Location: Kissimmee , 34744
Do Not Show Listings
1330 SWEETWOOD BLVD, KISSIMMEE, FL 34744
$395,0005 Days on yellowkey MLS ID: O6396384
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1571 Built: 1977 Tax: $4,667 (2025)Community: Sweetwood EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,667
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: 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!
Listing is courtesy of: PROPERTIES IN TOWN (321-209-5191)
Listing Agent: Angelo Zoubantis (407-683-1873)
1214 CHEROKEE CT, KISSIMMEE, FL 34744
$289,00011 Days on yellowkey MLS ID: O6390987
1 Days Off yellowkey (back on 4/13/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1600 Built: 1976 Tax: $3,877 (2025)Community: Oak Grove EastSingle Family
Taxes:$3,877
Elementary School: Mill Creek Elem (K 5)
High School: Osceola County School for Arts
Middle School: Denn John Middle
Remarks: 4% Assumable FHA with ROAM! Discover the opportunity at 1214 Cherokee Court in the heart of Kissimmee! Tucked away on a quiet cul-de-sac, this property offers the perfect blend of privacy, flexibility, and location — just minutes from world-famous attractions including Walt Disney World, Universal Orlando Resort, and SeaWorld Orlando. This home is ideal for homeowners and investors alike, featuring NO HOA and NO RENTAL RESTRICTIONS, giving you the freedom to live in it full-time, use it as a vacation home, or maximize income potential with short-term or long-term rentals. Enjoy convenient access to major roadways, shopping, dining, schools, and Orlando International Airport, all while being just a short drive to Central Florida’s top entertainment destinations. Whether you're looking for a primary residence, second home, or income-producing property, this location delivers unmatched versatility and value. Don’t miss your chance to own a property with flexibility, freedom, and a prime location close to everything buyers and guests are looking for!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jamey Briscoe (615-428-8775)
15 ADAMS AVE, KISSIMMEE, FL 34744
$440,000178 Days on yellowkey MLS ID: OM711923
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1682 Built: 1972 Tax: $2,767 (2024)Community: Idora ParkSpa: YesSingle Family
Taxes:$2,767
Tax Year: 2024
Remarks: This beautifully updated home with a newer roof for peace of mind rests on a .76-acre oak-shaded corner lot in a quiet, established neighborhood. Located within easy walking distance to downtown Kissimmee, Neocity, and the SunRail station, it offers both serenity and accessibility. NO HOA here, and you’ll also enjoy effortless access to restaurants, shopping, public boat ramps, and the nearby bass-rich waters of Lake Toho. Inside, large windows fill the space with natural light, complementing a neutral color palette, updated lighting fixtures, and newly installed luxury vinyl plank flooring. The open living area is perfect for entertaining, featuring wide open spaces and a stacked stone fireplace that sets the tone for gatherings. Glass-inset French doors lead to a spacious screened Florida room with an in-ground spa, ideal for relaxing while overlooking the peaceful, tree-lined backyard. The recently updated kitchen is thoughtfully designed with Shaker-style cabinetry, a stainless farmhouse apron sink, recessed LED lighting, solid surface countertops, stainless steel appliances, and a center island that invites casual dining and conversation. The owner’s suite offers a spa-inspired retreat with a marble-topped double vanity and a walk-in shower adorned with custom tilework and pebble-style flooring. Two additional guest rooms and an updated full guest bath provide comfort for visitors or a growing household. A dedicated laundry room with a front-load washer and dryer adds everyday convenience. Bring your toys as the oversized lot easily accommodates boats, RVs, and outdoor gear. A storage shed adds functionality, and mature landscaping enhances the sense of calm and privacy. This home delivers the peaceful feel of country living with all the conveniences of city life, making it a rare and inviting find in the heart of Kissimmee.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Jodenny Ogando (407-454-1551)
