- 5 beds
- 6 baths
- 4,088 sqft
- 13,294 sqft lot
- $717 per sqft
- 1930 build
- – on site
More homes
One of Winter Park’s iconic and cherished homes, just a short distance from Park Avenue. On one of the most picturesque, brick-lined streets in downtown Winter Park, this extraordinary residence is a rare opportunity to own a piece of the city’s rich architectural history, fully reimagined with modern elegance and thoughtful design. On the same city block as the Alfond Inn and a two-block stroll to the world-renowned Park Avenue, this home offers not only luxurious living but an unparalleled lifestyle in one of Central Florida’s sought-after communities. Park Avenue is the heartbeat of Winter Park, a tree-lined promenade brimming with charm, home to award-winning restaurants, boutique shopping, art galleries and cultural landmarks. Residents and visitors alike are drawn to its timeless ambiance, where the rhythm of the day flows from morning coffee at a corner café to evening dinners under twinkling lights. Whether enjoying “Movies in the Park,” seasonal art festivals, the lively Winter Park Farmers’ Market or beloved holiday parades, living here means having a front-row seat to all of Winter Park’s treasured traditions. Originally built in the 1930s, this five-bedroom, 5.5-bath home has been meticulously renovated in recent years to preserve its historic character while seamlessly incorporating every modern convenience. From the moment you enter, you’re greeted by gleaming hardwood floors, classic architectural details and a warm, inviting atmosphere. The gracious living room centers around a charming fireplace, flanked by two sets of French doors that lead to a cozy sunroom, ideal for morning coffee or afternoon reading. A formal dining room provides an elegant setting for entertaining, while the open-concept kitchen and family room encompass a blend of functionality and style. The kitchen is a showpiece, featuring a large 15-foot Soma quartz island and countertops and marble backsplash, handcrafted cabinetry, top-of-the-line Wolf and Sub-Zero appliances, and a custom wet bar with under-counter wine refrigerator. It’s a space designed for gatherings, large or small. The expansive and private primary suite is on the main level and features a walk-in closet with custom built-ins and a luxurious en-suite bath with dual sinks and a marble/glass shower. Upstairs, you’ll find three additional bedroom suites, including one that could easily serve as a second primary suite, complete with French doors leading to a covered balcony. Each bedroom offers its own en-suite bath, hardwood floors and thoughtfully designed closet space with built-ins. A spacious first-floor laundry room offers ample storage, while the detached two-car garage includes a beautifully renovated first-floor guest cottage. Complete with a kitchenette, full bath, and cedar-lined walk-in closet, it’s the ideal space for guests, a home office or extended family. Surrounded by lush landscaping and a charming circular driveway, this home radiates curb appeal and classic Winter Park style. Whether you're walking to Park Avenue for dinner, enjoying a leisurely afternoon in Central Park, or simply soaking in the historic beauty of your neighborhood, this home places you at the center of it all. This is more than just a home, it’s a lifestyle and a rare chance to own one of Winter Park’s rare downtown area treasured properties.
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Last updated May 27, 2025
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MLS# O6296421 —
The Building
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Year Built:1930
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New Construction:false
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Construction Materials:Wood Frame
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Levels:Two
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Stories Total:2
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Roof:Shake
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Basement:Partial
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Foundation Details:Basement
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Window Features:Shutters
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Patio And Porch Features:Covered
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Security Features:Security System
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Building Area Total:4662
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Building Area Units:Square Feet
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Building Area Source:Public Records
Interior
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Interior Features:Attic Fan
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Flooring:Marble
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Additional Rooms:Attic
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Fireplace:true
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Fireplace Features:Living Room
Room Dimensions
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Living Area:4088
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Living Area Units:Square Feet
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Living Area Source:Owner
Location
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Directions:From S. Park Avenue and E New England Ave., travel East on E New England Ave. Home is immediately to the left once E New England Ave. turns right to turn into Chase Ave.
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Latitude:28.596005
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Longitude:-81.345528
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Coordinates:-81.345528, 28.596005
The Property
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Parcel Number:072230297200030
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Property Type:Residential
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Property Subtype:Single Family Residence
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Lot Features:City Lot
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Lot Size Acres:0.31
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Lot Size Area:13294
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Lot Size SqFt:13294
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Lot Size Units:Square Feet
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Total Acres:1/4 to less than 1/2
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Zoning:R-1AA
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Direction Faces:West
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View:false
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Exterior Features:French Doors
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Vegetation:Mature Landscaping
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Water Source:Public
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Road Surface Type:Brick
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Road Frontage Type:Street Brick
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Flood Zone Code:X
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Additional Parcels:false
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Homestead:true
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Lease Restrictions:false
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Land Lease:false
Listing Agent
- Contact info:
- Agent phone:
- (407) 629-4446
- Office phone:
- (407) 644-3295
Taxes
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Tax Year:2024
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Tax Lot:3
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Tax Legal Description:GIBBS SUB F/75 LOT 3 SEE 4219/358
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Tax Book Number:F-75
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Tax Annual Amount:$26,112.37
Beds
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Bedrooms Total:5
Baths
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Total Baths:5.5
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Total Baths:6
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Full Baths:5
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Half Baths:1
The Listing
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Special Listing Conditions:None
Heating & Cooling
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Heating:Central
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Heating:true
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Cooling:Central Air
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Cooling:true
Utilities
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Utilities:BB/HS Internet Available
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Sewer:Public Sewer
Appliances
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Appliances:Bar Fridge
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Laundry Features:Inside
Schools
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Elementary School:Audubon Park K8
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Middle Or Junior School:Audubon Park K-8
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High School:Winter Park High
The Community
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Subdivision Name:GIBBS SUB
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Senior Community:false
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Waterview:false
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Water Access:false
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Waterfront:false
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Pool Private:false
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Pets Allowed:Yes
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Pet Restrictions:Please verify with City of Winter Park regarding any pet restrictions.
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Association:false
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Ownership:Fee Simple
Parking
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Garage:true
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Attached Garage:false
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Garage Spaces:2
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Carport:false
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Covered Spaces:2
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Open Parking:true
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Parking Features:Driveway
Extra Units
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Other Structures:Guest House
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Transit Score®
Provided by WalkScore® Inc.
Transit Score measures a location's access to public transit. It is based on nearby transit routes frequency, type of route (bus, rail, etc.), and distance to the nearest stop on the route. Transit Scores range from 0 (Minimal Transit) to 100 (Rider’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
Date | Event | Source | Price | % Change |
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5/27/25
May 27, 2025
|
Sold | STELLAR_MLS | $2,935,000 | -9.7% |
5/6/25
May 6, 2025
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Pending | STELLAR_MLS | $3,250,000 | |
4/3/25
Apr 3, 2025
|
Listed / Active | STELLAR_MLS | $3,250,000 | 333.3% (27.8% / YR) |