4,827

Eastside Homes

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  • /36

    $329,900

    $19K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,246 Sq Ft

    2778 Almaton Loop Unit 203, Kissimmee, FL 34747

    Welcome to 2778 Almaton Loop #203 – a beautifully updated 3-bedroom, 2-bathroom condo located in the sought-after gated community of Windsor Hills in Kissimmee. This turnkey property is an ideal investment opportunity with a strong rental history across major booking platforms.Inside, you'll find a newly renovated kitchen featuring sleek quartz countertops and modern finishes, seamlessly

    Agent Photo

    Marco Romero

    KARDOSH REALTY

    2778 Almaton Loop Unit 203, Kissimmee, FL 34747
  • /32

    $2,300 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,473 Sq Ft
    • Townhouse for Rent

    1166 Seaside Mist Trail, Kissimmee, FL 34747

    Beautiful 3-bedroom, 2.5-bathroom townhome located in the desirable Soleil at Westside community. This well-maintained home features an open-concept floor plan, a modern kitchen with stainless steel appliances and ample cabinet space, and a spacious living area.The second floor offers a comfortable primary suite with a private bathroom and walk-in closet, along with two additional

    Agent Photo

    Ursula Garcia Moraes

    PRISTINE INTERNATIONAL REALTY LLC

    1166 Seaside Mist Trail, Kissimmee, FL 34747
  • /2

    $487,000

    Sold Dec 05, 2025

    8071 Roaring Creek Ct, Kissimmee, FL 34747

    • 5 Beds
    • 4 Baths
    • 2,136 Sq Ft
    • Built 2001

    Last Sold Summary

    • 4% Below List Price
    • $228/SF
    • 130 Days On Market

    Current Estimated Value $487,442

    Last Listing Agent Yisel Garcia FLORIDA CAPITAL REALTY

    8071 Roaring Creek Ct, Kissimmee, FL 34747
    • /2

      Est $561,191

      Not Listed For Sale

      7834 Stoney Bay Loop, Kissimmee, FL 34747

      • 3 Beds
      • 2 Baths
      • 2,291 Sq Ft
      • Built 2024
      7834 Stoney Bay Loop, Kissimmee, FL 34747

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Theresa DeLoffi ARISTA REALTY GROUP, LLC

  • /37

    $265,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,595 Sq Ft

    2691 Andros Ln, Kissimmee, FL 34747

    Welcome to 2691 Andros Lane, Kissimmee, FL 34747, a beautifully maintained two-story townhouse offering 3 bedrooms and 2.5 bathrooms in a desirable resort-style community. Thoughtfully designed with a functional layout, this home provides bright and inviting living spaces that are perfect for comfortable everyday living and entertaining.Inside, the main level features spacious living and

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    2691 Andros Ln, Kissimmee, FL 34747
  • /43

    Starting at $1,671 Per Month

    • 1 - 3 Beds

    2540 Wensinger Way, Kissimmee, FL 34747

    Enjoy up to 8 Weeks Free + $1000 Gift card on select units. Contact the Leasing Office for deals. Restrictions Apply.

    Cypress Ridge

    2540 Wensinger Way, Kissimmee, FL 34747
  • /2

    $330,000

    Sold Feb 06, 2026

    2541 Maneshaw Ln, Kissimmee, FL 34747

    • 3 Beds
    • 3 Baths
    • 1,440 Sq Ft
    • Built 2005

    Last Sold Summary

    • 15% Below List Price
    • $229/SF
    • 93 Days On Market

    Current Estimated Value $344,156

    Last Listing Agent Morgana Sasso FRIENDS REALTY LLC

    2541 Maneshaw Ln, Kissimmee, FL 34747
    • /2

      Est $423,926

      Not Listed For Sale

      2156 Antilles Club Dr, Kissimmee, FL 34747

      • 2 Beds
      • 2 Baths
      • 1,626 Sq Ft
      • Built 2019
      2156 Antilles Club Dr, Kissimmee, FL 34747

