Highland Park
Homes for Sale in Dade City, FL

All 354 homes for sale in Dade City, FL · median $397,500 · 255 homes for sale in 33525 · Pasco County homes for sale

Community in Dade City · Pasco County · ZIP 33525
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Built fromLive Stellar MLS data5 years of closingsUpdated twice daily

As of October 2026, the MLS records 8 closed sales in Highland Park Add in Dade City, FL since 2021, the most recent in March 2026. Across Dade City as a whole, 340 homes closed in the last 12 months at a median of $353,820, 51 median days on market, with 150 homes for sale today. At that median and Pasco County's FY2025-26 rate of 16.15 mills, annual property tax runs about $5,720 ($5,060 with the full homestead exemption).

Live · Highland Park Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily
1
Sold · last 12 mo
10-yr average: about 1 a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Highland Park Add is an older-vintage pocket of Dade City, with a median year built of 1955 and a range that stretches back to 1901 and as recent as 2022. That spread means condition, not just square footage, is doing most of the work on price in this market — a home built in the early 1900s and one finished a few years ago can sit on the same block with very different mechanical systems, roofs, and finishes behind similar-looking exteriors.

With 115 homes tracked and a homestead share of 68.5%, this is a community where a solid majority of owners are in their primary residence rather than treating the property as a rental or investment flip. For sellers, that generally means listings come to market when someone is ready to move, not on an investor's timeline. For buyers, it means fewer turnkey rehab-and-resell products and more homes that reflect long-term occupancy — inspection findings matter, and going in with a contractor's eye pays off.

Nearby homes for sale

No active listings inside Highland ParkHomes for Sale in Dade City, FL 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.

36842 CENTER AVE
$515K · 0.1 mi away
4 bd · 3 ba · 2,192 sqft
36842 CENTER AVE
Listed by CENTURY 21 ROSA LEON
37010 CHURCH AVENUE
$330K · 0.1 mi away
3 bd · 2 ba · 1,646 sqft
37010 CHURCH AVENUE
Listed by EXP REALTY LLC
37150 HIGHLAND BLUFF CIRCLE
$280K · 0.3 mi away
3 bd · 2 ba · 1,345 sqft
37150 HIGHLAND BLUFF CIRCLE
Listed by RE/MAX MARKETING SPECIALISTS
37110 HIGHLAND BLUFF CIRCLE
$275K · 0.3 mi away
3 bd · 2 ba · 1,752 sqft
37110 HIGHLAND BLUFF CIRCLE
Listed by MARK SPAIN REAL ESTATE
36639 JEFFERSON AVENUE
$435K · 0.3 mi away
3 bd · 2 ba · 1,536 sqft
36639 JEFFERSON AVENUE
Listed by COASTAL PROPERTIES GROUP INTER
14069 GRANDEUR WAY
$800K · 0.4 mi away
5 bd · 4 ba · 3,197 sqft
14069 GRANDEUR WAY
Listed by KING & ASSOCIATES 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 Park Add is a modest-sized, historically rooted section of Dade City with a median living area of 1,710 square feet — the kind of footprint suited to a straightforward single-family layout rather than a sprawling floor plan.

Stellar MLS sales records identify 21 homes in Highland Park that have changed hands since 2004, built between 1946 and 2001 (median 1956), with a median living area of about 1,730 sq ft and a typical 3-bedroom, 2-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.

County records show 8 qualified sales in Highland Park across 2024–2025 (4 in 2024, 4 in 2025), median $285,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

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

  • Buyers who want a primary residence in an established Dade City pocket and are comfortable evaluating homes on individual condition rather than uniform build quality.
  • Buyers prepared to budget for inspection and potential updates on an older home in exchange for character and location.
  • Buyers who prioritize a straightforward single-family footprint over community amenities.

Probably not for

  • Buyers who want a newly built, warranty-backed home with no age-related maintenance considerations.
  • Buyers expecting a homeowners' association with shared recreational facilities.
  • Investors seeking a high-turnover rental pool, given the majority-homestead composition of the area.

The market around Highland Park

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

In ZIP 33525, 325 homes are on the market and 23% are under contract — a steady corner of Dade City.

Across Pasco County, 4,382 homes are active and 1,285 pending (23% under contract).

