Highland Lake
Homes for Sale in Winter Springs, FL

All 130 homes for sale in Winter Springs, FL · median $422,445 · Seminole County homes for sale

Community in Winter Springs · Seminole County · ZIP 32708
Free · No obligation
Talk to a Highland Lake Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data12 years of closingsUpdated twice daily

As of September 2026, the MLS records 9 closed sales in Highland Lake Ph 2 in Winter Springs, FL since 2014, the most recent in August 2026. Across Winter Springs as a whole, 253 homes closed in the last 12 months at a median of $446,000, 33 median days on market, with 32 homes for sale today. At that median and Seminole County's FY2025-26 rate of 15.18 mills, annual property tax runs about $6,770 ($6,170 with the full homestead exemption).

Jon Brooks, founder of Momentum Realty
Jon's Current Read

There isn't enough current MLS activity in Highland Lake Ph 2 to pull a reliable price signal right now. That in itself is useful information: this is a smaller, quieter pocket of Winter Springs where listings don't turn over in a steady stream, so pricing tends to be set home by home rather than by a clear community trend.

For a buyer, that means less competition pressure but also less data to negotiate from. For a seller, it means positioning and condition do more of the work than comparable sales, since there may not be a fresh comp sitting next door.

Nearby homes for sale

No active listings inside Highland Lake Ph 2 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.

131 LISA LOOP
$489K · 0.1 mi away
4 bd · 2.5 ba · 2,309 sqft
131 LISA LOOP
Listed by BAILEY CAMPBELL PROPERTIES
70 MOREE LOOP #61
$180K · 0.2 mi away
2 bd · 1.5 ba · 1,080 sqft
70 MOREE LOOP #61
Listed by COLDWELL BANKER REALTY
220 MOREE LOOP #2
$140K · 0.3 mi away
1 bd · 1 ba · 710 sqft
220 MOREE LOOP #2
Listed by RE/MAX CENTRAL REALTY
335 KIRKCALDY DRIVE
$330K · 0.3 mi away
3 bd · 2 ba · 1,178 sqft
335 KIRKCALDY DRIVE
Listed by MILLENIUM REALTY GROUP
240 MOREE LOOP #3
$170K · 0.3 mi away
3 bd · 2 ba · 1,187 sqft
240 MOREE LOOP #3
Listed by MARK SPAIN REAL ESTATE
417 SHEOAH BOULEVARD #17
$170K · 0.3 mi away
2 bd · 2 ba · 936 sqft
417 SHEOAH BOULEVARD #17
Listed by INVESTOR'S REAL ESTATE LLC

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

The 60-Second Overview

Highland Lake Ph 2 is a low-turnover section of Winter Springs in Seminole County, where current MLS records show no listed community amenities and limited recent sales activity to draw conclusions from.

Stellar MLS sales records identify 16 homes in Highland Lake that have changed hands since 2008, built between 1994 and 1998 (median 1996), with a median living area of about 2,216 sq ft and a typical 3-bedroom, 2.5-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.

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

  • A buyer prioritizing a specific home and location in Winter Springs over community amenities.
  • A buyer comfortable making a decision without a deep bench of recent comparable sales.
  • A seller prepared to price and market based on the individual property rather than a community trend.

Probably not for

  • A buyer who wants an HOA-run clubhouse, pool, or organized amenity program.
  • A buyer who needs several recent comparable sales to feel confident in a price.
  • A seller expecting a fast-moving comp set to justify an aggressive list price.

The market around Highland Lake

Highland Lake is too small for its own price trend, so here is the market around it.

In ZIP 32708, 150 homes are on the market and 33% are under contract — a fast-moving corner of Winter Springs.

Across Seminole County, 1,646 homes are active and 585 pending (26% under contract).

In ZIP 32708 (Winter Springs), 668 homes closed in the last 12 months at a median of $412K ($242/sq ft), down 1.5% year over year, with a median 33 days on market. Right now 32 active and 21 pending listings put supply at about 1.9 months — a healthy market. See the live ZIP 32708 housing market and the Seminole County market.

ZIP and county figures describe the wider market, not Highland Lake specifically. Momentum Research analysis of MLS records.

