13,425

Midway Santa Rosa, FL Homes

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  • /56

    $530,000

    $50K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,263 Sq Ft

    1200 Autumn Breeze Cir, Gulf Breeze, FL 32563

    Your Coastal Sanctuary Awaits: Charleston Charm in Grand Pointe East Experience the rare allure of a Charleston-inspired courtyard home in the heart of Gulf Breeze. This extraordinary 3BR/3BA (2,268 sq ft) retreat offers a lifestyle defined by privacy, luxury, and effortless entertaining. At its center lies a detached guest suite—a secluded haven featuring a private entrance, full bath, and

    Agent Photo

    Alison Davenport

    Better Homes And Gardens Real Estate Main Street Properties

    (448) 231-7682

    1200 Autumn Breeze Cir, Gulf Breeze, FL 32563
  • /6

    $2,700 Per Month

    • 3 Beds
    • 2 Baths
    • 1,607 Sq Ft
    • House for Rent

    1454 Windy Ln, Gulf Breeze, FL 32563

    Beautifully maintained home now available for rent in the highly desirable Gulf Breeze area! This inviting home offers a thoughtfully designed layout with modern finishes and low-maintenance features, making it ideal for comfortable everyday living. The seamless flow between the living, dining, and kitchen areas creates an airy feel and makes the home perfect for both entertaining and daily life.

    Agent Photo

    Elena Barba

    Levin Rinke Realty

    (448) 678-2918

    1454 Windy Ln, Gulf Breeze, FL 32563
  • /28

    $255,000

    Sold Dec 05, 2025

    1893 Crosscreek Cir, Gulf Breeze, FL 32563

    • 3 Beds
    • 2 Baths
    • 1,124 Sq Ft
    • Built 2015

    Last Sold Summary

    • 4% Below List Price
    • $227/SF
    • 23 Days On Market

    Current Estimated Value $263,786

    Last Listing Agent Jennifer McGregor LPT Realty

    1893 Crosscreek Cir, Gulf Breeze, FL 32563
    • /21

      Est $222,985

      Not Listed For Sale

      3216 Fernwood Dr, Gulf Breeze, FL 32563

      • 2 Beds
      • 2 Baths
      • 1,172 Sq Ft
      • Built 1996
      3216 Fernwood Dr, Gulf Breeze, FL 32563

      Last Sold Summary

      • 2% Above List Price
      • $187/SF
      • Last Sold Price $219,000
      • May 09, 2025

      Last Listing Agent Michael R Brock BROCK PROPERTIES, INC

  • /25

    $334,900

    $30K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,386 Sq Ft

    1514 Mariners Cir, Gulf Breeze, FL 32563

    Come to Paradise Bay a lovely established community in Gulf Breeze Fl. This community has nice size lots ,trees,and a community area by the water. This home features three bedrooms ,two baths and a sunroom. Large living room with a wood burning fireplace and solar tunnel in the ceiling along with a glass sliding door out to the backyard. Kitchen has plenty of cabinets with a large breakfast nook

    Agent Photo

    Diane James

    World Impact Real Estate

    (448) 900-3603

    1514 Mariners Cir, Gulf Breeze, FL 32563
  • /55

    Starting at $1,690 Per Month

    • 1 - 3 Beds

    1900 Reserve Blvd, Gulf Breeze, FL 32563

    Greystone Summit Gulf Breeze is located at 1900 Reserve Boulevard Gulf Breeze, FL and is managed by RAM Partners, LLC, a reputable property management company with verified listings on RENTCafe. Greystone Summit Gulf Breeze offers 1 to 3 bedroom apartments ranging in size from 906 to 1716 sq.ft. Amenities include BBQ/Picnic Area, Bike Racks, Business Center, Cable Ready, Clubhouse and more. This

