Location: Kissimmee
Do Not Show Listings
760 DEL PRADO DR, KISSIMMEE, FL 34758
$329,0007 Days on yellowkey MLS ID: O6422135
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1661 Built: 1991Monthly Fee: $100 Tax: $4,024 (2025)Community: Poinciana VillageSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,024
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Enter into a beautifully updated lifestyle with this move-in-ready Poinciana Village residence. Designed for modern living, the home features a sweeping open-concept floor plan that serves as a backdrop for quiet evenings and lively gatherings. Quality upgrades shine throughout the interior, showcasing pristine new luxury vinyl and laminate flooring, contemporary light fixtures, elegant solid wood cabinetry and two fully transformed baths boasting sleek, high-end finishes. The property's versatility shines with a professionally converted garage, creating an expansive bonus room tailored for a dynamic home office, personal gym or media lounge. Outside, your private backyard sanctuary awaits, anchored by a sparkling in-ground pool with a new pump, a practical storage shed and plenty of space to soak up the Florida sunshine. Combining solid block construction, central air conditioning and turnkey convenience, this exceptional oasis is ready for its next chapter. Schedule your tour today!
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-480-5014)
Listing Agent: Peyton Lewis (407-409-3390)
1115 PROSPERITY AVE, KISSIMMEE, FL 34744
$469,000115 Days on yellowkey MLS ID: S5146235
REDUCED by $5,000 (1.1%) on 06/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2085 Built: 2003Monthly Fee: $46 Tax: $2,454 (2025)Community: Fortune LakesSpa: YesSingle Family
Taxes:$2,454
Elementary School: Mill Creek Elem (K 5)
High School: Osceola High School
Middle School: Neptune Middle (6-8)
Remarks: Welcome to this spacious 4-bedroom, 2-bath single-family home featuring a beautiful saltwater pool, located in the desirable Fortune Lakes community of Kissimmee. Built in 2003, this well-maintained property offers 2,085 sq ft of living space on an 8,233 sq ft lot, providing comfort, privacy, and convenience in a prime Central Florida location. This home features a split floor plan, generous living areas, and a layout ideal for both everyday living and entertaining. Recent upgrades include central A/C (2020), water heater (2024), new kitchen appliances, updated kitchen countertops, new carpet and flooring, and a wireless alarm system on all doors and windows. The home also offers a new roof, recently resurfaced pool and pool deck, an upgraded screened enclosure, and a saltwater pool system with a pool pump replaced approximately 2–3 years ago. Exterior features include a 2-car garage, stucco finish, and composition shingle roofing. Located just minutes from major highways, shopping, dining, schools, and medical facilities, this home provides excellent access to everything Kissimmee and Orlando have it. The Fortune Lakes/Remington area is known for its well-kept surroundings, nearby golf options, and strong community appeal. Original Owners.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Jackie San Pedro (407-346-8922)
1989 SPRING SHOWER CIR, KISSIMMEE, FL 34744
$400,000179 Days on yellowkey MLS ID: O6371277
REDUCED by $15,000 (3.6%) on 07/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2087 Built: 2023Monthly Fee: $136 Tax: $7,473 (2025)Community: Tohoqua ReserveSingle Family
Taxes:$7,473
Remarks: Welcome to 1989 Spring Shower Circle, a beautifully appointed 3-bedroom, 2-bath residence nestled within TOHOQUA RESERVE one of Kissimmee’s premier 55+ communities! This GATED community is nearing completion, offering the perfect balance of a fresh, newer neighborhood feel without the disruption of long-term construction. Designed with both comfort and style in mind, this thoughtfully crafted home features a versatile flex room—perfect for a private office, creative studio, or cozy den. At the heart of the home, the chef-inspired kitchen impresses with a sprawling island, abundant cabinetry, gleaming quartz countertops, stainless steel appliances, and a generous walk-in pantry—ideal for both entertaining and everyday living. The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating a light-filled, inviting space perfect for gatherings or quiet evenings at home. The spacious primary suite offers a peaceful retreat, complete with a well-appointed en-suite bath and an oversized walk-in closet. Secondary bedrooms provide comfortable accommodations for guests or additional living flexibility. Step outside your front door and embrace a lifestyle that goes far beyond the home. This vibrant, amenity-rich ACTIVE ADULT community is designed for connection and activity, featuring a stunning clubhouse, resort-style pool and spa, fire pits, state-of-the-art fitness center, scenic walking trails, and a variety of recreational options including pickleball, tennis, bocce ball courts, and a dog park. Residents also have access to Tohoqua's amenities outside the reserve, including another resort style pool. Ideally located within proximity to major roadways, including US-192 and the FL. Turnpike and is within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. This home delivers the perfect balance of peaceful, established living and everyday convenience.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Jean Scott (407-759-5320)