In ZIP 33525 (Dade City), 773 homes closed in the last 12 months at a median of $354K ($175/sq ft), down 2.9% year over year, with a median 49 days on market. Right now 191 active and 59 pending listings put supply at about 6.8 months — a buyer's market. See the live ZIP 33525 housing market and the Pasco County market.

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

If we were buying in Highland Park 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 Park.

Best Buy
Buyers seeking an established, in-town Dade City address with a single-family home rather than a planned community with shared amenities.
Biggest Risk
Condition variance is high across a century of construction, so age and update history need individual verification, not neighborhood assumptions.
Sweet Spot
A move-in-ready or recently updated home near the median living area of roughly 1,710 square feet.
Avoid If
You want a subdivision built around organized community amenities — none are currently identified here.

Age Diversity, One Zip Code

The build-year range here — 1901 to 2022 — is unusually wide for a community of just 115 homes. That tells you Highland Park Add has been filled in gradually over more than a century rather than developed in a single building cycle. Practically, this means every purchase here should start with a clear-eyed look at the individual home's age and update history rather than assumptions based on the neighborhood as a whole.

No community amenities are identified in current MLS listings for this area, which is consistent with an established, in-town pocket rather than a planned subdivision built around a clubhouse or pool. The draw here is the location and the housing stock itself, not shared recreational infrastructure — buyers should evaluate the home and the immediate street, not a list of community perks.

“

The location and the amenities are priced into every listing in Highland Park. 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 spanning more than a century of construction, knowing what to inspect — and what a given vintage typically hides — is the difference between a fair deal and a costly surprise. We walk buyers through condition-specific due diligence and help sellers position an older home honestly, without overselling updates that were never made.

Highland Park in 15 seconds.

Best forBuyers seeking an established, in-town Dade City address with a single-family home rather than a planned community with shared amenities.
Biggest advantageThe wide build-year range gives buyers real choice between early-1900s character homes and newer construction on the same streets.
Biggest riskCondition variance is high across a century of construction, so age and update history need individual verification, not neighborhood assumptions.
Sweet spotA move-in-ready or recently updated home near the median living area of roughly 1,710 square feet.
Avoid ifYou want a subdivision built around organized community amenities — none are currently identified here.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Highland Park homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Highland Park.
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 Park sales matched to your home.

What is your Highland Park home worth?

Get a no-obligation home value based on real comparable sales in Highland Park, 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 →

Real comps, not an automated estimate.
Buyers who want a primary residence in an established Dade City pocket and are comfortable evaluating homes on individual condition rather than uniform build quality.Excellent fit
Buyers prepared to budget for inspection and potential updates on an older home in exchange for character and location.Excellent fit
Buyers who prioritize a straightforward single-family footprint over community amenities.Excellent fit
Buyers who want a newly built, warranty-backed home with no age-related maintenance considerations.Probably not
Buyers expecting a homeowners' association with shared recreational facilities.Probably not
Investors seeking a high-turnover rental pool, given the majority-homestead composition of the area.Probably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 19, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2021 (8 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 →

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CallFree valuation →
Thinking of selling in Highland Park Add? 1 recorded closings (window ending 2026-09-20). See the Pasco 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.

Common questions about Highland Park

Where is Highland Park?

Highland Park is a community in Dade City, Pasco County, Florida, ZIP 33525.

Are there homes for sale in Highland Park right now?

No active listings inside Highland Park 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 Park have an HOA or CDD?

No HOA is on record for Highland Park 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.

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 Park with Momentum Realty’s local guides.

DTDade Terrace0.0 mi away · 32 homes, built 1940–10, 1 for saleRRodekalyla0.1 mi away · 66 homes, built 1901–22HHallmans0.1 mi away · 97 homes, built 1901–22, 1 for saleGCGolf Course Estates0.2 mi away · 153 homes, built 1924–23THTank Hill0.2 mi away · 20 homes, built 1926–23CCCovington Cochrane0.3 mi away · 45 homes, built 1912–06BABurns Add0.3 mi away · 23 homes, built 1951–20

Browse all neighborhood guides →

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Highland Park Add Market Scorecard

No active listings

Highland Park Add is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$354,900
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/1
Active/Pend/Sold

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