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231 CHELTON CIRCLE, WINTER PARK, FL 32789

FOREST HILLS · Orange County

Key Facts

4Beds
7Baths
8,502Sq Ft
2018Year Built
0.60Lot (acres)
3Garage
2Stories

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

Built-in FeaturesCrown MoldingElevatorHigh CeilingsOpen FloorplanSaunaSmart HomeTray Ceiling(s)Walk-In Closet(s)Wet Bar

Exterior

BalconyLightingOutdoor GrillOutdoor KitchenPrivate YardRain Gutters

Appliances

Bar FridgeConvection OvenCooktopDishwasherDisposalDryerElectric Water HeaterExhaust FanFreezerMicrowaveRange HoodRefrigeratorWasherWater SoftenerWine Refrigerator

Cooling

Central Air

Heating

CentralElectric

Flooring

Ceramic Tile

Fireplace

ElectricFamily Room

Pool

In GroundPrivate

Parking

DrivewayGarage Door OpenerGarage Faces SideOpenGarageAttached

Laundry

InsideLaundry RoomUpper Level

Patio

CoveredDeckFront PorchRear PorchScreenedWrap Around

Fencing

Fenced

Lot Features

Landscaped

Construction

BlockStucco

Foundation

Slab

Roof

Other

Windows

Blinds

Security

Security System

Community

Street Lights

Utilities

Natural Gas AvailableCable AvailableElectricity ConnectedNatural Gas ConnectedSewer ConnectedUnderground UtilitiesWater Connected

Sewer

Public Sewer

Water Source

Public

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

Map showing the location of 231 CHELTON CIRCLE, WINTER PARK, FL 32789

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

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Moving Cost Estimate

EXIT Agents in WINTER PARK

Listing Courtesy: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY - 407-203-0007

Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. 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. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright ©2026 MLS GRID. All Rights Reserved.

Last Updated: 2026-06-09

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by Orlando Regional. MLS® Listing#O6414890. © 2026EXIT Realty®. All rights reserved.