Location: Kissimmee
Do Not Show Listings
2724 COUPE ST, KISSIMMEE, FL 34746
$295,00016 Days on yellowkey MLS ID: O6423375
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2007Monthly Fee: $435 Tax: $3,568 (2025)Community: Regal Oaks At Old TownSpa: YesTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,568
Elementary School: Celebration K-8
High School: Celebration High
Tax Year: 2025
Middle School: Celebration K-8
Remarks: Stunning 4 bedroom 3 bath townhome in the very popular gated community of Regal Oaks. Minutes from Walt Disney Resort, restaurants and shopping. Very quiet and private setting backing up to nature preserve. Open floor plan main floor with granite counter top kitchen, laundry and powder room. Freshly painted interior with accent walls. Turnkey furnished with contemporary furnishings. Fully equipped kitchen. Sliding doors to very private over sized lanai with heated hot tub. Second floor with 2 ensuite bedrooms and baths. Top of the line amenities with resort style zero entry pool, water slide, pool bar and cabanas. State of the art Clubhouse with restaurant, lounge, games room, fitness center, convenience store and tennis court. This stunning upgraded deluxe townhome is an investment opportunity in the highly sought-after gated community of Regal Oaks at Old Town. With professional property management already in place, it offers a hassle-free ownership experience and rental potential. Please note, this property is specifically tailored for investors seeking a rental asset. Located adjacent to Old Town and just a ten-minute drive to Walt Disney World Resort, this home combines a prime location with rental income prospects. The management team provides comprehensive services, including marketing, property upkeep, guest check-ins, thorough cleaning, communication, licensing, tourist taxes, insurance, and ongoing maintenance. The office is conveniently situated within the Clubhouse premises, ensuring seamless support and oversight. Additional support includes assistance with financial statements, current market analysis, and insights into the State of the Market, empowering you to make informed investment decisions. Don’t miss this opportunity to grow your real estate portfolio with a beautifully upgraded, professionally managed rental home in a prime Florida location. Contact us today to learn more!
Listing is courtesy of: IDILIQ ESTATES USA LLC (407-997-1000)
Listing Agent: Christine Butler (407-908-1923)
4975 WINDERMERE AVE, KISSIMMEE, FL 34746
$528,80016 Days on yellowkey MLS ID: O6422940
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2168 Built: 2019Monthly Fee: $285 Tax: $8,305 (2025)Community: Storey Lake Ph 3Spa: NoTownhouse
Taxes:$8,305
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to resort-style living in the highly sought-after Storey Lake Resort! This beautifully fully furnished home is tastefully decorated with stylish, modern décor and offers the perfect combination of comfort, luxury, and investment potential. Whether you're searching for a vacation home, or income-producing short-term rental, this property checks all the boxes. Step inside to discover an open-concept floor plan designed for entertaining, where the spacious living area flows seamlessly into the modern kitchen and dining space. The kitchen offers ample cabinetry, generous counter space, and overlooks the main living areas, creating the perfect gathering place for family and guests. The spacious bedrooms provide comfortable accommodations, while the primary suite serves as a private retreat complete with an en-suite bathroom and generous closet space. Step outside to your own private screened plunge pool, the perfect place to relax after a day at the theme parks or enjoy Florida's year-round sunshine in complete privacy. Located in one of Central Florida's premier vacation destinations, Storey Lake Resort offers exceptional amenities including a resort-style pool, lazy river, water slides, splash pad, fitness center, mini golf, sports courts, kayak rentals, clubhouse, tiki bar, and more. Just minutes from Walt Disney World, Universal Orlando Resort, SeaWorld, world-class shopping, dining, and Orlando International Airport, this location is ideal for both vacationers and full-time residents. With short-term rentals permitted, HOA covering cable TV, Internet and Trash service along with the home being sold fully furnished, this is a true turnkey opportunity ready for immediate enjoyment or rental income. Don't miss your chance to own a beautifully appointed townhome in one of Kissimmee's most desirable resort communities.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Alexis Mckenzie (321-438-9670)
3032 PARKWAY BLVD #101, KISSIMMEE, FL 34747
