Highlands Summerlake
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
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 1 closed sale in Highlands Summerlake in Winter Garden, FL, the most recent in July 2026. 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).
Part of the Horizon West master-planned community in Winter Garden, FL — see all Horizon West homes for sale (107 listings across 56 villages and sections in the MLS).

Right now there is nothing active in Highlands Summerlake, which tells its own story: this is a community where listings tend to move fast enough that inventory can empty out between turns. For a seller, that is a straightforward setup - when something does list, it will likely be the only option buyers watching this community have to choose from.
For a buyer, zero active listings means patience and readiness matter more than negotiating leverage. The play here is less about finding a deal and more about being positioned - financing lined up, agent watching the feed - so you can move the moment a home surfaces.
Nearby homes for sale
No active listings inside Highlands Summerlake 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.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Highlands Summerlake sits in Winter Garden, Orange County, and currently shows no active listings on the MLS - a snapshot of a community between turns rather than one sitting with unsold inventory.
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.
Who Highlands Summerlake is best for.
Best for
- Buyers targeting Winter Garden who are flexible on timing and ready to act fast when a listing appears
- Buyers who value amenities like tennis courts, a pool, and a dog park over a specific home style
- Sellers who want to test very limited competing inventory before listing
Probably not for
- Buyers who need to choose among several active listings right now
- Buyers on a tight closing deadline who cannot wait for inventory to surface
- Anyone expecting current pricing benchmarks to guide an offer, since none exist in this snapshot
The market around Highlands Summerlake
Highlands Summerlake 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 Highlands Summerlake specifically. Momentum Research analysis of MLS records.
Life at Highlands Summerlake
- Tennis Court(s) · reported on 1 of 1 listings
- Dog Park · reported on 1 of 1 listings
- Playground · reported on 1 of 1 listings
- Pool · reported on 1 of 1 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
The Highlands Summerlake buying strategy.
If we were buying in Highlands Summerlake today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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 Highlands Summerlake.
A community that doesn't sit on the market
With active listings at zero as of this snapshot, there is no current price or condition data to read from - no median, no days-on-market trend, nothing to compare against. That absence is itself informative: it suggests homes here clear the market rather than linger, which is worth noting whether you are planning to list or planning to wait for the right one to appear.
The amenity set reported across this community's MLS listings includes tennis courts, a dog park, a playground, and a pool - a recreational package oriented around outdoor and shared-space use rather than a single headline feature. As always, confirm current access and any HOA rules directly, since amenity details can shift between what's listed and what's currently offered.
The location and the amenities are priced into every listing in Highlands Summerlake. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
When a community shows zero active listings, timing is everything - you need someone watching the feed daily, not checking in monthly. We track Highlands Summerlake closely enough to flag a new listing the moment it hits, and to help sellers understand what limited competing inventory means for how to price and position a home before it goes live.
Highlands Summerlake in 15 seconds.
HOA, CDD & Fees
- HOA dues reported around $420/month (about $5,040/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 $420 per month ($5,040 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.
Tools for a Highlands Summerlake buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Highlands Summerlake sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Highlands Summerlake, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Highlands Summerlake home worth?
Get a no-obligation home value based on real comparable sales in Highlands Summerlake, 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 →
Should you buy in Highlands Summerlake?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 12, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2026 (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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A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Highlands Summerlake fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Highlands Summerlake
Where is Highlands Summerlake?
Highlands Summerlake is a community in WINTER GARDEN, Orange County, Florida, ZIP 34787.
Are there homes for sale in Highlands Summerlake right now?
No active listings inside Highlands Summerlake at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Highlands Summerlake have an HOA or CDD?
No HOA is on record for Highlands Summerlake 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 Highlands Summerlake with Momentum Realty’s local guides.
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.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Orange County scorecard.
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.
HIGHLANDS/SUMMERLAKE Market Scorecard
HIGHLANDS/SUMMERLAKE is currently a no active listings market. Limited supply, a median asking price of n/a.
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.






