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Homes for Sale in Kissimmee FL

Real estate in Kissimmee, FL is popular because of its close proximity to major theme parks, including Universal’s Islands of Adventure, SeaWorld, Disney’s Magic Kingdom, EPCOT, Disney’s Hollywood Studios, Universal Studios Orlando, Legoland, and Disney’s Animal Kingdom. Kissimmee is located 23 miles south of Orlando. Homes in Kissimmee range from condos to single family homes.

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Explore all properties for sale in Kissimmee, FL in the greater Orlando area listed below. As you search through listings please be sure to contact us with any questions or to schedule a viewing.

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222 Pawnee Trail Kissimmee FL 34747

Kissimmee, FL222 Pawnee Trail

Price$5,900,000

Est. Mortgage: $/month

MLS Number P4922879

  • Residential
  • Mls Status Active
  • Square Feet 6,559
  • Year Built 2006
  • Bathroom 5

With breathtaking sunset and golf course views, this 5-acre, one-of-a-kind lot is where your Florida dream home will be built. 356 feet of the lot fronts on Champions Gate's National golf course, one of two championship 18-hole golf courses, designed by accomplished architect and golfer, Greg Norman. Your backyard oasis has magnificent views of the 14th hole and 15th tee box without the expense of large HOA dues. This home is within Happy Trails, an Equestrian Community. The community has limited construction restrictions, which allows more freedom when building your luxurious estate. You are tucked away from short-term rentals, unlike the surrounding golf course homes of Reunion, Champions Gate, and Celebration. Your home will be enjoyed year-round as the location is minutes from shopping, Disney, and many other Central Florida attractions. With Happy Trails centrally located between I-4, SR 429, U.S. Hwy 192, and U.S. Hwy 27, traveling anywhere is convenient. The bonus of this estate lot is the 6,559 sq ft home that currently sits on this site and is ready to be renovated. It can be easily expanded upon or used as a guest house. Call this estate lot your own and have the dream home that your family will create lasting memories that you and your family will share for a lifetime.

Listing Courtesy of COLDWELL BANKER REALTY

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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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900 Jack Nicklaus Court Kissimmee FL 34747

Kissimmee, FL900 Jack Nicklaus Court

Price$5,690,000

Est. Mortgage: $/month

Pending

MLS Number O6018108

  • Residential
  • Mls Status Pending
  • Square Feet 9,558
  • Year Built 2018
  • Bathroom 12

If you are looking for two of the most iconic homesites in arguably the BEST LOCATION in Reunion Resort look no further! This exquisitely finished 8 BR CUSTOM BUILD inside the exclusive gates of the Bear's Den adjacent to Traditions Clubhouse will fulfill every desire. This home makes an immediate statement from the soaring 25' Porcelain tiled Grand Foyer entryway and Custom Mural adorned walls through to the Great Room and Kitchen on your way to the huge back expanse of this DOUBLE LOT with its INFINITY EDGE POOL and BREATHTAKING VIEWS this home will continually AMAZE! Situated at the head of the Bear's Den with a South facing exterior this home is BATHED IN SUN throughout the day. The covered Lanai and its built in INFRARED HEATERS pulls you out to a vast gathering area and chefs Summer Kitchen and acts as a seamless extension of the Great Room elegance you just left. Whether its lounging in the pool or sunbathing on the huge travertine covered deck, the additional play areas serve as a great preamble to the incredible green space and beauty the 18th hole of Jack Nicklaus Traditions course provides. As you enter the home the upgrades are everywhere! Cantera doors, Porcelain tile, Exquisite Paneled Wood work, Vaulted Ceilings with Architectural Elements, Mural Walls and Custom Draperies, Sub Zero and Wolf Appliance package, Control 4 Media and Lighting controls throughout not to mention the ability to create your own environment with the custom sound system and speakers situated through the home and Professionally Designed by one of Reunion's top interior designers! The first story offers a Single Master Bedroom with convenient walk out access to the pool area. As you continue down to opposite end of the one whole wing of the home has been dedicated to endless opportunities. Whether you want to take in a show in the formal starlit MOVIE THEATER or test your golf skills in the GOLF SIMULATOR or just relax with family in friends playing a game of pool, this media room even offers access to the pool area directly or via the pass through bar. The home even offers a fully stocked Gym that rivals some fitness centers if you want to work your body on the vacation to fight off many of the great meals you would undoubtedly have in the Gourmet Kitchen. If any of these activities tire you out or you just want to unwind, then the state of the art SPA ROOM will provide the relief you seek. Outfitted with a beautiful Sunken Hot Tub, Fully Jetted shower and a Dry Sauna along with a fully stocked wet bar and HEATED LOUNGERS this room might become your favorite in the home! For work or rest you will enjoy the Grand Staircase up to the second floor office and adjoining 7 Ensuite bedrooms. This includes the incredible Master that's wonderfully fitted with a duel LED Jetted Shower experience, huge walk in closet and Drop Down Movie Screen hidden into the ceiling as well as access to the Grand Balcony. Sharing access with 4 other Bedrooms, this Balcony offers even better sweeping views of your surroundings as you gaze over the pool area onto the 18th hole. As mentioned this home is conveniently adjacent to Traditions Clubhouse and its Bar, Restaurant and Fitness Center. You are also mere steps away from the Nicklaus golf practice facility and Clubhouse as well as a gated Private Park for all that offers a 1/4 mi walk, sand volleyball and chipping green. Come and see this one of a kind Estate and the Best Reunion offers!