    Greystone Summit Gulf Breeze

    (850) 204-1003

    1900 Reserve Blvd, Gulf Breeze, FL 32563
  • /32

    $324,000

    Sold Apr 17, 2026

    4368 Clair Ct, Gulf Breeze, FL 32563

    • 2 Beds
    • 1.5 Baths
    • 1,466 Sq Ft
    • Built 1999

    Last Sold Summary

    • $221/SF
    • 21 Days On Market

    Current Estimated Value $321,227

    Last Listing Agent Jennifer Keenan KELLER WILLIAMS REALTY GULF COAST

    4368 Clair Ct, Gulf Breeze, FL 32563
    • /59

      Est $561,073

      Not Listed For Sale

      1128 Bayview Ln, Gulf Breeze, FL 32563

      • 4 Beds
      • 2 Baths
      • 1,750 Sq Ft
      • Built 2005
      1128 Bayview Ln, Gulf Breeze, FL 32563

      Last Sold Summary

      • 2% Above List Price
      • $314/SF
      • 2 Days On Market
      • Last Sold Price $550,000
      • May 12, 2025

      Last Listing Agent Jennifer Jackson Levin Rinke Realty

  • /26

    $358,425

    $16K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 1,886 Sq Ft

    1885 Natures Way, Gulf Breeze, FL 32563

    Best deal in Gulf Breeze!! 2018 Home with 4 Bedroom 2.5 baths 2 Car Garage 1885 Square feet living Space. This beautifully maintained Home, freshly painted home shows like a model and is only a few years old, located in the desirable Natures Way community. The first floor features high-end laminate flooring and a stylish kitchen with granite countertops, tile backsplash, and stainless steel

    Agent Photo

    Deborah Morton

    Bay Living Inc

    (448) 230-9637

    1885 Natures Way, Gulf Breeze, FL 32563
  • /14

    $2,100 Per Month

    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • House for Rent

    4966 Berkeley Forest Blvd, Gulf Breeze, FL 32563

    Welcome home to this beautiful and spacious, well laid out brick home with all new flooring throughout. LVP throughout the home with carpet in the bedrooms only. Open concept living/dining areas perfect for entertaining guests. Spacious bedrooms with plenty of closet space for storage. Just minutes from pristine white sand beaches, shopping, dining, A-rated schools, Tiger Point Country Club and

    Agent Photo

    Teresa McLellan

    SUN QUEST PROPERTIES OF NWF,I

    (448) 256-2980

    4966 Berkeley Forest Blvd, Gulf Breeze, FL 32563
  • /25

    $380,000

    Sold Mar 17, 2026

    994 Great Oaks Dr, Gulf Breeze, FL 32563

    • 3 Beds
    • 2 Baths
    • 1,489 Sq Ft
    • Built 1979

    Last Sold Summary

    • 8% Below List Price
    • $255/SF
    • 8 Days On Market

    Current Estimated Value $388,900

    Last Listing Agent Morgan Venter Berkshire Hathaway Home Services PenFed Realty

    994 Great Oaks Dr, Gulf Breeze, FL 32563
    • /64

      Est $1,082,111

      Not Listed For Sale

      4429 Soundside Dr, Gulf Breeze, FL 32563

      • 4 Beds
      • 2.5 Baths
      • 2,248 Sq Ft
      • Built 1968
      4429 Soundside Dr, Gulf Breeze, FL 32563

      Last Sold Summary

      • 4% Above List Price
      • $463/SF
      • 62 Days On Market
      • Last Sold Price $1,040,000
      • May 12, 2025

      Last Listing Agent Sherlyn Waghalter BHHS PenFed (actual)

  • /56

    $699,900

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,339 Sq Ft

    2437 W Bayshore Rd, Gulf Breeze, FL 32563

    Stately brick home with a POOL in one of the most sought after neighborhoods in Gulf Breeze. This is the First turn after the national seashore from Proper. Navel Live Oaks create a canopy for the residents making the temperature feel 10 degrees cooler than surrounding areas where all the trees were removed. This home sits right across the street from the Bay and has a neighborhood park just a

