Highland
Trails Homes for Sale in Dade City, FL

Newer master-planned community · City of Dade City · ZIP 33525

A newer master-planned single-residential community in the City of Dade City, off Clinton Avenue east of US-301, with a community development district, a resort-style pool, a dog park, and trails. The read is the homesite, the HOA and CDD assessment, and the full monthly carrying cost.

City of Dade CityNewer single-familyPool and trails

Live Market Pulse

50/100
Momentum

Buyer-Leaning Market (limited data)

Resale here turns on the homesite, the home, and the bundled cost of the HOA and CDD assessment; confirm every line of the carrying cost in writing before you anchor on a number.

Free · No obligation

Unlock Off-Market Highland Trails

Listings before the portals, true comps, and the renovation and carrying-cost math, before you tour.

Built fromLive Stellar MLS data14 years of closingsLocal renovation analysisUpdated twice daily

LiveMarket PulseStellar MLS

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Median Price

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Supply

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Avg DOM

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Seller Leverage

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Median $/Sqft

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1-Yr Price Change

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Jon's Current Read

"Highland Trails is a newer master-planned single-residential community inside the City of Dade City, Pasco County, off Clinton Avenue just east of US-301. It is served by the Highland Trails Community Development District, an independent special-purpose government established by Dade City ordinance in 2020 that maintains shared infrastructure and amenities through bond-backed financing. For a buyer, that structure usually means a recurring CDD assessment layered on top of HOA dues, so the read here is the homesite, the home's condition and floor plan, and the full bundled carrying cost. The amenity package, a resort-style pool and cabana on a central park, a dog park, a neighborhood park, and pedestrian and bike trails, is a real draw, but the cost of maintaining it is shared by residents. Confirm the HOA dues, the CDD assessment, the homesite, and any remaining builder or warranty details in writing before you offer."

Jon Brooks, founder, Momentum Realty · Updated June 2026

The 60-Second Overview

Highland Trails is a newer master-planned single-residential community inside the City of Dade City (ZIP 33525), Pasco County, located off Clinton Avenue just east of US-301, roughly a mile and a half south of State Road 52 and about ten miles east of Interstate 75. It is one of several newer single-family developments in and around Dade City.

The community is served by the Highland Trails Community Development District, an independent special-purpose government established by Dade City ordinance in 2020. The district maintains shared infrastructure and amenities through bond-backed financing, which for most homes means a recurring CDD assessment in addition to any HOA dues. Confirm both line items per homesite.

The amenity package centers on a resort-style pool and cabana on a central park, with a dog park, a neighborhood park, and pedestrian and bike trails. These are genuine draws for a newer community, but they are maintained through shared resident assessments, so read the full bundled cost rather than the dues figure alone.

Because this is newer construction, value tracks the specific homesite, floor plan, and condition, plus any remaining builder warranty. Confirm the school assignment by address with Pasco County Schools if that matters to you, the homesite and any preserve or water exposure, and the full carrying cost before you offer.

Quick Match

Who Highland Trails is best for.

Best for

Buyers who want a newer single-family home in the City of Dade City
Buyers who value a resort-style pool, a dog park, and trails
Buyers comfortable with a community development district assessment
Buyers who will confirm the HOA, CDD, and full carrying cost in writing

Probably not for

Buyers who want an established, mature-tree neighborhood
Buyers who want no HOA or no CDD assessment
Buyers who want a large custom or acreage lot
Buyers who want the lowest possible monthly carry

Market Pulse

How Highland Trails is performing right now

50/100
momentum

Buyer-Leaning Market (limited data)

Seller's marketBalancedBuyer's market

0Months of supplytight

56Median days on marketdays

0 : 0Under contract vs for salestrong demand

0Sold in last 12 monthsliquidity

+127%Median price since 2012appreciation

+0%Asking vs recent sold $/sqftroom to negotiate

Tight supply and strong demand favor sellers here. Homes still take about two months to sell, though, and with asking prices running above recent sales per square foot, a prepared buyer has room on anything overpriced. Reading each home against the real comps, not the headline trend, is where the edge is.

Live from Stellar MLS, as of June 24, 2026. Refreshed twice daily. Months of supply, days on market, and the contract-to-listing ratio are computed from current Highland Trails listings and the trailing twelve months of closed sales.