$170,00016 Days on yellowkey MLS ID: O6421743
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 937 Built: 1990 Tax: $2,448 (2025)Community: Blossom Park Villas A CondoCondo
Taxes:$2,448
Elementary School: Reedy Creek Elem (K 5)
Middle School: Kissimmee Middle
Remarks: Welcome to this beautifully maintained condo located at 3032 Parkway Blvd #101 in the heart of Kissimmee. This inviting property features a well-designed layout with 2 bedrooms and 2 bathrooms, offering both comfort and functionality for everyday living or a vacation-style lifestyle. The open-concept living and dining area provides a bright and welcoming space, seamlessly connecting to a well-equipped kitchen with ample cabinetry and workspace. The primary suite offers a private retreat with its own bathroom, while the additional bedrooms are spacious and versatile—ideal for family, guests, or a home office. Located on the first floor, this unit offers convenient access and a comfortable living experience. The community features resort-style amenities, which may include a pool, fitness center, tennis courts, and beautifully maintained grounds. Ideally situated just minutes from major attractions such as Walt Disney World, as well as shopping centers, restaurants, and entertainment options along US-192. Easy access to I-4 allows for quick travel to Downtown Orlando, Universal Studios, and other Central Florida destinations. This property is a great opportunity for primary residence, vacation home, or investment. Schedule your showing today!
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)
Listing Agent: Brigida Lopez (321-945-3989)
180 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746
$550,00016 Days on yellowkey MLS ID: O6421854
Bed: 7 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3020 Built: 2004Monthly Fee: $467 Tax: $6,730 (2025)Community: Terra Verde Ph 2Spa: NoSingle Family
Taxes:$6,730
Elementary School: Sunrise Elementary
High School: Poinciana High School
Remarks: Welcome to Terra Verde, a gated resort-style community in the heart of Kissimmee. This 7-bedroom, 4.5-bath home offers 3,020 heated square feet, a flexible two-story layout, and a private screen-enclosed pool area made for relaxed Florida living. The main level opens to bright tile living spaces with a front living room, separate dining area with arched built-ins, and an open family room that connects naturally to the kitchen and breakfast area. The kitchen features blue cabinetry, stainless steel appliances, a closet pantry, and direct sightlines to the family room and pool deck. Sliding glass doors lead to the covered lanai and wide screened pool deck, where the in-ground pool, deck lighting, lounge space, and tall privacy hedges create an easy indoor-outdoor setting for entertaining or unwinding. The first-floor primary suite offers privacy, a walk-in closet, and a bath with dual sinks, soaking tub, and separate shower. Upstairs, a spacious wood-floor loft anchors six additional bedrooms and three full baths, giving everyone room to spread out. A converted garage/game room adds another casual hangout zone. Terra Verde offers guard-gated entry, clubhouse, resort-style pool, tiki bar, fitness center, arcade, playground, basketball, volleyball, shuffleboard, sidewalks, and fishing. A strong fit for a primary residence, second home, or Central Florida getaway close to area attractions.
Listing Agent: Peter Luu (321-917-7864)
360 BASS CT, KISSIMMEE, FL 34759
$230,00016 Days on yellowkey MLS ID: O6420772
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1061 Built: 2024Monthly Fee: $100 Tax: $2,834 (2025)Community: Poinciana Nbrhd 02 East Village 07Single Family
Taxes:$2,834
Remarks: Move-in ready and priced to sell! Incentive: The seller will pay the HOA dues for the remainder of the year with an acceptable contract. Situated on a desirable **corner lot**, this charming 2-bedroom, 1-bath home features a comfortable, functional floor plan with an open living and dining area overlooking the kitchen, creating a bright, inviting space for everyday living or entertaining. Additional features include a breakfast nook with pantry space, an indoor laundry room, backyard access, and a one-car garage. Conveniently located in the growing Poinciana area, you'll be just minutes from shopping, restaurants, schools, parks, hospitals, and other daily essentials. Enjoy easy access to Central Florida's top attractions, including Disney (approximately 35–40 minutes), Legoland (about 30 minutes), and both Orlando International Airport and Lakeland Linder International Airport (approximately 35–45 minutes). Don't miss this opportunity to own a clean, affordable, move-in-ready home in one of Central Florida's fastest-growing communities.
