2,222

Downtown Kissimmee 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
  • /33

    $1,495 per month

    • 1 Bed
    • 1 Bath
    • 834 Sq Ft
    • Condo for Rent

    1612 Columbia Arms Cir Unit 137, Kissimmee, FL 34741

    COMPLETELY REMODELED! This beautiful GROUND FLOOR end-unit condo features new wood-look tile flooring, a modern bathroom, brand-new granite countertops, and fresh interior paint. The spacious 1-bedroom, 1-bath layout includes walk-in closets, abundant storage, and the convenience of inside laundry. The kitchen boasts a gas stove, and you’ll have your own assigned parking space.Located in

    Agent Photo

    Faddy Carolina Jraissati

    FLORIDA HOMEGROUP REALTY LLC

    (321) 342-1335

    1612 Columbia Arms Cir Unit 137, Kissimmee, FL 34741
  • /2

    $314,000 Sold Sep 08, 2025

    • 1,822 Sq Ft
    • $172/SF
    • 7 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2015

    923 Sumner St, Kissimmee, FL 34741

    Townhouse in a great location. Walk to downtown Kissimmee. Walk to hospitals. 2 car garage. 3 bedrooms upstairs. Large kitchen with eating space. Large lounge area.

    James Baillie HAMILTON REALTY

    923 Sumner St, 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
  • /18

    $250,000

    • 2 Beds
    • 1 Bath
    • 767 Sq Ft

    312 N Randolph Ave, Kissimmee, FL 34741

    Welcome to this charming Kissimmee home just minutes from downtown, shopping, dining, and local attractions. This property features a spacious layout with comfortable living areas, a functional kitchen, and plenty of natural light throughout. The large yard provides room to relax, garden, or entertain, while the convenient location makes everyday living simple. Whether you’re looking for a

    Agent Photo

    Daniel Robinson

    HOUWZER INC

    (321) 985-5475

    312 N Randolph Ave, Kissimmee, FL 34741
  • /35

    $1,595 per month

    • 2 Beds
    • 1 Bath
    • 834 Sq Ft
    • Condo for Rent

    1612 Columbia Arms Cir Unit 237, Kissimmee, FL 34741

    ***COMPLETELY REMODELED 2 BEDS/ 1 BATH CONDO 8 MINUTES FROM THE LOOP AND HUNTERS CREEK***. Located in the desirable gated community of Columbia Arms! The community offers a clubhouse, fitness center, large swimming pool, tennis court, basketball court, and playing ground. This property is centrally located in the heart of Kissimmee, walking distance to the local Publix Super Market, shopping,

    Agent Photo

    Faddy Carolina Jraissati

    FLORIDA HOMEGROUP REALTY LLC

    (321) 421-5300

    1612 Columbia Arms Cir Unit 237, Kissimmee, FL 34741
  • /2

    $140,000 Sold Aug 22, 2025

    • Land
    • 0.23 Acre
    • $608,696 per Acre
    • 148 Days On Market

    305 Mitchell St, Kissimmee, FL 34741

    Vacant commercial lot in the heart of downtown Kissimmee with easy access to Main/Broadway, Central, JYP, MLK and Neptune Roads. Great area for development.

    Sergio Vanegas WEICHERT REALTORS HALLMARK PRO

    305 Mitchell St, Kissimmee, FL 34741
    • /8

      Est $348,880 Not Listed For Sale

      • 2 Beds
      • 1,800 Sq Ft

      909 W Orange St, Kissimmee, FL 34741

      909 W Orange St, Kissimmee, FL 34741
  • /27

    $350,000

    • 2 Beds
    • 2 Baths
    • 1,070 Sq Ft

    812 Bryan St, Kissimmee, FL 34741

    Investor opportunity in the Historic District of Downtown Kissimmee! This duplex features two 1 bed/1 bath units generating $2,000 gross monthly income. Interiors are in good condition, exterior needs some TLC. No HOA. Prime location surrounded by restaurants, boutique shops, and Lakefront Park with its waterfront walking paths, marina, and recreation. Just minutes to SunRail, major highways, and

