$3,100,000
5 Bed
5 Bath
3,847 Sqft
0.41 Acre Lot

457 E New England Ave, Winter Park, Florida 32789

  • Residential Property Type
  • 3,847 Sqft Square Footage
  • Driveway Cars Garage
  • 1920 Year Built
Property Description

Nestled in the heart of downtown Winter Park, this beautifully maintained 1920s traditional residence captures the essence of Old Florida charm while offering the comfort of modern amenities. From the moment you arrive, the wraparound 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 baths 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.

Basic Details
Residential
For Sale
O6345511
$3,100,000
5
5
1
3,847 Sqft
1920
0.41 Acre
Active
4
Single Family Residence
: Shingle
Features
: Central, Zoned
: Central Air, Zoned
: Living Room, Gas, Family Room
: Covered, Rear Porch, Patio, Wrap Around
: Driveway, Circular Driveway, Parking Pad
: Sidewalk, Rain Gutters
: Carpet, Tile, Wood
: High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Ceiling Fans(s), Eat-in Kitchen, Window Treatments, Stone Counters, Crown Molding
: Laundry Room, Inside
: Public Sewer
: Public, Underground Utilities, BB/HS Internet Available, Natural Gas Connected
: Shades, Insulated Windows
: Traditional
Appliances
: Dishwasher, Disposal, Dryer, Gas Water Heater, Refrigerator, Washer, Cooktop, Range Hood, Wine Refrigerator, Tankless Water Heater, Built-In Oven
Address Map
US
FL
Orange
Winter Park
WINTER PARK
32789
NEW ENGLAND
457
AVENUE
W82° 39' 14''
N28° 35' 46.8''
South
From Fairbanks Ave. and S Park Ave., travel north on S Park Ave. Turn right on E New England Ave. Home is on the left at the corner of New England Ave. and Chase Ave.
32789 - Winter Park
E
R-1AAA
Neighborhood
Audubon Park K8
Winter Park High
Audubon Park K-8
Additional Info
PREMIER SOTHEBY'S INTL. REALTY
Mick Night
$0
$0
Additional Information
: Vinyl Siding, Frame
: Crawlspace
: Two
: Level, Sidewalk, Corner Lot, Landscaped, Oversized Lot, City Limits, Street Brick
120 x 170 x 88 x 182
2025-09-26
2
https://youtu.be/cJGofg2mJnQ
: Public
3847
Financial
3875.98
Listing Information
261010033
261014339
Active
2025-11-10T16:25:09Z
Stellar
: None
2025-11-10T16:24:58Z
John Pinel
261071963
261014339
PREMIER SOTHEBY'S INTL. REALTY
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Contact Agent
Contact Us
407-615-0866