181 Virginia Drive
Winter Park, FL 32789

  • 4 beds
  • 4 baths
  • 4,908 sqft
  • ~3/4 acre lot
  • $560 per sqft
  • 1928 build
  • on site

More homes

This is the first time in almost 50 years this amazing Mediterranean lakefront estate has been available for purchase. Located just blocks from Park Avenue on the shores of Lake Virginia you can enjoy panoramic views across the lake at Rollins College. Originally built in 1928, this home has been lovingly maintained, enhanced, and updated over the years all while maintaining the original charm. Nestled on over 3/4 acre with more than 150’ of lakefront, this is one of Winter Park’s premier lakefront properties. Once you enter the home you instantly see the original detail that you cannot reproduce today. Downstairs you will find the expansive family room overlooking the back yard and the lake, formal dining room, living room, Florida room, study, and chef’s island kitchen with professional grade appliances. Off the kitchen is a stairwell down to the +/-3,000 bottle climate controlled wine cellar. Upstairs houses the master bedroom suite and 3 other bedrooms. Interior features include 2 wood burning fireplaces (natural gas starter), gorgeous mouldings, built-ins, and French doors throughout; beautiful oak hardwood and tile floors; and detailed tongue & groove and beamed ceilings. Outside has multiple entertaining areas including poolside and lakeside vistas, a wonderful patio under a majestic Live Oak, huge back yard, and boathouse with power boat lift and rooftop deck, all surrounded by meticulously maintained landscape and grounds. Truly a classic and beautiful Winter Park estate for the ages.

My Florida Regional MLS DBA Stellar MLS logo Listing courtesy of STELLAR_MLS / COLDWELL BANKER RESIDENTIAL RE

Last checked: Checking… • Last updated May 18, 2023 •

MLS# O5500763 —

Never miss new listings

Be the first to know about new listings between $2,000,000–the sky in this neighborhood

* indicates a required field

We’ll never spam you or sell your details. You can unsubscribe whenever you’d like.

Explore the Area

Map View Options

My Commute

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Worst Moderate Best

Utility Costs

$342/mo.

Estimate provided by ClearlyEnergy

View a full report

Sale history

Date Event Source Price % Change
4/13/18
Sold STELLAR_MLS $2,750,000

Finding records…

No additional history available

If new records are added for this property, we’ll share them here.

Want to see similar homes for sale?


House Sold on 4/13/2018

$2,750,000

Want to see similar homes for sale?

Newest listings in Winter Park, FL

Similar sold homes

My Florida Regional MLS DBA Stellar MLS logo Listing Courtesy of: STELLAR_MLS and COLDWELL BANKER RESIDENTIAL RE.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2024.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.

The offer of compensation listed above is made to, and can only be accepted by, participants of the multiple listing service in which this listing is filed.

Copyright © 2024 Estately, Inc. Data displayed here has not been verified by Estately.