Vineyard Square
Homes for Sale in Windermere, FL
True comps, carrying-cost math, and listings before the portals.
The market around Vineyard Square
Vineyard Square is a small community — 9 recorded sales on file, most recently in 2018 — too few for its own price trend. Here is the market around it.
Across Orange County, 5,886 homes are active and 2,019 pending (26% under contract).
The housing mix here is 94% townhouse, 6% single family residence.
ZIP and county figures describe the wider market, not Vineyard Square specifically. Momentum Research analysis of MLS records.
The Vineyard Square buying strategy.
If we were buying in Vineyard Square 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 Vineyard Square.
A closer look at the Vineyard Square market
The housing stock is 201 homes built between 2013 and 2019, and 57% 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 Vineyard Square. The deal is won or lost on condition, the comps, and the renovation math.
HOA, CDD & Fees
- Mandatory HOA — confirm current dues
- 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 Vineyard Square 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 Vineyard Square sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Vineyard Square, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Vineyard Square home worth?
Get a no-obligation home value based on real comparable sales in Vineyard Square, 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 Vineyard Square?
What share of Vineyard Square is owner-occupied?
When were the homes in Vineyard Square built?
Do cash buyers compete in Vineyard Square?
Who is the best real estate agent for Vineyard Square?
How do I find a top Windermere real estate agent who knows Vineyard Square?
Can Momentum Realty connect me with an agent for Vineyard Square?
Data sources & freshness
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (8 streets, ZIP 34786)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2014 (5 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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