Location: Kissimmee
Do Not Show Listings
1065 PARK RIDGE CIR, KISSIMMEE, FL 34746
$235,00015 Days on yellowkey MLS ID: O6423505
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1291 Built: 2002Monthly Fee: $460 Tax: $3,464 (2025)Community: Lake Berkley Resort Villas Ph 2Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,464
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Opportunity meets flexibility in this fully furnished 3-bedroom, 2.5-bath townhome located in the highly sought-after, guard-gated, Airbnb-approved Lake Berkley Resort. Whether you're searching for a high-demand short-term rental, a vacation getaway, or a place to call home, this property offers the versatility today's buyers are looking for—all just minutes from Walt Disney World and Orlando's top attractions. Offering 1,291 square feet of well-maintained, turnkey living space, this two-story home is designed for both comfort and functionality. The open-concept floor plan seamlessly connects the kitchen, dining, and living areas, creating an inviting space for entertaining guests or relaxing after a day at the parks. The kitchen features solid wood cabinetry, ample counter space, and a breakfast bar for casual dining. Upstairs, the spacious primary suite opens to a private balcony, providing the perfect place to enjoy your morning coffee or unwind in the evening. Positioned in one of Kissimmee's most desirable resort communities, this home offers outstanding potential for short-term rental income while also providing the option for full-time owner occupancy. Its prime location near Disney, world-class attractions, shopping, restaurants, golf courses, and major highways makes it an attractive choice for vacationers and residents alike. Lake Berkley Resort features an impressive collection of resort-style amenities, including a clubhouse, fitness center, multiple community pools, playgrounds, tennis courts, beach volleyball, a fishing pier, scenic walking trails, picnic areas, and 24-hour guard-gated security. Whether you're building your investment portfolio, searching for a vacation retreat, or looking for a primary residence with exceptional amenities and an unbeatable location, this property offers an incredible opportunity in the heart of Central Florida.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Gea Gomez (877-366-2213)
988 PINEWOOD ST, KISSIMMEE, FL 34744
$343,99015 Days on yellowkey MLS ID: O6424143
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1489 Built: 2025Monthly Fee: $86 Tax: $2,304 (2025)Community: Fish Lake CoveSpa: NoTownhouse
Taxes:$2,304
Remarks: Fish Lake Cove presents the Sterling. This spacious all concrete block construction townhome optimizes living space with an elevated design featuring 3 bedrooms, 2.5 baths and a 2 Car Garage. As you enter the foyer, you’ll step into a home that reflects your style with an open concept dining area, living room and a spacious kitchen with bar seating. The kitchen is complete with a pantry, stainless steel appliances, and upgraded countertops making cooking and cleaning a breeze. Towards the back of the townhome you will find a half bathroom and private entry from the garage. As you head up to the second floor you are greeted with the 3 bedrooms and 2 bathrooms. The bedroom one-bathroom impresses with double bowl vanity, and modern shower/tub space as well as a spacious walk in closet. The second floor is complete with two guest bedrooms, an additional bathroom, and an enclosed laundry room space. This home features modern details that elevate your personal style. Like all homes in Fish Lake Cove, the Sterling 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.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
7646 LONG ISLAND DR, KISSIMMEE, FL 34747
$245,00015 Days on yellowkey MLS ID: S5153454
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1187 Built: 2007Monthly Fee: $333 Tax: $3,446 (2025)Community: Crestwynd BayTownhouse
Taxes:$3,446
Remarks: Beautifully and updated fully furnished and equipped 3-bedroom, 3 full-bath townhome located in the gated community of Crestwynd Bay in KissimmeeFully Furnished townhome equipped with smart locks and thermostat with alarm system, corian counters with 42 inches cabinets. One bedroom with Full bathroom located on the first floor. All bedrooms and living room equipped with smart TV. Residents of Crestwynd Bay can enjoy resort-style amenities, including a community pool, playground, Clubhouse. The HOA includes exterior maintenance, internet, cable, and trash service. The property is Approved for short-term and long-term rentals, making it a great option for a primary residence, vacation home, or investment property.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Nataliya Voroshylo Hylton (407-284-7247)
4666 ACKEE RD, KISSIMMEE, FL 34758
$489,00015 Days on yellowkey MLS ID: S5153331
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2404 Built: 2024Monthly Fee: $125 Tax: $8,094 (2025)Community: Westview Pod B Neighborhood 2A & 2B Ph 1Single Family
Taxes:$8,094
