Steeped in history and masterfully reimagined, this 1926 Winter Park estate blends architectural provenance with modern refinement. Thoughtfully restored by E2 Homes, the residence honors its past while offering contemporary sophistication. Unlike many historic properties, it is free from preservation restrictions, allowing for seamless enhancements. On the shores of Lake Virginia along the desirable Winter Park Chain of Lakes, this 3,181-square-foot estate features four bedrooms, three full baths and two half baths, with three bedrooms in the main house plus a detached one-bedroom guest cottage. The second-floor primary suite is a private retreat with a Juliet balcony, dual closets and an elegantly appointed bath with an expansive dual-sink vanity, a separate water closet, and a washroom with a shower-tub combination. A Jack and Jill bath, adorned with Maharam wallpaper, serves the additional upstairs bedrooms. The Poliform Twelve kitchen showcases European craftsmanship with Gaggenau and Sub-Zero appliances, sleek Italian cabinetry and natural basalt countertops. The formal dining room, framed by arched windows and French doors, opens to a vine-covered courtyard, while the sunroom offers uninterrupted lake views. A fireplace in the living room, flanked by custom built-ins, adds warmth to the home’s contemporary aesthetic. Beyond its striking interiors, the estate is an architectural rarity, featuring original woodwork by Gene Leedy, a key figure in the Sarasota School of Architecture. The home is crowned with sought-after Ludowici-Celadon Imperial roof tiles. Poliform built-ins extend throughout, including a dedicated upstairs office/library. An integration of art and architecture, the property features site-specific installations by acclaimed artist Matt Olson. His No Separation project finds a compelling continuation here. The entryway, designed by Olson’s firm OOIEE and inspired by Sol LeWitt, makes a striking first impression. Designed for seamless indoor-outdoor living, the estate’s exterior spaces are as refined as its interiors. A covered deck overlooks a heated saltwater pool. A wood-clad pergola shelters the lanai. The boathouse includes a partial bath, creating a waterfront sanctuary. A Sonos-integrated sound system extends from the main house to the patio, guesthouse and boathouse, ensuring a seamless sensory experience. The detached guesthouse is a private retreat with a full bedroom, bath, kitchenette and Poliform built-ins. Floor-to-ceiling windows frame manicured grounds and lake views, while a private covered porch provides a tranquil space for relaxation. Every detail has been meticulously curated, from designer lighting to motorized roller shades and a wood-burning fireplace anchoring the living room. A private wine library enhances the home’s sophisticated appeal. Meticulously maintained by E2 Concierge services, the residence undergoes routine wellness checks and meticulous upkeep. A distinctive home of this caliber is rarely available, a residence where history, architecture and art converge in harmony. This is a once-in-a-lifetime opportunity to own one of Winter Park’s architecturally and artistically significant properties.
Listing updated: December 22, 2025 at 04:06pm
Listed by Realtor: Mick Night
Listed by office: PREMIER SOTHEBY'S INTL. REALTY
Source: Stellar MLS
Property Details
Listing Id: O6367878
Price: $4,595,000
Property Size:3,181 ft2
Property Lot Size:0 ft2
Rooms: 11
Bedrooms: 4
Bathrooms: 4
Architectural Style: Dutch Provincial
Basement: Finished, Interior Entry
Bathrooms Full: 3
Bathrooms Half: 2
Modification Timestamp: December 22, 2025 at 04:10pm
Building Area Total: 3677
Construction Materials: Block, Stucco, Wood Frame
Cooling: Central Air
CumulativeDaysOnMarket: 4
DaysOnMarket: 4
DirectionFaces: West
ElementarySchool: Audubon Park K8
Fencing: Fenced, Masonry, Wood
FireplaceFeatures: Living Room, Wood Burning
Flooring: Carpet, Tile, Hardwood
FoundationDetails: Basement, Slab
Furnished: Unfurnished
HighSchool: Winter Park High
Laundry Features: Inside, Laundry Closet, Other
Levels: Two
List AOR: Orlando Regional
List Agent AOR: Orlando Regional
List Agent Email: micknight1@gmail.com
List Agent Full Name: Mick Night
List Agent MlsId: 261010033
ListOfficeMlsId: 261014339
List Office Name: PREMIER SOTHEBY'S INTL. REALTY
ListOfficePhone: 407-644-3295
Listing Terms: Cash, Conventional, Other
Living Area Source: Public Records
Lot Features: City Lot, Landscaped, Oversized Lot
LotSizeArea: 15230
LotSizeDimensions: 80 x 167 x 80 x 158
LotSizeSquareFeet: 15230
MLS Area Major: 32789 - Winter Park
MiddleOrJuniorSchool: Audubon Park K-8
MlsStatus: Active
ModificationTimestamp: December 22, 2025 at 04:06pm
OnMarketDate: 2025-12-18
Originating System Name: Stellar MLS
Other Structures: Boat House, Cabana, Outdoor Kitchen
Ownership: Fee Simple
Parcel Number: 072230890811050
Parking Features: Circular Driveway, On Street
Pets Allowed: Yes
Pool Features: Gunite, Heated, In Ground, Salt Water
Roof: Metal, Tile
Security Features: Security System Owned, Smoke Detector(s)
Sewer: Public Sewer
State Or Province: FL
Status Change Timestamp: December 18, 2025 at 09:35pm
Stories Total: 2
Street Name: COLLEGE
Street Number: 1336
Street Number Numeric: 1336
Street Suffix: POINT
Tax Annual Amount: 36032.85
Tax Block: K
Tax Book Number: G/107
Tax Year: 2025
Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Sprinkler Meter, Underground Utilities, Water Connected
View: Water
Water Source: Public
Waterfront Features: Lake - Chain of Lakes
Window Features: Shades, Window Treatments
Year Built: 1926
Zoning: WP-R-1AAA
FeedTypes: IDX
Source System Key: 777379988
OriginalEntryTimestamp: December 16, 2025 at 10:40pm
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