David Shippey
863.521.4517

1521 Chestnut Avenue Winter Park Florida | Home for Sale

To schedule a showing of 1521 Chestnut Avenue, Winter Park, Florida, Call David Shippey at 863-521-4517 TODAY!

Open House
Sat Jul 26th, 1:00pm - 3:00pm

$1,899,900 | 4 beds | 3 full baths | N/A half baths | 2,843 sqft

$1,899,900 Reduced -$100,000
1521 Chestnut Avenue
Winter Park, FL 32789
  • 4Beds
  • 3.00Total Baths
  • 3 Full, 0 HalfBaths
  • 2,843SqFt
  • 2022Year Built
  • 0.17Acres
  • MLS# A4651868
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market2 months, 7 days
  • Area32789 - Winter Park
  • CountyOrange
  • Subdivision Lake Knowles Terrace

Overview

Modern Luxury in the Heart of Winter Park! Welcome to this stunning modern residence, built in 2023, located in one of Winter Parks 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 todays 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 kitchenideal 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 roomperfect 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!



Open House Info

Openhouse Start Time:
  Saturday, July 26th, 2025 @ 1:00 PM

Openhouse End Time:
  Saturday, July 26th, 2025 @ 3:00 PM

Agriculture / Farm

Association Fees / Info

Senior Community:  No

Association:  ,No,

Bathroom Info

Total Baths:  3.00

Fullbaths:  3

Building Info

Window Features:  Blinds

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  MidCenturyModern

Pool Features:  Gunite, InGround

Patio:  Balcony

Pool Private:  Yes

Exterior Features:  Balcony, SprinklerIrrigation, Lighting

Fees / Restrictions

Financial

Original Price:  $1,999,900

Fencing:  Wood

Garage / Parking

Open Parking:  No

Parking Features:  Driveway, GarageFacesSide

Attached Garage:  Yes

Garage:  Yes

Carport:  No

Green / Env Info

Interior Features

Fireplace Desc:  Electric, FamilyRoom

Fireplace:  Yes

Floors:  PorcelainTile

Levels:  Two

Spa:  No

Laundry Features:  Inside, LaundryRoom

Interior Features:  BuiltInFeatures, CeilingFans, HighCeilings, KitchenFamilyRoomCombo, OpenFloorplan, SolidSurfaceCounters, UpperLevelPrimary, WalkInClosets

Appliances:  BuiltInOven, Dishwasher, ExhaustFan, Microwave, Refrigerator, TanklessWaterHeater

Lot Info

Direction Remarks:  Palmer Avenue to north on Phelps. Turn left onto Chestnut to home on the right.

Lot Size Units:  Acres

Lot Size Acres:  0.17

Lot Sqft:  7,469

Lot Desc:  Private

Misc

Other

Special Conditions:  None

Other Rooms Info

Property Info

Section:  32

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Property Attached:  No

New Construction:  No

Construction Materials:  Block, Stucco, WoodFrame

Stories:  2

Total Stories:  2

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  7

Sqft Info

Sqft:  2,843

Bulding Area Sqft:  3,703

Living Area Units:  SquareFeet

Living Area Source:  Builder

Tax Info

Tax Year:  2,024

Tax Lot:  18

Tax Legal Description:  LAKE KNOWLES TERRACE K/4 LOT 18 BLK 1

Tax Block:  1

Tax Annual Amount:  20569.64

Tax Book Number:  K-4

Unit Info

Utilities / Hvac

Heating:  Central, HeatPump, Zoned

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, Ductless, Zoned, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableConnected, ElectricityConnected, HighSpeedInternetAvailable, Propane, SewerConnected, WaterConnected

Waterfront / Water

Waterfront:  No

View:  No

Schools

Elem:  Lakemont Elem

Middle:  Maitland Middle

High:  Winter Park High

Directions

Palmer Avenue to north on Phelps. Turn left onto Chestnut to home on the right.

This listing courtesy of Compass Florida Llc 

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Price & Status History (on davidshippey.com since Fri, May 16th 2025)
  • Original Price: $1,999,900
  • Current Price: $1,899,900
  • Price Reduced: $100,000
Date ChangedFromTo
07/22/2025$1,999,900 $1,899,900 Reduced by $100,000

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If you have any questions on 1521 Chestnut Avenue, Winter Park, Florida, please call David Shippey at 863-521-4517.


MLS# A4651868 located at 1521 Chestnut Avenue, Winter Park, Florida is brought to you by David Shippey REALTOR®

1521 Chestnut Avenue, Winter Park, Florida has 4 Beds, 3 Full Bath, and 0 Half Bath.
The MLS Number for 1521 Chestnut Avenue, Winter Park, Florida is A4651868.
The price for 1521 Chestnut Avenue, Winter Park, Florida is $1,899,900.
The status of 1521 Chestnut Avenue, Winter Park, Florida is Active.
The subdivision of 1521 Chestnut Avenue, Winter Park, Florida is Lake Knowles Terrace.
The home located at 1521 Chestnut Avenue, Winter Park, Florida was built in 2025.

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