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Life Here · Winter Park 32789

Where to eat, drink, explore in Winter Park 32789.

The places we end up after a shoot in Winter Park 32789. Real visits, real notes. Curated, never aggregated.

10 places curated · See the real estate pillar for Winter Park 32789

Coffee

Coffee in Winter Park 32789

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Coffee

Foxtail Coffee (Hannibal Square)

The Hannibal Square outpost where the New England Avenue light hits the bar at 4pm. Our after-shoot coffee in 32789.

We end half the Winter Park shoots here. Order the cortado, sit on the bench outside, watch the brick street.
200 N New England Ave, Winter Park, FL 32789$$We've shot nearbyOpen in Maps →Website →

Restaurant

Restaurant in Winter Park 32789

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Restaurant

The Ravenous Pig

James and Julie Petrakis's neighborhood gastropub. The reason Winter Park has a dining identity beyond Park Avenue.

Where listing agents take serious sellers after a contract signing. Burger at the bar, smoked fish dip to start.
565 W Fairbanks Ave, Winter Park, FL 32789$$$We've shot nearbyOpen in Maps →Website →
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Restaurant

Prato

Park Avenue's rustic Italian. Wood-fired oven, in-house pasta, and the patio that fills first on a Friday at 6.

Listing-closing dinners run here. Order the burrata, ask for a window two-top.
124 N Park Ave, Winter Park, FL 32789$$$Open in Maps →Website →
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Restaurant

Hillstone

The Lake Killarney patio. Long-tenured American. Where Park Avenue old-money goes for the burger and the spinach dip.

Sunset table on the dock is the move. Reserve the week of.
215 S Orlando Ave, Winter Park, FL 32789$$$$Open in Maps →Website →

Bar

Bar in Winter Park 32789

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Bar

The Wine Room

Self-pour wine bar on Park Ave. Tap your card, sample 150+ pours by the ounce. The off-shoot-meeting room of Winter Park.

270 S Park Ave, Winter Park, FL 32789$$$Open in Maps →Website →

Bakery

Bakery in Winter Park 32789

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Bakery

The Glass Knife

Modern pastry shop and cafe on Orange Ave just south of Park. The doughnut wall is the social-media hook; the kouign-amann is the real reason to come.

276 S Orange Ave, Winter Park, FL 32789$$Open in Maps →Website →

Park

Park in Winter Park 32789

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Park

Central Park

Park Avenue's spine. Farmers market on Saturdays, the Morse Museum across the street, the train tracks running through it.

150 N Park Ave, Winter Park, FL 32789We've shot nearbyOpen in Maps →

Museum

Museum in Winter Park 32789

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Museum

Morse Museum of American Art

The Tiffany chapel and the deepest Tiffany glass collection in the world. Why 32789 became a destination ZIP.

445 N Park Ave, Winter Park, FL 32789Open in Maps →Website →

Landmark

Landmark in Winter Park 32789

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Landmark

Rollins College

Liberal arts campus on Lake Virginia. The Spanish Mediterranean architecture sets the tone for the entire neighborhood's design vocabulary.

We have shot listings whose primary value is 'walks to Rollins.' That phrase still moves homes here.
1000 Holt Ave, Winter Park, FL 32789Open in Maps →Website →
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Landmark

Winter Park Scenic Boat Tour

The hour-long pontoon tour through the chain of lakes. The cheapest tour of $5M+ shoreline in Florida.

We've sent more than one out-of-state buyer on this tour before their first showing. It does the selling for us.
312 E Morse Blvd, Winter Park, FL 32789$Open in Maps →Website →

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