Lora Pabst
EasyStreet Realty
REALTOR ®
(407) 718-3706
Email Lora

Below you can view all the homes for sale in the Windsor Hills subdivision located in Kissimmee Florida. Listings in Windsor Hills are updated daily from data we receive from the Orlando multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Windsor Hills, give us a call at 407 718 3706.

27 Results

Sort by:

Windsor Hills Kissimmee Florida Homes For Sale

Windsor Hills For Sale $467,000

7660 Otterspool St, Kissimmee, FL 34747

View Details 47 Photos

Modern living room featuring a stylish blue velvet sectional sofa at 7660 Otterspool St, Kissimmee, FL 34747

Open-concept living area with a kitchen island and comfortable seating at 7660 Otterspool St, Kissimmee, FL 34747

Spacious living room with a modern blue velvet sofa and bright, natural light at 7660 Otterspool St, Kissimmee, FL 34747

On Market For 2 Days

Bedrooms
3
Full Bath(s)
3
Sq. Ft.
1440
Year Built
2005
$/SqFt
$324

Currently used as a short term rental. EMPIRE NETWORK REALTY.

Windsor Hills For Sale $640,000

2683 Manesty Ln, Kissimmee, FL 34747

View Details 49 Photos

Relaxing screened-in pool area with a spa, lounge chairs, and covered patio, perfect for outdoor entertainment at 2683 Manesty Ln, Kissimmee, FL 34747

Bright kitchen with white cabinetry, modern appliances, and a cozy breakfast bar with seating at 2683 Manesty Ln, Kissimmee, FL 34747

Spacious living room featuring tile floors, a ceiling fan, and a comfortable sofa at 2683 Manesty Ln, Kissimmee, FL 34747

On Market For 4 Days

Bedrooms
5
Full Bath(s)
5
Sq. Ft.
2297
Year Built
2006
$/SqFt
$279

With high demand for vacation rentals in this community, this home provides the perfect blend of relaxation and investment potential. GLOBAL REAL ESTATE SERVICES IN.

Windsor Hills For Sale $624,999

7759 Basnett Cir, Kissimmee, FL 34747

Charming home entrance with a beautiful gray door, complemented by lush landscaping, creating a welcoming ambiance at 7759 Basnett Cir, Kissimmee, FL 34747

View Details 85 Photos

Inviting home exterior featuring a well-maintained lawn, mature tree, and a two-car garage for convenience at 7759 Basnett Cir, Kissimmee, FL 34747

Enjoy the screened-in pool and spa area, perfect for relaxation and entertainment at 7759 Basnett Cir, Kissimmee, FL 34747

Aerial view of house with screened in pool in a neighborhood; your dream vacation home at 7759 Basnett Cir, Kissimmee, FL 34747

On Market For 5 Days

Bedrooms
6
Full Bath(s)
4
Sq. Ft.
2812
Year Built
2005
$/SqFt
$222

Brand-new flooring 2-year Roof Two AC units ( AC is 2 years old) KELLER WILLIAMS REALTY SMART 1.

Windsor Hills For Sale $390,000

7659 Sir Kaufmann Ct, Kissimmee, FL 34747

View Details 44 Photos

Aerial view of townhomes showcasing a well-maintained community with landscaping and ample parking at 7659 Sir Kaufmann Ct, Kissimmee, FL 34747

Wide aerial shot of a townhome community displaying well-kept landscaping, roofs, and ample parking at 7659 Sir Kaufmann Ct, Kissimmee, FL 34747

Community aerial showcasing rooflines, landscaping, and parking with cityscape views in the distance at 7659 Sir Kaufmann Ct, Kissimmee, FL 34747

On Market For 6 Days

Bedrooms
3
Full Bath(s)
3
Sq. Ft.
1440
Year Built
2005
$/SqFt
$271

Experience the magic of Central Florida in a home that truly has it all! TOP FLORIDA HOMES.

Windsor Hills For Sale $669,000

7709 Comrow St, Kissimmee, FL 34747

View Details 100 Photos

Aerial view of the property showing proximity to the Windsor Hills Clubhouse and Reedy Lake at 7709 Comrow St, Kissimmee, FL 34747

Aerial view shows the property's proximity to the community's basketball, tennis, and BBQ areas at 7709 Comrow St, Kissimmee, FL 34747

Bright foyer with high ceilings, colorful walls, wood-look flooring, and a staircase leading to the upper level at 7709 Comrow St, Kissimmee, FL 34747

On Market For 7 Days

Bedrooms
5
Full Bath(s)
5
Sq. Ft.
2342
Year Built
2004
$/SqFt
$286

Windsor Hills has everything you’re looking for in a resort with a superb location and world-class amenities including a lagoon-style community pool, water park, movie theater, bar, onsite convenience store, water slides, fitness center, game room, and much more. LA ROSA REALTY LLC.

