231 CHELTON CIRCLE Winter Park, FL $ 4,950,000
231 CHELTON CIRCLE
$ 4,950,000
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231 CHELTON CIRCLE

Winter Park, FL, 32789
$ 4,950,000
Bedrooms4 Baths5.2 Sq 5,550

Monthly Estimate*

$ 30,478

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Single Family Home for sale in Winter Park, FL

for $4,950,000 with 4 bedrooms and 5 full baths, 2 half baths. This 5,550 square foot home was built in 2018 on a lot size of 0.6.

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.

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Single Family Active

Price

$ 4,950,000

Bedrooms

4

Full Bath

5

Half Bath

2

Property Type

Single Family

Taxes

$ 56,865

Style

Custom

Lot Size

0.6

Year Built

2018

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6414890

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities BB/HS Internet Available Cable Available Electricity Connected Natural Gas Connected Sewer Connected Street Lights Underground Utilities Water Connected
Roof Other
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
Zoning R-1AA
Garage Spaces 3
Patio/Porch Features Covered Deck Front Porch Rear Porch Screened Wrap Around
Architectural Style Custom
Pool Features Auto Cleaner Deck In Ground
Security Features Security System
Construction Materials Block Stucco
Pets Allowed Yes
Year Built 2018
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Attached Garage true
Energy Efficient HVAC Lighting Thermostat
Subdivision Name FOREST HILLS
Facing Direction Southeast
Garage Y/N true
Green Indoor Air Quality HVAC UV/Elec. Filtration
Green Water Conservation Whole House Water Purification
Total Rooms 10
Full Baths 5
Status Active
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.
High School Winter Park High
City WINTER PARK
Body of Water LAKE CHELTON
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 26108
Carport Y/N false
Listing Terms Cash Conventional
Elementary School Audubon Park K8
Land Lease Y/N false
Tax Annual Amount 56865.85
Middle/Junior High School Glenridge Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.zillow.com/view-imx/0725fb05-722b-4bef-9ef4-9cbeeeb3ac2f?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 170
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)
Water View Lake
Minimum Lease No Minimum
Water Access Y/N false
Water View Y/N true
Flood Zone Code X
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Interior
Interior Amenities Built-in Features Ceiling Fan(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
Flooring Ceramic Tile
Furnished Y/N Furnished
Fireplace Features Electric Family Room
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds
Fireplace Y/N true
Half Baths 2
Laundry Features Corridor Access Inside Laundry Room Upper Level
Total Bedrooms 4
Total Baths 7
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Exterior
Exterior Amenities Balcony Lighting Outdoor Grill Outdoor Kitchen Private Yard Rain Gutters Sliding Doors
Vegetation Mature Landscaping Trees/Landscaped
Fencing Fenced
Parking Features Driveway Garage Door Opener Garage Faces Side Open Split Garage
Lot Features City Lot Landscaped Oversized Lot
Water Source Public
Lot Size Area 26108
Foundation Details Slab
Spa false
Building Area Total 8502
Lot Size Acres 0.6
Road Surface Type Brick
Private Pool true
Waterfront Y/N false
Covered Spaces 3
Road Frontage Type Street Brick
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* Excluded Features
List By
Berkshire Hathaway Homeservices Results Realty

Broker

Joe@JoeDoher.com

Email

Affordability Calculator

$35,217
Per Month
87%
13%
0%
Monthly Principal & Interest
$30,478
Monthly Property Taxes
$4,739
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
6/10/2026$4,950,000 Listed Price

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231 CHELTON CIRCLE, Winter Park, FL, 32789 is a Single Family Home for sale at $4,950,000 with 5,550 sqft and a lot size of 0.6. 231 CHELTON CIRCLE has 4 bedrooms, 5.2 baths, and was built in 2018. The property's zip code is 32789 which is in Winter Park, FL