5,824

Osceola, FL Homes

Section Image Section Image
  • /43

    $390,000 Open Sat 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,348 Sq Ft

    2703 Gullane Ct, Kissimmee, FL 34746

    Former MODEL home at Eagle Lakes community built by Standard Pacific. This spacious home features 3 bedrms, 2 baths, 2 car garage - over 2,300 sq. ft. of living space. Enjoy the privacy of a cul-de-sac on an oversize lot (0.21 acre) with a completely fenced backyard. Upon entering you will be welcome by a spacious great room framed by a 4 column entry. The kitchen features stainless steel

    Agent Photo

    Alicia Lopez

    COLDWELL BANKER SOLOMON

    (321) 334-5017

    2703 Gullane Ct, Kissimmee, FL 34746
  • /37

    $2,399 per month

    • 4 Beds
    • 2 Baths
    • 1,843 Sq Ft
    • House for Rent

    4189 Babbling Brook Way, Kissimmee, FL 34746

    Move-in ready! This nearly new, one-story home offers an open-concept layout with 4 bedrooms, 2 bathrooms, and a 2-car garage. Enjoy a spacious backyard with no rear neighbors for added privacy. Interior features include quartz countertops, tile flooring throughout (with carpet in the bedrooms), LED ceiling fixtures, window blinds in every room, a Ring video doorbell, stainless steel kitchen

    Agent Photo

    Cui Li

    RATIO REAL ESTATE, LLC

    (321) 478-2674

    4189 Babbling Brook Way, Kissimmee, FL 34746
  • /2

    $405,840 Sold Jul 30, 2025

    • 2,205 Sq Ft
    • $184/SF
    • 40 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2025

    2025 Forage Dr, Kissimmee, FL 34746

    Under Construction. The Bravo delivers, it is what you have been waiting for! A single-story home that is designed for modern comfort, convenience and elegance. Two secondary bedrooms frame a bathroom in the hall at the front of the home, while a third is around the corner with a private bathroom. Flowing seamlessly from these spaces is the open living area, featuring a modern kitchen, a cozy

    Ben Goldstein LENNAR REALTY

    2025 Forage Dr, Kissimmee, FL 34746
    • /7

      Est $179,175 Not Listed For Sale

      3655 Fountainbleu Blvd, Kissimmee, FL 34746

      3655 Fountainbleu Blvd, Kissimmee, FL 34746
  • /35

    $530,000

    • 5 Beds
    • 4 Baths
    • 3,425 Sq Ft

    2512 Chapala Dr, Kissimmee, FL 34746

    NEW ROOF AT OR BEFORE CLOSING! Welcome to this stunning 5-bedroom, 4-bathroom home, perfectly situated on a generous 1/3-acre lot with no back neighbors for added privacy. With a NEW roof at or before closing, water heater is less than 5 year old. A/C units are working perfectly. This home is truly move-in ready and built for comfortable and large living space. The first floor features a spacious

    Agent Photo

    Mesner Belidor

    KELLER WILLIAMS LEGACY REALTY

    (321) 419-1952

    2512 Chapala Dr, Kissimmee, FL 34746
  • /25

    $2,199 per month

    • 3 Beds
    • 2 Baths
    • 1,267 Sq Ft
    • House for Rent

    1970 Rock Maple Bend, Kissimmee, FL 34746

    3 Bedroom Home Available Now in Storey Creek Community** Welcome to your new haven in the heart of the desirable Storey Creek community! This immaculate single-family home, boasting three bedrooms, two baths, and pet-friendly accommodations, awaits its first occupants. Embrace the convenience of grounds care included, allowing you to enjoy the meticulously maintained surroundings hassle-free.

    Agent Photo

    Bruce Kalin

    JC FLORIDA REALTY LLC

    (321) 599-7379

    1970 Rock Maple Bend, Kissimmee, FL 34746
  • /2

    $365,000 Sold Jul 30, 2025

    • 2,528 Sq Ft
    • $144/SF
    • 50 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2005

    2650 Patrician Cir, Kissimmee, FL 34746

    This house is situated in Brighton Lakes, a highly sought-after gated community. This community has a clubhouse with a gym, playground, splash zone, tennis courts, basketball courts, and resort-style pool, among many other amenities. With a second floor loft that can easily be turned into a fourth bedroom, three bedrooms, two bathrooms, and a two-car garage, this gorgeous home has over 2500

