Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$3,399,999

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 4,955 Sq. Ft.
See This Home
Save This Home
See This Home
Save This Home
One of the most coveted neighborhoods in all of Winter Park! This custom-built 5-bedroom, 5.5-bath residence was completed in 2017 and first sold in 2018. Lovingly maintained by the original owner and elevated with high-end designer finishes, the home showcases the impeccable vision of renowned designer Ted Maines, who reimagined much of the interior with timeless sophistication. Perfectly positioned on a prime over-sized corner lot, the home blends transitional architecture with modern elegance. Sunlight fills the open layout through expansive sliding doors, creating effortless indoor-outdoor flow. The main living area seamlessly connects a formal living room and spacious dining area to the gourmet kitchen, complete with custom cabinetry, Carrara marble surfaces, and Sub-Zero and Wolf appliances. A cozy family room with fireplace provides a relaxed yet stylish gathering space. The private downstairs primary suite opens directly to the lanai, saltwater pool and features a spa-style bath. A secondary ground floor bedroom is perfect for guests or multigenerational living. Upstairs, enjoy a spacious loft with custom bar, leading to a versatile media room. Three additional en-suite bedrooms complete the second level. Recent enhancements include a full-house generator, a newly added semi-circular driveway that enhances curb appeal and functionality, and three newer A/C units with re-engineered, high-efficiency ductwork to ensure optimal climate control throughout the home. The outdoor living space is equally impressive, offering a saltwater heated pool and spa with cascading waterfall, elegant stone decking, ambient lighting, and a covered summer kitchen-ideal for year-round entertaining. A rare 3-car garage completes this exceptional home. All just moments from the shops, dining, and charm of downtown Winter Park.

Full Property Details for 1761 Legion Dr

General

  • Price: $3,399,999
  • Taxes: $22,139 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6302616
  • Updated: 10/3/2025
  • Added to Site: 223 day(s) ago

Rental Information

  • Min. Lease: 7 Months

Interior

  • Number of Rooms: 7
  • Interior Features: Split Bedroom
  • Fireplace: Yes
  • Fireplace(s): Electric
  • Appliances: Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Freezer, Gas Water Heater, Ice Maker, Microwave, Refrigerator, Solar Hot Water, Solar Hot Water Owned, Washer
  • Furnishings: Unfurnished
  • Flooring: Carpet, Ceramic Tile, Engineered Hardwood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Heated, In Ground, Salt Water, Screen Enclosure
  • Spa: Yes
  • Spa Description: Heated, In Ground

Exterior

  • Exterior Features: Outdoor Grill, Outdoor Kitchen
  • Deck/Patio: Covered, Deck, Screened
  • Porch/Patio/Deck: Covered, Deck, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Covered Spaces: 3
  • Parking Features: Circular Driveway

Location

  • Area: 32789 - Winter Park
  • County: Orange
  • Development Name: 32789 - Winter Park
  • Subdivision: GREEN OAKS REP 02
  • Driving Directions: Continue on N Orlando Ave (US-17 N/US-92 E). Turn right onto Magnolia Rd. Continue on Juanita Rael. Home located on corner of Juanita Real and Legion Drive
  • Direction Faces: West

School Information

  • Elementary School: Dommerich Elem
  • Middle School: Maitland Middle
  • High School: Winter Park High

Community

  • Community Name: 32789 - Winter Park

Heating & Cooling

  • Cooling Type: Central Air, Zoned
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected

Structural Information

  • Architectural Info: Contemporary
  • Architectural Style: Contemporary
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Common Walls: Corner Unit
  • Windows: Storm Window(s)
  • Stories/Levels: Two
  • Square Feet: 4,955
  • Sq. Ft. Source: Public Records
  • Year Built: 2017

Lot Features

  • Property View: Pool
  • Lot Size (Acres): 0.39
  • Lot Size (Sq. Ft.): 18,128
  • Lot Size: 18128
  • Street/Road Desc.: Asphalt
  • Fencing (Description): Fenced, Vinyl

Financial Considerations

  • Tax Amount: $22,139
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: GREEN OAKS SECOND REPLAT Q/96 THE E 128.35 FT OF N 141.5 FT OF LOT 13
  • Flood Zone Info: X
  • APN: 312130317400136
  • Property ID: 312130317400136

Listed by Scanlon Realty Group Llc and Kelly Price & Company Llc

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agents

— 1761 Legion Dr —

  • Scanlon Realty Group Llc

  • Kelly Price & Company Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1761 Legion Dr

School District:Orange County School District
NameGradesDistance
Dommerich Elementary School
601 North Thistle Lane, Maitland, FL 32751
K-51.5 mi
Maitland Middle School
701 North Thistle Lane, Maitland, FL 32751
6-81.6 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1761 Legion Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/03/2025
Price Reduced
$3,399,999
-2.86%
MLS
7/31/2025
Price Reduced
$3,499,999
-1.27%
MLS
7/09/2025
Price Reduced
$3,544,999
-1.53%
MLS
6/12/2025
Listed
$3,599,999
100.56%
MLS
6/11/2018
Sold
$1,795,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1761 Legion Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$22,139
—
$1,480,988
3%
2024
$22,139
4%
$1,439,250
3%
2023
$21,373
6%
$1,397,330
6%
2021
$20,153
-1%
$1,317,117
-3%
2022
$20,350
1%
$1,356,631
4%
2021
$20,153
1%
$1,298,932
3%
2019
$19,999
1%
$1,264,841
6%
2018
$19,817
214%
$1,196,878
218%
2017
$6,311
-36%
$376,050
-36%
2016
$9,842
101%
$585,892
82%
2015
$4,903
-1%
$321,699
1%
2014
$4,944
2%
$319,146
1%
2013
$4,835
—
$314,430
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 1761 Legion Dr