    Agent Photo

    Alexander Vazquez

    NONA LEGACY POWERED BY LA ROSA

    (321) 382-8655

    812 Bryan St, Kissimmee, FL 34741
  • /28

    $1,750 per month

    • 2 Beds
    • 2 Baths
    • 1,098 Sq Ft
    • Condo for Rent

    1620 Columbia Arms Cir Unit 262, Kissimmee, FL 34741

    **LIMITED-TIME OFFER $500 OFF YOUR FIRST MONTH’S RENT!** This beautifully REMODELED 2-bedroom, 2-bath condo features two master suites, each with its own walk-in closet. Enjoy brand new carpet and new vinyl flooring in the kitchen and bathrooms. The condo includes all appliances—washer, dryer, gas stove, and gas water heater.Community amenities include a resort-style pool, relaxing spa,

    Agent Photo

    Faddy Carolina Jraissati

    FLORIDA HOMEGROUP REALTY LLC

    (321) 382-0525

    1620 Columbia Arms Cir Unit 262, Kissimmee, FL 34741
  • /2

    $360,000 Sold Aug 07, 2025

    • 1,908 Sq Ft
    • $189/SF
    • 102 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2011

    111 E Monument Ave Unit 705, Kissimmee, FL 34741

    Luxury condo living at its finest. Enjoy the picturesque panoramic views of Lake Toho , the fountain library and the lakeside park. Loaded with upgrades, granite countertops, stainless steel appliances, and the dual master suites. The 8 ft. (energy efficient/sound reducing ) sliding glass doors can stand strong hurricane winds. The $7000 motorized roller shades are a nice luxury touch adding both

    Nahid Moradi WEMERT GROUP REALTY LLC

    111 E Monument Ave Unit 705, Kissimmee, FL 34741
    • /36

      Est $200,145 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
  • /27

    $385,000 Open Sat 1:30AM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,526 Sq Ft

    1005 Schuylkill St, Kissimmee, FL 34744

    Welcome to your charming and spacious single-family home nestled in a peaceful neighborhood close to all! This 3 bed 2 bath pool home boasts a spacious layout perfect for both relaxing and entertaining. Step inside to discover bright, airy living spaces with modern finishes and plenty of natural light. The kitchen features updated appliances and ample counter space. The garage was converted to

    Erika Montanez Perez EPIQUE REALTY, INC.

    1005 Schuylkill St, Kissimmee, FL 34744
  • /23

    $1,550 - $4,712 per month

    Solaris at Kissimmee

    1 - 3 Beds

    1225 Utica Dr, Kissimmee, FL 34744

    Solaris at Kissimmee is a brand-new apartment and townhome community offering a serene, wellness-inspired lifestyle in the heart of Central Florida. Choose from spacious 13 bedroom apartments or unique 3-story, 2-bedroom townhomes with private garages. Interiors feature warm, midcentury-modern finishes and thoughtful layouts designed for comfort and style. Enjoy tranquil amenities including a

    1225 Utica Dr, Kissimmee, FL 34744
  • /2

    $200,000 Sold Aug 07, 2025

    • 2,260 Sq Ft
    • $88/SF
    • 258 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1910

    1017 Mabbette St, Kissimmee, FL 34741

    NOTE THIS PROPERTY WAS LISTED WITH 2 HOMES UNDER 1 PROPERTY ID...THE PROPERTY WAS SPLIT AND NOW SELLING AS 2 SEPARATE PARCELS, THUS THE PRICE ADJUSTMENT. This house, built in 1910, is uniquely built and has withstood many storms over the years! Priced to sell, as this corner lot with great location has so much potential as a private residence or a business. Just a block or so away from the

    Dawn Grigsby EXP REALTY LLC

    1017 Mabbette St, Kissimmee, FL 34741
    • /38

      Est $364,266 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
  • /48

    $399,900

    • 4 Beds
    • 2 Baths
    • 4,156 Sq Ft

    206 S Vernon Ave, Kissimmee, FL 34741

    JUST LISTED!! HISTORIC 1910 COLONIAL IN THE HEART OF OSCEOLA COUNTY. NOW ON THE MARKET FOR THE FIRST TIME IN YEARS, THIS GRAND 1910 COLONIAL OFFERS OVER 4,000 SQUARE FEET OF HISTORIC CHARM AND ENDLESS POTENTIAL. LOCATED DIRECTLY BEHIND THE OSCEOLA COUNTY COURTHOUSE. THIS PROPERTY IS STEEPED IN CHARACTER WITH ORIGINAL HARDWOOD FLOORS, MASSIVE BASEBOARDS, INTRICATE MOLDING THROUGHOUT, AND A