Where prices are going$850K2026 YTD

Median sale price by year. Tap a label to compare South Branch Preserve or Dade City. The 1-year price change is the median sold price over the most recent year versus the prior year, the same measure most listing sites and local Realtor reports use. It reflects the mix of homes that sold, not the change in any single home's value, which is why median price per square foot is shown alongside it to adjust for home size. In thinly traded neighborhoods, where a sale or two can swing the median, we lead with the mix-resistant price-per-square-foot trend instead.

Price per square foot$3072026 YTD

Median $/sqft by year. 2026 is year to date.

Supply and demand now0 : 0active : pending

For sale0

Pending0

Sold 12mo0

Active and pending listings now vs homes sold in the last 12 months.

8.6A- score

Momentum intelligence

Momentum buy score

Our proprietary read on how a home in Highland Trails buys, holds, and resells. See the five factors.

Interactive Map

Highland Trails on the map.

Every active, pending, and recently sold home, plotted. Toggle the layers, color the dots by status or lot type, and tap a home for the details.

Listing locations from Stellar MLS; lot type inferred from listing descriptions. Destination pins are approximate. Map data © OpenStreetMap, tiles © CARTO. Flood, school, and commute overlays are on the roadmap.

The Club & Membership

15-Second Take

Amenities are maintained through shared HOA and CDD assessments
Confirm the current amenity list with the listing
Read what the CDD assessment funds and for how long
The homesite and floor plan drive resale here
No golf course or golf-club cost typical here

Highland Trails is a newer master-planned single-residential community inside the City of Dade City (ZIP 33525), Pasco County, off Clinton Avenue just east of US-301. It is served by the Highland Trails Community Development District, established by Dade City ordinance in 2020, which maintains shared infrastructure and amenities through bond-backed financing. Reported amenities include a resort-style pool and cabana on a central park, a dog park, a neighborhood park, and pedestrian and bike trails. Confirm the homesite and any preserve or water exposure, the HOA dues, the CDD assessment and its remaining term, any builder warranty, the flood zone, and the school assignment by address with Pasco County Schools, since details change.

Nearby & Commute

How far is everything?

The takeaway

The eastern Pasco location is the point: historic Dade City, US-301, and State Road 52 are all close, with Interstate 75 within reach.

Drive times from the community area; the Dade City location puts the historic downtown, major roads, and the wider Tampa Bay network within reach.

Historic Downtown Dade City~6 to 12 min · ~2 to 5 miles

US-301 corridor~3 to 8 min · ~1 to 3 miles

State Road 52~3 to 7 min · ~1 to 3 miles

Zephyrhills~15 to 25 min · ~8 to 13 miles

Interstate 75 access~14 to 22 min · ~9 to 12 miles

Wesley Chapel shopping~25 to 40 min · ~16 to 24 miles

Drive times are approximate and vary with traffic and your exact departure point. Confirm your real commute at your real departure time.

Nearby Communities

Explore more neighborhoods near HighlandTrails Homes for Sale in Dade City, FL with Momentum Realty’s local guides.

Browse all Florida neighborhood guides →

Carrying cost · the no-CDD edge

No CDD bond means thousands less per year than newer master plans.

Typical CDD community~$2,500/yr

Highland Trails (no CDD)$0/yr

Roughly $25,000 saved over 10 years in carrying cost, before resale.

Illustrative. NE Florida CDD assessments commonly run $1,500-$3,500+/yr and vary by community; verify per property.

Schools

15-Second Take

Pasco County Public Schools
Verify the zoned schools by address
Magnet and choice options may be available
Confirm current ratings before relying on them
Private and parochial options nearby

Highland Trails is served by Pasco County Public Schools. Assignment is by address and can change, so confirm the exact zoned elementary, middle, and high schools for any specific home, plus any magnet or choice options. Treat published ratings as a starting point, not the full story.

Public

Pasco County Public Schools (verify by address)

Verifyrating

By address

Confirm zoned elementary, middle, and high

Verifyrating

Choice

Magnet and choice options may apply

Verifyrating

Buying with schools in mind? We can confirm the exact zoned schools for any Highland Trails address.

The takeaway

What is actually shaping value in this Dade City community, sourced and dated. We do not publish rumor.

