2025 Compare Cities Overview:
Winter Park, FL vs Annapolis, MD

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Highlights
Are people in Annapolis older or younger than people in Winter Park?
- The Median Age in Annapolis is 7.8 years younger than in Winter Park.

Are housing costs cheaper in Annapolis or Winter Park?
- Annapolis housing costs are 11.7% more expensive than Winter Park housing costs.

Which city has a longer commute, Annapolis or Winter Park?
- The average commute for residents of Annapolis is 2.4 minutes longer than it is for residents of Winter Park.

Things to do in Winter Park?
Winter Park, FL is nestled between Orlando & Sanford offering magnificent mansions combined with vibrant street scenes fulls fabulous restaurants and boutique stores. Visitors here can enjoy swan boats cruising across Lake Virginia or find tranquility at Leu Gardens which offers breathtaking views no matter which season you visit during!

Things to do in Annapolis?
Annapolis, Maryland is situated in Anne Arundel County giving visitors leisure areas such as Quiet Waters Park while also having restaurants like The Boatyard Bar & Grill plus entertainment opportunities at Annapolis Towne Centre.

 Winter Park, FLAnnapolis, MDUnited States
 Population  Unlock40,581329,725,481
 Median Income$88,688  Unlock$69,021
 Median Age  Unlock37.538.4
 Avg. Home Price$494,800  Unlock$338,100
 Unemployment Rate  Unlock5.4%6.0%
 Avg. Commute Time24.04  Unlock26.38
Reviews for Winter Park    9 Reviews

Over 3 years ago

I think Winter Park is ideally suited for families and couples, and individuals. It is a beautiful part of Central Florida. There is almost no crime, and it is  More

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Over 7 years ago

I've lived in the city for 5 years and certainly, I ??it! Polite people, great schools, nice & very pacific oriented entertainment, family  More

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Over 14 years ago

near park  More

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Reviews for Annapolis    31 Reviews

Annapolis has extremely charming areas (mostly old Annapolis neighborhood's)-- Those very old area near the water have Amazing charm. You can start with downtown West  More

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Well, I really would give living in Annapolis 3.5 stars. I moved here by myself several years ago. One of the highs of this place is that there are a lot of terrific  More

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When we were trying to decide where in the USA to relocate to, Annapolis had enough interest that it made our list. Ultimately, we found a different city that offered  More

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