Oakleaf Village
Homes for Sale in Tarpon Springs, FL
All 299 homes for sale in Tarpon Springs, FL · median $400,000 · 205 homes for sale in 34689 · Pinellas County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of November 2026, the MLS records 14 closed sales in Oakleaf Village Unit in Tarpon Springs, FL since 2004, the most recent in October 2021. Across Tarpon Springs as a whole, 651 homes closed in the last 12 months at a median of $425,000, 49 median days on market, with 270 homes for sale today. At that median and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $8,240 ($7,430 with the full homestead exemption).
Part of Oakleaf Village, Tarpon Springs, FL — see all Oakleaf Village homes for sale (10 listings across 4 sections in the MLS).
Price here is driven by condition and vintage, not a uniform product. With a median build year of 1978 and a stock that runs from 1915 all the way to 2023, two homes on the same street can be a century apart in age. That spread means the number that matters isn't a headline price — it's what a specific house has had done to it. Updated systems, roofs, and kitchens are what separate the top of this market from the bottom.
The homestead share sits near 75%, which tells you most owners here are in it for the long haul rather than turning inventory quickly. For a buyer, that generally means fewer listings and less churn, so patience pays. For a seller, it means you're often not competing against a flood of near-identical homes — but you are being measured against whatever else is genuinely comparable, and condition is the tiebreaker.
Figures in this note are as of July 14, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside Oakleaf Village 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
Oakleaf Village Unit is a mature, owner-heavy pocket of Tarpon Springs in Pinellas County — 466 homes spanning more than a century of construction, so the character shifts noticeably block to block.
Stellar MLS sales records identify 295 homes in Oakleaf Village that have changed hands since 2004, built between 1976 and 2005 (median 1979), with a median living area of about 1,697 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 12 qualified sales in Oakleaf Village across 2024–2025 (10 in 2024, 2 in 2025), median $394,000 — 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.
Who Oakleaf Village is best for.
Best for
- Buyers comfortable evaluating older homes on condition and renovation history
- Long-hold owners who want stability and roughly 1,800 square feet to work with
- Buyers seeking distinct character rather than subdivision uniformity
Probably not for
- Buyers who want strictly new construction with modern systems throughout
- Buyers unwilling to fund inspections and potential updates on an older home
- Investors expecting rapid turnover and a deep pool of quick-flip inventory
The market around Oakleaf Village
Oakleaf Village is too small for its own price trend, so here is the market around it.
In ZIP 34689, 247 homes are on the market and 22% are under contract — a steady corner of Tarpon Springs.
Across Pinellas County, 6,539 homes are active and 1,627 pending (20% under contract).
In ZIP 34689 (Tarpon Springs), 107 homes closed in the last 12 months at a median of $377K ($239/sq ft), down 15.9% year over year, with a median 50 days on market. Right now 20 active and 9 pending listings put supply at about 2.2 months — a balanced market. See the live ZIP 34689 housing market and the Pinellas County market.
ZIP and county figures describe the wider market, not Oakleaf Village specifically. Momentum Research analysis of MLS records.
Oakleaf Village by the numbers
From county property records and closed MLS sales for the Oakleaf Village subdivision: 32 homes on record; built 1976–1987; typical size about 1,574 heated sq ft; 3 bedrooms is the median. Housing mix: single-family 100%.
| Year | Recorded sales | Median price |
|---|---|---|
| 2008 | 4 | $157,200 |
| 2009 | 8 | $149,000 |
| 2010 | 4 | $148,400 |
| 2011 | 5 | $132,500 |
| 2012 | 1 | $102,500 |
| 2021 | 1 | $325,000 |
Newest recorded sale: $325,000 on 2021-10-13.
Recorded data as of 2026-09-12; counts cover addresses tagged to this subdivision in the public record, not every parcel. Not an appraisal.
The Oakleaf Village buying strategy.
If we were buying in Oakleaf Village 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 Oakleaf Village.
A wide-vintage pocket where condition rules
The defining feature of this community is age range. Original homes date to 1915, the newest to 2023, and the median lands at 1978. Practically, that means you'll walk through everything from early-20th-century structures to recent infill and full rebuilds. Nothing about this is cookie-cutter, so due diligence on any single home — roof age, plumbing, electrical, and prior renovation quality — carries more weight here than in a uniform subdivision.
Size is fairly generous for a mixed-age area, with a median living space just over 1,800 square feet. That gives buyers real usable room to work with, but square footage alone won't tell you value. Because the stock is so varied, an inspection and a hard look at what's been updated should anchor every offer.
The location and the amenities are priced into every listing in Oakleaf Village. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community this varied, a listing summary can mislead — the same square footage can mean a 1920s original or a modern rebuild. We pull the actual permit and renovation history, weigh condition against the true comparables, and price or negotiate against what a home has really had done to it, not just its age or size.
Oakleaf Village in 15 seconds.
Tools for a Oakleaf Village 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 Oakleaf Village sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Oakleaf Village, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Oakleaf Village home worth?
Get a no-obligation home value based on real comparable sales in Oakleaf Village, 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 Tarpon Springs →
| Location | Tarpon Springs, Pinellas County, FL · ZIP 34689 |
|---|---|
| Homes in the community | 246 (FL DOR 2025 assessment roll) |
| Years built | 1915–2023 (median 1979.0) |
| Typical living area | 1,790 sq ft (median) |
| Owner-occupied (homestead) share | 73% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2021; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Oakleaf Village key facts,” movewithmomentum.com/neighborhoods/oakleaf-village-unit, data as of September 20, 2026.
Housing distress & ownership in Oakleaf Village Unit, Tarpon Springs
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 Tarpon Springs home searches
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- Homes for sale in Pinellas County, FL
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- Homes under $300K in Tarpon Springs
- Tarpon Springs home values: what is my house worth?
Tarpon Springs guides & data
- Market data
- Cost of living
- Best neighborhoods
- Flood zones
- Property taxes (Pinellas County)
- Homestead exemption (Pinellas 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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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- S Disston Avenue (12 homes on record)
- Red Oak Drive (12 homes on record)
- Red Oak Drive (5 homes on record)
- Red Oak Drive (4 homes on record)
- S Disston Avenue (3 homes on record)
- Red Oak Drive (2 homes on record)
- S Disston Avenue (1 homes on record)
- S Disston Avenue (1 homes on record)
- Red Oak Drive (1 homes on record)
- Red Oak Drive (1 homes on record)
- Red Oak Drive (1 homes on record)
- Red Oak Drive (1 homes on record)
Email me new listings in Oakleaf Village
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Oakleaf Village
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Oakleaf Village will answer, and the answer is published on this page for the next buyer.
Frequently Asked Questions
How many homes are in Oakleaf Village?
What share of Oakleaf Village is owner-occupied?
When were the homes in Oakleaf Village built?
Who is the best real estate agent for Oakleaf Village?
How do I find a top Tarpon Springs real estate agent who knows Oakleaf Village?
Can Momentum Realty connect me with an agent for Oakleaf Village?
Where is Oakleaf Village, and what county is it in?
Should you buy in Oakleaf Village?
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 (8 streets, ZIP 34689)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2004 (14 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. A Momentum agent can price yours against live local comps.
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See how Oakleaf Village Unit fits the bigger picture — live prices, inventory, and Momentum Scores: