Homes in ZIP Code 34744

/20
$425,000
- 4 Beds
- 3.5 Baths
- 2,852 Sq Ft
1817 Walnut Creek Dr, Kissimmee, FL 34744

SHORT SALE – SUBJECT TO LENDER APPROVAL. 4BR/3.5BA one-story concrete block home in Kindred (Camden model) featuring a multi-generational layout with private in-law suite (separate living area, bedroom, kitchenette, optional private entry). Open kitchen with granite countertops, stainless steel appliances, and an island overlooking the great room. Spacious primary suite with dual vanities and two

William Encinosa

W International Realty LLC

(689) 329-3338

1817 Walnut Creek Dr, Kissimmee, FL 34744
/6
$2,800 Per Month
- 5 Beds
- 3 Baths
- 2,264 Sq Ft
- House for Rent
3017 Camino Real Dr S, Kissimmee, FL 34744

This stunning Mediterranean-style home, located in the gated community of Villa Sol, has been freshly painted and features a beautifully renovated kitchen. Enjoy resort-style living with a private pool and an array of great amenities, including a clubhouse, boat access, tennis courts, and a sprawling 125-acre park. This exceptional home wont last long schedule your showing today!

Jose De Jesus

RELIABLE PROPERTY MGMT & SALES

(321) 499-8159

3017 Camino Real Dr S, Kissimmee, FL 34744
/16
$409,990 Sold Nov 14, 2025

1863 Three Bars Rd, Kissimmee, FL 34744
- 4 Beds
- 2 Baths
- 1,665 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $246/SF
- 7 Days On Market
Current Estimated Value $411,794

D.R. Horton Kindred

1863 Three Bars Rd, Kissimmee, FL 34744

/2
Est $495,544 Not Listed For Sale

2937 Gavin Sky Dr, Kissimmee, FL 34744
- 4 Beds
- 3 Baths
- 2,090 Sq Ft
- Built 2025
2937 Gavin Sky Dr, Kissimmee, FL 34744

Last Sold Summary
- $237/SF
- 4 Days On Market
- Last Sold Price $495,000
- May 07, 2025
Last Listing Agent Stephanie Morales AXEN REALTY, LLC

/39
$479,999
- 5 Beds
- 3 Baths
- 2,601 Sq Ft
1665 Barberry Dr, Kindred, FL 34744

STOP SCROLLING — THIS IS THE ONE. Welcome to 1665 Barberry Dr, Kissimmee, FL 34744, located in the sought-after Kindred Community! This massive 5-bedroom, 3-bathroom home offers 2,601 SQFT of beautifully designed living space — and here’s the rare bonus: Block construction on BOTH the first AND second floors for superior durability and strength! Open-concept layout perfect for entertaining-

Kerlin Torres Wesson

MY REALTY GROUP, LLC.

(689) 356-3791

1665 Barberry Dr, Kindred, FL 34744
/86
Starting at $1,450 Per Month
- 1 - 3 Beds
1387 E Vine St, Kissimmee, FL 34744

Welcome to Aston Square: Luxury Living in KissimmeeExperience the perfect blend of sophistication and comfort at Aston Square, where modern luxury meets exceptional living. Our thoughtfully designed 1, 2, and 3-bedroom apartments and carriage homes offer the perfect canvas for your lifestyle, with premium finishes and smart home features that elevate everyday living.

Aston Square | Luxury Apartments in Kissimmee, FL

(689) 300-4367

1387 E Vine St, Kissimmee, FL 34744
/2
$430,000 Sold Nov 21, 2025

2493 Spring Tune Aly, Kissimmee, FL 34744
- 4 Beds
- 3.5 Baths
- 2,522 Sq Ft
- Built 2025
Last Sold Summary
- 3% Below List Price
- $170/SF
- 10 Days On Market
Current Estimated Value $438,272

Last Listing Agent Ben Goldstein LENNAR REALTY

2493 Spring Tune Aly, Kissimmee, FL 34744

/2
Not Listed For Sale

2577 Cotton Candy Aly, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,615 Sq Ft
- Built 2025
2577 Cotton Candy Aly, Kissimmee, FL 34744

Last Sold Summary
- $223/SF
- 5 Days On Market
- Last Sold Price $359,990
- May 09, 2025
Last Listing Agent Ben Goldstein LENNAR REALTY

