Winfield
Homes for Sale in Maitland, FL
True comps, carrying-cost math, and listings before the portals.
Winfield right now
🔴 Seller-leaning market. 1.3 months of supply and 0% of the inventory already under contract give sellers the pressure advantage.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of November 13, 2026. Confidence: Medium (2 active and pending listings, 7 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated November 13, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Winfield market snapshot (as of November 13, 2026): the median sale price is about $432K ($260 per sq ft over the trailing 12 months of closed sales), a median 13 days on market for closed sales, and 1.3 months of supply, a seller-leaning market.
Winfield is a community of 169 homes in Maitland, Orange County, built between 1963 and 1999 (median 1997), with a median living area of about 1,740 square feet. 64% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
The setting & the homes.
Aerial and on-site photos of Winfield. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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WinfieldPhotos from Stellar MLS listings in Winfield; content deemed reliable but not guaranteed.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending November 13 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($432K) IS the median in the snapshot above.
Windows contain 0 to 7 sales each (7 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 2018 through 2026. Deemed reliable but not guaranteed.
24% of homes for sale in ZIP 32751 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-11-13).
Winfield Market Scorecard
Winfield is currently a seller-leaning market. About 1.3 months of supply, a median asking price of $509,950, and homes go under contract in about 217 days.
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
Housing distress & ownership in Winfield, MAITLAND
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 November 2026 through November 2026. Deemed reliable but not guaranteed.
Homes For Sale Right Now in Winfield
Live MLS inventory for Winfield. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active and pending Winfield listings as of 2026-11-12, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2018 through 2026. Tap any home to ask about it.
Winfield on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap contributors.
Life at Winfield
- Playground · reported on 4 of 9 listings
- Deed Restrictions · reported on 3 of 9 listings
- Community Mailbox · reported on 1 of 9 listings
- Vehicle Restrictions · reported on 1 of 9 listings
- No Truck/RV/Motorcycle Parking · reported on 1 of 9 listings
- Park · reported on 1 of 9 listings
- Dog Park · reported on 1 of 9 listings
- Security Lights · reported on 1 of 9 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
Schools
- Orange County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Lake Sybelia Elem · Elementary
- Lockhart Middle · Middle
- Edgewater High · High
Zoned schools reflect the assignments reported on recent Winfield listings and can change; always confirm with Orange County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Winfield address.
The Winfield buying strategy.
If we were buying in Winfield 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.
Come strong and clean. Homes here move, so lead with your best terms and financing ready rather than a low anchor.
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 Winfield.
A closer look at the Winfield market
At a median of $260 per square foot, Winfield prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
Inventory runs at 1.3 months of supply, a seller-leaning market. Homes that do trade take a median 13 days on market, useful leverage on any listing that has lingered.
The housing stock is 169 homes built between 1963 and 1999, and 64% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.
The location and the amenities are priced into every listing in Winfield. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Winfield buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (8.2). Basis: Liquidity & Demand 1.3 months of supply; Owner Commitment 64% owner-occupied; Pricing Power 99.3% sale-to-list. Refreshed with each data update.
Tools for a Winfield 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 Winfield sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Winfield, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Winfield home worth?
Get a no-obligation home value based on real comparable sales in Winfield, 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 homes for sale in Winfield on the map →
Ask an agent about Winfield
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Winfield will answer, and the answer is published on this page for the next buyer.
Frequently Asked Questions
What is the median home price in Winfield?
How long do homes in Winfield take to sell?
Is Winfield a buyer's or seller's market right now?
How many homes are in Winfield?
What share of Winfield is owner-occupied?
When were the homes in Winfield built?
Who is the best real estate agent for Winfield?
How do I find a top Maitland real estate agent who knows Winfield?
Can Momentum Realty connect me with an agent for Winfield?
Nearby Communities
Explore more neighborhoods near Winfield with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: November 12, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending November 13, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (5 streets, ZIP 32751)) |
| Under-contract shares | Stellar MLS records, as of 2026-11-13 |
| Historical depth | Closed-sale records back to 2018 (11 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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The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. A Momentum agent can price yours against live local comps.
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See how Winfield fits the bigger picture — live prices, inventory, and Momentum Scores: