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442 BRIERCLIFF DRIVE, ORLANDO, FL - photo 1

$850,000

442 BRIERCLIFF DRIVE

ORLANDO, FL 32806

Estimated payment $5,100/month

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4Beds
4Baths
2,688Sq Ft
$316Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

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Highlights

No HOA
Fireplace
Built in 1925
7,267 sqft Lot

About This Home

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 Agent

Michael Dudley

HOPKEY REALTY

Brokerage Phone: 407-454-1217

Source: Stellar MLS · MLS #O6441912

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Facts & features

Bedrooms & bathrooms

  • Bedrooms:4
  • Bathrooms:4
  • Full bathrooms:0

Heating

  • Has Heating:Yes

Interior area

  • Total structure area:2,688 sqft
  • Total interior livable area:2,688 sqft

Parking

  • Parking features:N/A
  • Garage spaces:0
  • Has attached garage:No

Lot

  • Size:7,267 sqft

Details

  • Parcel number:N/A

Type & style

  • Home type:Single Family Residence
  • Property subtype:Residential

Materials

  • • N/A

Condition

  • Year built:1925

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Price history

DateEventPrice
2026-09-18T00:00:00.000ZListed for sale$850,000$316/sqft

Data Powered by Home Junction, Inc.

Nearby

Schools

WILLIAM R BOONE HIGH

High · 0.7 mi

BLANKNER K-8

Elementary · 0.9 mi

VALENCIA COLLEGE - DOWNTOWN CENTER

1.1 mi

Supermarkets

Earth Fare

0.5 mi

Fontana Coffee and Tea, LLC

0.8 mi

Sunset Bodega

0.8 mi

Dining

Al's

0.2 mi

Scrubbs The Outpatient Cafe

0.3 mi

King Schawarma

0.4 mi

Parks

Delaney Park

0.1 mi

Al Coith Park

0.3 mi

Lake Davis Park

0.4 mi

Beaches

Lake Baldwin Park Beach

4.3 mi

Conrad Beach

12.5 mi

East Beach

12.6 mi

Nearby amenity locations include data © OpenStreetMap contributors.