RENTED JAN 8, 2026

1641 Chestnut Ave Winter Park, FL 32789

Estimated Value: $740,000 - $895,000

3 Beds
3 Baths
1,750 Sq Ft
$463/Sq Ft Est. Value

Last Sold August 16, 2013

Last sale price $290,000 $166 Per Sq Ft

Est. 179% increase in value since last sale

Current estimated payment $4,535/month

Highlights

  • 1 Car Attached Garage
  • Central Heating and Cooling System
  • 1-Story Property
  • Winter Park High Rated A
  • Ceiling Fan

About This Home

As of January 2026

Welcome to your new home nestled along Winter Park’s coveted tree-lined Chestnut Avenue. This beautiful 3 bedroom, 3 bathroom home blends classic charm with modern updates and is perfectly situated near Park Avenue, Phelps Park, the YMCA, Winter Park golf course, and Lakemont Elementary School. Upon entering, you’ll be greeted by gleaming hardwood floors flowing through an inviting, light-filled layout. The heart of the home is the window-lined kitchen, thoughtfully refreshed with newer cabinetry, appliances, and a cozy eat-in bar, perfect for casual dining or morning coffee. The peaceful primary suite offers a serene retreat, complete with elevated ceilings and direct views of the outdoors. Step outside onto the private brick patio and enjoy the fenced backyard. With its delightful updates, prime location near schools, parks, and Park Avenue’s vibrant shops and restaurants, this home is sure to capture your heart. Schedule a showing or submit an application online. All Real Property Management & Realty residents enjoy convenience and well-maintained homes, with our safe and secure online portal where you can submit maintenance requests and pay online with multiple payment options, and a 24/7 emergency maintenance response team. Please note the listed amenities may not be accurate.

Last Agent to Rent the Property

Matthew Kirsch

REAL PROPERTY MANAGEMENT AND REALTY Brokerage Phone: 407-897-3366 License #3289680 Listed on: 08/26/2025

Last Renter's Agent

Shelby Kirsch

REAL PROPERTY MANAGEMENT AND REALTY License #3573175

Home Details

Home Type

  • Single Family

Year Built

  • Built in 1959

Lot Details

  • 7,520

Parking

  • 1 Car Attached Garage

Interior Spaces

  • 1,750 Sq Ft Home
  • 1-Story Property
  • Ceiling Fan
  • Washer and Electric Dryer Hookup

Kitchen

  • Range
  • Microwave
  • Dishwasher

Bedrooms and Bathrooms

  • 3 Bedrooms
  • 3 Full Bathrooms

Additional Features

  • 7,520 Sq Ft Lot
  • Central Heating and Cooling System

Community Details

  • Property has a Home Owners Association
  • Lake Knowles Terrace Subdivision

Listing and Financial Details

  • Residential Lease
  • Security Deposit $3,245
  • Property Available on 8/26/25
  • 12-Month Minimum Lease Term
  • Available 1/8/26
  • $85 Application Fee
  • Assessor Parcel Number 32-21-30-4536-01-070

Home Details

Home Type

Single Family

Year Built

Built in 1959

Lot Details

0

Parking

1

Rental Info

  • Furnished: Unfurnished
  • Lease Amount Frequency: Monthly
  • Pets Allowed: Yes
  • Available Date: 2025-08-26
  • Long Term YN: 1
  • Security Deposit: 3245
  • Expected Lease Date: 2026-01-08T00:00:00.000

Listing Details

  • Property Type: Residential Lease
  • Property Sub Type: Single Family Residence
  • Living Area: 1750
  • Lot Size Acres: 0.17
  • New Construction: No
  • Year Built: 1959
  • Building Area Total: 1750
  • Lease Term: Twelve Months
  • Lot Size Sq Ft: 7520
  • Owner Pays: None
  • Status: Leased
  • Building Area Total Srch Sq M: 162.58
  • Number Of Pets: 2
  • RATIO Current Price By Calculate: 1.88
  • Water Access YN: 0
  • MFR_InLawSuiteYN: 0
  • Attribution Contact: 407-897-3366
  • Special Features: VirtualTour

Interior Features

  • Living Area Units: Square Feet
  • Full Bathrooms: 3
  • Interior Amenities: Ceiling Fans(s)
  • Appliances Included: Dishwasher, Microwave, Range, Refrigerator
  • Total Bedrooms: 3
  • Levels: One
  • Stories: 1
  • Living Area Meters: 162.58

Exterior Features

  • Pool Private: No
  • Waterfront: No
  • Road Surface Type: Paved
  • Water View YN: 0
  • Waterfront Feet Total: 0

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 1
  • Garage Yn: Yes

Utilities

  • Cooling: Central Air
  • Heating: Central
  • Laundry Features: Electric Dryer Hookup, Washer Hookup

Condo/Co-op/Association

  • Association Name: N/A
  • Association: Yes
  • Senior Community: No
  • Pet Restrictions: Approved animal requires a non-refundable fee of $200.00 per animal. An additional monthly fee of $25.00 per animal is added to the monthly rent as additional rent. Non-Aggressive Breeds.
  • Association Fee Requirement: None
  • Max Pet Weight: 50
  • Pet Size: Medium (36-60 Lbs.)

