To schedule a showing of 250 Cortland Avenue, Winter Park, Florida, Call David Shippey at 863-521-4517 TODAY!

$950,000 No Recent Price Change
250 Cortland Avenue
Winter Park, FL 32789
  • 3Beds
  • 2.00Total Baths
  • 2 Full, 0 HalfBaths
  • 2,114SqFt
  • 1981Year Built
  • 0.19Acres
  • MLS# O6395137
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market2 months, 12 days
  • Area32789 - Winter Park
  • CountyOrange
  • Subdivision Cortland Park

Overview

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 areas 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 Parks most desirable and established neighborhoods.



Agriculture / Farm

Association Fees / Info

Community Features:  Sidewalks

Bathroom Info

Total Baths:  2.00

Fullbaths:  2

Building Info

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  Contemporary

Pool Features:  Gunite, InGround

Patio:  Covered, Patio, Screened

Pool Private:  Yes

Exterior Features:  Courtyard, SprinklerIrrigation

Fees / Restrictions

Financial

Original Price:  $950,000

Fencing:  Vinyl

Garage / Parking

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Floors:  CeramicTile, Vinyl, Wood

Levels:  One

Spa:  Yes

Laundry Features:  Inside

Interior Features:  OpenFloorplan, SplitBedrooms, WalkInClosets

Appliances:  Dishwasher, Disposal, Microwave, Range, Refrigerator

Spa Features:  InGround

Lot Info

Direction Remarks:  ?? From Winter Park / Orlando AreaGet onto I-4 EastTake Exit 87 for Fairbanks Ave (FL-426)Turn left onto Fairbanks AveContinue straight, then turn right onto Denning DrTurn left onto Palmer AveTurn right onto Cortland AveThe home will be on your left

Lot Size Units:  Acres

Lot Size Acres:  0.19

Lot Sqft:  8,279

Vegetation:  PartiallyWooded

Lot Desc:  Landscaped

Misc

Other

Special Conditions:  None

Other Rooms Info

Property Info

Section:  05

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  Block, Stucco

Stories:  1

Total Stories:  1

Foundation:  Block, Slab

Room Info

Total Rooms:  6

Sqft Info

Sqft:  2,114

Bulding Area Sqft:  2,766

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,024

Tax Lot:  4

Tax Legal Description:  CORTLAND PARK J/73 LOT 4 BLK B

Tax Block:  B

Tax Annual Amount:  4369.52

Tax Book Number:  J-73

Unit Info

Utilities / Hvac

Heating:  Central

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir

Cooling:  Yes

Heating:  Yes

Utilities:  MunicipalUtilities

Waterfront / Water

View:  Yes

View:  Pool

Schools

Elem:  Brookshire Elem

Middle:  Glenridge Middle

High:  Winter Park High

Directions

?? From Winter Park / Orlando AreaGet onto I-4 EastTake Exit 87 for Fairbanks Ave (FL-426)Turn left onto Fairbanks AveContinue straight, then turn right onto Denning DrTurn left onto Palmer AveTurn right onto Cortland AveThe home will be on your left

This listing courtesy of Creegan Group 

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On davidshippey.com since Fri, Apr 3rd 2026
No Property History recorded for this listing.

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If you have any questions on 250 Cortland Avenue, Winter Park, Florida, please call David Shippey at 863-521-4517.


MLS# O6395137 located at 250 Cortland Avenue, Winter Park, Florida is brought to you by David Shippey REALTOR®

250 Cortland Avenue, Winter Park, Florida has 3 Beds, 2 Full Bath, and 0 Half Bath.
The MLS Number for 250 Cortland Avenue, Winter Park, Florida is O6395137.
The price for 250 Cortland Avenue, Winter Park, Florida is $950,000.
The status of 250 Cortland Avenue, Winter Park, Florida is Active.
The subdivision of 250 Cortland Avenue, Winter Park, Florida is Cortland Park.
The home located at 250 Cortland Avenue, Winter Park, Florida was built in 2026.