Recent Developments in Highland Trails

Development Intelligence

Our read on what is being built around Highland Trails, scored for direction, significance, and how close the effect lands. The full sourced timeline follows below.

Net OutlookBullishThe structural story is a newer master-planned community where the homesite, the floor plan, and the full bundled carrying cost, including the HOA and CDD assessment, drive outcomes. Watch Dade City's growth and road access against the recurring assessment cost, and confirm the HOA, CDD, and warranty picture per home.

Community development district adds a recurring assessment

Ongoing

NeutralNotable impact

SignificanceRadius: Community

The Highland Trails CDD funds amenities and infrastructure through bond-backed financing, usually as a recurring assessment; confirm the amount and remaining term per homesite.

Newer construction limits near-term major repairs

Ongoing

BullishNotable impact

SignificanceRadius: Community

Newer homes typically carry fewer near-term capital repairs and may retain builder warranty coverage; confirm the construction and warranty details per home.

Dade City growth corridor expanding

Ongoing

BullishMinor impact

SignificanceRadius: Area

Eastern Pasco around Dade City continues to add newer communities and road capacity; durable demand supports resale, with traffic and amenity costs to confirm.

Full carrying cost is the read, not the dues alone

Ongoing

NeutralNotable impact

SignificanceRadius: Community

HOA dues plus the CDD assessment plus utilities and insurance set the true monthly carry; confirm every line for the specific home before you offer.

Direction, significance, and effect-radius ratings are Momentum's proprietary, qualitative read of the sourced items below, not investment advice or a prediction for any specific home.

Development, infrastructure, retail, and school activity affecting Highland Trails, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated June 2026.

Showing the latest, scroll for all updates ↓

August 2020
Governance
Dade City establishes the Highland Trails Community Development District
Per the Highland Trails CDD official website, the District was established by Ordinance 2020-20 adopted by the City Commission of the City of Dade City, Florida, which became effective on August 11, 2020, encompassing approximately 243 acres entirely within the City of Dade City. Why it matters: The community development district maintains shared infrastructure and amenities through bond-backed financing, which usually means a recurring assessment on a home's tax bill. Confirm the assessment amount and remaining term per homesite before you offer. Source
October 2025
Governance
Highland Trails CDD completes FY 2024-2025 annual performance report
Per the Highland Trails CDD official website, the District completed its Annual Performance Report for fiscal year 2024-2025 pursuant to Section 189.0694, Florida Statutes, reporting compliance on budgeting, audits, maintenance standards, and public records. Why it matters: An active district that meets its reporting obligations signals ongoing amenity and infrastructure maintenance, which is funded by resident assessments. Confirm the current CDD assessment and HOA dues for the specific home. Source

Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.

The Strategy

The Highland Trails buying strategy.

If we were buying in Highland Trails, this is the order of operations we would run, and the one we run for our clients.

Confirm the CDD assessment and HOA dues together. A community development district usually adds a recurring assessment on top of HOA dues; read both per homesite.

Comp by homesite and floor plan, not by area average, since newer-construction value tracks the specific home and lot.

Confirm any remaining builder warranty and the construction details on the specific home.

Check the homesite for any preserve, water, or roadway exposure that affects livability and resale.

Weigh the nearby alternative, South Branch Preserve, on homesite, amenities, and total carrying cost.

The Quick Decision

Best Buy

A well-positioned homesite with a sound floor plan, a clear HOA and CDD assessment picture, and any remaining builder warranty confirmed.

Biggest Risk

Anchoring on the dues figure alone and missing the CDD assessment, which can meaningfully raise the true monthly carry.

Best Lot

The homesite and its exposure drive resale; interior, preserve, and water-adjacent positions differ, so read the lot first.

Smart Timing

Newer-construction inventory turns with the builder and resale supply; confirm live availability and the full carrying cost before you anchor.

Deep-Dive Intelligence

The full read, only if you want it.

The takeaway

On mobile, tap any heading below to open it. This is the home by home, lot by lot, club and renovation detail, organized so you can jump straight to what matters to you.

Community Details at a Glance

Highland Trails Homes For Sale

What your money buys in Highland Trails.

The takeaway

Three honest price bands. Condition and lot, not the square footage alone, decide where a home lands.

Here are the broad resale bands in Highland Trails today. The right home is the one matched to your budget and the renovation math, so seeing fitting listings early is the edge.

