Displaying: For Sale
Location: Kissimmee
Property Type(s): Single Family
Beds: 4 to 4
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Kissimmee - 680 properties found
1909 LAKEVIEW PL, KISSIMMEE, FL 34759
$250,000315 Days on yellowkey MLS ID: O6320983
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1915 Built: 2005Monthly Fee: $81 Tax: $3,600 (2024)Community: Poinciana Nbrhd 05 Village 07Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,600
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Short Sale. Short sale, Bank approved price. Welcome to this charming two-story home in Kissimmee FL. Featuring two master suites one on the main floor and another upstairs each with updated private bathrooms. Two additional bedrooms share a beautifully updated third bathroom. Downstairs, the open-concept layout connects the kitchen, dining, and family room, creating an ideal space for everyday living. Enjoy cozy evenings by the fireplace or cook with ease in the well-appointed kitchen that overlooks the main living areas. Step outside to a spacious, fully fenced backyard, perfect for pets, play, or weekend gatherings. Recent upgrades include a new roof (2022) and A/C system (2019). Community amenities include Lake Marion Community Park, basketball court, and sports field, free cable, fitness center, meeting rooms, & community pool. Close to Disney, shopping, and dining, this home is perfect for you. There is a 15,000-dollar US Federal Bankruptcy Estate Fee to be paid by the buyer at closing.
Listing is courtesy of: CENTURY 21 CARIOTI (407-770-0322)
Listing Agent: Kavita Uttamchandani (239-691-2289)
4950 PALL MALL ST E, KISSIMMEE, FL 34758
$379,99961 Days on yellowkey MLS ID: O6387730
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2268 Built: 2020Monthly Fee: $231 Tax: $5,105 (2025)Community: Trafalgar Village Ph 3Single Family
Taxes:$5,105
Elementary School: Reedy Creek Elem (K 5)
High School: Poinciana High School
Tax Year: 2025
Middle School: Horizon Middle
Remarks: Welcome to 4950 Pall Mall St E, a beautifully designed 4-bedroom, 3-bath home in the guard-gated community of Trafalgar Village. Built in 2020, this residence offers over 2,200 square feet of open-concept living, ideal for both relaxing and entertaining. Inside, you’ll find tile flooring throughout the main living areas and a bright, seamless layout connecting the living room, dining space, and kitchen. The kitchen features ample cabinetry, modern appliances, and a layout that keeps you connected to the heart of the home. Spacious bedrooms provide comfort and privacy, including a well-appointed primary suite with an en-suite bath. Enjoy resort-style amenities including a clubhouse, pool and spa, fitness center, walking trails, playground, and more. Conveniently located near major roadways, shopping, dining, and Central Florida attractions. Seller is offering a $5,000 credit toward buyer’s closing costs, and select furnishings may be included—adding value and making your move even easier.
Listing is courtesy of: SET HOMES REALTY LLC (407-690-3314)
Listing Agent: Dejahne Johnson (914-843-0771)
2213 WYNDHAM PALMS WAY, KISSIMMEE, FL 34747
$470,00056 Days on yellowkey MLS ID: O6388889
0 Days Off yellowkey (back on 4/29/2026)
INCREASED by $20,000 (4.4%) on 04/19/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1834 Built: 2002Monthly Fee: $270 Tax: $5,930 (2025)Community: Wyndham Palms Ph 3Single Family
Taxes:$5,930
Remarks: Beautiful 4-bedroom, 3-bathroom home located in the desirable Windsor resort community, just minutes from Disney. This spacious property features an open floor plan, a private pool, and comfortable living areas perfect for family living or short-term rentals. The home offers a fully equipped kitchen, generous bedrooms, and a relaxing outdoor space ideal for enjoying the Florida lifestyle. Windsor community amenities include a clubhouse, resort-style pool, fitness center, and more.
