Date
Details
Price
Change
Source
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.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/40
$1,125,000 Just Listed
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/40
Property 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.
Full Property Details
Full Property Details for 1723 Chestnut Ave
General
- Price: $1,125,000
- Taxes: $4,879 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6402563
- Updated: 5/7/2026
- Added to Site: 1 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
- 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
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 1723 Chestnut Ave —
Anne Rogers Realty Group Inc
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 1723 Chestnut Ave
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Lakemont Elementary School 901 North Lakemont Avenue, Winter Park, FL 32792 | K-5 | 0.5 mi |
Maitland Middle School 701 North Thistle Lane, Maitland, FL 32751 | 6-8 | 1.6 mi |
Winter Park High School 2100 Summerfield Road, Winter Park, FL 32792 | 9-12 | 2.1 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
Tax History
Tax History for 1723 Chestnut Ave
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,880
4%
$331,007
6%
2024
$4,687
5%
$313,222
3%
2023
$4,471
15%
$304,099
6%
2021
$3,901
-1%
$286,643
-3%
2022
$3,951
1%
$295,242
4%
2021
$3,901
1%
$282,685
2%
2019
$3,870
1%
$276,329
2%
2018
$3,845
1%
$271,177
2%
2017
$3,805
2%
$265,599
2%
2016
$3,725
-2%
$260,136
1%
2015
$3,814
-1%
$258,328
1%
2014
$3,846
2%
$256,278
1%
2013
$3,758
—
$252,491
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1723 Chestnut Ave
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- 3Beds
- 3Total Baths
- 2,160Sq. Ft.
Listed by Charles Rutenberg Realty Orlando
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 3Total Baths
- 2,349Sq. Ft.
Listed by Kelly Price & Company Llc
- Single Family
- Active
- Updated 20 hours ago
- 3Beds
- 3Total Baths
- 2,578Sq. Ft.
Listed by Keller Williams Winter Park
- Single Family
- Active
- 3Beds
- 4Total Baths
- 2,413Sq. Ft.
Listed by The Agency Fl
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 2 hours ago
- 3Beds
- 3Total Baths
- 2,066Sq. Ft.
Listed by Jeff Clark (407) 733-0773
- Condo
- Active
- Updated 2 days ago
- 2Beds
- 2Total Baths
- 1,432Sq. Ft.
Listed by Nexthome Neighborhood Realty
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 4Total Baths
- 3,902Sq. Ft.
Listed by Creegan Group
- Single Family
- Active
- Updated 18 hours ago
- 3Beds
- 2Total Baths
- 1,697Sq. Ft.
Listed by Central Florida Realty Experts
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Townhouse
- Active
- Updated 3 days ago
- 3Beds
- 3Total Baths
- 1,751Sq. Ft.
Listed by Shirley Jones (407) 719-9180
- Single Family
- Active
- Updated 6 days ago
- 3Beds
- 3Total Baths
- 2,021Sq. Ft.
Listed by Lisa Realty Partners
- Condo
- Active
- Updated 6 days ago
- 2Beds
- 2Total Baths
- 816Sq. Ft.
Listed by Hamilton Group Realty
- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 2Total Baths
- 1,254Sq. Ft.
Listed by Palmano Group Re Brokerage Llc
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Closed
- 4Beds
- 3Total Baths
- 2,635Sq. Ft.
Listed by Kim Burst Wood
Sold by Corcoran Premier Realty
Sold by Corcoran Premier Realty
- Single Family
- Closed
- 3Beds
- 4Total Baths
- 1,942Sq. Ft.
Listed by Kelly Price & Company Llc
Sold by Keller Williams Realty At The Parks
Sold by Keller Williams Realty At The Parks
- Single Family
- Closed
- 4Beds
- 4Total Baths
- 2,540Sq. Ft.
Listed by Premier Sotheby's Intl. Realty
Sold by Devin Loh
Sold by Devin Loh
- Single Family
- Closed
- 4Beds
- 3Total Baths
- 2,841Sq. Ft.
Listed by Stellar Non-Member Office
Sold by Kelly Price & Company Llc
Sold by Kelly Price & Company Llc
1723 Chestnut Avenue, Winter Park, FL 32789 (MLS# O6402563) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 1723 Chestnut Avenue is currently listed for $1,125,000 and was received on May 07, 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.