Remarks: Luxury Living Without the Wait – Better Than New! Welcome to this exceptional 2024 Taylor Morrison Grenada, ideally positioned on a premium corner lot with no neighboring home on one side, offering additional privacy, openness, and enhanced curb appeal in the highly sought-after Westview community. Beautifully upgraded and impeccably maintained, this move-in-ready home offers 4 spacious bedrooms, 3 full bathrooms, a versatile flex room, and a thoughtfully designed open-concept layout that perfectly blends elegance, comfort, and functionality. At the heart of the home is the stunning gourmet kitchen, featuring premium finishes, abundant cabinetry, an oversized island, and seamless views of the expansive great room and dining area—creating the perfect setting for entertaining or everyday living. The impressive pocket sliding glass doors open completely to the covered lanai, extending your living space outdoors and filling the home with natural light. What truly sets this Grenada apart from similar models is its unique functionality open-flow floor plan. Unlike many similar floorplans with closed-off rooms and restrictive doorways, this design features a connecting hallway that allows you to move effortlessly between the kitchen, living areas, and laundry room. The result is a seamless circular flow throughout the main living spaces that enhances convenience, makes entertaining easier, and gives the home an even more spacious, open feel. The luxurious primary suite is privately tucked away from the secondary bedrooms and features an elegant tray ceiling, a spa-inspired bathroom, and an oversized walk-in closet. The split-bedroom design offers exceptional privacy for family members and guests, while the upgraded third full bathroom includes a bathtub, making it ideal for visitors or multigenerational living. The flexible bonus room can easily serve as a home office, media room, playroom, fitness room, or formal dining area. Loaded with upgrades, this home includes* 8-foot interior doors *High ceilings throughout *upgraded primary bath*oversized walk-in water closet *Gourmet Kitchen Package* Brand-new refrigerator *Pocket Sliding Glass Doors* Tray Ceiling Package *remote controlled ceiling fans *Tile flooring on the covered lanai*Tile at the front entry* Epoxy-coated garage floor* Utility sink in the garage* Dedicated exterior trash receptacle pad* Upgraded ceiling fans throughout* upgraded electrical/ lighting*full bath at front of the house. The home also includes thoughtfully selected and professionally installed curtain rods with neutral blackout curtains designed to complement virtually any décor. These window treatments provide added privacy, light control, and convenience while maintaining a cohesive, timeless appearance throughout the home. Adding even more convenience, this home is located directly across from designated guest parking, providing ample off-street parking for family and visitors without taking up neighborhood roadways. So, why wait to build when this home already offers THOUSANDS of dollars in builder and post-closing upgrades? Located just minutes from shopping, dining, major highways, schools, and Central Florida’s renowned attractions, this exceptional residence combines luxury finishes, thoughtful design, and everyday convenience in one incredible package. This is more than a home—it’s a lifestyle. Schedule your private showing today and experience the difference for yourself!
Listing Agent: Linda Sosa (321-324-7206)
8817 CORCOVADO DR, KISSIMMEE, FL 34747
$678,00015 Days on yellowkey MLS ID: O6423332
Bed: 9 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4391 Built: 2018Monthly Fee: $458 Tax: $12,253 (2025)Community: Windsor At Westside Ph 2BSingle Family
Taxes:$12,253
Remarks: Experience the ultimate blend of luxury, comfort, and investment potential in this stunning fully furnished 9-bedroom, 6-bathroom lakefront home. Turnkey and short-term rental approved, this exceptional property is the perfect opportunity for investors seeking a high-performing vacation rental or homebuyers looking for an unforgettable Florida retreat. Designed for both entertaining and relaxation, the spacious open-concept floor plan features a fully equipped gourmet kitchen, generous living and dining areas, and a dedicated game room that guests and family will love. The first-floor primary suite provides added convenience and privacy, while the additional bedrooms comfortably accommodate large groups. Step outside to your private backyard oasis, where an expansive screened pool deck overlooks tranquil lake views, creating the perfect setting to unwind after a day at the parks. Ideally located just minutes from Walt Disney World, world-class attractions, shopping, dining, and entertainment, this home offers the lifestyle and location today's buyers are looking for. The HOA provides exceptional value by covering internet, cable, lawn maintenance, trash service, and 24/7 gated security, allowing for a truly low-maintenance ownership experience. Whether you're expanding your investment portfolio or searching for a luxurious vacation home, this remarkable property delivers the space, amenities, location, and income potential you've been waiting for. Schedule your private showing today.
