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 Details
Price:
$925,000
MLS #:
O6390631
Status:
Active
Beds:
4
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
32806orlandodelaneyparkcrystallake
Listed Date:
Mar 19, 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
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
Open Parking YN
1
Other Structures
Guest House
Parking Features
Driveway, Electric Vehicle Charging Station(s)
Patio And Porch Features
Rear Porch
Roof
Shingle
Financial
Tax Year
2025
Taxes
$13,489
Map
Community
- Address442 BRIERCLIFF DRIVE ORLANDO FL
- SubdivisionN/A
- CityORLANDO
- CountyOrange
- Zip Code32806
Market Summary
Current real estate data for Single Family in ORLANDO as of Apr 18, 2026
2,987
Single Family Listed
99
Avg DOM
288
Avg $ / SqFt
$667,047
Avg List Price
Property Summary
- Located in the N/A subdivision, 442 BRIERCLIFF DRIVE ORLANDO FL is a Single Family for sale in ORLANDO, FL, 32806. It is listed for $925,000 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 $344. The average price per square foot for Single Family listings in ORLANDO is $288. The average listing price for Single Family in ORLANDO is $667,047. To schedule a showing of MLS#o6390631 at 442 BRIERCLIFF DRIVE in ORLANDO, FL, contact your agent at 407-583-9870.
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Courtesy of REDFIN CORPORATION. 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
