$3,100,000

457 E NEW ENGLAND AVENUE, Winter Park, FL 32789

  • 5 beds |
  • 5 baths |
  • 3,847 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1920
  • Property Lot Size Icon0.41acre lot
  • Property Parking Icon —— car garage
  • Property Price Per Square Feet Icon $806/sqft
  • Property List Date Icon Listed 10 days ago

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.

Listing Status:
Active
Date Added:
September 26, 2025 at 05:00AM
Listing Office:
PREMIER SOTHEBY'S INTL. REALTY : 407-644-3295
Listing Agent:
Mick Night : 407-629-4446
MLS ID:
O6345511
  • General: Ceiling Fan(s)Crown MoldingEating Space In KitchenHigh CeilingsKitchen/Family Room ComboPrimary Bedroom Main FloorStone CountersWindow Treatments
  • Rooms: Family RoomFormal Dining Room SeparateFormal Living Room SeparateInside UtilityStorage Rooms
  • Appliances: Built-In OvenCooktopDishwasherDisposalDryerGas Water HeaterRange HoodRefrigeratorTankless Water HeaterWasherWine Refrigerator
  • Laundry: InsideLaundry Room
  • Flooring: CarpetTileHardwood
  • A/C: Central AirZoned
  • Heating: CentralZoned
  • Fireplace: Family RoomGasLiving RoomFireplace
  • General: Irrigation SystemRain GuttersSidewalkGuest House
  • Style: Traditional
  • Parking: Circular DrivewayDrivewayParking Pad
  • Roofing: Shingle
  • Windows: Insulated WindowsShades
  • General: Vinyl SidingWood FrameTwoCrawlspace
  • Road/Access: Street Brick
  • Originating MLS: Stellar MLS
  • County: Orange
  • Zoning: R-1AAATOWN 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 37052230940037011
  • Utilities: BB/HS Internet AvailableNatural Gas ConnectedPublicUnderground Utilities
  • Water: Public
  • Sewer: Public Sewer
  • Source: Stellar MLS

This listing courtesy of Mick Night, PREMIER SOTHEBY'S INTL. REALTY

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

L

Lakemont Elementary School

901 N Lakemont Ave, Winter Park, FL, 32792

Grades KG-5

1.26 miles away

G

Glenridge Middle School

2900 Upper Park Rd, Orlando, FL, 32814

Grades 6-8

1.43 miles away

W

Winter Park High School

2100 Summerfield Rd, Winter Park, FL, 32792

Grades 9-12

1.68 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.

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