Listing is courtesy of: GLOBAL SAPPHIRE REALTY LLC (321-478-6135)
Listing Agent: Dennesha Leachman (321-638-7738)
126 MADIERA BEACH BLVD, KISSIMMEE, FL 34746
$419,90015 Days on yellowkey MLS ID: O6422779
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1940 Built: 2003Monthly Fee: $100 Tax: $6,974 (2025)Community: Terra VerdeSingle Family
Taxes:$6,974
Remarks: Located in the highly sought-after guard-gated Terra Verde Resort **SHORT TERM RENTALS ALLOWED**, this 4-bedroom, 3-bath pool home offers an excellent opportunity to own in one of Kissimmee’s popular vacation-style communities. The home **furnishings negotiable** features an open layout, dual-primary bedrooms, abundant natural light, spacious living areas, and a private screened pool perfect for relaxing or entertaining. Terra Verde Resort is known for its guard-gated entrance, many resort amenities, and convenient location near Walt Disney World, shopping, dining, major highways, and Central Florida attractions. Schedule your showing today!
Listing is courtesy of: ALL FLORIDA PREMIER REALTY GROUP LLC (407-473-8193)
Listing Agent: Jeff Powell (407-473-8193)
2519 AMATI DR, KISSIMMEE, FL 34741
$460,00044 Days on yellowkey MLS ID: S5151384
1 Days Off yellowkey (back on 6/18/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2358 Built: 2016Monthly Fee: $173 Tax: $5,153 (2025)Community: TapestrySpa: NoSingle Family
Taxes:$5,153
Remarks: Under contract-accepting backup offers. Well maintained, move in ready 4 bed, 2.5 bath, PLUS formal den AND additional loft, & 2-car garage. Fresh paint interior and exterior. High ceilings, tall interior & exterior doors. Large kitchen with big island for prep, entertaining ,and additional space to eat. Large dining space can accommodate a large table. Tall cabinets for extra storage. Large living room with feature wall with custom lighting and prewired for an electric fireplace insert All bedrooms are nice size and have great closet space. Large laundry room near the bedrooms. Loft living area makes a great recreational space or flexible use area. Additional second floor balcony to enjoy the outdoors. Manicured front yard, paver drivewa. Fantastic back yard with huge screened & covered patio, open pavered patio and additional lawn space all fenced. Beautiful, picturesque Tapestry Community with tons of green space, lakes and ponds, walking trails, recreation building, gym, resort style pool, playgrounds, community mail box center and much more. 24 Hour secure guarded gate. Close to Turnpike and major roads, tons of restaurants & shopping, medical, schools, etc. Check out the virtual tour and dollhouse floor plan in link. Make your life easy and buy this home today!
Listing is courtesy of: LANDCRAFT REALTY GROUP, LLC (727-643-2146)
Listing Agent: Breeze Mcintee (727-643-2146)
2861 SIMILE ST, KISSIMMEE, FL 34746
$459,80078 Days on yellowkey MLS ID: O6405965
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1914 Built: 2021Monthly Fee: $286 Tax: $7,579 (2025)Community: Cove At Storey Lake IiiTownhouse
Taxes:$7,579
Remarks: OPPORTUNITY! AMAZING TOWNHOME IN STOREY LAKE, with PRIVATE POOL, fully FURNISHED, very well located, near the new Club in the Cove area. Storey Lake is a very complete community with a great location, close to Disney`s Parks, and close to restaurants, shops, Outlet and 30 minutes from the Airport. (Some new pictures will be posted soon)
Listing is courtesy of: AMG INTERNATIONAL REALTY (305-761-2655)
Listing Agent: Maria Luiza Ferreira Drummond (305-988-0100)
2275 SOUTHBURY DR, KISSIMMEE, FL 34744
$346,790145 Days on yellowkey MLS ID: O6386802
4 Days Off yellowkey (back on 6/24/2026)
REDUCED by $2,000 (0.6%) on 06/08/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1553 Built: 2026Monthly Fee: $130 Tax: $1,610 (2025)Community: TohoquaSpa: NoTownhouse
Taxes:$1,610
Elementary School: Neptune Elementary
High School: Gateway High School (9 12)
Middle School: Neptune Middle (6-8)
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. Introducing the Orchid 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, Elkins White cabinetry, a decorative tile backsplash, Blanco Maple 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 main living areas include our Luxury Vinyl Plank flooring, with tile in the bathrooms and laundry room. 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.
