$4,950,000
231 Chelton Circle
Winter Park, FL 32789
Listing updated: June 10, 2026 at 4:50 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveJun 10, 2026
- Listed$4,950,000Jun 10, 2026
- Price increased$4,950,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Forest Hills
- County
- Orange
- Year built
- 2018
- Living area
- 5,550 sq ft
- Price/sq ft
- $892
- Building area
- 8,502 sq ft (Public Records)
- Lot size
- 26,108 sq ft
- Lot category
- 1/2 to less than 1
- Flood zone
- X (12095C0255F)
- Garage
- 3 spaces
- Pool
- Private pool
- Annual taxes
- $56,866 (2025)
- Parcel #
- 18-22-30-2844-05-170
- Zoning
- R-1AA
- MLS #
- O6414890
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 5
- Half bathrooms
- 2
- Flooring
- Ceramic Tile
- 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
- Interior features
- Built-in Features, Ceiling Fans(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
- Laundry
- Corridor Access, Inside, Laundry Room, Upper Level
- Stories / Levels
- Two
- Direction faces
- Southeast
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 3
- Attached garage
- Yes
- Parking features
- Driveway, Garage Door Opener, Garage Faces Side, Open, Garage
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- Please verify with the City.
- Approval process
- Please verify with the City.
Exterior & Construction
- Exterior features
- Balcony, Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard, Rain Gutters, Sliding Doors
- Construction materials
- Block, Stucco
- Roof
- Other
- Foundation
- Slab
- Pool
- Private pool
- Water view
- Yes
- Road surface
- Brick
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Underground Utilities, Water Connected
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 18x18 |
| Dining Room | First | 14x23 |
| Family Room | First | 15x23 |
| Kitchen | First | 14x20 |
| Primary Bedroom | Second | 14x23 |
Listing Details
- Listing date
- 2026-06-09
- On market date
- 2026-06-10
- Original list price
- $4,950,000
- Occupant type
- Vacant
- MLS area
- 32789 - Winter Park
- Listing AOR
- Orlando Regional
- Status changed
- 2026-06-10
- 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)
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of June 10, 2026 at 4:50 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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