2040 Randall Circle Winter Park, FL 32789
Pending MLS# O6386920
5 beds 6 baths 4,636 sq ft Single Family
Details for 2040 Randall Circle
MLS# O6386920
Description for 2040 Randall Circle, Winter Park, FL, 32789
Under contract-accepting backup offers. 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.
Listing Information
Property Type: Residential, Single Family Residence
Status: Pending
Bedrooms: 5
Bathrooms: 6
Lot Size: 0.27 Acres
Square Feet: 4,636 sq ft
Year Built: 2017
Garage: Yes
Stories: 2 Story
Construction: Block,Stucco
Subdivision: Charmont
Foundation: Slab
County: Orange
School Information
Elementary: Audubon Park K8
Middle: Audubon Park K-8
High: Winter Park High
Room Information
Main Floor
Family Room: 13x20
Living Room: 11x19
Porch: 20x20
Primary Bathroom: 15x16
Primary Bedroom: 15x19
Dining Room: 12x16
Dinette: 8x13
Kitchen: 15x19
Upper Floor
Bedroom 4: 12x14
Bedroom 5: 13x17
Office: 7x9
Bedroom 3: 13x15
Bedroom 2: 13x15
Bathrooms
Full Baths: 4
1/2 Baths: 2
Additonal Room Information
Laundry: Inside, Laundry Room
Interior Features
Appliances: Bar Fridge, Tankless Water Heater, Range Hood, Dishwasher, Disposal, Microwave, Range, Refrigerator
Flooring: Tile,Wood
Doors/Windows: Window Treatments
Fireplaces: Family Room, Gas, Living Room, Outside
Additional Interior Features: Eat-In Kitchen, Window Treatments, Walk-In Closet(s), Built-in Features, High Ceilings, Separate/Formal Living Room, Stone Counters, Wood Cabinets, Kitchen/Family Room Combo, Crown Molding, Coffered Ceiling(s), Main Level Primary, Separate/Formal Dining Room
Utilities
Water: Public
Sewer: Public Sewer
Other Utilities: Natural Gas Connected,High Speed Internet Available,Municipal Utilities,Underground Utilities
Cooling: Zoned, Central Air
Heating: Central, Zoned
Exterior / Lot Features
Garage Spaces: 2
Parking Description: Garage Faces Side
Roof: Shingle
Pool: In Ground, Heated, Pool Sweep, Salt Water, Gunite
Fencing: fenced
Additional Exterior/Lot Features: Sprinkler/Irrigation, French Patio Doors, Rain Gutters, Outdoor Kitchen, Lighting, Covered, Rear Porch, Corner Lot, Flat, Level, Landscaped, City Lot
Community Features
Community Features: Sidewalks
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.
Financial Considerations
Tax/Property ID: 07-22-30-1252-03-110
Tax Amount: 24891.16
Tax Year: 2024
A broker reciprocity listing courtesy: PREMIER SOTHEBY'S INTL. REALTY
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Copyright 2026 Stellar MLS as distributed by the MLS GRID. All Rights Reserved.
Sales History & Tax Summary for 2040 Randall Circle
Sales History
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Tax Summary
| Tax Year | Estimated Market Value | Total Tax |
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 2040 Randall Circle
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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