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Single family home for sale at 1621 Chestnut Ave, Winter Park, FL 32789 | MLS# O6435086 | Listing updated on 2026-10-11
Photo 1 of Single family home for sale at 1621 Chestnut Ave, Winter Park, FL 32789 | MLS# O6435086 | Listing updated on 2026-10-11
Photo 2 of Single family home for sale at 1621 Chestnut Ave, Winter Park, FL 32789 | MLS# O6435086 | Listing updated on 2026-10-11
Photo 3 of Single family home for sale at 1621 Chestnut Ave, Winter Park, FL 32789 | MLS# O6435086 | Listing updated on 2026-10-11
Photo 4 of Single family home for sale at 1621 Chestnut Ave, Winter Park, FL 32789 | MLS# O6435086 | Listing updated on 2026-10-11
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$879,000

Monthly Est:$4,375

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon2,022sqft

1621 Chestnut Ave, Winter Park, FL 32789

$4,375/moEst:

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  • Single Family Residence

  • Built in 1970

  • $-- HOA

  • 7,512 sqft lot

  • $435/sq.ft

Description

Welcome to 1621 Chestnut Avenue, ideally situated in the heart of Winter Park's coveted "Tree Streets" neighborhood. Offered at $879,000, this single-story block home sits on a generous 50x150' lot and offers 2,022 square feet of living space with 3 bedrooms and 2.5 baths. Whether you envision a thoughtful remodel or a ground-up new build, this property presents outstanding potential in one of Winter Park's most desirable pockets, where similar transformations are already reshaping the streetscape.

Inside, tile flooring flows through the main living areas, complementing a versatile layout that includes a formal living room, a combined kitchen and dining area, and a sep
arate den with pocket doors perfect for a home office or media room. The oversized bedrooms offer generous space throughout, including a primary suite with a private en suite bath. Two additional guest bedrooms share a convenient Jack-and-Jill bathroom, ideal for family or guests.

At the rear of the home, an enclosed sunroom provides a peaceful retreat overlooking the well-manicured backyard, a tranquil spot to relax and unwind. With its prime location, solid bones, and abundant possibilities, 1621 Chestnut Avenue is ready for its next owner to make it their own.

  • Houzeo last checked: 14 minutes ago
  • Listing updated: October 11, 2026 at 8:07 pm
  • Listing Provided by: Kelly Price (407) 645-4321 | KELLY PRICE & COMPANY LLC (407) 645-4321
  • Source: Stellar MLS-FL | MLS#: O6435086 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Orange County

  • City

    Winter Park

  • Neighborhood

    --

  • Year Built

    1970

  • HOA Fees

    -

  • Finished Area

    2,022 sqft

  • Lot Size

    7,512 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6435086

  • MLS Status

    Active

  • Days on Market

    52

  • Cumulative Days on Market

    43

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 3

  • Living Room

    Level: First

    Area: 204.00 Square Feet

    Dimensions: 12x17

  • Dining Room

    Level: First

    Area: 187.00 Square Feet

    Dimensions: 17x11

  • Kitchen

    Level: First

    Area: 154.00 Square Feet

    Dimensions: 14x11

  • Den

    Level: First

    Area: 192.00 Square Feet

    Dimensions: 16x12

  • Primary Bedroom

    Level: First

    Area: 168.00 Square Feet

    Dimensions: 14x12

  • Bedroom 2

    Level: First

    Area: 192.00 Square Feet

    Dimensions: 16x12

  • Bedroom 3

    Level: First

    Area: 240.00 Square Feet

    Dimensions: 16x15

  • Laundry

    Level: First

    Area: 96.00 Square Feet

    Dimensions: 8x12

Interior

  • Heating

    Central, Electric

  • Flooring

    Carpet, Tile, Wood

  • Sewer

    Public Sewer

  • Interior Features

    Ceiling Fans(s)

  • Exterior Features

    Sidewalk

  • Cooling

    Central Air

  • Appliances

    Built In Oven, Cooktop, Dishwasher, Refrigerator

Construction

  • Year Built

    Year Built: 1970

  • Home type

    Single Family Residence

  • Construction Materials

    Block

  • Foundation Details

    Slab

  • Roof

    Shingle

Utilities & Energy

  • Laundry Features

    Laundry Room

  • Utilities

    Bb/hs Internet Available, Cable Available

  • Water Source

    Public

  • Parking Features

    Driveway

Other Features

  • Vegetation

    Trees/landscaped

  • Subdivision Name

    Lake Knowles Terrace

Price History

DateEventPrice

09/24/2026

Source: mls_logoStellar MLS-FL #MFRO6435086

Listed for Sale

$899,000 +2.28%

$445/sqft

09/24/2026

Source: mls_logoStellar MLS-FL #MFRO6435086

Price Decreased

$879,000 -2.22%

$435/sqft

09/18/2026

Source: mls_logoStellar MLS-FL #MFRO6435086

Contingent (Active Under Contract)

$899,000 +87.68%

$445/sqft

03/31/2006

Source: mls_logoStellar MLS-FL #MFRO4631573

Listing Removed

$479,000

$237/sqft

Nearby Homes

Based on information from Stellar MLS® through Oct 12, 2026, 04:30AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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