Timeless $6.5 Million Winter Park Estate Offers Grand Interiors, Lush Gardens, and Expansion Potential

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Offered for the first time in over half a century, this historic Winter Park estate represents one of the most exclusive and emotionally resonant listings currently available on the Florida luxury market.

Located at 887 Georgia Ave, this grand residence is priced at $6.5 million and blends timeless traditional charm with the refined sophistication expected in the most desirable enclaves of Winter Park real estate. Built in 1924 and spanning 5,759 square feet of meticulously maintained living space, the home sits proudly on a full 1.07-acre lot along a picturesque, tree-lined brick street.

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A Distinctive Residence with Historic Gravitas

From the moment you step inside this Winter Park home for sale, you’re immersed in a sense of history. The formal living room, adorned with coffered ceilings, dark oak floors, and one of the estate’s three gas fireplaces, evokes both elegance and comfort. This space opens toward lush gardens, ideal for entertaining or serene reflection.

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Adjacent to the living room, the den offers a cozier ambiance with jute flooring and another fireplace – an intimate space the current owners consider the heart of the home. The kitchen is bathed in natural light, featuring a casual dining area, a charming butler’s pantry, and convenient access to the oversized two-car garage and laundry room, which includes its own half bath and full-size refrigerator. Meanwhile, the formal dining room invites gatherings beneath its lattice-framed bay windows overlooking the garden and pool, offering a picturesque backdrop for holidays and dinners alike.

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Comfort Meets Functionality

The main level features two spacious primary bedroom suites, one of which boasts an L-shaped layout, a gas fireplace, and captivating views of the pool and terrace. Marble finishes accent the en-suite bathroom, which includes a custom dressing area. Upstairs, the south wing houses two generously sized bedrooms sharing a full bathroom, while the north wing, located above the kitchen, provides two additional guest rooms and a charming shared bath – perfect for multigenerational living or visiting guests.

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Adding even more flexibility is the expansive unfinished basement, spanning nearly 1,900 square feet beneath the home. With interior access and full-length dimensions, it offers endless possibilities for expansion – a future wine cellar, gym, theater, or separate guest quarters could easily find their place here.

SEE MORE: A $21 Million Oceanfront Masterpiece in Plantation Keys Promises Serenity, Style, and Bespoke Coastal Living

Outdoor Living Inspired by New England Ambiance

The backyard sanctuary of 887 Georgia Ave is an ode to privacy and serenity. Mature oak trees and bamboo frame curated gardens with several sitting areas nestled throughout the landscape. The oversized gunite swimming pool stands as a centerpiece, inviting gatherings under the Florida sun or tranquil evenings under the stars. From the front yard to the rear terrace, every inch of this home in Winter Park for sale reflects careful planning and decades of devoted stewardship.

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When speaking with Luxury Houses Magazine, listing agent Kevin McClanahan of Fannie Hillman & Associates noted: “There’s a New England influence that resonates throughout the home. It’s rare to find this level of architecture and land in the heart of Winter Park, especially one that’s been in the same family for over 50 years.” He continued, “The basement is an incredible opportunity – something almost unheard of in Florida homes – and adds real value for a buyer looking to create a one-of-a-kind estate.”

SEE MORE: Stunning $7 Million Lakewood Ranch Home Offers Smart Luxury and Resort Vibes

A Coveted Address in Winter Park’s Cultural Core

As part of the historic Dyer Susan Resubdivision, 887 Georgia Ave sits just a short walk from the famed Park Avenue shopping district. Residents enjoy walkable access to gourmet restaurants, high-end boutiques, the Charles Hosmer Morse Museum of American Art, and the scenic Central Park. Just blocks away are top-rated public schools including Lakemont Elementary and Winter Park High, as well as private institutions like Trinity Preparatory School. In short, this Winter Park home for sale isn’t just a house – it’s a lifestyle.

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The property’s central location ensures effortless access to downtown Orlando (20 minutes), Orlando International Airport (25 minutes), and the Winter Park SunRail station, providing commuters with modern convenience while preserving the charm of a neighborhood steeped in tradition.

Legacy Ownership and Market History

This Winter Park real estate’s story is as notable as its design. Last publicly sold in May 1980 for $250,000 – after an earlier 1976 sale for $125,000 – it has remained in the same family for nearly five decades. As agent McClanahan told Luxury Houses: “The sellers have cherished this home for generations. It’s rare to find a property like this, still in its original configuration, with such potential for personalization.

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Zillow’s Zestimate now values the property at over $4.1 million, reflecting a 79% increase over the past decade. Comparable sales in the immediate area include 851 Georgia Ave, which closed recently at $3.6 million. With its larger lot and unfinished basement, 887 Georgia Ave stands apart as a truly one-of-a-kind opportunity in Winter Park real estate.

Luxury Houses attempted to contact the current owners for comment, but they declined to speak – perhaps a subtle nod to the privacy that makes this property so unique in today’s ultra-connected world.

Potential for Expansion and Long-Term Value

With no HOA restrictions, a prime corner lot, and ample square footage, this estate holds appeal not only as a residence but also as a long-term asset. Whether preserved in its traditional form or elevated through high-end renovations, the value of 887 Georgia Ave is underpinned by its location, provenance, and potential.

Agent McClanahan summed it up best in a final note to Luxury Houses Magazine: “Homes like this don’t come along often – and when they do, they’re gone just as fast.

For more information, view on Zillow listing.

For inquiries or to schedule a private showing, please contact:

Kevin McClanahan
407-491-8509
FANNIE HILLMAN & ASSOCIATES

* This property might not for sale at the moment you read this post; please check property status at the above Zillow or Agent website links*

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