1760 Legion Drive, FL
Stellar MLS

$2,295,000

1760 Legion Drive

Winter Park, FL 32789

Active
4
Beds
6
Baths
4,392
Sq Ft
0.34
Acres
1964
Built
Private poolFireplace$523/sqft
Single Family Residence

Property type

1964

Year built

14,968 sqft

Lot size

$523

Price / sq ft

No HOA

HOA dues

69

Days on market

2

Garage spaces

X

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

Principal & interest$11,605
Property taxes$1,135
Home insurance (est.)$1,052

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

  1. Status: Active
    Feb 24, 2026
  2. Listed$2,395,000
    Feb 18, 2026
  3. 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

ElementaryADommerich ElemGreatSchools ↗
MiddleBMaitland MiddleGreatSchools ↗
High SchoolAWinter Park HighGreatSchools ↗

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

RoomLevelDimensions
Bedroom 2First13x11
Bedroom 3First11x11
Bedroom 4First21x14
Bonus RoomFirst21x14
Dining RoomFirst25x11
Family RoomFirst29x21
KitchenFirst16x13
Living RoomFirst20x15
Primary BathroomFirst
Primary BedroomFirst25x15
DinetteFirst13x10

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 riskFEMA Zone X

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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MLS GRID

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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