Middlebrook Oaks in Orlando

Middlebrook Oaks
Homes for Sale in Orlando, FL

All 4,060 homes for sale in ORLANDO, FL · median $384,945 · 105 homes for sale in 32806 · Orange County homes for sale

Community in Orlando · Orange County · ZIP 32806
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data22 years of closingsUpdated twice daily

Nearby homes for sale

No active listings inside Middlebrook Oaks 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.

1530 WATERWITCH DRIVE
$7.90M · 0.1 mi away
5 bd · 6 ba · 5,769 sqft
1530 WATERWITCH DRIVE
Listed by KELLER WILLIAMS REALTY AT THE PARKS
800 GATLIN AVENUE
$789K · 0.3 mi away
4 bd · 3 ba · 2,668 sqft
800 GATLIN AVENUE
Listed by HOMEVEST REALTY
460 HARBOUR ISLAND ROAD
$695K · 0.5 mi away
3 bd · 3 ba · 1,653 sqft
460 HARBOUR ISLAND ROAD
Listed by BEAR TEAM REAL ESTATE
438 HARBOUR OAKS POINTE DRIVE
$1.40M · 0.5 mi away
5 bd · 4 ba · 3,221 sqft
438 HARBOUR OAKS POINTE DRIVE
Listed by COLDWELL BANKER REALTY
238 PRESCOTT DRIVE
$485K · 0.5 mi away
3 bd · 2 ba · 1,618 sqft
238 PRESCOTT DRIVE
Listed by EPIC REALTY
4960 LAKE GATLIN WOODS CT
$599K · 0.6 mi away
4 bd · 2 ba · 2,009 sqft
4960 LAKE GATLIN WOODS CT
Listed by HOMEVEST REALTY

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

As of September 2026, the MLS records 3 closed sales in Middlebrook Oaks in Orlando, FL since 2004, the most recent in August 2026. Across Orlando as a whole, 5,915 homes closed in the last 12 months at a median of $412,500, 41 median days on market, with 1,608 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $6,880 ($6,210 with the full homestead exemption).

Live · Middlebrook Oaks Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily

The market around Middlebrook Oaks

Middlebrook Oaks is too small for its own price trend, so here is the market around it.

In ZIP 32806, 182 homes are on the market and 29% are under contract — a steady corner of Orlando.

Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).

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

If we were buying in Middlebrook Oaks 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 Middlebrook Oaks.

The location and the amenities are priced into every listing in Middlebrook Oaks. 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 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 Middlebrook Oaks sales matched to your home.

What is your Middlebrook Oaks home worth?

Get a no-obligation home value based on real comparable sales in Middlebrook 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.

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Real comps, not an automated estimate.

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 12, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2004 (3 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
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Common questions about Middlebrook Oaks

Where is Middlebrook Oaks?

Middlebrook Oaks is a community in ORLANDO, Orange County, Florida, ZIP 32806.

Are there homes for sale in Middlebrook Oaks right now?

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

Does Middlebrook Oaks have an HOA or CDD?

No HOA is on record for Middlebrook Oaks 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.

Nearby Communities

Explore more neighborhoods near Middlebrook Oaks with Momentum Realty’s local guides.

WPWaterwitch Point0.1 mi awayWCWaterwitch Cove0.2 mi awayHIHarbour Island0.2 mi awaySouthernaire0.3 mi awayTTTraylor Terrace0.4 mi away · median $490K, 3 sales/12 moMSMandalay Shores0.4 mi awayHarbour Oaks Pointe0.4 mi away · 1 for saleMMarwood0.4 mi away

Browse all neighborhood guides →

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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.

MIDDLEBROOK OAKS Market Scorecard

No active listings

MIDDLEBROOK OAKS is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$975,000
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/1
Active/Pend/Sold

Typical home value in the 32806 ZIP is $439,817, 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.