Winterset Gardens
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, 3 recorded sales closed at a median of $482,000, $136 per square foot, a median 31 days on market, sellers accepting 93% of original asking. At the median price and Polk County's FY2025-26 rate of 16.19 mills, annual property tax runs about $7,800 ($7,130 with the full homestead exemption).

Winterset Gardens is small and tightly held - 52 homes, with homestead status on roughly 83% of them. That owner-occupant concentration keeps turnover low and means price here is driven less by a hot listing cycle and more by the specific home that comes to market. With a median living area north of 3,000 square feet and a median price of $482,000, the per-foot figure sits around $136 - a number that tells you condition and layout matter more than square footage alone.
Right now there are zero active listings. For a seller, that's leverage: the only inventory a buyer can tour is the one you bring. For a buyer, it demands patience and readiness to move - recent closings cleared in a median of about 31 days, so when a home does list, it doesn't linger for the undecided.
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 Winterset Gardens 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
Winterset Gardens market snapshot (as of August 2, 2026): the median sale price is about $482K ($136 per sq ft over the trailing 12 months of closed sales), and a median 31 days on market for closed sales.
In ZIP 33884 (Winter Haven), 651 homes closed in the last 12 months at a median of $308K ($163/sq ft), down 0.9% year over year, with a median 57 days on market. Right now 2 active and 2 pending listings. See the live ZIP 33884 housing market and the Polk County market.
Winterset Gardens is a community of 52 homes in Winter Haven, Polk County, built between 1957 and 2021 (median 1972), with a median living area of about 3,062 square feet. 83% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
This is an established, low-turnover pocket of Winter Haven with larger homes and a wide build span - a place defined by individual houses rather than a uniform subdivision product.
Who Winterset Gardens is best for.
Best for
- Buying for space - a median home here clears 3,000 square feet.
- Buyers who value a settled, low-turnover street over new-construction uniformity.
- Willing to wait and act fast when a home lists, since nothing is currently active.
Probably not for
- Needing to tour and close quickly from standing inventory.
- Wanting a pool, clubhouse, or other shared amenities - none are identified here.
- Seeking a predictable, uniform build where every home is the same era and condition.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending August 2 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($482K) IS the median in the snapshot above.
Windows contain 0 to 4 sales each (3 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2005 through 2026. Deemed reliable but not guaranteed.
25% of homes for sale in ZIP 33884 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-08-01).
Winterset Gardens Market Scorecard
Winterset Gardens is currently a balanced market..
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
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 Winterset Gardens 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 Winterset Gardens address.
The Winterset Gardens buying strategy.
If we were buying in Winterset Gardens 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 Winterset Gardens.
An age-mixed enclave where the house makes the price
The housing stock here spans 1957 to 2021, with a median build year of 1972. That range is the single most important thing to understand before you buy: two homes a few doors apart can be separated by decades of construction standards, renovation history, and systems age. The spread in price reflects that variety, not a neighborhood tier - expect condition, updates, and lot to explain most of the gap between one sale and the next.
With no community amenities identified from current MLS listings, the value proposition is the homes and the location, not shared facilities or an HOA lifestyle package. The median home runs just over 3,000 square feet, so this skews toward buyers who want room and are willing to underwrite the carrying and maintenance that comes with an older, larger house.
The location and the amenities are priced into every listing in Winterset Gardens. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a 52-home community with nothing currently active, deals happen on relationships and timing, not on browsing a feed. We track who's thinking of selling before a sign goes up, and we price older, larger homes on their real condition - systems, roof, updates - rather than a blanket per-foot average. That's the difference between overpaying for a tired home and walking from a strong one.
Winterset Gardens in 15 seconds.
Tools for a Winterset Gardens 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 Winterset Gardens sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Winterset Gardens, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Winterset Gardens home worth?
Get a no-obligation home value based on real comparable sales in Winterset Gardens, 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 33884 |
|---|---|
| Homes in the community | 52 (FL DOR 2025 assessment roll) |
| Years built | 1957–2021 (median 1972) |
| Typical living area | 3,062 sq ft (median) |
| Sale prices, last 12 months | $482,000 median across 3 closed sales · $136 per sq ft |
| Days on market (closed sales) | 31 median |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 83% |
| 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 2005 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Winterset Gardens key facts,” movewithmomentum.com/neighborhoods/winterset-gardens, data as of August 2, 2026.
Housing distress & ownership in WINTERSET GARDENS, 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 33884 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
- How to stop a foreclosure in Florida
- Florida documentary stamp tax, explained
- Cheapest places to live in Florida
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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.
- Winterset Gardens Road (41 homes on record)
- Winterset Gardens Road (10 homes on record)
Email me new listings in Winterset Gardens
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 Winterset Gardens
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Winterset Gardens will answer, and the answer is published on this page for the next buyer.
Frequently Asked Questions
What is the median home price in Winterset Gardens?
How long do homes in Winterset Gardens take to sell?
How many homes are in Winterset Gardens?
What share of Winterset Gardens is owner-occupied?
When were the homes in Winterset Gardens built?
Do cash buyers compete in Winterset Gardens?
What schools serve Winterset Gardens?
Who is the best real estate agent for Winterset Gardens?
How do I find a top Winter Haven real estate agent who knows Winterset Gardens?
Can Momentum Realty connect me with an agent for Winterset Gardens?
Where is Winterset Gardens, and what county is it in?
Should you buy in Winterset Gardens?
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 (community parcel extract) |
| 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 2005 (21 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. A Momentum agent can price yours against live local comps.
Looking to buy here? Search homes for sale →
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A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how WINTERSET GARDENS fits the bigger picture — live prices, inventory, and Momentum Scores:
More on Winterset Gardens
- Home values · What homes in Winterset Gardens actually sell for






