Osceola County, FL Homes

/72
$449,900
- 3 Beds
- 2 Baths
- 1,863 Sq Ft
4916 Drawdy Ct, St. Cloud, FL 34771

Welcome to this Absolutely stunning Captiva floor plan 3 bedrooms, 2 bathrooms, located on a premium lot in the desirable Del Webb Twin Lakes 55+ community. New Roof, A/C and Exterior paint. All come with warranty. Front porch features two ceiling fans. Step inside to the 10’ Ceiling with the flexible layout for gatherings. Foyer with custom glass insert front door. Hallway with custom wood trim.

Sherry Feck

WEICHERT REALTORS HALLMARK PRO

(888) 398-8265

4916 Drawdy Ct, St. Cloud, FL 34771
/34
$1,800 per month
- 3 Beds
- 2 Baths
- 1,202 Sq Ft
- Condo for Rent
2774 Club Cortile Cir Unit B, Kissimmee, FL 34746

RENOVATED with no carpet 2nd floor unit, The Sienna floor plan features 3 bedrooms and 2 baths, open parking. Spacious , main bedroom with private bathroom featuring a stand-up shower and double sinks. Guest bedrooms located in front of unit and the second bathroom features a shower/tub combo. Open living room space next to a beautiful screened in balcony. Chef's inspired kitchen with

Kristen Ackley Chowdhury ACKLEY FLORIDA PROPERTY MANAGEMENT INC

2774 Club Cortile Cir Unit B, Kissimmee, FL 34746
/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 $463,621

Last Listing Agent Magda Cerra CERRAMAR REALTY CORP

4014 Longworth Loop, Kissimmee, FL 34744

/29
Est $355,996 Not Listed For Sale

438 Bogey Dr, Davenport, FL 33896
- 3 Beds
- 2.5 Baths
- 1,988 Sq Ft
- Built 2023
438 Bogey Dr, Davenport, FL 33896

Last Sold Summary
- 5% Below List Price
- $189/SF
- 26 Days On Market
Last Sold Price $375,000

Last Listing Agent Brigida Lopez LA ROSA REALTY ORLANDO LLC

/65
$599,000
- 4 Beds
- 2.5 Baths
- 2,675 Sq Ft
5000 Hartwell Ct, Saint Cloud, FL 34771

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 5000 Hartwell Ct, Saint Cloud, FL 34771, a beautifully designed home offering comfort, functionality, and an inviting open concept layout in one of Saint Cloud’s most desirable communities. Enjoy beautiful lake

Thomas Nickley

KELLER WILLIAMS REALTY AT THE PARKS

(844) 482-9937

5000 Hartwell Ct, Saint Cloud, FL 34771
/85

$1,259 - $2,204 per month

The Jamison

Studio - 3 Beds

1040 Jamison Loop, Kissimmee, FL 34744

The Jamison has been thoughtfully designed and created to set the stage for you to enjoy a wide variety of entertainment options or simply some R&R. Spacious studios and one-, two- and 3-bedroom bedroom apartment homes offer a flexible space ready for your personal touch. LIVE CLOSELocated just south of Orlando proper and mere minutes from the area attractions, The Jamison has strategic highway

1040 Jamison Loop, Kissimmee, FL 34744
/2
$330,000 Sold May 08, 2025

Unlisted Address
- 3 Beds
- 2 Baths
- 1,462 Sq Ft
- Built 1993
Last Sold Summary
- 26% Below List Price
- $226/SF
- 39 Days On Market
Current Estimated Value $371,901

Last Listing Agent Melvin Cotto G FIRST REALTY LLC

Unlisted Address

/2
Not Listed For Sale

1983 Spring Shower Cir, Kissimmee, FL 34744
- 3 Beds
- 3 Baths
- 2,870 Sq Ft
- Built 2024
1983 Spring Shower Cir, Kissimmee, FL 34744

Last Sold Summary
- $191/SF
- 152 Days On Market
Last Sold Price $549,080

Last Listing Agent Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

/59
$595,000
- 4 Beds
- 4.5 Baths
- 2,296 Sq Ft
1440 Fairview Cir, Reunion, FL 34747

