4544 Bayside Dr, Milton, FL 32583
Property image
Property image
SOLD
DEC 30, 2025

$1,214,700

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 3,749 sqft (on 0.58 acres)

4544 Bayside Dr, Milton, FL 32583

Est. Refi. Payment $7,726/mo*
Refinance Your Home
Currently Off Market - Sold Dec 30, 2025 for $1,200,000 (15% below list price)

Home Value

Trulia Estimate
$1.22M
Since last month
Decreased$6K (-0.5%)
Since last year
Decreased$165K (-11.9%)
Since last sale
Increased$16K (+1.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +139% in the last 10 years
MonthEstimated value
2026
September 2026$1.22M
August 2026$1.22M
July 2026$1.23M
June 2026$1.23M
May 2026$1.22M
April 2026$1.22M
March 2026$1.21M
February 2026$1.21M
January 2026$1.2M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4596 Bayside Dr, Milton, FL
0.12
Single-Family Home
$560,000
07/31/26
3
2.5
2,248
4348 Judges Byu, Milton, FL
0.23
Single-Family Home
$399,000
10/17/25
3
2.5
2,048
4633 Bayside Dr, Milton, FL
0.27
Single-Family Home
$395,000
10/30/25
3
2
2,185
3273 McMillan Creek Dr, Milton, FL
1.39
Single-Family Home
$490,000
06/24/26
3
3
2,744
3228 McMillan Creek Dr, Milton, FL
1.40
Single-Family Home
$489,000
04/01/26
3
2.5
2,770
2857 N 1st Ave, Milton, FL
1.72
Single-Family Home
$730,000
05/07/26
4
3.5
2,921
3845 Andrew Jackson Dr, Pace, FL
1.99
Single-Family Home
$875,000
02/13/26
4
3
3,807
3131 Bernath Dr, Milton, FL
1.43
Single-Family Home
$419,900
12/09/25
3
2
1,982

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
4548 Bayside Dr, Milton, FL 32583
0.02
-
-
-
-
Off Market
4552 Bayside Dr, Milton, FL 32583
0.04
$1,094,900
3
4
3,421
Off Market
4540 Bayside Dr, Milton, FL 32583
0.02
$1,305,400
5
4
4,192
Off Market
4541 Bayside Dr, Milton, FL 32583
0.05
$47,000
-
-
-
For Sale
4528 Bayside Dr, Milton, FL 32583
0.06
$969,000
3
3
2,458
For Sale
4564 Bayside Dr, Milton, FL 32583
0.09
$816,000
4
3.5
2,610
Off Market
4533 Bayside Dr, Milton, FL 32583
0.06
$27,000
-
-
-
For Sale
4585 Bayside Dr, Milton, FL 32583
0.07
$49,000
-
-
-
For Sale
4568 Bayside Dr, Milton, FL 32583
0.09
-
-
-
-
Off Market
4529-4533 Bayside Dr, Milton, FL 32583
0.07
$67,000
-
-
-
For Sale
4529 Bayside Dr, Milton, FL 32583
0.08
$40,000
-
-
-
For Sale

Local Information

  • Map ViewExplore the area around 4544 Bayside Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2007
0.58 acre lot
3,749 sqft
$320/sqft
Garage
HOA $21/mo

About this House

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.
4544 Bayside Dr, Milton, FL 32583 is a 4 bedroom, 3 bathroom, 3,749 sqft single-family home built in 2007. It last sold for $1,200,000 on Dec 30, 2025 (15% below the $1,411,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,214,700, with a rent estimate of $2,835/month.
Last check for updates: about 6 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

Home Details for 4544 Bayside Dr

Interior Features

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)

Exterior Features

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

Days on Market

Cumulative Days on Market: 57

Property Information

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

Price & Status

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

Active Status

MLS Status: Sold

Location

Direction & Address
City: MiltonCommunity: Bayside
School Information
Elementary School: Bennett C RussellJr High / Middle School: AVALONHigh School: Milton

