Kissimmee FL Real Estate & Homes for Sale

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Beds:
4
Baths:
2.00
Sq.Ft.:
1,965
Status:
NEW LISTING
MLS#:
S5147865
Type:
Single Family
Subdivision:
Pennyroyal
Lot size:
0.14 Acres
Year built:
2023
A broker reciprocity listing Courtesy: LPT REALTY, LLC 877-366-2213
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ADDITIONAL INFORMATION

Beautiful lakefront property located in one of Kissimmee’s fastest-growing areas, just minutes from the NeoCity technology district. This well-maintained home features a modern open-concept layout, spacious living areas, and a gourmet kitchen, with large windows providing abundant natural light and serene lake views. Property is currently tenant-occupied and generating income, making it an excellent opportunity for investors seeking immediate cash flow. Enjoy additional savings with NO CDD fees, a low HOA, and a motivated seller willing to pay the buyer’s first full year of HOA dues. Conveniently located near Florida’s Turnpike, top-rated schools, shopping, dining, and major attractions. A perfect combination of location, value, and investment potential.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,512
Status:
NEW LISTING
MLS#:
O6398322
Type:
Townhouse
Subdivision:
Heritage Key Villas
Lot size:
0.02 Acres
Year built:
2007
A broker reciprocity listing Courtesy: RANDOLPH & CO. 407-454-0214
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ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
2.00
Sq.Ft.:
957
Status:
NEW LISTING
MLS#:
O6398060
Type:
Single Family
Subdivision:
Cypress Arbor
Lot size:
0.14 Acres
Year built:
1986
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY AT THE LAKES 407-566-1800
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ADDITIONAL INFORMATION

Welcome to this stunning home nestled in a quiet, family-friendly neighborhood in the heart of Kissimmee. A peaceful retreat that offers the perfect balance of comfort and convenience, this home is just minutes away from downtown, putting you close to restaurants, shopping, and entertainment options. Picture yourself enjoying your morning coffee while watching the squirrels play in your backyard, or strolling to local eateries, all within a 5-minute drive. This inviting home fosters a warm sense of community, where neighbors look out for one another. Whether you’re relaxing at home or enjoying the neighborhood, you’ll appreciate the peaceful and welcoming environment. The location offers easy access to major roads like the Turnpike and Highway 417, making commuting or enjoying local attractions effortless. The neighborhood itself is tranquil and safe, offering a quiet respite from the hustle and bustle of the city, yet still offering the convenience of nearby amenities. Plus, with the sheriff department just a short distance away, you can feel at ease knowing you’re in a secure area with quick response times. This home truly embodies a lifestyle of comfort, connection, and convenience. Whether you’re looking for a peaceful place to call home or want to be near all the conveniences of Kissimmee, this property checks every box. Schedule a showing today and see for yourself what makes this home so special.

Open House:

Saturday, 4/18

More Open House Info >

Beds:
4
Baths:
3.00
Sq.Ft.:
2,399
Status:
NEW LISTING
MLS#:
S5147810
Type:
Single Family
Subdivision:
Turnberry Resv U2
Lot size:
0.21 Acres
Year built:
2007
A broker reciprocity listing Courtesy: OLYMPUS EXECUTIVE REALTY INC 407-469-0090
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ADDITIONAL INFORMATION

Welcome to this beautifully maintained 4-bedroom, 2.5-bath home nestled in the desirable community of Turnberry Reserve, just minutes from the vibrant Lake Nona area. Conveniently located across from the Austin-Tindall Sports Complex and only a short drive to Highway 417 and Lake Nona Medical City, this home perfectly blends comfort and accessibility. One of the standout features is the spacious first-floor primary suite, offering privacy and convenience—ideal for both everyday living and long-term comfort. Step outside to your own private retreat, where a tranquil pond view sets the backdrop for relaxation. The fully fenced backyard features a screened-in porch and an extended paver patio, creating an inviting space for entertaining or simply enjoying quiet evenings outdoors. The addition of a charming double sunset swing makes it the perfect spot to unwind. Inside, the home continues to impress with thoughtful upgrades and modern touches. The kitchen is equipped with stainless steel appliances, while the laundry room includes a convenient utility sink. Major improvements include a second HVAC unit dedicated to the second floor, all windows replaced in 2021, and a roof installed in 2019. In 2023, the home was refreshed with new carpet and updated LED lighting throughout, enhancing both comfort and efficiency. This home truly offers a combination of location, upgrades, and lifestyle—an opportunity you won’t want to miss. Schedule your showing today and come see it for yourself!

