Seasons at Annabelle Estates in Winter Haven

Seasons at Annabelle Estates
Homes for Sale in Winter Haven, FL

All 789 homes for sale in WINTER HAVEN, FL · median $284,990 · Polk County homes for sale

Community in Winter Haven · Polk County · ZIP 33859
Median sale $351K
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Built fromLive Stellar MLS data1 year of closingsFL DOR public recordsUpdated twice daily

Over the 12 months ending 2026-08-02, 12 recorded sales closed at a median of $351,500, $134 per square foot, a median 88 days on market, sellers accepting 95% of original asking. At the median price and Polk County's FY2025-26 rate of 16.19 mills, annual property tax runs about $5,690 ($5,010 with the full homestead exemption).

Live · Seasons at Annabelle Estates Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$351K
Median sold · 12 mo
$134/sf
Sold $/sqft · 12 mo
peak $134 in 2026
95.3%
Sale vs ask
Tempo
89days
Median DOM · closed
89 days at the 2026 low
0 · 0
For sale · pending
live counts, refreshed twice daily
12
Sold · last 12 mo
10-yr average: about 6 a year
Ownership and context
0%
Owner-occupied · Seasons at Annabelle Estates
0 of 93 parcels homesteaded (FL DOR 2025)
100%
Non-owner-occupied · Seasons at Annabelle Estates
incl. 97% trust or LLC-held · 0% out-of-state
8%
Cash buyers · Seasons at Annabelle Estates
1 of 12 sales, 12 mo ending June 2026
Track record · 1 years of records
2,670sqft
Median sold home size
12-mo windows, closed sales

Nearby homes for sale

No active listings inside SEASONS AT ANNABELLE ESTATES 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.

803 LAKE JESSIE DR DRIVE
$625K · 0.1 mi away
4 bd · 4 ba · 3,050 sqft
803 LAKE JESSIE DR DRIVE
Listed by LANTES REAL ESTATE LLC
900 LAKE JESSIE DRIVE
$410K · 0.3 mi away
3 bd · 3 ba · 1,828 sqft
900 LAKE JESSIE DRIVE
Listed by RE/MAX HERITAGE PROFESSIONALS
526 VICTORIA BOULEVARD
$225K · 0.4 mi away
3 bd · 1 ba · 946 sqft
526 VICTORIA BOULEVARD
Listed by PORCHLIGHT HOMES LLC
203 WOODLAND TRAIL
$277K · 0.5 mi away
3 bd · 2 ba · 1,456 sqft
203 WOODLAND TRAIL
Listed by PORCHLIGHT HOMES LLC
212 KAYLOR DRIVE
$269K · 0.5 mi away
2 bd · 1 ba · 672 sqft
212 KAYLOR DRIVE
Listed by 241 REAL ESTATE LLC
508 OAKLAND ROAD
$156K · 0.5 mi away
3 bd · 2 ba · 994 sqft
508 OAKLAND ROAD
Listed by REALTYCITY INC

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

The 60-Second Overview

Seasons at Annabelle Estates market snapshot (as of August 2, 2026): the median sale price is about $351K ($134 per sq ft over the trailing 12 months of closed sales), and a median 89 days on market for closed sales.

In ZIP 33859 (WINTER HAVEN), 271 homes closed in the last 12 months at a median of $284K ($162/sq ft), down 3.6% year over year, with a median 68 days on market. See the live ZIP 33859 housing market and the Polk County market.

Stellar MLS sales records identify 23 homes in SEASONS AT ANNABELLE ESTATES that have changed hands since 2025, built between 2025 and 2026 (median 2025), with a median living area of about 2,077 sq ft and a typical 4-bedroom, 3-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

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
  • Magnet and choice options may apply · Choice

Zoned schools reflect the assignments reported on recent Seasons at Annabelle 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 Seasons at Annabelle Estates address.

If we were buying in Seasons at Annabelle 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 Seasons at Annabelle Estates.

A closer look at the Seasons at Annabelle Estates market

At a median of $134 per square foot, Seasons at Annabelle Estates prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.

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

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

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 Seasons at Annabelle Estates sales matched to your home.

What is your Seasons at Annabelle Estates home worth?

Get a no-obligation home value based on real comparable sales in Seasons at Annabelle 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 Seasons at Annabelle 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.

Seasons at Annabelle Estates Market Scorecard

Thin data

Seasons at Annabelle 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: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.

Frequently Asked Questions

What is the median home price in Seasons at Annabelle Estates?
The median sale price in Seasons at Annabelle Estates was $351K over the 12 months ending August 2, 2026 (12 closed sales, Stellar MLS).
How long do homes in Seasons at Annabelle Estates take to sell?
Homes that closed in the 12 months ending August 2, 2026 took a median 89 days on market (12 sales, Stellar MLS).
What share of Seasons at Annabelle Estates is owner-occupied?
0% of Seasons at Annabelle Estates parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
Do cash buyers compete in Seasons at Annabelle Estates?
Cash buyers took 8% of Seasons at Annabelle Estates sales in the 12 months ending June 2026 (1 of 12 closings, Stellar MLS).
What schools serve Seasons at Annabelle Estates?
Seasons at Annabelle Estates is served by Polk County Public Schools, typically Polk County Public Schools (verify by address) and Confirm zoned elementary, middle, and high. Confirm the exact zoning by address with the district.
Who is the best real estate agent for Seasons at Annabelle Estates?
The best agent for Seasons at Annabelle 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 Seasons at Annabelle Estates.
How do I find a top Winter Haven real estate agent who knows Seasons at Annabelle 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 Seasons at Annabelle Estates and the wider Winter Haven area.
Can Momentum Realty connect me with an agent for Seasons at Annabelle Estates?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Seasons at Annabelle Estates purchase or sale - no call center and no pressure.

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: June 25, 2026)
Community market statsStellar MLS closed sales, 12-month windows ending August 2, 2026
Housing stock & ownershipFlorida DOR assessment roll (street-list match (2 streets, ZIP 33859/33884))
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 2025 (12 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 →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

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More Winter Haven & Lakeland, Winter Haven & Polk County guides

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 SEASONS AT ANNABELLE ESTATES? 12 recorded closings; median 88 days on market (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 Seasons at Annabelle Estates with Momentum Realty’s local guides.

Annabelle Estates0.3 mi away · median $283K, 48 sales/12 moPeace Creek Reserve1.1 mi away · median $284K, 27 sales/12 moPeace Creek Reserve1.2 mi awayLake Ashton West2.0 mi away · median $380K, 13 sales/12 moHarper Estates Lake Wales2.1 mi away · median $284K, 5 sales/12 moLake Ashton Golf Club2.4 mi away · median $345K, 44 sales/12 moHart Lake Cove2.5 mi away · median $410K, 3 sales/12 mo

Browse all neighborhood guides →

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