JimMcCleary

541 Virginia Drive, Winter Park, FL 32789

$5,695,000
  • 541 Virginia Drive, Winter Park, FL 32789 Main Photo

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New to the Market Active
BEDS4 BATHS3 full 1 partial SQUARE FEET4,725 MLS#O6453520
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONTIMBERLANE SHORES

Property Description

Experience Winter Park lakefront living at 541 Virginia Drive, where timeless architecture, craftsmanship, and waterfront lifestyle come together.Set on approximately 130 feet of Lake Virginia frontage, this estate offers access to the Winter Park Chain of Lakes, a private dock with a covered electric boat lift, and grand water views toward Rollins College and historic Knowles Chapel.On a quiet Timberlane Shores cul-de-sac, this award-winning residence was built in 2008 by Farina & Sons. Recognized with an Aurora Award and Parade of Homes Grand Winner honors, the home blends historic Winter Park charm with modern luxury. Offering 4 bedrooms, 3.5 bathrooms, and 4,725 square feet of thoughtfully designed living space, every detail reflects quality and character.Inside, rich hardwood flooring, exposed wood beams, elegant coffered ceilings, and expansive Andersen windows and doors fill the home with natural light. The current owners have further elevated the residence with exquisite custom illuminated built-ins, architectural lighting, and beautifully enhanced living spaces that seamlessly blend traditional craftsmanship with contemporary elegance.At the heart of the home, the chef's kitchen features Caesarstone concrete countertops, a striking custom copper range hood, premium Sub-Zero and Viking appliances, and a generous walk-in pantry. A dedicated wine room and walk-in bar provide additional spaces for entertaining, while the thoughtfully designed floor plan offers a spacious first-floor primary suite with a spa-inspired bathroom and custom closets, along with two additional main-level bedrooms. A private outdoor shower just outside the primary suite offers a spa-like retreat.Upstairs, an impressive transformation has created an exceptional entertainment retreat featuring a completely redesigned custom bar, expansive bonus room, and beautifully appointed home office with captivating views across Lake Virginia. An additional bedroom with a private bathroom and kitchenette offers flexibility for guests or extended stays.The outdoor living experience is truly extraordinary. A magnificent covered lanai with graceful architectural arches and a gas fireplace overlooks the sparkling pool, relaxing hot tub, and beautifully landscaped waterfront grounds. Recently installed automated retractable screens surround the covered patio, allowing you to enjoy the outdoor living areas with added comfort at the touch of a button. Additional features include a UV pool treatment system, outdoor shower, and thoughtfully designed landscape lighting that brings the property to life after sunset.Just beyond the pool, approximately 130 feet of Lake Virginia shoreline opens the door to one of Central Florida's most sought-after lifestyles. Your private dock and covered powered boat lift make it effortless to spend afternoons cruising the Winter Park Chain of Lakes, exploring scenic canals, or simply enjoying the peaceful beauty of the water. Mature trees, lush landscaping, and spectacular lake views create an enchanting setting for both quiet mornings and unforgettable evenings.All of this is conveniently located just minutes from the boutique shopping, acclaimed restaurants, and cultural attractions of Winter Park's iconic Park Avenue.Beautiful homes can be found in many places, but the opportunity to enjoy this extraordinary Lake Virginia lifestyle is something truly special. Welcome home to 541 Virginia Drive.

541 Virginia Drive | MLS# O6453520

This single family home located at 541 Virginia Drive, Winter Park, FL 32789 is currently listed for sale with an asking price of $5,695,000. This property was built in 2008 and has 4 bedrooms and 3 full and 1 partial baths with 4725 sq. ft. Virginia Drive is located in the TIMBERLANE SHORES subdivision. Search TIMBERLANE SHORES real estate on jmccleary.floridaexecutiverealty.com today.

