Displaying: For Sale
Location: Kissimmee
Property Type(s): Single Family
Living Area Square Feet: 3500+
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Kissimmee - 237 properties found
1540 GRANDVIEW BLVD, KISSIMMEE, FL 34744
$899,000131 Days on yellowkey MLS ID: S5143565
0 Days Off yellowkey (back on 6/15/2026)
REDUCED by $25,900 (2.8%) on 06/01/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5207 Built: 1981 Tax: $7,032 (2025)Community: Regal Oak Shores Unit 1Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,032
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Virtually Staged. REGAL OAK SHORES * CUSTOM BUILT BRICK HOME * 1.44 Acres +/- * NO HOA * NEW ROOF * CIRCLE DRIVEWAY * DUAL PRIMARY SUITES * COVERED PAVILIONS * COPPER GUTTERS/DOWNSPOUTS * This custom one-owner 4 bedroom, 4.5 bath estate with dual primary suites offers the perfect blend of privacy, space, and resort-style living beneath a gorgeous canopy of mature oak trees. The impressive 267’ x 236’ lot features a circular driveway, additional parking pads, RV parking and a side-entry 3-car garage. Plenty of space for gardening or enjoying the outdoors. A welcoming front porch leads to double solid wood entry doors with transom windows, opening to a light-filled foyer with decorative tile and a hardwood staircase, custom wood trim and wood doors throughout the home. The home features a formal living room, formal dining room with French doors to the front porch, and a private office/library & spiral staircase. The spacious family room showcases a grand brick wood-burning fireplace and French doors that open to the lanai, creating seamless indoor-outdoor living. The kitchen is designed for gathering with a large center island with cooktop and sink, double ovens, extensive custom cabinetry, and a pass-through window to the lanai—perfect for entertaining. The flexible floor plan includes a main-level primary suite with reading nook and French doors, plus a second upstairs primary suite with ensuite bath, ideal for guests or multigenerational living. Two additional large flex rooms with endless possibilities for a home theater, game room, gym, or studio. Step outside to your private backyard retreat featuring a resort style screened pool and spa with diving board, brick paver deck, expansive covered lanai, outdoor kitchen, and two covered pavilions—all surrounded by beautifully irrigated landscaping from a deep well. Additional highlights include city water, septic system, interior laundry with built-in ironing board and laundry chute, bar area with sink, wine rack, refrigerator and vintage record/cassette player, two water heaters, and a new roof (2023) with copper flashing. A rare opportunity to own a spacious custom home on acreage with no HOA—perfect for entertaining, multigenerational living, or simply enjoying your own private retreat. Enjoy the quick proximity to the Orlando International Airport, area lakes, attractions, beaches, shopping, restaurants, and popular travel routes.
Listing is courtesy of: EAST PARK REALTY LLC (321-624-5780)
Listing Agent: Racquel Schroeder (321-624-5780)
955 JACK NICKLAUS CT, KISSIMMEE, FL 34747
$2,244,000166 Days on yellowkey MLS ID: O6371804
REDUCED by $400 (0.0%) on 06/15/2026
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)
1890 SAHA CT, KISSIMMEE, FL 34744
$2,500,00033 Days on yellowkey MLS ID: O6410092
Bed: 7 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 7247 Built: 1978 Tax: $14,882 (2025)Community: Regal Oak Shores Unit 3Spa: YesSingle Family
Taxes:$14,882
Remarks: Welcome to an extraordinary private lakefront estate on the shores of legendary Lake Tohopekaliga. Situated on nearly three-quarters of an acre at the end of a quiet cul-de-sac, this nearly 8,000 square foot architectural showpiece has been completely reimagined from the ground up with an uncompromising full-scale luxury renovation. Every detail was thoughtfully curated—from the expansive hardwood flooring throughout the main living areas and designer lighting to the stunning chef’s kitchen featuring oversized quartz islands, custom cabinetry, premium appliances, and double built-in ovens designed for effortless entertaining. The home offers an incredible blend of modern sophistication and resort-style living with multiple oversized living spaces, a private fitness studio, dramatic open staircases, soaring ceilings, panoramic lake views, and an expansive screened pool retreat overlooking Lake Toho and a private dock. The upstairs primary suite is truly a sanctuary of its own, featuring an enormous 20x24 bedroom, private balcony with breathtaking sunset views over the water, spa-inspired bath with soaking tub and oversized walk-in shower, and separate his-and-hers custom walk-in closets. With 6 bedrooms, 7 bathrooms, extraordinary entertaining spaces, and luxury finishes throughout, this estate delivers a rare opportunity to own a fully renovated waterfront masterpiece that feels like a private resort while remaining just minutes from Orlando, world-class attractions, and Central Florida’s premier lifestyle amenities.
