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161 Palmer Avenue - Winter Park, Fl


7 Bed, 7|5 Bath – 17649 Sq Ft
MLS: O5436881 – Status: Active

Welcome to The Winter Park Lakeview Estate, a two-acre, contemporary paradise with panoramic views of Lake Maitland on the Winter Park Chain. Designed by NBA star Horace Grant, expanded by Alan Ginsburg, and featured in the Wall Street Journal, this iconic estate is just a short walk to trendy Park Avenue bistros and shops. Glass walls span the rear of the home overlooking the pool’s waterfall and sweeping lake views, sitting on 140-feet of lake frontage. A grand entrance greets you with a... Additional Details

1202 N Park Avenue - Winter Park, Fl

1202 PARK AVENUE WINTER PARK, Fl 32789 MLS#O5494384

6 Bed, 8|1 Bath – 8767 Sq Ft
MLS: O5494384 – Status: Active

For the first time in almost 20 years, this one of a kind private estate on "chain of lakes" located in the prestigious Twelve Oaks peninsula and walking distance to downtown Park Avenue is becoming available... This unprecedented property is on a spacious ~1.25 acre double lot with 2 boathouses and apprx. 250' of frontage on Lake Maitland, this unique property is the ultimate private retreat... exquisite attention to detail throughout, stunning architectural design with gracious floor to ceil... Additional Details

570 Seminole Drive - Winter Park, Fl


0 Bed, | Bath – Sq Ft
MLS: O5439246 – Status: Active

This 2.25 acre lake front crown jewel is a once-in-a-lifetime offering of one of Old Winter Park’s most prestigious estate lots. Situated high above expansive Lake Osceola and only a short walk from famed Park Avenue, this lot, with its prevailing breezes, towering cypress trees and breathtaking lake view will inspire visions of the most elegant of estate homes. Located down a long oak lined private driveway, just off of quite brick paved Seminole Drive, this lot provides the ultimate in se... Additional Details

1016 Genius Drive - Winter Park, Fl

1016 GENIUS DRIVE WINTER PARK, Fl 32789 MLS#O5496008

6 Bed, 7|2 Bath – 10314 Sq Ft
MLS: O5496008 – Status: Active

Incredible 2-acre Modern Mediterranean lakefront estate on hidden peninsula between Lake Mizell & Virginia on the 6-lake chain of lakes… Enjoy both picturesque sunrises & sunsets with Rollins College chapel and downtown Orlando illuminated in the evening. This property is on a private street with only 2 other lakefront homes and the only gated lakefront street in all of Winter Park! This award-winning home was designed by Bernie Johnson and Master Custom Builder, Rial Jones with exceptional ... Additional Details

9200 Bentley Park Circle - Orlando, Fl


5 Bed, 7|1 Bath – 15892 Sq Ft
MLS: O5195598 – Status: Active

FURNISHED ESTATE! Orlando's most significant estate boasts the grandeur, elegance and quality of yesterday - with today's conveniences! Gently lived in - Lovingly cared for - Looks NEW! Custom designed to meet needs of today's family with large Family Rm, Kitchen, granite counters, rich Mahogany Office, large Bonus Rm/Billiard Rm, 31'equipped Gym and oversized formal rooms for entertaining! Enter this impressive pillared Greek Revival estate, and step into an impressive 40' two-story Receptio... Additional Details

147 Virginia Drive - Winter Park, Fl


5 Bed, 5|3 Bath – 7800 Sq Ft
MLS: O5493376 – Status: Active

One of Winter Park’s most premier and timeless traditional lakefront estates elevated on apprx. 1.5 acres and 200’ of lake frontage on Lake Virginia walking distance to Rollins College and famed Park Avenue... The home was originally built in 1925, but the current owners completely renovated and expanded the home in 2010. There are spacious living spaces & high ceilings in the main home includes 4 bedrooms/5 baths, library, formal living and dining rooms, and family room. There is a det... Additional Details

1941 Legion Drive - Winter Park, Fl

1941 LEGION DRIVE WINTER PARK, Fl 32789 MLS#O5484879

6 Bed, 7|2 Bath – 10493 Sq Ft
MLS: O5484879 – Status: Active

LUXURIOUS LAKE MAITLAND ESTATE! This Winter Park Chain of Lakes Custom 5 car garage home has panoramic views of Lk. Maitland w/ 175' of water frontage on 1.09 acres. This magnificient home has it ALL! The living & entertaining areas are spacious & elegant, w/ sweeping views of the lake from almost every room. High end finishes in the main house include French doors, central vacuum, custom built-ins, surround sound, security camera, wine cellar, gas fireplaces, & extensive detailed millwork. The... Additional Details

2040 Venetian Way - Winter Park, Fl

2040 VENETIAN WAY WINTER PARK, Fl 32789 MLS#O5486486

6 Bed, 7|1 Bath – 7677 Sq Ft
MLS: O5486486 – Status: Active

Elegant Mediterranean Lakefront with over an acre of land in the “heart of Winter Park” With 227ft. of lakefront, the view is one of the most breathtaking on the Winter Park Chain. This 6 bedroom/7 ½ bath, pool home was designed by Slocum Platts Architects and built by Maroon Fine Homes. Lake views from almost every room in the home. All of the ceilings in the main living areas are coffered and uniquely designed using Ipe and Pecky Cypress wood in the family and billiard rooms. The kitchen... Additional Details