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Photo 1 of 52: beautiful 1611 Chestnut Avenue
beautiful 1611 Chestnut Avenue
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1611 CHESTNUT AVENUE, WINTER PARK, FL 32789

LAKE KNOWLES TERRACE · Orange County

Key Facts

4Beds
4Baths
3,316Sq Ft
1973Year Built
0.17Lot (acres)
2Garage
2Stories

Description

NEW PRICE!! DON'T MISS THIS OPPORTUNITY! Situated on arguably the finest brick street in Winter Park, beneath a canopy of live oaks, this fully renovated 4-bedroom, 4-bath home delivers the rarest combination: the soul of an established neighborhood, unique charm and character, and the bones of new construction. Gutted to the studs and rebuilt with intention, every major system is new — electrical, Carrier ACs, roof, ductwork, drywall, Pella windows +++. With elevated finishes, like designer tile and quartz countertops as well as floors and beautifully reimagined kitchen and baths. A second-floor addition adds a sprawling 21 x 24 foot private primary suite and home office, one of the many reasons this an ideal setup for MULTIGENERATIONAL families and those who work from home. A welcoming fireplace, lush mature landscaping, butler's pantry, numerous built ins, custom tile work, and an address minutes from Park Avenue make this one of Winter Park's most compelling offerings. Come imagine the possibilities.

Property Information

Property Type

Residential

Sub-Type

Single Family Residence

Year Built

1973

Stories

2

Living Area

3,316 sq ft

Lot Size

0.17 acres

Garage Spaces

2

Ownership

Fee Simple

Zoning

R-1A

Days on Market

78

MLS® Listing#

O6402502

Property Features

Interior

Walk-In Closet(s)In-Law Floorplan

Appliances

DishwasherDisposalRangeRefrigerator

Cooling

Central Air

Heating

CentralElectric

Flooring

Ceramic TileHardwood

Fireplace

Family RoomStone

Parking

Attached

Laundry

Laundry Room

Construction

BlockStuccoFrame

Foundation

Slab

Roof

Shingle

Utilities

Electricity ConnectedSewer ConnectedWater Connected

Sewer

Public Sewer

Water Source

Public

Rooms

  • Bedroom 112x14First
  • Kitchen18x12First
  • Living Room16x21First
  • Master Bedroom21x24Second

Schools

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

Financial Details

HOA

None

Annual Taxes

$3,590

Tax year 2025

Parcel Number

32-21-30-4536-01-100

Directions

From Lakemont Ave and Aloma head north on Lakemont, straight onto Arbor Park Drive, left on Chestnut house is on the right

Affordability Calculator

$208,000

Estimated monthly payment

$5,535/mo

Principal $832,000 · Est. interest $1,160,714 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in WINTER PARK, FL

$380,518
Median Listing Price
76
Median Days on Market
1,685
Median Sq Ft
$223
Median Price / Sq Ft
3,298
Active Listings
  • This home’s price is 173% above the area median.
  • Its price per sq ft is 41% above the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in WINTER PARK, FL.

Location

  • 1611 CHESTNUT AVENUE, WINTER PARK, FL 32789

Points of Interest in WINTER PARK, FL

Showing the WINTER PARK area map.

Nearby Schools

  • Lakemont Elementary Pto

    Elementary · 0.5 mi away

  • The Geneva School

    School · 1.3 mi away

  • The Lyman School

    School · 1.3 mi away

  • St Margaret Mary Catholic Church

    School · 1.4 mi away

  • Dommerich Elementary School

    Elementary · 1.5 mi away

  • Methodist School for Early Education

    School · 1.5 mi away

  • Maitland Middle School

    Secondary · 1.6 mi away

  • Champions at Brookshire Elementary

    Elementary · 1.7 mi away

  • Aloma High School

    Secondary · 1.7 mi away

  • Aloma Elementary

    Elementary · 1.8 mi away

  • Lake Forrest Preparatory School

    Elementary · 1.8 mi away

  • Spring Education Group

    School · 2.0 mi away

  • Park Maitland School

    Elementary · 2.0 mi away

  • Maitland Montessori School

    Elementary · 2.1 mi away

  • 17吃瓜网

    School · 2.1 mi away

  • 51爆料

    School · 2.1 mi away

  • Winter Park High School

    Secondary · 2.1 mi away

  • Celandine Life-Prep Academy

    School · 2.2 mi away

  • International Community School

    Secondary · 2.2 mi away

  • Winter Park 9th Grade Center

    School · 2.2 mi away

Commute Calculator

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Nearby Homes

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Moving Cost Estimate

EXIT Agents in WINTER PARK

Listing Courtesy: FANNIE HILLMAN & ASSOCIATES - 407-644-1234

Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. 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. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright ©2026 MLS GRID. All Rights Reserved.

Last Updated: 2026-04-30

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by Orlando Regional. MLS® Listing#O6402502. © 2026EXIT Realty®. All rights reserved.