Regal Pointe
Homes for Sale in Winter Garden, FL
All 693 homes for sale in Winter Garden, FL · median $585,000 · 639 homes for sale in 34787 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Stellar MLS
As of October 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, 1,339 homes closed in the last 12 months at a median of $597,500, 38 median days on market, with 342 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $9,960 ($9,290 with the full homestead exemption).
| Location | Winter Garden, Orange County, FL · ZIP 34787 |
|---|---|
| Homes in the community | 161 (FL DOR 2025 assessment roll) |
| Years built | 2000–2003 (median 2001) |
| Typical living area | 1,868 sq ft (median) |
| Amenities listed by sellers | Deed Restrictions, Playground, Security System Leased |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 63% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2006 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Regal Pointe key facts,” movewithmomentum.com/neighborhoods/regal-pointe, data as of September 20, 2026.
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 PointeHomes for Sale in Winter Garden, FL 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.
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.
County records show 6 qualified sales in Regal Pointe across 2024–2025 (3 in 2024, 3 in 2025), median $429,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
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.
Who Regal Pointe is best for.
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, 932 homes are on the market and 29% are under contract — a steady corner of Winter Garden.
Across Orange County, 5,774 homes are active and 1,755 pending (23% under contract).
In ZIP 34787 (Winter Garden), 2,147 homes closed in the last 12 months at a median of $598K ($252/sq ft), down 0.8% year over year, with a median 36 days on market. Right now 352 active and 181 pending listings put supply at about 3.7 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.
Housing distress & ownership in Regal Pointe, Winter Garden
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period September 2026 through September 2026. Deemed reliable but not guaranteed.
The Regal Pointe buying strategy.
If we were buying in Regal Pointe 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 Regal Pointe.
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.
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.
HOA, CDD & Fees
- HOA dues reported around $38/month (about $456/yr) · median of 44 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 44 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, 2026-10.
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Regal Pointe buy.
Free calculators to pressure-test the real cost before you tour.
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.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Regal Pointe, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
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.
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Frequently Asked Questions
How many homes are in Regal Pointe?
What share of Regal Pointe is owner-occupied?
When were the homes in Regal Pointe built?
Who is the best real estate agent for Regal Pointe?
How do I find a top Winter Garden real estate agent who knows Regal Pointe?
Can Momentum Realty connect me with an agent for Regal Pointe?
Where is Regal Pointe, and what county is it in?
Should you buy in Regal Pointe?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 1, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 34787)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-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.
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