WINDWARD BEACH ESTATES
Homes for Sale in Little Torch Key, FL

Community in Little Torch Key · Monroe County · ZIP 33042
Median sale $762K
Free · No obligation
Talk to a WINDWARD BEACH ESTATES Expert

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

Built fromLive floridakeys data26 years of closingsUpdated twice daily
Live · WINDWARD BEACH ESTATES Housing Pulse floridakeys + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$762K
Median sold · 12 mo
84.7%
Sale vs ask
Monroe median: 91.8%
Tempo
89days
Median DOM · closed
89 days at the 2026 low
3
Sold · last 12 mo
10-yr average: about 1 a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Windward Beach Estates sits in Little Torch Key, Monroe County — deep in the Lower Keys where inventory is thin, buyers are deliberate, and the market moves on its own clock. The median sale price of $762,000 reflects the premium that waterfront or water-access positions command in this corridor, but price spread here is condition-driven and can be wide. A well-maintained Keys property and a deferred-maintenance one are not interchangeable at any price point, and buyers who treat the median as a floor or ceiling will misread the market.

At a median of 89 days on market, this is not a community where urgency is required — but that patience cuts both ways. Sellers who overprice relative to condition will sit; buyers who wait for distressed pricing in a low-inventory Lower Keys pocket often wait indefinitely. Only 3 closings make up the current snapshot, which means a single outlier transaction can move the median materially. Treat these figures as directional, not definitive.

The 60-Second Overview

WINDWARD BEACH ESTATES market snapshot (as of July 27, 2026): the median sale price is about $762K, and a median 89 days on market for closed sales.

Windward Beach Estates occupies a quiet stretch of Little Torch Key where the Lower Keys' characteristic mix of canal-front lots, open water exposure, and minimal commercial density defines the physical setting. No community amenities are identified in current MLS listings, which means the draw here is the Keys environment itself — not a managed amenity package.

Best for

  • Buyers targeting a Lower Keys waterfront or water-access property as a primary or secondary residence and budgeting near or above the $762,000 median with reserves for insurance and maintenance.
  • Buyers who have already researched Monroe County flood insurance costs and understand that Keys ownership economics differ materially from mainland Florida.
  • Patient buyers willing to monitor a low-volume market and move decisively when a well-priced listing appears, rather than expecting broad selection.

Probably not for

  • Buyers who need a wide selection of active listings to compare before committing — the transaction volume here does not support that process.
  • Buyers whose budget requires significant negotiation below the current median without a clear condition-related justification for the discount.
  • Buyers expecting a community amenity package or structured neighborhood programming — none is identified here, and the value proposition is the Keys setting, not managed common facilities.

Price History: What Homes Here Have Actually Sold For

Median sale price over the trailing 12 months ending July 27 of each year, from record-level floridakeys closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($762K) IS the median in the snapshot above.

Windows contain 0 to 3 sales each (3 in the current window); every figure carries its sample size, and thin markets swing on single closings. 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.

Homes sold per 12-mo window
012320122014201620182020202220242026
0 to 3 a year; 3 in the current window.

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.

Best Buy
Buyers seeking Keys waterfront access with patience for a deliberate, low-volume market.
Biggest Risk
Small sample size makes the median price unreliable as a standalone comp — condition and flood zone drive real value here.
Sweet Spot
A buyer who is pre-approved, has previewed insurance costs, and can move when the right property surfaces without being rushed by market pressure.
Avoid If
You need quick resale liquidity or are relying on rapid price movement to validate the purchase.

What the numbers actually tell you

Three closings is a small sample. In a market this size, one cash sale on a renovated waterfront lot versus one as-is inland close can swing the median substantially in either direction. The $762,000 median is the best single data point available, but it should be anchored against the specific property under consideration — its water access, elevation certificate, flood zone, and condition — rather than treated as a reliable comp in isolation.

The 89-day median DOM signals a market where buyers exercise real negotiating time. That is not a sign of distress; Lower Keys transactions routinely involve out-of-area buyers conducting due diligence from a distance, lender appraisal challenges in rural Monroe County, and insurance underwriting timelines that add friction regardless of buyer motivation. A seller who prices precisely and presents clean documentation will close faster than the median. A buyer who arrives pre-approved and has done preliminary insurance research will negotiate with more credibility.

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

Why work with Momentum here

Monroe County transactions carry layers that mainland deals do not: FEMA flood zone classifications, elevation certificates, wind mitigation reports, and the practical reality of a limited local appraiser pool. Momentum brings Northeast Florida coastal market discipline — waterfront due diligence, insurance cost modeling, and honest pricing calibration — to a market where a single misstep on any of those variables can unravel a closing. We will tell you when a list price is unsupported and when a property's insurance profile changes the real cost of ownership. That candor is the service.

WINDWARD BEACH ESTATES in 15 seconds.

Best forBuyers seeking Keys waterfront access with patience for a deliberate, low-volume market.
Biggest advantageThin inventory and low transaction volume mean motivated sellers can be identified and negotiated with directly.
Biggest riskSmall sample size makes the median price unreliable as a standalone comp — condition and flood zone drive real value here.
Sweet spotA buyer who is pre-approved, has previewed insurance costs, and can move when the right property surfaces without being rushed by market pressure.
Avoid ifYou need quick resale liquidity or are relying on rapid price movement to validate the purchase.

HOA, CDD & Fees

In short
  • Mandatory HOA — confirm current dues
  • 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 homes for sale in WINDWARD BEACH ESTATES on the map →

Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in WINDWARD BEACH ESTATES?
The median sale price in WINDWARD BEACH ESTATES was $762K over the 12 months ending July 27, 2026 (3 closed sales, floridakeys).
How long do homes in WINDWARD BEACH ESTATES take to sell?
Homes that closed in the 12 months ending July 27, 2026 took a median 89 days on market (3 sales, floridakeys).
Who is the best real estate agent for WINDWARD BEACH ESTATES?
The best agent for WINDWARD BEACH ESTATES is one who actively works Little Torch Key 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 WINDWARD BEACH ESTATES.
How do I find a top Little Torch Key real estate agent who knows WINDWARD BEACH ESTATES?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows WINDWARD BEACH ESTATES and the wider Little Torch Key area.
Can Momentum Realty connect me with an agent for WINDWARD BEACH ESTATES?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your WINDWARD BEACH ESTATES purchase or sale - no call center and no pressure.
Buyers targeting a Lower Keys waterfront or water-access property as a primary or secondary residence and budgeting near or above the $762,000 median with reserves for insurance and maintenance.Excellent fit
Buyers who have already researched Monroe County flood insurance costs and understand that Keys ownership economics differ materially from mainland Florida.Excellent fit
Patient buyers willing to monitor a low-volume market and move decisively when a well-priced listing appears, rather than expecting broad selection.Excellent fit
Buyers who need a wide selection of active listings to compare before committing — the transaction volume here does not support that process.Probably not
Buyers whose budget requires significant negotiation below the current median without a clear condition-related justification for the discount.Probably not
Buyers expecting a community amenity package or structured neighborhood programming — none is identified here, and the value proposition is the Keys setting, not managed common facilities.Probably not

Data sources & freshness

Community market statsfloridakeys closed sales, 12-month windows ending July 27, 2026
Historical depthClosed-sale records back to 2000 (24 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 floridakeys 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 floridakeys member average and 8 days faster, and we’ll price yours against live your area 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 →
Talk to a Local WINDWARD BEACH ESTATES Expert
Call Get Listings