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:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

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

  • Kelly D'Errico Real Estate Agent - WATSON REALTY CORP

    Kelly D'Errico

    WATSON REALTY CORP

    (386) 674-1726

    123 Total Sales

    1 in Winter Park

    $320,000 Price

    Kelly D'Errico
     Section Image
  • Laurie Cain Real Estate Agent - CHARLES RUTENBERG REALTY ORLANDO

    Laurie Cain

    Responds Quickly

    CHARLES RUTENBERG REALTY ORLANDO

    (888) 716-3653

    84 Total Sales

    2 in Winter Park

    $200K - $400K Price Range

    Laurie Cain
     Section Image
  • Gwendolen Flynn Real Estate Agent - COLDWELL BANKER REALTY

    Gwendolen Flynn

    COLDWELL BANKER REALTY

    (772) 413-0716

    41 Total Sales

    3 in Winter Park

    $725K - $980K Price Range

    Gwendolen Flynn
     Section Image
  • Moshe Sheffi Real Estate Agent - HPL REALTY INVESTMENTS

    Moshe Sheffi

    Responds Quickly

    HPL REALTY INVESTMENTS

    (689) 220-6948

    47 Total Sales

    1 in Winter Park

    $2,925,000 Price

    Moshe Sheffi
     Section Image
  • Carla Robles Real Estate Agent - WATSON REALTY CORP

    Carla Robles

    WATSON REALTY CORP

    (689) 220-0460

    152 Total Sales

    1 in Winter Park

    $235,000 Price

    Carla Robles
     Section Image
  • Crystal Grohowski Real Estate Agent - CORCORAN PREMIER REALTY

    Crystal Grohowski

    CORCORAN PREMIER REALTY

    (689) 220-7450

    230 Total Sales

    7 in Winter Park

    $380K - $1.2M Price Range

    Crystal Grohowski
     Section Image
See All Agents

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

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Nearby Homes
Your Personal Tour Guide

Ask me questions while you tour the home.