2802 DRIFTING LILLY LOOP, KISSIMMEE, FL 34747
$424,90025 Days on yellowkey MLS ID: O6415175
0 Days Off yellowkey (back on 7/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1782 Built: 1994Monthly Fee: $50 Tax: $5,536 (2025)Community: Oak Island HarborSingle Family
Taxes:$5,536
Remarks: Enjoy breathtaking western sunsets from your patio table overlooking the lake in this beautifully landscaped property. Designed with a desirable split-floor plan, this home offers privacy and comfort, featuring a spacious primary suite with a large walk-in closet. The screened, heated swimming pool provides the perfect setting for year-round relaxation and entertaining. Abundant natural light fills the home, enhancing its warm and inviting atmosphere. The well-appointed layout includes an eat-in kitchen for casual dining, as well as a separate formal dining room ideal for hosting family and friends. Nestled in a quiet neighborhood, this hidden gem offers exceptional convenience. Located just minutes from world-famous theme parks, restaurants, shopping, and Margaritaville, it is situated in one of the closest residential communities to the Disney parks. The area offers flexible options for this location. Residential, Second Home or Weekly rental is allowed in this subdivision. Whether you're looking for a primary residence, vacation home, or investment property, this lakefront retreat combines tranquility, comfort, and an unbeatable location.
Listing is courtesy of: REGENT INTERNATIONAL REALTY (407-397-9868)
Listing Agent: Kathryne Lenox (407-397-9868)
7721 FAIRFAX DR, KISSIMMEE, FL 34747
$990,00028 Days on yellowkey MLS ID: O6416980
Bed: 8 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3612 Built: 2016Monthly Fee: $777 Tax: $12,770 (2025)Community: Reunion West Ph 3 WestSingle Family
Taxes:$12,770
Elementary School: Westside Elem
High School: Celebration High
Middle School: West Side
Remarks: Welcome to 7721 Fairfax Dr, Kissimmee, a stunning fully furnished 8-bedroom, 6.5-bath luxury home located in the gated Encore Resort at Reunion, just minutes from Disney and Orlando’s top attractions. Designed for both relaxation and entertainment, this turnkey residence features an open floor plan with a gourmet kitchen, spacious living areas, a themed game and movie room, and beautifully decorated bedrooms throughout. Step outside to enjoy your private heated pool and spa, extended lanai, and a custom-built outdoor mini golf putting area, perfect for family fun and guest entertainment. As part of Encore Resort, owners and guests enjoy access to world-class amenities including a water park, clubhouse, restaurant, fitness center, and concierge services. Whether for personal enjoyment or as a high-income short-term rental, this home offers the perfect blend of lifestyle and investment, all future bookings are included in the sale, making it a truly turnkey opportunity.
Listing is courtesy of: GENSTONE REALTY (407-237-0905)
Listing Agent: Hafid Boujidi (407-729-3894)
1173 LAKESHORE BREEZE PL, KISSIMMEE, FL 34747
$390,0005 Days on yellowkey MLS ID: O6421453
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2206 Built: 2023Monthly Fee: $132 Tax: $7,919 (2025)Community: Soleil At WestsideSingle Family
Taxes:$7,919
Elementary School: Westside K-8
Remarks: Welcome to 1173 Lakeshore Breeze Place, located in the Soleil community by Mattamy Homes. This well-appointed 4-bedroom, 2.5-bath home offers approximately 2,209 square feet of thoughtfully designed living space with an open-concept floor plan that seamlessly connects the kitchen, dining, and living areas. The kitchen features stainless steel appliances, a large island, ample cabinetry, and a walk-in pantry. The spacious primary suite includes a walk-in closet and a private bath with dual vanities. Additional features include a two-car garage, flex room, fenced yard, and no rear neighbors! Residents enjoy access to a community pool and playground, while the location offers convenient access to shopping, dining, major highways, and the Walt Disney World Resort area. Schedule your private showing today!