Upcoming Open Houses

Open House Friday October 30th, 4:00pm - 7:00pm
Open House Saturday October 31st, 11:00am - 4:00pm
Open House Sunday November 1st, 12:00pm - 4:00pm

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Garage: 2 car attached
Heating: Central, Natural Gas
Home Style: Mediterranean
Lot Size: 0.51 Acres
Roof Type: Tile
Stories: 2.0
Taxes: $70,487
Year Built: 2008

Amenities

Beamed Ceilings
Built-in Features
Ceiling Fans(s)
Central Vaccum
Coffered Ceiling(s)
Crown Molding
High Ceilings
Kitchen/Family Room Combo
Open Floorplan
Primary Bedroom Main Floor
Solid Wood Cabinets
Stone Counters
Walk-In Closet(s)
Wet Bar
Window Treatments
Balcony
Basketball Court
Courtyard
Garden
Lighting
Outdoor Grill
Outdoor Shower
Playground
Private Mailbox
Rain Gutters

Feature Descriptions

Additional Rooms: Bonus Room
Appliances: Bar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Kitchen Reverse Osmosis System, Microwave, Range, Range Hood, Refrigerator, Washer, Water Filtration System, Wine Refrigerator
Body of Water: LAKE VIRGINIA
Community Features: Street Lights
Directions: Take I-4 to Exit 87 â?? Fairbanks Ave / SR-426, Head east on Fairbanks Ave toward Winter Park, Turn left onto S Pennsylvania Ave, Turn left onto Winchester Dr, Continue to Virginia Dr, home is on left.
Exterior: Block, Stucco
Fencing: Chain Link, Fenced, Other
Fireplace: Gas
Fireplace Y/N: Yes
Flood Zone Code: AE
Flooring: Carpet, Tile, Wood
Foundation: Slab
Frontage Lake: 130
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot: Cul-De-Sac
Lot Dimensions: 0.51
Other Equipment: Basketball Court, Irrigation Equipment, Playground
Ownership: Fee Simple
Parking: Covered, Driveway, Garage Door Opener, Oversized, Portico
Parking Notes: Covered, Driveway, Garage Door Opener, Oversized, Port
Patio/Porch: Covered, Deck, Front Porch, Patio, Rear Porch, Screened
Pets Allowed: Yes
Pets Restrictions: Buyer to verify with county pet restrictions.
Pool: In Ground, Gunite, Lighting, Outside Bath Access, Salt Water, Tile
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Closed Circuit Camera(s), Security System Owned
Sewer: Public Sewer
Showing Instructions: Sentri Lock Box, Appointment Only, Listing Agent Must Accompany, ShowingTime
Spa: Heated, In Ground
Special Sale Provisions: None
Special View Info: Water
Swimming Pool: Yes
Utilities: Cable Available, Electricity Available, Electricity Connected, Fire Hydrant, Public, Sewer Connected, Water Connected
Water: Public
Water Access: Lake, Lake - Chain of Lakes
Water Access Y/N: Yes
Waterfront Features: Lake Front, Lake Privileges, Lift - Covered, Seawall - Other, Skiing Allowed
Water View: Lake, Lake - Chain of Lakes
Zoning: R-1AAA

Room Sizes

Family Room: 23x23
Kitchen: 12x17
Dining Room: 14x17
Living Room: 15x13
Laundry: 10x12
Primary Bedroom: 17x16
Bedroom 2: 18x12
Bedroom 3: 11x12
Bedroom 4: 14x15
Bonus Room: 24x40

Local Schools

High School: Winter Park High
Middle School: Glenridge Middle
Elementary School: Audubon Park K8

Listed By / Shown By

Listed By

Agency Name: EXP REALTY LLC
Agency Contact: 888-883-8509

Shown By

Agent Name: Jim McCleary
Agent Phone: (813) 763-9019
Agency Title: Florida Executive Realty

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Estimated Payment

$ 20,209.56 per month $12,674.60 Principal & Interest $5,873.92 Property Tax $1,661.04 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 10/29/2026. The listing information on this page last changed on 10/29/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 10/29/2026 12:15:47 AM EST) or Stellar MLS (last updated Thu 10/29/2026 12:09:54 AM EST). Real estate listings held by brokerage firms other than Florida Executive Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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