Oakland Shores
Homes for Sale in Maitland, FL

Oakland Shores market snapshot (as of September 12, 2026): the median sale price is about $500K ($322 per sq ft over the trailing 12 months of closed sales), and a median 5 days on market for closed sales. The trailing-12-month median is up 2% from the prior 12 months, computed from record-level Stellar MLS closed sales (3 closings in the current window).

In ZIP 32751 (Maitland), 295 homes closed in the last 12 months at a median of $480K ($261/sq ft), down 0.3% year over year, with a median 30 days on market. Right now 31 active and 17 pending listings put supply at about 3.2 months — a healthy market. See the live ZIP 32751 housing market and the Orange County market.

Stellar MLS sales records identify 103 homes in Oakland Shores that have changed hands since 2004, built between 1955 and 1989 (median 1959), with a median living area of about 1,835 sq ft and a typical 3-bedroom, 2-bath layout; 99% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

A compact, owner-occupied enclave in Seminole County's slice of Maitland, where mid-century roots meet occasional newer rebuilds and living space runs a practical 1,845 square feet at the median.

The defining feature here is age spread. The median home dates to the late 1950s, but the range runs all the way to 2015, so within these 128 homes you'll find original mid-century construction alongside teardown rebuilds and updated renovations. That mix is why price here is condition-driven: two homes of similar size can sit far apart depending on systems, roof, and finishes.

At a median of roughly 1,845 square feet, floor plans lean toward manageable single-story living rather than sprawling new-build footprints. Buyers evaluating an unrenovated original should budget for the usual mid-century line items and inspect accordingly; buyers targeting a rebuilt or updated home will pay for that work up front and see fewer of them come available.

In a 128-home community with high owner-occupancy and thin turnover, the difference between overpaying and buying well is knowing which homes are original and which have been reworked. We read each listing against its condition and vintage, not a headline price, and we help sellers position updated homes to their advantage and price original ones honestly.

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.