      Last Sold Summary

      • 55 Days On Market

      Last Listing Agent Steven Ritz KELLER WILLIAMS WINTER PARK

  • /26

    $400,000

    $20K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,440 Sq Ft

    2556 Renshaw St Unit 1, Kissimmee, FL 34747

    NEW ROOF 2026 PRIVATE YARD VIEWS! Pool heater 2022,Very close to the waterpark! Welcome to your dream townhouse featuring three bedrooms and three bathrooms in a vibrant community setting. This beautiful home offers the luxury of a private pool with no direct rear neighbors, providing complete privacy for your outdoor enjoyment.The updated kitchen showcases elegant stone countertops, a

    Agent Photo

    Deanna Meredith

    LUXE PROPERTIES LLC

    2556 Renshaw St Unit 1, Kissimmee, FL 34747
  • /34

    Starting at $1,459

    Total Monthly Price

    • Studio - 3 Beds

    900 Laura Oaks Blvd, Kissimmee, FL 34747

    Beyond the daily to-dos, there's a place for face-to-face friendships, real conversations, and joyful laughter. A lifestyle that inspires you to pause the endless scroll of social feeds and reconnect with yourself. Take a stroll around the lush nature preserve and try to count all the shades of green. Lounge by the crystal blue pool that ripples with the breeze. Marvel at the starry night sky

    Ezelle

    900 Laura Oaks Blvd, Kissimmee, FL 34747
  • /2

    $320,000

    Sold Oct 06, 2025

    2026 Key Bay Trail, Kissimmee, FL 34747

    • 2 Beds
    • 2 Baths
    • 1,557 Sq Ft
    • Built 2023

    Last Sold Summary

    • 9% Below List Price
    • $206/SF
    • 138 Days On Market

    Current Estimated Value $326,684

    Last Listing Agent Steven Horner RE/MAX PRIME PROPERTIES

    2026 Key Bay Trail, Kissimmee, FL 34747
    • /2

      Est $426,473

      Not Listed For Sale

      7735 Teascone Blvd, Kissimmee, FL 34747

      • 4 Beds
      • 4 Baths
      • 1,878 Sq Ft
      • Built 2006
      7735 Teascone Blvd, Kissimmee, FL 34747

      Last Sold Summary

      • 182 Days On Market

      Last Listing Agent Aline Oliveira META ONE REALTY GROUP LLC

  • /63

    $609,000

    $1K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 2,297 Sq Ft

    Unlisted Address

    This beautifully maintained 5-bedroom, 5-bath home in the 5-Star Windsor Hills Resort is an income-producing short-term vacation rental located just minutes from Walt Disney World. Highly sought after for its open floorplan, this property features the resort’s most desirable 5-bedroom layout, offering exceptional flow and comfort for large families and vacationing groups. The home immediately

    Agent Photo

    Mark Breymeier

    IN TOUCH REAL ESTATE LLC

    Unlisted Address
  • /114

    Starting at $1,599

    Total Monthly Price

    • 1 - 2 Beds

    2857 Entry Point Blvd, Kissimmee, FL 34747

    ELECTRIC, WATER, INTERNET & FURNITURE INCLUDED IN PRICE!! Welcome to The Haven at Westgate Vacation Villas, where tranquil and comfortable living awaits! Choose between six spacious and fully equipped accommodations, inside this quiet gated community, conveniently located near Walt Disney World (R) and other world-famous attractions, dining, and shopping. Here, you'll feel at ease in one of our

    The Haven at Westgate Vacation Villas

    2857 Entry Point Blvd, Kissimmee, FL 34747
  • /2

    $349,900

    Sold Feb 20, 2026

    1070 Hali Ridge Ct, Kissimmee, FL 34747

    • 4 Beds
    • 2 Baths
    • 1,889 Sq Ft
    • Built 1989

    Last Sold Summary

    • $185/SF
    • 3 Days On Market

    Current Estimated Value $351,410

    Last Listing Agent Chris Watts THE TEAM REAL ESTATE GROUP INC

    1070 Hali Ridge Ct, Kissimmee, FL 34747
    • /2

      Est $342,868

      Not Listed For Sale

      7712 Water Oak Ct, Kissimmee, FL 34747

      • 3 Beds
      • 2 Baths
      • 1,456 Sq Ft
      • Built 1994
      7712 Water Oak Ct, Kissimmee, FL 34747

