Winter Woods Unit 04
Homes for Sale in Winter Park, FL

Community in Winter Park · Seminole County
100 homesBuilt 1968–2012
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Built fromLive Stellar MLS data16 years of closingsFL DOR public recordsUpdated twice daily
Live · Winter Woods Unit 04 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
2
Sold · last 12 mo
10-yr average: about 2 a year
Ownership and context
79%
Owner-occupied · Winter Woods Unit 04
79 of 100 parcels homesteaded (FL DOR 2025)
21%
Non-owner-occupied · Winter Woods Unit 04
incl. 16% trust or LLC-held · 1% out-of-state
50%
Cash buyers · Winter Woods Unit 04
2 of 4 sales, 12 mo ending June 2026
100
Homes in the community
100 residential parcels (FL DOR 2025)
Track record · 16 years of records
Est. 1968
Community established
homes built 1968-2012, median 1972 (FL DOR 2025)
2
Failed listings · 2026
peaked at 4 in 2014
2.0%/yr
Turnover rate
about 2 of 100 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Winter Woods Unit 04 is an established Winter Park pocket in Seminole County, built out mostly in the early 1970s with a median year built of 1972 and a small number of newer homes filling in through 2012. With a median of roughly 1,826 living square feet, these are right-sized single-story-era houses, and the price you pay here is driven almost entirely by condition and updates rather than square footage. An original-systems house and a renovated one can sit side by side and command very different numbers.

Read the closing activity with humility: this snapshot covers only two closings, so there is no reliable median price to anchor to and any single sale can swing the picture. For sellers, that thin volume means pricing off comparable condition and recent updates, not off a headline number. For buyers, it means underwriting the house in front of you — roof, HVAC, kitchen, baths — because the spread between updated and dated stock is where the real money is.

Best for

  • Buyers seeking an established Winter Park location who will budget for updates on an early-1970s house
  • Long-hold owner-occupiers who value low turnover and a settled street over quick resale
  • Renovation-minded buyers who can spot value in a dated home and modernize it

Probably not for

  • Buyers who need move-in-ready, recently built construction
  • Anyone wanting a large footprint well above the roughly 1,826-sqft median
  • Investors chasing high turnover and quick flips in a low-inventory market

The market around Winter Woods Unit 04

Winter Woods Unit 04 is a small community — 24 recorded sales on file, most recently in 2026 — 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 Winter Woods Unit 04 specifically. Momentum Research analysis of MLS records.

If we were buying in Winter Woods Unit 04 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 Winter Woods Unit 04.

Best Buy
Buyers who want an established Winter Park address and are comfortable evaluating a home on its condition.
Biggest Risk
Very thin closing volume makes pricing and comps hard to pin down.
Sweet Spot
A renovated home near the 1,826-sqft median that has already handled the big-ticket systems.
Avoid If
You need a move-in-ready, new-construction feel or a large footprint.

Why condition is the whole story here

The homes range from 1968 to 2012, but with a median build year of 1972 the core of this community is early-1970s construction. That vintage brings the usual diligence list — roof age, electrical, plumbing, and HVAC — and it also means a renovated house is genuinely scarce and worth paying attention to. At a median of 1,826 square feet, floor plans are practical rather than sprawling, which rewards buyers who value layout and lot over raw size.

The 79% homestead share tells you this is a lived-in, owner-occupied street rather than an investor churn market. That generally translates to fewer listings and homes that hold together, but it also means when something does come up, you are often competing on a house that has been owned a long time and may need modernizing. Budget for updates and read every listing on its condition merits.

The location and the amenities are priced into every listing in Winter Woods Unit 04. 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 thin-volume, condition-driven market like this one, headline numbers mislead and comps are scarce. We price and evaluate off what a specific house actually is — its updates, systems, and lot — not off a single recent sale, and we will walk you through the diligence an early-1970s home demands before you commit.

Winter Woods Unit 04 in 15 seconds.

Best forBuyers who want an established Winter Park address and are comfortable evaluating a home on its condition.
Biggest advantageA mature, largely owner-occupied enclave with tight, deliberate inventory.
Biggest riskVery thin closing volume makes pricing and comps hard to pin down.
Sweet spotA renovated home near the 1,826-sqft median that has already handled the big-ticket systems.
Avoid ifYou need a move-in-ready, new-construction feel or a large footprint.

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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Winter Woods Unit 04 sales matched to your home.

What is your Winter Woods Unit 04 home worth?

Get a no-obligation home value based on real comparable sales in Winter Woods Unit 04, 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.

Frequently Asked Questions

How many homes are in Winter Woods Unit 04?
The Florida DOR 2025 assessment roll shows 100 homes in Winter Woods Unit 04 (public records).
What share of Winter Woods Unit 04 is owner-occupied?
79% of Winter Woods Unit 04 parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Winter Woods Unit 04 built?
Homes in Winter Woods Unit 04 were built between 1968 and 2012, with a median year built of 1972.0 (FL DOR 2025 roll).
Do cash buyers compete in Winter Woods Unit 04?
Cash buyers took 50% of Winter Woods Unit 04 sales in the 12 months ending June 2026 (2 of 4 closings, Stellar MLS).
Who is the best real estate agent for Winter Woods Unit 04?
The best agent for Winter Woods Unit 04 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 Winter Woods Unit 04.
How do I find a top Winter Park real estate agent who knows Winter Woods Unit 04?
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 Winter Woods Unit 04 and the wider Winter Park area.
Can Momentum Realty connect me with an agent for Winter Woods Unit 04?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Winter Woods Unit 04 purchase or sale - no call center and no pressure.
Buyers seeking an established Winter Park location who will budget for updates on an early-1970s houseExcellent fit
Long-hold owner-occupiers who value low turnover and a settled street over quick resaleExcellent fit
Renovation-minded buyers who can spot value in a dated home and modernize itExcellent fit
Buyers who need move-in-ready, recently built constructionProbably not
Anyone wanting a large footprint well above the roughly 1,826-sqft medianProbably not
Investors chasing high turnover and quick flips in a low-inventory marketProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (4 streets, ZIP 32792))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2010 (29 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.

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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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