Luxury Homes for Sale in Kissimmee, FL

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  $1,299,000

  • 12 Beds
  • 11.5 Baths
  • 4,762 Sq Ft

  2536 Shanti Dr, Kissimmee, FL 34746

  Back on the Market with fresh Updates - Discover this exceptional luxury home in the heart of Kissimmee. the perfect blend of elegance and comfort. Don't miss the opportunity to make this dream home yours - schedule your private showing today!

  Milena Valle VIVA ORLANDO REALTY INC.

  2536 Shanti Dr, Kissimmee, FL 34746
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  /84

  $1,295,000

  • 11 Beds
  • 13 Baths
  • 5,496 Sq Ft

  7713 Graben St, Kissimmee, FL 34747

  Investment and luxury experience combine here to offer a spectacular purchasing opportunity. Located in the upscale, Encore Resort at Reunion, you will find your next investment. This expansive home offers 11 spacious bedrooms, 10 full baths and three half baths. Space is not the only offering of this property. Every attention has been paid to the overall design to insure functionality while

  Toni Phillips HOME BY HICKS & CO

  7713 Graben St, Kissimmee, FL 34747
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  $1,289,000

  • 5 Beds
  • 4 Baths
  • 3,292 Sq Ft

  2272 Celebration Blvd, Kissimmee, FL 34747

  Step inside this home from anywhere! To experience a fully immersive walk-through of this home click on the Video or Virtual Tour button on this page. Exquisite Luxury Residence in Celebration’s Coveted Island Village. Perfectly positioned on a premium corner lot, this meticulously maintained luxury residence embodies refined elegance and timeless design. Nestled within the highly sought-after

  Bobby Christiano COLDWELL BANKER RESIDENTIAL RE

  2272 Celebration Blvd, Kissimmee, FL 34747
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  /2

  $1,259,990 New Construction

  • 11 Beds
  • 11.5 Baths
  • 4,991 Sq Ft

  Oceanside Plan at Elevated at Sonoma Resort, Kissimmee, FL 34741

  Oceanside (4991 sq. ft.) is a 2-story home with 11 bedrooms, 11.5 bathrooms and 2-car garage. Features include bonus room, breakfast area, covered patio, family room and guest room.

  Park Square Homes Builder

  3901 Sonoma Blvd Unit 36471852, Kissimmee, FL 34741
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  /5

  $1,250,000

  • Land
  • 5.02 Acres
  • $249,004 per Acre

  0 Freedom Rd, Kissimmee, FL 34746

  NEW PRICE! New apartment configuration w/ 36 units under existing zoning. Or shovel-ready townhome project with 27 units.Site Development Plan approved by Osceola County, engineering CAD plans available, SFWMD ERP issued. Water and sewer extended down Freedom Rd, no lift station or force main required for sanitary. Engineering, soil tests, environmental tests completed and available. Located

  Mike Palombi COLDWELL BANKER REALTY

  0 Freedom Rd, Kissimmee, FL 34746
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  /2

  $1,250,000

  • Land
  • 7.95 Acres
  • $157,233 per Acre

  0 N Bass Rd, Kissimmee, FL 34746

  - Property has a preliminary site plan showing 32 townhouses distributed by 4 buildings. Each building houses 8 units. - It may be possible to accommodate a larger number of units.- The preliminary site plan also shows a pool and guests parking spaces.- All townhouses have back garage doors access. Front doors face a safe and open garden, separating cars from persons. Please check

  Miguel Kaled, Jr J MARK INTERNATIONAL REALTY LLC

  0 N Bass Rd, Kissimmee, FL 34746
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  /16

  $1,249,000

  • 9 Beds
  • 6 Baths
  • 4,391 Sq Ft

  2321 Luxor Dr, Kissimmee, FL 34747

  Have you been dreaming about a high-performing vacation-based investment strategy? This rare 9-bedroom waterfront estate is a fully operational luxury short-term rental business with custom interior upgrades by luxury interior designer Vera Jaus. Confirmed bookings through 2025 and beyond! Property has a strong income history and offer immediate returns, and with new attractions along with iconic

  Federico Gosalvez Fortune Christie's International Real Estate

  2321 Luxor Dr, Kissimmee, FL 34747
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  $1,239,880 New Construction

  • 12 Beds
  • 11.5 Baths
  • 4,842 Sq Ft

  4130 Belvedere St, Kissimmee, FL 34741

  Offering guests 4,842 square feet | 449 m2 of comfort spanning 12 bedrooms with ensuite baths, a grand living room and kitchen, second floor loft, private pool and spa, and a two-car garage. Creative themed rooms exclusively in the model transport guests inside destinations including Rock n’ Roll themed bonus room, Disney Princesses, Star Wars and Teenage Mutant Turtles to name a few.

