Downtown Kissimmee Homes

/30
$325,000 Pending
- 4 Beds
- 3 Baths
- 2,322 Sq Ft
408 Sumner St, Kissimmee, FL 34741

Under contract-accepting backup offers. Enchanting Historic BR/3BA Gem in the Heart of Historic Downtown Kissimmee Discover a timeless treasure perfectly situated in the heart of Downtown Kissimmee. This preserved 4-bedroom, 3-bathroom home offers generous living space wrapped in character and charm. Whether you're an investor seeking a standout opportunity or a homeowner longing for residence

Regina Groccia WEICHERT REALTORS HALLMARK PRO

408 Sumner St, Kissimmee, FL 34741
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/36
$2,400 per month
- 3 Beds
- 2.5 Baths
- 1,692 Sq Ft
- Townhouse for Rent
1106 W June St, Kissimmee, FL 34741

Welcome to this brand-new corner townhouse, combining modern design, comfort, and functionality in one perfect package. This spacious home features 3 bedrooms, 2.5 bathrooms, and a two-car garage, offering the ideal layout for today’s lifestyle. With its open-concept design, the living, dining, and kitchen areas connect seamlessly, creating a bright and inviting space that’s perfect for everyday

Vivian Pascual LA ROSA REALTY KISSIMMEE

1106 W June St, 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

/2
Est $440,013 Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,447 Sq Ft
1796 Bull Hill Rd, Kindred, FL 34744

1796 Bull Hill Rd, Kindred, FL 34744

/29
$339,000 Pending
- 4 Beds
- 2 Baths
- 1,554 Sq Ft
308 E Orange St, Kissimmee, FL 34744

Under contract-accepting backup offers. 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

Darshani Lokhnath KELLER WILLIAMS ADVANTAGE III

308 E Orange St, Kissimmee, FL 34744
/12
$1,225 per month
- 1 Bed
- 1 Bath
- 1,000 Sq Ft
- Townhouse for Rent
914C Portage St, Kissimmee, FL 34741

Large and Spacious 1 bedroom/1 bath apartment unit duplex arrangement for rent located in historic downtown Kissimmee near court house. Very quiet neighborhood. - WASHER/DRYER IN UNIT- dine in kitchen with fridge, stove and microwave - window unit a/c-dining room-living and family room- tile floor throughout- Rent 1,225 + Security deposit of $1,225. (cashiers

914C Portage St, 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

/46
Est $390,818 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,504 Sq Ft
1788 Bull Hill Rd, Kindred, FL 34744

1788 Bull Hill Rd, Kindred, FL 34744

/12
$195,500
- Land
- 0.24 Acre
- $814,583 per Acre
118 N Dillingham Ave, Kissimmee, FL 34741

Excellent location for a Commercial - Great Corner Lot!! - Ready for Development! - Mixed-Use – Duplex o 3 Units - ask about possible impact fee credits from the county - lot on a corner has frontage on the busy MABBETTEE ST and N DILLINGHAMAVE and is a prime location for your building project. Nestled amongst shops, offices, restaurants and more. Conveniently located to Downtown Kissimmee,

Alain Armada LA ROSA REALTY KISSIMMEE

118 N Dillingham Ave, Kissimmee, FL 34741
/43
$2,700 per month
- 4 Beds
- 2.5 Baths
- 2,227 Sq Ft
- Townhouse for Rent
1102 W June St, Kissimmee, FL 34741

Welcome to this brand-new townhouse, offering the perfect balance of modern style, comfort, and functionality. This spacious residence features 4 bedrooms, 2.5 bathrooms, and a two-car garage, designed to meet today’s lifestyle needs. No carpets!! With its open-concept floor plan, the living, dining, and kitchen areas flow seamlessly together, creating a bright and inviting atmosphere, ideal for

Vivian Pascual LA ROSA REALTY KISSIMMEE

1102 W June St, Kissimmee, FL 34741
/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

/2
Est $399,201 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,504 Sq Ft
1784 Bull Hill Rd, Kindred, FL 34744

1784 Bull Hill Rd, Kindred, FL 34744

/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
/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
$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

/2
Est $441,585 Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,447 Sq Ft
1776 Bull Hill Rd, Kindred, FL 34744

1776 Bull Hill Rd, Kindred, FL 34744

/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
/47
$2,700 per month
- 4 Beds
- 2.5 Baths
- 2,281 Sq Ft
- Townhouse for Rent
1098 W June St, Kissimmee, FL 34741

