2040 RANDALL CIRCLE Winter Park, FL $ 3,450,000
2040 RANDALL CIRCLE
$ 3,450,000
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2040 RANDALL CIRCLE

Winter Park, FL, 32789
$ 3,450,000
Bedrooms5 Baths4.2 Sq 4,636

Monthly Estimate*

$ 21,242

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Single Family Home for sale in Winter Park, FL

for $3,450,000 with 5 bedrooms and 4 full baths, 2 half baths. This 4,636 square foot home was built in 2017 on a lot size of 0.27.

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.

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Single Family Active

Price

$ 3,450,000

Bedrooms

5

Full Bath

4

Half Bath

2

Property Type

Single Family

Taxes

$ 24,891

Style

Single Family Residence

Lot Size

0.27

Year Built

2017

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6386920

Features
General
Sewer Public Sewer
Heating Central Zoned
Cooling Central Air Zoned
Utilities BB/HS Internet Available Natural Gas Connected Public Underground Utilities
Roof Shingle
Appliances Bar Fridge Dishwasher Disposal Microwave Range Range Hood Refrigerator Tankless Water Heater
Zoning R-1AA
Garage Spaces 2
Patio/Porch Features Covered Rear Porch
Pool Features Gunite Heated In Ground Lighting Pool Sweep Salt Water
Construction Materials Block Stucco
Pets Allowed Yes
Year Built 2017
Levels Two
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Attached Garage false
Subdivision Name CHARMONT
Facing Direction West
Garage Y/N true
Total Rooms 13
Full Baths 4
Status Active
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.
High School Winter Park High
City WINTER PARK
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 11915
Carport Y/N false
Spa Features Heated In Ground
Elementary School Audubon Park K8
Land Lease Y/N false
Tax Annual Amount 24891.16
Middle/Junior High School Audubon Park K-8
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://youtu.be/tq01PBNrllA
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 11
Legal Description CHARMONT L/93 LOT 11 BLK C SEE 3059/389391 393
Minimum Lease No Minimum
Water Access Y/N false
Additional Rooms Breakfast Room Separate Den/Library/Office Family Room Formal Dining Room Separate Formal Living Room Separate Inside Utility
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Built-in Features Coffered Ceiling(s) Crown Molding Eating Space In Kitchen High Ceilings Kitchen/Family Room Combo Primary Bedroom Main Floor Solid Wood Cabinets Stone Counters Walk-In Closet(s) Window Treatments
Flooring Tile Hardwood
Furnished Y/N Unfurnished
Fireplace Features Family Room Gas Living Room Outside
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 2
Laundry Features Inside Laundry Room
Total Bedrooms 5
Total Baths 6
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Exterior
Exterior Amenities French Doors Irrigation System Lighting Outdoor Kitchen Rain Gutters Sidewalk
Vegetation Mature Landscaping Trees/Landscaped
Fencing Fenced
Parking Features Garage Faces Side
Lot Features Corner Lot City Lot Landscaped Level
Water Source Public
Lot Size Area 11915
Foundation Details Slab
Spa true
Building Area Total 6085
Lot Size Acres 0.27
Road Surface Type Brick
Private Pool true
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Brick
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* Excluded Features
List By
Premier Sotheby's Intl. Realty

Broker

micknight1@gmail.com

Email

Affordability Calculator

$23,316
Per Month
91%
9%
0%
Monthly Principal & Interest
$21,242
Monthly Property Taxes
$2,074
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
3/5/2026$3,450,000 Listed Price

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2040 RANDALL CIRCLE, Winter Park, FL, 32789 is a Single Family Home for sale at $3,450,000 with 4,636 sqft and a lot size of 0.27. 2040 RANDALL CIRCLE has 5 bedrooms, 4.2 baths, and was built in 2017. The property's zip code is 32789 which is in Winter Park, FL