457 E NEW ENGLAND AVENUE WINTER PARK FL 32789 MLS #O6345511

457 E NEW ENGLAND AVENUE
WINTER PARK, FL, 32789
$3,100,000
5 Beds
4.5 Baths
3,896 SqFt
0.41 Acres
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MLS #O6345511 image #0
Under contract-accepting backup offers. 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

Price:
$3,100,000
MLS #:
O6345511
Status:
Pending
Beds:
5
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINTER PARK
Neighborhood:
32789winterpark
Listed Date:
Sep 26, 2025
Finished Sq Ft:
3,896
Total Sq Ft:
3,896
Lot Size:
18,001 sqft / 0.41 acres (approx)
Year Built:
1920
TraditionalPrimary Bedroom Main Floor32789 – Winter Park32789winterparkWinter ParkAudubon Park K8Audubon Park K-8Winter Park HighPlease Verify With City Of Winter Park Regarding Any Leasing Restrictions.No MinimumPets Allowed

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Schools

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

Interior

Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Flooring
Carpet, Tile, Hardwood
Heating
Central, Zoned
Interior Features
Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Stone Counters, Window Treatments
Laundry Features
Inside, Laundry Room
Levels
Two

Exterior

Architectural Style
Traditional
Construction Materials
Vinyl Siding, Wood Frame
Direction Faces
South
Exterior Features
Irrigation System, Rain Gutters, Sidewalk
Lot Features
Corner Lot, City Lot, Landscaped, Level, Oversized Lot, Sidewalk
Open Parking YN
1
Other Structures
Guest House
Parking Features
Circular Driveway, Driveway, Parking Pad
Patio And Porch Features
Covered, Patio, Rear Porch, Wrap Around
Roof
Shingle
Window Features
Insulated Windows, Shades

Financial

Tax Year
2024
Taxes
$3,876

Map

Community

Subdivisions in WINTER PARK

Market Summary

Current real estate data for Single Family in WINTER PARK as of May 05, 2026
290
Single Family Listed
82
Avg DOM
485
Avg $ / SqFt
$1,453,800
Avg List Price

Property Summary

    Located in the WINTER PARK subdivision, 457 E NEW ENGLAND AVENUE WINTER PARK FL is a Single Family for sale in WINTER PARK, FL, 32789. It is listed for $3,100,000 and features 5 beds, 5 baths, and has approximately 3,896 square feet of living space, and was originally constructed in 1920. The current price per square foot is $796. The average price per square foot for Single Family listings in WINTER PARK is $485. The average listing price for Single Family in WINTER PARK is $1,453,800. To schedule a showing of MLS#o6345511 at 457 E NEW ENGLAND AVENUE in WINTER PARK, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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457 E NEW ENGLAND AVENUE
WINTER PARK, FL