To schedule a showing of 922 N Pennsylvania Avenue, Winter Park, Florida, Call David Shippey at 863-521-4517 TODAY!

$1,995,000 No Recent Price Change
922 N Pennsylvania Avenue
Winter Park, FL 32789
  • 4Beds
  • 4.00Total Baths
  • 4 Full, 0 HalfBaths
  • 3,440SqFt
  • 2001Year Built
  • 0.17Acres
  • MLS# O6424685
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market7 days
  • Area32789 - Winter Park
  • CountyOrange
  • Subdivision Tantum Add

Overview

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.



Agriculture / Farm

Association Fees / Info

Community Features:  Sidewalks

Pets Allowed:  Yes

Bathroom Info

Total Baths:  4.00

Fullbaths:  4

Building Info

Window Features:  WindowTreatments

Roof:  Tile

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  SpanishMediterranean

Patio:  RearPorch, Covered, Patio, Screened, Balcony

Exterior Features:  Awnings, Balcony, FrenchPatioDoors, SprinklerIrrigation, Lighting, RainGutters

Fees / Restrictions

Financial

Original Price:  $1,995,000

Garage / Parking

Parking Features:  CircularDriveway

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Fireplace Desc:  Gas, LivingRoom

Fireplace:  Yes

Floors:  Carpet, Tile, Wood

Levels:  Two

Laundry Features:  Inside, LaundryRoom

Interior Features:  BuiltInFeatures, CeilingFans, CrownMolding, DryBar, EatInKitchen, HighCeilings, LivingDiningRoom, StoneCounters, UpperLevelPrimary, WalkInClosets, WoodCabinets, WindowTreatments, SeparateFormalDiningRoom

Appliances:  BuiltInOven, Cooktop, Dryer, Dishwasher, Disposal, Microwave, Refrigerator, TanklessWaterHeater, WineRefrigerator, Washer

Lot Info

Direction Remarks:  From the corner of Orlando Ave. and Webster Ave., travel east on Webster Ave. Turn left on N Pennsylvania Ave. Home will be on the right.

Lot Size Units:  Acres

Lot Size Acres:  0.17

Lot Sqft:  7,464

Est Lotsize:  100 x 75

Vegetation:  PartiallyWooded

Lot Desc:  CityLot, Flat, Level, Landscaped

Misc

Other

Special Conditions:  None

Other Rooms Info

Property Info

Section:  06

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  Block, Stucco

Stories:  2

Total Stories:  2

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  12

Sqft Info

Sqft:  3,440

Bulding Area Sqft:  4,288

Living Area Units:  SquareFeet

Living Area Source:  Builder

Tax Info

Tax Year:  2,025

Tax Lot:  1

Tax Legal Description:  TANTUM ADDITION TO WINTER PARK C/32 THEW 100 FT OF N 75 FT OF LOT 1 BLK C

Tax Block:  C

Tax Annual Amount:  10684.15

Tax Book Number:  C-32

Unit Info

Utilities / Hvac

Heating:  Central, HeatPump, Zoned

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, Zoned, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  HighSpeedInternetAvailable, Propane, MunicipalUtilities, UndergroundUtilities

Waterfront / Water

View:  Yes

View:  GolfCourse

Schools

Elem:  Lakemont Elem

Middle:  Maitland Middle

High:  Winter Park High

Directions

From the corner of Orlando Ave. and Webster Ave., travel east on Webster Ave. Turn left on N Pennsylvania Ave. Home will be on the right.

This listing courtesy of Premier Sotheby's Intl. Realty 

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On davidshippey.com since Tue, Jul 14th 2026
No Property History recorded for this listing.

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If you have any questions on 922 N Pennsylvania Avenue, Winter Park, Florida, please call David Shippey at 863-521-4517.


MLS# O6424685 located at 922 N Pennsylvania Avenue, Winter Park, Florida is brought to you by David Shippey REALTOR®

922 N Pennsylvania Avenue, Winter Park, Florida has 4 Beds, 4 Full Bath, and 0 Half Bath.
The MLS Number for 922 N Pennsylvania Avenue, Winter Park, Florida is O6424685.
The price for 922 N Pennsylvania Avenue, Winter Park, Florida is $1,995,000.
The status of 922 N Pennsylvania Avenue, Winter Park, Florida is Active.
The subdivision of 922 N Pennsylvania Avenue, Winter Park, Florida is Tantum Add.
The home located at 922 N Pennsylvania Avenue, Winter Park, Florida was built in 2026.