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
1895 HICKORY BLUFF RD, KISSIMMEE, FL 34744
$349,900186 Days on yellowkey MLS ID: S5142089
3 Days Off yellowkey (back on 6/16/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1676 Built: 2017Monthly Fee: $11 Tax: $6,019 (2025)Community: Kindred Ph 1C Pb 25 Pgs 127-134 Lot 373Spa: NoSingle Family
Taxes:$6,019
Remarks: Brand-New Roof to Be Installed Before Closing! This charming 3-bedroom, 2-bath home offers the perfect combination of comfort, convenience, and value. Featuring a spacious backyard ideal for entertaining and family gatherings, this move-in ready property is located in a highly desirable central area just minutes from major avenues, shopping centers, restaurants, gas stations, and only 1 mile from Florida Turnpike and US-192. Residents enjoy access to resort-style community amenities including swimming pools, fitness centers, walking trails, tennis courts, and social spaces—perfect for enjoying the Florida lifestyle. With stylish living spaces, an unbeatable location, and the added benefit of a brand-new roof prior to closing, this home is an incredible opportunity for buyers seeking peace of mind and long-term value. Motivated sellers—schedule your showing today!
Listing is courtesy of: REALTY ONE GROUP MAGIC CITY (407-589-9080)
Listing Agent: Elsie Cruz (407-561-4957)
2854 BOOKMARK DR, KISSIMMEE, FL 34746
$940,00057 Days on yellowkey MLS ID: O6411133
Bed: 9 Bath: 5.0 Liv Area Sq Ft: 4289 Built: 2021Monthly Fee: $495 Tax: $12,973 (2025)Community: Cove At Storey Lake IiSpa: YesSingle Family
Taxes:$12,973
Remarks: Welcome to this stunning 9-bedroom, 5-bathroom vacation home nestled in the highly sought-after Storey Lake Resort community in Kissimmee! Built in 2021 and spanning 4,289 sqft across two floors, this property is a prime short-term rental investment just minutes from Walt Disney World, Universal Studios, and Orlando's top attractions. The open-concept interior features a modern kitchen with solid wood cabinets, solid surface countertops, and stainless steel appliances, seamlessly flowing into the living and dining areas — perfect for large groups. A spacious loft on the second floor provides additional entertainment space for guests of all ages. Step outside to your private screened-in heated pool and spa, complete with a child safety fence and outdoor grill — the ultimate retreat after a day at the theme parks. Inside, guests are treated to uniquely themed bedrooms and a jaw-dropping immersive game room that will leave everyone speechless. The Storey Lake Resort amenities are second to none, including a lazy river, water slides, resort-style pool, beach volleyball court, mini golf, playground, fitness center, and lake access — all within the community. With a minimum lease period of 1-7 days and strong rental demand in the area, this is a turnkey investment opportunity you don't want to miss. Schedule your showing today!
