2,199

Osceola, FL Homes

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  • /13

    $479,900

    • Land
    • 0.36 Acre
    • $1,333,056 per Acre

    0 S Vernon Ave Unit MFRS5092303, Kissimmee, FL 34741

    Two lots combined, approximately .82 of an acre (Tax ID 28-25-29-1681-0001-0010 and 28-25-29-1681-0001-0020) in Downtown Kissimmee. Ideal location for the development. The City envisions 3 Story Height buildings with Commercial or Residential Zoning. It is T40 zoning which allows up to 20 units to the acre with lakeview, current zoning residential. Located two blocks to the Osceola

    Agent Photo

    Michael Solomon

    COLDWELL BANKER SOLOMON

    (321) 346-4060

    0 S Vernon Ave Unit MFRS5092303, Kissimmee, FL 34741
  • /38

    $1,450 - $2,882 per month

    The Allen

    1 - 3 Beds

    700 Aultman St, Kissimmee, FL 34741

    Inspired by a location that bridges Kissimmee’s historic charm and its innovative future, The Allen invites you to a stunning, new community of 1, 2, and 3-bedroom apartments where you can write the next chapter of your own history. Life at The Allen allows you to seamlessly merge the facets of your day, from work to working out, downloads to downtime, and medical arts to visual arts. Urban

    700 Aultman St, Kissimmee, FL 34741
  • /42

    $520,000 Sold Jul 29, 2025

    • 1,992 Sq Ft
    • $261/SF
    • 17 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1949

    612 Lakeshore Blvd, Kissimmee, FL 34744

    Location, location, location! Beautiful 3 bedroom, 2 bath home in the Lakeshore neighborhood that sits on a double lot! Home looks out onto Lake Toho so you can enjoy beautiful sunrises. Porcelain tile throughout. Large screened in back patio, fireplace in living room, metal roof (2018), attached single car garage and a separate 2,100 square foot garage that you can build out an 800 square foot

    Cheryl Grieb OLDE KISSIMMEE REALTY

    612 Lakeshore Blvd, Kissimmee, FL 34744
    • /16

      Est $214,528 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,098 Sq Ft

      1620 Columbia Arms Cir Unit 262, Kissimmee, FL 34741

      1620 Columbia Arms Cir Unit 262, Kissimmee, FL 34741
  • /32

    $434,990

    • 3 Beds
    • 2 Baths
    • 1,614 Sq Ft

    1792 Bull Hill Rd, Kindred, FL 34744

    COMPLETE WITH FURNITURE!! Welcome to your dream home in a resort-style community! This beautiful, brand-new 3-bedroom, 2-bathroom residence is move-in ready and fully equipped for comfort and style. Enjoy a modern open-concept layout with new stainless steel appliances, elegant finishes, and completely new furniture—all thoughtfully selected for luxury and functionality.Located in a sought-after

    Idejair Pereira EMPIRE NETWORK REALTY

    1792 Bull Hill Rd, Kindred, FL 34744
  • /42

    $3,200 per month

    • 5 Beds
    • 4 Baths
    • House for Rent

    9027 Polos Place, Kissimmee, FL 34747

    Renter’s liability insurance required. Tenant and agent to verify all room measurements and public records. Contact listing agent to confirm if applications have been received. No short-term leases—12 to 24 months only. All property requests must be included in the application before move-in. All occupants 18+ must apply separately. Approved tenants are responsible for any fees charged by the

    Gerd Schwarzenberg IG Real Estate Services LLC

    9027 Polos Place, Kissimmee, FL 34747
  • /2

    $175,000 Sold Jul 18, 2025

    • 1,140 Sq Ft
    • $154/SF
    • 85 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1994

    1618 Columbia Arms Cir Unit 158, Kissimmee, FL 34741

    Now Priced Under $200K – Incredible Value in a Gated Community!Welcome to Columbia Arms, a gated and amenity-rich community in the heart of Kissimmee with low HOA fees and unbeatable convenience. This spacious 2-bedroom, 2-bathroom ground-floor condo offers 1,140 square feet of well-designed living space — no stairs to climb, and includes a dedicated parking space plus guest parking.Each

