The Highlands Sec Two Tr D Rep
Homes for Sale in Winter Springs, FL

Community in Winter Springs · Seminole County
26 homesBuilt 1979–1980
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Built fromLive Stellar MLS data10 years of closingsFL DOR public recordsUpdated twice daily
Live · The Highlands Sec Two Tr D Rep Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
69%
Owner-occupied · The Highlands Sec Two Tr D Rep
18 of 26 parcels homesteaded (FL DOR 2025)
31%
Non-owner-occupied · The Highlands Sec Two Tr D Rep
incl. 8% trust or LLC-held · 4% out-of-state
33%
Cash buyers · The Highlands Sec Two Tr D Rep
1 of 3 sales, 12 mo ending June 2017
26
Homes in the community
26 residential parcels (FL DOR 2025)
Track record · 10 years of records
Est. 1979
Community established
homes built 1979-1980, median 1979 (FL DOR 2025)
Jon Brooks, founder of Momentum Realty
Jon's Current Read

This is a small, tightly built pocket in Winter Springs — 26 homes, all constructed in a narrow 1979-1980 window. That kind of consistency means buyers are largely comparing floor plans and condition, not eras of construction, and the value story tilts heavily toward how well a given home has been maintained or updated since it was built.

With homestead exemptions filed on roughly 69% of homes here, a majority of owners are treating these as long-held primary residences rather than rotating rental or investment stock. That posture tends to keep turnover modest and inventory thin, so buyers should expect to move decisively when something in good condition comes up rather than waiting for a wide field of comparable choices.

Best for

  • Buyers seeking a modestly sized single-family home in Seminole County without amenity fees
  • Buyers comfortable evaluating condition and updates on an older housing stock rather than new construction
  • Long-term buyers who value a stable, low-turnover section over a fast-flipping market

Probably not for

  • Buyers who want on-site community amenities like a pool, clubhouse, or recreation facilities
  • Buyers wanting a wide selection of active listings to choose from at any given time
  • Buyers seeking newer construction with fewer age-related maintenance considerations

The market around The Highlands Sec Two Tr D Rep

The Highlands Sec Two Tr D Rep is too small for its own price trend, so here is the market around it.

Across Seminole County, 1,538 homes are active and 629 pending (29% under contract).

Homes here are single family residence.

ZIP and county figures describe the wider market, not The Highlands Sec Two Tr D Rep specifically. Momentum Research analysis of MLS records.

If we were buying in The Highlands Sec Two Tr D Rep 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 Sec Two Tr D Rep.

Best Buy
Buyers who want a single-family home in an established Winter Springs section without paying for shared amenities.
Biggest Risk
With homes now over four decades old, system and roof age should be verified individually rather than assumed.
Sweet Spot
Buyers focused on move-in condition over amenity access, prioritizing the home itself.
Avoid If
Skip this section if you want community amenities like a pool or clubhouse included.

One era, one footprint

With a median living area around 1,650 square feet and a build window confined to 1979-1980, homes in this section share similar scale and structural bones. Differences between listings here come down almost entirely to interior updates, systems age, and how a given owner has maintained the property over four-plus decades, not to differences in original layout or lot-era construction standards.

No community amenities are identified from current MLS listings, which points to this being a straightforward residential section rather than an amenity-driven community. Buyers are paying for the home and its location within Winter Springs, not for a clubhouse, pool, or shared recreation infrastructure.

The location and the amenities are priced into every listing in The Highlands Sec Two Tr D Rep. 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 section this small, generic comps do not tell you much — with only 26 homes total, a handful of recent updates or deferred-maintenance issues can swing value more than square footage. We track individual listing history and condition detail in this specific section so buyers and sellers are pricing off what is actually comparable, not off a broader Winter Springs average that does not reflect a single-era, no-amenity pocket like this one.

The Highlands Sec Two Tr D Rep in 15 seconds.

Best forBuyers who want a single-family home in an established Winter Springs section without paying for shared amenities.
Biggest advantageHomes share a consistent build era, which simplifies comparing structural age and layout expectations.
Biggest riskWith homes now over four decades old, system and roof age should be verified individually rather than assumed.
Sweet spotBuyers focused on move-in condition over amenity access, prioritizing the home itself.
Avoid ifSkip this section if you want community amenities like a pool or clubhouse included.

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 The Highlands Sec Two Tr D Rep sales matched to your home.

What is your The Highlands Sec Two Tr D Rep home worth?

Get a no-obligation home value based on real comparable sales in The Highlands Sec Two Tr D Rep, 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 homes for sale in The Highlands Sec Two Tr D Rep on the map →

Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in The Highlands Sec Two Tr D Rep?
The Florida DOR 2025 assessment roll shows 26 homes in The Highlands Sec Two Tr D Rep (public records).
What share of The Highlands Sec Two Tr D Rep is owner-occupied?
69% of The Highlands Sec Two Tr D Rep 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 Sec Two Tr D Rep built?
Homes in The Highlands Sec Two Tr D Rep were built between 1979 and 1980, with a median year built of 1979.0 (FL DOR 2025 roll).
Do cash buyers compete in The Highlands Sec Two Tr D Rep?
Cash buyers took 33% of The Highlands Sec Two Tr D Rep sales in the 12 months ending June 2017 (1 of 3 closings, Stellar MLS).
Who is the best real estate agent for The Highlands Sec Two Tr D Rep?
The best agent for The Highlands Sec Two Tr D Rep 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 Sec Two Tr D Rep.
How do I find a top Winter Springs real estate agent who knows The Highlands Sec Two Tr D Rep?
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 The Highlands Sec Two Tr D Rep and the wider Winter Springs area.
Can Momentum Realty connect me with an agent for The Highlands Sec Two Tr D Rep?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your The Highlands Sec Two Tr D Rep purchase or sale - no call center and no pressure.
Buyers seeking a modestly sized single-family home in Seminole County without amenity feesExcellent fit
Buyers comfortable evaluating condition and updates on an older housing stock rather than new constructionExcellent fit
Long-term buyers who value a stable, low-turnover section over a fast-flipping marketExcellent fit
Buyers who want on-site community amenities like a pool, clubhouse, or recreation facilitiesProbably not
Buyers wanting a wide selection of active listings to choose from at any given timeProbably not
Buyers seeking newer construction with fewer age-related maintenance considerationsProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (2 streets, ZIP 32708))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2016 (7 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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