Highland Lake Ph 2 by the numbers

From county property records and closed MLS sales for the Highland Lake Ph 2 subdivision: 12 homes on record; built 1995–1998; typical size about 2,219 heated sq ft; 3 bedrooms is the median. Housing mix: single-family 100%.

YearRecorded salesMedian price
20191$275,000
20201$317,000
20211$360,000
20232$402,000
20241$405,000
20261$505,000

Newest recorded sale: $505,000 on 2026-08-28.

Recorded data as of 2026-09-12; counts cover addresses tagged to this subdivision in the public record, not every parcel. Not an appraisal.

If we were buying in Highland Lake 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 Highland Lake.

Best Buy
Buyers focused on a specific home in Winter Springs rather than a community amenity package.
Biggest Risk
Limited recent sales data makes it harder to price with confidence from comps alone.
Sweet Spot
A buyer or seller willing to do home-specific diligence instead of leaning on neighborhood trends.
Avoid If
You are shopping for a community built around shared amenities like a pool or clubhouse.

A community that doesn't show its hand

With no amenities currently identified from MLS listings and limited transaction volume, Highland Lake Ph 2 is not a community that markets itself through a clubhouse or a pool. Whatever draws buyers here is likely the location within Winter Springs and the individual homes themselves, not a shared amenity package.

This also means due diligence carries more weight than usual. Without a steady flow of comparable sales or a documented amenity list, a buyer or seller needs a closer look at the specific home, its condition, and any HOA obligations rather than relying on neighborhood-wide assumptions.

The location and the amenities are priced into every listing in Highland Lake. 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 thin current data, the value we add is in the legwork: pulling whatever recent activity exists, checking HOA documents directly rather than assuming amenities, and pricing a listing or an offer on the specific home rather than a community average that doesn't really exist yet.

Highland Lake in 15 seconds.

Best forBuyers focused on a specific home in Winter Springs rather than a community amenity package.
Biggest advantageThe quiet resale pace can mean less bidding pressure when something does list.
Biggest riskLimited recent sales data makes it harder to price with confidence from comps alone.
Sweet spotA buyer or seller willing to do home-specific diligence instead of leaning on neighborhood trends.
Avoid ifYou are shopping for a community built around shared amenities like a pool or clubhouse.

HOA, CDD & Fees

In short
  • HOA status not on record. Verify any dues before you offer
  • 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 Lake sales matched to your home.

What is your Highland Lake home worth?

Get a no-obligation home value based on real comparable sales in Highland Lake, 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 all homes for sale in Winter Springs →

Real comps, not an automated estimate.
A buyer prioritizing a specific home and location in Winter Springs over community amenities.Excellent fit
A buyer comfortable making a decision without a deep bench of recent comparable sales.Excellent fit
A seller prepared to price and market based on the individual property rather than a community trend.Excellent fit
A buyer who wants an HOA-run clubhouse, pool, or organized amenity program.Probably not
A buyer who needs several recent comparable sales to feel confident in a price.Probably not
A seller expecting a fast-moving comp set to justify an aggressive list price.Probably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2014 (9 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 local comps.

Looking to buy here? Search homes for sale →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →

Common questions about Highland Lake

Where is Highland Lake?

Highland Lake is a community in Winter Springs, Seminole County, Florida, ZIP 32708.

How many homes are in Highland Lake?

County property records list 12 homes in Highland Lake, built between 1995 and 1998; the typical home is about 2,219 heated square feet.

What do homes in Highland Lake sell for?

Highland Lake has no MLS sales in the last 12 months. The most recent year with recorded sales on file is 2026 (1 sale, median $505,000). For context, ZIP 32708 has 150 homes on the market with 33% under contract.

Are there homes for sale in Highland Lake right now?

No active listings inside Highland Lake at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Highland Lake have an HOA or CDD?

No HOA is on record for Highland Lake in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.

Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.

Nearby Communities

Explore more neighborhoods near Highland Lake with Momentum Realty’s local guides.

The Oaks0.1 mi away · median $442K, 10 sales/12 moHighland Village 20.2 mi away · median $374K, 4 sales/12 moBTBay Tree0.2 mi awayBaytree Village0.3 mi away · median $180K, 3 sales/12 moCypress Club0.3 mi away · 5 for sale

Browse all neighborhood guides →

Talk to a Local Highland Lake Expert
Call Get Listings