    Agent Photo

    Lorraine Brackin

    BERKSHIRE HATHAWAY HOME SERVICES PENFED REALTY

    (448) 230-9050

    2437 W Bayshore Rd, Gulf Breeze, FL 32563
  • /39

    Starting at $1,499 Per Month

    • 1 - 2 Beds

    3208 College Ct, Gulf Breeze, FL 32563

    Welcome to The Fairpointe at Gulf Breeze, where coastal living and community harmony converge to create a haven of tranquility on the Emerald Coast. Tucked away in the heart of Gulf Breeze, we distinguish ourselves in the area by offering a peaceful, friendly, and lush environment that feels like home. Beyond the proximity to Pensacola Beach and the allure of nearby marinas, The Fairpointe

    The Fairpointe at Gulf Breeze

    (850) 903-4989

    3208 College Ct, Gulf Breeze, FL 32563
  • /24

    $235,000

    Sold Dec 22, 2025

    5612 Monument Ct, Gulf Breeze, FL 32563

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Built 2019

    Last Sold Summary

    • 2% Below List Price
    • $161/SF
    • 5 Days On Market

    Last Listing Agent RACHEL WHEELER Better Homes And Gardens Real Estate Main Street Properties

    5612 Monument Ct, Gulf Breeze, FL 32563
    • /18

      Est $264,697

      Not Listed For Sale

      4367 Marilyn Ct, Gulf Breeze, FL 32563

      • 3 Beds
      • 2 Baths
      • 1,100 Sq Ft
      • Built 1993
      4367 Marilyn Ct, Gulf Breeze, FL 32563

      Last Sold Summary

      • 2% Above List Price
      • $236/SF
      • 140 Days On Market
      • Last Sold Price $260,000
      • May 13, 2025

      Last Listing Agent Chris Allen Real Broker, LLC

  • /45

    $999,900

    $200K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 3,099 Sq Ft

    4561 Soundside Terrace, Gulf Breeze, FL 32563

    Waterfront Dream with 270 Feet of Canal Frontage Appraised November 2024 at $1,132,000 Discover the perfect blend of space, serenity, and waterfront living in this stunning six-bedroom home with direct access to the Bay. Nestled along 270 feet of canal frontage, this spacious retreat offers the ultimate coastal lifestyle—ideal for full-time residence or a luxurious vacation getaway. Property

    Agent Photo

    Jason Caddell

    Hurd Real Estate & Company LLC

    (850) 985-7174

    4561 Soundside Terrace, Gulf Breeze, FL 32563
  • /35

    Starting at $1,950 Per Month

    • 3 Beds

    1861 Teal Cir, Gulf Breeze, FL 32563

    Discover the unparalleled charm of Indigo Townhomes in Gulf Breeze, FL, where every aspect is thoughtfully designed to exceed your expectations. Immerse yourself in the epitome of luxury living with a semi-private patio, onsite maintenance, and a pet-friendly environment. Feel secure with our advanced security system while enjoying the refreshing saltwater pool and convenient grill area. Inside,

    Indigo Townhomes

    (850) 204-0325

    1861 Teal Cir, Gulf Breeze, FL 32563
  • /20

    $377,500

    Sold Feb 06, 2026

    1725 Lighthouse Pointe Dr, Gulf Breeze, FL 32563

    • 3 Beds
    • 2 Baths
    • 1,783 Sq Ft
    • Built 1999

    Last Sold Summary

    • 1% Below List Price
    • $212/SF
    • 32 Days On Market

    Current Estimated Value $377,510

    Last Listing Agent Buffy Southern Southern Realty Gulf Coast LLC

    1725 Lighthouse Pointe Dr, Gulf Breeze, FL 32563
    • /62

      Est $668,868

      Not Listed For Sale

      1170 Bayview Ln, Gulf Breeze, FL 32563

      • 3 Beds
      • 2.5 Baths
      • 1,850 Sq Ft
      • Built 1981
      1170 Bayview Ln, Gulf Breeze, FL 32563

      Last Sold Summary

      • 1% Above List Price
      • $359/SF
      • 52 Days On Market
      • Last Sold Price $665,000
      • May 09, 2025

