Homes for sale under $250k in Kissimmee, FL

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ABOUT THIS HOME
Homes for sale under $250k in Kissimmee, FL
Welcome to this fully furnished charming second-floor corner end unit condo featuring 3 bedrooms and 2 full bathrooms, situated in the highly sought-after, 24-hour gated resort-style community of Club Cortile. The open floor plan showcases vaulted ceilings, with the master bedroom having an ensuite bath. The condo also offers a spacious living room, dining area, two additional bedrooms, a full guest bathroom, a convenient separate laundry closet and a screened balcony/patio off the living room with lounge chairs to relax in. Club Cortile is a secure, pet-free community that provides a vibrant, leisure-oriented lifestyle for both permanent residents and vacation renters. As a popular vacatio

$250,000

3 beds2 baths1,204 sq ft

2786 Club Cortile Cir Unit B, Kissimmee, FL 34746

Corner end unit • Open floor plan • Ensuite bath

ABOUT THIS HOME
Homes for sale under $250k in Kissimmee, FL
Welcome to 52 Bradford Ct, Kissimmee! This lovely 3-bedroom, 2-bath home offers the perfect blend of comfort and functionality. Featuring a spacious 2-car garage and a large covered patio (approx. 20x20), this property is ideal for those who love to relax or entertain outdoors. The home also includes a 10x10 utility shed, providing plenty of additional storage for tools, equipment, or hobbies. Inside, you’ll find a warm and inviting layout with room for the whole family to enjoy. Conveniently located near shopping, dining, and major highways, this Kissimmee gem offers easy access to everything Central Florida has to offer. Don’t miss your chance to make this beautiful property

$250,000

3 beds2 baths1,192 sq ft

52 Bradford Ct, Kissimmee, FL 34758

Large covered patio • 10x10 utility shed • 7,710 sq ft lot

ABOUT THIS HOME
Homes for sale under $250k in Kissimmee, FL
Welcome to this two-story townhouse-style condominium in the highly sought-after Venetian Bay Village in Kissimmee. This beautiful 3-bedroom, 2-bathroom home is move-in ready, making it perfect for a primary residence, vacation home, or investment property. Offering both short-term and long-term rental opportunities, this home is ideally located just minutes from Disney World, Universal, and other world-class attractions. Nestled within a 24-hour gated community, this home provides security and access to incredible resort-style amenities, including a clubhouse, swimming pool, gym, theater, game room, and sports courts for basketball, tennis, and volleyball. Its prime location within the com

$250,000

3 beds2 baths1,296 sq ft

2200 San Vittorino Cir #104, Kissimmee, FL 34741

Gated community • Clubhouse • Swimming pool

ABOUT THIS HOME
Homes for sale under $250k in Kissimmee, FL
Exceptional opportunity in Raintree Park a townhouse community. No second floor to deal with, that means no stairs! This meticulously maintained 2-bedroom, 2-full bathroom townhouse, featuring an enclosed rear porch, offers a versatile living space ideal for investors, first-time homebuyers, or those seeking to downsize. Located conveniently by the community entrance and just a short walk from the community pool, this property combines accessibility with leisure. Step inside to a fully renovated kitchen, showcasing modern finishes and functionality. The entire home offers new flooring and no carpet. Comfort is assured year-round with a brand-new HVAC unit installed within the last year. The

$250,000

2 beds2 baths952 sq ft

3204 Tidewater Dr, Kissimmee, FL 34743

Brand new hvac unit • New flooring • Enclosed rear porch

ABOUT THIS HOME
Homes for sale under $250k in Kissimmee, FL
This condo is b eing sold as a short term rental or long term rental. Also owner can live in. A spectacular 2beds 2 bath fully furnished condo is near Disney and Restaurants.

$250,000

2 beds2 baths1,157 sq ft

8713 SW Rockingham Ter Unit D, Kissimmee, FL 34747

Short term rental • Long term rental • $300 HOA

Property at 1285 S South Beach Circle Cir, Kissimmee, FL 34746, 3 beds, 2.5 baths

