David Shippey
863.521.4517

Kissimmee Luxury Homes for Sale

Your Kissimmee Luxury Home Search includes lakefront homes, large estate homes, executive homes in gated communities, and million dollar plus homes.

If you are looking to purchase luxury home in Kissimmee Florida, give David Shippey a call at 863-521-4517.

Modify Search Criteria

Displaying results 691-700 of 877
17 Photos 4261 Twilight Trail Kissimmee, FL 34746

4261 Twilight Trail
Kissimmee, FL 34746
Pleasant Hill Trails Unit 3
Residential

MLS# S5121344 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 3129 Sqft
Area: 34746 - Kissimmee (west of Town), Subdivision: Pleasant Hill Trails Unit 3

Very Unique, Gorgeous Custom-Built Home, situated on 5 acres of land, fenced with NO HOA. NO CDD fees. This amazing property features 3 bedrooms, D... 

More Details

$1,100,000
Provided courtesy of LA ROSA REALTY KISSIMMEE
67 Photos 8462 Secret Key Cove Kissimmee, FL 34747

8462 Secret Key Cove
Kissimmee, FL 34747
Emerald Island Resort
Residential

MLS# S5121458 / Active
6 Beds, 6.00 Total Baths, 5 Full Bath, 1 Half Bath, 2881 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Emerald Island Resort

Priced to sell. Setup a showing today. (Sold fully furnished.) (New upstairs AC replaced in 2024) (New pool heater in 2024) This over the top stunn... 

More Details

$639,900
Provided courtesy of AMERICAN IDEAL HOMES, LLC
64 Photos 7649 Wilmington Loop Kissimmee, FL 34747

7649 Wilmington Loop
Kissimmee, FL 34747
Reunion West Ph 1 West & Ament Ctr Rplt
Residential

MLS# S5121726 / Active
9 Beds, 9.00 Total Baths, 8 Full Bath, 1 Half Bath, 4630 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Reunion West Ph 1 West & Ament Ctr Rplt

Bring us an Offer! Great investment Property in Reunion's Encore Resort. 7649 Wilmington Loop is an investment opportunity that you do not want to ... 

More Details

$809,000
Reduced -$20,000
Provided courtesy of REMAX SUNSTATE REALTY
52 Photos 4602 Cumbrian Lakes Drive Kissimmee, FL 34746

4602 Cumbrian Lakes Drive
Kissimmee, FL 34746
Cumbrian Lakes Resort Ph 01
Residential

MLS# S5121846 / Active
5 Beds, 5.00 Total Baths, 3 Full Bath, 2 Half Bath, 2636 Sqft
Area: 34746 - Kissimmee (west of Town), Subdivision: Cumbrian Lakes Resort Ph 01

Welcome home to your Disney-area retreat, nestled just 15 minutes (14 miles) from the magic of Disney Parks in the serene Cumbrian Lakes community,... 

More Details

$522,500
Reduced -$2,500
Provided courtesy of FREEMAN REALTY SOLUTIONS LLC
75 Photos 385 Southfield Street Kissimmee, FL 34747

385 Southfield Street
Kissimmee, FL 34747
Reunion West Ph 4
Residential

MLS# S5122141 / Active
6 Beds, 7.00 Total Baths, 6 Full Bath, 1 Half Bath, 3317 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Reunion West Ph 4

Welcome to 385 Southfield St, Kissimmee, FL 34747, a stunning 6-bedroom, 6.5-bathroom luxury vacation home in the exclusive, 24-hour guarded gated ... 

More Details

$749,990
Reduced -$9
Provided courtesy of LA ROSA REALTY KISSIMMEE
28 Photos 2468 Varenna Loop Kissimmee, FL 34741

2468 Varenna Loop
Kissimmee, FL 34741
Tapestry Ph 5
Residential

MLS# S5122146 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 2941 Sqft
Area: 34741 - Kissimmee (downtown East), Subdivision: Tapestry Ph 5

One or more photo(s) has been virtually staged. Welcome to this exquisite 4-bedroom, 4-bathroom home located in the highly sought-after Tapestry co... 

More Details

$580,000
Reduced -$5,000
Provided courtesy of KELLER WILLIAMS REALTY AT THE LAKES
44 Photos 3920 Reed Grass Place Kissimmee, FL 34746

3920 Reed Grass Place
Kissimmee, FL 34746
Bellalago Ph 5j Sec 3
Residential

MLS# S5122155 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2883 Sqft
Area: 34746 - Kissimmee (west of Town), Subdivision: Bellalago Ph 5j Sec 3

Welcome to this beautifully crafted 4-bedroom, 3.5-bathroom home located in the sought after Bellalago community in Kissimmee, Florida. Built in 20... 

More Details

$619,990
Provided courtesy of LPT REALTY, LLC
10 Photos 3557 Valleyview Drive Kissimmee, FL 34746

3557 Valleyview Drive
Kissimmee, FL 34746
Bellalago Ph 3m
Residential

MLS# S5122239 / Active
4 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 3123 Sqft
Area: 34746 - Kissimmee (west of Town), Subdivision: Bellalago Ph 3m

Discover the perfect blend of luxury and comfort in this stunning 4-bedroom, 3.5-bathroom home located in the sought-after Bellalago community. Sit... 

More Details

$590,000
Provided courtesy of LA ROSA REALTY KISSIMMEE
38 Photos 1767 Smarts Rule Street Kissimmee, FL 34744

1767 Smarts Rule Street
Kissimmee, FL 34744
Tohoqua Ph 1b
Residential

MLS# S5122311 / Active
5 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 2764 Sqft
Area: 34744 - Kissimmee, Subdivision: Tohoqua Ph 1b

Come and enjoy the perfect home with the perfect lifestyle minutes walking distance from the Heart of it all. Beautifully located at the desirable ... 

More Details

$509,900
Reduced -$40,000
Provided courtesy of CHAMPIONS REALTY AND INVESTMENT INC
41 Photos 1565 Leaf Lane Kissimmee, FL 34744

1565 Leaf Lane
Kissimmee, FL 34744
Pennyroyal
Residential

MLS# S5122555 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2456 Sqft
Area: 34744 - Kissimmee, Subdivision: Pennyroyal

LESS THAN THREE YEARS OLD, this modern POND-SIDE 4 bed 3 bath Kissimmee home with PRIVATE SALTWATER POOL was built for Florida winds in a NO FLOOD ... 

More Details

$599,999
Reduced -$10,001
Provided courtesy of WEICHERT REALTORS HALLMARK PRO

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 07-28-2025 2:02 AM 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

David Shippey has been serving the Kissimmee Luxury Communities since 2005. If you are looking for the luxurious lakefront homes or one of Kissimmee’s Mansions, call David today to schedule a showing. 863-521-4517.

Specializing in; Lakefront Homes, Luxury Homes, Mansions, and Large Estates.