Date
Details
Price
Change
Source
4/14/2026
Listed
$6,500
—
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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$6,500 Just Listed
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Property Description
Gorgeous single-family home in the "tree streets" of Winter Park now available for rent or purchase. Private pool, two car garage, fabulous location and newer construction! Don't wait! Modern Luxury in the Heart of Winter Park! Welcome to this stunning modern residence, thoughtfully constructed in 2023 by the original owner/builder, located in one of Winter Park's most sought-after neighborhoods. Designed with sleek sophistication and functional elegance, this fabulous home offers 4 bedrooms, 3 full baths, and a flexible layout perfect for today's lifestyle. The open-concept main floor features a beautifully appointed kitchen, a spacious dining area, and a light-filled living room complete with a designer fireplace and custom built-in shelving. The stunning kitchen boasts quartz counters, spacious cabinetry, KitchenAid appliances, and designer lighting. A fourth bedroom (currently used as a study) is also located on the main level. From the great room, expansive sliding glass doors lead out to the covered lanai, where you'll find an in-ground pool, a fully fenced yard, tongue-in-groove wood ceiling, and pre-plumbing in place for your dream summer kitchen-ideal for entertaining year-round. Upstairs, the luxurious primary suite provides a peaceful retreat with an oversized balcony overlooking the pool and rear yard. Two additional bedrooms are also featured on the second level, along with a second full bath. The first-floor office doubles as a fourth bedroom, with an adjacent full bath for guests or multi-generational living. This home boasts well-thought-out upgrades, including beautiful wood inlays in niches, open shelving, quartz countertops, slat wall features, and stunning light fixtures throughout. The work has been done for you in this like-new home! Located just steps from Phelps Park and minutes from the shops and dining of Park Avenue and the Winter Park Chain of Lakes, this home offers the perfect blend of modern design, comfort, and convenience. Don't miss your chance to rent or own this exceptional home in the heart of Winter Park!
Full Property Details
Full Property Details for 1521 Chestnut Ave
General
- Rent: $6,500
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: A4689928
- Updated: Today (4/14/2026)
- Added to Site: Today
Rental Information
- Lease/Rent Term: 12 Months
- Min. Lease: No Minimum
Interior
- Number of Rooms: 7
- Interior Features: High Ceilings, Living Room/Dining Room Combo, PrimaryBedroom Upstairs, Thermostat, Window Treatments
- Fireplace: Yes
- Fireplace(s): Electric, Family Room
- Appliances: Built-In Oven, Convection Oven, Cooktop, Refrigerator, Tankless Water Heater
- Furnishings: Unfurnished
- Flooring: Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, In Ground, Lighting, Tile
Exterior
- Exterior Features: Balcony, Irrigation System, Private Yard, Sliding Doors
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 32789 - Winter Park
- County: Orange
- Development Name: 32789 - Winter Park
- Subdivision: LAKE KNOWLES TERRACE
- Driving Directions: Palmer to north on Phelps. Left onto Chestnut to home on the right.
- Direction Faces: South
School Information
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
Community
- Community Name: 32789 - Winter Park
- Number of Pets: 1
- Pet Restrictions: No aggressive breeds.
Heating & Cooling
- Cooling Type: Central Air, Zoned
- Heating Type: Central, Zoned
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV Available, Electricity Connected, Sewer Connected, Water Connected
Structural Information
- Stories/Levels: Two
- Square Feet: 2,842
- Sq. Ft. Source: Builder
- Year Built: 2022
Lot Features
- Lot Size (Acres): 0.17
- Lot Size (Sq. Ft.): 7,469
- Lot Size: 7469
- Street/Road Desc.: Brick
- Fencing (Description): Fenced
Financial Considerations
- Lease Price: $6,500
- Application Fee: $500
- Security Deposit: $6,500
- Pet Deposit: $500
Disclosures and Reports
- APN: 322130453601180
- Property ID: 322130453601180
Listed by Compass Florida Llc
Schools
Schools serving 1521 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 | 1.5 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 1521 Chestnut Ave
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- Single Family
- Active
- Updated 11 days ago
- 4Beds
- 3Total Baths
- 2,470Sq. Ft.
Listed by Re/Max Assured
- Single Family
- Active
- 4Beds
- 3Total Baths
- 2,741Sq. Ft.
Listed by Hewitt Residential, Llc
- Single Family
- Active
- Updated 4 days ago
- 4Beds
- 3Total Baths
- 2,207Sq. Ft.
Listed by Kelly Price & Company Llc
- Single Family
- Active
- 4Beds
- 3Total Baths
- 1,946Sq. Ft.
Listed by Premier Sotheby's Intl. Realty
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- Condo
- Active
- Updated 4 days ago
- 2Beds
- 2Total Baths
- 1,048Sq. Ft.
Listed by Exp Realty Llc
- Condo
- Active
- Updated 19 hours ago
- 3Beds
- 3Total Baths
- 1,583Sq. Ft.
Listed by Kunert Realty Inc
- Condo
- Active
- Updated 4 days ago
- 3Beds
- 3Total Baths
- 1,962Sq. Ft.
Listed by Watson Realty Corp
- Condo
- Active
- Updated 3 days ago
- 2Beds
- 2Total Baths
- 992Sq. Ft.
Listed by Dalton Wade Inc
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- Condo
- Active
- Updated 4 days ago
- 2Beds
- 1Total Bath
- 1,051Sq. Ft.
Listed by Mila Realty
- Condo
- Active
- Updated 4 days ago
- 1Bed
- 1Total Bath
- 674Sq. Ft.
Listed by Exp Realty Llc
- Condo
- Active
- Updated 6 days ago
- 3Beds
- 2Total Baths
- 1,267Sq. Ft.
Listed by Gate Properties & Management Inc
- Condo
- Active
- Updated 17 hours ago
- 2Beds
- 2Total Baths
- 1,209Sq. Ft.
Listed by Bluehouse Realty Group Llc
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- Single Family
- Closed
- 4Beds
- 5Total Baths
- 3,611Sq. Ft.
Listed and Sold by Re/Max Assured
- Single Family
- Closed
- 5Beds
- 4Total Baths
- 2,743Sq. Ft.
Listed by Corcoran Premier Realty
Sold by Corcoran Premier Realty
Sold by Corcoran Premier Realty
- Single Family
- Closed
- 5Beds
- 4Total Baths
- 4,254Sq. Ft.
Listed and Sold by Re/Max 200 Realty
- Single Family
- Closed
- 4Beds
- 5Total Baths
- 3,022Sq. Ft.
Listed and Sold by Keller Williams Realty At The Parks
1521 Chestnut Avenue, Winter Park, FL 32789 (MLS# A4689928) is a Single Family property with 4 bedrooms and 3 full bathrooms. 1521 Chestnut Avenue is currently listed for rent at $6,500 and was received on April 14, 2026. Want to learn more about 1521 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.