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1008 N Pennsylvania Ave, Winter Park, FL 32789
1008 N Pennsylvania Ave, Winter Park, FL 32789
1008 N Pennsylvania Ave, Winter Park, FL 32789
1008 N Pennsylvania Ave, Winter Park, FL 32789
1008 N Pennsylvania Ave, Winter Park, FL 32789
1008 N Pennsylvania Ave, Winter Park, FL 32789
1008 N Pennsylvania Ave, Winter Park, FL 32789

1008 N Pennsylvania Ave Winter Park, FL 32789

$2,500,000

ACTIVE
Beds
4
Baths
5
Sqft
3,530
Acres
0.21
Year
2020
Days on Site
7 Hours
Property Type
Residential
Sub Type
Single Family Residence
Per Square Foot
$708
Date Listed
Nov 13, 2026

Description of 1008 N Pennsylvania Ave, Winter Park, FL 32789

Listing details for 1008 N Pennsylvania Ave, Winter Park, FL 32789 : Discover an exceptional opportunity to own a beautifully designed luxury home overlooking the prestigious Winter Park Nine Golf Course in one of Winter Park, Florida’s most desirable neighborhoods! Built in 2020, this stunning residence offers approximately 3,500 square feet of thoughtfully designed living space, featuring 4 bedrooms and 4.5 bathrooms. From the moment you step inside, you'll be welcomed by an abundance of natural light, an impressive open-concept floor plan, and soaring ceilings accented by elegant tray ceiling details. Every element of this home comes together to create an atmosphere of sophistication, comfort, and true luxury living. The spacious interior seamlessly blends the living, dining, and entertaining spaces, creating the perfect environment for both everyday living and hosting guests. Step outside to your own private backyard oasis, complete with an amazing pool, perfect for enjoying the beautiful Florida lifestyle. The property also features a spacious two-car garage and a highly desirable in-law suite located above the garage. Complete with its own private kitchen, this separate living space is ideal for extended family, overnight guests, multigenerational living, or a private retreat. Located in one of the most sought-after neighborhoods in Winter Park, this exceptional property offers the opportunity to enjoy golf course living while remaining close to everything that makes Winter Park so special. From its newer construction and light-filled open spaces to its impressive outdoor living area and versatile separate guest quarters, this home delivers the perfect combination of elegance, functionality, and luxury. Don't miss your opportunity to experience this remarkable Winter Park residence!
Listing Updated : 11-13-2026 at 7:20 PM EST
Listing Provided By

Joseph Sipp, 407-545-6430, KELLER WILLIAMS WINTER PARK

Source

Stellar MLS as distributed by MLS GRID, MLS#: MFRO6457191

For more information on this listing contact us at 407-435-4387

Property History

DateEventPrice
11/13/2026
Listed for sale
$2,500,000 +8.9%
$708/sqft
Source:Stellar MLS #MFRO6457191
12/31/2021
Sold
$2,295,000 0%
$650/sqft
Source:Stellar MLS #MFRO5977226
10/5/2021
Listed for sale
$2,295,000
$650/sqft
Source:Stellar MLS #MFRO5977226
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Location of 1008 N Pennsylvania Ave, Winter Park, FL 32789

Streetview of 1008 N Pennsylvania Ave, Winter Park, FL 32789

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For more information on this listing contact us at 407-435-4387