Regency Oaks is a 2000s neighborhood in south Winter Garden, in the 34787 zip code. Homes are block and stucco. Most homes fall between about 1,700 and 3,400 square feet under air, the median lot is roughly a fifth of an acre, and a two car garage is standard.
Homes here carry an HOA, billed monthly, typically around $99. 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. Shingle roofs are near universal.
Size Most homes fall between about 1,700 and 3,400 square feet under air.
Bedrooms Four bedrooms is the most common plan, then five.
Garage A two car garage is standard.
Lot The median lot is roughly a fifth of an acre.
HOA Billed monthly, typically around $99. Confirm on a specific parcel before relying on it.
Where Regency Oaks is
Regency Oaks, centered at 28.531887, -81.5807. 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 Regency Oaks, 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
26 min
16.9
Walt Disney World
24 min
18.5
Orlando International Airport
31 min
25.2
Universal Orlando
25 min
15.8
Public schools nearby
West Orange High School 5 min, 1.5 mi
SunRidge Elementary School 12 min, 4.5 mi
Lake Whitney Elementary School 8 min, 3.2 mi
Maxey Elementary School 7 min, 2.4 mi
Private schools nearby
StarChild Academy Winter Garden 3 min, 1.1 mi
Winter Garden Christian Academy 3 min, 1.2 mi
ESTEEM Academy 5 min, 1.9 mi
Parks and recreation
North Edge Park 5 min, 1.8 mi
West Orange Dog Park 5 min, 2.2 mi
Warrior Park 5 min, 2.2 mi
George Bailey Park 8 min, 3.0 mi
Groceries and errands
Target Grocery 5 min, 1.3 mi
Publix Super Market at West Point Commons 4 min, 1.7 mi
Nearest is not the same as zoned. The schools above are the closest ones to Regency Oaks 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 Regency Oaks 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 Regency Oaks
$527,250Median sale price
$219Median per square foot
40 daysMedian days to contract
2Homes sold in 12 months
Sale prices ran from $515,500 to $539,000, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.
Homes priced right sold far faster
Median days to go under contract. Shorter is better.
Never reduced 1 sales, closed at 93.7% of asking63 days
Reduced at least once 1 sales, closed at 100% of the reduced price16 days
Sellers who priced correctly and held their number went under contract in a median 63 days. Sellers who had to reduce took 16 days and still closed at 100% of their already reduced price, after a typical cut of $5,500. Opening high costs time and money, in that order.
Seller concessions
50%Of sales included a seller credit
$9,000Typical 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
Conventional 1 sales50%
FHA 1 sales50%
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 Regency Oaks, 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 Regency Oaks 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.
