1,696 listings found
8590 APACHE TRAIL
KISSIMMEE FL 34747
Residential / Single Family Residence
5 Bed · 5 Bath · 4 Half Baths · 11,138 SqFt · $507/SqFt
Days on Market: 259
County: Osceola
Legal Subdivision Name: HAPPY TRAILS UNIT 5
Year built: 2009
Garage: Yes 5 vehicles
Private Pool: Yes
Lot Size (in acres): 5.00
Welcome to a truly unparalleled luxury estate, nestled on 5 acres of serene privacy. This custom-built masterpiece, completed in 2009, boasts an impressive 11,138 square feet of meticulously designed living space, where every detail has been thoughtfully curated for the discerning homeowner. As you enter through the private gate, you are greeted by a stunning family room featuring a handcrafted stone gas fireplace and soaring ceilings that create an inviting atmosphere. The elegant curving marble staircase, adorned with a magnificent Swarovski crystal chandelier, sets the tone for the opulence that awaits. This estate offers 5 spacious bedrooms, each with large walk-in closets ... Read more....»
984 JACK NICKLAUS COURT
KISSIMMEE FL 34747
Residential / Single Family Residence
10 Bed · 10 Bath · 2 Half Baths · 8,407 SqFt · $583/SqFt
Days on Market: 240
County: Osceola
Legal Subdivision Name: REUNION WEST FAIRWAYS 17 & 18 REP
Year built: 2024
Garage: No
Private Pool: Yes
Discover a premier investment opportunity in Reunion Resort’s esteemed Bear’s Den community. This custom-designed, ten-bedroom home combines luxurious style, flexible layout, and top-tier amenities, making it ideal for turnkey short-term rentals, corporate retreats, or upscale vacations. Impressive Features and Design Ten meticulously appointed bedrooms, including three on the main level for easy accessibility and seven upstairs. Each bedroom features plush king beds with adaptable bunk-room configurations to maximize occupancy without sacrificing comfort. Open-concept living spaces blend modern convenience with refined elegance, creating an inviting ambiance that guests love. Gourmet chef’s kitchen with high-end appliances and dual in-unit laundry facilities for seamless stays, whether short ... Read more....»
2780 VICKIE COURT
KISSIMMEE FL 34744
Residential / Single Family Residence
10 Bed · 7 Bath · 1 Half Bath · 9,881 SqFt · $354/SqFt
Days on Market: 34
County: Osceola
Legal Subdivision Name: FLORIDA FRUIT BELT SALES CO 1
Year built: 2008
Garage: Yes 4 vehicles
Private Pool: Yes
Lot Size (in acres): 5.84
Discover the epitome of equestrian luxury with this pristine 5.85-acre estate, featuring a state-of-the-art four-stall barn, premier riding ring, and a meticulously designed custom home and guest house. Strategically in Central Florida, just minutes from major roadways and an easy location to all the major horse shows and events Florida offers. Property also backs up to an 18-hole beautiful golf course, adding to the privacy of this property. This exceptional estate’s main residence boasts 8,261 sf of luxury living with seven bedrooms, five baths, all carefully renovated with designer selections. Gorgeous formal dining room can seat 12, ideal for ... Read more....»
202 ACADIA TERRACE
KISSIMMEE FL 34747
Residential / Single Family Residence
6 Bed · 6 Bath · 1 Half Bath · 6,560 SqFt · $457/SqFt
Days on Market: 338
County: Osceola
Legal Subdivision Name: CELEBRATION NORTH VILLAGE UNIT 2
Year built: 2000
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes
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 ... Read more....»
4151 BOGGY CREEK ROAD
KISSIMMEE FL 34744
Residential / Single Family Residence
5 Bed · 3 Bath · 3,652 SqFt · $767/SqFt
Days on Market: 102
County: Osceola
Legal Subdivision Name: SOUTH SEMORAN FARMS UN 2 UNREC
Year built: 1979
Garage: Yes 2 vehicles
Waterfront: Yes
Lot Size (in acres): 4.99
Prime Investment Property! Property sits directly across from the ever-growing Austin Tindall Sports Complex! Prime location for future development! This land will only go up as 2 milestones approach, Land Use Study and Boggy Creek Expansion 2026 Presently zoned agricultural. Osceola County Land Use Study to be completed 08/2025. County has approved use to Community Center, allowing restaurant's, shopping centers and so much more! This is one of the fastest-growing communities which has led to the widening of Boggy Creek Road. Centrally located, minutes to Lake Nona, Medical City, 417, Orlando International Airport, downtown Kissimmee, Buenaventura Lakes and ... Read more....»
