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Homes for Sale in Kissimmee FL – Windsor Hills Subdivision

Homes for Sale in Windsor Hills, Kissimmee FL. Our subdivision page is a thorough list of homes for sale in Windsor Hills that updates every day from the Multiple Listing Service (MLS®). Kissimmee is an outstanding city close to Disney Parks in Central Florida.  Windsor Hills has a great location, close to shopping, dining, schools, and attractions. Make this subdivision your new home. Or invest in a second home or vacation home in the growing city of Kissimmee.

Century 21 World Properties has been in business since 1998. We are prepared to help you own a fantastic home at this location. Please contact us for a professional home search and the friendly personal guidance you are looking for.

Do you own a home at Windsor Hills you wish to sell? Our Century 21 World Properties team is ready to achieve the highest possible price for your property, in reasonable marketing time. Experience the professional service we offer.

Century 21 World Properties is willing and ready to prepare a free professional and complete Market Analysis to help you decide if selling your home will meet your personal goals. The report that will include your Seller’s Net Sheet, that will show your proceeds from the sale. When you decide to list your home with us, your property will be showcased everywhere on the Internet, creating the exposure that will bring the best buyer for your home.

We are Century 21 World Properties and we list and we offer homes for sale in Kissimmee FL.  The Windsor Hills Subdivision, Kissimmee FL is served by our professional team. Contact Us today.

Address Map
Longitude : W82° 24' 8.5''
Latitude : N28° 19' 21''
Neighborhood
Gated
HOA Required
Vacation Homes
Club House
Ground Maintenance

Windsor Hills

Kissimmee, Florida 34747

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Residential For Sale

2605 DINVILLE STREET, KISSIMMEE, Florida 34747

6Bedroom(s)
4Bathroom(s)
39Picture(s)
2,812Sqft
What An Amazing Opportunity To Live The Vacation Lifestyle In One Of The Best Communities That Is Known Worldwide As The Heart Of Disney. There Are Only A Few Of The Brentwood Model On The Market But Only One That Is Directly Across From The Castle Themed Playground. This Home Was Just Recently Updated With New Interior Paint, Customized Modern Style Furnishing.
$399,900

Residential For Sale

7810 BEECHFIELD STREET, KISSIMMEE, Florida 34747

6Bedroom(s)
4Bathroom(s)
44Picture(s)
2,812Sqft
Make an appointment today to view this 6 bedroom/4 bathroom fully furnished single family home on a corner lot that is SOUTH FACING in the well known vacation resort community of Windsor Hills. Walking in is your formal living and dining rooms. Kitchen features granite and stainless steel refrigerator, range, microwave and dishwasher and this opens up to your living room.
$425,000

Residential For Sale

7664 COMROW STREET, KISSIMMEE, Florida 34747

3Bedroom(s)
2Bathroom(s)
11Picture(s)
1,390Sqft
A luxuriously 1ST FLOOR furnished and immaculately maintained move-in ready home in Coveted WindsorrnHills. This Five Star Resort Community is only minutes from Central Florida's World renowned Walt Disney Worldrntheme parks, Universal Studios, Sea World Water Adventure Parks, numerous golf courses, a vast array ofrnrestaurants and shopping.
$215,999

Residential For Sale

7783 TEASCONE BOULEVARD, KISSIMMEE, Florida 34747

5Bedroom(s)
5Bathroom(s)
46Picture(s)
2,297Sqft
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 Orlando has to offer. The security gated front entrance allows secure passage into the community.
$395,000

Residential lease For Rent

7684 SIR KAUFMANN COURT, KISSIMMEE, Florida 34747

3Bedroom(s)
3Bathroom(s)
14Picture(s)
1,440Sqft
Beautiful town home in the heart of Disney and close to great restaurants, golfing and shopping.Fully Furnished with the private pool! This property is 3 bedrooms and 3 bathrooms. Pool Maintenance is not included. Inquire now!rnWelcome to Windsor Hills. Fully Furnished townhouse with the private pool!This property is 3 bedrooms and 3 bathrooms.
$1,500

Residential For Sale

7659 FITZCLARENCE STREET, KISSIMMEE, Florida 34747

3Bedroom(s)
3Bathroom(s)
11Picture(s)
1,440Sqft
Own a desirable vacation Townhome at Windsor Hills Resort. This 3 Bedrooms, 3 Bathroom is completely turnkey for rentals! This townhouse is in a great location, giving it privacy and no direct rear neighbors. The kitchen and dining are in this two story town house makes it easy for relaxing and entertaining. Step out to the back screened patio with private pool.
$275,000

