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Central Florida › Orlando Metro › Orlando Vacation Homes › Windsor At Westside Resort

Windsor At Westside Resort

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Windsor at Westside Resort near Disney WorldWindsor At Westside Resort is a gated resort of Single/Multi Family Homes and Townhomes in the West 192 area of Osceola County. Windsor At Westside Resort is in the 34747 zip code and located approximately 6 miles from Walt Disney World, 19 miles from Universal Studios, and 75 miles from Cocoa Beach. I-4, Hwy 192, Osceola Parkway, the Florida Turnpike and the 417 Expressway are easily accessible from Windsor At Westside Resort providing visitors with quick access to all points of interest within Orlando and the Central Florida region.

Resort amenities include:
Fishing, Fitness Center, Playground, Park, Clubhouse, Security, Spa/Hot Tub, Tennis Courts, Basketball Court, Waterfront Resort Pool Area with Waterslide and Lazy River, Restaurant and Bar, Marketplace, Game Room and Sand Volleyball Court.

Owners may choose to place their unit in a rental pool when not in use to generate income and/or to cover part or all of the owner fees. You may use 3rd Party rental management to handle reservations and the operation of your unit at Windsor At Westside Resort.

Windsor at Westside Resort Video

Vacation Homes Available in Windsor At Westside Resort

The majority of the homes in Windsor At Westside Resort were built 2015 to 2019 by Pulte Homes. The neighborhood features Florida architectural style properties with 3 to 10 bedrooms and 2 car garages. Homes typically range in size from approximately 2500 to 5000 square feet and most homes offer additional space such as: Family Room, Great Room, Inside Utility, Loft and Screened Pool. The majority of the homes were built using Block, Concrete construction and feature Tile roofs. From your home at Windsor At Westside Resort you will typically have a water, pool and/or trees view. Depending on where your property is positioned, you may also have a fantastic view of the night fireworks from the theme parks!

Call Us Now at 407-801-3286 and schedule your viewing of vacation homes for sale in Windsor At Westside Resort today!

Windsor At Westside Resort Homes for Sale

8811 Macapa Drive, Kissimmee image
8811 Macapa Drive, Kissimmee $680,000

Get your dream vacation at this beautiful lake front home with pool and spa located in the gorgeous Windsor at Westside Gated Resort. You and the guests get to enjoy all ...

  • 9 Beds
  • 6 Baths
  • Windsor/Westside Ph 2b SubDv.
  • 34747 Zip Code
2194 Tripoli Court, Kissimmee image
2194 Tripoli Court, Kissimmee $658,000

Very well-maintained 9 Bedrooms & 6 Bathrooms house at PERFECT community - Windsor at Westside! One of the most well-known vacation home communities in Orlando area! Amaz...

  • 9 Beds
  • 6 Baths
  • Windsor/Westside Ph 1 SubDv.
  • 34747 Zip Code
8897 Qin Loop, Kissimmee image
8897 Qin Loop, Kissimmee $639,000 ▼

Exquisitely appointed 5 star rated income producing 8 bed 6 bath Baymont model featuring a garage conversion 8 seat Star Wars themed theater with 80 inch screen, also has...

  • 8 Beds
  • 6 Baths
  • Windsor/Westside Ph 2a SubDv.
  • 34747 Zip Code
2107 Tripoli Court, Kissimmee image
2107 Tripoli Court, Kissimmee $610,000

This is the one! Across the street from the clubhouse. This immaculate 8 bedroom 6 bath home is ready for you and your guests. No detail was missed. This professional...

  • 8 Beds
  • 6 Baths
  • Windsor/Westside Ph 1 SubDv.
  • 34747 Zip Code
8877 Qin Loop, Kissimmee image
8877 Qin Loop, Kissimmee $605,000

In highly desirable community of Windsor At Westside! Oversized lot in a very unique loop. GREAT OPPORTUNITY TO OWN A VACATION HOME! Short term rental allowed with excell...