Listing is courtesy of: 4 RIVERS REALTY LLC (407-967-9616)
Listing Agent: Talles Batista Menezes (321-200-9620)
503 ANISE CT, KISSIMMEE, FL 34759
$239,90018 Days on yellowkey MLS ID: O6419403
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1334 Built: 2004Monthly Fee: $100 Tax: $2,829 (2025)Community: Poinciana Nbrhd 3 South Village 7Single Family
Taxes:$2,829
Elementary School: Laurel Elementary
High School: Haines City Senior High
Middle School: Lake Marion Creek Middle
Remarks: Short Sale. MOVE-IN READY! This impeccably maintained, solid-block 3-bedroom, 2-bathroom, 2-car garage home in Poinciana features a highly desirable split floor plan and a grand double-door entrance leading into bright spaces with soaring high ceilings. The interior boasts easy-care tile flooring throughout all common areas and the master suite, a spacious living/dining room combo, and an upgraded kitchen equipped with elegant granite countertops, a breakfast bar, and a cozy dinette. The private master retreat offers dual sinks, a large walk-in closet, a linen closet, and an en-suite bath with updated cabinets and a sliding glass shower door. Major high-ticket updates provide ultimate peace of mind, including newer energy-efficient double-pane windows and a newer A/C system replaced on December 5, 2022. Water heater was replaced March, 2023 & The garage door motor was replace on April, 2026. Topped with its original tile roof, this home is situated in a fantastic Poinciana community just minutes from shopping centers, restaurants, medical offices, hospitals, banks, and parks. This incredible property truly must be seen to be fully appreciated; schedule your showing today! HOA includes: Cable and Internet! Listing price and sale are subject to third-party bank approval.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Anass Rahali (407-569-6983)
213 COMPETITION DR, KISSIMMEE, FL 34743
$440,00017 Days on yellowkey MLS ID: O6420239
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1930 Built: 1990 Tax: $1,909 (2025)Community: Bvl Unit 9 5Th AddSingle Family
Taxes:$1,909
Elementary School: Boggy Creek Elem (K 5)
High School: Gateway High School (9 12)
Middle School: Parkway Middle
Remarks: Perfectly positioned in the heart of Central Florida, this exceptional 4-bedroom, 2-bath pool residence offers an unbeatable location paired with the Florida lifestyle you’ve been dreaming of—all with NO HOA. Just 14 minutes from Orlando International Airport, approximately 18 minutes from Walt Disney World, and with effortless access to Florida’s Turnpike, SR 417, and other major highways, this home places everything you need within easy reach. Freshly painted and move-in ready, the thoughtfully designed interior welcomes you with an inviting layout centered around a beautifully appointed kitchen featuring a large pass-through window that seamlessly connects to the outdoor living space—perfect for entertaining. Updated Kitchen with stainless steel appliances and a beautiful bar style window to entertain from the pool deck to your kitchen very unique feature ! This home is perfect for entertaining ! Step outside to your own private retreat, where a covered lanai overlooks the screen-enclosed pool, creating the ideal setting for year-round enjoyment. The expansive screened enclosure provides added privacy while allowing you to fully embrace Florida’s indoor-outdoor lifestyle, whether you’re enjoying a quiet morning coffee, hosting weekend gatherings, or unwinding after a long day. Conveniently located near premier shopping, dining, entertainment, and top destinations, this home is the perfect blend of comfort, style, and accessibility. Whether you’re searching for your first home, a forever home, or a smart investment, this beautifully maintained residence is an opportunity you won’t want to miss.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Amanda Cancel (321-443-5271)
545 VICEROY CT, KISSIMMEE, FL 34758
$325,00024 Days on yellowkey MLS ID: O6418547
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2035 Built: 2019Monthly Fee: $100 Tax: $2,037 (2025)Community: Poinciana Village 2 Nbhd 3Single Family
Taxes:$2,037
