457 New England Avenue E, Winter Park, FL 32789
For Sale $3,100,000
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Contact the Listing Agent directly:
Listing Agent: Mick Night
Agent Phone:
407-629-4446
Agent Email:
micknight1@gmail.com
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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.
Ceiling Fans(s)
Crown Molding
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Primary Bedroom Main Floor
Stone Counters
Window Treatments
Taxes: $3.00
Tax Year: 2024
Rain Gutters
Sidewalk
Built-In Oven
Cooktop
Dishwasher
Disposal
Dryer
Gas Water Heater
Range Hood
Refrigerator
Tankless Water Heater
Washer
Wine Refrigerator
Elementary School: Audubon Park K8
Middle School: Audubon Park K-8
Junior High: Audubon Park K-8
High School: Winter Park High
MLS Area: 32789 - Winter Park
Price per Square Feet: $805.82
Total Floors: 2
Water: Public
Lot Desc.: Corner Lot, City Limits, Landscaped, Level, Oversized Lot, Sidewalk, Street Brick
Construction: Vinyl Siding, Frame
Date Listed: 2025-09-26 18:04:00
Pool: No
Windows: Insulated Windows, Shades
Parking: Circular Driveway, Driveway, Parking Pad
Flooring: Carpet, Tile, Wood
Roof: Shingle
Heating: Central, Zoned
Cooling: Central Air, Zoned
Pets: Yes
Sewer: Public Sewer
Listing Courtesy Of: Premier Sothebys Intl. Realty
micknight1@gmail.com
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.
Property Details
Price: $3,100,000
Sq Ft: 3,847
($806 per sqft)
Bedrooms: 5
Bathrooms: 4
Partial Baths: 1
City: Winter Park
County: Orange
Type: Single Family Reside
Development: Winter Park
Acres: 0.41
Virtual Tour/Floorplan: View
Year Built: 1920
Listing Number: O6345511
Status Code: A-Active
Taxes: $3.00
Tax Year: 2024
Pets Allowed: Yes
Interior Features:
Ceiling Fans(s)
Crown Molding
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Primary Bedroom Main Floor
Stone Counters
Window Treatments
Financial Information:
Taxes: $3.00
Tax Year: 2024
Exterior Features:
Rain Gutters
Sidewalk
Equipment:
Built-In Oven
Cooktop
Dishwasher
Disposal
Dryer
Gas Water Heater
Range Hood
Refrigerator
Tankless Water Heater
Washer
Wine Refrigerator
School Information:
Elementary School: Audubon Park K8
Middle School: Audubon Park K-8
Junior High: Audubon Park K-8
High School: Winter Park High
Additional Information:
MLS Area: 32789 - Winter Park
Price per Square Feet: $805.82
Total Floors: 2
Water: Public
Lot Desc.: Corner Lot, City Limits, Landscaped, Level, Oversized Lot, Sidewalk, Street Brick
Construction: Vinyl Siding, Frame
Date Listed: 2025-09-26 18:04:00
Pool: No
Windows: Insulated Windows, Shades
Parking: Circular Driveway, Driveway, Parking Pad
Flooring: Carpet, Tile, Wood
Roof: Shingle
Heating: Central, Zoned
Cooling: Central Air, Zoned
Pets: Yes
Sewer: Public Sewer
Map of 457 New England Avenue E, Winter Park, FL 32789
Listing Courtesy Of: Premier Sothebys Intl. Realty
micknight1@gmail.com