    Vannessa Leboss COLDWELL BANKER RESIDENTIAL RE

    1618 Columbia Arms Cir Unit 158, Kissimmee, FL 34741
    • /7

      Not Listed For Sale

      0 S Vernon Ave Unit S5000212, Kissimmee, FL 34741

      0 S Vernon Ave Unit S5000212, Kissimmee, FL 34741
  • /23

    $369,900

    • 3 Beds
    • 2 Baths
    • 1,685 Sq Ft

    1211 Lehigh St, Kissimmee, FL 34744

    Welcome to this beautifully updated and upgraded pool home in Kissimmee! This spacious residence features an upgraded kitchen with elegant gold fixtures and stainless steel appliances, including a range, refrigerator, dishwasher, and microwave. The home offers multiple living spaces, including a living room, family room, and dining room, providing plenty of room to relax and entertain. With no

    Elizabeth Santiago ALLEGIANT MANAGEMENT GROUP INC

    1211 Lehigh St, Kissimmee, FL 34744
  • /77

    $1,599 - $2,772 per month

    Mosaic at Lake Toho

    Studio - 3 Beds

    110 Lakeview Dr, Kissimmee, FL 34741

    Nestled along the northern shore of Lake Toho, Mosaic at Lake Toho is a community that lives up to its name! Inspired by this picturesque setting, you will enjoy lakefront living in the heart of Downtown Kissimmee. Our studio, 1,2-, and 3-bedroom apartment homes have been designed to provide comfort and convenience with innovative amenities, meticulously groomed grounds, and a dedicated staff

    110 Lakeview Dr, Kissimmee, FL 34741
  • /2

    $185,000 Sold Jun 30, 2025

    • 1,098 Sq Ft
    • $168/SF
    • 57 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1994

    1614 Columbia Arms Cir Unit 248, Kissimmee, FL 34741

    Beautifully maintained ***2 Beds, 2 Baths, 1-Car Garage*** condo located in the desirable gated community of Columbia Arms. This spacious residence offers two master suites, each with walk-in closets, cathedral ceilings in the living room, a gas stove and water heater, and an interior laundry area for added convenience.Enjoy a variety of community amenities including a swimming pool,

    Pablo Cabrera FLORIDA HOMEGROUP REALTY LLC

    1614 Columbia Arms Cir Unit 248, Kissimmee, FL 34741
    • /8

      Est $362,186 Not Listed For Sale

      • 2 Beds
      • 1,800 Sq Ft

      909 W Orange St, Kissimmee, FL 34741

      909 W Orange St, Kissimmee, FL 34741
  • /23

    $344,900

    • 4 Beds
    • 3 Baths
    • 1,438 Sq Ft

    1209 Marygon St, Kissimmee, FL 34744

    Welcome to 1209 Marygon Street – where comfort, convenience, and character come together! This beautifully maintained 4-bedroom, 3 bathroom home features two spacious master suites, ideal for multi-generational living or guest privacy.Enjoy hurricane-rated impact windows and a whole-house water filtration system, offering peace of mind and everyday comfort. The bright and open layout

    Yeni Castellanos LA ROSA REALTY ORLANDO LLC

    1209 Marygon St, Kissimmee, FL 34744
  • /21

    $1,500 per month

    • 2 Beds
    • 1.5 Baths
    • 978 Sq Ft
    • Townhouse for Rent

    720 W Columbia Ave, Kissimmee, FL 34741

    Charming townhouse style home. This cute 2 story, 2 bedroom, 1.5 bath home included lawn service. Bedrooms are upstairs, with a full bathroom upstairs. Home features tile downstairs with a kitchen/Livingroom combo. Home has been painted a fresh coat of light gray and kitchen and bathrooms have been updated. Relax on the back screen porch. more info and photos coming soon. Call for a showing.

