442 Briercliff Drive, ORLANDO, FL

$875,000

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4

Beds

4

Baths

2,688

Square feet

0.17

Acres

About 442 Briercliff Drive

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.

Features of 442 Briercliff Drive

MLS® # O6390631
Price $875,000
Bedrooms 4
Bathrooms 4.00
Full Baths 4
Square Footage 2,688
Acres 0.17
Year Built 1925
Type Residential
Sub-Type Single Family Residence
Status Active

Community Information

Address 442 Briercliff Drive
Area Orlando/Delaney Park/Crystal Lake
Subdivision N/A
City ORLANDO
County Orange
State FL
Zip Code 32806-2204

Amenities

Parking Driveway, Electric Vehicle Charging Station(s)
View Trees/Woods
Is Waterfront No
Has Pool No

Interior

Interior Features Built-in Features, Ceiling Fan(s), Dry Bar, Eating Space In Kitchen, High Ceilings, Other, PrimaryBedroom Upstairs, Stone Counters, Vaulted Ceiling(s)
Appliances Dishwasher, Microwave, Range, Refrigerator
Heating Central, Electric
Cooling Central Air
Fireplace Yes
Fireplaces Living Room, Wood Burning

Exterior

Exterior Features Lighting, Other, Sidewalk
Lot Description Landscaped, Level, Sidewalk
Roof Shingle
Foundation Crawlspace

Additional Information

Date Listed March 19th, 2026
Days on Market 164
Zoning R-1/T/AN
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeREDFIN CORPORATION

Listing Map

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