1063 JACK NICKLAUS COURT
KISSIMMEE FL 34747
Residential / Single Family Residence
7 Bed · 7 Bath · 3 Half Baths · 5,944 SqFt · $437/SqFt
Days on Market: 207
County: Osceola
Legal Subdivision Name: REUNION WEST FAIRWAYS 17 & 18
Year built: 2021
Garage: Yes 2 vehicles
Private Pool: Yes
Unmatched Luxury & Rental Performance in Reunion’s Prestigious Bear’s Den Club! Experience the ultimate in resort-style living in one of the most exceptional vacation rental homes in all of Reunion Resort. This exceptional 7-bedroom residence is positioned on a rare oversized homesite with no rear neighbors and a serene private park directly behind the home, delivering privacy, space, and one of the most desirable settings in the community. Professionally designed and offered fully furnished, the home features immersive custom-themed bedrooms, a state-of-the-art home theater, expansive loft with billiards, and a dedicated arcade — all crafted to elevate guest experience and maximize rental ... Read more....»
955 JACK NICKLAUS COURT
KISSIMMEE FL 34747
Residential / Single Family Residence
9 Bed · 8 Bath · 1 Half Bath · 4,490 SqFt · $500/SqFt
Days on Market: 98
County: Osceola
Legal Subdivision Name: REUNION WEST FAIRWAYS 17 & 18 REP
Year built: 2021
Garage: Yes 2 vehicles
Private Pool: Yes
RARE 9 BEDROOM ***Open 4/18 ** 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 ... Read more....»
1039 JACK NICKLAUS COURT
KISSIMMEE FL 34747
Residential / Single Family Residence
6 Bed · 6 Bath · 1 Half Bath · 4,588 SqFt · $485/SqFt
Days on Market: 37
County: Osceola
Legal Subdivision Name: REUNION WEST FAIRWAYS 17 & 18 REP
Year built: 2020
Garage: Yes 2 vehicles
Private Pool: Yes
REUNION RESORT MEMBERHIP PROPERTY. Luxury, Lifestyle and Legacy are just a few of the reasons why so many choose to own and enjoy the area’s most sought after community, Reunion Resort. Now imagine combining the Lure of Reunion and the Exclusivity of the “Community within the Community” the Bears Den. The Bears Den community has its own set of amenities and consistently wow's! Welcome to 1039 Jack Nicklaus Court and the chance to be part of the magic. This is a 6 bedroom 6 and 1 ½ bath home that is the perfect for full time, ... Read more....»
8398 HAPPY TRAIL
KISSIMMEE FL 34747
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 3,667 SqFt · $600/SqFt
Days on Market: 4
County: Osceola
Legal Subdivision Name: HAPPY TRAILS UNITS 1 & 2 UNREC
Year built: 2024
Garage: Yes 3 vehicles
Lot Size (in acres): 5.01
Custom-Built 2024 Private 5-Acre Estate. High & Dry in Gated Happy Trails. Welcome to a rare opportunity to own this exceptional estate situated on 5 pristine high-and-dry acres, one of the highest elevations within the community. Positioned on a desirable corner lot with dual gated entrances, the property offers enhanced accessibility, privacy, and flexibility for a variety of uses. Ideally located just minutes from Celebration, Reunion, and Walt Disney World, this exceptional property offers the perfect balance of luxury, privacy, and convenience with no HOA. A long, elegant private driveway leads to this impressive residence featuring 4 bedrooms, 3.5 bathrooms, ... Read more....»