4371 SUMMER BREEZE WAY, KISSIMMEE, FL 34744
$899,90067 Days on yellowkey MLS ID: S5143143
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4499 Built: 2017Monthly Fee: $111 Tax: $7,557 (2025)Community: North Point Ph 2B-2CSingle Family
Taxes:$7,557
Elementary School: East Lake Elem
High School: Tohopekaliga High School
Middle School: Narcoossee Middle
Remarks: Luxurious custom-built home located on East Lake Tohopekaliga in the exclusive gated North Pointe community and only minutes away from Lake Nona! Elegance and Style define this custom-built Richmond American home. The owners have spared no expense with a grand 25' high entrance featuring a spiral wood staircase. The massive kitchen with custom lighting, an oversized granite island, an oversized pantry and incredible storage. All this overlooks the breakfast nook and family room perfect for entertaining. There is also a custom built Wine Cellar room perfect for any occasion. This open concept family room opens to the extended covered lanai with 4 folding glass sliding doors to open the indoor space to the outdoor space with a pond view. Located downstairs is the gym/ 5th bedroom with a full bathroom across the hall. The extended patio also is with an enclosed lanai and thoughtfully designed outdoor kitchen. The full sized laundry room is equipped with lots of storage and the oversized 3 car garage has easy access to a drop zone. Upstairs, the bedrooms have convenient private and semi-private bathrooms. The master bedroom is a full 17x28 extended bedroom with a sitting area that makes the perfect oasis for relaxation. The stunning bathroom is granite with a European style shower and enclosed bath. All this located with Lake Nona amenities and excellent Osceola County schools. North Pointe is an exceptional gated community with the oversized lots you cannot find anywhere else. Ask about the water filtration system, and much more. This stunning home is a rare Gem!!!
Listing is courtesy of: VITAL REALTY GROUP INC (407-944-1833)
Listing Agent: Maria Genao Santos (407-552-6355)
2077 WALNUT CREEK DR, KISSIMMEE, FL 34744
$454,40030 Days on yellowkey MLS ID: O6391693
3 Days Off yellowkey (back on 4/13/2026)
REDUCED by $4,590 (1.0%) on 04/08/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2447 Built: 2025Monthly Fee: $11 Tax: $3,684 (2025)Community: Kindred Ph 3B 3C & 3DSpa: NoSingle Family
Taxes:$3,684
Remarks: Under Construction. The Robie is a two-story floorplan offering 5 bedrooms and 3 bathrooms in 2,447 square feet. Features include a modern kitchen with quartz counters, ample cabinetry and a center island. Upstairs you are greeted with a living area and primary bedroom with ensuite bathroom. 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. 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.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
1914 DAMON AVE, KISSIMMEE, FL 34744
$309,00010 Days on yellowkey MLS ID: O6396516
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1385 Built: 1972 Tax: $3,300 (2025)Community: Kissimmee HeightsSingle Family
Taxes:$3,300
Remarks: Wow! Nice, well maintained 3-bedroom, 2-bath home in sought after Kissimmee Heights community! This block home features tile floors throughout, updated kitchen, stainless appliances, and a great layout! Under 5 miles to Hunters Creek, dining, and shopping options ... and less than 25 minutes from Disney! Come see this home while it lasts!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erik Mcginnis (407-948-6518)
1603 BARBERRY DR, KISSIMMEE, FL 34744
$450,0005 Days on yellowkey MLS ID: O6398483
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 2023Monthly Fee: $11 Tax: $7,712 (2025)Community: Kindred Ph 2C & 2DSingle Family
Taxes:$7,712
Remarks: 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!
