HIGHLAND VILLAGE 1 in WINTER SPRINGS

HIGHLAND VILLAGE 1
Homes for Sale in WINTER SPRINGS, FL

Community in WINTER SPRINGS · Seminole County · ZIP 32708
40 homesBuilt 1984–1987
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Built fromLive Stellar MLS data20 years of closingsFL DOR public recordsUpdated twice daily
Live · HIGHLAND VILLAGE 1 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
24.0mo
Supply
3 to 6 months is the balanced band
0%
Under contract
Seminole: 30% (662 of 2,236)
2 · 0
For sale · pending
live counts, refreshed twice daily
1
Sold · last 12 mo
10-yr average: about 2 a year
Ownership and context
60%
Owner-occupied · HIGHLAND VILLAGE 1
24 of 40 parcels homesteaded (FL DOR 2025)
40%
Non-owner-occupied · HIGHLAND VILLAGE 1
incl. 20% trust or LLC-held · 15% out-of-state
50%
Cash buyers · HIGHLAND VILLAGE 1
2 of 4 sales, 12 mo ending June 2025
40
Homes in the community
40 residential parcels (FL DOR 2025)
Track record · 20 years of records
Est. 1984
Community established
homes built 1984-1987, median 1985 (FL DOR 2025)
2
Failed listings · 2026
peaked at 3 in 2008
2.5%/yr
Turnover rate
about 1 of 40 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Highland Village 1 is a small, established pocket of 40 homes built in the mid-1980s, with a median year built of 1985 and a typical home running around 1,356 square feet. With inventory this limited, pricing in this community is set less by broad market trends and more by the condition and updates of whichever individual home happens to be on the market at a given time.

Right now there is a single active listing and months of supply sits at 12, which places the community on the buyer-leaning side of the market. For sellers, that means patience and presentation matter, since there is little competing inventory to set a comparable price against. For buyers, it means less pressure to rush, but also fewer options to choose from at any given moment.

HIGHLAND VILLAGE 1 Housing Pulse · Momentum Research · as of August 2, 2026

HIGHLAND VILLAGE 1 right now

🟢 Buyer-leaning market. 24.0 months of supply and 0% of the inventory already under contract give buyers above-average negotiating leverage.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of August 2, 2026. Confidence: Low (2 active and pending listings, 1 closed sales in 12 months).

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

Updated August 2, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

Best for

  • Buyers prioritizing community amenities like a pool, tennis and pickleball courts, and a clubhouse over a large selection of active listings.
  • Buyers comfortable with a mid-1980s-built home and evaluating condition and updates on a case-by-case basis.
  • Buyers with flexible timelines who can wait for the right listing to surface in a low-inventory community.

Probably not for

  • Buyers who want to compare multiple active listings side by side before deciding.
  • Buyers seeking new construction or homes built in the last decade.
  • Sellers expecting a fast sale in a market currently leaning toward buyers with 12 months of supply.

The market around HIGHLAND VILLAGE 1

HIGHLAND VILLAGE 1 is a small community — 14 recorded sales on file, most recently in 2026 — too few for its own price trend. Here is the market around it.

In ZIP 32708, 185 homes are on the market and 36% are under contract — a fast-moving corner of WINTER SPRINGS.

Across Seminole County, 1,574 homes are active and 662 pending (30% under contract).

Homes here are single family residence.

ZIP and county figures describe the wider market, not HIGHLAND VILLAGE 1 specifically. Momentum Research analysis of MLS records.

Housing distress & ownership in HIGHLAND VILLAGE 1, 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 9 listings
Distress share trend - 0.0% now (2026-08-12 → 2026-08-14)

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 August 2026 through August 2026. Deemed reliable but not guaranteed.

Homes For Sale Right Now in HIGHLAND VILLAGE 1

Live MLS inventory for HIGHLAND VILLAGE 1. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.

Active and pending HIGHLAND VILLAGE 1 listings as of 2026-08-18, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2006 through 2025. Tap any home to ask about it.

Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.

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

Schools

In short
  • Seminole County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Highlands Elementary · Elementary
  • South Seminole Middle · Middle
  • Winter Springs High · High

Zoned schools reflect the assignments reported on recent HIGHLAND VILLAGE 1 listings and can change; always confirm with Seminole County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any HIGHLAND VILLAGE 1 address.

If we were buying in HIGHLAND VILLAGE 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

Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.

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 HIGHLAND VILLAGE 1.

Best Buy
Buyers looking for an established, amenity-equipped community with a small, stable home count.
Biggest Risk
With only one active listing and 12 months of supply, options and pricing comparables are both limited.
Sweet Spot
Homes built in the mid-1980s that have been updated and maintained, offering a straightforward, single-story-era layout.
Avoid If
You need a wide selection of homes to compare or a fast transaction timeline.

A small footprint with an outsized amenity list

With only 40 homes total and a single active listing at the time of this snapshot, Highland Village 1 does not turn over often, and each closing tends to represent a meaningful share of the community's annual activity. The homes themselves are consistent in age, with a year-built range of 1984 to 1987 and a median build year of 1985, and a typical living area near 1,356 square feet. That consistency in age and size means differences between homes here often come down to updates, maintenance, and layout rather than dramatic differences in scale.

