Highlands Sec 1
Homes for Sale in Winter Springs, FL

Community in Winter Springs · Seminole County
243 homesBuilt 1973–2006Median sale $408K
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Live Market Pulse
35/100
Market Heat
Cooler than normal
2013 → 2026 · 80 at the 2018 peak
0 is Highlands Sec 1's coldest market since 2013, 100 its hottest. Today: 35. How it's scored
Built fromLive Stellar MLS data19 years of closingsFL DOR public recordsUpdated twice daily
Live · Highlands Sec 1 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$408K
Median sold · 12 mo
up 5.6% vs the prior 12 months
+5.6%
1-yr price change
n = 4 and 7 sales in the two windows
$219/sf
Sold $/sqft · 12 mo
peak $250 in 2025
86.0%
Sale vs ask
Seminole median: 96.2%
Tempo
97days
Median DOM · closed
5 days at the 2022 low
4
Sold · last 12 mo
10-yr average: about 3 a year
Ownership and context
54%
Owner-occupied · Highlands Sec 1
131 of 243 parcels homesteaded (FL DOR 2025)
46%
Non-owner-occupied · Highlands Sec 1
incl. 14% trust or LLC-held · 11% out-of-state
25%
Cash buyers · Highlands Sec 1
1 of 4 sales, 12 mo ending June 2026
243
Homes in the community
243 residential parcels (FL DOR 2025)
Track record · 19 years of records
Est. 1973
Community established
homes built 1973-2006, median 1973 (FL DOR 2025)
0
Failed listings · 2025
peaked at 4 in 2006
2,015sqft
Median sold home size
12-mo windows, closed sales
1.6%/yr
Turnover rate
about 4 of 243 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Price here is driven mostly by condition and lot, not by size. The median living area is a compact 1,187 square feet, and with homes built across a range that starts in 1973, what you pay tracks how much updating has already been done. The median sits at $407,500, or about $218.56 per square foot, and the spread around that figure is wide enough that renovated and original-condition homes can look very different on paper.

The current posture favors patience on both sides. With a median 97 days on market and a heat score of 35, this is not a market that rewards rushed offers. Sellers should price to the comps and expect a longer marketing window; buyers have room to inspect, negotiate, and walk if the condition does not match the ask. Year-over-year the median is up 5.6%, but that is a rearview figure, not a forecast.

Highlands Sec 1 Housing Pulse · Momentum Research · as of July 13, 2026

Highlands Sec 1 right now

🟡 Still climbing. The trailing-12-month median ($408K) is up 5.6% from the prior 12 months ($386K). With about 3 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending July 13. Confidence: Low (4 and 7 sales in the two windows).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

Updated July 13, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

The 60-Second Overview

Highlands Sec 1 market snapshot (as of July 13, 2026): the median sale price is about $408K ($219 per sq ft over the trailing 12 months of closed sales), and a median 97 days on market for closed sales. The trailing-12-month median is up 6% from the prior 12 months, computed from record-level Stellar MLS closed sales (4 closings in the current window).

Highlands Sec 1 is a community of 243 homes in Winter Springs, Seminole County, built between 1973 and 2006 (median 1973), with a median living area of about 1,187 square feet. 54% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

Highlands Sec 1 is an established, smaller-footprint enclave of 243 homes in Winter Springs, Seminole County, where more than half of owners hold homestead status — a sign of a settled, owner-occupied street rather than a churn of quick flips.

Best for

  • Budget-conscious buyers targeting the mid-$400s who value an established location over new construction
  • Owner-occupants planning to stay put and willing to update an older home over time
  • Buyers who want time to inspect and negotiate rather than compete in a fast market

Probably not for

  • Buyers who need large living space, as median floor plans here are compact
  • Flippers counting on a quick resale in a market averaging 97 days on market
  • Anyone who wants turnkey new construction with modern systems throughout

Windows contain 0 to 7 sales each (4 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s. Deemed reliable but not guaranteed.

Median sale price · trailing 12 mo
$200K$300K$400K20122014201620182020202220242026
Up 5.6% year over year.
Every sale since 2007 · price vs size
$0$200K$400K1k2k2k
47 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Sold $ per sq ft · trailing 12 mo
$100$20020122014201620182020202220242026
Up from $76 in 2012 to a $250 peak in 2025; $219 now.
Median days on market · closed sales
05010020122014201620182020202220242026
5 days at the 2022 low; 97 now.
Sale price vs original ask · median
85%90%95%100%20122014201620182020202220242026
86.0% now vs Seminole 96.2%.
Homes sold per 12-mo window
024620122014201620182020202220242026
0 to 7 a year; 4 in the current window.
Sellers who gave up · failed listings per year
0242006200820102018202020242025
Canceled, expired, or withdrawn. 4 quit in 2006; 0 so far in 2025. The clearest stress gauge a community has.
Market Heat · 0 coldest, 100 hottest in the record
20406080seller-leaningbuyer-leaning20142016201820222026
80 at the 2018 peak, 35 in the troughs, 35 now. Same score as the hero card, full history.

