Kissimmee Homes under $250,000

3 Beds ⋅ 3 Baths ⋅ Autumn Lane Twnhms Condo SubDv. ⋅ 34743 Zip Code

SPACIOUS 3-BEDROOM, 3-FULL-BATH CONDO WITH ASSIGNED PARKING IN KISSIMMEE! Welcome to 261 Autumn Lane #5, offering 1,504 square feet of living space, three bedrooms, three full bathrooms, two private en-suite bedrooms, assigned parking, and major recent improvements including a 2025 ROOF and updated A/C from 2022. Built in 2007, this two-story condo offers a flexible layout with something buyers don't find in every 3-bedroom property: two bedrooms feature their own private full bathrooms. The additional privacy creates excellent flexibility for guests, multi-generational living, a home office setup, or households looking for more separation and personal space. Two major updates are already in place, including a NEW ROOF completed in 2025 and an updated A/C system from 2022, giving buyers added confidence when considering some of the home's major components. LOCATION is another major advantage. Situated in the Buenaventura Lakes area of Kissimmee, this Central Florida condo offers convenient access to Orlando International Airport, shopping, grocery stores, restaurants, everyday services, and major roadways connecting Kissimmee and the greater Orlando area. Nearby shopping and grocery options include ALDI, Walmart Neighborhood Market, and additional retail and dining options throughout the Osceola Parkway and Buenaventura Lakes area. If you've been searching for a 3-bedroom condo in Kissimmee with THREE FULL BATHROOMS, multiple en-suite bedrooms, assigned parking, generous living space, recent major updates, and convenient access to Orlando, 261 Autumn Lane #5 deserves a closer look. Schedule your private showing today.

261 Autumn Lane Unit 5, Kissimmee

$240,000

3 Beds ⋅ 3 Baths ⋅ Trafalgar Village Phase One SubDv. ⋅ 34758 Zip Code

Virtually Staged. Start your mornings with coffee overlooking the pond and end your days relaxing on your screened rear lanai. This three bedroom, three full-bathroom townhome in Trafalgar Village offers over 1,500 square feet of living space within a community featuring 24-hour guard gated access. Updated kitchen countertops, fresh interior paint, and fresh carpeting create a welcoming backdrop for your next chapter, whether you’re settling into a primary residence or creating a Florida getaway. Spend an afternoon by the community pool and spa, catch a movie at the clubhouse theater, or enjoy a game of pickleball, basketball, beach volleyball, or shuffleboard. A fitness center and game room with billiards and video games provide even more ways to unwind. Outdoors, discover a sandy beach area, scenic walking and jogging paths, a dog park, playground, and barbecue and picnic areas, all complemented by beautifully maintained common grounds and private community mailboxes. Low maintenance living adds to the appeal, with HOA coverage that includes lawn care, landscaping, trash service, roof, and exterior painting. Located in Kissimmee, Trafalgar Village offers access to shopping, dining, entertainment, and Central Florida’s celebrated theme parks, including Walt Disney World. With both short-term and long-term rentals permitted, this townhome offers the flexibility to enjoy it as your own home, a vacation retreat, or an investment property. Schedule your private showing and discover the possibilities.

4994 Town Terrace N, Kissimmee

8810 Grand Palms Circle Unit B, Kissimmee

$199,000

3 Beds ⋅ 2 Baths ⋅ Grand Palms Condo 4 Ph 1 SubDv. ⋅ 34747 Zip Code

Location is the headline here. This second-floor 3-bedroom, 2-bath condo sits inside the Grand Palms community, less than 20 minutes from Walt Disney World Resort and Universal Orlando Resort, with Sunset Walk, Island H2O, US-192 and I-4 all nearby. And when you’re not chasing theme parks? The community pool, tennis and pickleball courts are literally just steps from your door, with a screened balcony overlooking the action. Inside, vaulted ceilings open up the main living space, while a split-bedroom layout and in-unit laundry make three bedrooms easy to actually use. Keep it as your own Florida getaway. Escape the winter. Give your Disney College Program student a home base. Or take advantage of short-term rental zoning and put it to work when you’re not here. The HOA even handles exterior maintenance, including the roof. Three bedrooms. Second floor. Pool views. Minutes from Disney. Short-term rentals allowed. There are a lot of ways to make this one make sense.

