
231 CHELTON CIRCLE, WINTER PARK, FL 32789
FOREST HILLS · Orange County
Key Facts
Description
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 Information
Property Type
Residential
Sub-Type
Single Family Residence
Style
Custom
Year Built
2018
Stories
2
Living Area
8,502 sq ft
Lot Size
0.60 acres
Garage Spaces
3
Ownership
Fee Simple
Zoning
R-1AA
Days on Market
20
MLS® Listing#
O6414890
Property Features
Interior
Exterior
Appliances
Cooling
Heating
Flooring
Fireplace
Pool
Parking
Laundry
Patio
Fencing
Lot Features
Construction
Foundation
Roof
Windows
Security
Community
Utilities
Sewer
Water Source
Rooms
- Bedroom 213x16First
- Bedroom 312x14First
- Bedroom 413x13Second
- Dining Room14x23First
- Family Room15x23First
- Gym13x13Second
- Kitchen14x20First
- Living Room18x18First
- Master Bedroom14x23Second
- Media Room25x26First
Schools
- Elementary:
- Audubon Park K8
- Middle:
- Glenridge Middle
- High:
- Winter Park High
Financial Details
HOA
None
Annual Taxes
$56,866
Tax year 2025
Parcel Number
18-22-30-2844-05-170
Directions
Head North on N Mills Ave toward Virginia Dr / Nebraska St. Turn right onto Winter Park Rd. Turn left onto Forrest Rd. Turn left onto Chelton Cir, and the destination will be on your left.
Affordability Calculator
$990,000
Estimated monthly payment
$26,346/mo
Principal $3,960,000 · Est. interest $5,524,552 over 30 yrs
Neighborhood Market Statistics
How this home compares to active listings in WINTER PARK, FL
- $380,413
- Median Listing Price
- 77
- Median Days on Market
- 1,673
- Median Sq Ft
- $221
- Median Price / Sq Ft
- 3,284
- Active Listings
- This home’s price is 1201% above the area median.
- Its price per sq ft is 163% above the area median.
Market statistics compiled from active EXIT Realty® and MLS listings in WINTER PARK, FL.
Location
Points of Interest in WINTER PARK, FL
Showing the WINTER PARK area map.
Nearby Schools
Baldwin Oaks Academy
School · 0.7 mi away
Winter Park 9th Grade Center
School · 0.8 mi away
Glenridge Middle School
Secondary · 0.8 mi away
Keya Academy
School · 0.8 mi away
Park School
Elementary · 0.9 mi away
Audubon Park School
Elementary · 1.0 mi away
Methodist School for Early Education
School · 1.3 mi away
Baldwin Park Elementary School
Elementary · 1.4 mi away
Fern Creek Elementary
Elementary · 1.4 mi away
17吃瓜网
School · 1.5 mi away
51爆料
School · 1.5 mi away
Childrens Academy
School · 1.5 mi away
Circle Christian School
School · 1.5 mi away
Park Maitland School
Elementary · 1.6 mi away
St Margaret Mary Catholic Church
School · 1.6 mi away
American Royal High School
Secondary · 1.6 mi away
Orlando Junior Academy
Elementary · 1.7 mi away
Winter Park High School
Secondary · 1.7 mi away
Lake Highland Preparatory School: Charles Clayton Campus
School · 1.9 mi away
Lake Highland Prep
School · 2.0 mi away
Commute Calculator
Nearby Homes
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Similar Home Values
Comparable nearby listings and their asking prices.
| Address | Price | Beds | Baths | Sq Ft |
|---|---|---|---|---|
| 6702 CHANCERY PLACE, UNIVERSITY PARK, FL | $3,495,000 | 5 | 6 | 6,836 |
| 220 Lake Shore Drive 1801, Lake Park, FL | $3,500,000 | 3 | 3 | 2,140 |
| 649 N PARK AVENUE, WINTER PARK, FL | $3,500,000 | 3 | 5 | 3,180 |
| 941 NE 119th St, Biscayne Park, FL | $3,500,000 | 4 | 5 | 3,727 |
| 153 SUNNY Lane, Pomona Park, FL | $3,500,000 | 6 | 8 | 6,500 |
| 1836 WHITEHALL DRIVE, WINTER PARK, FL | $3,500,000 | 5 | 7 | 4,168 |
Moving Cost Estimate
EXIT Agents in WINTER PARK
Listing Courtesy: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY - 407-203-0007
Last Updated: 2026-06-09
















