NOT LISTED FOR SALE

2257 Middleton Ave Winter Park, FL 32792

Winter Park Area

Estimated Value: $630,000 - $773,129

3 Beds
2 Baths
1,802 Sq Ft
$386/Sq Ft Est. Value

About This Home

This home is located at 2257 Middleton Ave, Winter Park, FL 32792 and is currently estimated at $694,782, approximately $385 per square foot. 2257 Middleton Ave is a home located in Orange County with nearby schools including Brookshire Elementary, Glenridge Middle, and Winter Park High.

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
Collateral Analytics

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ICE

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First American

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Quantarium

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Average Value
Not Available
List Price
Sold Price
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Ownership History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Name Owned For Owner Type

Purchase Details

Closed on
Oct 17, 2025
Sold by
Bought by
Current Estimated Value
$694,782

Purchase Details

Closed on
Apr 14, 2006
Sold by
Bought by

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$100,000
Interest Rate
6.49%
Mortgage Type
Credit Line Revolving

Purchase Details

Closed on
May 29, 2001
Sold by
Bought by
Source: Public Records

Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Agents Specializing in Winter Park, FL

  • Sheree Landreth Real Estate Agent - BHHS FLORIDA PROPERTIES GROUP

    Sheree Landreth

    BHHS FLORIDA PROPERTIES GROUP

    (727) 945-6331

    142 Total Sales

    1 in Winter Park

    $315,000 Price

    Sheree Landreth
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  • Crystal Eisen Real Estate Agent - PLATINUM REALTY GROUP FLORIDA INC

    Crystal Eisen

    PLATINUM REALTY GROUP FLORIDA INC

    (689) 220-7782

    91 Total Sales

    1 in Winter Park

    $185,000 Price

    Crystal Eisen
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  • Axel Colon Real Estate Agent - G FIRST REALTY LLC

    Axel Colon

    Responds Quickly

    G FIRST REALTY LLC

    (689) 220-6981

    122 Total Sales

    1 in Winter Park

    $577,000 Price

    Axel Colon
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  • Evelyn Alicea Real Estate Agent - EXP REALTY LLC

    Evelyn Alicea

    Responds Quickly

    EXP REALTY LLC

    (321) 204-2051

    65 Total Sales

    2 in Winter Park

    $401K - $450K Price Range

    Evelyn Alicea
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  • Nicole Rader Real Estate Agent - MAINFRAME REAL ESTATE

    Nicole Rader

    MAINFRAME REAL ESTATE

    (689) 207-3770

    56 Total Sales

    4 in Winter Park

    $680K - $3.5M Price Range

    Nicole Rader
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  • Carrie Shawfield Real Estate Agent - SHAWFIELD REALTY GROUP

    Carrie Shawfield

    SHAWFIELD REALTY GROUP

    (321) 340-5741

    169 Total Sales

    2 in Winter Park

    $168K - $675K Price Range

    Carrie Shawfield
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Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Buyer Sale Price Title Company
$100 None Listed On Document
$360,000 Attorney
$115,000 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Borrower Loan Amount
Previous Owner $100,000
Previous Owner $100,000
Previous Owner $192,000
Previous Owner $184,000
Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

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
2026 $4,250 $299,082
2025 $4,250 $299,082
2024 $3,907 $291,219
2023 $3,907 $274,769 $0 $0
2022 $3,511 $266,766 $0 $0
2021 $3,465 $258,996 $0 $0
2020 $3,328 $255,420 $0 $0
2019 $3,436 $249,677 $0 $0
2018 $3,411 $245,022 $0 $0
2017 $3,375 $303,497 $155,000 $148,497
2016 $3,304 $299,502 $155,000 $144,502
2015 $3,383 $279,647 $105,000 $174,647
2014 $3,410 $244,448 $80,000 $164,448
Source: Public Records

Map

Florida Orange County Winter Park 32792

2257 Middleton Ave, Winter Park, FL

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