Winter Springs, FL Listings Dining Shopping Leisure Highest Rated Dining Risorante Positano $ 1 reviews Italian, Pizza (407) 542-5400 1168 Tree Swallow DrWinter Springs, FL 32708 Yao’s $$ 125 reviews Chinese, Pan Asian, Cocktail Bars (321) 765-4801 15 Alafaya Woods BlvdSte 107 Tsaocaa - Winter Springs $ 25 reviews Bubble Tea, Waffles 5892 Red Bug Lake RdWinter Springs, FL 32708 Agave Azul Cocina Mexicana - Winter Springs $$ 769 reviews Mexican (407) 636-3600 5248 Red Bug Lake RdWinter Springs, FL 32708 The Local Hen $ 54 reviews Chicken Shop, Sports Bars, Sandwiches (407) 542-0647 888 City Walk LnSte 1012 Boca $ 34 reviews New American, Breakfast & Brunch, Cocktail Bars (407) 814-4933 1145 Townpark AveSte 1201 The Chapman $$$ 111 reviews Lounges, Diners, Cocktail Bars (407) 635-1967 500 S Park AveWinter Park, FL 32789 The Monroe $$ 634 reviews New American, Cocktail Bars, Comfort Food (407) 734-2102 448 N Terry AveOrlando, FL 32801 Corner Chophouse $ 32 reviews Steakhouses, American, Seafood (321) 972-2383 558 W New England AveWinter Park, FL 32789 Superica $$ 283 reviews Breakfast & Brunch, Tex-Mex (407) 919-6671 415 S Orlando AveSte 211 The Old Jailhouse $$ 396 reviews New American, Cocktail Bars, Southern (407) 548-6964 113 S Palmetto AveSanford, FL 32771 The Wildflower $ 113 reviews Tapas/Small Plates, Cocktail Bars, Wine Bars (407) 878-5529 107 S Magnolia AveSanford, FL 32771 Hollerbach's German Restaurant $$ 1740 reviews German, Beer Gardens, Sandwiches (407) 321-2204 205 E 1st StSte C The Sullivan, A Public House $$ 104 reviews Irish, Pubs (407) 878-2530 116 E 1st StSanford, FL 32771 Nonno's Italian Restaurant $$ 588 reviews Italian, Seafood, Bars (407) 260-8900 1140 E Altamonte DrSte 1018 Pisco Peruvian Gastrobar $ 59 reviews Peruvian, Gastropubs, Cocktail Bars (407) 732-4185 3801 W Lake Mary BlvdSte 155 Santiago's Bodega $$ 877 reviews Spanish, Tapas Bars, Lounges (407) 960-2605 1185 Spring Centre S BlvdSte 1080 The Imperial $ 5 reviews Bars, American (321) 333-5441 136 S Park AveWinter Park, FL 32789 Kai Asian Street Fare $$ 408 reviews Vietnamese, Korean, Thai (407) 821-3430 1555 State Road 436Ste 1171 Rock & Brews - Oviedo $$ 655 reviews Burgers, Beer Bar, American (407) 956-4124 7131 Red Bug Lake RdOviedo, FL 32765 Enzo's on the Lake $$$ 312 reviews Italian, Venues & Event Spaces (407) 834-9872 1130 S US Hwy 17 92longwood, FL 32750 The Ravenous Pig $$$ 1796 reviews New American, Gastropubs, Seafood (407) 628-2333 565 W Fairbanks AveWinter Park, FL 32789 Pig Floyd's $ 9 reviews Barbeque, Southern, Latin American (407) 203-0866 1471 Lee RdWinter Park, FL 32789 Sixty Vines $$ 1095 reviews Wine Bars, New American (407) 410-8005 110 S Orlando AveSte 12 Corfu Greek Restaurant $$ 155 reviews Greek (407) 542-1814 124 W State Rd 434Winter Springs, FL 32708