Kathleen "Kate" Kennedy

(845) 461-9889
kate@kateinrealestate.com
$1,999,900
For Sale

1521 CHESTNUT AVENUE

Winter Park, FL 32789
3703 sqft | 4 beds | 3 baths | 0.17 acres | #A4651868
Browse 55 photos
Type:Purchase
Structure:House
Zone:Residential

Description

Modern Luxury in the Heart of Winter Park! Welcome to this stunning modern residence, built in 2023, 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, along with an oversized bonus room.
From the great room, expansive sliding glass doors lead out to the covered lanai, where you'll find an inground 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 multigenerational living.
The original two-car garage has been converted into a 425 sq ft air-conditioned bonus room—perfect as a media room, home gym, or additional 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!

  • Property Details
      • InteriorBuilt-in Features, Ceiling Fans(s), High Ceilings, Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Sur
      • Utility FeaturesBB/HS Internet Available, Cable Connected, Electricity Connected, Propane, Sewer Connected, Water Connected
      • Exterior MaterialsBalcony, Lighting, Sliding Doors
      • Property SubtypeSingle Family Residence
      • Lot DescriptionPrivate, Street Brick
      • SubdivisionLAKE KNOWLES TERRACE
      • High SchoolWinter Park High
      • Middle SchoolMaitland Middle
      • Elementary SchoolLakemont Elem
      • Sewer InformationPublic Sewer
      • Original List Price$1,999,900
      • Property TypePurchase
      • MLS #A4651868
      • MLS #A4651868
      • Taxes Annual$20,569
      • Cost1999900
      • Utility SourcePublic
      • CountyOrange
      • Acres0.17
      • Square Feet3703
      • Year Built2022
      • FoundationSlab
      • Days on Market (Cumulative)29
      • Bedrooms4
      • Bathrooms3
      • Full Baths3
      • Stories2

Location

Legal

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. Some IDX listings have been excluded from this website. Listing Information presented by local MLS brokerage: Kathleen "Kate" Kennedy

Last Updated: . Source: SMLS

Listing Courtesy
Listing Agent: Sue Silberbusch (#MFR261088462)
Listing Office: COMPASS FLORIDA LLC (#MFR274501900)

Kathleen "Kate" KennedyReal Estate Group
OR

Interested in Purchasing 1521 CHESTNUT AVENUE?

Get an estimate on monthly payments on this property.

$
years

Down Payment

$
%
10.0%

Interest Rate

%
6.0%

Tax Rate

%
2.6%
$
$
annually
$
monthly

Note: The results shown are estimates only and do not include all factors. Speak with a licensed agent or loan provider for exact details. This tool is sourced from CloseHack.

Estimated Monthly Payment
$0.00
Loan Amount
$0.00

Home

Account

    © 2025 Imagine Properties. All rights reserved.
    Website built by CloseHack!

    The information contained in this listing has not been verified by Northwest Multiple Listing Service (NWMLS) - WA and should be verified by the buyer.

    Based on information submitted to the MLS GRID as of 2025-06-09 15:11:18. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

    The database information herein is provided from and copyrighted by the Northwest Multiple Listing Service (NWMLS). NWMLS data may not be reproduced or redistributed and is only for people viewing this site. Listings that feature the "three tree" icon are provided courtesy of NWMLS. All information provided is deemed reliable but is not guaranteed and should be independently verified. All properties are subject to prior sale or withdrawal. All rights are reserved by copyright.

    Copyright 2024 Northwest Multiple Listing Service. All rights reserved.

    The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the NJMLS. Real estate listings held by brokerage firms other than Kathleen "Kate" Kennedy are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website. 

    All information deemed reliable but not guaranteed. Last date updated: 01/09/2023

    2023 New Jersey Multiple Listing Service, Inc. All rights reserved.  

    © BEACHES MLS. All rights reserved. Information Deemed Reliable, but Not Guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

    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. Some IDX listings have been excluded from this website. Listing Information presented by local MLS brokerage: Kathleen "Kate" Kennedy

    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.