Listing is courtesy of: CAPITAL HOMES INC (800-642-0668)
Listing Agent: Tatiana Jorge (407-910-8994)
KISSIMMEE, FL 34744
$499,90016 Days on yellowkey MLS ID: S5152516
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2272 Built: 2023Monthly Fee: $129 Tax: $6,118 (2025)Community: PennyroyalSingle Family
Taxes:$6,118
Remarks: Beautiful home featuring 4 bedrooms, 2,5 baths and spacious 2 car garage. This property offers an open concept layout with a beautiful kitchen perfect for everyday living and entertaining. Conveniently located near mayor highways, shopping centers, hospitals and parks. The community features two clubhouses, resort style, pools, a fitness center, tennis court, a soccer field, a dog park, and picnic areas
Listing is courtesy of: PROPERTY OUTLET INTERNATIONAL (407-723-7000)
Listing Agent: Blanca Narvaez (407-723-7000)
2960 SALTED RIM RD, KISSIMMEE, FL 34747
$565,00059 Days on yellowkey MLS ID: A4695024
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 2166 Built: 2020Monthly Fee: $586 Tax: $11,383 (2025)Community: Rolling Oaks Ph 6Single Family
Taxes:$11,383
Remarks: Use it or Rent it, your choice. It's Margaritaville where you can find your Lost Shaker of Salt in this truly rare opportunity to own the a furnished 4 bedroom 4 bath model (sleeps 10)! Super close to three Fins Up lagoon-style pools and 14-acre H2O Live! water park (separate ticket needed). Plenty of restaurants to find your Cheeseburger in Paradise, bars with refreshing Boat Drinks, live music, gym, full-service St. Somewhere Spa, dog park, Parakeet's Kid’s Club, playground, volleyball courts and plenty of retail shops and movie theater in adjacent Sunset Walk. Keep as your secondary/vacation or investment property. Sleep up to 10 in this lush, tropical paradise where even the Son of the Son of a Sailor would want an invitation. And this price won’t Blow out your Flip Flop! Turn-key Ethan Allen furniture package includes everything from couches to bedrooms and Tv’s to the Frozen Concoction Machine. Complimentary shuttles to Disney and Universal. It's 5 O' Clock Here so I've gotta run!
Listing is courtesy of: CASA SIMPLE LLC (305-951-4867)
Listing Agent: Veronica Del Rio (305-898-9677)
1939 MANATEE DR, KISSIMMEE, FL 34759
$235,900109 Days on yellowkey MLS ID: S5146491
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2500 Built: 2019Monthly Fee: $100 Tax: $4,678 (2025)Community: Poinciana Nbrhd 05 Village 07Single Family
Taxes:$4,678
Remarks: Short Sale. Short Sale. Short Sale. Short Sale. "SHORT SALE"-All Due Diligence to be done prior to signing/zero day inspection-Buyer to close with Seller's Title Company-Sale third party approval-Short Sale is being professionally processed by Quick Homes, LLC. Buyer Responsible for Short Sale Processing Fee of $5,000. Property sold as-is do not send low ball offers, no assignable as will not be review. Buyer will be responsible for the total HOA amount negotiated at closing as to have solar panel transfer ownership.
Listing is courtesy of: SWEET HOMES REALTY LLC (407-219-5131)
Listing Agent: Ivy Gonzalez (407-556-5846)
4360 SEVEN CANYONS DR, KISSIMMEE, FL 34746
$520,000129 Days on yellowkey MLS ID: P4938189
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 3438 Built: 2020Monthly Fee: $88 Tax: $6,418 (2025)Community: Sedona Ph 2Single Family
Taxes:$6,418
Remarks: Virtually Staged. NO CDD FEE, NO CARPET and low HOA of just $87 per month inclusive of a community pool, soccer field and playground. This beautifully maintained 2020-built multi-generational home on a pond in Sedona features a rare Next Gen layout with a private one-bedroom in-law suite complete with a full kitchen, bathroom, washer/dryer, living room, and separate entrance, making it ideal for extended family or rental income to supplement your mortgage. The main home includes a 3-car tandem garage, open-concept living spaces, and has been freshly painted inside and out with all new door hardware for a move-in ready modern, refreshed feel. This spacious main home offers 4 bedrooms, 2.5 baths, and an oversized loft perfect for a media room or play area. The kitchen features a breakfast bar and a walk-in pantry, while the living room features sliding glass doors that open to peaceful pond views from your backyard. Centrally located just minutes from The Loop, US-192, and the Poinciana Blvd SunRail station, you will enjoy quick access to Medical City Lake Nona, Hunter’s Creek, and Downtown Kissimmee’s shops and Lakefront Park. With easy proximity to the Florida Turnpike, Hwy 417, and I-4, commuting to Valencia College, HCA Florida Hospital, Disney and Orlando theme parks is a breeze. This home perfectly combines flexibility, comfort, and an unbeatable location. Schedule your showing today!
Listing is courtesy of: FLORIDA REALTY MARKETPLACE (863-877-1915)
Listing Agent: Jenn Manzella (863-866-0335)
423 VERNON CT, KISSIMMEE, FL 34759
$270,000305 Days on yellowkey MLS ID: S5135083
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1163 Built: 2024Monthly Fee: $90 Tax: $982 (2024)Community: Poinciana Nbrhd 02 West Village 07Single Family
Taxes:$982
Elementary School: Laurel Elementary
High School: Haines City Senior High
Tax Year: 2024
Middle School: Lake Marion Creek Middle
Remarks: Virtually Staged. Short Sale. Welcome to 423 Vernon Court – a modern 3-bedroom, 2-bath home tucked away on a quiet, secluded street in Poinciana. Sitting on an expansive 10,000 sq. ft. lot, this property offers both privacy and space to enjoy Florida living. Step inside to a bright, open-concept floor plan with high ceilings, sleek tile flooring, and abundant natural light. The contemporary kitchen boasts stainless steel appliances, granite countertops, a spacious island, and plenty of cabinet storage—perfect for cooking and entertaining. The primary suite includes a walk-in closet and a private en-suite bathroom, while two additional bedrooms provide flexibility for family, guests, or a home office. A full guest bath and dedicated laundry area add convenience. Outside, the large backyard is ideal for outdoor gatherings, gardening, or simply relaxing in your own retreat. With modern finishes throughout, a spacious layout, and a peaceful location, this home is ready for its new owners.
Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)
Listing Agent: Carolina Mejia (407-572-1340)
308 BIG SIOUX LN, KISSIMMEE, FL 34759
$235,00043 Days on yellowkey MLS ID: S5151798
0 Days Off yellowkey (back on 7/10/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2262 Built: 2006Monthly Fee: $100 Tax: $4,167 (2025)Community: Poinciana Nbrhd 06 Village 07Single Family
Taxes:$4,167
Elementary School: Sandhill Elem
Remarks: Under contract-accepting backup offers. Virtually Staged. Two-Story Fixer Upper in Poinciana – Act Fast! This spacious two-story home offers excellent potential and features 4 bedrooms and 2.1 baths. The primary bedroom is conveniently located on the first floor and includes a walk-in closet. The kitchen showcases an open-concept layout idealfor family gatherings, leading seamlessly into the dining area and a large family room with high ceilings. The dining area opens to an enclosed porch—ideal for relaxing or winding down with loved ones. The expansive family room, also with high ceilings, is ready to be transformed into your ideal entertaining space. From here, step out to the patio and fenced-in backyard, offering plenty of room for outdoor enjoyment. Located near the Poinciana Community Park, you’ll have easy access to walking trails, sports fields, and outdoor recreation under Florida’s sunny skies. With some TLC, this home has outstanding potential to become your ideal living space. Bring your decorating ideas and schedule your showing today—this opportunity won’t last! The home is being sold in as is condition. ALL buyers must view the home before submitting an offer!
Listing is courtesy of: REALTYCITY INC (863-438-6605)
Listing Agent: Jesse Carriedo (863-438-6605)
3575 DAVENPORT CREEK CT, KISSIMMEE, FL 34746
$307,99074 Days on yellowkey MLS ID: S5149729
REDUCED by $5,000 (1.6%) on 07/05/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1365 Built: 2023Monthly Fee: $218 Tax: $4,490 (2025)Community: Reedy Reserve Ph 3Townhouse
Taxes:$4,490
Remarks: Welcome to 3575 Davenport Creek Ct. Kissimmee, Florida and Reedy Reserve Community. If you're looking a beautifully designed 2022 townhome located in a perfect location. This elegant residence offers 3 bedrooms and 2.5 bathrooms, blending modern style with everyday comfort. The home features a bright open-concept layout, seamlessly connecting the living, dining, and kitchen areas—perfect for both entertaining and relaxed living. Upstairs, the spacious primary suite provides a private retreat, complemented by two additional bedrooms and thoughtfully designed living spaces. Enjoy the convenience of a one-car garage, private driveway, and access to community amenities including a pool and maintained common areas. For Your convenience, Washer & Dryer are in the second floor very near of the bedrooms. Your neighbor in the back yard is a conservation. Ideally located in Kissimmee, just minutes from shopping, dining, and major roadways, this property offers a perfect balance of modern living and long-term value in one of Central Florida’s fastest-growing areas. Are you wait?, come to know and buying.
Listing Agent: Jose Luis Rivera Vazquez (787-627-7761)
2079 SHANNON LAKES BLVD, KISSIMMEE, FL 34743
$345,00028 Days on yellowkey MLS ID: O6419905
REDUCED by $4,900 (1.4%) on 07/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1688 Built: 1997Monthly Fee: $28 Tax: $950 (2025)Community: Shannon LakesSingle Family
Taxes:$950
Remarks: Welcome to this beautiful immaculate well maintained home, this 3 bedrooms 2 bath home is conveniently located to all Orlando attractions top-rated schools, shopping restaurants and major highways, this home combines comfort, convenience, and lifestyle making it a perfect choice for families, first-time buyers, or investors. Call for showing today.
