Windward Cay Homes for Sale

5 Beds ⋅ 3 Baths ⋅ Windward Cay 48 125 SubDv. ⋅ 34787 Zip Code

Virtually Staged. Beautifully renovated 5-bedroom, 3-bath pool home located in gated Windward Cay! This move-in-ready 3,007 sq. ft. home has been thoughtfully updated with high-end finishes throughout, including a renovated kitchen and bathrooms and new luxury vinyl flooring. All major mechanicals have been updated, including the roof (2023), both AC units (2024 and 2026), and water heater (2025). When you enter the home, you are greeted by a gorgeous open space with views straight to the pool through a wall of oversized glass sliding doors. To the left and right, you have bonus spaces that can be used as an office, gaming area, or hangout space. To the right is a large dining room, flooded with natural light. At the foot of the staircase, there is a large storage space that is currently being used as a fun play area to spark imagination. Beyond the dining room is the open family room and renovated kitchen, featuring new hardwood cabinets, quartz countertops, plenty of storage, and a large island that keeps you connected to your guests while you watch the big game! Just beyond the family room, you'll find a large bedroom with a Murphy bed and great storage, next to a full bath, giving guests their own private space and access to the pool area! Upstairs, we have the remaining four bedrooms. The carpet, hallways, and stair spindles are all brand new. The spacious primary suite features a spa-like ensuite with a soaking tub and luxurious walk-in shower, along with two large closets and luxury vinyl flooring. Oversized windows bring in excellent natural light, while the high ceilings, crown molding, and tray ceilings add to the home's open and inviting feel. The other bedrooms are spacious and bright, with a large renovated bathroom featuring dual sinks and new finishes. Outside, enjoy the Florida lifestyle with a screened-in heated salt water pool and spa, perfect for relaxing or entertaining. The home also offers a 3-car garage and sits on approximately a quarter-acre lot. This home also features a water softener and central vacuum. Located in the gated community of Windward Cay, this home is close to Winter Garden's shopping, dining, entertainment, and major roadways

14031 Zephermoor Lane, Winter Garden

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Orange County › Winter Garden › Windward Cay

Windward Cay, Winter Garden

Windward Cay is a 2000s neighborhood in south Winter Garden, in the 34787 zip code. Homes are stucco and block. Most homes fall between about 2,700 and 3,500 square feet under air, the median lot is roughly a quarter acre, and a three car garage is standard.

Homes here carry an HOA, billed quarterly, typically around $235. Confirm the figure on a specific parcel before relying on it.

What the homes are

Built Essentially all built in the 2000s.
Construction Stucco and block. Shingle roofs are near universal.
Size Most homes fall between about 2,700 and 3,500 square feet under air.
Bedrooms Five bedrooms is the most common plan, then four.
Garage A three car garage is standard.
Lot The median lot is roughly a quarter acre.
HOA Billed quarterly, typically around $235. Confirm on a specific parcel before relying on it.

Where Windward Cay is

Windward Cay, centered at 28.503943, -81.589869. Drag to explore.

Drive times below are measured on the road network from the center of Windward Cay, 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	24 min	17.1
Walt Disney World	22 min	11.1
Orlando International Airport	29 min	25.5
Universal Orlando	26 min	10.6

Public schools nearby

Keene’s Crossing Elementary School 8 min, 2.3 mi
Whispering Oak Elementary School 9 min, 3.6 mi
Windermere High School 9 min, 2.6 mi
SunRidge Elementary School 13 min, 5.5 mi

Private schools nearby

Foundation Academy, Tilden Campus 5 min, 2.0 mi

Parks and recreation

Summerport Park 8 min, 2.3 mi
Vineyard Square Bark Park 8 min, 3.0 mi
Horizon West Regional Park 8 min, 3.8 mi
Shoshonei Park 9 min, 3.9 mi

Groceries and errands

Armazém X Winter Garden 2 min, 0.4 mi
Target Grocery 6 min, 1.7 mi
ALDI 8 min, 2.7 mi
Publix Super Market at Cornerstone at Summerport 8 min, 2.7 mi

Useful local links

Nearest is not the same as zoned. The schools above are the closest ones to Windward Cay 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 Windward Cay actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 3 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 November 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 Windward Cay

$770,000Median sale price

$229Median per square foot

5 daysMedian days to contract

3Homes sold in 12 months

Sale prices ran from $755,500 to $774,000.

Price cuts and time to contract

Median days to go under contract. Shorter is better.

Never reduced 2 sales, closed at 97.6% of asking4 days

Reduced at least once 1 sale, closed at 95.7% of the reduced price31 days

Sellers who held their number went under contract in a median 4 days. Sellers who had to reduce took 31 days and still closed at 95.7% of their already reduced price, after a typical cut of $15,000.

Seller concessions

67%Of sales included a seller credit

$5,500Typical credit when there was one

2 of 3Sales carrying a credit

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

Conventional 2 sales67%

Cash 1 sale33%

Cash was 33% 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 Windward Cay, 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 Windward Cay in Winter Garden, Orange County, covering closed sales from 8 November 2025 through 3 November 2026, refreshed monthly and current as of November 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.