$925,000
Original: $950,000
Active

442 BRIERCLIFF DRIVE

ORLANDO, FL 32806 — N/A
4 Beds
4 Baths
2,688 sqft
0.17 acres
Built 1925

About This Property

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.

Property Details

Basics

Property Type
Residential
Property Subtype
Single Family Residence
MLS Number
O6390631
Days on Market
12
Year Built
1925
Levels
Two
Additional Rooms
Family Room
Direction Faces
North
Occupant Type
Owner

Size & Structure

Living Area
2,688 sqft
Total Area
2,868 sqft
Lot Size
0.17 acres
Lot Sq Ft
7,267 sqft
Bedrooms
4
Full Baths
4

Interior

Flooring
Tile, Wood
Appliances
Dishwasher, Microwave, Range, Refrigerator
Interior Features
Built-in Features, Ceiling Fans(s), Dry Bar, Eat-in Kitchen, High Ceilings, Other, PrimaryBedroom Upstairs, Stone Counters, Vaulted Ceiling(s)
Laundry
Inside, Laundry Room
Fireplace
Yes — Living Room, Wood Burning
Furnished
Unfurnished
A/C
Central Air
Heating
Central, Electric

Exterior & Lot

Exterior Features
Lighting, Other, Sidewalk
Construction
Stucco, Frame
Roof
Shingle
Foundation
Crawlspace
Patio/Porch
Rear Porch
Other Structures
Guest House
Fencing
Fenced, Wood

Water & Pool

Community & HOA

HOA
No
Pets Allowed
Yes
Homestead
Yes

Utilities & Systems

Water
Public
Sewer
Public Sewer
Utilities
Cable Available, Electricity Connected, Sewer Connected, Water Connected
Cooling
Central Air
Heating
Central, Electric
Flood Zone
X
Parking
Driveway, Electric Vehicle Charging Station(s)

Financial

List Price
$925,000
Original Price
$950,000
Annual Taxes
$13,489
Tax Year
2025
Listing Terms
Cash, Conventional, FHA, VA Loan
Special Conditions
None
Possession
Close Of Escrow

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Location