Displaying: For Sale
Location: Kissimmee
Property Type(s): Single Family
Price: $1,000,000+
Do Not Show Listings
Kissimmee - 41 properties found
2437 SHANTI DR, KISSIMMEE, FL 34746
$1,824,90020 Days on yellowkey MLS ID: O6397792
Bed: 13 Bath: 11.0 Gar: 3 Liv Area Sq Ft: 5504 Built: 2023Monthly Fee: $397 Tax: $12,719 (2025)Community: Veranda Palms Ph 2B2-2CSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,719
Elementary School: Floral Ridge Elementary
High School: Poinciana High School
Tax Year: 2025
Middle School: Kissimmee Middle
Remarks: Welcome to a one-of-a-kind, fully furnished, professionally designed luxury vacation home in one of Central Florida’s top-performing vacation rental communities, Veranda Palms. This exceptional property is truly turnkey and income-producing from day one, offering a rare opportunity for investors seeking immediate cash flow and a high-performing short-term rental. An extra-large driveway provides added convenience with ample parking for guests. Originally built as a Park Square Homes 13-bedroom floorplan, this home was thoughtfully reconfigured to an 11-bedroom layout to maximize occupancy and guest experience, allowing for the addition of a fully customized KIDS’ PLAY AREA. The result is a highly optimized property that comfortably accommodates up to 30 GUESTS, ideal for large group bookings and premium rental income. This property stands out with extensive, custom-built entertainment amenities, including a children’s adventure playroom with climbing structures, slides, foam pit, and arcade games, plus a fully equipped upstairs game loft with a pool table, custom bar seating 10+, and a themed social media lounge. A whole-home entertainment experience is enhanced by surround sound systems with touchscreen controls in the main living areas, loft, and pool deck. Featuring thoughtfully designed sleeping spaces, including multiple themed bunk rooms and spacious king suites, the home maximizes both comfort and capacity. Upstairs includes upgraded engineered hardwood flooring in common areas and stairs with iron railing, adding durability and elevated design. Downstairs features a HIDDEN Wizard-themed bunk room with 3 custom bunks and full bath (accessed via hidden wall). Upstairs includes a Paris bunk room with karaoke stage, a space-themed bunk room with gaming station, and a Jungle bunk room with slides, climb features, and four twin beds. Additional themed rooms include a cartoon bunk master and ice-themed bunk room with murals, lighting, Smart TV, and seating. The kid’s playroom is a standout, featuring NFL Blitz, NBA Jam, Ninja Turtles, and tabletop arcades, plus a Smart TV gaming system, foam flooring, climbing walls, tunnels, slides, foam pit, bridges, and caves. The property also features a private two-person INFRARED SAUNA and an upstairs laundry for added convenience. Designed to impress, the home offers expansive open-concept living spaces with crown molding, 8’ doors, and a chef-inspired kitchen with under-cabinet lighting, soft-close cabinetry, dual refrigerators, and oversized dining capacity. Multiple indoor and outdoor spaces are curated for large groups. The resort-style backyard includes a private pool with LED lighting, water features, fountains, and a deluxe raised spa with 400K BTU heater, plus covered lounge and dining areas, outdoor bar seating, and sun lounging spaces. Whether expanding your portfolio or entering the short-term rental market, this is a rare opportunity to acquire a high-demand, experience-driven property already positioned to generate income immediately.
Listing is courtesy of: PALM CIRCLE REALTY (352-988-4975)
Listing Agent: Kelly French (352-988-4975)
7390 GATHERING CT, KISSIMMEE, FL 34747
$1,775,00013 Days on yellowkey MLS ID: O6400833
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4615 Built: 2008Monthly Fee: $207 Tax: $19,087 (2025)Community: Reunion Ph 1 Prcl 1 Unit 3Spa: YesSingle Family
Taxes:$19,087
Elementary School: None
High School: None
Middle School: None
Remarks: *ACTIVE MEMBERSHIP AVAILABLE*** MUST SEE HOME!!! Located at the end of a quiet cul-de-sac backing up to the tee box of the 7th hole of the Watson designed course in the one of a kind Reunion Resort & Golf Club. Architecturally designed to impress, and accentuated with HIGH-END finishes throughout such as, upgraded light fixtures, soaring ceilings, Cambria Quartz countertops throughout and large windows throughout enhancing the natural light. The Great room opens up into the expansive Lanai area, boasting a large pool & Sauna all WEST FACING WITH SPECTACULAR SUNSET & GOLF COURSE VIEWS! This home has been used only as a personal rental home and has never been rented. It has been meticulously maintained by the current and original owners, it has been equipped with all the upgrades to make it a top rental performer. The current owner has converted the garage to be the ultimate themed game room with all the fan favorites such as the multiple game arcade machine, the Golden Tee, side by side immersive racing machines , Skee Ball, and Basketball Shoot game. Able to occupy 15 guests, and suited for both families or adult groups. It features a Mickey themed bunk room as well as a Encanto themed room. The downstairs billiard room is equipped with a professional style pool table and leads into the oversized dining room table and separate gathering area, perfect for entertaining. The two large upstairs en- suites, with king sized beds, both have private access to the oversized balcony and sensational views, with one featuring a small office area for those who must bring their work with them. The first floor oversized Master Bedroom features a stand alone tub and sliding doors that open up to the lanai. All rooms beside the Encanto themed room are en-suites. This home went through an extensive renovation by previous owners in 2022 with the following upgrades: All new flooring throughout the entire home, repainted ceilings, walls, & trim throughout the home, complete remodel of both master bathrooms with BRAND NEW custom showers in three bathrooms. Stand-alone tubs and designer champagne bronze tub fillers added in both master baths, nearly every window in the home has been replaced, and updated every light fixture in the home. BRAND NEW LED can lights both inside and outside of the homer. Custom linen draperies, shutters and blinds from Cameron Designs in Orlando, All new Cambria Quartz countertops throughout -- kitchen, baths, laundry room, upstairs bar area and dining room buffet. Removed the upstairs laundry room, moved walls, and added an additional bedroom. Additional HVAC venting and electrical added for the new room. Flat screen TV's, double front-load washer and dryer to laundry room. Added a second vent and electrical for additional units, and more! No expense was spared during the renovations of this truly TURN KEY property! Located in a luxury Reunion Resort, one of the kind in the World, the 3 World Class Championship GOLF COURSES and so much more to enjoy! Make this home your primary residence, second home, or income producing rental home! Start making lifelong family memories today!! Dream home, dream views, dream location for family who loves elegance! Schedule your showing today!
