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$3,450,000
1 Day On Site

2040 RANDALL CIRCLE
WINTER PARK, FL 32789

For Sale|Single Family Residence|Active
5
Beds
6
Total Baths
4
Full Baths
2
Partial Baths
4,636
SqFt
$744
/SqFt
2017
Built
Subdivision:
CHARMONT
County:
Orange

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2040 RANDALL CIRCLE2040 RANDALL CIRCLE2040 RANDALL CIRCLE2040 RANDALL CIRCLE
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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.

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Listing Snapshot
Price 
$3,450,000
Days On Site 
1 Day
Bedrooms 
5
Inside Area (SqFt) 
4,636 sqft
Total Baths 
6
Full Baths 
4
Partial Baths 
2
Lot Size 
0.27 Acres
Year Built 
2017
MLS® Number 
O6386920
Status 
Active
Property Tax 
$24,891.16
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
6 hours agoListing updated with changes from the MLS®
yesterdayListing first seen on site
General Features
Acres 
0.27
Direction Faces 
West
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Number Of Stories 
2
Parking 
Garage Faces Side
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
6085
Utilities 
Natural Gas AvailableNatural Gas ConnectedUnderground Utilities
Water Source 
Public
Zoning 
R-1AA
Interior Features
Appliances 
Bar FridgeDishwasherDisposalMicrowaveRangeRange HoodRefrigeratorTankless Water Heater
Cooling 
Central AirZoned
Fireplace 
Yes
Fireplace Features 
Family RoomGasLiving RoomOutside
Flooring 
TileWood
Furnished 
Unfurnished
Heating 
CentralZoned
Interior 
Built-in FeaturesCoffered Ceiling(s)Crown MoldingEat-in KitchenHigh CeilingsStone CountersWalk-In Closet(s)
Laundry Features 
InsideLaundry Room
Spa 
Yes
Balcony/Porch/Lanai 
Dimensions - 20x20Level - First
Bedroom 2 
Dimensions - 15x13Level - Second
Bedroom 3 
Dimensions - 15x13Level - Second
Bedroom 4 
Dimensions - 14x12Level - Second
Bedroom 5 
Dimensions - 17x13Level - Second
Dinette 
Dimensions - 13x8Level - First
Dining Room 
Dimensions - 16x12Level - First
Family Room 
Dimensions - 20x13Level - First
Kitchen 
Dimensions - 19x15Level - FirstFeatures - Kitchen Island, Stone Counters
Living Room 
Dimensions - 19x11Level - First
Master Bathroom 
Dimensions - 16x15Level - FirstFeatures - Bidet, Stone Counters
Master Bedroom 
Dimensions - 19x15Level - First
Office 
Dimensions - 9x7Level - Second
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Exterior Features
Construction Details 
BlockStucco
Exterior 
LightingOutdoor KitchenRain Gutters
Fencing 
Fenced
Lot Features 
Corner LotLandscapedLevel
Patio And Porch 
CoveredRear Porch
Pool Features 
GuniteHeatedIn GroundPool SweepSalt WaterPrivate
Private Pool 
Yes
Roof 
Shingle
Spa 
Yes
Spa Features 
HeatedIn Ground
Community Features
MLS Area 
32789 - Winter Park
Township 
22
Schools
School District
Unknown
Elementary School
Audubon Park K8
Middle School
Audubon Park K-8
High School
Winter Park High
Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY (407) 629-4446



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-03-06 07:48 PM EST

Neighborhood & Commute
Source: Walkscore
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