Winters Lndg Ph 01 A D F & G
Homes for Sale in Oakland, FL

Community in Oakland · Orange County
39 homesBuilt 1928–2024Median sale $850K
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Built fromLive Stellar MLS data11 years of closingsFL DOR public recordsUpdated twice daily
Live · Winters Lndg Ph 01 A D F & G Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$850K
Median sold · 12 mo
$250/sf
Sold $/sqft · 12 mo
peak $250 in 2026
94.5%
Sale vs ask
Orange median: 96.0%
Tempo
44days
Median DOM · closed
42 days at the 2024 low
3
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
68%
Owner-occupied · Winters Lndg Ph 01 A D F & G
30 of 44 parcels homesteaded (FL DOR 2025)
32%
Non-owner-occupied · Winters Lndg Ph 01 A D F & G
incl. 11% trust or LLC-held · 100% out-of-state
0%
Cash buyers · Winters Lndg Ph 01 A D F & G
0 of 4 sales, 12 mo ending June 2024
39
Homes in the community
plus 5 vacant residential lots · 44 residential parcels (FL DOR 2025)
Track record · 11 years of records
Est. 1928
Community established
homes built 1928-2024, median 2006 (FL DOR 2025)
1
Failed listings · 2026
peaked at 1 in 2015
3,399sqft
Median sold home size
12-mo windows, closed sales
7.7%/yr
Turnover rate
about 3 of 39 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Price here is driven by home condition and size far more than by any single build era. The median living area is 3,406 square feet and the median build year is 2006, but the stock spans from 1928 to 2024, so you are comparing near-new construction against homes approaching a century old. That spread is why the median lands at $850,000 and why price per foot sits around $250 — the number on any given listing depends heavily on what has been updated.

With a median of 44 days on market, this is not a place where homes clear in a weekend. Sellers should price to the median and expect a deliberate marketing window, not a bidding frenzy. Buyers have room to underwrite carefully — inspect the older inventory closely, and do not assume the median tells you much about a specific house until you know its vintage and condition.

The 60-Second Overview

Winters Lndg Ph 01 A D F & G market snapshot (as of July 15, 2026): the median sale price is about $850K ($250 per sq ft over the trailing 12 months of closed sales), and a median 44 days on market for closed sales.

Winters Lndg Ph 01 A D F & G is a community of 39 homes in Oakland, Orange County, built between 1928 and 2024 (median 2006), with a median living area of about 3,406 square feet. 68% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

Winters Lndg in Oakland (Orange County) is a small, uneven pool of homes where age and size vary widely, so the community rewards buyers who read each property on its own terms rather than the headline stats.

Best for

  • Buyers targeting a larger primary residence around the mid-$800s who plan to hold for the long term
  • Buyers comfortable inspecting and underwriting older construction to find value
  • Buyers who prefer a deliberate, low-pressure purchase over a fast-moving market

Probably not for

  • Buyers who need to close fast and cannot wait out a roughly six-week market window
  • Buyers seeking uniform, recently built stock with predictable pricing
  • Buyers on a tight budget who need entry-level pricing well below the median

Windows contain 0 to 4 sales each (3 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s. Deemed reliable but not guaranteed.

Homes sold per 12-mo window
024201620182020202220242026
0 to 4 a year; 3 in the current window.

If we were buying in Winters Lndg Ph 01 A D F & G 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 Winters Lndg Ph 01 A D F & G.

Best Buy
Buyers who want a larger home and are willing to weigh age against condition case by case.
Biggest Risk
A wide build range means comps are noisy and the median can mislead on any single home.
Sweet Spot
A well-updated home near the 2006 median build year with generous living space.
Avoid If
You need a quick close or a turnkey, low-maintenance property with no surprises.

A wide spread in one small community

With only 39 homes and a build range from 1928 to 2024, this is a community defined by variety, not uniformity. A near-century of construction means everything from original older homes to recent builds sits under the same community name, and the median build year of 2006 sits roughly in the middle of that range. The median living area of 3,406 square feet points to substantial homes overall, but you will find real differences from one address to the next.

The homestead share of about 68% suggests most of these are owner-occupied primary residences rather than a rental-heavy pool. Combined with the 44-day median time on market, the picture is a slower, more considered market — one where turnover is modest and the right buyer is matching to a specific home, not fighting a crowd.

The location and the amenities are priced into every listing in Winters Lndg Ph 01 A D F & G. 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 community this small, with construction spanning from 1928 to 2024, comps are thin and easy to misread. We underwrite each home against its own vintage, condition, and square footage rather than leaning on a single median, and we price sellers to move within a realistic window instead of guessing at the market.

Winters Lndg Ph 01 A D F & G in 15 seconds.

Best forBuyers who want a larger home and are willing to weigh age against condition case by case.
Biggest advantageA slower market gives buyers time to inspect and negotiate rather than rush.
Biggest riskA wide build range means comps are noisy and the median can mislead on any single home.
Sweet spotA well-updated home near the 2006 median build year with generous living space.
Avoid ifYou need a quick close or a turnkey, low-maintenance property with no surprises.

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 Winters Lndg Ph 01 A D F & G sales matched to your home.

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Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Winters Lndg Ph 01 A D F & G?
The median sale price in Winters Lndg Ph 01 A D F & G was $850K over the 12 months ending July 15, 2026 (3 closed sales, Stellar MLS).
How long do homes in Winters Lndg Ph 01 A D F & G take to sell?
Homes that closed in the 12 months ending July 15, 2026 took a median 44 days on market (3 sales, Stellar MLS).
How many homes are in Winters Lndg Ph 01 A D F & G?
The Florida DOR 2025 assessment roll shows 39 homes plus 5 vacant residential lots in Winters Lndg Ph 01 A D F & G (public records).
What share of Winters Lndg Ph 01 A D F & G is owner-occupied?
68% of Winters Lndg Ph 01 A D F & G parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Winters Lndg Ph 01 A D F & G built?
Homes in Winters Lndg Ph 01 A D F & G were built between 1928 and 2024, with a median year built of 2006 (FL DOR 2025 roll).
Do cash buyers compete in Winters Lndg Ph 01 A D F & G?
Cash buyers took 0% of Winters Lndg Ph 01 A D F & G sales in the 12 months ending June 2024 (0 of 4 closings, Stellar MLS).
Who is the best real estate agent for Winters Lndg Ph 01 A D F & G?
The best agent for Winters Lndg Ph 01 A D F & G is one who actively works Oakland 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 Winters Lndg Ph 01 A D F & G.
How do I find a top Oakland real estate agent who knows Winters Lndg Ph 01 A D F & G?
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 Winters Lndg Ph 01 A D F & G and the wider Oakland area.
Can Momentum Realty connect me with an agent for Winters Lndg Ph 01 A D F & G?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Winters Lndg Ph 01 A D F & G purchase or sale - no call center and no pressure.
Buyers targeting a larger primary residence around the mid-$800s who plan to hold for the long termExcellent fit
Buyers comfortable inspecting and underwriting older construction to find valueExcellent fit
Buyers who prefer a deliberate, low-pressure purchase over a fast-moving marketExcellent fit
Buyers who need to close fast and cannot wait out a roughly six-week market windowProbably not
Buyers seeking uniform, recently built stock with predictable pricingProbably not
Buyers on a tight budget who need entry-level pricing well below the medianProbably not

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending July 15, 2026
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (3 streets, ZIP 34787))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2015 (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.

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