Below you can view all the homes for sale in the Seasons subdivision located in Kissimmee Florida. Listings in Seasons 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 Seasons, give us a call at 407-967-1435.

13 Results

Seasons Kissimmee Florida Homes For Sale

Seasons For Sale $405,000

Well-maintained home featuring lush landscaping, palm trees and bright red front door at 1175 Seasons Blvd, Kissimmee, FL 34746
Well-maintained home with a large driveway, two-car garage, and mature landscaping at 1175 Seasons Blvd, Kissimmee, FL 34746
An aerial view of a home with a screened-in pool and well-maintained lawn at 1175 Seasons Blvd, Kissimmee, FL 34746
On Market For 17 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1582

  • Year Built

    2005

  • $/SqFt

    $256

This home won’t last long—schedule your private showing today! EXP REALTY LLC.

Seasons For Sale $582,247

Charming two-story home featuring gray siding, stone accents, and a well-manicured front yard at 2943 Gavin Sky Dr, Kissimmee, FL 34744
Bright kitchen features white cabinets, stainless steel appliances, an island and stone countertops at 2943 Gavin Sky Dr, Kissimmee, FL 34744
Bright kitchen features white cabinets, stainless steel appliances and stone countertops at 2943 Gavin Sky Dr, Kissimmee, FL 34744
On Market For 58 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2025

  • $/SqFt

    $192

1x capital contribution fee of $500. THE REALTY EXPERIENCE POWERED BY LRR.

Seasons For Sale $580,881

Inviting two-story home with a two-car garage, stone accents, and red shutters at 2961 Gavin Sky Dr, Kissimmee, FL 34744
Modern kitchen with white cabinetry, stainless steel appliances, and an island with a sink at 2961 Gavin Sky Dr, Kissimmee, FL 34744
Stylish kitchen featuring white cabinets, quartz countertops, and stainless steel refrigerator at 2961 Gavin Sky Dr, Kissimmee, FL 34744
On Market For 58 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2025

  • $/SqFt

    $192

1x capital contribution fee of $500. THE REALTY EXPERIENCE POWERED BY LRR.

Seasons For Sale $557,404

Beautiful two-story home with a well-manicured lawn and attached two car garage, perfect for suburban living at 2967 Gavin Sky Dr, Kissimmee, FL 34744
Modern white kitchen featuring an island with quartz countertops, stainless steel appliances, and wood-look tile flooring at 2967 Gavin Sky Dr, Kissimmee, FL 34744
Modern white kitchen featuring an island with quartz countertops, stainless steel appliances, and wood-look tile flooring at 2967 Gavin Sky Dr, Kissimmee, FL 34744
On Market For 58 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2800

  • Year Built

    2025

  • $/SqFt

    $199

1x capital contribution fee of $500. THE REALTY EXPERIENCE POWERED BY LRR.

Seasons For Sale $504,325

Charming single-Gathering home with a well-manicured lawn and stone accents at 2985 Gavin Sky Dr, Kissimmee, FL 34744
Bright living room featuring tile floors and large windows that brings in natural light at 2985 Gavin Sky Dr, Kissimmee, FL 34744
Modern kitchen with white cabinetry, stainless steel appliances, and a large center island at 2985 Gavin Sky Dr, Kissimmee, FL 34744
On Market For 47 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2070

  • Year Built

    2025

  • $/SqFt

    $244

1x capital contribution fee of $500. THE REALTY EXPERIENCE POWERED BY LRR.

Seasons For Sale $485,000

Spacious living room featuring neutral carpet and a dining area at 1310 Seasons Blvd, Kissimmee, FL 34746
Inviting living room featuring a large window with lake views at 1310 Seasons Blvd, Kissimmee, FL 34746
Eat-in kitchen featuring granite countertops and modern barstool seating at 1310 Seasons Blvd, Kissimmee, FL 34746
On Market For 98 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1940

  • Year Built

    2004

  • $/SqFt

    $250

Home is currently being rented on short term rental. JACK KELLER INC.

