20

Downtown Kissimmee Homes for Sale

Section Image Section Image
  • /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
  • /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
  • /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
  • /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
  • /7

    $799,900

    • 3,523 Sq Ft

    810 Person St Unit 818, Kissimmee, FL 34741

    IF YOUR'RE LOOKING FOR LAND THAT HAS **8 BONUS INCOME PRODUCING PROPERTIES** ON IT, LOOK NO FURTHER! THIS MULTIFAMILY PARCLE CONTAINS 3 LOTS WITH SEVERAL PROPERTIES. IF YOU HAVE A VISION AND WANT TO INVEST IN THIS HIGHLY SOUGHT OUT PROPERTY , THIS DIAMOND IN THE ROUGH HAS ENDLESS POTENTIAL AND COULD MAKE YOU MORE THAN DOUBLE THE INCOME COLLECTED WITH SOME TLC. LOCATED ON OVER 3/4 ACRE OF LAND

    Kish Munjal CENTURY 21 ALL HOMES & PROPERT

    810 Person St Unit 818, Kissimmee, FL 34741
  • /100

    $1,200,000

    • 4 Beds
    • 3 Baths
    • 3,492 Sq Ft

    212 S Clyde Ave, Kissimmee, FL 34741

    Step into timeless elegance with this remarkable 4-bedroom, 3-bathroom Colonial home offering 3,492 square feet of living space. As you enter, you’re greeted by a striking checkered-floor foyer with a grand staircase that sets the tone for the home’s classic charm.The first floor boasts a formal living room filled with natural light, a spacious dining room perfect for gatherings, a large

    Ian Rinehart ROYAL REALTY REAL ESTATE, LLC

    212 S Clyde Ave, Kissimmee, FL 34741
  • /30

    $330,000

    • 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
  • /5

    $97,000

    • Land
    • 0.1 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
  • /8

    $78,000

    • Land
    • 0.05 Acre
    • $1,560,000 per Acre

    0 N Henrietta St Unit A11827263, Kissimmee, FL 34741

    Excellent opportunity to purchase a lot in King W H in popular Kissimmee with NO HOA. This lot is conveniently located, close to shopping, medical facilities schools and more. Perfect for a modular, manufactured or tiny home. Zoned for residential single, duplex, and even triplex (conditions apply) Be creative and explore all possibilities. Lot is located directly next to 707 Henrietta St.

    Marlene Darrican Florida Realty of Miami Corp

    0 N Henrietta St Unit A11827263, Kissimmee, FL 34741
  • /83

    $924,991

    • 4 Beds
    • 3 Baths
    • 3,577 Sq Ft

    111 E Monument Ave Unit 801, Kissimmee, FL 34741

    PENTHOUSE PERFECTION MEETS DOWNTOWN RENAISSANCEDiscover the crown jewel of Historic Downtown Kissimmee – an architect-designed penthouse that redefines luxury living in Central Florida's fastest-growing corridor. This one-of-a-kind executive residence spans 3,577 sq ft on the coveted 8th floor, offering breathtaking panoramic views of Lake Toho and the revitalized downtown skyline from nearly

    Jorge Martinez, Jr KELLER WILLIAMS CLASSIC

    111 E Monument Ave Unit 801, 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
  • /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
  • /7

    $125,000

    • Land
    • 0.14 Acre
    • $892,857 per Acre

    0 W June St, Kissimmee, FL 34741

    Build the home of your dreams or your future investment! This lot already has sewer access available and electricity! The lot is in a good developed area in Kissimmee, not far from Disney! It is also a short distance to Osceola Regional Medical Center, the Osceola County Court Buildings, City Hall, Osceola County Beaumont Government Center and Lake Toho Marina (Kissimmee Lakefront Park), as well

    Blanca Armada REMAX PREMIER PROPERTIES

    0 W June St, Kissimmee, FL 34741
  • /23

    $334,900

    • 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
  • /7

    $999,999

    • Land
    • 0.8 Acre
    • $1,249,999 per Acre

    1314 Brack St, Kissimmee, FL 34744

    1. Prime Location with High VisibilityMinutes from downtown Kissimmee and major highways (US-192 & Florida’s Turnpike).Over 80,000 cars a day pass through US-192, offering incredible visibility and branding potential.2.Development Already in MotionOwner has already started the process for constructing three office buildings — saving the buyer time and upfront

    Maria Pagan DEAL MAKERS REALTY TEAM CORP

    1314 Brack St, Kissimmee, 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
  • /13

    $255,490

    • 3 Beds
    • 2.5 Baths
    • 1,512 Sq Ft

    645 Captiva Cir, Kissimmee, FL 34741

    Location ... Location , Well maintained. Kitchen equipped with solid wood cabinets; various appliances will convey. Tub with shower in both t5he master bath room and second bath room in second floor; a 1⁄2 bath conveniently located in the first floor. This is a must see Townhouse located on a central location with easy access to major expressways, allowing a convenient drive to downtown Orlando,

    CLAUDIA MEJIA KISMET 2 REALTY INC.

