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WINTER PARK, FL 32789 1723 CHESTNUT AVENUE

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Presented By: ANNE ROGERS REALTY GROUP INC with 407-649-4141. - 407-649-4141
  • MLS# O6402563
  • 05/05/2026
  • Request Tour
  • Request Info
  • Beds • 3
  • Full/Half Baths • 2 / 1
  • SQFT • 2,608
  • Garage • 2

Home Details

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.
Presented By: ANNE ROGERS REALTY GROUP INC with 407-649-4141. - 407-649-4141

Interior Features for 1723 CHESTNUT AVENUE

Bedrooms

Total Bedrooms3

Bathrooms

Half Baths1
Total Baths3

Other Interior Features

LivingAreaSourcePublic Records
Air Conditioning Y/NYes
Fireplace FeaturesFamily Room
Fireplace Y/NYes
FlooringHardwood
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesCrown Molding, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Walk-In Closet(s)
Laundry FeaturesInside, Laundry Room
Total Stories1

General for 1723 CHESTNUT AVENUE

Additional Parcels Y/NNo
Additional RoomsDen/Library/Office, Family Room, Formal Dining Room Separate, Inside Utility
AppliancesBar Fridge, Dishwasher, Disposal, Gas Water Heater, Microwave, Range, Refrigerator, Tankless Water Heater
Architectural StyleTraditional
Attached Garage Yes
Building Area UnitsSquare Feet
Carport Y/NNo
CityWINTER PARK
Construction MaterialsBlock, Stucco
CoolingCentral Air
CountyOrange
DirectionsFrom 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
Elementary SchoolLakemont Elem
Facing DirectionSouth
Flood Zone CodeX
Flood Zone Code XY
Full Baths2
Garage Spaces2
Garage Y/NYes
HeatingCentral, Heat Pump
High SchoolWinter Park High
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionCONWILL ESTATES S/13 LOT 6 BLK A
LevelsOne
Listing TermsCash, Conventional
Living Area UnitsSquare Feet
Lot Size Square Feet11551
Lot Size UnitsSquare Feet
MLS Area32789 - Winter Park
Middle/Junior High SchoolMaitland Middle
Minimum Lease7 Months
New ConstructionNo
Occupancy TypeOwner
OwnershipFee Simple
Patio/Porch FeaturesCovered, Front Porch, Patio, Rear Porch
Pool FeaturesGunite, In Ground, Tile
PossessionClose Of Escrow
Property SubtypeSingle Family Residence
Property TypeResidential
RoofShingle
STELLAR_InLawSuiteYNNo
Senior Community Y/NNo
SewerPublic Sewer
Spa FeaturesIn Ground
Standard StatusPending
StatusPending
Subdivision NameCONWILL ESTATES
Tax Annual Amount4879.56
Tax Lot6
Tax Year2025
Total Rooms9
UtilitiesCable Connected, Electricity Connected, Propane, Sewer Connected
Virtual TourClick here
Water Access Y/NNo
Water View Y/NNo
Year Built1962
ZoningR-1A

Exterior for 1723 CHESTNUT AVENUE

Building Area Total3882
Covered Spaces2
Exterior AmenitiesFrench Doors, Irrigation System, Rain Gutters
FencingFenced, Vinyl
Foundation DetailsSlab
Lot Dimensions77 x 150
Lot FeaturesLandscaped
Lot Size Acres0.27
Lot Size Area11551
Parking FeaturesCircular Driveway, Driveway, Garage Door Opener, Guest
Private PoolYes
Road Surface TypeAsphalt
SpaYes
VegetationMature Landscaping
Water SourceNone
Waterfront Y/NNo

Additional Details

Price History

Cindy Gonzalez

Price $1,125,000
MLS#O6402563
List Date 05/05/2026
Property Type Single Family
Phone 239.243.2743
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