      Last Listing Agent Jennifer Jackson Levin Rinke Realty

  • /40

    $690,000

    • 2 Beds
    • 2 Baths
    • 1,170 Sq Ft

    6224 E Bay Blvd, Gulf Breeze, FL 32563

    Welcome to 6224 East Bay Blvd, an affordable, charming waterfront cottage tucked beneath mature trees along the shores of the sparkling East Bay in Gulf Breeze, Florida. This 2 bedroom, 2 bathroom home offers a relaxed coastal lifestyle with wide water views, a 270 foot private dock, and a setting that feels like a true escape while still being conveniently located. Inside, the home features an

    Agent Photo

    Jenny Rushing

    Berkshire Hathaway Home Services PenFed Realty

    (448) 288-6781

    6224 E Bay Blvd, Gulf Breeze, FL 32563
  • /20

    Starting at $1,610 Per Month

    • 1 - 3 Beds

    1899 Reserve Blvd, Gulf Breeze, FL 32563

    Located midway between Fort Walton Beach and Pensacola, The Reserve Apartments are a short drive to local attractions; the area's whitest beaches in Fort Walton, Navarre, and Pensacola, the Gulf Breeze Zoo, Fort Pickens, and three championship golf courses.

    The Reserve Apartments

    (850) 204-0629

    1899 Reserve Blvd, Gulf Breeze, FL 32563
  • /49

    $685,000

    Sold Nov 21, 2025

    4436 Soundside Dr, Gulf Breeze, FL 32563

    • 4 Beds
    • 3 Baths
    • 3,044 Sq Ft
    • Built 2003

    Last Sold Summary

    • 18% Below List Price
    • $225/SF
    • 144 Days On Market

    Current Estimated Value $757,063

    Last Listing Agent Jennifer Keenan KELLER WILLIAMS REALTY GULF COAST

    4436 Soundside Dr, Gulf Breeze, FL 32563
    • /36

      Est $384,462

      Not Listed For Sale

      2400 Spur Ln, Gulf Breeze, FL 32563

      • 3 Beds
      • 2 Baths
      • 1,786 Sq Ft
      • Built 2018
      2400 Spur Ln, Gulf Breeze, FL 32563

      Last Sold Summary

      • 2% Below List Price
      • $219/SF
      • 12 Days On Market
      • Last Sold Price $391,900
      • Nov 18, 2024

      Last Listing Agent TAMMY DOVERSPIKE Levin Rinke Realty

  • /52

    $860,000

    Open Sun 1PM - 3PM $75K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,535 Sq Ft

    1294 Soundside Landing Ct, Gulf Breeze, FL 32563

    Price Improvement - Don't Miss out! Coastal luxury meets modern living in the heart of Soundside. Welcome to your renovated waterfront home in the highly sought-after Soundside community of Gulf Breeze. Every inch of this stunning home has been thoughtfully redesigned, blending modern elegance with coastal charm to create the ultimate Florida lifestyle experience. Step inside to discover a

    Agent Photo

    Lisa Knutson

    KELLER WILLIAMS REALTY EMERALD COAST WEST BRANCH

    (448) 333-2053

    1294 Soundside Landing Ct, Gulf Breeze, FL 32563
  • /20

    $5,452

    Total Monthly Price

    • 5 Beds
    • 2.5 Baths
    • 2,529 Sq Ft
    • Condo for Rent

    5111 Keystone Dr Unit SI ID1354824P, Gulf Breeze, FL 32563

    The advertised rate of $5,453/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 26, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    (448) 230-8147