Beds:
5
Baths:
3.00
Sq.Ft.:
2,447
Status:
NEW LISTING
MLS#:
O6398932
Type:
Single Family
Subdivision:
Kindred Ph 3b 3c & 3d
Lot size:
0.11 Acres
Year built:
2025
A broker reciprocity listing Courtesy: DR HORTON REALTY OF CENTRAL FLORIDA LLC 407-250-7299
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ADDITIONAL INFORMATION

Under Construction. Kindred presents the Robie. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor which includes a well-appointed kitchen with sleek stainless steel appliances overlooking the living and dining area. Just off the living room you will find the singular downstairs bedroom and full bathroom. As you move upstairs you are greeted with a nice sized living/foyer space to utilize for work or play. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. Three additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well as extra storage closets. Like all homes in Kindred, the Robie includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Beds:
5
Baths:
3.00
Sq.Ft.:
2,674
Status:
NEW LISTING
MLS#:
O6398896
Type:
Single Family
Subdivision:
Kindred Ph 1c
Lot size:
0.14 Acres
Year built:
2017
A broker reciprocity listing Courtesy: KM TRUST REALTY INC 866-468-8063
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ADDITIONAL INFORMATION

Beautiful 5-bedroom home for sale featuring a convenient first-floor bedroom and a garage with a dedicated office space. Enjoy a large patio perfect for outdoor living and entertaining. No HOA approval required for a smooth and easy purchase. The spacious primary suite includes custom built-in dog beds for your furry companions. Located in a welcoming community with scenic walkways, playgrounds, a dog park, and more this home offers comfort, flexibility, and lifestyle all in one.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,802
Status:
NEW LISTING
MLS#:
S5147463
Type:
Single Family
Subdivision:
Tohoqua Ph 3
Lot size:
0.09 Acres
Year built:
2023
A broker reciprocity listing Courtesy: SUNSTAR REALTY FL INC 407-350-8266
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ADDITIONAL INFORMATION

Short Sale. Welcome to this beautifully upgraded home in the highly sought-after Tohoqua community in Kissimmee—where comfort, convenience, and opportunity come together. This newer construction home, just over a year old, features a thoughtfully designed layout with modern finishes throughout. Enjoy the convenience of front street parking along with a rear-entry two-car garage and brick-paved driveway, offering both charm and functionality. Step inside to a bright, open living space with stylish light fixtures in the living and dining areas, complemented by LED kitchen lighting and sleek stainless steel appliances. The first floor includes a washer and dryer, along with modern blinds already installed—making this home truly move-in ready. Unwind in your private screened-in back porch, complete with turf flooring and ambient lighting—perfect for relaxing or entertaining. The fully fenced backyard provides added privacy and flexibility for everyday living. Conveniently located just minutes from Walt Disney World, Downtown Kissimmee, and St. Cloud, you’ll enjoy quick access to major highways and toll roads, making commuting to Orlando, the airport, and surrounding areas seamless. Nearby shopping plazas, restaurants, hospitals, and everyday conveniences are all just a short drive away. Residents of Tohoqua enjoy a low HOA and access to resort-style amenities including a pool, fitness center, sports courts, playground, and more. This property is a short sale opportunity, offering buyers a chance to secure an upgraded, well-maintained home at exceptional value. Whether you’re looking for a primary residence or a smart investment, this home checks all the boxes. Schedule your private showing today and take advantage of this opportunity before it’s gone.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,147
Status:
NEW LISTING
MLS#:
R4911041
Type:
Single Family
Subdivision:
East Lake Shores
Lot size:
0.62 Acres
Year built:
1997
A broker reciprocity listing Courtesy: WILLIAM B NICHOLSON REALTY 321-284-6789
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ADDITIONAL INFORMATION

4 bed 2 bath pool home READY FOR SUMMER. Brand NEW ROOF February 2026. 36x30 metal carport LOTS of shade. Pool and inground spa Renovated March 2026. NO HOA!! Travertine flooring throughout home. Home has bonus room / office / optional 5th bedroom with custom built-in desk and storage. Oversized Garage. Solid wood cabinets with SOFT CLOSE drawers throughout kitchen / Bathrooms / laundry room. Huge yard with covered boat / RV / ATV storage. From the driveway you can Golfcart / E-bike / Walk to Downtown Saint Cloud Lakefront area that is full of ACTIVITIES / RESTURANTS / PICKLEBALL. 30 minutes to Theme parks and Attractions. Under an hour to BEACHES. There is a Bike / walk path located directly Infront of the property that connects directly to MILES of paved pathway including the Saint Cloud lakefront path. The front of the home has East Lake Toho views. Public Boat ramp / marina less than 2 miles away.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,846
Status:
NEW LISTING
MLS#:
O6398483
Type:
Single Family
Subdivision:
Kindred Ph 2c & 2d
Lot size:
0.14 Acres
Year built:
2023
A broker reciprocity listing Courtesy: SOGO REAL ESTATE SERVICES LLC 407-730-3100
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ADDITIONAL INFORMATION