Listing Courtesy of REAL BROKER LLC

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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2481 Ham Brown Road Kissimmee FL 34746

Kissimmee, FL2481 Ham Brown Road

Price$3,500,000

Est. Mortgage: $/month

MLS Number O6015144

  • Residential
  • Mls Status Active
  • Square Feet 2,800
  • Year Built 2003
  • Bathroom 2

Private acreage right off Ham Brown Road in fast growing Kissimmee area with its own private driveway to the immaculately kept 2,800 sq ft home. If you love the peaceful and quiet countryside, but still need to be near amenities, this is the PERFECT location for you. This can be your own quiet and serene piece of paradise right outside of the city. Enjoy easy access to the best shopping, restaurants, theme parks, hospitals and more just within a short ride down the street! The 15.71-acres are currently zoned as Agricultural. A serene pond is right in the back of the lot behind the home overlooking a wildlife feeder. Deer, wild turkey, bobcats, every sort of water loving Florida bird and other wildlife are frequently observed right off the quiet open porch in the back of the home. Plenty of space for horses or other livestock. This lovingly built home has 2 bedrooms, 2 bathrooms, open layout, high ceilings and is very well kept by its original owners. Let's schedule your private viewing appointment today!

Listing Courtesy of OLYMPUS EXECUTIVE REALTY INC

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$
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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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942 Jack Nicklaus Court Kissimmee FL 34747

Kissimmee, FL942 Jack Nicklaus Court

Price$3,250,100

Est. Mortgage: $/month

Pending

MLS Number O6019853

  • Residential
  • Mls Status Pending
  • Square Feet 5,720
  • Year Built 2020
  • Bathroom 10

This is a phenomenal opportunity inside our exclusive Bear's Den subdivision! This beautiful residential home will make an easy transition for HIGH RENTAL INCOME in one of the most sought after areas in Reunion. This 8BR CUSTOM BUILD has everything you need for success. 3 Bedrooms downstairs and 5 up accompanied by a perfectly situated & dedicated MOVIE THEATER and MEDIA ROOM. The lot is exquisite if you like never ending SUNSETS and a fantastic covered lanai with a fully equipped outdoor kitchen and lounge area. FULLY FURNISHED with TRANSFERRABLE MEMBERSHIP and an added bonus with a GOLF CART GARAGE and numerous UPGRADES makes this home a must see for anyone looking to live in Reunion or rent out the home for maximum profit. Begin the day from your Media Room from a dedicated balcony and watch the Sunrise over Disney! Enjoy the day as you swim in the pool or lounge in the GREAT ROOM or have a dinner in the dining room with its 25'ceiling area open to the second floor or finish the day as you gaze out over the incredible back drop of the 18th hole on Reunion's Signature Nicklaus golf course all from the spectacular second level balcony. It's only a short walk away from the Dining, Fitness area, or Practice facilities of the Nicklaus Traditions Clubhouse for convenience. There isn't anything this home lacks! Come and see a perfect home in a perfect area and live out your dream at Reunion Resort. Call today to schedule a showing.