/37
$340,000 Pending
- 4 Beds
- 2.5 Baths
- 2,346 Sq Ft
1030 Brighton Place Blvd, Kissimmee, FL 34744

Welcome to this well maintained, single story home tucked within the quiet and established Brighton Place community. Offering 4 bedrooms, 2.5 baths, and over 2,300 square feet of living space, this residence sits on an expansive 15,000 sq ft lot providing the space, privacy, and flexibility today’s buyers are looking for. Lovingly cared for over the years, the home reflects true pride of

Jeff Talley

LoKation

(321) 999-0197

1030 Brighton Place Blvd, Kissimmee, FL 34744
/8
$850 Per Month
- 1.5 Baths
- 13,520 Sq Ft
- Apartment for Rent
2295 E Irlo Bronson Memorial Hwy Unit 100, Kissimmee, FL 34744

Robert Beyer

Robert Beyer

(321) 495-5574

2295 E Irlo Bronson Memorial Hwy Unit 100, Kissimmee, FL 34744
/2
$508,291 Sold May 16, 2025

2955 Gavin Sky Dr, Kissimmee, FL 34744
- 4 Beds
- 3 Baths
- 2,090 Sq Ft
- Built 2025
Last Sold Summary
- 1% Above List Price
- $243/SF
- 26 Days On Market
Current Estimated Value $524,417

Last Listing Agent Stephanie Morales AXEN REALTY, LLC

2955 Gavin Sky Dr, Kissimmee, FL 34744

/2
Est $363,857 Not Listed For Sale

2736 Clear Night Ave, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,683 Sq Ft
- Built 2023
2736 Clear Night Ave, Kissimmee, FL 34744

Last Sold Summary
- 1% Below List Price
- $218/SF
- 45 Days On Market
- Last Sold Price $367,190
- May 07, 2025
Last Listing Agent Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

/43
$434,900
- 4 Beds
- 2 Baths
- 2,074 Sq Ft
3012 Villa Preciosa Dr, Kissimmee, FL 34744

Elegant 4-Bedroom Home in Gated Villa Sol – Prime Kissimmee Location!Welcome to this beautifully maintained single-story residence located in the highly desirable Villa Sol gated community. Offering 4 spacious bedrooms, 2 full bathrooms, and over 2,000 sq. ft. of living space, this home blends comfort, style, and convenience in one exceptional package.- Property Features:-

Yadira Bello

COLDWELL BANKER REALTY

(321) 587-3757

3012 Villa Preciosa Dr, Kissimmee, FL 34744
/34
Starting at $1,678

Total Monthly Price
- 1 - 2 Beds
190 Everton Dr, Kissimmee, FL 34744

Situated between Kissimmee and St. Cloud, our brand-new one- and two-bedroom apartments offer spacious layouts, upscale finishes and resort-style amenities designed to make every day extraordinary. Just minutes from Orlando’s top attractions, here, the horizon isn’t just a view—it’s an invitation to something greater. Discover Cielo View and chart your course to home.

Cielo View

(321) 496-8024

190 Everton Dr, Kissimmee, FL 34744
/2
$595,000 Sold Aug 06, 2025

3177 Waterbridge Ln, Kissimmee, FL 34744
- 4 Beds
- 3 Baths
- 3,098 Sq Ft
- Built 2005
Last Sold Summary
- 1% Below List Price
- $192/SF
- 90 Days On Market
Current Estimated Value $592,576

Last Listing Agent Fabiana Cuevas NEW HEIGHTS REALTY GROUP

3177 Waterbridge Ln, Kissimmee, FL 34744

/2
Est $411,076 Not Listed For Sale

1855 Waggoner St, Kissimmee, FL 34744
- 4 Beds
- 2 Baths
- 1,665 Sq Ft
- Built 2025
1855 Waggoner St, Kissimmee, FL 34744

Last Sold Summary
- 1% Below List Price
- $249/SF
- 61 Days On Market
- Last Sold Price $413,990
- May 07, 2025
Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

/35
$350,000 Pending
- 4 Beds
- 2 Baths
- 1,846 Sq Ft
1502 Jadewood Way, Kindred, FL 34744

Under contract-accepting backup offers. Short Sale. This beautiful single-family home is now available in Kindred Community, Kissimmee, FL. The home features 4 bedrooms, 2 bathrooms, and garage parking for 2 vehicles. The main bedroom has a walk-in closet and an en-suite bathroom. This property shines with solar panels, saving you money and the environment. Only 30 minutes away from Amtrak and

