2040 Randall Circle Winter Park, FL 32789
Listing Courtesy of: MLS LogoSTELLAR as distributed by MLS GRID / Premier Sotheby's Intl. Realty / John Pinel - Contact:  407-644-3295

  2040 Randall Circle Winter Park, FL 32789

Active (30 Days)
$3,350,000 (USD)
5
BED
6
BATH
4,636
SQFT

Description

Set along a picturesque brick street, 2040 Randall Circle is a beautifully crafted residence that pairs timeless architecture with elevated, designer finishes and a functional floor plan. Framed by manicured landscaping and connected to a detached two-car garage by a covered walkway, the home offers classic curb appeal in an idyllic setting just minutes from vibrant shopping and dining on Park Avenue. Inside, rich hardwood floors run throughout the living spaces, complemented by Restoration Hardware lighting that brings a refined, cohesive feel to every room. The welcoming foyer opens to a gracious formal living room with a gas fireplace and custom built-ins, an elegant yet comfortable space for entertaining or relaxing. Just beyond, the formal dining room is well proportioned for hosting holiday gatherings and dinner parties with ease. The heart of the home is the expansive chef’s kitchen, thoughtfully designed for everyday living and effortless entertaining. An oversized island anchors the space, topped with Carrara marble counters and offering generous seating. A dual Wolf oven with six-burner range plus French cooktop, custom cabinetry, walk-in pantry, and a butler’s pantry complete with under-counter wine refrigerator provide beauty and functionality. A spacious breakfast room filled with natural light overlooks the backyard and flows seamlessly into the family room. Here, a gas fireplace, custom built-ins and three sets of French doors create a warm focal point while inviting in the outdoors. The first-floor primary suite serves as a private retreat, featuring large windows with tranquil views of the pool and direct access to the covered lanai. Dual walk-in closets provide ample storage, and the spa-like primary bath is finished in Carrara marble, offering a large soaking tub and an expansive glass-enclosed shower with dual shower heads. Two powder baths, one thoughtfully designed as a pool bath, along with one of two laundry rooms complete the main level. Upstairs, four additional bedrooms and a dedicated office provide generous space for family and guests. Two of the bedrooms feature private en-suite baths, while the remaining two share a well-appointed Jack & Jill bath. One of these rooms is arranged as a bonus lounge, offering flexibility to serve as a fifth bedroom, media room or additional gathering space if desired. The thoughtful second-floor layout easily adapts to a variety of lifestyle needs, whether accommodating guests, growing families or multi-generational living. A secondary laundry room upstairs adds an added layer of everyday convenience. Outdoor living is equally impressive. The spacious covered lanai with summer kitchen overlooks the saltwater, heated pool and spa, creating an extension of the interior living space. Brick paver flooring continues from the lanai to the open patio, offering multiple areas for lounging, dining and entertaining beneath the Florida sky. Ideally in a desirable location and zoned for sought-after Audubon Park K-8, 2040 Randall Circle offers timeless style, thoughtful design and seamless indoor-outdoor living in one of the area’s charming neighborhoods.

MLS #:
O6386920
Taxes
$24,891(2024)
Lot Size
0.27 acres
Type
Single-Family Home
Year Built
2017
County
Orange County

Listed By

Mick Night, Premier Sotheby's International Realty, Contact: 407-644-3295
John Pinel, Premier Sotheby's International Realty
Source
STELLAR
Last checked Apr 4 2026 at 6:42 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 4
  • Half Bathrooms: 2
Interior Features
  • Formal Dining Room Separate
  • Inside Utility
  • Unfurnished
  • Stone Counters
  • Kitchen/Family Room Combo
  • Solid Wood Cabinets
  • Breakfast Room Separate
  • Formal Living Room Separate
  • Den/Library/Office
  • Family Room
  • Crown Molding
  • Walk-In Closet(s)
  • Window Treatments
  • Appliances: Dishwasher
  • Appliances: Refrigerator
  • Appliances: Disposal
  • Appliances: Range Hood
  • Appliances: Microwave
  • Appliances: Range
  • Appliances: Tankless Water Heater
  • Coffered Ceiling(s)
  • Appliances: Bar Fridge
  • Eat-In Kitchen
  • High Ceilings
  • Built-In Features
  • Primary Bedroom Main Floor
Subdivision
  • Charmont
Lot Information
  • Level
  • Corner Lot
  • Street Brick
  • City Limits
  • Landscaped
Property Features
  • Fireplace: Family Room
  • Fireplace: Living Room
  • Fireplace: Gas
  • Fireplace: Outside
  • Foundation: Slab
Heating and Cooling
  • Central
  • Zoned
  • Central Air
Pool Information
  • In Ground
  • Pool Sweep
  • Salt Water
  • Heated
  • Gunite
  • Lighting
Flooring
  • Wood
  • Tile
Exterior Features
  • Block
  • Stucco
  • Roof: Shingle
Utility Information
  • Utilities: Public, Water Source: Public, Bb/Hs Internet Available, Underground Utilities, Natural Gas Connected
  • Sewer: Public Sewer
School Information
  • Elementary School: Audubon Park K8
  • Middle School: Audubon Park K-8
  • High School: Winter Park High
Garage
  • 32X24
Parking
  • Garage Faces Side
Stories
  • 2
Living Area
  • 4,636 sqft

Listing Price History

Date
Event
Price
% Change
$ (+/-)
Mar 28, 2026
Price Changed
$3,350,000
-3%
-$100,000
Mar 05, 2026
Listed
$3,450,000
-
-
Additional Information: Premier | 407-644-3295
Location
   
Calculate drive times to this property
 
Powered by INRIX® Drive Time

Powered by Walk Score®
Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2026. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 4/4/26 11:42
Based on information submitted to the MLS GRID as of 4/4/2026 18:42. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.