Homes In Orlando For Sale Search
$2,500,000
6 Beds ⋅ 7 Baths ⋅ Weatherstone On Lake Olivia SubDv. ⋅ 34786 Zip Code
Nestled within the exclusive gated enclave of Weatherstone on Lake Olivia, one of Windermere’s most private and sought-after lakefront communities, this extraordinary estate offers an exceptional combination of luxury, space, and waterfront living. Situated on approximately two acres of dry land with direct frontage on skiable Lake Olivia, this impressive 7,016-square-foot residence is designed to maximize breathtaking lake views from nearly every room. The home features seven spacious bedrooms, including two luxurious primary suites, one conveniently located on the first floor and another on the second level, providing flexibility for multi-generational living or long-term guests. Four additional bedrooms all enjoy picturesque lake views, while the seventh bedroom functions perfectly as a private guest retreat or in-law suite, complete with its own adjoining living/media room and full bathroom. Expansive living spaces flow seamlessly to the outdoor entertaining areas, where a heated swimming pool, oversized patio, and sprawling backyard create the ultimate setting for enjoying Florida’s year-round lifestyle. A large second-floor balcony captures panoramic views of the lake and surrounding grounds, while a circular driveway, three-car garage, and abundant off-street parking provide both convenience and impressive curb appeal. Weatherstone is a boutique gated community comprised of just 13 estate homes, offering a rare level of privacy and exclusivity while remaining just minutes from downtown Windermere, top-rated schools, dining, shopping, and major roadways. This is a rare opportunity to own one of Windermere’s premier lakefront estates.

9656 Weatherstone Court, Windermere
$2,290,000
6 Beds ⋅ 4 Baths ⋅ Weatherstone On Lake Olivia SubDv. ⋅ 34786 Zip Code
Set within the private gates of Weatherstone on Lake Olivia, this stunning spring fed lakefront residence offers a rare opportunity to enjoy refined living along the peaceful shoreline of Lake Olivia in Windermere. Situated on an expansive lakefront homesite, an increasingly rare find in this area, the property provides exceptional space, privacy, and unobstructed water views. Boasting 6 bedrooms and 4 full baths, the home blends classic design with thoughtful updates and an inviting, functional layout. A charming wraparound front porch creates a warm first impression, surrounded by mature landscaping and tranquil views, perfect for relaxing mornings or unwinding at the end of the day. Inside, natural light fills the home, highlighting soaring ceilings, rich wood flooring, plantation shutters, crown molding, and carefully curated designer details. The open concept design allows for effortless flow between the main living spaces, many of which capture picturesque lake views. At the center of the home, the updated kitchen serves as a true gathering place, featuring generous prep space, a large island, stainless steel appliances, and a spacious dining area. Two oversized walk in pantries, one with a concealed bar, offer both convenience and a touch of character. The primary suite is located on the first floor, offering serene lake views, a spacious custom closet, and a beautifully redesigned bathroom with dual quartz vanities, a soaking tub, and a walk in shower. The first floor also includes a private office with custom built ins, an additional family room, or optional formal dining space, and a full bath. Upstairs, a well planned layout provides flexibility and privacy with five secondary bedrooms, some connected by updated Jack and Jill baths, plus a dedicated workspace with built in features on the landing area. An additional oversized bonus room with closet can easily function as a media room or play space. The home previously had a large loft area which could quite easily be converted back. Additional highlights include a first floor laundry room, abundant storage throughout, an updated tile roof, refreshed exterior paint, and a three car garage with epoxy flooring and built in storage. Designed for entertaining, the outdoor living space features a covered lanai, summer kitchen, resort style pool, fire pit, artificial turf dog run, and a Trex dock with boat lift, all overlooking the calm waters of Lake Olivia, where you can water ski, have fun on your boat or jet ski’s or just enjoy a calm ride on your paddle boards, the fun is endless. The gently sloping homesite enhances the home’s elevated position, maximizing lake views while naturally directing rainwater away from the property, an often overlooked advantage in Florida lakefront living. It also adds character to the outdoor space, creating a more dynamic and enjoyable setting for both relaxation and play. With only 13 homes, Weatherstone Ct offers a boutique gated setting just moments from local favorites like The Yellow Dog Eats, parks, top rated schools, and the heart of Windermere. This is lakefront living at its finest, private, spacious, and beautifully appointed. Ideally located with direct access to all the major highways, the home provides seamless connectivity to destinations throughout Central Florida and beyond, while still maintaining a quiet, tucked-away feel.

9648 Weatherstone Court, Windermere
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Orange County › Windermere › Weatherstone on Lake Olivia

Weatherstone on Lake Olivia, Windermere

Weatherstone on Lake Olivia is a 2000s neighborhood in north Windermere, in the 34786 zip code. Homes are block and stucco. Most homes fall between about 4,100 and 7,200 square feet under air, the median lot is about 3.10 acres, and a three car garage is standard.

Homes here carry an HOA, billed annually, typically around $2,150. Confirm the figure on a specific parcel before relying on it.

What the homes are

  • Built Essentially all built in the 2000s.
  • Construction Block and stucco. Tile roofs are near universal.
  • Style Contemporary, Traditional, Florida. Predominantly two story.
  • Size Most homes fall between about 4,100 and 7,200 square feet under air.
  • Bedrooms Five bedrooms is the most common plan, then six.
  • Garage A three car garage is standard.
  • Lot The median lot is about 3.10 acres.
  • HOA Billed annually, typically around $2,150. Confirm on a specific parcel before relying on it.

Where Weatherstone on Lake Olivia is

Weatherstone on Lake Olivia, centered at 28.52462, -81.520898. Drag to explore.

Drive times below are measured on the road network from the center of Weatherstone on Lake Olivia, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.

Driving toTimeMiles
Downtown Orlando20 min12.1
Walt Disney World27 min16.7
Orlando International Airport28 min24.0
Universal Orlando16 min7.2

Public schools nearby

  • Thornebrooke Elementary School 3 min, 0.9 mi
  • Westbrooke Elementary School 8 min, 2.8 mi
  • MetroWest Elementary School 6 min, 2.4 mi
  • Westpointe Elementary School 8 min, 2.9 mi

Private schools nearby

  • Jeremiah Christian Academy 2 min, 0.4 mi
  • Blessing Academy of Learning 2 min, 0.4 mi
  • The Crenshaw Academy 2 min, 0.6 mi
  • Light Christian Academy 5 min, 2.0 mi

Parks and recreation

  • Gotha Park 1 min, 0.3 mi
  • Freedom Park 3 min, 1.0 mi
  • Lake Pearl Park 4 min, 1.8 mi
  • Rose Place Park 5 min, 2.3 mi

Groceries and errands

  • ALDI 8 min, 3.5 mi
  • Seabra Foods Ocoee 9 min, 3.4 mi
  • Brazil Food Mart Ocoee 7 min, 3.0 mi
  • Walmart Neighborhood Market 6 min, 3.0 mi

Nearest is not the same as zoned. The schools above are the closest ones to Weatherstone on Lake Olivia 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 Weatherstone on Lake Olivia 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 Weatherstone on Lake Olivia

$1,300,000Median sale price
$308Median per square foot
77 daysMedian days to contract
1Homes sold in 12 months

Sale prices ran from $1,300,000 to $1,300,000, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.

How buyers paid

Conventional 1 sales100%

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 Weatherstone on Lake Olivia, 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 Weatherstone on Lake Olivia 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.