Highlands Sec 4
Homes for Sale in Winter Springs, FL

Community in Winter Springs · Seminole County
227 homesBuilt 1972–2006Median sale $360K
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data21 years of closingsFL DOR public recordsUpdated twice daily
Live · Highlands Sec 4 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$360K
Median sold · 12 mo
$205/sf
Sold $/sqft · 12 mo
peak $230 in 2024
96.5%
Sale vs ask
Seminole median: 96.2%
Tempo
59days
Median DOM · closed
4 days at the 2024 low
3
Sold · last 12 mo
10-yr average: about 2 a year
Ownership and context
52%
Owner-occupied · Highlands Sec 4
119 of 227 parcels homesteaded (FL DOR 2025)
48%
Non-owner-occupied · Highlands Sec 4
incl. 14% trust or LLC-held · 10% out-of-state
17%
Cash buyers · Highlands Sec 4
1 of 6 sales, 12 mo ending June 2024
227
Homes in the community
227 residential parcels (FL DOR 2025)
Track record · 21 years of records
Est. 1972
Community established
homes built 1972-2006, median 1973 (FL DOR 2025)
2
Failed listings · 2026
peaked at 6 in 2008
1,686sqft
Median sold home size
12-mo windows, closed sales
1.3%/yr
Turnover rate
about 3 of 227 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Price here is driven by condition and square footage more than location premium. With a median living area near 1,187 square feet and a median price of $359,999, this is a compact-home market where a renovated interior separates the fast sales from the ones that sit. The $204.63 per-square-foot median tells you finish level is doing real work in the pricing.

Posture is patient. A median of 59 days on market means sellers should not expect a quick clearing, and buyers have room to inspect and negotiate rather than chase. The homestead share just over half suggests a stable owner base and measured turnover, so priced-right listings still move while overreaches linger.

The 60-Second Overview

Highlands Sec 4 market snapshot (as of July 13, 2026): the median sale price is about $360K ($205 per sq ft over the trailing 12 months of closed sales), and a median 59 days on market for closed sales.

Highlands Sec 4 is a community of 227 homes in Winter Springs, Seminole County, built between 1972 and 2006 (median 1973), with a median living area of about 1,187 square feet. 52% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

Highlands Sec 4 is an established Winter Springs neighborhood in Seminole County of 227 homes built between 1972 and 2006, with most stock from the earlier end of that span. Expect modest footprints where updates and lot specifics account for most of the spread between listings.

Best for

  • Value-focused buyers comfortable investing in updates on an older home
  • Buyers targeting a lower-square-footage layout in an established Seminole County location
  • Patient buyers who want negotiating room in a slower, 59-day market

Probably not for

  • Buyers who want new construction or turnkey finishes with no renovation work
  • Buyers needing large square footage in a single move
  • Sellers expecting a fast sale without pricing to condition

Windows contain 0 to 7 sales each (3 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
Every sale since 2005 · price vs size
$0$200K$400K2k2k
38 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Sold $ per sq ft · trailing 12 mo
$100$150$20020122014201620182020202220242026
Up from $71 in 2012 to a $230 peak in 2024; $205 now.
Median days on market · closed sales
020406020122014201620182020202220242026
4 days at the 2024 low; 59 now.
Sale price vs original ask · median
95%100%20122014201620182020202220242026
96.5% now vs Seminole 96.2%.
Homes sold per 12-mo window
024620122014201620182020202220242026
0 to 7 a year; 3 in the current window.
Sellers who gave up · failed listings per year
024620042008201220202026
Canceled, expired, or withdrawn. 6 quit in 2008; 2 so far in 2026. The clearest stress gauge a community has.

If we were buying in Highlands Sec 4 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 4.

Best Buy
Buyers who want an established Winter Springs address at a compact-home price.
Biggest Risk
Predominantly early-1970s stock means aging systems and renovation costs.
Sweet Spot
An updated home priced honestly against recent closings.
Avoid If
You need turnkey square footage and won't touch a renovation.

An older, compact Seminole County pocket

The build range runs from 1972 to 2006, but the median year built of 1973 tells the real story: this is predominantly early-1970s housing. That means original-era systems, roofs, and layouts are common, and the homes that command the top of the range are the ones that have been meaningfully updated. Budget for inspection and a realistic renovation reserve rather than assuming turnkey.

At a median around 1,187 square feet, floor plans are efficient rather than sprawling. That keeps the median price at $359,999 accessible relative to larger-footprint neighborhoods, and it puts a premium on smart use of space. The wide condition spread is where a careful buyer finds value and where an underinvested listing gets stuck at 59-plus days.

The location and the amenities are priced into every listing in Highlands Sec 4. 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 market this condition-sensitive, pricing is not a formula off the median — it is a read on what a specific roof, kitchen, and layout are worth against comparable closings. We work the small sample of recent activity honestly, tell sellers where their updates actually move the number, and help buyers weigh renovation cost against a home built for the era it was built in.

Highlands Sec 4 in 15 seconds.

Best forBuyers who want an established Winter Springs address at a compact-home price.
Biggest advantageEfficient footprints keep the median accessible for the area.
Biggest riskPredominantly early-1970s stock means aging systems and renovation costs.
Sweet spotAn updated home priced honestly against recent closings.
Avoid ifYou need turnkey square footage and won't touch a renovation.

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 4 sales matched to your home.

What is your Highlands Sec 4 home worth?

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Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Highlands Sec 4?
The median sale price in Highlands Sec 4 was $360K over the 12 months ending July 13, 2026 (3 closed sales, Stellar MLS).
How long do homes in Highlands Sec 4 take to sell?
Homes that closed in the 12 months ending July 13, 2026 took a median 59 days on market (3 sales, Stellar MLS).
How many homes are in Highlands Sec 4?
The Florida DOR 2025 assessment roll shows 227 homes in Highlands Sec 4 (public records).
What share of Highlands Sec 4 is owner-occupied?
52% of Highlands Sec 4 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 4 built?
Homes in Highlands Sec 4 were built between 1972 and 2006, with a median year built of 1973 (FL DOR 2025 roll).
Do cash buyers compete in Highlands Sec 4?
Cash buyers took 17% of Highlands Sec 4 sales in the 12 months ending June 2024 (1 of 6 closings, Stellar MLS).
Who is the best real estate agent for Highlands Sec 4?
The best agent for Highlands Sec 4 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 4.
How do I find a top Winter Springs real estate agent who knows Highlands Sec 4?
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 4 and the wider Winter Springs area.
Can Momentum Realty connect me with an agent for Highlands Sec 4?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Highlands Sec 4 purchase or sale - no call center and no pressure.
Value-focused buyers comfortable investing in updates on an older homeExcellent fit
Buyers targeting a lower-square-footage layout in an established Seminole County locationExcellent fit
Patient buyers who want negotiating room in a slower, 59-day marketExcellent fit
Buyers who want new construction or turnkey finishes with no renovation workProbably not
Buyers needing large square footage in a single moveProbably not
Sellers expecting a fast sale without pricing to conditionProbably 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 (4 streets, ZIP 32708))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2005 (38 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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