Listing is courtesy of: PINNACLE SIGNATURE REALTY LLC (407-451-2617)
Listing Agent: Vimi Gobin (407-451-2617)
1034 CHALCEDONY ST, KISSIMMEE, FL 34744
$274,90036 Days on yellowkey MLS ID: S5152151
REDUCED by $5,000 (1.8%) on 07/09/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1386 Built: 2009Monthly Fee: $170 Tax: $3,670 (2025)Community: Amber Pointe Unit 2Townhouse
Taxes:$3,670
Elementary School: Partin Settlement Elem
High School: Gateway High School (9 12)
Middle School: Denn John Middle
Remarks: Beautiful Maintained 2bedroom 2bathroom townhome ideally located in the very sought after gated community of Amber point. This property is just about 30 minutes from Disney Springs, about 29 minutes from Universal Studios, about 27 minutes from Sea world, about 5 minutes from DMV, about 5 minutes from AdventHealth Partin emergency room, and about 30 minutes from Orlando International Airport. This amazing property offers the perfect combination of comfort, convenient, and investment potential. The community is peaceful, gated, and safe. Bring your family and friends to enjoy this beautiful townhome, community pool, and easy access to major highways, short drive to restaurants, and short commute to major attractions. Come enjoy the beautiful sunshine state and create priceless memories along with your family.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Juan Santiago Lopez (321-278-3588)
2451 VARENNA LOOP, KISSIMMEE, FL 34741
$305,00084 Days on yellowkey MLS ID: S5149050
REDUCED by $26,990 (8.1%) on 07/09/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1603 Built: 2020Monthly Fee: $417 Tax: $5,892 (2025)Community: Tapestry Ph 5Single Family
Taxes:$5,892
Remarks: Discover this beautiful and inviting home located in Kissimmee, perfect for those seeking comfort, great location, and an excellent investment opportunity. This property features 3 spacious bedrooms and 2.5 bathrooms, offering the ideal space for families or short- and long-term rentals. As you enter, you’ll find an open-concept layout with living and dining areas that create a warm and functional environment, perfect for entertaining or everyday living. The kitchen provides ample storage and workspace, ideal for preparing meals and gathering with family and friends. The bedrooms are bright and comfortable, designed for relaxation, while the outdoor area offers a great space to unwind. Conveniently located with easy access to major highways, shopping centers, restaurants, and just minutes from Orlando’s top attractions, this home truly has it all. Whether you’re looking for a primary residence or a smart investment, this is an opportunity you don’t want to miss.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Victor Chacin Benitez (407-360-7393)
1850 CHAUCER WAY, KISSIMMEE, FL 34744
$398,95046 Days on yellowkey MLS ID: S5151405
REDUCED by $6,050 (1.5%) on 07/09/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1828 Built: 1988Monthly Fee: $13 Tax: $5,352 (2025)Community: Brighton PlaceSingle Family
Taxes:$5,352
Remarks: Desirable Neptune Road Area! This spacious split plan 4 bedroom 2 bath home with formal living and dining rooms, eat in kitchen with breakfast bar open to the family room and large florida room also includes an expansive custom laid paver driveway for added curb appeal. Large primary ensuite includes dual walk in closets and a bathroom with double sinks, separate shower, and garden tub. Situated on a .34 acre cul-de-sac in the quiet Brighton Place neighborhood provides for plenty of outdoor space to enjoy the beautiful Florida weather with added privacy. Conveniently located between Kissimmee an St Cloud this home is only minutes from historic downtown Kissimmee, the beautiful lakefront park and developing NeoCity while also offering easy access to shopping, schools and major roadways allowing for an easy commute throughout Central Florida. The added bonus of no CDD and the self managed HOA at only $150 annually makes this home a must see.