Listing is courtesy of: MALIBU BAY REALTY (786-601-7928)
Listing Agent: Lisbey Tamayo Pa (786-514-9356)
107 IGUALA DR, KISSIMMEE, FL 34743
$385,00042 Days on yellowkey MLS ID: S5145868
REDUCED by $5,000 (1.3%) on 04/24/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1842 Built: 1980 Tax: $10,027 (2025)Community: Bvl Unit 3Spa: NoSingle Family
Taxes:$10,027
Elementary School: Boggy Creek Elem (K 5)
High School: Tohopekaliga High School
Middle School: Parkway Middle
Remarks: Fully renovated and move-in ready! Welcome to this beautifully updated home in the heart of Kissimmee with NO HOA—offering both freedom and flexibility. This property has been thoughtfully remodeled with modern finishes throughout, creating a stylish and comfortable living space. From the updated interiors to the inviting layout, every detail has been designed to enhance everyday living. Enjoy a spacious backyard perfect for entertaining, relaxing, or storing your outdoor toys, complete with a convenient storage shed for extra space and organization. Ideally located near major highways, shopping, dining, and Central Florida attractions, this home is perfect as a primary residence, vacation getaway, or investment opportunity. Don’t miss your chance to own a beautifully upgraded home with no HOA restrictions!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sandra Mercado (407-225-9310)
1202 WINDING CYPRESS CT, KISSIMMEE, FL 34746
$420,00063 Days on yellowkey MLS ID: S5144891
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1830 Built: 2003Monthly Fee: $175 Tax: $6,028 (2025)Community: Cumbrian LakesSpa: YesSingle Family
Taxes:$6,028
Remarks: Discover this stunning, fully furnished 4-bedroom, 3.5-bathroom retreat at 1202 Winding Cypress Ct, perfectly positioned in the prestigious gated community of Cumbrian Lakes. Designed for versatility, this home is an ideal fit for primary residents seeking peace, vacation buyers seeking a turnkey escape, or investors seeking a short-term rental. The open interior flows seamlessly to a private, screened-in oasis featuring a sparkling south-facing pool and spa with a serene pond view—the ultimate backdrop for Florida evenings. For added entertainment, the garage has been converted into a game room, ensuring fun for all ages right at home. Living in the Cumbrian Lakes means enjoying 120 acres of lush conservation land, four natural lakes, and a host of amenities, including a children's playground. This prime location offers the best of Central Florida, situated just minutes from the magic of Walt Disney World, Universal Studios, and SeaWorld. You are also well-positioned near the vibrant dining and shopping of the US-192 corridor and The Loop, with easy access to Orlando International Airport. Whether you are looking for a lakeside sanctuary or a strategic investment near world-class attractions, this property offers it all.
Listing is courtesy of: TEAM DONOVAN (407-705-2616)
Listing Agent: James Donovan (407-705-2616)
373 AMBERJACK CT, KISSIMMEE, FL 34759
$389,00042 Days on yellowkey MLS ID: S5146366
REDUCED by $10,000 (2.5%) on 04/29/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1668 Built: 2025Monthly Fee: $35 Tax: $364 (2025)Community: Poinciana Nbrhd 02 East Village 07Single Family
Taxes:$364
Remarks: CUSTOM BUILT 2025 4 bedroomS 2.5 bathrooms in the rapidly growing Poinciana community. This brand new, spacious property is designed to balance comfort, functionality, and style. It features beautiful 24x48 porcelain tile floors and an open concept design. The gourmet kitchen is a dream, with sleek contemporary finishes and 42" Kitchen Cabinets and plenty of storage space. The amazing floor plan creates a perfect balance of privacy and spaciousness, highlighted by a large primary suite complete with an ensuite bath and walk-in closet. Located in a community with access to top schools, parks, shopping, and major highways, it is designed for both relaxation and entertaining. Available now for immediate move in Schedule your tour today and make this beautiful home yours.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Muhammad Gadit (407-908-1061)
