Homes in ZIP Code 34744

/3
$289,999 Pending
- 4 Beds
- 3 Baths
- 1,567 Sq Ft
2394 Old Dixie Hwy, Kissimmee, FL 34744

Spacious 4-bedroom, 3-bath single-family home on a generous 0.31-acre corner lot with no HOA! This versatile property offers an ideal layout with an eat-in kitchen, inside laundry, and a welcoming front bonus/sitting room perfect for a home office, reading area, or flex space.The split-style floor plan provides comfortable living for multi-generational households, or rental opportunities. Located

Carlethia Burnette FLORIDA REALTY INVESTMENTS

2394 Old Dixie Hwy, Kissimmee, FL 34744
/19
$1,655 Per Month
- 1 Bed
- 1 Bath
- 886 Sq Ft
- Apartment for Rent
570 Academy Dr Unit 101, Kissimmee, FL 34744

Hop Into Spring Savings! One Month Free. Our thoughtfully designed and spacious 1, 2 and 3 bedroom apartments offer today's upscale finishes that provide an indulgent and luxurious flow and function to your everyday living experience. Enjoy, stainless steel energy efficient appliances, screened-in balcony, granite countertops, and subway tile backsplash in the kitchen, lighted ceiling fans, Smart

Bryan Cagan CAGAN MANAGEMENT GROUP INC

570 Academy Dr Unit 101, Kissimmee, FL 34744
/2
$525,990 Sold May 29, 2025

1870 Clear Sky Dr, Kissimmee, FL 34744
- 4 Beds
- 3 Baths
- 2,109 Sq Ft
- Built 2025
Last Sold Summary
- 3% Below List Price
- $249/SF
- 3 Days On Market
Current Estimated Value $519,358

Last Listing Agent Ben Goldstein LENNAR REALTY

1870 Clear Sky Dr, Kissimmee, FL 34744

/2
Est $403,477 Not Listed For Sale

2644 Peace of Mind Ave, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,795 Sq Ft
- Built 2024
2644 Peace of Mind Ave, Kissimmee, FL 34744

Last Sold Summary
- 5% Above List Price
- $214/SF
- 5 Days On Market
- Last Sold Price $383,429
- Jan 30, 2025
Last Listing Agent Ben Goldstein LENNAR REALTY

/41
$425,000
- 4 Beds
- 3 Baths
- 2,044 Sq Ft
1720 Fulfillment Dr, Kissimmee, FL 34744

One or more photo(s) has been virtually staged. Welcome to this BEAUTIFULLY MAINTAINED 4-bedroom, 3-bath two-story home in the highly desirable Tohoqua community of Kissimmee, offering over 2,000 SQUARE FEET of thoughtfully designed living space. Built in 2022 and enhanced with TASTEFUL UPGRADES, this home truly FEELS LIKE NEW while offering added comfort and style throughout. From the moment you

Jennifer Wemert WEMERT GROUP REALTY LLC

1720 Fulfillment Dr, Kissimmee, FL 34744
/11
$1,475 Per Month
- 2 Beds
- 2 Baths
- 1,118 Sq Ft
- House for Rent
1707 Michigan Ave, Kissimmee, FL 34744

1707 Michigan Ave, Kissimmee, FL 34744
/2
$402,990 Sold Feb 20, 2026

1828 Three Bars Rd, Kissimmee, FL 34744
- 4 Beds
- 2 Baths
- 1,665 Sq Ft
- Built 2025
Last Sold Summary
- $242/SF
- 17 Days On Market
Current Estimated Value $403,090

Last Listing Agent Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

1828 Three Bars Rd, Kissimmee, FL 34744

/2
Est $408,364 Not Listed For Sale

1988 Tohoqua Blvd, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,795 Sq Ft
- Built 2024
1988 Tohoqua Blvd, Kissimmee, FL 34744

Last Sold Summary
- 5% Above List Price
- $216/SF
- 5 Days On Market
- Last Sold Price $388,189
- Jan 16, 2025
Last Listing Agent Ben Goldstein LENNAR REALTY

