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2506 Paradise Circle, Kissimmee
$435,000
5 Beds ⋅ 3 Baths ⋅ Water Front Square Bldg 02 SubDv. ⋅ 34741 Zip Code
INSTANT EQUITY PROPERTY! 5 BEDROOM , 3 BATHROOMS, AND INCOME OPPORTUNITY! This property offers incredible potential with a versatile layout and room for everyone. The main part of the house features 3 bedrooms and 2 bathrooms all located upstairs of the home and a separate 2 bedroom, 1 bath living space with its own entrance- perfect for a mother in law suite, multigenerational living, or potential rental income. Enjoy the large, oversized yard, brand new blinds throughout the home, and the peaceful setting of a quiet cul-de-sac. Conveniently located near everything you need, this property offers space, flexibility, and exciting possibilities for homeowners and investors alike. Priced with equity potential in mind! Don't miss this opportunity to make it your own. BRING YOUR OFFERS!

2506 Paradise Circle, Kissimmee

323 W Cypress Street, Kissimmee
$1,500,000
Hillcrest SubDv. ⋅ 34741 Zip Code
PRIME MEDICAL CORRIDOR LOCATION * Investment opportunity: 4,551 SF medical/professional office building on a corner lot one block off Hwy 192, positioned between two hospitals — Persan Professional Plaza, 323-327 W. Cypress St, Kissimmee, FL 34741. Zoned T4-O. Future Land Use: MU-V (Mixed-Use – Vine Street Overlay). Three addressable units (323, 325, 327 W. Cypress) under one roof, each separately metered for electric and water. The building offers approximately 26 individual rooms configured as exam rooms, private offices, and clinic space, plus 6 restrooms, a dedicated waiting room, and multiple reception/lobby areas — built out for medical use throughout its history. New roof (2026). 19 parking spaces including handicap. Building-mounted signage in place. Flexible leasing: available as a single unit, two combined units, or the entire building. Approximate unit sizes range from ±1,400 – 1,700 SF per individual unit up to the full 4,551 SF for all three combined (unit-by-unit square footage approximate) Unit configuration: 325 and 327 each have separate exterior entrances and share an interior connecting door, allowing them to be leased/operated together (±2,900 – 3,200 SF combined) or independently. 323 is a standalone unit, currently occupied on a month-to-month lease at a rate below current market — upside on renewal or re-lease. 325 and 327 are currently vacant, offering an owner-user opportunity or lease-up potential at market rents. The T4-O zoning conditionally permits office and medical/professional office use, and the MU-V future land use designation supports the property's continued use while offering long-term redevelopment potential under the City's Vine Street corridor revitalization plan (up to 6.0 FAR / 40 du per acre at the project level, subject to City approval). Ideal for medical, dental, or professional office use, an investor seeking value-add through lease-up and rent repositioning, or a healthcare group wanting a multi-suite footprint near two hospitals.

323 W Cypress Street, Kissimmee

711 S Emory Avenue, Kissimmee
$330,000
5 Beds ⋅ 4 Baths ⋅ E L Lesleys SubDv. ⋅ 34741 Zip Code
Great opportunity for investors or handy buyers! This 5-bedroom, 4-bathroom home features a huge covered patio and offers 1,720 SF of living space in a centrally located Kissimmee neighborhood. The layout includes a galley kitchen with ample storage open to the dining area, a built-in fireplace, and a bonus Florida room for extra living space. The primary bedroom opens via French doors to the patio — great bones and great potential once updated. Home needs TLC throughout; priced accordingly for buyers ready to bring their vision (and toolbox). Large fenced backyard offers room to expand or add value. Close to major roads, shopping, and dining. Sold strictly AS-IS, seller making no repairs. Buyer/buyer's agent to independently verify all information. Cash or renovation financing preferred — schedule your showing and see the potential today!

711 S Emory Avenue, Kissimmee

12 E Darlington Avenue, Kissimmee
$1,900,000
South Florida Railroad Companys Town Of Kissimmee SubDv. ⋅ 34741 Zip Code
Rare downtown Kissimmee commercial investment opportunity at 12 E Darlington Ave, Kissimmee, FL 34741, ideally positioned on a highly visible corner lot within the city’s walkable business district. The property features flexible T5-M Mixed-Use zoning, creating potential for retail, restaurant, professional office, residential or mixed-use redevelopment, subject to applicable approvals. This property also presents an excellent leasing opportunity, with the potential to construct up to two additional floors to create multiple income-producing spaces and maximize future rental revenue. Located near the Kissimmee SunRail Station, government offices, restaurants, entertainment and major transportation corridors including US-192 and John Young Parkway, the site benefits from strong surrounding traffic and continued downtown growth. A new planned convention center will be located less than a two-minute drive from the property, offering additional potential exposure from future tourism, business activity and area development. Free public parking is conveniently located directly across the street, adding valuable accessibility for customers, tenants and visitors. This is an exceptional opportunity for an owner-user, developer or investor seeking a prominent downtown location with strong leasing, redevelopment, income and appreciation potential. Renderings and proposed uses are for marketing purposes only; buyer must independently verify zoning, building height, permitted uses, development potential, flood zone and all property information.