    Ronald Gentile ORLANDO REO PROF I INC

    720 W Columbia Ave, Kissimmee, FL 34741
  • /2

    $110,000 Sold Jun 30, 2025

    • Land
    • 0.18 Acre
    • $611,111 per Acre
    • 132 Days On Market

    724 Robinson Ave, Kissimmee, FL 34741

    Great Corner Lot!! Zoned- T5M - MIXED USE- Land may be used for commercial or residential including Multifamily Opportunity Triplex or Townhome. Vacant .18 Acre Lot Ready to Build! 60 Ft by 133.4 Ft.This Amazing Opportunity is in the Heart of Kissimmee! Located one block off of HISTORIC Main Street, surrounded by residential AND commercial development. This lot is near Osceola Regional Medical

    Jasmine Khrino YASMINE KHRINO

    724 Robinson Ave, Kissimmee, FL 34741
    • /36

      Est $221,604 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,098 Sq Ft

      1611 Columbia Arms Cir Unit 236, Kissimmee, FL 34741

      1611 Columbia Arms Cir Unit 236, Kissimmee, FL 34741
  • /29

    $339,000

    • 4 Beds
    • 2 Baths
    • 1,554 Sq Ft

    308 E Orange St, Kissimmee, FL 34744

    This property has undergone a complete renovation from top to bottom, offering a fully updated interior. It features a NEW ROOF installed in 2024, along with brand-new energy-efficient WINDOWS, doors, blinds, stainless steel appliances, NEW AC, Updated Electrical and plumbing, Water heater, LUXURY VINYL PLANK throughout the home. Freshly painted on the exterior and interior. Home features 4

    Darshani Lokhnath KELLER WILLIAMS ADVANTAGE III

    308 E Orange St, Kissimmee, FL 34744
  • /76

    $2,009 - $2,059 per month

    Weston 4 Hundred

    1 - 3 Beds

    500 Spencer Ave, Kissimmee, FL 34744

    Unlock a world of modern living at Weston 4 Hundred. Nestled in the vibrant heart of Kissimmee, our apartments offer a unique blend of contemporary elegance and urban convenience. Discover spacious floor plans designed for comfort and style, featuring premium amenities tailored to enhance your lifestyle. From stainless steel appliances and designer finishes to a resort-style pool and fitness

    500 Spencer Ave, Kissimmee, FL 34744
  • /2

    $600,000 Sold Jun 18, 2025

    • 4,072 Sq Ft
    • $147/SF
    • 10 Days On Market
    • 8 Beds
    • 4 Baths
    • Built 1985

    700 W Columbia Ave, Kissimmee, FL 34741

    Investor Special in Prime Kissimmee Location! Discover this spacious 4,072 sq ft multi-family property, ideally situated in the heart of Kissimmee. Featuring 4 units, this two-story building offers a versatile layout perfect for generating rental income or accommodating extended family living. Enjoy proximity to shopping, dining, schools, and major transportation routes. Don'e miss out on this

    Stephanie Florez CENTURY 21 WOLF'S CROSSING REALTY

    700 W Columbia Ave, Kissimmee, FL 34741
    • /38

      Est $369,945 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,908 Sq Ft

      111 E Monument Ave Unit 707, Kissimmee, FL 34741

      111 E Monument Ave Unit 707, Kissimmee, FL 34741
  • /25

    $445,000

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    1312 Axel Graeson Ave, Kissimmee, FL 34744

    Welcome to this stunning 3-bedroom, 2-bathroom single-family home located in one of South Florida’s most desirable communities — Weston. This move-in ready home features a bright, open-concept layout, vaulted ceilings, and elegant finishes throughout. The spacious kitchen offers ample cabinetry and overlooks a cozy family area, perfect for gatherings. Step outside to a private, beautifully

    Alejandro Rodriguez AROD PARTNERS REALTY

    1312 Axel Graeson Ave, Kissimmee, FL 34744
  • /24

    $1,695 per month

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft
    • Townhouse for Rent

    1017 Royal St, Kissimmee, FL 34744

    RENT WITH PARKSIDE: Take a look at this very spacious, completely remodeled and move-in ready home!! Great location close to downtown Kissimmee, this half duplex features beautiful tile throughout, stainless steel appliances with upgraded and modern shaker style kitchen cabinets. This unit also boasts completely renovated bathrooms, granite counters and fresh paint inside and out. Great location

    Julion Bell PARKSIDE MANAGEMENT GROUP

    1017 Royal St, Kissimmee, FL 34744
  • /2

    $305,000 Sold May 19, 2025

    • 1,032 Sq Ft
    • $296/SF
    • 112 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1940

    1117 Ingram St, Kissimmee, FL 34744

    Cozy 2-bedroom, 1-bath pool home in central Kissimmee! Features a large screened pool (8 foot deep end) and screened patio. The large attached garage, 11' x 35', provides plenty of space for your vehicle and storage, while the fenced backyard adds an extra layer of privacy and security. The included shed is perfect for storing lawn equipment or any other items you may need to keep organized.

