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442 Briercliff Dr, Orlando, FL 32806
442 Briercliff Dr, Orlando, FL 32806
442 Briercliff Dr, Orlando, FL 32806
442 Briercliff Dr, Orlando, FL 32806
442 Briercliff Dr, Orlando, FL 32806
442 Briercliff Dr, Orlando, FL 32806
442 Briercliff Dr, Orlando, FL 32806

442 Briercliff Dr Orlando, FL 32806

$850,000

ACTIVE
Beds
4
Baths
4
Sqft
2,688
Acres
0.17
Year
1925
Days on Site
28 Days
Property Type
Residential
Sub Type
Single Family Residence
Per Square Foot
$316
Date Listed
Sep 18, 2026

Description of 442 Briercliff Dr, Orlando, FL 32806

Listing details for 442 Briercliff Dr, Orlando, FL 32806 : 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.
Listing Updated : 09-19-2026 at 11:20 AM EDT
Listing Provided By

Michael Dudley, 407-454-1217, HOPKEY REALTY

Source

Stellar MLS as distributed by MLS GRID, MLS#: MFRO6441912

Property History

DateEventPrice
9/18/2026
Listed for sale
$850,000 -2.9%
$316/sqft
Source:Stellar MLS #MFRO6441912
9/11/2026
Listing removed
$875,000 0%
$326/sqft
Source:Stellar MLS #MFRO6390631
8/26/2026
Price Change
$875,000 -1.6%
$326/sqft
Source:Stellar MLS #MFRO6390631
6/26/2026
Price Change
$889,000 -1.1%
$331/sqft
Source:Stellar MLS #MFRO6390631
6/5/2026
Price Change
$899,000 -5.4%
$334/sqft
Source:Stellar MLS #MFRO6390631
3/19/2026
Listed for sale
$950,000 +13.8%
$353/sqft
Source:Stellar MLS #MFRO6390631
7/19/2022
Sold
$835,000 +5%
$311/sqft
Source:Stellar MLS #MFRO6030357
5/30/2022
Listed for sale
$795,000 +104.9%
$296/sqft
Source:Stellar MLS #MFRO6030357
3/16/2017
Sold
$388,000 -27.5%
$144/sqft
Source:Stellar MLS #MFRO5444500
6/2/2016
Listed for sale
$535,000 +23160.9%
$199/sqft
Source:Stellar MLS #MFRO5444500
7/23/2015
Leased
$2,300 0%
$1/sqft
Source:Stellar MLS #MFRO5379400
7/20/2015
Sold
$2,300 0%
$1/sqft
Source:Stellar MLS #MFRO5322826
7/11/2015
Listed for Rent
$2,300 -99.6%
$1/sqft
Source:Stellar MLS #MFRO5379400
10/2/2014
Listed for sale
$599,000
$223/sqft
Source:Stellar MLS #MFRO5322826
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