Lionel Cruz

AXEN REALTY, LLC

(321) 329-0638

1502 Jadewood Way, Kindred, FL 34744
/2
$2,450 Per Month
- 4 Beds
- 3 Baths
- 2,023 Sq Ft
- House for Rent
1725 Fulfillment Dr, Kissimmee, FL 34744

LIKE NEW 4 BEDROOM 3 BATH AT TOHOQUA CLOSE TO LAKE NONA AND TURNPIKE - Be the first to live in this beautiful brand new highly desired 4 bedroom 3 bath two-story home in Tohoqua's master planned community. In a prime location just 15 minutes from Medical City, Tohoqua is a family-friendly community in Kissimmee, FL. Homeowners have access to convenient amenities, such as a resort-style swimming

Ian Trumbach

FLORIDA PRESTIGIOUS HOMES INC

(321) 306-4701

1725 Fulfillment Dr, Kissimmee, FL 34744
/2
$362,591 Sold Aug 27, 2025

1901 Fulfillment Dr, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,615 Sq Ft
- Built 2025
Last Sold Summary
- 2% Below List Price
- $225/SF
- 9 Days On Market
Current Estimated Value $369,082

Last Listing Agent Ben Goldstein LENNAR REALTY

1901 Fulfillment Dr, Kissimmee, FL 34744

/50
Est $413,365 Not Listed For Sale

1601 Bull Hill Rd, Kissimmee, FL 34744
- 4 Beds
- 2 Baths
- 1,665 Sq Ft
- Built 2025
1601 Bull Hill Rd, Kissimmee, FL 34744

Last Sold Summary
- 1% Below List Price
- $250/SF
- 37 Days On Market
- Last Sold Price $415,990
- May 09, 2025
Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

/65
$560,000
- 4 Beds
- 3.5 Baths
- 2,851 Sq Ft
1636 Barberry Dr, Kissimmee, FL 34744

Welcome home this stunning, nearly-new showcase home built in 2023! Offering a sprawling **2,851 sq. ft. of living space**, this home is perfectly positioned on a premium **corner lot with NO rear neighbors**, giving you the ultimate sense of privacy and peace.Step inside and be wowed by the bright, open-concept floor plan designed for modern living. You'll find gorgeous, easy-to-maintain

John Gomez

EXP REALTY LLC

(321) 321-5129

1636 Barberry Dr, Kissimmee, FL 34744
/59
Starting at $1,560 Per Month
- 1 - 3 Beds
1225 Utica Dr, Kissimmee, FL 34744

Solaris at Kissimmee is a brand-new apartment and townhome community offering a serene, wellness-inspired lifestyle in the heart of Central Florida. Choose from spacious 1-3 bedroom apartments or unique 3-story, 2-bedroom townhomes with private garages. Interiors feature warm, midcentury-modern finishes and thoughtful layouts designed for comfort and style. Enjoy tranquil amenities including a

Solaris at Kissimmee

(407) 305-9788

1225 Utica Dr, Kissimmee, FL 34744
/2
$376,140 Sold Jun 30, 2025

1929 Fulfillment Dr, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,615 Sq Ft
- Built 2025
Last Sold Summary
- 1% Below List Price
- $233/SF
- 5 Days On Market
Current Estimated Value $379,705

Last Listing Agent Ben Goldstein LENNAR REALTY

1929 Fulfillment Dr, Kissimmee, FL 34744

/2
Est $496,200 Not Listed For Sale

1498 Barberry Dr, Kindred, FL 34744
- 4 Beds
- 3 Baths
- 2,142 Sq Ft
- Built 2022
1498 Barberry Dr, Kindred, FL 34744

Last Sold Summary
- 3% Below List Price
- $238/SF
- 55 Days On Market
- Last Sold Price $510,000
- May 06, 2025
Last Listing Agent Teresa White PREMIER SOTHEBYS INT'L REALTY

/37
$790,000
- 6 Beds
- 4.5 Baths
- 3,899 Sq Ft
2850 Spring Breeze Way, Kissimmee, FL 34744

MOVE-IN READY! Welcome to this exceptional 6-bedroom, 4.5-bathroom Lennar “Next Gen” home in the gated North Point community of Kissimmee, conveniently located near the Lake Nona area. Built in 2014 and offering approximately 3,899 heated square feet, this spacious two-story residence features an open floorplan, high ceilings, crown molding, ceiling fans, stone counters, and a large eat-in

