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$399,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,960 Sq. Ft.
  • Updated 16 hours ago
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Welcome to this beautifully maintained 3-bedroom, 2-bath pool home with a dedicated office, offering a desirable split-bedroom floor plan designed for both comfort and functionality. The spacious layout includes a formal dining room, a bright breakfast room perfect for casual dining or morning coffee, and an inviting living room featuring a cozy fireplace as its focal point. The kitchen is equipped with wood cabinetry, stainless steel appliances, and ample workspace, making meal preparation and entertaining a breeze. The spacious primary suite provides a relaxing retreat with a large walk-in closet and an ensuite bath featuring a jetted soaking tub, separate walk-in shower, and dual-sink vanity. On the opposite side of the home, you'll find two additional bedrooms and a full guest bath with convenient access to the pool area. Step outside to your own private backyard oasis, where a sparkling screened pool overlooks a large, fenced backyard with plenty of room for pets, play, gardening, or outdoor entertaining. Whether you're hosting family and friends or simply unwinding after a long day, this outdoor space offers endless possibilities. For added peace of mind, the home features a new roof installed in 2025, providing lasting value for years to come. Conveniently located just minutes from I-4 and the Polk Parkway, this home offers easy access to Lakeland, Orlando, Tampa, and surrounding Central Florida destinations, making commuting, shopping, dining, and entertainment all within easy reach. With its thoughtful floor plan, exceptional outdoor living space, and prime location, this home is ready to welcome its next owners.

Full Property Details for 166 Winona Cir

General

  • Price: $399,900
  • HOA FEE: $10/month
  • HOA FEE FREQ.: Annually
  • Taxes: $1,735 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: P4939402
  • Updated: 7/24/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 12
  • Interior Features: Ceiling Fan(s), Walk-In Closet(s), Window Treatments
  • Fireplace: Yes
  • Fireplace(s): Living Room, Wood Burning
  • Appliances: Dishwasher, Electric Water Heater, Microwave, Range, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Ceramic Tile, Laminate

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, In Ground, Screen Enclosure
  • Spa Description: In Ground

Exterior

  • Exterior Features: French Doors

Parking

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

Location

  • Area: 33823 - Auburndale
  • County: Polk
  • Development Name: 33823 - Auburndale
  • Subdivision: WINONA
  • Driving Directions: Traveling South on 559 take a right onto Dickey Rd. Follow along onto Renssalaer Ave and then take a left onto Medora St. Follow along onto Osceola St. Take a left into the Winona community onto Winona Cir. Take a right at the first stop sign and follow along and curve to the left on the back street. Home will be on the right.
  • Direction Faces: West

School Information

  • Elementary School: Caldwell Elem
  • Middle School: Stambaugh Middle
  • High School: Auburndale High School

Community

  • Community Name: 33823 - Auburndale
  • Community Features: Deed Restrictions, Sidewalks
  • Association: Yes
  • Assoc. Name: Ken Ford

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Underground Utilities, Water Connected

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,960
  • Sq. Ft. Source: Public Records
  • Year Built: 2002

Lot Features

  • Lot Size (Acres): 0.3
  • Lot Size (Sq. Ft.): 13,203
  • Lot Size: 13203
  • Street/Road Desc.: Asphalt
  • Fencing (Description): Vinyl

Financial Considerations

  • Association Fee: $125
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $1,735
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: WINONA PB 110 PGS 24 & 25 LOT 13
  • Flood Zone Info: X
  • APN: 252734304513000130
  • Property ID: 252734304513000130

Listed by Century 21 Myers Realty

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— 166 Winona Cir —

  • Century 21 Myers Realty

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 166 Winona Cir

School District:Polk County School District
NameGradesDistance
Auburndale Senior High School
1 Bloodhound Trail, Auburndale, FL 33823
9-121.4 mi
Walter Caldwell Elementary School
141 Dairy Road, Auburndale, FL 33823
PK-51.8 mi
Jere L. Stambaugh Middle School
226 Main Street, Auburndale, FL 33823
6-81.5 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 166 Winona Cir Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/24/2026
Listed
$399,900
1899.5%
MLS
5/14/2002
Sold
$20,000
—
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 166 Winona Cir

Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,735
4%
$148,463
3%
2024
$1,676
3%
$144,279
3%
2023
$1,626
4%
$140,077
6%
2021
$1,559
-1%
$132,036
-3%
2022
$1,573
1%
$135,997
4%
2021
$1,559
7%
$130,213
4%
2017
$1,456
—
$124,912
2%
2017
$1,456
-5%
$122,343
-4%
2019
$1,526
6%
$127,285
6%
2016
$1,439
-1%
$119,827
1%
2015
$1,458
—
$118,994
1%
2014
$1,453
—
$118,050
2%
2013
$1,453
—
$116,305
—
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.

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Listed by Century 21 Myers Realty

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166 Winona Circle, Auburndale, FL 33823 (MLS# P4939402) is a Single Family property with 3 bedrooms and 2 full bathrooms. 166 Winona Circle is currently listed for $399,900 and was received on July 24, 2026. Want to learn more about 166 Winona Circle? Do you have questions about finding other Single Family real estate for sale in Auburndale? You can browse all Auburndale real estate or contact a Coldwell Banker agent to request more information.

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