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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Data last updated 2/22/2025, 6:37 PM UTC