$250,000

3 beds2.5 baths1,468 sq ft

1285 S South Beach Circle Cir, Kissimmee, FL 34746

Property at 152 Lakepointe Cir, Kissimmee, FL 34743, 2 beds, 2 baths

$250,000

2 beds2 baths1,019 sq ft

152 Lakepointe Cir, Kissimmee, FL 34743

Property at 8921 Legacy Ct #308, Kissimmee, FL 34747, 2 beds, 1 bath

$250,000

2 beds1 bath901 sq ft

8921 Legacy Ct #308, Kissimmee, FL 34747

Property at 619 Alafia Pl, Poinciana, FL 34759, 4 beds, 2 baths

$250,000

4 beds2 baths1,762 sq ft

619 Alafia Pl, Poinciana, FL 34759

Property at 3050 Pirates Retreat Ct #103, Kissimmee, FL 34747, 3 beds, 2 baths

$250,000

3 beds2 baths1,700 sq ft

3050 Pirates Retreat Ct #103, Kissimmee, FL 34747

Property at 1000 Park Club Dr, Kissimmee, FL 34746, 3 beds, 2.5 baths

$250,000

3 beds2.5 baths1,277 sq ft

1000 Park Club Dr, Kissimmee, FL 34746

(888) 883-8509

Property at 784 Grand Canal Dr, Kissimmee, FL 34759, 2 beds, 2 baths

$250,000

2 beds2 baths1,278 sq ft

784 Grand Canal Dr, Kissimmee, FL 34759

Property at 1614 Shepherd Ln, Intercession City, FL 33848, 3 beds, 2 baths

$250,000

3 beds2 baths1,152 sq ft

1614 Shepherd Ln, Intercession City, FL 33848

Property at 4564 Yellowgold Rd E #106, Kissimmee, FL 34746, 3 beds, 2 baths

$250,000

3 beds2 baths1,296 sq ft

4564 Yellowgold Rd E #106, Kissimmee, FL 34746

Property at 962 Park Terrace Cir, Kissimmee, FL 34746, 3 beds, 2.5 baths

$250,000

3 beds2.5 baths1,300 sq ft

962 Park Terrace Cir, Kissimmee, FL 34746

Property at 448 Grand Canal Dr, Kissimmee, FL 34759, 2 beds, 2 baths

$250,000

2 beds2 baths1,507 sq ft

448 Grand Canal Dr, Kissimmee, FL 34759

Property at 1934 Sawfish Dr, Kissimmee, FL 34759, 4 beds, 2 baths

$250,000

4 beds2 baths1,736 sq ft

1934 Sawfish Dr, Kissimmee, FL 34759

Property at 3004 Red Ginger Rd, Kissimmee, FL 34747, 2 beds, 2.5 baths

$250,000

2 beds2.5 baths1,161 sq ft

3004 Red Ginger Rd, Kissimmee, FL 34747

Property at 1301 Tuscan Ter #9405, Davenport, FL 33896, 3 beds, 2 baths

$249,999

3 beds2 baths1,244 sq ft

1301 Tuscan Ter #9405, Davenport, FL 33896

Property at 209 Spoonbill Ln, Kissimmee, FL 34759, 3 beds, 2 baths

$249,990

3 beds2 baths1,060 sq ft

209 Spoonbill Ln, Kissimmee, FL 34759

Listing provided by Zillow

Property at Phoenix Plan, Kissimmee, FL 34759, 3 beds, 2 baths

$249,990

3 beds2 baths1,060 sq ft

Phoenix Plan, Kissimmee, FL 34759

Listing provided by Zillow

Property at 219 Spoonbill Ln, Kissimmee, FL 34759, 3 beds, 2 baths

$249,990

3 beds2 baths1,060 sq ft

219 Spoonbill Ln, Kissimmee, FL 34759

Property at 365 Dundee Dr, Kissimmee, FL 34759, 4 beds, 2 baths

$249,990

4 beds2 baths1,247 sq ft

365 Dundee Dr, Kissimmee, FL 34759

Property at 216 Spoonbill Ln, Kissimmee, FL 34759, 3 beds, 2 baths

$249,990

3 beds2 baths1,060 sq ft

216 Spoonbill Ln, Kissimmee, FL 34759

Property at 324 Anchovie Ct, Kissimmee, FL 34759, 3 beds, 2 baths

$249,900

3 beds2 baths1,240 sq ft

324 Anchovie Ct, Kissimmee, FL 34759

Property at 408 Danube Way, Kissimmee, FL 34759, 3 beds, 2 baths

$249,900

3 beds2 baths1,746 sq ft

408 Danube Way, Kissimmee, FL 34759

Property at 2216 Grand Cayman Ct #1425, Kissimmee, FL 34741, 2 beds, 2 baths

$249,900

2 beds2 baths1,026 sq ft

2216 Grand Cayman Ct #1425, Kissimmee, FL 34741

Property at 403 Short Dr, Poinciana, FL 34759, 3 beds, 2 baths

$249,900

3 beds2 baths1,245 sq ft

403 Short Dr, Poinciana, FL 34759

Property at 3001 Greystone Loop #208, Kissimmee, FL 34741, 3 beds, 2 baths