Welcome to this beautifully maintained newer-construction home in the highly desirable Kindred community. Built in 2023, this property offers modern design, functional open-concept layout perfect for both everyday living and entertaining. Freshly painted and featuring brand new carpet, this home is truly move-in ready. Step inside to a bright and inviting interior with a contemporary kitchen showcasing sleek cabinetry, stainless steel appliances and a spacious island overlooking the living and dining areas. Residents of Kindred enjoy resort-style amenities, including a community pool, fitness center, parks, playgrounds and scenic walking trails. Don't miss this exceptional opportunity to own a like-new home!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,571
Status:
NEW LISTING
MLS#:
O6396384
Type:
Single Family
Subdivision:
Sweetwood Estates
Lot size:
0.33 Acres
Year built:
1977
A broker reciprocity listing Courtesy: PROPERTIES IN TOWN 321-209-5191
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ADDITIONAL INFORMATION

Welcome to your slice of Florida paradise, with NO HOA! This upgraded home features a new roof, AC, and water heater (2025), along with a modern kitchen showcasing granite countertops, granite backsplash, stainless steel appliances, and tile flooring throughout. Set on a large conservation lot with a serene creek, the property includes a large 2-car garage, screened patio, fire pit, creekside grill, and plenty of shaded garden space for your plants. The oversized yard offers exceptional flexibility — perfect for pets, an RV, or even adding an ADU — and with no HOA, you have the freedom to make it your own. Located just minutes from the Turnpike, major highways, shopping, grocery stores, and restaurants, this move-in-ready home delivers the ideal blend of privacy, convenience, homestead lifestyle, and modern comfort. Schedule a tour today!

Beds:
5
Baths:
4.00
Sq.Ft.:
2,930
Status:
NEW LISTING
MLS#:
S5147642
Type:
Single Family
Subdivision:
Remington Ph 1 Tr E
Lot size:
0.18 Acres
Year built:
1996
A broker reciprocity listing Courtesy: SIGNATURE INTERNATIONAL REAL E 561-404-7263
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ADDITIONAL INFORMATION

Nestled within the beautifully maintained, gated community of Remington Golf Course, this exceptional two-story pool home offers the perfect blend of elegance, comfort, and true Florida luxury living. Featuring 5 spacious bedrooms, 4 full bathrooms, and breathtaking golf course views, this residence stands out as a rare opportunity. From the moment you arrive, the lush landscaping, manicured lawn, and charming front porch create a warm and inviting first impression. Step inside to a bright, open-concept layout filled with natural light, where the living room, dining area, and kitchen flow seamlessly, perfect for both everyday living and entertaining. The chef-inspired kitchen is designed to impress, featuring stainless steel appliances, including a new gas stove—a rare and highly desirable feature in Florida—pristine countertops, a breakfast bar, and abundant cabinetry, perfect for cooking and gathering with family and friends. The primary suite, located on the main floor, offers a private retreat with direct pool access. The en-suite bathroom features dual vanities, a soaking tub, walk-in shower, and a spacious walk-in closet. An additional main-level room provides flexibility as a guest suite, home office, or playroom, with a full bathroom nearby for added convenience. Upstairs, you’ll find a spacious loft, perfect for gatherings or relaxation, along with three additional bedrooms and two full bathrooms, offering plenty of space and privacy for family or guests. Step outside through sliding glass doors to your screened lanai and sparkling private pool with spa, all overlooking the serene Remington Golf Course. Whether entertaining or unwinding, this outdoor space is your personal oasis. Additional highlights include a newer roof (2019), direct golf course access, and a prime location near top-rated schools, shopping, dining, and major roadways. Don’t miss the opportunity to own this stunning golf course home in the heart of Kissimmee, schedule your private showing today.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,513
Status:
NEW LISTING
MLS#:
O6397750
Type:
Single Family
Subdivision:
Remington Prcl M1
Lot size:
0.14 Acres
Year built:
2005
A broker reciprocity listing Courtesy: NEXTHOME SUNSHINE REALTY 321-900-2389
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ADDITIONAL INFORMATION

