442 BRIERCLIFF DRIVE
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    +55 more
    Active
    Single Family Residence

    442 BRIERCLIFF DRIVE

    ORLANDO, FL, 32806·ACREAGE

    MLS# O6441912

    $849,500

    4

    Beds

    4

    Baths

    2,688

    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.

    Property Overview

    StatusActive
    TypeSingle Family Residence
    Year Built1925
    CityORLANDO
    Area32806 - ORLANDO
    SubdivisionACREAGE
    StateFL
    CountyOrange
    List Date09/18/2026
    MLS#O6441912
    List Price$849,500

    Bedrooms & Bathrooms

    Bedrooms4
    Bathrooms4
    Full Bathrooms4
    Half Bathrooms0

    Structure

    ParkingDriveway, Electric Vehicle Charging Station(s)
    Construction MaterialsStucco, Frame
    RoofShingle
    Foundation DetailsCrawlspace
    FlooringTile, Wood
    Private PoolNo
    Patio & PorchRear Porch

    Size & Lot

    Living Area2,688 sqft
    Lot Size7,267 sqft
    Acres0.17
    Lot DescriptionLandscaped, Level, Sidewalk, Paved
    Water FrontNo

    Utilities

    HeatingCentral, Electric
    CoolingCentral Air
    WaterPublic
    SewerPublic Sewer

    Additional Features

    Interior FeaturesBuilt-in Features, Ceiling Fans(s), Dry Bar, Eat-in Kitchen, High Ceilings, Other, PrimaryBedroom Upstairs, Stone Counters, Vaulted Ceiling(s)
    Exterior FeaturesLighting, Other, Sidewalk
    AppliancesDishwasher, Microwave, Range, Refrigerator

    Contact Agent

    Holiday Realty LLC

    Central Florida Real Estate Experts

    (800) 936-1754

    Our team typically responds within 1 hour during business hours.

    Neighborhood

    About ACREAGE

    442 BRIERCLIFF DRIVE is located in the ACREAGE community in ORLANDO, FL. Part of Orange County.

    The ACREAGE neighborhood offers convenient access to local schools, shopping, dining, parks, and major commute routes.

    HOA & Tax Information

    Annual Property Tax$13,489 (2025)

    HOA, Community & Pets

    Pet Policy

    Pets AllowedYes

    Pet policies are subject to HOA/condo association rules. Verify current restrictions before purchase.

    Ask About This Property

    Ask a question about this home and get quick, listing-based help from Holiday Realty.

    Answers are generated from listing data and may be incomplete — please verify details with a Holiday Realty agent.

    Listing courtesy of HOPKEY REALTY · Michael Dudley

    Frequently Asked Questions

    What is the asking price for 442 BRIERCLIFF DRIVE?

    The listing price for 442 BRIERCLIFF DRIVE is $849,500.

    How many bedrooms and bathrooms does 442 BRIERCLIFF DRIVE have?

    This property features 4 bedrooms and 4 full bathrooms.

    What is the square footage of 442 BRIERCLIFF DRIVE?

    The living area is approximately 2,688 square feet.

    What community is 442 BRIERCLIFF DRIVE located in?

    This property is located in the ACREAGE community in ORLANDO, FL. The neighborhood offers convenient access to local schools, shopping, dining, and parks.

    When was 442 BRIERCLIFF DRIVE built?

    This property was built in 1925.

    What schools are near 442 BRIERCLIFF DRIVE?

    ORLANDO is served by the Orange County Public Schools district. Contact us for details on nearby elementary, middle, and high schools, including ratings and enrollment information.

    How do I schedule a showing for 442 BRIERCLIFF DRIVE?

    You can schedule a private showing by clicking "Schedule a Showing" on this page or calling us at (800) 936-1754.

    Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 2026-10-18. All data is obtained from various sources and may not have been verified by broker or MLS GRID.

    IDX information is provided exclusively for consumers' personal noncommercial use.

    © 2026 Stellar MLS. All rights reserved.