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 407-477-6586.

24 Results

Seasons Kissimmee Florida Homes For Sale

Seasons For Sale $499,325

Reduced By $625

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 19 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2070

  • Year Built

    2025

  • $/SqFt

    $241

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 39 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 For Sale $578,929

Reduced By $9,954

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 46 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2024

  • $/SqFt

    $191

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

Seasons For Sale $548,699

Reduced By $10,000

Beautiful two-story home with stone accents, a covered porch, and a two-car garage at 1503 August Gray Dr, Kissimmee, FL 34744
Modern kitchen featuring white cabinets, a large island, stainless steel appliances, and dark hardware at 1503 August Gray Dr, Kissimmee, FL 34744
Bright kitchen with white cabinets, stainless steel appliances, quartz countertops, and wood flooring at 1503 August Gray Dr, Kissimmee, FL 34744
On Market For 46 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2800

  • Year Built

    2025

  • $/SqFt

    $196

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

Seasons Pended $601,695

Modern kitchen features white cabinetry, a center island, quartz countertops, and stainless steel appliances at 1488 August Gray Dr, Kissimmee, FL 34744
Open kitchen and dining area lead to backyard patio through sliding glass doors at 1488 August Gray Dr, Kissimmee, FL 34744
Bright, spacious bedroom with tile floors and multiple windows providing natural light at 1488 August Gray Dr, Kissimmee, FL 34744
On Market For 85 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2024

  • $/SqFt

    $199

Interior finishes include 42'White Kitchen cabinets/Stainless Steel Appliances/Tile Flooring in all common areas/ Quartz Countertops in kitchen and mudroom. HOA start-up fee of $500. THE REALTY EXPERIENCE POWERED BY LRR.

Seasons For Sale $580,478

Charming two-story home featuring stone accents, a covered porch, and a well-maintained lawn at 1485 August Gray Dr, Kissimmee, FL 34744
Bright kitchen features white cabinetry, stainless steel appliances, a center island with a sink, and ample counter space at 1485 August Gray Dr, Kissimmee, FL 34744
Modern kitchen showcasing white cabinets, stainless steel appliances, an electric range, and a functional island sink at 1485 August Gray Dr, Kissimmee, FL 34744
On Market For 125 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 $575,110

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 125 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2025

  • $/SqFt

    $190

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

Seasons For Sale $570,670

Two-story house with gray siding, stone accents, and a two-car garage at 1461 August Gray Dr, Kissimmee, FL 34744
Modern kitchen with white cabinets, quartz countertops, and stainless steel appliances at 1461 August Gray Dr, Kissimmee, FL 34744
Stainless steel appliances and white cabinets in a modern kitchen at 1461 August Gray Dr, Kissimmee, FL 34744
On Market For 125 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2024

  • $/SqFt

    $188

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

Seasons For Sale $546,641

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 125 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2800

  • Year Built

    2025

  • $/SqFt

    $195

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

Seasons For Sale $500,405

Bright living room with wood-look tile floors and large window offering ample natural light at 1491 August Gray Dr, Kissimmee, FL 34744
Modern kitchen featuring white cabinets, stainless steel appliances, and a center island with a sink at 1491 August Gray Dr, Kissimmee, FL 34744
Close-up of kitchen featuring stainless steel microwave and stove with quartz countertops at 1491 August Gray Dr, Kissimmee, FL 34744
On Market For 125 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2070

  • Year Built

    2025

  • $/SqFt

    $242

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

Seasons Pended $603,861

Bright kitchen with white cabinets, stainless steel appliances and center island at 1496 August Gray Dr, Kissimmee, FL 34744
Spacious kitchen with white cabinetry, stainless steel appliances, and a large center island at 1496 August Gray Dr, Kissimmee, FL 34744
Living room featuring wood-look flooring, natural light and neutral paint at 1496 August Gray Dr, Kissimmee, FL 34744
On Market For 103 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2024

  • $/SqFt

    $199

This home also offers ceramic tile flooring in select rooms. Tour today! THE REALTY EXPERIENCE POWERED BY LRR.

Seasons For Sale $564,950

Reduced By $22,832

Bright living room featuring a sectional sofa and large windows at 1401 Levy Bend Dr, Kissimmee, FL 34744
Modern kitchen with white cabinets, a large island, and quartz countertops at 1401 Levy Bend Dr, Kissimmee, FL 34744
White kitchen cabinets and quartz countertops, great for storage at 1401 Levy Bend Dr, Kissimmee, FL 34744
On Market For 159 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2024

  • $/SqFt

    $186

*SAMPLE PHOTOS Actual homes as constructed may not contain the features and layouts depicted and may vary from image(s). THE REALTY EXPERIENCE POWERED BY LRR.

