
166 WINONA CIRCLE, AUBURNDALE, FL, 33823
Active1 days on marketListed Jul 24, 2026MLS #P4939402
About this home
166 WINONA CIRCLE
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.
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,960
Sqft
0.3 ac
Lot size
2
Garage
2002
Year built
One
Levels
$204
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.
$2,846 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$2,846/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
+3.6%
$/sqft vs Auburndale actives
$204 vs $189
Days on market
1 vs 50 typical
Where $204/sqft sits among the 228 Auburndale actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Auburndale
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Auburndale. See the full Auburndale guide →
AUBURNDALE 33823 — neighborhood snapshot
Population
39,146
Median age
40.8
Median income
$64,248
Median home value
$234,300
Avg household
2.89
Households w/ children
4,326
For the school run
Polk County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Auburndale market
$316K → $335K
Auburndale median sold, yr/yr
98.0%
Sale-to-list ratio (12 mo)
115 of 228
Auburndale actives have cut their price
Median sold price, Auburndale, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 23% above the AUBURNDALE 33823 median. See the full Auburndale market guide →
Paper trail
This home's history
Reality check
What actually sold near 166 WINONA CIRCLE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Oct ’25$270,000
184 WINONA CIRCLE · same community
3 bd · 2 ba · 2,435 sqft · $111/sqft · 0 DOM
Sold · Feb ’26$425,000
184 WINONA CIRCLE · same community
3 bd · 2.5 ba · 2,435 sqft · $175/sqft · 16 DOM
Sold · Sep ’25$445,000
300 WINONA COURT · same community
3 bd · 2 ba · 2,444 sqft · $182/sqft · 278 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.

Your agent
Eric Chery
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 166 WINONA CIRCLE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 166 WINONA CIRCLE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to Eric's phone and CRM.
Straight answers
166 WINONA CIRCLE FAQs
What would the monthly payment be for 166 WINONA CIRCLE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,846/mo — principal and interest, the actual property-tax bill, the $10/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
How much are the HOA fees at 166 WINONA CIRCLE?+
The association fee works out to $10 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 166 WINONA CIRCLE?+
The most recent tax bill on record (2025) was $1,735. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 166 WINONA CIRCLE?+
The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Auburndale?+
At $399,900, this home is listed about 13% above the Auburndale median of $355,000. The market section on this page shows how the area is trending.
Which schools are assigned to 166 WINONA CIRCLE?+
Auburndale Central Elementary School (elementary), Jere L. Stambaugh Middle (middle), Auburndale Senior High School (high) — Polk County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Positioned at the premium end
$399,900 runs 23% above the AUBURNDALE 33823 median.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Fresh on the market
Only 1 day on market in a Auburndale market that averages 50 — if it fits, move quickly.
Keep looking
Similar homes nearby
Listing courtesy of CENTURY 21 MYERS REALTY · Denise Spears. MLS #P4939402.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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