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$1,201,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,608 Sq. Ft.
  • Updated 5 days ago
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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.

Full Property Details for 1723 Chestnut Ave

General

  • Sold For: $1,201,000
  • Taxes: $4,879 (2025)
  • Status: Closed
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6402563
  • Added to Site: 47 day(s) ago

Rental Information

  • Min. Lease: 7 Months

Interior

  • Number of Rooms: 9
  • Interior Features: Crown Molding, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Family Room
  • Appliances: Bar Fridge, Dishwasher, Disposal, Gas Water Heater, Microwave, Range, Refrigerator, Tankless Water Heater
  • Furnishings: Unfurnished
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, In Ground, Tile
  • Spa: Yes
  • Spa Description: In Ground

Exterior

  • Exterior Features: French Doors, Irrigation System, Rain Gutters
  • Deck/Patio: Covered, Front Porch, Patio, Rear Porch
  • Porch/Patio/Deck: Covered, Front Porch, Patio, Rear Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Circular Driveway, Driveway, Garage Door Opener, Guest

Location

  • Area: 32789 - Winter Park
  • County: Orange
  • Development Name: 32789 - Winter Park
  • Subdivision: CONWILL ESTATES
  • Driving Directions: From 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
  • Direction Faces: South

School Information

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

Community

  • Community Name: 32789 - Winter Park

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Heat Pump

Utilities

  • Sewer: Public Sewer
  • Water: None
  • Utility Description: Cable Connected, Electricity Connected, Propane, Sewer Connected

Structural Information

  • Architectural Info: Traditional
  • Architectural Style: Traditional
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 2,608
  • Sq. Ft. Source: Public Records
  • Living Area: 2,608 Sq. Ft.
  • Year Built: 1962

Lot Features

  • Lot Size (Acres): 0.27
  • Lot Size (Sq. Ft.): 11,551
  • Lot Size: 11551
  • Lot Dimensions: 77 x 150
  • Street/Road Desc.: Asphalt
  • Fencing (Description): Fenced, Vinyl

Financial Considerations

  • Tax Amount: $4,879.56
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: CONWILL ESTATES S/13 LOT 6 BLK A
  • Flood Zone Info: X
  • APN: 322130170801060
  • Property ID: 322130170801060
  • Block/Lot/Section: A

Listed by Anne Rogers Realty Group Inc
Sold by Kelly Price & Company Llc

Listing agent

— 1723 Chestnut Ave —

  • Anne Rogers Realty Group Inc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1723 Chestnut Ave

School District:Orange County School District
NameGradesDistance
Lakemont Elementary School
901 North Lakemont Avenue, Winter Park, FL 32792
K-50.5 mi
Maitland Middle School
701 North Thistle Lane, Maitland, FL 32751
6-81.6 mi
Winter Park High School
2100 Summerfield Road, Winter Park, FL 32792
9-122.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1723 Chestnut Ave

Date
Details
Price
Change
Source
6/18/2026
Sold
$1,201,000
6.76%
MLS
5/07/2026
Listed
$1,125,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Anne Rogers Realty Group Inc
Sold by Kelly Price & Company Llc

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1723 Chestnut Avenue, Winter Park, FL 32789 (MLS# O6402563) is a Single Family property that was sold at $1,201,000 on June 18, 2026. Want to learn more about 1723 Chestnut Avenue? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.