Eastbrook Subd
Homes for Sale in Winter Park, FL

All 364 homes for sale in Winter Park, FL · median $684,500 · Seminole County homes for sale

Community in Winter Park · Seminole County
140 homesBuilt 1959–1969
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Built fromLive Stellar MLS data15 years of closingsFL DOR public recordsUpdated twice daily

As of September 2026, the MLS records 6 closed sales in Eastbrook Subd Unit No 07 in Winter Park, FL since 2011, the most recent in July 2025. Across Winter Park as a whole, 494 homes closed in the last 12 months at a median of $449,000, 33 median days on market, with 128 homes for sale today. At that median and Seminole County's FY2025-26 rate of 15.18 mills, annual property tax runs about $6,820 ($6,220 with the full homestead exemption).

Live · Eastbrook Subd Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Ownership and context
69%
Owner-occupied · Eastbrook Subd
96 of 140 parcels homesteaded (FL DOR 2025)
31%
Non-owner-occupied · Eastbrook Subd
incl. 13% trust or LLC-held · 6% out-of-state
140
Homes in the community
140 residential parcels (FL DOR 2025)
Track record · 15 years of records
Est. 1959
Community established
homes built 1959-1969, median 1966 (FL DOR 2025)
0
Failed listings · 2010
peaked at 2 in 2010
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Eastbrook Unit No 07 is a compact, established pocket of Winter Park homes built between 1959 and 1969, with a median build year of 1966. That consistency means most buyers are shopping a similar structural era — the differentiator is how each home has been maintained or updated since, not the neighborhood's age itself.

With no community amenities identified from current MLS listings, this is a straightforward resale market driven by the house and lot, not by a clubhouse or shared facility. A majority of homes here — just under 69% — are homesteaded, which points to a base of longer-term ownership and a market where turnover is gradual rather than driven by frequent flips.

Nearby homes for sale

No active listings inside Eastbrook SubdHomes for Sale in Winter Park, FL 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.

1842 PURITAN AVENUE
$419K · 0.2 mi away
4 bd · 2 ba · 1,836 sqft
1842 PURITAN AVENUE
Listed by MOBED REALTY, P.A.
1605 PURITAN AVENUE
$379K · 0.2 mi away
3 bd · 2 ba · 1,285 sqft
1605 PURITAN AVENUE
Listed by CENTURY 21 CARIOTI
3328 HAMLET LOOP
$350K · 0.3 mi away
3 bd · 2 ba · 1,397 sqft
3328 HAMLET LOOP
Listed by HOUWZER INC
3374 HAMLET LOOP
$355K · 0.3 mi away
3 bd · 2.5 ba · 1,397 sqft
3374 HAMLET LOOP
Listed by KELLER WILLIAMS ADVANTAGE REALTY
3020 NICHOLSON DRIVE
$495K · 0.3 mi away
4 bd · 2 ba · 1,756 sqft
3020 NICHOLSON DRIVE
Listed by CHARLES RUTENBERG REALTY ORLANDO
3440 ALLSTON LANE
$405K · 0.3 mi away
3 bd · 2.5 ba · 1,533 sqft
3440 ALLSTON LANE
Listed by COLDWELL BANKER REALTY

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

The 60-Second Overview

A small, mid-century subdivision of 140 homes in Winter Park, Seminole County, where the housing stock is uniform in age but likely varies in condition and updates from one property to the next.

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 who want a smaller, efficient home and are comfortable evaluating mid-century construction on its own merits.
  • Buyers prioritizing a settled, low-turnover block over new-build inventory or amenity-driven pricing.
  • Sellers or buyers who value straightforward, no-frills resale housing without an association layer.

Probably not for

  • Buyers who need a community pool, clubhouse, or organized recreation as part of the purchase.
  • Buyers set on maximum square footage or open, current-era floor plans.
  • Buyers unwilling to budget for potential system or structural updates typical of homes from this era.

The market around Eastbrook Subd

Eastbrook Subd is a small community — 3 recorded sales on file, most recently in 2010 — too few for its own price trend. Here is the market around it.