Listing is courtesy of: LANDMARK REALTY GROUP OF CENTRAL FLORIDA (321-283-1420)
Listing Agent: Richard Kneeland (407-694-2028)
7616 BROOKHURST LN, KISSIMMEE, FL 34747
$1,139,000116 Days on yellowkey MLS ID: O6371934
Bed: 11 Bath: 12.0 Gar: 2 Liv Area Sq Ft: 5496 Built: 2016Monthly Fee: $697 Tax: $12,767 (2025)Community: Reunion West Ph 1 West & Ament Ctr RpltSpa: YesSingle Family
Taxes:$12,767
Elementary School: Westside K-8
Middle School: West Side
Remarks: EXCEPTIONAL VALUE OPPORTUNITY IN ENCORE AT REUNION -$50,000 SELLER CONCESSION OFFERED. This expansive 11-BEDROOM, 13-BATH resort-style estate, one of the LARGEST floor plans in Encore, presents a rare chance to acquire a HIGH CAPACITY luxury short-term rental at rock-bottom pricing, complete with CONCESSION to enhance presentation, personalize theming, and accelerate future returns. Designed to accommodate up to 33 guests, the home shows projected gross revenue potential of approximately $148,000 annually once themed and optimized, making it a standout opportunity for investors seeking scale, flexibility, and long-term profitability in a PREMIER DISNEY-AREA resort community. The concession allows the next owner to customize finishes, refresh paint, elevate curb appeal, and create a memorable guest experience - a true blank canvas advantage rarely available at this price point. No structural or functional work is required, just light cosmetic updates to unlock full earning potential. Beyond the investment upside, the home is designed to comfortably accommodate up to 33 guests, featuring 10 bedrooms with full ensuite baths, including THREE SPACIOUS PRIMARY SUITES; a private downstairs primary with dual walk-in closets and two additional primaries upstairs, each with access to the screened balcony. From the second floor, enjoy VIEWS OF DISNEY FIREWORKS and KENNEDY SPACE CENTER ROCKET LAUNCHES adding a truly magical touch for owners and guests alike. The heart of the home is a gourmet kitchen built for ENTERTAINING LARGE GROUPS, complete with GRANITE COUNTERTOPS, 42” shaker-style cabinetry, expansive breakfast bar seating, TWO STAINLESS STEEL REFRIGERATORS, TWO STAINLESS STEEL DISHWASHERS, a coffee bar, and a LARGE WALK IN PANTRY. The home is sold FULLY FURNISHED and the kitchen comes fully stocked with essentials. Entertainment options abound with a DEDICATED THEATER ROOM featuring stadium-style reclining seating, PROJECTION SCREEN, and projector, as well as an UPSTAIRS LOFT ENTERTAINMENT ZONE with pool table. HARDWOOD FLOORING on the stairs and second floor adds warmth and durability, while ceiling fans throughout enhance comfort. TWO LAUNDRY ROOMS upstairs and down add comfort and durability for high-occupancy stays. Outdoor living is equally impressive, highlighted by a LARGE PAVER PATIO, HEATED POOL AND HOT TUB, FENCED IN BACKYARD with tropical landscaping, and a covered lanai with outdoor grill, perfect for gatherings under the Florida sun. A BRAND NEW PROFESSIONAL GRADE OUTDOOR DINING TABLE AND CHAIRS complete the space. Additional features include three owner’s closets, tankless water heaters, dual A/C systems, a paver driveway, and ample closet space throughout. Located just a short walk from Encore’s exclusive amenities, you’ll enjoy access to a 10-acre waterpark with exhilarating slides, splash pad, poolside cabanas, fitness center, courts for tennis, volleyball, and basketball, a full soccer field, casual on-site dining and bar, a concierge desk, and complimentary transportation to Disney, Universal and Seaworld. The HOA covers internet, cable, landscaping, irrigation, pest control, community maintenance, and 24-hour manned security-simplifying ownership while maximizing returns. INVESTOR READY. HIGH CAPACITY. CUSTOMIZATION FORWARD. Opportunities to acquire a home of this size, with this level of concession and upside, are rare in Encore. THIS VALUE DRIVEN OFFERING WILL NOT LAST - schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Erin Underkofler Kilpatrick, Pa (407-987-0980)
840 SPINNAKER WAY, KISSIMMEE, FL 34746
$1,449,99980 Days on yellowkey MLS ID: O6381828
REDUCED by $100,001 (6.5%) on 04/19/2026
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 5428 Built: 2017Monthly Fee: $159 Tax: $9,509 (2025)Community: BellalagoSpa: YesSingle Family
Taxes:$9,509
Elementary School: Bellalago Charter Academy (K-8)
High School: Liberty High
Middle School: Bellalago Charter Academy (K-8)
Remarks: Now offered FULLY FURNISHED with curated, designer quality furnishings. Discover refined lakefront living in this exceptional five-bedroom, 5 ½-bath residence in the exclusive Lakeview Estates enclave of Bellalago. Enhanced by over $600,000 in renovations, including brand new landscaping, the home showcases a commanding architectural presence and majestic curb appeal that set an unforgettable tone upon arrival. Inside, soaring 20-foot ceilings, expansive windows, and uninterrupted water views define the home’s light-filled, open-concept design. The gourmet kitchen anchors the main living space with an oversized island, granite countertops, 42-inch cabinetry, stainless steel appliances and a walk-in pantry, seamlessly connecting formal and casual areas for effortless entertaining. Privately on the main level, the renovated primary suite offers tray ceilings, floor-to-ceiling custom closets, and a spa-inspired bath with dual waterfall vanities, freestanding soaking tub and rainfall shower. Upstairs, four additional bedrooms, three full baths, a spacious loft, and a renovated enclosed lanai with slate tile and chrome railings capture the home’s prized southern exposure and sunset views. Lounge by the newly built resort style backyard oasis with its travertine decking, a custom slate summer kitchen with firepit, and a 15-by-35-foot heated saltwater pool and spa beneath a dramatic two-story picture window screened enclosure. A 34-foot deeded teak BOAT DOCK provides direct access to Lake Toho, one of Osceola County’s sought-after lakes. Bellalago residents enjoy resort-style amenities, including two clubhouses, two fitness centers, two pools, tennis and basketball courts, playgrounds and 24-hour guarded security, and of course less than 30 minutes from Disney! A rare MULTI-GENERATIONAL offering, finished, refined and move-in ready home. This waterfront home is the ultimate upscale getaway you have been dreaming of. Call today for an exclusive tour!