Fee Information

  • Total Annual Fees: 0.00
  • Total Monthly Fees: 0.00
  • Application Fee: 85

Lot Info

  • Parcel Number: 32-21-30-4536-01-070

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Mar 16, 2013
Closed on
Aug 16, 2013
Sold by
Gardner Meredith S and Speer Meredith
Bought by
Doepker Amanda M
Buyer's Agent
Kathryn McCrea
MCCREA REALTY LLC
List Price
$319,000
Sold Price
$290,000
Premium/Discount to List
-$29,000
-9.09%
Current Estimated Value
$810,314

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$520,314
Avg. Annual Appreciation
8.62%
Original Mortgage
$232,000
Outstanding Balance
$173,148
Interest Rate
4.48%
Mortgage Type
New Conventional
Estimated Equity
$637,166

Purchase Details

Closed on
Jan 26, 2006
Sold by
Cooke Bradley W and Cooke Bradley W
Bought by
Speer Meredith

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$260,000
Interest Rate
6.08%
Mortgage Type
New Conventional

Purchase Details

Closed on
Apr 22, 2002
Sold by
Kathleen A Keller I
Bought by
Cooke Bradley W

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$200,000
Interest Rate
6.89%
Mortgage Type
New Conventional

Purchase Details

Closed on
Apr 10, 2000
Sold by
Bock Lucretia C
Bought by
Keller Kathleen A

Purchase Details

Closed on
Mar 2, 1999
Sold by
Udo Garbe Tr
Bought by
Bock Lucretia C

Purchase Details

Closed on
Jan 18, 1994
Sold by
Walker William A and Ahalt Beulah T
Bought by
Garbe Udo

Purchase Details

Closed on
Jun 29, 1993
Sold by
Clerk Circuit Court
Bought by
Walker Ii William A and Ahalt Beulah T
Source: Public Records

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
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Average Value
Not Available
List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Purchase History

Date Buyer Sale Price Title Company
Doepker Amanda M $290,000 None Available
Speer Meredith -- None Available
Cooke Bradley W $266,500 --
Keller Kathleen A $217,000 --
Bock Lucretia C $99,000 --
Garbe Udo $80,500 --
Walker Ii William A $1,000 --
Source: Public Records

Mortgage History

Date Status Borrower Loan Amount
Open Doepker Amanda M $232,000
Previous Owner Speer Meredith $260,000
Previous Owner Bock Lucretia C $235,000
Previous Owner Bock Lucretia C $200,000
Previous Owner Bock Lucretia C $25,000
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
01/08/2026 01/08/26 Rented $3,295 0.0% --
12/10/2025 12/10/25 Under Contract -- -- --
11/10/2025 11/10/25 Price Changed $3,295 -5.7% $2 / Sq Ft
10/13/2025 10/13/25 Price Changed $3,495 -2.8% $2 / Sq Ft
09/29/2025 09/29/25 Price Changed $3,595 -2.7% $2 / Sq Ft
09/11/2025 09/11/25 Price Changed $3,695 -7.5% $2 / Sq Ft
08/26/2025 08/26/25 For Rent $3,995 0.0% --
05/26/2015 05/26/15 Off Market $290,000 -- --
08/16/2013 08/16/13 Sold $290,000 -1.7% $166 / Sq Ft View Prior Sale
07/03/2013 07/03/13 Pending -- -- --
06/28/2013 06/28/13 Price Changed $295,000 -1.3% $169 / Sq Ft
06/05/2013 06/05/13 Price Changed $299,000 -3.5% $171 / Sq Ft
05/10/2013 05/10/13 Price Changed $309,900 -1.6% $177 / Sq Ft
04/13/2013 04/13/13 Price Changed $315,000 -1.3% $180 / Sq Ft
03/16/2013 03/16/13 For Sale $319,000 -- $182 / Sq Ft
Source: Stellar MLS

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $4,066 $309,458 -- --
2024 $3,903 $300,737 -- --
2023 $3,903 $283,749 $0 $0
2022 $3,646 $275,484 $0 $0
2021 $3,598 $267,460 $0 $0
2020 $3,457 $263,767 $0 $0
2019 $3,569 $257,837 $0 $0
2018 $3,544 $253,029 $0 $0
2017 $3,507 $318,184 $230,720 $87,464
2016 $3,433 $309,978 $224,000 $85,978
2015 $3,515 $297,055 $197,000 $100,055
2014 $3,543 $239,128 $150,000 $89,128
Source: Public Records

Agents Affiliated with this Home

  • M

    Landlord's Agent in 2026

    Matthew Kirsch

    REAL PROPERTY MANAGEMENT AND REALTY

    (407) 897-3366

    3 in this area

    68 Total Sales

    Matthew Kirsch
    Section Image

  • S

    Tenant's Agent in 2026

    Shelby Kirsch

    REAL PROPERTY MANAGEMENT AND REALTY

    (941) 735-0819

    3 in this area

    9 Total Sales

    Shelby Kirsch
    Section Image

  • K

    Buyer's Agent in 2013

    Kathryn McCrea

    MCCREA REALTY LLC

    (321) 303-3578

    2 in this area

    7 Total Sales

    Kathryn McCrea
    Section Image
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Map

Source: Stellar MLS

MLS Number: O6338990

Stellar MLS

APN: 32-2130-4536-01-070

Florida Orange County Winter Park 32789

1641 Chestnut Ave, Winter Park, FL

Not Listed for Sale

Detached

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Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393

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