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  • 1782 PINE AVE, WINTER PARK, FL - MLS# O6389039

    1782 PINE AVE
    $4,197,000      
    5 br, 6.5 ba, 4 Gar
    Single Family Home

1723 CHESTNUT AVE,  WINTER PARK, FL 32789

MLS# O6402563.  3 beds.  2.5 baths.  Single Family Home.  Active

$4,880 in taxes (2025)

$1,125,000

 

Remarks:

Welcome to this thoughtfully expanded one-story home in Winter Park’s coveted “Tree Streets” neighborhood. A paved double drive and circular driveway create a gracious arrival with ample guest parking. Originally built in 1962 and expanded over time, this home offers a flexible floor plan designed for comfortable everyday living and effortless entertaining. Spacious living areas and the primary suite open to a stunning garden-like backyard, seamlessly connected by a full-length covered portico perfect for enjoying Florida’s indoor-outdoor lifestyle. The main hallway leads to the primary and guest bedrooms, along with a quiet sitting room overlooking the charming front porch. Expanded in the early 2000s, the private primary suite includes a generous bath with an oversized whirlpool tub, dual vanities, separate shower, dressing table, private water closet, and a spacious walk-in closet. At the heart of the home, the kitchen features solid wood cabinetry and solid-surface countertops, opening to the central family room with a traditional fireplace and casual dining area, all adjacent to the formal dining room. Just off the kitchen, a large flex space offers extensive built-ins, a desk area, dry bar, wine refrigerator, and integrated washer and dryer ideal for a home office, hobby room, or additional entertaining space. Located just minutes from Park Avenue, enjoy easy access to fine dining, boutique shopping, cafés, museums, and year-round community events. This one-story home offers abundant living space, exceptional entertaining areas, and a beautifully landscaped backyard complete with pool and outdoor living spaces all situated on a generous 77 x 150 lot.

Quick Info:

  • Listing is courtesy Of: ANNE ROGERS REALTY GROUP INC ((407-649-4141))
  • Listing Agent: Anne Rogers ((407-649-4141))
  • Days on yellowkey: 18
  • Property Type: Single Family Home
  • Beds: 3
  • Baths: 2.5
  • Living Area Square Feet: 2608
  • Built 1962
  • Taxes: $4,880 (2025)
  • Spa: Yes
  • 0 Days off yellowkey (back on 5/8/2026 )
  • Garage Spaces:2 ()
  • Square Feet: 3882
  • Fees: $0
  • Orange County
  • Terms: Cash, Conventional
  • Subdivision Info:
  • Occupancy Information: Owner
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  • Subdivision Name: CONWILL ESTATES
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  • Interior Features: Crown Molding, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Walk-In Closet(s)
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  • Parking Description: Circular Driveway, Driveway, Garage Door Opener, Guest
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History:

DateListing TypeDays on yellowkeyMLS#EventPrice% Chg$/sqftSource
5/8/2026Sale1O6402563Back on yellowkey$1,125,000-289.7990MLS
5/7/2026Sale0O6402563listed for sale$1,125,000-289.7990MLS




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