Homes in ZIP Code 34744

/52
$875,000
- 4 Beds
- 2.5 Baths
- 2,613 Sq Ft
1516 Pine Island Rd, Kissimmee, FL 34744

One or more photo(s) has been virtually staged. Welcome to your private slice of Florida living—where space, style, and convenience come together on a generous .86-acre homesite. Striking contemporary elevation with clean architectural lines and elegant stone accents, creating a timeless yet modern curb appeal. Large windows enhance the exterior design while bringing in natural light, and an

Ken Baker KEN BAKER REAL ESTATE

1516 Pine Island Rd, Kissimmee, FL 34744
/16
$2,180 per month
- 4 Beds
- 2 Baths
- 1,560 Sq Ft
- House for Rent
2407 Knightsbridge Blvd, Kissimmee, FL 34744

Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

2407 Knightsbridge Blvd, Kissimmee, FL 34744
/2
$399,000 Sold Jun 26, 2025

2984 Monica Terrace, Kissimmee, FL 34744
- 3 Beds
- 2 Baths
- 1,798 Sq Ft
- Built 1992
Last Sold Summary
- $222/SF
- 4 Days On Market
Current Estimated Value $382,603

Last Listing Agent Valda Branch-Duncan NORTHSTAR FIRST PROPERTIES LLC

2984 Monica Terrace, Kissimmee, FL 34744

/15
Est $427,985 Not Listed For Sale

1972 Tohoqua Blvd, Kissimmee, FL 34744
- 4 Beds
- 3 Baths
- 2,044 Sq Ft
- Built 2024
1972 Tohoqua Blvd, Kissimmee, FL 34744

Last Sold Summary
- 1% Below List Price
- $211/SF
Last Sold Price $430,490

Last Listing Agent Mayra Rivas Acevedo CASA SOL REALTY LLC

/49
$419,900
- 3 Beds
- 2 Baths
- 2,054 Sq Ft
2015 Spring Shower Cir, Kissimmee, FL 34744

**SELLER CONTRIBUTION TO CLOSING COSTS AVAILABLE** Great opportunity and price for this immaculately maintained home inside the GATED 55+ Tohoqua Reserve. This split floor plan 3/2 with a den / flex space which can be easily converted to a 4th bedroom, office, or living area, features luxurious details such as neutral ceramic tile floors throughout the entire home, kitchen with oversized island,

Sal Malagon Mancebo LA ROSA REALTY KISSIMMEE

2015 Spring Shower Cir, Kissimmee, FL 34744
/30
$1,500 per month
- 2 Beds
- 1.5 Baths
- 975 Sq Ft
- Townhouse for Rent
2017 N Kelley Ave, Kissimmee, FL 34744

Now available for lease, this well-maintained 2-bedroom, 1.5-bath two-story home offers approximately 975 sq ft of comfortable living space in the heart of Kissimmee. The home features an open and functional layout with laminate wood-look flooring throughout, a beautifully updated kitchen with modern cabinetry and stainless appliances, and a refreshed upstairs full bathroom. A convenient laundry

Brigida Lopez LA ROSA REALTY ORLANDO LLC

2017 N Kelley Ave, Kissimmee, FL 34744
/2
$350,290 Sold Apr 11, 2025

2734 Clear Night Ave, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,553 Sq Ft
- Built 2024
Last Sold Summary
- 1% Below List Price
- $226/SF
- 28 Days On Market
Current Estimated Value $360,233

Last Listing Agent Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

2734 Clear Night Ave, Kissimmee, FL 34744

/2
Est $391,122 Not Listed For Sale

1968 Tohoqua Blvd, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,795 Sq Ft
- Built 2024
1968 Tohoqua Blvd, Kissimmee, FL 34744

Last Sold Summary
- 1% Above List Price
- $216/SF
- 3 Days On Market
Last Sold Price $388,030

Last Listing Agent Ben Goldstein LENNAR REALTY

/39
$545,000
- 4 Beds
- 2.5 Baths
- 2,456 Sq Ft
1545 Leaf Ln, Kissimmee, FL 34744

Beautiful 4-bedroom, 3-bathroom home with loft and 2-car garage located in the Pennyroyal community in Kissimmee. This Energy Star Certified home features an open-concept layout with laminate wood flooring in the main living areas. The kitchen overlooks the great room and includes 42” cabinets with crown molding, quartz countertops, stainless steel appliances, and a closet pantry. The first floor

Ivanna Mendoza PAK HOME REALTY

1545 Leaf Ln, Kissimmee, FL 34744
/4
$1,550 per month
- 1 Bed
- 1 Bath
- Condo for Rent
2295 Irlo Bronson Mem Hwy Unit Double Bunk Suite, Kissimmee, FL 34744

Property Id: 1838945Our studio apartments in Kissimmee East, a hidden gem in Central Florida, offer a low-maintenance, high-satisfaction lifestyle. All the utilities are included in the rent, saving you from dealing with the usual hassles of apartment living. Our fully furnished units include flat screen tv, Free Wifi, refrigerator, and microwave. With on-site laundry facilities

2295 Irlo Bronson Mem Hwy Unit Double Bunk Suite, Kissimmee, FL 34744
/22
$412,043 Sold Oct 02, 2025

2481 Spring Tune Aly, Kissimmee, FL 34744
- 4 Beds
- 3 Baths
- 2,023 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $204/SF
- 6 Days On Market
Current Estimated Value $411,373

Lennar Tohoqua - Cottages Collection

2481 Spring Tune Aly, Kissimmee, FL 34744

/2
Est $403,546 Not Listed For Sale

1850 Waggoner St, Kissimmee, FL 34744
- 3 Beds
- 2 Baths
- 1,504 Sq Ft
- Built 2024
1850 Waggoner St, Kissimmee, FL 34744

Last Sold Summary
- 3% Above List Price
- $262/SF
- 86 Days On Market
Last Sold Price $393,350

Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

/29
$400,000
- 4 Beds
- 2 Baths
- 1,848 Sq Ft
1212 Shawnee Dr, Kissimmee, FL 34744

Welcome to this spacious 4-bedroom + Den, 2-bathroom, single-family home in Kissimmee - 2 miles from Osceola Pkwy and Florida Turnpide **1,848 sqft of living space on a generous 0.37-acre with plenty of yard space for outdoor living, for your pets, for gardening and many other uses. NO HOA - Originally built in 1964, this residence provides a solid canvas for personalization and upgrades.

Milissa Ogeerally THE REALTY EXPERIENCE POWERED BY LRR

1212 Shawnee Dr, Kissimmee, FL 34744
/19
$2,395 per month
- 3 Beds
- 2.5 Baths
- 1,639 Sq Ft
- House for Rent
2241 Southbury Dr, Kissimmee, FL 34744

Brand-new 3-bedroom, 2.5-bath home located at 2241 Southbury Dr in a modern, low-maintenance community in Kissimmee. This beautifully designed property features a functional open-concept layout, contemporary finishes, and bright living spaces ideal for comfortable everyday living. The kitchen offers sleek cabinetry and modern appliances, seamlessly connecting to spacious dining and living areas.

Jessy Pino LA ROSA REALTY KISSIMMEE

2241 Southbury Dr, Kissimmee, FL 34744
/2
$499,950 Sold Oct 06, 2025

2985 Gavin Sky Dr, Kissimmee, FL 34744
- 4 Beds
- 3 Baths
- 2,070 Sq Ft
- Built 2025
Last Sold Summary
- $242/SF
- 181 Days On Market
Current Estimated Value $509,212

Last Listing Agent Stephanie Morales AXEN REALTY, LLC

2985 Gavin Sky Dr, Kissimmee, FL 34744

/2
Est $408,360 Not Listed For Sale

1819 Cacutta Way, Kissimmee, FL 34744
- 3 Beds
- 2 Baths
- 1,504 Sq Ft
- Built 2024
1819 Cacutta Way, Kissimmee, FL 34744

Last Sold Summary
- 4% Above List Price
- $261/SF
- 86 Days On Market
Last Sold Price $391,990

Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

/26
$64,900
- 1 Bed
- 1 Bath
- 623 Sq Ft
2758 Camper Ct, Kissimmee, FL 34744

Welcome to this beautiful and meticulously maintained 1-bedroom, 1-bath "tiny home" located in the highly desirable Mill Creek community in Kissimmee, FL. Just 10 miles from Disney, Orlando's top attractions, and Orlando International Airport, this all-age community offers an impressive array of amenities, including a swimming pool, mini-golf, children's playground, planned activities,

Jennifer Maasdorp Integrity Mobile Homes

2758 Camper Ct, Kissimmee, FL 34744
/19
$2,095 per month
- 3 Beds
- 2 Baths
- 1,922 Sq Ft
- Townhouse for Rent
1200 La Fortuna Blvd, Kissimmee, FL 34744

This home is exclusively offered by Brandywine Homes USA on a first-come, first-approved basis until the lease is signed and the security deposit is paid. Rental Qualifications: Rental Fees: Security Deposit: Varies based on credit, with a standard deposit equal to 1 month's rent. Security Deposit Alternatives available - $150 fee (subject to approval).

1200 La Fortuna Blvd, Kissimmee, FL 34744
/2
$270,000 Sold Dec 08, 2025

2308 Harbor Town Dr, Kissimmee, FL 34744
- 4 Beds
- 2 Baths
- 1,263 Sq Ft
- Built 1998
Last Sold Summary
- 4% Below List Price
- $214/SF
- 12 Days On Market
Current Estimated Value $269,472

Last Listing Agent Jessica Polanco MAINFRAME REAL ESTATE

2308 Harbor Town Dr, Kissimmee, FL 34744

/2
Est $374,733 Not Listed For Sale

2671 Candied Apple Aly, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,615 Sq Ft
- Built 2024
2671 Candied Apple Aly, Kissimmee, FL 34744

Last Sold Summary
- 5% Above List Price
- $221/SF
- 34 Days On Market
Last Sold Price $356,810

Last Listing Agent Ben Goldstein LENNAR REALTY

/8
$379,000
- Land
- 0.63 Acre
- $601,587 per Acre
0 E Irlo Bronson Memorial Hwy Unit 226003953, Kissimmee, FL 34744

PRIME COMMERCIAL parcel of approx. 0.63 acres located directly on E Irlo BronsonMemorial Hwy (US-192) in Kissimmee.Zoned T5-U (Mixed-Use Urban) with Future Land Use: MU-V, supporting mixed-usedevelopment now and in the future.Excellent visibility and access along a major commercial corridor. PRIME LOCATION!Surrounded by national retailers including Walmart, Aldi, Sam’s Club,

Mason Gascot Knowledge Base Real Estate

0 E Irlo Bronson Memorial Hwy Unit 226003953, Kissimmee, FL 34744
/32
$2,300 per month
- 3 Beds
- 2.5 Baths
- 1,683 Sq Ft
- Townhouse for Rent
2025 Calm Soul Way, Kissimmee, FL 34744

Discover comfort and convenience at this beautiful home. Situated in the heart of Kissimmee, this well-maintained property offers a peaceful residential setting with easy access to shopping, dining, major highways, and top attractions. This inviting home features spacious living areas filled with natural light, a modern kitchen with ample cabinet space, comfortable bedrooms, and a private

Oliver Muro LPT REALTY, LLC

2025 Calm Soul Way, Kissimmee, FL 34744
/2
$364,900 Sold Dec 22, 2025

3112 Dasha Palm Dr, Kissimmee, FL 34744
- 4 Beds
- 2 Baths
- 1,960 Sq Ft
- Built 2007
Last Sold Summary
- 5% Below List Price
- $186/SF
- 52 Days On Market
Current Estimated Value $365,421

Last Listing Agent Robert Salmons ENTERA REALTY LLC

3112 Dasha Palm Dr, Kissimmee, FL 34744

/2
Est $438,255 Not Listed For Sale

1539 Southfork Dr, Kissimmee, FL 34744
- 4 Beds
- 2 Baths
- 1,828 Sq Ft
- Built 2024
1539 Southfork Dr, Kissimmee, FL 34744

