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 954 439 6446.

29 Results

Seasons Kissimmee Florida Homes For Sale

Seasons For Sale $601,649

Kitchen design options with white cabinets, quartz countertops, and black hardware at 1488 August Gray Dr, Kissimmee, FL 34744
Bright living room with light gray sectional sofa and large windows at 1488 August Gray Dr, Kissimmee, FL 34744
Living room featuring a sectional sofa, large TV, and a cozy atmosphere at 1488 August Gray Dr, Kissimmee, FL 34744
On Market For 38 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2024

  • $/SqFt

    $199

* 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 $590,432

Kitchen design options including cabinets, countertops, and flooring at 1485 August Gray Dr, Kissimmee, FL 34744
Bright living room with comfortable seating and large windows at 1485 August Gray Dr, Kissimmee, FL 34744
Modern kitchen with white cabinets, quartz countertops, and an island at 1485 August Gray Dr, Kissimmee, FL 34744
On Market For 61 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2025

  • $/SqFt

    $195

* 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 $584,654

Kitchen countertop and backsplash options with various cabinet and faucet samples at 1455 August Gray Dr, Kissimmee, FL 34744
Spacious living room with comfortable seating and large window at 1455 August Gray Dr, Kissimmee, FL 34744
Modern kitchen with white cabinets, an island, and black pendants at 1455 August Gray Dr, Kissimmee, FL 34744
On Market For 61 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2025

  • $/SqFt

    $193

* 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 Pended $583,568

Display of kitchen cabinet, countertop, and backsplash options at 1449 August Gray Dr, Kissimmee, FL 34744
Bright living room with a comfortable sectional sofa and large windows at 1449 August Gray Dr, Kissimmee, FL 34744
Modern kitchen with white cabinets, an island, and black pendant lights at 1449 August Gray Dr, Kissimmee, FL 34744
On Market For 52 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2025

  • $/SqFt

    $193

*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 $581,157

Selection of kitchen finishes including cabinets and flooring at 1473 August Gray Dr, Kissimmee, FL 34744
Bright and airy living room with comfortable seating at 1473 August Gray Dr, Kissimmee, FL 34744
Modern kitchen with white cabinets and large island at 1473 August Gray Dr, Kissimmee, FL 34744
On Market For 61 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2025

  • $/SqFt

    $192

* 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 $580,214

Selection of kitchen finishes including cabinets and countertops at 1461 August Gray Dr, Kissimmee, FL 34744
Light and airy living room with sectional sofa and large windows at 1461 August Gray Dr, Kissimmee, FL 34744
Modern kitchen with white cabinets and large island at 1461 August Gray Dr, Kissimmee, FL 34744
On Market For 61 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2024

  • $/SqFt

    $191

* 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 $556,641

Selection of kitchen and flooring materials at 1479 August Gray Dr, Kissimmee, FL 34744
Bright entryway with tile floors and a view of a bedroom at 1479 August Gray Dr, Kissimmee, FL 34744
Bright bedroom with a queen bed and large window at 1479 August Gray Dr, Kissimmee, FL 34744
On Market For 61 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2800

  • Year Built

    2025

  • $/SqFt

    $199

* 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 Pended $516,866

Display of kitchen design options, including flooring and countertops at 1497 August Gray Dr, Kissimmee, FL 34744
Modern kitchen with white cabinets, island, and stainless steel appliances at 1497 August Gray Dr, Kissimmee, FL 34744
Modern kitchen with white cabinets and stainless steel appliances at 1497 August Gray Dr, Kissimmee, FL 34744
On Market For 60 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2070

  • Year Built

    2025

  • $/SqFt

    $250

*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 $516,218

Kitchen features various countertop and backsplash options at 1467 August Gray Dr, Kissimmee, FL 34744
Modern kitchen with white cabinets, island, and stainless steel appliances at 1467 August Gray Dr, Kissimmee, FL 34744
Modern kitchen with white cabinets, gray countertops, and stainless steel appliances at 1467 August Gray Dr, Kissimmee, FL 34744
On Market For 61 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2070

  • Year Built

    2024

  • $/SqFt

    $249

*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 $509,855

Image showcases kitchen design options including countertops, cabinets, and flooring at 1491 August Gray Dr, Kissimmee, FL 34744
Modern kitchen with white cabinets, gray countertops, and an island with seating at 1491 August Gray Dr, Kissimmee, FL 34744
Modern kitchen with white cabinets, gray countertops, and stainless steel appliances at 1491 August Gray Dr, Kissimmee, FL 34744
On Market For 61 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2070

  • Year Built

    2025

  • $/SqFt

    $246

*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 $460,000

Reduced By $30,000

Two-story house with a two-car garage and lush green lawn at 945 Seasons Blvd, Kissimmee, FL 34746
Two-story house with a two-car garage and mature landscaping at 945 Seasons Blvd, Kissimmee, FL 34746
Two-story house with a two-car garage and well-maintained landscaping at 945 Seasons Blvd, Kissimmee, FL 34746
*POTENTIAL GREAT VALUE
On Market For 35 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2827

  • Year Built

    2005

  • $/SqFt

    $163

The Seller is giving $10,000 credit to the buyer. LA ROSA REALTY ORLANDO LLC.

Seasons For Sale $603,815

Cozy living room with comfortable sectional sofa and large windows at 1496 August Gray Dr, Kissimmee, FL 34744
Modern kitchen with white cabinets and a large island at 1496 August Gray Dr, Kissimmee, FL 34744
Modern kitchen features white cabinets, quartz countertops, and stylish backsplash at 1496 August Gray Dr, Kissimmee, FL 34744
On Market For 39 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2024

  • $/SqFt

    $199

* 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 $589,950

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 95 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2024

  • $/SqFt

    $195

*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 $549,950

Reduced By $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 115 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2800

  • Year Built

    2024

  • $/SqFt

    $196

This home has no rear neighbors and also offers 7" x 22" boxwood tile flooring. Tour today! THE REALTY EXPERIENCE POWERED BY LRR.