Discover this stunning, brand-new corner townhouse offering the perfect blend of space, style, and convenience. This modern residence features 4 spacious bedrooms, 2.5 bathrooms, and a double-car garage, designed to provide both comfort and functionality. With its open and contemporary layout, you’ll enjoy a bright living area that flows seamlessly into the kitchen and dining space, ideal for

Vivian Pascual LA ROSA REALTY KISSIMMEE

1098 W June St, Kissimmee, FL 34741
/2
$120,000 Sold Mar 17, 2025
- Land
- 0.26 Acre
- $461,538 per Acre
- 35 Days On Market
00 Robinson Ave, Kissimmee, FL 34741

Zoned- T5M - MIXED USE- Land maybe used for commercial or residential including Multifamily Opportunity Triplex or Townhome. Vacant .26 Acre Lot Ready to Build! Lot for sale 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 Center and the future Veterans Hospital, and 1 mile

Jasmine Khrino YASMINE KHRINO

00 Robinson Ave, Kissimmee, FL 34741

/2
Est $469,360 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,848 Sq Ft
1377 Levy Bend Dr, Kissimmee, FL 34744

1377 Levy Bend Dr, Kissimmee, FL 34744

/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
/11
$1,950 per month
- 2 Beds
- 2 Baths
- 900 Sq Ft
- Condo for Rent
911 W Orange St, Kissimmee, FL 34741

Property Id: 1893281Amazing 2 bedroom, 2 bathroom townhouse in Kissimmee. Amenities included: central air, central heat, dishwasher, hardwood floors, updated kitchen, updated bathroom, storage, washer dryer, and yard. No Utilities included. Is not pet friendly. Date Available: Sep 30th 2025. $1,950/month rent. $2000 security deposit required. Please submit the form on this page or contact

911 W Orange St, Kissimmee, FL 34741
/25
$320,000 Sold Mar 07, 2025
- 1,271 Sq Ft
- $252/SF
- 6 Days On Market
- 3 Beds
- 3 Baths
- Built 1936
222 N Orlando Ave Unit A & B, Kissimmee, FL 34741

Multiple offers please submit highest and best by Sunday, 01/19/25 at 5:00pm. Welcome to this fantastic investment opportunity in the heart of Kissimmee! This well-maintained duplex at 222 N Orlando Ave offers a prime location just minutes away from the vibrant downtown area, local attractions, dining, and major highways, making it perfect for both tenants and owners alike. Unit A is $1300/mo and

Jorge Trejo KELLER WILLIAMS ADVANTAGE III

222 N Orlando Ave Unit A & B, Kissimmee, FL 34741

/17
Est $525,697 Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,287 Sq Ft
1371 Levy Bend Dr, Kissimmee, FL 34744

1371 Levy Bend Dr, Kissimmee, FL 34744

/30
$199,999
- 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
/5
$1,400 per month
- 1 Bed
- 1 Bath
- 814 Sq Ft
- Condo for Rent
Unlisted Address

Welcome to Beautiful 1/1 in Columbia Arms, located in the heart of Kissimmee, FL. This charming house features one spacious bedroom and one full bathroom. The property is thoughtfully designed and offers a cozy and comfortable living experience. With a great location, you'll be just minutes away from local attractions, dining, and shopping options that Kissimmee has to offer. Step inside and

Rafael Izquierdo Lasaracina VS INTERNATIONAL PROPERTIES

Unlisted Address
/2
$622,500 Sold Feb 28, 2025
- 4,167 Sq Ft
- $149/SF
- 180 Days On Market
- 5 Beds
- 4 Baths
- Built 1910
112 S Clyde Ave, Kissimmee, FL 34741

BEAUTIFUL MOVE In READY, 3 STORY HOME w/ 5 OVERSIZED BEDROOMS & 4 FULL BATHS. Expect to be IMPRESSED, From the Front Door w/ the Grand Staircase Entrance, the Family Room is located off to the Left featuring an OPEN CONCEPT & a FIREPLACE, leading off to the Formal Dining Room & wraps around to the Walk-in Pantry & Kitchen featuring Plenty of Space and a center Island, Wood kitchen Cabinets &

Jessica Purvis COLDWELL BANKER HUBBARD HANSEN

112 S Clyde Ave, Kissimmee, FL 34741

/21
Est $480,365 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,106 Sq Ft
1372 Axel Graeson Ave, Kissimmee, FL 34744