Last Sold Summary
- 2% Below List Price
- $245/SF
- 13 Days On Market
Last Sold Price $447,990

Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

/35
$505,000
- 4 Beds
- 3 Baths
- 2,144 Sq Ft
1602 Barberry Dr, Kindred, FL 34744

Experience the perfect blend of comfort and community in this 4-bedroom, 3-bath home, ideally located near the Turnpike, Neptune Road, and just minutes from shopping, dining, hospitals, and an in-community school. Built for modern living, the home features an open-concept layout, a master suite with separate tub and shower and walk-in closet, and three additional bedrooms with spacious closets.

Juanilda Gil Liriano LA ROSA REALTY CW PROPERTIES L

1602 Barberry Dr, Kindred, FL 34744
/20
$1,989 per month
- 1 Bed
- 1 Bath
- 769 Sq Ft
- Condo for Rent
1225 Utica Dr Unit 2-123, Kissimmee, FL 34744

Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $2090/mo12-Month+ Stay base rent: starts at $1989/moLanding's apartments at Solaris at

1225 Utica Dr Unit 2-123, Kissimmee, FL 34744
/36
$523,990 Sold Feb 27, 2026

1544 Park Side Ave, Kissimmee, FL 34744
- 4 Beds
- 3 Baths
- 2,108 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $249/SF
- 8 Days On Market
Current Estimated Value $434,333

D.R. Horton Kindred

1544 Park Side Ave, Kissimmee, FL 34744

/2
Est $437,921 Not Listed For Sale

1533 Southfork Dr, Kissimmee, FL 34744
- 4 Beds
- 2 Baths
- 1,828 Sq Ft
- Built 2024
1533 Southfork Dr, Kissimmee, FL 34744

Last Sold Summary
- 2% Below List Price
- $244/SF
- 10 Days On Market
Last Sold Price $445,990

Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

/55
$267,000 Pending
- 3 Beds
- 2.5 Baths
- 1,408 Sq Ft
651 Cornerstone Dr, Kissimmee, FL 34744

Under contract-accepting backup offers. Welcome to this beautifully upgraded 3 bedroom 2.5 bathroom townhome at Heritage Key Villas in Kissimmee, offering comfort, style and a peaceful pond view. Step inside and immediately appreciate the modern upgrades throughout. The entire home features luxury vinyl plank flooring on the first floor, staircase and upstairs, creating a cohesive and elegant

Monica Mendivil SUNSHINE PREMIUM PROPERTIES

651 Cornerstone Dr, Kissimmee, FL 34744
/25
$1,825 per month
- 3 Beds
- 2.5 Baths
- 1,512 Sq Ft
- Townhouse for Rent
609 Cornerstone Dr, Kissimmee, FL 34744

Resort-Style 3BR Villa in Heritage Key – Prime Location & Stunning Upgrades! Don’t miss this incredible opportunity to rent a beautifully maintained 3-bedroom, 2-bath villa in the highly desirable Heritage Key community! Located just minutes from the Turnpike and SR 192, this home offers unbeatable convenience with true resort-style living—without the resort price. Enjoy community amenities

Jacob Hara TRANSCEND REALTY

609 Cornerstone Dr, Kissimmee, FL 34744
/2
$370,000 Sold Jul 10, 2025

1548 Planters Point Rd, Kindred, FL 34744
- 3 Beds
- 2 Baths
- 1,516 Sq Ft
- Built 2020
Last Sold Summary
- 1% Below List Price
- $244/SF
- 29 Days On Market
Current Estimated Value $362,414

Last Listing Agent Jorge Coello DENIZ REALTY PARTNERS LLC

1548 Planters Point Rd, Kindred, FL 34744

/2
Est $436,478 Not Listed For Sale

1563 Southfork Dr, Kissimmee, FL 34744
- 4 Beds
- 2 Baths
- 1,828 Sq Ft
- Built 2024
1563 Southfork Dr, Kissimmee, FL 34744

Last Sold Summary
- 1% Below List Price
- $242/SF
- 24 Days On Market
Last Sold Price $442,990

Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

/28
$394,490 Pending
- 4 Beds
- 2.5 Baths
- 1,770 Sq Ft
2362 Southbury Dr, Kissimmee, FL 34744

Under Construction. Tohoqua is the kind of neighborhood you've been looking for, with a family-friendly amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous

Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

2362 Southbury Dr, Kissimmee, FL 34744
/8
$950 per month
- 1 Bed
- 1 Bath
- Condo for Rent
2295 Irlo Bronson Mem Hwy Unit Studio Single Room, Kissimmee, FL 34744

Property Id: 1838859Our studio apartments in Kissimmee East, a hidden gem in Central Florida, offer a low-maintenance, high-satisfaction lifestyle. All the utilities are included in the rent, saving you from dealing with the usual hassles of apartment living. Our fully furnished units include flat screen tv, Free Wifi, refrigerator, and microwave. With on-site laundry facilities

2295 Irlo Bronson Mem Hwy Unit Studio Single Room, Kissimmee, FL 34744
/2
$385,000 Sold Feb 27, 2026

1596 Park Side Ave, Kissimmee, FL 34744
- 4 Beds
- 2 Baths
- 1,846 Sq Ft
- Built 2021
Last Sold Summary
- 12% Below List Price
- $209/SF
- 270 Days On Market
Current Estimated Value $396,676

Last Listing Agent Emy Matos UNIQUE HOMES & INVESTMENTS

1596 Park Side Ave, Kissimmee, FL 34744

/2
Est $437,576 Not Listed For Sale

1557 Southfork Dr, Kissimmee, FL 34744
- 4 Beds
- 2 Baths
- 1,828 Sq Ft
- Built 2024
1557 Southfork Dr, Kissimmee, FL 34744

Last Sold Summary
- 2% Below List Price
- $245/SF
- 79 Days On Market
Last Sold Price $447,990

Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

/12
$359,900
- 3 Beds
- 2 Baths
- 1,406 Sq Ft
2542 Camphorwood Cir, Kissimmee, FL 34744

A must see!!! Great location!!! No HOA!!! Beautifully maintained property with 3 bedrooms 2 baths with ample room for the growing family, fenced in backyard. Located in a nice established neighborhood near schools, commerce and area recreation. Do not miss the opportunity to own a beautiful home without the rules and regulations of an association. Scheduled your viewing today.

Claudia Martinez LATIN CONNECTION REALTY GROUP

2542 Camphorwood Cir, Kissimmee, FL 34744
/38
$2,395 per month
- 3 Beds
- 2.5 Baths
- 1,639 Sq Ft
- House for Rent
2233 Southbury Dr, Kissimmee, FL 34744

Brand-new 3-bedroom, 2.5-bath home in a modern, low-maintenance community in Kissimmee. This beautifully designed property offers a functional open layout, contemporary finishes, and bright living spaces perfect for comfortable everyday living. Enjoy resort-style amenities and the convenience of internet and cable included in the rent. Ideally located near major highways, shopping, dining, and

Jessy Pino La Rosa Realty Kissimmee

2233 Southbury Dr, Kissimmee, FL 34744
/2
$495,990 Sold May 28, 2025

1778 Three Bars Rd, Kissimmee, FL 34744
- 5 Beds
- 3 Baths
- 2,601 Sq Ft
- Built 2024
Last Sold Summary
- 1% Above List Price
- $191/SF
- 131 Days On Market
Current Estimated Value $522,088

Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

1778 Three Bars Rd, Kissimmee, FL 34744

/2
Est $540,876 Not Listed For Sale

2607 Peace of Mind Ave, Kissimmee, FL 34744
- 4 Beds
- 3 Baths
- 2,109 Sq Ft
- Built 2024
2607 Peace of Mind Ave, Kissimmee, FL 34744

Last Sold Summary
- 3% Above List Price
- $249/SF
- 12 Days On Market
Last Sold Price $525,370

Last Listing Agent Ben Goldstein LENNAR REALTY

Showing Results 481 - 520, Page 13 of 18

Florida Osceola County Kissimmee 34744

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