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$1,999,900

1521 Chestnut Ave Winter Park, FL 32789

4 beds
3 full
3,117 sqft
0.2 acres
$642 / sqft
House

Property details

About 1521 Chestnut Ave

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!

Highlights

Home typeSingle Family Residence
HeatingCentral, Heat Pump, Zoned
StatusActive
CoolingCentral Air, Ductless, Zoned
Size3,117 sqft
Lot size0.17 Acres
Year built2022
MLS #A4651868
FireplaceElectric, Family Room
Private poolYes

Virtual tour

Summary

  • Full Bathrooms: 3
  • Appliances: Oven, Dishwasher, Exhaust Fan, Microwave, Refrigerator, Tankless Water Heater
  • Flooring Type: Tile
  • Interior: Built-in Features, Ceiling Fans(s), High Ceilings, Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Thermostat, Walk-In Closet(s)
  • Fireplace: Electric, Family Room
  • Total Bedroom Count: 4
  • Private Pool: Yes
  • Exterior: Balcony, Lighting, Sliding Doors
  • Architectural Style: Mid-Century Modern
  • Heating: Central, Heat Pump, Zoned
  • Cooling: Central Air, Ductless, Zoned
  • List Price: $1,999,900
  • Price/SqFt: $641
  • HOA Amount: $0
  • Annual Tax Amount: $18,116
  • Tax Year: 2023
  • Lot: Private, Bricked Street
  • Directions: Palmer Avenue to north on Phelps. Turn left onto Chestnut to home on the right.
  • Year Built: 2022
  • Stories: 2
  • Living Area: 3,117 SqFt
  • Lot Size: 0.17 Acres
  • MLS Number: A4651868
  • MLS Name: MFRMLS
  • Office Name: COMPASS FLORIDA LLC
  • Listing Agent: Sue Silberbusch

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Last updated on: 7/7/2025, 4:34:37 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

Price information

Property sales

DateEventPrice
May 06, 2019
Home Sold
$327,500

Tax history

YearAssessmentProperty Tax
2023$1,189,210$18,116
2022$325,000$5,021
2021$300,000$5,021
2020$336,671$4,731
2018$342,656$4,908
2017$292,440$4,385

History based on county public records data.

Nearby schools

6

Lakemont Elementary School

Public District KG-5

0.6 mi

901 N Lakemont Ave

9

Dommerich Elementary School

Public District KG-5

1.5 mi

601 N Thistle Ln

7

Brookshire Elementary School

Public District PK-5

1.7 mi

2500 Cady Way

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $75,154. The most common annual income of people living in Winter Park, FL is between $35k-100k. Typical family type is single, no kids. Residents of this area typically have post secondary degree education.

How much money do the neighbors make?

22%
<35k
40%
35k-100k
25%
100k-200k
13%
200k+

What level of education do the neighbors have?

No High School
High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

35%
Single, No Kids
8%
Single, with Kids
34%
Married, No Kids
23%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

17%
<11 yrs old
7%
12-17 yrs old
16%
18-34 yrs old
48%
35-64 yrs old
12%
65+ yrs old

What do the neighbors do for fun?

  • Hiking/backpackingHiking/backpacking
  • Skiing/snowboardingSkiing/snowboarding
  • PGA/LPGAPGA/LPGA

Where do the neighbors shop?

  • Nordstrom RackNordstrom Rack
  • NordstromNordstrom
  • Chico'sChico's

Where do the neighbors go to eat?

  • ChipotleChipotle
  • California Pizza KitchenCalifornia Pizza Kitchen
  • Bonefish GrillBonefish Grill

What do the neighbors drive?

  • MazdaMazda
  • BMWBMW
  • CadillacCadillac

What do the neighbors listen to?

  • RockRock
  • Talk/PersonalityTalk/Personality
  • ClassicalClassical
All data provided by Home Junction and Claritas

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Frequently asked questions

About 1521 Chestnut Ave

The listing price of 1521 Chestnut Ave property is $1,999,900.

The property 1521 Chestnut Ave is a house located in Winter Park, Florida, 32789.

Active Listing: 1521 Chestnut Ave is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 1521 Chestnut Ave are: Lakemont Elementary School (GreatSchools Rating 6/10), Dommerich Elementary School (GreatSchools Rating 9/10), Brookshire Elementary School (GreatSchools Rating 7/10), Maitland Middle School (GreatSchools Rating 4/10), Glenridge Middle School (GreatSchools Rating 6/10), South Seminole Middle School (GreatSchools Rating 4/10), Aloma High Charter (GreatSchools Rating 2/10), Winter Park High School (GreatSchools Rating 7/10), Lake Howell High School (GreatSchools Rating 6/10).

According to the records, the last property tax for 2023 is $18,116 (source: MLS/based on county public records data).

The last sale was on May 6, 2019 for $327,500 (source: MLS/tax record).

The property at 1521 Chestnut Ave has 4 bedrooms and 3 bathrooms.

The property 1521 Chestnut Ave is 3,117 SqFt (source: MLS/tax record).

The year of construction for 1521 Chestnut Ave is 2022.

This home is located at 1521 Chestnut Ave in Winter Park, FL and zip code 32789. This 3,117 square foot home, which was built in 2022, sits on a 0.17 acre lot. Features: 4 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since May 16, 2025 and is currently priced at $1,999,900.

Winter Park, FL housing market in June 2025 saw over 7 listings sold above listed price, more than 19 sold at listed price and over 58 sold below. In June 2025 in Winter Park, FL there were 5% less homes for sale than in May. In June 2025, listings were on the market for 41 days. During the same period, the median list price in this real estate market was $460,000.

From Rocket Homes Real Estate and based on county public records data.

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