Eastbrook
Homes for Sale in Winter Park, FL
All 337 homes for sale in WINTER PARK, FL · median $664,900 · 70 homes for sale in 32792 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, Eastbrook Sub in Winter Park, FL has 2 homes for sale. Homes listed or recently sold were built 1959 - 1964; none of the 6 geocoded homes sit in a FEMA special flood hazard zone (median elevation 83 ft).
Part of Eastbrook, Winter Park, FL — see all Eastbrook homes for sale (2 listings across 3 sections in the MLS).
Eastbrook right now
🟡 Balanced market. 6.0 months of supply and 0% of the inventory already under contract put buyers and sellers on roughly even footing.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 September 12, 2026. Confidence: Low (2 active and pending listings, 2 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 15, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The setting & the homes.
Aerial and on-site photos of Eastbrook. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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EastbrookPhotos from Stellar MLS listings in Eastbrook; content deemed reliable but not guaranteed.
The market around Eastbrook
Eastbrook is too small for its own price trend, so here is the market around it.
In ZIP 32792, 137 homes are on the market and 21% are under contract — a steady corner of Winter Park.
Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).
ZIP and county figures describe the wider market, not Eastbrook specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in Eastbrook Sub Winter Park, WINTER PARK
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 September 2026 through September 2026. Deemed reliable but not guaranteed.
Homes For Sale Right Now in Eastbrook
Live MLS inventory for Eastbrook. 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 Eastbrook listings as of 2026-09-14, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2009 through 2026. Tap any home to ask about it.
Eastbrook on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
Schools
- Orange County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Lakemont Elem · Elementary
- Maitland Middle · Middle
- Winter Park High · High
Zoned schools reflect the assignments reported on recent Eastbrook listings and can change; always confirm with Orange County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Eastbrook address.
Shop the zone: Homes zoned for Winter Park High High School
The Eastbrook buying strategy.
If we were buying in Eastbrook 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 Eastbrook.
A closer look at the Eastbrook market
Inventory runs at 6.0 months of supply, a balanced market.
The housing stock is 85 homes built between 1954 and 1961, and 61% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.
The location and the amenities are priced into every listing in Eastbrook. The deal is won or lost on condition, the comps, and the renovation math.
HOA, CDD & Fees
- 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.
Tools for a Eastbrook 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 Eastbrook sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Eastbrook, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Eastbrook home worth?
Get a no-obligation home value based on real comparable sales in Eastbrook, 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 Park →
EASTBROOK SUB Market Scorecard
EASTBROOK SUB is currently a buyer's market. About 6.0 months of supply, a median asking price of $383,500, and homes go under contract in about 33 days.
Typical home value in the 32792 ZIP is $398,663, about 20.6% above 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
Is Eastbrook a buyer's or seller's market right now?
How many homes are in Eastbrook?
What share of Eastbrook is owner-occupied?
When were the homes in Eastbrook built?
Who is the best real estate agent for Eastbrook?
How do I find a top Winter Park real estate agent who knows Eastbrook?
Can Momentum Realty connect me with an agent for Eastbrook?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 14, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 32792)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2009 (80 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 →
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A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Eastbrook Sub fits the bigger picture — live prices, inventory, and Momentum Scores:
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