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1723 CHESTNUT AVENUE
WINTER PARK, FL, 32789
$1,125,000
3 Beds
2.5 Baths
2,608 SqFt
0.27 Acres
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MLS #O6402563 image #0
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

Price:
$1,125,000
MLS #:
O6402563
Status:
Pending
Beds:
3
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
CONWILL ESTATES
Neighborhood:
32789winterpark
Listed Date:
May 7, 2026
Finished Sq Ft:
2,608
Total Sq Ft:
3,882
Lot Size:
11,551 sqft / 0.27 acres (approx)
Year Built:
1962
TraditionalPoolPrimary Bedroom Main Floor32789 – Winter Park32789winterparkConwill EstatesLakemont ElemMaitland MiddleWinter Park HighBuyer To Refer To The City Of Winter Park Or Orange County For Lease Restrictions7 Months

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Schools

Elementary School:
Lakemont Elem
Middle School:
Maitland Middle
High School:
Winter Park High

Interior

Appliances
Bar Fridge, Dishwasher, Disposal, Gas Water Heater, Microwave, Range, Refrigerator, Tankless Water Heater
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Hardwood
Heating
Central, Heat Pump
Interior Features
Crown Molding, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Walk-In Closet(s)
Laundry Features
Inside, Laundry Room
Levels
One

Exterior

Architectural Style
Traditional
Attached Garage YN
1
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
South
Exterior Features
French Doors, Irrigation System, Rain Gutters
Fencing
Fenced, Vinyl
Garage Spaces
2
Lot Features
Landscaped
Open Parking YN
1
Parking Features
Circular Driveway, Driveway, Garage Door Opener, Guest
Patio And Porch Features
Covered, Front Porch, Patio, Rear Porch
Roof
Shingle
Spa Features
In Ground

Financial

Tax Year
2025
Taxes
$4,880

Map

Community

Subdivisions in WINTER PARK

Market Summary

Current real estate data for Single Family in WINTER PARK as of Jun 09, 2026
317
Single Family Listed
86
Avg DOM
464
Avg $ / SqFt
$1,339,647
Avg List Price

Property Summary

    Located in the CONWILL ESTATES subdivision, 1723 CHESTNUT AVENUE WINTER PARK FL is a Single Family for sale in WINTER PARK, FL, 32789. It is listed for $1,125,000 and features 3 beds, 3 baths, and has approximately 2,608 square feet of living space, and was originally constructed in 1962. The current price per square foot is $431. The average price per square foot for Single Family listings in WINTER PARK is $464. The average listing price for Single Family in WINTER PARK is $1,339,647. To schedule a showing of MLS#o6402563 at 1723 CHESTNUT AVENUE in WINTER PARK, FL, contact your Preferred Real Estate Brokers agent at 4076987254.

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1723 CHESTNUT AVENUE
WINTER PARK, FL