Village/Whisperwood
Homes for Sale in Winter Park, FL

All 337 homes for sale in Winter Park, FL · median $664,900 · 70 homes for sale in 32792 · Orange County homes for sale

Community in Winter Park · Orange County · ZIP 32792
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data10 years of closingsUpdated twice daily

As of September 2026, the MLS records 8 closed sales in Village/Whisperwood in Winter Park, FL since 2016, the most recent in June 2026. Across Winter Park as a whole, 494 homes closed in the last 12 months at a median of $459,450, 34 median days on market, with 124 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $7,660 ($6,990 with the full homestead exemption).

Live · Village/Whisperwood 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
1
Sold · last 12 mo
10-yr average: about 1 a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Whisperwood is a hard community to read from the numbers alone, and that is the honest starting point. Over the most recent window tracked, only a single closing came through the MLS feed for this community, which is not enough activity to establish a reliable price trend, days-on-market pattern, or price-per-square-foot baseline. Anyone quoting you a confident market read on this specific pocket of Winter Park right now is extrapolating more than the data supports.

What this means practically: pricing here should be built home-by-home, using nearby Winter Park comparables and the specific condition and lot characteristics of the subject property, rather than leaning on a community-level average that does not exist yet. If you are buying or selling in Whisperwood, the work is in the comp package, not the community dashboard.

Nearby homes for sale

No active listings inside Village/Whisperwood 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.

3071 GEORGE MASON AVENUE #5
$90K · 0.1 mi away
1 ba · 549 sqft
3071 GEORGE MASON AVENUE #5
Listed by CASTLE & COTTAGE REALTY LLC
3243 FOREST OAKS COURT #117
$172K · 0.1 mi away
2 bd · 1.5 ba · 990 sqft
3243 FOREST OAKS COURT #117
Listed by SOGO REAL ESTATE SERVICES LLC
7300 DANIEL WEBSTER DRIVE #M7
$159K · 0.1 mi away
2 bd · 2.5 ba · 1,108 sqft
7300 DANIEL WEBSTER DRIVE #M7
Listed by STIRLING INTERNATIONAL REAL ES
3027 AARON BURR AVENUE #L1
$159K · 0.1 mi away
2 bd · 2.5 ba · 1,090 sqft
3027 AARON BURR AVENUE #L1
Listed by STIRLING INTERNATIONAL REAL ES
3021 AARON BURR AVENUE #3
$140K · 0.1 mi away
2 bd · 2.5 ba · 1,090 sqft
3021 AARON BURR AVENUE #3
Listed by NAIM REAL ESTATE LLC
7468 CANFORD COURT #24
$185K · 0.1 mi away
2 bd · 1.5 ba · 1,365 sqft
7468 CANFORD COURT #24
Listed by EMPIRE NETWORK REALTY

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

The 60-Second Overview

Whisperwood sits within Winter Park in Orange County, but current MLS activity here is too limited to support a standalone market snapshot — the most recent tracked window shows a single closing and no community amenities identified in listing data.

Stellar MLS sales records identify 20 homes in Village/Whisperwood that have changed hands since 2016, built between 2007 and 2012 (median 2009), with a median living area of about 1,565 sq ft and a typical 3-bedroom, 2.5-bath layout. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

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

  • A buyer comfortable making a decision based on a custom, property-specific comp analysis rather than published community trends
  • A seller willing to price based on recent comparable Winter Park sales rather than a track record within this specific community
  • Someone targeting the Winter Park area broadly and open to a property here if the individual home and lot check out

Probably not for

  • A buyer who wants to see an established pricing pattern or days-on-market trend before making an offer
  • Someone shopping specifically for listed community amenities, since none are currently identified in MLS data here
  • A seller expecting recent community sales data to support an aggressive asking price

The market around Village/Whisperwood

Village/Whisperwood is too small for its own price trend, so here is the market around it.

In ZIP 32792, 137 homes are on the market and 21% are under contract — a steady corner of Winter Park.

Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).

In ZIP 32792 (Winter Park), 612 homes closed in the last 12 months at a median of $408K ($259/sq ft), down 2.0% year over year, with a median 28 days on market. Right now 48 active and 14 pending listings put supply at about 3.3 months — a balanced market. See the live ZIP 32792 housing market and the Orange County market.

