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.
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
Price:
$850,000
MLS #:
O6441912
Status:
Active
Beds:
4
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
ACREAGE
Neighborhood:
32806orlandodelaneyparkcrystallake
Listed Date:
Sep 18, 2026
Finished Sq Ft:
2,688
Total Sq Ft:
2,868
Lot Size:
7,267 sqft / 0.17 acres (approx)
Year Built:
1925
See this Listing
Schools
Elementary School:
Blankner Elem
Middle School:
Blankner School (K-8)
High School:
Boone High
Interior
Appliances
Dishwasher, Microwave, Range, Refrigerator
Bathrooms
4 Full Bathrooms
Cooling
Central Air
Flooring
Tile, Hardwood
Heating
Central, Electric
Interior Features
Built-in Features, Ceiling Fan(s), Dry Bar, Eating Space In Kitchen, High Ceilings, Other, PrimaryBedroom Upstairs, Stone Counters, Vaulted Ceiling(s)
Laundry Features
Inside, Laundry Room
Levels
Two
Exterior
Construction Materials
Stucco, Wood Frame
Direction Faces
North
Exterior Features
Lighting, Other, Sidewalk
Fencing
Fenced, Wood
Lot Features
Landscaped, Level, Sidewalk
Open Parking YN
1
Other Structures
Guest House
Parking Features
Driveway, Electric Vehicle Charging Station(s)
Patio And Porch Features
Rear Porch
Roof
Shingle
View
Trees/Woods
Financial
Tax Year
2025
Taxes
$13,489
Map
Community
- Address442 BRIERCLIFF DRIVE ORLANDO FL
- SubdivisionACREAGE
- CityORLANDO
- CountyOrange
- Zip Code32806
Market Summary
Current real estate data for Single Family in ORLANDO as of Sep 20, 2026
3,064
Single Family Listed
103
Avg DOM
284
Avg $ / SqFt
$661,434
Avg List Price
Property Summary
- Located in the ACREAGE subdivision, 442 BRIERCLIFF DRIVE ORLANDO FL is a Single Family for sale in ORLANDO, FL, 32806. It is listed for $850,000 and features 4 beds, 4 baths, and has approximately 2,688 square feet of living space, and was originally constructed in 1925. The current price per square foot is $316. The average price per square foot for Single Family listings in ORLANDO is $284. The average listing price for Single Family in ORLANDO is $661,434. To schedule a showing of MLS#o6441912 at 442 BRIERCLIFF DRIVE in ORLANDO, FL, contact your agent at 407-583-9870.
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Courtesy of HOPKEY REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than include the name of the listing broker. Neither the listing company nor shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 442 BRIERCLIFF DRIVE
ORLANDO, FL