    Adriana Monroy EMPIRE NETWORK REALTY

    2650 Patrician Cir, Kissimmee, FL 34746
    • /25

      Est $348,797 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,479 Sq Ft

      2282 Canyon Breeze Ave, Kissimmee, FL 34746

      2282 Canyon Breeze Ave, Kissimmee, FL 34746
  • /17

    $339,990

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    1959 Cricket Cradle Dr, Kissimmee, FL 34746

    Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the highly sought-after Storey Creek community. With 1,560 sq ft of heated living space, this home offers a spacious layout, modern upgrades, and a comfortable flow that makes everyday living feel effortless. The open-concept kitchen features granite countertops, stainless steel appliances, and a casual dining space with

    Agent Photo

    Christina Laidley

    LA ROSA REALTY KISSIMMEE

    (321) 392-6835

    1959 Cricket Cradle Dr, Kissimmee, FL 34746
  • /26

    $2,275 - $2,850 per month

    Amavi Kissimmee

    3 Beds

    4455 Freedom Rd, Kissimmee, FL 34746

    Amavi Kissimmee is your ticket to a life of comfort, style, and Florida sunshine. This brand new 3-bedroom townhome community — located in sought-after Kissimmee, FL — offers everything on your wish list and then some, including spacious open-concept floor plans, private fenced-in yards, and convenient attached garages. Spend a day by the sparkling resort-style pool, sip coffee in your gourmet

    4455 Freedom Rd, Kissimmee, FL 34746
  • /2

    $393,290 Sold Jul 28, 2025

    • 1,843 Sq Ft
    • $213/SF
    • 14 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2025

    2031 Forage Dr, Kissimmee, FL 34746

    Under Construction. The stunning Aspire is perfect for entertaining with an open-concept floorplan and lovely outdoor patio. Two secondary bedrooms are located off the foyer, and the luxurious owner’s suite is tucked into a private corner at the back of the home, complete with an en-suite bathroom and fabulous walk-in closet. Finishing off this masterpiece with a 3-car garage! These single-family

    Ben Goldstein LENNAR REALTY

    2031 Forage Dr, Kissimmee, FL 34746
    • /18

      Est $934,592 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 4,906 Sq Ft

      2300 Gunn Rd, Kissimmee, FL 34746

      2300 Gunn Rd, Kissimmee, FL 34746
  • /62

    $750,000

    • 5 Beds
    • 4 Baths
    • 4,920 Sq Ft

    2394 Windward Cove, Kissimmee, FL 34746

    Discover the perfect blend of elegance, privacy, and flexible living in this gorgeous custom-made residence, 5-bedroom, 4-bath, with tons of bonus/flex spaces (block on both levels) located on a quiet cul-de-sac with almost one acre of land, in the exclusive gated community of Hidden Harbor. This home offers a rare combination of space, style, and tranquility. Step inside to soaring ceilings,

    Agent Photo

    Ariel Vargas

    EXP REALTY LLC

    (321) 220-3083

    2394 Windward Cove, Kissimmee, FL 34746
  • /21

    $2,400 per month

    • 4 Beds
    • 2 Baths
    • 1,843 Sq Ft
    • House for Rent

    4509 Bluff Oak Loop, Kissimmee, FL 34746

    This beautiful home offers a great layout, granite countertops, ample storage, a dedicated laundry room, and a spacious two-car garage. Ideally located near shopping, dining, and major highways. Now scheduling showings.

    Leidy Medina LPT REALTY, LLC

    4509 Bluff Oak Loop, Kissimmee, FL 34746
  • /2

    $345,000 Sold Jul 23, 2025

    • 1,444 Sq Ft
    • $239/SF
    • 200 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2024

    2343 Amorie Dr, Kissimmee, FL 34746

    One or more photo(s) has been virtually staged. A single-story home with a free-flowing design shared by the kitchen, dining room and family room, which extends to a patio for outdoor living. Two secondary bedrooms are conveniently situated near the kitchen, while the generous owner’s suite is tucked at the end for privacy, complete with a walk-in closet. Storey Creek amenities include a fully

    Margaret Wu ROBERT SLACK LLC

    2343 Amorie Dr, Kissimmee, FL 34746
    • /48

      Est $372,980 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,677 Sq Ft

      2609 Gaspirilla Cir, Kissimmee, FL 34746

      2609 Gaspirilla Cir, Kissimmee, FL 34746
  • /39

    $575,000

    • 2 Beds
    • 2 Baths
    • 2,414 Sq Ft

    2541 Ridgeway Dr, Kissimmee, FL 34746

    Experience the ultimate lakefront lifestyle in this unique 2-bedroom, 2-bathroom custom-built home nestled under majestic oak trees along the shores of West Lake Tohopekaliga—renowned for world-class bass fishing and bird watching. Constructed with solid poured concrete walls and a durable metal roof, this two-story residence offers 2,414 sq ft of comfort, craftsmanship, and natural beauty.