The amenity package, including a clubhouse, pool, tennis and pickleball courts, a basketball court, a playground, and a park, is reported across this community's MLS listings and is worth verifying directly with the HOA for current access and condition. About 60% of homes here carry a homestead exemption, suggesting a meaningful share of owners have held their properties long enough to file for it, which is consistent with a community that doesn't see frequent turnover.

The location and the amenities are priced into every listing in HIGHLAND VILLAGE 1. 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 this small, with only one listing active and thin closing volume, pricing a home correctly or evaluating an offer requires a close look at recent comparable sales rather than a reliance on broad neighborhood averages. We track this kind of low-volume inventory closely so buyers and sellers here are working from an accurate, current picture rather than outdated assumptions.

HIGHLAND VILLAGE 1 in 15 seconds.

Best forBuyers looking for an established, amenity-equipped community with a small, stable home count.
Biggest advantageA deep amenity package, including pool, tennis, pickleball, and a clubhouse, for a community of just 40 homes.
Biggest riskWith only one active listing and 12 months of supply, options and pricing comparables are both limited.
Sweet spotHomes built in the mid-1980s that have been updated and maintained, offering a straightforward, single-story-era layout.
Avoid ifYou need a wide selection of homes to compare or a fast transaction timeline.

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 HIGHLAND VILLAGE 1 sales matched to your home.

What is your HIGHLAND VILLAGE 1 home worth?

Get a no-obligation home value based on real comparable sales in HIGHLAND VILLAGE 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.

See homes for sale in HIGHLAND VILLAGE 1 on the map →

Real comps, not an automated estimate.

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Seminole County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$2,391/mo
Seminole County typical true cost to own
$131/mo
Seminole County typical home insurance
Check CDD
Confirm before you offer

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.

HIGHLAND VILLAGE 1 Market Scorecard

Buyer's market

HIGHLAND VILLAGE 1 is currently a buyer's market. About 6.0 months of supply, a median asking price of $329,900, and homes go under contract in about 44 days.

6.0
Months supply
$329,900
Median list
$297,275
Median sold
$280
Per sqft
44
Days on mkt
1/0/2
Active/Pend/Sold

Go deeper: county scorecard · true cost calculator · affordability calculator.

Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.

Frequently Asked Questions

Is HIGHLAND VILLAGE 1 a buyer's or seller's market right now?
As of August 2, 2026, HIGHLAND VILLAGE 1 leans toward buyers: 24.0 months of supply at the current sales pace (Stellar MLS live counts).
How many homes are in HIGHLAND VILLAGE 1?
The Florida DOR 2025 assessment roll shows 40 homes in HIGHLAND VILLAGE 1 (public records).
What share of HIGHLAND VILLAGE 1 is owner-occupied?
60% of HIGHLAND VILLAGE 1 parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in HIGHLAND VILLAGE 1 built?
Homes in HIGHLAND VILLAGE 1 were built between 1984 and 1987, with a median year built of 1985.0 (FL DOR 2025 roll).
Do cash buyers compete in HIGHLAND VILLAGE 1?
Cash buyers took 50% of HIGHLAND VILLAGE 1 sales in the 12 months ending June 2025 (2 of 4 closings, Stellar MLS).
Who is the best real estate agent for HIGHLAND VILLAGE 1?
The best agent for HIGHLAND VILLAGE 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 HIGHLAND VILLAGE 1.
How do I find a top WINTER SPRINGS real estate agent who knows HIGHLAND VILLAGE 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 HIGHLAND VILLAGE 1 and the wider WINTER SPRINGS area.
Can Momentum Realty connect me with an agent for HIGHLAND VILLAGE 1?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your HIGHLAND VILLAGE 1 purchase or sale - no call center and no pressure.
Buyers prioritizing community amenities like a pool, tennis and pickleball courts, and a clubhouse over a large selection of active listings.Excellent fit
Buyers comfortable with a mid-1980s-built home and evaluating condition and updates on a case-by-case basis.Excellent fit
Buyers with flexible timelines who can wait for the right listing to surface in a low-inventory community.Excellent fit
Buyers who want to compare multiple active listings side by side before deciding.Probably not
Buyers seeking new construction or homes built in the last decade.Probably not
Sellers expecting a fast sale in a market currently leaning toward buyers with 12 months of supply.Probably not

Nearby Communities

Explore more neighborhoods near HIGHLAND VILLAGE 1 with Momentum Realty’s local guides.

North Orlando 1St Add Winter Springs0.2 mi awayHighland Village 2 Winter Springs0.2 mi awayHighlands Glen Winter Springs0.2 mi awayNorth Orlando Winter Springs0.3 mi awayThe Oaks Sub Winter Springs0.3 mi awayBaytree Village Winter Springs0.3 mi awayGreenspointe Winter Springs0.4 mi awayCypress Club Winter Springs0.4 mi away

Browse all Florida neighborhood guides →

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: August 2, 2026)
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (2 streets, ZIP 32708))
Under-contract sharesStellar MLS records, as of 2026-08-01
Historical depthClosed-sale records back to 2006 (28 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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CallFree valuation →
Thinking of selling in HIGHLAND VILLAGE 1? 1 recorded closings (window ending 2026-08-02). See the Seminole County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.
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