250 CORTLAND AVENUE Winter Park, FL $ 950,000
250 CORTLAND AVENUE
$ 950,000
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250 CORTLAND AVENUE

Winter Park, FL, 32789
$ 950,000
Bedrooms3 Baths2.0 Sq 2,114

Monthly Estimate*

$ 5,849

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Single Family Home for sale in Winter Park, FL

for $950,000 with 3 bedrooms and 2 full baths. This 2,114 square foot home was built in 1981 on a lot size of 0.19.

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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Single Family Active

Price

$ 950,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 4,369

Style

Contemporary

Lot Size

0.19

Year Built

1981

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6395137

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities Public
Roof Shingle
Appliances Dishwasher Disposal Microwave Range Refrigerator
Zoning R-1A
Garage Spaces 2
Patio/Porch Features Covered Patio Screened
Architectural Style Contemporary
Pool Features Gunite In Ground
Construction Materials Block Stucco
Year Built 1981
View Pool
Levels One
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name CORTLAND PARK
Facing Direction Northwest
Garage Y/N true
Total Rooms 6
Full Baths 2
Status Active
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
City WINTER PARK
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 8279
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Spa Features In Ground
Land Lease Y/N false
Tax Annual Amount 4369.52
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6395137
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 4
Legal Description CORTLAND PARK J/73 LOT 4 BLK B
Minimum Lease No Minimum
Water Access Y/N false
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Open Floorplan Split Bedroom Walk-In Closet(s)
Flooring Ceramic Tile Vinyl Hardwood
Furnished Y/N Negotiable
Total Stories 1
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N false
Half Baths 0
Laundry Features Inside
Total Bedrooms 3
Total Baths 2
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Exterior
Exterior Amenities Courtyard Irrigation System Sidewalk Sliding Doors
Vegetation Mature Landscaping Trees/Landscaped
Fencing Vinyl
Lot Features Sidewalk
Water Source Public
Lot Size Area 8279
Foundation Details Block Slab
Spa true
Building Area Total 2766
Lot Size Acres 0.19
Road Surface Type Paved
Private Pool true
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Paved
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* Excluded Features
List By
Creegan Group

Broker

cassie@creegangroup.com

Email

Affordability Calculator

$6,213
Per Month
94%
6%
0%
Monthly Principal & Interest
$5,849
Monthly Property Taxes
$364
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
4/4/2026$950,000 Listed Price

Map


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250 CORTLAND AVENUE, Winter Park, FL, 32789 is a Single Family Home for sale at $950,000 with 2,114 sqft and a lot size of 0.19. 250 CORTLAND AVENUE has 3 bedrooms, 2.0 baths, and was built in 1981. The property's zip code is 32789 which is in Winter Park, FL