    Tiffany Licata IRON VALLEY REAL ESTATE OSCEOL

    2541 Ridgeway Dr, Kissimmee, FL 34746
  • /20

    $2,369 per month

    • 4 Beds
    • 2 Baths
    • 1,904 Sq Ft
    • House for Rent

    4321 Desert Rose Ave, Kissimmee, FL 34746

    This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.5 bathrooms, and approximately 1,904 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your

    4321 Desert Rose Ave, Kissimmee, FL 34746
  • /2

    $321,000 Sold Jul 22, 2025

    • 1,698 Sq Ft
    • $189/SF
    • 7 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2004

    2713 Eagle Glen Cir, Kissimmee, FL 34746

    Accepting Backup Offers - Discover the charm of this lovely 4-bedroom, 2-bath home, perfectly situated on a beautiful lot. Built for comfort and functionality, this residence features a roof that was replaced in 2018 and an HVAC system that has been recently serviced, with a newly rebuilt air handler base.As you enter, you'll be welcomed into a spacious formal living room and dining area.

    David Sanchez LOKATION

    2713 Eagle Glen Cir, Kissimmee, FL 34746
    • /37

      Est $480,346 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,966 Sq Ft

      3201 Solitude Ct, Kissimmee, FL 34746

      3201 Solitude Ct, Kissimmee, FL 34746
  • /30

    $490,000

    • 4 Beds
    • 2 Baths
    • 2,027 Sq Ft

    2800 Woodsmere Ct, Kissimmee, FL 34746

    Welcome to 2800 Woodsmere Court, a beautiful 4-bedroom, 2-bathroom POOL home situated on a generous 0.67-acre cul de sac lotoffering a comfortable 2,027 sq ft of living space. The heart of the home is an inviting eat-in kitchen with SS appliances, pantry,ample cabinet and countertop space, complemented by a dedicated formal dining room for more special occasions. The primary bedroom

    Elizabeth Binder REDFIN CORPORATION

    2800 Woodsmere Ct, Kissimmee, FL 34746
  • /22

    $2,717 per month

    • 4 Beds
    • 2 Baths
    • 2,600 Sq Ft
    • House for Rent

    1840 Ancestry Trail, Kissimmee, FL 34746

    Kissimmee 3 Bedrm Home On Golf CourseBrand New / Top Of The Line Everything, 3 Car Garage, Conservation Lot, No Rear Neighbors, Backyard Patio, Huge Master Suite, Master Bath – Separate Shower / Tub, Living & Dining Rooms, Living & Family Rooms, Huge Walk-In Shower, 42” Cabinets, Eat-In Kitchen, Upgraded Kitchen, Brand New Kitchen, Tile Flooring, Carpeted Bedrooms, Community Pool, Community

    Jay Myers ORLANDO REALTY & PROPERTY MGNT

    1840 Ancestry Trail, Kissimmee, FL 34746
  • /2

    $436,000 Sold Jul 22, 2025

    • 2,846 Sq Ft
    • $153/SF
    • 144 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2004

    2403 Melissa Ann Ct, Kissimmee, FL 34746

    Do you want to be Wowed? This meticulously maintained home has qualities that you will rarely find in the same property. Did I mention Huge, Updated, Low HOA, Low Taxes, No CDD, Waterview, Cul de Sac, and competitively priced in the same sentence? Don't let this one get away! This property checks all the boxes. Kitchen cabinets with an island have been replaced. Granite countertops were added.