TRANSFERABLE REUNION MEMBERSHIP AVAILABLE! Make sure to check out the Virtual Tours and 3D Videos Come experience this beautifully updated, fully furnished 4-bedroom home located in the highly desirable Patriots Landing neighborhood of Reunion Resort. Professionally decorated with thoughtful details throughout, this property is turn-key and ready for short-term rental, a private vacation retreat,

Harold Olson

EPIC FLORIDA REALTY LLC

(689) 399-4836

1440 Fairview Cir, Reunion, FL 34747
/31
$2,800 per month
- 5 Beds
- 2 Baths
- 2,372 Sq Ft
- House for Rent
1809 Paradise Dr, Kissimmee, FL 34741

Welcome to this beautifully renovated 5-bedroom, 2-bathroom home located in the heart of Kissimmee! This spacious property offers modern upgrades throughout, including fully renovated flooring, bathrooms, and kitchen, with no carpet anywhere in the home for easy maintenance and a clean, contemporary feel. Enjoy cozy evenings by the fireplace and take advantage of the open, functional layout

Naf Zaman THE FIRM RE

1809 Paradise Dr, Kissimmee, FL 34741
/20
$409,990 Sold Jan 30, 2026

3662 Malawi Trail, St. Cloud, FL 34772
- 4 Beds
- 2 Baths
- 1,828 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $224/SF
- 15 Days On Market
D.R. Horton Buena Lago - Modern

3662 Malawi Trail, St. Cloud, FL 34772

/2
Not Listed For Sale

3925 Rambler Ave, St. Cloud, FL 34772
- 3 Beds
- 3 Baths
- 1,495 Sq Ft
- Built 1986
3925 Rambler Ave, St. Cloud, FL 34772

Last Sold Summary
- $177/SF
- 162 Days On Market
Last Sold Price $265,000

Last Listing Agent Jessica Edwards EXP REALTY LLC

/33
$279,990
- 2 Beds
- 2.5 Baths
- 1,350 Sq Ft
2653 Roadster Ln, Kissimmee, FL 34746

Nestled in the highly sought-after Regal Oaks Resort, this beautifully furnished 2-bedroom, 2.5-bathroom townhome offers the perfect blend ofcomfort, luxury, and convenience. Located just minutes from Disney and top Orlando attractions, this home is ideal for vacationers and investorsalike. Step inside to an open-concept living and dining area, designed for relaxation and entertaining.

Juliana Garcia Moraes

PRISTINE INTERNATIONAL REALTY LLC

(321) 517-4582

2653 Roadster Ln, Kissimmee, FL 34746
/45

$2,378 - $2,794 per month

Reunion Crossing Townhomes

3 Beds

51 Aspire Dr, Kissimmee, FL 34747

Live lavishly at Reunion Crossing Townhomes in Kissimmee, FL. Where upscale design meets copious convenience, that's where you'll find our new construction three-bedroom townhomes, complete with in-unit washer/dryer, stainless steel appliances, quartz countertops, fenced yard, and an attached garage. What's more, Reunion Crossing Townhomes is centrally located, with easy access to I-4. Here, your

51 Aspire Dr, Kissimmee, FL 34747
/2
$1,100,000 Sold Feb 27, 2026

2612 Yountville Ave, Kissimmee, FL 34741
- 14 Beds
- 11 Baths
- 6,255 Sq Ft
- Built 2018
Last Sold Summary
- 8% Below List Price
- $176/SF
- 4 Days On Market
Current Estimated Value $1,048,766

Last Listing Agent Carl Johnson LUXURY ORLANDO REAL ESTATE

2612 Yountville Ave, Kissimmee, FL 34741

/2
Est $383,313 Not Listed For Sale

5550 Stockade Blvd, Saint Cloud, FL 34771
- 3 Beds
- 2.5 Baths
- 1,639 Sq Ft
- Built 2024
5550 Stockade Blvd, Saint Cloud, FL 34771

Last Sold Summary
- $234/SF
- 173 Days On Market
Last Sold Price $383,990

Last Listing Agent Juan Oberto AGENT TRUST REALTY CORPORATION

/45
$229,900
- 3 Beds
- 2 Baths
- 1,700 Sq Ft
3050 Pirates Retreat Ct Unit 303, Kissimmee, FL 34747

Welcome to this beautifully maintained 3-bedroom, 2-bathroom condo located in the highly desirable Kissimmee area. Whether you're looking for a full-time residence or an investment property, this condo offers the perfect combination of comfort, convenience, and style. As you step inside, you'll be greeted by the open concept living area with plenty of natural light. The inviting space features

