$3,100,000
Active

457 E NEW ENGLAND AVENUE

WINTER PARK, FL 32789 — WINTER PARK
5 Beds
5 Baths
3,896 sqft
0.41 acres
Built 1920

About This Property

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. Architectural details available for adding an oversize two-car garage, if desired. 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.

Property Details

Basics

Property Type
Residential
Property Subtype
Single Family Residence
MLS Number
O6345511
Days on Market
159
Year Built
1920
Levels
Two
Architectural Style
Traditional
Additional Rooms
Family Room,Formal Dining Room Separate,Formal Living Room Separate,Inside Utility,Storage Rooms
Direction Faces
South
Occupant Type
Owner

Size & Structure

Living Area
3,896 sqft
Total Area
3,896 sqft
Lot Size
0.41 acres
Lot Sq Ft
18,001 sqft
Bedrooms
5
Full Baths
4
Half Baths
1
Stories
2

Interior

Flooring
Carpet, Tile, Wood
Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
Interior Features
Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Stone Counters, Window Treatments
Laundry
Inside, Laundry Room
Windows
Insulated Windows, Shades
Fireplace
Yes — Family Room, Gas, Living Room
A/C
Central Air, Zoned
Heating
Central, Zoned

Exterior & Lot

Exterior Features
Rain Gutters, Sidewalk
Construction
Vinyl Siding, Frame
Roof
Shingle
Foundation
Crawlspace
Patio/Porch
Covered, Patio, Rear Porch, Wrap Around
Other Structures
Guest House
Lot Features
Corner Lot, City Limits, Landscaped, Level, Oversized Lot, Sidewalk, Street Brick

Water & Pool

Community & HOA

HOA
No
Pets Allowed
Yes
Homestead
Yes

Utilities & Systems

Water
Public
Sewer
Public Sewer
Utilities
BB/HS Internet Available, Natural Gas Connected, Public, Underground Utilities
Cooling
Central Air, Zoned
Heating
Central, Zoned
Flood Zone
X
Parking
Circular Driveway, Driveway, Parking Pad

Financial

List Price
$3,100,000
Annual Taxes
$3,876
Tax Year
2024
Special Conditions
None

Schools

Elementary
Audubon Park K8
Middle School
Audubon Park K-8
High School
Winter Park High

Virtual Tour

View Virtual Tour

Location