Homes in ZIP Code 34744

/33
$375,000 Pending
- 3 Beds
- 2 Baths
- 1,365 Sq Ft
2955 Red Oak Dr, Kissimmee, FL 34744

Well-maintained, thoughtfully UPDATED, and a PRICE that makes SENSE, all with NO HOA and its associated costs and intrusions. THIS IS THE KIND OF HOME BUYERS WAIT FOR. With 3 bedrooms, 2 full bathrooms, and 1,423 square feet under air, the layout is efficient, comfortable, and easy to live in. This property STANDS OUT for its condition and long list of meaningful upgrades. The KITCHEN has been

Warren Bonett KELLER WILLIAMS ADVANTAGE REALTY

2955 Red Oak Dr, Kissimmee, FL 34744
/20
$1,760 Per Month
- 2 Beds
- 2 Baths
- 1,096 Sq Ft
- Condo for Rent
1225 Utica Dr Unit 1-210, 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 $1760/mo12-Month+ Stay base rent: starts at $1760/moLanding's apartments at Solaris at

(415) 341-9896

1225 Utica Dr Unit 1-210, Kissimmee, FL 34744
/2
$409,990 Sold Sep 05, 2025

1830 Geronimo St, Kissimmee, FL 34744
- 3 Beds
- 2 Baths
- 1,504 Sq Ft
- Built 2025
Last Sold Summary
- $273/SF
- 26 Days On Market
Current Estimated Value $407,023

Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

1830 Geronimo St, Kissimmee, FL 34744

/2
Est $522,683 Not Listed For Sale

1912 Clear Sky Dr, Kissimmee, FL 34744
- 4 Beds
- 3 Baths
- 2,109 Sq Ft
- Built 2025
1912 Clear Sky Dr, Kissimmee, FL 34744

Last Sold Summary
- 1% Below List Price
- $251/SF
- 22 Days On Market
- Last Sold Price $529,990
- Apr 19, 2025
Last Listing Agent Ben Goldstein LENNAR REALTY

/14
$472,201 New Construction
- 4 Beds
- 3 Baths
- 2,139 Sq Ft
Eastham II Plan, Kissimmee, FL 34744

This single-story home features a welcoming foyer and an open-space layout among the dining room, kitchen and family room that extends to a covered patio for outdoor entertaining or relaxing. There are four bedrooms in total, including an owner’s suite with a large bedroom, luxe bathroom and generously sized walk-in closet.

2396 Volunteer Ave Unit 36037783, Kissimmee, FL 34744
/16
$2,285 Per Month
- 3 Beds
- 2 Baths
- 1,362 Sq Ft
- House for Rent
1615 Sunburst Way, Kissimmee, FL 34744

Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

(407) 988-0923

1615 Sunburst Way, Kissimmee, FL 34744
/2
$262,000 Sold Dec 12, 2025

961 Shore Dr, Kissimmee, FL 34744
- 2 Beds
- 2 Baths
- 1,624 Sq Ft
- Built 1967
Last Sold Summary
- 29% Below List Price
- $161/SF
- 47 Days On Market
Current Estimated Value $281,266

Last Listing Agent Daynell Cardenas LA ROSA REALTY ORLANDO LLC

961 Shore Dr, Kissimmee, FL 34744

/2
Est $390,792 Not Listed For Sale

2569 Cotton Candy Aly, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,755 Sq Ft
- Built 2024
2569 Cotton Candy Aly, Kissimmee, FL 34744

Last Sold Summary
- 2% Above List Price
- $219/SF
- 2 Days On Market
- Last Sold Price $383,528
- Apr 21, 2025
Last Listing Agent Ben Goldstein LENNAR REALTY

/21
$400,000 Pending
- 4 Beds
- 3 Baths
- 1,853 Sq Ft
259 Magical Way, Kissimmee, FL 34744

BACK ON MARKET! BUYER FINANCING FAILED! Situated in the desirable gated community of Magic Landings, this spacious 4-bedroom, 3-bathroom home offers a thoughtful layout and resort-style features. Two generously sized primary suites each include large walk-in closets and private en-suite bathrooms, with one featuring a relaxing garden tub. Both suites open directly to the screened pool deck,

Steven Pugh EXP REALTY LLC

259 Magical Way, Kissimmee, FL 34744
/20
$2,449 Per Month
- 4 Beds
- 3 Baths
- 2,207 Sq Ft
- House for Rent
2182 Calm Night St, Kissimmee, FL 34744

