Location: Kissimmee , 34744
Do Not Show Listings
2747 CALLAWAY LN, KISSIMMEE, FL 34744
$400,000Listed 05/29/2026 1:18PM MLS ID: O6411888
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1639 Built: 2005Monthly Fee: $78 Tax: $3,420 (2025)Community: Remington Prcl M1Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,420
Elementary School: Partin Settlement Elem
High School: Gateway High School (9 12)
Tax Year: 2025
Middle School: Neptune Middle (6-8)
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautiful 4-bedroom, 2-bath POOL home located in the highly sought-after Windsor Park neighborhood within the gated Remington Golf & Country Club community. Perfectly positioned on a scenic pond-front homesite, this move-in-ready residence offers the ideal blend of comfort, convenience, and Florida lifestyle living. Step inside to an open and airy floor plan featuring stylish laminate flooring, abundant natural light, and spacious living areas designed for both everyday living and entertaining. The well-appointed kitchen overlooks the living and dining spaces, creating a seamless flow for gatherings with family and friends. Sliding glass doors open to your private screened-in pool and lanai, where you can relax and enjoy tranquil pond views year-round. The spacious primary suite offers a walk-in closet and an upgraded ensuite bathroom, while the additional bedrooms are generously sized with ample closet space and ceiling fans throughout. Whether you're searching for a primary residence, vacation home, or income-producing property, this home offers exceptional flexibility with zoning that allows short-term rentals. Lawn care is included in the HOA dues, and the CDD is conveniently included in the annual property tax bill. Residents of Remington enjoy an impressive array of amenities, including a clubhouse, fitness center, recreation room, lap pool, kiddie pool, playground, tennis courts, basketball courts, beach volleyball, baseball and soccer fields, walking trails, and access to the community's beautiful golf course setting. Conveniently located near major highways, shopping, dining, schools, Orlando International Airport, world-famous theme parks, and Central Florida attractions, this exceptional home offers the perfect opportunity to enjoy resort-style living in one of Kissimmee's most desirable golf communities. Come experience the best of Florida living—your private pool retreat awaits!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Christine Landrau (407-949-1421)
1527 GANTS CIR, KISSIMMEE, FL 34744
$599,00014 Days on yellowkey MLS ID: O6407722
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2871 Built: 2002Monthly Fee: $75 Tax: $4,456 (2025)Community: Ashley Cove Unit 3Single Family
Taxes:$4,456
High School: Osceola High School
Remarks: Feast your eyes on this Stunning 5BR/3BA pool home in the sought-after Gated Ashley Cove community. Here you can enjoy 2,896 sq ft of luxury. The home offers a desirable 3-way split-bedroom plan, a Formal living room with a wood-burning fireplace, a formal dining room, and a spacious family room. For those who work from home, there's a separate office with built-in shelving. The kitchen is well-appointed with beautiful granite countertops, a center island, and crown-molded cabinetry. Eat at the comfortable breakfast bar, the dinette, or the dining room. The master retreat boasts a tray ceiling, two walk-in closets, a garden tub, a separate shower, dual vanities, and a set of french doors that lead out to the covered lanai and screened pool. The spacious pool deck, adorned with beautiful brick pavers, is ideal for relaxing and entertaining. The new roof (2023) and AC (2025) provide peace of mind for years to come. Other improvements include: hot water heater (2020), exterior paint (2026), new light fixtures (2022), pool re-screen (2025), and newer appliances (2023 & 2026). The 12 ft ceiling and the 4 sets of french doors give this home a beautiful open appeal. The pre-wired surround sound speakers convey. This home is move-in ready and waiting for its next owner. All appliances convey. Minutes to Lake Toho, attractions, shopping, hospitals, and expressways.
