Annie L Berry in Winter Garden

Annie L Berry
Homes for Sale in Winter Garden, FL

All 720 homes for sale in WINTER GARDEN, FL · median $575,000 · 509 homes for sale in 34787 · Orange County homes for sale

Community in Winter Garden · Orange County · ZIP 34787
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data1 years of closingsUpdated twice daily

As of September 2026, the MLS records 1 closed sale in Annie L Berry Sub in Winter Garden, FL, the most recent in November 2025. Across Winter Garden as a whole, 1,316 homes closed in the last 12 months at a median of $595,000, 38 median days on market, with 348 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $9,920 ($9,250 with the full homestead exemption).

Live · Annie L Berry 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
Jon Brooks, founder of Momentum Realty
Jon's Current Read

There is nothing active on the MLS in Annie L Berry right now, so there is no current price signal to point to. That is not the same as saying nothing is happening here - small, older platted subdivisions inside Winter Garden often move in quiet, individual transactions rather than a steady listing pipeline.

For a buyer, this means patience and a direct approach: setting up an alert for the moment something lists, and being ready to move on it, since a subdivision this size will not carry multiple competing options at once. For an owner considering selling, the absence of active comps means pricing has to lean on recent closed activity and condition rather than what is currently showing on the market.

Nearby homes for sale

No active listings inside Annie L Berry Sub 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.

214 S WOODLAND STREET
$800K · 0.0 mi away
4 bd · 2 ba · 2,868 sqft
214 S WOODLAND STREET
Listed by LPT REALTY, LLC
300 S WOODLAND STREET
$535K · 0.1 mi away
3 bd · 2 ba · 1,774 sqft
300 S WOODLAND STREET
Listed by HOUWZER INC
225 1ST STREET
$288K · 0.1 mi away
3 bd · 1 ba · 1,020 sqft
225 1ST STREET
Listed by HOMERIVER GROUP
208 3RD STREET
$435K · 0.2 mi away
8 bd · 3 ba · 1,750 sqft
208 3RD STREET
Listed by COMPASS FLORIDA LLC
215 S HIGHLAND AVENUE
$1.10M · 0.2 mi away
3 bd · 2.5 ba · 2,700 sqft
215 S HIGHLAND AVENUE
Listed by REAL BROKER, LLC
516 S HIGHLAND AVENUE
$495K · 0.4 mi away
3 bd · 2 ba · 1,716 sqft
516 S HIGHLAND AVENUE
Listed by WINDSOR REALTY GROUP INC

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

The 60-Second Overview

Annie L Berry is a small, established subdivision within Winter Garden, in Orange County, with no listings currently active on 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 specifically targeting this Winter Garden subdivision who can wait for the right listing to appear
  • Someone comfortable working through off-market or pre-listing outreach given the lack of current inventory
  • A buyer prioritizing location within Winter Garden over a defined amenity package

Probably not for

  • Anyone needing to choose among several active listings right now
  • A buyer relying on community amenities as part of the purchase decision
  • Someone on a tight timeline who cannot wait for inventory to surface

The market around Annie L Berry

Annie L Berry is too small for its own price trend, so here is the market around it.

In ZIP 34787, 957 homes are on the market and 30% are under contract — a steady corner of Winter Garden.

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

In ZIP 34787 (WINTER GARDEN), 2,162 homes closed in the last 12 months at a median of $595K ($251/sq ft), down 0.6% year over year, with a median 36 days on market. Right now 357 active and 169 pending listings put supply at about 3.8 months - a balanced market. See the live ZIP 34787 housing market and the Orange County market.

ZIP and county figures describe the wider market, not Annie L Berry specifically. Momentum Research analysis of MLS records.

If we were buying in Annie L Berry 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 Annie L Berry.

Best Buy
Buyers targeting a specific, smaller Winter Garden subdivision who are willing to wait for inventory rather than choose from active options.
Biggest Risk
With zero active listings, there is currently no inventory, pricing signal, or amenity data to evaluate.
Sweet Spot
Someone specifically drawn to this subdivision's location who can act quickly once a home does list.
Avoid If
You need to compare multiple active homes or amenity packages right now - none currently exist here.

A subdivision with no current listings

With zero active listings, there is no live inventory to describe in terms of home style, lot size, or condition spread. What we can say is that this is a defined, named platted subdivision inside Winter Garden's city limits - a smaller pocket rather than a large master-planned community, which typically means fewer homes changing hands in any given stretch of time.

No community amenities are identified from current MLS data for this subdivision, so buyers should not assume shared recreational features, HOA-run facilities, or planned common areas are part of what comes with a home here. Anyone interested should treat this as an individual-property search - location and the home itself, not a packaged amenity set, are what is being evaluated.

The location and the amenities are priced into every listing in Annie L Berry. 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 subdivision this small with no active listings, the value of an agent is in tracking it before it shows up publicly - watching for new listings, off-market conversations, and recent closed sales in the immediate area so you are not starting from zero the day something finally lists.

Annie L Berry in 15 seconds.

Best forBuyers targeting a specific, smaller Winter Garden subdivision who are willing to wait for inventory rather than choose from active options.
Biggest advantageA defined, established platted community inside Winter Garden proper.
Biggest riskWith zero active listings, there is currently no inventory, pricing signal, or amenity data to evaluate.
Sweet spotSomeone specifically drawn to this subdivision's location who can act quickly once a home does list.
Avoid ifYou need to compare multiple active homes or amenity packages right now - none currently exist here.

HOA, CDD & Fees

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 Annie L Berry sales matched to your home.

What is your Annie L Berry home worth?

Get a no-obligation home value based on real comparable sales in Annie L Berry, 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 Garden →

Real comps, not an automated estimate.
A buyer specifically targeting this Winter Garden subdivision who can wait for the right listing to appearExcellent fit
Someone comfortable working through off-market or pre-listing outreach given the lack of current inventoryExcellent fit
A buyer prioritizing location within Winter Garden over a defined amenity packageExcellent fit
Anyone needing to choose among several active listings right nowProbably not
A buyer relying on community amenities as part of the purchase decisionProbably not
Someone on a tight timeline who cannot wait for inventory to surfaceProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 12, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2025 (1 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.

Looking to buy here? Search homes for sale →

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Common questions about Annie L Berry

Where is Annie L Berry?

Annie L Berry is a community in WINTER GARDEN, Orange County, Florida, ZIP 34787.

Are there homes for sale in Annie L Berry right now?

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

Does Annie L Berry have an HOA or CDD?

No HOA is on record for Annie L Berry 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 Annie L Berry with Momentum Realty’s local guides.

Fries Winter Garden0.0 mi away · 1 for saleWGWinter Garden Executive Centre0.1 mi away · 15 homes, built 2008–08, 1 for saleQQuesinberry0.1 mi awayVVinings0.1 mi away · median $1.92M, 12 sales/12 moLakeside Hamlin 600.2 mi awayTroynelle By Lake Apopka0.2 mi awayOakland Park B 20.2 mi awaySRStory Road Bus Park0.2 mi away

Browse all neighborhood guides →

Talk to a Local Annie L Berry Expert
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The real cost & risk here

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

$2,447/mo
Orange County typical true cost to own
$117/mo
Orange 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.

ANNIE L BERRY SUB Market Scorecard

No active listings

ANNIE L BERRY SUB is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$770,000
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/1
Active/Pend/Sold

Typical home value in the 34787 ZIP is $574,696, right around the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.