$2,295,000
1760 Legion Drive
Winter Park, FL 32789
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Winter Park 1964 Charmer! This wonderful ranch is located just minutes to Downtown Orlando as well as Park Ave. With over 4300 sq ft of living space, this, 4 bed/5.5 bath home is in the prime location. Upon entering you'll notice just how light and bright this home shows, to your right you will find a home office space. Rich dark wood, custom cabinetry and dramatic lighting provide the perfect space to start your morning or end your day. To the left of the entry, you will find the large formal living room with 1 of 2 gas fires places located in this home. The bay window lets you take in views of your lush landscaped front yard and fills the space with tons of sunlight. Stepping off the entry you are greeted with a large formal dining room space. Sliders lead to the patio and the unique courtyard patio gives you views of your pool from not only the dining but the primary and family room all with sliders making this the perfect patio for parties, social gatherings and events. Just off the dining room you will find the great room including the breakfast area with built in cabinetry, the family room and the kitchen. The heart of the home is your kitchen, and this space has been designed for the chef of the home. White cabinetry, island, solid surface counter tops, lighting, and a huge walk-in pantry are just a few of the special touches you will find. Stainless steel appliances: Sub-Zero refrigerator, Bosh dishwasher, double oven, and microwave all the tools needs to create amazing meals. The family room's jewelry is the barrel ceiling a special touch you won't find often. Gas fireplace, spacious, Sliders leading to the patio as well as a screened patio area. The family room also includes a wet bar with ice market and wine frig. Just off the living room is the half bath. A separate area off the living could be a mother-in-law suite, she or he cave or the options are endless. a large bonus room includes a full bath which also doubles as the pool bath, sliders leading to a private yard space and a sink area. Upstairs in this area you will also find a full bedroom with vaulted ceilings and a full bath. To the right of the dining room, you will find 2 additional rooms and 2 full baths. The primary suite includes a sitting room with double doors leading to the bedroom, massive suite with bay window and views of the pool. not 1 but 2 full baths and 2 walk in closet because why share when you can have your own. This home also includes 2 tankless heaters, newer roof, well for sprinklers, home generator, skylights, dog run circular driveway custom drapes, auto blinds, freshly painted, artificial turf and so much more. So what are you waiting for?
Local Insight
At $523/sqft for a 1964 home on a tight 0.34-acre lot, you're paying a Winter Park address premium rather than getting modern construction or significant land—this is really a teardown-or-renovate play in one of Florida's most established neighborhoods, so the value hinges entirely on the location desirability and what you plan to do with the footprint. The private pool and solid schools are pluses, but at nearly $2.3M, you should scrutinize whether the bones justify that price or if you're better off looking at updated homes in the same zip code or accepting less walkability for more house elsewhere.
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 history69 days on market
- Status: ActiveFeb 24, 2026
- Listed$2,395,000Feb 18, 2026
- Price reduced$2,295,000
Virtual Tour
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 69
- Subdivision
- Green Oaks Rep
- County
- Orange
- Year built
- 1964
- Living area
- 4,392 sq ft
- Price/sq ft
- $523
- Building area
- 6,149 sq ft (Public Records)
- Lot size
- 14,968 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $13,622 (2025)
- Parcel #
- 31-21-30-3172-00-108
- Zoning
- R-1AA
- MLS #
- O6383603
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 5
- Half bathrooms
- 1
- Flooring
- Bamboo, Carpet, Ceramic Tile, Wood
- Appliances
- Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Microwave, Range, Refrigerator, Washer, Wine Refrigerator
- Interior features
- Attic Ventilator, Cathedral Ceiling(s), Ceiling Fans(s), Coffered Ceiling(s), Crown Molding, Kitchen/Family Room Combo, Open Floorplan, Solid Surface Counters, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
- Laundry
- Corridor Access, Inside
- Stories / Levels
- One
- Direction faces
- West
- Fireplace
- Yes
Heating & Cooling
- Heating
- Electric, Heat Pump
- Cooling
- Central Air, Zoned
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Circular Driveway, Garage Door Opener
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 7 Months
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- No HOA, please consider City of Winter Park restrictions
Exterior & Construction
- Exterior features
- Sliding Doors
- Construction materials
- Block, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private pool
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Connected, Electricity Connected, Sprinkler Meter
Community
- Pets allowed
- Yes
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 |
|---|---|---|
| Bedroom 2 | First | 13x11 |
| Bedroom 3 | First | 11x11 |
| Bedroom 4 | First | 21x14 |
| Bonus Room | First | 21x14 |
| Dining Room | First | 25x11 |
| Family Room | First | 29x21 |
| Kitchen | First | 16x13 |
| Living Room | First | 20x15 |
| Primary Bathroom | First | |
| Primary Bedroom | First | 25x15 |
| Dinette | First | 13x10 |
Listing Details
- Listing date
- 2026-02-18
- On market date
- 2026-02-18
- Original list price
- $2,395,000
- Occupant type
- Vacant
- MLS area
- 32789 - Winter Park
- Listing AOR
- Orlando Regional
- Status changed
- 2026-02-24
- Tax legal description
- REPLAT OF GREEN OAKS Q/30 THE N 100 FT O F S 681.7 FT OF W 150 FT LOT A
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
Park Avenue north from Downtown. Pass New York Avenue, right on Summerland, left on Dixie, right on Legion
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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 May 2, 2026 at 3:35 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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