    Kelvis Melo THE EXPERTS TEAM REALTY INC

    2403 Melissa Ann Ct, Kissimmee, FL 34746
    • /4

      Est $81,835 Not Listed For Sale

      4041 Santa Barbara Rd, Kissimmee, FL 34746

      4041 Santa Barbara Rd, Kissimmee, FL 34746
  • /22

    $320,000

    • 3 Beds
    • 2 Baths
    • 1,875 Sq Ft

    3125 Grasmere View Pkwy, Kissimmee, FL 34746

    Welcome to this 3-bedroom, 2-bathroom home that blends style, functionality, and space in a quiet, well-established neighborhood. Thoughtfully updated and beautifully maintained, this home is perfect for first-time buyers, growing families, or anyone looking for a comfortable Florida lifestyle. Step inside and you’ll immediately notice the light and airy feel, thanks to its open-concept layout,

    Steven Pugh EXP REALTY LLC

    3125 Grasmere View Pkwy, Kissimmee, FL 34746
  • /16

    $2,249 per month

    • 3 Beds
    • 2 Baths
    • 1,732 Sq Ft
    • House for Rent

    2400 Foxboro Ct, Kissimmee, FL 34746

    Featuring sparkling pool! This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,732 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a

    2400 Foxboro Ct, Kissimmee, FL 34746
  • /2

    $418,590 Sold Jul 21, 2025

    • 2,587 Sq Ft
    • $162/SF
    • 47 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2025

    2115 Forage Dr, Kissimmee, FL 34746

    Under Construction. Designed for gracious living and entertainment, this new single-story Heritage features a total of five bedrooms to accommodate large and growing families. At the heart of the floorplan is a sprawling family room made for gatherings, which connects to the modern kitchen and a cozy dining area. A desirable three-car garage provides versatile storage space. These single-family

    Ben Goldstein LENNAR REALTY

    2115 Forage Dr, Kissimmee, FL 34746
    • /61

      Est $923,786 Not Listed For Sale

      • 6 Beds
      • 7 Baths
      • 6,261 Sq Ft

      2310 Gunn Rd, Kissimmee, FL 34746

      2310 Gunn Rd, Kissimmee, FL 34746
  • /49

    $985,000

    • 4 Beds
    • 3 Baths
    • 3,001 Sq Ft

    3181 Canter Ln, Kissimmee, FL 34746

    Welcome to your private oasis – a breathtaking 5-acre estate with GUEST HOME/MOTHER-IN-LAW SUITE offers the perfect blend of comfort, entertainment, and outdoor adventure. This stunning 4-bedroom, 3-bathroom home features an inviting open layout, ensuring both style and functionality. Inside, enjoy a dedicated theatre room, perfect for movie nights and relaxing in cinematic luxury. The gourmet

    Jolene Sheive LEGACY REALTY OF CENTRAL FLORIDA LLC

    3181 Canter Ln, Kissimmee, FL 34746
  • /12

    $2,200 per month

    • 3 Beds
    • 2 Baths
    • 1,541 Sq Ft
    • House for Rent

    3555 Pineridge Cir, Kissimmee, FL 34746

    Ready to move in available for immediately occupancy. Must see great location.

    German Uribe SWEET HOMES REALTY LLC

    3555 Pineridge Cir, Kissimmee, FL 34746
  • /17

    $360,000 Sold Jul 18, 2025

    • 2,668 Sq Ft
    • $135/SF
    • 38 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2005

    3120 Marshfield Preserve Way, Kissimmee, FL 34746

    Come live like royalty!!! Welcome to this luxurious two-story 3618 sq ft total pool home in the desirable Concord Estates Kissimmee! Featuring 4 spacious bedrooms and 2.5 baths, this residence offers a perfect blend of comfort and functionality. The master suite boasts a luxurious separate shower and tub, along with double sinks for added convenience. Enjoy the practicality of a second-floor

    Mark Thews Equitable Company Realtors

    3120 Marshfield Preserve Way, Kissimmee, FL 34746
    • /10

      Est $386,344 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,493 Sq Ft

      4620 Via Veneto Ct, Kissimmee, FL 34746

      4620 Via Veneto Ct, Kissimmee, FL 34746
  • /49

    $449,900

    • 3 Beds
    • 1 Bath
    • 1,006 Sq Ft

    2929 Ham Brown Rd, Kissimmee, FL 34746

    Welcome to your rural haven just minutes from city conveniences! This nearly 5-acre, fully fenced property offers privacy and versatility with trees surrounding the perimeter and a long, deeded driveway leading to your secluded retreat. The property includes two single-wide manufactured homes—a 3-bedroom, 1-bath main home and a 2-bedroom, 1-bath second home—perfect for a family compound or rental