Listing is courtesy of: ME REALTY, LLC (407-362-8544)
Listing Agent: Jon Eichelberger (407-362-8544)
7939 SEA PEARL CIR, KISSIMMEE, FL 34747
$699,000121 Days on yellowkey MLS ID: TB8479112
0 Days Off yellowkey (back on 6/14/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3676 Built: 2003Monthly Fee: $121 Tax: $9,630 (2025)Community: Formosa Gardens Unit 2Spa: YesSingle Family
Taxes:$9,630
Elementary School: Westside Elem
High School: Celebration High
Middle School: West Side
Remarks: Under contract-accepting backup offers. Tres chic is the only way to describe this luxurious two-story, 5 bed 4 bath pool home that sits on a large lot in the sought-after executive gated neighborhood of Formosa Gardens. This location is awesome ~ close to Disney, shops and restaurants! This delightful home boasts plenty of natural light and room to grow in this well laid out floor plan. Whether it is cooking or entertaining in the open-concept kitchen that features an island, plenty of storage space, a breakfast bar and a breakfast nook, or gathering in the living room or lounging by the pool, this home has it all. This elegant home has the option of being sold fully furnished as it is current being used as successful vacation rental. The primary bedroom is on the first floor and has delightful French doors opening up on to the heated pool and spa for an early morning dip. The primary bathroom features a luxurious jetted soaking tub and a walk-in shower with dual sinks. A second oversized primary bedroom shares the same modern aesthetics and is located upstairs with an ensuite bathroom with a walk-in shower. This primary upstairs bedroom has an added bonus parent's retreat that can be uses as; a private seating area, office or nursery. There are 3 additional bedrooms downstairs and 2 more bathrooms, one of the bathrooms is an ensuite. There is plenty of natural light and room to entertain with the formal dining room and living room opening up onto the screened patio, heated pool and spa for seamless indoor/outdoor living. The large private backyard and side yards provide plenty of space for games, sports or picnics. The garage has been converted to a carpeted game room and has a separate split system A/C (2025), a pool table, and a foosball table. However, if you prefer a standard garage you can easily remove the items and bring it back to its original purpose. This move in ready home has a new roof (2025). Live the Florida lifestyle and feel like you are on vacation every day in this quintessential Florida home.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Marina Kloppel, Pa (858-382-7499)
2901 PROTAGONIST ST, KISSIMMEE, FL 34746
$920,000110 Days on yellowkey MLS ID: O6388632
REDUCED by $29,900 (3.1%) on 06/07/2026
Bed: 8 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3994 Built: 2022Monthly Fee: $294 Tax: $13,130 (2025)Community: Cove At Storey Lake 4Spa: YesSingle Family
Taxes:$13,130
Remarks: This luxurious CORNER LOT vacation home with amazing WATERVIEW is a premier investment opportunity or multi-generational retreat in the famous Storey Lake community. Fully furnished with high end furnitures and professional designed and decorated, this 9 bed/ 5 bath provide is designed to accommodate large groups or high-occupancy vacation rentals. This beautiful home features open floor plan with spacious kitchen/living room overlooking a private outdoor oasis with natural scenery and waterview. Enjoy the unique living experiences with custom themed rooms, inspired by the Avengers, Star Wars, Frozen, Harry Potter, and Pokémon. The community offers variety of fun amenities, including basketball court and golfing area, full-service state-of-the-art clubhouse with Jacuzzi, lazy river, resort style swimming pools, cabanas, poolside food and beverage service, volleyball court, playgrounds and Splash Park. Schedule a private tour today or check out the matterport 3D Tour on Zillow and MLS...
