Oakwood Estates in Winter Haven

Oakwood Estates
Homes for Sale in Winter Haven, FL

All 793 homes for sale in WINTER HAVEN, FL · median $280,000 · Polk County homes for sale

Community in Winter Haven · Polk County · ZIP 32703
1 homesBuilt 1976–1976
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Built fromLive Stellar MLS data15 years of closingsFL DOR public recordsUpdated twice daily
OAKWOOD ESTS key facts
LocationWINTER HAVEN, Polk County, FL · ZIP 32703, 33880, 34731
Homes in the community1 (FL DOR 2025 assessment roll)
Years built1976–1976 (median 1976)
Typical living area1,464 sq ft (median)
For sale right now0 active, 0 pending
Owner-occupied (homestead) share100%
Zoned public schoolsPolk County Public Schools (verify by address); Confirm zoned elementary, middle, and high; Note: 55+ community, school zoning rarely decisive

Data as of August 2, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2011 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “OAKWOOD ESTS key facts,” movewithmomentum.com/neighborhoods/oakwood-ests, data as of August 2, 2026.

Nearby homes for sale

No active listings inside OAKWOOD ESTS right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.

3723 IMPERIAL DRIVE
$250K · 0.2 mi away
3 bd · 2 ba · 1,264 sqft
3723 IMPERIAL DRIVE
Listed by PROPERTY WAREHOUSES OF AMERICA
3735 IMPERIAL DRIVE
$245K · 0.2 mi away
3 bd · 2 ba · 1,393 sqft
3735 IMPERIAL DRIVE
Listed by ENTERA REALTY LLC
3661 QUEENS COVE BOULEVARD
$260K · 0.3 mi away
3 bd · 2 ba · 1,632 sqft
3661 QUEENS COVE BOULEVARD
Listed by AGENT TRUST REALTY CORPORATION
3941 WARBLER DRIVE
$235K · 0.3 mi away
4 bd · 3 ba · 1,936 sqft
3941 WARBLER DRIVE
Listed by PROPERTY LOGIC RE
3339 QUEENS COVE LOOP
$235K · 0.4 mi away
3 bd · 2 ba · 1,158 sqft
3339 QUEENS COVE LOOP
Listed by ENTERA REALTY LLC
3947 WARBLER DRIVE
$275K · 0.4 mi away
3 bd · 2 ba · 1,632 sqft
3947 WARBLER DRIVE
Listed by FLORIDA REALTY INVESTMENTS

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

As of September 2026, the MLS records 15 closed sales in Oakwood Estates in Winter Haven, FL since 2011, the most recent in May 2026. Across Winter Haven as a whole, 42 homes closed in the last 12 months at a median of $308,400, 65 median days on market, with 16 homes for sale today. At that median and Polk County's FY2025-26 rate of 16.19 mills, annual property tax runs about $4,990 ($4,320 with the full homestead exemption).

Live · Oakwood Estates Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily
1
Sold · last 12 mo
10-yr average: about 0 a year
Ownership and context
100%
Owner-occupied · Oakwood Estates
1 of 1 parcels homesteaded (FL DOR 2025)
0%
Non-owner-occupied · Oakwood Estates
incl. 0% trust or LLC-held · 0% out-of-state
33%
Cash buyers · Oakwood Estates
1 of 3 sales, 12 mo ending June 2021
1
Homes in the community
1 residential parcels (FL DOR 2025)
Track record · 15 years of records
Est. 1976
Community established
homes built 1976-1976, median 1976 (FL DOR 2025)
1
Failed listings · 2026
peaked at 21 in 2014
100.0%/yr
Turnover rate
about 1 of 1 homes trade a year

The market around Oakwood Estates

Oakwood Estates is a small community — 46 recorded sales on file, most recently in 2026 — too few for its own price trend. Here is the market around it.

In ZIP 32703, 330 homes are on the market and 39% are under contract — a fast-moving corner of Winter Haven.

Across Polk County, 5,189 homes are active and 1,757 pending (25% under contract).

The housing mix here is 74% manufactured home - post 1977, 23% single family residence, 2% mobile home - pre 1976.

ZIP and county figures describe the wider market, not Oakwood Estates specifically. Momentum Research analysis of MLS records.