Residential For Sale

7753 GRASSENDALE STREET, KISSIMMEE, Florida 34747

5Bedroom(s)
5Bathroom(s)
38Picture(s)
2,494Sqft
Come see this well kept 5 bed 5 bath pool villa that's only minutes away from Disney. This home has 2 Master suites with walk in closets located on the first floor overlooking the Pool and Spa area. This lovely Windsor Hill villa is a fantastic short term rental home that also includes a games room, granite counter tops and stainless steel appliances in the kitchen and a south facing pool.
$415,000

Residential For Sale

2530 MANESHAW LANE, KISSIMMEE, Florida 34747

3Bedroom(s)
3Bathroom(s)
48Picture(s)
1,440Sqft
Located in the exclusive Windsor Hills community. This two story townhome features a spacious bedroom on the first floor, kitchen, dining / living room and a private heated pool with a screen enclosure. The second level offers two other bedrooms. high ceilings, washer and dryer.
$259,000

Residential For Sale

7690 SIR KAUFMANN COURT, KISSIMMEE, Florida 34747

3Bedroom(s)
3Bathroom(s)
51Picture(s)
1,440Sqft
The smartest vacation decision ever! Bookings are already in place for this fabulous, fully and tastefully furnished townhome. Appreciate the security of the gated and guarded community of Windsor Hills with luxury accommodations and easy access to all the attractions in Orlando and Kissimmee. Enjoy the privacy of your own heated pool, and the serenity of having no rear neighbors.
$265,000

Residential For Sale

2560 ARCHFELD BOULEVARD, KISSIMMEE, Florida 34747

6Bedroom(s)
4Bathroom(s)
43Picture(s)
2,812Sqft
Looking for the perfect Windsor Hills home? This is the one. This home features 6 bedrooms, 4 full bathrooms, a family lounge, a dining area, a private pool in a screened in lanai and a deluxe game room. This is the largest floor plan offered in Windsor Hills. This home has been recently updated and meticulously maintained.
$469,000

Residential For Sale

7652 SIR KAUFMANN COURT, KISSIMMEE, Florida 34747

3Bedroom(s)
3Bathroom(s)
28Picture(s)
1,416Sqft
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 facing paddle pool that has heating capability with no rear facing property allowing for ultimate privacy to relax and take in nature at its best.
$249,000

Residential For Sale

2692 MANESTY LANE, KISSIMMEE, Florida 34747

5Bedroom(s)
5Bathroom(s)
33Picture(s)
2,494Sqft
Attention investors! You now have the opportunity to own one of the top producing homes in Windsor Hills. This 5 bed 5 bath home is designed for performance from top to bottom. Gorgeous furnishings. En Suite bathrooms. Themed bedrooms. Fully converted air conditioned garage with arcade games and projection TV! Your guests will enjoy the beautiful Florida sun with this west facing pool and hot tub.
$499,999

Residential For Sale

7779 BASNETT CIRCLE, KISSIMMEE, Florida 34747

6Bedroom(s)
4Bathroom(s)
22Picture(s)
2,812Sqft
Beautiful 6 bedroom 4 bathroom Brentwood model home in the sort after gated community of Windsor Hills. Interior features includes a spacious formal living and dining area; family room/kitchen/dinette combo with sliding doors leading out to heated pool and spa area with covered lanai. This home is not overlooked to the rear and has privacy fence around the lower panels of the screened area.
$425,000

Residential For Sale

2635 DAULBY STREET, KISSIMMEE, Florida 34747

6Bedroom(s)
4Bathroom(s)
50Picture(s)
2,812Sqft
The most spectacular view awaits you in this 6 bedroom 4 bathroom home in the fantastic gated community of Windsor Hills. This two-story home features 1 bedroom downstairs, an open and spacious floor plan for the living room, kitchen, dining room and family room.
$499,950

Residential For Sale

2550 MANESHAW LANE, KISSIMMEE, Florida 34747

3Bedroom(s)
3Bathroom(s)
45Picture(s)
1,440Sqft
Looking for an immaculate West facing, garden view townhome in Windsor Hills? Look no further. Schedule a tour to view this lovely townhome. Immaculate, fully equipped, fully furnished townhome located in Windsor Hills, Kissimmee, just 2.5 miles from Disney World Resort and convenient for other attractions! Windsor Hills is regarded as one of the best vacation resorts in Central Florida.
$265,000