$249,900

3 beds2 baths1,495 sq ft

3001 Greystone Loop #208, Kissimmee, FL 34741

Property at 38 Lake Villa Way, Kissimmee, FL 34743, 3 beds, 2 baths

$249,000

3 beds2 baths992 sq ft

38 Lake Villa Way, Kissimmee, FL 34743

Property at 9061 Treasure Trove Ln #403, Kissimmee, FL 34747, 3 beds, 2 baths

$249,000

3 beds2 baths1,700 sq ft

9061 Treasure Trove Ln #403, Kissimmee, FL 34747

Property at 1236 S Beach Cir, Kissimmee, FL 34746, 3 beds, 2.5 baths

$249,000

3 beds2.5 baths1,468 sq ft

1236 S Beach Cir, Kissimmee, FL 34746

Property at 3016 Red Ginger Rd, Kissimmee, FL 34747, 2 beds, 2.5 baths

$249,000

2 beds2.5 baths1,161 sq ft

3016 Red Ginger Rd, Kissimmee, FL 34747

Property at 1 W Country Cove Way, Kissimmee, FL 34743, 3 beds, 2 baths

$249,000

3 beds2 baths1,073 sq ft

1 W Country Cove Way, Kissimmee, FL 34743

Property at 1123 Chervil Dr, Kissimmee, FL 34759, 3 beds, 2.5 baths

$249,000

3 beds2.5 baths1,701 sq ft

1123 Chervil Dr, Kissimmee, FL 34759

Property at 616 Gazelle Dr, Kissimmee, FL 34759, 3 beds, 2 baths

$249,000

3 beds2 baths1,402 sq ft

616 Gazelle Dr, Kissimmee, FL 34759

Property at 3141 Britannia Blvd Unit D, Kissimmee, FL 34747, 3 beds, 2 baths

$249,000

3 beds2 baths1,357 sq ft

3141 Britannia Blvd Unit D, Kissimmee, FL 34747

Property at 365 Gardenia Ct, Kissimmee, FL 34759, 3 beds, 2 baths

$249,000

3 beds2 baths1,264 sq ft

365 Gardenia Ct, Kissimmee, FL 34759

Property at 8420 Blue Lagoon Dr, Kissimmee, FL 34747, 3 beds, 2.5 baths

$249,000

3 beds2.5 baths1,291 sq ft

8420 Blue Lagoon Dr, Kissimmee, FL 34747

Property at 3060 Pirates Retreat Ct #309, Kissimmee, FL 34747, 3 beds, 2 baths

$248,950

3 beds2 baths1,700 sq ft

3060 Pirates Retreat Ct #309, Kissimmee, FL 34747

Property at 2305 Rio Grande Forest Ln, Kissimmee, FL 34759, 4 beds, 2.5 baths

$248,000

4 beds2.5 baths2,806 sq ft

2305 Rio Grande Forest Ln, Kissimmee, FL 34759

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Based on information submitted to the MLS GRID as of Mon Dec 01 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes for sale under $250k in Kissimmee

There are currently 410 homes for sale under $250k in Kissimmee. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Kissimmee stay on the market for 101 days and receive 2 offers. Popular neighborhoods include Terra Verde, Venetian Bay, Kissimmee Bay, Lake Berkley, and Flora Ridge. This map is refreshed with the newest listings in Kissimmee every 15 minutes.

In the past month, 100 homes have been sold in Kissimmee. In addition to houses in Kissimmee, there were also 125 condos, 250 townhouses, and 2 multi-family units for sale in Kissimmee last month. Kissimmee is a minimally walkable city in Florida with a Walk Score of 30. Kissimmee is home to approximately 58,992 people and 19,643 jobs. Find your dream home in Kissimmee using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Kissimmee are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Kissimmee. Our Kissimmee real estate stats and trends will give you more information about home buying and selling trends in Kissimmee. If you're looking to sell your home in the Kissimmee area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Kissimmee with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Homes for sale under $250k in Kissimmee, FL

Homes for sale under $250k in Kissimmee

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