Listing is courtesy of: SOGO REAL ESTATE SERVICES LLC (407-730-3100)
Listing Agent: Ranah Nam (321-277-3482)
4419 AZURE ISLE WAY, KISSIMMEE, FL 34744
$479,99042 Days on yellowkey MLS ID: O6387844
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1941 Built: 2013Monthly Fee: $110 Tax: $3,787 (2025)Community: North Point Ph 1BSingle Family
Taxes:$3,787
Remarks: When searching for a home in the Lake Nona area, lifestyle matters just as much as location and this community truly offers both. Known for its peaceful surroundings, beautiful landscapes, and strong sense of community, this area blends everyday comfort with modern convenience, making it an exceptional place to call home for families and professionals alike. Ideally situated just southeast of Orlando, this location provides effortless access to major highways, vibrant city life, Medical City, and all that Lake Nona has to offer. Orlando International Airport is just minutes away, making travel for business or leisure incredibly convenient. Built in 2013, this beautifully maintained three-bedroom, two-bath home is located within a gated community that offers both security and serenity. As you enter, you’re welcomed by charming water features and well-kept surroundings that create a peaceful first impression. Residents enjoy access to a community pool, playground, clubhouse, and park-like green spaces perfect for relaxing weekends or gathering with neighbors. The home itself offers a private backyard that backs up to a large parcel of land, providing extra privacy and open views. The fully fenced yard is ideal for pets, play, or outdoor entertaining. A covered rear porch creates the perfect setting for evening conversations and memorable moments with family and friends. Inside, the thoughtful layout offers both elegance and comfort. A formal living and dining area greet you upon entry, while the spacious family room flows seamlessly into the kitchen and out to the covered patio an ideal design for entertaining or simply enjoying everyday life. The primary suite is privately positioned away from the guest bedrooms, offering a quiet retreat at the end of the day. Featuring a beautiful tray ceiling and direct access to the patio, this space feels both open and intimate. The ensuite bathroom includes a relaxing garden tub, walk-in shower, dual vanities, and ample space to start and end your day in comfort. This attractively priced home offers the perfect combination of privacy, community, and convenience. Don’t miss the opportunity to make it yours, schedule your private tour today and experience it for yourself. This property is eligible for 100 % financing
Listing is courtesy of: REALTY BROKERS OF FLORIDA, LLC (321-231-5647)
Listing Agent: Flor Taveras (321-231-5647)
1489 TWIN VALLEY TER, KISSIMMEE, FL 34744
$560,00023 Days on yellowkey MLS ID: O6390966
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2674 Built: 2017Monthly Fee: $11 Tax: $7,067 (2025)Community: Kindred Ph 1A & 1BSpa: NoSingle Family
Taxes:$7,067
Remarks: Step into a home that feels like a fresh start.! Located in the highly sought-after Kindred community, this expansive 5-bedroom, 3-bathroom residence offers a versatile flex room down stairs plus an open loft upstairs! Thoughtfully updated to provide a true "turn-key" experience. From the moment you walk through the door, the brand-new LVP flooring creates a seamless, modern flow throughout the main living areas, leading you into a space designed for both quiet mornings and vibrant gatherings. You'll also notice brand new carpet upstairs! The heart of the home is the open kitchen and living area, but the real story unfolds in the private primary suite. The owners just completed a stunning, brand-new shower installation in the primary bath, giving you a spa-like retreat to start and end your day. If you love the Florida lifestyle, the backyard will be your favorite "room" in the house. Step outside to a fully fenced-in yard where a screened-in salt water pool awaits. Whether it's a weekend BBQ or a peaceful evening swim, this space is built for making memories. What truly sets this home apart is its placement on a premium lot. Unlike standard neighborhood footprints, this home offers an extended lot size that’s rare to find. Whether you’ve been dreaming of a lush raised-bed garden, a custom play area, or a dedicated spot for outdoor hobbyists, this oversized yard gives you the canvas to make it happen. Take peace of mind knowing that a brand new roof will be installed March 2026, HVAC & Air ducts were replaced in February 2026, pool pump was installed in 2024, AND Solar Panels will be fully paid off at closing!. Living in Kindred isn’t just about the house; it’s about the community. This master-planned neighborhood feels like a year-round vacation. You’ll have access to: Multiple Resort-Style Pools & Clubhouses, State-of-the-Art Fitness Centers, Tennis courts, multiple playgrounds, and more! Miles of scenic walking and biking trails and a dedicated dog park for your furry friends. With five true bedrooms, there is room for everyone to have their own space, while the bonus room offers the perfect flex area for a home office, gym, study, or movie room. Combined with the recent interior upgrades and the salt water pool, this home stands out as a rare find! Schedule your tour today and see why this is the one you’ve been waiting for!
