$1,125,000
Active

1723 CHESTNUT AVENUE

WINTER PARK, FL 32789 — CONWILL ESTATES
3 Beds
3 Baths
2,608 sqft
0.27 acres
Built 1962
2-Car Garage

About This Property

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

Basics

Property Type
Residential
Property Subtype
Single Family Residence
MLS Number
O6402563
Year Built
1962
Levels
One
Architectural Style
Traditional
Additional Rooms
Den/Library/Office,Family Room,Formal Dining Room Separate,Inside Utility
Direction Faces
South
Occupant Type
Owner

Size & Structure

Living Area
2,608 sqft
Total Area
3,882 sqft
Lot Size
0.27 acres
Lot Sq Ft
11,551 sqft
Bedrooms
3
Full Baths
2
Half Baths
1
Garage Spaces
2
Stories
1

Interior

Flooring
Wood
Appliances
Bar Fridge, Dishwasher, Disposal, Gas Water Heater, Microwave, Range, Refrigerator, Tankless Water Heater
Interior Features
Crown Molding, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Walk-In Closet(s)
Laundry
Inside, Laundry Room
Fireplace
Yes — Family Room
Furnished
Unfurnished
A/C
Central Air
Heating
Central, Heat Pump

Exterior & Lot

Exterior Features
French Doors, Rain Gutters
Construction
Block, Stucco
Roof
Shingle
Foundation
Slab
Patio/Porch
Covered, Front Porch, Patio, Rear Porch
Fencing
Fenced, Vinyl
Lot Features
Landscaped

Water & Pool

Pool
Yes — Gunite, In Ground, Tile
Spa
Yes — In Ground

Community & HOA

HOA
No
Homestead
Yes

Utilities & Systems

Water
None
Sewer
Public Sewer
Utilities
Cable Connected, Electricity Connected, Propane, Sewer Connected
Cooling
Central Air
Heating
Central, Heat Pump
Flood Zone
X
Parking
Circular Driveway, Driveway, Garage Door Opener, Guest

Financial

List Price
$1,125,000
Annual Taxes
$4,880
Tax Year
2025
Listing Terms
Cash, Conventional
Special Conditions
None
Possession
Close Of Escrow

Schools

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

Location