  Park Square Homes Builder

  4130 Belvedere St, Kissimmee, FL 34741
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  $1,230,000

  • 5 Beds
  • 4 Baths
  • 4,141 Sq Ft

  1654 Marina Lake Dr, Kissimmee, FL 34744

  COPY & PASTE this URL into your BROWSER to see a FABULOUS VIDEO of the PROPERTY: Experience the essence of refined Florida living on the tranquil shores of Lake Tohopekaliga, one of Central Florida’s most scenic and prestigious waterfront destinations. This Mediterranean-inspired lakefront estate embodies timeless architecture, sophisticated design, and resort-style comfort—ideal for those

  David Good II ROYAL REALTY REAL ESTATE, LLC

  1654 Marina Lake Dr, Kissimmee, FL 34744
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  /94

  $1,216,000

  • 6 Beds
  • 3.5 Baths
  • 2,915 Sq Ft

  1101 Banks Rose Ct, Kissimmee, FL 34747

  A beautifully maintained family home, This ‘Grady Craftsman’ by David Weekley Homes nestled on a quiet cul-de-sac in Celebration’s sought after South Village. Offering a perfect blend of charm, comfort & modern conveniences, this property sits on an oversized corner lot backing onto peaceful wooded preservation land. This stunning 5 bedroom, 2 1⁄2 bath, two-story home comes with a 2 1⁄2 car

  Chris Godkin CENTURY 21 CARIOTI

  1101 Banks Rose Ct, Kissimmee, FL 34747
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  /23

  $1,200,000

  • 2 Beds
  • 2 Baths
  • 1,188 Sq Ft

  4185 Cardinal Ln, Kissimmee, FL 34744

  Welcome to this 2-bedroom, 2-bath home with a 2-car garage, ideally located in the heart of Kissimmee and set on an expansive 5.20-acre property. Inside, the living, dining, and kitchen areas flow seamlessly together, creating a bright and open layout that’s well-suited for everyday living and entertaining. The kitchen offers stainless steel appliances and ample cabinet space, balancing

  Steven Pugh EXP REALTY LLC

  4185 Cardinal Ln, Kissimmee, FL 34744
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  /44

  $1,200,000

  • 8 Beds
  • 5 Baths
  • 4,289 Sq Ft

  2830 Storey Cove Ave, Kissimmee, FL 34746

  Welcome to this 8-bedroom, 5-bathroom luxury residence located in Storey Lake Resort in Kissimmee. Thoughtfully designed for short-term rental or multigenerational living, this home features a private screened pool and spa with no rear neighbors, a spacious open floor plan, multiple gathering areas, a themed game room (Harry Potter) and four themed bedrooms (Toy Story, Soccer, Frozen and Mickey).

  Mariana Casaburi MS LAND & BUILDING LLC

  2830 Storey Cove Ave, Kissimmee, FL 34746
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  /2

  $1,199,990 New Construction

  • 9 Beds
  • 9 Baths
  • 4,465 Sq Ft

  Beachcomber Plan at Elevated at Sonoma Resort, Kissimmee, FL 34741

  Beachcomber (4465 sq. ft.) is a 2-story home with 9 bedrooms, 9 bathrooms and 2-car garage. Features include bonus room, breakfast area, covered patio, family room and guest room.

