Below you can view all the homes for sale in the Four Seasons At Orlando subdivision located in Kissimmee Florida. Listings in Four Seasons At Orlando 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 Four Seasons At Orlando, give us a call at 407 718 3706.

21 Results

Four Seasons At Orlando Kissimmee Florida Homes For Sale

Four Seasons At Orlando For Sale $604,162

Stunning aerial view of a resort-style pool area with palm trees, sun loungers, and various amenities at 2168 Seagrass Pt # 424, Kissimmee, FL 34747
Overhead view of a community pool with palm trees, a clubhouse, and recreational facilities at 2168 Seagrass Pt # 424, Kissimmee, FL 34747
Elegant clubhouse with a porte-cochere entrance, well-maintained landscaping, and ample parking at 2168 Seagrass Pt # 424, Kissimmee, FL 34747
On Market For 6 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1969

  • Year Built

    2025

  • $/SqFt

    $307

The oversized lanai and 16' sliding glass door make the perfect place to host family and friends and make the most of beautiful evenings. K HOVNANIAN FLORIDA REALTY.

Four Seasons At Orlando For Sale $566,606

Detailed floor plan showcasing the layout of the primary suite, bedrooms, kitchen, and great room at 2192 Seagrass Pt # 427, Kissimmee, FL 34747
Aerial view of the community pool with palm trees, lounge chairs, and recreational amenities at 2192 Seagrass Pt # 427, Kissimmee, FL 34747
Overhead view of the resort-style community pool and clubhouse, with tennis courts and parking at 2192 Seagrass Pt # 427, Kissimmee, FL 34747
On Market For 6 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2029

  • Year Built

    2025

  • $/SqFt

    $279

The oversized lanai and 16' sliding glass door make the perfect place to host family and friends and make the most of beautiful evenings. K HOVNANIAN FLORIDA REALTY.

Four Seasons At Orlando For Sale $359,000

Exterior showcases lush lawn and landscaping with a paved driveway leading to the home's attached garage at 1830 Estuary Ln, Kissimmee, FL 34747
Home with manicured lawn and colorful landscaping, showcasing its well-maintained curb appeal under a clear blue sky at 1830 Estuary Ln, Kissimmee, FL 34747
Overhead view of homes near a golf course offering a picturesque community and neighborhood setting at 1830 Estuary Ln, Kissimmee, FL 34747
On Market For 11 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1557

  • Year Built

    2020

  • $/SqFt

    $231

****Currently the house has an FHA appraisal at $368,000 attached so plenty of room to get all closing cost paid! **** LUXE PROPERTIES LLC.

Four Seasons At Orlando For Sale $499,000

A home with a two-car garage and well-maintained front lawn with beautiful landscaping at 2087 Flora Pass Pl, Kissimmee, FL 34747
A beautiful house featuring a manicured lawn and inviting curb appeal at 2087 Flora Pass Pl, Kissimmee, FL 34747
Inviting entryway with a charming blue front door and brick pathway at 2087 Flora Pass Pl, Kissimmee, FL 34747
On Market For 15 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1778

  • Year Built

    2020

  • $/SqFt

    $281

This Home Offers An Assumable Mortgage To Qualified Buyer With A Very Low *interest Rate* VIVA ORLANDO REALTY INC..

Four Seasons At Orlando Pended $750,000

Bright foyer with decorative glass door, wood-look tile flooring, and contemporary light fixture at 1905 Estuary Ln, Kissimmee, FL 34747
Open foyer featuring wood-look tile, designer cabinet, and an opening into the living areas at 1905 Estuary Ln, Kissimmee, FL 34747
Bright entryway with tray ceiling, decorative console table, and view of the home's interior at 1905 Estuary Ln, Kissimmee, FL 34747
On Market For 31 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2754

  • Year Built

    2020

  • $/SqFt

    $272

Don't miss your chance to embrace the best of active adult living-schedule your private tour today! HOMEVEST REALTY.

Four Seasons At Orlando For Sale $515,000

Reduced By $15,000

Open-concept living space with a large island, dining area, and cozy seating at 2017 Flora Pass Pl, Kissimmee, FL 34747
Well-lit kitchen features white cabinets, stainless steel appliances, and a granite countertop island at 2017 Flora Pass Pl, Kissimmee, FL 34747
Bright, open kitchen with a large island and modern pendant lighting at 2017 Flora Pass Pl, Kissimmee, FL 34747
On Market For 31 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2202

  • Year Built

    2020

  • $/SqFt

    $234

Don’t miss this incredible opportunity—schedule your showing today! SELLER MOTIVATED KELLER WILLIAMS ADVANTAGE III.