1002 JACK NICKLAUS COURT
KISSIMMEE FL 34747
Residential / Single Family Residence
8 Bed · 9 Bath · 2 Half Baths · 5,590 SqFt · $393/SqFt
Days on Market: 207
County: Osceola
Legal Subdivision Name: REUNION WEST FAIRWAYS 17 & 18 REP
Year built: 2020
Garage: Yes 2 vehicles
Private Pool: Yes
One of the last opportunities to secure a Bear’s Den Residential home overlooking the 18th Hole of Reunion Traditions Golf Course. Superbly located, this home offers endless Sunsets with short walks to a Private Park, Traditions’s Clubhouse and Restaurant and Reunions notable WATERPARK. This is a true TURNKEY opportunity as this home is FULLY FURNISHED and offers access to everything Reunion with a TRANSFERRABLE MEMBERSHIP AT NO COST to Buyer. This 8BR residence is perfect for large family gatherings and would be ideal for a top level income producing rental. This home ... Read more....»
4421 REAVES ROAD
KISSIMMEE FL 34746
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 5,044 SqFt · $426/SqFt
Days on Market: 102
Cumulative Days on Market: 103
County: Osceola
Legal Subdivision Name: BOBBIE JEAN ACRES
Year built: 1999
Garage: Yes 3 vehicles
Private Pool: Yes
Lot Size (in acres): 35.00
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 ... Read more....»
2477 SHANTI DRIVE
KISSIMMEE FL 34746
Residential / Single Family Residence
15 Bed · 15 Bath · 1 Half Bath · 6,255 SqFt · $320/SqFt
Days on Market: 1
Cumulative Days on Market: 122
County: Osceola
Legal Subdivision Name: VERANDA PALMS PH 2B2-2C
Year built: 2020
Garage: Yes 3 vehicles
Private Pool: Yes
One or more photo(s) has been virtually staged. This home can be purchased with NO INCOME VERIFICATION needed! This property is not just a home — it’s an experience, a destination, and an incredibly powerful income-producing asset all wrapped into one unforgettable opportunity. Built in 2020 and spanning over 6,250 square feet, this extraordinary 15 bedroom, 15.5 bathroom estate has been meticulously designed and operated as a high-performing, extremely profitable short-term rental, delivering consistent five-star guest experiences and exceptional returns. From the moment you arrive, the oversized driveway and grand scale of the home set the tone for something special. Step ... Read more....»
7936 JACKS CLUB COURT
KISSIMMEE FL 34747
Residential / Single Family Residence
6 Bed · 6 Bath · 1 Half Bath · 4,588 SqFt · $403/SqFt
Days on Market: 50
County: Osceola
Legal Subdivision Name: REUNION, BEARS DEN, REUNION WEST
Year built: 2020
Garage: Yes 2 vehicles
Private Pool: Yes
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 ... Read more....»
4147 BOGGY CREEK ROAD
KISSIMMEE FL 34744
Residential / Single Family Residence
4 Bed · 3 Bath · 2,932 SqFt · $631/SqFt
Days on Market: 547
County: Osceola
Legal Subdivision Name: SOUTH SEMORAN FARMS UN 2 UNREC
Year built: 1987
Garage: Yes 2 vehicles
Private Pool: Yes
Lot Size (in acres): 2.49
This property has it all! 2.50 Acres with a 3 bed/2 bath pool home and a 2016 1 bed/1 bath Guest House. The main house is 3250 total sq. ft. and the guest house is 968 sq. ft. with a total of 4218 sq. ft. Both of these homes have real brick exteriors. The sunken living room has a beautiful wood burning brick fireplace, high ceilings and Italian Porcelain Tile. There's a beautiful salt water sports pool with a spa and heater. In the kitchen you'll find a dinette area and a kitchen island. It has Level 4 Granite countertops ... Read more....»
200 N GOODMAN ROAD
KISSIMMEE FL 34747
Residential / Single Family Residence
5 Bed · 4 Bath · 1 Half Bath · 4,179 SqFt · $430/SqFt
Days on Market: 6
County: Osceola
Legal Subdivision Name: HAPPY TRAILS UNITS 1 & 2 UNREC
Year built: 2026
Garage: Yes 3 vehicles
Lot Size (in acres): 5.00
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 ... Read more....»
