Homes in ZIP Code 34744

/17
$449,000

$51K PRICE DROP
- 4 Beds
- 3 Baths
- 2,133 Sq Ft
1743 Good Neighbor Loop, Kissimmee, FL 34744

One or more photo(s) has been virtually staged. Experience elevated single-story living in this thoughtfully designed Next Gen® residence, where privacy, versatility, and modern comfort come together seamlessly. Perfectly suited for multigenerational living, this home features a*** true private in-law suite with its own front entrance, separate living area, kitchenette, bedroom, and full

Ian Trumbach

FLORIDA PRESTIGIOUS HOMES INC

1743 Good Neighbor Loop, Kissimmee, FL 34744
/25
Starting at $1,574 Per Month
- 2 - 4 Beds
501 Bald Cypress Dr, Kissimmee, FL 34744

Learn more about our current Move-In Specials and save today!A great Kissimmee location at an affordable price! Osceola Pointe Apartments is located on West Osceola Parkway with quick and easy access to SR-417/Central Florida GreeneWay, SR-423/John Young Parkway, and SR-91/Florida's Turnpike. Nearby Osceola Parkway offers convenient access to major attractions, shopping, dining, and

Osceola Pointe

501 Bald Cypress Dr, Kissimmee, FL 34744
/2
$400,000

Sold Aug 21, 2025

3224 Queen Alexandria Dr, Kissimmee, FL 34744
- 4 Beds
- 2 Baths
- 1,541 Sq Ft
- Built 2010
Last Sold Summary
- $260/SF
- 14 Days On Market
Current Estimated Value $380,105

Last Listing Agent David Plasencia COLDWELL BANKER REALTY

3224 Queen Alexandria Dr, Kissimmee, FL 34744

/2
Est $370,674

Not Listed For Sale

1756 Brockridge Rd, Kindred, FL 34744
- 4 Beds
- 2 Baths
- 1,739 Sq Ft
- Built 2018
1756 Brockridge Rd, Kindred, FL 34744

Last Sold Summary
- 50 Days On Market

/2
$515,000
- 4 Beds
- 2.5 Baths
- 2,450 Sq Ft
1704 Felicity Ln, Kissimmee, FL 34744

Welcome to Tohoqua—where modern comfort meets resort-style living in one of Kissimmee’s most exciting master-planned communities. This beautifully upgraded smart home greets you with an inviting open layout and a chef-inspired kitchen featuring a dedicated breakfast area—perfect for morning coffee or hosting friends and family. Step out to the screened-in lanai and enjoy a fully fenced backyard,

Ian Trumbach

FLORIDA PRESTIGIOUS HOMES INC

1704 Felicity Ln, Kissimmee, FL 34744
/8
Starting at $1,085 Per Month
- 1 - 3 Beds
201 St Cloud Village Ct, Kissimmee, FL 34744

Welcome HomeDiscover St.Cloud Village LLC, a place where every resident is valued, and the community flourishes. With comfortable living spaces and shared amenities, we are dedicated to creating a welcoming and inclusive environment for all.

St. Cloud Village

201 St Cloud Village Ct, Kissimmee, FL 34744
/2
$455,990

Sold Jun 30, 2025

1748 Three Bars Rd, Kissimmee, FL 34744
- 4 Beds
- 2 Baths
- 1,828 Sq Ft
- Built 2025
Last Sold Summary
- 1% Above List Price
- $249/SF
- 127 Days On Market
Current Estimated Value $446,256

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

1748 Three Bars Rd, Kissimmee, FL 34744

/46
Est $463,485

Not Listed For Sale

1803 Brockridge Rd, Kindred, FL 34744
- 4 Beds
- 3 Baths
- 2,374 Sq Ft
- Built 2018
1803 Brockridge Rd, Kindred, FL 34744

Last Sold Summary
- 49 Days On Market

/4
$5,000,000
- Land
- 5 Acres
- $1,000,000 per Acre
0 High Plains Ln, Kissimmee, FL 34744

Prime 5 acre Industrial Development Land with 345 FF on High Plains Lane. This parcel can be combined with the parcel next door to create 10 contiguous acres and 700 FF on High Plains Lane. The county has approved a comprehensive land use amendment change. This parcel has a future land use of Industrial Manufacturing and can easily be converted to IM. The allowable uses are attached to this