  Park Square Homes Builder

  3901 Sonoma Blvd Unit 36468232, Kissimmee, FL 34741
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  /11

  $1,199,990 New Construction

  • 12 Beds
  • 11.5 Baths
  • 4,842 Sq Ft

  Sandalwood II Plan at Elevated at Sonoma Resort, Kissimmee, FL 34741

  Offering guests 4,842 square feet | 449 m2 of comfort spanning 12 bedrooms with ensuite baths, a grand living room and kitchen, second floor loft, private pool and spa, and a two-car garage. Creative themed rooms exclusively in the model transport guests inside destinations including Rock n’ Roll themed bonus room, Disney Princesses, Star Wars and Teenage Mutant Turtles to name a few.

  Park Square Homes Builder

  3901 Sonoma Blvd Unit 36453953, Kissimmee, FL 34741
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  $1,199,000

  • 4 Beds
  • 3 Baths
  • 2,316 Sq Ft

  7410 Barrier Cove Way, Kissimmee, FL 34747

  Elegant 4-Bedroom, 3-Bathroom Luxury Residence on Premium Lot at Celebration. Welcome to this beautifully maintained 4-bedroom, 3-bathroom home nestled in the sought-after community of Celebration, Florida! This spacious residence offers a perfect blend of comfort, functionality, and style—ideal for families, professionals, or anyone looking to enjoy the unique lifestyle Celebration has. Step

  Ana Silva EPIQUE REALTY, INC.

  7410 Barrier Cove Way, Kissimmee, FL 34747
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  /46

  $1,195,000

  • 5 Beds
  • 3 Baths
  • 2,800 Sq Ft

  1013 Maiden Terrace, Kissimmee, FL 34747

  One or more photo(s) has been virtually staged. RECENTLY RENOVATED! All bathrooms recently renovated and interior freshly repainted! Experience refined living in this elegant expanded model, five-bedroom, three-bath home nestled in Celebration’s sought-after South Village. This spacious home blends classic Victorian architecture with modern luxury, offering high ceilings, crown molding, solid

  Enoch Wong KELLER WILLIAMS ADVANTAGE 2 REALTY

  1013 Maiden Terrace, Kissimmee, FL 34747
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  /74

  $1,190,000

  • 4 Beds
  • 4 Baths
  • 3,541 Sq Ft

  607 Teal Ave, Kissimmee, FL 34747

  This David Weekly "Savannah" pool home sits on an oversized lot in the heart of Celebration. It’s a stunning property featuring spacious rooms, a large fenced and screened yard with a pool and spa, and a one-bedroom garage apartment above a 3-car garage, perfect for guests or as a rental opportunity. The grand foyer welcomes you with a living room showcasing bay windows on the left, and a formal

  Patricia Delaney IMAGINATION REALTY, INC

  607 Teal Ave, Kissimmee, FL 34747
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  /50

  $1,175,000

  • 4 Beds
  • 2.5 Baths
  • 3,078 Sq Ft

  1444 Stickley Ave, Kissimmee, FL 34747

  Lock In a Dream Home and a Dream Rate — Right Now! Why wait for the Fed to maybe drop rates when THIS seller is ready to help you buy down your interest rate into the 5% range today? Yes... you read that right. A beautiful home + a seller offering concessions to magically lower your payment = your golden window of opportunity. Buy Now. Save Now. Beat the Rush. Experts agree: the second rates dip,

  Elijah Lewis FLORIDA IN MOTION REALTY INC

  1444 Stickley Ave, Kissimmee, FL 34747
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  /75

  $1,175,000

  • 5 Beds
  • 5.5 Baths
  • 5,412 Sq Ft

  760 Windlass Ct, Kissimmee, FL 34746

  LAKEFRONT LUXURY LIVING in Bellalago! No rear neighbors, Just lake views! Welcome to this expansive Mediterranean-inspired estate set directly on Lake Tohopekaliga. Built in 2019, this stunning 5,412 sq ft home combines timeless architecture with modern function—offering two 2-car garages, including one oversized with a built-in workshop—perfect for car enthusiasts or hobbyists.Step inside

  

  Abraham Mendez

  NONA LEGACY POWERED BY LA ROSA

  (321) 496-8659

  760 Windlass Ct, Kissimmee, FL 34746
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  /46

  $1,150,000

  • 7 Beds
  • 5 Baths
  • 3,994 Sq Ft

  4205 Paragraph Dr, Kissimmee, FL 34746

  FULLY FURNISHED 8 Bed/ 5 Bath WATERFRONT VACATION HOME IN STOREY LAKE RESORT!Turnkey investment property with high rental income potential. Professionally decorated and designed for comfort and style. Open floor plan, spacious living area, themed bedrooms (princess, toy story, avengers, the Lion king) and game room (Star Wars).Storey Lake Resort offers: Resort-style clubhouse, fitness