105 CIMARRON LN, KISSIMMEE, FL 34759
$295,0007 Days on yellowkey MLS ID: O6402510
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1578 Built: 2020Monthly Fee: $100 Tax: $3,687 (2025)Community: Poinciana Nbrhd 06 Village 07Single Family
Taxes:$3,687
Remarks: Welcome a beautifully 4-bedroom, 2-bath home offering comfort, style, and space in a prime location near shopping, schools, restaurants, medical centers, and everyday conveniences. Located in a community with HOA amenities including a clubhouse, dog park, playground, and park, this home delivers the perfect blend of lifestyle and value. Inside, you’ll find spacious bedrooms with luxury vinyl flooring throughout, including all bedrooms, creating a modern and low-maintenance living environment. The open-concept kitchen is designed for both entertaining and daily living, featuring a large center island, granite countertops, rich wood cabinetry, and a full appliance package. Sliding glass doors lead to an oversized backyard area, ideal for outdoor dining, gatherings, pets, or future enhancements. Whether you are looking for a primary residence or investment opportunity, this move-in ready home offers upgraded finishes, functional layout, and access to desirable neighborhood amenities. Conveniently situated with easy access to major roads, Disney attractions, Orlando area employment centers, and Central Florida recreation. Don’t miss the opportunity to own this spacious and upgraded home in one of Poinciana’s growing communities!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Victor Kubrusly (754-304-4750)
247 COBALT DR, KISSIMMEE, FL 34758
$319,00021 Days on yellowkey MLS ID: O6398241
REDUCED by $10,000 (3.0%) on 04/29/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2162 Built: 2005Monthly Fee: $85 Tax: $1,672 (2025)Community: Poinciana Village 1 Nbhd 1 NorthSingle Family
Taxes:$1,672
Elementary School: Deerwood Elem (Osceola Cty)
Middle School: Discovery Intermediate
Remarks: PRICED TO SELL — recently improved by $10,000. This 4-bedroom, 2.5-bath pool home offers approximately 2,162 sq ft of living space and a strong opportunity for buyers or investors looking to customize and add value. Built in 2005, the home features a functional two-story layout with spacious living areas and great natural flow. The backyard is one of the key highlights, offering a private screened-in pool and generous outdoor space, perfect for relaxing or entertaining. The property is being sold AS-IS and priced accordingly, making it one of the most attractive values for a pool home in the area — especially for buyers who understand the upside potential. Located in the established Poinciana community with convenient access to major roadways. Approximately 35 minutes to Downtown Orlando, 25 minutes to Walt Disney World, 35 minutes to Universal Studios, 25 minutes to Valencia College, 40 minutes to UCF, and about 1 hour to Florida’s East Coast beaches. Close to shopping, dining, schools, parks, and medical facilities. If you’ve been waiting for the right opportunity with a pool at the right price — this is it. Schedule your showing today.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Alexa Monasterio Flores (786-915-9294)
2600 DECK AVE, KISSIMMEE, FL 34743
$350,00055 Days on yellowkey MLS ID: O6388872
1 Days Off yellowkey (back on 4/29/2026)
REDUCED by $5,000 (1.4%) on 04/16/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1682 Built: 1999Monthly Fee: $35 Tax: $4,956 (2025)Community: Saratoga ParkSingle Family
Taxes:$4,956
Elementary School: Ventura Elem
Remarks: Under contract-accepting backup offers. This 4-bedroom, 2-bathroom home features a functional layout and a spacious backyard with a private patio, offering ample room for outdoor entertaining and recreation. Maintained in average condition, the property provides a move-in-ready foundation for a buyer looking to add value through personalized cosmetic updates. With its generous bedroom count and versatile outdoor utility, this residence represents a practical and spacious opportunity in a competitive market.