Remarks: This amazing property showcases 3 bedrooms, 1 flex room, formal dining room, 2 bathrooms and an open concept dining and living room. This block home with 2 car garage is located in Poinciana Village community in Kissimmee. Home is exactly what you have been looking for. Property was built in 2019 therefore; Knowing that your roof, Hot Water Heater and HVAC system (indoor and outdoor) won't need to be changed anytime soon, will put your mind at ease. This already low HOA includes cable, internet and access to all the amenities that you would need to be to enjoy Florida days such as pool, fitness center and basketball court to name a few! LOCATION...LOCATION....LOCATION!!! Property is conveniently located to shopping center and grocery stores such as Wal-Mart, Publix, Bravo Supermarket, Aldi's, Spouts Farmers Market, Burlington, Five Below, TJ Maxx, First Watch, Panda Express, Crunch Fitness, and much more. This property provides all the space that you will need for entering friends and family. Bring your grill and toys to enjoy your Florida home hanging out in your backyard or enjoy coffee on this spacious front patio. Owners' suite has dual walk-in closet (his and her closet facing each other), walk-in shower and a deep soak tub. The open kitchen which offers lots of cabinets, and brand-new black and stainless-steel appliances (fridge, microwave, stove, dishwasher). The open concept kitchen also features a breakfast bar overlooking the adjacent family room. You will enjoy the comfort of having an actual laundry room in your home! 100% financing available with preferred lender. Lender will reimburse for inspection and appraisal fees at closing.
Listing is courtesy of: KEY CLASSIC REALTY LLC (407-608-0961)
Listing Agent: Allison James-Ellis (954-856-4339)
KISSIMMEE, FL 34746
$400,000396 Days on yellowkey MLS ID: S5128905
REDUCED by $10,000 (2.4%) on 06/26/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1822 Built: 2001Monthly Fee: $23 Tax: $2,403 (2024)Community: Eagle Pointe Ph 4Spa: NoSingle Family
Taxes:$2,403
High School: Poinciana High School
Tax Year: 2024
Remarks: THIS IS THE NEXT TO THE NEWEST HOUSE LISTED WITH EVERYTHING YOU WOULD DESIRE,NICE SINGLE FAMILY HOME IN PRIME LOCATION, CLOSE TO TOP ATTRACTIONS SUCH AS DISNEY, UNIVERSAL,OLD TOWN AND LOCAL DINING AND SHOPPING AREAS. READY TO MOVE IN,4 BEDROOMS,2 FULL BATHS ONE WALK IN TUB(LIKE A JACUZZI IN THE HOUSE), AND THE OTHER IS A SOAKING TUB.PLUS SEPERATE SHOWER. ALL CERMAIC TILE THREW OUT THE ENTIRE HOUSE, NO CARPET TO REMOVE, OPEN FLOOR PLAN SEEING FROM FRONT DOOR TO REAR SLIDING DOOR. TWO CAR GARAGE WITH DOOR OPENER, PLUS SCREENED IN POOL AND SPA . VINYL FENCE SECURING THE REAR AREA. THE EAT IN KITCHEN HAS GRANITE COUNTER TOPS WITH A LOT OF STORAGE. SEPERATE DINING ROOM AND FAMILY ROOM, SPA CONVEYS WITH IHE PROPERTY,AND SPRINKLER SYSTEM . ROOF REPLACED IN 2016. READY TO MOVE IN !!!
Listing is courtesy of: BROWN'S REAL ESTATE COMPANY (321-443-6168)
Listing Agent: Paul Brown, Jr (321-443-6168)
4661 GOLDEN BEACH CT, KISSIMMEE, FL 34746
$465,000165 Days on yellowkey MLS ID: S5142740
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2269 Built: 2004Monthly Fee: $100 Tax: $6,376 (2025)Community: Terra VerdeSingle Family
Taxes:$6,376
Remarks: Experience the ultimate Florida lifestyle at 4661 Golden Beach Ct, a stunning, fully furnished 5-bedroom, 3-bathroom residence located in the guard-gated Terra Verde Resort. This meticulously maintained property is an investor's dream and a vacationer's paradise, featuring significant recent upgrades, including a new air conditioner (2022), a fresh interior paint job (2019), exterior painting (2018), a new pool heater (2024), and a water heater (2023). The home is designed for entertainment, boasting a screened-in private pool for year-round soaking and a garage-to-game room conversion that ensures guest satisfaction and high rental demand. The Terra Verde community offers a comprehensive suite of resort-style amenities centered around a massive clubhouse, including a sparkling pool complex, diverse sports courts, and various recreational spaces for all ages. Located just minutes from Central Florida’s world-famous theme parks, premier shopping, and popular dining districts, this home is perfectly positioned to capture the region’s thriving tourism market. Whether you are looking for a personal vacation retreat or a high-demand rental asset, this property offers the ideal blend of location and lifestyle.
