3357 TIMBERLINE ROAD W, WINTER HAVEN, FL, 33880
Active56 days on marketListed Jun 11, 2026MLS #O6416140
About this home
3357 TIMBERLINE ROAD W
Welcome to 3357 Timberline Rd W, located in the charming city of Winter Haven, FL. This exquisite house, a wonderful opportunity to experience comfortable living in a desirable location. Currently renting as an Airbnb. The home boasts a timeless design, showcasing a welcoming exterior that hints at the warmth found within. As you step inside, you'll be greeted by well-appointed spaces that cater to both relaxation and entertainment. The layout of this property is thoughtfully designed to provide functionality and style. Experience the convenience of living in a home that meets your needs, whether you're relaxing in your favorite space or hosting gatherings with loved ones. The exterior of the property complements the interior, offering a harmonious balance of indoor and outdoor living. Enjoy all that this beautiful home has to accord in the heart of Winter Haven.
Facts & features
The home at a glance
4
Bedrooms
2
Bathrooms
1,675
Sqft
0.12 ac
Lot size
2
Garage
1983
Year built
One
Levels
$158
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 — not generic estimates.
$2,068 /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
$2,068/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
−3.3%
$/sqft vs Winter Haven actives
$158 vs $170
Days on market
56 vs 48 typical
Where $158/sqft sits among the 400 Winter Haven 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 Winter Haven
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Winter Haven. See the full Winter Haven guide →
The numbers that matter
The Winter Haven market
$283K → $280K
Winter Haven median sold, yr/yr
97.2%
Sale-to-list ratio (12 mo)
194 of 400
Winter Haven actives have cut their price
Median sold price, Winter Haven, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 7% below the Winter Haven median. See the full Winter Haven market guide →
Paper trail
This home's history
Reality check
What actually sold near 3357 TIMBERLINE ROAD W
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Nov ’25$219,000
3316 TIMBERLINE ROAD · same community
2 bd · 2 ba · 1,194 sqft · $183/sqft · 9 DOM
Sold · Dec ’25$199,900
3218 TIMBERLINE ROAD · same community
2 bd · 1 ba · 904 sqft · $221/sqft · 44 DOM
Sold · Oct ’25$300,000
1320 Coventry Court, Other City - In The State Of Florida FL 33880
3 bd · 2 ba · 1,690 sqft · $178/sqft · 48 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
Alek Cherrone
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 3357 TIMBERLINE ROAD W — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 3357 TIMBERLINE ROAD W — before you fall in love.
See it in person
Schedule a tour
Live availability from Alek's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
3357 TIMBERLINE ROAD W FAQs
What would the monthly payment be for 3357 TIMBERLINE ROAD W?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,068/mo — principal and interest, the actual property-tax bill 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.
What are the property taxes on 3357 TIMBERLINE ROAD W?+
The most recent tax bill on record (2024) was $2,765. 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 3357 TIMBERLINE ROAD W?+
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 Winter Haven?+
At $265,000, this home is listed about 7% below the Winter Haven median of $285,000. The market section on this page shows how the area is trending.
The brief
Three things that matter here
01Under the Winter Haven market on paper
$265,000 is 7% below the Winter Haven median of $285,000, and at $158/sqft it sits under the Winter Haven average of $174.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03The price has already moved
Listed at $279,000, now $265,000 — a $14K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of BEYCOME OF FLORIDA LLC · Steven Koleno. MLS #O6416140.
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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