Green Oaks
Homes for Sale in Winter Park, FL

All 364 homes for sale in Winter Park, FL · median $684,500 · 176 homes for sale in 32789 · Orange County homes for sale

Community in Winter Park · Orange County · ZIP 32789
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Built fromLive Stellar MLS data10 years of closingsUpdated twice daily

As of September 2026, the MLS records 9 closed sales in Green Oaks Rep 02 in Winter Park, FL since 2016, the most recent in September 2026. 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 Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $7,490 ($6,810 with the full homestead exemption).

Jon Brooks, founder of Momentum Realty
Jon's Current Read

Green Oaks Rep 02 does not currently show enough active MLS activity in Winter Park to support a pricing narrative. There is no median price, no days-on-market figure, and no listing count to point to as of this snapshot, which itself tells you something: this is a low-inventory pocket rather than a high-turnover one.

For a buyer or seller, that means the usual comps-driven approach does not apply cleanly right now. Anyone serious about this specific plat needs a direct pull of current and recent listings rather than a reliance on aggregate stats, since the aggregate is effectively empty at the moment.

Nearby homes for sale

No active listings inside Green OaksHomes 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.

1761 LEGION DRIVE
$3.27M · 0.1 mi away
5 bd · 5.5 ba · 4,949 sqft
1761 LEGION DRIVE
Listed by COLDWELL BANKER REALTY
857 BROCK STREET
$4.65M · 0.2 mi away
5 bd · 5.5 ba · 4,827 sqft
857 BROCK STREET
Listed by ONE LUXURY INTERNATIONAL LLC
1525 GRANVILLE DRIVE
$4.59M · 0.3 mi away
5 bd · 5.5 ba · 5,211 sqft
1525 GRANVILLE DRIVE
Listed by ONE LUXURY INTERNATIONAL LLC
1441 CARDINAL COURT
$4M · 0.3 mi away
4 bd · 5.5 ba · 4,066 sqft
1441 CARDINAL COURT
Listed by CHARLES RUTENBERG REALTY ORLANDO
1140 S ORLANDO AVENUE #I14
$325K · 0.3 mi away
2 bd · 1.5 ba · 816 sqft
1140 S ORLANDO AVENUE #I14
Listed by CHARLES RUTENBERG REALTY ORLANDO
1140 S ORLANDO AVENUE #G3
$315K · 0.3 mi away
2 bd · 1.5 ba · 816 sqft
1140 S ORLANDO AVENUE #G3
Listed by PREMIER SOTHEBY'S INTL. REALTY

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

The 60-Second Overview

Green Oaks Rep 02 sits within Winter Park in Orange County, but the current MLS feed shows no identified community amenities and no pricing data to summarize, so this snapshot is more location marker than market report.

Stellar MLS sales records identify 35 homes in Green Oaks that have changed hands since 2007, built between 1952 and 2026 (median 1966), with a median living area of about 3,547 sq ft and a typical 4-bedroom, 3.5-bath layout; 97% 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.

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 focused on the Winter Park address itself who is comfortable requesting a direct, current listing pull rather than leaning on published stats
  • Someone open to a smaller, lower-turnover plat where inventory and comps have to be researched one listing at a time
  • A seller who wants a broker to check whether the current absence of listing activity is an opportunity rather than a concern

Probably not for

  • A buyer who wants to see an established median price and days-on-market trend before making contact
  • Someone comparing amenity packages, since none are currently identified for this community
  • A buyer or seller working on a tight timeline who needs market data available immediately rather than researched directly

The market around Green Oaks

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

In ZIP 32789, 244 homes are on the market and 25% are under contract — a steady corner of Winter Park.

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

In ZIP 32789 (Winter Park), 390 homes closed in the last 12 months at a median of $635K ($396/sq ft), up 7.6% year over year, with a median 39 days on market. Right now 91 active and 26 pending listings put supply at about 5.2 months — a balanced market. See the live ZIP 32789 housing market and the Orange County market.

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

Green Oaks Rep 02 by the numbers

From county property records and closed MLS sales for the Green Oaks Rep 02 subdivision: 10 homes on record; built 1961–2017; typical size about 4,087 heated sq ft; 5 bedrooms is the median. Housing mix: single-family 90%.