Listing is courtesy of: KAZA REAL ESTATE LLC (407-723-8230)
Listing Agent: Manuella Benrhanem, Pa (407-777-6686)
3196 STONEHURST CIR, KISSIMMEE, FL 34741
$415,000120 Days on yellowkey MLS ID: O6393583
0 Days Off yellowkey (back on 7/10/2026)
REDUCED by $15,000 (3.5%) on 04/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1814 Built: 2001Monthly Fee: $223 Tax: $4,102 (2025)Community: Stonehurst At StonefieldSingle Family
Taxes:$4,102
Elementary School: Central Avenue Elem
High School: Osceola High School
Middle School: Kissimmee Middle
Remarks: Under contract-accepting backup offers. **WATERFRONT** If you're looking for an open-floor plan move-in ready home with a waterfront view, you've found it. Located in the heart of Hunter's Creek less than 5 minutes from The Loop Town Center, this home is ready to meet its new owners. Highlights: Three spacious bedrooms with walk-in California style closets, high ceilings, tons of windows and natural light, long entry corridor, gourmet kitchen with tiled mosaic floors, formal dining area PLUS a breakfast nook area, and a screened-in front porch and rear porch. Laundry room features custom built-in cabinets for extra storage and washer/dryer is also included. Major appliances: Roof (2020) AC (2019). Home is also equipped with wired security cameras, an irrigation system, and rain gutters. But let's be honest, the real selling point is that WATER VIEW. Talk about peace and serenity! Enjoy resort-style community amenities such as a community pool, clubhouse, fitness center, tennis courts, and walking trails. You'll never be bored! HOA covers your lawn maintenance and let's not forget, the community is gated and private. Located close to shopping plazas, restaurants, entertainment, medical facilities and highways, everything you could ever want is within a mile radius. Bonus: Disney is only 10 minutes away!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Angie Kollcaku (407-454-4078)
631 DRIVER CIR, KISSIMMEE, FL 34759
$219,00029 Days on yellowkey MLS ID: O6419071
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2291 Built: 1980Monthly Fee: $100 Tax: $3,348 (2025)Community: Poinciana Re-Plat Pt Nbrhd 01 Village 03Single Family
Taxes:$3,348
Remarks: **Please submit your highest and best proposal by Sunday at 5:00 PM.** INVESTOR SPECIAL! Fix-and-flip, rental investment, or value-add opportunity with tremendous upside potential. This spacious two-story home features 4 bedrooms, 2.5 bathrooms, an attached garage, scenic water views, vaulted ceilings, large windows, unique roof lines, and a split-level/multi-level design rarely found in today's market. The generous floor plan and oversized rooms provide the perfect foundation for a profitable renovation project. The property requires substantial TLC and is being sold As-Is, making it ideal for investors, flippers, contractors, or buyers looking to build instant equity through improvements. With strong bones, attractive architectural features, and a desirable water-view setting, the potential for increased value is significant. Most of the newer furniture will remain with the property.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Angel Kirkpatrick (561-305-6866)
4851 PEARL LAKE CT, KISSIMMEE, FL 34758
$425,00025 Days on yellowkey MLS ID: O6421367
REDUCED by $10,000 (2.3%) on 07/10/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2116 Built: 2018Monthly Fee: $120 Tax: $3,406 (2025)Community: Waterview Ph 3BSingle Family
Taxes:$3,406
Remarks: 4/2 WATERFRONT HOME ON AN OVERSIZED PIE-SHAPED LOT IN WATERVIEW! Built in 2018, this beautifully maintained Conway floorplan offers approximately 2,116 sq ft and features a desirable split-bedroom layout for added privacy. The open-concept design showcases panoramic water views from nearly every room, creating a bright and inviting living space perfect for everyday living and entertaining. Upgrades include solid-surface flooring throughout, an extended screened porch, and the convenient pass-through from the laundry room to the primary closet. The spacious primary suite overlooks the water, while well-maintained landscaping enhances curb appeal. Located in the popular Waterview community, walking distance to Poinciana High School, residents enjoy a pool, clubhouse, playground, and parks, all just minutes from Disney. A brand-new Target and additional shopping and dining options nearby add even more convenience to this exceptional waterfront property.
Listing Agent: Juanmanuel Valdez (407-460-6011)
8838 GENEVE CT, KISSIMMEE, FL 34747
$435,00027 Days on yellowkey MLS ID: O6420591
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2018Monthly Fee: $560 Tax: $7,833 (2025)Community: Windsor At Westside Ph 2BTownhouse
Taxes:$7,833
Remarks: Welcome to this stunning, fully furnished home located in the highly sought-after gated resort community of Windsor at Westside! Beautifully decorated and meticulously maintained, this exceptional property offers 5 bedrooms, 4.5 bathrooms, and an open-concept floor plan designed for comfortable living and effortless entertaining. The spacious gourmet kitchen features granite countertops, stainless steel appliances, a large center island, and abundant cabinetry, seamlessly flowing into the dining area and expansive family room. A convenient first-floor bedroom with a full bathroom provides the perfect space for guests or multi-generational living. Upstairs, you'll find the luxurious primary suite, three additional bedrooms, and a versatile loft ideal for a media room, game area, or additional living space. Step outside to your private screened in pool and lanai, where you can unwind while enjoying tranquil conservation views with no rear neighbors, offering exceptional privacy and the perfect setting for relaxing or entertaining. Windsor at Westside offers world-class resort amenities, including an approximately 10,000-square-foot clubhouse, a resort-style pool, lazy river, water park, fitness center, tennis and basketball courts, playground, restaurant, bar, and ice cream shop, providing a true vacation lifestyle year-round. Ideally located just minutes from Walt Disney World, major attractions, shopping, dining, golf, and great schools, this home is an outstanding opportunity as a primary residence, vacation home, or income producing short-term rental. Schedule your private showing today!