Listing is courtesy of: FLORIDA REAL ESTATE PROPERTIES LLC (407-951-7810)
Listing Agent: Joyce Sanders (407-234-4680)
1545 LEAF LN, KISSIMMEE, FL 34744
$545,00078 Days on yellowkey MLS ID: O6390201
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2456 Built: 2022Monthly Fee: $134 Tax: $6,444 (2025)Community: PennyroyalSingle Family
Taxes:$6,444
Elementary School: None
High School: None
Middle School: None
Remarks: Beautiful 4-bedroom, 3-bathroom home with loft and 2-car garage located in the Pennyroyal community in Kissimmee. This Energy Star Certified home features an open-concept layout with laminate wood flooring in the main living areas. The kitchen overlooks the great room and includes 42” cabinets with crown molding, quartz countertops, stainless steel appliances, and a closet pantry. The first floor offers a convenient secondary bedroom and full bathroom, ideal for guests or a home office. Upstairs, the versatile loft provides additional living space, while the primary suite features dual walk-in closets and a bathroom with dual sinks, quartz counters, and a semi-frameless glass shower. Enjoy serene pond views from the covered lanai with pergola. Pennyroyal residents have access to a community pool with cabana, playground, and dog park. Conveniently located near Florida’s Turnpike, Lake Tohopekaliga, and Downtown Kissimmee.
Listing is courtesy of: PAK HOME REALTY (909-351-5105)
Listing Agent: Ivanna Mendoza Heredia (417-335-1572)
2069 WALNUT CREEK DR, KISSIMMEE, FL 34744
$394,99081 Days on yellowkey MLS ID: O6389089
0 Days Off yellowkey (back on 5/29/2026)
REDUCED by $4,000 (1.0%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1614 Built: 2025Monthly Fee: $11 Tax: $3,684 (2025)Community: Kindred Ph 3B 3C & 3DSpa: NoSingle Family
Taxes:$3,684
Remarks: 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.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
1475 RIVIERA DR, KISSIMMEE, FL 34744
$780,00030 Days on yellowkey MLS ID: S5148691
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2894 Built: 1988Monthly Fee: $183 Tax: $8,361 (2025)Community: Regal BaySingle Family
Taxes:$8,361
Remarks: Welcome to refined lakefront living in the sought-after Regal Bay community on the shores of Lake Tohopekaliga. Perfectly positioned at 1475 Riviera Drive, this exceptional 3-bedroom, 2.5-bath residence offers a rare combination of panoramic water views, private boating access, and tranquil outdoor living—and is being sold furnished for a seamless move-in experience. From the moment you arrive, you’re greeted by a serene front porch overlooking the sparkling waters of Lake Toho, setting the tone for the peaceful lifestyle this home delivers. Inside, the layout is designed to capture water views from multiple vantage points, creating a seamless connection between indoor and outdoor living. The rear of the home opens to a spacious porch with stunning, unobstructed lake views—ideal for morning coffee, evening sunsets, or entertaining guests. Boating enthusiasts will appreciate the private dock and boat lift, providing direct access to this highly desirable, skiable lake known for its world-class fishing and recreational boating. Additional highlights include a charming secondary porch off the dining room, perfect for quiet moments, along with well-appointed living spaces that balance comfort and functionality. Whether you’re searching for a full-time residence or a turnkey waterfront retreat, this property offers a unique opportunity to enjoy true Florida lakefront living with both sunrise and sunset views over Lake Toho.
Listing is courtesy of: TOHO REALTY GROUP, LLC (407-437-2893)
Listing Agent: Kerriann Sullivan (407-437-2893)
2305 JESSICA LN, KISSIMMEE, FL 34744
$465,00015 Days on yellowkey MLS ID: O6407917
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1820 Built: 2000Monthly Fee: $14 Tax: $4,461 (2025)Community: Woods At Kings Crest The Ph 4Single Family
Taxes:$4,461
Remarks: Welcome to 2305 Jessica Ln, Kissimmee, FL 34744 — a beautiful 4-bedroom, 2-bath pool home offering over 1,800 sq. ft. of comfortable living space! Featuring paid-off solar panels, this home combines energy efficiency with everyday comfort. Inside, you’ll find a desirable split floor plan, a formal dining room perfect for entertaining, and a spacious family room designed for relaxing gatherings. The primary bedroom features elegant hardwood floors, adding warmth and character to the space. Step outside and enjoy your private screened-in pool enclosure, perfect for relaxing, entertaining, and enjoying Florida living year-round. Situated on a corner lot, this property offers added privacy and curb appeal. Conveniently located near major travel routes, shopping, dining, and local attractions, this home offers the perfect blend of comfort, convenience, and style. Don’t miss your chance to own this incredible home in the heart of Kissimmee!