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
2867 LONGLEAF CT, KISSIMMEE, FL 34746
$399,00038 Days on yellowkey MLS ID: S5146544
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2180 Built: 1986Monthly Fee: $31 Tax: $1,763 (2025)Community: Pleasant Hill LakesSingle Family
Taxes:$1,763
High School: Liberty High
Remarks: Nestled on a quiet cul de sac in the heart of Kissimmee, this inviting residence offers the perfect blend of comfort, convenience, and Florida lifestyle living. Surrounded by mature landscaping and a peaceful neighborhood setting, this home is ideal for those seeking a place to relax and recharge while remaining close to it all. Inside, the home offers a well designed layout filled with natural light and flexible living spaces perfect for everyday living or entertaining. It is a split plan with the primary suite on the opposite side of the house from the rest of the bedrooms which is great for privacy! The garage has been converted to an air conditioned bonus room which would make an amazing office or game room. Step outside and enjoy the outdoor space on your huge ½ acre lot. There is a large Florida room in the back with plexiglass windows that is perfect for enjoying your peaceful backyard view in any Florida weather. There is also a large open patio just outside of it that, perfect for morning coffee, weekend barbecues, or simply soaking up the Central Florida sunshine. The driveway is large enough to fit your boat or RV. Bring all the toys! There is a massive 24’x12’ workshop/storage shed with electricity in the backyard, too! This home has been completely replumbed and extra insulation has been blown into the attic throughout making it super efficient! The roof was replaced in 2018 and gutters were added to it and the shed. Laminate flooring was installed in 2020. The washer and dryer are included and have also been recently replaced. Whether you’re enjoying a quiet evening at home or hosting friends and family, this home adapts effortlessly to your lifestyle. If you’re looking for a home that combines tranquility, accessibility, and strong long term appeal, you found it! Call now to schedule a showing!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Eric Roman, Pa (407-342-5594)
4547 FICUS TREE RD, KISSIMMEE, FL 34758
$397,000201 Days on yellowkey MLS ID: O6352791
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2847 Built: 2003Monthly Fee: $100 Tax: $3,149 (2024)Community: Banyan Cove/Cypress WoodsSingle Family
Taxes:$3,149
Remarks: Under contract-accepting backup offers. Beautifully updated 4-bedroom, 2.5-bath home offering comfort, style, and plenty of space, conveniently located near Poinciana Parkway, the hospital, and Valencia College. Enjoy over 2,800 square feet of living space in this move-in-ready home that truly shows pride of ownership. The fully remodeled kitchen is designed to impress, featuring custom cherry cabinets, gorgeous granite countertops, a built-in oven and microwave, range hood, dishwasher, and a wonderful cooking range—perfect for any home chef. The spacious master suite provides a relaxing retreat with two walk-in closets and beautiful views, while the secondary bedrooms also enjoy peaceful scenery and generous space. Both the master and secondary bathrooms showcase elegant granite countertops for a touch of luxury. Major upgrades include newer windows, roof, A/C system, and hot water heater within the last 10 years, providing added peace of mind. Additional features include hurricane shutters, a water softener system, and a garage with a sliding screen enclosure for added comfort and versatility. Step outside to your screened-in patio and unwind while enjoying a tranquil water view—the perfect setting for relaxing evenings, entertaining guests, or simply enjoying Florida living at its best.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Chris Creegan (407-622-1111)
2948 PEMBRIDGE ST, KISSIMMEE, FL 34747
$500,0006 Days on yellowkey MLS ID: S5148845
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1778 Built: 1991 Tax: $5,527 (2025)Community: Lindfields Unit 3Spa: NoSingle Family
Taxes:$5,527
Elementary School: Westside Elem
High School: Celebration High
Middle School: Kissimmee Middle