    Carolee Goodwin-Blackmore GOODWIN REALTY & ASSOCIATES, INC

    206 S Vernon Ave, Kissimmee, FL 34741
  • /19

    $2,650 per month

    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft
    • House for Rent

    2015 Rankin St, Kindred, FL 34744

    EXCLUSIVE KINDRED AREA. Experience modern living in this brand-new 4-bed, 3-bath single-family home at Kissimmee. NEW 2-car garage, this newly constructed property blends contemporary design with comfort. The kitchen boasts sleek finishes and a spacious island, perfect for entertaining. Relax in the bright space or retreat to the luxurious master suite with a spa-like bathroom. Enjoy the

    Claudia Gomez Keller Williams Legacy

    2015 Rankin St, Kindred, FL 34744
  • /2

    $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 $318,639 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
  • /30

    $315,000

    • 2 Beds
    • 1 Bath
    • 896 Sq Ft

    924 Patrick St, Kissimmee, FL 34741

    Charming Bungalow Near Downtown Kissimmee!Welcome to 924 Patrick Ave – a cozy and well-maintained bungalow just 3 minutes from vibrant Downtown Kissimmee! This 2-bedroom, 1-bath home offers the perfect blend of comfort and convenience, ideally situated close to shopping, dining, and local businesses.The home sits on a fully fenced lot, providing privacy and security, with a storage shed

    Jenny Nguyen LOKATION

    924 Patrick St, Kissimmee, FL 34741
  • /77

    $1,470 - $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

    $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
    • /6

      Not Listed For Sale

      0 Lakeview Dr, Kissimmee, FL 34741

      0 Lakeview Dr, 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
  • /7

    $1,600 per month

    • 2 Beds
    • 1.5 Baths
    • 1,150 Sq Ft
    • Townhouse for Rent

    1015 Sumner St Unit 1033, Kissimmee, FL 34741

    Townhouse Located at 1019 Sumner Street unit# 1033, Kissimmee, FL 34741, this conforms townhouse count with 2Rooms 1.5 Bathrooms, Dining room and living room, and with the cozy Kitchen. Enjoy your morning coffee on the private balcony and later relax in the spacious backyard. This property is near shopping centers, parks like Green Meadows Petting Farm, and only 27 minutes from Orlando

    Dunia Jacque San Pedro LA ROSA REALTY KISSIMMEE

    1015 Sumner St Unit 1033, 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
    • /2

      Est $466,241 Not Listed For Sale

      • 4 Beds
      • 1,680 Sq Ft

      914 W Cherry St, Kissimmee, FL 34741

      914 W Cherry St, 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
  • /38

    $1,309 - $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
  • /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
    • /57

      Est $494,823 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
  • /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
  • /15

    $1,500 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    1618 Columbia Arms Cir Unit 259, Kissimmee, FL 34741

    Enjoy living in this gated community. Lots of amenities! Second floor condo offers 1 bedroom, a small office room(2nd room, it can also be a kid's room) and 1 full bath. Nice open floor plan. Living, dining, kitchen and inside laundry. Bath offers tub/shower combo. Master suite has walk-in closet. Community pool, rec bldg., playground & more. Central location makes it an easy commute to shopping,

    Maribel Minarro Florida Fantasy Real Estate IN

    1618 Columbia Arms Cir Unit 259, Kissimmee, FL 34741
  • /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
    • /60

      Est $437,678 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
  • /23

    $315,000 Pending

    • 4 Beds
    • 3 Baths
    • 1,684 Sq Ft

    1119 Delaware Ave, Kissimmee, FL 34744

    Under contract-accepting backup offers. NO HOA; Put your own touch into this place & turn it into a jewel and comfy spot. If you're looking for a way to invest, you're in luck. This property provides comfy 3/2 for the owner to reside and a 1bed/1bath studio with its own entrance to be rented out to help with the mortgage.

    Jonadad Theodore THEODORE REALTY & ASSOCIATES LLC

    1119 Delaware Ave, Kissimmee, FL 34744
  • /76

    $1,854 - $2,032 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

    $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 $385,864 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,668 Sq Ft

      1820 Delrose Rd, Kindred, FL 34744

      1820 Delrose Rd, Kindred, FL 34744

Showing Results 1 - 40, Page 1 of 18

Home Trends in Downtown Kissimmee, FL

Housing Trends

Median Sale Price
$305,500
Median Single Family Sale Price
$315,000
Median 2 Bedroom Sale Price
$185,000
Average Price Per Sq Ft
$236
Number of Homes for Sale
12
Last 12 months Home Sales
28
Months of Supply
5.10
Median List Price
$332,250
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-22%
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