This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/42
$950,000 Just Listed
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/42
Property 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.
Full Property Details
Full Property Details for 442 Briercliff Dr
General
- Price: $950,000
- Taxes: $13,489 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6390631
- Updated: 3/19/2026
- Added to Site: 5 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 5
- Interior Features: Built-in Features, Ceiling Fan(s), Dry Bar, Eating Space In Kitchen, High Ceilings, Other, PrimaryBedroom Upstairs, Stone Counters, Vaulted Ceiling(s)
- Fireplace: Yes
- Fireplace(s): Living Room, Wood Burning
- Appliances: Dishwasher, Microwave, Range, Refrigerator
- Furnishings: Unfurnished
- Flooring: Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside, Laundry Room
Exterior
- Exterior Features: Lighting, Other, Sidewalk
- Deck/Patio: Rear Porch
- Porch/Patio/Deck: Rear Porch
Parking
- Parking Features: Driveway, Electric Vehicle Charging Station(s)
Location
- Area: 32806 - Orlando/Delaney Park/Crystal Lake
- County: Orange
- Development Name: 32806 - Orlando/Delaney Park/Crystal Lake
- Subdivision: N/A
- Driving Directions: Head toward Tallokas Ave, Turn left onto Delaney Ave, At the traffic circle, continue straight, Continue onto Delaney Ave, Turn right onto Briercliff Dr, Destination will be on the right
- Direction Faces: North
Community
- Community Name: 32806 - Orlando/Delaney Park/Crystal Lake
- Pet Restrictions: Buyer To Verify All Pet Restrictions
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV Available, Electricity Connected, Sewer Connected, Water Connected
Structural Information
- Exterior Const.: Stucco, Wood Frame
- Roof: Shingle
- Stories/Levels: Two
- Square Feet: 2,688
- Sq. Ft. Source: Public Records
- Year Built: 1925
Additional Structures
- Other Structures: Guest House
Lot Features
- Lot Size (Acres): 0.17
- Lot Size (Sq. Ft.): 7,267
- Lot Size: 7267
- Street/Road Desc.: Asphalt, Paved
- Fencing (Description): Fenced, Wood
Financial Considerations
- Tax Amount: $13,489
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: BEG 510 FT E OF NW COR OF SE 1/4 OF SW 1/4 RUN S 165 FT E 50 FT N 165 FT W 50 FTTO POB (LESS ST ON N) IN SEC 36-22-29
- Flood Zone Info: X
- APN: 362229000000062
- Property ID: 362229000000062
Listed by Redfin Corporation
Get Pre-Approved Today
Schools
Schools serving 442 Briercliff Dr
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Blankner K-8 2500 South Mills Avenue, Orlando, FL 32806 | PK-8 | 0.9 mi |
William R Boone High School 1000 East Kaley Street, Orlando, FL 32806 | 9-12 | 0.6 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 442 Briercliff Dr
Date
Details
Price
Change
Source
3/19/2026
Listed
$950,000
13.77%
MLS
7/18/2022
Sold
$835,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 442 Briercliff Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$13,489
3%
$799,028
6%
2024
$13,074
4%
$754,625
3%
2023
$12,606
108%
$732,646
102%
2021
$6,060
-2%
$363,573
-3%
2022
$6,158
2%
$374,480
4%
2021
$6,060
2%
$358,553
2%
2019
$5,947
1%
$350,492
2%
2018
$5,889
-15%
$343,957
-3%
2017
$6,898
-19%
$353,101
-18%
2016
$8,499
7%
$428,523
10%
2015
$7,941
9%
$390,262
10%
2014
$7,302
9%
$354,784
3%
2013
$6,696
—
$343,551
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 442 Briercliff Dr
442 Briercliff Drive, Orlando, FL 32806 (MLS# O6390631) is a Single Family property with 4 bedrooms and 4 full bathrooms. 442 Briercliff Drive is currently listed for $950,000 and was received on March 19, 2026. Want to learn more about 442 Briercliff Drive? Do you have questions about finding other Single Family real estate for sale in Orlando? You can browse all Orlando real estate or contact a Coldwell Banker agent to request more information.