/2
$167,000 Pending
- 3 Beds
- 2 Baths
- 1,382 Sq Ft
2374 Ross St, Kissimmee, FL 34744

Investment opportunity

Jasmin Iglesias LPT REALTY, LLC

2374 Ross St, Kissimmee, FL 34744
/25
$3,500 Per Month
- 4 Beds
- 4 Baths
- 2,868 Sq Ft
- House for Rent
215 Strathmore Cir, Kissimmee, FL 34744

Back on the market and ready for immediate move-in! Welcome to your dream home in a gated community! This stunning 4-bedroom, 4-bathroom pool home is truly one of a kind. Featuring two master suites, it offers exceptional flexibility, comfort, and privacy—perfect for multi-generational living or hosting guests.Wake up to breathtaking views of the golf course and serene pond, creating the

Lorena Moscoso SIGNATURE INTERNATIONAL REAL E

215 Strathmore Cir, Kissimmee, FL 34744
/2
$387,990 Sold Dec 12, 2025

1859 Three Bars Rd, Kissimmee, FL 34744
- 3 Beds
- 2 Baths
- 1,504 Sq Ft
- Built 2024
Last Sold Summary
- 2% Below List Price
- $258/SF
- 5 Days On Market
Current Estimated Value $388,569

Last Listing Agent Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

1859 Three Bars Rd, Kissimmee, FL 34744

/2
Est $429,248 Not Listed For Sale

2538 Peace of Mind Ave, Kissimmee, FL 34744
- 4 Beds
- 3 Baths
- 2,023 Sq Ft
- Built 2024
2538 Peace of Mind Ave, Kissimmee, FL 34744

Last Sold Summary
- 7% Above List Price
- $198/SF
- 17 Days On Market
- Last Sold Price $399,999
- Feb 28, 2025
Last Listing Agent Ben Goldstein LENNAR REALTY

/20
$329,000
- 3 Beds
- 1 Bath
- 1,368 Sq Ft
103 Dellwood Dr, Kissimmee, FL 34744

Great price on this beautifully renovated home, updated just three years ago! A proven, well-maintained rental with excellent income potential, this solid block 3-bedroom, 1-bath home offers side-yard parking behind fencing plus EV (electric vehicle) hookups. Renovated throughout, the home features all 3-year old appliances, ceramic tile flooring, a fully updated kitchen with 42” soft-close

Brandy DiLeonardo LA ROSA REALTY LLC

103 Dellwood Dr, Kissimmee, FL 34744
/53
$3,300 Per Month
- 4 Beds
- 3.5 Baths
- 2,852 Sq Ft
- House for Rent
1813 Walnut Crk Dr, Kissimmee, FL 34744

Welcome to this well-designed 4-bedroom, 3.5-bath home offering flexible living with a separate 1-bedroom, 1-bath private suite—perfect for multigenerational living or an in-law setup.The main home features 3 bedrooms and 2.5 bathrooms, while the attached suite includes its own living room and kitchenette, providing comfort and independence.This single-story home (no stairs)

1813 Walnut Crk Dr, Kissimmee, FL 34744
/2
$517,700 Sold Oct 14, 2025

2500 Derby Dr, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 2,535 Sq Ft
- Built 1990
Last Sold Summary
- 10% Below List Price
- $204/SF
- 104 Days On Market
Current Estimated Value $518,298

Last Listing Agent Abraham Bidhendi STAR BAY REALTY CORP.

2500 Derby Dr, Kissimmee, FL 34744

/2
Est $382,883 Not Listed For Sale

2635 Candied Apple Aly, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,755 Sq Ft
- Built 2024
2635 Candied Apple Aly, Kissimmee, FL 34744

Last Sold Summary
- 1% Below List Price
- $221/SF
- 99 Days On Market
- Last Sold Price $387,528
- Apr 29, 2025
Last Listing Agent Ben Goldstein LENNAR REALTY

/9
$215,000
- Land
- 1.16 Acres
- $185,345 per Acre
0 Winners Cir Unit MFRO6402577, Kissimmee, FL 34744

