Aerial view of Windsor Estates

Windsor Estates
Homes for Sale in Bonita Springs, FL

All 406 homes for sale in Bonita Springs, FL · median $425,125 · 314 homes for sale in 34134 · Lee County homes for sale

Community in Bonita Springs · Lee County · ZIP 34134
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Florida Gulf Coast MLS data12 years of closingsUpdated twice daily
Live · Windsor Estates Housing Pulse Florida Gulf Coast 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
1
Sold · last 12 mo
10-yr average: about 2 a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

There is no recent closings data in this snapshot, so any pricing conversation here has to lean on what is actively listed rather than on recently completed sales. That is worth flagging up front: a buyer or seller pricing off national or countywide trend lines is working from the wrong dataset for this specific pocket.

What does show up clearly is scale and vintage. Homes here run large — a median living area over 3,200 square feet — on a build timeline that stretches from the early 1980s to as recent as 2016, with the typical home dating to 1986. That spread means condition and updates, not just square footage, will be doing most of the work in how any given listing gets priced against its neighbors.

Nearby homes for sale

No active listings inside Windsor 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.

28431 Windsor RD
$399K · 0.2 mi away
3 bd · 2 ba · 984 sqft
28431 Windsor RD
Listed by John R Wood Properties
3921 Leeward Passage CT 102
$256K · 0.4 mi away
2 bd · 2 ba · 1,111 sqft
3921 Leeward Passage CT 102
Listed by VIP Realty Group Inc
28581 Winthrop CIR
$899K · 0.4 mi away
3 bd · 2 ba · 1,850 sqft
28581 Winthrop CIR
Listed by Orchid Realty International
3941 Leeward Passage CT 205
$284K · 0.4 mi away
2 bd · 2 ba · 1,204 sqft
3941 Leeward Passage CT 205
Listed by Maxim LLC
3960 Leeward Passage CT 104
$325K · 0.4 mi away
2 bd · 2 ba · 1,179 sqft
3960 Leeward Passage CT 104
Listed by Realty One Group MVP
3991 Windward Passage CIR 202
$319K · 0.4 mi away
2 bd · 2 ba · 1,478 sqft
3991 Windward Passage CIR 202
Listed by John R Wood Properties

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

The 60-Second Overview

Windsor Estates in Bonita Springs is a small, established pocket of 46 homes built mostly in the 1980s with a scattering of newer construction through 2016, and the current MLS data shows no identified community amenities to factor into value.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Best for

  • Buyers prioritizing larger living space over community amenities.
  • Buyers comfortable evaluating a home on its individual condition rather than a subdivision-wide standard.
  • Owner-occupant buyers, given the majority-homestead ownership pattern already established here.

Probably not for

  • Buyers who want a defined amenity package as part of the purchase.
  • Buyers who need recent sold comps to feel confident pricing an offer.
  • Buyers seeking a single, consistent architectural vintage rather than a mixed build-year inventory.

The market around Windsor Estates

Windsor Estates is too small for its own price trend, so here is the market around it.

In ZIP 34134, 391 homes are on the market and 18% are under contract — a steady corner of Bonita Springs.

Across Lee County, 7,579 homes are active and 1,646 pending (18% under contract).

In ZIP 34134 (Bonita Springs), 1,060 homes closed in the last 12 months at a median of $595K ($293/sq ft), down 1.0% year over year, with a median 81 days on market. Right now 437 active and 104 pending listings — a buyer's market. See the live ZIP 34134 housing market and the Lee County market.

ZIP and county figures describe the wider market, not Windsor Estates specifically. Momentum Research analysis of MLS records.

Housing distress & ownership in Windsor Estates, Bonita Springs

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 4 listings
Distress share trend — 0.0% now (2026-09-04 → 2026-09-19)

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. Listing information provided by the Florida Gulf Coast Multiple Listing Service, Inc. Information is deemed reliable but not guaranteed by the MLS to be accurate. Deemed reliable but not guaranteed.

If we were buying in Windsor 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 Windsor Estates.