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2508.90. That covers your base rent, $2449.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Smart

(321) 415-3877

2182 Calm Night St, Kissimmee, FL 34744
/13
$405,274 Sold Aug 28, 2025

1865 Fulfillment Dr, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,615 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $251/SF
- 9 Days On Market
Current Estimated Value $389,565

Lennar Tohoqua - Townhome Collection

1865 Fulfillment Dr, Kissimmee, FL 34744

/2
Est $402,093 Not Listed For Sale

1941 Spring Shower Cir, Kissimmee, FL 34744
- 3 Beds
- 2 Baths
- 1,889 Sq Ft
- Built 2024
1941 Spring Shower Cir, Kissimmee, FL 34744

Last Sold Summary
- 1% Above List Price
- $211/SF
- 10 Days On Market
- Last Sold Price $399,260
- Apr 28, 2025
Last Listing Agent Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

/56
$435,000
- 4 Beds
- 3.5 Baths
- 2,513 Sq Ft
2723 Callaway Ln, Kissimmee, FL 34744

***BRAND NEW ROOF INSTALLED JULY 2025 !!!! PRICED TO SELL!! Spectacular water view!!!!Located in the sought after Windsor Park neighborhood of Remington, a gated golf community. Beautiful 4 bed/3.5 bath, sparking pool home with a beautiful pond view. The two-story design features large open kitchen, living room, dining room, family room, a master suite on the ground floor and a further three

Lindsy Holland NEXTHOME SUNSHINE REALTY

2723 Callaway Ln, Kissimmee, FL 34744
/2
$2,250 Per Month
- 3 Beds
- 2 Baths
- 1,560 Sq Ft
- House for Rent
213 Owenshire Cir, 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.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

(321) 341-8180

213 Owenshire Cir, Kissimmee, FL 34744
/2
$345,000 Sold Jul 03, 2025

1696 Tohoqua Blvd, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,615 Sq Ft
- Built 2022
Last Sold Summary
- 3% Below List Price
- $214/SF
- 95 Days On Market
Current Estimated Value $330,172

Last Listing Agent Ken Pozek REAL BROKER, LLC

1696 Tohoqua Blvd, Kissimmee, FL 34744

/2
Est $555,386 Not Listed For Sale

1848 Blissful Dr, Kissimmee, FL 34744
- 5 Beds
- 3 Baths
- 3,291 Sq Ft
- Built 2024
1848 Blissful Dr, Kissimmee, FL 34744

Last Sold Summary
- 4% Above List Price
- $163/SF
- 8 Days On Market
- Last Sold Price $535,237
- Mar 14, 2025
Last Listing Agent Ben Goldstein LENNAR REALTY

/17
$539,260 New Construction
- 4 Beds
- 4 Baths
- 2,795 Sq Ft
Simmitano Plan, Kissimmee, FL 34744

This new two-story home is a family-friendly haven. The first floor features an open design seamlessly connecting the modern kitchen with the dining room and family room, which provides direct access to the lanai. The owner’s suite is conveniently situated on this floor along with three secondary bedrooms. An upstairs bonus room adds shared living space.

2396 Volunteer Ave Unit 36037784, Kissimmee, FL 34744
/18
$2,435 Per Month
- 3 Beds
- 2 Baths
- 1,880 Sq Ft
- House for Rent
928 Costa Mesa Ln, Kissimmee, FL 34744

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2579.90. That covers your base rent, $2435.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

(321) 515-4669

928 Costa Mesa Ln, Kissimmee, FL 34744
/2
$405,000 Sold Aug 01, 2025

2336 Meadow Ct, Kissimmee, FL 34744
- 4 Beds
- 2 Baths
- 1,758 Sq Ft
- Built 1975
Last Sold Summary
- 10% Below List Price
- $230/SF
- 81 Days On Market
Current Estimated Value $394,758

Last Listing Agent Blanca Armada REMAX PREMIER PROPERTIES

2336 Meadow Ct, Kissimmee, FL 34744

/2
Not Listed For Sale

2625 Old Dixie Hwy, Kissimmee, FL 34744
- 2 Beds
- 1 Bath
- 552 Sq Ft
- Built 1973
2625 Old Dixie Hwy, Kissimmee, FL 34744

Last Sold Summary
- $192/SF
- 7 Days On Market
- Last Sold Price $106,000
- Feb 24, 2025
Last Listing Agent Jose Saleta KELLER WILLIAMS LEGACY REALTY

