Date
Details
Price
Change
Source
4/03/2026
Listed
$4,150
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property Description
Welcome home to the heart of Winter Park's coveted Tree Streets. This beautifully remodeled single-family home sits on an oversized lot just moments from Interlachen Country Club and Winter Park Racquet Club, and is zoned for Lakemont Elementary, Maitland Middle, and Winter Park High School. Inside, natural light pours through windows in every room, giving the home a bright, airy feel throughout. The main living areas feature classic plantation shutters, while all bedrooms are fitted with blinds, a thoughtful touch that makes every space feel finished and move-in ready. Warm engineered hardwood floors, recessed lighting, and a flowing open layout connect the living room, dining area, and family room with ease. The chef's kitchen is the heart of the home, featuring granite countertops, a large center island, rich wood cabinetry, stainless steel appliances, and a professional-grade range hood, all opening into the spacious family room with its slate tile floors, wood-burning fireplace, built-in shelving, and French doors to the backyard. The primary suite overlooks the pool and rear yard, offering a serene and private feel. Its spa-inspired en suite bath features a dual-sink vanity, a walk-in tiled shower, and a private access directly to the backyard and pool, making it ideal for those who love to start or end the day outdoors. The second bedroom enjoys its own en suite bath. A third full bath serves the remaining bedrooms, beautifully updated with designer gold fixtures, modern vanity, and stylish lighting. The split bedroom layout offers privacy and flexibility for families, guests, or a dedicated home office. Out back, your private oasis awaits with a sparkling pool, concrete deck, lush lawn, and towering mature oaks creating that quintessential Winter Park canopy. Pool and lawn maintenance are included in rent, so you can simply enjoy. The attached 2-car garage includes laundry. No pets. No exceptions.
Full Property Details
Full Property Details for 1711 Chestnut Ave
General
- Rent: $4,150
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6396000
- Updated: Today (4/3/2026)
- Added to Site: Today
Rental Information
- Lease/Rent Term: 12 Months
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 11
- Interior Features: Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Kitchen and Family Room Combination, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s), Window Treatments
- Fireplace: Yes
- Fireplace(s): Family Room
- Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Range Hood, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Engineered Hardwood, Slate, Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: In Garage, Inside, Laundry Closet
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Deck, Diving Board, Gunite, In Ground, Outside Bath Access
- Security/Safety: Security System, Smoke Detector(s)
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: Head east on Palmer Avenue. Turn left onto Phelps Avenue. Continue on Phelps Avenue, then turn right onto Chestnut Avenue. Proceed along Chestnut Avenue, and the home will be on your left.
- 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, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable Connected, Electricity Connected, Phone Available, Sewer Connected, Sprinkler Well, Underground Utilities, Water Connected
Structural Information
- Windows: Shades, Shutters
- Stories/Levels: One
- Square Feet: 2,288
- Sq. Ft. Source: Public Records
- 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, Full Backyard
Financial Considerations
- Lease Price: $4,150
- Application Fee: $50
- Security Deposit: $5,000
Disclosures and Reports
- APN: 322130170801070
- Property ID: 322130170801070
Listed by Premier Sotheby's Intl. Realty
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 |
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 History for 1711 Chestnut Ave
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- Single Family
- Active
- Updated 11 days ago
- 4Beds
- 3Total Baths
- 2,509Sq. Ft.
Listed by Compass Florida Llc
- Single Family
- Active
- Updated 5 days ago
- 4Beds
- 3Total Baths
- 2,604Sq. Ft.
Listed by Realty International Llc
- Single Family
- Active
- 4Beds
- 3Total Baths
- 2,406Sq. Ft.
Listed by Keller Williams Winter Park
- Single Family
- Active
- 4Beds
- 3Total Baths
- 1,808Sq. Ft.
Listed by Tbro Realty Llc
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- Single Family
- Active
- Updated 1 day ago
- 2Beds
- 2Total Baths
- 1,301Sq. Ft.
Listed by Lpt Realty, Llc
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 2Total Baths
- 1,418Sq. Ft.
Listed by Nova Real Estate Services Inc
- Single Family
- Active
- Updated 4 days ago
- 4Beds
- 2Total Baths
- 1,649Sq. Ft.
Listed by Premier Sotheby's Intl. Realty
- Condo
- Active
- Updated 1 day ago
- 1Bed
- 1Total Bath
- 672Sq. Ft.
Listed by Magnus Realty Group Llc
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- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 3Total Baths
- 2,470Sq. Ft.
Listed by Re/Max Assured
- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 2Total Baths
- 1,204Sq. Ft.
Listed by 407 Properties
- Single Family
- Active
- Updated 12 hours ago
- 4Beds
- 5Total Baths
- 3,595Sq. Ft.
Listed by Corcoran Premier Realty
- Single Family
- Active
- Updated 3 days ago
- 4Beds
- 2Total Baths
- 1,930Sq. Ft.
Listed by Lpt Realty, Llc
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- Single Family
- Closed
- 3Beds
- 2Total Baths
- 1,499Sq. Ft.
Listed by Citarelli Realty Group Llc
Sold by The Axis Realty
Sold by The Axis Realty
- Single Family
- Closed
- 4Beds
- 4Total Baths
- 3,714Sq. Ft.
Listed by Fannie Hillman & Associates
Sold by Mary Heidrich
Sold by Mary Heidrich
- Single Family
- Closed
- 4Beds
- 3Total Baths
- 3,440Sq. Ft.
Listed and Sold by Fannie Hillman & Associates
- Single Family
- Closed
- 3Beds
- 2Total Baths
- 1,636Sq. Ft.
Listed by Belmont Realty
Sold by Belmont Realty
Sold by Belmont Realty
1711 Chestnut Avenue, Winter Park, FL 32789 (MLS# O6396000) is a Single Family property with 4 bedrooms and 3 full bathrooms. 1711 Chestnut Avenue is currently listed for rent at $4,150 and was received on April 03, 2026. Want to learn more about 1711 Chestnut Avenue? Do you have questions about finding other real estate for sale or rent in Winter Park? You can browse all Winter Park rentals or contact a Coldwell Banker agent to request more information.