3800 SONOMA BOULEVARD
KISSIMMEE FL 34741
Residential / Single Family Residence
15 Bed · 15 Bath · 1 Half Bath · 6,249 SqFt · $280/SqFt
Days on Market: 226
County: Osceola
Legal Subdivision Name: SONOMA RESORT AT TAPESTRY PH 2A
Year built: 2023
Garage: Yes 3 vehicles
Private Pool: Yes
Stunning 15-Bedroom Luxury Vacation Home Near Disney – Perfect for Large Groups & Investors! Welcome to this exquisite 15-bedroom, 16-bathroom vacation home, ideally located in the heart of Kissimmee’s premier tourist district—just minutes from Walt Disney World, Universal Studios, and top attractions! Key Features: - 6,249 sq. ft. of Luxury Living Space – Spacious single-family home built in 2023 – Modern finishes, high-end furnishings, and resort-style amenities - Private Swimming Pool & Heated Spa – Perfect for relaxation after a day at the parks - 15 Bedrooms – Each with en-suite bathrooms, ensuring comfort & privacy for large groups - ... Read more....»
3880 SONOMA BOULEVARD
KISSIMMEE FL 34741
Residential / Single Family Residence
15 Bed · 15 Bath · 2 Half Baths · 6,374 SqFt · $275/SqFt
Days on Market: 131
County: Osceola
Complex/CommunityName: SONOMA RESORT
Legal Subdivision Name: SONOMA RESORT AT TAPESTRY PH 2A
Year built: 2023
Garage: Yes 3 vehicles
Private Pool: Yes
Stunning 15-Bedroom Luxury Vacation Home Near Disney – Perfect for Large Groups & Investors! Welcome to this exquisite 15-bedroom, 16-bathroom vacation home, ideally located in the heart of Kissimmee’s premier tourist district—just minutes from Walt Disney World, Universal Studios, and top attractions! Key Features: - 6,249 sq. ft. of Luxury Living Space – Spacious single-family home built in 2023 on an 8,276 sq. ft. lot - Fully Renovated ($200,000+ in Upgrades!) – Modern finishes, high-end furnishings, and resort-style amenities - Private Swimming Pool & Heated Spa – Perfect for relaxation after a day at the parks - 15 Themed Bedrooms – Each with en-suite bathrooms, ensuring ... Read more....»
1003 JACK NICKLAUS COURT
KISSIMMEE FL 34747
Residential / Single Family Residence
6 Bed · 6 Bath · 1 Half Bath · 4,588 SqFt · $381/SqFt
Days on Market: 388
County: Osceola
Legal Subdivision Name: REUNION WEST FAIRWAYS 17 & 18 REP
Year built: 2020
Garage: Yes 2 vehicles
Private Pool: Yes
Exceptional opportunity to acquire a high-income potential property in the exclusive Bear’s Den at Reunion Resort. This 6-bedroom residence is ideally configured to accommodate large groups, making it perfectly suited for short-term rental performance. Located within one of Central Florida’s most sought-after vacation destinations, the property offers strong pro forma income potential and is within close proximity to Reunion’s world-class amenities including golf, water park, dining, and entertainment. Designed with open-concept living, multiple entertainment areas, and a private pool, this home provides the features today’s vacation renters demand. Whether you are looking to expand your portfolio or secure a luxury vacation home with ... Read more....»
1886 PLEASANT HILL ROAD
KISSIMMEE FL 34746
Residential / Single Family Residence
3 Bed · 2 Bath · 1,170 SqFt · $1,410/SqFt
Days on Market: 192
County: Osceola
Legal Subdivision Name: ACREAGE & UNREC
Year built: 1957
Garage: No
Lot Size (in acres): 10.87
Prime Development Opportunity at 1886 Pleasant Hill Road, Kissimmee, FL 34746! The best time to secure an exceptional vacant land located in a rapidly growing area of Kissimmee. This expansive parcel offers endless possibilities for development, whether you're envisioning residential, commercial, or investment projects. Boasting excellent road frontage and high visibility, this property is perfectly positioned for success. It provides 217’ of frontage on a major highway (Pleasant Hill Rd.) with a daily traffic count north of 50k, it is close to shopping centers, Hospitals, schools and recreational areas, this location provides convenient access to the heart of Kissimmee downtown, and the ... Read more....»