8810 Grand Palms Circle Unit B, Kissimmee

1604 Columbia Arms Circle Unit 216, Kissimmee

$226,000

3 Beds ⋅ 2 Baths ⋅ Columbia Arms Condo SubDv. ⋅ 34741 Zip Code

Enjoy peaceful lake views from this spacious 3-bedroom, 2-bathroom condo located on the second floor of a gated community. The unit features brand-new carpet throughout all living areas, creating a fresh and inviting atmosphere. The kitchen comes fully equipped with a refrigerator, range, range hood, dishwasher, garbage disposal, washer, and dryer, offering convenience and functionality from day one. In addition, this unit is privileged with an independent storage garage, perfect for extra storage or for generating additional income for the owner through rental. The community offers exceptional amenities, including a swimming pool, fitness center, playground, pickleball courts, basketball court, and an in-ground spa—ideal for those seeking an active and balanced lifestyle. Its location is unbeatable, close to schools, shopping centers, restaurants, gyms, daycares, pharmacies, hospitals, banks, and major commercial areas. There is an administrative fee payable to the association that the new owner must pay ($750). The HOA fee includes sewer, trash, and pest control. The unit is currently occupied with a tenant. Owner is motivated.

1604 Columbia Arms Circle Unit 216, Kissimmee

9055 Treasure Trove Lane Unit 204, Kissimmee

$249,000

3 Beds ⋅ 2 Baths ⋅ Caribe Cove Condo Ph 4 SubDv. ⋅ 34747 Zip Code

Welcome to Caribe Cove, This spacious 3-bedroom, 2-bathroom condo offers a flexible opportunity for those looking for a Florida getaway, primary residence, or short-term rental property. The open-concept layout provides plenty of space to relax and entertain, with a well-appointed kitchen overlooking the dining and living areas. The desirable split-bedroom floor plan offers added privacy, while generously sized bedrooms and bathrooms provide comfortable accommodations. One of the highlights of this unit is its beautiful pond view. Step outside to the screened balcony and enjoy the peaceful scenery—an inviting setting for morning coffee or simply relaxing after a day enjoying Central Florida. Caribe Cove offers resort-style living with convenient access to Highway 192, theme parks, shopping, dining, entertainment, and the many attractions of the Kissimmee/Orlando area. The community currently allows short-term rentals, offering additional flexibility for owners. Buyers should independently verify current rental restrictions, requirements, and applicable regulations.

9055 Treasure Trove Lane Unit 204, Kissimmee

2806 Osprey Cove Place Unit 201, Kissimmee

$199,900

3 Beds ⋅ 2 Baths ⋅ Osprey Cove/Oaks Ph Ii SubDv. ⋅ 34746 Zip Code

Take a look at this beautiful 3 bed, 2 bath, 2nd floor condo with spectacular panoramic views of Osprey Cove at the Oaks golf course. END UNIT in a desirable, GATED, GOLF community! NO REAR NEIGHBORS. Lovely, SPLIT FLOOR PLAN with a lot of natural lighting throughout the unit. LVP flooring throughout! Walk in closet in primary bedroom. Private stairs, assigned parking near building. Community pool & tennis courts. Location is convenient to shopping, dining, theme parks & more! Schedule your showing today and see what this home has to offer!