Remarks: A rare no-HOA opportunity just minutes from Disney — this beautifully furnished 4-bedroom, 2-bathroom pool home delivers one of the most impressive outdoor living setups you'll find in this price range. With no HOA restrictions, a turnkey furnished interior, and tens of thousands of dollars in recent upgrades, this property is ready to live in, rent out, or enjoy as a Central Florida getaway from day one. Maintained by its original owner since 1991, the home shows true pride of ownership throughout. A welcoming foyer opens into a bright, vaulted dining room that flows into the kitchen, with tile flooring throughout the main living spaces. The split-bedroom layout offers excellent privacy — the spacious primary suite sits on its own side of the home and features French doors leading directly to the pool deck, a walk-in closet, and an updated ensuite bathroom with a brand-new shower and double sinks. Three additional bedrooms on the opposite side share a tastefully refreshed second bathroom with new sinks and updated shower tile, offering flexibility for guests, a home office, or hobby space. The outdoor space is where this property truly stands out. The screened enclosure measures roughly 42 feet wide by nearly 38 feet deep — an enormous footprint anchored by a free-form pool with solar heating and an extended sundeck. The covered lanai is generously sized and ready for outdoor dining, lounging, or entertaining, with opaque privacy panels along the screen enclosure adding a welcome sense of seclusion. Mature trees beyond the pool cage complete the peaceful setting. The list of recent upgrades is genuinely impressive. A new roof was installed in 2024 ($29,000), along with new solar pool heating panels ($7,500). All windows have been replaced with energy-efficient double-glazed units and exterior doors have been upgraded — including French doors in place of standard sliders — for a combined investment of over $17,000. Add fresh exterior paint, all-new interior blinds, all-new toilets, newer appliances, a Nest smart thermostat, Whirlpool washer and dryer, Rainbird irrigation, and a pool cover, and the costly behind-the-scenes work is already done. The home comes fully furnished and turnkey — ideal for a short-term rental, vacation home, or move-in-ready primary residence. The location is hard to beat: roughly 10 minutes to Walt Disney World, 5 minutes to US-192 shopping and dining, 5 minutes to I-4, 20 minutes to Universal Studios, and 30 minutes to Orlando International Airport. Florida's east coast beaches are about 90 minutes away, with Gulf coast beaches around two hours. With no HOA restrictions, a standout outdoor setup, extensive upgrades, and a fully furnished interior in a high-demand Kissimmee location, 2948 Pembridge Street is a rare opportunity offering true freedom of ownership and exceptional flexibility.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Irena Aistrop (321-443-7535)
5555 MORANT BAY PATH, KISSIMMEE, FL 34758
$380,550118 Days on yellowkey MLS ID: O6371474
REDUCED by $5,000 (1.3%) on 04/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1872 Built: 2025Monthly Fee: $50Community: Westview 50S GcSingle Family
Taxes:$0
Remarks: One or more photo(s) has been virtually staged. Under Construction. This new four-bedroom Walsh provides single-story living with a seamless open layout, perfect for modern lifestyles. Three secondary bedrooms share a private hallway near the front of the home, leading to an inviting open-concept floorplan shared between the kitchen, dining nook and family room. A nearby covered patio encourages simple indoor-outdoor living, while a luxurious owner’s suite is nestled into a private rear corner with a full bathroom and walk-in closet. A spacious three-car garage completes the home. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
4633 CORAL HARBOUR RD, KISSIMMEE, FL 34758
$385,78012 Days on yellowkey MLS ID: O6401454
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2175 Built: 2026Monthly Fee: $125Community: Westview 50S GcSingle Family
Remarks: One or more photo(s) has been virtually staged. Under Construction. This new four-bedroom Hendrix showcases convenient single-story living. Three secondary bedrooms are located near the front of the home off the foyer, near a versatile flex space ready to be used as an office or studio. An open-concept floorplan blends the kitchen, living and dining areas with easy access to a covered patio, while a luxe owner’s suite is nestled into a private rear corner, providing direct access to a full bathroom with dual sinks and a walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.
5591 MORANT BAY PATH, KISSIMMEE, FL 34758
$313,54012 Days on yellowkey MLS ID: O6401432
REDUCED by $5,000 (1.6%) on 04/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1600 Built: 2025Monthly Fee: $125Community: Westview 45S GcSingle Family
Remarks: One or more photo(s) has been virtually staged. Under Construction. Introducing the new and exciting Sentosa! This elegant four-bedroom home provides convenient single-story living. An open-concept floorplan maximizes interior space and encourages seamless transitions between a modern kitchen, elegant dining room and comfortable family room. Three secondary bedrooms are tucked away to the side of the home, while a luxurious owner’s suite is nestled into a private rear corner, complete with a full bathroom and walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.
