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Windsor Hills Resort

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Windsor Hills Resort near Disney WorldWindsor Hills Resort is a gated resort of Condominiums, Single/Multi Family Homes and Townhomes in the West 192 area of Osceola County. Windsor Hills 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 Hills Resort providing visitors with quick access to all points of interest within Orlando and the Central Florida region.

Resort amenities include:
Resort Clubhouse Area with a Fitness Center, Game Room, Movie Theater, Restaurant, Bar and Waterpark Pool Area with Slides and Spa/Hot Tubs, Tennis, Basketball and Sand Volleyball Courts.

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 Hills Resort.

Vacation Homes Available in Windsor Hills Resort

The majority of the homes in Windsor Hills Resort were built 2005 to 2008 by Pulte Homes. The neighborhood features Spanish/Mediterranean, Contemporary and Florida architectural style properties with 3 to 6 bedrooms and 0 to 2 car garages. Homes typically range in size from approx 1246 to 2800 square feet and most homes offer additional space such as: Family Room, Inside Utility. The majority of the homes were built using Block, Brick, Stucco and Wood Frame construction and feature Shingle and Tile roofs. From your home at Windsor Hills Resort you will typically have a garden, trees/woods, water, city and/or pool 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 Hills Resort today!

Windsor Hills Resort Homes for Sale

2625 Daulby Street, Kissimmee image
2625 Daulby Street, Kissimmee $489,000 ▲

Very close to Disney entrance, approximately 2 miles away or 10 min away, this state-of-the-art Disney-themed 6 bedroom 4 bath lakefront pool home located on one of the b...

  • 6 Beds
  • 4 Baths
  • Windsor Hills Ph 02 SubDv.
  • 34747 Zip Code
7812 Beechfield Street, Kissimmee image
7812 Beechfield Street, Kissimmee $479,500 ▼

Beautiful 6 bedroom home in Windsor Hills Resort. A gorgeous Resort just 2 miles to Disney world that has been a popular vacation rental destination for the last 15 years...

  • 6 Beds
  • 4 Baths
  • Windsor Hills Ph 05 SubDv.
  • 34747 Zip Code
2613 Daulby Street, Kissimmee image
2613 Daulby Street, Kissimmee $479,000

Windsor Hills, Orlando's closest five star community to Walt Disney world, invites you to see one of Orlandos most sought after vacation rentals with $55,000 in revenue r...

  • 6 Beds
  • 4 Baths
  • Windsor Hills Ph 02 SubDv.
  • 34747 Zip Code
7751 Hockendale Street, Kissimmee image
7751 Hockendale Street, Kissimmee $460,000

Highly Desirable Brentwood Model, 6 bedroom, 4 full bath, is being sold FULLY FURNISHED and RENTAL READY!! Located in the GATED, RESORT of WINDSOR HILLS (ONLY 2 MILES TO...

  • 6 Beds
  • 4 Baths
  • Windsor Hills Ph 06 SubDv.
  • 34747 Zip Code
7733 Teascone Boulevard, Kissimmee image
7733 Teascone Boulevard, Kissimmee $450,000

An investors dream! This beautiful turnkey 5 bedroom 5 bathroom home with a converted garage and two complete themed bedrooms, comes with bookings! Walking distance to th...

  • 5 Beds
  • 5 Baths
  • Windsor Hills SubDv.
  • 34747 Zip Code
7755 Hockendale Street, Kissimmee image
7755 Hockendale Street, Kissimmee $430,000

Turn-Key property, ready to move in or to rent it as a Vacation Home. It the perfect investment property. It’s tastefully decorated with all the comforts of a home away ...

  • 6 Beds
  • 4 Baths
  • Windsor Hills Ph 06 SubDv.
  • 34747 Zip Code
2589 Archfeld Boulevard, Kissimmee image
2589 Archfeld Boulevard, Kissimmee $427,000

ATTENTION!! Beautiful 6BR/4BA home is now for sale. Located only minutes from the main Orlando attractions, this home is a perfect escape from the routine of daily life...

  • 6 Beds
  • 4 Baths
  • Windsor Hills Ph 7 SubDv.
  • 34747 Zip Code
7753 Hockendale Street, Kissimmee image
7753 Hockendale Street, Kissimmee $417,900 ▼

This Beautiful fully furnished 6 bedroom, 4 bath home with heated pool/spa is located in a gated resort community Windsor Hills It can fit your whole family or be used a...

  • 6 Beds
  • 4 Baths
  • Windsor Hills Ph 06 SubDv.
  • 34747 Zip Code
7758 Hockendale Street, Kissimmee image
7758 Hockendale Street, Kissimmee $395,000

MUST HAVE IT! This 4 bedroom/4 bathroom fully furnished has a GREAT area with a pool. Located in a great community very well located. Its a great community to vacation ho...