***BRAND NEW ROOF INSTALLED JULY 2025 !!!! PRICED TO SELL!! Spectacular water view!!!!Located in the sought after Windsor Park neighborhood of Remington, a gated golf community. Beautiful 4 bed/3.5 bath, sparking pool home with a beautiful pond view. The two-story design features large open kitchen, living room, dining room, family room, a master suite on the ground floor and a further three bedrooms on the first floor. Enjoy the gorgeous Florida weather with a screened pool and serene views. Perfect turn-key property. This property is ideal for a Primary residence and also Zoned for short term renting, if you're looking for a vacation/second home with income. This home comes fully furnished. Lawn care is included with HOA dues. CDD is included and paid through the property tax payment. Remington offer many amenities including lap pool, kiddie pool, playground, clubhouse, fitness center, recreation room, tennis, basketball, beach volleyball, baseball, soccer and walking trails. This wonderful property is perfectly situated and readily available to be your escape from the everyday! The community is conveniently located close to shopping and restaurants.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,601
Status:
NEW LISTING
MLS#:
O6398072
Type:
Single Family
Subdivision:
North Point Ph 1a
Lot size:
0.22 Acres
Year built:
2011
A broker reciprocity listing Courtesy: KELLER WILLIAMS ADVANTAGE III 407-207-0825
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Welcome to 4405 Biscayne Breeze Way in the desirable North Pointe community of Kissimmee, a beautifully maintained two-story home offering the perfect blend of space, privacy, and scenic living. This 4-bedroom, 2.5-bathroom residence with a 2-car garage sits on an oversized homesite and showcases tranquil water views, creating a peaceful backyard retreat. With over 2,600 square feet of living space, the home offers a functional layout ideal for both everyday living and entertaining. Roof replaced in 2023, Upgraded flooring throughout, Water Heater replaced in 2022, AC replaced in 2023. Step inside to find spacious living and dining areas filled with natural light, along with a well-appointed kitchen that flows seamlessly into the main living space, perfect for gatherings. Upstairs, you’ll find generously sized bedrooms, including a comfortable primary suite with ample closet space and a private bath. Outdoors is where this property truly shines. Enjoy your large, private backyard overlooking the water, complete with mature fruit trees, perfect for relaxing evenings, entertaining guests, or enjoying Florida living year-round. Located within the gated North Pointe community, residents enjoy amenities including a community pool, playground, and access to nearby parks, all with a low HOA. The neighborhood sits along the shores of East Lake Tohopekaliga and is adjacent to Austin Tindall Sports Complex, offering recreation and outdoor activities just minutes away. Conveniently positioned near major roadways like SR-417 and Boggy Creek Rd, this home provides easy access to Lake Nona, Medical City, Orlando International Airport, and downtown Orlando. Shopping, dining, and everyday conveniences are all within a short drive. Families will appreciate access to Osceola County schools, along with nearby charter and specialty school options in the area. This is a rare opportunity to own a spacious home on a premium water-view lot in one of Kissimmee’s most sought-after gated communities, schedule your private showing today.

Beds:
5
Baths:
5.00
Sq.Ft.:
3,199
Status:
NEW LISTING
MLS#:
O6398097
Type:
Single Family
Subdivision:
Tohoqua Ph 1
Lot size:
0.25 Acres
Year built:
2019
A broker reciprocity listing Courtesy: EXP REALTY LLC 407-392-1800
View additional info

ADDITIONAL INFORMATION

Welcome home to one of the most desirable properties in Tohoqua! Perfectly positioned on a premium corner lot overlooking the pond, this beautifully maintained residence offers privacy, space, and stunning views with no rear neighbors and an oversized, fully fenced backyard that’s hard to find in the community. Built in 2019 and truly move-in ready, this home stands out with thoughtful upgrades and modern finishes throughout. Enjoy incredibly low electric bills thanks to FULLY PAID-OFF SOLAR PANELS, with the current owner averaging $50 or LESS every month. One of the most unique features of this home is the attached 1-bedroom, 1-bathroom in-law suite, tucked away in its own private wing. Complete with a living area and wet bar, it’s the perfect setup for multigenerational living, guests, or even a private retreat for yourself. Inside, you’ll find a spacious and functional layout with 5 bedrooms and 4.5 bathrooms, including an upstairs loft and a dedicated office on the main floor. The entire second level has been upgraded with brand new luxury vinyl flooring, no more carpet, along with fresh interior paint for a clean feel. The kitchen is both stylish and practical, featuring contemporary finishes and ample space for cooking and entertaining. Located in one of Kissimmee’s most sought-after master-planned communities, Tohoqua offers top-tier amenities and is zoned for highly rated, newer schools. This is the kind of home that checks every box: space, upgrades, location, and versatility. Schedule your showing today!

Beds:
5
Baths:
3.00
Sq.Ft.:
2,601
Status:
NEW LISTING
MLS#:
S5147592
Type:
Single Family
Subdivision:
Kindred Ph 1
Lot size:
0.15 Acres
Year built:
2022
A broker reciprocity listing Courtesy: AROD PARTNERS REALTY 407-627-7621
View additional info

ADDITIONAL INFORMATION

Welcome to this stunning home located in the highly sought-after master-planned community of Kindred in Kissimmee. This beautifully designed residence offers the perfect blend of modern comfort and elegant living, featuring open-concept spaces filled with natural light, a spacious kitchen ideal for entertaining, and a serene backyard perfect for relaxing or hosting family gatherings. Residents enjoy resort-style amenities including a sparkling pool, fitness center, parks, and scenic walking trails. Ideally located just minutes from Lake Nona, Medical City, major highways, shopping, and dining. Zoned for Cross Prairie K-8 and Gateway High School, this home is perfect for families seeking lifestyle, convenience, and long-term value. Don’t miss the opportunity to make this exceptional property your new home.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,766
Status:
NEW LISTING
MLS#:
S5147435
Type:
Single Family
Subdivision:
Remington Prcl H Ph 2
Lot size:
0.13 Acres
Year built:
2002
A broker reciprocity listing Courtesy: EXP REALTY LLC 407-846-0940
View additional info