2558 SHANTI DRIVE
KISSIMMEE FL 34746
Residential / Single Family Residence
12 Bed · 11 Bath · 1 Half Bath · 4,762 SqFt · $346/SqFt
Days on Market: 1
County: Osceola
Legal Subdivision Name: VERANDA PALMS PH 2B1
Year built: 2023
Garage: Yes 2 vehicles
Welcome to this stunning and well-maintained 12-bedroom, 11-bathroom fully furnished home located in the highly desirable Veranda Palms community! This exceptional property is the perfect opportunity for a primary residence or vacation home. Designed with comfort and functionality in mind, the home features a spacious open-concept layout, a modern kitchen with ample cabinetry, and expansive living and dining areas ideal for entertaining large groups. The property also includes a dedicated game room and beautifully designed themed bedrooms, creating a fun and memorable experience for guests of all ages. Each bedroom is generously sized, offering both comfort and privacy. Ideally situated just minutes ... Read more....»
973 JACK NICKLAUS COURT
KISSIMMEE FL 34747
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 4,466 SqFt · $358/SqFt
Days on Market: 85
County: Osceola
Legal Subdivision Name: REUNION WEST FAIRWAYS 17 & 18 REP
Year built: 2020
Garage: Yes 2 vehicles
Private Pool: Yes
In the exclusive Bear’s Den community at Reunion Resort, this luxury Montecito floor plan residence offers an exceptional combination of refined design and strong vacation rental appeal. On a desirable corner lot, the home showcases elegant architectural details, a paver driveway, manicured landscaping and scenic palm-lined approach. Private balconies and covered outdoor living areas create a seamless indoor-outdoor lifestyle within one of Reunion’s exclusive enclaves. Built in 2020 and offered fully furnished, the home features 4,466 square feet of living space with five bedrooms, five full baths and one half bath. The well-designed layout includes two bedrooms on the main ... Read more....»
3801 SONOMA BOULEVARD
KISSIMMEE FL 34741
Residential / Single Family Residence
14 Bed · 11 Bath · 6,404 SqFt · $242/SqFt
Days on Market: 1
County: Osceola
Legal Subdivision Name: SONOMA RES/TAPESTRY PH 1
Year built: 2017
Garage: Yes 3 vehicles
Private Pool: Yes
Stunning 14-bedroom, 11-bathroom corner villa in the heart of Kissimmee! Fully furnished and turnkey, this property features a private pool and spa, 16 Smart TVs, and an expansive open living area with tile floors, large windows overlooking the covered lanai, and a modern dining space with contemporary lighting. The chef’s kitchen is equipped with quartz or solid surface countertops, a large island, double sinks, double-door refrigerator, and all modern appliances—perfect for entertaining or large families. Each bedroom offers comfort and style, with a mix of king, queen, and twin beds and private or shared bathrooms. Ideally located near Disney, Universal, SeaWorld, and ... Read more....»
840 SPINNAKER WAY
KISSIMMEE FL 34746
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 5,428 SqFt · $286/SqFt
Days on Market: 57
County: Osceola
Legal Subdivision Name: BELLALAGO
Year built: 2017
Garage: Yes 4 vehicles
Private Pool: Yes
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, 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 ... Read more....»
7638 WHITEMARSH WAY
KISSIMMEE FL 34747
Residential / Single Family Residence
9 Bed · 8 Bath · 2 Half Baths · 5,154 SqFt · $291/SqFt
Days on Market: 17
County: Osceola
Legal Subdivision Name: WHITEMARSH COVE
Year built: 2025
Garage: No
Private Pool: Yes
Reunion Resort Escape: 9BR Whitemarsh Cove Villa—Pool, Theater, & Disney Thrills! To all Investors —welcome to 7638 Whitemarsh Way, your slice of paradise in gated Whitemarsh Cove at Reunion Resort. Nine bedrooms, ten baths, bright open floor plan and vibes—massive living space, chef’s kitchen with island magic, game room packed with endless possibilities and arcade fun, and a private heated pool & spa just steps from the Jack Nicklaus Signature Golf course in Reunion Resort. House could easily sleep over 20+ which includes the installed theme room bunk beds Reunion Resort is a 2300 Acre ultimate Resort Living and investment made easy ... Read more....»
