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.

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Displaying results 361-370 of 879
83 Photos 111 E Monument Avenue UNIT #801 Kissimmee, FL 34741

111 E Monument Avenue UNIT #801
Kissimmee, FL 34741
Park View At City Centre Kiss Residence Condo
Residential

MLS# O6320369 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3577 Sqft
Area: 34741 - Kissimmee (downtown East), Subdivision: Park View At City Centre Kiss Residence Condo

PENTHOUSE PERFECTION MEETS DOWNTOWN RENAISSANCEDiscover the crown jewel of Historic Downtown Kissimmee - an architect-designed penthouse that redef... 

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$924,996
Reduced -$1
Provided courtesy of KELLER WILLIAMS CLASSIC
44 Photos 3105 Pastures Road Kissimmee, FL 34746

3105 Pastures Road
Kissimmee, FL 34746
Pastures the
Residential

MLS# S5113397 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3252 Sqft
Area: 34746 - Kissimmee (west of Town), Subdivision: Pastures the

This stunning property offers a spacious and versatile living experience, perfect for those who value both luxury and functionality. Situated on a ... 

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$975,000
Provided courtesy of DALTON WADE INC
41 Photos
Open House: Today 3:00pm - 6:00pm
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 ... 

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$575,000
Reduced -$24,999
Provided courtesy of WEICHERT REALTORS HALLMARK PRO
37 Photos 2910 Frontier Drive Kissimmee, FL 34744

2910 Frontier Drive
Kissimmee, FL 34744
Pine Oaks
Residential

MLS# O6294007 / Active
4 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 4664 Sqft
Area: 34744 - Kissimmee, Subdivision: Pine Oaks

Lakefront Luxury on 5 AG-Zoned Acres | 225 Ft on East Lake Toho | No HOA | Near Lake Nona & OIAUp to $10,000 toward buyers closing costs with prefe... 

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$1,999,000
Reduced -$190,000
Provided courtesy of EXP REALTY LLC
87 Photos 2921 Lake Tohopekaliga Boulevard Kissimmee, FL 34746

2921 Lake Tohopekaliga Boulevard
Kissimmee, FL 34746
Pleasant Hill Heights
Residential

MLS# O6320730 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2790 Sqft
Area: 34746 - Kissimmee (west of Town), Subdivision: Pleasant Hill Heights

Have you ever wanted to live on your very own property with an acre of land, Maybe 2 plus acres? How about a dock and a lake and let's throw in a s... 

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$774,900
Provided courtesy of RE/MAX PRIME PROPERTIES
39 Photos 2200 Pine Needle Trail Kissimmee, FL 34746

2200 Pine Needle Trail
Kissimmee, FL 34746
Pleasant Hill Lakes Unit 3
Residential

MLS# O6288284 / Active
6 Beds, 4.00 Total Baths, 4 Full Bath, 2905 Sqft
Area: 34746 - Kissimmee (west of Town), Subdivision: Pleasant Hill Lakes Unit 3

Multi-Generational Pool Home with Income-Producing Apartment on Over Half an Acre!Discover the perfect blend of space, flexibility, and investment ... 

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$600,000
Provided courtesy of NEXTHOME SOLUTIONS REALTY
26 Photos 3100 Pine Needle Trail Kissimmee, FL 34746

3100 Pine Needle Trail
Kissimmee, FL 34746
Pleasant Hill Lakes Unit 8
Residential

MLS# O6319215 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3578 Sqft
Area: 34746 - Kissimmee (west of Town), Subdivision: Pleasant Hill Lakes Unit 8

One or more photo(s) has been virtually staged. BRAND NEW ROOF! Welcome to this expansive and inviting home located on Pine Needle Trail in the hea... 

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$630,000
Provided courtesy of EXP REALTY LLC
73 Photos 3161 Appaloosa Court Kissimmee, FL 34746

3161 Appaloosa Court
Kissimmee, FL 34746
Pleasant Hill Trails Unit 2
Residential

MLS# S5122844 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 4557 Sqft
Area: 34746 - Kissimmee (west of Town), Subdivision: Pleasant Hill Trails Unit 2

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 ... 

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$1,050,000
Reduced -$50,000
Provided courtesy of REMAX PREMIER PROPERTIES
31 Photos 3150 Appaloosa Court Kissimmee, FL 34746

3150 Appaloosa Court
Kissimmee, FL 34746
Pleasant Hill Trails Unit 2
Residential

MLS# O6289250 / Active
5 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 3796 Sqft
Area: 34746 - Kissimmee (west of Town), Subdivision: Pleasant Hill Trails Unit 2

Welcome to this stunning home located on a peaceful cul-de-sac in Kissimmee. This beautiful property features a spacious open floor plan with overs... 

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$999,000
Provided courtesy of BEYCOME OF FLORIDA LLC
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... 

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$1,100,000
Provided courtesy of LA ROSA REALTY KISSIMMEE

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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.