2806 Osprey Cove Place Unit 201, Kissimmee

$199,000

2 Beds ⋅ 2 Baths ⋅ Villas Del Sol At Kissimmee Condo SubDv. ⋅ 34741 Zip Code

Welcome to your perfect Florida getaway or permanent paradise at Villas Del Sol at Kissimmee. Nestled in the heart of Kissimmee, this stunning two-bedroom, two-bathroom condo offers the ultimate blend of modern comfort and vacation style living, just minutes from Orlando’s world famous theme parks, premier dining and entertainment. The fully equipped kitchen features contemporary finishes and flows seamlessly into the dining and living area. The thoughtful split-floorplan design ensures maximum privacy for both bedrooms. The spacious primary suite is a private retreat, complete with an en-suite bathroom and water view of the pool. The second bedroom is equally inviting and offers direct private access to a full bathroom, creating a functional and flexible layout ideal for guests, roommates, or multi-generational living. NOTE: SOLD FULLY FURNISHED A standout feature of this property is the assigned private closed garage located within the same building, providing exceptional convenience, security, and valuable extra storage—an uncommon and highly desirable benefit. Beyond the front door, the community offers a premier resort lifestyle. Spend your sunny afternoons lounging by one of the two sparkling, resort-style swimming pools, or stay active and healthy in the state-of-the-art fitness center without ever leaving the property! This sought after community also has a tennis court, walking sidewalks, playground and a designated grilling area! Whether you are looking for a lucrative short-term rental investment, a vibrant second home, or a low-maintenance primary residence, this condo delivers the quintessential sunshine state experience! Ideally located just minutes from The Loop, with access to a wide variety of shopping, dining, entertainment, and major retail stores including Publix, Walmart Supercenter, and ALDI. Conveniently located near local schools such as Flora Ridge Elementary School, Kissimmee Middle School, and Osceola High School. Easy access to major roadways including Osceola Parkway, US-192, and Florida’s Turnpike allows seamless connectivity to Orlando, Walt Disney World Resort, and Orlando International Airport. The community offers flexible rental opportunities, including both short-term and long-term leasing options. An excellent opportunity for a primary residence, second home, or investment property in Central Florida.

2203 Key West Court Unit 422, Kissimmee

3002 Rio Grande Trail Unit 3002, Kissimmee

$215,000

3 Beds ⋅ 2 Baths ⋅ Shadow Bay Villas SubDv. ⋅ 34741 Zip Code

Prime Kissimmee Investment Opportunity – Dual Rental Flexibility! Discover the ultimate real estate asset at 3002 Rio Grande Trail #3002 in the highly desirable Shadow Bay Villas community. This spacious 1,250 sq. ft. condo features an open-concept layout where the kitchen flows seamlessly into the main living and dining spaces—perfect for entertaining. Massive windows fill the home with abundant natural light, highlighting low-maintenance ceramic tile flooring throughout. This residence allows for both short-term vacation rentals and long-term leasing, giving you complete freedom to maximize your rental income strategy. Community pools is right down the street from this unit. Location is everything, and this property puts your guests minutes away from Central Florida’s world-famous theme parks, premier dining, and shopping centers like The Loop. Schedule a priave showing today and make this condo your new residence.

3002 Rio Grande Trail Unit 3002, Kissimmee

$215,000

3 Beds ⋅ 2 Baths ⋅ Flora Ridge Condo Ph 13 Bldg 7 SubDv. ⋅ 34741 Zip Code

"Open the Door to Your Dreams" of Owning A very spacious Condo in a very secure gated community. The home features: 5 New ceiling fans; New carpet throughout the home; The spacious kitchen has lots of cabinets and pantry space. This Condo features 3 large bedroom; And oversized Living Room for large family gatherings; and it has French Doors that leads to an oversized Balcony with a great view. The primary bedroom has a separate room (which can be a library/office or exercise room. Come see it today. At this low price it will not last long.

3025 Greystone Loop Unit 302, Kissimmee

$250,000

2 Beds ⋅ 1 Baths ⋅ James Lees Add SubDv. ⋅ 34741 Zip Code

LIVE, WORK OR INVEST in DOWNTOWN KISSIMMEE — the choice is yours! This 1923 charmer sits on a corner lot in the heart of Kissimmee and is zoned KRB2, offering the flexibility of a residential/business zoning designation that opens the door to a home office, professional use, or a smart investment play. The 2-bedroom, 1-bath home offers 1,048 sq ft with a spacious 18x14 living room, a generous 11x16 kitchen, a dedicated laundry room, and a welcoming foyer. Outside, you'll find a level, landscaped 0.15-acre lot with a carport, plus a shed and workshop for storage or projects. No HOA, no CDD, and Flood Zone X. Enjoy an unbeatable location in city limits, moments from Downtown Kissimmee's shops and dining and near the Lakefront Park marina on Lake Toho. Opportunities like this, with vintage character and versatile zoning, don't come along often. Being sold as-is. Buyer to verify permitted uses with the City of Kissimmee.

