2040 RANDALL CIRCLE WINTER PARK FL 32789 MLS #O6386920

2040 RANDALL CIRCLE
WINTER PARK, FL, 32789
$3,450,000
5 Beds
5 Baths
4,636 SqFt
0.27 Acres
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MLS #O6386920 image #0
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.

Property Details

Price:
$3,450,000
MLS #:
O6386920
Status:
Active
Beds:
5
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
CHARMONT
Neighborhood:
32789winterpark
Listed Date:
Mar 5, 2026
Finished Sq Ft:
4,636
Total Sq Ft:
6,085
Lot Size:
11,915 sqft / 0.27 acres (approx)
Year Built:
2017
PoolPrimary Bedroom Main Floor32789 – Winter Park32789winterparkCharmontAudubon Park K8Audubon Park K-8Winter Park HighPlease Verify With City Of Winter Park Regarding Any Lease Restrictions.No MinimumPets Allowed

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Schools

Elementary School:
Audubon Park K8
Middle School:
Audubon Park K-8
High School:
Winter Park High

Interior

Appliances
Bar Fridge, Dishwasher, Disposal, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater
Bathrooms
4 Full Bathrooms, 2 Half Bathrooms
Cooling
Central Air, Zoned
Flooring
Tile, Hardwood
Heating
Central, Zoned
Laundry Features
Inside, Laundry Room

Exterior

Construction Materials
Block, Stucco
Exterior Features
French Doors, Irrigation System, Lighting, Outdoor Kitchen, Rain Gutters, Sidewalk
Parking Features
Garage Faces Side
Roof
Shingle

Financial

Tax Year
2024
Taxes
$24,891

Map

Community

Subdivisions in WINTER PARK

Market Summary

Current real estate data for Single Family in WINTER PARK as of Mar 11, 2026
237
Single Family Listed
99
Avg DOM
483
Avg $ / SqFt
$1,471,471
Avg List Price

Property Summary

    Located in the CHARMONT subdivision, 2040 RANDALL CIRCLE WINTER PARK FL is a Single Family for sale in WINTER PARK, FL, 32789. It is listed for $3,450,000 and features 5 beds, 5 baths, and has approximately 4,636 square feet of living space, and was originally constructed in 2017. The current price per square foot is $744. The average price per square foot for Single Family listings in WINTER PARK is $483. The average listing price for Single Family in WINTER PARK is $1,471,471. To schedule a showing of MLS#o6386920 at 2040 RANDALL CIRCLE in WINTER PARK, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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