Pines Merrie Oaks is a 1960s neighborhood in east Winter Park, in the 32792 zip code. Homes are block and brick, predominantly single story. Most homes fall between about 1,600 and 2,200 square feet under air, the median lot is roughly a fifth of an acre, and a two car garage is standard.
Pines Merrie Oaks has an optional homeowners association rather than a mandatory one, so there is no deed restricted membership to inherit. Dues run about $45 annually for those who join. Confirm the position on a specific parcel before relying on it.
What the homes are
Built Essentially all built in the 1960s.
Construction Block and brick. Shingle roofs are near universal.
Size Most homes fall between about 1,600 and 2,200 square feet under air.
Bedrooms Four bedrooms is the most common plan, then three.
Garage A two car garage is standard.
Lot The median lot is roughly a fifth of an acre.
HOA Optional rather than mandatory, so there is no deed restricted membership. Dues run about $45 annually for those who join. Confirm on a specific parcel before relying on it.
Where Pines Merrie Oaks is
Pines Merrie Oaks, centered at 28.599335, -81.314196. 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 Pines Merrie 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
20 min
9.2
Walt Disney World
36 min
29.0
Orlando International Airport
29 min
12.4
Universal Orlando
28 min
17.0
Public schools nearby
Aloma Elementary 3 min, 0.7 mi
Brookshire Elementary School 5 min, 1.3 mi
Aloma Charter High School 4 min, 0.8 mi
Lakemont Elementary School 6 min, 2.0 mi
Private schools nearby
Christian Education at Woodruff Academy 6 min, 1.9 mi
Chesterton Academy of Orlando 5 min, 1.3 mi
Parks and recreation
Winter Park Estates Park 3 min, 0.8 mi
Cady Way Trail 3 min, 1.0 mi
Ward Park Loch Lomond Trail 5 min, 1.4 mi
Ward Park 5 min, 1.5 mi
Groceries and errands
Mild Soaps 3 min, 0.7 mi
Publix Super Market at Aloma Shopping Center 4 min, 1.3 mi
Nearest is not the same as zoned. The schools above are the closest ones to Pines Merrie 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 Pines Merrie Oaks actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 8 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.
What homes sold for in Pines Merrie Oaks
$494,750Median sale price
$264Median per square foot
4 daysMedian days to contract
8Homes sold in 12 months
Sale prices ran from $430,000 to $765,000, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.
By size
Home size
Sales
Median price
Median $/sq ft
Median days
Under 2,000 sq ft
6
$461,250
$264
3 days
Larger homes usually show a lower price per square foot. That is normal and it is why a price per foot taken from the whole neighborhood should never be applied straight to one house.
Seller concessions
25%Of sales included a seller credit
$6,250Typical credit when there was one
2 of 8Sales 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 3 sales38%
Cash 3 sales38%
VA 2 sales25%
Cash was 38% 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 Pines Merrie 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 Pines Merrie Oaks in Winter Park, 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.
