OAKLAND PARKA in WINTER GARDEN

OAKLAND PARKA
Homes for Sale in WINTER GARDEN, FL

Community in WINTER GARDEN · Orange County · ZIP 34787
86 homesBuilt 2008–2021
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Built fromLive Stellar MLS data5 years of closingsFL DOR public recordsUpdated twice daily
Live · OAKLAND PARKA Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
12.0mo
Supply
3 to 6 months is the balanced band
0%
Under contract
Orange: 26% (2,054 of 7,927)
1 · 0
For sale · pending
live counts, refreshed twice daily
1
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
93%
Owner-occupied · OAKLAND PARKA
80 of 86 parcels homesteaded (FL DOR 2025)
7%
Non-owner-occupied · OAKLAND PARKA
incl. 7% trust or LLC-held · 100% out-of-state
33%
Cash buyers · OAKLAND PARKA
1 of 3 sales, 12 mo ending June 2025
86
Homes in the community
86 residential parcels (FL DOR 2025)
Track record · 5 years of records
Est. 2008
Community established
homes built 2008-2021, median 2017 (FL DOR 2025)
0
Failed listings · 2021
peaked at 1 in 2018
1.2%/yr
Turnover rate
about 1 of 86 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Oakland Park's pricing story right now is really an inventory story. With a single active listing against a build-out of 86 homes, there is not enough on the market to establish a real range — whatever that one listing is asking effectively sets the tone until more sellers show up. Months of supply sitting at twelve reads as buyer-leaning on paper, but with only one closing in the recent window, that figure is more a function of thin activity than of soft demand.

For a seller, this is a moment where being the only option in the community carries real weight — there is no competing inventory to get lost in. For a buyer, it means patience: if the one active listing does not fit, the next opportunity may take a while to surface, and there is not enough recent closed data here to lean on for a confident offer strategy without a broker pulling comps from nearby Winter Garden activity.

OAKLAND PARKA Housing Pulse · Momentum Research · as of August 2, 2026

OAKLAND PARKA right now

🟢 Buyer-leaning market. 12.0 months of supply and 0% of the inventory already under contract give buyers above-average negotiating leverage.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of August 2, 2026. Confidence: Low (1 active and pending listings, 1 closed sales in 12 months).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

Updated August 2, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

The 60-Second Overview

Oakland Park is a smaller, built-out enclave in Winter Garden with homes dating from 2008 to 2021 and a median build year of 2017, putting most of the community into a fairly consistent, contemporary construction era rather than a mix of old and new stock.

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

  • A buyer set on a larger floor plan (2,500+ square feet) in a newer-build Winter Garden community.
  • Someone comfortable waiting out thin inventory for the right single listing to appear.
  • A buyer who values a community with amenities like a pool, dog park, and playground and is fine with HOA deed restrictions.

Probably not for

  • A buyer who needs several homes to compare before deciding.
  • Anyone on a tight timeline who cannot wait for new inventory to surface.
  • An investor looking for rental-heavy stock — homestead share here runs 93%, signaling a primarily owner-occupied community.

The market around OAKLAND PARKA

OAKLAND PARKA is a small community — 2 recorded sales on file, most recently in 2021 — too few for its own price trend. Here is the market around it.

In ZIP 34787, 984 homes are on the market and 28% are under contract — a steady corner of WINTER GARDEN.

Across Orange County, 5,873 homes are active and 2,054 pending (26% under contract).

The housing mix here is 92% single family residence, 8% ?.

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

Housing distress & ownership in OAKLAND PARKA, WINTER GARDEN

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 12 listings
Distress share trend — 0.0% now (2026-08-12 → 2026-08-24)

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 August 2026 through August 2026. Deemed reliable but not guaranteed.

Homes For Sale Right Now in OAKLAND PARKA

Live MLS inventory for OAKLAND PARKA. 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 OAKLAND PARKA listings as of 2026-08-23, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2021 through 2026. Tap any home to ask about it.

Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.

If we were buying in OAKLAND PARKA 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

Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.

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 OAKLAND PARKA.

Best Buy
Buyers or sellers focused specifically on this Winter Garden pocket who are prepared to work with limited inventory.
Biggest Risk
With only one active listing and one recent closing, there is not enough current data to establish a reliable price trend.
Sweet Spot
Best suited to a buyer targeting a specific larger-format home in this community who can act quickly when new listings appear.
Avoid If
Avoid if you need a wide selection to compare or a fast timeline — thin supply here works against both.

A Small, Settled Footprint

At 86 homes total, Oakland Park is not a high-turnover community, and the current single active listing underscores that — this is a place where inventory moves in trickles, not waves. The median living area runs a bit over 2,500 square feet, which points toward larger single-family floor plans rather than starter-sized homes, and the 2008–2021 build range means most buyers are shopping post-recession construction with modern codes and layouts rather than older stock needing updates.