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Alejandro Quiel, Jr (407-967-2738)
200 N GOODMAN RD, KISSIMMEE, FL 34747
$1,795,00025 Days on yellowkey MLS ID: O6396029
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4179 Built: 2026Monthly Fee: $50 Tax: $2,238 (2025)Community: Happy Trails Units 1 & 2 UnrecSingle Family
Taxes:$2,238
Elementary School: Westside Elem
High School: Celebration High
Remarks: One or more photo(s) has been virtually staged. Brand-new custom-built estate offering 4,179 sq ft of living space (5,558 sq ft under roof) on 5 private acres—never lived in! Ideally located in the sought-after acreage community of Happy Trails, just minutes from Celebration, Reunion, and Walt Disney World, this exceptional property offers the perfect blend of luxury, privacy, and convenience with no HOA restrictions and ample space for horses, recreation, and enjoying your private setting. Step inside to experience impressive architectural design, highlighted by 24-foot coffered ceilings in the grand foyer and formal dining room, a vaulted ceiling reaching 14 feet in the main living area, and 12–13 foot ceilings throughout, creating a bright, open, and expansive atmosphere. At the heart of the home is a stunning designer kitchen featuring an oversized island topped with Italian Mona Lisa granite, creating a true centerpiece for entertaining and everyday living. The kitchen is further enhanced by floor-to-ceiling custom cabinetry with illuminated upper display cabinets, a wet bar with wine cooler, and elegant finishes throughout. The open-concept layout flows seamlessly into the main living space, complemented by premium porcelain tile flooring throughout. The spacious living area features a modern electric fireplace with mantel surround, beautifully complemented by custom built-in cabinetry and designer wall shelving, adding warmth and architectural elegance to the space. The thoughtfully designed floor plan includes a central living area with a kitchen/family room combo and a desirable split-bedroom layout for added privacy. The luxurious primary suite is a true retreat, featuring an elegant double-door entry and dual oversized walk-in closets, including a custom “hers” closet measuring approximately 20’8” x 5’6” and a generous “his” closet at 13’8” x 5’8”, both designed with quality wood shelving and mirrored sliding doors. Additional highlights include Energy Star® certified windows, step-free access throughout, and a beautifully finished paver driveway, walkways, and outdoor living areas. The home is also equipped with a private well system, providing a reliable water source and eliminating monthly water utility costs. This rare 5-acre estate offers exceptional privacy and space while being conveniently located near world-class dining, shopping, and entertainment.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Robert Mcdugald (727-409-3368)
2532 SHANTI DR, KISSIMMEE, FL 34746
$1,030,00098 Days on yellowkey MLS ID: TB8467344
Bed: 12 Bath: 11.5 Gar: 2 Liv Area Sq Ft: 4762 Built: 2023Monthly Fee: $345 Tax: $12,147 (2025)Community: Veranda Palms Ph 2B2-2CSpa: YesSingle Family
Taxes:$12,147
Remarks: Location! Location! Just 8 miles from the gates of Disney World. The day begins before the parks even open. Sunlight spills through the windows as coffee brews in the oversized kitchen and laughter echoes from the game room. Some guests are already planning their Disney day, others are still wrapped in blankets after a late movie night in the private theater. In a home this size, everyone has space and everyone belongs. This 12-bedroom retreat inside Veranda Palms Resort was designed for moments exactly like this. Grandparents claim the first-floor primary suite, kids rush toward their favorite themed bedrooms, and friends gather around the massive dining table, mapping out another unforgettable day in Orlando. Every room tells a story. whether it’s superheroes, dinosaurs, or fairytale dreams creating experiences guests remember long after checkout. By afternoon, the parks are buzzing just minutes away. Disney and Universal are close enough for midday breaks, and the convenience keeps guests coming back year after year. Groceries are nearby, outlets are close, and everything about the location makes travel effortless. As evening falls, the house transforms again. Some guests drift into the pool and spa, soaking under the stars. Others challenge each other to arcade games or unwind with a movie marathon. Conversations stretch late into the night, plans are made for tomorrow, and memories are quietly locked in. This isn’t just a vacation home t’s a place where families reunite, celebrations happen, and traditions begin. For investors, it’s a proven short-term rental designed for large groups, high occupancy, and repeat bookings. For guests, it’s the reason they return to Kissimmee again and again. A home built for stories. A property built to perform.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Georgete Frey, Llc (813-469-8073)
202 ACADIA TER, KISSIMMEE, FL 34747
$2,999,000361 Days on yellowkey MLS ID: S5126379
REDUCED by $201,000 (6.3%) on 04/11/2026
Bed: 6 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 6560 Built: 2000Monthly Fee: $138 Tax: $19,941 (2024)Community: Celebration North Village Unit 2Spa: YesSingle Family
Taxes:$19,941
Elementary School: Celebration K-8
Tax Year: 2024
Middle School: Celebration K-8
Remarks: This elegant and stunning, custom home was built in 2000 by the award-winning builder, ISSA Homes and recently fully renovated to a modern and luxurious standard. No detail was missed, and no expense spared in this one-of-a-kind home which was originally built for the builder himself. The interior of the estate includes spacious living areas, 6 bedrooms, as well as 6- and one-half baths, two with bidets. The second level West Wing, accessible via an intricately decorated elevator, is complete with a large master suite along with two bedrooms and two full baths. In the lower-level East Wing you will find a gourmet kitchen, living spaces, bedroom with full bath, and large laundry room. An in-law suite with separate entrance has two bedrooms, a full kitchen, bathroom, and laundry space. The storage is abundant in this spacious home. The 3rd floor has been converted to a full cinema room. The property has attached and detached double garage with room for four vehicles. Take a look from the many porches for a view of the beautifully landscaped estate, golf course, and sparkling pond and a one-of-a-kind oversized pool, spa, and waterfall. Enjoy drinks looking over the 13th hole or from the hidden garden under the oak tree. Enjoy outdoor living with a fully equipped outdoor kitchen, with Italian pizza wood burning oven.