Listing is courtesy of: RE/MAX TITANIUM GROUP (352-241-6363)
Listing Agent: Lauren Deem (352-275-7155)
2035 SPRING SHOWER CIR, KISSIMMEE, FL 34744
$424,39092 Days on yellowkey MLS ID: O6374311
REDUCED by $26,150 (5.8%) on 04/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2018 Built: 2026Monthly Fee: $128 Tax: $3,007 (2025)Community: Tohoqua ReserveSpa: NoSingle Family
Taxes:$3,007
Remarks: Under Construction. Get ready for the next best chapter of your life in this highly anticipated 55+ gated neighborhood! Enjoy private indoor and outdoor amenity centers exclusively reserved for Active Adults with a resort-style pool, sports courts, fire pits, dog park, fitness center and more. With miles of outdoor fitness trails, a clubhouse with meeting rooms and for social events, and a Village Center with restaurants, shops, and a farmers' market, this location can't be beaten! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. You’ll also have access to the Tohoqua Masterplan’s non-age-restricted amenities - including numerous parks and playgrounds - perfect for visiting friends and family. Tohoqua Reserve is located within proximity to major roadways, including US-192 and the FL. Turnpike and is within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Hurry in – Tohoqua Reserve is selling quickly! Step into the Mystique, a single-story home offering 2 spacious bedrooms, 2 beautifully appointed bathrooms, and an enclosed flex room—perfect for a home office or quiet retreat. The open-concept layout seamlessly connects the gourmet kitchen, café, and gathering room, creating an airy atmosphere. The many windows bathe the entire space in natural light, elevating the overall feeling of openness. The heart of the home is the chef-inspired kitchen, where Dana White cabinetry meets luxurious quartz countertops. Thoughtfully designed features like soft-close drawers, easy-reach corner cabinets, double roll-out trays, and a waste basket drawer make the kitchen as functional as it is beautiful. Whirlpool stainless steel appliances—including a built-in cooktop and a refrigerator—ensure you have everything you need for both everyday meals and special occasions. The kitchen flows effortlessly into the café and gathering room, then leads to the covered lanai, making this home ideal for seamless indoor-outdoor living. Retreat to the luxurious owner’s suite, a serene sanctuary with a spacious walk-in closet and a spa-like en suite bathroom. Dual vanity sinks, a walk-in shower, an enclosed toilet, and a linen closet complete the tranquil space. The additional spare bedroom and bathroom, along with the enclosed flex room, provide ample space for family and guests. The laundry room with Whirlpool washer and dryer make daily tasks a breeze. Every detail of this home has been carefully curated, from the Shaw luxury vinyl plank flooring in the main living areas, bedrooms, and flex room to the tile in the bathrooms and laundry. Designer-curated finishes elevate every corner of this home, including pendant pre-wire in the kitchen, matte black hardware and plumbing fixtures, 2” faux wood blinds, and Sherwin Williams City Loft Interior Wall Paint throughout. Enjoy the convenience of modern living with a smart thermostat, video doorbell, and LED downlighting. The 2-car garage offers extra tandem storage space, ensuring that every part of your home is both beautiful and practical. With its stunning design and thoughtful touches, the Mystique home provides the perfect blend of luxury and functionality for today’s lifestyle.
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
2320 SOUTHBURY DR, KISSIMMEE, FL 34744
$339,990213 Days on yellowkey MLS ID: O6344888
1 Days Off yellowkey (back on 4/9/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1553 Built: 2025Monthly Fee: $130 Tax: $1,610 (2024)Community: TohoquaSpa: NoTownhouse
Taxes:$1,610
Elementary School: Neptune Elementary
High School: Gateway High School (9 12)
Middle School: Neptune Middle (6-8)
Remarks: Under Construction. Tohoqua is the kind of neighborhood you've been looking for, with a family-friendly amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. Introducing the Orchid interior unit townhome, a new construction home that seamlessly combines luxury and convenience. This modern townhome features 3 bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, Trenton Burlap cabinetry, a decorative tile backsplash, Lagoon quartz countertops, and stainless-steel appliances, including a refrigerator and vented microwave. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, bathrooms, and laundry room, is finished with elegant porcelain tile for both style and easy maintenance. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Two additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Orchid townhome is a perfect blend of style and practicality, offering a truly elevated living experience.
