1446 Berkshire Ave, Winter Park, FL 32789

PENDING $2,200,000
Stately two-story home boasts a clay tile roof, lush landscaping, and a long, curved driveway at 1446 Berkshire Ave, Winter Park, FL 32789
  • Bedrooms

    5

  • Baths

    6

  • Sq. Feet

    4612

  • Year Built

    1925

  • Days On Market

    12

  • $/SqFt

    $477

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Home Description

Under contract-accepting backup offers. Nestled in the highly sought-after Orwin Manor neighborhood of Winter Park, this stunning Spanish Revival home at 1446 Berkshire Ave, offers a luxurious lifestyle with unparalleled proximity to Winter Park’s finest amenities including Historic Park Avenue and Rollins College. Located on a tree-lined street, this residence exudes timeless elegance, complemented by a circular driveway that leads you to its impressive facade. The home has been thoughtfully updated with fresh interior and exterior paint, along with the addition of three new HVAC systems, ensuring modern comfort throughout. Boasting over 4,000 square feet of living space, the home features five generously sized bedrooms, including a second-floor Primary Suite that offers both luxury and privacy. The suite is complete with a private sitting area, a terrace overlooking the lushly landscaped grounds, and a spa-like bath with dual sinks, jetted tub, and a walk-in shower. A spacious walk-in closet provides ample storage space and custom built-ins. In addition to the three bedrooms, the second-floor features a spearate bonus room that is perfect for a private office, or could be converted to an in-law/guest suite, adding versatile living space to the property. The chef’s kitchen is a culinary dream, featuring solid wood 42” cabinetry, elegant granite countertops and a new subway tile backsplash. Adding to the Kitchen's functionality and sophistication are Copper prep and main sinks, Wolf Natural Gas Range, dual dishwashers, under counter ice maker and a walk-in pantry, A separate casual dining space and an island/breakfast bar seamlessly open into the family room, creating an ideal setting for everyday living and entertaining. Off the Kitchen and family room is a full guest bathroom with built in desk area and a multifunctional game room that could convert to a 6th bedroom. Outside, the private oasis is designed for both relaxation and entertainment. A resort-style pool with tranquil fountains serves as the centerpiece, while a beautifully crafted Spanish styled privacy wall, accented with lighting and peaceful bamboo, offers a serene atmosphere. Enjoy the cooler evening relaxing around the piped natural gas fire pit. Enjoy the expansive Cabana area includes a summer kitchen, as well as dedicated seating and dining areas, all overlooking the pool and lush landscaping. With its prime Winter Park location, exceptional privacy, and resort-style amenities, this remarkable home offers the perfect blend of style, comfort, and convenience in one of Winter Park’s most desirable neighborhoods.

  • Elementary School: Killarney Elem
  • Middle School: College Park Middle
  • High School: Edgewater High
  • Private Pool: True
  • Pool Features: Gunite,Heated,In Ground,Lighting,Salt Water
  • Spa Features: Heated,In Ground
  • Water Feet: 0
  • Interior Features: Built-in Features,Cathedral Ceiling(s),Ceiling Fans(s),Coffered Ceiling(s),Crown Molding,Eat-in Kitchen,High Ceilings,Kitchen/Family Room Combo,PrimaryBedroom Upstairs,Solid Wood Cabinets,Split Bedroom,Stone Counters,Thermostat,Tray Ceiling(s),Walk-In Closet(s),Window Treatments
  • Appliances: Dishwasher,Disposal,Dryer,Electric Water Heater,Microwave,Range,Range Hood,Refrigerator,Washer
  • Fireplace Desc: Wood Burning
  • Floor Covering: Carpet,Travertine,Wood
  • Kitchen Features: Breakfast Bar,Exhaust Fan,Granite Counters,Island,Walk-In Pantry
  • Additional Rooms: Bonus Room,Breakfast Room Separate,Den/Library/Office,Family Room,Formal Dining Room Separate,Formal Living Room Separate,Inside Utility,Storage Rooms
  • Architectural Style: Mediterranean
  • Exterior Features: Balcony,Dog Run,French Doors,Garden,Irrigation System,Lighting,Outdoor Grill,Outdoor Kitchen,Rain Gutters,Sidewalk
  • Exterior Contruction: Block,Stucco,Wood Frame
  • Foundation: Crawlspace,Slab
  • Front Exposure: North
  • Roof: Membrane,Tile
  • Building Sqft: 7963

Approximate Room Sizes / Descriptions

Living Room25x16FirstWood
Media Room10x15FirstWood
Dining Room21x15FirstTravertine
Game Room13x14First
Kitchen12x17FirstTile
Family Room12x17FirstWood
Dinette20x9FirstTile
Laundry9x9First
Gym10x17FirstOther
Studio15x20SecondCarpet
Primary Bedroom23x29SecondWood
Bedroom 211x13FirstCarpet
Bedroom 316x14FirstCarpet
Bedroom 49x11SecondWood
Bedroom 513x13Second
  • Attached Garage: True
  • Garage: True
  • Garage Spaces: 2
  • Garage Feature: Circular Driveway,Driveway,Garage Door Opener,Guest,On Street,Oversized
  • Carport: False
  • Carport Spaces: 0
  • Air Conditioning: Central Air
  • Heating: Central
  • Utilities: Cable Available,Electricity Connected,Natural Gas Connected,Phone Available,Sewer Connected,Sprinkler Well,Street Lights,Underground Utilities,Water Connected
  • Lot Sqft: 19421.00
  • Lot Acres: 0.4500
  • Total Acre: 1/4 to less than 1/2
  • Lot Num: 19
  • Senior Community: False
  • Style: Single Family Residence
  • Location: City Limits,Landscaped,Level,Oversized Lot,Paved,Sidewalk
  • Building Num Floors: 2
  • Pets Allowed: Yes
  • : 646-480-7665

Neighborhood

The average asking price of a 5 bedroom Winter Park home in this zip code is $3,000,035 (36.4% more than this home).

This home is priced at $477/sqft, which is 41.0% less than similar homes in the 32789 zip code.

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Financial

  • Approx Payment:$10,702*
  • Taxes:$17,936

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at (386) 801-5417 and speak with one of our real estate consultants.

Listing Courtesy of SERHANT.

1446 Berkshire Ave, Winter Park FL is a single family home of 4612 sqft and is currently priced at $2,200,000 . This single family home has 5 bedrooms. A comparable home for sale at 210 E Lake Sue Ave in Winter Park is listed at $3,130,000. In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures in Winter Park, FL. Tuscany Terrace, Lake Forest Park and Fontainebleau are nearby neighborhoods. MLS O6275533 has been posted on this site since 2/10/2025 (today).

2025 2/21/2025.

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