Build-ready and full of potential, this prime vacant land opportunity in Kissimmee is nearly construction-ready with approximately 95% of site work already completed. The lot has just been cleared, saving you significant time and upfront costs—making it the perfect canvas for your custom homebuilder to bring your vision to life. Positioned in a rapidly growing area, this property offers both

Justin Hilton PREFERRED REAL ESTATE BROKERS

0 Winners Cir Unit MFRO6402577, Kissimmee, FL 34744
/54
$2,700 Per Month
- 3 Beds
- 2.5 Baths
- 1,734 Sq Ft
- House for Rent
1799 Harbor Blvd, Kissimmee, FL 34744

PET FRIENDLY!!! Welcome to this beautiful well maintained 3 beds 2.5 baths home located in the most desirable area in Kissimmee. The Regal Oaks Shore is the most peaceful, well kept, and easily accessible community in the area. Located within minutes of 192, Florida Turnpike, and major commercial facilities such as Walmart, Home Depot, Ross, 5 Bellow, a big variety of restaurants, banks, pet

Andrea Mendonca WRA BUSINESS & REAL ESTATE

1799 Harbor Blvd, Kissimmee, FL 34744
/2
$367,990 Sold Sep 08, 2025

1562 Dalehurst Ln, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,568 Sq Ft
- Built 2025
Last Sold Summary
- 1% Above List Price
- $235/SF
- 94 Days On Market
Current Estimated Value $373,566

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

1562 Dalehurst Ln, Kissimmee, FL 34744

/2
Est $488,494 Not Listed For Sale

1916 Flourish Ave, Kissimmee, FL 34744
- 3 Beds
- 2 Baths
- 2,113 Sq Ft
- Built 2024
1916 Flourish Ave, Kissimmee, FL 34744

Last Sold Summary
Last Listing Agent Antonio Chacon PREFERRED REAL ESTATE BROKERS

/3
$640,000 New Construction
- 4 Beds
- 2 Baths
- 1,956 Sq Ft
498 Marllo Rd, Kissimmee, FL 34744

Under Construction. Discover this beautifully crafted new custom home by Snow Construction, offering just under 2,000 square feet of thoughtfully designed living space. This 4-bedroom, 2-bath residence sits on a full 1-acre lot and showcases quality block construction with a 9’4” plate height and soaring vaulted ceilings. Step inside to an open-concept floor plan loaded with upgrades throughout.

Tina Howes SNOW REALTY AND INVESTMENTS INC

498 Marllo Rd, Kissimmee, FL 34744
/14
$2,200 Per Month
- 4 Beds
- 2 Baths
- 1,654 Sq Ft
- AVAILABLE NOW
4055 Sunny Day Way, Kissimmee, FL 34744

Located in the highly desirable Turnery Reserve neighborhood. This 4 bedroom 2 bath home is suited for a family. International Airport and Shopping Centers at Lake Nona are easily accessible. Community Pool, Clubhouse, and Dog Park located inside neighborhood.

4055 Sunny Day Way, Kissimmee, FL 34744
/2
$446,990 Sold Mar 23, 2026

1808 Three Bars Rd, Kissimmee, FL 34744
- 5 Beds
- 3 Baths
- 2,447 Sq Ft
- Built 2025
Last Sold Summary
- $183/SF
- 39 Days On Market
Current Estimated Value $446,510

Last Listing Agent Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

1808 Three Bars Rd, Kissimmee, FL 34744

/2
Est $575,090 Not Listed For Sale

1682 Three Bars Rd, Kissimmee, FL 34744
- 4 Beds
- 3.5 Baths
- 2,787 Sq Ft
- Built 2024
1682 Three Bars Rd, Kissimmee, FL 34744

Last Sold Summary
- 2% Above List Price
- $203/SF
- 52 Days On Market
- Last Sold Price $564,990
- Mar 27, 2025
Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

/23
$424,390 Open Sat 10AM - 4PM
- 2 Beds
- 2 Baths
- 2,018 Sq Ft
2035 Spring Shower Cir, Kissimmee, FL 34744