Listing is courtesy of: ORLANDO REGIONAL PROPERTY MANAGEMENT (407-800-4545)
Listing Agent: Jeannette Lopez (407-800-4545)
2540 WINNERS CIR, KISSIMMEE, FL 34744
$650,000156 Days on yellowkey MLS ID: O6382446
0 Days Off yellowkey (back on 7/6/2026)
REDUCED by $39,000 (5.7%) on 07/03/2026
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
Elementary School: East Lake Elem
High School: Tohopekaliga High School
Remarks: Under contract-accepting backup offers. 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)
3165 SMOKE SIGNAL CIR, KISSIMMEE, FL 34746
$299,90093 Days on yellowkey MLS ID: S5148492
REDUCED by $20,000 (6.3%) on 06/12/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1328 Built: 1990Monthly Fee: $10 Tax: $5,569 (2025)Community: Indian Wells Unit 5Single Family
Taxes:$5,569
Elementary School: Island Village Elementary School
High School: Celebration High
Remarks: Welcome to the community of Indian Wells. Conveniently located near the theme parks and shopping, this neighborhood has so much to offer. with an optional HOA of just $125/annually, you can get access to the communities pool, tennis court, basketball court, and playground. The home was originally a 3 bedroom, but part of the living room has been converted into a 4th bedroom that shares a bathroom with the primary bedroom. Enjoy the beautiful pond view out of the back yard. With no lease restrictions in this community, this home could make an excellent investment or a primary residence.
Listing is courtesy of: ALL STAR PROPERTIES OF CENTRAL (407-846-9100)
Listing Agent: Kevin Waldbieser (407-460-7993)
12 PINE ISLAND CIR, KISSIMMEE, FL 34743
$235,00067 Days on yellowkey MLS ID: O6408701
REDUCED by $2,900 (1.2%) on 07/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1066 Built: 1987Monthly Fee: $150 Tax: $1,147 (2025)Community: Pine Island VillasTownhouse
Taxes:$1,147
Elementary School: Ventura Elem
Middle School: Parkway Middle
Remarks: Price Improvement! Cared for by the current owner for the past 11 years, this lovely villa-style townhome is move-in ready! TOUR THE HOUSE WITH THE VIRTUAL TOUR and WALK THRU VIDEO LINKS. Step inside to discover high ceilings, natural light, and tile flooring throughout the house (no carpet). The layout of the house makes it feel larger than you would expect. A split floorplan provides one bedroom at the front of the house and a full bath, and the primary at the rear of the house. A spacious great room will become your place for relaxing and entertaining, with ample room for your living room furniture as well as a dining room table. The family cook will appreciate the elegant granite countertops and Shaker-style wood cabinets with soft-close doors, as well as the open pass-through to the great room. Step out the sliding glass door to the screened patio to enjoy your morning coffee, or unwind at the end of the day. You’ll also find a storage closet off to the side of the patio. Retreat to the spacious primary suite and delight in the custom walk-in closet, large vanity, and private toilet and tiled shower. The house has a new A/C (2022), fresh paint, and the roof is less than 10 years old. Residents of Pine Island Villas enjoy a care-free lifestyle with exterior landscaping and maintenance included with the reasonable $150/month HOA fee, giving you more time to visit with friendly neighbors at the sparkling pool and cabana just steps away. Plus, the location can’t be beat---with nearby shopping, groceries, restaurants, banks, gym, and public transportation options. Just 30 minutes from the world class theme parks, airport, and downtown Orlando!