Jay Patterson

KELLER WILLIAMS ADVANTAGE REALTY

(321) 450-4075

3050 Pirates Retreat Ct Unit 303, Kissimmee, FL 34747
/18
$2,350 per month
- 3 Beds
- 2 Baths
- 1,390 Sq Ft
- House for Rent
181 Guaymas Dr, Kissimmee, FL 34743

IF YOU ARE LOOKING FOR AN AFFORDABLE, BEAUTIFULL (NEWLY RENOVATED) CENTRALLY LOCATED IN THE WELL KNOWN BVL (BUENA VENTURA LAKES) AREA IN KISSIMMEE, THEN LOOK NO MORE! COME AND SEE THIS BEAUTIFYUL COMPLETELY RENOVATED HOME FEATURING: HIGH QUALITY LAMINATE FLOORS, QUARTS COUNTER TOPS, FRESH PAINT INSIDE AND OUT, SCREENED IN PORCH, FENCED, AND MUCH MORE!

Lazaro Velazquez TCA REALTY, LLC

181 Guaymas Dr, Kissimmee, FL 34743
/2
$272,000 Sold Oct 02, 2025

2983 Boating Blvd, Kissimmee, FL 34746
- 4 Beds
- 2 Baths
- 2,099 Sq Ft
- Built 2014
Last Sold Summary
- 28% Below List Price
- $130/SF
- 110 Days On Market
Current Estimated Value $391,325

Last Listing Agent Yadibelt Lopez Larroque NORTHGROUP REAL ESTATE, INC

2983 Boating Blvd, Kissimmee, FL 34746

/2
Est $392,685 Not Listed For Sale

3849 Malawi Trail, St. Cloud, FL 34772
- 4 Beds
- 2 Baths
- 1,828 Sq Ft
- Built 2024
3849 Malawi Trail, St. Cloud, FL 34772

Last Sold Summary
- 1% Below List Price
- $216/SF
- 159 Days On Market
Last Sold Price $394,990

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

/28
$285,000
- 3 Beds
- 1.5 Baths
- 1,200 Sq Ft
1601 Connecticut Ave, Saint Cloud, FL 34769

**BACK ON MARKET - BUYER FINANCING FELL THROUGH**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Nestled on a desirable CORNER LOT in the heart of St. Cloud, this MOVE-IN ready concrete BLOCK HOME offers a welcoming blend of comfort, character, and convenience - featuring a

Thomas Nickley

KELLER WILLIAMS REALTY AT THE PARKS

(855) 785-0576

1601 Connecticut Ave, Saint Cloud, FL 34769
/43

$1,349 - $2,157 per month

Prose Stevens Pointe

1 - 2 Beds

3010 Camber Dr, Saint Cloud, FL 34769

Welcome home to Prose Stevens Pointe, a brand-new multifamily community located in St. Cloud, Florida, and within close proximity to Lake Nona, Orlando and Kissimmee. Our spacious one- and two-bedroom apartments for rent in St Cloud, FL, feature modern stainless-steel appliances, granite countertops, walk-in closets, dining-sized kitchen islands, hardwood style flooring throughout and full-sized

3010 Camber Dr, Saint Cloud, FL 34769
/2
$312,990 Sold Jan 29, 2026

1826 Lindens St, Kissimmee, FL 34746
- 3 Beds
- 2.5 Baths
- 1,463 Sq Ft
- Built 2025
Last Sold Summary
- 5% Below List Price
- $214/SF
- 23 Days On Market
Current Estimated Value $311,972

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

1826 Lindens St, Kissimmee, FL 34746

/2
Est $522,038 Not Listed For Sale

1648 Moon Valley Dr, Davenport, FL 33896
- 5 Beds
- 5 Baths
- 3,081 Sq Ft
- Built 2016
1648 Moon Valley Dr, Davenport, FL 33896

Last Sold Summary
- 1% Below List Price
- $170/SF
- 72 Days On Market
Last Sold Price $525,000

Last Listing Agent Monique Morgan LA ROSA REALTY LLC

/77
$619,000
- 4 Beds
- 3.5 Baths
- 3,145 Sq Ft
5550 Sabal Dr, Saint Cloud, FL 34771