Listing is courtesy of: KN PREMIER REALTY, INC (407-668-8888)
Listing Agent: Guanhua Zhang (407-668-8888)
4445 SHIVA LOOP, KISSIMMEE, FL 34746
$630,00096 Days on yellowkey MLS ID: O6392356
REDUCED by $20,000 (3.1%) on 05/14/2026
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3565 Built: 2017Monthly Fee: $250 Tax: $6,410 (2025)Community: Veranda Palms Ph 2ASingle Family
Taxes:$6,410
Remarks: Investor Special: Welcome to 4445 Shiva Loop, Kissimmee, FL 34746 — an exceptional 8-bedroom, 6-bathroom pool home located in one of Central Florida’s most sought-after short-term rental communities! This stunning property is a prime Airbnb investment opportunity, fully designed to accommodate large groups and maximize rental income. Featuring a spacious open floor plan, multiple living and dining areas, and a beautifully appointed kitchen, this home is perfect for entertaining and guest comfort. Step outside to your private screened-in pool and spa, creating the ultimate vacation retreat where guests can relax and unwind after a day at the parks. Investment Highlights: ? High-income producing short-term rental potential,? Sleeps large groups comfortably ? Turnkey opportunity for Airbnb/VRBO investors. Resort-Style Amenities: Enjoy access to an amazing amenity center featuring a clubhouse, resort-style pool, fitness center, sports courts, and more—delivering a true vacation experience for guests. Conveniently located just minutes from world-famous attractions like Walt Disney World, shopping, dining, and major highways, making it highly desirable for vacationers year-round. Whether you’re looking to expand your investment portfolio or own a luxury vacation home, this property checks all the boxes!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Syed Shah (754-265-9514)
8545 LA ISLA DR, KISSIMMEE, FL 34747
$699,00062 Days on yellowkey MLS ID: S5148460
Bed: 7 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3599 Built: 2004Monthly Fee: $115 Tax: $7,734 (2025)Community: EmeraldSpa: YesSingle Family
Taxes:$7,734
Elementary School: Westside K-8
Remarks: Welcome to Emerald Island Resort just minutes from the Disney parks. This is a must see furnished home. (Roof replaced in 2023.) With four primary bedrooms with their own bathrooms, one Jack and Jill bedroom set and a bedroom on the first floor next to a full bathroom. The first floor has a large open living room, kitchen, dining room, kitchen nook, bedroom, bathroom and spare room you can use as an office, movie room, another sitting room or another bedroom. This property is ready to use as a family vacation home, primary home, second home or income producing short term rental home. This is a fully furnished home featuring, granite countertops and hardwood flooring in the bedrooms. This executive villa has seven bedrooms, six bathrooms and 3,599 square feet of usable space under A/C. This furnished home is just 4 miles to Disney, and is equipped with TVs. The pool area faces south west giving you all day sunshine with views of spectacular sunsets. The back yard conservation view has privacy from the pool deck with pool and hot tub and full width lanai (no rear neighbors). The home has a game room, upgraded granite worktops (bathrooms and kitchen), tile flooring all downstairs living areas and a large open plan living area. This is a gated resort-style community called Emerald Island Resort. The clubhouse has a pool, hot tub, sauna, fitness room / gym, 24-hour gate guard security. There is even a food and bar with inside and outside seating and pool side. Many playgrounds, a sand volleyball court, tennis courts, basket ball, miniature golf, and a nature trail.