Listing is courtesy of: BLOOM HOME GROUP REALTY LLC (407-434-9408)
Listing Agent: Chris Winn (407-970-6776)
189 GRAND CANAL DR, KISSIMMEE, FL 34759
$245,000303 Days on yellowkey MLS ID: O6347415
INCREASED by $5,000 (2.1%) on 07/10/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1240 Built: 2005Monthly Fee: $263 Tax: $4,308 (2024)Community: Solivita Ph 03ASingle Family
Taxes:$4,308
Elementary School: Palmetto Elementary
High School: Haines City Senior High
Tax Year: 2024
Middle School: Lake Marion Creek Middle
Remarks: Short Sale. This well-maintained 2-bedroom, 2-bathroom waterfront home is located in the highly desirable 55+ community of Solivita. The property offers an open and inviting layout with hardwood flooring throughout the main living areas, creating both durability and style. The living room and dining area provide excellent natural light and direct views of the water, making the home feel bright and spacious. The kitchen is conveniently positioned with plenty of counter and cabinet space, perfect for everyday cooking and entertaining. Both bedrooms are generously sized, with the primary suite featuring an en-suite bathroom and a walk-in closet. The home also includes a 290-square-foot enclosed back porch overlooking the water, ideal for relaxing, entertaining, or enjoying the peaceful setting year-round. The roof was replaced in 2025, giving new owners added peace of mind, and the overall condition of the home reflects consistent care and upkeep. Solivita is a master-planned, gated community designed specifically for active adults. The neighborhood is well known for its resort-style amenities, including multiple clubhouses, fitness centers, indoor and outdoor swimming pools, and two 18-hole championship golf courses. Residents can also take advantage of over 200 organized clubs, a variety of dining options, and miles of scenic walking and biking trails surrounded by natural preserves. With its combination of social activities, recreational facilities, and beautiful surroundings, Solivita continues to be one of the premier 55+ communities in Central Florida.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Jonathan Cole (407-928-9516)
808 BALSAMWOOD LN, KISSIMMEE, FL 34743
$340,00065 Days on yellowkey MLS ID: S5150371
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1120 Built: 1986 Tax: $4,073 (2025)Community: Buenaventura LakesSingle Family
Taxes:$4,073
Remarks: Under contract-accepting backup offers. COMPLETELY REMODELED AND MOVE IN READY WITH A BRAND NEW ROOF, AC, KITCHEN, THE WORKS. Welcome to 808 Balsamwood Lane, a beautifully renovated home where all the major updates have already been completed for you. This stunning property has been thoughtfully remodeled from top to bottom, offering modern style, functionality, and peace of mind. Step inside and immediately appreciate the tile flooring throughout the entire home, creating a clean, modern look with easy maintenance. The heart of the home is the large upgraded kitchen, featuring new stainless steel appliances, beautiful granite countertops, modern Tile Backsplash, expanded cabinet space, and an additional pantry for extra storage. NEW LED LIGHTING AND CEILING FANS IN EVERY ROOM. Whether you're preparing everyday meals or entertaining guests, this kitchen offers both style and functionality. Both bathrooms have been remodeled with updated vanities, modern fixtures, and contemporary finishes. New blinds throughout the home add a fresh and polished touch to every room. Enjoy peace of mind with a BRAND NEW ROOF and NEW AIR CONDITIONING SYSTEM, providing years of worry free ownership and improved energy efficiency. One of the home's standout features is the large enclosed rear porch complete you can add its own AC unit, creating valuable additional living space perfect for a family room, game room, home office, fitness room, hobby area, or entertainment space. The garage has also been upgraded with built in cabinets and a utility sink, offering exceptional storage and workspace. Step outside to your private backyard featuring a new vinyl privacy fence, ideal for pets, outdoor gatherings, gardening, or simply relaxing in your own backyard retreat. Conveniently located near shopping, dining, schools, parks, and major roadways, this move in ready home combines extensive upgrades with everyday convenience. Highlights Include: Brand New Roof New AC System Completely Remodeled Kitchen. New Stainless Steel Appliances Granite Countertops Expanded Cabinet Space Plus Additional Pantry. Renovated Bathrooms Tile Flooring Throughout. Large Enclosed Back Porch Garage with Built In Cabinets and Utility Sink. New Vinyl Privacy Fence. New Blinds Throughout. and best of all it is Move In Ready This is a rare opportunity to own a fully updated home with exceptional upgrades and flexible living space. Schedule your private showing today before it's gone!
Listing is courtesy of: W & CO REALTY (321-244-3332)
Listing Agent: William Gonzalez (407-350-0090)
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