Property 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.

Launch 3D Virtual Tour

Opens in a new window

Included Appliances

DishwasherMicrowaveRangeRefrigerator

Property Details

Highlights

View

Yes

Interior

Additional Rooms

Family Room

Appliances

DishwasherMicrowaveRangeRefrigerator

Bathrooms Total Decimal

4

Building Area Total

2868

Cooling

Central Air

Fireplace Features

Living RoomWood Burning

Flooring

TileHardwood

Furnished

Unfurnished

Heating

CentralElectric

Interior Features

Built-in FeaturesCeiling Fan(s)Dry BarEating Space In KitchenHigh CeilingsOtherPrimaryBedroom UpstairsStone CountersVaulted Ceiling(s)

Laundry Features

InsideLaundry Room

Living Area

2688

Rooms Total

5

Construction

Building Area Source

Public Records

Building Area Units

Square Feet

Construction Materials

StuccoWood Frame

Direction Faces

North

Foundation Details

Crawlspace

Levels

Two

Living Area Source

Public Records

Living Area Units

Square Feet

Roof

Shingle

Year Built

1925

Site & Exterior

Exterior Features

LightingOtherSidewalk

Fencing

FencedWood

Flood Zone Code

X

I D X Participation

Yes

Lot Features

LandscapedLevelSidewalk

Lot Size Acres

0.17

Lot Size Area

7267

Lot Size Square Feet

7267

Lot Size Units

Square Feet

Open Parking

Yes

Other Structures

Guest House

Parking Features

DrivewayElectric Vehicle Charging Station(s)

Patio And Porch Features

Rear Porch

Public Survey Range

29

Public Survey Section

36

Road Frontage Type

Street Paved

Road Surface Type

PavedAsphalt

Sewer

Public Sewer

Total Acreage

0 to less than 1/4

Utilities

Cable AvailableElectricity ConnectedSewer ConnectedWater Connected

View

Trees/Woods

Water Source

Public

Zoning

R-1/T/AN

Financials

Calculated List Price By Calculated Sq Ft

330.73

Contract Status Change Date

2026-03-19

Current Price

889000

Feed Types

BBO

Lease Considered

Yes

Minimum Lease

No Minimum

Owner Name

OWNER OF RECORD

Ownership

Fee Simple

Parcel Number

362229000000062

Public Survey Township

22

Tax Annual Amount

13489

Tax Block

00

Tax Book Number

00

Tax Legal Description

BEG 510 FT E OF NW COR OF SE 1/4 OF SW 1/4 RUN S 165 FT E 50 FT N 165 FT W 50 FTTO POB (LESS ST ON N) IN SEC 36-22-29

Tax Lot

62

Tax Year

2025

Neighborhood & Lifestyle

Community & Association

Additional Lease Restrictions

Buyer To Verify All Lease Restrictions

M L S Area Major

32806 - Orlando/Delaney Park/Crystal Lake

Pet Restrictions

Buyer To Verify All Pet Restrictions

Pets Allowed

Yes

WalkScore™

Walk Score

Car-Dependent

48

Transit Score

Some Transit

43

Bike Score

Very Bikeable

75

More details on WalkScore.com

Listing provided courtesy of STELLAR via IDX. Updated: Jun 28, 2026, 5:38pm.

442 BRIERCLIFF DRIVE

442 BRIERCLIFF DRIVE

Property Description

Property Details

Highlights

Interior

Construction

Site & Exterior

Financials

Neighborhood & Lifestyle

Community & Association

WalkScore™

Wylie Devlin

$20

$200

Your Digital HQ

Growth Tools

$100 Voucher

442 BRIERCLIFF DRIVE

442 BRIERCLIFF DRIVE

Property Description

Property Details

Highlights

Interior

Construction

Site & Exterior

Financials

Neighborhood & Lifestyle

Community & Association

WalkScore™

Wylie Devlin