Listing is courtesy of: TEAM DONOVAN (407-705-2616)
Listing Agent: James Donovan (407-705-2616)
528 FINCH LN, KISSIMMEE, FL 34759
$265,00075 Days on yellowkey MLS ID: O6403502
REDUCED by $10,000 (3.6%) on 07/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1578 Built: 2020Monthly Fee: $29 Tax: $3,862 (2025)Community: Poinciana Nbrhd 05 North Village 03Single Family
Taxes:$3,862
Remarks: This is a modern 3-bed/2-bath house with a lot of upgrades. The house will come with tile all over the place even in the spacious bedrooms. The kitchen has an island where you can see the granite countertops . The bathrooms also have granite counter tops. This home has a microwave, dishwasher, refrigerator, and range.
Listing is courtesy of: GILLEN & ASSOCIATES (321-947-0912)
Listing Agent: Jean Gillen (321-947-0912)
8145 SURF ST, KISSIMMEE, FL 34747
$1,275,000238 Days on yellowkey MLS ID: O6361261
Bed: 6 Bath: 6.0 Liv Area Sq Ft: 3563 Built: 2020Monthly Fee: $554 Tax: $19,146 (2024)Community: Rolling Oaks Ph 6ASpa: YesSingle Family
Taxes:$19,146
Remarks: Incredible 6 Bedroom WATER FRONT cottage with private pool and spa located in the heart of Margaritaville Resort just 5 minutes from Disney! This immaculately kept, highly sought after floorplan, sits on a large, premium lot with spectacular sunset views. This FULLY FURNISHED spacious open floorplan has sweeping views of the lagoon from every inch of the downstairs main living area, 6 large bedrooms, with master bedrooms both down and upstairs. This cottage comes fully equip with a double height entry way, high end wood look tile, quartz countertops, wooden stairs, oversized private owners closet, high ceilings, WiFi thermostat that can be controlled from anywhere via your smart phone, a bonus room upstairs with a pool table for endless family fun, a large second story balcony overlooking the lagoon, and so much more! The spacious, fenced, outdoor patio features a large private pool and spa, and ample eating and entertaining space. This property can be used as a full time residence, second home, or short term rental property. This resort style community features two large swimming pools, multiple restaurants and bars, fitness center, full service spa, lush and tranquil walking trails to all ends of the community, as well as a moments walk to all of the restaurants, bars, shops and entertainment that Sunset Walk has to offer! Low maintenance resort living includes fully maintained grounds, weekly pool maintenance, lawn care, and 24/7 roaming and manned gated security entrance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Jenna Palmero (407-697-8727)
3463 FOREST RIDGE LN, KISSIMMEE, FL 34741
$595,00062 Days on yellowkey MLS ID: O6407190
REDUCED by $5,000 (0.8%) on 07/11/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3807 Built: 2003Monthly Fee: $80 Tax: $8,939 (2025)Community: Crestwood Ph 2Spa: NoSingle Family
Taxes:$8,939
Elementary School: Floral Ridge Elementary
Middle School: Kissimmee Middle
Remarks: Virtually Staged. **Back on the market. Previous buyer backed out at no fault of the seller. Their loss is your opportunity.** Welcome to 3463 Forest Ridge Ln, located in the gated community of Crestwood in Kissimmee. This beautifully maintained 4 bedroom, 3.5 bath home with a designated office and 3 car garage offers more than 3,800 square feet of spacious living, combining comfort, functionality, and an outstanding Central Florida location. Designed for both everyday living and entertaining, the home features an open and inviting floor plan with expansive living and dining areas, a spacious family room filled with natural light, and a well-appointed kitchen, a center island, pantry, and abundant counter space. The screened private pool creates the perfect outdoor retreat for relaxing, entertaining, and enjoying Florida's year-round sunshine. The flexible layout includes a first-floor office or den and a private guest suite with its own full bath, making it ideal for visitors or multi-generational living. Upstairs, the spacious primary suite is joined by two additional bedrooms, offering privacy and a functional layout for family or guests. The home is conveniently located near the community pool and playground, providing easy access to neighborhood amenities. Major updates provide added value and peace of mind, including a new roof