Listing is courtesy of: AMERICAN IDEAL HOMES, LLC (407-908-8020)
Listing Agent: Bernard Scarpa (407-572-3022)
210 BURMA ST, KISSIMMEE, FL 34747
$849,900111 Days on yellowkey MLS ID: O6388166
REDUCED by $29,100 (3.3%) on 06/02/2026
Bed: 8 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3612 Built: 2018Monthly Fee: $857 Tax: $10,754 (2025)Community: Reunion West Ph 2BSpa: YesSingle Family
Taxes:$10,754
Remarks: Exceptional turnkey opportunity in the highly sought after gated Encore community! This fully furnished, high-performing 8-bedroom, 6.5-bath vacation home is perfectly optimized for short-term rentals, with bookings already secured well into 2026. At the same time, it’s an ideal luxurious second home or a welcoming primary for true resort-style living. Step inside to an immersive and delightful experience, complete with a private movie theater perfect for cozy family movie nights and stunning themed bedrooms that spark joy and wonder. Outside, your own private oasis awaits: a sparkling pool, comfortable veranda sets, pergola-covered patio with a firepit and plenty of loungers, plus an oversized fenced yard offering plenty of space for personal touches or additional features. Just a short walk away lies the resort-style clubhouse and the impressive 10-acre waterpark, featuring thrilling slides, a lazy river, splash pads, sports courts, and so much more. Encore elevates every stay with exclusive amenities including a fitness center, arcade, dining options, and beyond—all conveniently located minutes from Disney World, Universal, SeaWorld, top-rated dining, and shopping. Fully turnkey and ready for immediate enjoyment—don’t miss this rare gem!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Yosseff Roman (407-394-5843)
2183 TRIPOLI CT, KISSIMMEE, FL 34747
$659,000346 Days on yellowkey MLS ID: S5130786
Bed: 9 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4391 Built: 2016Monthly Fee: $563 Tax: $12,617 (2024)Community: Windsor At WestsideSpa: YesSingle Family
Taxes:$12,617
Tax Year: 2024
Remarks: This spacious fully furnished 9-bedroom, 6-bathroom pool home is located in the sought-after Windsor at Westside Resort. One of the largest floor plans in the community, the home is ideal for large vacationing groups for investors and for your own pleasure. The open-concept floor plan features multiple living areas, a large upstairs loft/game room, and a modern kitchen with granite countertops, stainless steel appliances, and ample seating. The home includes themed bedrooms, generous sleeping capacity, and stylish furnishings throughout. The private screened-in pool and spa, complete with a covered lanai and outdoor dining area—perfect for relaxing or entertaining. Whether hosting guests or enjoying it personally, this outdoor space adds major rental appeal. Windsor at Westside offers resort-style amenities, including Clubhouse with restaurant and bar, with lazy river and water slide, fitness center, arcade, and sports courts, 24/7 manned security gate. With covered outdoor sitting, hot tub/spa, sand volley, basketball court, walking trails, store/ market place, it is Located only minutes from Walt Disney World! New laminate floors throughout the entire house! Come and take a look today!
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: Ann Yu (215-495-8939)
3869 SHORESIDE DR, KISSIMMEE, FL 34746
$715,000380 Days on yellowkey MLS ID: R4909422
REDUCED by $20,000 (2.7%) on 06/12/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3583 Built: 2016Monthly Fee: $310 Tax: $9,315 (2024)Community: Bellalago Ph 4KSpa: NoSingle Family
Taxes:$9,315
Elementary School: Bellalago Charter Academy (K-8)
High School: Liberty High
Middle School: Bellalago Charter Academy (K-8)
Remarks: Major Price reduction for this Magnificent updated property located in the fabulous gated Bella Lago Resort, the property comes with its own private boat dock ramp and located on the chain of lakes, access to many wonderful water areas is possible, the property has real hardwood Floors flooring throughout, recently completely re-modeled. Quartz surfaces throughout, incredible open plan kitchen overlooking water view with center island, solid quartz surfaces. Multiple quartz work surfaces. Full length cabinets with oversize crown molding. Multiple inbuilt ovens and inbuilt ceramic hob. Walk in wine cellar with fitted wine racks and 2 wine coolers glass barn style sliding door. Utility room with French deep porcelain sink and washer dryer and multiple storage cabinets. Walk out balcony on first floor led recessed lighting, high quality cabinets with crown molding tops, built in wine cellar, Large screened Florida room with Art Deco cooling ceiling fans and facing the water Too many upgrades to list, the property interior was professionally designed and undertaken.
