266 Chase Avenue, Winter Park, FL 32789

$2,935,000
5
BD
6
BA
4,088
SqFt

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Sold Price
$2,935,000
List Price
$3,250,000
Status
Sold
Days on Market
30
Closing Date
May 27, 2025
MLS#
O6296421
Property Style
Single Family
Year Built
1930
Bedrooms
5
Bathrooms
6
Baths Half
1
Living Area
4,088
Lot Size
13,294
Acres
0.31
Total Acreage
1/4 to less than 1/2
Legal Subdivision Name
Gibbs Sub
MLS Area Major
Winter Park

Property Description

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.

Additional Information

Taxes
$26112
Minimum Lease
6 Months
Location
City Limits, Landscaped, Level, Oversized Lot, Sidewalk, Street Brick
Community Features
Street Lights, No Deed Restriction
Property Description
Two Story
Zoning
R-1AA
Interior Layout
Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s), Wet Bar
Interior Features
Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s), Wet Bar
Floor
Marble, Tile, Wood
Appliances
Bar Fridge, Dishwasher, Disposal, Dryer, Range, Range Hood, Refrigerator, Washer
Utilities
BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Water Connected
Heating
Central, Heat Pump, Zoned
Air Conditioning
Central Air, Zoned, Attic Fan
Fireplace Description
Living Room
Exterior Construction
Frame
Exterior Features
French Doors, Rain Gutters, Sidewalk
Roof
Shake
Foundation
Basement, Crawlspace, Slab
Pool
No Pool
Garage Carport
2 Car Garage
Garage Spaces
2
Garage Features
Driveway, Garage Door Opener
Elementary School
Audubon Park K8
Middle School
Audubon Park K-8
High School
Winter Park High
Pets
Allowed
Flood Zone Code
X
Parcel ID
07-22-30-2972-00-030
Legal Description
GIBBS SUB F/75 LOT 3 SEE 4219/358

Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY. 407-644-3295

Selling Office: KELLY PRICE & COMPANY LLC.

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