Countryside Square
Homes for Sale in Dade City, FL

All 352 homes for sale in Dade City, FL · median $397,500 · Pasco County homes for sale

Community in Dade City · Pasco County
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Built fromLive Stellar MLS dataUpdated twice daily

Countryside Square is a community in Dade City, Pasco County, FL. 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 · Countryside Square Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Track record · years of records
0
Failed listings · 2022
peaked at 1 in 2022
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Countryside Square does not currently have enough active MLS detail to point to a clear price story. There is no median figure to anchor a conversation here, no listing count to gauge how much inventory is turning over, and no amenity package showing up in current listings. That absence is itself the read: this is a quiet corner of Dade City, not one with an established, trackable resale pattern at the moment.

For a buyer or seller, that means the usual shortcuts (median price, days on market, comparable amenity value) are not available to lean on. Any deal here has to be built from an individual appraisal, a direct comparison to nearby Dade City sales, and a straightforward look at the specific home rather than the community average, because right now there isn't one to reference.

Nearby homes for sale

No active listings inside Countryside SquareHomes 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.

38086 COUNTRYSIDE PLACE
$490K · 0.0 mi away
4 bd · 2 ba · 2,248 sqft
38086 COUNTRYSIDE PLACE
Listed by KING & ASSOCIATES REAL ESTATE LLC
38136 COUNTRYSIDE PLACE
$378K · 0.0 mi away
4 bd · 2 ba · 1,820 sqft
38136 COUNTRYSIDE PLACE
Listed by AXEN REALTY, LLC
37714 FAIRFIELD LANE
$690K · 0.4 mi away
3 bd · 2.5 ba · 2,756 sqft
37714 FAIRFIELD LANE
Listed by JT REALTY & ASSOCIATES
37715 DIXIE AVENUE
$359K · 0.6 mi away
3 bd · 2 ba · 1,522 sqft
37715 DIXIE AVENUE
Listed by CENTURY 21 BILL NYE REALTY
9150 BENT BRANCH
$350K · 0.7 mi away
4 bd · 2.5 ba · 1,975 sqft
9150 BENT BRANCH
Listed by CASA FRESCA REALTY
37935 COLEMAN AVE
$390K · 0.7 mi away
3 bd · 3 ba · 2,212 sqft
37935 COLEMAN AVE
Listed by KELLER WILLIAMS RLTY NEW TAMPA

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

The 60-Second Overview

Countryside Square sits in Dade City, Pasco County, but current MLS activity does not show enough listing volume or amenity detail to characterize the community with market statistics.

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 comfortable evaluating a home on its individual merits without a community sales history to reference
  • Buyers already focused on Dade City who are flexible on which specific pocket of the area they land in
  • Sellers whose listing will need to be priced from direct comparables rather than a Countryside Square-specific trend

Probably not for

  • Buyers who want a clear median price or days-on-market figure before considering a community
  • Buyers relying on documented community amenities as part of the decision
  • Anyone wanting a track record of recent sales activity before making an offer

The market around Countryside Square

Countryside Square is a small community — 1 recorded sale on file, most recently in 2022 — too few for its own price trend. Here is the market around it.

Across Pasco County, 4,307 homes are active and 1,258 pending (23% under contract).

Homes here are single family residence.

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

How much local inventory is already under contract

22% of homes for sale in ZIP 33525 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-09-25).

Countryside Square Market Scorecard

Thin data

Countryside Square is currently a thin data market. Limited supply, a median asking price of $490,000, and homes go under contract in about 1 days.

n/a
Months supply
$490,000
Median list
n/a
Median sold
$218
Per sqft
1
Days on mkt
1/0/0
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.

Homes For Sale Right Now in Countryside Square

Live MLS inventory for Countryside Square. 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 Countryside Square listings as of 2026-09-20, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s. Tap any home to ask about it.