  • 4 Beds
  • 4 Baths
  • Windsor Hills Ph 06 SubDv.
  • 34747 Zip Code
2671 Manesty Lane, Kissimmee image
2671 Manesty Lane, Kissimmee $395,000

Space 6/bed 4/bath plus a separate flex room which can be used office or 7th bedroom. Fully furnished and tastefully decorated. 2 miles to Disney, amazing resort ameniti...

  • 6 Beds
  • 4 Baths
  • Windsor Hills Ph 03 SubDv.
  • 34747 Zip Code
7776 Basnett Circle, Kissimmee image
7776 Basnett Circle, Kissimmee $390,000

Attention!!! Beautiful 5 bedroom 5 baths can now be yours! Sold fully furnished and ready for vacation. The home features beautiful 5 bedrooms with modern decor, a game...

  • 5 Beds
  • 5 Baths
  • Windsor Hills Ph 03 SubDv.
  • 34747 Zip Code
2675 Manesty Lane, Kissimmee image
2675 Manesty Lane, Kissimmee $389,900

This beautiful, well maintained, 5 bed/5 bath, 2,342 sq.ft. home is fully furnished and features a private pool and spa with brick paver deck and screen enclosure. Addit...

  • 5 Beds
  • 5 Baths
  • Windsor Hills Ph 03 SubDv.
  • 34747 Zip Code
2627 Archfeld Boulevard, Kissimmee image
2627 Archfeld Boulevard, Kissimmee $385,000

This immaculate 4 bedroom 4 bathroom fully furnished pool home should be on your list to view, situated in the popular vacation rental community of Windsor Hills it is im...

  • 4 Beds
  • 4 Baths
  • Windsor Hills Ph 05 SubDv.
  • 34747 Zip Code
2526 Archfeld Boulevard, Kissimmee image
2526 Archfeld Boulevard, Kissimmee $385,000 ▼

THIS IS A STUNNING 5 BEDROOM 5 BATH POOL HOME located in the very popular Windsor Hills Resort within minutes of Disney World & Other Central Florida attractions... Upon ...

  • 5 Beds
  • 5 Baths
  • Windsor Hills Ph 07 SubDv.
  • 34747 Zip Code
7783 Teascone Boulevard, Kissimmee image
7783 Teascone Boulevard, Kissimmee $379,000 ▼

This beautiful vacation home is located only 3 miles from Disney on an elevated lot at the highest point of Windsor Hills. It is close to all of the attractions and fun O...

  • 5 Beds
  • 5 Baths
  • Windsor Hills SubDv.
  • 34747 Zip Code
7781 Teascone Boulevard, Kissimmee image
7781 Teascone Boulevard, Kissimmee $375,000

Luxurious house in one of the most desirable communities in Kissimmee. This fully furnished two story home, features two master bedrooms and a guest room downstairs, open...

  • 5 Beds
  • 5 Baths
  • Windsor Hills Ph 06 SubDv.
  • 34747 Zip Code
7758 Tosteth Street, Kissimmee image
7758 Tosteth Street, Kissimmee $374,900

This Impressively Decorated Vacation Home With The Most Popular Floor Plan Of It's Kind, Features 5 Bedroom Ensuites, South Facing Heated Pool And Spa For Ample Sunshine,...

  • 5 Beds
  • 5 Baths
  • Windsor Hills SubDv.
  • 34747 Zip Code
7723 Teascone Boulevard, Kissimmee image
7723 Teascone Boulevard, Kissimmee $370,000

Live a life you don't need a vacation from! Located in the most sought after resort & vacation community, just minutes from Disney... this open and stunning 5 bedroom, 5 ...

  • 5 Beds
  • 5 Baths
  • Windsor Hills Ph 03 SubDv.
  • 34747 Zip Code
7750 Teascone Boulevard, Kissimmee image
7750 Teascone Boulevard, Kissimmee $360,000 ▼

Here is your opportunity to own one of the small number of single story 4 bedroom 4 bathroom homes that were built in the gated resort of Windsor Hills. The home is being...

  • 4 Beds
  • 4 Baths
  • Windsor Hills Ph 06 SubDv.
  • 34747 Zip Code
7707 Comrow Street, Kissimmee image
7707 Comrow Street, Kissimmee $359,950

Phenomenal 4 Bedroom, 4 Bathroom Single-Family House located in the gated Windsor Hills. This fully furnished home provides an open floorplan with spacious living area, p...

