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$875,000 - 442 Briercliff Drive, ORLANDO

4
Bedrooms
4
Baths
2,688
SQ. Feet
0.17
Acres

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.

Essential Information

  • MLS® #:
    O6390631
  • Price:
    $875,000
  • Bedrooms:
    4
  • Bathrooms:
    4.00
  • Full Baths:
    4
  • Square Footage:
    2,688
  • Acres:
    0.17
  • Year Built:
    1925
  • Type:
    Residential
  • Sub-Type:
    Single Family Residence
  • Status:
    Active

Community Information

  • Address:
    442 Briercliff Drive
  • Area:
    Orlando/Delaney Park/Crystal Lake
  • Subdivision:
    N/A
  • City:
    ORLANDO
  • County:
    Orange
  • State:
    FL
  • Zip Code:
    32806-2204

Amenities

  • Parking:
    Driveway, Electric Vehicle Charging Station(s)
  • View:
    Trees/Woods

Interior

  • Interior Features:
    Built-in Features, Ceiling Fan(s), Dry Bar, Eating Space In Kitchen, High Ceilings, Other, PrimaryBedroom Upstairs, Stone Counters, Vaulted Ceiling(s)
  • Appliances:
    Dishwasher, Microwave, Range, Refrigerator
  • Heating:
    Central, Electric
  • Cooling:
    Central Air
  • Fireplace:
    Yes
  • Fireplaces:
    Living Room, Wood Burning

Exterior

  • Exterior Features:
    Lighting, Other, Sidewalk
  • Lot Description:
    Landscaped, Level, Sidewalk
  • Roof:
    Shingle
  • Foundation:
    Crawlspace

Additional Information

  • Days on Market:
    162
  • Zoning:
    R-1/T/AN

Listing Details

  • Listing Office:
    Redfin Corporation

Listing information courtesy of Redfin Corporation.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on August 29th, 2026 at 3:37pm EDT.