Listing is courtesy of: BROKER HUB REALTY GROUP LLC (219-730-8364)
Listing Agent: Lina Torres (219-730-8364)
2924 DANA LN, KISSIMMEE, FL 34744
$320,000Listed 05/29/2026 12:01PM MLS ID: O6408879
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1133 Built: 1989 Tax: $1,070 (2025)Community: Oaks At Mill Run TheSingle Family
Taxes:$1,070
Elementary School: Mill Creek Elem (K 5)
Middle School: Denn John Middle
Remarks: One or more photo(s) has been 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)
2604 SUMMER CLOUDS WAY, KISSIMMEE, FL 34744
$429,99035 Days on yellowkey MLS ID: O6401673
REDUCED by $5,010 (1.2%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2214 Built: 2022Monthly Fee: $10 Tax: $7,753 (2025)Community: Tohoqua Ph 4ASingle Family
Taxes:$7,753
Remarks: ***WATER VIEW HOME IN TOHOQUA – RESORT-STYLE LIVING IN KISSIMMEE *** Located in one of Kissimmee’s most sought-after communities, Tohoqua, this stunning water-view home offers the perfect blend of comfort, style, and convenience. Featuring a bright, open floor plan, a custom feature wall, and a screened-in lanai overlooking a serene water view, this home is designed for both relaxation and entertaining. Custom built in closets the primary suite and garage. Enjoy true resort-style living with access to a beautifully designed Residents Club, complete with a zero-entry pool, interactive water features, shaded playground, fitness center, clubhouse, and two lighted tennis courts. The community promotes an active and connected lifestyle with over 5 miles of scenic walking and biking trails that link directly to Twin Oaks Conservation Area and the Florida National Scenic Trail. Surrounded by natural beauty, residents also enjoy close proximity to Lake Tohopekaliga, perfect for boating, fishing, and kayaking. Future-forward living awaits with plans for an on-site Village Center featuring restaurants, shops, and a farmers market, bringing walkable convenience right to your doorstep. Ideally situated in the heart of Kissimmee, this home offers quick access to Lake Nona Medical City, Orlando International Airport (approximately 25–30 minutes), major highways, world-famous theme parks, and The Loop for premier shopping and dining, all within minutes. Families will appreciate the brand-new K-8 school conveniently located within the community (opened 2025), with a high school planned for the near future. This home truly offers a lifestyle of comfort, convenience, and community. Schedule your private showing today!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Diana Mahadeo (407-223-1249)
1205 TETON DR, KISSIMMEE, FL 34744
$342,99016 Days on yellowkey MLS ID: S5148840
REDUCED by $11,000 (3.1%) on 05/29/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1935 Built: 2018Monthly Fee: $158 Tax: $3,699 (2025)Community: Heritage RunTownhouse
Taxes:$3,699
Remarks: INVEST IN THE FUTURE — STEPS FROM NEOCITY! Rare opportunity to own a massive 4-bedroom townhome with an unusually low HOA of only $158/month in a premier gated community. This isn’t just a home; it’s a strategic seat at the table of Florida’s most exciting growth engine. Located less than 10 minutes from NeoCity, the state’s 500-acre high-tech epicenter, this property is perfectly positioned to benefit from the massive $470M semiconductor investment and the influx of high-wage tech jobs coming to the area. Whether you are looking for a spacious family residence or a high-yield investment, the 4-bedroom layout (rare for this area) provides maximum flexibility and demand. The home features a 2018-build with an open-concept kitchen, granite countertops, and a screened-in patio for private relaxation. Upstairs, four generously sized bedrooms and a convenient laundry room await. Enjoy resort-style community amenities without the resort-style price tag. With an HOA fee of $158/month, this low and the NeoCity tech boom next door, this property represents one of the strongest values in Osceola County. Schedule your showing before the secret is out!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Juancarlos Caballero (407-334-7873)