Building

Building Area
Building Area: 3749 Square Feet

HOA

HOA Fee Includes: AssociationHas an HOAHOA Fee: $250/Annually

Lot Information

Lot Area: 0.58 Acres

Energy

Energy Efficiency Features: Insulation, Insulated Walls

Miscellaneous

Mls Number: 671379Water ViewWater View: Bay, Water

Price and Tax history

DateEventPrice
Dec 30, 2025
Source: PAR #671379
Sold
$1,200,000
Nov 21, 2025
Source: ECAOR #986290
Pending
$1,411,000
Nov 21, 2025
Source: PAR #671379
Contingent
$1,411,000
Sep 24, 2025
Source: PAR #671379
Listed For Sale
$1,411,000
Sep 23, 2014
Source: N/A
Sold
$55,000

Market trends in Milton

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$297K
$13.08KMoM
Sale-to-List Price
99.1%
0.2%MoM
Price per sq ft
$175
$1MoM
Available listings
335
17MoM

Around this home

What Locals Say about Milton

At least 264 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

  • 23 % Say there are community events

  • 16 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • J4vjdh42yc
    "Clean river to hike and let your pup swim in. Nice hiking places. Quiet side roads. Large lots. Good veterinary services. Plentiful pet supply outlets. Large dog park. "
    0
    Flag
  • Pammybarry
    "I would love to see a dog park or walking trail. Sidewalks would have been nice. Speed bump on some of the most traveled roads ."
    0
    Flag
  • Dalena Simmons
    "Trick or treat the streets We have all kinds of things to do near by. I live more in the country part of Milton fl."
    0
    Flag
  • Boyd L.
    "Dog owners are very responsible and take care of their dogs. It’s Very pet friendly neighborhood. There are dog parks in the neighborhood. Restaurants are dog friendly too. "
    1
    Flag
  • Stevenrasberryte
    "Great area! Very homey, perfect for families! Very military friendly! Close to beautiful beaches!!!!"
    4
    Flag
  • Carrie H.
    "Our HOA is community-oriented. It hosts community beautification days, Christmas parties, and fall festivities. "
    0
    Flag
  • Caitfranko
    "It’s safe. We have yard sales frequently. Neighbors are friendly. Kid/family friendly. "
    0
    Flag
  • Rachelnicole123
    "There’s many families in this area. It has great schools, multiple grocery stores, plenty fast food, & an Pensacola Beach is less than an hour away!! "
    0
    Flag
  • Ladwanya H.
    "There could be more for the kids to do around town, but there’s lots of parks,beaches and places to eat ."
    0
    Flag
  • Chctc0122
    "Nice people and a nice community. We have great local businesses here with unique finds. I was raised here and moved away for 15 years. Realized I miss the small town feel and the folks here."
    0
    Flag
  • Shillabrand
    "Dogs aren't roaming the neighborhood. There is a leash law. The yards are an acre each and there is plenty of room for dogs to play. Great neighborhood to walk your dogs."
    0
    Flag
  • Thedraiss5
    "Bands on the Blackwater and something down town almost every weekend................................................................. "
    0
    Flag
  • Pamela S.
    "Very few sidewalks in East Milton though there is a lot of greenspace and a cobblestone trail...biking and boating/ fishing is easy here "
    0
    Flag
  • Elaine B.
    "It's a quite neighborhood. Close to stores, Schools and Restaurants. Close to the Dr. office and the Hospital is not a mile away. "
    0
    Flag
  • Pamela S.
    "my neighborhood has great access to a major highway which is well-constructed and mail well-maintained also very well patrolled by state troopers. road ranger availability is good if you should have a problem. the only negative is that if there is a wreck time to clear the road seems extended and traffic backs up for miles and miles since exits are so far apart. "
    0
    Flag
  • Pamela S.
    "I've rented in this neighborhood long enough to know that I want to live here it feels very safe down home country charm close to the interstate with plenty of shopping nearby "
    0
    Flag
  • Zach M.
    "Trick or treating but overall the community is great can’t wait to see what the future has in store for us"
    0
    Flag
  • Tientien0026
    "Been here for two months; so far nothing seems alarming but wish it was a little more diverse in terms of people as well as food"
    0
    Flag
  • Angie P.