  • 8 Beds
  • 6 Baths
  • Windsor/Westside Ph 2a SubDv.
  • 34747 Zip Code
8805 Macapa Drive, Kissimmee image
8805 Macapa Drive, Kissimmee $599,000 ▼

Magnificent 8 Bedroom, 6 Bathroom Lakeview Home with Heated inground Pool & Spa Located in the sought-after Windsor at Westside! One of only a few non onlooked lake fron...

  • 8 Beds
  • 6 Baths
  • Windsor/Westside-Ph 2a SubDv.
  • 34747 Zip Code
1869 Gobi Drive, Kissimmee image
1869 Gobi Drive, Kissimmee $569,900 ▼

This is the only vacation home with water view for sale in Windsor at Westside, tastefully fully furnished with very good rental history, south-east facing pool & spa. Wa...

  • 9 Beds
  • 6 Baths
  • Windsor At Westside Ph 2a SubDv.
  • 34747 Zip Code
8800 Macapa Drive, Kissimmee image
8800 Macapa Drive, Kissimmee $565,000 ▼

Sensational 8 bedroom vacation home is looking for a new owner! This Amazing Busy Vacation Home is located in Windsor at Westside, one of the newest resorts in the area n...

  • 8 Beds
  • 6 Baths
  • Windsor/Westside Ph 2a SubDv.
  • 34747 Zip Code
1848 Nice Court, Kissimmee image
1848 Nice Court, Kissimmee $559,999

If you are looking for a vacation/investment house, don't miss this very well-maintained 8 Bedrooms & 6 Bathrooms house at a PERFECT community - Windsor at Westside! On...

  • 8 Beds
  • 6 Baths
  • Windsor/Westside-Ph 2a SubDv.
  • 34747 Zip Code
1836 Nice Court, Kissimmee image
1836 Nice Court, Kissimmee $559,000 ▲

This FULLY FURNISHED property sits perfectly on a beautiful corner lot and features 8 bedrooms and 6 full bathrooms. When you first walk in you will notice 2 bedrooms dow...

  • 8 Beds
  • 6 Baths
  • Windsor/Westside-Ph 2a SubDv.
  • 34747 Zip Code
8833 Rhodes Street, Kissimmee image
8833 Rhodes Street, Kissimmee $559,000

Magnificent 8 Bedroom, 6 Bathroom fully furnished TURNKEY vacation home with Heated In Ground Pool & Spa Located in the sought after GUARD GATED community of Windsor at W...

  • 8 Beds
  • 6 Baths
  • Windsor/Westside Ph 1 SubDv.
  • 34747 Zip Code
2171 Tripoli Court, Kissimmee image
2171 Tripoli Court, Kissimmee $549,900 ▼

Resort Style Living at it's finest! Come check out this 8 bedroom Vacation Home with a private pool in one of Orlando's Premier neighborhoods within minutes from Disney. ...

  • 8 Beds
  • 6 Baths
  • Windsor At Westside SubDv.
  • 34747 Zip Code
8829 Rhodes Street, Kissimmee image
8829 Rhodes Street, Kissimmee $549,000 ▼

Fantastic 8 Bedroom home at WINDSOR AT WESTSIDE! This beautiful turnkey vacation home with solid bookings in place is fully furnished and upgraded including granite count...

  • 8 Beds
  • 6 Baths
  • Windsor At Westside Ph 1 SubDv.
  • 34747 Zip Code
1945 Nice Court, Kissimmee image
1945 Nice Court, Kissimmee $535,000 ▼

Don't miss out on this 8 BEDROOM 6 BATH TUN-KEY VACATION HOME. This beautiful property built by Pulte homes comes fully furnished with professionally designed decor. This...

  • 8 Beds
  • 6 Baths
  • Windsor/Westside Ph 2a SubDv.
  • 34747 Zip Code
1667 Lima Avenue, Kissimmee image
1667 Lima Avenue, Kissimmee $529,999 ▼

An exquisite eight-bedroom, a six-bath house in the Windsor at Westside neighbourhood. Minutes to the excitement and adventure of Disney. One of the newest resort communi...

