Active

1585 CHESTNUT AVE

WINTER PARK FL, 32789

$1,250,000


$563.06 per sqft

Active

4 Beds

3 Baths

2,220 sqft

Residential

Built in 1959

Charming Spanish-Style Bungalow with Private Oasis in the Heart of Winter Park. Step into the elegance of Old Florida with this exquisite Spanish-style bungalow, nestled in Winter Park. Offering the perfect blend of historic charm and modern luxury, this 4-bedroom, 2.5-bath retreat is a hidden gem surrounded by lush, mature landscaping, creating a private sanctuary just minutes from the best Winter Park has to offer. From the moment you arrive, you'll be captivated by the stunning curb appeal, featured on the front cover of Home & Garden magazine. The beautifully maintained exterior, with its 2023 terracotta-styled flat roof sets the stage for what lies within. Inside, timeless character meets contemporary upgrades. French terracotta flooring, antique hardware, and neutral warm tones create an inviting atmosphere, while thoughtful renovations ensure every modern convenience is at your fingertips. The kitchen is a chef's dream, boasting vanilla quartz countertops with gold flecks, beautifully complementing the bronze accents and upgraded appliances. The open-concept design seamlessly connects the kitchen, dining, and living area ideal for entertaining. For more intimate gatherings, unwind in the spacious family room or soak in the natural light from the attached sunroom, which overlooks the lush backyard retreat. Step outside to a tranquil space perfect for morning coffee or evening cocktails, all while enjoying the peaceful sounds of nature. The pool and jacuzzi (new heater installed in 2021) add a touch of resort-style living, surrounded by meticulously curated landscaping with extensive landscape lighting (2022) that enhances the homes enchanting ambiance. Situated in a vibrant, walkable neighborhood known for its tree-lined streets and friendly atmosphere, this home is just a short stroll to Lake Knowles, the YMCA, and Phelps Park. Bring your golf cart and enjoy easy access to Interlachen Golf & Country Club or the Winter Park Racquet Club. Plus, you're less than a mile from the newly renovated Winter Park Hospital and just minutes from Park Ave world-class dining and shopping. Top-rated schools: Zoned for Lakemont Elementary, Maitland Middle, and Winter Park High School. This rare, character-filled home offers a perfect blend of privacy, luxury, and location. Don't miss your chance to own a piece of Winter Parks most desirable neighborhood!

O6280166

MLS ID

February 13, 2025

Listed

February 22, 2025

Updated

Interior Features

Total Stories

1


Bedrooms

4


Total Bathrooms

3


Full Bathrooms

2


Half Bathrooms

1


Interior Features

Ceiling Fans(s), Open Floorplan, Primary Bedroom Main Floor, Walk-In Closet(s)


Appliances

Dishwasher, Disposal, Electric Water Heater


Laundry Description

In Garage


Floor Description

Brick, Carpet, Ceramic Tile


Fireplace

No


Cooling

Yes


Cooling Description

Central Air


Heating

Yes


Heating Description

Central

Exterior/Building Features

Lot Size

0.17 Acres


Exterior Features

Garden, Irrigation System, Lighting, Outdoor Kitchen, Private Mailbox, Rain Gutters, Sidewalk


Roof

Membrane, Tile


Sewer

Public Sewer

School Information

High School

Winter Park High


Elementary School

Lakemont Elem

Other Property Details

Area Name

32789 - Winter Park


Taxes

$13,769


Tax Frequency

Annually


Days on Market

7


Association Fee Frequency

Monthly


Garage

Yes


Garage Spaces

1


View

No


County

Orange


Municipality

21


Water Source

Public


Pool

Yes


Pool Features

In Ground


Utilities

Electricity Connected, Sewer Connected, Water Connected


Zoning

R-1A

Listing History

Date

Event

Price

2/16/2025

Active

2/14/2025

Pending

Listed by KELLER WILLIAMS WINTER PARK
Listing Contact: 407-545-6430 

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