FORMER MODEL HOME! NEVER OCCUPIED - LIKE NEW? FEATURES HIGH-END BUILDER UPGRADES THROUGHOUT THE ENTIRE COMMUNITY. Model home upgrades are built in. The home is a stunning 4-bedroom, 3.5-bathroom, two-story beauty and is all about modern luxury and comfortable living. Stylish. A blend of form and function. Step inside, and you'll immediately feel the openness of the floor plan, filled with natural

Manoj Patel

APPLE REALTY

(833) 777-6922

5550 Sabal Dr, Saint Cloud, FL 34771
/20
$1,999 per month
- 4 Beds
- 2 Baths
- 1,740 Sq Ft
- House for Rent
152 Seneca Point Trail, Kissimmee, FL 34746

Unfurnished, 4 bedroom, 2 bedroom POOL home. Open/split floor plan, kitchen with dining nook, formal dining room, large family room with vaulted ceilings that leads to the pool area. Master suite offers large walk in closet and a spacious master bathroom with large garden tub. Spacious three guest bedrooms share the guest bathroom. Partially fenced yard with screened in pool. Centrally located

Kristen Ackley Chowdhury ACKLEY FLORIDA PROPERTY MANAGEMENT INC

152 Seneca Point Trail, Kissimmee, FL 34746
/2
$390,000 Sold Sep 19, 2025

3750 Oak Pointe Blvd, Kissimmee, FL 34746
- 4 Beds
- 2 Baths
- 1,866 Sq Ft
- Built 1992
Last Sold Summary
- 1% Below List Price
- $209/SF
- 19 Days On Market
Current Estimated Value $383,338

Last Listing Agent Jessica Otero KELLER WILLIAMS REALTY AT THE PARKS

3750 Oak Pointe Blvd, Kissimmee, FL 34746

/25
Est $439,448 Not Listed For Sale

8123 Shelley Trail, Kissimmee, FL 34747
- 5 Beds
- 3 Baths
- 2,670 Sq Ft
- Built 2017
8123 Shelley Trail, Kissimmee, FL 34747

Last Sold Summary
- 38% Above List Price
- $119/SF
- 8 Days On Market
Last Sold Price $318,272

Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

/48
$445,000
- 2 Beds
- 2 Baths
- 1,557 Sq Ft
7637 Sand Pierre Ct, Kissimmee, FL 34747

This is the one you’ve been waiting for! Welcome to this beautifully upgraded 2+ bedroom villa located in the sought-after Four Seasons 55+ community. Situated on a quiet cul-de-sac with a premium conservation lot, this home offers privacy and picturesque views.Featuring an open-concept layout, this villa includes two spacious bedrooms, two full bathrooms, and a versatile office/den that can

Harold Olson

EPIC FLORIDA REALTY LLC

(321) 513-1674

7637 Sand Pierre Ct, Kissimmee, FL 34747
/42

$1,447 - $3,727 per month

San Mateo Crossing

1 - 3 Beds

1115 Pacifica Dr, Kissimmee, FL 34744

San Mateo Crossing, located in vibrant Kissimmee, Florida, offers newone, two and three-bedroom apartments with everything you need to live a lifeof modern luxury. Our resort-style property features mid-rise apartments andlofts with sleek and stylish finishes, surrounded by a warm and invitingcommunity. Residents will enjoy a variety of community amenities includingaccess to a

1115 Pacifica Dr, Kissimmee, FL 34744
/2
$320,000 Sold Jul 18, 2025

1671 Key Bay Trail, Kissimmee, FL 34747
- 2 Beds
- 2 Baths
- 1,557 Sq Ft
- Built 2022
Last Sold Summary
- 13% Below List Price
- $206/SF
- 90 Days On Market
Current Estimated Value $333,582

Last Listing Agent Brian Stephens EXP REALTY LLC

1671 Key Bay Trail, Kissimmee, FL 34747

/2
Est $337,247 Not Listed For Sale

2510 Addison Creek Dr, Kissimmee, FL 34758
- 4 Beds
- 2 Baths
- 2,116 Sq Ft
- Built 2017
2510 Addison Creek Dr, Kissimmee, FL 34758