  • 4 Beds
  • 4 Baths
  • Windsor Hills SubDv.
  • 34747 Zip Code
7654 Comrow Street Unit 305, Kissimmee image
7654 Comrow Street Unit 305, Kissimmee — 7654 $269,900 ▲

This must one of the very best positioned condos available anywhere directly overlooking the incredible Windsor Hills water park. A luxuriously furnished and immaculately...

  • 3 Beds
  • 2 Baths
  • Ventura / Windsor Hills SubDv.
  • 34747 Zip Code
7650 Comrow Street Unit 303, Kissimmee image
7650 Comrow Street Unit 303, Kissimmee — 8 $259,900 ▲

This must one of the very best positioned condos available anywhere directly overlooking the incredible Windsor Hills water park. A luxuriously furnished and immaculately...

  • 3 Beds
  • 2 Baths
  • Windsor Hills Condo / The Ventura At Windsor Hills SubDv.
  • 34747 Zip Code
2547 Renshaw Street, Kissimmee image
2547 Renshaw Street, Kissimmee $255,000 ▼

* REALTOR BONUS $2000 FOR FULL PRICE OFFER AND CLOSE BEFORE END JAN 2021. * End Unit, very well maintained 3 bed 3 bath pool home is located in the sought after Windsor H...

  • 3 Beds
  • 3 Baths
  • Windsor Hills Ph 02 SubDv.
  • 34747 Zip Code
7664 Fitzclarence Street, Kissimmee image
7664 Fitzclarence Street, Kissimmee — 7664 $254,900 ▼

This beautiful, well maintained, 3 bed/3bath, 1440 sq.ft. townhouse is fully furnished and features a private pool with brick paver deck and screen enclosure. The Windso...

  • 3 Beds
  • 3 Baths
  • Windsor Hills Ph 2 SubDv.
  • 34747 Zip Code
7690 Sir Kaufmann Court, Kissimmee image
7690 Sir Kaufmann Court, Kissimmee — 7690 $250,000 ▼

COVID has not stopped the vacationers!!! The smartest vacation decision ever! Bookings are already in place for this fabulous, fully and tastefully furnished townhome. ...

  • 3 Beds
  • 3 Baths
  • Windsor Hills Ph 02 SubDv.
  • 34747 Zip Code
7677 Fitzclarence Street, Kissimmee image
7677 Fitzclarence Street, Kissimmee — 7677 $250,000 ▼

Beautiful 3 Bedroom/3 Bath townhouse in vacation resort community of Windsor Hills. Could be a vacation home or primary residence. All bedrooms have their own private bat...

  • 3 Beds
  • 3 Baths
  • Windsor Hills Ph 02 SubDv.
  • 34747 Zip Code
7660 Comrow Street Unit 301, Kissimmee image
7660 Comrow Street Unit 301, Kissimmee — 725 $248,000

Welcome to your Recently Updated home away from home! This fully furnished 3 bed, 2 bath condo is perfect for the casual traveler, family getaways or extended stays if yo...

  • 3 Beds
  • 2 Baths
  • Ventura Windsor Hls P7 SubDv.
  • 34747 Zip Code
2586 Maneshaw Lane, Kissimmee image
2586 Maneshaw Lane, Kissimmee — Na $241,900 ▼

Located at desirable gated Windor Hills resort community, less than three miles away from Walt Disney World Resort and all the attractions of Kissimmee and Orlando. This ...

  • 3 Beds
  • 3 Baths
  • Windsor Hills Ph 02 SubDv.
  • 34747 Zip Code
2534 Maneshaw Lane, Kissimmee image
2534 Maneshaw Lane, Kissimmee — 2534 $240,000 ▼

Own your very own Home in the wonderful Resort of Windsor Hills. This spacious Townhome offers 3 Bedrooms and 3 Bathrooms, A Guest Bedroom with Bathroom Access is locate...

  • 3 Beds
  • 3 Baths
  • Windsor Hills Ph 04 SubDv.
  • 34747 Zip Code
2503 Maneshaw Lane, Kissimmee image
2503 Maneshaw Lane, Kissimmee — Na $239,900

This Townhouse has been recently upgraded with new laminate flooring in all the bedrooms. This unit is located in the great near Disney resort of Windsor Hills. This love...

  • 3 Beds
  • 3 Baths
  • Windsor Hills Ph 04 SubDv.
  • 34747 Zip Code
2526 Renshaw Street, Kissimmee image
2526 Renshaw Street, Kissimmee — 2526 $239,900 ▼

Just Reduced !! Well maintained townhome in the traditional 3/3 style in Windsor Hills, a premier community just minutes from Disney. Very Successful Vacation Rental Prop...

