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1521 Chestnut Avenue, Winter Park, FL 32789

$1,899,900

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Property Description

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!

1521 Chestnut Avenue | MLS# A4685113

This single family home located at 1521 Chestnut Avenue, Winter Park, FL 32789 is currently listed for sale with an asking price of $1,899,900. This property was built in 2022 and has 4 bedrooms and 3 full baths with 2842 sq. ft. Chestnut Avenue is located in the LAKE KNOWLES TERRACE subdivision. Search LAKE KNOWLES TERRACE real estate on jsaint.watsonrealtycorp.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air, Zoned
Fenced: Yes
Garage: 2 car attached
Heating: Central, Zoned
Lot Size: 0.17 Acres
Roof Type: Shingle
Stories: 2.0
Taxes: $20,569
Year Built: 2022
Square Feet: 2,842

Amenities

High Ceilings
Living Room/Dining Room Combo
PrimaryBedroom Upstairs
Thermostat
Window Treatments
Balcony
Private Yard
Sliding Doors

Feature Descriptions

Additional Rooms: Inside Utility
Appliances: Built-In Oven, Convection Oven, Cooktop, Refrigerator, Tankless Water Heater
Days on Site: 6
Directions: Palmer Avenue to north on Phelps. Turn left onto Chestnut to home on the right.
Exterior: Block, Frame
Fencing: Fenced
Fireplace: Electric, Family Room
Fireplace Y/N: Yes
Flood Zone Code: x
Flooring: Tile
Foundation: Slab
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, VA Loan
Lot Dimensions: 0.17
Other Equipment: Irrigation Equipment, Private Yard
Ownership: Fee Simple
Pool: Gunite, In Ground, Lighting, Tile
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Appointment Only, ShowingTime
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: Cable Available, Electricity Connected, Sewer Connected, Water Connected
Water: Public
Water Access Y/N: No
Zoning: R-1A

Room Sizes

Great Room: 23x18
Kitchen: 14x12
Primary Bedroom: 18x13
Bedroom 2: 13x12
Bedroom 3: 13x11
Bedroom 4: 13x10

Local Schools

High School: Winter Park High
Middle School: Maitland Middle
Elementary School: Lakemont Elem

Listed By / Shown By

Listed By

Agency Name: COMPASS FLORIDA LLC
Agency Contact: 941-279-3630

Shown By

Agent Name: Jennifer Saint
Agent Phone: (904) 477-0891
Agency Title: Watson Realty Corp., REALTORS ®

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Estimated Payment

$ 11,429.83 per month $9,161.60 Principal & Interest $1,714.08 Property Tax $554.14 Homeowner's Insurance

Change Payment Information

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 03/12/2026. The listing information on this page last changed on 03/12/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 03/12/2026 2:58:28 AM EST) or GAMLS (last updated Wed 03/11/2026 11:14:54 PM EST) or Stellar MLS (last updated Thu 03/12/2026 1:59:09 AM EST) or SPC MLS (last updated Wed 03/11/2026 11:20:33 PM EST) or Martin MLS (last updated Wed 03/11/2026 11:38:11 PM EST) or Indian River MLS (last updated Wed 03/11/2026 11:30:23 PM EST) or Daytona MLS (last updated Wed 03/11/2026 11:36:50 PM EST) or Northeast Florida MLS (last updated Thu 03/12/2026 12:18:43 AM EST) or Beaches MLS (last updated Thu 03/12/2026 2:36:11 AM EST) or BORMLS (last updated Wed 03/11/2026 11:16:09 PM EST) or Golden Isles MLS (last updated Wed 03/11/2026 11:26:30 PM EST) or Amelia/Nassau MLS (last updated Wed 03/11/2026 11:25:21 PM EST) or Dixie Gilchrist Levy MLS (last updated Wed 03/11/2026 11:42:21 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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