Entry: interior homesites and base plans

The interior homesites and base floor plans, the entry door into a newer Dade City community. Confirm current pricing on the live listings below.

Lowest entry

Core: larger plans and better homesites

The larger floor plans and better-positioned homesites that form the core of the community. Confirm current pricing on the live listings below.

Most inventory

High: premium homesites and upgraded homes

The premium homesites with preserve or water exposure and the most upgraded homes. Position and finish separate these most. Confirm current pricing on the live listings below.

Strongest resale

Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

See Off-Market & Private Listings

What Your Money Buys

What ~$900K buys here.

Three realistic price bands. Where a home lands comes down to condition and lot, not square footage alone.

Entry: interior homesites and base plans

The interior homesites and base floor plans, the entry door into a newer Dade City community. Confirm current pricing on the live listings below.

Core: larger plans and better homesites

The larger floor plans and better-positioned homesites that form the core of the community. Confirm current pricing on the live listings below.

High: premium homesites and upgraded homes

The premium homesites with preserve or water exposure and the most upgraded homes. Position and finish separate these most. Confirm current pricing on the live listings below.

Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

Operator Intelligence

Renovation & Resale Intelligence

The factors that actually move value in Highland Trails, condition, lot, and the renovation math, read from current listings and recent sales.

15-Second Take

Renovation math decides the deal
Golf and lake lots resell strongest
Roof and HVAC age drive the insurance quote
Interior lots are where buyers overpay

Proprietary Data

The renovation premium.

Renovated-listing inventory in Highland Trails is too thin right now to compute a reliable renovation premium. We read condition home by home against real comps before you offer.

Lot Value

The lot premium.

On golf, lake, and preserve frontage, the homesite is the part of your money the market gives back at resale. The house can be renovated; the lot cannot, so premium lots hold their value better than interior ones. How much more they command varies by frontage, view, and condition, which is why we read it home by home against real comparable sales rather than a single headline figure.

Operator Note

Most buyers overpay on interior lots in the back half of the community. A sharp renovation can distract you, but the weaker resale position follows the lot, not the finishes. We read the homesite before the kitchen.

Resale Strength Scorecard

How well Highland Trails holds value.

Our read on the factors that protect resale here, and the one to manage.

Newer construction housing stockStrong

Eastern Pasco growth corridorSolid

Confirm HOA and CDD assessment scopeWatch it

Read homesite and any preserve or water exposureManage it

Confirm builder warranty on the specific homeManage it

Momentum analysis based on the no-CDD structure, central location, built-out lot scarcity, the funded club plan, and the all-resale 1990s housing stock. Not a guarantee of future value.

Operator Note

The strongest value pocket is usually a renovated golf or lake home priced just under the next tier up. Buyers chasing the single biggest estate often pay estate prices for what is really a renovation project.

5 Mistakes Buyers Make in Highland Trails

15-Second Take

Calling the listing agent (who works for the seller)
Misjudging the renovation budget
Overpaying for an interior lot
Ignoring the optional club cost
Skipping the roof, HVAC, and systems check

In an all-resale, seven-figure, renovation-driven market, the same five mistakes cost buyers the most. Every one is avoidable with the right preparation before you tour.

Calling the listing agent

The agent on the sign works for the seller. In a market where condition swings price by hundreds of thousands, negotiating against that agent with no one in your corner is the costliest move of all.

Misjudging the renovation math

A dated home looks like a deal until you price the roof, HVAC, pool, and full modernization honestly. Underbudget the reno and the bargain becomes the expensive house.

Overpaying for an interior lot

Golf frontage, lakefront, and preserve lots carry real, durable premiums. Pay an estate price for an interior lot and you are buying the weakest version of the value.

Ignoring the club decision

The club is optional and separate, so two similar homes can cost very differently to own. Buyers who do not price the membership they will actually use misread their real monthly number.

Skipping the systems check

A 1990s home means 1990s-era systems unless updated. Roof age, HVAC age, pool equipment, and prior renovations drive both price and insurability, and a thorough inspection matters more here than in a new build.

“

Highland Trails is about the homesite and the bundled cost, not a brochure. The deal is won or lost on the lot, the floor plan, and the HOA and CDD assessment, confirmed before you offer.

Jon Brooks · Founder, Momentum Realty

Momentum Intelligence

Momentum Buy Score.