installed in 2021, two HVAC systems that are less than three years old, a newer water heater, and a newer pool pump and regular maintenance to keep the home in great shape! Ideally situated near The Loop shopping and dining district, Walt Disney World Resort, Universal Orlando Resort, SeaWorld Orlando, Orlando International Airport, major highways, medical facilities, golf courses, and top-rated attractions, this home offers an exceptional combination of space, location, and value. If you have been searching for a move-in ready pool home in a gated community with generous square footage, modern updates, and an unbeatable location, this is an opportunity you do not want to miss.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
KISSIMMEE, FL 34747
$610,00032 Days on yellowkey MLS ID: O6413930
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 2297 Built: 2006Monthly Fee: $572 Tax: $6,546 (2025)Community: Windsor Hills Ph 3Spa: YesSingle Family
Taxes:$6,546
Elementary School: Island Village Elementary School
Middle School: Celebration K-8
Remarks: This beautifully maintained 5-bedroom, 5-bath home in the 5-Star Windsor Hills Resort is an income-producing short-term vacation rental located just minutes from Walt Disney World. Highly sought after for its open floorplan, this property features the resort’s most desirable 5-bedroom layout, offering exceptional flow and comfort for large families and vacationing groups. The home immediately stands out thanks to extensive mechanical and interior upgrades, including a 2022 roof with 30-year architectural shingles, a 2023 saltwater pool system that is both low-cost and low-maintenance, a 2023 WiFi-controlled pool heater, a brand-new 2026 water heater with WiFi capability, new toilets added in 2026, and dual HVAC systems with major components replaced in 2016 and newer coils added within the last two years. Nest thermostats enhance efficiency, while upgraded bath vanities with solid-surface counters and wood-laminate hickory flooring in all bedrooms elevate the home’s interior appeal, durability, and rental desirability. For investors, the seller is willing to transfer any future bookings, allowing for immediate income continuity. Inside, the open main level features a spacious main dining area, a separate breakfast room, kitchen bar seating, granite countertops, stainless steel appliances, and a large living area ideal for gathering. Two first-floor ensuite bedrooms and an additional queen bedroom with adjacent bath provide convenient main-level living, while the second floor offers two Disney-themed junior suites, each with its own bathroom—an instant favorite among vacationing families. The converted garage game room with air hockey and pool tables adds to the home’s strong guest appeal. Outside, the screened lanai features a private heated saltwater pool and spa surrounded by privacy screening and a mature hedge, creating a secluded retreat perfect for relaxing after a day at the parks. Windsor Hills Resort remains one of Central Florida’s most desirable vacation rental communities, offering a clubhouse with lagoon-style pool, tennis courts, racquetball court, basketball court, marketplace, theater, game room, and fitness center, along with playgrounds, putting greens, and 24-hour guarded security. It is a prime vacation location due to its proximity to Disney, making this home an exceptional opportunity for buyers seeking a reliable, well-maintained, income-generating vacation property.
Listing is courtesy of: IN TOUCH REAL ESTATE LLC (800-515-0321)
Listing Agent: Mark Breymeier (215-275-0487)
2831 OCONNELL DR, KISSIMMEE, FL 34741
$469,000311 Days on yellowkey MLS ID: S5133420
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2287 Built: 2005Monthly Fee: $82 Tax: $2,296 (2024)Community: Cypress Reserve Ph 2Single Family
Taxes:$2,296
Remarks: Welcome to 2831 Oconnell Dr, Kissimmee, FL 34741- a single-story home located just 7 minutes from The Loop’s shopping, dining, and movie theaters, and under 25 minutes from Orlando International Airport (MCO). With quick access to John Young Pkwy and Osceola Pkwy, commuting is easy whether you’re heading into Downtown Orlando or out toward the theme parks. This charming 4-bedroom, 2-bathroom home located in the desirables neighborhood of Cypress Reserve PH2. Excellent schools near this area.
