Aerial view of Windward Beach Estates

Windward Beach Estates
Homes for Sale in Little Torch Key, FL

All 10 homes for sale in Little Torch Key, FL · median $747,450 · Monroe County homes for sale

Community in Little Torch Key · Monroe County · ZIP 33042
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Built fromLive Florida Keys MLS data26 years of closingsUpdated twice daily

Nearby homes for sale

No active listings inside WINDWARD BEACH 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.

629 Powell Avenue
$699K · 0.2 mi away
2 bd · 1 ba
629 Powell Avenue
Listed by Taylor & Assoc. RE, Inc.
28441 Meyer Avenue
$745K · 0.3 mi away
2 bd · 2 ba
28441 Meyer Avenue
Listed by KeyIsle Realty
711 State Road #4A
$640K · 0.3 mi away
3 bd · 2 ba
711 State Road #4A
Listed by Island Welcome Real Estate
28110 Dorothy Avenue
$750K · 0.3 mi away
3 bd · 2 ba
28110 Dorothy Avenue
Listed by Coldwell Banker Schmitt Real Estate Co
27937 Coral Shores Road
$759K · 0.8 mi away
3 bd · 2 ba
27937 Coral Shores Road
Listed by Berkshire Hathaway HomeServices Knight & Gardner Realty
27965 Tarpon Terrace
$338K · 0.9 mi away
2 bd · 1 ba
27965 Tarpon Terrace
Listed by KeyIsle Realty

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

The market around Windward Beach Estates

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

In ZIP 33042, 140 homes are on the market and 21% are under contract — a steady corner of Little Torch Key.

Across Monroe County, 1,268 homes are active and 244 pending (16% under contract).

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

Housing distress & ownership in WINDWARD BEACH ESTATES, Little Torch Key

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 12 listings
Distress share trend — 0.0% now (2026-09-14 → 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 data provided by Florida Keys MLS, Inc. Information is deemed reliable but is not guaranteed by the MLS to be accurate. Deemed reliable but not guaranteed.

If we were buying in Windward Beach 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 Windward Beach Estates.

The location and the amenities are priced into every listing in Windward Beach Estates. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Windward Beach 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 Windward Beach 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 Windward Beach Estates sales matched to your home.

What is your Windward Beach Estates home worth?

Get a no-obligation home value based on real comparable sales in Windward Beach 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 Little Torch Key →

Real comps, not an automated estimate.

Data sources & freshness

Under-contract sharesFlorida Keys MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2000 (23 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 Keys 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 Keys MLS member average and 8 days faster, and we’ll 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
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Nearby Communities

Explore more neighborhoods near Windward Beach Estates with Momentum Realty’s local guides.

Mates Beach0.2 mi away · median $1.12M, 6 sales/12 moLadies Acre0.3 mi away · 57 homes, built 1956–23Coral Shores Estates0.9 mi away · median $360K, 13 sales/12 moPine Channel Estates1.1 mi away · median $1.17M, 12 sales/12 moJolly Roger Estates1.2 mi away · median $1.20M, 16 sales/12 moEden Pines Colony1.3 mi away · median $880K, 24 sales/12 moTropical Key Colony1.4 mi away · 90 homes, built 1968–22Breezy Pines RV Estates1.5 mi away

Browse all neighborhood guides →

Common questions about Windward Beach Estates

Where is Windward Beach Estates?

Windward Beach Estates is a community in Little Torch Key, Monroe County, Florida, ZIP 33042.

Are there homes for sale in Windward Beach Estates right now?

No active listings inside Windward Beach 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 Windward Beach Estates have an HOA or CDD?

No HOA is on record for Windward Beach 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.

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