Four Seasons At Orlando Pended $479,000

Reduced By $20,000

A beautifully landscaped single-Gathering home boasting a brick-paved driveway and a two-car garage at 1558 Whitewood Ct, Kissimmee, FL 34747
Charming home with a manicured lawn, complemented by lush landscaping, brick paved driveway, and two car garage at 1558 Whitewood Ct, Kissimmee, FL 34747
An inviting living room featuring wood-look tile flooring, stylish furniture, and a tastefully decorated wall at 1558 Whitewood Ct, Kissimmee, FL 34747
On Market For 30 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2042

  • Year Built

    2023

  • $/SqFt

    $235

Don't miss out on this fantastic opportunity to own a slice of paradise with all these remarkable features. Schedule your tour today! COMPASS FLORIDA LLC.

Four Seasons At Orlando For Sale $449,000

Open-concept kitchen with stainless steel appliances and a large center island with bar seating at 1873 Flora Pass Pl, Kissimmee, FL 34747
Screened-in pool area featuring a sparkling pool and serene view of the backyard at 1873 Flora Pass Pl, Kissimmee, FL 34747
Inviting entryway with brick-paved porch and a glimpse into the home's open layout at 1873 Flora Pass Pl, Kissimmee, FL 34747
On Market For 32 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1557

  • Year Built

    2021

  • $/SqFt

    $288

Just a few miles from Disney, Celebration and all that Central Florida has to offer, experience luxury living at its finest. COMPASS FLORIDA LLC.

Four Seasons At Orlando Pended $639,000

Reduced By $36,000

A well-maintained home with a gray exterior, brick driveway, and a two-car garage at 2304 Seagrass Pt, Kissimmee, FL 34747
A beautifully landscaped front yard accents this cozy gray home with a brick driveway and a two-car garage at 2304 Seagrass Pt, Kissimmee, FL 34747
A beautifully landscaped front yard accents this cozy gray home with a brick driveway and a two-car garage at 2304 Seagrass Pt, Kissimmee, FL 34747
On Market For 33 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2452

  • Year Built

    2024

  • $/SqFt

    $261

Seller Is Motivated, So Make Your Offer Today! KELLER WILLIAMS ELITE PARTNERS III REALTY.

Four Seasons At Orlando Pended $695,000

Beautiful single-story home featuring a paver driveway and a neatly landscaped front yard at 2116 Limestone Trl, Kissimmee, FL 34747
Inviting screened front entrance with a view into the foyer and a decorative floral arrangement at 2116 Limestone Trl, Kissimmee, FL 34747
Elegant hallway with hardwood floors, stylish lighting, and a view towards the kitchen at 2116 Limestone Trl, Kissimmee, FL 34747
On Market For 35 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2360

  • Year Built

    2023

  • $/SqFt

    $294

Stop by and visit our private gated community or call me for a private tour. VIVA ORLANDO REALTY INC..

Four Seasons At Orlando For Sale $650,000

Reduced By $10,000

Elegant community entrance with beautiful landscaping, decorative flowers and striking architecture at 2132 Limestone Trl, Kissimmee, FL 34747
Inviting hallway with decorative accents, light gray walls and wood flooring; perfect for welcoming guests at 2132 Limestone Trl, Kissimmee, FL 34747
Inviting foyer with decorative mirrors, a blue rug, and recessed lighting leading into the home at 2132 Limestone Trl, Kissimmee, FL 34747
On Market For 42 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2360

  • Year Built

    2023

  • $/SqFt

    $275

Don’t miss the opportunity to make this exceptional property your own! FOURSITE REALTY LLC.

Four Seasons At Orlando For Sale $455,900

Landscaped backyard with lush greenery and spacious lawn at 7637 Sand Pierre Ct, Kissimmee, FL 34747
Front entrance with a light green door and a brick walkway at 7637 Sand Pierre Ct, Kissimmee, FL 34747
Bright entryway with French doors, hardwood floors and shoe bench at 7637 Sand Pierre Ct, Kissimmee, FL 34747
On Market For 53 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1557

  • Year Built

    2022

  • $/SqFt

    $293

Close to Walt Disney World Resorts and the Theme Parks plus Margaritaville is remarkably close so you can enjoy restaurants and live entertainment. IMAGINATION REALTY, INC.

Four Seasons At Orlando For Sale $519,990

Reduced By $24,509

Covered patio with seating area, ceiling fan, and view of backyard at 2051 Flora Pass Pl, Kissimmee, FL 34747
Spacious kitchen with large island, white cabinets, and gray countertops at 2051 Flora Pass Pl, Kissimmee, FL 34747
Bright entryway with blue door, glass inserts, and console table at 2051 Flora Pass Pl, Kissimmee, FL 34747
On Market For 60 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1968

  • Year Built

    2021

  • $/SqFt

    $264

Whether you're looking for relaxation or an active social calendar, this home and community offer the best of both worlds. KELLER WILLIAMS REALTY AT THE LAKES.

