For sale· 101 days on market

442 BRIERCLIFF

Orlando, FL, 32806·MLS# O6390631

$889,000

Estimated $5,821/mo estimated

4
Bedrooms
4
Bathrooms
2,688
Sq ft
0.17 ac
Lot size
1925
Year built
$331
Per sq ft
  • Residential
  • Built 1925

About this home

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.

Facts & features

Interior

Bedrooms
4
Bathrooms
4 full
Living area
2,688 sqft

Property

Type
Residential
Year built
1925
Lot size
0.17 acres

Financial

Annual taxes
$13,489
Price / sqft
$331

Estimate your monthly payment

$177,800

$5,821/ month estimated

  • Principal & interest$4,636
  • Property tax$815
  • Insurance$370

Illustrative estimate — not a lending offer.

Location

Orlando, FL

Similar homes nearby

Courtesy of REDFIN CORPORATION

reThought Real Estate

My local team · (407) 974-5509

Choose a day

Choose a time of day

Free, no obligation · A reThought agent confirms within the hour during business hours.

Listing data courtesy of REDFIN CORPORATION. My request routes to reThought Real Estate in DashBrew CRM.

$889,000

4 bd · 4 ba · 2,688 sqft