  Mariana Casaburi MS LAND & BUILDING LLC

  4205 Paragraph Dr, Kissimmee, FL 34746
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  $1,150,000

  • 12 Beds
  • 11.5 Baths
  • 4,874 Sq Ft

  2560 Shanti Dr, Kissimmee, FL 34746

  Welcome to this perfect investment home at Veranda Palms. These 12 bedrooms, 11.5 baths offer all the comfort and design to maximize the resort living experience. Has two master suits, one on each floor.This fully furnished home with spacious rooms, elegant decor, and a gourmet kitchen, has a modern and open layout making it very bright and easy to entertain. The backyard featuring a swimming

  Natalia Salgado DLS INTERNATIONAL REALTY

  2560 Shanti Dr, Kissimmee, FL 34746
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  /77

  $1,147,900

  • 11 Beds
  • 11.5 Baths
  • 5,496 Sq Ft

  7616 Brookhurst Ln, Kissimmee, FL 34747

  7616 Brookhurst Lane in the Encore Resort at Reunion, Kissimmee, is a standout opportunity for short-term rental investors or families looking for a luxury vacation retreat just minutes from Orlando’s top attractions. This expansive 11-bedroom home is ideal for accommodating large groups, multi-generational families, or multiple families traveling together—making it exceptionally appealing to

  Heather Werner LA ROSA REALTY LLC

  7616 Brookhurst Ln, Kissimmee, FL 34747
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  /43

  $1,135,000

  • 10 Beds
  • 8 Baths
  • 4,275 Sq Ft

  2576 Shanti Dr, Kissimmee, FL 34746

  Welcome to Lakeside Adventure Villa, an exceptional short-term rental investment opportunity in one of Orlando’s most sought-after vacation destinations. This 10-bedroom, 8-bathroom home with a 2-car garage is fully furnished and ready to generate income from day one. The spacious floor plan accommodates up to 23 guests, making it ideal for large families, reunions, or group getaways. Interior

  Kishore Nagururu PEOPLE'S CHOICE REALTY SVC LLC

  2576 Shanti Dr, Kissimmee, FL 34746
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  $1,120,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,209 Sq Ft

  2012 Beach Terrace, Kissimmee, FL 34747

  Under Construction. The Merritt floorplan is a generously sized, thoughtfully designed, 2-story home with 4 bedrooms, 3.5 bathrooms, and a 2-car garage. The focal point of this home is the generous kitchen with a large island, breakfast bar, walk-in pantry, and stainless-steel appliances. The kitchen opens to the casual dining area and Great Room, leading to the large, covered lanai. The private

  Amanda Warren MATTAMY REAL ESTATE SERVICES

  2012 Beach Terrace, Kissimmee, FL 34747
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  $1,111,420 New Construction

  • 10 Beds
  • 9 Baths
  • 4,232 Sq Ft

  4140 Belvedere St, Kissimmee, FL 34741

  Reef (4232 sq. ft.) is a 2-story home with 10 bedrooms, 9 bathrooms and 2-car garage. Features include bonus room, breakfast area, covered patio, private pool and spa, family room and guest room.

  Park Square Homes Builder

  4140 Belvedere St, Kissimmee, FL 34741
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  $1,100,000

  • 9 Beds
  • 6 Baths
  • 4,685 Sq Ft

  22 S Clyde Ave, Kissimmee, FL 34741

  Discover this six-unit apartment building nestled in the heart of historic Kissimmee, originally built in 1920. This maintained property offers a rare chance to own a piece of downtown's vibrant landscape - an unbeatable location within walking distance to the Osceola Courthouse, premier dining, shopping, Lake Tohopekaliga & a only a short drive to Disney. The property features three spacious

