Wyndsor at Lake Winterset in Winter Haven

Wyndsor at Lake Winterset
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 33884
56 homesBuilt 2002–2024
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data13 years of closingsFL DOR public recordsUpdated twice daily

Nearby homes for sale

No active listings inside WYNDSOR AT LAKE WINTERSET 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.

355 RUBY LAKE LOOP
$466K · 0.2 mi away
4 bd · 3 ba · 2,648 sqft
355 RUBY LAKE LOOP
Listed by 1513 REALTY LLC
119 LANTERN LANE
$235K · 0.2 mi away
2 bd · 2 ba · 1,134 sqft
119 LANTERN LANE
Listed by MARK SPAIN REAL ESTATE
802 MARCIA LOOP
$350K · 0.4 mi away
3 bd · 2 ba · 1,539 sqft
802 MARCIA LOOP
Listed by LOCKHART & ASSOCIATES INC
511 MARCIA LOOP
$260K · 0.4 mi away
4 bd · 2.5 ba · 2,159 sqft
511 MARCIA LOOP
Listed by THE STONES REAL ESTATE FIRM
622 CRYSTALS BOULEVARD
$240K · 0.4 mi away
3 bd · 2 ba · 1,328 sqft
622 CRYSTALS BOULEVARD
Listed by CAISSA REALTY INVESTMENT INC
5 MOONLIGHT LANE
$215K · 0.5 mi away
2 bd · 2 ba · 952 sqft
5 MOONLIGHT LANE
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.

As of September 2026, the MLS records 20 closed sales in Wyndsor at Lake Winterset in Winter Haven, FL since 2013, the most recent in April 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 · Wyndsor at Lake Winterset 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
2
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
71%
Owner-occupied · Wyndsor at Lake Winterset
40 of 56 parcels homesteaded (FL DOR 2025)
29%
Non-owner-occupied · Wyndsor at Lake Winterset
incl. 21% trust or LLC-held · 2% out-of-state
33%
Cash buyers · Wyndsor at Lake Winterset
1 of 3 sales, 12 mo ending June 2026
56
Homes in the community
56 residential parcels (FL DOR 2025)
Track record · 13 years of records
Est. 2002
Community established
homes built 2002-2024, median 2005 (FL DOR 2025)
0
Failed listings · 2024
peaked at 10 in 2007
3.6%/yr
Turnover rate
about 2 of 56 homes trade a year

The market around Wyndsor at Lake Winterset

Wyndsor at Lake Winterset is a small community — 81 recorded sales on file, most recently in 2024 — too few for its own price trend. Here is the market around it.

In ZIP 33884, 457 homes are on the market and 25% are under contract — a steady corner of Winter Haven.

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

Homes here are single family residence.

ZIP and county figures describe the wider market, not Wyndsor at Lake Winterset 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
  • Magnet and choice options may apply · Choice

Zoned schools reflect the assignments reported on recent Wyndsor at Lake Winterset 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 Wyndsor at Lake Winterset address.

If we were buying in Wyndsor at Lake Winterset 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 Wyndsor at Lake Winterset.

A closer look at the Wyndsor at Lake Winterset market

The housing stock is 56 homes built between 2002 and 2024, and 71% 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 Wyndsor at Lake Winterset. 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 Wyndsor at Lake Winterset sales matched to your home.

What is your Wyndsor at Lake Winterset home worth?

Get a no-obligation home value based on real comparable sales in Wyndsor at Lake Winterset, 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 Wyndsor at Lake Winterset 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.

Wyndsor at Lake Winterset Market Scorecard

Thin data

Wyndsor at Lake Winterset 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

How many homes are in Wyndsor at Lake Winterset?
The Florida DOR 2025 assessment roll shows 56 homes in Wyndsor at Lake Winterset (public records).
What share of Wyndsor at Lake Winterset is owner-occupied?
71% of Wyndsor at Lake Winterset parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Wyndsor at Lake Winterset built?
Homes in Wyndsor at Lake Winterset were built between 2002 and 2024, with a median year built of 2005 (FL DOR 2025 roll).
Do cash buyers compete in Wyndsor at Lake Winterset?
Cash buyers took 33% of Wyndsor at Lake Winterset sales in the 12 months ending June 2026 (1 of 3 closings, Stellar MLS).
What schools serve Wyndsor at Lake Winterset?
Wyndsor at Lake Winterset 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 Wyndsor at Lake Winterset?
The best agent for Wyndsor at Lake Winterset 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 Wyndsor at Lake Winterset.
How do I find a top Winter Haven real estate agent who knows Wyndsor at Lake Winterset?
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 Wyndsor at Lake Winterset and the wider Winter Haven area.
Can Momentum Realty connect me with an agent for Wyndsor at Lake Winterset?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Wyndsor at Lake Winterset purchase or sale - no call center and no pressure.

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: June 25, 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 2013 (20 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 WYNDSOR AT LAKE WINTERSET? 2 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 Wyndsor at Lake Winterset with Momentum Realty’s local guides.

Eloise Pointe Estates0.2 mi away · 115 homes, built 1988–18Bridgewater Lakeland0.3 mi away · 172 homes, built 1985–24WAWyndham At Lake Winterset0.4 mi awayOrange Manor West Coop Inc0.6 mi away · median $85K, 12 sales/12 moEloise Cove0.6 mi away · median $440K, 3 sales/12 moSkidmore0.6 mi away · 50 homes, built 1969–19LWLake Winterset Acres0.8 mi away · 1 for sale

Browse all neighborhood guides →

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