  • 3 Beds
  • 3 Baths
  • Windsor Hills Ph 02 SubDv.
  • 34747 Zip Code
7692 Sir Kaufmann Court, Kissimmee image
7692 Sir Kaufmann Court, Kissimmee $239,500 ▼

BACK ON THE MARKET!! NEW PRICE ON THIS STUNNING AND NEWLY RENOVATED TOWNHOME IN COVETED WINDSOR HILLS!!! Gorgeous design and upgrades galore in this 3 bedroom/3 bath town...

  • 3 Beds
  • 3 Baths
  • Windsor Hills Ph 02 SubDv.
  • 34747 Zip Code
7675 Comrow Street Unit 404, Kissimmee image
7675 Comrow Street Unit 404, Kissimmee — 7675 $235,000

BEAUTIFUL, WELL KEPT TOP FLOOR CONDO IN AMAZING WINDSOR HILLS COMMUNITY, ONE OF THE CLOSEST COMMUNITIES TO DISNEY! 3 bedroom 2 bath floorplan is perfect for the investor,...

  • 3 Beds
  • 2 Baths
  • Ventura At Windsor Hls Condo P5 SubDv.
  • 34747 Zip Code
7650 Comrow Street Unit 402, Kissimmee image
7650 Comrow Street Unit 402, Kissimmee — 7650 $229,900 ▲

Disney's nightly fireworks display can be enjoyed from the balcony of this great home located in the fabulous Windsor Hills Resort just minutes from Walt Disney World & o...

  • 2 Beds
  • 2 Baths
  • Ventura At Windsor Hills Condo, The Ph 8 SubDv.
  • 34747 Zip Code
2778 Almaton Loop Unit 203, Kissimmee image
2778 Almaton Loop Unit 203, Kissimmee — 2778 $229,900 ▲

A luxuriously furnished and immaculately maintained move-in ready home in Coveted Windsor Hills. This Five Star Resort Community is only minutes from Central Florida's Wo...

  • 3 Beds
  • 2 Baths
  • Ventura At Windsor Hills Ph 03 SubDv.
  • 34747 Zip Code
2813 Almaton Loop Unit 203, Kissimmee image
2813 Almaton Loop Unit 203, Kissimmee — 2813 $229,900 ▲

A luxuriously furnished and immaculately maintained move-in ready home in Coveted Windsor Hills. This Five Star Resort Community is only minutes from Central Florida's Wo...

  • 3 Beds
  • 2 Baths
  • Ventura At Windsor Hills / Windsor Hills SubDv.
  • 34747 Zip Code
2817 Almaton Loop Unit 203, Kissimmee image
2817 Almaton Loop Unit 203, Kissimmee — 2817 $229,900 ▲

A luxuriously furnished and immaculately maintained move-in ready home in Coveted Windsor Hills. This Five Star Resort Community is only minutes from Central Florida's Wo...

  • 3 Beds
  • 2 Baths
  • Ventura At Windsor Hills / Windsor Hills SubDv.
  • 34747 Zip Code
7652 Sir Kaufmann Court, Kissimmee image
7652 Sir Kaufmann Court, Kissimmee — - $229,900 ▼

GREAT LOCATION!! Very well preserved 3 Bed 3 Bath town home that could be an owner resident or income-producing fabulous investment. Property has a back screened in south...

  • 3 Beds
  • 3 Baths
  • Windsor Hills SubDv.
  • 34747 Zip Code
2817 Almaton Loop Unit 104, Kissimmee image
2817 Almaton Loop Unit 104, Kissimmee — 2817 $220,000 ▼

Ground floor fully furnished condo zoned for short term rental. This attractive condo has a living room/dining room combo and split bedroom plan for its three bedrooms an...

  • 3 Beds
  • 2 Baths
  • Ventura, Windsor Hills SubDv.
  • 34747 Zip Code
7671 Comrow Street Unit 104, Kissimmee image
7671 Comrow Street Unit 104, Kissimmee — 7671 $220,000 ▼

Ground floor fully furnished condo zoned for short term rental. This attractive condo has a living room/dining room combo and split bedroom plan for its three bedrooms an...

  • 3 Beds
  • 2 Baths
  • Windsor Hills, Ventura SubDv.
  • 34747 Zip Code
2788 Almaton Loop Unit 303, Kissimmee image
2788 Almaton Loop Unit 303, Kissimmee — 8 $219,000

Beautiful fully furnished 3 bedrooms, 2 bathrooms condo unit in the gated short term rental community of Windsor Hills. 2 miles from Disney, at 192 kissimmee closed all ...