1610 MOHEGAN BLVD, KISSIMMEE, FL 34744
$359,90015 Days on yellowkey MLS ID: O6408062
REDUCED by $10,000 (2.7%) on 05/29/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2167 Built: 2014Monthly Fee: $164 Tax: $4,753 (2025)Community: Heritage RunTownhouse
Taxes:$4,753
Remarks: Discover this stunning 3-bedroom + loft corner unit townhome in the highly desirable gated community of Heritage Run! The moment you step inside, you'll be captivated by the elegant tile flooring that stretches across the entire first floor, effortlessly combining contemporary style with everyday livability. At the center of it all is a gourmet kitchen designed for entertaining — featuring 42-inch solid wood cabinetry, gleaming granite countertops, stainless steel appliances, and a generous breakfast bar that's perfect for hosting friends and family. Head upstairs to find a sprawling primary suite complete with a luxurious en suite bath boasting dual vanities, a walk-in shower, and an oversized walk-in closet. The open loft area provides flexible space ideal for a home office, personal gym, or media room. Both secondary bedrooms are generously sized and thoughtfully appointed with private vanities and access to a shared guest bath perfect for family members or visiting guests. Out back, a screened-in porch overlooks a tranquil greenspace, offering a peaceful retreat for your morning coffee, evening wind-down, or lazy weekend mornings. A washer and dryer are also included for added convenience. Situated just off Highway 192 and the Turnpike, you're only minutes away from premier shopping, top-rated dining, Walt Disney World, and Orlando International Airport. Homes like this move fast, book your private showing, TODAY!
Listing is courtesy of: THE SHUGAN GROUP INC (407-755-7588)
Listing Agent: Trevor Hall (646-872-3261)
1807 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744
$440,00057 Days on yellowkey MLS ID: O6395467
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2151 Built: 2022Monthly Fee: $30 Tax: $1,907 (2025)Community: Tohoqua Ph 2Single Family
Taxes:$1,907
Remarks: Welcome to your next chapter in Tohoqua—where comfort, upgrades, and lifestyle come together seamlessly. This beautifully maintained 4-bedroom, 3-bathroom home offers the perfect blend of space and functionality. Step inside to find a thoughtfully designed layout ideal for both everyday living and entertaining, with generous living areas and a flow that feels both open and inviting. Outside, enjoy a fully fenced backyard, perfect for pets, play, or creating your own private outdoor retreat. The home is equipped with gutters for added protection and maintenance ease, while the garage has been enhanced with a split AC unit and additional insulation, making it an ideal space for a home gym, workshop, or climate-controlled storage. Recent upgrades provide peace of mind and modern convenience, including a brand new water purification system installed in March 2026 and a new microwave, ensuring the home is move-in ready with thoughtful improvements already in place. Located in the highly desirable Tohoqua community, known for its amenities, green spaces, and convenient access to Lake Nona, St. Cloud, and Orlando, this home offers not just a place to live—but a lifestyle to love. Spacious, upgraded, and ready for you—this is the one.