Listing is courtesy of: ZAINS REALTY, LLC (407-994-3171)
Listing Agent: Phil Dinnis (407-908-0275)
8825 RHODES ST, KISSIMMEE, FL 34747
$675,00013 Days on yellowkey MLS ID: S5151659
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2016Monthly Fee: $563 Tax: $11,485 (2025)Community: Windsor At Westside Ph 1Spa: YesSingle Family
Taxes:$11,485
Elementary School: Island Village Elementary School
Middle School: Horizon Middle
Remarks: Welcome to 8825 Rhodes Street, 4041sqft beautifully maintained and fully furnished 8-bedroom, 6-bathroom home located within the highly sought-after gated Windsor at Westside Resort community. Designed for comfort, luxury, and entertainment, this spacious property features both upstairs and downstairs living areas, providing plenty of room for family and guests to relax and unwind. The open-concept kitchen showcases elegant granite countertops, ample cabinetry, and plenty of space for gathering and entertaining. Step outside to your private screened-in heated pool and covered lanai, creating the perfect setting for outdoor dining, family gatherings, or weekend BBQs while enjoying Florida's beautiful weather year-round. The converted garage has been transformed into a fun-filled game room, creating an additional entertainment space that guests and family members of all ages will enjoy. Whether you're searching for a primary residence, vacation home, or investment opportunity, this property offers exceptional flexibility and value. Residents enjoy access to all Windsor at Westside Resort amenities through the HOA, including a resort-style pool, clubhouse, fitness center, sports courts, playgrounds, and more. Ideally located approximately 8 miles from Walt Disney World Resort, this home offers convenient access to world-famous attractions, shopping, dining, golf, and major highways while providing the security and lifestyle of one of Central Florida's premier gated resort communities.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Jaden Ortiz (352-872-8181)
1845 SAWYER PALM PL, KISSIMMEE, FL 34747
$619,00013 Days on yellowkey MLS ID: O6411244
Bed: 7 Bath: 6.5 Liv Area Sq Ft: 3533 Built: 2018Monthly Fee: $720 Tax: $9,317 (2025)Community: Solara ResortSpa: YesSingle Family
Taxes:$9,317
Remarks: Fully furnished, turnkey 7-bedroom, 6.5-bath vacation home in Solara Resort, one of Kissimmee's most sought-after gated short-term rental communities. Priced to compete with zero furnishing costs or setup delays, this property is positioned for immediate rental income from day one after closing. The home delivers 3,533 sqft of heated living space on a durable block construction foundation, designed with the STR investor and vacation-home buyer in mind. The first-floor primary suite offers privacy and convenience, while six spacious upstairs bedrooms include custom-themed rooms that guests specifically search for and book in advance. The open-concept kitchen features granite countertops, a large island with bar seating, stainless steel appliances, and a seamless flow into the main living area. Upstairs, the expansive game loft with pool table and foosball table adds an entertainment layer that keeps guests on-property and drives five-star reviews. Step outside to a screened private pool, heated spa, and brick paver deck, one of the most requested features by Central Florida vacation rental guests and a proven driver of higher nightly rates and occupancy. Solara Resort delivers a resort-caliber amenity package that competing communities simply cannot match: 24-hour gated security, a stunning Grand Pool, the signature FlowRider® Surf Simulator, Bar & Grill, Coffee Bar, fitness center, basketball and volleyball courts, full-size soccer field, playground, teen and tween lounge, game room, poolside cabanas, and workstations. Cable and internet are included in the HOA, a direct benefit to both owner and guest. Ideally located minutes from Walt Disney World, Universal Orlando, SeaWorld, Disney Springs, International Drive, world-class shopping, dining, and all major Central Florida highways. Flood Zone X. Block construction. Built 2018. Vacant and easy to show. Submit all offers with POF or pre-approval.