Listing is courtesy of: R&J REALTY AND PROPERTY MANAGEMENT LLC (407-729-3280)
Listing Agent: Edward Tejada (347-249-0579)
984 JACK NICKLAUS CT, KISSIMMEE, FL 34747
$4,900,000358 Days on yellowkey MLS ID: O6328697
Bed: 10 Bath: 11.0 Liv Area Sq Ft: 8407 Built: 2024Monthly Fee: $1,000 Tax: $7,814 (2024)Community: Reunion West Fairways 17 & 18 RepSpa: YesSingle Family
Taxes:$7,814
Remarks: Some homes are just places to stay. This one is an experience—and a rare investment opportunity. Nestled in Reunion Resort’s prestigious Bear’s Den community, this custom-designed ten-bedroom estate delivers the kind of luxury, flexibility, and wow-factor that turns curious browsers into booked guests. Whether it’s a turnkey short-term rental, a corporate retreat, or the ultimate upscale getaway, this property checks every box. Step inside and you’ll find ten beautifully appointed bedrooms—three on the main level for guests who prefer easy accessibility, and seven upstairs for privacy and space. Of the Seven second floor bedrooms, five feature plush king beds and en-suite baths. In addition there are two themed bunk rooms one a Harry Potter themed bunk space and the other a two story Peter Pan Experience. The open-concept living areas strike that rare balance between modern ease and refined elegance, creating the kind of ambiance guests rave about in reviews. A gourmet chef’s kitchen with high-end appliances and dual in-unit laundry means every stay—short or long—feels effortless. And when it’s time to unwind, a third-floor balcony hot tub deliver dramatic, resort-style views straight over the golf course. Movie night becomes an event in the dedicated theater room, complete with a 150” screen and projector. Upstairs, a lounge and expansive balcony set the stage for friendly competition with a ping-pong table, pool table, and plenty of room to gather. Out back, guests can slip into a private resort-style oasis—a generous pool, spillover spa, and water lounge area made for lazy afternoons and golden-hour cocktails. And for guests craving more? The third-floor game room brings the fun with gaming consoles, arcade basketball, racing games, pinball, air hockey, foosball—the kind of amenities that keep occupancy high and guests coming back. This is more than a home. It’s a destination. Schedule your private showing today. Active Membership
Listing is courtesy of: THE JERRY BARKER GROUP LLC (407-756-7296)
Listing Agent: Alyssa Barker (407-756-7296)
2039 SHANNON LAKES BLVD, KISSIMMEE, FL 34743
$389,0003 Days on yellowkey MLS ID: O6423873
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1842 Built: 1997Monthly Fee: $28 Tax: $5,604 (2025)Community: Shannon LakesSingle Family
Taxes:$5,604
Remarks: Welcome to this completely renovated 4-bedroom, 3-bathroom single-family home in the desirable Shannon Lakes community of Kissimmee. Situated on a premium corner lot, this move-in-ready residence offers a spacious open floor plan with abundant natural light and modern finishes throughout. The beautifully updated kitchen features new cabinetry, stylish countertops, and stainless-steel appliances, making it the perfect space for both everyday living and entertaining. All three bathrooms have been fully renovated with contemporary fixtures and finishes, creating a fresh, modern feel throughout the home. A brand-new roof provides added value and peace of mind for years to come. The thoughtfully designed layout offers generous living spaces, a private primary suite, and well-sized secondary bedrooms to accommodate family, guests, or a home office. Enjoy the convenience of an attached two-car garage, indoor laundry area, and a spacious backyard with room to relax or entertain. Ideally located near major highways, Orlando International Airport, Lake Nona Medical City, shopping, dining, schools, parks, and Central Florida's world-renowned attractions, this home offers both comfort and convenience. Available for sale or for rent, this beautifully updated property is an outstanding opportunity for homeowners, investors, or tenants seeking a turnkey home in a prime Kissimmee location. Schedule your private showing today!
