The Highlands Sections Seven Eight in Winter Springs

The Highlands Sections Seven Eight
Homes for Sale in Winter Springs, FL

All 146 homes for sale in Winter Springs, FL · median $399,450 · 119 homes for sale in 32708 · Seminole County homes for sale

Community in Winter Springs · Seminole County · ZIP 32708
37 homesBuilt 1981–1994
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Built fromLive Stellar MLS data10 years of closingsFL DOR public recordsUpdated twice daily

As of November 2026, the MLS records 1 closed sale in The Highlands Sections Seven Eight in Winter Springs, FL, the most recent in November 2026. Across Winter Springs as a whole, 501 homes closed in the last 12 months at a median of $430,000, 26 median days on market, with 116 homes for sale today. At that median and Seminole County's FY2025-26 rate of 15.18 mills, annual property tax runs about $6,530 ($5,930 with the full homestead exemption).

Last 30 days in The Highlands Sections Seven Eight: 1 closed sale (median $455,000). As of November 12, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.

Live · The Highlands Sections Seven Eight Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
100%
Under contract
Seminole: 25% (570 of 2,246)
0 · 1
For sale · pending
live counts, refreshed twice daily
Ownership and context
78%
Owner-occupied · The Highlands Sections Seven Eight
29 of 37 parcels homesteaded (FL DOR 2025)
22%
Non-owner-occupied · The Highlands Sections Seven Eight
incl. 14% trust or LLC-held · 0% out-of-state
37
Homes in the community
37 residential parcels (FL DOR 2025)
Track record · 10 years of records
4
Recorded sales · 2024-2025
median $388K · qualified sales on the county roll (FL DOR 2025)
1981–1994
Years homes were built
median 1982 · county roll (FL DOR 2025)
Jon Brooks, Co-Founder of Momentum Realty
Jon's Read · written July 21, 2026

This is a small, established pocket of 37 homes built between 1981 and 1994, with a median build year of 1982 - so most of what's here is original-era construction that has had four-plus decades to be updated, deferred, or somewhere in between. With only one active listing at this snapshot, there isn't enough current inventory or closing activity to draw a price trend line, which means valuation here has to be done home-by-home rather than by pointing to a community average.

For sellers, thin inventory can work in your favor if the home shows well, but it also means there's no recent comp momentum to lean on - pricing needs to be built from condition and square footage, not from a hot market narrative. For buyers, the same scarcity means patience: when something does list, you're often looking at one of very few options in this footprint at any given time.

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 The Highlands Sections Seven Eight 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.

702 GLASGOW COURT
$297K · 0.2 mi away
4 bd · 2.5 ba · 1,878 sqft
702 GLASGOW COURT
Listed by KELLER WILLIAMS HERITAGE REALTY
758 N GRETNA COURT
$379K · 0.3 mi away
4 bd · 3 ba · 2,150 sqft
758 N GRETNA COURT
Listed by KELLER WILLIAMS ADVANTAGE REALTY
627 CLEARN COURT
$469K · 0.3 mi away
5 bd · 3.5 ba · 1,986 sqft
627 CLEARN COURT
Listed by RE/MAX TOWN & COUNTRY REALTY
499 CLUB DRIVE
$205K · 0.3 mi away
2 bd · 2 ba · 1,224 sqft
499 CLUB DRIVE
Listed by BLOOM HOME GROUP REALTY LLC
506 CLUB DRIVE
$199K · 0.4 mi away
2 bd · 2 ba · 1,002 sqft
506 CLUB DRIVE
Listed by CALL IT CLOSED INTL REALTY
240 MOREE LOOP #3
$170K · 0.4 mi away
3 bd · 2 ba · 1,187 sqft
240 MOREE LOOP #3
Listed by MARK SPAIN REAL ESTATE

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

The 60-Second Overview

A compact, mature section of Winter Springs with homes averaging around 1,594 square feet and a high share of owner-occupancy (78.4% homestead), suggesting a community with long-tenured ownership rather than frequent turnover.

Stellar MLS sales records identify 15 homes in The Highlands Sections Seven Eight that have changed hands since 2016, built between 1981 and 2004 (median 1982), with a median living area of about 1,636 sq ft and a typical 3-bedroom, 2-bath layout; 100% are single-family homes. 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 4 qualified sales in The Highlands Sections Seven Eight across 2024 - 2025 (3 in 2024, 1 in 2025), median $388,500 - 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

  • Buyers targeting a specific, modestly sized home in this section rather than shopping a broad list
  • Buyers who want access to a pool, tennis and pickleball courts, trails, and a clubhouse in a smaller community
  • Sellers with a well-maintained or updated 1980s-era home who don't need a crowded comp market to justify price

Probably not for

  • Buyers who want several comparable listings to choose from before deciding
  • Buyers relying on recent closed-sale data to validate an offer price
  • Anyone expecting new or heavily systems-updated construction as the default condition here

The market around The Highlands Sections Seven Eight

The Highlands Sections Seven Eight is too small for its own price trend, so here is the market around it.

In ZIP 32708, 151 homes are on the market and 30% are under contract — a steady corner of Winter Springs.

Across Seminole County, 1,676 homes are active and 570 pending (25% under contract).

In ZIP 32708 (Winter Springs), 391 homes closed in the last 12 months at a median of $396K ($241/sq ft), down 1.1% year over year, with a median 26 days on market. Right now 19 active and 12 pending listings. See the live ZIP 32708 housing market and the Seminole County market.