Listing Courtesy of REAL BROKER LLC

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$
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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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510 Golfpark Drive Kissimmee FL 34747

Kissimmee, FL510 Golfpark Drive

Price$2,400,000

Est. Mortgage: $/month

MLS Number S5071094

  • Residential
  • Mls Status Active
  • Square Feet 5,547
  • Year Built 1997
  • Bathroom 6

A rare find in Celebration, as homes on the exclusive "Golf Park Drive" do not come up for sale too often. This luxury home boasts front porch views of the 18th fairway of the Celebration Golf Course, with no homes across the street, giving an added sense of privacy. Easy walking distance to the restaurants of downtown Celebration makes this the perfect blend of convenient access and tranquil privacy. The backyard features an oversized pool, perfect for larger families, and the firepit, built-in summer kitchen and granite bar allow for a great space for outdoor entertainment. And with a two-story screen, your outdoor space becomes an extension of the indoor great room. The main floor includes a master bedroom, guest bedroom, large office, dining room, living room that opens up to the outdoor screened pool and patio, and a great room and kitchen that is the perfect open space for entertaining. There are three full baths on the first level. The second floor features 4 bedrooms, one of which was converted to a home gym/yoga studio for the current owner, and two full baths. There is an additional game room over the garage, with a half bath, that is the perfect man-cave or game room, with a billiard table, air hockey and large-screen TV with surround sound system (all of which is included with the home). The home features luxury Anderson windows and doors throughout and custom wood-framed blinds on the main floor and in the upstairs bedrooms. You'll love the community amenities which include Olympic Sized Pool, Hot tub/Spa, Golf Course, Park, Playground, Fitness Center, Tennis & Basketball Courts & Multiple Parks- including one for the pups! The owner is open to selling the home furnished for those that want a turnkey home.

Listing Courtesy of RE/MAX REALTEC GROUP

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$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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8165 Surf Street Kissimmee FL 34747

Kissimmee, FL8165 Surf Street

Price$2,275,000

Est. Mortgage: $/month

MLS Number S5073570

  • Residential
  • Mls Status Active
  • Square Feet 4,672
  • Year Built 2021
  • Bathroom 9

Welcome to the sought-after cottages of Margaritaville! As you walk into your beautiful front door be emersed in the light flowing through your open floor plan oasis. You will instantly feel the luxurious feeling of being on vacation in this 8-bedroom 9 bathroom Sail Away themed home. Every bedroom in this masterpiece has an ensuite bathroom! Two bedrooms greet you on the first floor and just outside your backdoor, be captivated by your private pool and spa. The second-floor wows with 5 bedrooms. The 3rd floor has 1 bedroom, a sitting area, loft, pool table and a balcony with an amazing view! Let's not forget about the community amenities which include three lagoon-style pools, St. Somewhere Spa, dining, live music, and stand-up comedy, stroll to one of the four on-site restaurants and lounges. Next door, explore over 35 options for shopping, dining, and entertainment at Sunset Walk or the 14-acre water park. A complimentary shuttle is available to transport you to Walt Disney World Resort and Universal Studios Florida theme parks and attractions. Everything you need is right here! So, why wait schedule your showing today!

Listing Courtesy of MCO REALTY

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$
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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4421 Reaves Road Kissimmee FL 34746

Kissimmee, FL4421 Reaves Road

Price$2,200,000

Est. Mortgage: $/month

MLS Number S5031594

  • Residential
  • Mls Status Active
  • Square Feet 5,044
  • Year Built 1999
  • Bathroom 6

This stunning, custom designed and custom built home is a once in a lifetime opportunity. Imagine yourself driving in through the private gated entrance, past the serene pond, and up to the perfectly landscaped front yard. This home has all the little details you could ask for: crown molding, additional recessed lighting, built ins, study nooks, and many architectural touches throughout. Walk Into the formal living room with windows that let the Florida sunlight stream in. The spacious, open kitchen boasts both a bar with seating and an island for cooking. There is even an eating space between the kitchen and family room. You will always be part of the action as you show off your culinary skills. If you prefer to be more formal, there is a cozy dining room as well. The elegant master suite is the perfect get away including a built in space to relax and read. The en suite bath has dual vanities, a large, jetted garden tub, and separate shower. You may never want to leave. However, the game room may be calling you. Or the family room that has French doors leading to the oversized, covered and screened in lanai and pool. Perfect for entertaining or relaxing and soaking up the Florida sunshine. In addition to this over-the-top home, there is a separate workshop on property and additional land parcels included with this sale. Come and see for yourself. The opportunity to make this all yours won't last long!

