Oakleaf Village
Homes for Sale in Tarpon Springs, FL

Community in Tarpon Springs · Pinellas County · ZIP 34689
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Built fromLive Stellar MLS data22 years of closingsUpdated twice daily

As of September 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, 391 homes closed in the last 12 months at a median of $425,000, 63 median days on market, with 115 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 (7 listings across 4 sections in the MLS).

Jon Brooks, founder of Momentum Realty
Jon's Current Read

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.

Nearby homes for sale

No active listings inside Oakleaf Village Unit 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.

505 VILLAGE OAK DRIVE
$424K · 0.1 mi away
3 bd · 2 ba · 1,932 sqft
505 VILLAGE OAK DRIVE
Listed by COLDWELL BANKER REALTY
505 WHISPERING OAK DRIVE
$420K · 0.1 mi away
3 bd · 2 ba · 1,616 sqft
505 WHISPERING OAK DRIVE
Listed by CENTURY 21 COASTAL ALLIANCE
621 TIMBER LN
$440K · 0.1 mi away
4 bd · 2 ba · 1,850 sqft
621 TIMBER LN
Listed by HOMEFRONT REALTY
505 TIMBER LANE
$395K · 0.1 mi away
4 bd · 2 ba · 1,608 sqft
505 TIMBER LANE
Listed by EXP REALTY LLC
504 BAMBOO COURT
$499K · 0.2 mi away
4 bd · 3 ba · 2,181 sqft
504 BAMBOO COURT
Listed by OLYMPIC REALTY SERVICES LLC
1381 FOREST LAWN COURT
$375K · 0.2 mi away
3 bd · 3 ba · 1,950 sqft
1381 FOREST LAWN COURT
Listed by SEFAIR INVESTMENTS INC

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 291 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.

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 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, 238 homes are on the market and 24% are under contract — a steady corner of Tarpon Springs.

Across Pinellas County, 6,628 homes are active and 1,729 pending (21% under contract).

In ZIP 34689 (Tarpon Springs), 439 homes closed in the last 12 months at a median of $390K ($239/sq ft), down 5.0% year over year, with a median 66 days on market. Right now 86 active and 26 pending listings put supply at about 4.1 months — a buyer's 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 Unit by the numbers

From county property records and closed MLS sales for the Oakleaf Village Unit 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%.

YearRecorded salesMedian price
20084$157,200
20098$149,000
20104$148,400
20115$132,500
20121$102,500
20211$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.

If we were buying in Oakleaf Village 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 Oakleaf Village.

Best Buy
Buyers who value varied character and generous living space over new-build uniformity.
Biggest Risk
The wide vintage range means condition and system age vary sharply from home to home.
Sweet Spot
An updated home around the median size that has had its major systems addressed.
Avoid If
You want predictable, near-identical product and minimal maintenance surprises.

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.

Jon Brooks · Founder, Momentum Realty

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.

Best forBuyers who value varied character and generous living space over new-build uniformity.
Biggest advantageA stable, owner-heavy community with room sizes above what many mixed-age areas offer.
Biggest riskThe wide vintage range means condition and system age vary sharply from home to home.
Sweet spotAn updated home around the median size that has had its major systems addressed.
Avoid ifYou want predictable, near-identical product and minimal maintenance surprises.

HOA, CDD & Fees

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 Oakleaf Village sales matched to your home.

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 →

Real comps, not an automated estimate.
Buyers comfortable evaluating older homes on condition and renovation historyExcellent fit
Long-hold owners who want stability and roughly 1,800 square feet to work withExcellent fit
Buyers seeking distinct character rather than subdivision uniformityExcellent fit
Buyers who want strictly new construction with modern systems throughoutProbably not
Buyers unwilling to fund inspections and potential updates on an older homeProbably not
Investors expecting rapid turnover and a deep pool of quick-flip inventoryProbably not

Nearby Communities

Explore more neighborhoods near Oakleaf Village with Momentum Realty’s local guides.

OVOakleaf Village0.0 mi awayOakleaf Village0.0 mi away · median $377K, 11 sales/12 moOVOakkleaf Village0.2 mi awayDWDisston Woods0.2 mi awayEagle Creek Estates0.3 mi away · median $660K, 5 sales/12 moIInnisbrook0.3 mi away · median $1.06M, 6 sales/12 mo

Browse all neighborhood guides →

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-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.

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.

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Common questions about Oakleaf Village

Where is Oakleaf Village?

Oakleaf Village is a community in Tarpon Springs, Pinellas County, Florida, ZIP 34689.

How many homes are in Oakleaf Village?

County property records list 32 homes in Oakleaf Village, built between 1976 and 1987; the typical home is about 1,574 heated square feet.

What do homes in Oakleaf Village sell for?

Oakleaf Village has no MLS sales in the last 12 months. The most recent year with recorded sales on file is 2021 (1 sale, median $325,000). For context, ZIP 34689 has 238 homes on the market with 24% under contract.

Are there homes for sale in Oakleaf Village right now?

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

Does Oakleaf Village have an HOA or CDD?

No HOA is on record for Oakleaf Village 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.

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