Flamingo Shores
Homes for Sale in Winter Park, FL

Flamingo Shores is a modest-sized, older Winter Park community where the housing stock spans roughly a century of construction, and where inventory moves slowly enough that each new listing is worth watching closely rather than comparing against a deep pool of recent sales.

Stellar MLS sales records identify 15 homes in Flamingo Shores that have changed hands since 2007, built between 1953 and 2023 (median 1956), with a median living area of about 2,182 sq ft and a typical 3-bedroom, 3-bath layout; 93% 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.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Flamingo Shores is too small for its own price trend, so here is the market around it.

In ZIP 32789, 244 homes are on the market and 25% are under contract — a steady corner of Winter Park.

Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).

In ZIP 32789 (WINTER PARK), 394 homes closed in the last 12 months at a median of $635K ($396/sq ft), up 7.4% year over year, with a median 40 days on market. Right now 88 active and 21 pending listings put supply at about 4.9 months - a balanced market. See the live ZIP 32789 housing market and the Orange County market.

ZIP and county figures describe the wider market, not Flamingo Shores specifically. Momentum Research analysis of MLS records.

• Killarney Elem · Elementary
• College Park Middle · Middle
• Edgewater High · High

Zoned schools reflect the assignments reported on recent Flamingo Shores listings and can change; always confirm with Orange County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any Flamingo Shores address.

With only 73 homes in the community and a single active listing at the time of this snapshot, Flamingo Shores does not behave like a typical subdivision with steady turnover. Months of supply at 12.0 signals a buyer-leaning posture - when something does list, it is not facing the kind of bidding pressure that shows up in tighter, high-turnover markets. For a buyer, that means time to do diligence properly, particularly on a home built decades ago, before the offer deadline forces a decision.

The median living area of 1,821 square feet gives a sense of typical scale, but with homes dating as far back as 1925 and as recent as 2023, that median sits in the middle of a genuinely wide range of layouts, systems, and renovation histories. No community amenities are identified in current MLS data, so whatever draws a buyer here is the lot, the location, or the specific home itself - not a shared clubhouse or recreational package.

In a community with this little current inventory, the value we bring is less about comparing dozens of active listings and more about correctly reading a handful of data points - the age of a specific home, its renovation history, and what the thin closing record actually implies about where a fair offer should land. We will tell you plainly if a listing's price reflects its age and condition or if it is priced against wishful comparables.

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