Listing Courtesy of DREAM BUILDERS REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1526 Euston Court Kissimmee FL 34747

Kissimmee, FL1526 Euston Court

Price$2,175,000

Est. Mortgage: $/month

Pending

MLS Number O6009793

  • Residential
  • Mls Status Pending
  • Square Feet 6,564
  • Year Built 2022
  • Bathroom 10

Under Construction. Spectacular Brand New Home under construction; 9 bedroom, 9.5 bath with large pool, high ceilings, and custom home spec level. This home can be used for personal use or for rental investment. A spectacular opportunity to come and enjoy all this home has to offer for your family and friends for many years to come. Reunion Resort is located just 6 miles from Walt Disney World and theme parks. The Resort offers incredible amenities from 3 World Class Championship GOLF COURSES designed by Arnold Palmer, Tom Watson, And Jack Nicklaus as well as 12 pools in the community including MULTIMILLION DOLLAR WATER PARK with a lazy river & water slide. INQUIRE TODAY BEFORE IT IS GONE!

Listing Courtesy of REAL BROKER LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2910 Frontier Drive Kissimmee FL 34744

Kissimmee, FL2910 Frontier Drive

Price$2,089,000

Est. Mortgage: $/month

MLS Number A4546403

  • Residential
  • Area Kissimmee
  • Mls Status Active
  • Square Feet 4,164
  • Year Built 1991

A great opportunity to purchase a unique, lakefront, custom estate home located on 5 acres of land within minutes from the booming Lake Nona area!! From the open layout living space to the lush landscaping and stunning views of East Lake Toho, this home is fully captivating. Upon entering the private property, you are greeted with an inviting circular driveway and pavers all around the front of the house. This beautifully remodeled home has all the details you could ask for including new roof, granite countertops, elegant custom stair railing, 3 AC units and many more architectural touches throughout. The 20 foot ceilings and expansive windows in the living room truly highlight the beautiful Florida sunlight to make this area the heart of the home. The bright and spacious summer kitchen has recently been remodeled and comes fully equipped with large granite countertops/island, brand new grill, stainless cabinets, and gas stove top/oven. The den on the first floor can be used in a variety of ways including a theater room, game room or home gym. This property contains several oak trees as well as variety of fruit trees including mango, citrus, coconut and apple. This home is just minutes from Medical City, International Airport, and has easy access to highways. There are no HOA fees and this home is approved for horses and recreational vehicles. This magnificent lakefront property is an ideal home to truly enjoy the Florida lifestyle. The property has a separate Shed where two cars can be parked

Listing Courtesy of KEYS REALTY REDEFINED LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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831 Oak Shadows Road Kissimmee FL 34747

Kissimmee, FL831 Oak Shadows Road

Price$1,895,000

Est. Mortgage: $/month

MLS Number S5066465

  • Residential
  • Mls Status Active
  • Square Feet 4,673
  • Year Built 2003
  • Bathroom 6

Gracious living can be yours in this amazing, custom home built by ISSA Homes. Oversized double porches overlook a conservation area. The backyard affords privacy as lush landscaping surrounds a 45 ft. lap pool, hot tub, large back porch, & deck. NICE! Extensive landscaping gives the feel of a tropical paradise! Ten French doors lead out to the oversized front porch & second-story balcony and music is piped inside & outside the home! The 6th bedroom was designed as a theatre room - it is acoustically designed & wired for projection. Additional rooms include a 14x13 loft upstairs & a 14x12 library/office with custom built-ins downstairs. 2 bedrooms (including master) are on the bottom floor. The gourmet kitchen is amazing with a Viking stove, grill, radiant heat/convection oven; stainless steel appliances; granite countertops; tumbled marble backsplashes; imported island with pastry stone top; and large wine cooler. Luxurious master suite boasts sitting area plus marble bathroom with dual shower heads (gentle rain & massage), a garden tub, & a tv discreetly hidden behind mirror. Warmth abounds inside this lovely home with rustic hardwood floors, a cozy gas fireplace in the living room, & exposed railroad ties in the dining room, library, & master suite. Home audio system with 6-zones, HDTV satellite TV, & data networking is found throughout. 5th bedroom is used as home gym! Walk to formal community pool.

