442 BRIERCLIFF DRIVE, ORLANDO, FL 32806

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  • New Listing
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  • Price Reduced$500
  • Active

$849,000

  • 4 BedroomBedrooms
  • 4 BathroomBathrooms
  • 2,688 Sq.Ft.
  • Single Family
  • Active
  • MLS# O6441912
  • Floor Plan
  • Sold on 
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Property 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 Orlandos 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 Floridas 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.

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Property Details 442 BRIERCLIFF DRIVE, ORLANDO, FL 32806

Facts & Features

  • MLS #: O6441912
  • Status: Active
  • Date Listed: 09/18/2026
  • Type: Single Family
  • Sub Type: Single Family Residence
  • Year Built: 1925
  • Price: $849,000
  • Acres: 0.17
  • Area: 32806 - Orlando/Delaney Park/Crystal Lake
  • County: Orange
  • Subdivision: ACREAGE
  • Bedrooms: 4
  • Bathrooms: 4
  • Full Baths: 4
  • Total SqFt: 2,688

Amenities

  • Parking: Driveway, Electric Vehicle Charging Station(s)
  • Waterfront: Yes
  • Waterfront Type: Public

Interior

  • Interior Features: Built-in Features, Ceiling Fans(s), Dry Bar, Eat-in Kitchen, High Ceilings, Other, PrimaryBedroom Upstairs, Stone Counters, Vaulted Ceiling(s)
  • Flooring: Tile, Wood
  • Appliances: Dishwasher, Microwave, Range, Refrigerator
  • Utilities: Cable Available, Electricity Connected, Sewer Connected, Water Connected
  • Heating: Central, Electric
  • Cooling: Central Air

Exterior

  • Exterior Features: Lighting, Other, Sidewalk
  • Lot Description: Landscaped, Level, Sidewalk, Paved
  • Roof: Shingle
  • Construction: Stucco, Frame

Schools

  • Elementary: Blankner Elem
  • Middle: Blankner School (K-8)
  • High: Boone High

Additional Information

  • Zoning: R-1/T/AN

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