Four Seasons At Orlando For Sale $390,000

Reduced By $15,000

Modern kitchen with white cabinets, quartz countertops, and a large island at 1987 Key Bay Trl, Kissimmee, FL 34747
White kitchen cabinets, gas cooktop, and gray hexagon backsplash at 1987 Key Bay Trl, Kissimmee, FL 34747
Open kitchen with white island, quartz countertops, and stainless steel appliances at 1987 Key Bay Trl, Kissimmee, FL 34747
On Market For 67 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1437

  • Year Built

    2023

  • $/SqFt

    $271

Don’t miss the chance to own this exceptional home in a vibrant 55+ community. Schedule your private tour today! KELLER WILLIAMS ADVANTAGE III.

Four Seasons At Orlando Pended $552,835

Reduced By $55,000

Open floor plan with gourmet kitchen, spacious great room, and primary suite at 2200 Seagrass Pt # 428, Kissimmee, FL 34747
Resort-style pool, tennis courts, and clubhouse in a community at 2200 Seagrass Pt # 428, Kissimmee, FL 34747
Community overview with pools, tennis courts, bocce ball, and clubhouse at 2200 Seagrass Pt # 428, Kissimmee, FL 34747
On Market For 72 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2063

  • Year Built

    2025

  • $/SqFt

    $268

The oversized lanai and 12' sliding glass door make the perfect place to host family and friends and make the most of beautiful evenings. K HOVNANIAN FLORIDA REALTY.

Four Seasons At Orlando For Sale $409,000

Reduced By $30,000

Relaxing pool and spa with screened enclosure and golf course view at 1867 Flora Pass Pl, Kissimmee, FL 34747
Inviting front entry with brick pavers, open doorway, and potted plants at 1867 Flora Pass Pl, Kissimmee, FL 34747
Open concept living and kitchen with gray cabinets and island at 1867 Flora Pass Pl, Kissimmee, FL 34747
On Market For 74 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1437

  • Year Built

    2021

  • $/SqFt

    $285

Just a few miles from Disney, Celebration and all that Central Florida has to offer, experience luxury living at its finest. COMPASS FLORIDA LLC.

Four Seasons At Orlando For Sale $300,000

Reduced By $65,000

Light blue front door and brick walkway at 1789 Flora Pass Pl, Kissimmee, FL 34747
Aerial view of three townhouses with gray roofs and light-colored siding at 1789 Flora Pass Pl, Kissimmee, FL 34747
Aerial view of townhouses next to a golf course at 1789 Flora Pass Pl, Kissimmee, FL 34747
*POTENTIAL GREAT VALUE
On Market For 94 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1583

  • Year Built

    2020

  • $/SqFt

    $190

Come see all that it has to offer! KELLER WILLIAMS CLASSIC.

Four Seasons At Orlando For Sale $580,000

Reduced By $5,000

Single-story home with gray exterior, gray roof, and a covered front porch at 2071 Limestone Trl, Kissimmee, FL 34747
One-story house featuring a gray exterior, gray roof, and covered front porch at 2071 Limestone Trl, Kissimmee, FL 34747
Charming single story home with front porch at 2071 Limestone Trl, Kissimmee, FL 34747
On Market For 149 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2066

  • Year Built

    2023

  • $/SqFt

    $281

Taxes and CDD are $8814.74 together. VIVA ORLANDO REALTY INC..

Four Seasons At Orlando For Sale $335,000

Reduced By $60,000

Front yard with walkway leading to house entry at 2019 Key Bay Trl, Kissimmee, FL 34747
Modern kitchen with white cabinets, granite island, and blue stools at 2019 Key Bay Trl, Kissimmee, FL 34747
Modern kitchen with white cabinets, granite island, and blue stools at 2019 Key Bay Trl, Kissimmee, FL 34747
On Market For 159 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1437

  • Year Built

    2023

  • $/SqFt

    $233

Schedule your tour today and discover the lifestyle you've been waiting for. PREMIER SOTHEBYS INT'L REALTY.

Four Seasons At Orlando Pended $369,000

Reduced By $46,000

House exterior showcasing landscaping and driveway at 2026 Key Bay Trl, Kissimmee, FL 34747
House exterior view with a palm tree in front at 2026 Key Bay Trl, Kissimmee, FL 34747
Front door and window with light blue door at 2026 Key Bay Trl, Kissimmee, FL 34747
On Market For 169 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1583

  • Year Built

    2023

  • $/SqFt

    $233

Your HOA fees include: roof replacement when needed, exterior painting, irrigation recycled water and lawn maintenance. VIVA ORLANDO REALTY INC..

Four Seasons At Orlando For Sale $449,500

Reduced By $40,500

Single-story home with gray garage door and landscaped yard at 1650 Key Bay Trl, Kissimmee, FL 34747
Single-story home with gray garage door and landscaped yard at 1650 Key Bay Trl, Kissimmee, FL 34747
Bright and airy entryway with tile flooring and views into the living room and a bedroom at 1650 Key Bay Trl, Kissimmee, FL 34747
On Market For 314 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1586

  • Year Built

    2022

  • $/SqFt

    $283

Whether it's pickleball, yoga, or social events, there's something for everyone here! COLDWELL BANKER REALTY.

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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 407 718 3706 and speak with one of our real estate consultants.

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