Listing Courtesy of LA ROSA REALTY,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1830 Kings Highway Kissimmee FL 34744

Kissimmee, FL1830 Kings Highway

Price$1,800,000

Est. Mortgage: $/month

MLS Number S5072279

  • Residential
  • Area Kissimmee
  • Mls Status Active
  • Square Feet 12,460
  • Year Built 1979

You must see this masterpiece of a home! This dream home has everything you need. From lots of space to a great location to even housing animals! Located next to the delightful and famous Kissimmee Lakefront Park, this one-of-a-kind home is an actual work of art! One of the first things to mention about the property is how much land there is. This property has over five acres of land! Yes, you read that correctly, over five acres of land! Enjoy all the land you could ever want! You can also split three acres and sell them separately to a minimum of 15,000 square feet each! The property also has two separate mothers-in-law that can be used to bring in even more income! With the property being in a great location and able to split three acres and two mothers-in-law, it is perfect to live in or invest in! Once you see this must-see property, you are greeted by a dazzling gate to prepare you for the fantastic home. With an oversized driveway with a fountain, this jaw-dropping home has so much space to park several cars, including a four-car attached carport! There even is a personal tennis court! As you enter the gorgeous home, you will be shocked at what you see. To your left will be an open floor plan living room as soon as you walk in. The massive living room is a magnificent fireplace to relax and stay warm! Going straight from the entrance, you step into a wonderland and see the family room and the oversized kitchen. The newly remodeled and upgraded kitchen has much space to work with while providing a marvelous view of the outside patio and pool! The ginormous patio has a big private pool, perfect for entertaining guests. Moving from the living room is one of the best rooms in the house, the great room! The great room is a vast open floor plan with skylights installed, giving this enchanting lighting to the room. The primary bedroom has a garden bathtub in its space. There is too much to mention about this beautiful home, and you must come to see it! Unfortunately, there is no HOA association for this property that enables you to make creative decisions.

Listing Courtesy of REMAX PREMIER PROPERTIES

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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3088 Parrot Head Place Kissimmee FL 34747

Kissimmee, FL3088 Parrot Head Place

Price$1,799,000

Est. Mortgage: $/month

Pending

MLS Number O6044361

  • Residential
  • Mls Status Pending
  • Square Feet 4,092
  • Year Built 2019
  • Bathroom 11

AMAZING 'GROOVY GABLES' WATERFRONT Cottage with POOL, SPA and GORGEOUS SUNSET VIEWS on Margaritaville Resort Orlando's 'TROPHY ROW'! MOST PREMIER RESORT LOCATION JUST STEPS FROM THE FINS UP BEACH CLUB and OTHER RESORT AMENITIES! FANTASTIC OPPORTUNITY TO OWN ONE of the LARGEST FLOOR PLANS in the Resort and the ONLY MODEL that has 4 BEDROOMS on the FIRST FLOOR! THIS EXTREMELY RARE 4090-C Three-Story Model Features 8 Bedrooms, 9 Full and 2 Half Bathrooms, "BEACH HOUSE" Upgrade Package and a LARGE Patio/Balcony on Second Floor! This BEAUTIFUL Home Features Four En Suite Bedrooms on First Floor, Kitchen with LARGE ISLAND and Windows Facing the Pool Bringing in Tons of Natural Light, Full Size W/D, Living Room with Sliders that Lead to Beautiful Paved Patio, Fenced In Backyard with Covered Area, In-Ground Pool and Spa and Cabana Bath. Second Floor has Four Bedrooms Including a Primary Suite with Large Walk-In Closet, Dual Sinks, Separate Tub and Shower and Balcony Access. The Third Floor Features a Spacious Loft with Two Separate Rooms. One Room in the Loft is Highlighted with a Foosball Game Table and Bubble Hockey Game. Home also has Covered Front Porch, Upgraded 'WOOD' Tile Flooring, QUARTZ Countertops, In-Ceiling Speakers in Living Room that Connects to TV or Phone Via App. Ethan Allen "BEACH HOUSE" Furniture/Housewares Package INCLUDED in List Price! Package Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, Frozen Concoction Maker and SO MUCH MORE! Live Here Full Time or Use as a Vacation Home or Investment Property! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants, Bars, Live Music, Retail and More! LOCATED MINUTES FROM DISNEY PARKS! The Time is Now to Start Living the Margaritaville Lifestyle!

Listing Courtesy of EXP REALTY LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Based on information submitted to StellarMLS as of September 29, 2022 . All data is obtained from various sources and has not been, and will not be, verified by broker or StellarMLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.