    5111 Keystone Dr Unit SI ID1354824P, Gulf Breeze, FL 32563
  • /53

    $1,135,000

    Sold Aug 06, 2025

    946 Gondolier Blvd, Gulf Breeze, FL 32563

    • 3 Beds
    • 3 Baths
    • 2,210 Sq Ft
    • Built 2007

    Last Sold Summary

    • 5% Below List Price
    • $514/SF
    • 16 Days On Market

    Current Estimated Value $1,166,464

    Last Listing Agent TAMMY DOVERSPIKE LEVIN RINKE REALTY

    946 Gondolier Blvd, Gulf Breeze, FL 32563
    • /36

      Est $673,630

      Not Listed For Sale

      1475 Sabal Palm Dr, Gulf Breeze, FL 32563

      • 4 Beds
      • 3 Baths
      • 2,424 Sq Ft
      • Built 2018
      1475 Sabal Palm Dr, Gulf Breeze, FL 32563

      Last Sold Summary

      • 5% Above List Price
      • $264/SF
      • 25 Days On Market
      • Last Sold Price $640,000
      • Dec 18, 2024

      Last Listing Agent BILLY HERRON Coldwell Banker Realty

  • /18

    $355,000

    $7K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,602 Sq Ft

    4342 Lorraine Ct, Gulf Breeze, FL 32563

    Located in a quiet cul-de-sac in sought-after Gulf Breeze, 4342 Lorraine Ct is a move-in ready 3-bedroom, 2-bath home offering a spacious floor plan, abundant natural light, and coastal living just minutes from the beach. This home features open living areas, generously sized bedrooms, and a functional layout with a split floorplan. Each bedroom offers privacy and flexibility. Enjoy the benefits

    Agent Photo

    Tracey McDonald

    Hurd Real Estate & Company LLC

    (448) 209-9222

    4342 Lorraine Ct, Gulf Breeze, FL 32563
  • /18

    $2,750 Per Month

    • 4 Beds
    • 3 Baths
    • 2,296 Sq Ft
    • House for Rent

    6172 Forest Bay Ave, Gulf Breeze, FL 32563

    Open & Split floor plan, 4 bedrooms, 3 bathrooms with a covered patio, spacious back yard & 3 car garage with a Community Pool.The home features a large breakfast nook & separate dining area, a very comfortable open design for easy entertaining. Granite counter tops in the kitchen & baths, all stainless-steel appliances, smooth top range, large island bar & a corner pantry. Luxury vinyl in all

    Nick Colangelo EMERALD SHORES REALTY

    6172 Forest Bay Ave, Gulf Breeze, FL 32563
  • /31

    $270,000

    Sold Sep 24, 2025

    1762 Kell Rd, Gulf Breeze, FL 32563

    • 3 Beds
    • 2 Baths
    • 1,390 Sq Ft
    • Built 2019

    Last Sold Summary

    • 25% Below List Price
    • $194/SF
    • 147 Days On Market

    Current Estimated Value $289,546

    Last Listing Agent Caelyn Zupko KELLER WILLIAMS REALTY GULF COAST

    1762 Kell Rd, Gulf Breeze, FL 32563
    • /39

      Est $688,600

      Not Listed For Sale

      1507 Sabal Palm Dr, Gulf Breeze, FL 32563

      • 4 Beds
      • 3 Baths
      • 2,726 Sq Ft
      • Built 2018
      1507 Sabal Palm Dr, Gulf Breeze, FL 32563

      Last Sold Summary

      • 6% Below List Price
      • $270/SF
      • 77 Days On Market
      • Last Sold Price $735,000
      • Sep 09, 2024

      Last Listing Agent Jill Teston Avenue Realty

  • /35

    $967,900

    $700K PRICE INCREASE
    • 2 Beds
    • 4 Baths
    • 1,500 Sq Ft

    3606 Ebb Tide Ln, Gulf Breeze, FL 32563

    Waterfront Paradise with Pool, Dock, and Stunning Updates! 2 Bed | 2 Full & 2 Half Baths | Waterfront Lot | Outdoor Kitchen | Boat Lift Welcome to your dream waterfront retreat! This beautifully updated 2-bedroom, 2 full & 2 half-bath home offers the perfect blend of comfort, convenience, and luxury—all on a stunning waterfront lot with direct access to the water. Key Features: * Open Concept &

