Description
One of Orlando's signature homes in the Cherokee Historic District, this extraordinary estate exudes elegance and timeless grandeur, offering a resort-style pool, private guest house and expansive grounds in one of downtown's most coveted neighborhoods. Set on an oversized lot (.56 acres), this stately three-story, 18-room residence offers an impressive blend of scale, craftsmanship and thoughtful updates. A dramatic oval, handcrafted three-story staircase creates a striking first impression in the grand black-and-white marble foyer, flanked by formal living and family rooms designed for both elegant entertaining and comfortable living. The living room extends into a light-filled sunroom, ideal as a private office or studio, while the family room opens to a screened porch with slate flooring, seamlessly connecting indoor and outdoor spaces. The chef's kitchen is both functional and refined, featuring an oversized island, Wolf convection gas range, Sub-Zero refrigeration with additional drawer units, custom cabinetry, and purified drinking water. Overlooking the beautifully refinished pool and outdoor entertaining areas, the kitchen flows effortlessly into a well-appointed summer kitchen, perfect for hosting. Interior details reflect exceptional character and craftsmanship, including wood flooring throughout most of the home, decorative ceiling elements, picture rails, brass antique light switches, and a wood-burning fireplace. The spacious primary suite features soaring ceilings and a large bath with an oversized shower and distinctive metal sinks. A secondary staircase and basement level-with updated laundry, dual washers, drying area, and laundry chute-add both charm and functionality. Extensive recent improvements totalling over $200,000 enhance both beauty and peace of mind, including a new slate roof (2024), copper gutters and soffits, updated flat roofs, new insulation, upgraded electrical and multiple HVAC systems, along with a tankless water heater for the main house and separate for the guest house. The outdoor setting is equally impressive, with mature landscaping, a motor court, two-car garage, and a private one-bedroom guest house complete with full kitchen and bath. Additional features include Tesla charging capability and a prepaid termite bond. Ideally located just minutes from downtown Orlando, within walking distance Restaurants, Farmers market, Arts festivals, Dr. Phillips Center for the Performing Arts and less than a mile from Orlando Health ORMC, the home offers both convenience and prestige. Originally built for Dr. and Mrs. John S. McEwan, among early Orlando's most prominent families and featured on the cover of Orlando Magazine in 1923, this residence is a rare legacy property, thoughtfully maintained and updated to meet the standards of today's most discerning buyer while preserving its rich architectural heritage. Furnishings may convey with acceptable contract. Home has been pre-inspected.
Details
| MLS # | O6382619 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | For-sale |
| Status | Active |
| Year | 1922 |
| Days On Site | 182 |
| Listing Provided By | COMPASS FLORIDA LLC | Jennifer Sloan |
Features
| Bed(s) | 7 |
|---|---|
| Bath(s) | 8 Total |
| SQ Feet | 5,828 |
| Garage | 2 |
| Pool | Yes |
| Story(s) | 3 |
| Zoning | R-2A/T/HP/ |
| Acreage | 0.56 |
Taxes
| Property | 31260 |
|---|
Area Information
| State | FL |
|---|---|
| County | Orange |
| City | ORLANDO |
| Zip Code | 32801 |
| Area | 32801 Orlando |
| Community Name | ALISA |
| Listing VS Median (in ALISA) | |
Price: $2,590,000 low | high Med: $2,590,000 sqft: 5,828 low | high Med: 5,828 $ / sqft: $444 low | high Med: $444 On site: 182 low | high Med: 182 | |
Market Activity 32801
Request a showing
Request a showing
Listings courtesy of Stellar MLS as distributed by MLS GRID.Based on information submitted to the MLS GRID as of September 21, 2026 at 8:23:01 AM PDT 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. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.
Contact
Learn More About This Property
| State | FL |
|---|---|
| County | Orange |
| City | ORLANDO |
| Zip Code | 32801 |
| Area | 32801 Orlando |
| Community Name | ALISA |
| Listing VS Median (in ALISA) | |
Price: $2,590,000 low | high Med: $2,590,000 sqft: 5,828 low | high Med: 5,828 $ / sqft: $444 low | high Med: $444 On site: 182 low | high Med: 182 | |