Under Construction. Get ready for the next best chapter of your life in this highly anticipated 55+ gated neighborhood! Enjoy private indoor and outdoor amenity centers exclusively reserved for Active Adults with a resort-style pool, sports courts, fire pits, dog park, fitness center and more. With miles of outdoor fitness trails, a clubhouse with meeting rooms and for social events, and a

Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

2035 Spring Shower Cir, Kissimmee, FL 34744
/38
$2,480 Per Month
- 3 Beds
- 2 Baths
- 1,612 Sq Ft
- House for Rent
2329 Pine Tree Ct, Kissimmee, FL 34744

Beautiful home for rent in Kissimmee, conveniently located near shopping, schools, and major roads,and just minutes from Valencia College.The property offers comfortable living spaces, an excellent layout, and great natural light. Enjoy a spacious backyard, perfect for relaxing or entertaining One small dog is allowed (maximum 20 lbs) with a non-refundable fee. Tenant is responsible for all

Francis Ovalle LA ROSA REALTY KISSIMMEE

2329 Pine Tree Ct, Kissimmee, FL 34744
/2
$257,000 Sold Jun 04, 2025

2015 Grand Oak Dr, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,408 Sq Ft
- Built 2007
Last Sold Summary
- 3% Below List Price
- $183/SF
- 104 Days On Market
Current Estimated Value $245,601

Last Listing Agent Irena Aistrop LA ROSA REALTY LLC

2015 Grand Oak Dr, Kissimmee, FL 34744

/2
Est $468,988 Not Listed For Sale

1613 Bull Hill Rd, Kissimmee, FL 34744
- 5 Beds
- 3 Baths
- 2,447 Sq Ft
- Built 2024
1613 Bull Hill Rd, Kissimmee, FL 34744

Last Sold Summary
- 5% Above List Price
- $183/SF
- 17 Days On Market
- Last Sold Price $446,990
- Mar 28, 2025
Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

/6
$595,000
- Land
- 35,283 Sq Ft
- $734,568 per Acre
400 Greenup St, Kissimmee, FL 34744

Commercial zoned .81 acres ready for development. Zoning is B3, General Commercial in the heart of downtown Kissimmee. This property is high and dry. Possible uses moderate-intensity retail, service, office, recreation/ entertainment, visitor accommodation, and institutional uses that serve the residents in the community. Located across from Advent health Center, and close proximity to 192, John

Teresa Reilly-O'Doherty PA KELLER WILLIAMS LEGACY REALTY

400 Greenup St, Kissimmee, FL 34744
/8
$1,400 Per Month
- 2 Beds
- 2 Baths
- 1,118 Sq Ft
- ESSEX PARK VILLAGE UNIT C
1703 Michigan Ave Unit C, Kissimmee, FL 34744

1703 Michigan Ave Unit C, Kissimmee, FL 34744
/15
$452,990 Sold Oct 24, 2025

1954 Walnut Creek Dr, Kissimmee, FL 34744
- 4 Beds
- 2 Baths
- 1,828 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $248/SF
- 14 Days On Market
Current Estimated Value $440,333

D.R. Horton Kindred

1954 Walnut Creek Dr, Kissimmee, FL 34744

/2
Est $402,344 Not Listed For Sale

1617 Bull Hill Rd, Kissimmee, FL 34744
- 3 Beds
- 2 Baths
- 1,504 Sq Ft
- Built 2024
1617 Bull Hill Rd, Kissimmee, FL 34744

Last Sold Summary
- 2% Above List Price
- $261/SF
- 42 Days On Market
- Last Sold Price $392,990
- Mar 28, 2025
Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

/24
$529,900
- 4 Beds
- 2 Baths
- 2,420 Sq Ft
3193 Toho Ct Unit I, Kissimmee, FL 34744

JUST 2 MILES from vibrant LAKE NONA TOWN CENTER with effortless access to best restaurants, cafés, shopping and everyday conveniences!!!!!Beautiful 4-bedroom, 2-bath home in the desirable Fells Cove community offering the perfect combination of comfort, style, and location. Features include wood and bamboo flooring, granite countertops, 42” cabinets with crown molding, stainless steel

