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$3,000,000
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Property Description
Set along a picturesque brick street, 2040 Randall Circle is a beautifully crafted residence that pairs timeless architecture with elevated, designer finishes and a functional floor plan. Framed by manicured landscaping and connected to a detached two-car garage by a covered walkway, the home offers classic curb appeal in an idyllic setting just minutes from vibrant shopping and dining on Park Avenue. Inside, rich hardwood floors run throughout the living spaces, complemented by Restoration Hardware lighting that brings a refined, cohesive feel to every room. The welcoming foyer opens to a gracious formal living room with a gas fireplace and custom built-ins, an elegant yet comfortable space for entertaining or relaxing. Just beyond, the formal dining room is well proportioned for hosting holiday gatherings and dinner parties with ease. The heart of the home is the expansive chef's kitchen, thoughtfully designed for everyday living and effortless entertaining. An oversized island anchors the space, topped with Carrara marble counters and offering generous seating. A dual Wolf oven with six-burner range plus French cooktop, custom cabinetry, walk-in pantry, and a butler's pantry complete with under-counter wine refrigerator provide beauty and functionality. A spacious breakfast room filled with natural light overlooks the backyard and flows seamlessly into the family room. Here, a gas fireplace, custom built-ins and three sets of French doors create a warm focal point while inviting in the outdoors. The first-floor primary suite serves as a private retreat, featuring large windows with tranquil views of the pool and direct access to the covered lanai. Dual walk-in closets provide ample storage, and the spa-like primary bath is finished in Carrara marble, offering a large soaking tub and an expansive glass-enclosed shower with dual shower heads. Two powder baths, one thoughtfully designed as a pool bath, along with one of two laundry rooms complete the main level. Upstairs, four additional bedrooms and a dedicated office provide generous space for family and guests. Two of the bedrooms feature private en-suite baths, while the remaining two share a well-appointed Jack & Jill bath. One of these rooms is arranged as a bonus lounge, offering flexibility to serve as a fifth bedroom, media room or additional gathering space if desired. The thoughtful second-floor layout easily adapts to a variety of lifestyle needs, whether accommodating guests, growing families or multi-generational living. A secondary laundry room upstairs adds an added layer of everyday convenience. Outdoor living is equally impressive. The spacious covered lanai with summer kitchen overlooks the saltwater, heated pool and spa, creating an extension of the interior living space. Brick paver flooring continues from the lanai to the open patio, offering multiple areas for lounging, dining and entertaining beneath the Florida sky. Ideally in a desirable location and zoned for sought-after Audubon Park K-8, 2040 Randall Circle offers timeless style, thoughtful design and seamless indoor-outdoor living in one of the area's charming neighborhoods.
Full Property Details
Full Property Details for 2040 Randall Cir
General
- Sold For: $3,000,000
- Taxes: $24,891 (2024)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6386920
- Added to Site: 169 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 13
- Interior Features: Built-in Features, Coffered Ceiling(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s), Window Treatments
- Fireplace: Yes
- Fireplace(s): Family Room, Gas, Living Room, Outside
- Appliances: Bar Fridge, Dishwasher, Disposal, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater
- Furnishings: Unfurnished
- Flooring: Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 6
- Full Bathrooms: 4
- Half Bathrooms: 2
Bedrooms
- Total Bedrooms: 5
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, Heated, In Ground, Lighting, Pool Sweep, Salt Water
- Spa: Yes
- Spa Description: Heated, In Ground
Exterior
- Exterior Features: French Doors, Irrigation System, Lighting, Outdoor Kitchen, Rain Gutters, Sidewalk
- Deck/Patio: Covered, Rear Porch
- Porch/Patio/Deck: Covered, Rear Porch
Parking
- Garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Garage Faces Side
Location
- Area: 32789 - Winter Park
- County: Orange
- Development Name: 32789 - Winter Park
- Subdivision: CHARMONT
- Driving Directions: From Fairbanks Ave. and S Pennsylvania Ave., travel south on S Pennsylvania Ave. Turn right on Forrest Rd., left on Dana Way, left on Randall Cir. Home is on the right.
- Direction Faces: West
School Information
- Elementary School: Audubon Park K8
- Middle School: Audubon Park K-8
- High School: Winter Park High
Community
- Community Name: 32789 - Winter Park
- Pet Restrictions: Please verify with City of Winter Park regarding any pet restrictions.
Heating & Cooling
- Cooling Type: Central Air, Zoned
- Heating Type: Central, Zoned
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Natural Gas Connected, Public, Underground Utilities
Structural Information
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Stories/Levels: Two
- Square Feet: 4,636
- Sq. Ft. Source: Public Records
- Living Area: 4,636 Sq. Ft.
- Year Built: 2017
Lot Features
- Lot Size (Acres): 0.27
- Lot Size (Sq. Ft.): 11,915
- Lot Size: 11915
- Frontage: Street Brick
- Street/Road Desc.: Brick
- Fencing (Description): Fenced
Financial Considerations
- Tax Amount: $24,891.16
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: CHARMONT L/93 LOT 11 BLK C SEE 3059/389391 393
- Flood Zone Info: X
- APN: 72230125203110
- Property ID: 72230125203110
- Block/Lot/Section: C
Listed by Premier Sotheby's Intl. Realty
Sold by Compass Florida Llc
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Schools
Schools serving 2040 Randall Cir
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Audubon Park School 1500 Falcon Drive, Orlando, FL 32803 | PK-8 | 0.8 mi |
Winter Park High School 2100 Summerfield Road, Winter Park, FL 32792 | 9-12 | 1.5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 2040 Randall Cir
Date
Details
Price
Change
Source
6/29/2026
Sold
$3,000,000
-10.45%
MLS
3/28/2026
Price Reduced
$3,350,000
-2.9%
MLS
3/05/2026
Listed
$3,450,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
2040 Randall Circle, Winter Park, FL 32789 (MLS# O6386920) is a Single Family property that was sold at $3,000,000 on June 29, 2026. Want to learn more about 2040 Randall Circle? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

