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.

Click Here to Create a Free Profile to Gain Access to Detailed MLS Information that only real estate agents have access to. Your Free Profile also enables you to save your favorite search's and homes.

Modify Search Criteria

Displaying results 311-320 of 1279
94 Photos 2087 Flora Pass Place Kissimmee, FL 34747

2087 Flora Pass Place
Kissimmee, FL 34747
Four Seasons At Orlando Ph 2
Residential

MLS# O6288270 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1778 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Four Seasons At Orlando Ph 2

THIS HOME OFFERS AN ASSUMABLE MORTGAGE. Four Seasons is a 55+ Gated Community right in the Disney Bubble. This is a ""BALFOUR"" model home on a pre... 

More Details

$494,000
Reduced -$5,000
Provided courtesy of VIVA ORLANDO REALTY INC.
48 Photos 1207 Winding Cypress Court Kissimmee, FL 34746

1207 Winding Cypress Court
Kissimmee, FL 34746
Cumbrian Lakes Resort
Residential

MLS# O6288543 / Active
6 Beds, 5.00 Total Baths, 5 Full Bath, 2532 Sqft
Area: 34746 - Kissimmee (west of Town), Subdivision: Cumbrian Lakes Resort

Great location, six-bedroom, five-bath pool home. In one of the sought-after communities in Central Florida. This fantastic home features a screene... 

More Details

$485,000
Reduced -$10,000
Provided courtesy of PREMIER SOTHEBYS INT'L REALTY
2 Photos 7810 Spectrum Drive Kissimmee, FL 34747

7810 Spectrum Drive
Kissimmee, FL 34747
Spectrum At Reunion Ph 2
Residential

MLS# O6288571 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1704 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Spectrum At Reunion Ph 2

Exceptional Location with exclusive Reunion Guard-Gated Community. The Spectacular Townhome backs up to woods and nature in your backyard. Beautifu... 

More Details

$477,723
Provided courtesy of AAA GLOBAL VENTURES PA
41 Photos 2636 Reading Trail Kissimmee, FL 34746

2636 Reading Trail
Kissimmee, FL 34746
Cove At Storey Lake 5
Residential

MLS# O6288660 / Active
4 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 1902 Sqft
Area: 34746 - Kissimmee (west of Town), Subdivision: Cove At Storey Lake 5

Seller Motivated!! Turnkey Short-Term Rental in Storey Lake - Fully Furnished & Minutes from Disney! With already a lot of bookings until Christmas... 

More Details

$569,000
Provided courtesy of LA ROSA REALTY ORLANDO LLC
24 Photos 2661 Petition Lane Kissimmee, FL 34746

2661 Petition Lane
Kissimmee, FL 34746
Cove/storey Lake V
Residential

MLS# O6288699 / Active
6 Beds, 5.00 Total Baths, 5 Full Bath, 3291 Sqft
Area: 34746 - Kissimmee (west of Town), Subdivision: Cove/storey Lake V

Stunning 6-Bedroom Vacation Home in Cove at Storey Lake - Perfect for Long Term, or Short-Term Rentals!Discover this exceptional 6-bedroom, 5-bathr... 

More Details

$799,000
Provided courtesy of LPT REALTY, LLC
36 Photos 2774 Almaton Loop UNIT #101 Kissimmee, FL 34747

2774 Almaton Loop UNIT #101
Kissimmee, FL 34747
Ventura At Windsor Hills Condo Ph 3
Residential

MLS# O6289129 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1246 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Ventura At Windsor Hills Condo Ph 3

***TURNKEY & THEMED CONDO*** Come see this TASTEFULLY FURNISHED & THEMED condo in beautiful WINDSOR HILLS RESORT! This condo has been renovated by ... 

More Details

$335,000
Reduced -$24,000
Provided courtesy of REAL BROKER, LLC
59 Photos 2631 Archfeld Boulevard Kissimmee, FL 34747

2631 Archfeld Boulevard
Kissimmee, FL 34747
Windsor Hills Ph 05
Residential

MLS# O6289223 / Active
5 Beds, 5.00 Total Baths, 5 Full Bath, 2342 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor Hills Ph 05

Welcome to this pristine 5/5 in Windsor Hills, one of the most preferred locations for Disney visitors. This spacious, fully furnished, two-story v... 

More Details

$639,900
Provided courtesy of NEXTHOME LOCATION
27 Photos 2026 Cypress Bay Boulevard Kissimmee, FL 34743

2026 Cypress Bay Boulevard
Kissimmee, FL 34743
Cypress Lakes Townhomes Ph II Unit 1
Residential

MLS# O6289278 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1382 Sqft
Area: 34743 - Kissimmee, Subdivision: Cypress Lakes Townhomes Ph II Unit 1

Welcome to this beautifully updated 3-bedroom, 2.5-bathroom townhome with 1,382 sq ft of living space and a 1-car garage. This two-story residence ... 

More Details

$314,995
Provided courtesy of CENTRIC REALTY SERVICES LLC
99 Photos 2680 Lookout Lane Kissimmee, FL 34746

2680 Lookout Lane
Kissimmee, FL 34746
Bellalago Ph 3
Residential

MLS# O6289694 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3384 Sqft
Area: 34746 - Kissimmee (west of Town), Subdivision: Bellalago Ph 3

Welcome to 2680 Lookout Lane, a stunning and spacious home in the highly sought-after Bellalago community. This 4-bedroom, 3-bathroom residence off... 

More Details

$639,000
Reduced -$10,000
Provided courtesy of NONA LEGACY POWERED BY LA ROSA
40 Photos 2774 Almaton Loop UNIT #403 Kissimmee, FL 34747

2774 Almaton Loop UNIT #403
Kissimmee, FL 34747
Ventura At Windsor Hills Condo Ph 3
Residential

MLS# O6289813 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1246 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Ventura At Windsor Hills Condo Ph 3

Experience luxury living at its finest with this top-floor condo in the breathtaking Windsor Hills Resort, boasting the most spectacular view in th... 

More Details

$374,999
Reduced -$25,000
Provided courtesy of GLOBAL FLORIDA REALTY

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 08-03-2025 7:25 PM EST.

Any images related to data from the MLS is the sole property of the MLS and not the responsibility of the owner of this website. This real estate website and IDX data is hosted by IDX data is Powered & Hosted by Dynamic IDX, LLC Real Estate Web Solutions

The gated community homes above are brought to you by David Shippey REALTOR®.

Not finding what you are looking for? View all Kissimmee Homes for Sale here.

Related Searches

Gated Community Kissimmee Florida Homes For Sale.
Kissimmee Florida Gated Community Homes.
Gated Community Kissimmee FL Houses For Sale.
Gated Community Kissimmee FL Houses.