  Richard Lemon KELLER WILLIAMS SPACE COAST

  22 S Clyde Ave, Kissimmee, FL 34741
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  $1,100,000

  • 5 Beds
  • 3 Baths

  3161 W Appaloosa, Kissimmee, FL 34746

  This home is the textbook definition of a dream home! This is the one-of-a kind perfect combination of a country home in a city location! Approaching the home you will see the five acres of land, the marvelous home, the ranch, and the massive mother-in-law suite! That’s right, not only do you get five acres of land and a huge home, you also get a mother-in-law suite and a ranch! Be ready to have

  Blanca Armada REMAX Premier Properties

  3161 W Appaloosa, Kissimmee, FL 34746
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  /14

  $1,100,000

  • 3 Beds
  • 2.5 Baths
  • 3,129 Sq Ft

  4261 Twilight Trail, Kissimmee, FL 34746

  Welcome to 4261 Twilight Trail, a stunning custom-built estate nestled on 5 private acres in the heart of Kissimmee. This property was thoughtfully designed with comfort, quality, and style in mind, featuring numerous upgrades throughout the home.Enjoy the perfect balance of space and privacy while still being close to shopping, dining, schools, and major highways. With its open layout,

  Ralph Carrion LA ROSA REALTY KISSIMMEE

  4261 Twilight Trail, Kissimmee, FL 34746
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  /100

  $1,100,000 Pre-Foreclosure

  • 5 Beds
  • 4.5 Baths
  • 3,845 Sq Ft

  1407 Water Lilly Ln, Kissimmee, FL 34744

  Welcome to your next home in the prestigious gated community of Kissimmee Bay Country Club! This spectacular, fully renovated residence blends luxury, advanced technology, and comfort, all set in a breathtaking natural environment overlooking the majestic Lake Toho. The home offers 5 spacious bedrooms and 4.5 bathrooms. The primary suite, located on the first floor, features private access to the

  Mariana Rondon LPT REALTY, LLC

  1407 Water Lilly Ln, Kissimmee, FL 34744
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  /76

  $1,099,900

  • 6 Beds
  • 5.5 Baths
  • 4,621 Sq Ft

  1632 Regal Cove Ct, Kissimmee, FL 34744

  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

  Rachel Coolidge FIERCE REALTY

  1632 Regal Cove Ct, Kissimmee, FL 34744
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  /72

  $1,099,000

  • 9 Beds
  • 5 Baths
  • 4,289 Sq Ft

  2836 Simile St, Kissimmee, FL 34746

  Check out these Numbers!!! 2022 April-Dec: $2030262023 Yr: $2462712024 Yr: $181007 9 Bedroom! Storey Lake! Star Wars-Themed Game Room!Get ready to experience the ultimate vacation home and investment property in the popular Storey Lake Resort in Kissimmee! *Fully furnished home. *Two bedrooms located on the main floor—perfect for guests of all ages. *Star Wars-themed game room

  Holly Hudson EXP REALTY LLC

  2836 Simile St, Kissimmee, FL 34746
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  $1,095,000

  • 9 Beds
  • 6.5 Baths
  • 4,363 Sq Ft

  2314 Calm Shore Way, Kissimmee, FL 34747

  Stunning Turnkey Vacation Home in Solara Resort – Fully Furnished & Professionally Designed! Located in the highly desirable Solara Resort, one of Orlando’s premier short-term rental communities, this exceptional property stands out for its luxury décor valued at over $180,000 and its incredible rental potential. Step into a beautifully curated, modern-style home featuring an open and bright

  

  Juliana Garcia Moraes

  PRISTINE INTERNATIONAL REALTY LLC

  (321) 321-3442

  2314 Calm Shore Way, Kissimmee, FL 34747
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  $1,084,590 New Construction

  • 9 Beds
  • 9 Baths
  • 4,003 Sq Ft

  4150 Belvedere St, Kissimmee, FL 34741

  Oasis (4003 sq. ft.) is a 2-story home with 9 bedrooms, 9 bathrooms and 2-car garage. Features include bonus room, breakfast area, covered patio, private pool and spa, family room and guest room.

  Park Square Homes Builder

  4150 Belvedere St, Kissimmee, FL 34741
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  $1,075,990 New Construction

  • 10 Beds
  • 9 Baths
  • 4,232 Sq Ft

  Reef Plan at Elevated at Sonoma Resort, Kissimmee, FL 34741

  Reef (4232 sq. ft.) is a 2-story home with 10 bedrooms, 9 bathrooms and 2-car garage. Features include bonus room, breakfast area, covered patio, private pool and spa, family room and guest room.

