IDX

Listed by Michael Dudley · Courtesy of HOPKEY REALTY · Agent MLS ID# MFR261208174 · Deemed reliable but not guaranteed. · Listing updated: Oct 18, 2026 · 1:54 PM

442 BRIERCLIFF DR

Orlando, Orange, FL, 32806

Active

$849,500

$316/sqft

4Beds
4Baths
2,688Sq Ft
1925Built
30Days on Market

About this home

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.

Facts & Features

MFRO6441912
$849,500
Active
4
4
4
0
2,688 sqft
0.1700
1925
Residential
Single Family Residence
N/A

Community Information

442 BRIERCLIFF DR
Acreage
Orlando
Orange
FL
32806
No

Amenities

N/A
N/A
No
No
No

Interior

Ceiling Fans(s), High Ceilings, Vaulted Ceiling(s), Eat-in Kitchen, Stone Counters, PrimaryBedroom Upstairs, Built-in Features, Other, Dry Bar
Central, Electric
Central Air
Tile, Wood
Living Room, Wood Burning
N/A
Dishwasher, Microwave, Refrigerator, Range

Exterior

Lighting, Other, Sidewalk
Stucco, Frame
Crawlspace
Shingle
Fenced, Wood
Landscaped, Paved, Level, Sidewalk

School Information

Blankner Elem
Blankner School (K-8)
Boone High

Additional Information

September 18, 2026
30
R-1/T/AN
North
No

Mortgage Calculator

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This calculator provides estimates for informational purposes only and is not a loan offer, pre-approval, or commitment to lend. Actual rates, payments, and loan terms vary by lender and are subject to credit approval, income/asset verification, and market conditions. Property tax and homeowners insurance shown are estimates and may differ. PMI applies when the down payment is under 20%. For an official Loan Estimate, contact a licensed mortgage lender. HOPKEY REALTY is a licensed real estate brokerage, not a mortgage lender. Equal Housing Opportunity.

30 days on market

Listing updated: Oct 18, 2026 · 1:54 PM

Listed by: Michael Dudley · 407-575-8126—HOPKEY REALTY · 407-454-1217

Updated from Real Estate Market Data

Location

Ahmed ElbatrawyAhmed ElbatrawyEmpire Network Realty

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