Seasons For Sale $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 43 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). THE REALTY EXPERIENCE POWERED BY LRR.

Seasons For Sale $583,669

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 162 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2024

  • $/SqFt

    $193

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

Seasons For Sale $582,457

Two-story home with neutral siding and a three-car garage at 1416 Maddie Berry Ln, Kissimmee, FL 34744
Bright entryway with tile flooring, stained wood staircase, and view to bedroom at 1416 Maddie Berry Ln, Kissimmee, FL 34744
Modern kitchen featuring stainless steel appliances and an island at 1416 Maddie Berry Ln, Kissimmee, FL 34744
On Market For 163 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2800

  • Year Built

    2024

  • $/SqFt

    $208

* 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 $585,314

Two-story house with gray siding, stone accents, and a three-car garage at 1446 Maddie Berry Ln, Kissimmee, FL 34744
Elegant entryway with glass door and staircase at 1446 Maddie Berry Ln, Kissimmee, FL 34744
Modern kitchen with stainless steel appliances and an island at 1446 Maddie Berry Ln, Kissimmee, FL 34744
On Market For 165 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2800

  • Year Built

    2024

  • $/SqFt

    $209

* 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 Pended $459,753

Reduced By $14,427

House exterior with red shutters and stone accents at 1456 August Gray Dr, Kissimmee, FL 34744
One story home with gray siding, red shutters, and stone accents at 1456 August Gray Dr, Kissimmee, FL 34744
Modern kitchen with white cabinets, quartz countertops, and stainless steel appliances at 1456 August Gray Dr, Kissimmee, FL 34744
On Market For 164 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1700

  • Year Built

    2024

  • $/SqFt

    $270

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

Seasons For Sale $515,492

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 169 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2070

  • Year Built

    2024

  • $/SqFt

    $249

A laundry room and a fourth bedroom with its own private bath complete the home. THE REALTY EXPERIENCE POWERED BY LRR.

Seasons For Sale $582,030

Selection of kitchen finishes including countertops and flooring at 2918 Sharp Rd, Kissimmee, FL 34744
Modern kitchen with white cabinets, an island, and pendant lighting at 2918 Sharp Rd, Kissimmee, FL 34744
White kitchen cabinets and countertops with a built in pantry at 2918 Sharp Rd, Kissimmee, FL 34744
On Market For 178 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2024

  • $/SqFt

    $192

*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 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 192 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 $562,302

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 222 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2800

  • Year Built

    2024

  • $/SqFt

    $201

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

Seasons Pended $498,629

Kitchen features white cabinets, quartz countertops, and stainless steel appliances at 2942 Sharp Rd, Kissimmee, FL 34744
Modern kitchen with white cabinets, an island, and stainless steel appliances at 2942 Sharp Rd, Kissimmee, FL 34744
White shaker cabinets, gray countertops, and stainless steel appliances in this kitchen at 2942 Sharp Rd, Kissimmee, FL 34744
On Market For 48 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2070

  • 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). THE REALTY EXPERIENCE POWERED BY LRR.

Seasons Pended $364,950

Reduced By $9,538

Two-story home with stone accents and landscaping at 1519 Axel Graeson Ave, Kissimmee, FL 34744
Bright living room with tile floors and neutral walls at 1519 Axel Graeson Ave, Kissimmee, FL 34744
Kitchen with island, stainless steel appliances, and access to backyard at 1519 Axel Graeson Ave, Kissimmee, FL 34744
On Market For 190 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1515

  • Year Built

    2024

  • $/SqFt

    $241

Included features: a covered entry; a relaxing living room; a smartly planned kitchen offering white cabinets, a center island and an adjacent dining room; a main-floor powder room; a stunning primary suite showcasing a spacious walk-in closet and a private bath; two secondary bedrooms; a shared hall bath; an upstairs laundry and a cheerful covered patio. Tour today! THE REALTY EXPERIENCE POWERED BY LRR.

Seasons For Sale $364,950

Reduced By $9,027

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 226 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1515

  • Year Built

    2024

  • $/SqFt

    $241

Included features: a covered entry; an inviting living room; a beautiful kitchen boasting white cabinets, a center island and an adjacent dining room; a convenient powder room; a lavish primary suite offering a large walk-in closet and a private bath; two secondary bedrooms; a shared hall bath; a central laundry and a serene covered patio. Visit today! THE REALTY EXPERIENCE POWERED BY LRR.

Seasons For Sale $359,950

Reduced By $8,664

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 275 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1515

  • Year Built

    2024

  • $/SqFt

    $238

This could be your dream home! THE REALTY EXPERIENCE POWERED BY LRR.

Seasons Pended $549,950

Two-story house with beige and brown siding, stone accents, and a two-car garage at 3038 Sharp Rd, Kissimmee, FL 34744
Two-story house with beige and brown siding, stone accents, and a two-car garage at 3038 Sharp Rd, Kissimmee, FL 34744
Spacious bedroom with neutral carpeting and large windows at 3038 Sharp Rd, Kissimmee, FL 34744
*POTENTIAL GREAT VALUE
On Market For 148 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2024

  • $/SqFt

    $182

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

Seasons For Sale $365,000

Reduced By $50,000

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
On Market For 338 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1557

  • Year Built

    2019

  • $/SqFt

    $234

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

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