Tommy Harris

DALTON WADE INC

(321) 410-6899

2850 Spring Breeze Way, Kissimmee, FL 34744
/47
$2,650 Per Month
- 4 Beds
- 3.5 Baths
- 2,537 Sq Ft
- House for Rent
2525 Relaxing Ln, Kissimmee, FL 34744

Welcome to one of the largest homes (2500+ sq. ft.) currently available in the highly sought-after community of Tohoqua—where space, layout, and lifestyle come together in a way few homes in the neighborhood can match.This expansive two-story residence features four bedrooms, 3.5 bathrooms, and a thoughtfully designed open floor plan that offers a level of space and functionality that

Bruce Kalin

JC FLORIDA REALTY LLC

(321) 475-2791

2525 Relaxing Ln, Kissimmee, FL 34744
/2
$470,000 Sold Sep 19, 2025

4014 Longworth Loop, Kissimmee, FL 34744
- 4 Beds
- 2.5 Baths
- 2,399 Sq Ft
- Built 2007
Last Sold Summary
- $196/SF
- 1 Day On Market
Current Estimated Value $461,707

Last Listing Agent Magda Cerra CERRAMAR REALTY CORP

4014 Longworth Loop, Kissimmee, FL 34744

/2
Est $594,712 Not Listed For Sale

1496 August Gray Dr, Kissimmee, FL 34744
- 5 Beds
- 3.5 Baths
- 3,030 Sq Ft
- Built 2024
1496 August Gray Dr, Kissimmee, FL 34744

Last Sold Summary
- 1% Above List Price
- $195/SF
- 122 Days On Market
- Last Sold Price $590,000
- May 09, 2025
Last Listing Agent Stephanie Morales AXEN REALTY, LLC

/39
$499,000
- 3 Beds
- 2 Baths
- 1,857 Sq Ft
1420 Emerald Dr, Kissimmee, FL 34744

**BACK ON MARKET - BUYER FINANCING FELL THROUGH**Bring your boat, RV, chickens, etc! Welcome to 1420 Emerald Drive in Kissimmee, a rare opportunity to own boatable lakefront property for under $500,000 with a BRAND NEW 2026 ROOF and no HOA! Set along the banks of Fish Lake where you can enjoy boating, waterskiing, and sunset views right from your oversized, fenced-in backyard; this home offers a

Thomas Nickley

KELLER WILLIAMS REALTY AT THE PARKS

(689) 305-3481

1420 Emerald Dr, Kissimmee, FL 34744
/76
Starting at $1,557 Per Month
- 1 - 3 Beds
500 Spencer Ave, Kissimmee, FL 34744

Unlock a world of modern living at Weston 4 Hundred. Nestled in the vibrant heart of Kissimmee, our apartments offer a unique blend of contemporary elegance and urban convenience. Discover spacious floor plans designed for comfort and style, featuring premium amenities tailored to enhance your lifestyle. From stainless steel appliances and designer finishes to a resort-style pool and fitness

Weston 4 Hundred

(689) 202-4435

500 Spencer Ave, Kissimmee, FL 34744
/2
$385,990 Sold Jul 18, 2025

1566 Dalehurst Ln, Kissimmee, FL 34744
- 3 Beds
- 2.5 Baths
- 1,816 Sq Ft
- Built 2025
Last Sold Summary
- $213/SF
- 17 Days On Market
Current Estimated Value $392,879

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

1566 Dalehurst Ln, Kissimmee, FL 34744

/34
Est $428,006 Not Listed For Sale

1897 Walnut Creek Dr, Kissimmee, FL 34744
- 3 Beds
- 2 Baths
- 1,672 Sq Ft
- Built 2024
1897 Walnut Creek Dr, Kissimmee, FL 34744

Last Sold Summary
- 2% Below List Price
- $260/SF
- 149 Days On Market
- Last Sold Price $434,990
- May 09, 2025
Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

/53
$363,000
- 4 Beds
- 2 Baths
- 1,910 Sq Ft
1724 Ranger Highlands Rd, Kindred, FL 34744

