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$850,000
Monthly Est:$4,231
4 Beds
- 4 Baths
4 full baths
2,688sqft
442 Briercliff Dr, Orlando, FL 32806
$850,000
$4,231/moEst:
Get Pre-Approved
Single Family Residence
Built in 1925
$-- HOA
7,267 sqft lot
$316/sq.ft
Description
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.
- Houzeo last checked: 9 minutes ago
- Listing updated: September 19, 2026 at 3:03 pm
- Listing Provided by: Michael Dudley (407) 575-8126 | HOPKEY REALTY (407) 454-1217
- Source: Stellar MLS-FL | MLS#: O6441912

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
Year Built
1925
HOA Fees
-
Finished Area
2,688 sqft
Lot Size
7,267 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
O6441912
MLS Status
Active
Days on Market
28
Cumulative Days on Market
176

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 4
Bathrooms: 4
Primary Bedroom
Level: Second
Primary Bathroom
Level: Second
Family Room
Level: First
Kitchen
Level: First
Living Room
Level: First
Interior
Exterior Features
Lighting, Other, Sidewalk
Sewer
Public Sewer
Interior Features
Built In Features, Ceiling Fans(s), Dry Bar, Eat In Kitchen, High Ceilings, Other, Primary Bedroom Upstairs, Stone Counters, Vaulted Ceiling(s)
Heating
Central, Electric
Flooring
Tile, Wood
Cooling
Central Air
Appliances
Dishwasher, Microwave, Range, Refrigerator
Construction
Year Built
Year Built: 1925
Home type
Single Family Residence
Roof
Shingle
Construction Materials
Stucco, Frame
Foundation Details
Crawlspace
Utilities & Energy
Water Source
Public
Parking Features
Driveway, Electric Vehicle Charging Station(s)
Fireplace Features
Living Room, Wood Burning
Laundry Features
Inside, Laundry Room
Utilities
Cable Available, Electricity Connected, Sewer Connected, Water Connected
Other Features
Lot Features
Landscaped, Level, Sidewalk, Paved
Patio And Porch Features
Rear Porch
Subdivision Name
Acreage
Price History
| Date | Event | Price |
|---|---|---|
09/19/2026 Source: | Listed for Sale | $850,000 -2.86% $316/sqft |
09/11/2026 Source: | Listing Removed | $875,000 $326/sqft |
08/26/2026 Source: | Listed for Sale | $875,000 -1.57% $326/sqft |
06/26/2026 Source: | Price Decreased | $889,000 -1.11% $331/sqft |
06/05/2026 Source: | Price Decreased | $899,000 -5.37% $334/sqft |
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Based on information from Stellar MLS® through Oct 18, 2026, 05:30AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
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