12 E Darlington Avenue, Kissimmee

2324 Haley Court, Kissimmee
$360,000
3 Beds ⋅ 2 Baths ⋅ Renee Terrace Sec 4 SubDv. ⋅ 34741 Zip Code
PRICE IMPROVEMENT + UP TO $10,000 BUYER INCENTIVE! Welcome to 2324 Haley Ct, a spacious 3-bedroom, 2-bath home offering 1,853 sq. ft. of living space on an oversized .26-acre lot in the established Renee Terrace community. Now offered at $360,000, the seller is also offering up to $10,000 toward buyer closing costs, prepaid expenses, interest rate buy-down and/or property repairs, subject to the terms of the purchase contract and buyer’s lender approval. Built in 1973, this home features a functional floor plan, a 2-car garage, and several major system updates already completed, including a re-pipe in 2022, windows in 2010, and A/C and water heater replacements in 2021. This property offers an excellent opportunity for a buyer looking to personalize a home and make improvements according to their own priorities, style, and budget. With its spacious layout, oversized lot, established neighborhood, improved price, and seller incentive, the property provides an opportunity for buyers who want to create a home that reflects their vision. Buyers are encouraged to conduct their own inspections and obtain independent estimates for desired or necessary improvements. Property is being sold AS IS. Conveniently located near The Loop's shopping, dining, and entertainment, with easy access to major highways, approximately 25 minutes from Walt Disney World Resort and 20 minutes from Orlando International Airport.

2324 Haley Court, Kissimmee

109 Broadway, Kissimmee
$749,000
South Florida Railroad Companys Town Of Kissimmee SubDv. ⋅ 34741 Zip Code
A rare opportunity to purchase real estate on the main Historic Downtown Kissimmee Broadway corridor, and all the unique architectural character that entails. Potential to house three separate tenants within, although that opportunity has never been exercised. The back half of the building, under two new mini split AC units, is a blank slate of creative potential- encased by historic brick and exposed 100 year old beams and wood trusses, the decision to completely finish with drywall or to leave exposed is yours. Located in the T5-M zoning district, allowing for retail, restaurant, personal/business service establishments, office, and many more flexible uses. A few blocks away from the Sunrail, Kissimmee Lakefront Park, and major approved projects such as the Azure Hotel and Convention Center. The soon to come Connect Kissimmee/Broadway Streetscape project is also projected to be a major improvement to the area. Owner financing available to qualified buyers with at least 25% down.

109 Broadway, Kissimmee

Kissimmee
$3,500,000
South Florida Railroad Companys Town Of Kissimmee SubDv. ⋅ 34741 Zip Code
Historic retail strip center in the booming Downtown Kissimmee redevelopment area! Comprised of two, 2 story buildings, built in 1910 and 1920. Recent renovations include, new floor is some of the 2nd story office suites, bathroom remodels, 2 HVAC units, newer roof, exterior paint, walking deck on the rooftop. Zoned T5-M which supports retail, restaurants, office, residential above retail and hospitality in the same building and allows vertical development. Second building has an apartment with full kitchen, bathroom currently used as an office. The building has 2 Resturants/Bars on site and a third retail space, currently leased. The CRA has several grants in place for Facade improvement, restaurant buildout, Historic preservation and rooftop activation for bars, patios and events. Reduced parking requirements, shared parking and public garage behind the building. All information must be verified with City of Kissimmee planning and Zoning and the CRA.

Kissimmee

219 Broadway, Kissimmee
$3,200,000
South Florida Railroad Co SubDv. ⋅ 34741 Zip Code
219-231 Broadway, Kissimmee, FL 34741 Premier investment opportunity in the heart of Historic Downtown Kissimmee! This expansive commercial offering encompasses prime real estate along Broadway — the main thoroughfare through the downtown core — placing your business or redevelopment project in a high-visibility, high-traffic location just moments from the courthouse, pedestrian corridors and the future SunRail station area. The property boasts over 16,000± SF of flexible mixed-use space suited for retail, office, restaurant, creative workspace, and adaptive reuse concepts, with strong walk-by and drive-by exposure. Located in a vibrant arts and cultural district that continues to see revitalization, the site currently features a signature public art mural project (“The Garden Within”) underway, adding unique character and drawing community engagement to the block. Osceola Arts. Downtown Kissimmee’s pedestrian environment, proximity to local dining, entertainment and civic destinations, and strong redevelopment tailwinds make this a rare and strategic holding with immediate presence and long-term value potential. This is a must-see property for investors, developers and owner-users seeking a cornerstone location in one of Central Florida’s most dynamic historic districts.

219 Broadway, Kissimmee

1834 Foxhall Circle, Kissimmee
$209,990
2 Beds ⋅ 2 Baths ⋅ Foxhall 2 Condo Ph 1 SubDv. ⋅ 34741 Zip Code
Welcome to this beautiful townhouse located in the desirable Foxhall community of Kissimmee, Florida. This home offers comfort, convenience, and a great location perfect for families and professionals alike. Spacious 2 Bedrooms / 1.5 Bathrooms. Modern kitchen with appliances includes. Open floor plan with living and dining area. Washer and dryer included. Private patio / backyard area. Assigned parking spaces. Well-maintained community with pool and Playground areas. Convenient access to shopping, dining, schools, and major highways. Close to The Loop Shopping Center and local restaurants. Easy access to major highways (417, Florida Turnpike, Osceola Pkwy). This townhouse is move-in ready and offers everything you need for comfortable Florida living.

1834 Foxhall Circle, Kissimmee

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