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 1221-1230 of 1267
24 Photos 2956 White Cedar Circle Kissimmee, FL 34741

2956 White Cedar Circle
Kissimmee, FL 34741
Windsor Point Ph 2
Residential

MLS# O6308924 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1796 Sqft
Area: 34741 - Kissimmee (downtown East), Subdivision: Windsor Point Ph 2

**This property qualifies for a credit up to $6,585 through the seller's preferred lender.** **JUST REDUCED and NEW APPLIANCES ADDED!!** Tucked awa... 

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$429,900
Reduced -$9,100
Provided courtesy of WEMERT GROUP REALTY LLC
31 Photos 2975 White Cedar Circle Kissimmee, FL 34741

2975 White Cedar Circle
Kissimmee, FL 34741
Windsor Point Ph 2
Residential

MLS# O6306395 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1560 Sqft
Area: 34741 - Kissimmee (downtown East), Subdivision: Windsor Point Ph 2

Welcome to this beautiful MOVE-IN READY home featuring 3 bedrooms, 2 bathrooms, and an OPEN-CONCEPT LAYOUT perfect for modern living. Nestled in th... 

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$399,000
Provided courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
74 Photos 2781 Almaton Loop UNIT #203 Kissimmee, FL 34747

2781 Almaton Loop UNIT #203
Kissimmee, FL 34747
Windsor/ventura
Residential

MLS# O6293346 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1246 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor/ventura

Cleverly renovated 3-bedroom, 2-bathroom condo with 1,246 square feet of living space located in the highly sought-after Windsor Hills community. T... 

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$349,900
Reduced -$4,100
Provided courtesy of MARTIN PROPERTY INVESTMENTS REALTY LLC
52 Photos 8900 Sydney Avenue Kissimmee, FL 34747

8900 Sydney Avenue
Kissimmee, FL 34747
Windsor/westside
Residential

MLS# O6316575 / Active
5 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 2263 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor/westside

Welcome to this FULLY BOOKED end-unit townhome in a 24-hour guard-gated, short-term rental/vacation community! This home is booked well in to 2026 ... 

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$535,000
Provided courtesy of DIAMOND REAL ESTATE GROUP
35 Photos 1935 Majorca Drive Kissimmee, FL 34747

1935 Majorca Drive
Kissimmee, FL 34747
Windsor/westside Ph 1
Residential

MLS# O6322434 / Active
5 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 2265 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor/westside Ph 1

Built in 2016 and fully furnished, this elegant two-story corner unit home spans 2,265 sq ft and features 5 bedrooms, 4.5 bathrooms, a one-car gara... 

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$430,000
Provided courtesy of RUSSU REALTY & ASSOCIATES PA
48 Photos 1909 Majorca Drive Kissimmee, FL 34747

1909 Majorca Drive
Kissimmee, FL 34747
Windsor/westside Ph 1
Residential

MLS# O6317534 / Active
5 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 2263 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor/westside Ph 1

Your Dream Vacation Townhome with Short Term Rental Options Awaits!Welcome to the perfect getaway at Windsor at Westside Resort a fully furnished, ... 

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$509,900
Provided courtesy of KELLER WILLIAMS WINTER PARK
56 Photos 8989 Rhodes Street Kissimmee, FL 34747

8989 Rhodes Street
Kissimmee, FL 34747
Windsor/westside Ph 1
Residential

MLS# O6308618 / Active
6 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 3142 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor/westside Ph 1

Turnkey Short-Term Rental | Fully Furnished | Proven Income GeneratorWelcome to this stunning, meticulously maintained 6-bedroom, 4.5-bathroom pool... 

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$650,000
Provided courtesy of EXP REALTY LLC
21 Photos 1662 Lima Avenue Kissimmee, FL 34747

1662 Lima Avenue
Kissimmee, FL 34747
Windsor/westside Ph 2b
Residential

MLS# O6276028 / Active
8 Beds, 6.00 Total Baths, 6 Full Bath, 4041 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor/westside Ph 2b

Back on the Market! Welcome to 1662 Lima Ave, an exquisite 8-bedroom, 6-bathroom residence nestled within the exclusive gated community of Windsor ... 

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$634,900
Provided courtesy of GPS PROPERTY GROUP, INC.
25 Photos 8882 Geneve Court Kissimmee, FL 34747

8882 Geneve Court
Kissimmee, FL 34747
Windsor/westside Ph 2b
Residential

MLS# C7511319 / Active
4 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 2102 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor/westside Ph 2b

Gorgeous residence or vacation/investment (unit is always full) Townhouse with 4 bedrooms, 3 baths, and a half bath with a private pool. FULLY FURN... 

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$469,000
Provided courtesy of KELLER WILLIAMS REALTY FT MYER
52 Photos 8920 Bengal Court Kissimmee, FL 34747

8920 Bengal Court
Kissimmee, FL 34747
Windsor/westside Ph 2b
Residential

MLS# O6144311 / Active
8 Beds, 6.00 Total Baths, 6 Full Bath, 4041 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor/westside Ph 2b

This beautiful 8 bedroom, 6 bathroom vacation home is located in one Central Florida's premier resort style communities: Windsor at Westside. The l... 

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$639,000
Reduced -$39,000
Provided courtesy of BAY STREET GROUP FLORIDA LLC

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