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Carmen Aridas RE/MAX PRIME PROPERTIES

  • /32

    $340,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,535 Sq Ft

    7694 Indian Ridge Trail S, Kissimmee, FL 34747

    Welcome to this updated 3-bedroom, 2-bathroom home located in the desirable Indian Ridge community of Kissimmee, offering comfort, flexibility, and excellent rental potential just minutes from Central Florida’s world-famous attractions. Whether you are looking for a primary residence, vacation home, or income-producing investment, this property is well-positioned in a community known for its low

    Agent Photo

    Michael Rogers

    INNOVATIVE REALTY, LLC

    7694 Indian Ridge Trail S, Kissimmee, FL 34747
  • /35

    Starting at $1,665

    Total Monthly Price

    • 1 - 3 Beds

    3100 Domain Cir, Kissimmee, FL 34747

    Experience the allure of the Orlando area at Domain apartments and homes infused with unique energy. Our apartments feature gourmet kitchets with granite countertops, stainless steel appliances, and custom kitchen islands in select homes. Find plank-style flooring and large walk-in closets. You'll never get bored with what's in your backyard — Walt Disney World(R), Margaritaville™ Resort, Sunset

    Domain

    3100 Domain Cir, Kissimmee, FL 34747
  • /2

    $815,000

    Sold Oct 22, 2025

    3036 Parrot Head Place, Kissimmee, FL 34747

    • 3 Beds
    • 3 Baths
    • 1,787 Sq Ft
    • Built 2022

    Last Sold Summary

    • 7% Below List Price
    • $456/SF
    • 143 Days On Market

    Current Estimated Value $795,307

    Last Listing Agent Dan Dinozzi XCELLENCE

    3036 Parrot Head Place, Kissimmee, FL 34747
    • /2

      Est $315,322

      Not Listed For Sale

      2821 Almaton Loop Unit 101, Kissimmee, FL 34747

      • 3 Beds
      • 2 Baths
      • 1,246 Sq Ft
      • Built 2005
      2821 Almaton Loop Unit 101, Kissimmee, FL 34747

      Last Sold Summary

      • 215 Days On Market

      Last Listing Agent Eric Rose KELLER WILLIAMS CLASSIC

  • /65

    $545,000

    $14K PRICE DROP Under Contract
    • 6 Beds
    • 6.5 Baths
    • 3,366 Sq Ft

    8007 Acadia Estates Ct, Kissimmee, FL 34747

    Under contract-accepting backup offers. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**Welcome to 8007 Acadia Estates Court in Kissimmee, A 6-bedroom, 6.5-bath home designed for comfortable everyday living.This FULLY FURNISHED two-story residence offers a

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    8007 Acadia Estates Ct, Kissimmee, FL 34747
  • /20

    $7,430 Per Month

    • 6 Beds
    • 4 Baths
    • 2,820 Sq Ft
    • Condo for Rent

    2626 Daulby St Unit SI ID1622385P, Kissimmee, FL 34747

    The advertised rate of $7,430/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 22, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    2626 Daulby St Unit SI ID1622385P, Kissimmee, FL 34747
  • /2

    $407,500

    Sold Apr 28, 2026

    1409 Bellamy Dr, Reunion, FL 34747

    • 4 Beds
    • 2.5 Baths
    • 2,089 Sq Ft
    • Built 2023

    Last Sold Summary

    • 7% Below List Price
    • $195/SF
    • 113 Days On Market

    Current Estimated Value $411,993

    Last Listing Agent Tyler Labod REAL BROKER, LLC

    1409 Bellamy Dr, Reunion, FL 34747
    • /2

      Est $753,109

      Not Listed For Sale

      7988 Shaker St, Kissimmee, FL 34747

      • 3 Beds
      • 3.5 Baths
      • 1,818 Sq Ft
      • Built 2018
      7988 Shaker St, Kissimmee, FL 34747