Julia Nikulina COLDWELL BANKER REALTY

3193 Toho Ct Unit I, Kissimmee, FL 34744
/44
$2,900 Per Month
- 5 Beds
- 3 Baths
- 3,296 Sq Ft
- House for Rent
1759 Can Do Way, Kissimmee, FL 34744

Well-appointed home in Tohoqua Community. Fabulous floor plan. Stone elevation. Walk into Nice airy and Bright living areas. Find a Guest Bedroom and separate Full Bathroom on the 1st floor. Separate Formal area. Not only is there a built in Computer Desk but a nook dedicated as a Tech Room with built in desk. Kitchen overlooks spacious Family Room Updated sleek Kitchen cabinetry and Quartz

Reeta Gulati RE REALTY

1759 Can Do Way, Kissimmee, FL 34744
/11
$414,990 Sold Dec 03, 2025

1921 Walnut Creek Dr, Kissimmee, FL 34744
- 3 Beds
- 2 Baths
- 1,672 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $248/SF
- 13 Days On Market
Current Estimated Value $412,834

D.R. Horton Kindred

1921 Walnut Creek Dr, Kissimmee, FL 34744

/2
Est $405,049 Not Listed For Sale

1606 Bull Hill Rd, Kissimmee, FL 34744
- 3 Beds
- 2 Baths
- 1,614 Sq Ft
- Built 2024
1606 Bull Hill Rd, Kissimmee, FL 34744

Last Sold Summary
- 1% Above List Price
- $248/SF
- 49 Days On Market
- Last Sold Price $399,990
- Mar 25, 2025
Last Listing Agent Cristian Valderrama VESTI LLC

/35
$499,000
- 4 Beds
- 2.5 Baths
- 2,251 Sq Ft
4436 Azure Isle Way, Kissimmee, FL 34744

LOCATION, LOCATION, LOCATION!!! Located less than 5 miles from Lake Nona, you can enjoy ALL of what Lake Nona has to offer....without the hefty price tag. This SINGLE-STORY home offers 3 bedrooms, 2.5 bathrooms, DEDICATED OFFICE SPACE, separate dining room, sitting room, and more!! Public records state it is a 4-bedroom home; it is, in fact, a 3-bedroom plus an office. With 2,251 sqft of living

Jennifer Dalhausser REALTY HUB

4436 Azure Isle Way, Kissimmee, FL 34744
/18
$1,300 Per Month
- 2 Beds
- 2 Baths
- 1,118 Sq Ft
- Condo in Essex Park Condo, Kissimmee
1807 Michigan Ave, Kissimmee, FL 34744

Centrally located 2 bedroom, 2 bath, 2nd floor condo with 1,118 square ft of living space. Large rooms and a remodeled kitchen with pantry and appliances including over the range microwave. Separate dining area and large living room. Ceramic flooring throughout for easy cleaning, remodeled bathrooms and screened in balcony with stairs to the backyard from guest bedroom. Located just off 192,

1807 Michigan Ave, Kissimmee, FL 34744
/2
$413,000 Sold Apr 29, 2026

1719 Flourish Ave, Kissimmee, FL 34744
- 5 Beds
- 2.5 Baths
- 2,450 Sq Ft
- Built 2021
Last Sold Summary
- 10% Below List Price
- $169/SF
- 44 Days On Market
Current Estimated Value $458,779

Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

1719 Flourish Ave, Kissimmee, FL 34744

/2
Not Listed For Sale

3235 Rain Shower Ln, Kissimmee, FL 34744
- 4 Beds
- 3 Baths
- 3,218 Sq Ft
- Built 1998
3235 Rain Shower Ln, Kissimmee, FL 34744

Last Sold Summary
- $101/SF
- 41 Days On Market
- Last Sold Price $325,000
- Apr 25, 2025
Last Listing Agent Traci Prantner ROCK WELL REAL ESTATE

Showing Results 361 - 400, Page 10 of 18

Florida Osceola County Kissimmee 34744

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