$850,000
Active

442 BRIERCLIFF DRIVE

ORLANDO, FL 32806 — ACREAGE
4 Beds
4 Baths
2,688 sqft
0.17 acres
Built 1925

About This Property

A rare opportunity to own a beautifully renovated historic home with a detached guest house in the heart of Delaney Park. Set on a charming residential street surrounded by some of Downtown Orlando’s most sought-after neighborhoods, this 4-bedroom, 4-bath residence offers 2,688 square feet of thoughtfully designed living space with a seamless blend of original character and modern updates.

From the moment you enter, the home feels warm and inviting, with beautiful wood floors, a spacious living room with a wood-burning fireplace, and a separate dining area ideal for entertaining. The updated kitchen serves as the centerpiece of the home, featuring custom cabinetry, stone countertops, stainless steel appliances, a large center island, dry bar, and abundant storage.

The kitchen opens directly to an impressive vaulted family room surrounded by oversized windows and glass doors, creating a bright and airy gathering space with views of the private backyard. The first floor also offers two bedrooms and two full bathrooms, providing excellent flexibility for guests, family, or a home office.

Upstairs, the primary suite offers a private retreat with generous built-in closet space and a beautifully updated bathroom featuring dual vanities, a large glass-enclosed walk-in shower with built-in bench, and a separate soaking tub. An additional bedroom and full bathroom complete the upper level.

Adding exceptional versatility, the detached guest house includes its own full bathroom, air conditioning, and kitchenette. Whether used for guests, extended family, a private office, creative space, or an additional living area, this separate structure adds a level of flexibility rarely found in the neighborhood.

Outside, the fenced backyard and expansive stone porch create an inviting setting for outdoor dining, entertaining, or relaxing in privacy. The location is equally impressive, placing you minutes from Lake Davis, Lake Cherokee, Delaney Park, Thornton Park, Downtown Orlando, restaurants, coffee shops, shopping, and major roadways, while Orlando International Airport and Central Florida’s world-famous attractions are easily accessible.

A distinctive home, an exceptional location, and the flexibility of a detached guest house make 442 Briercliff Drive a truly special Delaney Park offering.

Property Details

Basics

Property Type
Residential
Property Subtype
Single Family Residence
MLS Number
O6441912
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
Lot Features
Landscaped, Level, Sidewalk, Paved
View
Trees/Woods

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
$850,000
Annual Taxes
$13,489
Tax Year
2025
Listing Terms
Cash, Conventional, FHA, VA Loan
Special Conditions
None
Possession
Close Of Escrow

Schools

Elementary
Blankner Elem
Middle School
Blankner School (K-8)
High School
Boone High

Location