Bayside Homes for Sale

Welcome to Bayside, a hidden gem nestled in the heart of Milton, Florida, within the picturesque Santa Rosa County. This charming subdivision offers a perfect blend of serene living and vibrant community spirit, making it an ideal destination for families, retirees, and anyone seeking a peaceful retreat.

Bayside is renowned for its beautiful landscapes, featuring lush greenery and stunning waterfront views that embody the essence of Florida living. The community is designed with a focus on outdoor activities, allowing residents to enjoy the natural beauty that surrounds them. With easy access to nearby parks, walking trails, and the serene waters of the Blackwater River, adventure and relaxation are just a stone's throw away.

Homes for sale in Bayside present an array of options to suit diverse lifestyles and preferences. From cozy single-family homes to more expansive properties, each residence is thoughtfully designed with modern amenities and charming architectural details. Many homes boast spacious yards, perfect for family gatherings or quiet evenings under the stars. Whether you’re looking for a starter home or a place to settle down, Bayside offers something for everyone.

With its friendly neighbors and active community events, Bayside fosters a welcoming atmosphere that makes it easy to feel at home. Here, you’ll find a sense of belonging that is often hard to come by in today’s fast-paced world.

Explore the opportunities that await you in Bayside—where your dream home and a vibrant lifestyle are waiting to be discovered. Don’t miss your chance to be part of this enchanting community!

Newest Bayside Homes for Sale

$1,150,000

4 Beds ⋅ 684636 MLS

Waterfront Luxury with Panoramic Bay Views on Nearly an Acre. New Roof June of 2026. Experience exceptional waterfront living in this beautifully updated 4-bedroom, 3-bathroom home offering 3,305 square feet of living space on a private 0.90-acre lot. Designed to maximize natural light and breathtaking views, the home features expansive windows, light interior finishes, and a flowing open-concept layout that seamlessly connects the main living areas. The spacious kitchen is equipped with modern conveniences, including a tankless water heater and propane gas service. Thoughtfully designed bedrooms provide privacy and comfort, while bamboo flooring in the bedrooms and new tile throughout the main living areas add warmth and style. Enjoy year-round relaxation in the indoor lap pool overlooking the bay, complemented by a covered lanai, screened deck, and open-air entertaining spaces. The impressive two-story sun deck sits above the boat lift, creating the perfect vantage point for taking in panoramic water views and spectacular sunsets. Boating enthusiasts will appreciate direct water access, a kayak launch, and two boat lifts—one designed for a powerboat and a second larger lift suitable for a sailboat or larger vessel. Significant infrastructure improvements include connection to sewer with a commercial-grade grinder system, complete removal of previous septic tanks, lines, and mounds, and the addition of a gravel driveway.

4501 Bayside Dr, Milton

$979,000

3 Beds ⋅ 3 Baths ⋅ 678822 MLS

Experience breathtaking waterfront living on Escambia Bay at 4528 Bayside Drive in Milton. This fully renovated custom home offers 103 feet of bay frontage and was designed to capture the water from nearly every angle with dramatic vaulted ceilings and a stunning wall of windows filling the home with natural light and uninterrupted views of dolphins, sunsets, and the ever-changing beauty of the bay. The exterior features new Hardie board siding, reinforced framing and windows, hurricane shutters, and a metal roof. A winding pebble-style driveway leads to the elevated home where you’ll find two-car garage parking, additional parking area, and a large covered area beneath the home perfect for storage or entertaining. Outdoor living is exceptional with screened porches overlooking the water, expansive porches spanning the length of the home, and balconies from the living room and primary suite. A long private dock extends into Escambia Bay and includes a covered boathouse with seating area and direct access toward Pensacola Beach and the Gulf. Inside, wood-look tile plank flooring flows throughout the main living areas complemented by recessed lighting and oversized sliding doors framing the bay views. The open living space features soaring ceilings, a fireplace with custom built-ins, a sunken dining area, and both spiral and traditional staircases leading to the upper level. The updated kitchen includes two-tone soft close custom built cabinetry, quartz countertops, custom tile backsplash, bar seating, stainless Frigidaire Gallery appliances, double ovens, and a glass cooktop. The spacious primary suite offers balcony access, high ceilings, plantation shutters, elevator access, and a luxurious bath with double vanity, freestanding soaking tub, tiled walk-in shower with rain head, and walk-through closet with laundry.

4528 Bayside Dr, Milton

$419,000

3 Beds ⋅ 2 Baths ⋅ 677415 MLS

You feel it the second you walk in. The front door opens and Escambia Bay stretches out in front of you, framed by sawgrass and sky, like the house was built around the view.. because it was. The foyer welcomes you with vaulted ceilings and marble floors and from there the view of the bay follows you everywhere: the living room, kitchen, dining room, even the primary bedroom. This custom-built 3-bed, 2-bath home offers 1,963 square feet designed with intention and care, shaped by an owner who truly loved it. Trees were thoughtfully cleared to create a peaceful backyard that feels private and expansive, while a full irrigation system keeps the grounds looking great year-round. Inside, built-in storage is everywhere you want it, and a double-sided fireplace connects the living area to a guest room or home office, your choice. The primary suite is a retreat of its own with a huge closet, double vanity, walk-in shower, and jetted garden tub. Even the garage is finished with a mini-split HVAC. Located in Milton, you’re close to Pace shopping and dining, about 30 minutes from Pensacola Beach or downtown, yet far enough out to feel like you have your own nature preserve. Deer, Bald Eagles and Cranes don’t just visit.. they’re part of the view.

4356 Judges Bayou, Milton

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