Green Oaks Rep Winter Park in WINTER PARK

Green Oaks Rep Winter Park
Homes for Sale in WINTER PARK, FL

Community in WINTER PARK · Orange County

75 homesBuilt 1915–2024

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Built fromLive Stellar MLS data14 years of closingsFL DOR public recordsUpdated twice daily

Live · Green Oaks Rep Winter Park Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)

Tempo

4.0mo

Supply

3 to 6 months is the balanced band

50%

Under contract

Orange: 26% (2,019 of 7,905)

1 · 1

For sale · pending

live counts, refreshed twice daily

Sold · last 12 mo

10-yr average: about 1 a year

Ownership and context

88%

Owner-occupied · Green Oaks Rep Winter Park

66 of 75 parcels homesteaded (FL DOR 2025)

12%

Non-owner-occupied · Green Oaks Rep Winter Park

incl. 11% trust or LLC-held · 100% out-of-state

67%

Cash buyers · Green Oaks Rep Winter Park

2 of 3 sales, 12 mo ending June 2021

Homes in the community

75 residential parcels (FL DOR 2025)

Track record · 14 years of records

Est. 1915

Community established

homes built 1915-2024, median 1966 (FL DOR 2025)

Failed listings · 2026

peaked at 2 in 2009

2.7%/yr

Turnover rate

about 2 of 75 homes trade a year

Green Oaks Rep Winter Park Housing Pulse · Momentum Research · as of July 13, 2026

Green Oaks Rep Winter Park right now

🟡 Balanced market. 4.0 months of supply and 50% 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 July 13, 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 July 13, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

A Look Inside Green Oaks Rep Winter Park

The setting & the homes.

Aerial and on-site photos of Green Oaks Rep Winter Park. Swipe to explore the community.

Swipe or use the arrows → tap any photo to enlarge

Green Oaks Rep Winter Park

Homes For Sale Right Now in Green Oaks Rep Winter Park

Live MLS inventory for Green Oaks Rep Winter Park. 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.

1600 LEGION DRIVE home for sale in Green Oaks Rep Winter Park

Active · 9 daysTop listing

$3,995,000

5 bd · 5.5 ba · 4,483 sqft · built 2008

1600 LEGION DRIVE, WINTER PARK, 32789

Listed by COLDWELL BANKER REALTY

800 JUANITA RAEL home for sale in Green Oaks Rep Winter Park

Pending · 56 days

$2,300,000

5 bd · 4 ba · 4,021 sqft · built 1961

800 JUANITA RAEL, WINTER PARK, 32789

Listed by PREMIER SOTHEBY'S INTL. REALTY

Active and pending Green Oaks Rep Winter Park listings as of 2026-07-11, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s. Tap any home to ask about it.

Interactive Map

Green Oaks Rep Winter Park 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.

The Strategy

The Green Oaks Rep Winter Park buying strategy.

If we were buying in Green Oaks Rep Winter Park 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 Green Oaks Rep Winter Park.

“

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

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

In short

Mandatory HOA - confirm current dues
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.

Run Your Numbers

Tools for a Green Oaks Rep Winter Park buy.

Free calculators to pressure-test the real cost before you tour.

Mortgage paymentPrincipal, interest, taxes, and insurance on a specific price.Property taxOrange County millage and the homestead picture.Rent vs buyThe breakeven on owning in Green Oaks Rep Winter Park.Save Our HomesProject your homestead tax cap over time.

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 Rep Winter Park sales matched to your home.

Selling in Green Oaks Rep Winter Park

Price it to the comps and condition, not an automated estimate.

If you are thinking about selling in Green Oaks Rep Winter Park, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.

What is your Green Oaks Rep Winter Park home worth?

Get a no-obligation home value based on real comparable sales in Green Oaks Rep Winter Park, 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 Green Oaks Rep Winter Park on the map →

Real comps, not an automated estimate.

GREEN OAKS REP Market Scorecard

Balanced

GREEN OAKS REP is currently a balanced. About 4.0 months of supply, a median asking price of $3,995,000, and homes go under contract in about 9 days.

4.0

Months supply

$3,995,000

Median list

$4,550,000

Median sold

$891

Per sqft

Days on mkt

1/1/3

Active/Pend/Sold

Typical home value in the 32789 ZIP is $812,876, about 62.4% 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 Green Oaks Rep Winter Park a buyer's or seller's market right now?

As of July 13, 2026, Green Oaks Rep Winter Park is roughly balanced: 4.0 months of supply at the current sales pace (Stellar MLS live counts).

How many homes are in Green Oaks Rep Winter Park?

The Florida DOR 2025 assessment roll shows 75 homes in Green Oaks Rep Winter Park (public records).

What share of Green Oaks Rep Winter Park is owner-occupied?

88% of Green Oaks Rep Winter Park parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.

When were the homes in Green Oaks Rep Winter Park built?

Homes in Green Oaks Rep Winter Park were built between 1915 and 2024, with a median year built of 1966 (FL DOR 2025 roll).

Do cash buyers compete in Green Oaks Rep Winter Park?

Cash buyers took 67% of Green Oaks Rep Winter Park sales in the 12 months ending June 2021 (2 of 3 closings, Stellar MLS).

Who is the best real estate agent for Green Oaks Rep Winter Park?

The best agent for Green Oaks Rep Winter Park 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 Green Oaks Rep Winter Park.

How do I find a top WINTER PARK real estate agent who knows Green Oaks Rep Winter Park?

Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Green Oaks Rep Winter Park and the wider WINTER PARK area.

Can Momentum Realty connect me with an agent for Green Oaks Rep Winter Park?

Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Green Oaks Rep Winter Park purchase or sale - no call center and no pressure.

Nearby Communities

Explore more neighborhoods near Green Oaks Rep Winter Park with Momentum Realty’s local guides.

Woodmere Terrace Rep Winter ParkWINTER PARK, FL · 0.0 mi Parklando 03 Winter ParkWINTER PARK, FL · 0.0 mi Canton Ave Cottages 1 Winter ParkWINTER PARK, FL · 0.0 mi Campo Bello Winter ParkWINTER PARK, FL · 0.0 mi Villa View Park Winter ParkWINTER PARK, FL · 0.0 mi Pennsylvania Place Rep Winter ParkWINTER PARK, FL · 0.0 mi Twin Acres Winter ParkWINTER PARK, FL · 0.0 mi Suburban Homes Winter ParkWINTER PARK, FL · 0.0 mi

Browse all Florida neighborhood guides →

Data sources & freshness

Live listings	Stellar MLS, refreshed twice daily (last: July 11, 2026)
Housing stock & ownership	Florida DOR 2025 assessment roll (street-list match (3 streets, ZIP 32789))
Under-contract shares	Stellar MLS records, as of 2026-07-12
Historical depth	Closed-sale records back to 2012 (14 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.

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.