Regal Pointe
Homes for Sale in Winter Garden, FL

All 720 homes for sale in Winter Garden, FL · median $575,000 · 509 homes for sale in 34787 · Orange County homes for sale

Community in Winter Garden · Orange County · ZIP 34787
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Built fromLive Stellar MLS data20 years of closingsUpdated twice daily

As of September 2026, the MLS records 18 closed sales in Regal Pointe in Winter Garden, FL since 2006, the most recent in January 2026. Across Winter Garden as a whole, 1,316 homes closed in the last 12 months at a median of $595,000, 38 median days on market, with 348 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $9,920 ($9,250 with the full homestead exemption).

Live · Regal Pointe Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily
2
Sold · last 12 mo
10-yr average: about 1 a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Regal Pointe is a tight-built community, with nearly every home going up between 2000 and 2003 and a median year built of 2001. That kind of construction window means consistent building standards and similar systems ages across the 169 homes here, which narrows the usual guesswork buyers face when comparing one listing to the next.

The homestead share sits at just over 62%, meaning most owners here are living in the home as their primary residence rather than holding it as a rental or investment. That tends to produce steadier turnover and fewer listings driven by investor exit timing, so inventory here moves at its own pace rather than in waves.

Nearby homes for sale

No active listings inside Regal Pointe 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.

427 REGAL DOWNS CIRCLE
$475K · 0.0 mi away
5 bd · 2.5 ba · 2,135 sqft
427 REGAL DOWNS CIRCLE
Listed by NEXTDWELL
234 GRAND ROYAL CIRCLE
$390K · 0.2 mi away
3 bd · 2 ba · 1,534 sqft
234 GRAND ROYAL CIRCLE
Listed by THE AGENCY FL
420 E CYPRESS STREET
$410K · 0.2 mi away
3 bd · 2 ba · 1,616 sqft
420 E CYPRESS STREET
Listed by KELLER WILLIAMS ELITE PARTNERS III REALTY
7637 SPRING MEADOW STREET
$581K · 0.3 mi away
4 bd · 3.5 ba · 2,515 sqft
7637 SPRING MEADOW STREET
Listed by OLYMPUS EXECUTIVE REALTY INC
231 E LAFAYETTE STREET
$480K · 0.4 mi away
4 bd · 3 ba · 1,608 sqft
231 E LAFAYETTE STREET
Listed by STIRLING INTERNATIONAL REAL ES
68 WINDTREE LANE #201
$214K · 0.4 mi away
2 bd · 2 ba · 918 sqft
68 WINDTREE LANE #201
Listed by KEY CLASSIC REALTY LLC

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

The 60-Second Overview

Regal Pointe in Winter Garden is a single-phase-feeling community built out over a short 2000-to-2003 window, with homes averaging close to 1,868 square feet of living space.

Stellar MLS sales records identify 89 homes in Regal Pointe that have changed hands since 2004, built between 2000 and 2003 (median 2001), with a median living area of about 1,868 sq ft and a typical 3-bedroom, 2-bath layout; 100% 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

  • Buyers who want a home built within a narrow, known construction window rather than a mixed-age street
  • Buyers prioritizing a straightforward residential setting without a clubhouse or amenity fee built into the value
  • Buyers comfortable evaluating homes primarily on condition and updates rather than shared community features

Probably not for

  • Buyers who want resort-style or clubhouse amenities as part of the community package
  • Buyers seeking new construction or homes built well outside the early-2000s range
  • Investors expecting a community with a high concentration of non-homestead, rental-heavy turnover

The market around Regal Pointe

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

In ZIP 34787, 957 homes are on the market and 30% are under contract — a steady corner of Winter Garden.

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

In ZIP 34787 (Winter Garden), 2,162 homes closed in the last 12 months at a median of $595K ($251/sq ft), down 0.6% year over year, with a median 36 days on market. Right now 357 active and 169 pending listings put supply at about 3.8 months — a balanced market. See the live ZIP 34787 housing market and the Orange County market.

