442 BRIERCLIFF DRIVE
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    +37 more
    Active
    Single Family Residence

    442 BRIERCLIFF DRIVE

    ORLANDO, FL, 32806·N/A

    MLS# O6390631

    $889,000

    4

    Beds

    4

    Baths

    2,688

    Sq Ft

    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.

    Property Overview

    StatusActive
    TypeSingle Family Residence
    Year Built1925
    CityORLANDO
    Area32806 - ORLANDO
    SubdivisionN/A
    StateFL
    CountyOrange
    List Date03/19/2026
    MLS#O6390631
    List Price$889,000

    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 N/A

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

    The N/A 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 REDFIN CORPORATION · Wylie Devlin

    Frequently Asked Questions

    What is the asking price for 442 BRIERCLIFF DRIVE?

    The listing price for 442 BRIERCLIFF DRIVE is $889,000.

    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 N/A 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 2026-08-24. 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.