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Annie Flanagan

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Recent Sales

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  • $1,030,000
    -- bd-- ba-- -- Wilmette, IL
    -- bd-- ba-- --
    Wilmette, IL
    Sold 23 days ago
    Buyer
    2645 Lake Ave, Wilmette, IL, 60091
  • $425,000
    2 bd2 ba1,500 sqft Chicago, IL
    2 bd2 ba1,500 sqft
    Chicago, IL
    Sold 2 months ago
    Buyer
    1310 N Ritchie Ct APT 5C, Chicago, IL, 60610
  • $1,410,000
    4 bd4 ba3,728 sqft Winnetka, IL
    4 bd4 ba3,728 sqft
    Winnetka, IL
    Sold 4 months ago
    Seller
    940 Forest Glen Dr W, Winnetka, IL, 60093
  • $1,250,000
    4 bd3 ba3,000 sqft Wilmette, IL
    4 bd3 ba3,000 sqft
    Wilmette, IL
    Sold 5 months ago
    Buyer
    1812 Isabella St, Wilmette, IL, 60091
  • $270,000
    1 bd1 ba0 sqft Chicago, IL
    1 bd1 ba0 sqft
    Chicago, IL
    Sold 6 months ago
    Buyer
    2626 N Lakeview Ave APT 805, Chicago, IL, 60614
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15
Sales last 12 months
133
Total sales
$270K-$11M
Price range
$1.6M
Average price

Get to know Annie Flanagan

Broker

Specialties
Buyer's AgentListing AgentRelocationStaging

Annie Flanagan's listings & sales (133)

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For Rent
Sold
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For Sale

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Sold (133)

Address
Sold date
Closing price
Represented
Flag Sale
3/12/2026$1,030,000Buyer
2/9/2026$425,000Buyer
11/21/2025$1,410,000Seller
11/3/2025$1,250,000Buyer
9/25/2025$270,000Buyer

Annie Flanagan's reviews (15)

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  • 5.0
    • 11/19/2025
    • Gen matthews

    Bought and sold a Single Family home in 2025 in Winnetka, IL.

    Annie and Maddie understood from day one exactly what we were looking for—not just in finding our forever home, but in the community where we hoped to grow our family. Wi...
    Annie and Maddie understood from day one exactly what we were looking for—not just in finding our forever home, but in the communi...
    5.0
    • 10/6/2025
    • dan niswonger

    Bought a home in 2025.

    Annie was great! She was very proactive in working with us and extremely responsive to not only us, but also to outreach to the listing agents. She spent countless hou...
    Annie was great! She was very proactive in working with us and extremely responsive to not only us, but also to outreach to the l...
  • 5.0
    • 7/2/2025
    • Austin King

    Sold a Condo home in 2025 in Libertyville, IL.

    Annie and Maddie were great! I was out of town/country (selling a rental) and they went above and beyond to get the job done quickly and efficiently. Can’t say enough abo...
    Annie and Maddie were great! I was out of town/country (selling a rental) and they went above and beyond to get the job done quick...
    5.0
    • 4/17/2024
    • Todd a reed9

    Bought a Condo home in 2023 in Lincoln park, Chicago, IL.

    The Flanagan Group was incredible during the whole buying experience. We couldn’t haven’t imagined a better team to help us on our first run purchase! Thanks again, Maddi...
    The Flanagan Group was incredible during the whole buying experience. We couldn’t haven’t imagined a better team to help us on our...
  • 5.0
    • 3/13/2024
    • lynnepog

    Bought a home in 2024.

    Annie was a delight to work with and I could count on her professionalism and knowledge as the selling process began. She provided insight as we determined which property...
    Annie was a delight to work with and I could count on her professionalism and knowledge as the selling process began. She provided...
    5.0
    • 8/30/2023
    • thomas a bechtel

    Property managed a Condo home I rent in Old town, Chicago, IL.

    Annie and Maddie were fantastic to work with! Knowledgeable on the area as a whole and specific neighborhoods and streets, listened to what we wanted, were responsive to ...
    Annie and Maddie were fantastic to work with! Knowledgeable on the area as a whole and specific neighborhoods and streets, listene...
  • 5.0
    • 8/18/2022
    • Caitlin Flanagan

    Bought a Single Family home in 2022 in Wilmette, IL.

    Annie has an impressive knowledge of the local market and helped us to find the exact home we were looking for. With a multiple offer situation, she expertly handled the...
    Annie has an impressive knowledge of the local market and helped us to find the exact home we were looking for. With a multiple o...
    5.0
    • 4/4/2022
    • mgraingeroh

    Bought and sold a Single Family home in 2022 in Winnetka, IL.

    Annie is one of the most professional realtors i have ever had interaction with. She helped my family choose the right house for us ,with expertise, knowledge of importan...
    Annie is one of the most professional realtors i have ever had interaction with. She helped my family choose the right house for u...
  • 5.0
    • 5/4/2021
    • Caitlin Meller

    Bought a Single Family home in 2021 in Winnetka, IL.

    We had the most wonderful experience with The Flanagan Group. Maddie was so knowledgable and understanding throughout our whole home buying process. She really knew exact...
    We had the most wonderful experience with The Flanagan Group. Maddie was so knowledgable and understanding throughout our whole ho...
    5.0
    • 11/30/2020
    • sarajabrahamson

    Bought a Single Family home in 2020 in Winnetka, IL.

    Annie is the consummate Real Estate Professional. Not only does she know the Cook County real estate market well: she truly listens to your family's needs: budget: lif...
    Annie is the consummate Real Estate Professional. Not only does she know the Cook County real estate market well: she truly lis...
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Annie Flanagan

@properties
15sales last 12 months
133total sales
$270K-$11Mprice range
$1.6Maverage price