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$4,950,000
1 Day On Site

231 CHELTON CIRCLE
WINTER PARK, FL 32789

For Sale|Single Family Residence|Active
4
Beds
7
Total Baths
5
Full Baths
2
Partial Baths
5,550
SqFt
$892
/SqFt
2018
Built
Subdivision:
FOREST HILLS
County:
Orange

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231 CHELTON CIRCLE231 CHELTON CIRCLE231 CHELTON CIRCLE231 CHELTON CIRCLE
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Residing among the treelined streets of Winter Park, this stunning, contemporary pool home, designed and built by renowned Phil Kean, truly captures the essence of luxury living. Showcasing his signature aesthetic, the home emphasizes sleek architectural lines, refined finishes, and a seamless connection between indoor and outdoor spaces. Expansive walls of glass flood the interior with natural light and create a striking façade that embodies its contemporary elegance. The main living areas are designed for both entertaining and everyday living. A dramatic two-story living room is anchored by designer furnishings, which extend throughout the home, while the spacious dining area comfortably accommodates large gatherings. The adjacent family room continues the modern aesthetic with a built-in media wall, sleek fireplace, textured design elements, and a triple sliding door connecting the indoor and outdoor spaces. Ready for any caliber of chef, the kitchen boasts Thermador appliances, along with extensive cabinetry and countertop space, soft-close drawers, a waterfall edge island, generously sized pantry, and reverse osmosis water filtration. A private home theater on the main level offers a true cinematic experience with surround sound, custom seating, and blackout shades, along with a stylish wet bar, providing additional space for entertaining. The home’s Crestron automation system is discreetly integrated, allowing full control of lighting, climate, and technology from a single interface. Upstairs, a striking floating staircase leads to a gallery-style landing overlooking the living space below. For those exhausting days, you can instead take a ride on the elevator. The expansive primary suite features a sitting area, a custom closet, and terrace access. The spa-inspired primary bath includes dual rain showers with body sprays, a soaking tub, and dual vanities with elegant finishes. Additional second-floor amenities include a fitness room with steam shower and sauna, an additional en-suite bedroom, one of the two laundry rooms, and access to an upper-level terrace overlooking the landscaped grounds and pool. Two en-suite guest bedrooms are conveniently tucked away on the first floor for maximum privacy. Offering four bedrooms, five full bathrooms, and two half baths, the home delivers both comfort and sophistication at every turn. Thoughtfully integrated automated shades provide effortless privacy, while the advanced air purification systems and whole-home water softener complement the home's advanced smart features. This residence is offered fully furnished with curated Restoration Hardware pieces, including custom-selected furniture, lighting, rugs, and artwork that enhance its cohesive design. Outdoor living is equally impressive, with covered lanai spaces enhanced by automated roll-down screens, designer furnishings, a summer kitchen with gas grill and ventilation, and tranquil poolside views. The property also includes a split, three-car garage with a large driveway protected by a gated entrance. Completing this extraordinary dwelling is its location in the heart of Winter Park. This lakeside residence sits minutes from Park Ave Shopping, Rollins College, AdventHealth, multiple Botanical Gardens and Museums, well-rated grade schools, and highway access. Schedule your private showing today and experience the Winter Park lifestyle firsthand.

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Listing Snapshot
Price 
$4,950,000
Days On Site 
1 Day
Bedrooms 
4
Inside Area (SqFt) 
5,550 sqft
Total Baths 
7
Full Baths 
5
Partial Baths 
2
Lot Size 
0.6 Acres
Year Built 
2018
MLS® Number 
O6414890
Status 
Active
Property Tax 
$56,865.85
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 
0.6
Attached Garage 
Yes
Direction Faces 
Southeast
Foundation 
Slab
Garage 
Yes
Garage Spaces 
3
Green Energy Efficient 
HVACLightingThermostat
Levels 
Two
Number Of Stories 
2
Parking 
DrivewayGarage Door OpenerGarage Faces SideOpenGarageAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Public Sewer
SqFt Total 
8502
Style 
Custom
Utilities 
Natural Gas AvailableCable AvailableElectricity ConnectedNatural Gas ConnectedSewer ConnectedUnderground UtilitiesWater Connected
Water Source 
Public
Zoning 
R-1AA
Interior Features
Appliances 
Bar FridgeConvection OvenCooktopDishwasherDisposalDryerElectric Water HeaterExhaust FanFreezerMicrowaveRange HoodRefrigeratorWasherWater SoftenerWine Refrigerator
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
ElectricFamily Room
Flooring 
Ceramic Tile
Furnished 
Furnished
Heating 
CentralElectric
Interior 
Built-in FeaturesCrown MoldingElevatorHigh CeilingsOpen FloorplanSaunaSmart HomeTray Ceiling(s)Walk-In Closet(s)Wet Bar
Laundry Features 
InsideLaundry RoomUpper Level
Window Features 
Blinds
Bedroom 2 
Dimensions - 13x16Level - FirstFeatures - Ceiling Fan(s)
Bedroom 3 
Dimensions - 12x14Level - FirstFeatures - Ceiling Fan(s)
Bedroom 4 
Dimensions - 13x13Level - Second
Dining Room 
Dimensions - 14x23Level - First
Family Room 
Dimensions - 15x23Level - First
Gym 
Dimensions - 13x13Level - SecondFeatures - Ceiling Fan(s), Sauna
Kitchen 
Dimensions - 14x20Level - FirstFeatures - Breakfast Bar, Kitchen Island
Living Room 
Dimensions - 18x18Level - First
Master Bedroom 
Dimensions - 14x23Level - SecondFeatures - Ceiling Fan(s)
Media Room 
Dimensions - 25x26Level - FirstFeatures - Kitchen Island, Wet Bar
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Exterior Features
Construction Details 
BlockStucco
Exterior 
BalconyLightingOutdoor GrillOutdoor KitchenPrivate YardRain Gutters
Fencing 
Fenced
Lot Features 
Landscaped
Patio And Porch 
CoveredDeckFront PorchRear PorchScreenedWrap Around
Pool Features 
In GroundPrivate
Private Pool 
Yes
Roof 
Other
View 
LakeWater
Waterfront Features 
LAKE CHELTON
Waterview 
LakeWater
Windows/Doors 
Blinds
Community Features
Community Features 
Street Lights
Financing Terms Available 
CashConventional
MLS Area 
32789 - Winter Park
Township 
22
Schools
School District
Unknown
Elementary School
Audubon Park K8
Middle School
Glenridge Middle
High School
Winter Park High
Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407) 203-0007



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: 2026-06-11 10:09 PM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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