/27
$549,000
- 5 Beds
- 3 Baths
- 2,601 Sq Ft
1519 Jadewood Way, Kindred, FL 34744

Welcome to this stunning home located in the highly sought-after master-planned community of Kindred in Kissimmee. This beautifully designed residence offers the perfect blend of modern comfort and elegant living, featuring open-concept spaces filled with natural light, a spacious kitchen ideal for entertaining, and a serene backyard perfect for relaxing or hosting family gatherings. Residents

Luis Nieto AROD PARTNERS REALTY

1519 Jadewood Way, Kindred, FL 34744
/20
$2,449 Per Month
- 4 Beds
- 3 Baths
- 2,207 Sq Ft
- House for Rent
2198 Calm Night St, Kissimmee, FL 34744

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2508.90. That covers your base rent, $2449.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Smart

(321) 578-3530

2198 Calm Night St, Kissimmee, FL 34744
/2
$335,390 Sold Aug 14, 2025

1811 Spring Shower Cir, Kissimmee, FL 34744
- 2 Beds
- 2 Baths
- 1,579 Sq Ft
- Built 2025
Last Sold Summary
- 7% Below List Price
- $212/SF
- 27 Days On Market
Current Estimated Value $341,558

Last Listing Agent Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

1811 Spring Shower Cir, Kissimmee, FL 34744

/2
Est $413,396 Not Listed For Sale

1843 Waggoner St, Kissimmee, FL 34744
- 4 Beds
- 2 Baths
- 1,665 Sq Ft
- Built 2025
1843 Waggoner St, Kissimmee, FL 34744

Last Sold Summary
- 1% Below List Price
- $251/SF
- 20 Days On Market
- Last Sold Price $417,350
- Apr 29, 2025
Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

/81
$775,000
- 4 Beds
- 2.5 Baths
- 2,380 Sq Ft
860 Shore Dr, Kissimmee, FL 34744

NEW ROOF INSTALLED 01/26. CANAL FRONT TO LAKE TOHO!!! Beautifully remodeled 4 bedroom 2 1/2 bath home with a screened in swimming pool! Florida room that was remodeled into a summer kitchen equipped with a vented grill, mini fridge, bar with sink and a mini split a/c for comfort with double sets of sliding glass doors going onto the pool deck. The kitchen features skylight, espresso cabinets,

Marie A. Collins, PA FLORIDA REALTY RESULTS LLC

860 Shore Dr, Kissimmee, FL 34744
/20
$1,740 Per Month
- 1 Bed
- 1 Bath
- 769 Sq Ft
- Condo for Rent
1225 Utica Dr Unit 1-414, 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 $1740/mo12-Month+ Stay base rent: starts at $1740/moLanding's apartments at Solaris at

(415) 266-6393

1225 Utica Dr Unit 1-414, Kissimmee, FL 34744
/17
$425,990 Sold Feb 27, 2026

1789 Three Bars Rd, Kissimmee, FL 34744
- 4 Beds
- 2 Baths
- 1,665 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $256/SF
- 8 Days On Market
Current Estimated Value $421,302

D.R. Horton Kindred

1789 Three Bars Rd, Kissimmee, FL 34744

/2
Est $409,746 Not Listed For Sale

1851 Waggoner St, Kissimmee, FL 34744
- 3 Beds
- 2 Baths
- 1,614 Sq Ft
- Built 2025
1851 Waggoner St, Kissimmee, FL 34744

Last Sold Summary
- 2% Above List Price
- $248/SF
- 14 Days On Market
- Last Sold Price $400,350
- Apr 24, 2025
Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

/57
$483,000
- 4 Beds
- 3 Baths
- 2,109 Sq Ft
2619 Peace of Mind Ave, Kissimmee, FL 34744

Unique NEXT GEN HOME WITH MOTHER IN LAW SUITE! Completed in February 2025, this ALMOST NEW 4 Bed/ 3 Bath single family house is nested in the Tohoqua, a master community that offers world of art amenities and planned commercial developments! Designed with a open floor plan, it includes a in law suite with its own entrance, bedroom, living area, and kitchenette, providing privacy and independence

Guanhua Zhang KN PREMIER REALTY, INC

2619 Peace of Mind Ave, Kissimmee, FL 34744
/17
$1,915 Per Month
- 3 Beds
- 2 Baths
- 1,342 Sq Ft
- House for Rent
2411 Cedarfield Ln, Kissimmee, FL 34744

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2059.90. That covers your base rent, $1915.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

