Hihgland Ridge
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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Built fromLive Stellar MLS data1 years of closingsUpdated twice daily

As of September 2026, the MLS records 1 closed sale in Hihgland Ridge in Winter Garden, FL, the most recent in October 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 · Hihgland Ridge 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

Highland Ridge doesn't have a published pricing picture in the current MLS snapshot, and there's no amenity package showing up in the listing data either. That means anyone evaluating this community right now needs to lean on individual home condition, lot, and location within Winter Garden rather than a community-wide price story.

For a seller, that absence of a clean comp set can cut either way: it gives you room to position a listing on its own merits, but it also means buyers and their agents will be pricing off nearby Orange County inventory rather than a tight in-community trend. For a buyer, it argues for doing your own homework on recent closed sales nearby before anchoring to any number.

Nearby homes for sale

No active listings inside Hihgland Ridge 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.

14123 FRASIER STREET
$550K · 0.0 mi away
4 bd · 2.5 ba · 2,082 sqft
14123 FRASIER STREET
Listed by LEVO REAL ESTATE LLC
14099 FRASIER STREET
$550K · 0.0 mi away
3 bd · 2.5 ba · 2,031 sqft
14099 FRASIER STREET
Listed by CHARLES RUTENBERG REALTY ORLANDO
12050 BRACCO STREET
$449K · 0.1 mi away
3 bd · 2.5 ba · 1,770 sqft
12050 BRACCO STREET
Listed by FLORIDA CONNEXION PROPERTIES
14280 BRAEMAR STREET
$499K · 0.2 mi away
3 bd · 2.5 ba · 1,964 sqft
14280 BRAEMAR STREET
Listed by LPT REALTY, LLC
14006 FRASIER STREET
$656K · 0.2 mi away
4 bd · 2.5 ba · 2,098 sqft
14006 FRASIER STREET
Listed by WRA BUSINESS & REAL ESTATE
14268 BRAEMAR STREET
$485K · 0.2 mi away
4 bd · 2.5 ba · 2,070 sqft
14268 BRAEMAR STREET
Listed by TONYDAVIDSHOMES.COM, LLC

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

The 60-Second Overview

Highland Ridge sits in Winter Garden, Orange County, but current MLS data doesn't surface a distinct price trend or a defined amenity set for the community, so it reads more as a location within the broader Winter Garden market than a self-contained one.

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

  • Buyers focused on securing a Winter Garden location who are prepared to evaluate individual homes on their own merits
  • Buyers comfortable working without a community-level price benchmark and relying on nearby comps instead
  • Sellers with a well-maintained home who want pricing set on property specifics rather than a community average

Probably not for

  • Buyers who want a defined slate of community amenities confirmed before they shop
  • Buyers who need a clear median price trend to anchor their offer strategy
  • Anyone unwilling to do additional comp research beyond the community snapshot

The market around Hihgland Ridge

Hihgland Ridge 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 Hihgland Ridge specifically. Momentum Research analysis of MLS records.

If we were buying in Hihgland Ridge 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 Hihgland Ridge.

Best Buy
Buyers and sellers who want a Winter Garden address and are comfortable evaluating on a home-by-home basis.
Biggest Risk
The lack of data on pricing and amenities makes it harder to benchmark value with confidence.
Sweet Spot
Buyers prioritizing location over amenities and willing to do direct comp research.
Avoid If
You need a clear community price trend or a defined amenity package before you commit.

What the data gap actually tells you

When a community shows no median price and no identified amenities in the feed, it usually means one of two things: very limited current listing activity, or a name that's still establishing itself as a distinct MLS-tracked area inside a larger city. Either way, the practical effect is the same — you can't rely on a community snapshot to tell you what a home here is worth or what it offers.

That pushes the real work back to fundamentals. Compare Highland Ridge addresses against recently closed sales in the immediate Winter Garden area, look at lot size and home condition property by property, and confirm directly what, if anything, the community offers in shared amenities rather than assuming a package that may not exist.

The location and the amenities are priced into every listing in Hihgland Ridge. 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 a thin public data trail, the advantage goes to whoever pulls the right comps and asks the right questions before writing an offer or setting a list price. We treat that as the starting point here rather than skipping to a headline number that the data doesn't actually support.

Hihgland Ridge in 15 seconds.

Best forBuyers and sellers who want a Winter Garden address and are comfortable evaluating on a home-by-home basis.
Biggest advantageIts location inside Winter Garden, within reach of the area's broader Orange County market activity.
Biggest riskThe lack of data on pricing and amenities makes it harder to benchmark value with confidence.
Sweet spotBuyers prioritizing location over amenities and willing to do direct comp research.
Avoid ifYou need a clear community price trend or a defined amenity package before you commit.

HOA, CDD & Fees

In short
  • HOA dues reported around $105/month (about $1,260/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 $105 per month ($1,260 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 Hihgland Ridge sales matched to your home.

What is your Hihgland Ridge home worth?

Get a no-obligation home value based on real comparable sales in Hihgland Ridge, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

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Real comps, not an automated estimate.
Buyers focused on securing a Winter Garden location who are prepared to evaluate individual homes on their own meritsExcellent fit
Buyers comfortable working without a community-level price benchmark and relying on nearby comps insteadExcellent fit
Sellers with a well-maintained home who want pricing set on property specifics rather than a community averageExcellent fit
Buyers who want a defined slate of community amenities confirmed before they shopProbably not
Buyers who need a clear median price trend to anchor their offer strategyProbably not
Anyone unwilling to do additional comp research beyond the community snapshotProbably 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 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.

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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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Common questions about Hihgland Ridge

Where is Hihgland Ridge?

Hihgland Ridge is a community in Winter Garden, Orange County, Florida, ZIP 34787.

Are there homes for sale in Hihgland Ridge right now?

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

Does Hihgland Ridge have an HOA or CDD?

No HOA is on record for Hihgland Ridge 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 Hihgland Ridge with Momentum Realty’s local guides.

Highland Ridge0.1 mi away · 2 for saleDWDel Web Oasis0.3 mi awayDel Webb Oasis0.5 mi away · median $528K, 28 sales/12 mo

Browse all neighborhood guides →

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Hihgland Ridge Market Scorecard

No active listings

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

n/a
Months supply
n/a
Median list
$532,500
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: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.