ZIP and county figures describe the wider market, not The Highlands Sections Seven Eight specifically. Momentum Research analysis of MLS records.

Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.

If we were buying in The Highlands Sections Seven Eight 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 The Highlands Sections Seven Eight.

Best Buy
Buyers or sellers focused on a single, specific home rather than a broad menu of comparable listings.
Biggest Risk
With only one active listing and no recent closing data, there's little market signal to price against.
Sweet Spot
A move-in-ready or thoughtfully updated home near 1,594 square feet, priced on its own condition rather than a comp set.
Avoid If
You need multiple options to compare or a fast, data-driven read on current pricing - inventory here won't support that.

A Quiet, Owner-Held Pocket

The build window - 1981 to 1994, with a median of 1982 - puts most homes here at an age where original systems, roofs, and finishes have typically cycled through at least one round of replacement, though that varies house to house. Median living area of 1,594 square feet points to modestly scaled homes, well-suited to buyers not chasing square footage for its own sake.

The 78.4% homestead share is notable: it signals a community held largely by long-term owners rather than cycled through frequent resale or investment turnover. Combined with just one active listing at this snapshot, it tells a consistent story - inventory here is naturally scarce, and when a home does come up, it's often the first meaningful comp in a while rather than one of several competing options.

“

The location and the amenities are priced into every listing in The Highlands Sections Seven Eight. 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 only one active listing and no recent closings to benchmark against, pricing and negotiating well depends on knowing the building stock - what a 1980s-era home in this section typically needs updated, and what condition actually justifies in price. We walk both buyers and sellers through that home-by-home, rather than leaning on a market trend that doesn't currently exist here.

The Highlands Sections Seven Eight in 15 seconds.

Best forBuyers or sellers focused on a single, specific home rather than a broad menu of comparable listings.
Biggest advantageCommunity amenities - pool, tennis, pickleball, trails, and a clubhouse - add recreational value uncommon in a section this size.
Biggest riskWith only one active listing and no recent closing data, there's little market signal to price against.
Sweet spotA move-in-ready or thoughtfully updated home near 1,594 square feet, priced on its own condition rather than a comp set.
Avoid ifYou need multiple options to compare or a fast, data-driven read on current pricing - inventory here won't support that.
The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed The Highlands Sections Seven Eight sales matched to your home.

What is your The Highlands Sections Seven Eight home worth?

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Recently off market in The Highlands Sections Seven Eight

Homes in The Highlands Sections Seven Eight that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 1 on record.

The Highlands Sections Seven Eight key facts
LocationWinter Springs, Seminole County, FL · ZIP 32708
Homes in the community40 (FL DOR 2025 assessment roll)
Years built1981–2004 (median 1982.0)
Typical living area1,600 sq ft (median)
Amenities listed by sellersClubhouse, Pickleball Court(s), Pool, Tennis Court(s), Trail(s)
For sale right now0 active, 0 pending
Owner-occupied (homestead) share78%

Data as of November 13, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2026 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “The Highlands Sections Seven Eight key facts,” movewithmomentum.com/neighborhoods/the-highlands-sections-seven-eight-winter-springs, data as of November 13, 2026.

Housing distress & ownership in The Highlands Sections Seven Eight, Winter Springs

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 2 listings
Distress share trend - 0.0% now (2026-08-12 → 2026-11-12)

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 The Highlands Sections Seven Eight

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 The Highlands Sections Seven Eight

Have a question about the homes, fees, rules or commute here? A Momentum agent who works The Highlands Sections Seven Eight 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 The Highlands Sections Seven Eight?
The Florida DOR 2025 assessment roll shows 37 homes in The Highlands Sections Seven Eight (public records).
What share of The Highlands Sections Seven Eight is owner-occupied?
78% of The Highlands Sections Seven Eight parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in The Highlands Sections Seven Eight built?
Homes in The Highlands Sections Seven Eight were built between 1981 and 1994, with a median year built of 1982 (FL DOR 2025 roll).
Who is the best real estate agent for The Highlands Sections Seven Eight?
The best agent for The Highlands Sections Seven Eight is one who actively works Winter Springs 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 The Highlands Sections Seven Eight.
How do I find a top Winter Springs real estate agent who knows The Highlands Sections Seven Eight?
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 The Highlands Sections Seven Eight and the wider Winter Springs area.
Can Momentum Realty connect me with an agent for The Highlands Sections Seven Eight?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your The Highlands Sections Seven Eight purchase or sale - no call center and no pressure.
Where is The Highlands Sections Seven Eight, and what county is it in?
The Highlands Sections Seven Eight is in Winter Springs, Seminole County, FL, ZIP 32708. The community's center is about 14 miles north of the center of Winter Springs (straight-line).
Buyers targeting a specific, modestly sized home in this section rather than shopping a broad listExcellent fit
Buyers who want access to a pool, tennis and pickleball courts, trails, and a clubhouse in a smaller communityExcellent fit
Sellers with a well-maintained or updated 1980s-era home who don't need a crowded comp market to justify priceExcellent fit
Buyers who want several comparable listings to choose from before decidingProbably not
Buyers relying on recent closed-sale data to validate an offer priceProbably not
Anyone expecting new or heavily systems-updated construction as the default condition hereProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: November 12, 2026)
Housing stock & ownershipFlorida DOR assessment roll (street-list match (2 streets, ZIP 32708))
Under-contract sharesStellar MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2016 (11 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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