321 CASSADY STREET
About This Property
Discover a truly unique investment opportunity featuring two separate living spaces! The charming front home is a 1920s country cottage, complete with a classic white picket fence and plenty of character, while the rear of the property features a beautifully renovated garage apartment/ADU with its own separate address, electric meter, and water meter-an excellent setup for extended family, guests, or potential rental income.
The main cottage offers 2 bedrooms and an inviting open great room and kitchen, filled with the warmth and character you would expect from a vintage country home. Relax on the large screened front porch, the perfect spot for morning coffee or an evening spent enjoying the Florida breeze.
Step into the private, fully fenced backyard and you'll find even more to love. A charming KOI pond filled with fish creates a peaceful outdoor setting, while a cement walkway connects the main cottage to the rear apartment. There is plenty of space for entertaining, hobbies, storage, and all your Florida toys!
The rear building offers a workshop beneath the ADU, plus there are two additional newer storage sheds, including one with an awning providing covered parking for a boat or golf cart. You'll also find a concrete RV pad alongside the garage.
The garage apartment/ADU was completely renovated in 2025 and provides a separate living area with its own utilities and address-making this property especially versatile.
MAJOR UPDATES INCLUDE:
Electrical – 2025
Plumbing – 2025
Garage Apartment/ADU Completely Renovated – 2025
Metal Roof on Garage/ADU
2019 Shingle Roof on the 1920s Cottage
Updates Have Been Permitted
Whether you're looking for a multi-generational property, income-producing opportunity, guest quarters, or simply extra space, 321 Cassady & 20 N Oak offer possibilities that are hard to find. Two addresses, separate utilities, two living spaces, workshop and extensive storage-all on one unique property! Please note stove will be replaced prior to closing.
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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 |
|---|---|---|---|
| Sep 22, 2026 | In contract | - | |
| In contract | |||
| Sep 17, 2026 | Price Decreased |
$250,000
↓ $39K
(13.5%) | |
| Price Decreased | |||
| Sep 6, 2026 | Price Decreased |
$289,000
↓ $6K
(2%) | |
| Price Decreased | |||
| Sep 4, 2026 | Price Decreased |
$295,000
↓ $44K
(13%) | |
| Price Decreased | |||
| Aug 25, 2026 | Price Decreased |
$339,000
↓ $10K
(2.9%) | |
| Price Decreased | |||
Property Highlights
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About Oak Park
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Phone: 425-283-2930
Address: 335 Madison Avenue, New York, NY 10017