Homes In Orlando For Sale Search
$2,325,000
4 Beds ⋅ 5 Baths ⋅ Oakland Hills SubDv. ⋅ 34787 Zip Code
Perfectly positioned on a quiet cul-de-sac in the sought-after Oakland Hills community near historic downtown Winter Garden. This FULLY FURNISHED and thoughtfully designed custom home on a single level, combines timeless modern farmhouse architecture with today's finest technology and craftsmanship. Curb appeal abounds with a classic mix of Hardie board siding and brick, anchored by a large, shaded front porch glowing with authentic gas lanterns from New Orleans — a true farmhouse welcome. When evening arrives, intentional landscape lighting accentuates the lush grounds and craftsmanship evident in every corner. Inside, the statement grand great room makes an unforgettable first impression with soaring 22+ foot ceilings, exposed beams, and dormer windows that fill the room with natural sunlight from morning to evening. Throughout the home, ten-foot ceilings, custom moldings and baseboards, LBU lighting with LED bulbs, and natural hardwood floors (in all but the media room) keep the ambiance light and welcoming. The heart of this custom residence is a true chef's kitchen: Monogram appliances, two oversized islands, a 36" gas range, paired with Moen and Kohler fixtures, all wrapped in custom Wellborn cabinetry with soft-close doors and drawers. A back second kitchen — the ultimate working pantry — adds double ovens, a microwave, a commercial Keurig, and abundant storage for effortless entertaining. Just off the main living space, a warm and welcoming library/office with custom-built bookcases and Zoom room offers a quiet retreat. The generous primary suite is a luxurious escape, complete with a spa-inspired bathroom centered around an oversized Kohler clawfoot tub. Two additional guest suites offer king beds and ensuite baths with double vanities, while a thoughfully designed bunk room with its own private bath means every guest feels right at home. Movie nights reach a new level in the dedicated media room with a 4K projector and Atmos surround sound. Outdoor living takes center stage on the expansive covered lanai, where a fully equipped summer kitchen with 36" Coyote natural gas grill, exhaust vent, steel doors, and retractable screen — makes alfresco entertaining effortless. Beyond, a private backyard with a heated pool and natural gas fire pit invites year-round gatherings that won't be forgotten. Enjoy smart home living at it's best with a Crestron home automation system, WattBox® UPS battery, Uniview Turret security cameras monitored by Future Home Integration, plus whole-home Wi-Fi with service options from Spectrum or Quantum. Custom closets, two laundry rooms, and an oversized three-car garage with an incredible amount of extra storage. Oakland Hills is an exclusive enclave of just 17 custom homes, minutes from the West Orange Trail, downtown Winter Garden, and Winter Garden Village. Perfectly positioned with easy access to the Turnpike, SR 429, and SR 408, it makes commuting, theme park visits, and airport runs a breeze. Schedule your private tour today and experience everything this meticulous one-of-a-kind home has to offer!

15217 Farm Stand Court, Winter Garden
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Orange County › Winter Garden › Oakland Hills

Oakland Hills, Winter Garden

Oakland Hills is a 2020s neighborhood in west Winter Garden, in the 34787 zip code. Homes are block and stucco. Most homes fall between about 3,600 and 5,200 square feet under air, the median lot is about 0.40 acres, and a three car garage is standard.

Homes here carry an HOA, billed quarterly, typically around $750. Confirm the figure on a specific parcel before relying on it.

What the homes are

  • Built Essentially all built in the 2020s.
  • Construction Block and stucco. Shingle roofs are near universal.
  • Size Most homes fall between about 3,600 and 5,200 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 0.40 acres.
  • HOA Billed quarterly, typically around $750. Confirm on a specific parcel before relying on it.

Where Oakland Hills is

Oakland Hills, centered at 28.554407, -81.612378. Drag to explore.
Street level, inside the neighborhood. Drag to look around.

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

Driving toTimeMiles
Downtown Orlando27 min17.4
Walt Disney World30 min21.4
Orlando International Airport32 min25.8
Universal Orlando27 min16.4

Public schools nearby

  • Tildenville Elementary School 2 min, 0.5 mi
  • Oakland Avenue Charter School 5 min, 1.2 mi
  • SunRidge Elementary School 6 min, 2.0 mi
  • SLV High School 6 min, 2.3 mi

Private schools nearby

  • Family Christian School, Oakland 6 min, 2.6 mi

Parks and recreation

  • West Orange Trail 2 min, 0.4 mi
  • Butterfly Garden, WO Trail 2 min, 0.6 mi
  • VanderLey Park 5 min, 2.2 mi
  • Tildenville Park 4 min, 1.3 mi

Groceries and errands

  • A&E Grocery Store 4 min, 1.4 mi
  • ALDI 4 min, 1.8 mi
  • Publix Super Market at West Point Commons 5 min, 1.7 mi
  • Key Food Supermarket 5 min, 2.0 mi

Nearest is not the same as zoned. The schools above are the closest ones to Oakland Hills 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 Oakland Hills actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 2 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 Oakland Hills

$1,755,000Median sale price
$474Median per square foot
8 daysMedian days to contract
2Homes sold in 12 months

Sale prices ran from $1,720,000 to $1,790,000, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.

Seller concessions

50%Of sales included a seller credit
$5,000Typical credit when there was one
1 of 2Sales 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

Cash 2 sales100%

Cash was 100% 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 Oakland Hills, 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 Oakland Hills in Winter Garden, 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.