




442 BRIERCLIFF DRIVE
ORLANDO, FL, 32806·ACREAGE
MLS# O6441912
$849,500
4
Beds
4
Baths
2,688
Sq Ft
Description
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 Overview
Bedrooms & Bathrooms
Structure
Size & Lot
Utilities
Additional Features
Contact Agent
Holiday Realty LLC
Central Florida Real Estate Experts
(800) 936-1754
Our team typically responds within 1 hour during business hours.
Neighborhood
About ACREAGE
442 BRIERCLIFF DRIVE is located in the ACREAGE community in ORLANDO, FL. Part of Orange County.
The ACREAGE neighborhood offers convenient access to local schools, shopping, dining, parks, and major commute routes.
HOA & Tax Information
HOA, Community & Pets
Pet Policy
Pet policies are subject to HOA/condo association rules. Verify current restrictions before purchase.
Ask About This Property
Ask a question about this home and get quick, listing-based help from Holiday Realty.
Answers are generated from listing data and may be incomplete — please verify details with a Holiday Realty agent.
Listing courtesy of HOPKEY REALTY · Michael Dudley
Frequently Asked Questions
What is the asking price for 442 BRIERCLIFF DRIVE?
The listing price for 442 BRIERCLIFF DRIVE is $849,500.
How many bedrooms and bathrooms does 442 BRIERCLIFF DRIVE have?
This property features 4 bedrooms and 4 full bathrooms.
What is the square footage of 442 BRIERCLIFF DRIVE?
The living area is approximately 2,688 square feet.
What community is 442 BRIERCLIFF DRIVE located in?
This property is located in the ACREAGE community in ORLANDO, FL. The neighborhood offers convenient access to local schools, shopping, dining, and parks.
When was 442 BRIERCLIFF DRIVE built?
This property was built in 1925.
What schools are near 442 BRIERCLIFF DRIVE?
ORLANDO is served by the Orange County Public Schools district. Contact us for details on nearby elementary, middle, and high schools, including ratings and enrollment information.
How do I schedule a showing for 442 BRIERCLIFF DRIVE?
You can schedule a private showing by clicking "Schedule a Showing" on this page or calling us at (800) 936-1754.
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 2026-10-18. All data is obtained from various sources and may not have been verified by broker or MLS GRID.
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