  Park Square Homes Builder

  3901 Sonoma Blvd Unit 36498165, Kissimmee, FL 34741
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  $1,075,000

  • 8 Beds
  • 5 Baths
  • 4,289 Sq Ft

  4189 Paragraph Dr, Kissimmee, FL 34746

  Spectacular 8-Bedroom Themed Retreat – Minutes from Disney & Universal!Discover the ultimate vacation and investment opportunity in The Cove at Storey Lake! This stunning 8-bedroom luxury villa is designed for unforgettable getaways, featuring immersive themed rooms inspired by Disney, Universal, Harry Potter, Mario Brothers, and more! Wake up to breathtaking lake and conservation views, all

  Eileen Scates SCATES REALTY & INVESTMENT PRO

  4189 Paragraph Dr, Kissimmee, FL 34746
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  /40

  $1,050,000

  • 8 Beds
  • 5 Baths
  • 4,289 Sq Ft

  2924 Penelope Loop, Kissimmee, FL 34746

  Welcome to this brand-new 9-bedroom, 5-bathroom luxury home located in the highly sought-after Storey Lake Resort in Kissimmee. Designed with both short-term rental performance and owner comfort in mind, this property features a private screened pool and spa, spacious open-concept living areas, and a layout ideal for large families or groups. The home offers multiple entertainment and gathering

  Mariana Casaburi MS LAND & BUILDING LLC

  2924 Penelope Loop, Kissimmee, FL 34746
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  /77

  $1,050,000

  • 5 Beds
  • 5 Baths
  • 5,535 Sq Ft

  1450 Hidden Harbor Ln, Kissimmee, FL 34746

  Enter this Gated Estate Community bordering Lake Toho, with one-plus acre home lots, and find yourself in the middle of "Old Florida" - with century-old Oak Hammock Trees and lush landscaping. An authentically designed Victorian mansion built by a locally renowned Master Builder Thomas Logan, this home is reminiscent of an earlier era with timeless architecture. Old World Charm abounds: A warm

  Kathy Carlson IMAGINATION REALTY, INC

  1450 Hidden Harbor Ln, Kissimmee, FL 34746
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  $1,049,990 New Construction

  • 9 Beds
  • 9 Baths
  • 4,003 Sq Ft

  Oasis Plan at Elevated at Sonoma Resort, Kissimmee, FL 34741

  Oasis (4003 sq. ft.) is a 2-story home with 9 bedrooms, 9 bathrooms and 2-car garage. Features include bonus room, breakfast area, covered patio, private pool and spa, family room and guest room.

  Park Square Homes Builder

  3901 Sonoma Blvd Unit 36479721, Kissimmee, FL 34741
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  /100

  $1,026,000

  • 9 Beds
  • 5 Baths
  • 4,289 Sq Ft

  2857 Bookmark Dr, Kissimmee, FL 34746

  Lake Front short team Vacation home Experience luxury living in this spacious nine-bedroom, five-bathroom home at Storey Lake Resort. The first-floor gourmet kitchen with quartz countertops and stainless-steel appliances seamlessly blends with family and dining areas. Enjoy an oversized private pool, spa, and covered lanai with stunning water views. The upper level features a gaming loft, two

  Liang Liu PINEYWOODS REALTY LLC

  2857 Bookmark Dr, Kissimmee, FL 34746
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  /73

  $1,025,000

  • 5 Beds
  • 3 Baths
  • 4,557 Sq Ft

  3161 Appaloosa Ct, Kissimmee, FL 34746

  You MUST come see this home for yourself! This home is the textbook definition of a dream home! This is the one-of-a-kind perfect combination of a country home in a city location! With a total of five acres of land, located in a private community with little to no neighbors, enjoy true bliss and serenity of having so much room all to yourself. Entering the gated fence surrounded by a wood fence

  Blanca Armada REMAX PREMIER PROPERTIES

  3161 Appaloosa Ct, Kissimmee, FL 34746

Showing Results 81 - 120, Page 3 of 18