Listing is courtesy of: VOLKE REAL ESTATE LLC (407-502-2383)
Listing Agent: Mauricio Penha (561-866-1917)
7450 MARKER AVE, KISSIMMEE, FL 34747
$825,00026 Days on yellowkey MLS ID: S5150641
Bed: 8 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3612 Built: 2018Monthly Fee: $937 Tax: $12,837 (2025)Community: Reunion West Ph 2 EastSpa: YesSingle Family
Taxes:$12,837
Remarks: Fully furnished and turnkey, this 8-bedroom, 6.5-bath pool home in the gated Encore Resort at Reunion is a rare income-ready short-term rental opportunity less than 6 miles from Walt Disney World. Sleeps up to 18 guests. Whether you want a vacation home or an investment property with serious upside, this one is set up for both. Entertainment is built into every corner of this home. Professionally themed bedrooms give guests a place to make memories. A dedicated private home theater with its own en-suite bathroom gives large groups a place to unwind. Upstairs, the loft is anchored by a full-size pool table and foosball table, keeping everyone entertained without ever leaving the house. The main level has a true open floor plan with bright natural light running through the kitchen, dining, and living areas. The gourmet kitchen is built for hosting: stainless steel appliances, granite countertops, oversized center island, generous bar seating, and serious prep space. Two first-floor guest suites add real flexibility, including one primary suite with direct pool access for that indoor-outdoor Florida lifestyle. Upstairs you will find two additional en-suite bedrooms plus a Jack-and-Jill setup, giving large groups privacy without sacrificing function. Outside is where this property earns its keep. The private backyard features a heated pool and spa with a safety alarm, a rear covered porch, an extended yard that most homes in the community do not have, an expansive paver patio, full fencing, and a dedicated exterior half bath. Two brand new tankless water heaters provide continuous on-demand hot water for back-to-back guest stays. Ownership stays low-effort thanks to HOA services covering lawn care, landscaping, and pool maintenance. This home is enrolled in the Encore Club, giving residents and their guests exclusive access to the private water park, resort clubhouse, fitness center, on-site dining, and shuttle transportation to the theme parks. Encore Resort is one of Central Florida's premier guard-gated resort communities, with tennis, basketball and volleyball courts, marketplace, and concierge service rounding out the amenities. Easy access to I-4 and the 429. Up to 1% lender contribution toward buyer closing costs with an accepted offer by June 30, 2026. Buyer must qualify. Limitations, terms, and conditions apply.
Listing Agent: Jodi Lambiase (407-848-0847)
7724 FAIRFAX DRIVE, KISSIMMEE, FL 34747
$960,000126 Days on yellowkey MLS ID: O6382849
REDUCED by $15,000 (1.5%) on 06/11/2026
Bed: 9 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 4630 Built: 2017Monthly Fee: $725 Tax: $14,530 (2024)Community: Reunion West Ph 3 WestSpa: YesSingle Family
Taxes:$14,530
Remarks: Exceptional 9-bedroom, 8.5-bath pool home offering over 4,600 sq ft of well-designed living space in one of Central Florida’s premier short-term rental communities. This spacious property features multiple en-suite bedrooms, themed guest rooms, an open-concept kitchen and living area, and a dedicated game/entertainment space designed to maximize guest appeal and rental performance. Enjoy your private pool and spa — perfect for relaxing or entertaining after a day at the parks. Fully furnished and sold as-is, this turnkey property includes all furniture, appliances, décor, linens, kitchenware, and host supplies — completely ready to operate from day one. Zoned for short-term rentals, it presents a prime income-producing opportunity in a high-demand location. Owners and guests enjoy access to resort-style amenities including multiple pools, a water park, golf courses, on-site restaurants, fitness center, tennis courts, and gated security. Whether you're expanding your investment portfolio or seeking a vacation home that generates revenue, this property offers strong rental potential just minutes from Walt Disney World Resort. **FREE APPRAISAL - CREDIT AT CLOSING W/ PREFERRED LENDER NOW UNTIL THE 1st OF APRIL**
Listing is courtesy of: GAILEY ENTERPRISES REAL ESTATE (770-733-2596)
Listing Agent: Richard Gailey (678-923-0007)
2437 SHANTI DR, KISSIMMEE, FL 34746
$1,799,00071 Days on yellowkey MLS ID: O6397792
REDUCED by $25,900 (1.4%) on 06/10/2026
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
