To schedule a showing of 231 Chelton Circle, Winter Park, Florida, Call David Shippey at 863-521-4517 TODAY!

$4,950,000 No Recent Price Change
231 Chelton Circle
Winter Park, FL 32789
  • 4Beds
  • 7.00Total Baths
  • 5 Full, 2 HalfBaths
  • 5,550SqFt
  • 2018Year Built
  • 0.60Acres
  • MLS# O6414890
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market3 days
  • Area32789 - Winter Park
  • CountyOrange
  • Subdivision Forest Hills

Overview

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 faade 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 homes 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.



Agriculture / Farm

Association Fees / Info

Community Features:  StreetLights

Pets Allowed:  Yes

Bathroom Info

Total Baths:  7.00

Fullbaths:  5

Building Info

Window Features:  Blinds

Roof:  Other

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  Custom

Pool Features:  InGround, PoolSweep

Patio:  RearPorch, Covered, Deck, FrontPorch, Screened, WrapAround, Balcony

Pool Private:  Yes

Exterior Features:  Balcony, Lighting, OutdoorGrill, OutdoorKitchen, PrivateYard, RainGutters

Fees / Restrictions

Financial

Original Price:  $4,950,000

Fencing:  Fenced

Garage / Parking

Open Parking:  Yes

Parking Features:  Driveway, Garage, GarageDoorOpener, Open, GarageFacesSide

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Green Features:  Hvac, Lighting, Thermostat

Green Indoor Air Quality:  Filtration

Interior Features

Fireplace Desc:  Electric, FamilyRoom

Fireplace:  Yes

Floors:  CeramicTile

Levels:  Two

Laundry Features:  Inside, LaundryRoom, UpperLevel

Interior Features:  WetBar, BuiltInFeatures, TrayCeilings, CeilingFans, CrownMolding, Elevator, HighCeilings, OpenFloorplan, SplitBedrooms, SmartHome, SolidSurfaceCounters, Sauna, UpperLevelPrimary, WalkInClosets

Appliances:  BarFridge, BuiltInOven, ConvectionOven, Cooktop, Dryer, Dishwasher, ExhaustFan, ElectricWaterHeater, Freezer, Disposal, Microwave, Refrigerator, RangeHood, WaterSoftener, WineRefrigerator, Washer, WaterPurifier

Lot Info

Direction Remarks:  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.

Lot Size Units:  Acres

Lot Size Acres:  0.6

Lot Sqft:  26,108

Vegetation:  PartiallyWooded

Lot Desc:  CityLot, OversizedLot, Landscaped

Misc

Other

Equipment:  ReverseOsmosisSystem

Special Conditions:  None

Security Features:  SecuritySystem

Other Rooms Info

Property Info

Section:  18

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  Block, Stucco

Stories:  2

Total Stories:  2

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  10

Sqft Info

Sqft:  5,550

Bulding Area Sqft:  8,502

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,025

Tax Lot:  170

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)

Tax Block:  05

Tax Annual Amount:  56865.85

Tax Book Number:  K/90

Unit Info

Utilities / Hvac

Heating:  Central, Electric

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableAvailable, ElectricityConnected, NaturalGasConnected, HighSpeedInternetAvailable, SewerConnected, UndergroundUtilities, WaterConnected

Waterfront / Water

View:  Yes

Water Body Name:  LAKE CHELTON

View:  Lake, Water

Schools

Elem:  Audubon Park K8

Middle:  Glenridge Middle

High:  Winter Park High

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.

This listing courtesy of Berkshire Hathaway Homeservices Results Realty 

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On davidshippey.com since Wed, Jun 10th 2026
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If you have any questions on 231 Chelton Circle, Winter Park, Florida, please call David Shippey at 863-521-4517.


MLS# O6414890 located at 231 Chelton Circle, Winter Park, Florida is brought to you by David Shippey REALTOR®

231 Chelton Circle, Winter Park, Florida has 4 Beds, 5 Full Bath, and 2 Half Bath.
The MLS Number for 231 Chelton Circle, Winter Park, Florida is O6414890.
The price for 231 Chelton Circle, Winter Park, Florida is $4,950,000.
The status of 231 Chelton Circle, Winter Park, Florida is Active.
The subdivision of 231 Chelton Circle, Winter Park, Florida is Forest Hills.
The home located at 231 Chelton Circle, Winter Park, Florida was built in 2026.