1135 CHEROKEE DR, KISSIMMEE, FL 34744
$375,99046 Days on yellowkey MLS ID: S5144943
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1358 Built: 1964 Tax: $1,014 (2025)Community: Osceola AcresSpa: NoSingle Family
Taxes:$1,014
High School: Osceola High School
Remarks: FULLY RENOVATED HOME on an oversized 0.40-acre corner lot in Kissimmee with NO HOA! Major 2025 upgrades include a new roof, new A/C, all new windows, updated electrical and plumbing systems — offering true peace of mind. Features include an open-concept layout, luxury vinyl flooring, fully remodeled bathrooms, blinds, and a modern kitchen with quartz countertops and a large island. The fully fenced yard provides incredible space to build a pool, expand, or park your RV and boat with no restrictions. Prime central location near major highways, shopping, dining, and schools. Move-in ready with space, upgrades, and freedom — a rare find.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Arlenys Oviedo (786-803-4342)
4408 BREEZE ISLE LN, KISSIMMEE, FL 34744
$675,00021 Days on yellowkey MLS ID: O6393234
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3267 Built: 2014Monthly Fee: $111 Tax: $4,883 (2025)Community: North Point Ph IcSingle Family
Taxes:$4,883
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Nestled in the scenic North Pointe Subdivision of Kissimmee, FL, this impressive two-story home features 5 bedrooms and 3.5 bathrooms, offering a generous 3267 square feet of luxurious living space. The residence showcases a unique three-car garage layout, with a two-car garage on the right and a separate one-car garage on the left. An inviting balcony on the second floor further enhances the property's charm, fresh interior painting and luxury vinyl flooring elevates the home's overall appeal. The heart of this residence lies in its expansive kitchen, complete with an island, a Chef's desk, and ample 42-inch solid wood cabinets, all adorned with beautiful granite stone countertops. The open floor plan seamlessly connects the kitchen to the gathering room, creating a spacious area for hosting and entertaining guests. From this central hub, one can enjoy a mesmerizing view of the serene pond, making every moment in this home truly exceptional. Connected seamlessly to the kitchen are the formal dining room and living room, providing an additional inviting space for guests to relish. Double-pane windows throughout the home enhance energy efficiency, contributing to the overall comfort. Venturing to the second floor, a spacious loft opens out to the charming balcony, offering a perfect spot to unwind and immerse oneself in the surroundings. The upstairs layout includes the Master Bedroom with an ensuite, bedrooms 2 and 3 with a convenient jack and jill bathroom, and Bedroom 4 with its own full bathroom. Completing the upstairs is a large laundry room equipped with a wash tub and linen table, adding practicality and convenience to the living space. Returning downstairs, the potential of an additional fifth bedroom adds versatility to the home, providing possibilities such as a home office or a cozy guest bedroom. The North Pointe Subdivision's convenient location ensures a short 15-minute drive to Lake Nona Medical City, MCO Orlando Airport, and the vibrant Boxi Park, offering both accessibility and entertainment for homeowners.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Stacy Chen (407-491-1781)
4405 BISCAYNE BREEZE WAY, KISSIMMEE, FL 34744
$485,0006 Days on yellowkey MLS ID: O6398072
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2601 Built: 2011Monthly Fee: $111 Tax: $4,260 (2025)Community: North Point Ph 1ASingle Family
Taxes:$4,260
Remarks: 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.
Listing Agent: Yosseff Roman (407-394-5843)
1519 JADEWOOD WAY, KISSIMMEE, FL 34744
$539,0007 Days on yellowkey MLS ID: S5147592
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2601 Built: 2022Monthly Fee: $10 Tax: $7,660 (2025)Community: Kindred Ph 1Single Family
Taxes:$7,660
Remarks: 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.
Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)
Listing Agent: Luis Nieto (305-873-9552)
2672 DEBANY RD, KISSIMMEE, FL 34744
$400,00064 Days on yellowkey MLS ID: S5143538
REDUCED by $15,000 (3.6%) on 04/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1599 Built: 1989 Tax: $1,423 (2025)Community: Mill Run Unit 6Spa: NoSingle Family
Taxes:$1,423
Remarks: Welcome to 2672 Debany Rd, a beautifully maintained home offering comfort and style. This property features spacious living areas filled with natural light, an updated kitchen, and a private backyard with a sparkling pool, perfect for entertaining. The garage has been thoughtfully converted into a living space with its own bathroom, ideal for extra rental income or a multigenerational living arrangement. Conveniently located near schools, shopping, and major routes, this home combines tranquility with accessibility. Don’t miss the opportunity to make it yours!
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Rick Miguez Pazo (813-468-4439)
219 STRATHMORE CIR, KISSIMMEE, FL 34744
$710,00072 Days on yellowkey MLS ID: O6379060
REDUCED by $19,999 (2.7%) on 04/06/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3897 Built: 1997Monthly Fee: $15 Tax: $3,216 (2025)Community: Remington Ph 1 Tr BSingle Family
Taxes:$3,216
Remarks: Beautiful 5-bedroom, 3-bathroom home situated on the 13th hole in the gated Remington golf community. This well-designed residence offers a second-floor primary suite with an en-suite bathroom featuring a soaking tub with jacuzzi features and a bidet. Upstairs also includes a spacious bonus room currently used as a family theater. The first floor features a guest bedroom along with a comfortable living area and kitchen, ideal for both everyday living and entertaining. Tasteful light fixtures and chandeliers enhance the home’s elegant appeal. Newer roof (2023), newer water heater (2023), and newer A/C. Residents enjoy access to golf, tennis, a community pool, and walking trails, all while being conveniently located near the Florida Turnpike, Lake Nona Medical City, shopping, and Disney.
Listing is courtesy of: WATSON REALTY CORP (407-359-2300)
Listing Agent: Maria Rosado-Gonzalez (203-212-2489)
1278 ASHER MASON AVE, KISSIMMEE, FL 34744
$455,00054 Days on yellowkey MLS ID: S5144373
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1824 Built: 2023Monthly Fee: $80 Tax: $5,409 (2024)Community: Seasons At Big Sky Ph 2Spa: NoSingle Family
Taxes:$5,409
Remarks: We are offering this gorgeous home located at Big Sky community. It is a cozy one-story, three cars garage home. When you enter the home and after you go through the lavish foyer, your next view will be a very spacious dining room and great room. The kitchen, seamlessly connected to these areas, features a food prep-and-serve island, ample counter space and a generous walk-in corner pantry, ensuring the chef remains at the center of social gatherings. Three roomy secondary bedrooms share one full bath. While the primary suite is tucked quietly at the back of the home. This suite offers ample storage with a walk-in closet and a well-appointed bath featuring a large shower enclosure, private closet, and dual vanities. The current owners carefully choose the location of this home which offers privacy and tranquility. (Property was appraised before listing) Structural options added included: covered Lanai, house was recently freshly painted, crown molding in all the main areas, custom made blinds/shades. Community pool and playground are under construction. Enjoy Kissimmee parks, walking trails; as well as easy access to Florida Turnpike, Hwy 528, Hwy 417 and the beaches in under 45 minutes. Low HOA fees. Room measurements are approximate and should be verified independently.
