Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$365,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,021 Sq. Ft.
  • Updated 11 hours ago
See This Home
Save This Home
See This Home
Save This Home
Not every house needs to be brand new to be the right house. Sitting on a quiet cul-de-sac in Shadow Bay, this 4-bedroom, 3-bath pool home has more than 2,000 square feet, a layout with personality, and plenty of room for the next owner to make it their own. Vaulted ceilings, exposed wood beams and an open staircase give the main living spaces architectural character you simply don't find in every home. The first floor includes the primary suite plus an additional bedroom and full bath, while two more bedrooms and a third bath are upstairs, creating a flexible layout for family, guests or a home office. Out back, a large screened-in pool and covered patio take center stage, with a fenced backyard and plenty of space to enjoy Florida living. The home also offers a two-car garage, new fencing installed in 2022 and a new roof installed in 2020, taking two meaningful exterior items off the future to-do list. And a refreshingly low HOA of only $305 per year. The location puts you close to the best of Kissimmee, with easy access to US-192, shopping, dining, schools and major roadways, plus Walt Disney World and Orlando's attractions within easy reach. This isn't a cookie-cutter renovation where someone else chose every finish for you. It's a home with good bones, real square footage and plenty of potential for someone ready to bring their own vision to it. Update a little at a time or come in with a plan and make it entirely your own. Either way, the space, pool, layout and location give you a solid place to start.

Full Property Details for 2704 Winding Ridge Ave S

General

  • Price: $365,000
  • HOA FEE: $25/month
  • HOA FEE FREQ.: Annually
  • Taxes: $5,759 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6447274
  • Updated: 10/5/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 9
  • Interior Features: High Ceilings, Primary Bedroom Main Floor, Thermostat
  • Appliances: Dishwasher, Microwave, Range, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Inside

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Deck, In Ground, Screen Enclosure
  • Security/Safety: Smoke Detector(s)

Exterior

  • Exterior Features: Private Yard, Sidewalk, Sliding Doors
  • Deck/Patio: Covered, Rear Porch
  • Porch/Patio/Deck: Covered, Rear Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway, Garage Door Opener

Location

  • Area: 34741 - Kissimmee (Downtown East)
  • County: Osceola
  • Development Name: 34741 - Kissimmee (Downtown East)
  • Subdivision: SHADOW BAY UNIT 2
  • Driving Directions: From US-192/W Vine St, head south on N Thacker Ave. Turn left into Shadow Bay, then turn left at the end of the street onto Winding Ridge Ave S. Follow Winding Ridge to the cul-de-sac. 2704 Winding Ridge Ave S will be on the left.
  • Direction Faces: North

School Information

  • Elementary School: Kissimmee Elem
  • Middle School: Kissimmee Middle
  • High School: Osceola High School

Community

  • Community Name: 34741 - Kissimmee (Downtown East)
  • Community Features: Deed Restrictions, Sidewalks
  • Association: Yes
  • Assoc. Name: Shadow Bay Community Association/Ms. Le Nguyen
  • Assoc. Fees Include: Common Area Taxes
  • Pet Restrictions: Buyer shall be responsible for confirming any pet restrictions with the HOA and/or Osceola County.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Public, Sewer Connected, Street Lights, Water Connected

Structural Information

  • Exterior Const.: Block
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 2,021
  • Sq. Ft. Source: Public Records
  • Year Built: 1984

Lot Features

  • Lot Size (Acres): 0.24
  • Lot Size (Sq. Ft.): 10,542
  • Lot Size: 10542
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt
  • Fencing (Description): Fenced

Financial Considerations

  • Association Fee: $305
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $5,759
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: SHADOW BAY UNIT TWO PB 4 PG 63 LOT 62
  • Flood Zone Info: X
  • APN: 172529213600010620
  • Property ID: 172529213600010620
  • Block/Lot/Section: 1

Listed by Real Broker, Llc

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 2704 Winding Ridge Ave S —

  • Real Broker, Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 2704 Winding Ridge Ave S

School District:Osceola County School District
NameGradesDistance
Kissimmee Elementary School
3700 West Donegan Avenue, Kissimmee, FL 34741
PK-50.7 mi
Kissimmee Middle School
2410 Dyer Boulevard, Kissimmee, FL 34741
6-80.5 mi
Osceola High School
420 South Thacker Avenue, Kissimmee, FL 34741
9-121.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2704 Winding Ridge Ave S Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/05/2026
Listed
$365,000
1.11%
MLS
3/14/2022
Sold
$361,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2704 Winding Ridge Ave S

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,759
9%
$315,800
4%
2024
$5,278
3%
$303,800
4%
2023
$5,143
413%
$293,300
201%
2021
$1,002
-8%
$97,412
-6%
2022
$1,086
8%
$103,831
8%
2021
$1,002
6%
$96,068
4%
2018
$941
1%
$91,966
2%
2017
$930
3%
$90,075
2%
2016
$905
-1%
$88,223
1%
2015
$917
-5%
$87,610
-7%
2019
$961
5%
$93,713
8%
2014
$911
2%
$86,915
1%
2013
$895
—
$85,631
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 2704 Winding Ridge Ave S

