Lakeshore
Homes for Sale in Winter Garden, FL
All 710 homes for sale in WINTER GARDEN, FL · median $575,000 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Stellar MLS
As of September 2026, Lakeshore in Winter Garden, FL has 1 home for sale. Over the 12 months ending 2026-08-02, 3 recorded sales closed at a median of $340,000, $249 per square foot, a median 39 days on market, sellers accepting 94% of original asking. At the median price and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $5,670 ($5,000 with the full homestead exemption).
The 60-Second Overview
Lakeshore market snapshot (as of August 2, 2026): the median sale price is about $340K ($249 per sq ft over the trailing 12 months of closed sales), and a median 39 days on market for closed sales.
In ZIP 32803 (WINTER GARDEN), 441 homes closed in the last 12 months at a median of $482K ($328/sq ft), down 4.0% year over year, with a median 30 days on market. Right now 55 active and 26 pending listings put supply at about 2.6 months — a healthy market. See the live ZIP 32803 housing market and the Orange County market.
Lakeshore is a community of 185 homes in Winter Garden, Orange County, built between 1950 and 2022 (median 2019.0), with a median living area of about 3,876 square feet. 64% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending August 2 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($340K) IS the median in the snapshot above.
Windows contain 0 to 3 sales each (3 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 2014 through 2026. Deemed reliable but not guaranteed.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Leon County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Leon County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
Lakeshore Market Scorecard
Lakeshore is currently a thin data market. Limited supply, a median asking price of $599,000, and homes go under contract in about 109 days.
Typical home value in the 33462 ZIP is $392,020, about 8.6% above 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.
Homes For Sale Right Now in Lakeshore
Live MLS inventory for Lakeshore. 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 Lakeshore listings as of 2026-08-02, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2026. Tap any home to ask about it.
The Lakeshore buying strategy.
If we were buying in Lakeshore 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 Lakeshore.
A closer look at the Lakeshore market
At a median of $249 per square foot, Lakeshore prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
The housing stock is 185 homes built between 1950 and 2022, 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 Lakeshore. The deal is won or lost on condition, the comps, and the renovation math.
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 Lakeshore 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 Lakeshore sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Lakeshore, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Lakeshore home worth?
Get a no-obligation home value based on real comparable sales in Lakeshore, 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 Lakeshore on the map →
Frequently Asked Questions
What is the median home price in Lakeshore?
How long do homes in Lakeshore take to sell?
How many homes are in Lakeshore?
What share of Lakeshore is owner-occupied?
When were the homes in Lakeshore built?
Do cash buyers compete in Lakeshore?
Who is the best real estate agent for Lakeshore?
How do I find a top Winter Garden real estate agent who knows Lakeshore?
Can Momentum Realty connect me with an agent for Lakeshore?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: August 2, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending August 2, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (3 streets, ZIP 32803/34484/34711/34787)) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2014 (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.
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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More Winter Garden & Orlando & Orange County guides
Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Orlando & Orange County or the full Neighborhood Finder.
See how LAKESHORE fits the bigger picture — live prices, inventory, and Momentum Scores:
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