231 CHELTON CIRCLE, WINTER PARK, FL 32789

$4,950,0004 Beds7 Baths5,550 Sq. Ft.$892 / sq. ft.

WINTER PARK, FL 32789 · MLS# O6414890 · Active · FOREST HILLS

Status
Active
Type
Single Family Residence
Year Built
2018
Days on Market
20
Lot Size
26,108 sqft
MLS #
O6414890
County
Orange

Description of 231 CHELTON CIRCLE, WINTER PARK, FL 32789

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.

Property Details for 231 CHELTON CIRCLE, WINTER PARK, FL 32789

Bathrooms Full
5
Bathrooms Half
2
Interior Features
Built-in Features, Ceiling Fan(s), Crown Molding, Elevator, High Ceilings, Open Floorplan, PrimaryBedroom Upstairs, Sauna, Smart Home, Solid Surface Counters, Split Bedroom, Thermostat, Tray Ceiling(s), Walk-In Closet(s), Wet Bar
Appliances
Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Kitchen Reverse Osmosis System, Microwave, Range Hood, Refrigerator, Washer, Water Softener, Whole House R.O. System, Wine Refrigerator
Flooring
Ceramic Tile
Heating
Central, Electric
Cooling
Central Air
Furnished
Furnished
Architectural Style
Custom
Garage Spaces
3
Attached Garage
Yes
Parking Features
Driveway, Garage Door Opener, Garage Faces Side, Open, Split Garage
Pool Features
Auto Cleaner, Deck, In Ground
Pool Private
Yes
Direction Faces
Southeast

Building Information for 231 CHELTON CIRCLE, WINTER PARK, FL 32789

Building Area Total
8502
Building Area Units
Square Feet
Stories Total
2
Association
No
Pets Allowed
Yes
Security Features
Security System

Property Information for 231 CHELTON CIRCLE, WINTER PARK, FL 32789

Lot Features
City Lot, Landscaped, Oversized Lot
Lot Size Square Feet
26,108
Waterfront
No
View
No
Construction Materials
Block, Stucco
Roof
Other
Exterior Features
Balcony, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard, Rain Gutters, Sliding Doors
Sewer
Public Sewer
Water Source
Public
New Construction
No

Public Records for 231 CHELTON CIRCLE, WINTER PARK, FL 32789

Parcel Number
182230284405170
Tax Annual Amount
$56,866
Tax Year
2025
Tax Legal Description
FORREST HILLS K/90 LOTS 17 & 19 & NELY 10 FT OF LOT 16 (LESS ALL THAT PORTION OFLOT 19 LYING WLY OF EXTENTION OF A LINESAID LINE BEG 10 FT W OF SW COR OF LOT17 RUN NWLY 159.75 FT TO SLY LINE OF LOT19 AT A PT 10.26 FT SWLY OF NW COR OF LOT 17) BLK E ( LESS BEG 15 FT SW OF NE COR OF LOT 18 RUN N 2 FT SWLY 57 FT TO APT3 6 N OF N LINE OF LOT 18 S 3' 6" NWLYTO POB) & BEG S 61 DEG W 126.5 FT OF NECOR OF LOT 18 BLK E TH CON'T S 61 DEG W6.96 FT TO NW COR TH S 30 DEG E 55 FT N23 DEG W 55.17 FT TO POB (LE S S BEG NE COR OF LOT 18 BLK E RUN S 69 DEG W 37.94 FT S 58 DEG W 88.98 FT S 23 DEG E .37 FTN 61 DEG E 126.5 FT TO POB)
Zoning
R-1AA
County Or Parish
Orange

Schools Near 231 CHELTON CIRCLE, WINTER PARK, FL 32789

Elementary School
Audubon Park K8
Middle School
Glenridge Middle
High School
Winter Park High

School assignments are provided by the listing and should be independently verified.

Payment Calculator

Estimated Payment
$32,244/mo
Principal & Interest
$25,030
Property Taxes
$4,739
Home Insurance
$2,475

Estimate only — actual rates, taxes and insurance vary. Not a loan offer or financial advice. Financing through Matthew Gromadzki, NMLS #2560919 · Innovative Mortgage Services, Inc., NMLS #250769.

Location

231 CHELTON CIRCLE, WINTER PARK, FL 32789 · See all Winter Park homes for sale

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More information about 231 CHELTON CIRCLE, WINTER PARK, FL 32789

231 CHELTON CIRCLE is a single family home for sale in WINTER PARK, FL 32789. This property was listed for sale on June 9, 2026 by BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY, it's currently listed at $4,950,000. This listing's school district is Orange Public Schools. Nearby schools include Audubon Park K8, Glenridge Middle and Winter Park High. 231 CHELTON CIRCLE is a 4-bed, 7-bath, 5,550 sqft single family home built in 2018.