$
Down Payment
%
$
%

$
$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Real Broker, Llc

Similar Properties near 2704 Winding Ridge Ave S

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1607 Tail Feather Dr, Kissimmee, FL 34746 - Photo 1
$369,000

1607 Tail Feather Dr  Kissimmee, FL 34746

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 2,301
    Sq. Ft.
Listed by Cornerstone International Property Group Llc
2649 Whalebone Bay Dr, Kissimmee, FL 34741 - Photo 1
$369,990

2649 Whalebone Bay Dr  Kissimmee, FL 34741

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
  • 1,660
    Sq. Ft.
Listed by Shaw Signature Re
1105 Seasons Blvd, Kissimmee, FL 34746 - Photo 1
$370,000

1105 Seasons Blvd  Kissimmee, FL 34746

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 1,940
    Sq. Ft.
Listed by Centric Realty Services Llc
2510 Hamlet Ln, Kissimmee, FL 34746 - Photo 1
$359,900

2510 Hamlet Ln  Kissimmee, FL 34746

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 1,929
    Sq. Ft.
Listed by Fusilier Management Group

Just Listed near 2704 Winding Ridge Ave S

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

311 Celebration Blvd, Celebration, FL 34747 - Photo 1 Just Listed
$819,000

311 Celebration Blvd  Celebration, FL 34747

  • Townhouse
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,042
    Sq. Ft.
Listed by Max Cawal (407) 342-8866
1352 Silo Dr, Saint Cloud, FL 34771 - Photo 1 Just Listed
$594,900

1352 Silo Dr  Saint Cloud, FL 34771

  • Single Family
  • Active
  • Updated 4 days ago
  • 5
    Beds
  • 4
    Total Baths
  • 3,220
    Sq. Ft.
Listed by Bhhs Florida Realty
Holopaw Groves Rd, Saint Cloud, FL 34773 - Photo 1 Just Listed
$5,000

Holopaw Groves Rd  Saint Cloud, FL 34773

  • Lots/Land
  • Active
  • Updated 3 days ago
  • 5.06
    Acres
Listed by Mainframe Real Estate
3098 House Finch Rd, Saint Cloud, FL 34773 - Photo 1 Just Listed
$368,990

3098 House Finch Rd  Saint Cloud, FL 34773

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,665
    Sq. Ft.
Listed by Dr Horton Realty Of Central Florida Llc

Price Reduced near 2704 Winding Ridge Ave S

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2954 Journey Pl, Saint Cloud, FL 34771 - Photo 1 Price Reduced
-$10,000 (-1.96%)
$499,900

2954 Journey Pl  Saint Cloud, FL 34771

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,352
    Sq. Ft.
Listed by Donna Ebanks (407) 509-7154
2317 Avellino Ave, Saint Cloud, FL 34771 - Photo 1 Price Reduced
-$5,000 (-1.09%)
$455,000

2317 Avellino Ave  Saint Cloud, FL 34771

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,788
    Sq. Ft.
Listed by Nona Legacy Powered By La Rosa
853 Tassleflower Trl, Saint Cloud, FL 34771 - Photo 1 Price Reduced
-$5,000 (-0.98%)
$503,404

853 Tassleflower Trl  Saint Cloud, FL 34771

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,843
    Sq. Ft.
Listed by Taylor Morrison Realty Of Florida Inc
3645 Briarlynne Wy, Saint Cloud, FL 34773 - Photo 1 Price Reduced
-$25,000 (-5.98%)
$392,900
Open House

3645 Briarlynne Wy  Saint Cloud, FL 34773

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,335
    Sq. Ft.
Listed by Adams Homes Realty, Inc.

Recent Sales near 2704 Winding Ridge Ave S

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2456 Varenna Loop, Kissimmee, FL 34741 - Photo 1 Sold
$375,000

2456 Varenna Loop  Kissimmee, FL 34741

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,706
    Sq. Ft.
Listed by Serhant
Sold by Stellar Non-Member Office
2548 Nouveau Wy, Kissimmee, FL 34741 - Photo 1 Sold
$415,000

2548 Nouveau Wy  Kissimmee, FL 34741

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,706
    Sq. Ft.
Listed by Ziro Realty
Sold by Keller Williams Legacy Realty
2812 Cello Ln, Kissimmee, FL 34741 - Photo 1 Sold
$320,000

2812 Cello Ln  Kissimmee, FL 34741

  • Townhouse
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 1,603
    Sq. Ft.
Listed by Re/Max Prime Properties
Sold by Irm Invest., Real Est.& Mgmt.
2611 Palisade Blvd, Kissimmee, FL 34741 - Photo 1 Sold
$350,000

2611 Palisade Blvd  Kissimmee, FL 34741

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 1,540
    Sq. Ft.
Listed by Real Property Management and Realty
Sold by Garcia Realty Group

2704 Winding Ridge Avenue S, Kissimmee, FL 34741 (MLS# O6447274) is a Single Family property with 4 bedrooms and 3 full bathrooms. 2704 Winding Ridge Avenue S is currently listed for $365,000 and was received on October 05, 2026. Want to learn more about 2704 Winding Ridge Avenue S? Do you have questions about finding other Single Family real estate for sale in Kissimmee? You can browse all Kissimmee real estate or contact a Coldwell Banker agent to request more information.

Tour this property