    "Milton is classic small town and a really nice place to live. I've been here my whole life and can't fathom leaving."
    0
    Flag
  • Katy F.
    "The schools are great, and the neighbors lookout for each other in Sundial Estates/Windsor Villas. The Bagdad post office is the friendliest, most helpful post office in the county. The are building a really nice park in phases at the Bagdad mill site (with separate boat and kayak launches, and a dock for fishing). Bagdad has the lowest taxes. "
    0
    Flag
  • Jennblane
    "There are no sidewalks around here- or even painted lanes. I miss biking and rollerblading. Definitely needs improvement."
    0
    Flag
  • Angie P.
    "We have a county Fair and tribal powwows, etc for family fun. Also, the City of Milton is only 3 minutes from my home and they have a lot of activities in the city, like gallery nights and Bands on Blackwater (the name of the local river)."
    0
    Flag
  • Bonnie L.
    "Not many inclusive events, most are religious based or geared towards those with certain lifestyles. Not very family friendly."
    0
    Flag
  • Zachary P.
    "lived here for 16 years and always thought it was a nice neighborhood. only complaint is the USPS is really crappy."
    0
    Flag
  • Ellemcalla
    "Yes I see people walking their dogs at all hours of the day. There are lots of dog owners in this neighborhood."
    0
    Flag
  • Trulia User
    "The dog owners in the neighborhood seem to be very considerate of their neighbors by keeping their animals under control and picking up after them."
    0
    Flag
  • Mike L.
    "I drive myself 6 miles to work and would likely not use public transportation if it became available."
    0
    Flag
  • Sere P. M. D.
    "Schools are excellent, very nice and quiet neighborhood, close to everything, highly recommended for all kind of families "
    0
    Flag
  • Panteratime
    "NAS Whiting Field Navy Base and the beautiful wilderness around. everyone has a dog it seems, so I love it around here."
    14
    Flag
  • Travis C
    "I work out of town so most of my commute consists of highway travel. Otherwise finding parking downtown is rarely an issue."
    0
    Flag
  • Trulia User
    "There's a lot of families in the area. People are friendly and the community is nice. We enjoy the events!"
    0
    Flag
  • Cynthia N. W.
    "Lots of military families with children in the neighborhood. And lots of dogs. It’s a good place for children. Must have a car to go anywhere or shop. "
    0
    Flag
  • Cynthia N. W.
    "Lots of school aged children & military families in my neighborhood. Very safe. Must drive everywhere. "
    0
    Flag
  • Candace P.
    "The school in the area are amazing. East Milton is very nice place to live. My neighborhood is very safe. "
    0
    Flag
  • Justine W.
    "I live in historic Downtown Milton and it’s a perfect little small town with everything in walking distance. Friendly community and loads of festivals, boardwalk with the Blackwater river, Imogene Theater with musicians, shows, comedians. Several popular restaurants, Blackwater Heritage Trail runs adjacent to my back yard and is about 9 miles long. Too many things to list. "
    3
    Flag
  • Heather d.
    "We just moved to town, but have met so many wonderful people. Looking forward to settling down in the community."
    4
    Flag
  • David H. G.
    "Love country living. Peaceful. Great schools. Very private"
    0
    Flag

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Frequently asked questions about 4544 Bayside Dr

  • What is 4544 Bayside Dr estimated to be worth?
    Trulia's estimated value for 4544 Bayside Dr in Milton, FL is $1,214,700.
  • What is the price history for 4544 Bayside Dr?
    4544 Bayside Dr in Milton, FL last sold for $1,200,000 in December 2025.
  • Is Milton a buyer's or seller's market?
    Milton is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Milton?
    The median sale price in Milton is $297K. That is up $13.08K from the prior month.
  • Does 4544 Bayside Dr have air conditioning?
    Yes, 4544 Bayside Dr in Milton, FL has air conditioning.
  • Does 4544 Bayside Dr have laundry facilities?
    Yes, 4544 Bayside Dr in Milton, FL has laundry facilities.

Explore by feature - Pet Friendly

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