Winterset Gardens in Winter Haven

Winterset Gardens
Homes for Sale in Winter Haven, FL

Community in Winter Haven · Polk County · ZIP 33884
52 homesBuilt 1957–2021Median sale $482K
Free · No obligation
Talk to a Winterset Gardens Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data21 years of closingsFL DOR public recordsUpdated twice daily

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).

Live · Winterset Gardens Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$482K
Median sold · 12 mo
$136/sf
Sold $/sqft · 12 mo
peak $210 in 2023
92.6%
Sale vs ask
Tempo
31days
Median DOM · closed
19 days at the 2016 low
0 · 0
For sale · pending
live counts, refreshed twice daily
3
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
83%
Owner-occupied · Winterset Gardens
43 of 52 parcels homesteaded (FL DOR 2025)
17%
Non-owner-occupied · Winterset Gardens
incl. 6% trust or LLC-held · 2% out-of-state
0%
Cash buyers · Winterset Gardens
0 of 4 sales, 12 mo ending June 2026
52
Homes in the community
52 residential parcels (FL DOR 2025)
Track record · 21 years of records
1957–2021
Years homes were built
median 1972 · county roll (FL DOR 2025)
0
Failed listings · 2024
peaked at 8 in 2008
2,615sqft
Median sold home size
12-mo windows, closed sales
5.8%/yr
Turnover rate
about 3 of 52 homes trade a year
Jon Brooks, Co-Founder of Momentum Realty
Jon's Read · written October 26, 2026

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.

4407 MANDOLIN BOULEVARD
$460K · 0.4 mi away
5 bd · 3 ba · 3,318 sqft
4407 MANDOLIN BOULEVARD
Listed by THE MARKET REALTY COMPANY
6624 WINTERSET GARDENS ROAD
$440K · 0.5 mi away
5 bd · 2.5 ba · 2,526 sqft
6624 WINTERSET GARDENS ROAD
Listed by COLDWELL BANKER REALTY
9469 WATERFORD OAKS DRIVE
$760K · 0.5 mi away
4 bd · 3 ba · 3,648 sqft
9469 WATERFORD OAKS DRIVE
Listed by KELLER WILLIAMS ST PETE REALTY
4314 MANDOLIN BOULEVARD
$315K · 0.5 mi away
4 bd · 2 ba · 1,733 sqft
4314 MANDOLIN BOULEVARD
Listed by THE STONES REAL ESTATE FIRM
4462 EMERALD PALMS LANE
$975K · 0.6 mi away
4 bd · 3 ba · 2,825 sqft
4462 EMERALD PALMS LANE
Listed by FLAT FEE MLS REALTY
9513 WATERFORD OAKS BOULEVARD
$725K · 0.6 mi away
5 bd · 3.5 ba · 3,611 sqft
9513 WATERFORD OAKS BOULEVARD
Listed by KELLER WILLIAMS REALTY SMART 1

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.

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.

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.

Homes sold per 12-mo window
02420122014201620182020202220242026
0 to 4 a year; 3 in the current window.
Sellers who gave up · failed listings per year
0258200620082010201220142016202020222024
Canceled, expired, or withdrawn. 8 quit in 2008; 0 so far in 2024. The clearest stress gauge a community has.
How much local inventory is already under contract

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

Balanced

Winterset Gardens is currently a balanced market..

$482,000
Median sold
0/0/0
Active/Pend/Sold 12 mo

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

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 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.

If we were buying in Winterset Gardens 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 Winterset Gardens.

Best Buy
Buyers who want a larger home in an established, low-turnover pocket of Winter Haven.
Biggest Risk
A build range from 1957 to 2021 means systems and condition vary wildly house to house.
Sweet Spot
An updated home near the median of $482,000 that doesn't need immediate capital work.
Avoid If
You need move-in inventory now or want HOA-style shared amenities.

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.

Jon Brooks · Founder, Momentum Realty

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.

Best forBuyers who want a larger home in an established, low-turnover pocket of Winter Haven.
Biggest advantageWith zero active listings and heavy owner-occupancy, sellers hold real pricing leverage.
Biggest riskA build range from 1957 to 2021 means systems and condition vary wildly house to house.
Sweet spotAn updated home near the median of $482,000 that doesn't need immediate capital work.
Avoid ifYou need move-in inventory now or want HOA-style shared amenities.
The takeaway

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.

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 →

Real comps, not an automated estimate.
Winterset Gardens key facts
LocationWinter Haven, Polk County, FL · ZIP 33884
Homes in the community52 (FL DOR 2025 assessment roll)
Years built1957–2021 (median 1972)
Typical living area3,062 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 now0 active, 0 pending
Owner-occupied (homestead) share83%
Zoned public schoolsPolk 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.

Active inventory in distress
0.0%
0 of 13 listings
Distress share trend - 0.0% now (2026-08-10 → 2026-10-28)

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.

Streets in this community

Street-level pages: every home on record, what sold and what is for sale on each street.

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.

Equal Housing Opportunity. Every community is open to everyone; alerts are about homes, never about who lives here.

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.

Property facts only: homes, fees, rules, commute. Every community is open to everyone; agents do not answer questions about who lives here.

Frequently Asked Questions

What is the median home price in Winterset Gardens?
The median sale price in Winterset Gardens was $482K over the 12 months ending August 2, 2026 (3 closed sales, Stellar MLS).
How long do homes in Winterset Gardens take to sell?
Homes that closed in the 12 months ending August 2, 2026 took a median 31 days on market (3 sales, Stellar MLS).
How many homes are in Winterset Gardens?
The Florida DOR 2025 assessment roll shows 52 homes in Winterset Gardens (public records).
What share of Winterset Gardens is owner-occupied?
83% of Winterset Gardens parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Winterset Gardens built?
Homes in Winterset Gardens were built between 1957 and 2021, with a median year built of 1972 (FL DOR 2025 roll).
Do cash buyers compete in Winterset Gardens?
Cash buyers took 0% of Winterset Gardens sales in the 12 months ending June 2026 (0 of 4 closings, Stellar MLS).
What schools serve Winterset Gardens?
Winterset Gardens 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 Winterset Gardens?
The best agent for Winterset Gardens 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 Winterset Gardens.
How do I find a top Winter Haven real estate agent who knows Winterset Gardens?
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 Winterset Gardens and the wider Winter Haven area.
Can Momentum Realty connect me with an agent for Winterset Gardens?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Winterset Gardens purchase or sale - no call center and no pressure.
Where is Winterset Gardens, and what county is it in?
Winterset Gardens is in Winter Haven, Polk County, FL, ZIP 33884.
Buying for space - a median home here clears 3,000 square feet.Excellent fit
Buyers who value a settled, low-turnover street over new-construction uniformity.Excellent fit
Willing to wait and act fast when a home lists, since nothing is currently active.Excellent fit
Needing to tour and close quickly from standing inventory.Probably not
Wanting a pool, clubhouse, or other shared amenities - none are identified here.Probably not
Seeking a predictable, uniform build where every home is the same era and condition.Probably not

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 (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 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 →

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.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →

More on Winterset Gardens

Nearby Communities

Explore more neighborhoods near Winterset Gardens with Momentum Realty’s local guides.

Tuscany At Winterset0.2 mi awayMandolin0.5 mi awaySavanna Pointe Winter Haven0.5 mi awayWaterford Oaks0.6 mi awayWyndham At Lake Winterset0.6 mi awayTerranova0.6 mi awayHart Lake Hills Winter Haven0.7 mi awayTerranova Winter Haven0.7 mi away

Browse all neighborhood guides →

Talk to a Local Winterset Gardens Expert
Call Get Listings