Pending

1723 Chestnut Avenue

WINTER PARK, FL 32789
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Bed 3

Bed

Bath 3

Bath

SqFt2,608

Sqft

Acres0.27

Acre(Lot)

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, dua l 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.

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Detail Ic Property Details

Property Type : Residential

Price : $1,125,000

AD Id : 78037558

MLS Id : MFRO6402563

Beds : 3

Lot Size : 0.27 Acre

Living Area Size : 2,608

Year Built : 1962

Garage : 2

County : Orange

Subdivision: Conwill Estates

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Feature Features

  • Bedroom Information

    Total Bedroom: 3

    Bathroom Information

    Total Baths: 3 Full Baths: 2 Half Baths: 1

    Interior Features

    Crown Molding, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Walk-In Closet(s) Roof: Shingle Appliances: Bar Fridge, Dishwasher, Disposal, Gas Water Heater, Microwave, Range, Refrigerator, Tankless Water Heater Laundry Features: Inside, Laundry Room

    Roofing Information

    Shingle
  • Flooring Information

    Flooring: Wood Construction Materials: Block, Stucco
  • Heating & Cooling

    Heating: Central, Heat Pump Cooling: Central Air WaterSource: None

  • Building Information

    Year Built: 1962
  • Exterior Features

    French Doors, Rain Gutters Construction Materials: Block, Stucco Foundation Details: Slab
  • Pool Features

    Private Pool: 1 Gunite, In Ground, Tile

  • Lot Information

    Lot Dimensions: 77X150 Lot Description: Landscaped Lot Square Feet: 11551 Lot Acres: 0.27 Lot Size (SqMt): 1073

    Property Information

    Property Type: Residential Sub Type: Single Family Residence Style: Traditional

  • Listing Price Information

    Original List Price:$1125000

  • Tax Information

    Tax Block: A Tax Book Number: S-13 Tax Lot: 6 Tax Legal Description: CONWILL ESTATES S/13 LOT 6 BLK A Annual Tax: $4879.56 Tax Year: 2025 Parcel Number: 32-21-30-1708-01-060

  • Parking Information

    Circular Driveway, Driveway, Garage Door Opener, Guest

    Garage Information

    Has Garage: Yes Garage Space: 2 Garage Dimensions: 24X18

  • School Information

    Elementary School: Lakemont Elem Junior High School: Maitland Middle Senior High School: Winter Park High
  • Utility Information

    Cable Connected, Electricity Connected, Propane, Sewer Connected Sewer: Public Sewer Water Source: None
  • Location Information

    Subdivision: CONWILL ESTATES City: WINTER PARK Direction: From North Park Avenue drive East on Palmer, turn left on Phelps then right on Chestnut. From N Lakemont Drive continue straight to Arbor Park Drive then left on Chestnut
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
Undisclosed Address, Winter Park, FL, 32789 $1,249,900 4 4 2,936 2,936 SqFt
2661 Via Tuscany, Winter Park, FL, 32789 $6,888,888 4 5 4,636 4,636 SqFt
1881 Lake Spier Drive, Winter Park, FL, 32789 $1,350,000 3 2 1,750 1,750 SqFt
1864 Grinnell Terrace, Winter Park, FL, 32789 $1,599,000 5 4 3,028 3,028 SqFt
432 Worthington Drive, Winter Park, FL, 32789 $2,719,000 5 5 3,845 3,845 SqFt
1841 Lake Spier Drive, Winter Park, FL, 32789 $1,650,000 3 4 2,467 2,467 SqFt
1836 Grinnell Terrace, Winter Park, FL, 32789 $999,000 3 2 1,907 1,907 SqFt
1870 Walker Avenue, Winter Park, FL, 32789 $1,299,000 3 3 2,046 2,046 SqFt
1830 Edwin Boulevard, Winter Park, FL, 32789 $639,900 3 2 1,287 1,287 SqFt
1840 Bryan Avenue, Winter Park, FL, 32789 $1,799,000 4 4 3,727 3,727 SqFt
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ByOwner last updated this listing 06/12/2026 @ 18:20

MLS: MFRMLS #O6402563 LISTED BY: Anne Rogers, ANNE ROGERS REALTY GROUP INC 407-649-4141 SOURCE: MFRMLS (My Florida Regional MLS DBA Stellar MLS) (Listings courtesy of MFRMLS (My Florida Regional MLS DBA Stellar MLS) as distributed by MLS GRID)

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