$2,500,000
1008 Pennsylvania AvenueWinter Park, FL 32789
Listing updated: November 13, 2026 at 3:33 PM ET
Listing courtesy of Keller Williams Winter Park · Joseph Sipp · MLS #O6457191 · Active · 407-545-6430Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
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!
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveNov 13, 2026
- Listed$2,500,000Nov 13, 2026
Property Documents
Documents the listing agent has made public for this property. Free to view and download.
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Tantum Add
- County
- Orange
- Year built
- 2020
- Living area
- 3,530 sq ft
- Price/sq ft
- $708
- Building area
- 5,100 sq ft (Owner)
- Lot size
- 9,210 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X
- Pool
- Private pool
- Annual taxes
- $32,016 (2026)
- Parcel #
- 06-22-30-8580-02-072
- Zoning
- R-1A
- MLS #
- O6457191
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 4
- Half bathrooms
- 1
- Flooring
- Carpet, Ceramic Tile, Marble
- Appliances
- Built-In Oven, Cooktop, Dishwasher, Disposal, Refrigerator
- Interior features
- Ceiling Fans(s), High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s)
- Laundry
- Inside
- Stories / Levels
- Two
- Direction faces
- East
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 0
- Attached garage
- Yes
- Parking features
- Garage Door Opener, Garage Faces Rear, Guest, Off Street
HOA & Financial
- Total monthly fees
- None
- Total annual fees
- None
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 6 Months
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
Exterior & Construction
- Exterior features
- Outdoor Kitchen, Sidewalk
- Construction materials
- Block, Stucco
- Roof
- Metal
- Foundation
- Slab
- Pool
- Private pool
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Available, Electricity Available, Natural Gas Available, Sewer Available
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Kitchen | First | 20x15 |
| Dining Room | First | 17x13 |
| Office | First | 12x10.2 |
| Primary Bedroom | First | 15x16 |
| Primary Bathroom | First | 12x21 |
| Bedroom 2 | Second | 12x14 |
| Bathroom 2 | Second | 5.5x9.1 |
| Bedroom 3 | Second | 12.1x14.4 |
| Bathroom 3 | Second | 5.4x9.9 |
| Bedroom 4 | Second | 12.6x15.8 |
| Bathroom 4 | Second | 8.6x5.8 |
| Great Room | First | 22x19.6 |
| Utility Room | First | 8.6x14 |
| Family Room | Second | 12x10.2 |
Listing Details
- Listing date
- 2026-11-13
- On market date
- 2026-11-13
- Original list price
- $2,500,000
- Occupant type
- Vacant
- MLS area
- 32789 - Winter Park
- Listing AOR
- Orlando Regional
- Status changed
- 2026-11-13
- Tax legal description
- TANTUM ADDITION TO WINTER PARK C/32 THESOUTH 57.88 FT OF THE NORTH 118.25 FT OFLOT 7 BLK B DESC: COMM AT TH SW CORNERLOT 7 BLOCK B TH N00-00-00W 120.75 FT TOTHE POB TH CONT N00-00-00W 57.88 FT THN89-05-35E 158.7 FT TH S00-00-00W 57.88FT TH S89-05-35W 158.7 FT TO THE POB
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From I-4, take the Fairbanks Avenue exit (Exit 87) and head east toward Winter Park. Continue on Fairbanks Avenue and turn left onto Orlando Avenue (US-17/92). Turn right onto Morse Boulevard, then turn left onto North Park Avenue. Turn right onto North Pennsylvania Avenue. The property will be on your left.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively 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.
Based on information submitted to the MLS GRID as of November 13, 2026 at 3:33 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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