Barrett Spray

KELLER WILLIAMS ADVANTAGE REALTY

0 High Plains Ln, Kissimmee, FL 34744
/20
$2,170 Per Month
- 1 Bed
- 1 Bath
- 769 Sq Ft
- Condo for Rent
1225 Utica Dr Unit 1-212, 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 $2170/mo12-Month+ Stay base rent: starts at $2170/moLanding's apartments at Solaris at

1225 Utica Dr Unit 1-212, Kissimmee, FL 34744
/2
$185,000

Sold Jun 10, 2026

1240 Windway Cir, Kissimmee, FL 34744
- 3 Beds
- 2 Baths
- 1,173 Sq Ft
- Built 1986
Last Sold Summary
- 18% Below List Price
- $158/SF
- 9 Days On Market
Current Estimated Value $226,833

Last Listing Agent Kavita Uttamchandani CENTURY 21 CARIOTI

1240 Windway Cir, Kissimmee, FL 34744

/44
Est $295,949

Not Listed For Sale

3106 Camino Real Dr N, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,584 Sq Ft
- Built 2017
3106 Camino Real Dr N, Kissimmee, FL 34744

Last Sold Summary
- 57 Days On Market

/18
$5,000,000
- Land
- 5.03 Acres
- $994,036 per Acre
4275 Boggy Creek Rd, Kissimmee, FL 34744

Prime 5-acre development opportunity featuring approximately 450 feet of frontage on highly traveled Boggy Creek Road. The County has approved a Comprehensive Land Use Amendment, positioning this parcel with a future land use designation of Community Center, offering exceptional flexibility and development potential. Boggy Creek Road is currently undergoing expansion to a four-lane corridor, with

Barrett Spray

KELLER WILLIAMS ADVANTAGE REALTY

4275 Boggy Creek Rd, Kissimmee, FL 34744
/20
$1,900 Per Month
- 1 Bed
- 1 Bath
- 914 Sq Ft
- Condo for Rent
1040 Jamison Lp Unit 940-104, 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 $1900/mo12-Month+ Stay base rent: starts at $1900/moLanding's apartments at The Jamison are

1040 Jamison Lp Unit 940-104, Kissimmee, FL 34744
/2
$325,000

Sold Nov 20, 2025

189 Owenshire Cir, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,523 Sq Ft
- Built 2003
Last Sold Summary
- 11% Below List Price
- $213/SF
- 47 Days On Market
Current Estimated Value $329,332

Last Listing Agent Carolina Faircloth COLDWELL BANKER REALTY

189 Owenshire Cir, Kissimmee, FL 34744

/14
Not Listed For Sale

3655 Late Morning Cir, Kissimmee, FL 34744
- 4 Beds
- 2 Baths
- 960 Sq Ft
- Built 1990
3655 Late Morning Cir, Kissimmee, FL 34744

Last Sold Summary
- 104 Days On Market

/34
$419,900

$10K PRICE DROP
- 4 Beds
- 2 Baths
- 2,148 Sq Ft
4020 Sunny Day Way, Kissimmee, FL 34744

Beautiful 4-bedroom, 2-bath home offering 2,148 sq. ft. with no rear neighbors for added privacy! Located in the desirable Turnberry community, tucked just off Boggy Creek Road! This charming residence offers a lifestyle of comfort and convenience, with community amenities including playgrounds, a pool, tennis courts, and a basketball court—perfect for families or anyone who values active, fun

Norquy Pagan

NONA LEGACY POWERED BY LA ROSA

4020 Sunny Day Way, Kissimmee, FL 34744
/20
$1,790 Per Month
- 2 Beds
- 2 Baths
- 1,096 Sq Ft
- Condo for Rent
1225 Utica Dr Unit 1-110, 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 $1790/mo12-Month+ Stay base rent: starts at $1790/moLanding's apartments at Solaris at

1225 Utica Dr Unit 1-110, Kissimmee, FL 34744
/2
$494,990

Sold Aug 26, 2025

1913 Walnut Creek Dr, Kissimmee, FL 34744
- 5 Beds
- 3 Baths
- 2,601 Sq Ft
- Built 2025
Last Sold Summary
- 1% Below List Price
- $190/SF
- 19 Days On Market
Current Estimated Value $490,858

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

1913 Walnut Creek Dr, Kissimmee, FL 34744

/2
Est $509,417

Not Listed For Sale

1851 Partin Terrace Rd, Kindred, FL 34744
- 4 Beds
- 3.5 Baths
- 2,851 Sq Ft
- Built 2018
1851 Partin Terrace Rd, Kindred, FL 34744

