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This is the kind of place you dream of, set on one of the most beautiful streets in Winter Park, Florida, the kind you can't wait to come home to. A place to slow down, where evening walks feel like something out of a storybook, and the Cady Way Trail is just steps from your door for morning runs, bike rides, and everything in between. This custom-built two-story residence offers 3,971 square feet of thoughtfully designed living across four bedrooms and four en suite bathrooms, where luxury finishes meet the warmth of a true Winter Park neighborhood. A grand mahogany front door welcomes you into a home where soaring ceilings and oversized interior and exterior doors set the tone from the moment you arrive. Every detail of the kitchen was chosen with intention, from the gas cooktop and double oven to the built-in coffee machine and steamer, all seamlessly integrated into premium cabinetry that elevates everyday living. This home offers the rare luxury of two primary suites, one on each floor. The upstairs primary suite features a beautifully appointed en suite bathroom and custom closets. The expansive downstairs suite offers the perfect setup for a private guest retreat or multigenerational living. Two additional bedrooms each feature their own private en suite bath. A generous flex space upstairs offers endless possibilities, whether a movie room, playroom, upstairs den, or even a fifth bedroom. Outside, the pool is in a class of its own. A stunning dark pebble finish defines the look, while a sun shelf with built-in bubblers and color lighting creates a resort experience right at home. A natural gas heater, fully automated controls, a 3 horsepower variable speed pump, a Levolor electronic water fill system, and a robot pool cleaner make this pool as effortless as it is spectacular. A dedicated pool bath keeps wet feet outside where they belong, and mahogany rear patio doors connect the interior to the outdoor living space beautifully. Exterior uplighting makes the entire property glow after dark. The mechanical systems here are exceptional and worth every word. Two independent 19 SEER HVAC units serve the first and second floors separately with individual WiFi controls for precision comfort and outstanding efficiency. Natural gas is piped in from TECO Gas, powering the cooktop, the pool heater, and a whole house instant hot water system that delivers on demand. Insulated flooring between the first and second floors keeps the home quieter and more energy efficient throughout. An insulated hurricane rated garage door with WiFi opener and double insulated low-e windows complete a home built to an exceptional standard from the ground up. Perfectly positioned for the Winter Park lifestyle, Cady Way Park is nearby with its pool, tennis and pickleball courts, playground, and beach volleyball. Park Avenue beckons with boutique shopping and exceptional dining, while UCF, Rollins College, and Full Sail University are all within easy reach, as are AdventHealth Winter Park and Orlando International Airport. Zoned for top rated Winter Park schools, this is a home that delivers on every level, location, lifestyle, and lasting quality.
| DAYS ON MARKET | 7 | LAST UPDATED | 5/8/2026 |
|---|---|---|---|
| TRACT | BROOKSHIRE HEIGHTS 1ST ADD | YEAR BUILT | 2007 |
| COMMUNITY | 32792 - Winter Park/Aloma | GARAGE SPACES | 2.0 |
| COUNTY | Orange | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| Elementary School | Brookshire Elem |
|---|---|
| Jr. High School | Glenridge Middle |
| High School | Winter Park High |
| ADDITIONAL DETAILS | |
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Refrigerator, Washer |
| AREA | 32792 - Winter Park/Aloma |
| CONSTRUCTION | Stucco |
| EXTERIOR | Lighting, Rain Gutters |
| GARAGE | Yes |
| HEAT | Central, Electric |
| INTERIOR | Eat-in Kitchen, High Ceilings, Walk-In Closet(s) |
| LOT | 9148 sq ft |
| LOT DESCRIPTION | Landscaped, Paved |
| PARKING | Attached |
| POOL | Yes |
| POOL DESCRIPTION | Heated, In Ground, Private |
| SEWER | Public Sewer |
| STORIES | 2 |
| STYLE | Craftsman |
| SUBDIVISION | BROOKSHIRE HEIGHTS 1ST ADD |
| TAXES | 8539.96 |
| UTILITIES | Cable Available, Natural Gas Available, Cable Connected, Electricity Connected, Natural Gas Connected, Phone Available |
| WATER | Public |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listing provided by Melissa Johnson, EXP REALTY LLC, 888-883-8509
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 5/15/26 10:15 AM PDT.
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