Midway Santa Rosa, FL Homes for Sale under $500,000

Turnkey, cash-flow positive duplex in the A-rated Gulf Breeze school district, just 10 minutes from Pensacola Beach. Located at 3563 Southwind Drive, this coastal investment offers two spacious 2-bedroom, 2-bathroom units with strong rental performance and reliable tenants in place. Extensive capital improvements enhance long-term value, including Full electrical rewiring from street to house

Elaine Hayward Avenue Realty

Better Than New! Impeccable Gulf Breeze 4BR/3BA/2-Car Retreat Move right in to this upgraded home in a quiet, one-street neighborhood. The fully fenced backyard is a tropical oasis with over 50 subtropical and edible plants, including multiple banana varieties, pineapple, berries, fig, olive, loquat, elderberry, and more. Canary, Silvester, Pindo, Sabel, Saw, and Sago palms create a resort feel,

JAROD HOOVER Levin Rinke Realty

Waterfront homes with this level of privacy are rare—don’t miss the opportunity to see it in person. This 3-bedroom, 2.5-bath residence offers sweeping views of East Bay and a versatile layout designed for both entertaining and everyday comfort. The open kitchen connects seamlessly to the living and dining areas, keeping the space bright and welcoming. Step onto the expansive balcony to enjoy

Hai Ho Dalton Wade, Inc.

PRICE IMPROVEMENT 11/1/25! Step inside this extensively remodeled 2,419 sq. ft. home located in the Magnolia Manor community. From top to bottom, this residence has been thoughtfully updated to combine modern comfort with timeless style - all within a highly rated school district. The open floor plan welcomes you with natural light, luxury vinyl plank flooring, new paint, new windows, and

Kyle Lindsey Kuhn Realty

Welcome home! This beautiful craftsman style home offers 4 Bedrooms and 2 full Baths with a split design. Upon entering you will be greeted by high ceilings and an open floor plan. The Kitchen features black SS appliances, Granite counters, Island with additional seating, Pantry, and an eat in Dining area. Master bedroom is spacious and the Master Bath has a large walk in shower. The home sits on

Linda Mullany Home Town Realty Partners, LLC

Welcome to this stunning 3-bedroom, 2-bath home in Holley by the sea where comfort and modern living come together seamlessly. The spacious living room, anchored by a cozy fireplace, flows effortlessly across hardwood bamboo, luxury vinyl plank, and tile flooring--durable, stylish, and easy to maintain. A bright Florida sunroom extends the living space, offering the perfect spot to enjoy morning

Nick Colangelo EMERALD SHORES REALTY

Welcome to 1675 Winding Shore Dr. This beautiful 4-bedroom 2 bath home with 2500+ square feet has it all. Located on a generously sized corner lot with a large fenced in back yard, this home would make a wonderful vacation rental or be a perfect fit for a single-family home. Zoned for A rated schools, this residence also comes with community amenities including multiple playgrounds, parks, a

TRENT SMART 1st Class Real Estate Panhandle

Welcome to Deer Ridge Crossing in Gulf Breeze, FL! The charming Rhett, one of our most popular & highly desirable Open Designs. 4 beds, 2 baths, covered patio & a 2-car garage. The Smart Home Connect System includes several Smart Home convenient devices. BEAUTIFUL, well-designed kitchen offers gorgeous Quartz countertops, relaxed living with a lg. island bar, quiet dishwasher, all stainless

Olesya Chatraw DR Horton Realty of Northwest Florida LLC

Completed in 2026 by FD Builds, this move-in ready 4-bedroom, 2.5-bath home offers 1,965 heated and cooled square feet of thoughtfully designed living space perfectly situated just minutes from Pensacola and Navarre, approximately 15 minutes to the beach. Vaulted ceilings with exposed wood beams create an impressive open living area anchored by a gas fireplace. The gourmet kitchen features a gas

Andi Wooldridge LPT Realty

Move in ready 3br/2ba home w/ 1999 sqft of stylish living in the highly sought after neighborhood of Melissa Oaks in Gulf Breeze! Roof&A/C replaced in 2020, WH 2023 & no carpet! LVP & tile throughout the split bedroom floor plan home. Open layout & an updated kitchen w/ new appliances. Separate dining room & breakfast area allows for plenty of options for entertaining. The spacious primary suite

Noel Koveleski Everything Palms Partners

Welcome to Deer Ridge Crossing in Gulf Breeze, FL! The stunning Belfort floor plan is a well-designed 2 story model. Highly desirable open concept. The kitchen, living room & dining area flow together for relaxed living. Open kitchen features: all stainless-steel appliances, pantry, Quartz kitchen countertops, nice island, smooth-top range, built in microwave & quiet dishwasher. Bedroom 1 on the

Olesya Chatraw D R Horton Realty of NW Florida, LLC

Welcome to your peaceful retreat in the highly sought-after Lighthouse Point community. This beautifully maintained 4-bedroom, 2-bath, 2,423 sq ft home offers a spacious split floor plan designed for comfort and privacy. Inside, you’ll find a bright and inviting living space with all-new carpet, high ceilings, abundant natural light, and a large family room with a cozy fireplace. The open kitchen

Lonnie Cowan KELLER WILLIAMS REALTY GULF COAST

Welcome to the newest custom brick patio home built in Oak Pointe in Tiger Point East. Built in 2016, this is the only house in Oak Pointe that has a circular driveway to go along with its side-entry garage and nice elevation. Most of the houses in the subdivision were built 20-30 years ago. Three bedrooms with an office that has a closet that can be counted as a fourth bedroom. Perfect home to

SCOTT GREGORY EXP Realty, LLC

This beautifully updated 3-bedroom, 2-bath home with a flex space ideal for a potential 4th bedroom, office, or nursery offers the perfect blend of comfort, style, and modern living. A spacious and inviting floor plan features a newly re-screened porch (2025), ideal for relaxing or entertaining, along with a 6-foot privacy fence providing a secure space for pets and outdoor enjoyment. Inside,

Catherine Ronson Levin Rinke Realty