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Orange County › Windermere › Diamondhead
Diamondhead, Windermere
Diamondhead is a neighborhood in Windermere, in the 34786 zip code, built mostly in the 2000s. Homes are stucco and block. Most homes fall between about 4,000 and 5,400 square feet under air, the median lot is about an acre, and a three car garage is standard.
Most of Diamondhead carries no mandatory HOA.
What the homes are
- Built Mostly built in the 2000s, with homes from 1985 to 2016.
- Construction Stucco and block. Shingle roofs are near universal.
- Size Most homes fall between about 4,000 and 5,400 square feet under air.
- Bedrooms Four bedrooms is the most common plan, then five.
- Garage A three car garage is standard.
- Lot The median lot is about an acre.
- HOA Most of the neighborhood carries no mandatory HOA. Confirm on a specific parcel before relying on it.
Where Diamondhead is
Drive times below are measured on the road network from the center of Diamondhead, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.
| Driving to | Time | Miles |
|---|---|---|
| Downtown Orlando | 25 min | 11.8 |
| Walt Disney World | 25 min | 12.7 |
| Orlando International Airport | 30 min | 20.0 |
| Universal Orlando | 14 min | 5.4 |
Public schools nearby
- Windermere Elementary School 6 min, 2.0 mi
- Olympia High School 5 min, 1.6 mi
- Windy Ridge K-8 School 7 min, 2.4 mi
- Palm Lake Elementary School 8 min, 3.1 mi
Private schools nearby
- New Academy Inc 3 min, 0.7 mi
- Inspiring Minds Day School 5 min, 1.6 mi
- Holy Family Catholic Church and School 6 min, 1.8 mi
Parks and recreation
- Central Park 2 min, 0.6 mi
- Fernwood Park 4 min, 0.9 mi
- Palmer Park 5 min, 1.2 mi
- R.D. Keene Park 8 min, 2.8 mi
Groceries and errands
- Horizon Foods 2 min, 0.7 mi
- Publix Super Market at The Grove 4 min, 1.3 mi
- Walmart 4 min, 1.4 mi
- Walmart Neighborhood Market 5 min, 1.5 mi
Nearest is not the same as zoned. The schools above are the closest ones to Diamondhead by distance. School attendance zones are set by the district, change from year to year, and can differ street to street inside one neighborhood. Confirm the assignment for a specific address with Orange County Public Schools before it matters to a decision.
Places and drive times from Google, checked 20 September 2026. Businesses open and close; if something here has changed, tell me and I will correct it.
This page tracks what homes in Diamondhead actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 1 verified closed sales in the Stellar MLS feed, not from public estimates. Every figure is a net-of-concessions number, which is explained at the bottom. Updated September 2026.
Read this one loosely. Fewer than eight homes closed here in the last year, so every median on this page rests on a small sample and can swing on a single sale.
What homes sold for in Diamondhead
Sale prices ran from $2,115,000 to $2,115,000, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.
Seller concessions
A seller credit covers part of the buyer's closing costs and comes off the seller's proceeds, so the headline sale price overstates what the seller kept. Budget for it if you are selling, and ask for it if you are buying.
How buyers paid
Cash was 0% of purchases. A high cash share means a seller has buyers who do not depend on an appraisal, and a buyer using a loan is competing against offers that can close faster.
Questions about a specific home in Diamondhead, or want to know what yours would sell for?
Call or text Brenden Rendo at 407-616-9019 or send a message.
About this data. Source is the Stellar MLS feed for Diamondhead in Windermere, Orange County, covering closed sales from 25 September 2025 through 20 September 2026, refreshed monthly and current as of September 2026. Prices are net of seller concessions, so they reflect what the seller actually received rather than the headline number. Data believed accurate but not guaranteed; listings and closings change daily.