    645 Captiva Cir, Kissimmee, FL 34741
  • /34

    $310,000

    • 3 Beds
    • 2 Baths
    • 1,064 Sq Ft

    1006 Penfield St, Kissimmee, FL 34741

    One of a kind property, recently remodel Historical home in the heart of downtown Kissimmee. Lovely and cozy 3 bedrooms, 2 bathrooms with a light full open plan from livingroom to kitchen. This property offers 1/3 of an acre with no HOA, the backyard is fully fenced and clear for any project you have in mind, from a shed to a storage or even a mothers in law. Only one neighbor on the right side,

    Lorena Castillo LPT REALTY, LLC

    1006 Penfield St, Kissimmee, FL 34741
  • /2

    $80,000

    • Land
    • 0.14 Acre
    • $571,429 per Acre

    0 Royal St, Kissimmee, FL 34744

    Vacant Lot in the heart of Kissimmee ready for you to build your future! This lot has very favorable zoning! Make it yours today. Lots this size are being snapped up all over Kissimmee. Don't Hesitate!

    Harris Tyrell FLORIDA HOMES REALTY & MTG

    0 Royal St, Kissimmee, FL 34744
  • /2

    $180,000

    • Land
    • 0.28 Acre
    • $642,857 per Acre

    1005 Hill St, Kissimmee, FL 34741

    This DOUBLE lot is ready for you to start your next development project or build your home in the City! Yes, you read that right lot is actually a double lot! Build two duplexes. Build townhomes. or Build two single family homes with ADUs. You have a wide range of options with this piece of land. Lots this size are being snapped up quickly. Don't hesitate! Located in a minimal flood zone with no

    Harris Tyrell FLORIDA HOMES REALTY & MTG

    1005 Hill St, Kissimmee, FL 34741

Why Live in Downtown Kissimmee

Downtown Kissimmee, known for its historic charm and proximity to Walt Disney World Resorts, offers a suburban lifestyle with a city-like feel. The neighborhood is bustling with foot traffic, featuring a variety of shops and restaurants. Notable dining options include Willy's Wieners, Abracadabra Ice Cream Factory, and Three Sisters Speakeasy. The area is home to the largest independently owned restaurant district in Central Florida. Residents enjoy walking past vintage buildings, colorful murals, and landmarks like the Monument of States and the Osceola County Historical Courthouse. For shopping, Lanier's Historic Downtown Marketplace and Casa Del Artesano are popular spots. Outdoor enthusiasts frequent Lakefront Park for recreation, Brinson Park for fishing, and Oak Street Park & Community Center for gym and tennis facilities. Shingle Creek Regional Park offers natural beauty and hosts many city festivals, including the Taste of Kissimmee and the Festival of Lights parade. Homes range from contemporary bungalows to midsized multi-story houses, with newer condos also available. Traffic congestion is common, but improvements are planned, and a parking garage near the lakefront aids commuters. Kissimmee Gateway Airport is nearby, and Orlando International Airport is 15 miles away.

Frequently Asked Questions

Is Downtown Kissimmee a good place to live?
Downtown Kissimmee is a good place to live. Downtown Kissimmee is considered somewhat walkable and very bikeable with some transit options. Downtown Kissimmee is a suburban neighborhood. Downtown Kissimmee has 7 parks for recreational activities. It is fairly sparse in population with 4.3 people per acre and a median age of 39. The average household income is $49,769 which is below the national average. College graduates make up 17.1% of residents. A majority of residents in Downtown Kissimmee are renters, with 66.6% of residents renting and 33.4% of residents owning their home. A local real estate agent serving Downtown Kissimmee can help you decide if this neighborhood is the right one for you. Learn more on our Downtown Kissimmee neighborhood guide.
How much do you need to make to afford a house in Downtown Kissimmee?
The median home price in Downtown Kissimmee is $340,000. If you put a 20% down payment of $68,000 and had a 30-year fixed mortgage with an interest rate of 6.35%, your estimated principal and interest payment would be $1,690 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $72K a year to afford the median home price in Downtown Kissimmee. The average household income in Downtown Kissimmee is $50K.
What are the best public schools in Downtown Kissimmee?
The best public schools that serve Downtown Kissimmee are:
What are the best private schools in Downtown Kissimmee?
The best private schools that serve Downtown Kissimmee are:
What are the most popular zip codes in Downtown Kissimmee, Kissimmee, FL?
The most popular zip codes in Downtown Kissimmee, Kissimmee, FL include 34744, 34741, 34747, 34746 and 34743.
What are the most popular neighborhoods near Downtown Kissimmee, Kissimmee, FL?
The most popular neighborhoods near Downtown Kissimmee, Kissimmee, FL are Columbia, Neo City, Mill Slough, Lake ToHo and Tapestry.
Are home prices dropping in Downtown Kissimmee?
Yes, home prices in Downtown Kissimmee are down 19% in the last 12 months.

Home Trends in Downtown Kissimmee, FL

Housing Trends

Median Sale Price
$306,000
Median Single Family Sale Price
$329,950
Median Townhouse Sale Price
$344,990
Median 2 Bedroom Sale Price
$185,000
Average Price Per Sq Ft
$236
Number of Homes for Sale
13
Last 12 months Home Sales
29
Months of Supply
5.40
Median List Price
$340,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-22%
How to Buy a Home How to Finance a Home How to Sell a Home