(321) 334-3661

2411 Cedarfield Ln, Kissimmee, FL 34744
/2
$360,000 Sold Mar 24, 2026

1526 Amherst Ln, Kissimmee, FL 34744
- 3 Beds
- 2 Baths
- 1,393 Sq Ft
- Built 1989
Last Sold Summary
- $258/SF
- 4 Days On Market
Current Estimated Value $355,084

Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

1526 Amherst Ln, Kissimmee, FL 34744

/2
Est $356,378 Not Listed For Sale

2734 Clear Night Ave, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,553 Sq Ft
- Built 2024
2734 Clear Night Ave, Kissimmee, FL 34744

Last Sold Summary
- 2% Above List Price
- $226/SF
- 28 Days On Market
- Last Sold Price $350,290
- Apr 11, 2025
Last Listing Agent Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

/11
$436,990 New Construction
- 3 - 4 Beds
- 2 Baths
- 2,059 Sq Ft
Plan 2059 Modeled at Hilliard Ridge, Kissimmee, FL 34743

* Open kitchen overlooking living and dining rooms * Primary bedroom at rear of home for added privacy * Walk-in closet at primary bedroom * Dual-sink vanity at primary bath * Ample kitchen counter space * Stainless steel appliance package * Open floor plan * Split-bedroom layout * Spacious living room * Kitchen island * Dedicated laundry room * ENERGY STAR certified home * Basketball court *

KB Home Builder

0 Simpson Rd Unit 36598581, Kissimmee, FL 34743
/3
$1,995 Per Month
- 3 Beds
- 2 Baths
- 1,560 Sq Ft
- House for Rent
2417 Knightsbridge Blvd, Kissimmee, FL 34744

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2139.90. That covers your base rent, $1995.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

(321) 475-5959

2417 Knightsbridge Blvd, Kissimmee, FL 34744
/27
$449,990 Sold Feb 27, 2026

1812 Three Bars Rd, Kissimmee, FL 34744
- 5 Beds
- 3 Baths
- 2,447 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $184/SF
- 10 Days On Market
Current Estimated Value $449,254

D.R. Horton Kindred

1812 Three Bars Rd, Kissimmee, FL 34744

/2
Est $369,877 Not Listed For Sale

2347 Southbury Dr, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,683 Sq Ft
- Built 2023
2347 Southbury Dr, Kissimmee, FL 34744

Last Sold Summary
- 1% Above List Price
- $219/SF
- 26 Days On Market
- Last Sold Price $367,990
- Apr 10, 2025
Last Listing Agent Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

/21
$561,553 New Construction
- 5 Beds
- 3 Baths
- 3,291 Sq Ft
Peabody Plan, Kissimmee, FL 34744

This expansive two-story home features a versatile flex space, an open-concept living area, a convenient tech area with a built-in desk and a covered patio. Ideal for entertaining, the second floor extends to a spacious game room for large gatherings. There is a total of five bedrooms throughout the home, including the luxurious owner’s suite with a spa-style bathroom.

2396 Volunteer Ave Unit 36037785, Kissimmee, FL 34744
/16
$2,335 Per Month
- 3 Beds
- 2 Baths
- 1,516 Sq Ft
- House for Rent
1524 Planters Pt Rd, Kissimmee, FL 34744

Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.Interested in this home? You clearly have exceptional taste. This charming 3.0-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

(321) 341-5452

1524 Planters Pt Rd, Kissimmee, FL 34744
/2
$345,000 Sold Oct 27, 2025

2529 Quail Run Blvd N, Kissimmee, FL 34744
- 3 Beds
- 2 Baths
- 1,493 Sq Ft
- Built 1992
Last Sold Summary
- 1% Above List Price
- $231/SF
- 11 Days On Market
Current Estimated Value $347,154

Last Listing Agent Shelayna West KELLER WILLIAMS LEGACY REALTY

2529 Quail Run Blvd N, Kissimmee, FL 34744

/2
Not Listed For Sale

1944 Blissful Dr, Kissimmee, FL 34744
- 5 Beds
- 3 Baths
- 2,571 Sq Ft
- Built 2025
1944 Blissful Dr, Kissimmee, FL 34744

Last Sold Summary
- $196/SF
- 19 Days On Market
- Last Sold Price $503,686
- Apr 02, 2025
Last Listing Agent Ben Goldstein LENNAR REALTY

Showing Results 201 - 240, Page 6 of 18

Florida Osceola County Kissimmee 34744

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