Shadow Oaks
Homes for Sale in Holiday, FL
All 263 homes for sale in Holiday, FL · median $234,900 · 67 homes for sale in 34690 · Pasco County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of October 2026, the MLS records 20 closed sales in Shadow Oaks Sub in Holiday, FL since 2013, the most recent in July 2026. Across Holiday as a whole, 385 homes closed in the last 12 months at a median of $225,000, 41 median days on market, with 118 homes for sale today. At that median and Pasco County's FY2025-26 rate of 16.15 mills, annual property tax runs about $3,630 ($2,980 with the full homestead exemption).
| Location | Holiday, Pasco County, FL · ZIP 34690 |
|---|---|
| Homes in the community | 51 (FL DOR 2025 assessment roll) |
| Years built | 1980–2007 (median 1986) |
| Typical living area | 2,164 sq ft (median) |
| Owner-occupied (homestead) share | 84% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2013 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Shadow Oaks Sub key facts,” movewithmomentum.com/neighborhoods/shadow-oaks-sub, data as of September 20, 2026.

Price here is driven by condition and updates, not by any single build era. Shadow Oaks Sub is an established community of 51 homes built between 1980 and 2007, with the median home dating to 1986 and offering a median of roughly 2,164 living square feet. That is a lot of house for the county, and the spread between an updated home and a dated one will be wide. Buyers should underwrite for the work a specific home needs, not for a neighborhood-wide number.
This is a low-turnover community — closings over the trailing window have been thin, so comps are limited and each sale carries weight. A high homestead share, roughly 84%, tells you most homes here are owner-occupied and held rather than flipped. For sellers, that means less competing inventory but also fewer recent benchmarks; for buyers, it means patience and a willingness to move when the right home surfaces.
Nearby homes for sale
No active listings inside Shadow OaksHomes for Sale in Holiday, 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.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Shadow Oaks Sub is a small, established subdivision in Holiday where the homes tend to be generously sized for Pasco County, and where most owners stay put rather than trade in and out.
Stellar MLS sales records identify 54 homes in Shadow Oaks that have changed hands since 2004, built between 1980 and 2004 (median 1989), with a median living area of about 1,816 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 Shadow Oaks is best for.
Best for
- Buyers who value square footage and are comfortable underwriting an older home's condition
- Long-hold buyers who want a stable, owner-occupied community rather than a churn market
- Renovation-minded buyers ready to budget for updates in exchange for a larger footprint
Probably not for
- Buyers on a tight timeline who cannot wait out limited inventory
- Buyers who want new construction or turnkey finishes with no deferred maintenance
- Buyers who need a deep set of recent comps to feel confident on price
The market around Shadow Oaks
Shadow Oaks is too small for its own price trend, so here is the market around it.
In ZIP 34690, 91 homes are on the market and 20% are under contract — a steady corner of Holiday.
Across Pasco County, 4,213 homes are active and 1,214 pending (22% under contract).
In ZIP 34690 (Holiday), 402 homes closed in the last 12 months at a median of $229K ($195/sq ft), down 5.3% year over year, with a median 33 days on market. Right now 63 active and 17 pending listings put supply at about 3.7 months — a balanced market. See the live ZIP 34690 housing market and the Pasco County market.
ZIP and county figures describe the wider market, not Shadow Oaks specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in Shadow Oaks Sub, Holiday
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 September 2026 through September 2026. Deemed reliable but not guaranteed.
Recent Developments in Shadow Oaks Sub
Development, infrastructure, retail, and school activity affecting Shadow Oaks Sub, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated August 2026.
- 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 18 miles east of Shadow Oaks Sub, 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 10 miles east of Shadow Oaks Sub.
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 6 miles northeast of Shadow Oaks Sub.
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 17 miles east of Shadow Oaks Sub, 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.
The Shadow Oaks buying strategy.
If we were buying in Shadow Oaks 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 Shadow Oaks.
An established pocket that trades on condition
With a build range from 1980 to 2007 and a median year built of 1986, this is a mature community. Expect original systems, roofs, and finishes on some homes and full renovations on others — the difference will show up directly in price. There is no substitute for inspection here; two homes of similar size can be very different assets depending on what has been updated.
The median of about 2,164 living square feet points to real footprints, not starter boxes. That size, combined with a homestead share near 84% and only a handful of closings in the recent window, describes a community that people buy into and keep. Inventory is scarce and turnover is slow, so the practical challenge is availability rather than choice.
The location and the amenities are priced into every listing in Shadow Oaks. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a 51-home community with thin recent sales, generic pricing tools fall apart — there simply are not enough comps to lean on. We price and negotiate off condition, square footage, and the specific updates in front of us, and we track the rare listings closely so you are ready to act when one comes to market. That local, hands-on read is what a low-turnover pocket like this actually requires.
Shadow Oaks in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a Shadow Oaks 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 Shadow Oaks sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Shadow Oaks, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Shadow Oaks home worth?
Get a no-obligation home value based on real comparable sales in Shadow Oaks, 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 Holiday →
Frequently Asked Questions
How many homes are in Shadow Oaks?
What share of Shadow Oaks is owner-occupied?
When were the homes in Shadow Oaks built?
Who is the best real estate agent for Shadow Oaks?
How do I find a top Holiday real estate agent who knows Shadow Oaks?
Can Momentum Realty connect me with an agent for Shadow Oaks?
Where is Shadow Oaks, and what county is it in?
Should you buy in Shadow Oaks?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Housing stock & ownership | Florida DOR assessment roll (street-list match (5 streets, ZIP 34690)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2013 (20 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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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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