YearRecorded salesMedian price
20181$1,795,000
20213$1,139,000
20222$1,471,000
20241$1,629,000
20251$8,900,000
20262$3,780,000

Newest recorded sale: $5,410,000 on 2026-09-02.

Recorded data as of 2026-09-12; counts cover addresses tagged to this subdivision in the public record, not every parcel. Not an appraisal.

If we were buying in Green 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 Green Oaks.

Best Buy
Buyers and sellers who want a direct, current pull on a specific Winter Park plat rather than a generic market summary.
Biggest Risk
With no price or volume data currently attached, you cannot yet gauge pace or pricing pressure from this snapshot alone.
Sweet Spot
Anyone whose interest is in the location itself and who is prepared to have current listings researched directly rather than relying on aggregate stats.
Avoid If
You need a fast, stat-backed read on pricing trend before you engage, because that data is not currently available here.

When the data set is this thin

Some communities generate a steady stream of listings that let you track median price, pace of sale, and inventory depth over time. Green Oaks Rep 02, as of this snapshot, is not one of them. No amenities are identified from current MLS listings, and no price or volume metrics are attached to the name at all.

That absence is not necessarily a red flag. Small plats and infill sections inside an established city like Winter Park can go quiet for stretches simply because few owners are listing. It does mean, though, that any claim about this community's pricing or pace right now would be guesswork dressed up as data, and we are not going to do that.

“

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

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

When the public snapshot is this bare, the value is in direct research rather than repeating a stat sheet. We pull current Stellar MLS activity for the specific plat, check what has closed nearby in Winter Park, and tell you plainly if there is not enough to draw a conclusion from yet.

Green Oaks in 15 seconds.

Best forBuyers and sellers who want a direct, current pull on a specific Winter Park plat rather than a generic market summary.
Biggest advantageBeing inside Winter Park, in Orange County, keeps this address tied to an established city rather than an unproven fringe location.
Biggest riskWith no price or volume data currently attached, you cannot yet gauge pace or pricing pressure from this snapshot alone.
Sweet spotAnyone whose interest is in the location itself and who is prepared to have current listings researched directly rather than relying on aggregate stats.
Avoid ifYou need a fast, stat-backed read on pricing trend before you engage, because that data is not currently available here.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Green Oaks 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 Green Oaks.
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 Green Oaks sales matched to your home.

What is your Green Oaks home worth?

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

See all homes for sale in Winter Park →

Real comps, not an automated estimate.
A buyer focused on the Winter Park address itself who is comfortable requesting a direct, current listing pull rather than leaning on published statsExcellent fit
Someone open to a smaller, lower-turnover plat where inventory and comps have to be researched one listing at a timeExcellent fit
A seller who wants a broker to check whether the current absence of listing activity is an opportunity rather than a concernExcellent fit
A buyer who wants to see an established median price and days-on-market trend before making contactProbably not
Someone comparing amenity packages, since none are currently identified for this communityProbably not
A buyer or seller working on a tight timeline who needs market data available immediately rather than researched directlyProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2016 (9 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.

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Common questions about Green Oaks

Where is Green Oaks?

Green Oaks is a community in Winter Park, Orange County, Florida, ZIP 32789.

How many homes are in Green Oaks?

County property records list 10 homes in Green Oaks, built between 1961 and 2017; the typical home is about 4,087 heated square feet.

What do homes in Green Oaks sell for?

Green Oaks has no MLS sales in the last 12 months. The most recent year with recorded sales on file is 2026 (2 sales, median $3.78M). For context, ZIP 32789 has 244 homes on the market with 25% under contract.

Are there homes for sale in Green Oaks right now?

No active listings inside Green 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 Green Oaks have an HOA or CDD?

No HOA is on record for Green 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 Green Oaks with Momentum Realty’s local guides.

Green Oaks0.0 mi awayWCWinflor Court0.2 mi away · 70 homes, built 1915–24, 1 for saleMPMaitland Park South0.2 mi away · median $975K, 3 sales/12 moMBMagnolia Bay0.2 mi away · 8 homes, built 1997–03Coffins Maitland0.3 mi away · 12 homes, built 1927–59Park Grove0.3 mi away · median $1.98M, 7 sales/12 mo

Browse all neighborhood guides →

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