Listing is courtesy of: LIV REALTY II INC. (407-574-4404)
Listing Agent: Linda Guzman (407-574-4404)
5790 MEADS BAY POND RD, KISSIMMEE, FL 34758
$501,05938 Days on yellowkey MLS ID: O6414243
1 Days Off yellowkey (back on 7/11/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3053 Built: 2026Monthly Fee: $50Community: WestviewSingle Family
Taxes:$0
Elementary School: Koa Elementary
High School: Liberty High
Middle School: Discovery Intermediate
Remarks: Under Construction. What's Special: 5th Bedroom | Oversized Closet in Primary | Secondary Bedroom with Attached Bath. New Construction - October Completion! Built by America's Most Trusted Home Builder. Welcome to the Bermuda at 5790 Meads Bay Pond Road in Westview! This thoughtfully designed floorplan offers a bright and welcoming layout with effortless flow between living spaces. The open great room connects beautifully to casual dining and a gourmet kitchen featuring a large island and a tucked-away walk in pantry for added convenience. A first-floor bedroom with a full bath provides a comfortable and private space that is ideal for guests or multi-generational living. The serene primary suite is also on the main level and includes a spacious bath and generous closet space. Upstairs, a versatile loft is surrounded by three additional bedrooms one with an en-suite bath and a shared bath, creating room for relaxing, working, or gathering. Outdoor living shines with a covered lanai that extends the main living area and invites year-round enjoyment. Welcome to Westview! Here, you can wake up to fresh morning air and the natural sounds of the outdoors in a thoughtfully planned community. You are surrounded by protected wetlands, forested uplands, ponds, open space, and miles of trails that invite you to explore right outside your door. Westview is ideally located near Poinciana Parkway in Kissimmee, Florida, placing you close to Lake Toho, Kissimmee Lakefront Park, Old Town, Walt Disney World, and more. This is a neighborhood where nature, convenience, and everyday adventure come together. Additional Highlights Include: tray ceilings, pocket sliding doors at great room, 8' doors, kitchen pendant light package, and pre-plumb rough in at laundry sink. Photos are for representative purposes. MLS#O6414243
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
819 NELSON DR, KISSIMMEE, FL 34758
$277,000275 Days on yellowkey MLS ID: NS1086212
REDUCED by $20,500 (6.9%) on 04/28/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1284 Built: 1984Monthly Fee: $90 Tax: $3,450 (2024)Community: Poinciana Nbrhd 1 North Village 1Spa: NoSingle Family
Taxes:$3,450
Elementary School: Deerwood Elem (Osceola Cty)
Remarks: YES! This home keeps getting chosen over and over again, and now it's waiting for the buyer who can make it to closing!! (Buyer's financing fell through-the house did not.) Ready to go for the long, hot Florida days; you won't be sweating, but everyone else will without a POOL. Looking for a REAL affordable Sparkling Pool Home with a newer roof, new water heater, and a newer A/C that's furnished? We Got ONE! We also have a Bonus Entertaining Space & Prime Location Near Theme Parks! Welcome to your Florida oasis! This move-in-ready gem stands out in the neighborhood with its screen-enclosed, in-ground pool—a rare luxury that would cost upwards of $$$$+ to install today, making this home an exceptional value. Whether you're hosting weekend BBQs or enjoying quiet sunset swims, this pool transforms everyday living into resort-style relaxation. Inside, you'll find tile flooring throughout, including the garage—easy to maintain and perfect for Florida living. The kitchen features gleaming granite countertops, ideal for both casual meals and culinary adventures. A bonus entertaining space offers flexibility for a game room, media lounge, or cozy gatherings. Step outside to a fully fenced yard that provides privacy and peace of mind for pets, play, or gardening. With 3 bedrooms and 2 baths, this home is a fantastic starter property or investment opportunity, especially given its proximity to Central Florida’s world-famous theme parks. Financing Options available with the preferred lender
Listing is courtesy of: WHITE WHALE REAL ESTATE (388-689-5171)
Listing Agent: Rafael Kawala (407-953-0563)
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