  • 8 Beds
  • 6 Baths
  • Windsor/Westside-Ph 2b SubDv.
  • 34747 Zip Code
8883 Qin Loop, Kissimmee image
8883 Qin Loop, Kissimmee $529,800

Hard to beat this newer turnkey vacation home in the gated neighborhood of Windsor at Westside! This well cared for pool home offers conservation views, EIGHT spacious be...

  • 8 Beds
  • 6 Baths
  • Windsor/Westside Ph 2a SubDv.
  • 34747 Zip Code
2145 Malta Terrace, Kissimmee image
2145 Malta Terrace, Kissimmee $529,000

**Get ready to say WOW - gorgeous home with room for all your family & friends!** Florida living at it’s finest in the desirable GUARD GATED community of Windsor at Wests...

  • 8 Beds
  • 6 Baths
  • Windsor/Westside Ph 1 SubDv.
  • 34747 Zip Code
1893 Gobi Drive, Kissimmee image
1893 Gobi Drive, Kissimmee $519,900 ▼

STUNNING LAKEVIEW HOME IN WINDSOR AT WESTSIDE! This beautiful 8 bedroom 6 bath turnkey vacation home is fully furnished with a beautiful upgraded custom furniture package...

  • 8 Beds
  • 6 Baths
  • Windsor At Westside SubDv.
  • 34747 Zip Code
2149 Malta Terrace, Kissimmee image
2149 Malta Terrace, Kissimmee $515,900 ▼

Is Disney Calling Your Name? Have you been looking for the perfect vacation home? This amazing home has everything you have been looking for. Interior features include bu...

  • 8 Beds
  • 6 Baths
  • Windsor/Westside Ph 1 SubDv.
  • 34747 Zip Code
8969 Rhodes Street, Kissimmee image
8969 Rhodes Street, Kissimmee $499,999

Fully furnished and professionally decorated, 6 Bedroom vacation home located in Windsor at Westside Resort. Windsor at Westside offers world class amenities while provid...

  • 6 Beds
  • 4 Baths
  • Windsor At Westside SubDv.
  • 34747 Zip Code
1836 Gobi Drive, Kissimmee image
1836 Gobi Drive, Kissimmee $499,000

WHY WAIT FOR A NEW HOME TO BE BUILT, when you can by a PERFECT, FULLY furnished/decorated by a professional interior designer? This is a turn-key home with NOTHING to be ...

  • 5 Beds
  • 5 Baths
  • Windsor/Westside Ph 2a SubDv.
  • 34747 Zip Code
9013 Rhodes St, Kissimmee image
9013 Rhodes St, Kissimmee $498,000 ▼

The Hideaway is a gorgeous six-bedroom vacation home with four and a half bathrooms very very close to the Club Hose, so there’s plenty of space to spread out and relax. ...

  • 6 Beds
  • 4 Baths
  • Windsor/Westside Ph 1 SubDv.
  • 34747 Zip Code
1944 Nice Court, Kissimmee image
1944 Nice Court, Kissimmee $484,999 ▼

LOWEST PRICE IN THE ENTIRE COMMUNITY, Single Family Home with private pool, and spa located in gated resort community with lazy river, resort pool, full bar, cafe, fitnes...

  • 8 Beds
  • 6 Baths
  • Windsor/Westside Ph 2a SubDv.
  • 34747 Zip Code
1720 Lima Avenue, Kissimmee image
1720 Lima Avenue, Kissimmee $479,900 ▲

Full Furnished and Professional interior design home in Windsor At Westside Resort. 5 bedrooms and 5.5 Bathrooms with game room and entertainment room. Beautiful screen e...

  • 5 Beds
  • 5 Baths
  • Windsor At Westside Ph 2a SubDv.
  • 34747 Zip Code
1884 Gobi Drive, Kissimmee image
1884 Gobi Drive, Kissimmee $460,800 ▼

This beautiful professionally decorated single family home is for sale in one of the best short term communities ever built in Orlando/Disney area. Don't miss this opport...