Listing is courtesy of: REALTY ONE OF KISSIMMEE, INC (407-847-3742)
Listing Agent: Tracey Hayes (407-847-3742)
704 CARACARA CT, KISSIMMEE, FL 34759
$290,00037 Days on yellowkey MLS ID: O6417413
REDUCED by $10,000 (3.3%) on 07/09/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1903 Built: 2005Monthly Fee: $8 Tax: $3,401 (2025)Community: Poinciana Nbrhd 05 North Village 03Single Family
Taxes:$3,401
Remarks: Welcome to 704 Caracara Court, a beautiful, well-maintained single-family home tucked into a quiet Poinciana neighborhood. Built in 2005, this spacious 1,903 sq ft property features a highly functional 4-bedroom, 2-bathroom split floor plan. Step inside to high cathedral ceilings, sleek ceramic tile flooring, and a modern kitchen equipped with durable stone countertops. The exterior boasts a spacious, fenced-in backyard that is absolutely perfect for family gatherings or entertaining guests, alongside an attached 2-car garage providing plenty of parking and storage. Enjoy the perfect blend of suburban peace and Florida sunshine-cable and internet are included through the local association! Schedule your tour today before this opportunity slips away
Listing is courtesy of: INTELLIGENCE CHOICE REALTY LLC (407-272-4833)
Listing Agent: Martineau Dimanche (407-272-4833)
7660 COMROW ST #403, KISSIMMEE, FL 34747
$384,90018 Days on yellowkey MLS ID: O6420612
0 Days Off yellowkey (back on 7/9/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1247 Built: 2005 Tax: $3,773 (2025)Community: Ventura Windsor Hls P7Condo
Taxes:$3,773
Remarks: Under contract-accepting backup offers. There’s only one penthouse corner condo like this in all of Windsor Hills—and it’s up for grabs. Imagine waking up every morning to a private, panoramic view of the splash pad and lake, high above it all on the top floor. This is the crown jewel of Windsor Hills—fully renovated from top to bottom with quartz countertops, luxury vinyl plank flooring, fresh paint, new furnishings, and high-end everything, from mattresses to bedding. It’s not just a home; it’s a proven short-term rental powerhouse, booking between $36,427 and over $43,000 a year! Step inside and feel your jaw drop. The bright, open layout flows straight into a kitchen ready for anything—quick breakfasts or big family dinners. The living room is pure comfort, with a plush sectional and a 55” HD TV perfect for movie nights after a day at the parks. But what really sets this condo apart is the balcony. It’s huge. Start your mornings with coffee, listening to the waterfalls from the water park below and soaking in that unbeatable lake view. Then, as the sun slips down, let the golden hour light set the mood for a perfect evening. Every bedroom is an experience. The oversized master suite is a retreat all its own, with a king bed topped with luxe linens, a spa-inspired shower, and those same incredible lake views right from your window. The Star Wars room? Kids (and kids at heart) will lose their minds—think twin-over-full bunk, cool bean bag corner, and a teepee tent for secret hideouts. Whether you’re with the Resistance or the First Order, this is your launch pad for adventure. And the Princess suite is pure pampering: a dreamy queen bed, soft velvet pillows, crisp sheets—ideal for drifting off after a day of fun. With 1,246 square feet and a split floor plan for privacy, this condo is turnkey—ready to be your stunning primary home, an unforgettable vacation base, or a high-earning rental. Updates are everywhere with this renovated condo, some dates include: Brand-new LG washer and dryer (June 2026), water heater (2021), HVAC (2020), stainless steel appliances and garbage disposal (2019), Logitech video doorbell, Schlage smart lock, Ecobee smart thermostat, new smoke detectors and so much more. This isn’t just a condo—it’s your chance to own the best unit in Windsor Hills, where every day feels like you’re on vacation. Windsor Hills is one of Orlando’s most in-demand gated communities, just two miles from Disney and minutes to Universal, SeaWorld, world-class shopping, and endless dining. The resort’s amenities are next-level: a massive heated pool with water slides, splash zone, hot tub, movie theater, fitness center, putting green, playgrounds, and 24/7 security. Every day here feels like a getaway. What truly makes this special is the location. You’re a quick hop to the magic of Disney, Universal, SeaWorld, and everything else Orlando has to offer. The community is loaded with attractions: a giant water park, three-story slides, interactive splash zone, zero-entry pool, fitness center, arcade, movie theater, tennis courts, and round-the-clock gated security. Opportunities like this rarely come along. If you want your own slice of paradise in one of Orlando’s top resort communities, don’t wait. Schedule your showing today and start living the Florida dream! All measurements, room sizes, and HOA information should be verified by the buyer or their agent.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Cathy Starkweather (407-274-8476)
