4544 Bayside Dr
Milton, FL 32583
- 4 Beds
- 3 Baths
- 3,749 sqft (on 0.58 acres)
$1,200,000
Last Sold: Dec 30, 2025
15% below list $1.41M
$320/sqft
Est. Refi. Payment $7,221/mo*
$1,200,000
Last Sold: Dec 30, 2025
15% below list $1.41M
$320/sqft
Est. Refi. Payment $7,221/mo*
4 Beds
3 Baths
3,749 sqft
(on 0.58 acres)
Local Information
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Description
Salt + Serenity Home commands an unparalleled waterfront position on Escambia Bay, offering sweeping 270° views & 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 that leads to a bonus crow's nest with stunning views. Large windows & French doors flood the home with natural light while perfectly framing the serene bay vistas. At the heart of the home, 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, & 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 bathrooms 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 four-car garage, workshop, and spacious screened lanai ideal for large events cookouts. The backyard boasts ample room to accommodate a pool (virtually shown) 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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from March 05, 2026
Home Highlights
Parking
Garage
Outdoor
Porch, Patio
View
Bay, Water
HOA
$21/Monthly
Price/Sqft
$320/sqft
Listed
180+ days ago
Home Details for 4544 Bayside Dr
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Interior Details Number of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Bedroom 1, Bedroom 2, Bedroom 3, Bathroom, Dining Room, Kitchen |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3 |
Dimensions and Layout Living Area: 3749 Square Feet |
Appliances & Utilities Appliances: Tankless Water Heater/Gas, Wine Cooler, Dishwasher, Double Oven, RefrigeratorDishwasherLaundry: Inside,W/D HookupsRefrigerator |
Heating & Cooling Heating: Multi Units,Central,Fireplace(s)Has CoolingAir Conditioning: Central Air,Ceiling Fan(s)Has HeatingHeating Fuel: Multi Units |
Fireplace & Spa Has a Fireplace |
Gas & Electric Electric: Copper Wiring |
Windows, Doors, Floors & Walls Window: Storm Window(s), Drapes, Some Drapes, Impact Resistant WindowsDoor: Storm Door(s)Flooring: Wood, Tile, Simulated Wood |
Levels, Entrance, & Accessibility Stories: 3Levels: Three Or MoreFloors: Wood, Tile, Simulated Wood |
View Has a ViewView: Bay, Water |
Security Security: Smoke Detector(s) |
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Exterior Home Features Roof: MetalPatio / Porch: Covered, Patio, Porch, Screened, LanaiFencing: Back YardExterior: Balcony, Rain GuttersFoundation: Pillar/Post/Pier |
Parking & Garage No CarportHas a GarageHas Open ParkingParking Spaces: 4Parking: 3 Car Garage,4 or More Car Garage,Circular Driveway,Guest,Oversized,Garage Door Opener |
Pool Pool: None |
Frontage WaterfrontWaterfront: Bay, Waterfront, Rip RapResponsible for Road Maintenance: County Maintained RoadRoad Surface Type: PavedOn Waterfront |
Water & Sewer Sewer: Public Sewer |
Farm & Range Not Allowed to Raise Horses |
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Cumulative Days on Market: 57 |
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Year Built Year Built: 2007 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Mediterranean |
Building Construction Materials: FrameNot a New ConstructionNot Attached Property |
Property Information Condition: ResaleParcel Number: 321n290228000000110 |
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Price List Price: $1,411,000Price Per Sqft: $320/sqftPrice Range: $1,200,000 - $1,411,000 |
Status Change & Dates Off Market Date: Thu Nov 20 2025Possession Timing: Close Of Escrow |
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MLS Status: Sold |
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Direction & Address City: MiltonCommunity: Bayside |
School Information Elementary School: Bennett C RussellJr High / Middle School: AVALONHigh School: Milton |
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Building Area Building Area: 3749 Square Feet |
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HOA Fee Includes: AssociationHas an HOAHOA Fee: $250/Annually |
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Lot Area: 0.58 Acres |
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Energy Efficiency Features: Insulation, Insulated Walls |
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Mls Number: 671379Water ViewWater View: Bay, Water |
Last check for updates: about 21 hours ago
Listed by Jessica Duncan, (850) 554-1783
Scenic Sotheby's International Realty
Bought with: Karen Socher, (818) 448-3215, Innerscope Realty
Source: PAR, MLS#671379

Price History for 4544 Bayside Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 12/30/2025 | $1,200,000 | Sold | PAR #671379 |
| 11/21/2025 | $1,411,000 | Pending | ECAOR #986290 |
| 11/21/2025 | $1,411,000 | Contingent | PAR #671379 |
| 09/24/2025 | $1,411,000 | Listed For Sale | PAR #671379 |
| 09/23/2014 | $55,000 | Sold | N/A |
| 04/15/2003 | $73,000 | Sold | N/A |
Market trends in Milton
Last updated May 2026
Avg. sale price
$262K
$6.48KMoM
Sale-to-List Price
99.4%
0.5%MoM
Price per sq ft
$166
$3MoM
Available listings
332
1MoM
Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $5,860 |
| Assessment | $701,607 |
Home facts updated by county records
Homeowner tools
Estimated monthly rent$3,006/mo
Homes for rent near 4544 Bayside Dr
See what comparable homes in the neighborhood are renting for.Comparable Sales for 4544 Bayside Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.04 | Single-Family Home | $1,075,000 | 08/27/25 | 3 | 4 | 3,421 | |
0.09 | Single-Family Home | $800,000 | 07/25/25 | 4 | 3.5 | 2,610 | |
0.23 | Single-Family Home | $399,000 | 10/17/25 | 3 | 2.5 | 2,048 | |
0.27 | Single-Family Home | $395,000 | 10/30/25 | 3 | 2 | 2,185 | |
1.40 | Single-Family Home | $489,000 | 04/01/26 | 3 | 2.5 | 2,770 | |
1.72 | Single-Family Home | $730,000 | 05/07/26 | 4 | 3.5 | 2,921 | |
1.40 | Single-Family Home | $435,000 | 06/24/25 | 4 | 2 | 1,904 | |
1.99 | Single-Family Home | $875,000 | 02/13/26 | 4 | 3 | 3,807 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 4544 Bayside Dr.
What Locals Say about Milton
At least 263 Trulia users voted on each feature.
91 % Say parking is easy
91 % Say car is needed
85 % Say yards are well-kept
80 % Say it's dog friendly
77 % Say there's holiday spirit
71 % Say it's quiet
65 % Say kids play outside
61 % Say people would walk alone at night
55 % Say neighbors are friendly
49 % Say they plan to stay for at least 5 years
47 % Say there's wildlife
33 % Say streets are well-lit
25 % Say it's walkable to grocery stores
24 % Say there are sidewalks
22 % Say there are community events
16 % Say it's walkable to restaurants
Sourced by Trulia users. Learn more about our methodology.
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Homes for sale near 4544 Bayside Dr
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4544 Bayside Dr, Milton, FL 32583 is a 4 bedroom, 3 bathroom, 3,749 sqft single-family home built in 2007. This property is not currently available for sale. 4544 Bayside Dr was last sold on Dec 30, 2025 for $1,200,000 (15% lower than the asking price of $1,411,000). The current Trulia Estimate for 4544 Bayside Dr is $1,218,900.