Listing Agent: Brittany Pride (888-883-8509)
2988 MARBELLA DR, KISSIMMEE, FL 34744
$475,00036 Days on yellowkey MLS ID: S5148494
REDUCED by $10,000 (2.1%) on 05/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2160 Built: 2004Monthly Fee: $167 Tax: $5,357 (2025)Community: Villa Sol Ph 2 Village 3Spa: YesSingle Family
Taxes:$5,357
Remarks: PRICE IMPROVEMENT! Modern finishes throughout, a fully renovated kitchen, and a resort-style pool and outdoor grill area. Located in the gated Villa Sol community and situated on over a ¼-acre lot, this beautifully maintained 4-bedroom, 2-bath home offers the perfect combination of comfort, style, and outdoor living. From the moment you arrive, you’ll appreciate the attractive landscaping, modern exterior design, and elegant double front doors with decorative glass inserts that create a warm and welcoming first impression. Step inside to a stunning dining room highlighted by gorgeous architectural columns and a striking stone accent wall that adds character and sophistication to the space. Just off the dining room, the kitchen is thoughtfully positioned for both convenience and functionality while still maintaining separation from the main entertaining areas. Designed for everyday living and hosting alike, the kitchen features all appliances included, extensive cabinet and counter space, stone countertops, tile backsplash, and a massive center island with seating—perfect for casual meals, gathering with guests, or entertaining. The living room flows seamlessly from the kitchen and is filled with natural light from oversized windows and double sliding glass doors leading directly to the pool deck, creating ideal indoor-outdoor living. Privately positioned near the front of the home, the spacious primary suite is separated from the guest bedrooms and serves as a relaxing retreat. The bedroom features abundant natural lighting, private sliding glass door access to the patio, and an en-suite bathroom complete with dual vanities, a large walk-in shower, and a garden tub perfect for unwinding at the end of the day. Additional guest bedrooms are located down a separate hallway just off the living room and offer similar layouts, comfortable sizing, and plenty of natural light throughout. Step outside to your own private backyard oasis. The oversized screened pool deck is designed for relaxation and entertaining, featuring a large in-ground pool, a separate brick paver bar area with seating, and a cozy brick fireplace accented by beautiful palm trees that create a true Florida resort-style atmosphere. The fully screened enclosure helps keep out bugs and debris while still allowing you to enjoy the sunshine and outdoor living year-round. Conveniently located near major roads, highways, shopping, dining, and attractions, residents of Villa Sol also enjoy fantastic community amenities including a clubhouse, community pool, playground, fitness center, and more—all within a private gated setting.
Listing is courtesy of: EXP REALTY LLC (407-846-0940)
Listing Agent: Steve Pugh (407-846-0940)
3013 MANDOLIN DR, KISSIMMEE, FL 34744
$439,000Listed 05/29/2026 9:14AM MLS ID: O6411560
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2148 Built: 2005Monthly Fee: $76 Tax: $5,071 (2025)Community: Turnberry Reserve Unit 1Single Family
Taxes:$5,071
Elementary School: East Lake Elem
High School: Tohopekaliga High School
Middle School: Narcoossee Middle
Remarks: Welcome to this beautifully maintained single-family home, where comfort, style, and thoughtful upgrades come together in a spacious 4-bedroom, 2-bath layout spanning 2,148 square feet. Designed with both everyday living and family gatherings in mind, this inviting residence features an open floor plan with soaring vaulted ceilings, creating a bright and airy feel throughout the main living areas and primary suite. The home offers an ideal blend of elegance and functionality, with a formal living and dining room combination, a generous family room, and a charming dinette area perfect for casual meals, homework time, or morning coffee with the family. At the heart of the home is a beautifully appointed chef’s kitchen, featuring granite countertops, a double-sided sink, a pantry closet, upgraded cabinetry, and abundant storage and prep space to make cooking and entertaining effortless. Ceramic tile flooring throughout adds both sophistication