8153 SURF STREET
KISSIMMEE FL 34747
Residential / Single Family Residence
8 Bed · 9 Bath · 4,815 SqFt · $311/SqFt
Days on Market: 409
County: Osceola
Legal Subdivision Name: ROLLING OAKS PH 6A
Year built: 2020
Garage: No
Private Pool: Yes
WOW! Fun In Paradise Awaits You in this Spectacular Spacious Cottage w/Private Pool & Spa at Margaritaville Resort Orlando! This model features 8 bedrooms all with their own private ensuite bath. The first floor features two bedrooms a gourmet, fully-equipped kitchen with quartz countertops, stainless steel appliances, & a large island with breakfast bar seating and Frozen Concoction Maker. The second floor features 5 bedrooms including the luxurious primary suite, complete with a private balcony and spa-like ensuite bath with a soaking tub and separate shower. The third floor features a comfortable loft and a separate Game Room ... Read more....»
3056 PARROT HEAD PLACE
KISSIMMEE FL 34747
Residential / Single Family Residence
8 Bed · 8 Bath · 1 Half Bath · 4,335 SqFt · $334/SqFt
Days on Market: 416
County: Osceola
Complex/CommunityName: MARGARITAVILLE
Legal Subdivision Name: ROLLING OAKS PH 5
Year built: 2018
Garage: No
Private Pool: Yes
Waterfront: Yes
'EASY BREEZY' Cottage on Margaritaville Resort Orlando's 'TROPHY ROW'! EXTREMELY RARE OPPORTUNITY TO OWN ONE of the LARGEST WATERFRONT COTTAGES WITH POOL and SPA Plus Your Very Own ELEVATOR ($40k Upgrade)! Home is FULLY HANDICAP ACCESSIBLE. 4131-A Model, 8 Bedrooms, 8 Full Bathrooms and 1 Half Bathroom with IN PARADISE Upgrade Package. This Amazing Home Features Two En Suite Bedrooms on First Floor, Large Kitchen with Tiled Backsplash and Breakfast Bar, Spacious Pantry with CUSTOM SHELVING, Living Room with Sliders that Lead to Beautiful Paved Patio, Fenced In Backyard has Covered Area, Cabana Bath, Outdoor Speakers and 3 TV Hookups, ... Read more....»
3052 PARROT HEAD PLACE
KISSIMMEE FL 34747
Residential / Single Family Residence
8 Bed · 9 Bath · 4,815 SqFt · $291/SqFt
Days on Market: 35
County: Osceola
Complex/CommunityName: MARGARITAVILLE
Legal Subdivision Name: ROLLING OAKS PH 5
Year built: 2019
Garage: No
Private Pool: Yes
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 ... Read more....»
8145 SURF STREET
KISSIMMEE FL 34747
Residential / Single Family Residence
6 Bed · 6 Bath · 3,563 SqFt · $393/SqFt
Days on Market: 1
County: Osceola
Legal Subdivision Name: ROLLING OAKS PH 6A
Year built: 2020
Garage: No
Private Pool: Yes
Incredible 6 Bedroom WATER FRONT cottage with private pool and spa located in the heart of Margaritaville Resort just 5 minutes from Disney! This immaculately kept, highly sought after floorplan, sits on a large, premium lot with spectacular sunset views. This FULLY FURNISHED spacious open floorplan has sweeping views of the lagoon from every inch of the downstairs main living area, 6 large bedrooms, with master bedrooms both down and upstairs. This cottage comes fully equip with a double height entry way, high end wood look tile, quartz countertops, wooden stairs, oversized private owners closet, high ceilings, WiFi thermostat that ... Read more....»
1110 RUSH COURT
KISSIMMEE FL 34747
Residential / Single Family Residence
6 Bed · 4 Bath · 3,778 SqFt · $368/SqFt
Days on Market: 4
County: Osceola
Legal Subdivision Name: CELEBRATION SOUTH VILLAGE UNIT 3
Year built: 2001
Garage: Yes 2 vehicles
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 ... Read more....»
1604 REGAL COVE COURT
KISSIMMEE FL 34744
Residential / Single Family Residence
5 Bed · 3 Bath · 3,664 SqFt · $378/SqFt
Days on Market: 10
County: Osceola
Legal Subdivision Name: REGAL COVE
Year built: 2000
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
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 ... Read more....»
The information relating to real estate for sale on this website comes in part from the My Florida Regional MLS DBA Stellar MLS. This information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.
