$2,690,000
620 Pinetree Road
Winter Park, FL 32789
Listing updated: June 9, 2026 at 1:39 PM ET
Listing courtesy of Fannie Hillman & Associates · MaryStuart Day · MLS #O6397264 · Active · 407-644-1234Property type
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
One of the last remaining opportunities to build on a truly exceptional street in the Winter Park Via’s, this .48-acre homesite offers a fantastic combination of a prime location, a large lot, and surrounded but gorgeous homes. The lot is cleared and ready to build! The current owners have thoughtfully commissioned architectural plans by renowned Winter Park architect Gary Hancock. With the Seller's impeccable taste and luxurious finishes, every detail was meticulous designed. The architectural and interior design plans could provide a jump start on your new stunning custom home. While plans are available, buyers also have the flexibility to bring their own vision to life. Ideally located just minutes from Park Avenue and surrounded by some of Winter Park’s most beautiful lakefront homes, this homesite also enjoys close proximity to the Winter Park Racquet Club, Kraft Azalea Garden, Phelps Park, and the Winter Park YMCA. Zoned for top-rated schools including Dommerich Elementary, Maitland Middle, and Winter Park High. A truly special opportunity to create a custom residence in one of Winter Park’s most coveted settings.
Local Insight
This is raw land in Winter Park's most prestigious lakefront enclave at a price point that positions it either as a tear-down play or a rare chance to build custom on a diminished lot—at $129/sqft you're paying for the address and the Sicilian Shores location, not size, so the real question is whether the 0.48 acres works for the estate home this neighborhood typically demands. The X flood zone is a genuine advantage here, but you'll want to verify whether that translates to meaningful savings on insurance and whether the lot's dimensions actually accommodate the scale of construction typical in this price band, since many Winter Park estates at this level sit on significantly larger parcels.
AI-generated insight based on listing data and neighborhood context. Verify independently.
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 history61 days on market
- Status: ActiveApr 9, 2026
- Listed$2,790,000Apr 9, 2026
- Price reduced$2,690,000
Facts & features
- Property type
- Land
- Status
- Active
- Days on market
- 61
- Subdivision
- Sicilian Shores
- County
- Orange
- Price/sq ft
- $129
- Lot size
- 20,927 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X (12095C0255F)
- Annual taxes
- $15,846 (2025)
- Parcel #
- 32-21-30-8020-11-030
- Zoning
- R-1AA
- MLS #
- O6397264
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Interior Details
- Direction faces
- Northwest
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
Exterior & Construction
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Available, Electricity Available, Natural Gas Available, Public, Sewer Available, Underground Utilities, Water 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.
Listing Details
- Listing date
- 2026-04-09
- On market date
- 2026-04-09
- Original list price
- $2,790,000
- MLS area
- 32789 - Winter Park
- Listing AOR
- Orlando Regional
- Status changed
- 2026-04-09
- Tax legal description
- Lots 3 and 4, Block K, SICILIAN SHORES, LESS: Part of Lot 4, Block K, SICILIAN SHORES, as recorded in Plat Book O, Pages 34 and 35, of the Public Records of Orange County, Florida, more particularly described as follows: Beginning at the Northwest corner of said Lot 4, said Point also being the Easterly right of way line of Pine Tree Road, run Northeasterly 10.00 feet along said right of way line, being a curve concave Southeasterly, having a radius of 175.70 feet and a delta of 03 degrees 15 minutes 40 seconds, thence run Southeasterly to a point on the Southerly line of said Lot 4, said point being 25 feet Southeasterly of the Point of Beginning, thence run Northwesterly 25 feet to the Point of Beginning.
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 Horatio/Howell Branch, take Via Tuscany, pass the WP Racquet Club, take a right on Via Lugano, Right on Pinetree, home down on the right.
Property sale history
Public records620 PINETREE RD, Winter Park 32789
- Jan 2025$2,300,000
- Feb 2024$2,200,000
0.4863 acres
Sale data from Florida public records (Department of Revenue / county property appraiser). Deemed reliable but not guaranteed; may not reflect current market or MLS status. Not Stellar MLS data.
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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 June 9, 2026 at 1:39 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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