213 N Clyde Avenue, Kissimmee

225 Celebration Place Unit 427, Kissimmee

$214,887

2 Beds ⋅ 2 Baths ⋅ Melia Hotel SubDv. ⋅ 34747 Zip Code

*****NEW UPDATED, MODERN FURNITURE PACKAGE***** This stunning, fully furnished 2-bedroom, 2-bathroom condo is situated in the highly sought-after Melia Orlando Suite Hotel in Celebration. As a condominium hotel, it provides exceptional accommodations, amenities, and services for both guests and owners. Located just minutes away from major theme parks such as Disney, Universal Studios, and Sea World, this property offers an ideal location. The Melia provides private transportation to the theme parks, and guests can also request a complimentary day pass to the Celebration Health gym and spa, which is conveniently located across the street. The condo features a spacious, modern floor plan, complete with two private balconies that spectacular views of Celebration and the surrounding areas. Inside, the condo includes a comfortable living room and a kitchen equipped with elegant stainless steel appliances, designed for both style and functionality. The primary bedroom is inviting and includes a bathroom with both a tub and a separate glass shower stall. The Melia offers an impressive array of amenities, including a community resort pool with a 360-degree vanishing edge, a poolside restaurant and bar, a gift shop, and executive conference rooms. Additional features include a checking desk for convenience, a dog walking park, a beach volleyball court, mini soccer/ football pitch and a picnic area. The hotel is renowned for its excellent customer service and maintenance standards. The quarterly HOA/COA fees cover all utilities and recreational facilities. Owned and operated by The Melia Group, a renowned European hotelier, this property is well-maintained and conveniently located near Celebration, Water Tower Place shopping, and local dining options. It offers easy access to theme parks, Orlando International Airport, and both East and West coast beaches. This unit is perfect for personal use or for foreign nationals seeking a vacation retreat. Additionally, the hotel manages the property effectively during non-use periods, providing a hassle-free investment. This condo is a must-see for those looking to combine personal enjoyment with the benefits of hotel management.

225 Celebration Place Unit 427, Kissimmee

2305 Butterfly Palm Way Unit 102, Kissimmee

$244,900

3 Beds ⋅ 2 Baths ⋅ Wyndham Palms Condo Ph 2 SubDv. ⋅ 34747 Zip Code

Welcome to your fully furnished first-floor condo with 3 bedrooms and 2 bathrooms. (One bath is very large with a shared en suite entrance from a bedroom and a hall entrance. The other is entirely en suite with another bedroom). It is located in the desirable and centrally located Windsor Palms, 24-hour gated community in Kissimmee! This condo is in a prime location, positioned directly across the parking lot from the large clubhouse, providing exceptionally easy access to all the community’s many resort-style amenities, described below, without having to walk far. The first-floor location (no steps) provides level, easy walk-in accessibility from your vehicle. There is ample parking available throughout the community. Located just minutes from Magic Kingdom and conveniently close to Central Florida’s world-renowned theme parks, shopping, dining, and entertainment, this fully furnished condo offers the flexibility to serve as a vacation home, a turnkey short-term rental, or full-time residence. This fully furnished condo allows the new owner to enjoy the property or begin using it as a rental with minimal preparation. Windsor Palms offers an impressive selection of resort-style amenities designed for both relaxation and entertainment, including: a large resort-style swimming pool; hot tub; splash pad; tiki bar; movie theater; clubhouse; fitness center; business center; and picnic areas with BBQ grills. For those who enjoy an active lifestyle, the community also features basketball, tennis, and volleyball courts, providing plenty of options for recreation. The 24-hour manned gated entrance offers added security. Additional conveniences included with the property include: valet trash service; internet; water; cable; exterior building maintenance; including; roof repairs and replacements; and exterior painting. Whether you're looking for a vacation retreat, a turnkey investment property with short-term rental potential, or a place to call home, this furnished condo combines a prime location directly opposite the clubhouse, convenient access to multiple amenities, and an ideal location near Central Florida’s world-famous attractions. Don't miss the opportunity to own a piece of Central Florida in one of Kissimmee's sought-after vacation communities. Be sure to check out the virtual tour video for a closer look at the property and community.

2305 Butterfly Palm Way Unit 102, Kissimmee

Kissimmee Homes under $250,000

Newest Kissimmee Homes under $250,000