ZIP and county figures describe the wider market, not Village/Whisperwood specifically. Momentum Research analysis of MLS records.

If we were buying in Village/Whisperwood 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 Village/Whisperwood.

Best Buy
Buyers or sellers who need a property-specific valuation rather than a community-level pricing story.
Biggest Risk
The data is too thin right now to confirm pricing trend, pace, or demand at the community level.
Sweet Spot
A one-off purchase or sale where the analysis is built from comparable Winter Park homes, not this community's own closing history.
Avoid If
You are relying on community-level stats alone to set a price or timeline — there is not enough data here to support that yet.

Reading a thin data market

A single closing in a tracked window is not a market signal, it is a data point. It cannot tell you whether prices are trending up, down, or flat, whether homes are sitting or moving fast, or where a fair offer should land. Treating it as a trend would be a mistake in either direction — for a buyer hoping to lowball based on a slow appearance, or a seller hoping to price aggressively based on one strong sale.

The absence of listed community amenities in current MLS data is also worth noting as a fact, not a flaw. It may reflect how the community is marketed, how listings are entered, or simply a lack of shared amenity infrastructure — any of these is possible, and the honest answer is that the data does not resolve it. A property-level walk-through and a look at the immediate surrounding streets will tell you more than the aggregate feed does here.

The location and the amenities are priced into every listing in Village/Whisperwood. 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 this little transaction volume, the value of an agent shifts from interpreting community-wide stats to building a defensible, house-specific comp set — pulling from adjacent Winter Park activity, verifying condition against recent closings, and pressure-testing any number before it goes on a contract. That is the work we do when the aggregate data runs thin.

Village/Whisperwood in 15 seconds.

Best forBuyers or sellers who need a property-specific valuation rather than a community-level pricing story.
Biggest advantageLocation within Winter Park in Orange County, with Winter Park's broader market as a reference point.
Biggest riskThe data is too thin right now to confirm pricing trend, pace, or demand at the community level.
Sweet spotA one-off purchase or sale where the analysis is built from comparable Winter Park homes, not this community's own closing history.
Avoid ifYou are relying on community-level stats alone to set a price or timeline — there is not enough data here to support that yet.

HOA, CDD & Fees

In short
  • HOA dues reported around $385/month (about $4,620/yr) · median of 3 MLS listings, most billed monthly
  • Any club/amenity membership is billed separately

Listings in this community report association dues of about $385 per month ($4,620 a year) — the median AssociationFee across 3 MLS records, normalised to a monthly figure; most are billed monthly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.

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 Village/Whisperwood sales matched to your home.

What is your Village/Whisperwood home worth?

Get a no-obligation home value based on real comparable sales in Village/Whisperwood, 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 Park →

Real comps, not an automated estimate.
A buyer comfortable making a decision based on a custom, property-specific comp analysis rather than published community trendsExcellent fit
A seller willing to price based on recent comparable Winter Park sales rather than a track record within this specific communityExcellent fit
Someone targeting the Winter Park area broadly and open to a property here if the individual home and lot check outExcellent fit
A buyer who wants to see an established pricing pattern or days-on-market trend before making an offerProbably not
Someone shopping specifically for listed community amenities, since none are currently identified in MLS data hereProbably not
A seller expecting recent community sales data to support an aggressive asking priceProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 14, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2016 (8 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 local comps.

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CallFree valuation →
Thinking of selling in Village/Whisperwood? 1 recorded closings (window ending 2026-09-12). See the Orange 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.

Common questions about Village/Whisperwood

Where is Village/Whisperwood?

Village/Whisperwood is a community in Winter Park, Orange County, Florida, ZIP 32792.

Are there homes for sale in Village/Whisperwood right now?

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

Does Village/Whisperwood have an HOA or CDD?

No HOA is on record for Village/Whisperwood 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.

Nearby Communities

Explore more neighborhoods near Village/Whisperwood with Momentum Realty’s local guides.

WWhisperwood0.1 mi awayColonies0.1 mi away · median $90K, 9 sales/12 moWCWhisperwood Condo0.2 mi away · 3 for saleHOHidden Oaks Condo0.2 mi away

Browse all neighborhood guides →

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Village Whisperwood Market Scorecard

No active listings

Village Whisperwood is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$218,000
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/1
Active/Pend/Sold

Typical home value in the 32792 ZIP is $398,663, about 20.6% above the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · 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.