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$950,000
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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.
Full Property Details
Full Property Details for 250 Cortland Ave
General
- Price: $950,000
- Taxes: $4,369 (2024)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6395137
- Updated: 4/24/2026
- Added to Site: 53 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 6
- Interior Features: Open Floorplan, Split Bedroom, Walk-In Closet(s)
- Appliances: Dishwasher, Disposal, Microwave, Range, Refrigerator
- Furnishings: Negotiable
- Flooring: Ceramic Tile, Vinyl, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Inside
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, In Ground
- Spa: Yes
- Spa Description: In Ground
Exterior
- Exterior Features: Courtyard, Irrigation System, Sidewalk, Sliding Doors
- Deck/Patio: Covered, Patio, Screened
- Porch/Patio/Deck: Covered, Patio, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 32789 - Winter Park
- County: Orange
- Development Name: 32789 - Winter Park
- Subdivision: CORTLAND PARK
- Driving Directions: ?? From Winter Park / Orlando Area Get onto I-4 East Take Exit 87 for Fairbanks Ave (FL-426) Turn left onto Fairbanks Ave Continue straight, then turn right onto Denning Dr Turn left onto Palmer Ave Turn right onto Cortland Ave The home will be on your left
- Direction Faces: Northwest
School Information
- Elementary School: Brookshire Elem
- Middle School: Glenridge Middle
- High School: Winter Park High
Community
- Community Name: 32789 - Winter Park
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Public
Structural Information
- Architectural Info: Contemporary
- Architectural Style: Contemporary
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 2,114
- Sq. Ft. Source: Public Records
- Year Built: 1981
Lot Features
- Property View: Pool
- Lot Size (Acres): 0.19
- Lot Size (Sq. Ft.): 8,279
- Lot Size: 8279
- Frontage: Street Paved
- Street/Road Desc.: Paved
- Fencing (Description): Vinyl
Financial Considerations
- Tax Amount: $4,369.52
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: CORTLAND PARK J/73 LOT 4 BLK B
- Flood Zone Info: X
- APN: 52230175202040
- Property ID: 52230175202040
- Block/Lot/Section: B
Listed by Creegan Group
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Schools
Schools serving 250 Cortland Ave
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Brookshire Elementary School 2500 Cady Way, Winter Park, FL 32792 | PK-5 | 1.3 mi |
Glenridge Middle School 2900 Upper Park Road, Orlando, FL 32814 | 6-8 | 1.5 mi |
Winter Park High School 2100 Summerfield Road, Winter Park, FL 32792 | 9-12 | 1.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 250 Cortland Ave
Date
Details
Price
Change
Source
4/03/2026
Listed
$950,000
233.33%
MLS
1/28/2003
Sold
$285,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 250 Cortland Ave
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,539
4%
$318,075
6%
2024
$4,370
5%
$300,984
3%
2023
$4,178
12%
$292,217
6%
2021
$3,724
-1%
$275,443
-3%
2022
$3,773
1%
$283,706
4%
2021
$3,724
1%
$271,640
2%
2019
$3,694
1%
$265,533
2%
2018
$3,669
1%
$260,582
2%
2017
$3,631
2%
$255,222
2%
2016
$3,554
-2%
$249,973
1%
2015
$3,639
-1%
$248,235
1%
2014
$3,669
2%
$246,265
1%
2013
$3,585
—
$242,626
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 250 Cortland Ave
250 Cortland Avenue, Winter Park, FL 32789 (MLS# O6395137) is a Single Family property with 3 bedrooms and 2 full bathrooms. 250 Cortland Avenue is currently listed for $950,000 and was received on April 03, 2026. Want to learn more about 250 Cortland Avenue? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