ADDITIONAL INFORMATION

MUST-SEE Remington Tech Home CHARMER. Step into the future of living at 107 Thornbury Ln in Kissimmee—where modern comfort meets smart, tech-driven convenience. This beautifully updated home is designed for today’s connected lifestyle, featuring integrated smart home capabilities that let you control lighting, climate, and security right from your voice or phone. Inside, you’ll find an open-concept layout with soaring high ceilings, clean lines, upgraded finishes, and abundant natural light that creates a bright, inviting atmosphere. The kitchen is a standout, equipped with best-in-class sleek appliances, ample granite counter space, 42-inch cabinets and a seamless flow into the living and dining areas—perfect for entertaining or everyday living. The home’s tech-forward features enhance both efficiency and peace of mind. This home is equipped with a Tesla plug-in wall charger, voice-activated lighting, ADT security, a Yale smart lock and more! It offers high-end, energy-saving systems and modern security options. Spacious bedrooms and a well-appointed primary suite offer a relaxing retreat, while the outdoor space provides room to unwind, entertain or customize to your lifestyle. Located in a desirable Kissimmee golf course community, this property combines innovation, style, and convenience—just minutes from shopping, dining, and major attractions. Whether you’re working from home, entertaining guests, or simply enjoying a smarter way to live, this home delivers.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,142
Status:
NEW LISTING
MLS#:
O6397893
Type:
Single Family
Subdivision:
Kindred
Lot size:
0.17 Acres
Year built:
2023
A broker reciprocity listing Courtesy: EXP REALTY LLC 888-883-8509
View additional info

ADDITIONAL INFORMATION

This beautifully upgraded Robinson floorplan, built in 2023, blends modern design with everyday comfort and functionality. Offering 4 bedrooms, 3 full bathrooms, and a spacious 3-car garage, this move-in ready home is thoughtfully enhanced with high-end features inside and out. From the moment you step into the foyer, you’re welcomed by elegant wainscoting molding that sets the tone for the stylish finishes throughout. The open-concept layout creates a seamless flow between the living, dining, and kitchen areas—perfect for both relaxing and entertaining. The well-appointed kitchen overlooks the main living space and outdoor lanai, making it ideal for gatherings. It offers ample cabinetry, generous counter space, and a functional layout that keeps everything within reach while staying connected to the heart of the home. The private primary suite is tucked away at the rear of the home for added privacy. The en-suite bathroom features a garden tub, separate shower, and dual vanities, along with a custom built-in closet system designed for optimal organization and storage. Step outside to your own private retreat. The fully privacy-fenced backyard, screened-in lanai, and hot tub create the perfect setting to unwind or host guests year-round. Additional exterior upgrades include installed gutters and Govee permanent outdoor lighting, enhancing both curb appeal and functionality. The home is also equipped with a water softener system and kitchen water filtration system, providing improved water quality throughout. The 3-car garage offers exceptional versatility with extensive wall-mounted and overhead storage, allowing for maximum organization and efficient use of space. Ideally located just 0.7 miles from the new Cross Prairie K-8 school, this home offers added convenience in a growing and desirable area. With modern construction, thoughtful upgrades, and exceptional indoor-outdoor living, this home truly stands out as a turnkey opportunity you won’t want to miss.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,070
Status:
NEW LISTING
MLS#:
O6397176
Type:
Single Family
Subdivision:
Seasons At Big Sky Ph 1
Lot size:
0.14 Acres
Year built:
2025
A broker reciprocity listing Courtesy: KELLER WILLIAMS ADVANTAGE III 407-207-0825
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ADDITIONAL INFORMATION

Short Sale. Welcome to Seasons at Big Sky, where modern living meets everyday convenience in one of Kissimmee’s fastest-growing corridors. This beautifully maintained residence at 1491 August Gray Dr offers a fresh, open feel with thoughtfully designed spaces that cater to both comfort and functionality. From the moment you arrive, the clean lines, inviting entry, and well-kept surroundings set the tone for what’s inside. Step into a light-filled interior where the layout flows effortlessly, creating the perfect setting for both relaxed living and entertaining. The living areas feel connected yet defined, giving you flexibility for gatherings, work-from-home needs, or simply unwinding at the end of the day. Positioned for convenience, this home places you just minutes from Lake Nona, Medical City, and the Orlando International Airport, with easy access to major roadways including Florida’s Turnpike and US-192. Daily essentials, dining, and shopping are all within reach, while continued development in the surrounding area is bringing exciting new retail, dining, and lifestyle destinations to the community. Outdoor enthusiasts will appreciate nearby parks, green spaces, and recreational options, offering plenty of ways to enjoy the Florida sunshine year-round. As growth continues throughout Kissimmee and the surrounding areas, this location stands out for its accessibility and long-term appeal. Whether you're looking for your next home or a smart investment in a thriving area, this property offers the perfect balance of style, location, and future potential.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,600
Status:
NEW LISTING
MLS#:
S5147475
Type:
Townhouse
Subdivision:
Tohoqua Ph 6
Lot size:
0.07 Acres
Year built:
2023
A broker reciprocity listing Courtesy: CENTURY 21 NEXT LEVEL REALTY 407-969-0016
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ADDITIONAL INFORMATION

