IDX

Listed by Joseph Doher · Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY· Agent MLS ID# MFR272500275 · Deemed reliable but not guaranteed. · Data last updated: Jun 30, 2026 · 2:41 PM

231 CHELTON CIR

Winter Park, Orange, FL, 32789

Active

$4,950,000

$892/sqft

4Beds
7Baths
5,550Sq Ft
2018Built
20Days on Market

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.

Facts & Features

MFRO6414890
$4,950,000
Active
4
7
5
2
5,550 sqft
0.6000
2018
Residential
Single Family Residence
Custom

Community Information

231 CHELTON CIR
Forest Hills
Winter Park
Orange
FL
32789
No

Amenities

N/A
N/A
No
No
Yes

Interior

Ceiling Fans(s), High Ceilings, Open Floorplan, Split Bedroom, Walk-In Closet(s), Thermostat, Crown Molding, Elevator, Solid Surface Counters, Smart Home, PrimaryBedroom Upstairs, Built-in Features, Tray Ceiling(s), Wet Bar, Sauna
Central, Electric
Central Air
Ceramic Tile
Family Room, Electric
2
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer, Electric Water Heater, Freezer, Convection Oven, Range Hood, Exhaust Fan, Bar Fridge, Water Softener, Kitchen Reverse Osmosis System, Whole House R.O. System, Wine Refrigerator

Exterior

Rain Gutters, Sliding Doors, Lighting, Balcony, Outdoor Grill, Outdoor Kitchen, Private Yard
Block, Stucco
Slab
Other
Fenced
City Limits, Landscaped, Oversized Lot, Street Brick

School Information

Audubon Park K8
Glenridge Middle
Winter Park High

Additional Information

June 10, 2026
20
R-1AA
Southeast
No

Mortgage Calculator

This calculator provides estimates for informational purposes only and is not a loan offer, pre-approval, or commitment to lend. Actual rates, payments, and loan terms vary by lender and are subject to credit approval, income/asset verification, and market conditions. Property tax and homeowners insurance shown are estimates and may differ. PMI applies when the down payment is under 20%. For an official Loan Estimate, contact a licensed mortgage lender. BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY is a licensed real estate brokerage, not a mortgage lender. Equal Housing Opportunity.

20 days on market

Listing updated: Jun 30, 2026 · 2:41 PM

Listed by: Joseph Doher · 407-203-0007BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY · 407-203-0007

Updated from Real Estate Market Data

Location

BR
brokerage

Get in Touch

You may also like

Similar Properties

930 ENCLAVE PL — home for sale

$2,275,000

930 ENCLAVE PL

5Beds
5Baths
MFRO6403032MLS ID
3,813SqFt

CORCORAN PREMIER REALTY

560 OLOLU DR — home for sale

$899,000

560 OLOLU DR

2Beds
2Baths
MFRO6344540MLS ID
1,086SqFt

COMPASS FLORIDA LLC

1850 BRYAN AVE — home for sale

$725,000

1850 BRYAN AVE

3Beds
2Baths
MFRO6438184MLS ID
1,563SqFt

CORCORAN PREMIER REALTY