8595 SUNRISE KEY DR, KISSIMMEE, FL 34747
$430,000217 Days on yellowkey MLS ID: TB8458096
REDUCED by $10,000 (2.3%) on 07/09/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 2005 Tax: $5,239 (2024)Community: Emerald Island Resort Ph 5ASingle Family
Taxes:$5,239
Remarks: Virtually Staged. Short Sale. BACK ON MARKET DUE TO BUYER FINANCING FELL THROUGH! FULLY FURNISHED | RESORT LIVING Located inside the highly desirable Emerald Island Resort, this beautifully maintained Cape San Blas model delivers the perfect blend of comfort, functionality, and proven rental appeal. Surrounded by lush conservation areas and just minutes from Central Florida’s world-class attractions, this home checks every box—whether you’re searching for a primary residence, second home, or income-producing vacation property. Offered fully furnished and truly move-in ready, the home features over 1,950 square feet of air-conditioned living space, thoughtfully designed to maximize both privacy and usability. With five spacious bedrooms and three full bathrooms—including the optional third bath with cultured marble vanities—the layout comfortably accommodates families and guests alike. A brand-new architectural shingle roof installed February 2025 adds immediate value, peace of mind, and long-term durability. Step outside to your private outdoor retreat and enjoy Florida living year-round. The expansive pool deck offers a heated swimming pool, in-ground hot tub, and full-width safety fence, creating the ideal setting for relaxing, entertaining, or hosting vacation guests. Emerald Island Resort is more than a neighborhood—it’s a destination. Residents and guests enjoy a grand clubhouse with a resort-style pool and spa, sauna, fitness center, cyber café, and arcade. Outdoor amenities include a Tiki bar, playgrounds, sand volleyball court, tennis facilities, and a scenic nature trail—all within a 24-hour gated community. With strong condition, recent major upgrades, and a prime location near dining, shopping, and Orlando’s top attractions, this home represents a rare opportunity to own a turnkey property in one of the area’s most established resort communities. Schedule your private showing and experience what makes Emerald Island a favorite for homeowners and investors alike.
Listing is courtesy of: LPT REALTY, LLC. (877-366-2213)
Listing Agent: Steven Mason (813-863-3152)
4774 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746
$424,999139 Days on yellowkey MLS ID: S5145366
REDUCED by $5,000 (1.2%) on 04/20/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1830 Built: 2004Monthly Fee: $175 Tax: $6,013 (2025)Community: Cumbrian Lakes Resort Ph 3Single Family
Taxes:$6,013
Remarks: FULLY PAID SOLAR PANELS FOR THE NEW BUYER, CLOSING COST CONTRIBUTION FOR BUYER EXPENSES AND PREPAIDS OFFERED! NEWER ROOF AND A/C! Welcome to this beautiful home located at 4774 Cumbrian Lakes Dr, Kissimmee, nestled inside the desirable gated community of Cumbrian Lakes with low HOA fees and a peaceful, private atmosphere. Fully paid solar panels at closing, maximizing your electricity savings! This spacious 4-bedroom, 3.5-bathroom single-family pool home offers an excellent floor plan and additional flexibility with a converted garage that includes an extra bedroom and full bathroom, perfect for guests, extended family, or additional living space. The home features upgraded flooring throughout, along with a modern kitchen and bathrooms finished with elegant stone countertops. Step outside to enjoy your heated private pool, ideal for relaxing or entertaining year-round in Florida’s beautiful weather. Major updates provide peace of mind, including a brand-new roof, HVAC system replaced just one year ago, and fresh interior paint. Conveniently located just minutes from world-famous theme parks, shopping, dining, and schools, yet tucked away inside a quiet and tranquil gated community, this home offers the perfect combination of location, comfort, and value. Garage has been converted to living space to maximize the space under A/C! Whether you're looking for a primary residence, vacation home, or investment property, this exceptional property is a must-see.
Listing is courtesy of: MELENTREE REALTY LLC (407-729-1640)
Listing Agent: Gabe Porfilio (407-301-8381)
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