Welcome to this beautiful 3-bedroom, 2.5-bath townhome located in the highly sought-after Tohoqua community in Kissimmee. Offering approximately 1,600 square feet of living space, this well-maintained home features a modern and functional layout perfect for comfortable living and entertaining. Enjoy your private courtyard, ideal for BBQs, gatherings, and relaxing evenings. The property also features a two-car rear garage with attic storage, providing added convenience and extra space. The HOA provides exceptional value by covering exterior maintenance, roof, exterior paint, and lawn care, allowing for low-maintenance living. Tohoqua is known for its resort-style amenities, including a community pool, fitness center, playgrounds, scenic walking trails, and expansive green spaces. Residents also benefit from access to in-community schools, adding extra convenience for families. Ideally located just approximately 20–25 minutes from Orlando International Airport (MCO), and close to Lake Nona, Medical City, major highways (417 & Florida Turnpike), as well as shopping, dining, and entertainment, this property offers the perfect balance of tranquility and accessibility. Seller is willing to contribute toward buyer’s closing costs. Don’t miss the opportunity to own in one of Kissimmee’s fastest-growing communities—schedule your private showing today.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,614
Status:
Active
MLS#:
O6397006
Type:
Single Family
Subdivision:
Kindred Ph 3b 3c & 3d
Lot size:
0.12 Acres
Year built:
2025
A broker reciprocity listing Courtesy: DR HORTON REALTY OF CENTRAL FLORIDA LLC 407-250-7299
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ADDITIONAL INFORMATION

Under Construction. Explore the Jemison floorplan, offering a 3-bedroom, 2-bathroom layout with 1,614 sq ft. The home features an open kitchen, spacious great room, and covered lanai. The kitchen includes an island, walk-in pantry, and stainless-steel appliances. Bedroom one has an ensuite bathroom and walk-in closet. A second bedroom and bath are located at the front of the home. Just off the kitchen the versatile third bedroom, perfect to meet your needs. This all concrete block construction home also includes smart home technology for control via smart devices. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Beds:
3
Baths:
2.00
Sq.Ft.:
1,607
Status:
Active
MLS#:
S5146976
Type:
Single Family
Subdivision:
North Shore Vlg Ph 2
Lot size:
0.17 Acres
Year built:
2012
A broker reciprocity listing Courtesy: RESIDENTIAL MATCHMAKERS LLC 407-286-1698
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ADDITIONAL INFORMATION

Welcome home to this beautifully maintained 1-story home featuring 3 bedrooms, 2 bathrooms, and approximately 1,600 square feet in a gated community. With strong curb appeal and thoughtful upgrades throughout, this home offers an open floor plan connecting the kitchen, dining, and family room—perfect for everyday living and entertaining. An oversized 3-panel sliding glass door opens to a screened patio with upgraded flooring, bringing the outdoors in. The kitchen features quartz countertops, updated stainless steel appliances, stone backsplash, a commercial-grade stainless steel sink, 42-inch cabinets, and a walk-in pantry. Upgraded laminate flooring runs through all bedrooms, with tile throughout the main living areas. The laundry room has been updated and includes a front-loading washer and dryer. Both bathrooms feature quartz countertops and modern finishes. The spacious primary suite offers 2 walk-in closets, a garden tub, and a separate large shower. Outside, enjoy an oversized paver patio, hardscaping, and paver walkway. Conveniently located near 417, the Turnpike, 528, Boxi Park, Lake Nona Medical Center, Orlando International Airport, the VA Hospital, and shopping and dining. Community amenities include a gated entrance, pool, cabana, and play area. Zoned for East Lake Elementary, Narcoossee Middle, and Tohopekaliga High. Schedule your showing today.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,571
Status:
Active
MLS#:
S5147282
Type:
Single Family
Subdivision:
Sweetwood Estates
Lot size:
0.33 Acres
Year built:
1978
A broker reciprocity listing Courtesy: NONA LEGACY POWERED BY LA ROSA 407-270-6841
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ADDITIONAL INFORMATION

Unique 3-Unit Income Opportunity in Kissimmee – No HOA! Situated on a quiet cul-de-sac, this versatile property features three separate living areas, making it an excellent option for homeowners, extended families, or investors. The main residence offers 2 bedrooms and 1 bathroom, along with a functional living area and full kitchen. Additionally, the property includes two separate 1-bedroom, 1-bathroom units, each with its own private entrance and kitchen, providing flexibility and strong rental potential. Currently fully rented, the property produces consistent monthly income, making it ideal for investors or buyers looking to offset their mortgage by living in one unit while renting the others. The layout allows for privacy and independence across all three units. Recent improvements include a roof replaced in 2024 and new A/C systems installed in both 1-bedroom units. The property sits on a spacious lot with room to enjoy outdoor living or future possibilities. Located in Kissimmee with convenient access to shopping, dining, schools, and major roadways, and just 20 minutes from Disney theme parks, this property offers both comfort and strong rental demand. No HOA means greater flexibility and fewer restrictions. Don’t miss this excellent opportunity to own a multi-unit property with immediate income potential.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,380
Status:
Active
MLS#:
B26011867
Type:
Townhouse
Subdivision:
WINDSOR OAKS
Lot size:
0.02 Acres
Year built:
1998
Courtesy: Fine Living Realty of Palm Beaches 561-744-1733
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ADDITIONAL INFORMATION

