444 AVENUE B NE, WINTER HAVEN, FL, 33881
Active31 days on marketListed Jul 9, 2026MLS #P4939272
About this home
444 AVENUE B NE
Welcome to 444 Avenue B, Winter Haven, FL, where charm, convenience, and the Florida lifestyle come together in a location that puts everything within easy reach. Whether you're searching for your first home, a seasonal retreat, or an investment opportunity, this property offers the perfect blend of comfort and accessibility. Ideally situated in the heart of Winter Haven, this home provides quick access to shopping, dining, schools, healthcare, and major roadways, making daily living both convenient and enjoyable. Residents appreciate the neighborhood's established character while remaining just minutes from many of Central Florida's most popular destinations. Known as the "Chain of Lakes City," Winter Haven is home to more than 50 interconnected lakes, offering endless opportunities for boating, fishing, kayaking, paddleboarding, and waterfront recreation. Spend your weekends exploring scenic parks, enjoying lakefront sunsets, or taking advantage of the city's beautiful walking and biking trails. Just a short drive away, historic downtown Winter Haven features locally owned restaurants, boutiques, coffee shops, breweries, and a vibrant calendar of community events throughout the year. The home is also conveniently located near LEGOLAND® Florida Resort, making it a great location for families and visitors alike. Golf enthusiasts will appreciate the area's championship golf courses, while nature lovers can enjoy nearby parks, gardens, and outdoor recreation. Everyday conveniences are close at hand with shopping destinations such as Posner Park, Eagle Ridge Mall, Publix, Walmart, and a variety of national retailers and local businesses just minutes away. Commuters will enjoy easy access to US Highway 17, US Highway 27, and the Polk Parkway, providing convenient travel to Lakeland, Orlando, Tampa, and many of Central Florida's world-famous attractions. Whether you're looking to settle down, expand your investment portfolio, or simply enjoy all that Central Florida has to experience, 444 Avenue B presents an outstanding opportunity to experience the best of Winter Haven living with comfort, convenience, and recreation all close to home.
Facts & features
The home at a glance
4
Bedrooms
2
Bathrooms
1,464
Sqft
0.27 ac
Lot size
1936
Year built
Two
Levels
$143
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.
$1,690 /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
$1,690/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.
$/sqft vs Winter Haven actives
$143 vs $170
Days on market
31 vs 48 typical
Where $143/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 →
WINTER HAVEN 33881 — neighborhood snapshot
Population
39,189
Median age
43.6
Median income
$53,867
Median home value
$177,400
Avg household
2.61
Households w/ children
3,730
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)
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 14% below the WINTER HAVEN 33881 median. See the full Winter Haven market guide →
Paper trail
This home's history
Reality check
What actually sold near 444 AVENUE B NE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jul ’26$207,500
610 AVENUE A NE · same community
3 bd · 1.5 ba · 1,512 sqft · $137/sqft · 114 DOM
Sold · Oct ’25$235,000
539 AVENUE A NE · same community
3 bd · 2 ba · 1,376 sqft · $171/sqft · 4 DOM
Sold · Jul ’26$245,000
450 AVENUE B NE · same community
3 bd · 2 ba · 1,624 sqft · $151/sqft · 217 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
John Carpenter
CFO/Broker · CENTURY 21 Edge
Tours, negotiation, and every question about 444 AVENUE B NE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 444 AVENUE B NE — before you fall in love.
See it in person
Schedule a tour
Live availability from John's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
444 AVENUE B NE FAQs
What would the monthly payment be for 444 AVENUE B NE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $1,690/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 444 AVENUE B NE?+
The most recent tax bill on record (2025) was $2,412. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
How does the price compare to other homes in Winter Haven?+
At $210,000, this home is listed about 26% 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 444 AVENUE B NE?+
Lake Alfred Polytech Academy (middle), Fred G. Garner Academy (elementary), Winter Haven Senior High School (high) — Polk County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of KELLER WILLIAMS REALTY SMART 1 · Malak Hassani Benbachir. MLS #P4939272.
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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