Listing is courtesy of: DGL REALTY, LLC (407-758-4825)
Listing Agent: Ursula Santana (407-758-4825)
2540 WINNERS CIR, KISSIMMEE, FL 34744
$739,00057 Days on yellowkey MLS ID: O6382446
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 3246 Built: 2000 Tax: $3,688 (2025)Community: Winners ParkSpa: NoSingle Family
Taxes:$3,688
Remarks: **WELCOME HOME** NO HOA, HALF AN ACRE of land, a PRIVATE POOL, and a full SEPARATE APARTMENT on the main floor – welcome to your next chapter on Winners Circle in the Winners Park community of Kissimmee! EXTERIOR PAINT (2023), NEW WINDOWS (2022), DETACHED AIR CONDITIONED GARAGE (2022), septic tank serviced (2022) – big-ticket items are already started, giving you confidence and flexibility from day one. Situated on an expansive .50 ACRE LOT, this spacious two-story POOL HOME delivers over 3,000 square feet of living space, mature landscaping, a TILE ROOF, long paver driveway, and standout curb appeal. The SCREENED POOL with PAVER DECK creates a private backyard retreat with room to entertain, garden, or just spread out. Inside, the flexible layout is ideal for large households, multi-generational living, or anyone needing versatile space. The full first-floor apartment includes its own kitchen open to a living area, bedroom, and full bath – perfect for in-laws, guests, extended stays, or even creative work from home options! The main home features comfortable formal and family spaces, a well-equipped kitchen with casual dining, and an expansive FLORIDA ROOM complete with a full bath and cozy office space – offering endless possibilities for hobbies, remote work, or additional entertaining. Upstairs, a BONUS/LOFT anchors the remaining bedrooms, while the generous PRIMARY SUITE provides a peaceful escape with an updated private en-suite bath. Car enthusiasts, hobbyists, or entrepreneurs will appreciate the two-car attached garage plus the like-new detached, air-conditioned garage – currently used as a dojo, but easily transformed into a workshop, craft studio, gym, or business space. Updated yet still offering room to personalize, this home offers the rare combination of space, privacy, flexibility, and location. Perfectly situated just off Simpson Road, you will enjoy easy access to the Florida Turnpike, shopping, dining, area lakes, attractions, and world-famous theme parks – all while coming home to a quiet, established neighborhood with no HOA restrictions. Room to grow inside and out. Versatility for today and tomorrow. Schedule your tour today and be the winner on Winners Circle! **Seller may consider buyer concessions if made in an offer**
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
1791 SMARTS RULE ST, KISSIMMEE, FL 34744
$510,00075 Days on yellowkey MLS ID: S5142907
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2500 Built: 2021Monthly Fee: $7 Tax: $9,049 (2025)Community: Tohoqua Ph 1BSingle Family
Taxes:$9,049
Remarks: Open-concept layout • Community amenities • Convenient access to major roadways • Preferred lender is offering 1% toward buyer’s closing costs Our preferred lender is offering a 1% contribution toward the buyer’s closing costs, subject to terms and conditions. This residential property offers four bedrooms and three bathrooms, arranged in a flexible, functional layout. The main residence includes three bedrooms and two bathrooms, while the attached or separate in-law suite features one bedroom, one bathroom, and a kitchenette, providing added versatility for guests, extended household use, multigenerational living, or home office purposes. Upon entry, the home features a welcoming foyer with a tray ceiling, adding architectural interest and a sense of openness. The interior showcases open living and dining areas that connect seamlessly to the kitchen, creating clear sightlines and efficient use of space. The kitchen offers ample cabinetry, generous counter space, and room for casual dining or meal preparation, making it suitable for both everyday routines and gatherings. The primary bedroom is positioned for privacy and includes an en-suite bathroom and a walk-in closet. Additional bedrooms provide flexibility for guest accommodations, workspace, or hobby use. Bathrooms are conveniently located and designed for practical daily use. A dedicated laundry area enhances organization and functionality. Exterior features include an attached garage and outdoor space suitable for seating, grilling, or general outdoor enjoyment. The lot is designed for everyday use without excessive maintenance requirements. Sidewalk-lined streets and neighborhood infrastructure allow for easy navigation throughout the community. The property is located within the planned residential community of Tohoqua, offering HOA-managed amenities such as a community pool, walking trails, recreational areas, and open green spaces. The community also features an on-site K–8 school, providing added convenience for families. HOA fees and guidelines apply. The surrounding area provides convenient access to shopping, dining, medical centers, schools, and employment hubs throughout Central Florida. Easy access to major roadways supports commuting to surrounding cities. Listing media may include professional photography, floor plans, and a virtual tour. All information is deemed reliable but not guaranteed and should be independently verified by buyers and buyers’ agents. The home may be sold furnished, with furniture pricing negotiable separately.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Maria Fernan Castro, Pa (407-779-3323)
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