Taxes:$12,719
Elementary School: Floral Ridge Elementary
High School: Poinciana High School
Middle School: Kissimmee Middle
Remarks: Virtually Staged. 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)
4421 REAVES RD, KISSIMMEE, FL 34746
$2,120,000248 Days on yellowkey MLS ID: O6353783
REDUCED by $30,000 (1.4%) on 05/26/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5044 Built: 1999 Tax: $9,075 (2024)Community: Bobbie Jean AcresSpa: YesSingle Family
Taxes:$9,075
Remarks: BACK TO MARKET! MUST SELL! Palatial Estate on 35 Acres w/ Massive Warehouse & Development Approval! A once-in-a-lifetime offering! This is not just land; it's a magnificent 5-bedroom, 5.5-bathroom mansion situated on a massive 35 acre compound, complete with a commercial warehouse. Experience unparalleled luxury, privacy, and limitless potential. The Luxurious Residence: Boasting a commanding 5,044 sq ft under air, this home is designed for grand-scale living and entertaining. With 5 bedrooms and 5.5 bathrooms, it offers ample space for family and guests. Modern Comfort & Style: While details are to be discovered, homes of this caliber often feature gourmet kitchens, expansive living areas, home theaters, game rooms, and resort-style pools—all possible in this incredible setting. Ultimate Privacy & Legacy Living: Enjoy the rare combination of a luxurious, move-in ready estate with the privacy and scale of your own 35-acre kingdom. The Income & Development. Assets: Colossal Commercial Warehouse (~8,000 sq ft): A business owner's dream. This clear-span facility with high ceilings, phase power is perfect for any enterprise, storage, or as a world-class private workshop. Generate significant income or pursue your passion project. Unrivaled Scale & Flexibility: With 35 acres, the options are endless. Keep it as a legendary private compound, develop a portion, or build a mixed-use legacy project. Short-term rentals are approved for future builds. Prime Location & No HOA: Total freedom just minutes from Disney, major highways, and all Kissimmee amenities. The property is paved, fenced, and has multiple access points. This is more than a property; it's a legacy. A statement. A universe of possibilities. Contact us for a private showing of the estate and full development portfolio. Confidentiality assured. Currently use as Airbnb, all furnitures are included. Please schedule a showing with listing agent.
Listing is courtesy of: U KEY REALTY (407-937-8888)
Listing Agent: Yukey Hoo (407-937-8888)
1425 RIVIERA DR, KISSIMMEE, FL 34744
$944,900111 Days on yellowkey MLS ID: O6386384
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4654 Built: 2002Monthly Fee: $183 Tax: $7,220 (2025)Community: Regal BaySingle Family
Taxes:$7,220
Remarks: Experience the best of Florida lakefront living! Situated on a rare, private gated peninsula, this 4,600+ sq. ft. estate home offers panoramic views of Lake Tohopekaliga from nearly every room! Enjoy private boating access from your backyard boat dock with lift! The timeless brick architecture and classic front porch welcome you into a light-filled sanctuary featuring newly installed bamboo flooring. The impressive chef’s kitchen features a center cooktop island, built-in oven, stainless steel appliances, and crown molding throughout. Unwind with the first-floor primary retreat, a spa-like en-suite with a jetted tub, separate shower, dual closets, and breathtaking water views. Upstairs, you'll find French doors to the expansive balcony and a versatile bonus wing with a second fireplace, offering the perfect setting for a game room, home gym, or multi-generational suite. Step outside to your private dock with a boat lift and enjoy the sounds of birds from the nearby bird sanctuary. Explore the world-class Bass fishing on Lake Toho, part of the Kissimmee Chain of Lakes. Lake Toho is one of the premier fishing lakes in Florida, and is home to many fishing and boat clubs, including Major League Fishing. Lake Toho is also recognized by the Audubon Society and eBird as prime habitat for bird watching, with over 180 species of birds. Notable improvements include: A/C replacements (downstairs 2023, upstairs 2019), water heater (2020), roof replacement (2017), and Exterior paint (2023) with washer dryer and some furniture included. Ideally located minutes from Orlando’s theme parks and with easy access to the Florida Turnpike, this home offers secluded luxury with effortless connectivity to nearby dining and entertainment venues. Homes of this caliber are a rare opportunity. Schedule your private tour today!