If we were buying in Highlands Sec 1 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 Highlands Sec 1.

Best Buy
Buyers who want an established Winter Springs address in a compact floor plan.
Biggest Risk
Older housing stock means condition varies sharply between homes.
Sweet Spot
An updated home priced near the $407,500 median.
Avoid If
You need square footage or a fast, competitive resale.

An established pocket that trades on condition

The housing stock spans a build range from 1973 to 2006, but the median year built is 1973, so the core of the neighborhood is older. That matters for buyers: roofs, systems, and kitchens vary a great deal from one address to the next, and the same $407,500 median can buy a fully reworked home or one that still needs work. Read every inspection carefully here.

At a median 1,187 square feet, these are modest floor plans, which keeps the entry accessible relative to larger Seminole County subdivisions. The homestead share near 54% points to owners who stay, which tends to mean well-kept exteriors and fewer investor rentals turning over on the block.

The location and the amenities are priced into every listing in Highlands Sec 1. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty
4.5C- · Buy Score
Recent Direction7.4/10
Owner Commitment5.4/10
Pricing Power0.7/10

Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (4.5). Basis: Recent Direction +5.6% year-over-year; Owner Commitment 54% owner-occupied; Pricing Power 86.0% sale-to-list. Refreshed with each data update.

Why work with Momentum here

A market this condition-sensitive and this slow-moving is where local pricing judgment earns its keep. We read the comps address by address, separate the updated homes from the original ones, and set an offer or a list price that respects the 97-day reality instead of fighting it.

Highlands Sec 1 in 15 seconds.

Best forBuyers who want an established Winter Springs address in a compact floor plan.
Biggest advantageA slower market gives buyers time to inspect and negotiate.
Biggest riskOlder housing stock means condition varies sharply between homes.
Sweet spotAn updated home priced near the $407,500 median.
Avoid ifYou need square footage or a fast, competitive resale.

HOA, CDD & Fees

In short
  • Mandatory HOA — confirm current dues
  • 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 Highlands Sec 1 sales matched to your home.

What is your Highlands Sec 1 home worth?

Get a no-obligation home value based on real comparable sales in Highlands Sec 1, 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.

Frequently Asked Questions

What is the median home price in Highlands Sec 1?
The median sale price in Highlands Sec 1 was $408K over the 12 months ending July 13, 2026 (4 closed sales, Stellar MLS).
How long do homes in Highlands Sec 1 take to sell?
Homes that closed in the 12 months ending July 13, 2026 took a median 97 days on market (4 sales, Stellar MLS).
How many homes are in Highlands Sec 1?
The Florida DOR 2025 assessment roll shows 243 homes in Highlands Sec 1 (public records).
What share of Highlands Sec 1 is owner-occupied?
54% of Highlands Sec 1 parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Highlands Sec 1 built?
Homes in Highlands Sec 1 were built between 1973 and 2006, with a median year built of 1973 (FL DOR 2025 roll).
Do cash buyers compete in Highlands Sec 1?
Cash buyers took 25% of Highlands Sec 1 sales in the 12 months ending June 2026 (1 of 4 closings, Stellar MLS).
Who is the best real estate agent for Highlands Sec 1?
The best agent for Highlands Sec 1 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 Highlands Sec 1.
How do I find a top Winter Springs real estate agent who knows Highlands Sec 1?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Highlands Sec 1 and the wider Winter Springs area.
Can Momentum Realty connect me with an agent for Highlands Sec 1?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Highlands Sec 1 purchase or sale - no call center and no pressure.
Budget-conscious buyers targeting the mid-$400s who value an established location over new constructionExcellent fit
Owner-occupants planning to stay put and willing to update an older home over timeExcellent fit
Buyers who want time to inspect and negotiate rather than compete in a fast marketExcellent fit
Buyers who need large living space, as median floor plans here are compactProbably not
Flippers counting on a quick resale in a market averaging 97 days on marketProbably not
Anyone who wants turnkey new construction with modern systems throughoutProbably not

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending July 13, 2026
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (10 streets, ZIP 32708))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2007 (47 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 your area comps.

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