250 CORTLAND AVENUE, Winter Park, FL 32789

• 3 beds |
• 2 baths |
• 2,114 sqft

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.

Listing Status:

Active

Date Added:

April 3, 2026

Data Last Updated:

April 5, 2026 at 5:23AM

Listing Office:

CREEGAN GROUP : 407-622-1111

Listing Agent:

Crystal Whitehead : 918-327-2230

MLS ID:

O6395137

Interior

• General: Open FloorplanSplit BedroomWalk-In Closet(s)
• Appliances: DishwasherDisposalMicrowaveRangeRefrigerator
• Laundry: Inside
• Flooring: Ceramic TileVinylWood
• A/C: Central Air
• Heating: Central

Exterior

• General: CourtyardSidewalkSliding DoorsIn Ground
• Style: Contemporary
• Other Structures: ScreenedPatioCovered
• Pool: GuniteIn Ground

Construction

• Roofing: Shingle
• General: BlockStuccoOneBlockSlab

Location

• Road/Access: Paved
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: R-1ACORTLAND PARK J/73 LOT 4 BLK B05-22-30-1752-02-040
• View: Pool
• Fencing: Vinyl

Utilities

• Utilities: Public
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple