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

Remarks: Some homes check the boxes. This one checks the ones that matter. A brand-new 2023 roof means the biggest worry is already behind you. A spacious in-law suite with its own private kitchenette means room for everyone — family, guests, or a tenant who helps pay your mortgage every single month. That in-law suite isn't just a bonus room. It's a real, self-contained living space with its own kitchenette, its own entrance, and real rental appeal. In today's market, that kind of built-in income can cover hundreds of dollars off your monthly payment — turning a smart purchase into an even smarter investment. Live comfortably while your tenant helps carry the load. Porcelain tile flows throughout the main home, a corner lot brings light in from two sides, and a quiet street means the only traffic is neighbors walking their dogs. This is the kind of neighborhood where people stay for years — and you'll understand why the moment you arrive. 1320 Mill Creek Pl is move-in ready and built for real life — whether that means multigenerational living, supplemental income, or simply having the flexibility to decide later. Come see it before someone else does.

Listing is courtesy of: GEEK REALTY (407-885-3850)

Listing Agent: Mr.Geek Meah (407-885-3850)

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: RARE 4-BED/2.5-BATH TOWNHOME WITH 2-CAR GARAGE & PREMIUM POOL VIEW! Welcome to Heritage Run, a premier guard-gated community offering resort-style living with an incredibly low HOA of just $158/month covering gated security, a resort pool, and a playground! This expansive 1,935 sq ft contemporary home offers the space of a single-family home with zero exterior maintenance. The bright, open-concept main floor features ceramic tile, a spacious kitchen with sleek granite countertops, and seamless entertaining space. Slide open the glass doors to your private, screened-in lanai to unwind with peaceful views looking right toward the community pool. Upstairs, the massive primary suite features a grand walk-in layout and soaking tub. Three additional large bedrooms offer total flexibility for family, a home office, or media room, right next to the convenient 2nd-floor laundry. Under 10 mins to the exploding NeoCity tech hub, with rapid access to the Turnpike and Osceola Pkwy. Strongest value in 34744!

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

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

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)

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 this beautifully renovated and move-in-ready home in the established Oak Run community of Kissimmee. Thoughtfully updated from top to bottom, this residence offers the perfect blend of modern improvements, functional design, and everyday comfort. Major capital improvements include a brand-new roof installed in June 2026, fresh interior and exterior paint, renovated bathrooms, updated kitchen cabinetry with granite countertops, stainless steel appliances, new lighting, updated plumbing fixtures, modern hardware, and numerous cosmetic enhancements throughout. Inside, you'll appreciate the highly desirable split-bedroom floor plan, providing privacy with the primary suite positioned separately from the secondary bedrooms. The spacious owner's retreat features a walk-in closet and an updated en-suite bathroom designed with contemporary finishes. Natural light fills the living spaces, creating a bright and welcoming atmosphere throughout the home. An interior laundry room adds everyday convenience and functionality. One of the standout features is the oversized screened rear porch, offering an ideal extension of the living space and creating the perfect setting for morning coffee, outdoor dining, entertaining guests, or simply relaxing year-round. Beyond the lanai, the expansive fully fenced backyard is enclosed with white vinyl fencing and provides ample room for pets, play, gardening, or future outdoor enhancements. The spacious two-car garage offers additional storage and functionality, while the mature neighborhood setting provides a sense of established charm often difficult to find in newer communities. Conveniently located near shopping, dining, schools, parks, and everyday conveniences, residents enjoy quick access to Florida's Turnpike, Osceola Parkway, US-192, SR-417, Orlando International Airport, and the rapidly growing Lake Nona corridor. Commuters will also appreciate nearby SunRail access, offering additional transportation options throughout Central Florida. With major updates already completed and pride of ownership evident throughout, this turnkey property offers an exceptional opportunity for homeowners and investors alike. Schedule your private showing today and experience everything this beautifully renovated home has to offer.

Listing is courtesy of: PROPERTIES IN TOWN (321-209-5191)

Listing Agent: Wael Georgey (321-231-9843)

Remarks: Beautiful Maintained 2bedroom 2bathroom townhome ideally located in the very sought after gated community of Amber point. This property is just about 30 minutes from Disney Springs, about 29 minutes from Universal Studios, about 27 minutes from Sea world, about 5 minutes from DMV, about 5 minutes from AdventHealth Partin emergency room, and about 30 minutes from Orlando International Airport. This amazing property offers the perfect combination of comfort, convenient, and investment potential. The community is peaceful, gated, and safe. Bring your family and friends to enjoy this beautiful townhome, community pool, and easy access to major highways, short drive to restaurants, and short commute to major attractions. Come enjoy the beautiful sunshine state and create priceless memories along with your family.

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

Listing Agent: Juan Santiago Lopez (321-278-3588)

Remarks: 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: Under contract-accepting backup offers. PRICE IMPROVEMENT! $322,000! 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: 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: Welcome to your magical home base in the heart of Orlando! This stylish, fully equipped condo hotel is located just minutes from the Disney parks, making it the ideal spot for families, couples, and park-hoppers looking for comfort, convenience, and great value. This condo at Heritage Park In is zoned for short term rentals only. Seller is financing with 1/2 down + 24 x with low APR. Features: Bright, modern studio with a cozy bed. Kitchenette with microwave, mini-fridge, coffee maker, and essentials; Smart TV with streaming apps; Fast Wi-Fi for work or entertainment Amenities: Free parking, outdoor pool and on-site laundry facility. Utilities, internet, cable Tv and maintenance are included with HOA fee.

Listing is courtesy of: ALLIANCE REAL ESTATE GROUP (407-375-8680)

Listing Agent: Marcia Abe (973-342-4491)

Remarks: Fantastic Opportunity in Kissimmee! Welcome to this well-maintained 2-bedroom, 2-bathroom condo offering 933 sq.ft. of functional living space in the desirable gated community of Bella Vista Condominiums. This unit features an efficient layout with comfortable living areas and ample natural light. Residents enjoy access to excellent community amenities, including a swimming pool, fitness center, and recreational areas. Conveniently located near shopping, dining, schools, and major roadways, this property provides easy access to everything Kissimmee has to offer. SCHEDULE YOUR TOUR TODAY!

Listing is courtesy of: PM ELITE REALTY LLC (407-749-3075)

Listing Agent: Douglas Casique (689-251-0612)

Remarks: Attention Investors and Visionaries! Nestled on a quiet, highly desirable cul-de-sac, this 3-bedroom, 2-bathroom home is the ultimate blank canvas. Featuring great bones and a highly functional layout, the interior includes a kitchen with sleek appliances ready for your value-add touches to force instant equity. The attached 2-car garage doubles perfectly as a maker's workshop or project hub. The crown jewel? A fully fenced backyard oasis complete with a private pool—a massive premium for maximizing future ARV, securing top-tier rental income, or hosting ultimate summer gatherings. Bring your blueprints and your toolbelt to unlock this property’s incredible ROI potential!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

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: This charming three-bedroom, two-bath single-family home at 2416 Condado Court in Kissimmee’s quiet Monterey Village neighborhood offers 1,102 square feet of comfortable living space, built in 1995 on a spacious lot. It’s conveniently located near major shopping at The Loop and Osceola Parkway outlets, with quick access to the Florida Turnpike and Highway 417 for an easy drive to Orlando’s attractions and downtown. The area maintains a family-friendly vibe with crime rates lower than many Central Florida spots, making it ideal for professionals and families alike.

Listing is courtesy of: ELEVATE REAL ESTATE BROKERS (954-772-3870)

Listing Agent: Kelly Roth (352-514-5045)

Remarks: This stunning home offers an exceptional blend of modern comfort and convenience. The primary suite (including updated bathroom) is conveniently located on the main floor, providing privacy and ease of access. The well-equipped GOURMET KITCHEN is perfect for cooking and entertaining, and flows seamlessly into the OPEN-CONCEPT living and dining areas. Ample natural light enhances the home's spacious feel. Outside, enjoy a FENCED-IN BACKYARD with a large wrap around SCREENED-IN PATIO, ideal for relaxation or gatherings. Recent upgrades include a NEWER ROOF (2020), HVAC (2022), and UPDATED ELECTRICAL PANEL and WATER HEATER (2023) bring lasting peace of mind. Storage is plentiful with generously sized closets throughout. Located across the street from the community pool, this home is also close to parks and major highways, ensuring easy access to recreation and commuting. Solar panels provide eco-friendly energy efficiency, making this a perfect move-in-ready home.

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

Listing Agent: Mark Vescio (678-895-2631)

Remarks: 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: 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)