231 CHELTON CIRCLE, WINTER PARK, FL 32789
What's special
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.
- 91 days |
- 1,062 |
- 57 |
Originating MLS: Orlando RegionalTravel times
Family Room
Kitchen
Home Theatre
Living Room
Dining Room
Primary Bedroom
Primary Bathroom
Gym
Pool Area
Summer Kitchen + Lanai
Gated Entrance to Garage
Bedroom 2
Bedroom 3
Bedroom 4
Half Bathrooms
Zillow last checked:
Listing updated:
Joseph Doher 407-203-0007,
BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY 407-203-0007
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 7
- Full bathrooms: 5
- 1/2 bathrooms: 2
Primary bedroom
- Features: Ceiling Fan(s), Walk-In Closet(s)
- Level: Second
- Area: 322 Square Feet
- Dimensions: 14x23
Bedroom 2
- Features: Ceiling Fan(s), Walk-In Closet(s)
- Level: First
- Area: 208 Square Feet
- Dimensions: 13x16
Bedroom 3
- Features: Ceiling Fan(s), Walk-In Closet(s)
- Level: First
- Area: 168 Square Feet
- Dimensions: 12x14
Bedroom 4
- Features: Walk-In Closet(s)
- Level: Second
- Area: 169 Square Feet
- Dimensions: 13x13
Dining room
- Level: First
- Area: 322 Square Feet
- Dimensions: 14x23
Family room
- Level: First
- Area: 345 Square Feet
- Dimensions: 15x23
Gym
- Features: Ceiling Fan(s), Sauna
- Level: Second
- Area: 169 Square Feet
- Dimensions: 13x13
Kitchen
- Features: Breakfast Bar, Kitchen Island, Pantry
- Level: First
- Area: 280 Square Feet
- Dimensions: 14x20
Living room
- Level: First
- Area: 324 Square Feet
- Dimensions: 18x18
Media room
- Features: Built-In Shelving, Kitchen Island, Wet Bar
- Level: First
- Area: 650 Square Feet
- Dimensions: 25x26
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Bar Fridge, 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
- Laundry: Corridor Access, Inside, Laundry Room, Upper Level
Features
- 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
- Doors: Outdoor Grill, Outdoor Kitchen, Sliding Doors
- Has fireplace: Yes
- Fireplace features: Electric, Family Room
- Furnished: Yes
Interior area
- Total structure area: 8,502
- Total interior livable area: 5,550 sqft
Video & virtual tour
Property
Parking
- Total spaces: 3
- Parking features: Driveway, Garage Door Opener, Garage Faces Side, Open, Split Garage
- Attached garage spaces: 3
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Deck, Front Porch, Rear Porch, Screened, Wrap Around
- Exterior features: Balcony, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard, Rain Gutters
- Has private pool: Yes
- Pool features: Auto Cleaner, Deck, In Ground
- Fencing: Fenced
- Has view: Yes
- View description: Lake
- Has water view: Yes
- Water view: Lake
- Body of water: LAKE CHELTON
Lot
- Size: 0.6 Acres
- Features: City Lot, Landscaped, Oversized Lot
- Residential vegetation: Mature Landscaping, Trees/Landscaped
Details
- Parcel number: 182230284405170
- Zoning: R-1AA
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Custom
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Other
Condition
- New construction: No
- Year built: 2018
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Sprinkler Well, Street Lights, Underground Utilities, Water Connected
Green energy
- Energy efficient items: HVAC, Lighting, Thermostat
- Indoor air quality: HVAC UV/Elec. Filtration
- Water conservation: Whole House Water Purification
Community & HOA
Community
- Security: Security System
- Pet fee: $0 monthly
- Subdivision: FOREST HILLS
HOA
- Has HOA: No
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $892/sqft
- Tax assessed value: $3,742,063
- Annual tax amount: $56,865
- Date on market: 6/10/2026
- Cumulative days on market: 50 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Brick
Price history
| Date | Event | Price |
|---|---|---|
| 6/10/2026 | Listed for sale | $4,950,000+10%$892/sqft |
Source:  Stellar MLS #O6414890 Report a problem | ||
| 10/31/2022 | Sold | $4,500,000-13.5%$811/sqft |
Source: Public Record Report a problem | ||
| 9/23/2022 | Pending sale | $5,200,000$937/sqft |
Source: Stellar MLS #O5999333 Report a problem | ||
| 8/25/2022 | Price change | $5,200,000-5.5%$937/sqft |
Source: Stellar MLS #O5999333 Report a problem | ||
| 3/14/2022 | Price change | $5,500,000-8.7%$991/sqft |
Source: Stellar MLS #O5999333 Report a problem | ||
| 1/26/2022 | Listed for sale | $6,025,000+107.8%$1,086/sqft |
Source: Stellar MLS #O5999333 Report a problem | ||
| 3/24/2021 | Listing removed | -- |
Source: Owner Report a problem | ||
| 2/3/2021 | Sold | $2,900,000+190%$523/sqft |
Source: Public Record Report a problem | ||
| 4/1/2016 | Sold | $1,000,000-15.9%$180/sqft |
Source: Stellar MLS #O5428952 Report a problem | ||
| 1/29/2016 | Listed for sale | $1,189,000$214/sqft |
Source: Owner Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $55,288 +3.3% | $3,591,763 +3% |
| 2023 | $53,500 +46.2% | $3,487,149 +47.3% |
| 2022 | $36,585 +45% | $2,367,791 +48% |
| 2021 | $25,228 -2.1% | $1,599,564 -0.4% |
| 2020 | $25,770 -3.7% | $1,606,464 -0.4% |
| 2019 | $26,768 +121.6% | $1,613,365 +129.6% |
| 2018 | $12,080 | $702,714 +3.3% |
| 2017 | $12,080 +1.8% | $680,426 -24.6% |
| 2016 | $11,864 -24% | $902,941 -5.9% |
| 2015 | $15,613 +82.7% | $959,171 +21.9% |
| 2014 | $8,544 +2% | $786,717 +22.7% |
| 2013 | $8,373 +1% | $641,048 +32.9% |
| 2012 | $8,291 -2.3% | $482,201 -1.9% |
| 2011 | $8,482 -5.7% | $491,316 -8.4% |
| 2010 | $8,999 | $536,479 -13.8% |
| 2009 | -- | $622,691 -13.9% |
| 2008 | $8,923 +1.2% | $723,148 -5.9% |
| 2007 | $8,817 -6.6% | $768,444 +3.6% |
| 2006 | $9,440 -0.2% | $741,512 +10.5% |
| 2005 | $9,455 +4.4% | $671,293 +12.5% |
| 2004 | $9,056 +5.5% | $596,585 +0.8% |
| 2003 | $8,583 +2.6% | $591,603 +14.7% |
| 2002 | $8,367 +0.3% | $515,629 +4.9% |
| 2001 | $8,338 +2.2% | $491,517 +2.9% |
| 2000 | $8,157 | $477,462 |
Find assessor info on the county website
Monthly payment
Estimated market value
$4,624,300
$4.39M - $4.86M
Not available
Climate risks
Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.