Beautiful 3-bedroom, 2-bathroom home located in a desirable Kissimmee community! This property features a functional floor plan with spacious living areas, comfortable bedrooms, and plenty of natural light throughout. Perfect for a growing family or as an investment opportunity, this home offers versatility and value. Conveniently located near shopping, dining, schools, and major highways. Don't miss out on this great opportunity!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,685
Status:
Active
MLS#:
S5147242
Type:
Single Family
Subdivision:
Johnston Park Rep
Lot size:
0.19 Acres
Year built:
1960
A broker reciprocity listing Courtesy: ALLEGIANT MANAGEMENT GROUP INC 407-557-3164
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ADDITIONAL INFORMATION

Welcome to this beautifully presented pool home in Kissimmee! This spacious residence showcases the kitchen featuring elegant gold fixtures and sleek stainless steel appliances, including a range, refrigerator, dishwasher, and microwave. Designed for both comfort and entertaining, the home offers a bright living room and a cozy dinette space. Enjoy the clean, modern feel of no carpet throughout, complemented by stylish flooring and ceiling fans in several rooms for added comfort. Both bathrooms have been tastefully updated, enhancing the home’s contemporary appeal. Step outside to a large screened-in patio overlooking a sparkling open-air pool—perfect for relaxing or hosting gatherings. The fully fenced backyard adds an extra layer of privacy, making this home a true retreat.***Home square footage, taxes, lot sizes, and schools; are to be independently verified.***

Beds:
3
Baths:
2.00
Sq.Ft.:
1,914
Status:
Active
MLS#:
S5147254
Type:
Single Family
Subdivision:
D S Estates
Lot size:
2.51 Acres
Year built:
1999
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY AT THE LAKES 407-566-1800
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ADDITIONAL INFORMATION

Welcome home to 2.5 acres of private Florida living! This charming 3-bedroom, 2-bathroom block home in Kissimmee offers the rare combination of expansive acreage and ultimate convenience, all with NO HOA. Located just moments from Osceola Heritage Park and offering quick access to major thoroughfares, this property is perfectly situated for easy commuting and entertainment. The original owners have meticulously maintained and updated the residence, ensuring move-in readiness. Significant recent improvements include a NEW ROOF in 2018, a NEW 4 TON HVAC SYSTEM with a Ditek Surge Protector installed in 2022, an exterior repaint in 2025, and a new septic pump and service in early 2026. Additionally, enjoy the freshly rescreened porch and new vinyl privacy fencing. The home was also built with Pest Tubes in the walls and filled quarterly. Step inside to find vaulted ceilings and three skylights illuminating the open living areas, which feature a formal living room with a bay window and a cozy family room complete with a wood-burning fireplace. The primary suite offers a private retreat with a double pocket sliding glass door leading to the lanai, and a spacious bath featuring a double vanity, walk-in shower, and soaker tub. The home features a mix of laminate in the bedrooms and living/dining areas and tile in the kitchen and baths for ease of maintenance. Enjoy the tranquil Florida outdoors from the screened lanai, complete with new fans and a durable Chattanooga Rock floor, which provides scenic views of trees and wilderness on your 2.5-acre lot. The back of the home features an extended paver patio perfect for outdoor entertaining. Additionally, if a pool is in your future plans, the second guest bath includes a convenient door leading directly to the patio.

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Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of {{last updated}}. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Copyright 2026, My Florida Regional MLS DBA Stellar MLS.

Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2026 BeachesMLS, Inc.




Kissimmee 34744 Real Estate

Kissimmee is located in Florida. Kissimmee, Florida 34744has a population of 77,189. Kissimmee 34744 is less family-centric than the surrounding county with 28.08% of the households containing married families with children. The county average for households married with children is 30.51%.

The median household income in Kissimmee, Florida 34744 is $41,746. The median household income for the surrounding county is $58,513 compared to the national median of $69,021. The median age of people living in Kissimmee 34744 is 35.3 years.

Kissimmee Weather

The average high temperature in July is 91.6 degrees, with an average low temperature in January of 48.5 degrees. The average rainfall is approximately 51.9 inches per year, with 0 inches of snow per year.