  • 5 Beds
  • 4 Baths
  • Windsor At Westside SubDv.
  • 34747 Zip Code
8937 Rhodes Street, Kissimmee image
8937 Rhodes Street, Kissimmee $459,000

Beautifully decorated 5BR fully furnished luxury villa with a gameroom! Located in phase 1 with close proximity to the clubhouse. Open floor plan with Master Suite on t...

  • 5 Beds
  • 5 Baths
  • Windsor/Westside Ph 1 SubDv.
  • 34747 Zip Code
9054 Rhodes Street, Kissimmee image
9054 Rhodes Street, Kissimmee $450,000 ▼

STOP LOOKING! You just found the best home in this community! Sellers recently vacated the property and it`s ready for you and your family to move in. Some of the furnitu...

  • 6 Beds
  • 4 Baths
  • Windsor/Westside Ph 1 SubDv.
  • 34747 Zip Code
1812 Gobi Drive, Kissimmee image
1812 Gobi Drive, Kissimmee $444,900 ▼

Rare find! Opportunity to own a Lakeshore Model on a desired lot and location steps away from all of the community amenities and lazy river! Home has 2 master suites one ...

  • 5 Beds
  • 5 Baths
  • Windsor At Westside-Ph 2a SubDv.
  • 34747 Zip Code
8988 Rhodes Street, Kissimmee image
8988 Rhodes Street, Kissimmee $439,000

Gorgeous luxury villa with five suites and a pool half bath. This home is just like new as it was used as the sellers second home. It is also located in phase 1 with clo...

  • 5 Beds
  • 5 Baths
  • Windsor At Westside SubDv.
  • 34747 Zip Code
8956 Adriatico Lane, Kissimmee image
8956 Adriatico Lane, Kissimmee — 8952 $379,000

*** INCOME POTENTIAL *** VACATION HOME FULLY FURNISHED. In Excellent condition and beautifully decorated this 5 Bedroom Townhome with a splash pool has all you need for s...

  • 5 Beds
  • 4 Baths
  • Windsor At Westside SubDv.
  • 34747 Zip Code
8900 Adriatico Lane, Kissimmee image
8900 Adriatico Lane, Kissimmee $364,000

WHY WAIT FOR A NEW HOME TO BE BUILT, when you can by a BRAND NEW, CORNER UNIT, FULLY furnished/decorated by a professional interior designer and RIGHT NEXT to the wonderf...

  • 5 Beds
  • 4 Baths
  • Windsor/Westside Ph 1 SubDv.
  • 34747 Zip Code
2003 Majorca Drive, Kissimmee image
2003 Majorca Drive, Kissimmee — 18 $363,800

Here is an immaculately kept, fully furnished and updated 5 bedroom and 4.5 bathroom, end unit, pool home in the gated community of Windsor at Westside which has a large ...

  • 5 Beds
  • 4 Baths
  • Windsor/Westside Ph 1 SubDv.
  • 34747 Zip Code
8932 Adriatico Lane, Kissimmee image
8932 Adriatico Lane, Kissimmee — N/A $355,000

This corner-unit house is located in top resort-style community in Kissimmee. The community is around 8000 square feet and offers gym, restaurant, game room, volleyball c...

  • 5 Beds
  • 4 Baths
  • Windsor/Westside Ph 1 SubDv.
  • 34747 Zip Code
1925 Majorca Drive, Kissimmee image
1925 Majorca Drive, Kissimmee — N/A $349,900 ▼

Turn Key and amazing! This 5 bed 4 and a half bath townhome is ready to welcome any homeowner or guest on vacation. Designer decorations and furnishings all included in t...

  • 5 Beds
  • 4 Baths
  • Windsor At Westside SubDv.
  • 34747 Zip Code
2054 Rome Drive, Kissimmee image
2054 Rome Drive, Kissimmee — Na $349,900 ▼

Windsor at Westside is Orlando's premier 5 star vacation resort! This town house is in the perfect location just steps away, from the massive 10,000 sq.ft clubhouse & rec...