Last Sold Summary
- $160/SF
- 95 Days On Market
Last Sold Price $338,000

Last Listing Agent Claudiu Pirvulescu LoKation Real Estate

/100
$1,449,000
- 6 Beds
- 6 Baths
- 4,289 Sq Ft
7487 Gathering Dr, Reunion, FL 34747

Great opportunity to own a successful vacation rental home in Reunion Resort with proven rental history. This 6 bed home is located in Reunion's East side. Being a unique, one of one, custom home makes it easier to command higher nightly rental rates in comparison to the large number of the 35ft width lot long narrow almost identical "cookie cutter" floor plan homes in the resort. This home has

Dean Bateman

REAL BROKER, LLC

(321) 410-8473

7487 Gathering Dr, Reunion, FL 34747
/8
$2,600 per month
- 4 Beds
- 2 Baths
- 1,955 Sq Ft
- House for Rent
4901 Culdesac Ct, Saint Cloud, FL 34772

One or more photo(s) has been virtually staged. Welcome to this beautifully maintained corner-lot home in the desirable Canoe Creek Lakes community, perfect for families seeking space, comfort, and convenience. Nestled on a quiet cul-de-sac with peaceful lake views, this home offers a safe and serene environment while being just minutes from everything a family needs. As you enter, you’re

Jennifer Bolanos LIFESTYLE INTERNATIONAL REALTY

4901 Culdesac Ct, Saint Cloud, FL 34772
/2
$410,000 Sold May 05, 2025

7921 Putting Green Way, Kissimmee, FL 34747
- 3 Beds
- 2.5 Baths
- 1,704 Sq Ft
- Built 2021
Last Sold Summary
- 18% Below List Price
- $241/SF
- 279 Days On Market
Current Estimated Value $399,203

Last Listing Agent Brian Webber LOKATION

7921 Putting Green Way, Kissimmee, FL 34747

/2
Est $409,990 Not Listed For Sale

5182 Minneola Ln, St. Cloud, FL 34772
- 4 Beds
- 2 Baths
- 1,840 Sq Ft
- Built 2024
5182 Minneola Ln, St. Cloud, FL 34772

Last Sold Summary
- $222/SF
- 89 Days On Market
Last Sold Price $409,000

Last Listing Agent Tatiana Souza FLORIDA CONNEXION PROPERTIES

/17
$339,900
- 3 Beds
- 2 Baths
- 1,496 Sq Ft
706 Francis St, Kissimmee, FL 34741

Don't miss the opportunity to preview this single-family home located in the established Kissimmee neighborhood of Orange Gardens. This three bedrooms, 2 bath offers an oversized 2 car garage. It's always great to have extra space! You will enjoy the wood burning fireplace in the family room providing a perfect way to take the chill off during the cooler nights of Florida's winter. Enjoy a cup of

Michael Solomon

COLDWELL BANKER SOLOMON

(321) 364-3601

706 Francis St, Kissimmee, FL 34741
/5

$1,090 - $1,290 per month

Heatherwood

Studio - 2 Beds

1105 N Hoagland Blvd, Kissimmee, FL 34741

Heatherwood Apartments Kissimmee – Just minutes away from major employers, colleges, and the Orlando Attractions! Single Story Living – you will rest easy with the privacy and convenience of not having upstairs or downstairs neighbors.Our property is conveniently located near freeways, shopping venues, restaurants, schools, and hospitals. The beautiful grounds are nestled between

1105 N Hoagland Blvd, Kissimmee, FL 34741
/2
$660,000 Sold Apr 11, 2025

676 Whistling Straits Blvd, Champions Gt, FL 33896
- 6 Beds
- 5 Baths
- 3,291 Sq Ft
- Built 2021
Last Sold Summary
- 8% Below List Price
- $201/SF
- 558 Days On Market
Current Estimated Value $629,575

Last Listing Agent Bart Castro FLORIDA PRIME REAL ESTATE LLC

676 Whistling Straits Blvd, Champions Gt, FL 33896

/2
Est $316,917 Not Listed For Sale

9324 Westside Hills Dr, Kissimmee, FL 34747
- 3 Beds
- 2.5 Baths
- 1,463 Sq Ft
- Built 2024
9324 Westside Hills Dr, Kissimmee, FL 34747

Last Sold Summary
- 4% Below List Price
- $226/SF
- 62 Days On Market
Last Sold Price $330,000

Last Listing Agent Justo Candurin FORTEX REALTY INC

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