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.

26 Results

Seasons Kissimmee Florida Homes For Sale

Seasons Pended $512,227

Charming single-story home with stone accents, a two-car garage, and a well-maintained front yard at 2937 Gavin Sky Dr, Kissimmee, FL 34744
View Details 17 Photos
Charming single-story home with stone accents, a two-car garage, and a well-maintained front yard at 2937 Gavin Sky Dr, Kissimmee, FL 34744
Bright living room with tile flooring and a large window overlooking the green outdoors at 2937 Gavin Sky Dr, Kissimmee, FL 34744
Modern kitchen featuring white cabinets, stainless steel appliances, and a center island with a sink at 2937 Gavin Sky Dr, Kissimmee, FL 34744
On Market For 13 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2090

  • Year Built

    2025

  • $/SqFt

    $245

A laundry room and a fourth bedroom with its own private bath complete the home., Interior finishishes include 42'White Kitchen cabinets/Stainless Steel Appliances/Tile Flooring in all common areas/ Quartz Countertops in kitchen and mudroom THE REALTY EXPERIENCE POWERED BY LRR.

Seasons For Sale $579,247

Charming two-story home featuring gray siding, stone accents, and a well-manicured front yard at 2943 Gavin Sky Dr, Kissimmee, FL 34744
View Details 23 Photos
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 31 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2025

  • $/SqFt

    $191

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

Seasons For Sale $577,881

Inviting two-story home with a two-car garage, stone accents, and red shutters at 2961 Gavin Sky Dr, Kissimmee, FL 34744
View Details 24 Photos
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 31 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2025

  • $/SqFt

    $191

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

Seasons For Sale $554,404

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
View Details 21 Photos
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 31 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2800

  • Year Built

    2025

  • $/SqFt

    $198

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

Seasons Pended $508,291

Charming one-story home with a well-manicured lawn, stone accents, a covered entryway, and tasteful landscaping at 2955 Gavin Sky Dr, Kissimmee, FL 34744
View Details 21 Photos
Home design selections featuring tile, carpet, counter samples, white cabinet door, and black faucet against a subway tile backsplash at 2955 Gavin Sky Dr, Kissimmee, FL 34744
Modern kitchen with stainless steel appliances, white cabinets, an island with seating, and pendant lighting at 2955 Gavin Sky Dr, Kissimmee, FL 34744
Stylish kitchen featuring stainless steel appliances, white cabinetry, an island with seating, and elegant pendant lights at 2955 Gavin Sky Dr, Kissimmee, FL 34744
On Market For 27 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2090

  • Year Built

    2025

  • $/SqFt

    $243

*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 $504,325

Charming single-Gathering home with a well-manicured lawn and stone accents at 2985 Gavin Sky Dr, Kissimmee, FL 34744
View Details 18 Photos
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 50 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

Charming single-Gathering home with a two-car garage and a well-manicured front lawn at 1310 Seasons Blvd, Kissimmee, FL 34746
View Details 12 Photos
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 70 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

Beautiful two-story home featuring a well-manicured lawn and a two-car garage on a sunny day at 1509 August Gray Dr, Kissimmee, FL 34744
View Details 21 Photos
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 78 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 Pended $555,699

Reduced By $3,000

Charming two-story home with stone accents, a covered porch, and a two-car garage on a sunny day at 1503 August Gray Dr, Kissimmee, FL 34744
View Details 22 Photos
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 78 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2800

  • Year Built

    2025

  • $/SqFt

    $198

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

Seasons Pended $601,695

Charming two-story home features a two-car garage, teal shutters and door, and stone accents at 1488 August Gray Dr, Kissimmee, FL 34744
View Details 18 Photos
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 101 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 Pended $583,478

Charming two-story home featuring stone accents, a covered porch, and a well-maintained lawn at 1485 August Gray Dr, Kissimmee, FL 34744
View Details 23 Photos
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 156 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 $582,110

Charming two-story home with a two-car garage and well-maintained landscaping at 1455 August Gray Dr, Kissimmee, FL 34744
View Details 18 Photos
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 157 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 Pended $577,670

Two-story house with gray siding, stone accents, and a two-car garage at 1461 August Gray Dr, Kissimmee, FL 34744
View Details 26 Photos
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 153 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 $553,641

Charming two-story home features stone accents, two-car garage, and a well-manicured lawn at 1479 August Gray Dr, Kissimmee, FL 34744
View Details 17 Photos
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 157 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2800

  • Year Built

    2025

  • $/SqFt

    $198

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

Seasons Pended $603,861

Charming two-story home featuring a three-car garage and stone accents at 1496 August Gray Dr, Kissimmee, FL 34744
View Details 16 Photos
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 102 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 Pended $564,950

Reduced By $22,832

Two-story home with gray siding, stone accents, and a two-car garage at 1401 Levy Bend Dr, Kissimmee, FL 34744
View Details 19 Photos
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 190 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 $524,950

Reduced By $25,856

Two-story house with gray garage door and stone accents at 2978 Sharp Rd, Kissimmee, FL 34744
View Details 21 Photos
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 212 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2800

  • Year Built

    2024

  • $/SqFt

    $187

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

Seasons Pended $364,950

Reduced By $11,922

Two story home with red door and white siding at 1464 Erin Breeze Ln, Kissimmee, FL 34744
View Details 18 Photos
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 102 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 $580,920

Two-story home with stone accents and a two-car garage at 1413 August Gray Dr, Kissimmee, FL 34744
View Details 23 Photos
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 258 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2024

  • $/SqFt

    $192

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

Seasons For Sale $579,867

Two-story house with beige and white siding, stone accents, and a two-car garage at 1416 Maddie Berry Ln, Kissimmee, FL 34744
View Details 26 Photos
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 259 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2800

  • Year Built

    2024

  • $/SqFt

    $207

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

Seasons Pended $580,314

Two-story home with gray siding, stone accents, and a two-car garage at 1446 Maddie Berry Ln, Kissimmee, FL 34744
View Details 22 Photos
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 260 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2800

  • Year Built

    2024

  • $/SqFt

    $207

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

Seasons For Sale $568,950

Two-story house with gray garage door and stone accents at 2918 Sharp Rd, Kissimmee, FL 34744
View Details 23 Photos
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 274 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

A charming one-story house with stone accents and a covered porch at 2900 Sharp Rd, Kissimmee, FL 34744
View Details 19 Photos
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 214 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 Pended $526,950

Reduced By $4,283

Two-story house with gray siding, stone accents, and a two-car garage at 2930 Sharp Rd, Kissimmee, FL 34744
View Details 23 Photos
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 317 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2800

  • Year Built

    2024

  • $/SqFt

    $188

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

Seasons Pended $344,950

Reduced By $23,664

Two story townhome with gray siding and a red door at 1472 Erin Breeze Ln, Kissimmee, FL 34744
View Details 18 Photos
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 336 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 $350,000

Reduced By $65,000

Single-Gathering home with two-car garage and landscaped yard at 1777 Flora Pass Pl, Kissimmee, FL 34747
View Details 81 Photos
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 434 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1557

  • Year Built

    2019

  • $/SqFt

    $225

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

  • 1

Viewing HOMES 1 to 26 of 26

EasyStreet

Call to Schedule a Showing

(407) 477-6586

(407) 477-6586