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1723 Chestnut Avenue, Winter Park, FL

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$1,125,000

($431/sqft)

List Status: Pending
1723 Chestnut Avenue
Winter Park, FL 32789


3 beds
2 baths
2608 living sqft
Top Features
  • Subdivision: Conwill Estates
  • Built in  1962
  • Single Family Residence
Description
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.
Property Details
Additional Information
Additional Lease Restrictions
Buyer to refer to The City of Winter Park or Orange County for lease restrictions
Additional Parcels YN
false
Additional Rooms
Den/Library/Office, Family Room, Formal Dining Room Separate, Inside Utility
Alternate Key Folio Num
302132170801060
Appliances
Bar Fridge, Dishwasher, Disposal, Gas Water Heater, Microwave, Range, Refrigerator, Tankless Water Heater
Architectural Style
Traditional
Association YN
false
Attached Garage YN
true
Available For Lease YN
1
Bathrooms Total Integer
3
Building Area Source
Public Records
Building Area Total
3882
Building Area Total Srch SqM
360.65
Building Area Units
Square Feet
Calculated List Price By Calculated SqFt
431.37
Carport YN
false
Construction Materials
Block, Stucco
Contract Status
Financing, Inspections
Cooling
Central Air
Country
US
Cumulative Days On Market
1
Current Price
1125000.00
Direction Faces
South
Elementary School
Lakemont Elem
Expected Closing Date
2026-06-19T00:00:00.000
Exterior Features
French Doors, Rain Gutters
Fencing
Fenced, Vinyl
Fireplace Features
Family Room
Fireplace YN
true
Flood Zone Code
X
Flood Zone Date
2009-09-25
Flood Zone Panel
12095C0255F
Flooring
Wood
Foundation Details
Slab
Furnished
Unfurnished
Garage Dimensions
24X18
Garage Spaces
2
Garage YN
true
Heating
Central, Heat Pump
High School
Winter Park High
Homestead YN
1
Interior Features
Crown Molding, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Walk-In Closet(s)
Internet Address Display YN
true
Internet Automated Valuation Display YN
false
Internet Consumer Comment YN
false
Internet Entire Listing Display YN
true
Laundry Features
Inside, Laundry Room
Levels
One
List AOR
Orlando Regional
Living Area Meters
242.29
Living Area Source
Public Records
Living Area Units
Square Feet
Lot Features
Landscaped
Lot Size Acres
0.27
Lot Size Dimensions
77X150
Lot Size Square Feet
11551
Lot Size Square Meters
1073
Middle Or Junior School
Maitland Middle
Minimum Lease
7 Months
Modification Timestamp
2026-05-08T22:28:09.728Z
New Construction YN
false
Occupant Type
Owner
Other Equipment
Irrigation Equipment
Ownership
Fee Simple
Parcel Number
32-21-30-1708-01-060
Patio And Porch Features
Covered, Front Porch, Patio, Rear Porch
Pool Private YN
true
Postal Code Plus 4
1609
Public Survey Range
30
Public Survey Section
32
Purchase Contract Date
2026-05-08
RATIO Current Price By Calculated SqFt
431.37
Realtor Info
Brochure Available
Road Surface Type
Asphalt
Roof
Shingle
Room Count
9
Senior Community YN
false
Sewer
Public Sewer
Showing Requirements
Appointment Only, Call Listing Agent
Spa Features
In Ground
Spa YN
true
Status Change Timestamp
2026-05-08T22:28:01.000Z
Stories Total
1
Tax Annual Amount
4879.56
Tax Block
A
Tax Book Number
S-13
Tax Legal Description
CONWILL ESTATES S/13 LOT 6 BLK A
Tax Lot
6
Tax Year
2025
Total Acreage
1/4 to less than 1/2
Total Annual Fees
0.00
Total Monthly Fees
0.00
Township
21
Universal Property Id
US-12095-N-322130170801060-R-N
Unparsed Address
1723 CHESTNUT AVE
Utilities
Cable Connected, Electricity Connected, Propane, Sewer Connected
Vegetation
Mature Landscaping
Waterfront YN
false
Zoning
R-1A
Zoning Compatible YN
1
Neighborhood Map
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MLS #MFRO6402563 Listing courtesy of Anne Rogers Realty Group Inc provided by Stellar MLS.

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independent verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. The source of the listing data is as follows: Stellar MLS (updated 5/11/26 7:29 PM) |

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