    Racquel Schroeder EAST PARK REALTY LLC

    1117 Ingram St, Kissimmee, FL 34744
    • /2

      Est $167,817 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 814 Sq Ft

      Unlisted Address

      Unlisted Address
  • /69

    $449,900

    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft

    302 E Drury Ave, Kissimmee, FL 34744

    Just Updated! Welcome To 302 E Drury Avenue – A One-Of-A-Kind Lakefront Property Featuring A Beautiful 3-Bedroom, 2-Bath Home Paired With An Impressive 1,000+ Sqft Detached Structure, Complete With Water And Electric Connections. Perfect For A Home Office, Guest Suite, Studio, Or Future Income Potential. Enjoy Peaceful Waterfront Living In An Established Neighborhood, With An Open Interior

    Chas Barboza RADIUS REALTY GROUP LLC

    302 E Drury Ave, Kissimmee, FL 34744
  • /25

    $1,650 per month

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Townhouse for Rent

    915 W Portage St Unit A, Kissimmee, FL 34741

    915 W Portage St Unit A, Kissimmee, FL 34741
  • /2

    $380,000 Sold May 09, 2025

    • 1,456 Sq Ft
    • $261/SF
    • 3 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1959

    914 W Sumner St Unit A & B, Kissimmee, FL 34741

    Nestled in the heart of Kissimmee, this exceptional duplex presents an outstanding opportunity for investors and homeowners alike. Just a short walk from Downtown Kissimmee, the property is ideally located near shopping, dining, and entertainment, offering convenience and a vibrant lifestyle. Adding to its appeal, a newly established hospital is only minutes away, making this an attractive option

    Zoheb Sajan RUSSU REALTY & ASSOCIATES PA

    914 W Sumner St Unit A & B, Kissimmee, FL 34741
    • /16

      Est $325,192 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,431 Sq Ft

      910 W Hughey St, Kissimmee, FL 34741

      910 W Hughey St, Kissimmee, FL 34741
  • /24

    $390,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,516 Sq Ft

    1982 King Ranch St, Kindred, FL 34744

    This 2023-built 3-bed, 2-bath home with a 2-car garage offers stylish upgrades and flexible living. Features include luxury vinyl flooring, new kitchen and bathroom countertops, updated faucets, and a mini-split AC in the garage? Ideal for a gym or workspace.Located in a resort-style community with a clubhouse, fitness center, pool, tennis courts, park, and playground.Currently leased

    Christopher Dasilva DALTON WADE INC

    1982 King Ranch St, Kindred, FL 34744
  • /4

    $1,900 per month

    • 2 Beds
    • 1 Bath
    • 1,252 Sq Ft
    • House for Rent

    417 S Randolph Ave, Kissimmee, FL 34741

    Property with excellent location. Close to downtown Kissimmee and John Young Ave. Spacious with no HOA restrictions. For appointments to show send text messages.

    Jose Noguera Nieves LPT REALTY, LLC

    417 S Randolph Ave, Kissimmee, FL 34741
  • /2

    $270,000 Sold May 02, 2025

    • 1,512 Sq Ft
    • $179/SF
    • 21 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2004

    643 Captiva Cir, Kissimmee, FL 34741

    Discover this well-maintained 3-bedroom, 2.5-bathroom corner townhome in a prime location! Featuring ceramic tile flooring throughout the main areas and laminate floors in bedrooms, a spacious kitchen with ample storage, and a low monthly HOA that includes pool, landscaping, and gated security.Whether you're looking for your first home or a great investment opportunity, this is one you don’t

    Nohora Gomez COLDWELL BANKER RESIDENTIAL RE

    643 Captiva Cir, Kissimmee, FL 34741
    • /6

      Not Listed For Sale

      0 Lakeview Dr, Kissimmee, FL 34741

      0 Lakeview Dr, Kissimmee, FL 34741
  • /5

    $97,000

    • Land
    • 0.10 Acre
    • $970,000 per Acre

    921 W King St, Kissimmee, FL 34741

    Rare 0.10-Acre Vacant Lot, 0 King St, Kissimmee, FL 34741Great opportunity in the heart of Kissimmee! This rare 0.10-acre vacant lot is perfectly positioned for your first home, a new construction build, or an investment property in one of Central Florida’s fastest-growing communities.Just minutes from historic downtown Kissimmee and Lake Tohopekaliga and a short drive to Walt Disney

