Westfield
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
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 15 closed sales in Westfield Iii-Ph A in Winter Garden, FL since 2006, the most recent in April 2025. 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).
Westfield III-Ph A is a built-out pocket of 150 homes in Winter Garden, put up between 1995 and 2005 with a median build year of 2004. What sets price here is condition, not vintage — the housing stock is a tight generation apart, so the spread comes down to what an owner has done inside since. The median living area runs about 2,810 square feet, which points to full-size single-family footprints rather than a mix of small and large product.
With no closings in the current window, there is no fresh sale to anchor a headline number, so pricing conversations lean on comparables and condition rather than a live comp on the street. An 82% homestead share tells you this is a lived-in, owner-occupied enclave with limited turnover — meaning when a home does list, it tends to draw attention rather than compete against a wall of inventory. Sellers should price to condition; buyers should be ready to move when something surfaces.
Nearby homes for sale
No active listings inside Westfield Iii-Ph A 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
A small, fully built-out neighborhood of roughly 150 homes in Winter Garden, weighted toward mid-2000s construction and generously sized floor plans. High owner-occupancy keeps listings scarce.
Stellar MLS sales records identify 62 homes in Westfield that have changed hands since 2006, built between 1997 and 2016 (median 2004), with a median living area of about 2,893 sq ft and a typical 5-bedroom, 3-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.
Who Westfield is best for.
Best for
- Buyers seeking a substantial single-family footprint around 2,800 square feet who can act quickly when inventory appears
- Long-hold owner-occupants who value a stable, built-out neighborhood over new construction
- Buyers willing to trade a dated interior for a lower entry and renovate to their own taste
Probably not for
- Buyers who need multiple homes to compare and want to close on a tight deadline
- Investors chasing high turnover and rental-heavy inventory, given the strong owner-occupancy
- Anyone set on brand-new construction or the newest finishes without a renovation
The market around Westfield
Westfield 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 Westfield specifically. Momentum Research analysis of MLS records.
The Westfield buying strategy.
If we were buying in Westfield 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 Westfield.
A built-out block that trades on condition
Everything here was built inside a ten-year run ending in 2005, so you are not choosing between eras — you are choosing between a home that has been updated and one that still wears its original finishes. At a median of about 2,810 square feet, these are substantial floor plans, and the value gap between a refreshed interior and a dated one is where most of the negotiation lives.
The 82% homestead figure signals stability and low churn. That is a double edge: it supports the neighborhood's character but keeps supply thin, so a buyer with a specific plan or budget may wait through several quiet stretches before the right home lists. Patience and readiness matter more here than in a high-turnover subdivision.
The location and the amenities are priced into every listing in Westfield. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a thin, owner-occupied market with no recent closing to lean on, pricing is a judgment call — and getting it wrong in either direction costs real money. We track condition, comparable trades, and time-on-market across Winter Garden so you are not guessing when a home finally lists or when yours does. That local read is the difference between a confident offer and a missed one.
Westfield in 15 seconds.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- 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.
Tools for a Westfield 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 Westfield sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Westfield, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Westfield home worth?
Get a no-obligation home value based on real comparable sales in Westfield, 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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Should you buy in Westfield?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2006 (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 local comps.
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Common questions about Westfield
Where is Westfield?
Westfield is a community in Winter Garden, Orange County, Florida, ZIP 34787.
Are there homes for sale in Westfield right now?
No active listings inside Westfield at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Westfield have an HOA or CDD?
No HOA is on record for Westfield 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.
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