Residential For Sale

2583 MANESHAW LANE, KISSIMMEE, Florida 34747

3Bedroom(s)
3Bathroom(s)
48Picture(s)
1,440Sqft
Located in the sought after Windsor Hills Gated Community, this two story END UNIT townhome with private back and a few steps to the clubhouse is sure to please. Plenty of additional parking available. 3-bedroom, 3 bath property with Living/dining combo. Kitchen has breakfast bar & closet pantry. One bedroom is downstairs. Master is upstairs & has walk-in closet.
$265,000

Residential For Sale

7770 TOSTETH STREET, KISSIMMEE, Florida 34747

4Bedroom(s)
4Bathroom(s)
34Picture(s)
1,824Sqft
There are not many 4 bed south facing pool homes on a large corner lot in the popular Windsor hill's community, this home has both of these features . The home boasts 4 bedrooms and 4 bathrooms with a games room currently set up in the garage. This home features a large open floor plan with new tile throughout the home. BRAND NEW ROOF installed and a BRAND NEW POOL HEATER also installed last year.
$365,000

Residential For Sale

7677 FITZCLARENCE STREET, KISSIMMEE, Florida 34747

3Bedroom(s)
3Bathroom(s)
16Picture(s)
1,440Sqft
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 bathroom, with one of them downstairs. Large sliding doors from living room lead to private screened pool. Open kitchen/dining/living area.
$263,000

Residential For Sale

7664 SIR KAUFMANN COURT, KISSIMMEE, Florida 34747

3Bedroom(s)
3Bathroom(s)
20Picture(s)
1,440Sqft
Beautiful and tastefully decorated 3 bedroom, 3 bathroom, pool, townhouse in the much sought after Windsor Hills community. This home has been well maintained to the highest standard, and has a great rental history. The home features 2 bedrooms upstairs and 1 down, each with its own en-suite bathroom. The well equipped kitchen opens to the spacious living room complete with dinette.
$255,000

Residential For Sale

2589 ARCHFELD BOULEVARD, KISSIMMEE, Florida 34747

6Bedroom(s)
4Bathroom(s)
16Picture(s)
2,812Sqft
ATTENTION! rnBeautiful 6 bedroom 4 bath home is now for sale. Located minutes from the main Orlando's best attractions, this home is a perfect escape from the routine of daily life. Home is located in the state of art vacation community Windsor Hills Resort and is a piece of paradise that you, yes, you can now own. 6 gorgeous and modernly designed rooms are ready to accommodate any family.
$427,000

Residential For Sale

2631 ARCHFELD BOULEVARD, KISSIMMEE, Florida 34747

5Bedroom(s)
5Bathroom(s)
31Picture(s)
2,342Sqft
Welcome to Windsor Hills, One of Orlando's top rated Vacation and Resort Communities. Located just 15 minutes from Disney and International drive. Here you'll find entertainment for all! Come enjoy a relaxing poolside escape or a maybe day of fun at the splash pad.Community also has on site movie theater, gymnasium, and snack shop.
$389,900

Residential For Sale

2613 DAULBY STREET, KISSIMMEE, Florida 34747

6Bedroom(s)
4Bathroom(s)
23Picture(s)
2,812Sqft
Windsor Hills, Orlandos 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 received for calendar year 2019 and $35,000 already booked for upcoming calendar year 2020. While in this vacation home you will retain some of that same magical Disney World feeling you get while inside the theme parks.
$499,000

Residential lease For Rent

2519 MANESHAW LANE, KISSIMMEE, Florida 34747

3Bedroom(s)
3Bathroom(s)
28Picture(s)
1,440Sqft
Beautifully done townhome in the best community next to Disney. This is one you should check out before renting any other unit.
$2,917

Residential For Sale

7785 BASNETT CIRCLE, KISSIMMEE, Florida 34747

6Bedroom(s)
4Bathroom(s)
35Picture(s)
2,812Sqft
Spacious 6 bedroom with 2 master suites and 4 full bathrooms! **FURNISHED!** NEW ROOF!** Lovely vacation home in Windsor Hills close to Disney and major theme parks. Think about it you can live in the home full time or rent out to vacationers.
$399,900
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