Listing is courtesy of: CORNERSTONE TRUST, LLC (407-810-0322)
Listing Agent: Josie Kassem (407-810-0322)
1790 SAWYER PALM PL, KISSIMMEE, FL 34747
$787,000456 Days on yellowkey MLS ID: O6293071
REDUCED by $1,000 (0.1%) on 06/11/2026
Bed: 9 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4363 Built: 2018Monthly Fee: $550 Tax: $10,739 (2024)Community: Solara ResidenceSingle Family
Taxes:$10,739
Remarks: Experience the ultimate blend of comfort, luxury, and income potential with this stunning 9-bedroom, 6-bathroom home in the highly sought-after Solara Resort. This POOL HOME with HOA that includes INTERNET/CABLE, LANDSCAPING, RESORT STYLE COMMUNITY. It was designed as a premier short-term rental, this beautifully customized property boasts themed bedrooms, stylish décor, and great occupancy rates—making it an exceptional investment opportunity. Step inside to a bright and spacious layout, where soaring ceilings and oversized windows fill the home with natural light. The open-concept floor plan creates the perfect space for entertaining, seamlessly connecting the living room, dining area, and kitchen. The chef’s kitchen is equipped with granite countertops, 42 inches Cabinet, modern stainless steel appliances, ample cabinetry, and a large center island with breakfast bar—ideal for casual dining and social gatherings. Sliding glass doors open to a covered patio, offering a relaxing space to enjoy Florida’s sunshine or host guests outdoors. The primary suite, conveniently located on the main floor, features a walk-in closet and a luxurious en-suite bathroom with dual vanities, soaking tub, and separate shower. Additional bedrooms are tastefully themed, creating a fun and immersive experience for guests and families alike. This home also includes a two-car garage, a dedicated laundry room, and a spacious POOL deck perfect for entertainment Enjoy full access to Solara Resort’s 4-Star Clubhouse amenities, including a state-of-the-art fitness center, resort-style pool, surf simulator, restaurant/bar, basketball court, and splash zone. Located just minutes from world-famous theme parks, dining, and shopping, this turn-key property offers both lifestyle and investment appeal. Whether you're looking for a high-performing vacation rental or a large family retreat, this home is ready to impress.
Listing is courtesy of: GLOBAL SAPPHIRE REALTY LLC (862-276-4143)
Listing Agent: Dennesha Leachman (321-638-7738)
1604 REGAL COVE CT, KISSIMMEE, FL 34744
$1,385,777103 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)
4550 NARRATIVE LN, KISSIMMEE, FL 34746
$889,000169 Days on yellowkey MLS ID: O6371543
Bed: 8 Bath: 5.0 Liv Area Sq Ft: 4289 Built: 2020Monthly Fee: $564 Tax: $13,038 (2025)Community: Storey Lake IiSingle Family
Taxes:$13,038
Remarks: Location! Location! Location! This highly desirable storvey lake in a prime location, conveniently close to ALL theme parks and shopping. Offering 8 bedrooms and 5 FULL bathrooms, this spacious and thoughtfully designed home is perfectly suited for large families, multi generational stays, or great for investors seeking a strong short term rental opportunity in Orlando! The first floor welcomes you with inviting foyer and full bedroom! Kitchen has a large breakfast bar, and a generous pantry, all opening seamlessly to the dining area and great room. Sliding glass doors lead to a covered patio and screened in private pool and spa with a quiet back yard! creating a true indoor outdoor living experience. The main level Has TWO bedrooms, and a large themed game room for your family. Upstairs, a spacious loft media area provides additional themed space, and a laundry area. The second level features the remaining bedrooms and bathrooms, offering plenty of room and privacy for guests. The layout is well balanced, functional, and designed to accommodate large groups comfortably. Storey Lake Resort is known for its outstanding amenities, including a resort style clubhouse, fitness center, water park with slides and lazy river, sports courts, playgrounds, and more. Located just minutes from Walt Disney World, Universal Studios, SeaWorld, shopping, dining, and entertainment, this home delivers both lifestyle and location. This is a turn key vacation home or a Great rental history! Price for sell!!!
Listing is courtesy of: RC GROUP REALTY LLC (407-492-6778)
Listing Agent: Erika Gao (407-808-6966)
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