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922 N Pennsylvania Avenue , Winter Park, FL 32789

$1,995,000
  • 922 N Pennsylvania Avenue , Winter Park, FL 32789 Main Photo

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New to the Market Active
BEDS4 BATHS4 full SQUARE FEET3,440 MLS#O6424685
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONTANTUM

Property Description

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, ensuite 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.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 walkable locations.

922 N Pennsylvania Avenue | MLS# O6424685

This single family home located at 922 N Pennsylvania Avenue , Winter Park, FL 32789 is currently listed for sale with an asking price of $1,995,000. This property was built in 2001 and has 4 bedrooms and 4 full baths with 3440 sq. ft. N Pennsylvania Avenue is located in the TANTUM subdivision. Search TANTUM real estate on dacken.floridaexecutiverealty.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air, Zoned
Garage: 2 car attached
Heating: Central, Heat Pump, Zoned
Home Style: Mediterranean
Lot Size: 0.17 Acres
Roof Type: Tile
Stories: 2.0
Taxes: $10,684
Year Built: 2001

Amenities

Built-in Features
Ceiling Fans(s)
Crown Molding
Dry Bar
Eat-in Kitchen
High Ceilings
Living Room/Dining Room Combo
PrimaryBedroom Upstairs
Solid Wood Cabinets
Stone Counters
Walk-In Closet(s)
Window Treatments
Awning(s)
Balcony
French Doors
Lighting
Rain Gutters
Sidewalk

Feature Descriptions

Additional Rooms: Den/Library/Office, Formal Dining Room Separate, Inside Utility
Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
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.
Exterior: Block, Stucco
Fireplace: Gas, Living Room
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Carpet, Tile, Wood
Foundation: Slab
Home Warranty Y/N: No
Lot: City Limits, Landscaped, Level, Paved
Lot Dimensions: 0.17
Other Equipment: Irrigation Equipment
Ownership: Fee Simple
Parking: Circular Driveway
Parking Notes: Circular Driveway
Patio/Porch: Covered, Patio, Rear Porch, Screened
Pets Allowed: Yes
Pets Restrictions: Please verify with City of Winter Park regarding any pet restrictions.
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Appointment Only, Listing Agent Must Accompany
Special Sale Provisions: None
Utilities: BB/HS Internet Available, Propane, Public, Underground Utilities
Vegetation: Mature Landscaping, Trees/Landscaped
Water: Public
Water Access Y/N: No
Zoning: R-2

Room Sizes

Foyer: 17x9
Living Room: 22x16
Dining Room: 16x14
Kitchen: 14x13
Dinette: 12x9
Balcony/Porch/Lanai: 15x11
Office: 13x13
Primary Bedroom: 18x16
Primary Bathroom: 14x13
Primary Bedroom 2: 23x13
Bedroom 3: 12x12
Bedroom 4: 12x11

Local Schools

High School: Winter Park High
Middle School: Maitland Middle
Elementary School: Lakemont Elem

Listed By / Shown By

Listed By

Agency Name: PREMIER SOTHEBY'S INTL. REALTY
Agency Contact: 407-644-3295

Shown By

Agent Name: Diane Acken, PA
Agent Phone: Cell: (813) 299-4758
Agency Title: Florida Executive Realty

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Estimated Payment

$ 5,912.21 per month $4,440.01 Principal & Interest $890.33 Property Tax $581.88 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 07/14/2026. The listing information on this page last changed on 07/14/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 07/14/2026 12:04:37 AM EST) or Stellar MLS (last updated Mon 07/13/2026 11:59:05 PM EST). Real estate listings held by brokerage firms other than Florida Executive Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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