Last Sold Summary
- 90 Days On Market

/23
$5,000,000
- Land
- 5.01 Acres
- $998,004 per Acre
4385 Boggy Creek Rd, Kissimmee, FL 34744

Prime 5 acre Industrial Development Land on Boggy Creek Rd.The county has approved a comprehensive land use amendment change. This parcel has a future land use of Heavy Industrial and can easily be converted to Industrial. Boggy Creek Rd is currently being turned into a 4 Lane Road. The areas proximity to Lake Nona and the tourist corridor and major highways make this a prime location for

Barrett Spray

KELLER WILLIAMS ADVANTAGE REALTY

4385 Boggy Creek Rd, Kissimmee, FL 34744
/20
$2,549 Per Month
- 4 Beds
- 3 Baths
- 2,207 Sq Ft
- House for Rent
2181 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 $2608.90. That covers your base rent, $2549.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Smart

2181 Calm Night St, Kissimmee, FL 34744
/2
$366,000

Sold Jun 30, 2025

1933 Fulfillment Dr, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,615 Sq Ft
- Built 2025
Last Sold Summary
- 4% Below List Price
- $227/SF
- 7 Days On Market
Current Estimated Value $361,491

Last Listing Agent Ben Goldstein LENNAR REALTY

1933 Fulfillment Dr, Kissimmee, FL 34744

/36
Est $578,849

Not Listed For Sale

4435 Azure Isle Way, Kissimmee, FL 34744
- 4 Beds
- 3 Baths
- 3,470 Sq Ft
- Built 2013
4435 Azure Isle Way, Kissimmee, FL 34744

Last Sold Summary
- 83 Days On Market

/46
$429,990

$30K PRICE DROP
- 4 Beds
- 2 Baths
- 1,846 Sq Ft
1673 Barberry Dr, Kindred, FL 34744

Welcome to 1673 Barberry Lane, a beautifully upgraded Cali model located in the heart of Kissimmee, FL, offering over $80,000 in thoughtful upgrades and designed for both comfortable living and income-producing potential. This home stands out from the moment you arrive, combining modern enhancements, functional design, and premium features throughout. Whether you’re looking for a primary

Rafael Ortiz

KELLER WILLIAMS LEGACY REALTY

1673 Barberry Dr, Kindred, FL 34744
/20
$2,185 Per Month
- 2 Beds
- 2 Baths
- 1,096 Sq Ft
- Condo for Rent
1225 Utica Dr Unit 1-303, 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 $2185/mo12-Month+ Stay base rent: starts at $2185/moLanding's apartments at Solaris at

1225 Utica Dr Unit 1-303, Kissimmee, FL 34744
/2
$230,000

Sold Jun 12, 2026

2394 Old Dixie Hwy, Kissimmee, FL 34744
- 4 Beds
- 3 Baths
- 1,567 Sq Ft
- Built 1958
Last Sold Summary
- 21% Below List Price
- $147/SF
- 0 Days On Market
Current Estimated Value $286,805

Last Listing Agent Carlethia Burnette FLORIDA REALTY INVESTMENTS

2394 Old Dixie Hwy, Kissimmee, FL 34744

/51
Not Listed For Sale

3704 Dawn Ave, Kissimmee, FL 34744
- 3 Beds
- 2 Baths
- 1,320 Sq Ft
- Built 1999
3704 Dawn Ave, Kissimmee, FL 34744

Last Sold Summary
- 29 Days On Market

/47
$475,000

Pending
- 4 Beds
- 3 Baths
- 2,338 Sq Ft
3129 Riachuelo Ln, Kissimmee, FL 34744

Under contract-accepting backup offers. Tile roof. Direct lakefront. Screened pool. Behind the gates at Villa Sol. The home sits on the water side of an interior street, with a tropical front yard layered in palms and ferns. Double glass doors open into a volume-ceiling great room where arched passageways and a wall of glass pull your eye straight back to the lake. The layout is built around the

Brad Young HOMEVEST REALTY

3129 Riachuelo Ln, Kissimmee, FL 34744
/18
$2,435 Per Month
- 4 Beds
- 2 Baths
- 1,654 Sq Ft
- House for Rent
3082 Mandolin Dr, Kissimmee, FL 34744

Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

3082 Mandolin Dr, Kissimmee, FL 34744
/2
$520,000

Sold Jul 03, 2025

2506 Volunteer Ave, Kissimmee, FL 34744
- 5 Beds
- 4.5 Baths
- 3,474 Sq Ft
- Built 2019
Last Sold Summary
- 11% Below List Price
- $150/SF
- 149 Days On Market
Current Estimated Value $520,295

Last Listing Agent Claire Campbell CHARLES RUTENBERG REALTY ORLANDO

2506 Volunteer Ave, Kissimmee, FL 34744

/2
Not Listed For Sale

0 Plaza Dr, Kissimmee, FL 34743
0 Plaza Dr, Kissimmee, FL 34743

Last Sold Summary
- 277 Days On Market

/30
$575,000

Pending
- 4 Beds
- 3 Baths
- 2,614 Sq Ft
2675 Hilliard Ct, Kissimmee, FL 34744

Situated on a full 1-acre lot in the Hilliard Place community, this 4-bedroom, 3-bath pool home offers the perfect blend of space, privacy, and convenience in a sought-after Kissimmee location. Tucked away on a quiet cul-de-sac, the property welcomes you with an extended driveway, generous outdoor space, and a setting that feels private while still being close to everything Central Florida has to

Steven Pugh EXP REALTY LLC

2675 Hilliard Ct, Kissimmee, FL 34744
/16
$2,360 Per Month
- 3 Beds
- 2 Baths
- 1,370 Sq Ft
- House for Rent
1523 Maplewood Cir, Kissimmee, FL 34744

Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

1523 Maplewood Cir, Kissimmee, FL 34744
/2
$389,000

Sold Nov 25, 2025

1565 Diamond Loop Dr, Kindred, FL 34744
- 4 Beds
- 2 Baths
- 1,846 Sq Ft
- Built 2017
Last Sold Summary
- 6% Below List Price
- $211/SF
- 91 Days On Market
Current Estimated Value $386,189

Last Listing Agent Patricia Rojas Garcia LA ROSA REALTY LLC

1565 Diamond Loop Dr, Kindred, FL 34744

/2
Est $490,444

Not Listed For Sale

1885 Hickory Bluff Rd, Kindred, FL 34744
- 5 Beds
- 3 Baths
- 2,674 Sq Ft
- Built 2017
1885 Hickory Bluff Rd, Kindred, FL 34744

Last Sold Summary
- 126 Days On Market

/37
$475,000

$10K PRICE DROP Pending
- 4 Beds
- 2 Baths
- 2,160 Sq Ft
2988 Marbella Dr, Kissimmee, FL 34744

PRICE IMPROVEMENT! Modern finishes throughout, a fully renovated kitchen, and a resort-style pool and outdoor grill area. Located in the gated Villa Sol community and situated on over a 1⁄4-acre lot, this beautifully maintained 4-bedroom, 2-bath home offers the perfect combination of comfort, style, and outdoor living. From the moment you arrive, you’ll appreciate the attractive landscaping,

Steven Pugh EXP REALTY LLC

2988 Marbella Dr, Kissimmee, FL 34744
/14
$2,549 Per Month
- 4 Beds
- 3 Baths
- 2,207 Sq Ft
- House for Rent
2213 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 $2608.90. That covers your base rent, $2549.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Smart

2213 Calm Night St, Kissimmee, FL 34744
/2
$470,000

Sold Jun 08, 2026

4385 Silver Creek St, Kissimmee, FL 34744
- 4 Beds
- 2 Baths
- 2,022 Sq Ft
- Built 2019
Last Sold Summary
- 2% Below List Price
- $232/SF
- 2 Days On Market
Current Estimated Value $462,164

Last Listing Agent Brandon Rincon LA ROSA REALTY KISSIMMEE

4385 Silver Creek St, Kissimmee, FL 34744

/50
Est $346,924

Not Listed For Sale

1247 Bonita Canyon Dr, Kissimmee, FL 34744
- 2 Beds
- 2 Baths
- 1,772 Sq Ft
- Built 2013
1247 Bonita Canyon Dr, Kissimmee, FL 34744

Last Sold Summary
- 25 Days On Market

Showing Results 121 - 160, Page 4 of 18

Florida Osceola County Kissimmee 34744

How to Buy a Home How to Finance a Home How to Sell a Home

Properties in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Homes in ZIP Code 34744

Real Estate & Homes

Properties in Nearby Zip Codes