Windsor Hills For Sale $462,000

7670 Otterspool St, Kissimmee, FL 34747

Charming townhome featuring a light blue facade, black door, and lush landscaping with mature palm trees at 7670 Otterspool St, Kissimmee, FL 34747

View Details 46 Photos

Inviting open-concept living and dining area featuring modern decor, stylish furniture, and natural light at 7670 Otterspool St, Kissimmee, FL 34747

Open-concept living space with modern furniture, a large TV, and sleek finishes at 7670 Otterspool St, Kissimmee, FL 34747

Bright living room with comfortable seating, dining table, a large window with sheer curtains, and TV at 7670 Otterspool St, Kissimmee, FL 34747

On Market For 9 Days

Bedrooms
3
Full Bath(s)
3
Sq. Ft.
1440
Year Built
2005
$/SqFt
$321

Act now and make it yours! Currently used for short-term rentals. EMPIRE NETWORK REALTY.

Windsor Hills For Sale $710,000

7761 Tosteth St, Kissimmee, FL 34747

View Details 72 Photos

Close up of front door featuring well-kept lawn, neat shrubs and a two-car garage at 7761 Tosteth St, Kissimmee, FL 34747

Cozy living room boasts tile flooring, a comfortable sectional sofa and stylish decor at 7761 Tosteth St, Kissimmee, FL 34747

Bright living room with a large sectional sofa, entertainment center, and open layout at 7761 Tosteth St, Kissimmee, FL 34747

On Market For 13 Days

Bedrooms
6
Full Bath(s)
4
Sq. Ft.
2812
Year Built
2005
$/SqFt
$252

This property is currently used for short-term rentals. EMPIRE NETWORK REALTY.

Windsor Hills For Sale $545,000

7735 Teascone Blvd, Kissimmee, FL 34747

Charming single-story home features a two-car garage, neutral stucco facade, and well-manicured landscaping at 7735 Teascone Blvd, Kissimmee, FL 34747

View Details 32 Photos

Aerial view of the house showcasing its location within a neighborhood with manicured lawns and mature trees at 7735 Teascone Blvd, Kissimmee, FL 34747

Neighborhood aerial view with house location pin, showcasing community layout and proximity to local amenities at 7735 Teascone Blvd, Kissimmee, FL 34747

Scenic aerial of the neighborhood's houses and street layout with nearby lake and water park at 7735 Teascone Blvd, Kissimmee, FL 34747

On Market For 17 Days

Bedrooms
4
Full Bath(s)
4
Sq. Ft.
1878
Year Built
2006
$/SqFt
$290

Don’t miss this incredible investment and lifestyle opportunity—schedule your showing today! META ONE REALTY GROUP LLC.

Windsor Hills For Sale $639,000

2621 Archfeld Blvd, Kissimmee, FL 34747

View Details 30 Photos

Bright foyer features a console table with decorative artwork and offers a welcoming entrance at 2621 Archfeld Blvd, Kissimmee, FL 34747

Open-concept living area includes modern furnishings and seamless flow to the eat-in kitchen at 2621 Archfeld Blvd, Kissimmee, FL 34747

On Market For 18 Days

Bedrooms
5
Full Bath(s)
5
Sq. Ft.
2297
Year Built
2007
$/SqFt
$278

Recent upgrades include new vinyl flooring (2022), a new AC unit on the second floor (2022), and a new pool pump (2024). RATIO REAL ESTATE, LLC.

Windsor Hills Pended $589,000

2641 Daulby St, Kissimmee, FL 34747

View Details 96 Photos

Aerial view showcasing the home's location near a lake and community amenities at 2641 Daulby St, Kissimmee, FL 34747

Welcoming entryway with stylish decor, storage, and tile flooring at 2641 Daulby St, Kissimmee, FL 34747

Stylish entryway featuring chic decor, storage, and a bright, airy ambiance at 2641 Daulby St, Kissimmee, FL 34747

On Market For 18 Days

Bedrooms
4
Full Bath(s)
4
Sq. Ft.
1824
Year Built
2005
$/SqFt
$323

Don't miss your chance to own a piece of the magic—schedule your showing today! LA ROSA REALTY LLC.

