Village/Whisperwood in Winter Park

Village/Whisperwood
Homes for Sale in Winter Park, FL

All 394 homes for sale in Winter Park, FL · median $636,250 · 95 condos for sale in Winter Park · 158 homes for sale in 32792 · Orange County homes for sale

Community in Winter Park · Orange County · ZIP 32792
72 homesBuilt 1974–2012
Free · No obligation
Talk to a Village/Whisperwood Expert

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

Photo via Stellar MLS

Built fromLive Stellar MLS data10 years of closingsFL DOR public recordsUpdated twice daily

As of November 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, 887 homes closed in the last 12 months at a median of $499,000, 37 median days on market, with 326 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $8,320 ($7,650 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
Ownership and context
32%
Owner-occupied · Village/Whisperwood
23 of 72 parcels homesteaded (FL DOR 2025)
68%
Non-owner-occupied · Village/Whisperwood
incl. 15% trust or LLC-held · 100% out-of-state
72
Homes in the community
72 residential parcels (FL DOR 2025)
Track record · 10 years of records
7
Recorded sales · 2024-2025
median $185K · qualified sales on the county roll (FL DOR 2025)
1974–2012
Years homes were built
median 1985 · county roll (FL DOR 2025)
Jon Brooks, Co-Founder of Momentum Realty
Jon's Read · written July 21, 2026

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.

Figures in this note are as of July 21, 2026. The live market numbers elsewhere on this page update nightly and are newer.

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.

7327 FOREST HILL COURT #223
$175K · 0.1 mi away
2 bd · 2.5 ba · 1,031 sqft
7327 FOREST HILL COURT #223
Listed by M L VAZ REALTY INC
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
3027 AARON BUR AVENUE #L1
$170K · 0.1 mi away
2 bd · 2.5 ba · 1,090 sqft
3027 AARON BUR AVENUE #L1
Listed by HOMESMART
7463 CANFORD COURT #15
$270K · 0.1 mi away
3 bd · 2.5 ba · 1,580 sqft
7463 CANFORD COURT #15
Listed by EXP REALTY LLC
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
7488 WHISPERWOOD DRIVE #28
$210K · 0.2 mi away
2 bd · 2.5 ba · 1,578 sqft
7488 WHISPERWOOD DRIVE #28
Listed by PARKVIEW REAL ESTATE

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.

County records show 7 qualified sales in Village/Whisperwood across 2024–2025 (4 in 2024, 3 in 2025), median $185,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

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, 151 homes are on the market and 19% are under contract — a steady corner of Winter Park.

Across Orange County, 5,774 homes are active and 1,755 pending (23% under contract).

In ZIP 32792 (Winter Park), 236 homes closed in the last 12 months at a median of $447K ($264/sq ft), down 7.0% year over year, with a median 32 days on market. Right now 9 active and 11 pending listings. 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.
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.
Village/Whisperwood key facts
LocationWinter Park, Orange County, FL · ZIP 32792
Homes in the community72 (FL DOR 2025 assessment roll)
Years built1974–2012 (median 1985.0)
Typical living area1,365 sq ft (median)
Amenities listed by sellersClubhouse, Deed Restrictions, Pool
For sale right now0 active, 0 pending
Owner-occupied (homestead) share32%

Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2016 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Village/Whisperwood key facts,” movewithmomentum.com/neighborhoods/village-whisperwood, data as of September 20, 2026.

Housing distress & ownership in Village/Whisperwood, Winter Park

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 15 listings
Distress share trend — 0.0% now (2026-09-14 → 2026-11-08)

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. Based on Stellar MLS data distributed by MLS GRID for the period November 2026 through November 2026. Deemed reliable but not guaranteed.

Email me new listings in Village/Whisperwood

One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.

Equal Housing Opportunity. Every community is open to everyone; alerts are about homes, never about who lives here.

Ask an agent about Village/Whisperwood

Have a question about the homes, fees, rules or commute here? A Momentum agent who works Village/Whisperwood will answer, and the answer is published on this page for the next buyer.

Property facts only: homes, fees, rules, commute. Every community is open to everyone; agents do not answer questions about who lives here.

Frequently Asked Questions

How many homes are in Village/Whisperwood?
The Florida DOR 2025 assessment roll shows 72 homes in Village/Whisperwood (public records).
What share of Village/Whisperwood is owner-occupied?
32% of Village/Whisperwood parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Village/Whisperwood built?
Homes in Village/Whisperwood were built between 1974 and 2012, with a median year built of 1985.0 (FL DOR 2025 roll).
Who is the best real estate agent for Village/Whisperwood?
The best agent for Village/Whisperwood is one who actively works Winter Park 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 Village/Whisperwood.
How do I find a top Winter Park real estate agent who knows Village/Whisperwood?
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 Village/Whisperwood and the wider Winter Park area.
Can Momentum Realty connect me with an agent for Village/Whisperwood?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Village/Whisperwood purchase or sale - no call center and no pressure.
Where is Village/Whisperwood, and what county is it in?
Village/Whisperwood is in Winter Park, Orange County, FL, ZIP 32792. The community's center is about 4 miles east of the center of Winter Park (straight-line).
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: November 12, 2026)
Housing stock & ownershipFlorida DOR assessment roll (street-list match (1 streets, ZIP 32792))
Under-contract sharesStellar MLS records, as of 2026-09-20
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. A Momentum agent can 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
CallFree valuation →

Nearby Communities

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

WWhisperwood0.1 mi awayColonies0.1 mi away · 4 for saleWCWhisperwood Condo0.1 mi away · 2 for saleHOHidden Oaks Condo0.2 mi away

Browse all neighborhood guides →

Talk to a Local Village/Whisperwood Expert
Call Get Listings