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Scanlon Realty Group Llc and Kelly Price & Company Llc

Similar Properties near 1761 Legion Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

516 Henkel Cir, Winter Park, FL 32789 - Photo 1 Price Reduced
-$50,000 (-1.43%)
$3,449,000

516 Henkel Cir  Winter Park, FL 32789

  • Single Family
  • Active
  • Updated 5 days ago
  • 5
    Beds
  • 6
    Total Baths
  • 4,143
    Sq. Ft.
Listed by Keller Williams Winter Park
2616 N Westmoreland Dr, Orlando, FL 32804 - Photo 1
$3,350,000

2616 N Westmoreland Dr  Orlando, FL 32804

  • Single Family
  • Active
  • 5
    Beds
  • 7
    Total Baths
  • 7,573
    Sq. Ft.
Listed by Homevest Realty
614 Lake Ave, Orlando, FL 32801 - Photo 1
$3,499,000

614 Lake Ave  Orlando, FL 32801

  • Single Family
  • Active
  • 6
    Beds
  • 7
    Total Baths
  • 6,261
    Sq. Ft.
Listed by Olde Town Brokers Inc
948 Poinciana Ln, Winter Park, FL 32789 - Photo 1
$3,599,000

948 Poinciana Ln  Winter Park, FL 32789

  • Single Family
  • Active
  • Updated 7 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,676
    Sq. Ft.
Listed by Kelly Price & Company Llc

Just Listed near 1761 Legion Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

508 Banyon Tree Cir, Maitland, FL 32751 - Photo 1 Just Listed
$125,000

508 Banyon Tree Cir  #202  Maitland, FL 32751

  • Condo
  • Active
  • Updated 5 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,206
    Sq. Ft.
Listed by Keller Williams Realty At The Lakes
210 Magnolia Rd, Maitland, FL 32751 - Photo 1 Just Listed
$399,000

210 Magnolia Rd  #106  Maitland, FL 32751

  • Condo
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,394
    Sq. Ft.
Listed by Keller Williams Winter Park
1275 Lake Shadow Cir, Maitland, FL 32751 - Photo 1 Just Listed
$184,000

1275 Lake Shadow Cir  #13107  Maitland, FL 32751

  • Condo
  • Active
  • Updated 2 days ago
  • 1
    Bed
  • 1
    Total Bath
  • 672
    Sq. Ft.
Listed by Shawfield Realty Group
1301 Druid Isle Rd, Maitland, FL 32751 - Photo 1 Just Listed
$649,990

1301 Druid Isle Rd  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,162
    Sq. Ft.
Listed by Keller Williams Winter Park

Price Reduced near 1761 Legion Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1009 Grove St, Maitland, FL 32751 - Photo 1 Price Reduced
-$5,000 (-2.22%)
$220,000

1009 Grove St  #1009  Maitland, FL 32751

  • Townhouse
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,353
    Sq. Ft.
Listed by Ingrid Livingston (407) 595-5972
416 Banyon Tree Cir, Maitland, FL 32751 - Photo 1 Price Reduced
-$5,000 (-2.08%)
$235,000

416 Banyon Tree Cir  #108  Maitland, FL 32751

  • Condo
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,406
    Sq. Ft.
Listed by Vencorp Real Estate
1231 Sidcup Rd, Maitland, FL 32751 - Photo 1 Price Reduced
-$25,000 (-4.67%)
$510,000

1231 Sidcup Rd  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 7 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,798
    Sq. Ft.
Listed by Keller Williams Tampa Central
1913 Poinsetta Ln, Maitland, FL 32751 - Photo 1 Price Reduced
-$6,400 (-1.51%)
$418,500

1913 Poinsetta Ln  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,664
    Sq. Ft.
Listed by Homecoin.Com

Recent Sales near 1761 Legion Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1770 E Adams Dr, Maitland, FL 32751 - Photo 1 Sold
$3,500,000

1770 E Adams Dr  Maitland, FL 32751

  • Lots/Land
  • Closed
  • 1.45
    Acres
Listed by Premier Sotheby's Intl. Realty
Sold by Orlando Fine Properties Llc
1610 Oakhurst Ave, Winter Park, FL 32789 - Photo 1 Sold
$3,200,000

1610 Oakhurst Ave  Winter Park, FL 32789

  • Single Family
  • Closed
  • 5
    Beds
  • 7
    Total Baths
  • 4,255
    Sq. Ft.
Listed by Premier Sotheby's Intl. Realty
Sold by Stockworth Realty Group Llc
1391 Richmond Rd, Winter Park, FL 32789 - Photo 1 Sold
$3,325,000

1391 Richmond Rd  Winter Park, FL 32789

  • Single Family
  • Closed
  • 4
    Beds
  • 6
    Total Baths
  • 4,635
    Sq. Ft.
Listed by Stockworth Realty Group
Sold by Keller Williams Winter Park
1211 Munster St, Orlando, FL 32803 - Photo 1 Sold
$3,100,000

1211 Munster St  Orlando, FL 32803

  • Single Family
  • Closed
  • 6
    Beds
  • 6
    Total Baths
  • 4,590
    Sq. Ft.
Listed by Keller Williams Realty At The Parks and Orlando Realty Professionals
Sold by Coldwell Banker Hubbard Hansen

1761 Legion Drive, Winter Park, FL 32789 (MLS# O6302616) is a Single Family property with 5 bedrooms, 5 full bathrooms and 1 partial bathroom. 1761 Legion Drive is currently listed for $3,399,999 and was received on June 12, 2025. Want to learn more about 1761 Legion Drive? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

Tour this property