Oakland Parkb in Winter Garden

Oakland Parkb
Homes for Sale in Winter Garden, FL

Community in Winter Garden · Orange County · ZIP 34787
Median sale $1.04M
Free · No obligation
Talk to a Oakland Parkb Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data4 years of closingsUpdated twice daily

Over the 12 months ending 2026-09-12, 3 recorded sales closed at a median of $1,040,000, $390 per square foot, a median 13 days on market, sellers accepting 99% of original asking. Homes listed or recently sold were built 2022 - 2023; 3 of 3 report an HOA (median $203/mo); none of the 3 geocoded homes sit in a FEMA special flood hazard zone (median elevation 97 ft). At the median price and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $17,340 ($16,670 with the full homestead exemption).

Live · Oakland Parkb Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$1.04M
Median sold · 12 mo
$390/sf
Sold $/sqft · 12 mo
peak $390 in 2026
99.1%
Sale vs ask
Orange median: 96.2%
Tempo
13days
Median DOM · closed
13 days at the 2026 low
0 · 0
For sale · pending
live counts, refreshed twice daily
3
Sold · last 12 mo
10-yr average: about 1 a year
Track record · 4 years of records
2,667sqft
Median sold home size
12-mo windows, closed sales

Nearby homes for sale

No active listings inside Oakland Parkb 1 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.

1101 EAGLES PASS WAY
$1.64M · 0.1 mi away
6 bd · 5 ba · 4,104 sqft
1101 EAGLES PASS WAY
Listed by LAKESIDE REALTY WINDERMERE INC
906 ALLENDALE LANE
$1.73M · 0.1 mi away
5 bd · 4 ba · 3,784 sqft
906 ALLENDALE LANE
Listed by CENTURY 21 CARIOTI
226 HAMMOCK PRESERVE LOOP
$890K · 0.2 mi away
4 bd · 3 ba · 2,239 sqft
226 HAMMOCK PRESERVE LOOP
Listed by OLYMPUS EXECUTIVE REALTY INC
1258 RIDGE LAKE WAY
$2.10M · 0.3 mi away
4 bd · 4 ba · 4,557 sqft
1258 RIDGE LAKE WAY
Listed by NEW HOMES REAL ESTATE, INC.
925 EASLEY AVENUE
$1.12M · 0.5 mi away
4 bd · 3.5 ba · 2,667 sqft
925 EASLEY AVENUE
Listed by COMPASS FLORIDA LLC
1106 SARAH MATHEWS DRIVE
$1.98M · 0.5 mi away
5 bd · 5.5 ba · 3,596 sqft
1106 SARAH MATHEWS DRIVE
Listed by REGENCY REAL ESTATE LLC

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Oakland Parkb market snapshot (as of September 12, 2026): the median sale price is about $1.04M ($390 per sq ft over the trailing 12 months of closed sales), and a median 13 days on market for closed sales.

In ZIP 34787 (WINTER GARDEN), 2,162 homes closed in the last 12 months at a median of $595K ($251/sq ft), down 0.6% year over year, with a median 36 days on market. Right now 357 active and 169 pending listings put supply at about 3.8 months - a balanced market. See the live ZIP 34787 housing market and the Orange County market.

Stellar MLS sales records identify 23 homes in Oakland Parkb that have changed hands since 2020, built between 2018 and 2025 (median 2023), with a median living area of about 2,667 sq ft and a typical 4-bedroom, 3.5-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.

Housing distress & ownership in OAKLAND PARKB-1, 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 16 listings
Distress share trend - 0.0% now (2026-08-12 → 2026-09-11)

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.

Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.

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 Parkb 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 Oakland Parkb.

A closer look at the Oakland Parkb market

At a median of $390 per square foot, Oakland Parkb prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.

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

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

In short
  • HOA dues reported around $203/month (about $2,436/yr) · median of 6 MLS listings, most billed quarterly
  • Any club/amenity membership is billed separately

Listings in this community report association dues of about $203 per month ($2,436 a year) - the median AssociationFee across 6 MLS records, normalised to a monthly figure; most are billed quarterly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.

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 Parkb sales matched to your home.

What is your Oakland Parkb home worth?

Get a no-obligation home value based on real comparable sales in Oakland Parkb, 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 Winter Garden →

Real comps, not an automated estimate.

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Orange County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$2,447/mo
Orange County typical true cost to own
$117/mo
Orange County typical home insurance
Check CDD
Confirm before you offer

County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.

OAKLAND PARKB-1 Market Scorecard

No active listings

OAKLAND PARKB-1 is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$1,040,000
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/3
Active/Pend/Sold

Typical home value in the 34787 ZIP is $574,696, right around the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.

Frequently Asked Questions

What is the median home price in Oakland Parkb?
The median sale price in Oakland Parkb was $1.04M over the 12 months ending September 12, 2026 (3 closed sales, Stellar MLS).
How long do homes in Oakland Parkb take to sell?
Homes that closed in the 12 months ending September 12, 2026 took a median 13 days on market (3 sales, Stellar MLS).
Who is the best real estate agent for Oakland Parkb?
The best agent for Oakland Parkb 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 Parkb.
How do I find a top Winter Garden real estate agent who knows Oakland Parkb?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Oakland Parkb and the wider Winter Garden area.
Can Momentum Realty connect me with an agent for Oakland Parkb?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Oakland Parkb purchase or sale - no call center and no pressure.

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 12, 2026)
Community market statsStellar MLS closed sales, 12-month windows ending September 12, 2026
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2022 (5 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.

Looking to buy here? Search homes for sale →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →
Thinking of selling in Oakland Parkb 1? 3 recorded closings; median 13 days on market (window ending 2026-09-12). 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.

Nearby Communities

Explore more neighborhoods near Oakland Parkb with Momentum Realty’s local guides.

Oakland Park0.2 mi away · median $935K, 21 sales/12 moOPOakland Park0.3 mi away · median $450K, 9 sales/12 moWLWinters Landing0.3 mi away

Browse all neighborhood guides →

Talk to a Local Oakland Parkb Expert
Call Get Listings