Listing is courtesy of: GO FLORIDA REALTY, INC. (407-612-6139)
Listing Agent: Steven Trowsdale (407-520-6929)
2713 FORMOSA BLVD, KISSIMMEE, FL 34747
$2,538,0008 Days on yellowkey MLS ID: S5148635
Bed: 9 Bath: 10.0 Liv Area Sq Ft: 8198 Built: 2006Monthly Fee: $100 Tax: $19,240 (2025)Community: Formosa Gardens Unit 01Spa: YesSingle Family
Taxes:$19,240
Remarks: Exquisite Lakefront Luxury Estate in Formosa Gardens on Star Lake Welcome to an extraordinary, turnkey Mediterranean estate perfectly positioned on the shores of Star Lake in the Formosa Gardens community. Just minutes from Walt Disney World, Universal Studios Florida, and SeaWorld Orlando, this remarkable residence offers the ultimate blend of luxury, comfort, and convenience. This custom-built, lavishly furnished home features 9 spacious bedrooms and 10 bathrooms, each bedroom designed as a private suite with its own beautifully appointed bath. From the moment you enter, you are greeted by a grand staircase and elegant architectural details that set the tone for this impressive estate—perfectly suited for luxury living, corporate retreats, or large family gatherings. At the heart of the home is a chef-inspired gourmet kitchen complete with a gas stove, granite countertops, and custom cabinetry, seamlessly flowing into expansive living and entertaining spaces. The home is thoughtfully equipped with high-end amenities including a baby grand piano, upgraded smart TVs, a private fitness area, arcade game, slate pool table, projection theater setup, and a dedicated wine room. Step outside to your private resort-style oasis where an infinity-edge pool appears to merge into the tranquil waters of Star Lake. The screened lanai and second-floor deck provide breathtaking, unobstructed views—perfect for enjoying Florida sunsets and even Disney fireworks in the distance. Outdoor living is elevated with a fully equipped summer kitchen, gas grill, bar area, and lounge spaces designed for entertaining day or night. With its unmatched location, exceptional design, and extensive amenities, this one-of-a-kind lakefront estate offers a rare opportunity to own a true Central Florida luxury retreat. Experience it in person—this is a home that must be seen to be fully appreciated
Listing is courtesy of: FLORIDA IN MOTION REALTY INC (407-947-2757)
Listing Agent: Eugene Petriella (321-299-8766)
8017 SURF ST, KISSIMMEE, FL 34747
$1,325,00064 Days on yellowkey MLS ID: O6386683
REDUCED by $25,000 (1.9%) on 04/22/2026
Bed: 7 Bath: 8.5 Liv Area Sq Ft: 4319 Built: 2019Monthly Fee: $603 Tax: $18,556 (2025)Community: Rolling Oaks Ph 5Spa: YesSingle Family
Taxes:$18,556
Remarks: **7 Bedrooms | 8.5 Bathrooms | Waterfront Living at Its Finest** ENJOY DISNEY MAGIC KINGDOM AND EPCOT FIREWORKS FROM THE TOP DECK. Welcome to your dream home on the lake! This stunning 7-bedroom, 8.5-bathroom house just hit the market and it's everything you've been looking for. Sitting right on the water, you'll enjoy gorgeous sunsets from your backyard every single evening. No hauling suitcases up the stairs here — this home comes with its own elevator! Three balconies give you plenty of outdoor space to relax, and one of the balconies even has a TV and overlooks the lake. Talk about the perfect spot to unwind. Inside, you'll find beautiful tile flooring throughout, quartz countertops, solid wood cabinets, and stainless steel appliances in the kitchen. Every bedroom is generously sized with a private bath, giving everyone plenty of room to spread out. The large game room with a wet bar with a pool table is ideal for entertaining guests. Step outside to your private pool and spa, where lakefront views make every swim feel like a vacation. The sunsets from this property are truly something special. Location is a huge bonus here. You're just minutes from Walt Disney World, Island H2O Waterpark, Sunset Walk, and plenty of shopping — including Target Grocery just down the road on Rolling Oaks Boulevard. Here's the best part — live here full-time as your forever home or rent it out on Airbnb for excellent rental income. Either way, this lakefront gem is a smart investment you don't want to miss!
Listing is courtesy of: LUXE PROPERTIES LLC (305-809-7650)
Listing Agent: Deanna Meredith (407-331-6542)
2308 DISTANT SUN TRL, KISSIMMEE, FL 34747
$1,200,0008 Days on yellowkey MLS ID: O6402383
Bed: 7 Bath: 6.5 Gar: 1 Liv Area Sq Ft: 3544 Built: 2025Monthly Fee: $718Community: Solara Phase 3Single Family
Taxes:$0
Remarks: Enjoy the luxury and excitement with this professionally decorated vacation home. Just last month 8 BEDROOMS decorate (7 BR + bonus room converted to the 8th BEDROOM), this stunning property already offers an unforgettable experience with beautifully designed interiors and themed rooms that bring a true Theme Park sensation right into your home—perfect for guests of all ages. Whether you’re looking for a HIGH-PERFORMING short-term rental, or a personal getaway, or both, this home checks every box. It’s fully turnkey with immersive themed rooms, access to resort-style amenities, a prime location near world-famous attractions—and best of all, it’s already off to a strong start with bookings secured for the next 6 months. With spacious living areas, a modern kitchen, and private outdoor space, this home is ideal as a vacation retreat or income-producing investment. Imagine owning your slice of paradise in one of Central Florida’s most sought-after destinations—message now for details or to schedule your private showing and the income rental numbers!
