David Shippey
863.521.4517

Kissimmee FL Gated Community Homes For Sale

Kissimmee FL Gated Community Real Estate listings are included below. These homes for sale in Kissimmee Florida are updated every day from our local MLS. If you would like to schedule a showing or have any questions about any of these Kissimmee FL gated community homes, please call David at 863-521-4517 or just click the "Schedule a Showing" or "Request More Info" button on any property detail pages.

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Displaying results 621-630 of 1279
64 Photos 3001 Sea Plane Kissimmee, FL 34747

3001 Sea Plane
Kissimmee, FL 34747
Rolling Oaks Ph 5
Residential

MLS# O6105258 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 1410 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Rolling Oaks Ph 5

***MOTIVATED SELLER with BEST PRICE IN THE ENTIRE RESORT*** Gorgeous ""CHILLVILLE"" Cottage at Margaritaville Resort Orlando with FRESHLY PAINTED A... 

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$439,000
Reduced -$56,000
Provided courtesy of EXP REALTY LLC
100 Photos 8035 Surf Street Kissimmee, FL 34747

8035 Surf Street
Kissimmee, FL 34747
Rolling Oaks Ph 5
Residential

MLS# O6263557 / Active
4 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 2222 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Rolling Oaks Ph 5

SPECTACULAR WATERFRONT COTTAGE in Margaritaville Resort Orlando Featuring 4 Bedrooms, 4 Bathrooms a Half Bath and a COVERED PARTY DECK on the Third... 

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$899,000
Reduced -$96,000
Provided courtesy of EXP REALTY LLC
76 Photos 8005 Flip Flop Way Kissimmee, FL 34747

8005 Flip Flop Way
Kissimmee, FL 34747
Rolling Oaks Ph 5
Residential

MLS# O6284320 / Active
2 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1305 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Rolling Oaks Ph 5

'KEEPING IT SALTY' Cottage at Margaritaville Resort Orlando in PREMIUM LOCATION JUST STEPS AWAY FROM THE RESORT POOLS AND SALTY RIM BAR AND GRILL! ... 

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$424,500
Provided courtesy of EXP REALTY LLC
77 Photos 3020 Latitude Lane Kissimmee, FL 34747

3020 Latitude Lane
Kissimmee, FL 34747
Rolling Oaks Ph 5
Residential

MLS# O6275413 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 1564 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Rolling Oaks Ph 5

MARGARITAVILLE RESORT ORLANDO COTTAGE FOR SALE! This Two Story Home Features 3 Bedrooms and 3 Bathrooms with Additional Bonus Room with Built In Tw... 

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$465,000
Reduced -$10,000
Provided courtesy of EXP REALTY LLC
99 Photos 3009 Sea Plane Kissimmee, FL 34747

3009 Sea Plane
Kissimmee, FL 34747
Rolling Oaks Ph 5
Residential

MLS# O6291867 / Active
2 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1283 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Rolling Oaks Ph 5

BEAUTIFUL COTTAGE in Margaritaville Resort Orlando! This Property is in IMMACULATE CONDITION and has been used as PRIMARY RESIDENCE OF THE ORIGINAL... 

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$434,900
Reduced -$15,100
Provided courtesy of EXP REALTY LLC
46 Photos 8020 Shaker Street Kissimmee, FL 34747

8020 Shaker Street
Kissimmee, FL 34747
Rolling Oaks Ph 5
Residential

MLS# O6257996 / Active
5 Beds, 7.00 Total Baths, 6 Full Bath, 1 Half Bath, 2632 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Rolling Oaks Ph 5

SPECTACTULAR WATERFRONT Cottage with POOL and SPA at Margaritaville Resort Orlando in Premium Phase 1 Resort Location! Just Steps from the Main Res... 

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$949,000
Reduced -$35,000
Provided courtesy of COLDWELL BANKER REALTY
98 Photos 3088 Parrot Head Place Kissimmee, FL 34747

3088 Parrot Head Place
Kissimmee, FL 34747
Rolling Oaks Ph 5
Residential

MLS# O6269229 / Active
8 Beds, 11.00 Total Baths, 9 Full Bath, 2 Half Bath, 4092 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Rolling Oaks Ph 5

'THE BLUE PEARL' is an AMAZING WATERFRONT Cottage with POOL, SPA and GORGEOUS SUNSET VIEWS on Margaritaville Resort Orlando's 'TROPHY ROW'! MOST PR... 

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$1,850,000
Provided courtesy of EXP REALTY LLC
64 Photos 3032 Parrot Head Place Kissimmee, FL 34747

3032 Parrot Head Place
Kissimmee, FL 34747
Rolling Oaks Ph 5a
Residential

MLS# O6323294 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 1787 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Rolling Oaks Ph 5a

RARE WATERFRONT COTTAGE WITH POOL, SPACIOUS 1746-A Model, 3 Bedrooms, 3 Full Bathrooms with MRO APPROVED CITY FURNITURE ""Key West Sunset"" Package... 

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$869,900
Provided courtesy of EXP REALTY LLC
69 Photos 3036 Parrot Head Place Kissimmee, FL 34747

3036 Parrot Head Place
Kissimmee, FL 34747
Rolling Oaks Ph 5a
Residential

MLS# O6309019 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 1787 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Rolling Oaks Ph 5a

Dont miss this rare opportunity to own one of only seven sunset-facing pool homes on Parrot Head Place in Phase 1 of Margaritaville Resort Orlando!... 

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$875,000
Provided courtesy of XCELLENCE REALTY INC.
37 Photos 2956 Salted Rim Road Kissimmee, FL 34747

2956 Salted Rim Road
Kissimmee, FL 34747
Rolling Oaks Ph 6
Residential

MLS# O6207006 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1188 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Rolling Oaks Ph 6

Welcome to your own tropical oasis! This stunning two-bedroom, two-bath cottage is nestled in the heart of Margaritaville, offering the ultimate bl... 

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$399,000
Provided courtesy of REAL BROKER, LLC

Broker Reciprocity The information being provided by © 2025 My Florida Regional MLS DBA Stellar MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the My Florida Regional MLS DBA Stellar MLS. XCELLENCE REALTY, INC is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE REALTY, INC, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. MLS IDX data last updated on 08-04-2025 2:01 AM EST.

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