Highland Trails
Homes for Sale in Dade City, FL
All 343 homes for sale in DADE CITY, FL · median $406,075 · 245 homes for sale in 33525 · Pasco County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, Highland Trails in Dade City, FL has 6 homes for sale and 7 pending, asking from $275,000 to $353,000 (median $315,000). Over the 12 months ending 2026-08-02, 15 recorded sales closed at a median of $308,590, $146 per square foot, a median 28 days on market, sellers accepting 98% of original asking. Homes listed or recently sold were built 2026 - 2026 with 23 new construction; 25 of 25 report an HOA (median $96/mo); none of the 16 geocoded homes sit in a FEMA special flood hazard zone (median elevation 116 ft). At the median price and Pasco County's FY2025-26 rate of 16.15 mills, annual property tax runs about $4,990 ($4,330 with the full homestead exemption).
Homes For Sale Right Now in Highland Trails
Live MLS inventory for Highland Trails. 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 · 2 daysTop listing
Active · 1 days
Active · 1 days
Active · 68 days
Active · 113 days
Active · 137 days
Active · 62 days
Pending · 94 days
Pending · 61 days
Pending · 110 days
Pending · 54 days
Pending · 156 days
Pending · 161 days
Pending · 61 daysActive and pending Highland Trails listings as of 2026-09-14, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2026 through 2026. Tap any home to ask about it.
Nearby homes for sale
No active listings inside HIGHLAND TRAILS 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.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Highland Trails market snapshot (as of August 2, 2026): the median sale price is about $309K ($146 per sq ft over the trailing 12 months of closed sales), and a median 28 days on market for closed sales.
In ZIP 33525 (DADE CITY), 777 homes closed in the last 12 months at a median of $355K ($175/sq ft), down 3.0% year over year, with a median 49 days on market. Right now 175 active and 52 pending listings put supply at about 6.4 months - a buyer's market. See the live ZIP 33525 housing market and the Pasco County market.
Stellar MLS sales records identify 51 homes in HIGHLAND TRAILS that have changed hands since 2026, built between 2026 and 2027 (median 2026), with a median living area of about 2,077 sq ft and a typical 4-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.
Flood zones in HIGHLAND TRAILS: of 15 listing addresses checked against the FEMA National Flood Hazard Layer, 100% sit outside the FEMA Special Flood Hazard Area (Zone X). Individual parcels vary - verify any specific address at msc.fema.gov. See flood zones by neighborhood in Dade City.
The setting & the homes.
Aerial and on-site photos of Highland Trails. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Highland TrailsHighland TrailsHighland TrailsHighland TrailsHighland TrailsHighland TrailsHighland TrailsHighland TrailsPhotos from Stellar MLS listings in Highland Trails; content deemed reliable but not guaranteed.
Highland Trails on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
Schools
- Pasco County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Pasco County Public Schools (verify by address) · Public
- Confirm zoned elementary, middle, and high · By address
- Magnet and choice options may apply · Choice
Zoned schools reflect the assignments reported on recent Highland Trails listings and can change; always confirm with Pasco County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Highland Trails address.
Shop the zone: Homes zoned for Pasco High-Po High School
The Highland Trails buying strategy.
If we were buying in Highland Trails today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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 Trails.
A closer look at the Highland Trails market
At a median of $146 per square foot, Highland Trails prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
The location and the amenities are priced into every listing in Highland Trails. The deal is won or lost on condition, the comps, and the renovation math.
HOA, CDD & Fees
- HOA dues reported around $96/month (about $1,152/yr) · median of 94 MLS listings, most billed monthly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $96 per month ($1,152 a year) - the median AssociationFee across 94 MLS records, normalised to a monthly figure; most are billed monthly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Highland Trails buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Highland Trails sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Highland Trails, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Highland Trails home worth?
Get a no-obligation home value based on real comparable sales in Highland Trails, 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 Dade City →
Recently off market in HIGHLAND TRAILS
Homes in HIGHLAND TRAILS that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 1 on record.
- 11990 Noble Chase Path · off market
Highland Trails Market Scorecard
Highland Trails is currently a balanced market. About 4.0 months of supply, a median asking price of $315,000, and homes go under contract in about 32 days.
Typical home value in the 33525 ZIP is $347,891, right around the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Frequently Asked Questions
What is the median home price in Highland Trails?
How long do homes in Highland Trails take to sell?
How many homes are in Highland Trails?
What share of Highland Trails is owner-occupied?
Do cash buyers compete in Highland Trails?
What schools serve Highland Trails?
Who is the best real estate agent for Highland Trails?
How do I find a top Dade City real estate agent who knows Highland Trails?
Can Momentum Realty connect me with an agent for Highland Trails?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 14, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending August 2, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 33525)) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Schools | 2025-26 district assignments + FLDOE school grades; verify with the district |
| Historical depth | Closed-sale records back to 2026 (15 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.
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See how HIGHLAND TRAILS fits the bigger picture — live prices, inventory, and Momentum Scores:
More Dade City & Tampa North / Pasco County guides
Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Tampa North / Pasco County or the full Neighborhood Finder.
Nearby Communities
Explore more neighborhoods near Highland Trails with Momentum Realty’s local guides.