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Monica Gallo (407-520-9579)
7936 JACKS CLUB CT, KISSIMMEE, FL 34747
$1,725,00076 Days on yellowkey MLS ID: S5144037
REDUCED by $125,000 (6.8%) on 04/28/2026
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4588 Built: 2020 Tax: $23,260 (2025)Community: Reunion, Bears Den, Reunion WestSingle Family
Taxes:$23,260
Remarks: Experience the pinnacle of resort living and high-yield investment potential at 7936 Jacks Club Court, a stunning 6-bedroom, 6.5-bathroom masterpiece located within the prestigious Bear’s Den enclave at Reunion Resort. Meticulously designed to sleep 14 guests, this fully furnished villa serves as the ultimate "home away from home" where a chef’s kitchen anchors the heart of the residence, boasting a massive combined dining capacity for 20 that flows seamlessly into a living area built for movie-theater style relaxation. A rare find in vacation rentals, the first floor features two secluded master suites, perfect for guests seeking accessibility and privacy without stairs. The entertainment value is unmatched, featuring a Tetris-themed garage-turned-arcade equipped with Air Hockey and Batman racing games to drive repeat bookings, while a second-floor loft offers a VIP retreat complete with Billiards, Shuffleboard, and a sleek wet bar. Step outside to your private Florida oasis where a spectacular pool with a spillover spa and ledge loungers awaits, complemented by a stainless steel summer kitchen perfect for al-fresco dining against a backdrop of serene golf course views. Upstairs, the luxury continues with three additional primary bedrooms featuring private balconies and a custom-built "Magical Village" bunk room that offers a unique experience for younger guests. Ideally situated just minutes from Orlando’s world-class theme parks, dining, and shopping, this property grants access to Reunion Resort’s elite amenities, including three signature golf courses, a multi-acre water park, tennis courts, and fitness centers. Whether you are seeking a premier vacation retreat or a powerhouse addition to your investment portfolio, this turnkey villa delivers luxury and performance at every turn.
Listing is courtesy of: TEAM DONOVAN (407-705-2616)
Listing Agent: James Donovan (407-705-2616)
955 JACK NICKLAUS CT, KISSIMMEE, FL 34747
$2,244,400115 Days on yellowkey MLS ID: O6371804
REDUCED by $100 (0.0%) on 04/17/2026
Bed: 9 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 4490 Built: 2021Monthly Fee: $1,000 Tax: $22,850 (2025)Community: Reunion West Fairways 17 & 18 RepSingle Family
Taxes:$22,850
Remarks: RARE 9 BEDROOM ***Only 4 years Old. Luxury, Legacy and Lifestyle greet you at the private “Bears Den” gate at Reunion Resort. Once inside you will be met by this stunning 9 bedroom 8 ½ bath Reunion Resort Membership property that is equally inviting and LARGE enough to accommodate families with forever stays or maybe just a long weekend. The home is one of just a few in the exclusive community that is an exclusive corner lot. The home is being offered fully furnished including all GAMING SYSTEMS AND ARCADES. All the upgrades have been completed including theming, design extras, and enhanced gathering spaces. The LARGE open main level of the home entices everyone to discover more of what the property has to offer. Starting in the kitchen area you find dual refrigerators, and dual dishwashers behind a nicely appointed island accompanied by a large pantry. The living room seating can accommodate up to 12 and overlooks the massive back yard, pool, lounge, and exterior kitchen space through a wall of windows that let in the natural Florida Sunshine! Once outside notice the OVERSIZED patio space that not every home can offer. This is a game changer for the perfect pool day. The newly added putting green only enhances the outdoor time experience. This truly makes this home feel like its own resort. The first floor of the home also features a re-imagined garage space that will keep residents and guests alike busy for hours. No quarters needed! Upstairs you will find a custom loft area that is the focal point for families to gather and enjoy a comfortable and relaxing entertaining space. The theater/loft space is enough for 8 and marqueed by an 86-inch television. You will also discover the two additional themed rooms that are classics and translate to multiple generations. A home filled with extras, charm and endless memory making possibilities. HUGE RENTAL AND MEMORY MAKING POTENTIAL. Reunion Resort has everything you want in a community including 3 signature golf courses, world class dining, waterparks, lazy river, water slides, firework viewing areas, tree lined streets, dog park, playground, driving range, golf simulator, member events, in-resort shuttle service, and event space. Live the resort lifestyle like a VIP. NO OTHER RESORT IN THE AREA HAS THIS!!!! Minutes to Disney and close to Beaches, Universal, Legoland and Sea World. Schedule a tour today. 80 million visitors are estimated to visit Orlando in 2026. Current reservations for 2026 are available to convey to new owner when choosing to maintain relationship with current property manager.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Derrick Mnick (407-408-4676)
308 SOUTHFIELD ST, KISSIMMEE, FL 34747
$1,350,00088 Days on yellowkey MLS ID: O6380091
Bed: 13 Bath: 12.5 Gar: 4 Liv Area Sq Ft: 6351 Built: 2020Monthly Fee: $697 Tax: $14,776 (2025)Community: Reunion West Ph 4Spa: YesSingle Family
Taxes:$14,776
Remarks: Welcome to 308 Southfield Street, a standout luxury vacation estate home in the exclusive Encore Resort at Reunion—one of Central Florida’s premier short-term rental communities. Built in 2020, this fully furnished 13-bedroom, 12.5-bathroom home spans 6,351 sq ft and comfortably accommodates up to 32 guests, making it an exceptional opportunity for both personal use and high-performing rental income. Offered fully furnished and turnkey, this is a true income-producing asset. The current owner has invested over $250,000 in upgrades, including new furnishings, cosmetic enhancements, and key improvements—allowing the next owner to step seamlessly into a proven operation. Designed for large groups, the open-concept living, dining, and kitchen space is bright, modern, and built to impress. The chef’s kitchen features dual refrigerators, dual dishwashers, premium appliances, and ample prep space. An 86-inch TV anchors the spacious living area, while the oversized dining space is perfect for gathering and entertaining. Entertainment is a highlight throughout. Both garages have been converted into fully equipped game rooms, while the upstairs loft features a unique spaceship-themed experience. A private movie theater adds another layer of luxury for guests to enjoy. The home offers two primary suites (one on each level), multiple themed bedrooms with bunk layouts, and a wheelchair-accessible first-floor suite—making it ideal for multi-generational stays and maximizing rental appeal. Step outside to a private resort-style pool and spa with a covered lanai, outdoor seating, and TV—perfect for year-round indoor-outdoor living. Encore Resort delivers a true resort lifestyle with a clubhouse, restaurants, water park, fitness center, sports courts, and concierge services—all just minutes from Disney, dining, shopping, and entertainment. A rare opportunity to own a fully upgraded, high-capacity vacation home in a prime location—priced to sell.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matt Dixon (407-965-8906)