    Agent Photo

    Sunnie Sweet

    American Valor Realty LLC

    (448) 327-4529

    3606 Ebb Tide Ln, Gulf Breeze, FL 32563
  • /39

    $4,300 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,912 Sq Ft
    • Fabulous Home in Gulf Breeze

    1163 Mary Kate Dr, Gulf Breeze, FL 32563

    Nestled in the heart of Gulf Breeze, this inviting 3-bedroom, 2.5-bath home is ready for you to move in and make it your own! Featuring a desirable split floor plan, brand-new carpet in all bedrooms, and elegant hardwood and tile flooring throughout the rest of the home. High ceilings, plant ledges, and an open kitchen with double pullout cabinets provide both style and extra storage. The

    1163 Mary Kate Dr, Gulf Breeze, FL 32563
  • /29

    $299,900

    Sold Sep 17, 2025

    2595 Cliff Hollow Cir, Gulf Breeze, FL 32563

    • 3 Beds
    • 2.5 Baths
    • 1,460 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $205/SF
    • 8 Days On Market

    D.R. Horton Soundview Point Villas

    2595 Cliff Hollow Cir, Gulf Breeze, FL 32563
    • /50

      Est $930,968

      Not Listed For Sale

      4271 Walden Way, Gulf Breeze, FL 32563

      • 6 Beds
      • 4 Baths
      • 4,499 Sq Ft
      • Built 2016
      4271 Walden Way, Gulf Breeze, FL 32563

      Last Sold Summary

      • 10% Above List Price
      • $189/SF
      • 125 Days On Market
      • Last Sold Price $850,000
      • May 28, 2024

      Last Listing Agent Justin Creel KELLER WILLIAMS REALTY GULF COAST

  • /15

    $348,500

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    2998 Ranchette Square, Gulf Breeze, FL 32563

    Back on market through no fault of the seller! This is your second chance on a great property Claim your slice of the Florida dream in the Ranchette neighborhood, Gulf Breeze’s hidden secret. This solid brick home sits on a corner lot, offering space, freedom, and peace of mind rarely found in this market. With 3 bedrooms, 2 full bathrooms, a flex space that could easily be a 4th bedroom, and a

    Agent Photo

    Caleb Drake

    Levin Rinke Realty

    (448) 333-2253

    2998 Ranchette Square, Gulf Breeze, FL 32563
  • /16

    $1,300 Per Month

    • 1 Bed
    • 1 Bath
    • 394 Sq Ft
    • Property for Rent

    1449 Suncrest St, Gulf Breeze, FL 32563

    Welcome to your cozy coastal escape! This charming 1-bedroom, 1-bath tiny home with a loft is the perfect place to unwind and soak up those laid-back beach vibes. Climb upstairs to your loft hideaway.Step outside and you'll find your own slice of paradise--kick back in the sandy hangout area, feel the sun on your skin, and enjoy the peaceful waterfront atmosphere. Got a boat? You're in luck!

    Tara Luna NAVARRE REAL ESTATE SOURCE

    1449 Suncrest St, Gulf Breeze, FL 32563
  • /37

    $342,000

    Sold Apr 30, 2026

    2726 Sanibel Place, Gulf Breeze, FL 32563

    • 3 Beds
    • 2 Baths
    • 1,634 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Below List Price
    • $209/SF
    • 109 Days On Market

    Current Estimated Value $335,093

    Last Listing Agent Rheanna Parent KELLER WILLIAMS REALTY GULF COAST

    2726 Sanibel Place, Gulf Breeze, FL 32563
    • /30

      Est $310,835

      Not Listed For Sale

      1800 Saint Mary Dr, Gulf Breeze, FL 32563

      • 3 Beds
      • 2 Baths
      • 1,412 Sq Ft
      • Built 2013
      1800 Saint Mary Dr, Gulf Breeze, FL 32563

      Last Sold Summary

      • 2% Above List Price
      • $216/SF
      • 5 Days On Market
      • Last Sold Price $305,000
      • Dec 02, 2024

      Last Listing Agent Jill Wood ERA American Real Estate

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