Our proprietary 0 to 10 read across the five factors that decide how a home here buys, holds, and resells.

7.4B · Buy Score

Resale Strength7.4/10

Renovation Risk8.0/10

Location Efficiency7.0/10

Long-Term Defensibility7.2/10

Carrying Cost Advantage5.8/10

Momentum Intelligence Scores are our proprietary, qualitative assessment based on the analysis on this page, on a 0 to 10 scale. They are a framework for comparing communities, not a guarantee of future value or advice on a specific home.

Momentum Housing Intelligence

Why our read on Highland Trails is different.

Most pages on this community are an automated estimate wrapped in stock copy. This one is built from the live Stellar MLS feed, fourteen years of closed sales, and a renovation-by-renovation read of what actually moves value here, lot by lot. No Zestimate, no guesswork.

Live Stellar MLS feed14 years of closed salesRenovation-premium analysisLot-by-lot, no automated estimates

Jon Brooks, founder of Momentum Realty. A housing economist with a background in real estate investment banking at Deutsche Bank and consulting at Ernst & Young, who has built and analyzed Northeast Florida real estate from the ground up.

About the analyst · Our methodology

Which Lots & Views Hold Value Best

Proprietary Data · Lot Value Map

Where the value actually sits. Each home is shaded by its price per square foot (a value read, not just a price) and ringed by lot type, so you can see at a glance which pockets carry a real, durable premium and where a renovation play makes sense.

Value ($/sqft)

$261 value$401 premium

Lake / waterPreserveInterior

Fill = price per square foot; ring = lot type, inferred from listing descriptions. Sold homes are shown by realized $/sqft (lot type not always recorded). Asking and recent-sold figures from Stellar MLS; for orientation, not an appraisal.

15-Second Take

The homesite and position drive resale more than finishes
Confirm the homesite, view, and any preserve or water exposure
Read condition and floor plan on the specific home
Confirm the HOA dues and CDD assessment per homesite
Comp the specific home, not the area average

In a newer master-planned community like this, the homesite and its position set the floor on resale while floor plans repeat across the community. Read the homesite, the exposure, and any preserve or water frontage first, confirm the HOA dues and CDD assessment so you know the true monthly carry, then price the condition and floor plan of the home against the closest comparable sale rather than an area average.

The 15-Second Verdict

Highland Trails in 15 seconds.

Best forBuyers who want a newer single-family home in the City of Dade City with a pool, a dog park, and trails.

Strong onNewer construction, a resort-style pool and cabana, a dog park, a neighborhood park, and pedestrian and bike trails.

WatchThe HOA dues and the CDD assessment together. Confirm both line items and the full carrying cost per homesite.

Sweet spotA well-positioned homesite with a sound floor plan and the HOA, CDD, and warranty picture confirmed in writing.

Not forBuyers who want an established neighborhood, no CDD, an acreage lot, or the lowest possible monthly carry.

HOA, CDD & Fees

15-Second Take

Confirm the HOA dues and CDD assessment together
Read what the CDD assessment funds and for how long
Confirm which amenities are bundled in the dues
Budget the full monthly carry, not just the dues
Comp by homesite and floor plan before you offer

Highland Trails carries a homeowners association, and the community is served by a community development district that typically adds a recurring assessment on top of HOA dues. Dues and assessment amounts vary by homesite and change over time, so confirm the current figures in writing before you offer; we pull the documents for any home you consider.

Shared amenities and common-area maintenance are generally funded through the HOA and CDD, and can include the resort-style pool and cabana, the dog park, the neighborhood park, and the trails. Confirm exactly what is bundled, what the CDD assessment covers, and any separate utility or service costs per home.

Run Your Numbers

Tools for a Highland Trails buy.

Free calculators to pressure-test the real cost before you tour.

Mortgage paymentPrincipal, interest, taxes, and insurance on a specific price.Property taxPasco County millage and the homestead picture.Rent vs buyThe breakeven on owning in Highland Trails.Save Our HomesProject your homestead tax cap over time.

The takeaway

Selling here is won on condition and view, not the Zestimate. The right number comes from closed comps matched to your renovation level and lot.

Selling in Highland Trails

Price it to your homesite, floor plan, and carrying cost, with the assessment shown.