1632 REGAL COVE CT, KISSIMMEE, FL 34744
$1,099,700236 Days on yellowkey MLS ID: S5134100
REDUCED by $50 (0.0%) on 04/21/2026
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4621 Built: 1993Monthly Fee: $100 Tax: $10,804 (2024)Community: Regal CoveSpa: YesSingle Family
Taxes:$10,804
Elementary School: Partin Settlement Elem
High School: Osceola High School
Middle School: Neptune Middle (6-8)
Remarks: Welcome to Regal Cove – Modern Luxury Meets Country Charm! Imagine living in the exclusive, gated community of Regal Cove, where this fully renovated custom home offers both elegance and privacy. Set on nearly half an acre (.49), this residence boasts one of the largest private screened lap pools in the area with a heated spa—perfect for entertaining or relaxing year-round. From the moment you arrive, the long driveway and welcoming front porch set the tone for comfort and sophistication. Step inside the brand-new modern renovation featuring an open concept design and tasteful finishes throughout. The spacious family room is highlighted by an elegant tile accent wall with an electric fireplace and French doors overlooking the pool and mature tree views. The gourmet kitchen is a showpiece with a waterfall island, drop-down range system, top-tier appliances, custom cabinetry, built-in double oven/microwave, wine cooler, and coffee station. A true chef’s delight, it’s designed for hosting family and friends with ease. The primary suite, located on the first floor, offers a stunning walk-in closet and a spa-like bathroom with a freestanding soaking tub, double vanities, separate water closet, and an oversized double-head shower. Upstairs, you’ll find four additional bedrooms with a sleek glass panel railing system, a bonus storage room, and two beautifully renovated Jack & Jill bathrooms. Adding incredible flexibility, a three-car garage with extended roofline includes a private full apartment above the garage with a bedroom, bathroom, kitchen, and living/dining area. Perfect as a guest house, or secondary suite. Outdoor living shines with two covered patio areas, French impact windows, and the expansive screened pool deck. With only $400/Quarter HOA fees, Regal Cove provides an upscale yet affordable lifestyle, ideally located near Lake Tohopekaliga with a public boat ramp less than a minute away. You’ll also enjoy easy access to the FL Turnpike, Publix, Walmart, and all of Kissimmee’s conveniences. This is a rare opportunity to own a modern, custom-renovated pool home with an in-law suite in one of Kissimmee’s most desirable gated communities. Schedule your private showing today and experience the perfect blend of country charm and modern luxury.
Listing is courtesy of: FIERCE REALTY (407-758-5179)
Listing Agent: Rachel Coolidge (207-522-0838)
841 LAKE EVALYN DR, KISSIMMEE, FL 34747
$1,089,00010 Days on yellowkey MLS ID: O6400051
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2335 Built: 1997Monthly Fee: $149 Tax: $11,101 (2025)Community: Celebration Lake EvalynSingle Family
Taxes:$11,101
Remarks: Welcome to Lake Evalyn—one of the most picturesque and original villages in Celebration, where TREE-LINED STREETS, manicured gardens, and INVITING FRONT PORCHES create a timeless small-town feel. Developed by The Walt Disney Company and inspired by classic 20th-century architecture, this cherished community is known for its peaceful, walkable setting and close connection to the vibrant lakeside downtown. Ideally positioned on a SPACIOUS CORNER LOT, 841 Lake Evalyn Drive offers a rare opportunity to own the AWARD-WINNING Arabella design in this intimate neighborhood. This Victorian-style home, complete with a WHITE PICKET FENCE, expansive front porch, and NEW ENTRY DOOR, welcomes you into a 2,335 square foot floor plan set on one of the largest lots in Lake Evalyn—ADJACENT TO TRANQUIL CONSERVATION LAND for added privacy. Inside, natural light fills the home, highlighting the refreshed WOOD FLOORS and soft neutral palette. The main level features a formal living room with elegant wainscoting, a private office with BEADBOARD CEILING, and a generous family room with a WALL OF WINDOWS overlooking the serene backyard and conservation area. PLANTATION SHUTTERS and designer lighting throughout add both style and function. At the heart of the home, the FULLY REMODELED KITCHEN is designed to impress with QUARTZ COUNTERTOPS, abundant prep space, an INDUCTION COOKTOP with double oven, BOSCH CABINET PANEL FRONT DISHWASHER, beverage refrigerator, and two pantries. The adjacent dining area and kitchen are finished with PORCELAIN TILE FLOORING, creating a seamless and stylish gathering space. A renovated half bath and convenient laundry closet complete the first floor. Upstairs, a thoughtfully designed SPLIT FLOOR PLAN offers four bedrooms, including a spacious primary suite with an updated bath featuring DUAL VANITIES and a walk-in closet that also has laundry connections. Step outside to a FULLY FENCED BACKYARD that offers both privacy and peaceful conservation views—an uncommon feature in Celebration. An OVERSIZED DRIVEWAY leads to the 2.5-car REAR-ENTRY GARAGE featuring BRICK FLOORING—and with no rear alley, it offers both added convenience and enhanced curb appeal. Enjoy a scenic half-mile stroll along the Lake Evalyn trail, winding through shaded paths directly into the heart of Celebration Village. Here, you’ll find waterfront dining, boutique shopping, a cinema, and a popular weekly farmers market. Community events throughout the year—including Oktoberfest, holiday festivities, and Fourth of July fireworks—add to the vibrant lifestyle. Residents also enjoy access to miles of beautifully maintained walking and biking trails, multiple community pools, fitness centers, and dog parks—making this home not just a place to live, but a place to truly experience the best of Celebration! Roof 2019. Water heater 2020.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Natalie Kauffman (602-908-8797)
610 BUCKLEY DR, KISSIMMEE, FL 34741
$1,200,000446 Days on yellowkey MLS ID: S5120472
Bed: 3 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 1420 Built: 1940 Tax: $527 (2023)Community: Acreage & UnrecSpa: NoSingle Family
Taxes:$527
Tax Year: 2023
Remarks: Prime 2.16 Airport Industial Development Site-Build-Ready for Logistics, Distribution, or Warehouse. Right on Hoagland Blvd, near 17/192 and Kissimmee Airport. This property has been serving the transportation industry for medium and heavy trucks, but it could easily be use for a warehouse business. This sale includes two lots with a total of 2.16 acres, high and dry (PID 19 25 29 0000 0290 0000 & PID 19 25 29 00U0 0160 0000) Land improved. The house features 3 bed/1 bath with 1,420 sq ft. and also provide two side entrance to the rear parking truck which is currently fence for your privacy convenience. No HOA, NO Flood-Zone & No Wetlands and Facing East with a total front exposure of 253'. This is the one you've been looking for. Contact me for details.
