1
Map
1900 WINTER PARK ROAD
About This Property
Set on a spacious homesite, this property offers the flexibility to renovate, expand, or build your custom dream home from the ground up. Whether you envision a modern architectural masterpiece or a timeless estate, this is your canvas to bring that vision to life.
What makes this opportunity even more compelling is the location. Just minutes from the charm and sophistication of Park Avenue, you'll find yourself surrounded by brick-lined streets, boutique shopping, fine dining, and vibrant cultural experiences. Spend your mornings enjoying coffee at local cafes, your afternoons exploring art galleries, and your evenings dining under the lights of one of Central Florida's most beloved destinations. Living in Winter Park is more than owning a home-it's embracing a lifestyle.
From the scenic beauty of the Winter Park Chain of Lakes, to the historic elegance of Rollins College, this area blends natural beauty, culture, and community in a way few places can. Residents enjoy:
Boat tours and waterfront living along the chain of lakes
Weekly farmers markets and local events
A thriving arts scene including museums, galleries, and theaters
Top-rated dining and boutique retail experiences
A true sense of community with timeless charm
This is more than just land.
This is where vision meets opportunity.
This is where your next chapter begins.
Build the life you've been dreaming of-in the heart of Winter Park
Payment Calculator
Your Estimated Monthly Payment
Cap Rate Calculator
What does this mean?
Based on our analysis, the cap rate of this property is 1.25%. A negative cap rate indicates that the property might not be feasible as an income-producing asset. The median cap rate for a near zip code 11238 is 4.23%.
How much can I actually make?
Actual monthly rental income may vary between $4,760 and $7,140 depending on unit-specific characteristics. You can change the amount using the slider to further explore.
How is cap rate calculated?
Cap Rate = Net Operating Income (NOI) / Property Asset Value.
When calculating the cap rate, we assume 100% occupancy. Leverage (mortgage) is not considered.
Cap Rate provided by RealtyHop and RentHop, learn more about cap rate here.
Price History
| Date / Event | Date | Event | Price |
|---|---|---|---|
| Aug 26, 2026 | Sold | ||
| Sold | |||
| Jul 20, 2026 | In contract | - | |
| In contract | |||
| Jun 17, 2026 | Price Decreased |
$799,000
↓ $51K
(6%) | |
| Price Decreased | |||
| May 18, 2026 | Relisted | $849,900 | |
| Relisted | |||
| May 12, 2026 | In contract | - | |
| In contract | |||
Property Highlights
Building Info
Comparables
Status
Price/ft²
Listed On
Sold On
Phone: 425-283-2930
Address: 335 Madison Avenue, New York, NY 10017