Rafael Zenke

Rafael Zenke Real Estate Strategist

$889,000.00
442 BRIERCLIFF DRIVE, ORLANDO, FL - 32806
4 beds
4.0 baths
2,688 sqft
$889,000.00
442 BRIERCLIFF DRIVE, ORLANDO, FL - 32806
Rafael Zenke
$889,000.00
4 beds
4.0 baths
2,688 sqft
442 BRIERCLIFF DRIVE, ORLANDO, FL - 32806
For Sale
Photo 1
  • Built in 1925
  • $330.73/sqft
  • Lot size: 7,267 sqft
  • 159 days on market

Timeless charm meets refined living in this beautifully updated historic home in the heart of Delaney Park, complete with a detached guest house and thoughtfully designed living spaces. Offering 4 bedrooms, 4 bathrooms, and 2,688 square feet, this residence blends classic character with modern comfort in one of downtown Orlando’s most desirable neighborhoods. Inside, a welcoming living room with a built-in wood-burning fireplace creates a warm focal point and flows seamlessly into the separate dining room, both highlighted by wood flooring. Just beyond, the kitchen is designed for both everyday living and entertaining, featuring custom cabinetry, stone countertops, stainless steel appliances, a spacious island, dry bar, and generous cabinet and counter space. The kitchen overlooks a stunning family room with vaulted ceilings and an abundance of large windows and doors that fill the space with natural light while offering views of the backyard. The main level includes two bedrooms and two full bathrooms, providing flexibility for a variety of living arrangements. Upstairs, the private primary suite serves as a peaceful retreat with large built-in closets and a beautifully renovated en suite bathroom featuring dual sinks, a spacious glass walk-in shower with a built-in bench, and a separate soaking tub. The detached guest house includes a full bathroom, air conditioning, and a convenient kitchenette, providing a perfect space for guests, work, or hobbies. The fenced backyard with a large stone porch is ideal for entertaining or quiet evenings outdoors. Perfectly situated in the heart of downtown Orlando, this home offers effortless access to dining, shopping, and major roadways, with world-famous theme parks and Orlando International Airport just a short drive away—combining timeless elegance with modern city living. Mortgage savings may be available for buyers of this listing.

  • Directions: Head toward Tallokas Ave, Turn left onto Delaney Ave, At the traffic circle, continue straight, Continue onto Delaney Ave, Turn right onto Briercliff Dr, Destination will be on the right
  • County: Orange
  • Geo subdivision: N/A

Features

Financial

Let's get in touch!

Rafael Zenke

Rafael Zenke

Real Estate Strategist

See also

For Sale
1910 CLOVERLAWN AVENUE, ORLANDO, FL - 32806
$925,000.00
3 bds
3.0 ba
3,128 sqft
1910 CLOVERLAWN AVENUE, ORLANDO, FL - 32806
For Sale
1320 CLOVERLAWN AVENUE, ORLANDO, FL - 32806
$949,000.00
3 bds
3.0 ba
2,950 sqft
1320 CLOVERLAWN AVENUE, ORLANDO, FL - 32806
For Sale
4257 ISLE VISTA AVENUE, BELLE ISLE, FL - 32812
$899,999.00
4 bds
4.0 ba
3,758 sqft
4257 ISLE VISTA AVENUE, BELLE ISLE, FL - 32812
Stellar MLS
  • Source: Stellar MLS
  • MLS #: O6390631
Listing updated: August 24, 2026 at 2:50PM
Listing provided by: Wylie Devlin, REDFIN CORPORATION
Last checked 13 hours ago
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