If you are selling in Highland Trails, the right list price comes from recent sales matched to your homesite, floor plan, and condition, in a newer community where buyers weigh the full bundled cost. Clear HOA and CDD assessment information is a real asset.

Momentum listings (YTD)

97.98%

Sold-to-list ratio across our market for our agents, sellers keeping more of their price.

Market average (YTD)

96.73%

The broader metro average sold-to-list ratio over the same period.

Momentum days on market

64 days

Median days on market for our listings, faster sales mean less carrying cost and stronger leverage.

Market days on market

72 days

The broader metro median over the same period.

Sold-to-list and days-on-market figures reflect Momentum Realty listings versus our market average, year to date. Your home's result depends on pricing, condition, lot, view, and preparation.

In Highland Trails, condition and view decide your number

Because buyers here are weighing your home against renovated comps and cross-shopping South Branch Preserve, a home priced to the community average instead of its true condition and view either leaves money on the table or sits. A renovated kitchen, newer roof and HVAC, and a golf or lake view all deserve to show up in your price, and a buyer pool reading renovation math needs to be shown why your home is worth it. We build that case with real comps and a pricing strategy for the current market.

What is your Highland Trails home worth?

Get a no-obligation home value based on real comparable sales in Highland Trails matched to your condition, lot, and view, 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 Trails on the map →
Or get your Highland Trails home value & selling guide →

Real comps, not a Zestimate.

The real cost & risk here

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

$1,816/mo

Pasco County typical true cost to own

$138/mo

Pasco County typical home insurance

No CDD

No community development district bond

Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Pasco County scorecard.

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 Trails Market Scorecard

Thin data

Highland Trails is currently a thin data. Limited supply, a median asking price of n/a.

n/a

Months supply

n/a

Median list

n/a

Median sold

n/a

Per sqft

n/a

Days on mkt

0/0/0

Active/Pend/Sold

Go deeper: 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

Where is Highland Trails located?

Highland Trails is a newer master-planned single-residential community inside the City of Dade City, FL (ZIP 33525), Pasco County, off Clinton Avenue just east of US-301, about a mile and a half south of State Road 52.

What kind of homes are in Highland Trails?

Newer single-family homes built within a planned community. Floor plans, sizes, and year built vary by builder and phase, so confirm the specific home's size, year built, condition, and homesite for any listing.

Does Highland Trails have an HOA?

Yes. Highland Trails carries a homeowners association, and the community is also served by a community development district. Confirm the current HOA dues and the CDD assessment in writing before you offer.

What is the Highland Trails CDD?

The Highland Trails Community Development District is an independent special-purpose government established by Dade City ordinance in 2020. It maintains shared infrastructure and amenities through bond-backed financing, which usually means a recurring assessment on a home's tax bill. Confirm the amount and remaining term per homesite.

What amenities does Highland Trails have?

Reported amenities include a resort-style pool and cabana on a central park, a dog park, a neighborhood park, and pedestrian and bike trails. Confirm the current amenity list and what the HOA and CDD assessment fund with the listing.

How much does a home in Highland Trails cost?

We do not publish a price figure here. Pricing tracks the specific homesite, floor plan, and condition. Confirm current pricing on the live listings on this page; we pull exact comps before you offer.

What schools serve Highland Trails?

The community is in Pasco County Schools, with assignment by address. Zoning can change, so confirm the current zoned campuses for any specific home with the district.

Is Highland Trails a good place to buy?

It can be, for a buyer who wants a newer single-family home with a pool and trails and who is comfortable confirming the HOA dues and CDD assessment. We pull live inventory and comps so you can judge value and the full carrying cost on the actual property.

Is now a good time to buy in Highland Trails?

Newer-construction inventory turns with the builder and resale supply, so it depends on the specific home and homesite. We pull live inventory and comps so you can judge value and the full monthly carry.

What is Dade City like?

Dade City is an established small city in eastern Pasco County known for its historic downtown, rolling terrain, and a growing ring of newer master-planned communities. It offers a quieter pace with access to US-301 and Interstate 75.

Is Highland Trails in a flood zone?

Flood zones are parcel-specific. Confirm the flood zone designation and any flood insurance requirement for the specific home with the listing and the current flood maps before you offer.

How far is Highland Trails from major roads?

The community sits off Clinton Avenue just east of US-301, roughly a mile and a half south of State Road 52 and about ten miles east of Interstate 75, putting Dade City, Zephyrhills, and the wider Tampa Bay road network within reach.

Does Highland Trails have a pool?

Sources describe a resort-style pool and cabana on a central park as part of the community amenities. Confirm the current amenity list and access details with the listing, since amenities can change.

Do I need my own agent to buy in Highland Trails?

Yes. The listing agent and any builder sales agent work for the seller. Your own agent confirms the homesite, the HOA dues and CDD assessment, the warranty and construction details, pulls true comps, and negotiates for you. Momentum Realty represents you, not the seller.

Who is the best real estate agent for Highland Trails?

The best agent for Highland Trails is one who actively works Dade City and knows the community's pricing, HOA and CDD details, 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 Trails.

How do I find a top Dade City real estate agent who knows Highland Trails?

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 Trails and the wider Dade City area.

Can Momentum Realty connect me with an agent for Highland Trails?

Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Highland Trails purchase or sale - no call center and no pressure.

The Verdict

Should you buy in Highland Trails?

An honest fit check. We will tell you when it is not your community.

You want a newer single-family home in the City of Dade CityExcellent fit

You value a resort-style pool, a dog park, and trailsExcellent fit

You are comfortable with a community development district assessmentExcellent fit

You will confirm the HOA, CDD, and full carrying cost in writingExcellent fit

You want easy access to US-301 and Interstate 75Excellent fit

You want an established, mature-tree neighborhoodProbably not

You want no HOA or no CDD assessmentProbably not

You want a large custom or acreage lotProbably not

You want the lowest possible monthly carryProbably not

You will not confirm the bundled assessment costsProbably not

Get the inside read on Highland Trails

Whether you are buying a renovation project, comparing the lots and views, weighing the optional club, or selling your Highland Trails home, tell us what you need. Every inquiry comes straight to us. We represent you, not the seller, and what your agent is paid is negotiable and set in a written buyer agreement up front. No obligation, no spam, no high-pressure follow-up.

You are all set.

A Momentum Realty Highland Trails specialist will reach out personally, usually the same day.

Thinking about hiring an agent here? How to find the best real estate agent in Highland Trails — what to look for, questions to ask, and your local expert.

Photography on this page is sourced from active and recently sold MLS listings in this community and remains the property of the listing brokerage and/or photographer. Listings courtesy of Stellar MLS as distributed by MLS GRID. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing; deemed reliable but not guaranteed by MLS GRID.

HighlandTrails Homes for Sale in Dade City, FL

The 60-Second Overview

Who Highland Trails is best for.

Best for

Probably not for

How Highland Trails is performing right now

Highland Trails on the map.

The Club & Membership

How far is everything?

Nearby Communities

Schools

Pasco County Public Schools (verify by address)

Confirm zoned elementary, middle, and high

Magnet and choice options may apply

Recent Developments in Highland Trails

Community development district adds a recurring assessment

Newer construction limits near-term major repairs

Dade City growth corridor expanding

Full carrying cost is the read, not the dues alone

Dade City establishes the Highland Trails Community Development District

Highland Trails CDD completes FY 2024-2025 annual performance report

The Highland Trails buying strategy.

The full read, only if you want it.

What your money buys in Highland Trails.

What ~$900K buys here.

Renovation & Resale Intelligence

The renovation premium.

The lot premium.

How well Highland Trails holds value.

5 Mistakes Buyers Make in Highland Trails

Calling the listing agent

Misjudging the renovation math

Overpaying for an interior lot

Ignoring the club decision

Skipping the systems check

Momentum Buy Score.

Why our read on Highland Trails is different.

Which Lots & Views Hold Value Best

Highland Trails in 15 seconds.

HOA, CDD & Fees

Tools for a Highland Trails buy.

Price it to your homesite, floor plan, and carrying cost, with the assessment shown.

In Highland Trails, condition and view decide your number

What is your Highland Trails home worth?

Price History: What Homes Here Have Actually Sold For

The real cost & risk here

Highland Trails Market Scorecard

Frequently Asked Questions

Should you buy in Highland Trails?

Get the inside read on Highland Trails

You are all set.

Need to sell fast in Pasco County?

You just read the data. Now see what your home is worth.

Highland
Trails Homes for Sale in Dade City, FL