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Jenna Palmero COLDWELL BANKER REALTY

  • /60

    $579,000

    $66K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,130 Sq Ft

    2074 Flora Pass Place, Kissimmee, FL 34747

    New price adjustment, reduced $5,000! Welcome to resort-style living in the Four Seasons at Orlando 55+ community. This highly upgraded St. Lucia model blends coastal elegance with a relaxed tropical lifestyle.Step inside to an open and inviting living space featuring wood-look tile flooring, 8-foot doors, tray ceilings, designer lighting, and ceiling fans throughout. The split-bedroom

    Agent Photo

    Vinnie Warren

    LPT REALTY, LLC

    2074 Flora Pass Place, Kissimmee, FL 34747
  • /20

    $4,100 Per Month

    • 3 Beds
    • 3 Baths
    • 1,442 Sq Ft
    • Condo for Rent

    2545 Renshaw St Unit SI ID1622378P, Kissimmee, FL 34747

    The advertised rate of $4,100/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 20, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    2545 Renshaw St Unit SI ID1622378P, Kissimmee, FL 34747
  • /2

    $350,000

    Sold Apr 09, 2026

    7658 Otterspool St Unit 5, Kissimmee, FL 34747

    • 3 Beds
    • 3 Baths
    • 1,440 Sq Ft
    • Built 2005

    Last Sold Summary

    • 9% Below List Price
    • $243/SF
    • 255 Days On Market

    Current Estimated Value $358,388

    Last Listing Agent Huafeng Fang MAGICMIND REALTY LLC

    7658 Otterspool St Unit 5, Kissimmee, FL 34747
    • /2

      Est $505,638

      Not Listed For Sale

      8014 Acadia Estates Ct, Kissimmee, FL 34747

      • 6 Beds
      • 4.5 Baths
      • 2,709 Sq Ft
      • Built 2004
      8014 Acadia Estates Ct, Kissimmee, FL 34747

      Last Sold Summary

      • 108 Days On Market

      Last Listing Agent Kimberley Beaudry ORLANDO REGIONAL REALTY

  • /53

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,081 Sq Ft

    7664 Comrow St Unit 202, Kissimmee, FL 34747

    Welcome to this beautifully updated 2-bedroom, 2-bath condominium in the highly sought-after Windsor Hills Resort, one of Central Florida’s premier short-term rental and vacation destinations. This light and bright second-floor unit features newly refinished kitchen cabinets and modern LVP flooring throughout all common areas, creating a fresh, clean, and vacation rental-ready home. Fun Disney

    Agent Photo

    Mark Breymeier

    IN TOUCH REAL ESTATE LLC

    7664 Comrow St Unit 202, Kissimmee, FL 34747
  • /20

    $5,639 Per Month

    • 6 Beds
    • 4 Baths
    • 2,820 Sq Ft
    • Condo for Rent

    2556 Archfeld Blvd Unit SI ID1622387P, Kissimmee, FL 34747

    The advertised rate of $5,639/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 20, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    2556 Archfeld Blvd Unit SI ID1622387P, Kissimmee, FL 34747
  • /2

    $655,000

    Sold Mar 20, 2026

    8028 Sandy Toes Way, Four Corners, FL 34747

    • 4 Beds
    • 4 Baths
    • 1,850 Sq Ft
    • Built 2021

    Last Sold Summary

    • 16% Below List Price
    • $354/SF
    • 131 Days On Market

    Current Estimated Value $647,265

    Last Listing Agent Suzanne Docobo EXP REALTY LLC

    8028 Sandy Toes Way, Four Corners, FL 34747
    • /23

      Est $459,115

      Not Listed For Sale

      2225 Antilles Club Dr, Kissimmee, FL 34747

      • 3 Beds
      • 2 Baths
      • 1,970 Sq Ft
      • Built 2018
      2225 Antilles Club Dr, Kissimmee, FL 34747