  • 4 Beds
  • 3 Baths
  • Windsor At Westside Ph 1 Pb 23 Pg 112-118 Lot 29 SubDv.
  • 34747 Zip Code
8818 Geneve Court, Kissimmee image
8818 Geneve Court, Kissimmee — 8818 $349,000 ▼

*** PRICE REDUCED - Beautiful Townhome all furniture included, very well decorated and design. Located at Windsor Westside fase 2, with lake view from pool area. This pro...

  • 4 Beds
  • 3 Baths
  • Windsor/Westside-Ph 2b SubDv.
  • 34747 Zip Code
8814 Geneve Court, Kissimmee image
8814 Geneve Court, Kissimmee — Na $348,000 ▼

Don't miss out on this stunning townhouse! With granite counters, 4 bedrooms, a private pool, and a second living area, this home is sure to impress. In addition to this ...

  • 4 Beds
  • 3 Baths
  • Windsor/Westside-Ph 2b SubDv.
  • 34747 Zip Code
2010 Majorca Drive, Kissimmee image
2010 Majorca Drive, Kissimmee — 2010 $345,000 ▼

Stunning Spacious 5 bedroom Town house in the the absolutely amazing Resort of Windsor at Westside! This modern new property with South Facing private pool is sold turn ...

  • 5 Beds
  • 4 Baths
  • Windsor/Westside Ph 1 SubDv.
  • 34747 Zip Code
2002 Majorca Drive, Kissimmee image
2002 Majorca Drive, Kissimmee — Pulte Homes $345,000 ▼

Welcome to this fully furnished 5 BEDROOMS and 4/1 Bathrooms home in one of Orlando's top family rental destinations. Located in spectacular guard gated resort community ...

  • 5 Beds
  • 4 Baths
  • Windsor At Westside SubDv.
  • 34747 Zip Code
1931 Majorca Drive, Kissimmee image
1931 Majorca Drive, Kissimmee — / $342,000 ▼

This is a fully furnished resort-style vacation home being professionally decorated and have been properly maintained. The house is completely turnkey and ready to contin...

  • 5 Beds
  • 4 Baths
  • Windsor/Westside Ph 1 SubDv.
  • 34747 Zip Code
1949 Majorca Drive, Kissimmee image
1949 Majorca Drive, Kissimmee — 1949majorca $340,000 ▲

Beautiful Investment Pool Home located in the much sought after gated community of Windsor at Westside. Home is fully furnished and in great condition. The community offe...

  • 5 Beds
  • 4 Baths
  • Windsor At Westside SubDv.
  • 34747 Zip Code
1986 Majorca Drive, Kissimmee image
1986 Majorca Drive, Kissimmee — 1986 $329,900

Beautifully fully furnished vacation rental property with private pool, just minutes away from Walt Disney World Resort. The community amenities include 8000 square foot ...

  • 4 Beds
  • 3 Baths
  • Windsor/Westside Ph 1 SubDv.
  • 34747 Zip Code
9047 Rhodes Street, Kissimmee image
9047 Rhodes Street, Kissimmee — N/A $329,500

This modern Town home is located in one of the newest resort communities in the Kissimmee/Orlando area. Just 8 miles from Disney, and within easy reach to all the attract...

  • 4 Beds
  • 3 Baths
  • Windsor/Westside Ph 1 SubDv.
  • 34747 Zip Code
1987 Majorca Drive, Kissimmee image
1987 Majorca Drive, Kissimmee — N/A $329,000

4 bedroom, 4.5 bathroom Windsor at Westside townhome for sale- Windsor at Westside features short term rental properties available for daily/ weekly and monthly ren...

  • 4 Beds
  • 3 Baths
  • Windsor At Westside SubDv.
  • 34747 Zip Code
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Realtor David MyersDavid Myers 407-801-3286
Your Orlando Vacation Home Expert

Orlando Vacation Properties Buyers Guide

Orlando Vacation Homes

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