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Overview

4 bd7 ba5,550 sqft3 car garageSingle Family
TypeSingle Family
HOANone listed
Built2018
Lot26,108 sqft
Living area5,550 sqft
Price / sqft$847
Garage3 car

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About this home

Built-in FeaturesCeiling Fans(s)Crown MoldingElevatorHigh CeilingsOpen FloorplanPrimarybedroom UpstairsSauna

231 Chelton Cir is a 2018-built home in Forest Hills, Winter Park. Inside you'll find 4 bedrooms, 7 bathrooms, and 5,550 square feet of living space. Listed at $4,700,000 (about $847/sqft), 127 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable.

From the listing

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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The essentials

Built
2018
Price / sqft
$847
On market
127 days
Annual tax
$56,866
Flood zone
X · Low risk
Lot
26,108 sqft
Type
Single Family Residence

At a glance

Single family
Built 2018
Private pool
Auto Cleaner
3 car garage
Driveway
0.60 acres
Lot size
5,550 sqft
Living area

Payment

Est. monthly payment
$31,601/mo
Down payment (20%)
$940,000
Property taxes
$4,739/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
2018
Lot
26,108 sqft
Cooling
Central Air
Heating
Central, Electric
Parking
Driveway, Garage Door Opener, Garage Faces Side, Open, Garage
Pool
Auto Cleaner, Deck, In Ground
Days on Market
127
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
Balcony
Lighting
Outdoor Grill
Outdoor Kitchen
Private Yard
Rain Gutters
Street Lights
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
Elementary
Audubon Park K8
Middle
Glenridge Middle
High
Winter Park High

Districts can re-zone, so verify directly with the district before relying on these.

Homestead exemption on file Flood Zone X
Annual Tax (2025)
$56,866
Parcel #
18-22-30-2844-05-170

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Forest Hills
County
Orange
MLS Area
32789 - Winter Park
Lot Size
26,108 sqft
City LimitsLandscapedOversized LotStreet Brick

Price history

Date
Event
Price
9/25/2026
Price change
Source: Stellar MLS #O6414890
$4,700,000-5.1%
$847/sqft
6/9/2026
Listed for sale
Source: Stellar MLS #O6414890
$4,950,000
$892/sqft

Neighborhood

231 Chelton Cir
Winter Park, FL, 32789 · 32789 - Winter Park

Market insights

Offer Insights

Choose an offer strength

List price: $4,700,000
$4.57M – $4.70M
97.2% – 100% of listTops out right at the list price
80% of listList price
97 of the last 192 home closings in 32789 landed at this number or higher (51%). The median one sat 21 days before it went under contract, and this one is on day 127 after a $250,000 cut.

Sample: 192 closed home sales in 32789 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$31,601/mo
Principal & interest$24,512
Property taxes$4,739
Insurance$2,350
Down payment20% · $940,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$4,700,000

$847 per sq ft

Beds and baths

4 beds, 7 baths

Size

5,550 sq ft

Time on market

127 days

Year built

2018

Monthly payment

About $31,601/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $56,866 annual tax bill, insurance.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

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Have another question?

Brokered byBERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTYListing agent: Joseph DoherListing data from Stellar MLS, MLS# O6414890.

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