1585 Chestnut Avenue
Winter Park, FL 32789

  • 4 beds
  • 3 baths
  • 2,420 sqft
  • 7,492 sqft lot
  • $408 per sqft
  • 1959 build
  • on site

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Come back to Old Florida in this Spanish style Bungalow featuring a back yard Oasis that brings tranquil living to the heart of Winter Park. Located in the highly sought after "Tree Streets", this unique 4-bedroom 2.5 Bath is a hidden gem tucked within its own mature landscaping, providing lots of privacy. You will be wowed by the landscaping that was featured on the front cover of Home and Garden magazine. The inside of this beautifully styled home maintains its original charm with French terracotta flooring and antique hardware. This home has been lovingly maintained with no detail left undone while adding significant "must have updates". NEW Flat roof with terracotta tiled front styling in 2023. NEW Water Heater 2023. Updated Plumbing 2022. Exterior paint 2023. Interior paint 2022. Extensive Landscape lighting 2022. NEW Heater for pool/jacuzzi 2021. All the Modern comfort and Neutral warm tones highlight this rare and renewed home. NEW vanilla with gold flecked Quartz counter tops highlights the bronze accents in the kitchen. New Cafe and updated appliances bring the desired upgrades every aspiring cook needs in a kitchen. The front of the house provides plenty of room for entertaining friends and family with the Open Concept kitchen/living/dining room. For a more private relaxed setting, retreat to the large family room with attached sunroom that reveals the tropical oasis that awaits in back. The covered veranda is a perfect spot for family gatherings by the pool or some alone time with your cup of coffee and the sounds of nature in the morning. The "bricks" or "tree streets" are known for families and pet owners strolling the sidewalks, making their way to Lake Knowles, the YMCA, or Phelps Park. Bring your golf cart for a short jaunt to Interlachen Golf and Country Club or to the Winter Park Racquet Club. Less than a mile from Newly Renovated Winter Park Hospital and medical corridor. Less than 2 miles to the world class restaurants and shops on Park Avenue. This home is zoned for A Rated schools Lakemont Elementary, Maitland Middle, Winter Park High - Go Wildcats!!

My Florida Regional MLS DBA Stellar MLS logo Listing courtesy of STELLAR_MLS / KELLER WILLIAMS WINTER PARK

Last checked: Checking… • Last updated Jun 8, 2023 •

MLS# O6103374 —

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Sale history

Date Event Source Price % Change
6/5/23
Sold STELLAR_MLS $989,000
4/19/23
Pending STELLAR_MLS $989,000
4/12/23
Listed / Active STELLAR_MLS $989,000 124.8% (9.2% / YR)

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House Sold on 6/5/2023

$989,000

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My Florida Regional MLS DBA Stellar MLS logo Listing Courtesy of: STELLAR_MLS and KELLER WILLIAMS WINTER PARK.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2024.

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