Price Reduced 5.26%

$1,799,900 ($633.32 per sqft)

Est. Mortgage $8,749/mo *

Quick Pre-Approval

Price History

$1,899,900
3/6/2026

$1,849,900
4/4/2026

$1,799,900
4/10/2026


1521 CHESTNUT AVENUE, Winter Park, FL, 32789

1521 CHESTNUT AVENUE, Winter Park, FL, 32789

7 rooms

4 beds

3 Full baths

2022

2,842 sqft

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. The side entry two-car garage was once converted into a 425 sq ft air-conditioned bonus room—perfect as a media room, home gym, or additional living space. This could easily be converted back if the next owner requires more living space. 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 own this exceptional home in the heart of Winter Park!


Status:

Active

Type:

Single-family residential

Furnished Remarks:

Unfurnished

Laundry Remarks:

Inside, Laundry Room

Subdivision:

LAKE KNOWLES TERRACE

Garage:

2-car

Heating:

Central, Zoned

Cooling:

Central Air, Zoned

Levels:

2

Acreage:

0.17

Est. Taxes:

$20,570

Construction

Block, Wood Frame

Utilities

Cable Available, Electricity Connected, Sewer Connected, Water Connected

Elementary School:

Lakemont Elem

Middle School:

Maitland Middle

High School:

Winter Park High

Days on Market:

37

Appliances:

Built-In Oven, Convection Oven, Cooktop, Refrigerator, Tankless Water Heater

Pool:

Gunite, In Ground, Lighting, Tile

Min Lease Term:

No Minimum

MLS #:

A4685113


Community Info

School Info

Walk Score

Yelp


Listing courtesy of Compass Florida LLC 941-279-3630