and easy maintenance. The guest bathroom has been recently remodeled, offering updated style for family and visitors alike. Additional valuable upgrades include a newer roof installed in 2022, new gutters, and a brand-new fence that enhances both privacy and outdoor enjoyment, all complemented by the added privacy of having no rear neighbors. For added convenience and peace of mind, the home is equipped with solar-powered front and back door cameras, a Ring doorbell, and a car battery charger in the garage. Every detail has been carefully considered to support a modern, comfortable lifestyle. Perfectly situated just outside the excitement of Orlando, this home offers the best of both worlds—peaceful living with easy access to top-rated local conveniences. Within less than 15 minutes, you’ll find schools, grocery stores, dining, essential services, outdoor recreation, and major highways that connect you to all that Central Florida has to offer.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Christine Silva (315-420-2964)
1406 KINGSTON WAY, KISSIMMEE, FL 34744
$670,00028 Days on yellowkey MLS ID: R4911151
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3434 Built: 1990 Tax: $4 (2025)Community: Kings Crest Ph 1Spa: NoSingle Family
Taxes:$4
Elementary School: Neptune Elementary
Middle School: Parkway Middle
Remarks: Rare find! Triple Master with additional Bedroom and Bonus Room plus In-Law Suite with Private Entrance. Great for multi-gen, large family or Air BnB! Located on an oversized corner lot. As you walk into your new home, the entranceway is breathtaking; as you look above you will see a grand chandelier, a beautiful decorative fireplace and high ceilings. To the right, through the double doors you will find the Bonus room with a bay window - a peaceful place to relax. This home has four sets of sliding glass doors which lead you to a screened enclosure with a built-in pool. The yard is completely fenced for your privacy with Mature Palm Trees throughout the landscaping and an area perfect for a conversational fire pit. The In-Law Suite includes a large living area, a Kitchenette, oversized bedroom as well as an Ensuite bathroom. There is a private entrance for parking and entry. Perfect for family members or to be utilized as extra income.
Listing is courtesy of: PREMIER NEIGHBORHOOD REALTY (321-805-3331)
Listing Agent: Frannie Nasello (407-361-4942)
2540 WINNERS CIR, KISSIMMEE, FL 34744
$699,00099 Days on yellowkey MLS ID: O6382446
REDUCED by $26,000 (3.6%) on 05/28/2026
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: One or more photo(s) has been virtually staged. **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)
1620 MARINA LAKE DR, KISSIMMEE, FL 34744
$790,0009 Days on yellowkey MLS ID: S5150329
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3643 Built: 2000Monthly Fee: $75 Tax: $5,686 (2025)Community: Ashley Cove Unit 1Spa: YesSingle Family
Taxes:$5,686
Remarks: Tucked inside the gated community of Ashley Cove, this one-owner home offers the kind of space, privacy, and lifestyle that’s becoming harder to find in Central Florida. Situated on .53 acres in a smaller community of approximately 100 homes, this 5-bedroom, 4-bathroom property was designed for both everyday living and unforgettable gatherings.The layout offers flexibility for multigenerational living or guests, featuring the primary suite plus an additional bedroom and full bathroom on the first floor. Upstairs, spacious secondary bedrooms and a large loft/game room create the perfect setup for growing families, entertaining, or work and play space.From the oversized 3-car garage and extensive paver driveway with additional side parking, to the rare detached 20x20 workshop complete with electric, water, workbench, and double garage door with opener, this property offers features seldom found in a gated community.Inside, soaring ceilings, a grand staircase, and expansive living areas create a warm yet impressive atmosphere. Outside, the resort-style pool, outdoor kitchen, and oversized backyard provide room to entertain, relax, and enjoy quiet evenings without traffic noise.Conveniently located near NeoCity, SunRail, Orlando International Airport, theme parks, and nearby lake access to the Kissimmee Chain of Lakes, this home blends peaceful community living with easy access to everything Central Florida has to offer.
