Bayside Drive

Milton | Florida

Where Grounds

Meet Style

View Photos Watch Film 360° VTour Open House

Jessica Duncan

Presented At

$1,411,000

Bedrooms

Bathrooms

Living

3,749

SQFT

Fireplace

Office

Air Conditioning

Bar

Garage

Balcony

Pool

Water View

Coastal

Waterfront

Equestrian

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 1

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 2

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 3

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 4

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 5

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 6

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 7

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 8

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 9

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 10

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 11

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 12

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 13

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 14

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 15

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 16

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 17

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 18

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 19

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 20

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 21

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 22

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 23

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 24

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 25

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 26

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 27

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 28

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 29

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 30

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 31

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 32

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 33

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 34

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 35

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 36

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 37

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 38

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 39

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 40

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 41

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 42

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 43

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 44

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 45

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 46

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 47

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 48

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 49

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 50

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 51

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 52

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 53

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 54

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 55

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 56

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 57

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 58

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 59

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 60

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 61

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 62

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 63

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 64

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 65

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 66

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 67

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 68

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 69

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 70

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 71

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 72

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 73

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 74

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 75

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 76

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 77

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 78

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 79

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 80

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 81

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 82

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 83

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 84

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 85

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 86

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 87

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 88

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 89

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 90

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 91

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 92

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 93

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 94

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. - Photo 95

4544

Bayside Drive

Milton | Florida

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States. , Milton , Florida

Magnificent Bayfront Estate With Legacy Home On Oversized Lot

Salt + Serenity Home commands an unparalleled waterfront position on Escambia Bay, offering sweeping 270° views and the ultimate coastal lifestyle. Set on an elevated, professionally landscaped lot in the exclusive Bayside North Island community, this extraordinary estate combines timeless architectural elegance with modern luxury. Approach via a circular driveway to an imperial staircase leading to a covered balcony and grand entrance framed by classical arches and decorative columns. Inside, soaring hand-painted metal ceilings, rich pine floors, and a dramatic spiral staircase which leads to a bonus area with bistro seating set the tone. Large windows and French doors flood the home with natural light while perfectly framing the serene bay vistas. At the heart of the home, the chef’s kitchen boasts a granite-topped island, a breakfast bar, a professional-grade gas range with double ovens, stainless steel appliances, and abundant custom cabinetry. The adjoining living areas feature a formal dining room, elegant sitting room, a grand family room with custom banquette, statement fireplace and expansive water views. An office with bay views offers functional yet stylish workspaces. The primary suite is a true retreat, featuring lofty ceilings, French doors to the bay, and a spa-inspired bath. An additional guest suite with private bathroom is located on the main level. Upstairs, you will find 2 more bedrooms, a guest bath, and a reading nook. Outdoor living is elevated with expansive covered decks, wrought iron fencing, and lush landscaping—an entertainer’s dream. The ground level offers a 4-car garage, workshop, and spacious screened lanai ideal for large events and cookouts. The backyard boasts ample room to accommodate a pool or private dock. Deep-water access makes this property perfect for boating, fishing, and paddleboarding. This isn’t just a home—it’s a legacy, a retreat, and your front-row seat to life on the bay. Schedule your private tour today.

Gallery

3D Street View Tour

Property Location

4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States., Milton Florida

Local Weather & Climate

Milton, Florida

Current Conditions Updated recently

59 °F

Clear sky

Feels Like 56°F

Humidity 40%

Wind 12 mph

Visibility 6.2 mi

Sunrise 11:54 AM

Sunset 11:58 PM

5-Day Forecast

Thu 19 Mar

Clouds

High 70°

Low 48°

Fri 20 Mar

Clear

High 72°

Low 53°

Sat 21 Mar

Clouds

High 77°

Low 59°

Sun 22 Mar

Clear

High 80°

Low 62°

Mon 23 Mar

Clear

High 82°

Low 63°

Data from OpenWeatherMap

Walkability & Transit Scores

How easy is it to get around Milton?

Walkability and transit scores for this address come from the EPA National Walkability Index.

Mortgage Calculator

Estimate your monthly payments for this property

Home Price

Down Payment

$100,000

Interest Rate

Loan Term

Estimated Monthly Payment $3,160

Monthly Payment Breakdown

Principal & Interest $2,528

Loan Amount $400,000

Total Interest $337,621

Total Cost $737,621

Potential Tax Benefits (United States)

$0 Est. First Year Interest Deduction

$0 Est. Annual Tax Savings

*Based on post-2017 tax law. Actual deductions depend on filing status, itemization, and current tax laws.

Ready to explore financing?

Connect with trusted mortgage partners

Important Information

This calculator is for illustrative purposes only and does not constitute a loan offer, pre-approval, or commitment to lend.
Monthly payment estimates do not include property taxes, homeowner's insurance, HOA fees, or other applicable costs which may significantly increase your actual payment.
Interest rates shown are for demonstration only. Actual rates depend on your credit score, down payment, loan type, property location, and current market conditions.
This tool provides estimates only. Consult with a licensed mortgage professional for accurate quotes and personalized advice.
Tax benefit calculations are simplified estimates based on general assumptions for United States. Actual deductions depend on your specific tax situation, filing status, and current tax laws.
Tax Year Information: Tax data shown is based on United States tax year 2025 (fiscal year: January-December), rules effective from 2018 through 2025. Tax laws change frequently and may have been amended since this data was compiled.

Tax Information Disclaimer

The tax benefit information displayed on this page is provided for general informational and educational purposes only. This information:

Does not constitute tax advice and should not be relied upon as such. Tax laws are complex and vary by jurisdiction, individual circumstances, and are subject to change without notice.
May not be current or accurate for your specific situation. Tax rules are updated frequently by governments, and the information shown may not reflect the most recent changes.
Uses simplified assumptions that may not apply to your circumstances, including filing status, total income, other deductions, alternative minimum tax considerations, and local tax variations.
Should not be used as the basis for any tax planning decisions or financial strategies without consulting a qualified tax professional licensed in your jurisdiction.

Before making any decisions based on potential tax benefits, you should consult with a qualified tax advisor, certified public accountant (CPA), or licensed tax professional who can evaluate your specific circumstances and provide advice tailored to your situation.

Limitation of Liability: By using this calculator, you acknowledge that all results are approximations and should not be relied upon for financial, legal, or tax decisions. openluxe, its affiliates, officers, directors, employees, and agents expressly disclaim all liability for any damages, losses, or consequences arising from the use of or reliance on this calculator or the information provided herein. openluxe is not a lender, financial advisor, or tax professional and does not provide mortgage loans, financial advice, or tax advice. Use of this calculator does not create any professional relationship.

Frequently Asked Questions

Common questions about this property

How many bedrooms and bathrooms does 4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States have?

This house at 4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States features 4 bedrooms with 3,749 square feet of living space.

What is the size of 4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States?

This property offers 3,749 square feet of living space.

What is the listing price for 4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States?

This property is listed at $141,100,000, which equals $37637 per square foot.

What type of property is 4544 Bayside Drive , Milton, FL 32583, Milton, Florida, United States?

This is a house located in Milton, Florida. The property is situated in an established neighborhood with convenient access to local amenities and services.

Brokerage: