250 CORTLAND AVE Winter Park, FL 32789New
UPDATED: 04/06/2026 08:37 PM ON MARKET: 6 days on market
Listed by Crystal Whitehead CREEGAN GROUP
$950,000
3 Beds2 Baths2,114 SqFt
Key Details
Property Type: Single Family Home
Sub Type: Single Family Residence
Listing Status: Active
Purchase Type: For Sale
Square Footage: 2,114 sqft
Price per Sqft: $449
Subdivision: Cortland Park
MLS Listing ID: O6395137
Bedrooms: 3
Full Baths: 2
HOA Y/N: No
Year Built: 1981
Annual Tax Amount: $4,369
Lot Size: 8,276 Sqft
Acres: 0.19
Property Sub-Type: Single Family Residence
Source: Stellar MLS
Property Description
One or more photo(s) has been virtually staged. Introducing 250 Cortland Ave — a refined expression of Winter Park living, ideally positioned on one of the area's most picturesque brick-lined streets, surrounded by established luxury homes and mature canopy trees.
From the moment you arrive, the home exudes a quiet sophistication, with manicured, low-maintenance landscaping and a sense of privacy that carries throughout the property. An oversized two-car garage and thoughtfully designed exterior set the tone for what awaits inside.
Step through the entry and into a light-filled interior where volume ceilings and an open-concept layout create an immediate sense of space and flow. The home is designed to draw your eye outward — through expansive living areas, beyond the enclosed lanai, and into the serene pool and spa, creating a seamless connection between indoor and outdoor living.
Every detail has been carefully curated to balance warmth and modern refinement. Rich Brazilian rosewood flooring anchors the main living spaces, while durable quarry tile provides both style and functionality in the kitchen and transitional areas. The kitchen itself has been reimagined with updated cabinetry and modern appliances, offering a clean, sophisticated space that remains highly functional for everyday living and entertaining.
The split floor plan provides both comfort and privacy, with a spacious primary suite and well-appointed secondary bedrooms. Both bathrooms have been tastefully updated with contemporary finishes, while additional enhancements throughout the home — including updated lighting, hardware, flooring, and fresh interior touches — contribute to its move-in-ready appeal.
Designed for the Florida lifestyle, the home truly comes to life when the expansive sliding glass doors are opened, blending the interior with the screened outdoor living space. The pool and spa become a natural extension of the home — perfect for quiet mornings, entertaining guests, or simply enjoying the year-round sunshine in complete privacy.
Located just moments from Lake Mizell, part of the highly sought-after Winter Park Chain of Lakes, the property offers not only a beautiful home, but a lifestyle defined by scenic surroundings, walkability, and timeless charm.
250 Cortland Ave is more than a home — it is a rare opportunity to own a thoughtfully designed residence in one of Winter Park's most desirable and established neighborhoods.

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