$3,350,000

2040 Randall Circle, Winter Park, FL 32789

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$3,350,000

Off-Market Date: 05/18/2026

(100,000) 03/30/2026

2040 Randall Circle Winter Park, FL 32789

Pending MLS# O6386920

5 beds 6 baths 4,636 sq ft Single Family

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Data current as of 05/06/2026 16:36:13

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

Sales History

Date Price
Currently not available.

Tax Summary

Tax Year Estimated Market Value Total Tax
Currently not available.

Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.

Schools nearby 2040 Randall Circle

Schools in attendance boundaries Grades Distance Rating
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Schools nearby Grades Distance Rating
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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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