Across Seminole County, 1,538 homes are active and 629 pending (29% under contract).

Homes here are single family residence.

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

If we were buying in Eastbrook Subd 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 Eastbrook Subd.

Best Buy
Buyers looking for a smaller-footprint, mid-century home in a settled Winter Park pocket without a community amenity fee.
Biggest Risk
Homes from this era can carry deferred maintenance on original systems, so inspection findings vary widely.
Sweet Spot
A move-in ready or recently updated home near 1,467 square feet, where the work has already been done.
Avoid If
You want new construction, a homeowners' association, or on-site community amenities.

A Single-Era Pocket of Winter Park

The story of Eastbrook Unit No 07 is its age consistency. Every home was built within a decade of each other, clustered around a median year of 1966, and the typical home runs about 1,467 square feet of living space. That's a modest, efficient footprint by current standards, which tends to appeal to buyers who want a smaller, easier-to-manage house rather than maximum square footage.

There's no listed community amenity package here — no clubhouse, pool, or shared recreation to factor into the value equation. That keeps the market's pricing logic simple: it comes down to lot, layout, and how well each individual home has been maintained or renovated since the 1960s. With homestead exemptions in place on the large majority of parcels, this reads as a settled, low-turnover pocket rather than an investor-heavy or transitional block.

“

The location and the amenities are priced into every listing in Eastbrook Subd. 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 subdivision this uniform in age, the difference between a good purchase and an overpay almost always comes down to what's been done to the house — roof, systems, kitchen, bath — versus what's been deferred. We walk that comparison property by property rather than relying on age or square footage alone, and we help sellers position updates so they read clearly against comparable inventory nearby.

Eastbrook Subd in 15 seconds.

Best forBuyers looking for a smaller-footprint, mid-century home in a settled Winter Park pocket without a community amenity fee.
Biggest advantageA consistent build era makes it easier to compare homes on condition and updates rather than guessing at structural differences.
Biggest riskHomes from this era can carry deferred maintenance on original systems, so inspection findings vary widely.
Sweet spotA move-in ready or recently updated home near 1,467 square feet, where the work has already been done.
Avoid ifYou want new construction, a homeowners' association, or on-site community amenities.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Eastbrook Subd homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Eastbrook Subd.
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 Eastbrook Subd sales matched to your home.

What is your Eastbrook Subd home worth?

Get a no-obligation home value based on real comparable sales in Eastbrook Subd, 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 homes for sale in Eastbrook Subd on the map →

Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Eastbrook Subd?
The Florida DOR 2025 assessment roll shows 140 homes in Eastbrook Subd (public records).
What share of Eastbrook Subd is owner-occupied?
69% of Eastbrook Subd parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Eastbrook Subd built?
Homes in Eastbrook Subd were built between 1959 and 1969, with a median year built of 1966.0 (FL DOR 2025 roll).
Who is the best real estate agent for Eastbrook Subd?
The best agent for Eastbrook Subd is one who actively works Winter Park 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 Eastbrook Subd.
How do I find a top Winter Park real estate agent who knows Eastbrook Subd?
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 Eastbrook Subd and the wider Winter Park area.
Can Momentum Realty connect me with an agent for Eastbrook Subd?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Eastbrook Subd purchase or sale - no call center and no pressure.
Where is Eastbrook Subd, and what county is it in?
Eastbrook Subd is in Winter Park, Seminole County, FL.
Buyers who want a smaller, efficient home and are comfortable evaluating mid-century construction on its own merits.Excellent fit
Buyers prioritizing a settled, low-turnover block over new-build inventory or amenity-driven pricing.Excellent fit
Sellers or buyers who value straightforward, no-frills resale housing without an association layer.Excellent fit
Buyers who need a community pool, clubhouse, or organized recreation as part of the purchase.Probably not
Buyers set on maximum square footage or open, current-era floor plans.Probably not
Buyers unwilling to budget for potential system or structural updates typical of homes from this era.Probably not

Data sources & freshness

Housing stock & ownershipFlorida DOR assessment roll (street-list match (2 streets, ZIP 32792))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2011 (6 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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