Windsor Hills For Sale $455,000

7671 Otterspool St, Kissimmee, FL 34747

View Details 86 Photos

View of townhouse showcasing blue exterior, individual parking spots, and tidy landscaping at 7671 Otterspool St, Kissimmee, FL 34747

Bright living room with sliding glass doors to the pool, neutral flooring, and comfortable seating at 7671 Otterspool St, Kissimmee, FL 34747

Open-concept living area with kitchen bar, modern lighting, and comfortable furnishings at 7671 Otterspool St, Kissimmee, FL 34747

On Market For 20 Days

Bedrooms
3
Full Bath(s)
3
Sq. Ft.
1440
Year Built
2005
$/SqFt
$316

Don't miss your chance to own a piece of the magic—schedule your showing today! LA ROSA REALTY LLC.

Windsor Hills For Sale $650,000

2615 Pawnall St, Kissimmee, FL 34747

View Details 18 Photos

Bright and spacious entryway with tile floors and views to the living and dining areas at 2615 Pawnall St, Kissimmee, FL 34747

Living room with leather furniture, a large window and access to the pool area at 2615 Pawnall St, Kissimmee, FL 34747

Dining room with a large wood table and access to kitchen at 2615 Pawnall St, Kissimmee, FL 34747

On Market For 40 Days

Bedrooms
5
Full Bath(s)
5
Sq. Ft.
2494
Year Built
2007
$/SqFt
$261

Don’t miss this incredible opportunity to own a home in one of the most sought-after vacation communities in Central Florida! THE PROPERTY FIRM.

Windsor Hills Pended $635,000

7733 Teascone Blvd, Kissimmee, FL 34747

View Details 53 Photos

House in a residential neighborhood with a view of other homes and pools at 7733 Teascone Blvd, Kissimmee, FL 34747

Bright entryway with wood-look floors and a console table at 7733 Teascone Blvd, Kissimmee, FL 34747

Dining room with a glass-top table and modern chandelier at 7733 Teascone Blvd, Kissimmee, FL 34747

On Market For 6 Days

Bedrooms
5
Full Bath(s)
5
Sq. Ft.
2297
Year Built
2006
$/SqFt
$276

Call today for a home Preview! PREFERRED REAL ESTATE.

Windsor Hills Pended $395,950

2538 Renshaw St, Kissimmee, FL 34747

View Details 41 Photos

Private screened pool and patio area at 2538 Renshaw St, Kissimmee, FL 34747

Private screened pool and patio with access from sliding doors at 2538 Renshaw St, Kissimmee, FL 34747

On Market For 46 Days

Bedrooms
3
Full Bath(s)
3
Sq. Ft.
1440
Year Built
2004
$/SqFt
$275

Don't miss out on this amazing opportunity to own a piece of paradise just minutes from Disney World. SELECT ESTATES, LLC.

Windsor Hills Pended $424,900

2546 Renshaw St, Kissimmee, FL 34747

View Details 55 Photos

Two story house with driveway and landscaping, aerial view at 2546 Renshaw St, Kissimmee, FL 34747

Townhouses in a community setting with green space at 2546 Renshaw St, Kissimmee, FL 34747

On Market For 46 Days

Bedrooms
3
Full Bath(s)
3
Sq. Ft.
1440
Year Built
2004
$/SqFt
$295

Schedule your showing today and secure your place in Orlando’s most sought-after vacation community—before it’s gone! COMPASS FLORIDA, LLC.

Windsor Hills For Sale $750,000

2715 Manesty Ln, Kissimmee, FL 34747

View Details 75 Photos

Tan two-story house with a two-car garage and lush landscaping at 2715 Manesty Ln, Kissimmee, FL 34747

Open living room and dining area with tile floors and neutral colors at 2715 Manesty Ln, Kissimmee, FL 34747

Spacious living room with tile floors, neutral decor, and a view of the dining area at 2715 Manesty Ln, Kissimmee, FL 34747

On Market For 49 Days

Bedrooms
6
Full Bath(s)
4
Sq. Ft.
2812
Year Built
2006
$/SqFt
$267

This home has an excellent property management company in place to help with the continue rentals. TOP NATION REALTY ADVISORS.

Windsor Hills For Sale $640,000

2549 Archfeld Blvd, Kissimmee, FL 34747

Reduced By $10,000

View Details 62 Photos

Bird's eye view of house with pool and surrounding homes at 2549 Archfeld Blvd, Kissimmee, FL 34747

Aerial view of residential neighborhood with similar houses at 2549 Archfeld Blvd, Kissimmee, FL 34747

On Market For 49 Days

Bedrooms
5
Full Bath(s)
5
Sq. Ft.
2342
Year Built
2009
$/SqFt
$273

Convenient location, easy access to major highway I4, US 27, and US 192. Give yourself a tour! ALLIANCE REAL ESTATE GROUP.