A homestead share of 93% is notable: the overwhelming majority of homes here are owner-occupied primary residences rather than investment or seasonal-rental properties. That tends to correlate with more consistent upkeep and less turnover pressure, though it also means fewer homes cycle onto the market in any given stretch — reinforcing why supply here stays thin even when demand is present.

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

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

A community with one active listing and a single recent closing is not one where you can rely on a quick online search or a generic market report — you need someone pulling context from surrounding Winter Garden activity, tracking the HOA's actual amenity access, and ready to move the moment something new hits the market. That is the kind of on-the-ground tracking Momentum does for thin-inventory pockets like Oakland Park.

OAKLAND PARKA in 15 seconds.

Best forBuyers or sellers focused specifically on this Winter Garden pocket who are prepared to work with limited inventory.
Biggest advantageHomes here are relatively newer construction (2008–2021) with larger living areas, averaging over 2,500 square feet.
Biggest riskWith only one active listing and one recent closing, there is not enough current data to establish a reliable price trend.
Sweet spotBest suited to a buyer targeting a specific larger-format home in this community who can act quickly when new listings appear.
Avoid ifAvoid if you need a wide selection to compare or a fast timeline — thin supply here works against both.

HOA, CDD & Fees

In short
  • Mandatory HOA. Confirm current dues
  • 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 OAKLAND PARKA sales matched to your home.

What is your OAKLAND PARKA home worth?

Get a no-obligation home value based on real comparable sales in OAKLAND PARKA, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

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Real comps, not an automated estimate.

OAKLAND PARKA Market Scorecard

Strong buyer's market

OAKLAND PARKA is currently a strong buyer's market. About 12.0 months of supply, a median asking price of $890,000, and homes go under contract in about 21 days.

12.0
Months supply
$890,000
Median list
$850,000
Median sold
$338
Per sqft
21
Days on mkt
1/0/1
Active/Pend/Sold

Go deeper: 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.

Frequently Asked Questions

Is OAKLAND PARKA a buyer's or seller's market right now?
As of August 2, 2026, OAKLAND PARKA leans toward buyers: 12.0 months of supply at the current sales pace (Stellar MLS live counts).
How many homes are in OAKLAND PARKA?
The Florida DOR 2025 assessment roll shows 86 homes in OAKLAND PARKA (public records).
What share of OAKLAND PARKA is owner-occupied?
93% of OAKLAND PARKA parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in OAKLAND PARKA built?
Homes in OAKLAND PARKA were built between 2008 and 2021, with a median year built of 2017.0 (FL DOR 2025 roll).
Do cash buyers compete in OAKLAND PARKA?
Cash buyers took 33% of OAKLAND PARKA sales in the 12 months ending June 2025 (1 of 3 closings, Stellar MLS).
Who is the best real estate agent for OAKLAND PARKA?
The best agent for OAKLAND PARKA is one who actively works WINTER GARDEN and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for OAKLAND PARKA.
How do I find a top WINTER GARDEN real estate agent who knows OAKLAND PARKA?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows OAKLAND PARKA and the wider WINTER GARDEN area.
Can Momentum Realty connect me with an agent for OAKLAND PARKA?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your OAKLAND PARKA purchase or sale - no call center and no pressure.
A buyer set on a larger floor plan (2,500+ square feet) in a newer-build Winter Garden community.Excellent fit
Someone comfortable waiting out thin inventory for the right single listing to appear.Excellent fit
A buyer who values a community with amenities like a pool, dog park, and playground and is fine with HOA deed restrictions.Excellent fit
A buyer who needs several homes to compare before deciding.Probably not
Anyone on a tight timeline who cannot wait for new inventory to surface.Probably not
An investor looking for rental-heavy stock — homestead share here runs 93%, signaling a primarily owner-occupied community.Probably not

Nearby Communities

Explore more neighborhoods near OAKLAND PARKA with Momentum Realty’s local guides.

Lakeview Reserve 46 149 Winter Garden0.3 mi awayOakland Park Winter Garden0.3 mi awayOakland Parkb 1 Winter Garden0.5 mi awayOaks Brandy Lake O Winter Garden0.7 mi awayGrove At The Harvest District Oakland0.7 mi awayGrove Oakland Winter Garden0.8 mi awayWinter Oaks Winter Garden0.8 mi awayGarden West Winter Garden0.9 mi away

Browse all Florida neighborhood guides →

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: August 2, 2026)
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (3 streets, ZIP 34787))
Under-contract sharesStellar MLS records, as of 2026-08-01
Historical depthClosed-sale records back to 2021 (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.

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 your area comps.

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Thinking of selling in OAKLAND PARKA? 1 recorded closings (window ending 2026-08-02). See the Orange County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.
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