Eastbrook: A Deeper Guide for Buyers Seeking Mid-Century Charm
Eastbrook is a well-established community on the Winter Park/Seminole County line, known for its mid-century ranches, mature landscaping, and excellent schools. It’s a top choice for buyers who value character homes and convenience.
Where Listings Cluster
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Sub-Area / ZIPs |
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Price Floor |
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Price Ceiling |
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Quick Facts |
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North Eastbrook |
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$325K |
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$500K |
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Mid-century ranches, shaded streets |
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South Eastbrook |
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$350K |
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$550K |
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Renovated homes, larger yards |
What You’ll Get for Your Money
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Price Band |
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Typical Package |
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Example Active Listing* |
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$325K–$450K |
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3 bed/2 bath, 1,400-1,800 sf, block construction |
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3 bed/2 bath, 1,550 sf, $375,000 |
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$450K–$550K |
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4 bed/2 bath, 1,800-2,200 sf, updated interiors |
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4 bed/2 bath, 1,950 sf, $495,000 |
*Prices subject to change; ask for today’s list.
Eastbrook Pro Tips
- Most homes built in 1960s-70s - check roof and plumbing updates.
- Highly walkable to parks and schools.
- Strong resale due to location near Winter Park.
- Some lots have mature oak trees - consider trimming needs.
Top Hobbies & Activity Areas
- Gardening in large backyards.
- Biking around quiet neighborhood streets.
- Attending Winter Park farmers market.
- Local art classes and community events.
Top Parks & Outdoor Spaces
- Eastbrook Park - playgrounds and sports fields.
- Ward Park - tennis and walking trails.
- Howell Branch Preserve - nature viewing.
Top Restaurants & Food Places
- Briarpatch - brunch favorite in Winter Park.
- Hillstone - upscale lakeside dining.
- Ravenous Pig - gastropub fare.
- Shake Shack - casual burgers and shakes.
Frequently Asked Questions (2025 Edition)
Q: Are there HOA fees?
No, Eastbrook is a non-HOA neighborhood.
Q: What school zones serve Eastbrook?
Top-rated Seminole County and Winter Park schools.
Q: How fast do homes sell?
Often within 20 days for updated properties.
Q: Are there flood zones?
Minimal - most homes are on higher ground.
Q: Is the community safe?
Yes, low crime rates and strong neighborhood watch.
Q: Can I remodel extensively?
Yes, no HOA restrictions.
Q: Is this area good for commuting?
Yes, quick access to 436, 417, and Winter Park.
Ready to Find Your Eastbrook Home?
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+1(407) 449-1992 | christine@warmhomeexperience.com