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$1,899,900
1 Day On Site

1521 CHESTNUT AVENUE
WINTER PARK, FL 32789

For Sale|Single Family Residence|Active
4
Beds
3
Total Baths
3
Full Baths
2,842
SqFt
$669
/SqFt
2022
Built
Subdivision:
LAKE KNOWLES TERRACE
County:
Orange
Call Now: (647) 360-6433
Is this the listing for you? We can help make it yours.
(647) 360-6433
1521 CHESTNUT AVENUE1521 CHESTNUT AVENUE1521 CHESTNUT AVENUE1521 CHESTNUT AVENUE
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Mortgage Calculator

Monthly Payment (Est.)

$8,668
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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!

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Listing Snapshot
Price 
$1,899,900
Days On Site 
1 Day
Bedrooms 
4
Inside Area (SqFt) 
2,842 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
0.17 Acres
Year Built 
2022
MLS® Number 
A4685113
Status 
Active
Property Tax 
$20,569.64
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Builder
Friends & Family
Recent Activity
12 hours agoListing updated with changes from the MLS®
yesterdayListing first seen on site
General Features
Acres 
0.17
Attached Garage 
Yes
Direction Faces 
South
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Number Of Stories 
2
Parking 
Attached
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
3703
Utilities 
Cable AvailableElectricity ConnectedSewer ConnectedWater Connected
Water Source 
Public
Zoning 
R-1A
Interior Features
Appliances 
Convection OvenCooktopRefrigeratorTankless Water Heater
Cooling 
Central AirZoned
Fireplace 
Yes
Fireplace Features 
ElectricFamily Room
Flooring 
Tile
Furnished 
Unfurnished
Heating 
CentralZoned
Interior 
High Ceilings
Laundry Features 
InsideLaundry Room
Bedroom 2 
Dimensions - 13x12Level - First
Bedroom 3 
Dimensions - 13x11Level - Second
Bedroom 4 
Dimensions - 13x10Level - Second
Dining Room 
Level - First
Great Room 
Dimensions - 23x18Level - First
Kitchen 
Dimensions - 14x12Level - First
Master Bedroom 
Dimensions - 18x13Level - SecondFeatures - Double Vanity
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Exterior Features
Construction Details 
BlockFrame
Exterior 
BalconyPrivate Yard
Fencing 
Fenced
Pool Features 
GuniteIn GroundTilePrivate
Private Pool 
Yes
Roof 
Shingle
Community Features
Financing Terms Available 
CashConventionalVA Loan
MLS Area 
32789 - Winter Park
Township 
21
Schools
School District
Unknown
Elementary School
Lakemont Elem
Middle School
Maitland Middle
High School
Winter Park High
Listing courtesy of COMPASS FLORIDA LLC (407) 252-3157



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-03-07 02:29 AM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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