1372 Axel Graeson Ave, Kissimmee, FL 34744

/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
/14
$1,150 per month
- 2 Beds
- 1 Bath
- 867 Sq Ft
- Apartment for Rent
1014 Verona St Unit A, Kissimmee, FL 34741

Available NOW! $0 Application Fee for Pre-Approved Applicants + $500 off first month's rent. This charming 2-bedroom, 1-bath apartment is nestled in the heart of historic Downtown Kissimmee, just steps away from Main Street and the courthouse. The kitchen provides plenty of counter space, storage, and appliances, making meal preparation a breeze. Both bedrooms have a comfortable layout with ample

Valentina Naumenko MILA REALTY

1014 Verona St Unit A, Kissimmee, FL 34741
/2
$367,900 Sold Feb 21, 2025
- 1,800 Sq Ft
- $204/SF
- 3 Days On Market
- 4 Beds
- 4 Baths
- Built 1985
801 & 803 W Orange St, Kissimmee, FL 34741

MULTIPLE OFFERS! PLEASE SEND HIGHEST & BEST TERMS NO LATER THAN Wednesday 2-5-2025 by 6pmTurn-Key Corner Lot Duplex for Sale | Rare OpportunityDiscover this well maintained 2-unit duplex—a true gem for investors or homeowners seeking rental income. Each unit boasts 2 bedrooms and 2 bathrooms, complete with thoughtful updates throughout.Updates: • Updated AC units• Roof

Danny Mascarenhas MASCARENHAS REALTY INC

801 & 803 W Orange St, Kissimmee, FL 34741

/23
Est $413,114 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
1378 Axel Graeson Ave, Kissimmee, FL 34744

1378 Axel Graeson Ave, Kissimmee, FL 34744

/83
$924,990
- 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
/24
$2,200 per month
- 3 Beds
- 2.5 Baths
- 1,551 Sq Ft
- Townhouse for Rent
1304 Drake Ridge Dr, Kissimmee, FL 34744

Beautiful Nearly New Townhome – Only One Year Old! This bright and modern townhome features a spacious living area and an open-concept kitchen that creates a warm and airy atmosphere. The central island serves as the perfect spot for both cooking and entertaining.Enjoy a generously sized backyard, ideal for relaxing or hosting guests. The first floor also includes a convenient half bath and a

Neyla Alvarez EXP REALTY LLC

1304 Drake Ridge Dr, Kissimmee, FL 34744
/2
$550,000 Sold Feb 07, 2025
- Land
- 2.42 Acres
- $227,273 per Acre
- 51 Days On Market
1508 Hill St, Kissimmee, FL 34741

STOP. RIGHT. HERE. 2.42 ACRES NEAR DOWNTOWN KISSIMMEE!!! A TOTAL OF 6 ADJACENT LOTS FOR ONE BLOWOUT PRICE!!! WOULD MAKE AN AMAZING SUBDIVISION AS THERE ARE POTENTIALLY A TOTAL OF 25+ HIGH DENSITY LOTS AVAILABLE. PRICED TO MOVE FAST.

Aubrey Kipp GREAT HOUSE PROS INC

1508 Hill St, Kissimmee, FL 34741

/14
Est $493,263 Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,263 Sq Ft
1390 Axel Graeson Ave, Kissimmee, FL 34744

1390 Axel Graeson Ave, 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
/48
$3,050 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
$240,000 Sold Feb 06, 2025
- 982 Sq Ft
- $244/SF
- 77 Days On Market
- 3 Beds
- 2 Baths
- Built 1900
810 Bay St, Kissimmee, FL 34744

Price Improvement. Charming 3-bedroom, 2-bath home, offering 982 sq. ft. of thoughtfully designed living space.Step into a welcoming covered entryway that opens to a bright great room with vaulted ceilings, a ceiling fan, and an adjacent dining area. The kitchen boasts stylish open pantry shelving, a breakfast bar, and easy-care ceramic tile flooring that extends into both bathrooms. Wood

Gladys Thayer REMAX PREMIER PROPERTIES

810 Bay St, Kissimmee, FL 34744

/13
Est $450,346 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,848 Sq Ft
1384 Axel Graeson Ave, Kissimmee, FL 34744

1384 Axel Graeson Ave, Kissimmee, FL 34744

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