HOME MUST SELL BY THE END OF THE MONTH! OWNERS SUPER MOTIVATED! Step into effortless living in this beautifully designed 4-bedroom, 2-bathroom, 2-car garage, one-story home located in the highly sought-after Kindred community. With over 1,900 square feet of open-concept living space, this home features a beautiful chef's kitchen with a large center island, beautiful backsplash, spacious pantry,

Danielle Angel

444 REALTY GROUP LLC

(321) 382-0117

1724 Ranger Highlands Rd, Kindred, FL 34744
/31
$2,250 Per Month
- 3 Beds
- 2.5 Baths
- 1,528 Sq Ft
- Townhouse for Rent
2629 Play Hard Aly, Kissimmee, FL 34744

Beautiful 3-bedroom, 2.5-bath townhome for rent in the desirable Tohoqua community in Kissimmee. This well-maintained property features a functional and comfortable floor plan with spacious living and dining areas, and a great layout separating common areas from private bedrooms.The home offers a bright interior, ample natural light, and well-proportioned spaces ideal for everyday

Maritza Monzon

INTERNATIONAL EXECUTIVE REALTY

(321) 410-7487

2629 Play Hard Aly, Kissimmee, FL 34744
/2
$341,000 Sold Jun 27, 2025

2903 Willow Oak Ct, Kissimmee, FL 34744
- 3 Beds
- 2 Baths
- 1,119 Sq Ft
- Built 1994
Last Sold Summary
- $305/SF
- 11 Days On Market
Current Estimated Value $329,200

Last Listing Agent Jenefier Viera LPT REALTY, LLC

2903 Willow Oak Ct, Kissimmee, FL 34744

/2
Est $401,148 Not Listed For Sale

1470 Silverado Flats St, Kindred, FL 34744
- 4 Beds
- 2 Baths
- 1,846 Sq Ft
- Built 2017
1470 Silverado Flats St, Kindred, FL 34744

Last Sold Summary
- 2% Below List Price
- $222/SF
- 56 Days On Market
- Last Sold Price $409,999
- May 09, 2025
Last Listing Agent Carlos Lopez Sotomayor RESOURCE ONE REALTY

/24
$259,900
- 3 Beds
- 2 Baths
- 1,240 Sq Ft
1603 Emily Ct, Kissimmee, FL 34744

The property is back on the market after the previous buyer’s financing did not move forward. All inspections were completed and the home is ready for a new qualified buyer. We welcome showings and new offers immediately. Charming 3-bedroom, 2-bath home located in Kissimmee, near Hunters Creek and Buenaventura Lakes, across the street from Valencia Community College This well-kept property

Yadira Bello

COLDWELL BANKER REALTY

(321) 382-1298

1603 Emily Ct, Kissimmee, FL 34744
/64
Starting at $1,552 Per Month
- Studio - 3 Beds
3175 E Corporate Ctr Pkwy, Kissimmee, FL 34744

Fresh Deals Blooming Now! Receive 50% OFF First 4 Months. Move Fast Must Apply by 5/15/26. Tour and Apply Same Day for Extra Savings!Parkway Crossings is now leasing brand-new apartments for rent in Kissimmee, FL. Our newest, premier apartment community features upscale studio, one-, two-, and three-bedroom residences designed with eco-conscious elegance and modern comfort. Ideally located next

Parkway Crossings

(321) 241-3800

3175 E Corporate Ctr Pkwy, Kissimmee, FL 34744
/2
$412,000 Sold Apr 06, 2026

1110 van Lieu St, Kissimmee, FL 34744
- 4 Beds
- 3 Baths
- 1,744 Sq Ft
- Built 2022
Last Sold Summary
- 6% Below List Price
- $236/SF
- 152 Days On Market
Current Estimated Value $408,630

Last Listing Agent Laurie Varner REMAX PREMIER PROPERTIES

1110 van Lieu St, Kissimmee, FL 34744

/2
Est $569,631 Not Listed For Sale

1446 Maddie Berry Ln, Kissimmee, FL 34744
- 5 Beds
- 3 Baths
- 2,800 Sq Ft
- Built 2024
1446 Maddie Berry Ln, Kissimmee, FL 34744

Last Sold Summary
- $204/SF
- 247 Days On Market
- Last Sold Price $570,000
- May 09, 2025
Last Listing Agent Stephanie Morales AXEN REALTY, LLC

Showing Results 1 - 40, Page 1 of 18

Florida Osceola County Kissimmee 34744

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