Listing is courtesy of: KELLY RIGHT REAL ESTATE (813-321-2282)
Listing Agent: Mara Rodriguez (407-556-4315)
1110 RUSH CT, KISSIMMEE, FL 34747
$1,390,00024 Days on yellowkey MLS ID: O6394888
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3778 Built: 2001Monthly Fee: $119 Tax: $7,135 (2025)Community: Celebration South Village Unit 3Spa: YesSingle Family
Taxes:$7,135
Remarks: One or more photo(s) has been virtually staged. Come see this rare David Weekley Richmond Model home located in the picturesque town of Celebration, Florida. This spacious home welcomes you onto a charming front porch, built for friends, family, and neighbors to visit as they enjoy a sip of lemonade. Upon entering through the front door, you’ll find an Office/Study to the left. This room offers large windows that bring bright views of the outside porch while working from your desk. Are you a podcaster or or do you dream of being one? If so, the Office/Study includes a closet that has been outfitted with soundproof buffers. This hidden spot is the perfect place to record. Just across the hall, you’ll find a formal Dining Room. This beautifully appointed room features wainscoting and ample space for entertaining a larger crowd. The Dining Room offers direct access to the recently updated Kitchen making it easy to serve meals. This updated Kitchen spills into the Family Room. The open Kitchen Family Room combo is definitely the heart of the home. The Kitchen offers fresh white cabinetry with soft touch, closing cabinets, under cabinet lighting, a pantry, large quartz breakfast bar, and built-in Bluetooth speakers. Just beyond the bar, you’ll find the eat-in dining space. The large combination Kitchen/Family Room, is an amazing gathering spot for meals, watching a movie, or pulling a book from the built-in bookcases as you get cozy reading in front of the wood burning fireplace. The downstairs boasts an additional flex space. Use it as a 5th Bedroom, Craft Room, Exercise Room or whatever meets your needs. An elegant circular staircase is the the focal point of the home. Upstairs, is a two-story overlook. From this perch, you can view the entire living area below. In addition to the Primary Suite, there are three Bedrooms that feature over sized closets and a shared bathroom. The Laundry Room is conveniently located in between the Bedrooms. The soothing blue shade of the Primary Suite along with the many windows make it a relaxing place to unwind after a long day. The Primary Suite features a garden tub, enclosed shower, and separate vanities. There is also a walk-in closet with custom built-ins to keep your wardrobe organized. As you exit the main home, there is even more to see outside! A fenced in yard with bamboo trees provide privacy in the backyard. The brick patio is just waiting for you to light up your grill and enjoy year-round outdoor dining. Take a dip or take a few laps in the swim spa. Beyond the patio, fresh sod has been laid. Just completed, is the one Bedroom garage apartment which features its own meter and private entry. The garage apartment has vaulted ceilings, a full Kitchen with stainless steel appliances and quartz countertops. It has a separate closet outfitted with a washer/dryer hook up. This apartment would be a great In-Law Suite or it could be used as a rental property to help off-set your mortgage. An additional parking pad was thoughtfully added for the apartment tenant. The town of Celebration features a golf course, over 20 miles of walking/biking trails, Pickleball, tennis courts, and multiple pools. Residents enjoy a downtown shopping and dining experience as well as many seasonal events-Farmers Market, Car Show, Food Truck Fridays, concerts, Christmas snow. With a hospital in town, and the close proximity to OIA and Central Florida attractions, this home in the magical town that Disney built has it all!
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY (833-765-3244)
Listing Agent: Mary-Kim Shurina (407-580-6224)
801 GOLDEN BEAR DR, KISSIMMEE, FL 34747
$1,385,000196 Days on yellowkey MLS ID: S5136960
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3428 Built: 2021Monthly Fee: $583 Tax: $15,045 (2024)Community: Reunion Resort & Golf ClubSpa: YesSingle Family
Taxes:$15,045
Remarks: Experience luxury and performance in this stunning Reunion Resort home located on one of the community’s deepest lots with panoramic views of the Jack Nicklaus Golf Course. This property stands out as a high-producing short-term rental with strong financial performance and an active Reunion Resort membership, professionally managed by Magical Vacation Homes. The modern open floor plan features a spacious kitchen with granite countertops, stainless steel appliances, and a large breakfast bar that flows into the dining and living areas, ideal for entertaining or relaxing after a day at the parks. Step outside to your private retreat complete with a heated pool and spa, tiki bar with built-in BBQ grill, wine cooler, and mini-fridge, surrounded by lush landscaping and a personal putting green. Inside, the entertainment continues with a full arcade-style game room featuring basketball, racing, and air hockey, plus an upstairs loft with shuffleboard, poker table, Golden Tee, and Smart TV. Every bedroom is tastefully furnished with modern décor and ensuite baths, making this home perfect for guests and family alike. Reunion Resort is a world-class gated community offering 3 championship golf courses designed by Nicklaus, Palmer, and Watson, a multi-acre water park with lazy river, tennis and pickleball courts, fitness center, restaurants, spa, and 24-hour security. Located minutes from Walt Disney World® and major attractions, this property delivers the perfect balance of luxury, location, and income potential.
