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Orange County › Pine Hills › Rolling Woods
Rolling Woods, Pine Hills
Rolling Woods is a 1970s neighborhood in northwest Orlando, in the 32808 zip code. Homes are block and stucco, predominantly single story. Most homes fall between about 1,000 and 1,700 square feet under air, the median lot is roughly a fifth of an acre, and a one car garage is standard.
Most of Rolling Woods carries no mandatory HOA.
What the homes are
- Built Essentially all built in the 1970s.
- Construction Block and stucco. Shingle roofs are near universal.
- Size Most homes fall between about 1,000 and 1,700 square feet under air.
- Bedrooms Three bedrooms is the most common plan, then four.
- Garage A one car garage is standard.
- Lot The median lot is roughly a fifth of an acre.
- HOA Most of the neighborhood carries no mandatory HOA. Confirm on a specific parcel before relying on it.
Where Rolling Woods is
Drive times below are measured on the road network from the center of Rolling Woods, 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 | 34 min | 27.3 |
| Orlando International Airport | 35 min | 26.7 |
| Universal Orlando | 26 min | 9.3 |
Public schools nearby
- Ridgewood Park Elementary School 7 min, 2.1 mi
- Rolling Hills Elementary School 4 min, 1.0 mi
- Evans High School 5 min, 1.6 mi
- Mollie Ray Elementary School 7 min, 2.1 mi
Private schools nearby
- Covenant Preparatory Christian Academy 4 min, 1.2 mi
- Providence Christian Preparatory School 4 min, 1.1 mi
- Judah Temple Academy Outreach Center 5 min, 1.6 mi
- Inspire Preparatory Academy 7 min, 1.6 mi
Parks and recreation
- Signal Hill Park 4 min, 1.2 mi
- Willows Park 6 min, 2.2 mi
- J Dog Park 8 min, 2.4 mi
- Rolling Hills Park 4 min, 1.7 mi
Groceries and errands
- Presidente Supermarket 5 min, 1.3 mi
- Wic Ebt Store Pine Hills Food Center 5 min, 1.5 mi
- Caribbean Market Farm Inc 5 min, 1.5 mi
- Save A Lot 5 min, 1.7 mi
Nearest is not the same as zoned. The schools above are the closest ones to Rolling Woods 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 7 November 2026. Businesses open and close; if something here has changed, tell me and I will correct it.
This page tracks what homes in Rolling Woods actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 4 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 Rolling Woods
Sale prices ran from $220,000 to $281,300.
By size
| Home size | Sales | Median price | Median $/sq ft | Median days |
|---|---|---|---|---|
| Under 2,000 sq ft | 4 | $265,000 | $185 | 10 days |
A price per foot taken from the whole neighborhood should never be applied straight to one house.
Seller concessions
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 was 50% 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 Rolling Woods, 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 Rolling Woods in Pine Hills, Orange County, covering closed sales from 12 November 2025 through 7 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.