1521 CHESTNUT AVENUE Winter Park, FL $ 1,899,900
1521 CHESTNUT AVENUE
$ 1,899,900
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1521 CHESTNUT AVENUE

Winter Park, FL, 32789
$ 1,899,900
Bedrooms4 Baths3.0 Sq 2,842

Monthly Estimate*

$ 11,698

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Single Family Home for sale in Winter Park, FL

for $1,899,900 with 4 bedrooms and 3 full baths. This 2,842 square foot home was built in 2022 on a lot size of 0.17.

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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Single Family Active

Price

$ 1,899,900

Bedrooms

4

Full Bath

3

Property Type

Single Family

Taxes

$ 20,569

Style

Single Family Residence

Lot Size

0.17

Year Built

2022

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

A4685113

Features
General
Sewer Public Sewer
Heating Central Zoned
Cooling Central Air Zoned
Utilities Cable Available Electricity Connected Sewer Connected Water Connected
Possession Close Of Escrow
Roof Shingle
Appliances Built-In Oven Convection Oven Cooktop Refrigerator Tankless Water Heater
Zoning R-1A
Garage Spaces 2
Pool Features Gunite In Ground Lighting Tile
Construction Materials Block Wood Frame
Year Built 2022
Levels Two
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name LAKE KNOWLES TERRACE
Facing Direction South
Garage Y/N true
Total Rooms 7
Full Baths 3
Status Active
Directions Palmer Avenue to north on Phelps. Turn left onto Chestnut to home on the right.
High School Winter Park High
City WINTER PARK
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 7469
Carport Y/N false
Listing Terms Cash Conventional VA Loan
Elementary School Lakemont Elem
Land Lease Y/N false
Tax Annual Amount 20569.64
Middle/Junior High School Maitland Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/A4685113
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 18
Legal Description LAKE KNOWLES TERRACE K/4 LOT 18 BLK 1
Minimum Lease No Minimum
Water Access Y/N false
Additional Rooms Inside Utility
Water View Y/N false
Flood Zone Code x
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Interior
Interior Amenities High Ceilings Living Room/Dining Room Combo PrimaryBedroom Upstairs Thermostat Window Treatments
Flooring Tile
Furnished Y/N Unfurnished
Fireplace Features Electric Family Room
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 0
Laundry Features Inside Laundry Room
Total Bedrooms 4
Total Baths 3
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Exterior
Exterior Amenities Balcony Irrigation System Private Yard Sliding Doors
Fencing Fenced
Water Source Public
Lot Size Area 7469
Foundation Details Slab
Spa false
Building Area Total 3703
Lot Size Acres 0.17
Road Surface Type Brick
Private Pool true
Waterfront Y/N false
Covered Spaces 2
Road Responsibility Public Maintained Road
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* Excluded Features
List By
Compass Florida Llc

Broker

susansilb@me.com

Email

Affordability Calculator

$13,412
Per Month
87%
13%
0%
Monthly Principal & Interest
$11,698
Monthly Property Taxes
$1,714
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
3/6/2026$1,899,900 Listed Price

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1521 CHESTNUT AVENUE, Winter Park, FL, 32789 is a Single Family Home for sale at $1,899,900 with 2,842 sqft and a lot size of 0.17. 1521 CHESTNUT AVENUE has 4 bedrooms, 3.0 baths, and was built in 2022. The property's zip code is 32789 which is in Winter Park, FL