Listing is courtesy of: P4L REALTY LLC (407-845-9189)
Listing Agent: Michelle Fernandez (407-724-5033)
1604 REGAL COVE CT, KISSIMMEE, FL 34744
$1,385,77752 Days on yellowkey MLS ID: S5145793
0 Days Off yellowkey (back on 4/21/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3664 Built: 2000Monthly Fee: $133 Tax: $6,996 (2025)Community: Regal CoveSpa: NoSingle Family
Taxes:$6,996
Remarks: Under contract-accepting backup offers. Luxury Lakefront Dream Home with Boat Dock, Pool, Sunset Views, and So Much More. Experience luxury lakefront living in the small gated enclave of Regal Cove on West Lake Toho. This modern 5+BR/3BA/3 Car Garage home seamlessly blends soothing coastal style with modern luxury upgrades throughout. All day and as the sun goes down over the lake, enjoy entertaining in this spacious open floor plan featuring soaring ceilings, huge gourmet kitchen, large screened patio deck and oversized swimming pool. The kitchen boasts sub zero refrigerator & freezer, custom wood floor to ceiling cabinetry, convection oven and cooktop, wine fridge, ice maker and two islands. The enormous primary suite features a solarium style sitting room with panoramic views of the lake, large walk-in glamorous dressing room, and modern ensuite bathroom with two separate vanity sink areas and large rain shower. This multi-story home features an elevator, as well as an ensuite bedroom on the first level making it easy to navigate with a focus on accessibility. This home is unique in that it has a “basement” level in addition to the 3,864 heated sqft spread over three stories. In the basement you’ll find a game room, a theater area, and storage area but you can configure it in many different ways. On the main level, in addition to the entertaining spaces, there is also a bedroom with ensuite bathroom, and another room currently set up as the home office. On the second floor, you’ll find the primary suite, the laundry room and a loft area. The third floor offers another bathroom, two extra large kingsize bedrooms and a third smaller bedroom, with no closet. This space would be perfect for guests, computer room, office, meditation room, art space, work out room or a variety of creative uses. The sheer size of this home and the use of open as well as private spaces allow for any potential home buyer to configure the home to reflect their individual lifestyle. The home is move in ready and waiting for you! The lot is located on the cul de sac of a tree lined street of custom homes and is situated on 0.81 acres with a large west facing lake frontage on the boatable West Lake Toho, a roughly 23,000 acre fresh water lake known for trophy bass fishing and tournaments. The covered powered dock and lift make hopping on your boat for a sunset cruise or a fishing expedition hassle free. On the property you’ll appreciate the long circular drive, three car garage with one pass through stall, Tesla electric car charging station, the custom half-court basketball court and generous front and rear yards, Schedule today for a private viewing of this rare gem on the Kissimmee Chain of Lakes. Ideally located near the Florida Turnpike, Orlando International Airport, theme parks, NeoCity and Lake Nona Medical City. Home may or may not have surveillance security on the premises. Check out the 3-D virtual tours linked.
Listing is courtesy of: LANDCRAFT REALTY GROUP, LLC (727-643-2146)
Listing Agent: Breeze Mcintee (727-643-2146)
3052 PARROT HEAD PL, KISSIMMEE, FL 34747
$1,399,00083 Days on yellowkey MLS ID: S5143539
Bed: 8 Bath: 9.0 Liv Area Sq Ft: 4815 Built: 2019Monthly Fee: $602 Tax: $19,435 (2025)Community: MargaritavilleSingle Family
Taxes:$19,435
Remarks: Kick back and embrace the laid-back island rhythm at this breezy lakefront retreat in Margaritaville Resort Orlando, perfectly positioned on Parrot Head Place. Wrapped in carefree Key West charm, this home delivers sun-splashed interiors, coastal hues, and a relaxed, barefoot-friendly layout that makes every day feel like vacation. Out back, your private pool and spa overlook tranquil water views, creating the ultimate setting for lazy mornings, afternoon floats, and sunset cocktails with a soundtrack of good vibes (NEW POOL HEATER FEB 2026). The open living spaces flow effortlessly for easy entertaining, while spacious bedrooms provide a calm, salt-air escape after long days of fun and sun. Perfectly located just minutes from Walt Disney World, Universal Orlando Resort, including the highly anticipated Universal Epic Universe, and SeaWorld Orlando, this home offers the best of both worlds—action-packed adventures by day and laid-back island living by night. Whether you’re chasing thrills, fireworks, or unforgettable family memories, you’ll love coming home to your own private oasis where the pace slows, the music softens, and relaxation takes center stage. Designed for both personal enjoyment and short-term rental success, this home captures the essence of island living with a splash of luxury. Just steps from resort amenities, dining, and entertainment, it’s a place where worries drift away, flip-flops are the dress code, and life moves at a perfectly unhurried pace. Multiple tropical pools with cabanas, lounging areas, and full food & beverage service. Island-inspired restaurants, poolside bars, and casual spots all within walking distance. The St. Somewhere Spa offers massages, facials, body treatments, and salon services. Find your latitude, adjust your attitude, and come home to a true five-o’clock-somewhere lifestyle—complete with lake views, poolside living, and pure Margaritaville Magic!
Listing Agent: Susan Koptieff (407-334-7770)
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