1611 Chestnut Avenue, Winter Park, FL 32789

Winter Park
Local realty services provided by:Better Homes and Gardens Real Estate Lifestyles Realty
1611 Chestnut Avenue,Winter Park, FL 32789
$1,100,000
Virtual Tour
  • 4 Beds
  • 4 Baths
  • 2,916 sq. ft.
  • Single family
  • Active
Upcoming open houses
  • Sat, May 16
    12:00 pm - 02:00 pm
  • Sun, May 17
    12:00 pm - 02:00 pm
Listed by: olivia maxwell, julia dalessandro
Office: fannie hillman & associates
MLS#:O6402502
Source:MFRMLS

Price summary

  • Price:$1,100,000
  • Price per sq. ft.:$331.72

About this home

Situated on arguably the finest brick street in Winter Park, beneath a canopy of live oaks, this fully renovated 4-bedroom, 4-bath home delivers the rarest combination: the soul of an established neighborhood, unique charm and character, and the bones of new construction. Gutted to the studs and rebuilt with intention, every major system is new — electrical, Carrier ACs, roof, ductwork, drywall, Pella windows +++. With elevated finishes, like designer tile and quartz countertops as well as floors and beautifully reimagined kitchen and baths. A second-floor addition adds a sprawling 21 x 24 foot private primary suite and home office, one of the many reasons this an ideal setup for MULTIGENERATIONAL families and those who work from home. A welcoming fireplace, lush mature landscaping, butler's pantry, numerous built ins, custom tile work, and an address minutes from Park Avenue make this one of Winter Park's most compelling offerings. Come imagine the possibilities.

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Home facts

  • Year built:1973
  • Listing ID #:O6402502
  • Added:14 day(s) ago
  • Updated:May 14, 2026 at 09:32 PM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:4
  • Full bathrooms:4
  • Flooring:Ceramic Tile, Hardwood, Luxury Vinyl
  • Kitchen Description:Dishwasher, Disposal, Range, Refrigerator, Solid Surface Counters
  • Bedroom Description:Walk-In Closet(s)
  • Living area:2,916 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Central, Electric
  • Central air:Yes

Structure and exterior

  • Roof:Shingle
  • Year built:1973
  • Building area:2,916 sq. ft.
  • Lot area:0.17 Acres
  • Construction Materials:Block, Frame, Stucco
  • Exterior Features:Sidewalk, Sprinkler Metered
  • Foundation Description:Slab
  • Levels:2 Story

Schools

  • High school:Winter Park High
  • Middle school:Maitland Middle
  • Elementary school:Lakemont Elem

Utilities

  • Water:Public, Water Connected
  • Sewer:Public Sewer, Sewer Connected

Finances and disclosures

  • Price:$1,100,000
  • Price per sq. ft.:$331.72
  • Tax amount:$3,590 (2025)

Features and amenities

  • Appliances:Dishwasher, Disposal, Range, Refrigerator
  • Laundry features:Laundry Room
  • Amenities:Ceiling Fans(s), Solid Surface Counters, Thermostat, Walk-In Closet(s)
  • Pool features:Public Pool

Parking

  • Parking description:Attached Garage
  • Garage:Yes
  • Garage spaces:2
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