Seasons Pended $585,929

Reduced By $2,954

Charming two-story home with stone accents, covered porch, and a two-car garage providing curb appeal at 1509 August Gray Dr, Kissimmee, FL 34744
Modern kitchen with stainless steel appliances, white cabinetry, quartz countertops, and a kitchen island at 1509 August Gray Dr, Kissimmee, FL 34744
Bright white kitchen featuring stainless steel appliances, ample cabinet space, and a sleek kitchen island at 1509 August Gray Dr, Kissimmee, FL 34744
On Market For 106 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2024

  • $/SqFt

    $193

1x capital contribution fee of $500. THE REALTY EXPERIENCE POWERED BY LRR.

Seasons For Sale $585,110

Bright, spacious kitchen with white cabinets, stainless steel appliances and island at 1455 August Gray Dr, Kissimmee, FL 34744
Kitchen with breakfast bar area leading to a large outdoor patio with lake view at 1455 August Gray Dr, Kissimmee, FL 34744
Bright bedroom with large windows and neutral-colored flooring at 1455 August Gray Dr, Kissimmee, FL 34744
On Market For 184 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2025

  • $/SqFt

    $193

1x capital contribution fee of $500. THE REALTY EXPERIENCE POWERED BY LRR.

Seasons For Sale $556,641

Bright kitchen featuring white cabinetry, stainless steel appliances, and quartz countertops at 1479 August Gray Dr, Kissimmee, FL 34744
Bright living space featuring a large sliding glass door with a beautiful water view at 1479 August Gray Dr, Kissimmee, FL 34744
Bright and airy living space showcasing multiple windows and neutral walls at 1479 August Gray Dr, Kissimmee, FL 34744
On Market For 184 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2800

  • Year Built

    2025

  • $/SqFt

    $199

1x capital contribution fee of $500. THE REALTY EXPERIENCE POWERED BY LRR.

Seasons For Sale $583,920

Bright laundry room with tile flooring and a white door at 1413 August Gray Dr, Kissimmee, FL 34744
Modern kitchen featuring white cabinets, stainless steel appliances, and a large island at 1413 August Gray Dr, Kissimmee, FL 34744
Modern kitchen with stainless steel appliances and white cabinets at 1413 August Gray Dr, Kissimmee, FL 34744
On Market For 285 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2024

  • $/SqFt

    $193

1x capital contribution fee of $500. THE REALTY EXPERIENCE POWERED BY LRR.

Seasons For Sale $582,867

Two-story home with neutral siding and a three-car garage at 1416 Maddie Berry Ln, Kissimmee, FL 34744
Modern kitchen with stainless steel appliances and white cabinets at 1416 Maddie Berry Ln, Kissimmee, FL 34744
Bright kitchen features stainless steel appliances and white cabinetry at 1416 Maddie Berry Ln, Kissimmee, FL 34744
On Market For 286 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2800

  • Year Built

    2024

  • $/SqFt

    $208

1x capital contribution fee of $500. THE REALTY EXPERIENCE POWERED BY LRR.

Seasons For Sale $559,950

Reduced By $3,711

Two-story house with gray garage and landscaping at 2918 Sharp Rd, Kissimmee, FL 34744
Modern kitchen with white cabinets, island, and stainless steel appliances at 2918 Sharp Rd, Kissimmee, FL 34744
Stainless steel appliances and white cabinetry in the kitchen at 2918 Sharp Rd, Kissimmee, FL 34744
On Market For 301 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2024

  • $/SqFt

    $185

1x capital contribution fee of $500. THE REALTY EXPERIENCE POWERED BY LRR.

Seasons For Sale $340,000

Reduced By $75,000

Single-Gathering home with two-car garage and manicured lawn at 1777 Flora Pass Pl, Kissimmee, FL 34747
Aerial view of single-Gathering home with paver driveway at 1777 Flora Pass Pl, Kissimmee, FL 34747
Single-Gathering home with two-car garage and landscaped yard at 1777 Flora Pass Pl, Kissimmee, FL 34747
*POTENTIAL GREAT VALUE
On Market For 462 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1557

  • Year Built

    2019

  • $/SqFt

    $218

You will have access to the restaurant, entertainment on Friday evening. VIVA ORLANDO REALTY INC..

  • 1

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407-967-1435 and speak with one of our real estate consultants.

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