Homes for sale - 266 CHASE AVE, Winter Park, FL 32789

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Ricardo Simon

ricardo.simon@lptrealty.com +1(407) 476-6263

$3,250,000

Est. payment - /mo

5 Beds

6 Baths

4,088 SqFt

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Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 4,088 sqft

Price per Sqft $795

Subdivision Gibbs Sub

MLS Listing ID O6296421

Bedrooms 5

Full Baths 5

Half Baths 1

HOA Y/N No

Originating Board Stellar MLS

Year Built 1930

Annual Tax Amount $26,112

Lot Size 0.310 Acres

Acres 0.31

Property Sub-Type Single Family Residence

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.

Location

State FL

County Orange

Community Gibbs Sub

Zoning R-1AA

Rooms

Other Rooms Attic, Family Room, Florida Room, Formal Dining Room Separate

Interior

Interior Features Attic Fan, 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

Heating Central, Heat Pump, Zoned

Cooling Central Air, Zoned

Flooring Marble, Tile, Wood

Fireplaces Type Living Room

Fireplace true

Appliance Bar Fridge, Dishwasher, Disposal, Dryer, Range, Range Hood, Refrigerator, Washer

Laundry Inside, Laundry Room

Exterior

Exterior Feature French Doors, Irrigation System, Rain Gutters, Sidewalk

Parking Features Driveway, Garage Door Opener

Garage Spaces 2.0

Utilities Available BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Street Lights, Water Connected

Roof Type Shake

Porch Covered, Deck, Front Porch, Porch

Attached Garage false

Garage true

Private Pool No

Building

Lot Description City Limits, Landscaped, Level, Oversized Lot, Sidewalk, Street Brick

Story 2

Entry Level Two

Foundation Basement, Crawlspace, Slab

Lot Size Range 1/4 to less than 1/2

Sewer Public Sewer

Water Public

Structure Type Wood Frame

New Construction false

Schools

Elementary Schools Audubon Park K8

Middle Schools Audubon Park K-8

High Schools Winter Park High

Others

Pets Allowed Yes

Senior Community No

Ownership Fee Simple

Special Listing Condition None

Virtual Tour https://youtu.be/Avb8_9zvwOY

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Listed by PREMIER SOTHEBY'S INTL. REALTY

"After my 14-year service to the U.S. NAVY, I have dedicated my life to the real estate industry for the last decade. Now, my mission is to provide you with a smooth and beneficial experience in buying or selling real estate in Central Florida. Call me to learn more."

+1(407) 476-6263

ricardo.simon@lptrealty.com

266 CHASE AVE Winter Park, FL 32789