    Scott Vandergriff PREMIER REALTY NETWORK, INC

    921 W King St, Kissimmee, FL 34741
  • /4

    $1,500 per month

    • 3 Beds
    • 1 Bath
    • 950 Sq Ft
    • Townhouse for Rent

    1312 Royal St, Kissimmee, FL 34744

    SCREEN PORCH, NEW CENTRAL A/C, QUIET PLACE, NEW BATHROOM

    1312 Royal St, Kissimmee, FL 34744
  • /2

    $264,000 Sold Apr 08, 2025

    • 1,512 Sq Ft
    • $175/SF
    • 8 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2004

    660 Captiva Cir, Kissimmee, FL 34741

    Stunning Corner Townhome in a Prime Location!Welcome to this beautifully updated 3-bedroom, 2.5-bathroom corner townhome, perfectly situated in a thriving area with new businesses and top-rated hospitals nearby ideal for professionals and investors alike!This move-in-ready home features a brand-new roof, new air conditioning, fresh paint, and new carpet throughout.

    Nohora Gomez COLDWELL BANKER RESIDENTIAL RE

    660 Captiva Cir, Kissimmee, FL 34741
    • /57

      Est $478,255 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,601 Sq Ft

      1737 Bull Hill Rd, Kindred, FL 34744

      1737 Bull Hill Rd, Kindred, FL 34744
  • /30

    $239,900

    • 2 Beds
    • 1 Bath
    • 1,120 Sq Ft

    207 E Orange St, Kissimmee, FL 34744

    Come check out this historic mature home in the downtown Kissimmee area. House sits on one of the larger lots in this neighborhood. Property features a front and back porch, large backyard including an oversize shed among large mature trees. Newer Lennox A/C unit, Rheem Performance line water heater, city water line replaced 2 years ago. Fixer upper opportunity.

    Danny Ramos ONE FAMILY REALTY

    207 E Orange St, Kissimmee, FL 34744
  • /63

    $3,050 per month

    • 5 Beds
    • 3 Baths
    • 2,474 Sq Ft
    • House for Rent

    1790 Southfork Dr, Kindred, FL 34744

    Welcome to this stunning 5-bedroom, 3-bath home located in the desirable Kissimmee Community! This almost-new construction features an open-concept floor plan with 2,474 square feet of thoughtfully designed living space.The first floor includes a private suite, ideal for guests or a mother in-law suite. Upstairs, you’ll find four spacious bedrooms, including a versatile bonus room that

    Nohora Gomez COLDWELL BANKER RESIDENTIAL RE

    1790 Southfork Dr, Kindred, FL 34744
  • /2

    $304,000 Sold Apr 02, 2025

    • 1,120 Sq Ft
    • $271/SF
    • 190 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1926

    309 Maple Ave, Kissimmee, FL 34741

    LOCATION. LOCATION. LOCATION!!!!!!!!!!!! Completely remodeled home in Historic Downtown Town Kissimmee at walking distance from Osceola Court House. Everything new A/C, floors, walls, paint, baths, kitchen, and fence. Don’t miss this one!!!!!!!!!!!!!

    Rebecca Fernandez Totorica ELITE GLOBAL REAL ESTATE LLC

    309 Maple Ave, Kissimmee, FL 34741
    • /60

      Est $422,169 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,828 Sq Ft

      1753 Bull Hill Rd, Kindred, FL 34744

      1753 Bull Hill Rd, Kindred, FL 34744

Showing Results 1 - 40, Page 1 of 18

Home Trends in Downtown Kissimmee, FL

Housing Trends

Median Sale Price
$345,445
Median Single Family Sale Price
$320,990
Median Townhouse Sale Price
$379,990
Average Price Per Sq Ft
$163
Number of Homes for Sale
1
Last 12 months Home Sales
18
Months of Supply
0.70
Median List Price
$362,745
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
31%
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