Seasons at Annabelle Estates
Homes for Sale in Winter Haven, FL
True comps, carrying-cost math, and listings before the portals.
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).
Price here is driven by the home itself, not the setting. With a median of $351,499.50 and a median around $134 per square foot, what you pay tracks closely to condition, finish, and size rather than any shared amenity package - there are none identified in current MLS listings. Treat each listing on its own merits and underwrite the specific house.
The current posture favors patience on both sides. Median days on market sit near 88 days, and there are no active listings in the snapshot - a thin, slow-moving picture. Sellers should price to the comp, not to hope, and expect time. Buyers get room to negotiate and inspect, but should be ready to move when a listing that fits actually appears.
Figures in this note are as of October 26, 2026. The live market numbers elsewhere on this page update nightly and are newer.
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.
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 24 homes in SEASONS AT ANNABELLE ESTATES that have changed hands since 2025, built between 2025 and 2027 (median 2025), with a median living area of about 2,670 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.
Seasons at Annabelle Estates is a small Winter Haven community in Polk County where pricing is set by the individual home rather than shared amenities, which are not identified in current listings.
Who Seasons at Annabelle Estates is best for.
Best for
- Buying to hold, with patience for a slow-moving market
- Buyers who value pricing tied to the individual home rather than amenity fees
- Shopping with a flexible timeline and willingness to wait for the right listing
Probably not for
- Needing to close quickly on either side of the transaction
- Wanting shared amenities like a pool, clubhouse, or gated access
- Buyers who want a deep pool of active listings to compare at once
Schools
- 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.
The Seasons at Annabelle Estates buying strategy.
If we were buying in Seasons at Annabelle Estates today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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 condition-driven market that rewards patience
The numbers here describe a slow, lightly-traded community. A median near 88 days on market and no active listings at this snapshot mean inventory arrives sporadically and sells deliberately. That is not a knock - it simply tells you to plan around timing rather than urgency.
Because no community amenities surface in current MLS data, value lives in the house: layout, updates, lot, and condition. The spread between a tired home and an updated one can be wide, so the median around $134 per square foot is a starting reference, not a rule. Homestead share reads at zero in this snapshot, which is worth noting for how homes here are held and used; verify the specifics on any property you consider.
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.
Why work with Momentum here
A thin, slow market punishes guesswork. We read each listing against the specific home rather than a neighborhood average, and we price and negotiate around the reality of near-88-day market times and sparse inventory. On the sell side that means a defensible number and a timeline you can actually plan to; on the buy side it means knowing when a house is worth the wait and when to walk.
Seasons at Annabelle Estates in 15 seconds.
Tools for a Seasons at Annabelle Estates buy.
Free calculators to pressure-test the real cost before you tour.
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.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Seasons at Annabelle Estates, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
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 all homes for sale in Winter Haven →
| Location | Winter Haven, Polk County, FL · ZIP 33859, 33884 |
|---|---|
| Sale prices, last 12 months | $351,500 median across 12 closed sales · $134 per sq ft |
| Days on market (closed sales) | 88 median |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 0% |
| Zoned public schools | Polk County Public Schools (verify by address); Confirm zoned elementary, middle, and high; Magnet and choice options may apply |
Data as of August 2, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2025 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Seasons at Annabelle Estates key facts,” movewithmomentum.com/neighborhoods/seasons-at-annabelle-estates, data as of August 2, 2026.
Housing distress & ownership in SEASONS AT ANNABELLE ESTATES, Winter Haven
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period October 2026 through October 2026. Deemed reliable but not guaranteed.
More Winter Haven home searches
- All homes for sale in Winter Haven, FL
- Gated communities in Winter Haven
- Winter Haven home values: what is my house worth?
- ZIP 33859 housing scorecard
Winter Haven guides & data
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
- Florida housing market map
- Interactive housing market map (county, ZIP and community)
- Save Our Homes tax estimator
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- Florida documentary stamp tax, explained
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Kinsley Drive (11 homes on record)
- Mickey Avenue (8 homes on record)
Email me new listings in Seasons at Annabelle Estates
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Seasons at Annabelle Estates
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Seasons at Annabelle Estates will answer, and the answer is published on this page for the next buyer.
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.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Polk County scorecard.
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.
Frequently Asked Questions
What is the median home price in Seasons at Annabelle Estates?
How long do homes in Seasons at Annabelle Estates take to sell?
What share of Seasons at Annabelle Estates is owner-occupied?
Do cash buyers compete in Seasons at Annabelle Estates?
What schools serve Seasons at Annabelle Estates?
Who is the best real estate agent for Seasons at Annabelle Estates?
How do I find a top Winter Haven real estate agent who knows Seasons at Annabelle Estates?
Can Momentum Realty connect me with an agent for Seasons at Annabelle Estates?
Where is Seasons at Annabelle Estates, and what county is it in?
Is Seasons at Annabelle Estates a good place to live?
Should you buy in Seasons at Annabelle Estates?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: June 25, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending August 2, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 33859/33884)) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Schools | 2025-26 district assignments + FLDOE school grades; verify with the district |
| Historical depth | Closed-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.
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See how SEASONS AT ANNABELLE ESTATES fits the bigger picture — live prices, inventory, and Momentum Scores: