Trilby Trails
Homes for Sale in Dade City, FL
All 335 homes for sale in Dade City, FL · median $389,990 · 85 homes for sale in 33523 · Pasco County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Stellar MLS
As of November 2026, the MLS records 8 closed sales in Trilby Trails in Dade City, FL since 2006, the most recent in May 2026. Across Dade City as a whole, 633 homes closed in the last 12 months at a median of $384,100, 43 median days on market, with 319 homes for sale today. At that median and Pasco County's FY2025-26 rate of 16.15 mills, annual property tax runs about $6,200 ($5,550 with the full homestead exemption).
Last 30 days in Trilby Trails: 1 new listing (median asking $541,000). As of November 12, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Trilby Trails is a small inventory pool, 112 homes total, spanning construction dates from 1900 all the way to 2024. That range is the defining fact of this market: a buyer here is choosing a specific vintage and condition profile, not a single builder aesthetic or a uniform lot pattern. With a median year built of 1990, the middle of the market is an established, not new, home, and pricing will track condition, updates, and lot specifics more than it tracks the community brand.
The homestead share sits at 65%, which points to a market weighted toward owner-occupied use rather than transient or investment turnover. For sellers, that generally means fewer competing listings at any given time and less pressure to price against a wave of similar inventory. For buyers, it means patience matters: with only 112 homes in the pool, the right combination of age, size, and price may take a longer search rather than showing up on the first pass.
Figures in this note are as of July 21, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside Trilby 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
Trilby Trails in Dade City spans a wide construction era, from homes built in 1900 through 2024, with the typical home dating to 1990 and running around 1,973 square feet of living space.
Stellar MLS sales records identify 19 homes in Trilby Trails that have changed hands since 2005, built between 1994 and 2014 (median 1999), with a median living area of about 2,194 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.
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.
Who Trilby Trails is best for.
Best for
- A buyer comfortable evaluating homes case-by-case across a wide range of construction dates rather than relying on a uniform community standard.
- Someone prioritizing a Dade City, Pasco County location over a shared amenity package.
- A buyer or owner planning long-term, owner-occupied use, consistent with the market's current homestead share.
Probably not for
- A buyer who wants a community pool, clubhouse, or organized recreational amenities as part of the purchase.
- Someone who wants the certainty of a single-era, newly built subdivision with consistent systems and finishes throughout.
- A buyer needing a large active inventory to compare many similar homes quickly, given the pool is limited to 112 homes.
The market around Trilby Trails
Trilby Trails is too small for its own price trend, so here is the market around it.
In ZIP 33523, 94 homes are on the market and 29% are under contract — a steady corner of Dade City.
Across Pasco County, 4,213 homes are active and 1,214 pending (22% under contract).
In ZIP 33523 (Dade City), 73 homes closed in the last 12 months at a median of $256K ($165/sq ft), down 9.0% year over year, with a median 36 days on market. Right now 12 active and 7 pending listings put supply at about 2.0 months — a balanced market. See the live ZIP 33523 housing market and the Pasco County market.
ZIP and county figures describe the wider market, not Trilby Trails specifically. Momentum Research analysis of MLS records.
Homes For Sale Right Now in Trilby Trails
Live MLS inventory for Trilby 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 and pending Trilby Trails listings as of 2026-11-12, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2006 through 2026. Tap any home to ask about it.
The Trilby Trails buying strategy.
If we were buying in Trilby 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 Trilby Trails.
A Century of Construction Dates, One Small Pool
With only 112 homes in Trilby Trails, this is not a market where you can rely on a large recent-sales sample to judge condition or value at a glance. The building-date spread, from 1900 to 2024, means two homes on the same street can carry entirely different systems, layouts, and renovation histories. A pre-1950s structure and a home built in the last few years may sit blocks apart, so due diligence on age-specific items like roof, plumbing, and electrical matters more here than in a subdivision built in a single phase.
No community amenities are identified from current MLS listings, so this is a market to evaluate on the home and the lot, not on a shared clubhouse or recreational package. The median living area of 1,973 square feet gives a sense of the typical footprint, but with such a broad build-year range, square footage alone will not tell you what you are buying — the era of construction will drive most of the practical differences buyer to buyer.
The location and the amenities are priced into every listing in Trilby Trails. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
A market this small and this spread across construction eras rewards someone who reads each listing on its own terms rather than leaning on neighborhood-wide assumptions. We look at build year, homestead status, and condition history line by line so you are not comparing a 2024 build to a century-old structure as if they carry the same risk profile.
Trilby Trails in 15 seconds.
Tools for a Trilby 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 Trilby Trails sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Trilby 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 Trilby Trails home worth?
Get a no-obligation home value based on real comparable sales in Trilby 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 →
| Location | Dade City, Pasco County, FL · ZIP 33523 |
|---|---|
| Homes in the community | 112 (FL DOR 2025 assessment roll) |
| Years built | 1900–2024 (median 1990.0) |
| Typical living area | 1,973 sq ft (median) |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 65% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2006 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Trilby Trails key facts,” movewithmomentum.com/neighborhoods/trilby-trails, data as of September 20, 2026.
Housing distress & ownership in Trilby Trails, Dade City
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period November 2026 through November 2026. Deemed reliable but not guaranteed.
More Dade City home searches
- All homes for sale in Dade City, FL
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- Dade City home values: what is my house worth?
Dade City guides & data
- Market data
- Cost of living
- Best neighborhoods
- Flood zones
- Property taxes (Pasco County)
- Homestead exemption (Pasco County)
- Home insurance cost
- New construction
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
- Florida housing market map
- Interactive housing market map (county, ZIP and community)
- Save Our Homes tax estimator
- How to stop a foreclosure in Florida
- Florida documentary stamp tax, explained
- Cheapest places to live in Florida
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Recent Developments in Trilby Trails
Development, infrastructure, retail, and school activity affecting Trilby Trails, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated November 2026.
- October 2026Retail & Dining
Tien's Sandwich banh mi and boba shop set to open in Wesley Chapel
Tien's Sandwich is expected to open in November at 2557 Mansfield Blvd. in the Wiregrass Ranch area of Wesley Chapel.
What it may mean for the marketThe shop adds another independent dining option near the Wiregrass Ranch retail area. The project is about 13 miles southeast of Trilby Trails, elsewhere in Pasco County.
Source: Tampa Bay Beacons - October 2026Parks & Amenities
Pasco commissioners approve purchase of 153 acres south of Wesley Chapel District Park
Commissioners unanimously approved a contract to buy about 153 acres south of the park, in four phases of roughly 39 acres over four years. The first phase is funded in fiscal 2027 from parks impact fees. The land is meant to add nature areas and playing fields, and funding for building facilities is not yet identified.
What it may mean for the marketThe acquisition sets aside room for added recreation capacity in the Wesley Chapel area, though facilities are years away. The project is about 12 miles southeast of Trilby Trails, elsewhere in Pasco County.
Source: Tampa Bay Beacons - July 2026Development
Pomelo Square mixed-use community advances in Wesley Chapel
Ryan Cos. and PulteGroup are advancing Pomelo Square, a mixed use development at the northeast corner of Old Pasco Road and Overpass Road in Wesley Chapel. Plans call for 415 residential units made up of 325 apartments and 90 townhomes, about 42,000 square feet of retail, and a hotel pad. Completion is targeted for the first quarter of 2028.
What it may mean for the marketAdds a mixed use community of apartments and townhomes with retail space and a hotel pad, expanding housing and commercial supply in a growing Pasco County corridor. The project is about 9 miles southeast of Trilby Trails, elsewhere in Pasco County.
Source: Florida YIMBY - April 2026Development
New mixed-use development planned on State Road 52 in central Pasco
A mixed-use development planned on State Road 52 in central Pasco County, next to Pilot Country Airport, would add 108 single-family homes, about 175,000 square feet of commercial and retail space, and a 120-room hotel, with completion expected around 2030.
What it may mean for the marketA new mixed-use community adds housing, retail, and lodging along the State Road 52 corridor in central Pasco, the kind of growth that can shape demand and pricing for nearby communities. The site is about 7 miles southwest of Trilby Trails.
Source: Tampa Bay Times - January 2026Development
Moffitt Cancer Center opens flagship outpatient center at its new Speros FL campus in Pasco
Moffitt Cancer Center held the grand opening of its flagship outpatient cancer center in January 2026 at Speros FL, its large new campus on State Road 52 in Pasco County. The campus is planned as a long-term life sciences and medical hub expected to bring substantial employment to the area.
What it may mean for the marketA large new medical and life sciences campus is a long-term employment anchor for central Pasco, a structural demand driver for housing in the surrounding area. The site is about 9 miles southwest of Trilby Trails.
Source: WUSF - January 2026Development
Flagship breaks ground on 46,000-square-foot Wiregrass Ranch Medical Pavilion in Wesley Chapel
Flagship Healthcare Properties broke ground in January 2026 on a 46,000-square-foot medical pavilion at Wiregrass Ranch in Wesley Chapel, adding outpatient medical space to the growing State Road 56 corridor.
What it may mean for the marketAdded outpatient medical space along the State Road 56 corridor deepens healthcare access and professional employment in Wesley Chapel, an amenity factor that can support nearby housing demand. The project is about 12 miles south of Trilby Trails, elsewhere in Pasco County.
Source: HCO News
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.
18% of homes for sale in ZIP 33523 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 (2026-11-13).
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Frequently Asked Questions
How many homes are in Trilby Trails?
What share of Trilby Trails is owner-occupied?
When were the homes in Trilby Trails built?
Who is the best real estate agent for Trilby Trails?
How do I find a top Dade City real estate agent who knows Trilby Trails?
Can Momentum Realty connect me with an agent for Trilby Trails?
Where is Trilby Trails, and what county is it in?
Should you buy in Trilby Trails?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: November 12, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (4 streets, ZIP 33523)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2006 (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.
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