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$1,040,000
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Property Description
Welcome home to this beautifully maintained property on more than a third of an acre in one of Winter Park's favorite neighborhoods -- affectionately known as the Tree Streets! 1711 Chestnut Ave blends classic Florida design with intentional, modern systems. In both the front and back of the home, you'll appreciate the attention to detail in the landscape design, which will be in full bloom each Spring. The irrigation system for the lawn is on it's own well system. Enter the home to enjoy two separate living spaces, a split plan that offers a spacious primary suite and three secondary bedrooms, and three full bathrooms. The kitchen has been renovated to include custom cabinetry, granite countertops, and stainless steel appliances. It is open to the Family Room with an incredible view of the oversized backyard and pool. The mature landscaping out back offers privacy to enjoy this retreat, complete with ample space for outdoor living and entertaining! Some notable upgrades to this property include brand new HVAC systems (2) in 2021 and 2022, water heater in 2019, hurricane-rated windows between 2015-2017, home security in 2015, engineered hardwood flooring in 2015, custom wood shutters in 2017, new pool pump in 2016, and a re-plumb in 2005. Zoned for highly rated Orange County Public Schools (Lakemont, Maitland, and Winter Park), you're also central to some of the best shopping and dining in Winter Park: 2 miles from Park Avenue, 0.4 miles from the Winter Park YMCA, 0.3 miles from Phelps Park (playground, pickleball, tennis), 1.5 miles from the nearest Publix, 1.1 miles from Interlachen Country Club, and 14 miles from Orlando International Airport.
Full Property Details
Full Property Details for 1711 Chestnut Ave
General
- Sold For: $1,040,000
- Taxes: $4,152 (2024)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6335913
- Added to Site: 150 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 3
- Interior Features: Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Skylight(s), Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
- Fireplace: Yes
- Fireplace(s): Family Room
- Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Range, Range Hood, Refrigerator, Washer
- Flooring: Engineered Hardwood, Slate
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: In Garage
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Deck, Diving Board, Gunite, In Ground, Outside Bath Access
- Security/Safety: Security System
Exterior
- Exterior Features: French Doors, Irrigation System, Lighting, Private Mailbox, Rain Gutters
- Deck/Patio: Deck, Front Porch, Patio
- Porch/Patio/Deck: Deck, Front Porch, Patio
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Garage Door Opener
Location
- Area: 32789 - Winter Park
- County: Orange
- Development Name: 32789 - Winter Park
- Subdivision: CONWILL ESTATES
- Driving Directions: From Aloma, head North on Lakemont Ave and continue straight onto Arbor Park Drive. Take a left onto Chestnut Ave and the property will be on your right before you get to the intersection at Phelps.
- 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, Zoned
- Heating Type: Central, Electric, Exhaust Fan, Heat Pump
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Cable Connected, Electricity Available, Electricity Connected, Phone Available, Public, Sewer Available, Sewer Connected, Sprinkler Well, Underground Utilities, Wate
Structural Information
- Architectural Info: Mid-Century Modern, Traditional
- Architectural Style: Mid-Century Modern, Traditional
- Exterior Const.: Block
- Roof: Built-Up, Shingle
- Windows: Shutters
- Stories/Levels: One
- Square Feet: 2,720
- Sq. Ft. Source: Owner
- Living Area: 2,720 Sq. Ft.
- Year Built: 1963
Lot Features
- Lot Size (Acres): 0.36
- Lot Size (Sq. Ft.): 15,847
- Lot Size: 15847
- Frontage: Street Unpaved
- Street/Road Desc.: Unimproved, Asphalt, Paved
- Fencing (Description): Fenced
Financial Considerations
- Tax Amount: $4,152.84
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: CONWILL ESTATES S/13 LOT 7 BLK A & E1/2OF VAC ST LYING W OF LOT 7
- Flood Zone Info: X
- APN: 322130170801070
- Property ID: 322130170801070
- Block/Lot/Section: A
Listed by Miller Grant and Company
Sold by Premier Sotheby's Intl. Realty
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Schools
Schools serving 1711 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 |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1711 Chestnut Ave
Date
Details
Price
Change
Source
10/03/2025
Sold
$1,040,000
—
MLS
8/20/2025
Listed
$1,040,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
1711 Chestnut Avenue, Winter Park, FL 32789 (MLS# O6335913) is a Single Family property that was sold at $1,040,000 on October 03, 2025. Want to learn more about 1711 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.

