Front - 231 CHELTON CIR, WINTER PARK
Front Entry - 231 CHELTON CIR, WINTER PARK
Pool Deck + Covered Lanai - 231 CHELTON CIR, WINTER PARK
Pool Deck + Covered Lanai - 231 CHELTON CIR, WINTER PARK
Kitchen - 231 CHELTON CIR, WINTER PARK
Living Room - 231 CHELTON CIR, WINTER PARK
Family Room - 231 CHELTON CIR, WINTER PARK
Family Room - 231 CHELTON CIR, WINTER PARK
Family Room - 231 CHELTON CIR, WINTER PARK
Dinette Off of the Kitchen - 231 CHELTON CIR, WINTER PARK
Kitchen - 231 CHELTON CIR, WINTER PARK
Kitchen - 231 CHELTON CIR, WINTER PARK
Kitchen - 231 CHELTON CIR, WINTER PARK
Dining Room - 231 CHELTON CIR, WINTER PARK
Dining Room - 231 CHELTON CIR, WINTER PARK
Dining Room - 231 CHELTON CIR, WINTER PARK
Stairs - 231 CHELTON CIR, WINTER PARK
Living Room - 231 CHELTON CIR, WINTER PARK
Living Room - 231 CHELTON CIR, WINTER PARK
Living Room - 231 CHELTON CIR, WINTER PARK
Living Room - 231 CHELTON CIR, WINTER PARK
Media Room - 231 CHELTON CIR, WINTER PARK
Media Room - Wet Bar with Island - 231 CHELTON CIR, WINTER PARK
Media Room - Wet Bar with Island - 231 CHELTON CIR, WINTER PARK
Media Room - 231 CHELTON CIR, WINTER PARK
Half Bath from Media Room - 231 CHELTON CIR, WINTER PARK
Stairs - 231 CHELTON CIR, WINTER PARK
Elevator - 231 CHELTON CIR, WINTER PARK
Second Floor Hallway - 231 CHELTON CIR, WINTER PARK
Primary Suite Upstairs - Bedroom - 231 CHELTON CIR, WINTER PARK
Primary Suite Upstairs - Bedroom - 231 CHELTON CIR, WINTER PARK
Primary Suite Upstairs - Closet - 231 CHELTON CIR, WINTER PARK
Primary Suite Upstairs - Bathroom - 231 CHELTON CIR, WINTER PARK
Primary Suite Upstairs - Bathroom - 231 CHELTON CIR, WINTER PARK
Bedroom 4 Upstairs - Ensuite Bath 4 - 231 CHELTON CIR, WINTER PARK
Bath 2 Downstairs - Ensuite Bedroom 2 - 231 CHELTON CIR, WINTER PARK
Gym with Sauna Upstairs - 231 CHELTON CIR, WINTER PARK
Gym with Sauna Upstairs - 231 CHELTON CIR, WINTER PARK
Bath 5 Off of the Gym Upstairs - 231 CHELTON CIR, WINTER PARK
Bedroom 2 Downstairs - Ensuite Bath 2 - 231 CHELTON CIR, WINTER PARK
Bath 4 Upstairs - Ensuite Bedroom 4 - 231 CHELTON CIR, WINTER PARK
Bedroom 3 Downstairs - Ensuite Bath 3 - 231 CHELTON CIR, WINTER PARK
Bath 3 Downstairs - Ensuite Bedroom 3 - 231 CHELTON CIR, WINTER PARK
Summer Kitchen with Seating for Two - 231 CHELTON CIR, WINTER PARK
Rear Covered Lanai - 231 CHELTON CIR, WINTER PARK
Pool Deck + Covered Lanai - 231 CHELTON CIR, WINTER PARK
Huge Wrap Around Balcony - 231 CHELTON CIR, WINTER PARK
Spacious Sideyard - 231 CHELTON CIR, WINTER PARK
Gated Driveway - 231 CHELTON CIR, WINTER PARK
1-Car & 2-Car Garage Drive Way - 231 CHELTON CIR, WINTER PARK
Half Bath Downstairs - 231 CHELTON CIR, WINTER PARK
Laundry Upstairs - 231 CHELTON CIR, WINTER PARK
Laundry Downstairs - 231 CHELTON CIR, WINTER PARK
Floor Plan Combined First & Second Floor - 231 CHELTON CIR, WINTER PARK
Aerial - 231 CHELTON CIR, WINTER PARK
Aerial - 231 CHELTON CIR, WINTER PARK
Aerial - 231 CHELTON CIR, WINTER PARK
Aerial - 231 CHELTON CIR, WINTER PARK
Aerial - 231 CHELTON CIR, WINTER PARK
Aerial - 231 CHELTON CIR, WINTER PARK
Aerial - 231 CHELTON CIR, WINTER PARK
Aerial - 231 CHELTON CIR, WINTER PARK
Aerial - 231 CHELTON CIR, WINTER PARK
Aerial - 231 CHELTON CIR, WINTER PARK
Aerial - 231 CHELTON CIR, WINTER PARK
Lake Chelton Aerial - 231 CHELTON CIR, WINTER PARK
Lake Chelton - 231 CHELTON CIR, WINTER PARK
67 photos

$4,950,000

231 CHELTON CIR
WINTER PARK, FL 32789
Listed by Joseph Doher · BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
Bedrooms
4
Bathrooms
5.2
Living area
5,550 sqft
Year built
2018

About this home

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.

Highlights

Private poolFireplace

Property details

MLS #
MFRO6414890
Property type
Single Family Residence
Subdivision
FOREST HILLS
Status
Active
Days on market
20
On market date
June 10, 2026
Stories
N/A
Total bathrooms
7
Garage spaces
3
Parking spaces
N/A
Lot size
0.6 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
AUDUBON PARK SCHOOL
0.89 mi away · Grades 0-8
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,091
Student:teacher ratio
16.3:1
District
ORANGE
Middle
GLENRIDGE MIDDLE
0.84 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,110
Student:teacher ratio
18.8:1
District
ORANGE
High
WINTER PARK HIGH
1.7 mi away · Grades 8-12
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
3,354
Student:teacher ratio
20.3:1
District
ORANGE

Mortgage calculator

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Est. monthly payment
$29,959/mo
$990,000 down
$3,960,000 loan
Principal & interest$25,684
Property tax (est.)$4,125
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated June 30, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.