
139 AVENUE D SW, WINTER HAVEN, FL, 33880
Active16 days on marketListed Jul 23, 2026MLS #P4939394
About this home
139 AVENUE D SW
Virtually Staged. This inviting two-bedroom, one-bath home places you just moments from First Street and the lively downtown Winter Haven district, giving you quick access to local restaurants, coffee shops, lakes, parks, and the growing downtown scene. Inside, the bright living area leads into a kitchen with a comfortable eating space that’s perfect for casual meals or a quiet start to your day. The home features two bedrooms and a bathroom with a tub and shower, offering the essentials you need in a convenient, central location. With everyday errands and weekend plans all within easy reach, this home keeps you connected to everything you enjoy around Winter Haven.
Facts & features
The home at a glance
2
Bedrooms
1
Bathrooms
1,082
Sqft
0.15 ac
Lot size
1972
Year built
One
Levels
$1
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Principal and interest plus estimated taxes and insurance. Run your own numbers below.
$170 /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
$170/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Estimates only — taxes at 1.1%/yr and typical insurance; 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.
$/sqft vs Winter Haven actives
$1 vs $170
Days on market
16 vs 49 typical
Where $1/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 South College
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Winter Haven. See the full Winter Haven guide →
South College — neighborhood snapshot
Population
159
Median age
33
Median income
$47,034
Median home value
$111,683
Avg household
2
Households w/ children
21%
For the school run
Polk County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Winter Haven market
$283K → $280K
Winter Haven median sold, yr/yr
97.2%
Sale-to-list ratio (12 mo)
199 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 99% below the WINTER HAVEN 33880 median. See the full Winter Haven market guide →
Paper trail
This home's history
Reality check
What actually sold near 139 AVENUE D SW
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Mar ’26$162,000
2050 SAN MARCOS DRIVE SE UNIT 113
2 bd · 2 ba · 1,078 sqft · $150/sqft · 157 DOM
Sold · May ’26$202,900
1620 KLATT STREET SE
3 bd · 1 ba · 1,087 sqft · $187/sqft · 10 DOM
Sold · Oct ’25$244,684
1371 SHERIDAN STREET SW
3 bd · 2 ba · 1,074 sqft · $228/sqft · 163 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
Jillian Kobylesky
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 139 AVENUE D SW — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 139 AVENUE D SW — before you fall in love.
See it in person
Schedule a tour
Live availability from Jillian's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
139 AVENUE D SW FAQs
What would the monthly payment be for 139 AVENUE D SW?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $170/mo — principal and interest, estimated property taxes 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.
Are pets allowed at 139 AVENUE D SW?+
The listing reports pets: Monthly Pet Fee, Pet Deposit. 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 $1,350, this home is listed about 100% below the Winter Haven median of $285,000. The market section on this page shows how the area is trending.
Which schools are assigned to 139 AVENUE D SW?+
Winter Haven Senior High School (high), Denison Middle School (middle), John Snively Elementary (elementary) — Polk County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of PROPERTY MANAGEMENT OF POLK · Christin Davis. MLS #P4939394.
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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