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$850,000

442 Briercliff Dr

Orlando, FL
Active
4
Bedrooms
4
Bathrooms
2,868
Square Feet
0.17
Lot Size (acres)
1925
Year Built
15
Days On Market

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.

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Listing Information

Listing Updated
14 days ago
Listed By
Michael Dudley, 4075758126 · HOPKEY REALTY, 4074541217
MLS#
O6441912
Source
Stellar MLS
Status
Active

Facts & Features

Location

Community Information

Address
442 Briercliff Dr, Orlando, FL 32806
City
Orlando
County
Orange
Neighborhood
ACREAGE
Zip Code
32806

Architecture

Bedrooms
4
Bathrooms
4
Year Built
1925
Construction Materials
Frame, Stucco
Building Area
2,868 sq. ft.
Roof
Shingle
Levels
Two
Garage Spaces
0
Parking Features
Driveway, Electric Vehicle Charging Station(s)

Features & Amenities

Interior Features
Eat-in Kitchen, Vaulted Ceiling(s), Other, High Ceilings, Stone Counters, Dry Bar, Built-in Features
Appliances
Dishwasher, Microwave, Refrigerator, Range
Flooring
Tile, Wood
Exterior Features
Other, Lighting
Patio and Porch
Rear Porch
Cooling
Central Air
Heating
Electric, Central

Property Features

Lot Size
0.17 Acres
Lot Features
Level, Landscaped, Paved
View
Trees/Woods
Water
Public
Sewer
Public Sewer
Utilities
Cable Available, Electricity Connected, Sewer Connected, Water Connected

Square Footage

Total
2,688 sq. ft.

Tax & Financial Information

List Price
$850,000
Annual Taxes
$13,489

Schools

100/100
Hillcrest Elementary
Elementary · Grades PK–05 · 1.6 mi
City
Orlando
Students
462
Parent reviews
4.3★ avg · 4 reviews
Student body
47% White · 23% Hispanic / Latino · 17% Black
Free/reduced lunch
35%
Phone
(407) 245-1770
99/100
Kaley Elementary
Elementary · Grades PK–05 · 0.9 mi
City
Orlando
Students
235
Student body
43% White · 30% Black · 22% Hispanic / Latino
Free/reduced lunch
71%
Phone
(407) 897-6421
79/100
Lake Eola Charter
Elementary · Grades KG–08 · 1.2 mi
City
Orlando
Students
216
Parent reviews
5.0★ avg · 1 review
Student body
51% White · 21% Black · 19% Hispanic / Latino
Free/reduced lunch
1%
Phone
(407) 246-0900
76/100
William R Boone High
High · Grades 09–12 · 0.7 mi
City
Orlando
Students
2,763
Parent reviews
4.8★ avg · 5 reviews
Student body
51% White · 33% Hispanic / Latino · 10% Black
Free/reduced lunch
43%
Phone
(407) 893-7200
75/100
Blankner K-8
Elementary · Grades PK–08 · 0.9 mi
City
Orlando
Students
1,073
Parent reviews
4.7★ avg · 3 reviews
Student body
62% White · 17% Hispanic / Latino · 15% Black
Free/reduced lunch
38%
Phone
(407) 245-1720
75/100
Howard Middle
Middle · Grades 06–08 · 1.3 mi
City
Orlando
Students
1,092
Parent reviews
5.0★ avg · 5 reviews
Student body
37% White · 33% Black · 25% Hispanic / Latino
Free/reduced lunch
57%
Phone
(407) 245-1780
68/100
Lake Como School
Elementary · Grades PK–08 · 1.2 mi
City
Orlando
Students
254
Parent reviews
4.0★ avg · 1 review
Student body
40% Black · 30% White · 26% Hispanic / Latino
Free/reduced lunch
74%
Phone
(407) 897-6420
56/100
Ese Transition
High · Grades 12–12 · 11.7 mi
City
Orlando
Students
148
Student body
36% Hispanic / Latino · 34% Black · 24% White
Free/reduced lunch
20%
Phone
(407) 317-3229

School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.

Historical Data

Price History

DateEventPrice
09/18/2026Listed for sale$850,000

Listed by Michael Dudley · HOPKEY REALTY · 4074541217

Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Stellar MLS. All rights reserved.

Last Updated: September 19, 2026 at 3:03 PM | Source: Stellar MLS | MLS#: O6441912

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