922 N Pennsylvania Avenue, WINTER PARK, FL

$1,995,000

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4

Beds

4

Baths

3,440

Square feet

0.17

Acres

About 922 N Pennsylvania Avenue

Truly a rare Winter Park offering. Perfectly positioned along the dogleg of the fourth fairway of the historic Winter Park 9-Hole Golf Course, this beautifully renovated four-bedroom, four-bath Mediterranean residence seamlessly blends timeless architectural character with sophisticated modern living. Rich in charm and thoughtfully updated throughout, the home welcomes you with an elegant living room featuring a gas fireplace, classic built-in shelving and abundant natural light. At the heart of the home is a stunning chef's kitchen, complete with custom floor-to-ceiling cabinetry, premium Thermador appliances, a charming breakfast nook and an inviting bar with wine refrigeration that flows effortlessly into the formal dining room, ideal for entertaining. A distinguished first-floor office offers an exceptional work-from-home environment, showcasing a breathtaking custom wall of built-in shelving, cabinetry and an integrated desk. This versatile space also serves beautifully as a library or den. Upstairs, all four bedrooms provide privacy and comfort. The luxurious primary suite features two separate closets, a spacious spa-inspired bath with a soaking tub overlooking the golf course and a private covered balcony perfect for enjoying peaceful morning coffee or evening sunsets. A generously sized secondary suite offers exceptional flexibility with its own custom walk-in closet, en suite bath and private rear staircase, making it ideal for guests, multigenerational living or a secluded retreat. Two additional bedrooms and a well-appointed full bath complete the second level. Updated features include smart house lighting, cabinet and shelving accent lighting, custom built-ins and much more. Designed to embrace Florida's indoor-outdoor lifestyle, the home offers a screened porch accessible from both the dining room and breakfast nook, creating an inviting space for year-round entertaining. Two additional open patios provide the perfect setting to relax while enjoying picturesque golf course views and the tranquil surroundings. Perhaps the home's greatest luxury is its exceptional location. Just steps from the boutiques, acclaimed restaurants, sidewalk cafés and vibrant atmosphere of Park Avenue, this residence offers an unmatched Winter Park lifestyle. Convenient access to downtown Orlando, major hospitals, world-renowned attractions and both Orlando International and Orlando Executive airports makes everyday living as effortless as it is elegant. This is a rare opportunity to own a beautifully updated Mediterranean home in one of Winter Park's most coveted and locations.

Features of 922 N Pennsylvania Avenue

MLS® # O6424685
Price $1,995,000
Bedrooms 4
Bathrooms 4.00
Full Baths 4
Square Footage 3,440
Acres 0.17
Year Built 2001
Type Residential
Sub-Type Single Family Residence
Style Mediterranean
Status Active

Community Information

Address 922 N Pennsylvania Avenue
Area Winter Park
Subdivision TANTUM ADD
City WINTER PARK
County Orange
State FL
Zip Code 32789-2441

Amenities

Parking Circular Driveway
# of Garages 2
View Golf Course
Is Waterfront No
Has Pool No

Interior

Interior Features Built-in Features, Ceiling Fan(s), Crown Molding, Dry Bar, Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s), Window Treatments
Appliances Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
Heating Central, Heat Pump, Zoned
Cooling Central Air, Zoned
Fireplace Yes
Fireplaces Gas, Living Room
# of Stories 2

Exterior

Exterior Features Awning(s), Balcony, French Doors, Irrigation System, Lighting, Rain Gutters, Sidewalk
Lot Description City Lot, Landscaped, Level
Roof Tile
Foundation Slab

School Information

Elementary Lakemont Elem
Middle Maitland Middle
High Winter Park High

Additional Information

Date Listed July 14th, 2026
Days on Market 48
Zoning R-2
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficePREMIER SOTHEBY'S INTL. REALTY

Listing Map

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