Listing is courtesy of: KEYSTONE RESIDENTIAL GROUP LLC (407-556-3249)
Listing Agent: Lisa Bertossa (407-709-1447)
2604 SERENITY GARDEN DRIVE, KISSIMMEE, FL 34744
$498,1201 Day on yellowkey MLS ID: O6411675
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1850 Built: 2025Monthly Fee: $20 Tax: $1,329 (2025)Community: TohoquaSpa: NoSingle Family
Taxes:$1,329
Remarks: 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. Welcome to your dream home – the Highgate. This stunning new construction home features 4 spacious bedrooms, 2 luxurious bathrooms, and a 2-car garage. With its open-concept design, the kitchen, café, and gathering room seamlessly flow together, leading to a serene, covered lanai, perfect for entertaining or relaxing. The chef-inspired kitchen is equipped with Built-In Whirlpool stainless steel appliances (including a refrigerator and built-in cooktop), a convenient walk-in pantry, and a large center island ideal for meal prep and socializing. It’s complemented by elegant 42” soft-close cabinetry, quartz countertops, decorative tile backsplash, a single-bowl stainless steel sink, upgraded faucet, and pendant lighting pre-wiring for added luxury. The private Owner’s Suite includes a large walk-in closet and a spa-like en suite bathroom featuring dual sinks set on a quartz-topped vanity, a private water closet, and a spacious frameless glass enclosed shower. Three additional bedrooms, a second bathroom, and a well-appointed laundry room are thoughtfully positioned at the front of the home, ensuring ample privacy and space for the whole family. This Highgate home is filled with professionally curated design selections, including a tray ceiling at gathering room, 2” faux wood blinds, Sherwin Williams City Loft interior paint, 8’ interior doors, matte black hardware, and Whirlpool washer and dryer. Enjoy wood-look luxury vinyl plank flooring throughout the entire home, except for in the bathrooms and laundry spaces, which are outfitted with tile, adding style and convenience to your everyday life. For added convenience and peace of mind, the Highgate includes a video doorbell, smart thermostat, and LED down lights. This brand-new home offers the perfect balance of comfort, style, and functionality – schedule your tour today!
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
2030 WALNUT CREEK DR, KISSIMMEE, FL 34744
$409,9901 Day on yellowkey MLS ID: O6411670
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1504 Built: 2025Monthly Fee: $11 Tax: $3,684 (2025)Community: Kindred Ph 3B 3C & 3DSpa: NoSingle Family
Remarks: Under Construction. Kindred presents the Allex. This all concrete block constructed, one-story layout optimizes living space with an open concept. As you go down the hallway and enter a spacious kitchen featuring stainless steel appliances with ample counter space and a walk-in pantry for extra storage. The living room is complete with a view to the covered lanai outside. Bedroom one, located at the back of the home for privacy, has an en suite bathroom that features a double vanity sink with a walk-in closet. Two additional guest bedrooms and one bath are tucked away down the hall from the dining room. The laundry room is located at the front of home near the two-car garage. Like all homes in Kindred, the Allex includes 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.*
2034 WALNUT CREEK DR, KISSIMMEE, FL 34744
$468,99031 Days on yellowkey MLS ID: O6403013
1 Days Off yellowkey (back on 5/1/2026)
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
Remarks: 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.*
2966 SIESTA VIEW DR, KISSIMMEE, FL 34744
$460,0001 Day on yellowkey MLS ID: R4911121
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1985 Built: 2005Monthly Fee: $160 Tax: $7,804 (2025)Community: Villa Sol Ph 2 Village 3Spa: NoSingle Family
Taxes:$7,804
Remarks: Lovely 3 bedroom 2 bathroom heated and screened pool home. Nice open floorplan with utility room within the property. This gated community offers so much, large clubhouse with Olympic style pool, Fitness Center, Tennis and Basketball Courts. Scenic walking trails along the creek that also offers private community boat ramp. Easy access to all major highways, shopping, attractions and so much more. Community has short term zoning, so rent short term , long term, any term you want. HOA includes cable, internet and lawn care, so only your own private swimming pool to take care of
Listing is courtesy of: ZAINS REALTY, LLC (407-994-3171)
Listing Agent: Phil Dinnis (407-908-0275)
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