Homes In Orlando For Sale Search
$1,049,000
4 Beds 3 Baths Oakland Town SubDv. 34760 Zip Code
Nestled in the heart of downtown Oakland, FL, this newly renovated two-story home features 4 bedrooms and 2.5 bathrooms. Situated on an oversized lot of nearly 1/2 acre, the property includes a resort-style pool, screened patio, shed, and a 3-car garage. Perfectly positioned between Clermont and Winter Garden, this rare property sits on quiet, charming dirt roads, surrounded by mature LIVE oak trees with NO HOA and direct access to the Winter Garden Trail right from your backyard. Bring your boat, bring your toys—this one has room for it all! From the moment you arrive, the mature landscaping and inviting front porch set the tone for the peaceful retreat that awaits. Step inside to a fully renovated 2026 kitchen featuring upgraded quartz countertops, LVP flooring, subway tile backsplash, refaced cabinets with modern hardware, and a brand-new refrigerator—truly a chef’s dream. Just off the kitchen, new french doors lead to your private patio and show-stopping 2019 salt water pool complete with spa and slide, perfect for entertaining or unwinding after a long day. The first floor includes a large guest bedroom and a spacious primary suite with an oversized walk-in closet and a relaxing ensuite offering a soaking tub and separate shower. Upstairs, you’ll find two generously sized guest bedrooms and a beautifully appointed guest bath. This home is loaded with upgrades for peace of mind and comfort, including 2021 AC units, 2021 roof, 2026 LVP flooring, fresh interior paint and baseboards, newer windows, new fixtures, new landscaping, a new water heater, and a newly painted shed/workshop. Located in the heart of Oakland, you can golf cart to Downtown Winter Garden, Plant Street Market, the Lake Apopka boat ramp, shops, dining, and weekly events. Homes with this level of privacy, upgrades, and location rarely become available—and this one checks every box. Bring your golf cart and don’t miss your chance to own a truly unique custom home in the heart of Oakland. This property will not last! Let’s make it yours.

250 N Walker Street, Oakland

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Orange CountyOaklandOakland Town

Oakland Town, Oakland

Oakland Town is a neighborhood in Oakland, in the 34760 zip code, built mostly in the 1980s. Homes are block and wood frame, predominantly single story. Most homes fall between about 1,000 and 2,600 square feet under air, and the median lot is roughly a quarter acre.

Most of Oakland Town carries no mandatory HOA.

Pollard Park, Speer Park and VanderLey Park sit inside the subdivision.

What the homes are

  • Built Mostly built in the 1980s, with homes from 1886 to 2026.
  • Construction Block and wood frame. Shingle roofs are near universal.
  • Size Most homes fall between about 1,000 and 2,600 square feet under air.
  • Bedrooms Three bedrooms is the most common plan, then two.
  • Lot The median lot is roughly a quarter acre.
  • HOA Most of the neighborhood carries no mandatory HOA. Confirm on a specific parcel before relying on it.

Where Oakland Town is

Oakland Town, centered at 28.55449, -81.634177. 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 Town, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.

Driving toTimeMiles
Downtown Orlando26 min19.5
Walt Disney World31 min26.5
Orlando International Airport31 min27.9
Universal Orlando25 min18.5

Public schools nearby

  • Oakland Avenue Charter School 3 min, 0.8 mi
  • Tildenville Elementary School 6 min, 1.9 mi
  • SunRidge Elementary School 9 min, 3.5 mi
  • SLV High School 10 min, 3.6 mi

Private schools nearby

  • Family Christian School, Oakland 2 min, 0.3 mi

Parks and recreation

  • Pollard Park 0 min, 0.0 mi
  • Oakland Nature Preserve 3 min, 0.4 mi
  • Speer Park 3 min, 0.7 mi
  • VanderLey Park 3 min, 0.7 mi

Groceries and errands

  • A&E Grocery Store 7 min, 2.8 mi
  • ALDI 8 min, 3.0 mi
  • Publix Super Market at West Point Commons 8 min, 3.1 mi
  • Publix Super Market at Stoneybrook West Village 12 min, 5.0 mi

Nearest is not the same as zoned. The schools above are the closest ones to Oakland Town 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 Town 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 Town

$363,250Median sale price
$272Median per square foot
88 daysMedian days to contract
2Homes sold in 12 months

Sale prices ran from $360,000 to $366,500, 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
$1,000Typical 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

FHA 1 sales50%
Conventional 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 Oakland Town, 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 Town in Oakland, 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. One record was excluded as an off-market transfer rather than an open market sale. Data believed accurate but not guaranteed; listings and closings change daily.