Every Home for Sale in Countryside Square Right Now (1)

All 1 active and pending Countryside Square listings with a detail page, newest first, refreshed twice a day from the MLS.

  • 38086 Countryside Place · $490,000 · 4 bd / 2 ba · listed Sep 10, 2026 · listed by King & Associates Real Estate Llc

Schools

In short
  • Pasco County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Pasco Elementary School-PO · Elementary
  • Pasco Middle-PO · Middle
  • Pasco High-PO · High

Zoned schools reflect the assignments reported on recent Countryside Square 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 Countryside Square address.

If we were buying in Countryside Square 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 Countryside Square.

Best Buy
Buyers focused on a specific Dade City property rather than a documented community trend.
Biggest Risk
There is no current market data to confirm pricing patterns or turnover pace.
Sweet Spot
A buyer or seller willing to evaluate the individual home rather than lean on community-wide statistics.
Avoid If
You need an established price trend or amenity comparison before making a decision.

When the data set is the story

No community amenities are identified in current MLS listings for Countryside Square, and no pricing or market-timing figures are available in this snapshot. That could reflect a small or infrequently-listed community, a naming or boundary quirk in how the feed tags listings, or simply a quiet stretch with nothing active or recently closed to pull from.

None of that means the community is a bad option, only that it cannot be evaluated the way we'd evaluate a community with an established sales history. Anyone seriously considering Dade City in this area should treat each available listing as its own case, cross-checked against nearby comparable neighborhoods rather than a Countryside Square-specific baseline.

“

The location and the amenities are priced into every listing in Countryside Square. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

When a community has this little to go on in the MLS feed, the value of a broker is knowing how to pull the right comparables from surrounding Dade City inventory and how to read an individual listing on its own condition and pricing logic rather than a community trend line that does not yet exist.

Countryside Square in 15 seconds.

Best forBuyers focused on a specific Dade City property rather than a documented community trend.
Biggest advantageA quiet, data-light pocket of Dade City where each listing stands on its own.
Biggest riskThere is no current market data to confirm pricing patterns or turnover pace.
Sweet spotA buyer or seller willing to evaluate the individual home rather than lean on community-wide statistics.
Avoid ifYou need an established price trend or amenity comparison before making a decision.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Countryside Square 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 Countryside Square.
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 Countryside Square sales matched to your home.

What is your Countryside Square home worth?

Get a no-obligation home value based on real comparable sales in Countryside Square, 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 comfortable evaluating a home on its individual merits without a community sales history to referenceExcellent fit
Buyers already focused on Dade City who are flexible on which specific pocket of the area they land inExcellent fit
Sellers whose listing will need to be priced from direct comparables rather than a Countryside Square-specific trendExcellent fit
Buyers who want a clear median price or days-on-market figure before considering a communityProbably not
Buyers relying on documented community amenities as part of the decisionProbably not
Anyone wanting a track record of recent sales activity before making an offerProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 20, 2026)
Under-contract sharesStellar MLS records, as of 2026-07-12

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.

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Common questions about Countryside Square

Where is Countryside Square?

Countryside Square is a community in Dade City, Pasco County, Florida.

Are there homes for sale in Countryside Square right now?

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

Does Countryside Square have an HOA or CDD?

No HOA is on record for Countryside Square 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 Countryside Square with Momentum Realty’s local guides.

Countryside0.1 mi away · median $722K, 4 sales/12 moHPHeather Place0.3 mi away · 43 homes, built 1920–00Shadow Lawn0.5 mi away · median $355K, 13 sales/12 moWVWest View Lawn0.6 mi away · 29 homes, built 1920–99STSouthside Terrace0.6 mi away · 8 homes, built 1955–16MEMills Estate0.6 mi away · 24 homes, built 1920–24MEMills Estates0.6 mi away · median $410K, 3 sales/12 moTCTeri Court0.7 mi away · median $434K, 4 sales/12 mo

Browse all neighborhood guides →

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