$3,100,000 for Sale
457 e new england avenue , winter park, FL 32789
Beds 5 | Baths 5 | 3,847 Sqft | 0.41 Acres |
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Property Description
Nestled in the heart of downtown Winter Park, this beautifully maintained 1920’s traditional residence captures the essence of Old Florida charm while offering the comfort of modern amenities. From the moment you arrive, the wrap-around porch and circular drive create a welcoming first impression, setting the tone for the timeless character found throughout. Step inside to a gracious foyer accented by a cozy fireplace, leading into the spacious formal living room with its own gas fireplace and the elegant formal dining room. Gorgeous heart-of-pine floors run throughout the first floor, adding warmth and authenticity. The kitchen has been thoughtfully updated with top-of-the-line Thermador and Sub-Zero appliances, including a 72-bottle Sub-Zero wine tower and refrigerated drawers, making it as functional as it is beautiful. Open to the family room, complete with rich woodwork and a third gas fireplace, this space is ideal for gathering and entertaining. The primary suite is conveniently located on the first floor and features an updated ensuite bath. Upstairs, three additional bedrooms and two renovated bathrooms provide comfortable accommodations for family and guests. A charming “sleeping room,” now used as a light-filled office, overlooks picturesque New England Avenue. Adding to the property’s appeal is a detached two-story guest house offering a full bedroom, full bath, sitting area, and kitchen—perfect for extended stays or as a private retreat. Outdoor living is equally inviting, with a back porch for grilling, a separate patio for lounging, and mature landscaping that enhances the home’s curb appeal. Perfectly positioned on the same block as The Alfond Inn and just two short blocks from the renowned Park Avenue district, this home offers not just refined living, but a downtown walkable lifestyle that is truly unmatched. Park Avenue is the cultural heart of Winter Park—a tree-lined promenade alive with award-winning restaurants, boutique shopping, art galleries, and historic landmarks. Residents enjoy a vibrant calendar of events, from the Winter Park Farmers’ Market and seasonal art festivals to beloved holiday parades and outdoor movies under the stars. Here, every day is an invitation to experience the best of Central Florida living—whether it’s sipping coffee at a charming café, strolling to or after dinner surrounded by beautiful ambience, or embracing the timeless traditions that make Winter Park so treasured.
General Information
Sale Price: $3,100,000
Price/SqFt: $806
Status: Active
MLS#: O6345511
City: winter park
Post Office: winter park
Schools: winter park high
County: Orange
Subdivision: winter park
Acres: 0.41
Lot Dimensions: 120 x 170 x 88 x 182
Bedrooms:5
Bathrooms:5 (4 full, 1 half)
House Size: 3,847 sq.ft.
Acreage: 0.41 est.
Year Built: 1920
Property Type: Single Family Residence
Style: Traditional
Features & Room Sizes
Paved Road: Brick, Paved
Garage: No
Construction: Vinyl Siding, Wood Frame
Exterior Misc: Irrigation System, Rain Gutters, Sidewalk
Fireplaces: Yes
Fireplace Description: Family Room, Gas, Living Room
Basement: No
Foundation : Crawlspace
Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
Cooling: Central Air, Zoned
Heating: Central, Zoned
Waste: Public Sewer
Watersource: Public
Tax, Fees & Legal
Est. Summer Taxes: $0
Est. Winter Taxes: $3,876
Legal Description: TOWN OF WINTER PARK A/67 & B/86 & MISC BOOK 3/220 BEG SW COR LOT 1 RUN E 120 FTN 170 FT N 84 DEG W 87.76 FT S 10 DEG W181.91 FT TO POB ALL IN BLK 37

Information provided by My Florida Regional MLS DBA Stellar MLS, Copyright 2025
All information provided is deemed reliable but is not guaranteed and should be independently verified. Participants are required to indicate on their websites that the information being provided is 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. Listing By: Mick Night of PREMIER SOTHEBY'S INTL. REALTY, Phone: 407-644-3295