Seasons For Sale $529,950

Reduced By $20,856

Two-story house with gray garage door and stone accents at 2978 Sharp Rd, Kissimmee, FL 34744
House entrance with stone accents and covered porch at 2978 Sharp Rd, Kissimmee, FL 34744
Modern kitchen with dark cabinets and white countertops at 2978 Sharp Rd, Kissimmee, FL 34744
On Market For 180 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2800

  • Year Built

    2024

  • $/SqFt

    $189

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

Seasons Pended $364,950

Reduced By $11,922

Kitchen and bathroom design options including cabinets, countertops, and flooring at 1464 Erin Breeze Ln, Kissimmee, FL 34744
Modern living room with comfortable seating and large windows at 1464 Erin Breeze Ln, Kissimmee, FL 34744
Modern dining area with round table and chairs, adjacent to living room at 1464 Erin Breeze Ln, Kissimmee, FL 34744
On Market For 86 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1515

  • Year Built

    2024

  • $/SqFt

    $241

* SAMPLE PHOTOS Actual homes as constructed may not contain the features and layouts depicted and may vary from image(s). HOA start-up fee of $500. THE REALTY EXPERIENCE POWERED BY LRR.

Seasons For Sale $573,920

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 226 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2024

  • $/SqFt

    $189

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

Seasons For Sale $572,867

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 227 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2800

  • Year Built

    2024

  • $/SqFt

    $205

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

Seasons For Sale $575,314

Two-story house with gray siding, stone accents, and a three-car garage at 1446 Maddie Berry Ln, Kissimmee, FL 34744
Modern kitchen features stainless steel appliances and an island with white cabinets at 1446 Maddie Berry Ln, Kissimmee, FL 34744
Stainless steel microwave and range sit above white cabinets in this kitchen at 1446 Maddie Berry Ln, Kissimmee, FL 34744
On Market For 229 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2800

  • Year Built

    2024

  • $/SqFt

    $205

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

Seasons Pended $489,950

Reduced By $7,448

Curb appeal of a single-Gathering home with gray siding and stone accents at 2924 Sharp Rd, Kissimmee, FL 34744
Bright foyer with tile flooring and access to other rooms at 2924 Sharp Rd, Kissimmee, FL 34744
Modern kitchen featuring white cabinets, stainless steel appliances, and an island at 2924 Sharp Rd, Kissimmee, FL 34744
On Market For 233 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2070

  • Year Built

    2024

  • $/SqFt

    $237

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

Seasons For Sale $569,950

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 242 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2024

  • $/SqFt

    $188

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

Seasons Pended $454,950

Reduced By $19,510

One-story house with stone accents, covered porch, and landscaping at 2900 Sharp Rd, Kissimmee, FL 34744
House exterior showcasing stone accents, covered porch, and a two car garage at 2900 Sharp Rd, Kissimmee, FL 34744
Simple bedroom with grey carpet and a window at 2900 Sharp Rd, Kissimmee, FL 34744
On Market For 198 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1700

  • Year Built

    2024

  • $/SqFt

    $268

This home also boasts tile flooring in select rooms. Tour today! THE REALTY EXPERIENCE POWERED BY LRR.

Seasons For Sale $529,950

Reduced By $1,283

Two-story house with gray siding, stone accents, and a two-car garage at 2930 Sharp Rd, Kissimmee, FL 34744
Modern kitchen with white cabinets, stainless steel appliances, and an island at 2930 Sharp Rd, Kissimmee, FL 34744
Stainless steel range and microwave installed above in white kitchen at 2930 Sharp Rd, Kissimmee, FL 34744
On Market For 286 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2800

  • Year Built

    2024

  • $/SqFt

    $189

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

Seasons Pended $354,950

Reduced By $19,027

Two-story house with gray siding and a yellow door at 1520 Erin Breeze Ln, Kissimmee, FL 34744
Living room with wood-look tile flooring and staircase at 1520 Erin Breeze Ln, Kissimmee, FL 34744
Kitchen with white cabinets, island, and stainless steel appliances at 1520 Erin Breeze Ln, Kissimmee, FL 34744
On Market For 290 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1515

  • Year Built

    2024

  • $/SqFt

    $234

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

Seasons Pended $344,950

Reduced By $23,664

Covered front porch with stone accents and a red door at 1472 Erin Breeze Ln, Kissimmee, FL 34744
Bright foyer with hardwood floors and staircase at 1472 Erin Breeze Ln, Kissimmee, FL 34744
Modern kitchen with white cabinets, quartz countertops, and stainless steel appliances at 1472 Erin Breeze Ln, Kissimmee, FL 34744
On Market For 339 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1515

  • Year Built

    2024

  • $/SqFt

    $228

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

Seasons For Sale $355,900

Reduced By $59,100

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
On Market For 403 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1557

  • Year Built

    2019

  • $/SqFt

    $229

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

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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 407-477-6586 and speak with one of our real estate consultants.

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