




442 BRIERCLIFF DRIVE
ORLANDO, FL, 32806·N/A
MLS# O6390631
$889,000
4
Beds
4
Baths
2,688
Sq Ft
Description
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 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 N/A
442 BRIERCLIFF DRIVE is located in the N/A community in ORLANDO, FL. Part of Orange County.
The N/A 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 REDFIN CORPORATION · Wylie Devlin
Frequently Asked Questions
What is the asking price for 442 BRIERCLIFF DRIVE?
The listing price for 442 BRIERCLIFF DRIVE is $889,000.
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 N/A 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 2026-08-24. All data is obtained from various sources and may not have been verified by broker or MLS GRID.
IDX information is provided exclusively for consumers' personal noncommercial use.
© 2026 Stellar MLS. All rights reserved.