Schools

In short
  • Polk County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Polk County Public Schools (verify by address) · Public
  • Confirm zoned elementary, middle, and high · By address
  • Note: 55+ community, school zoning rarely decisive · Choice

Zoned schools reflect the assignments reported on recent Oakwood Estates listings and can change; always confirm with Polk County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any Oakwood Estates address.

If we were buying in Oakwood Estates today, this is the order of operations we would run for our clients.

1

Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Oakwood Estates.

A closer look at the Oakwood Estates market

The housing stock is 1 homes built around 1976, and 100% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.

“

The location and the amenities are priced into every listing in Oakwood Estates. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Oakwood Estates homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Oakwood Estates.
In short
  • HOA status not on record. Verify any dues before you offer
  • Any club/amenity membership is billed separately

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Oakwood Estates sales matched to your home.

What is your Oakwood Estates home worth?

Get a no-obligation home value based on real comparable sales in Oakwood Estates, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

See homes for sale in Oakwood Estates on the map →

Real comps, not an automated estimate.

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Polk County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$1,856/mo
Polk County typical true cost to own
$161/mo
Polk County typical home insurance
Check CDD
Confirm before you offer

County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.

Oakwood Estates Market Scorecard

Thin data

Oakwood Estates is currently a thin data market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
n/a
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/0
Active/Pend/Sold

Go deeper: true cost calculator · affordability calculator.

Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.

Frequently Asked Questions

How many homes are in Oakwood Estates?
The Florida DOR 2025 assessment roll shows 1 homes in Oakwood Estates (public records).
What share of Oakwood Estates is owner-occupied?
100% of Oakwood Estates parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Oakwood Estates built?
Homes in Oakwood Estates were built between 1976 and 1976, with a median year built of 1976 (FL DOR 2025 roll).
Do cash buyers compete in Oakwood Estates?
Cash buyers took 33% of Oakwood Estates sales in the 12 months ending June 2021 (1 of 3 closings, Stellar MLS).
What schools serve Oakwood Estates?
Oakwood Estates is served by Polk County Public Schools, typically Polk County Public Schools (verify by address), Confirm zoned elementary, middle, and high and Note: 55+ community, school zoning rarely decisive. Confirm the exact zoning by address with the district.
Who is the best real estate agent for Oakwood Estates?
The best agent for Oakwood Estates is one who actively works Winter Haven and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Oakwood Estates.
How do I find a top Winter Haven real estate agent who knows Oakwood Estates?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Oakwood Estates and the wider Winter Haven area.
Can Momentum Realty connect me with an agent for Oakwood Estates?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Oakwood Estates purchase or sale - no call center and no pressure.
Where is Oakwood Estates, and what county is it in?
Oakwood Estates is in WINTER HAVEN, Polk County, FL, ZIP codes 32703, 33880, 34731.

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: June 30, 2026)
Housing stock & ownershipFlorida DOR assessment roll (community parcel extract)
Under-contract sharesStellar MLS records, as of 2026-08-01
Schools2025-26 district assignments + FLDOE school grades; verify with the district
Historical depthClosed-sale records back to 2011 (15 transactions analyzed)

Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.

Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.

Own a home here?

You just read the data. Now see what your home is worth.

The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live your area comps.

Looking to buy here? Search homes for sale →

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Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Lakeland, Winter Haven & Polk County or the full Neighborhood Finder.

Thinking of selling in OAKWOOD ESTS? 1 recorded closings (window ending 2026-08-02). See the Polk County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

Nearby Communities

Explore more neighborhoods near Oakwood Estates with Momentum Realty’s local guides.

Oakwood Estates0.0 mi awayQueens Cove0.3 mi away · median $259K, 13 sales/12 moThornhill Estates0.4 mi away · median $220K, 4 sales/12 moVillage Spirit Lake0.6 mi away · median $635K, 3 sales/12 moOak Preserve0.6 mi away · 98 homes, built 1979–07Sun Ridge Village0.6 mi away · median $289K, 3 sales/12 moSpirit Lake Village0.8 mi away · 49 homes, built 1994–06Brandy Chase Village0.9 mi away · 44 homes, built 1981–88

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