  • 3 Beds
  • 2 Baths
  • Windsor Hills SubDv.
  • 34747 Zip Code
2809 Almaton Loop Unit 305, Kissimmee image
2809 Almaton Loop Unit 305, Kissimmee — 2809 Almaton Loop $218,500

Well Maintained And Tastefully Furnished, This 3 Bedroom, 2 Bath Condo Is The Largest Size Floor Plan In Windsor Hills. Features Include Easy Care Ceramic Tile Throughout...

  • 3 Beds
  • 2 Baths
  • Windsor Hills, Ventua SubDv.
  • 34747 Zip Code
2788 Almaton Loop Unit 103, Kissimmee image
2788 Almaton Loop Unit 103, Kissimmee — 2788 $215,000 ▼

Great first floor corner unit in the great near Disney resort of Windsor Hills. This lovely 3 bedroom, 2 bathroom condo is fully furnished / custom decorated and ready fo...

  • 3 Beds
  • 2 Baths
  • Ventura Windsor Hills P1 SubDv.
  • 34747 Zip Code
2788 Almaton Loop Unit 105, Kissimmee image
2788 Almaton Loop Unit 105, Kissimmee — 2788 $213,000 ▼

Welcome to Windsor Hills, specifically the Ventura at Windsor Hills, an enclave of condominiums within the world-famous Windsor Hills Resort! This condo is located on the...

  • 3 Beds
  • 2 Baths
  • Ventura At Windsor Hills P1 SubDv.
  • 34747 Zip Code
2778 Almaton Loop Unit 101, Kissimmee image
2778 Almaton Loop Unit 101, Kissimmee — 2778 $209,000 ▼

This updated, tastefully furnished 3 bedroom 2 bathroom condo in Windsor Hills is the one you've been waiting for. With 1246 SF of living space plus a screened in patio m...

  • 3 Beds
  • 2 Baths
  • Ventura At Windsor Hills Ph 03 SubDv.
  • 34747 Zip Code
7675 Comrow Street Unit 302, Kissimmee image
7675 Comrow Street Unit 302, Kissimmee — 7675 $189,500 ▼

Must see this beautifully UPGRADED FULLY FURNISHED condo is just what you've been looking for. West Facing 2 bedroom 2 bathroom third floor unit, excellent for those bea...

  • 2 Beds
  • 2 Baths
  • Windsor Hills, Ventura At Windsor Hills SubDv.
  • 34747 Zip Code
7650 Comrow Street Unit 302, Kissimmee image
7650 Comrow Street Unit 302, Kissimmee — 8 $189,000 ▼

This beautifully updated full furnished condo is just what you've been looking for. Tasteful Disney decor and a themed bedroom makes this unit very popular for vacatione...

  • 2 Beds
  • 2 Baths
  • Ventura Windsor Hls P8 SubDv.
  • 34747 Zip Code
7671 Comrow Street Unit 102, Kissimmee image
7671 Comrow Street Unit 102, Kissimmee — 7671 $186,900

Rare opportunity to own an immaculate condo within the highly sought Windsor Hills Resort. This 2 bedroom, 2 bath condo is in a desirable location and near the pool/clubh...

  • 2 Beds
  • 2 Baths
  • Ventura At Windsor Hls Condo P5 SubDv.
  • 34747 Zip Code
2781 Almaton Loop Unit 202, Kissimmee image
2781 Almaton Loop Unit 202, Kissimmee — The Ventura $178,900 ▼

Come check this beautiful condominium out! Owner motivated. Great for an investor or first time home buyer. This 2 bedroom 2 bath has a great layout. Master suite has eno...

  • 2 Beds
  • 2 Baths
  • Ventura At Windsor Hills Ph 02 SubDv.
  • 34747 Zip Code
7671 Comrow Street Unit 302, Kissimmee image
7671 Comrow Street Unit 302, Kissimmee — 7671 $169,000

Fresh, open and bright... the words that come to mind with you step into this updated Windsor Hills condominium. This property conveys fully furnished and is accompani...

  • 2 Beds
  • 2 Baths
  • Ventura At Windsor Hls Condo P5 SubDv.
  • 34747 Zip Code
2813 Almaton Loop Unit 302, Kissimmee image
2813 Almaton Loop Unit 302, Kissimmee — 2813 Almaton Loop $168,000 ▼

Don't miss this chance to own a fabulous UNFURNISHED condo that fits your Florida lifestyle in the gated community of Windsor Hills! Inside, the Napa open floor plan maxi...

  • 2 Beds
  • 2 Baths
  • Ventura At Windsor Hills Ph 04 SubDv.
  • 34747 Zip Code

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