Regency Oaks Ph 02 A-C
Homes for Sale in Winter Garden, FL

Community in Winter Garden · Orange County
216 homesBuilt 2003–2008
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Built fromLive Stellar MLS data12 years of closingsFL DOR public recordsUpdated twice daily
Live · Regency Oaks Ph 02 A-C 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 1 a year
Ownership and context
68%
Owner-occupied · Regency Oaks Ph 02 A-C
147 of 216 parcels homesteaded (FL DOR 2025)
32%
Non-owner-occupied · Regency Oaks Ph 02 A-C
incl. 9% trust or LLC-held · 100% out-of-state
0%
Cash buyers · Regency Oaks Ph 02 A-C
0 of 3 sales, 12 mo ending June 2025
216
Homes in the community
216 residential parcels (FL DOR 2025)
Track record · 12 years of records
Est. 2003
Community established
homes built 2003-2008, median 2005 (FL DOR 2025)
0
Failed listings · 2025
peaked at 4 in 2016
0.9%/yr
Turnover rate
about 2 of 216 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Regency Oaks Ph 02 A-C is a mid-2000s subdivision in Winter Garden, with homes built between 2003 and 2008 and a median living area right around 2,483 square feet. That size profile is the real story on price here: these are substantial homes, and what separates one closing from the next is condition and updates, not floor plan gymnastics. With a median build year of 2005, the housing stock is now at the age where kitchens, roofs, and HVAC either have been addressed or are on the buyer's near-term list, and that shows up in the spread between asking prices.

This is a thinly traded snapshot — only two closings in the current window across 216 homes — so treat any single sale as a data point, not a trend. About 68% of homes here carry a homestead exemption, which tells you the bulk of the neighborhood is owner-occupied and turnover is measured. For sellers, that means low competing inventory but also a patient market; for buyers, it means you may wait for the right home rather than pick from many at once.

Best for

  • Buyers wanting a larger, established mid-2000s home who will wait for the right listing
  • Long-hold owner-occupants comfortable in a low-turnover, owner-heavy neighborhood
  • Buyers budgeting for near-term systems updates on a roughly twenty-year-old home

Probably not for

  • Shoppers who need many homes on the market to compare at once
  • Buyers seeking new construction or the latest floor plans
  • Anyone needing to price a purchase off deep recent-sales data

The market around Regency Oaks Ph 02 A-C

Regency Oaks Ph 02 A-C is a small community — 11 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.

Across Orange County, 5,886 homes are active and 2,019 pending (26% under contract).

Homes here are single family residence.

ZIP and county figures describe the wider market, not Regency Oaks Ph 02 A-C specifically. Momentum Research analysis of MLS records.

If we were buying in Regency Oaks Ph 02 A-C 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 Regency Oaks Ph 02 A-C.

Best Buy
Buyers who want an established Winter Garden neighborhood with larger, mid-2000s homes.
Biggest Risk
A thin two-sale window means limited recent data to price against.
Sweet Spot
A well-maintained or updated home at or near the median size.
Avoid If
You need selection and want to tour many homes at once.

A condition-driven resale market

With 216 homes built in a tight 2003–2008 band, this is a cohesive community rather than a patchwork of eras. The median living space near 2,483 square feet points to two-story homes with room to spread out, and because everything is roughly the same vintage, buyers are effectively comparing maintenance histories more than architecture. A home with a newer roof and updated systems will read very differently on price than a comparable floor plan that has deferred those items.

The 68% homestead share signals a neighborhood held largely by long-term owners, which historically keeps inventory tight. That works two ways: sellers face little direct competition when they do list, but buyers should be prepared to move decisively when a well-kept home appears, since options at any given moment are limited.

The location and the amenities are priced into every listing in Regency Oaks Ph 02 A-C. 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 low-turnover community with few active listings, pricing lives or dies on condition-adjusted comparisons, not headline averages. We track the mid-2000s systems questions that actually move value here — roof, HVAC, kitchen age — and we help sellers position honestly and buyers underwrite the work a given home still needs.

Regency Oaks Ph 02 A-C in 15 seconds.

Best forBuyers who want an established Winter Garden neighborhood with larger, mid-2000s homes.
Biggest advantageA cohesive single-era build and low turnover keep the community consistent.
Biggest riskA thin two-sale window means limited recent data to price against.
Sweet spotA well-maintained or updated home at or near the median size.
Avoid ifYou need selection and want to tour many homes at once.

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 Regency Oaks Ph 02 A-C sales matched to your home.

What is your Regency Oaks Ph 02 A-C home worth?

Get a no-obligation home value based on real comparable sales in Regency Oaks Ph 02 A-C, 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 Regency Oaks Ph 02 A-C?
The Florida DOR 2025 assessment roll shows 216 homes in Regency Oaks Ph 02 A-C (public records).
What share of Regency Oaks Ph 02 A-C is owner-occupied?
68% of Regency Oaks Ph 02 A-C parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Regency Oaks Ph 02 A-C built?
Homes in Regency Oaks Ph 02 A-C were built between 2003 and 2008, with a median year built of 2005 (FL DOR 2025 roll).
Do cash buyers compete in Regency Oaks Ph 02 A-C?
Cash buyers took 0% of Regency Oaks Ph 02 A-C sales in the 12 months ending June 2025 (0 of 3 closings, Stellar MLS).
Who is the best real estate agent for Regency Oaks Ph 02 A-C?
The best agent for Regency Oaks Ph 02 A-C is one who actively works Winter Garden 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 Regency Oaks Ph 02 A-C.
How do I find a top Winter Garden real estate agent who knows Regency Oaks Ph 02 A-C?
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 Regency Oaks Ph 02 A-C and the wider Winter Garden area.
Can Momentum Realty connect me with an agent for Regency Oaks Ph 02 A-C?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Regency Oaks Ph 02 A-C purchase or sale - no call center and no pressure.
Buyers wanting a larger, established mid-2000s home who will wait for the right listingExcellent fit
Long-hold owner-occupants comfortable in a low-turnover, owner-heavy neighborhoodExcellent fit
Buyers budgeting for near-term systems updates on a roughly twenty-year-old homeExcellent fit
Shoppers who need many homes on the market to compare at onceProbably not
Buyers seeking new construction or the latest floor plansProbably not
Anyone needing to price a purchase off deep recent-sales dataProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (4 streets, ZIP 34787))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2014 (15 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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