1881 CRICKET CRADLE DR, KISSIMMEE, FL 34746
$430,00018 Days on yellowkey MLS ID: O6399511
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2109 Built: 2023Monthly Fee: $175 Tax: $7,186 (2025)Community: Storey CreekSingle Family
Taxes:$7,186
Remarks: You've been looking for something different. A home that actually works the way your life is right now, not the way homes are "supposed" to be. This Next Gen home delivers exactly that. It features two complete living spaces under one roof, each with its own entrance, kitchenette, full bathroom, and bedroom. The flexibility is built in. The main home offers open-concept living with modern Lennar quality throughout. Stainless appliances, quality cabinetry, and generous bedrooms create comfortable spaces for your family. Smart home technology is integrated throughout, keeping you connected and in control. The separate suite works however you need it to. Home office. Guest accommodations. Flex space. Additional living area for extended family. Rental income potential. The independent entrance and full kitchen mean it adapts to your lifestyle. The community offers resort-style amenities including a swimming pool, clubhouse, fitness center, tot lot, basketball, tennis, and volleyball courts, as well as a dog park and trail Disney's Golden Oak Real Estate. Lake Tohopekaliga is nearby, offering fishing, canoeing, kayaking, and bird watching Disney's Golden Oak Real Estate. Shingle Creek Regional Park features scenic creek-side trails rich in natural beauty and Florida wildlife Disney's Golden Oak Real Estate. Storey Creek is strategically located near major roadways including SR-535, I-4, and US-192, close to shops, restaurants, and downtown Kissimmee Disney's Golden Oak Real Estate. Your commute to Central Florida employment centers is straightforward. Schools serve the area well. You're in a neighborhood built for the Florida lifestyle... water, trails, community spaces, and easy access to everything that matters. The HOA handles lawn maintenance, so you spend your time on what you actually want to do. You're not isolated, but you're not in chaos either. This home is built for flexibility, spaces that work for your needs today and adapt as your life changes.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Jessica Macias (321-321-9135)
2540 WINNERS CIR, KISSIMMEE, FL 34744
$739,00074 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
Elementary School: East Lake Elem
Middle School: Neptune Middle (6-8)
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)
5518 PIMENTA CT, KISSIMMEE, FL 34758
$325,65031 Days on yellowkey MLS ID: O6396213
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1910 Built: 2026Monthly Fee: $125Community: Westview 40S GcSingle Family
Remarks: One or more photo(s) has been virtually staged. Under Construction. The Morrow checks all your boxes! This new two-story luxurious retreat has a first-floor owner’s suite, featuring a spacious bedroom, en-suite bathroom and walk-in closet. The open-concept floorplan combines the kitchen, living and dining areas for streamlined everyday living. Three additional bedroom suites can be found on the second level, along with a versatile loft that provides a convenient shared living area and additional entertainment space. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.
1552 LOXLEY TRL, KISSIMMEE, FL 34746
$386,75618 Days on yellowkey MLS ID: O6399862
INCREASED by $2,000 (0.5%) on 04/22/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1936 Built: 2026Monthly Fee: $88Community: Knightsbridge 50SSingle Family
Remarks: Under Construction. Open flow sets the tone for the upscale Hartford floorplan. This exceptional home is complete with 4 bedrooms and 2 bathrooms. The kitchen has a lovely center island that overlooks an open café with a large family room, which is perfect for entertaining. The owner suite features a over-sized bedroom connected to a spa-inspired bathroom with his and her sinks and a fabulous walk-in closet. Lennar has reimagined the homebuying experience by including the most desired home features at no extra cost to you. All features and products can vary by community and homesite. Knightsbridge residents enjoy access to outdoor amenities including a swimming pool & cabana, playground, volleyball court and walking trail. Enjoy local dining and shopping from downtown Kissimmee. Close to Lake Toho if you like to boat or walk the lakefront. Conveniently located near Walt Disney World and major Osceola County attractions.
4432 DESERT ROSE AVE, KISSIMMEE, FL 34746
$399,9006 Days on yellowkey MLS ID: O6402731
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1960 Built: 2021Monthly Fee: $41 Tax: $5,058 (2025)Community: Sedona Ph 1Single Family
Taxes:$5,058
Remarks: Currently leased. Discover this beautiful new listing at 4432 Desert Rose Ave in the desirable Sedona community of Kissimmee, FL. This spacious 1,960 sq ft home offers four comfortable bedrooms, three stylish bathrooms, and an open floor plan that blends functionality with modern charm. The sleek kitchen features granite countertops and stainless steel appliances, while elegant light fixtures and ceiling fans add both comfort and character. The primary suite is a relaxing retreat with an extended walk-in closet for ample storage. A Tesla charging station is conveniently installed in the garage, perfect for electric vehicle owners. Ideally located near parks, shopping, and major highways, this move-in-ready home combines convenience, comfort, and a vibrant lifestyle—making it the perfect place to start your next chapter. Don’t miss your chance to make it yours!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: David Berlant (407-564-8950)
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