    Corey Smallman MARKET CONNECT REALTY LLC

    2929 Ham Brown Rd, Kissimmee, FL 34746
  • /17

    $2,355 per month

    • 3 Beds
    • 2.5 Baths
    • 1,987 Sq Ft
    • House for Rent

    2240 Grasmere View Pkwy N, Kissimmee, FL 34746

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Want to tour on your own? Click the “Self

    2240 Grasmere View Pkwy N, Kissimmee, FL 34746
  • /2

    $356,000 Sold Jul 18, 2025

    • 2,041 Sq Ft
    • $174/SF
    • 14 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2005

    3174 Grasmere View Pkwy, Kissimmee, FL 34746

    Charming 4-Bedroom Home in Concorde Estates equipped with tasteful upgrades and loads of smart technology features for a true Smart Home from top to bottom!Welcome to 3174 Grasmere View Parkway, a delightful single-family residence nestled in the sought-after Concorde Estates community of Kissimmee, FL. Built in 2005, this spacious 2,041 sq ft home offers 4 bedrooms and 2 full bathrooms,

    Emily Nickley MARKET CONNECT REALTY LLC

    3174 Grasmere View Pkwy, Kissimmee, FL 34746
    • /4

      Est $327,790 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,267 Sq Ft

      3973 Gooseberry Trail, Kissimmee, FL 34746

      3973 Gooseberry Trail, Kissimmee, FL 34746
  • /26

    $415,000

    • 4 Beds
    • 2 Baths
    • 1,843 Sq Ft

    4223 Little Owl Ln, Kissimmee, FL 34746

    Welcome to this nearly new home built in 2023, located in the highly sought-after resort-style community of Storey Creek! This beautifully maintained property offers 4 spacious bedrooms and 2 full bathrooms, featuring a modern open-concept layout perfect for both relaxing and entertaining.The bright and inviting kitchen features stainless steel appliances, a central island with quartz

    Louise Mailloux BHHS FLORIDA REALTY

    4223 Little Owl Ln, Kissimmee, FL 34746
  • /26

    $2,399 per month

    • 4 Beds
    • 2 Baths
    • 1,843 Sq Ft
    • House for Rent

    1978 Cricket Cradle Dr, Kissimmee, FL 34746

    Welcome home! This fantastic new 4-bedroom, 2-bath home is available for immediate move-in! Located conveniently in the desirable community of Storey Creek, this property features a comfortable layout with well-apportioned bedrooms and bathrooms, a lovely kitchen with lots of counter and cabinet space, and many desirable features. Act now! This one won’t last long! All applicants are required to

    Steve Simpson 407 PROPERTIES

    1978 Cricket Cradle Dr, Kissimmee, FL 34746
  • /2

    $140,000 Sold Jul 17, 2025

    • Land
    • 0.98 Acre
    • $142,857 per Acre
    • 135 Days On Market

    2915 Pleasant Hill Rd, Kissimmee, FL 34746

    BILL THE HOME OF YOUR DREAMS! OVERSIZED LOT WITH NO ASSOCIATION OR CDD. CONVENIENTLY LOCATED AT JUST A SHORT DISTANCE FROM THE INTERSECTION OF JHON YOUNG PARKWAY AN PLEASANT HILL RD., DRY LEVEL LOT PAVED ROAD AND SIDEWALKS. JUST MINUTES AWAY FROM VALENCIA COLLEGE, SHOPPING CENTERS, SCHOOLS AND DISNEY WORLD.! SELLER MOTIVATED!

    Nubia Saenz BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P

    2915 Pleasant Hill Rd, Kissimmee, FL 34746
    • /42

      Est $414,512 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,388 Sq Ft

      1936 Traverse Way, Kissimmee, FL 34746

      1936 Traverse Way, Kissimmee, FL 34746

Showing Results 1 - 40, Page 1 of 18

Home Trends in Pleasant Hill, FL

Housing Trends

Median Sale Price
$357,000
Median Single Family Sale Price
$359,990
Median Townhouse Sale Price
$360,495
Median 2 Bedroom Sale Price
$540,000
Median 1 Bedroom Sale Price
$115,000
Average Price Per Sq Ft
$225
Number of Homes for Sale
30
Last 12 months Home Sales
214
Months of Supply
1.70
Median List Price
$389,990
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-1%
How to Buy a Home How to Finance a Home How to Sell a Home