Best Buy
Buyers and sellers who want a larger-footprint home and are comfortable pricing off active inventory rather than recent sold data.
Biggest Risk
With no closings recorded in this window, there is no recent sold-price reference to anchor a value conversation.
Sweet Spot
Homes built closer to the 2016 end of the range, where less updating work is likely still needed.
Avoid If
You want a community with defined shared amenities — none are currently identified here.

A vintage mix with no recent comps

The build range here — 1982 to 2016, median 1986 — means this is not a single-phase subdivision with one architectural style and one renovation clock. Buyers will find original construction sitting alongside meaningfully newer homes, and that gap shows up in finishes, systems, and how much updating a given property has already absorbed.

With zero closings in the current window, there is no fresh sold data to anchor a comparison. That puts more weight on a direct look at what is active right now — condition, size, and lot specifics — rather than on a trend line. It also means sellers here should expect pricing conversations to be more manual and less formulaic than in a community with steady recent turnover.

“

The location and the amenities are priced into every listing in Windsor Estates. 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 community with no recent closings to pull from, pricing a home well or making a competitive offer means building the comparison set by hand — pulling active listings, weighing build year against condition, and reading square footage against layout rather than relying on an automated trend. That is the kind of groundwork we do before a number ever gets attached to a listing or an offer.

Windsor Estates in 15 seconds.

Best forBuyers and sellers who want a larger-footprint home and are comfortable pricing off active inventory rather than recent sold data.
Biggest advantageHomes here run large, with a median living area over 3,200 square feet.
Biggest riskWith no closings recorded in this window, there is no recent sold-price reference to anchor a value conversation.
Sweet spotHomes built closer to the 2016 end of the range, where less updating work is likely still needed.
Avoid ifYou want a community with defined shared amenities — none are currently identified here.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Windsor Estates homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Windsor Estates.
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 Windsor Estates sales matched to your home.

What is your Windsor Estates home worth?

Get a no-obligation home value based on real comparable sales in Windsor 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 Bonita Springs →

Real comps, not an automated estimate.
Buyers prioritizing larger living space over community amenities.Excellent fit
Buyers comfortable evaluating a home on its individual condition rather than a subdivision-wide standard.Excellent fit
Owner-occupant buyers, given the majority-homestead ownership pattern already established here.Excellent fit
Buyers who want a defined amenity package as part of the purchase.Probably not
Buyers who need recent sold comps to feel confident pricing an offer.Probably not
Buyers seeking a single, consistent architectural vintage rather than a mixed build-year inventory.Probably not

Data sources & freshness

Live listingsFlorida Gulf Coast MLS, refreshed twice daily (last: September 17, 2026)
Under-contract sharesFlorida Gulf Coast MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2014 (28 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 Florida Gulf Coast 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 Florida Gulf Coast MLS member average and 8 days faster, and we’ll price yours against live local comps.

Looking to buy here? Search homes for sale →

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Common questions about Windsor Estates

Where is Windsor Estates?

Windsor Estates is a community in Bonita Springs, Lee County, Florida, ZIP 34134.

Are there homes for sale in Windsor Estates right now?

No active listings inside Windsor Estates at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Windsor Estates have an HOA or CDD?

No HOA is on record for Windsor Estates in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.

Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.

Thinking of selling in Windsor Estates? 1 recorded closings (window ending 2026-09-20). See the Lee 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 Windsor Estates with Momentum Realty’s local guides.

Cartwrights0.1 mi away · median $648K, 4 sales/12 moBonita Sands0.2 mi awayHidden Lakes At Woods Edge0.3 mi awaySunset Acres (Lee)0.4 mi awayBermuda Isles0.4 mi away · median $275K, 7 sales/12 moBermuda Cays0.4 mi away · median $300K, 7 sales/12 moBonita Village (Lee)0.5 mi away · median $630K, 3 sales/12 moCarmel (Lee)0.5 mi away

Browse all neighborhood guides →

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The real cost & risk here

Before the list price, the Florida math the portals skip. These are Lee County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$2,184/mo
Lee County typical true cost to own
$183/mo
Lee 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.