Windsor Hills Pended $705,000

2659 Dinville St, Kissimmee, FL 34747

View Details 100 Photos

Spacious living room with gray sofas, patterned rug, and large windows at 2659 Dinville St, Kissimmee, FL 34747

Modern kitchen featuring stainless steel appliances and granite countertops at 2659 Dinville St, Kissimmee, FL 34747

Eat-in kitchen with white cabinets, granite counters, and view to living area at 2659 Dinville St, Kissimmee, FL 34747

On Market For 50 Days

Bedrooms
6
Full Bath(s)
4
Sq. Ft.
2812
Year Built
2006
$/SqFt
$251

Conveniently located just 1 mile from HWY 192, this home provides easy access to shopping, dining, I-4, and all the nearby theme parks. LA ROSA REALTY LLC.

Windsor Hills For Sale $645,000

7731 Comrow St, Kissimmee, FL 34747

View Details 17 Photos

Bright and airy foyer with tile floors, stylish decor, and view to staircase and dining area at 7731 Comrow St, Kissimmee, FL 34747

Elegant staircase with dark wood railings leading to the upper level at 7731 Comrow St, Kissimmee, FL 34747

Spacious living room with white sectional sofa, large windows, and view of the pool at 7731 Comrow St, Kissimmee, FL 34747

On Market For 95 Days

Bedrooms
5
Full Bath(s)
4
Sq. Ft.
2342
Year Built
2004
$/SqFt
$275

Windsor Hills is considered the most popular private rental community in Orlando. CINO INTERNATIONAL INC.

Windsor Hills Pended $599,950

2619 Archfeld Blvd, Kissimmee, FL 34747

Reduced By $9,550

View Details 62 Photos

Front entry with a gray door and a bench at 2619 Archfeld Blvd, Kissimmee, FL 34747

Bright and spacious entryway with staircase at 2619 Archfeld Blvd, Kissimmee, FL 34747

On Market For 124 Days

Bedrooms
5
Full Bath(s)
5
Sq. Ft.
2297
Year Built
2007
$/SqFt
$261

Don't miss out on this chance to own your slice of paradise! TEAM DONOVAN.

Windsor Hills For Sale $655,000

2615 Archfeld Blvd, Kissimmee, FL 34747

Reduced By $5,000

View Details 55 Photos

Gray front door entrance with lush landscaping at 2615 Archfeld Blvd, Kissimmee, FL 34747

On Market For 121 Days

Bedrooms
6
Full Bath(s)
4
Sq. Ft.
2812
Year Built
2008
$/SqFt
$233

This home is perfect for those seeking a blend of style, comfort, and relaxation in a highly desirable neighborhood—ready to enjoy from day one, as it comes fully furnished. EXP REALTY LLC.

Windsor Hills For Sale $629,500

2616 Bowring St, Kissimmee, FL 34747

Reduced By $10,000

View Details 58 Photos

Spacious living room with sectional sofa, large windows, and access to patio at 2616 Bowring St, Kissimmee, FL 34747

Inviting pool area with covered patio and lounge chairs at 2616 Bowring St, Kissimmee, FL 34747

Two-story house with a two-car garage and well-manicured lawn at 2616 Bowring St, Kissimmee, FL 34747

On Market For 151 Days

Bedrooms
5
Full Bath(s)
5
Sq. Ft.
2342
Year Built
2007
$/SqFt
$269

Future bookings can convey to new owner if desired. NEXTHOME LOCATION.

Windsor Hills Pended $639,950

7724 Comrow St, Kissimmee, FL 34747

Reduced By $35,050

View Details 95 Photos

Front entrance with two-car garage and landscaping at 7724 Comrow St, Kissimmee, FL 34747

Two-story house with two-car garage and landscaping at 7724 Comrow St, Kissimmee, FL 34747

Bright and spacious entryway with tile flooring at 7724 Comrow St, Kissimmee, FL 34747

On Market For 165 Days

Bedrooms
5
Full Bath(s)
5
Sq. Ft.
2342
Year Built
2004
$/SqFt
$273

5 bedrooms and 5 bathrooms Updated in 2023 New Roof 2024 HVAC in 2023 Private Pool & Spa Closed neighborhood to Disney property Gated Community Short Term Rental Revenue: 2023 Revenue 104k YTD 2024 $64,207, Same YTD 2023 $56,607. 11.8% increase in 2024 YTD. HOMECOIN.COM.

Windsor Hills For Sale $390,000

7663 Sir Kaufmann Ct, Kissimmee, FL 34747