      Last Sold Summary

      • 65 Days On Market

      Last Listing Agent Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

  • /48

    $394,500

    $51K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,557 Sq Ft

    7637 Sand Pierre Ct, Kissimmee, FL 34747

    EASY TO SHOW!! PUT IT ON YOUR LIST!! This is the one you’ve been waiting for! Welcome to this beautifully upgraded 2+ bedroom villa located in the sought-after Four Seasons 55+ community. Situated on a quiet cul-de-sac with a premium conservation lot, this home offers privacy and picturesque views. Featuring an open-concept layout, this villa includes two spacious bedrooms, two full bathrooms,

    Agent Photo

    Harold Olson

    EXP REALTY LLC

    7637 Sand Pierre Ct, Kissimmee, FL 34747
  • /20

    $4,407

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • Condo for Rent

    2785 Almaton Loop Unit SI ID1603646P, Kissimmee, FL 34747

    The advertised rate of $4,407/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 19, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    2785 Almaton Loop Unit SI ID1603646P, Kissimmee, FL 34747
  • /2

    $675,000

    Sold Oct 23, 2025

    7778 Four Seasons Blvd, Kissimmee, FL 34747

    • 3 Beds
    • 2 Baths
    • 1,970 Sq Ft
    • Built 2021

    Last Sold Summary

    • 7% Below List Price
    • $343/SF
    • 90 Days On Market

    Current Estimated Value $660,000

    Last Listing Agent Tyler Labod REAL BROKER, LLC

    7778 Four Seasons Blvd, Kissimmee, FL 34747
    • /18

      Est $449,669

      Not Listed For Sale

      2213 Antilles Club Dr, Kissimmee, FL 34747

      • 3 Beds
      • 2 Baths
      • 1,961 Sq Ft
      • Built 2017
      2213 Antilles Club Dr, Kissimmee, FL 34747

      Last Sold Summary

      • 217 Days On Market

      Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

  • /43

    $589,999

    $60K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 2,494 Sq Ft

    2615 Pawnall St, Kissimmee, FL 34747

    Highly Desirable Windsor Hills Subdivision – Just 4.5 Miles from Disney!Welcome to Windsor Hills, a premier guard-gated community built by Pulte, known for its luxury and convenience. This fully furnished, turnkey home features one of the best floor plans in the neighborhood with 5 bedrooms and 5 bathrooms.The garage has been transformed into a custom theater room complete with

    Agent Photo

    Savina Delgado Rodriguez

    THE PROPERTY FIRM

    2615 Pawnall St, Kissimmee, FL 34747
  • /20

    $3,954

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,334 Sq Ft
    • Condo for Rent

    8105 Coconut Place Unit SI ID1580538P, Kissimmee, FL 34747

    The advertised rate of $3,954/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 23, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    8105 Coconut Place Unit SI ID1580538P, Kissimmee, FL 34747
  • /2

    $657,500

    Sold Nov 26, 2025

    2530 Holtrock St, Kissimmee, FL 34747

    • 6 Beds
    • 4 Baths
    • 2,812 Sq Ft
    • Built 2008

    Last Sold Summary

    • 7% Below List Price
    • $234/SF
    • 171 Days On Market

    Current Estimated Value $663,255

    Last Listing Agent Michael Chen LA ROSA REALTY LLC

    2530 Holtrock St, Kissimmee, FL 34747
    • /61

      Est $650,022

      Not Listed For Sale

      2541 Archfeld Blvd, Kissimmee, FL 34747

      • 6 Beds
      • 4 Baths
      • 2,812 Sq Ft
      • Built 2010
      2541 Archfeld Blvd, Kissimmee, FL 34747

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Wayde Hall EXP REALTY LLC

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$410,000
Median Single Family Sale Price
$447,450
Median Townhouse Sale Price
$363,000
Median 2 Bedroom Sale Price
$349,700
Median 1 Bedroom Sale Price
$280,000
Average Price Per Sq Ft
$261
Number of Homes for Sale
206
Last 12 months Home Sales
263
Months of Supply
9.40
Median List Price
$427,490
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-4%
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