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

If we were buying in Regal Pointe 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 Regal Pointe.

Best Buy
Buyers who want a consistent-age home without hunting through mismatched construction eras.
Biggest Risk
With no listed amenities, buyers shouldn't expect a clubhouse or recreation package to factor into value.
Sweet Spot
Homes near the median 1,868 sq ft mark tend to represent the core of what this community offers.
Avoid If
Skip it if you're specifically shopping for a amenity-driven community with shared recreation facilities.

A narrow build window, a steady base

With every home in Regal Pointe dating to 2000-2003, buyers are looking at a housing stock that's aged together. There's no mix of 1980s construction sitting next to new builds here, which means fewer surprises when it comes to comparing roof age, electrical panels, or original finishes from one listing to the next.

No community amenities are identified from current MLS listings, so this reads as a straightforward residential community rather than one built around a clubhouse or recreation package. Buyers should treat the appeal here as the home and the location itself, not shared facilities.

The location and the amenities are priced into every listing in Regal Pointe. 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 uniform in age, the differences that matter are in the details — updates, maintenance history, and how a specific floor plan has held up since 2001. We walk buyers through those specifics rather than relying on generic comps, and we help sellers position a home accurately against 168 others built in the same few years.

Regal Pointe in 15 seconds.

Best forBuyers who want a consistent-age home without hunting through mismatched construction eras.
Biggest advantageA uniform build window (2000-2003) simplifies comparing systems, age, and condition across listings.
Biggest riskWith no listed amenities, buyers shouldn't expect a clubhouse or recreation package to factor into value.
Sweet spotHomes near the median 1,868 sq ft mark tend to represent the core of what this community offers.
Avoid ifSkip it if you're specifically shopping for a amenity-driven community with shared recreation facilities.

HOA, CDD & Fees

In short
  • HOA dues reported around $38/month (about $456/yr) · median of 6 MLS listings, most billed quarterly
  • Any club/amenity membership is billed separately

Listings in this community report association dues of about $38 per month ($456 a year) — the median AssociationFee across 6 MLS records, normalised to a monthly figure; most are billed quarterly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.

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 Regal Pointe sales matched to your home.

What is your Regal Pointe home worth?

Get a no-obligation home value based on real comparable sales in Regal Pointe, 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 Garden →

Real comps, not an automated estimate.
Buyers who want a home built within a narrow, known construction window rather than a mixed-age streetExcellent fit
Buyers prioritizing a straightforward residential setting without a clubhouse or amenity fee built into the valueExcellent fit
Buyers comfortable evaluating homes primarily on condition and updates rather than shared community featuresExcellent fit
Buyers who want resort-style or clubhouse amenities as part of the community packageProbably not
Buyers seeking new construction or homes built well outside the early-2000s rangeProbably not
Investors expecting a community with a high concentration of non-homestead, rental-heavy turnoverProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 14, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2006 (18 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.

Looking to buy here? Search homes for sale →

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CallFree valuation →
Thinking of selling in Regal Pointe? 2 recorded closings (window ending 2026-09-12). See the Orange County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

Common questions about Regal Pointe

Where is Regal Pointe?

Regal Pointe is a community in Winter Garden, Orange County, Florida, ZIP 34787.

Are there homes for sale in Regal Pointe right now?

No active listings inside Regal Pointe at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Regal Pointe have an HOA or CDD?

No HOA is on record for Regal Pointe 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 Regal Pointe with Momentum Realty’s local guides.

SSolomon0.3 mi awayEast Garden Manor0.4 mi away · 2 for saleWGWindtree Gardens0.4 mi awayWGWinter Garden Manor0.4 mi away

Browse all neighborhood guides →

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Regal Pointe Market Scorecard

No active listings

Regal Pointe is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$372,000
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/2
Active/Pend/Sold

Typical home value in the 34787 ZIP is $574,696, right around the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.