457 E NEW ENGLAND AVENUE Winter Park, FL $ 3,100,000
457 E NEW ENGLAND AVENUE
$ 3,100,000
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457 E NEW ENGLAND AVENUE

Winter Park, FL, 32789
$ 3,100,000
Bedrooms5 Baths4.1 Sq 3,847

Monthly Estimate*

$ 19,340

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Single Family Home for sale in Winter Park, FL

for $3,100,000 with 5 bedrooms and 4 full baths, 1 half bath. This 3,847 square foot home was built in 1920 on a lot size of 0.41.

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.

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Single Family Active

Price

$ 3,100,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 3,875

Style

Traditional

Lot Size

0.41

Year Built

1920

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6345511

Features
General
Sewer Public Sewer
Heating Central Zoned
Cooling Central Air Zoned
Utilities BB/HS Internet Available Natural Gas Connected Public Underground Utilities
Roof Shingle
Appliances Built-In Oven Cooktop Dishwasher Disposal Dryer Gas Water Heater Range Hood Refrigerator Tankless Water Heater Washer Wine Refrigerator
Zoning R-1AAA
Patio/Porch Features Covered Patio Rear Porch Wrap Around
Architectural Style Traditional
Construction Materials Vinyl Siding Wood Frame
Pets Allowed Yes
Year Built 1920
Levels Two
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Subdivision Name WINTER PARK
Facing Direction South
Garage Y/N false
Other Structures Guest House
Total Rooms 10
Full Baths 4
Status Active
Directions 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.
High School Winter Park High
City WINTER PARK
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 18001
Carport Y/N false
Elementary School Audubon Park K8
Land Lease Y/N false
Tax Annual Amount 3875.98
Middle/Junior High School Audubon Park K-8
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://youtu.be/cJGofg2mJnQ
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 1
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
Minimum Lease No Minimum
Water Access Y/N false
Additional Rooms Family Room Formal Dining Room Separate Formal Living Room Separate Inside Utility Storage Rooms
ILS Total SQFT 255
ILS Under Air SQFT 255
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Ceiling Fan(s) Crown Molding Eating Space In Kitchen High Ceilings Kitchen/Family Room Combo Primary Bedroom Main Floor Stone Counters Window Treatments
Flooring Carpet Tile Hardwood
Fireplace Features Family Room Gas Living Room
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Window Features Insulated Windows Shades
Fireplace Y/N true
Half Baths 1
Laundry Features Inside Laundry Room
Total Bedrooms 5
Total Baths 5
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Exterior
Exterior Amenities Irrigation System Rain Gutters Sidewalk
Vegetation Mature Landscaping Trees/Landscaped
Parking Features Circular Driveway Driveway Parking Pad
Lot Features Corner Lot City Lot Landscaped Level Oversized Lot Sidewalk
Water Source Public
Lot Size Area 18001
Foundation Details Crawlspace
Building Area Total 3847
Lot Dimensions 120 x 170 x 88 x 182
Lot Size Acres 0.41
Road Surface Type Brick Paved
Private Pool false
Waterfront Y/N false
Road Frontage Type Street Brick
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* Excluded Features
List By
Premier Sotheby's Intl. Realty

Broker

micknight1@gmail.com

Email

Affordability Calculator

$19,663
Per Month
98%
2%
0%
Monthly Principal & Interest
$19,340
Monthly Property Taxes
$323
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
12/19/2025$3,100,000 Listed Price

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457 E NEW ENGLAND AVENUE, Winter Park, FL, 32789 is a Single Family Home for sale at $3,100,000 with 3,847 sqft and a lot size of 0.41. 457 E NEW ENGLAND AVENUE has 5 bedrooms, 4.1 baths, and was built in 1920. The property's zip code is 32789 which is in Winter Park, FL