Kissimmee Map

Kissimmee Real Estate Market Conditions

  • Median sales price

    $415,140
    29.6%
    change since last quarter
  • # Active listings

    311
    30-day change

Kissimmee Schools and Demographics

Education near Kissimmee, FL

City County
High School Graduates 84.1 86.61
College Degree - 2 year 10.71 10.96
College Degree - 4 year 20.66 24.31
Graduate Degree 4.31 5.79
Expenditures per Student 10,416 10,416
Students per Teacher 20.1 20.1

Elementary Schools near Kissimmee, FL

Grades Students P/T Ratio ZIP
Bellalago Charter Academy PK - 08 1,319 15.2 34746
Boggy Creek Elementary School PK - 05 760 15.8 34743
Central Avenue Elementary School PK - 05 731 15.2 34741
Cypress Elementary School PK - 05 729 13.8 34743
East Lake Elementary School PK - 05 1,013 15.1 34744
Flora Ridge Elementary School PK - 05 923 14.9 34741
Highlands Elementary School PK - 05 989 14.3 34741
Kissimmee Charter Academy KG - 08 779 16.2 34744
Kissimmee Elementary School PK - 05 1,046 15.4 34741
Lakeview Elementary School PK - 05 744 17.3 34769
Michigan Avenue Elementary School PK - 05 664 14.8 34769
Mill Creek Elementary School PK - 05 1,009 16 34744
Neptune Elementary School PK - 05 977 15.8 34769
P. M. Wells Charter Academy KG - 08 867 14 34744
Partin Settlement Elementary School PK - 05 831 15.7 34744
Pleasant Hill Elementary School PK - 05 964 15.8 34741
St. Cloud Elementary School PK - 05 970 14.9 34769
Thacker Avenue Elementary for International Studies PK - 05 955 16.8 34741
Ventura Elementary School PK - 05 960 15 34743
Westside K-8 School PK - 08 1,538 16.2 34747

Middle Schools near Kissimmee, FL

Grades Students P/T Ratio ZIP
DENN John Middle School 06 - 08 1,007 15.5 34744
Discovery Intermediate School 06 - 08 1,152 14.6 34758
Horizon Middle School 06 - 08 1,223 17.5 34746
I Virtual League Academy 06 - 12 18 34758
Kissimmee Middle School 06 - 08 1,252 16.3 34741
Narcoossee Middle School 06 - 08 1,088 17.3 34771
Neptune Middle School 06 - 08 1,302 15.7 34744
Parkway Middle School 06 - 08 934 15.1 34743
St. Cloud Middle School 06 - 08 1,167 16.9 34769

High Schools near Kissimmee, FL

Grades Students P/T Ratio ZIP
Acclaim Academy of Florida Inc 07 - 12 396 16.5 34746
Celebration High School 09 - 12 2,242 19.5 34747
Gateway High School 09 - 12 2,505 20 34744
Harmony High School 09 - 12 1,905 19.2 34771
Liberty High School 09 - 12 2,016 18.5 34746
New Dimensions High School 09 - 12 416 19.8 34759
Osceola High School 09 - 12 2,642 19.6 34741
Poinciana High School 09 - 12 1,582 18.8 34758
St. Cloud High School 09 - 12 2,304 19.9 34769

Ungraded Schools near Kissimmee, FL

Grades Students P/T Ratio ZIP
* Challenger Learning 09 - 12 222 28.3 34744
* Mavericks High School 09 - 12 548 28.8 34744
* Oasis Residential Center 07 - 12 20 10 33848
* Osceola Regional Juvenile Commitment Facility 07 - 12 13 4.3 34744
* Professional & Technical High School 09 - 12 623 21.5 34744
* Technical Education Center Osceola St. Cloud Campus 11 - 12 0 34769
* Technical Education Center Osceola-Poinciana Campus 11 - 12 0 34759
* Zenith 08 - 12 544 19.4 34744
Adult Learning Center Osceola AE - AE 0 34744
Avant Garde Academy 06 - 12 524 18.1 34744
Avant Garde Academy K8 Osceola UG - UG 0 34741
Brighton Lakes Charter School UG - UG 0 34746
Florida Virtual Academy At Osceola County KG - 10 0 32256
Harmony Community School PK - 12 864 16.6 34773
Montessori Charter Academy UG - UG 0 34746
New Beginnings Education Center KG - 12 209 8.7 34741
Osceola County School for the Arts 06 - 12 936 21.3 34744
Osceola Virtual Franchise (Secondary) 06 - 12 4 34769
Osceola Virtual Instruction (Course Offerings) 06 - 12 0 34769
Osceola Virtual Instruction Program KG - 12 98 34769
Renaissance At North Osceola UG - UG 0 33308
Technical Education Center Osceola AE - AE 0 34744

Demographics near Kissimmee, FL 34744

Zip Code City
Neighborhood Type Suburban
Population 77,189 380,331
Population Density 3,706 287
Median Age 35.3 36.3
People per Household 3.4 3.4
Median Household Income 41,746 58,513
Average Income per Capita 20,756 25,491

Real estate near Kissimmee