t miss the opportunity to own this flexible and functional property!

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

Listing Agent: Sherley Paul (321-662-4922)

Remarks: Under contract-accepting backup offers. 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: This townhome is located in a gated community with a community pool. The open kitchen connects seamlessly to the spacious living room, complemented by a rear screened porch. Upon entering, you'll find a downstairs bedroom and a powder room. The main floor consists of an open living and dining area and a well-equipped kitchen, followed by two bedrooms and two full bathrooms upstairs. The home also features an enclosed indoor laundry room, and the unit's roof is new. Conveniently located near shopping, US 192, Valencia Community College, and a public water park, this property is close to Denn John High School and Mill Creek Elementary School. Ideal for settling in, this home has low monthly payments. To schedule a showing, please see showings remark. Daytime showings are preferred. The seller is open to negotiations.

Listing is courtesy of: ADVISERS REALTY & MANAGEMENT (407-270-7003)

Listing Agent: Marcos Piccone (407-270-7003)

Remarks: This single-family home in Kissimmee features 3 bedrooms and 3 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: Under contract-accepting backup offers. 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: 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. This 1-bedroom, 1-bathroom condo is in excellent condition and features, perfect for relaxing at home. The open layout and well-kept interiors make it move-in ready and easy to personalize. The kitchen includes appliances in perfect condition. Located in a convenient area of Kissimmee, you’re just minutes from schools, shopping centers, restaurants, hospitals, pharmacies, banks, and local stores. The community is well-organized and professionally managed, keeping common areas maintained and ensuring a smooth living experience. This condo offers the perfect combination of comfort, convenience, and practicality—ideal for anyone looking for a move-in ready home in a great location. An appointment must be scheduled at least 24 hours in advance. There is an administrative fee payable to the association that the new owner must pay ($750). The HOA fee includes sewer, trash, and pest control. THE SELLER IS WILLING TO FINANCE $70,000 FOR THE BUYER AT AN INTEREST RATE OF FIVE FOR A TEN-YEAR MORTGAGE, BUT IT MUST BE THE FIRST MORTGAGE. NOT A SECOND ONE. FIRST MORTGAGE, SAME CONDITION AS A BANK.

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

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

Remarks: Welcome to this beautifully renovated 4-bedroom, 3-bathroom single-family home. The house features a skylight in the living room, perfect for relaxing or entertaining year-round. Situated on an oversized 12,545 sq ft lot, this property offers space, privacy, and endless possibilities—with NO HOA, giving you the freedom to personalize, expand, or invest without restrictions. Ideally located just minutes from Disney, Universal, and SeaWorld, with quick access to the Turnpike, shopping, dining, and only one hour from the beach, this home places you in the heart of Central Florida’s most desirable attractions. Move-in ready and thoughtfully updated, this property is perfect as a primary residence, vacation home, or income-producing investment. Don’t miss this opportunity—schedule your private showing today.

Listing is courtesy of: THE ARROW REALTY TEAM LLC (321-746-2899)

Listing Agent: Bibi Lopez (321-746-2899)

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: Short Sale. Centrally located and move-in ready, this 3 bedroom, 2 bath home features an open floor plan perfect for modern living. You’re just minutes from the beach, Downtown Kissimmee, the Rodeo, shops, and restaurants. Inside, the spacious primary suite includes a walk-in closet; outside, enjoy a fenced backyard with plenty of room for entertaining and relaxation. Additional highlights include a 1-car garage and an oversized driveway for extra parking. Thoughtfully laid out for easy maintenance, cleaning, and organization, this property is a smart fit for first-time homebuyers or anyone seeking low-maintenance living in a convenient location.

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

Listing Agent: Omar Andreasen (407-883-2989)

Remarks: Step into this beautifully maintained 3-bedroom, 2.5-bath townhome, seamlessly blending comfort and convenience in the desirable Amber Pointe community in Kissimmee. This isn’t just a home; it’s a lifestyle upgrade. Why choose this townhome? - **Affordable Living**: Enjoy low HOA fees while accessing fantastic amenities like a sparkling pool and playground—perfect for family fun or relaxation. - **Prime Location**: Minutes from major highways (Florida Turnpike, 417) and Orlando International Airport for hassle-free commuting and travel. - **Top Schools**: Proximity to A-rated schools for a quality education. - **Attractions Nearby**: Only 15 miles from Disney and Central Florida’s best attractions—ideal for weekend adventures. Inside, you'll find an open floor plan with stylish ceramic tile and laminate flooring. The spacious primary suite features a large walk-in closet and an en-suite bath for added luxury. The upstairs laundry area, complete with a washer and dryer, and an attached 2-car garage, offers convenience and security. Recent updates, including a new roof and fresh exterior paint (2022), mean fewer worries for you. Whether you're buying your first home or looking to downsize, this townhome has everything you need. Don’t miss this chance—schedule your private showing today and start enjoying the lifestyle you deserve

Listing is courtesy of: VYLLA HOME (813-947-7996)

Listing Agent: Deon Paul (407-520-8407)

Remarks: 4 bedroom 2 bath home in a gated community. Living/dining room, large kitchen with eating space. 2 car garage. Pond view from the back of the house and conservation view from in part of the front.

Listing is courtesy of: REALTY SERVICES OF AMERICA (407-319-4113)

Listing Agent: Edgar Gonzalez (407-319-4113)

Remarks: New Improved Price!!! This inviting 3-bedroom, 2-bath home is located in the established Mill Run community, property offers a prime central location just minutes from schools, shopping, dining, and major roadways. Home has solar panels which reduces the electric bill significantly. Once inside you will discover a bright and open layout featuring durable tile flooring throughout and a seamless flow between the living and dining areas. The kitchen comes equipped with essential appliances and offers plenty of cabinet space. Home has fenced backyard—perfect for entertaining and cook outs. This property may qualify for Seller Financing (Vendee). Call today for your private showing.

Listing is courtesy of: MIGHTY REALTY INC (407-403-6540)

Listing Agent: Joann Bonilla (317-435-5235)

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)