13,504

Midway Santa Rosa, FL Homes

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  • /45

    $999,900

    $200K PRICE DROP Under Contract
    • 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

    4561 Soundside Terrace, Gulf Breeze, FL 32563
  • /16

    $1,550 Per Month

    • 3 Beds
    • 1 Bath
    • 1,034 Sq Ft
    • House for Rent

    2012 Federal Ct, Gulf Breeze, FL 32563

    3-bedroom, 1-bath home located in the Midway area of Gulf Breeze with convenient access to schools, shopping, dining, and local beaches. Zoned for the highly sought-after Gulf Breeze High School district, this home offers a functional layout with an open living and dining area that connects directly to the kitchen. The kitchen provides ample cabinet storage and includes a refrigerator and stove.

    Agent Photo

    Nicole St. Aubin

    REALTY MASTERS

    2012 Federal Ct, 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 $265,896

    Last Listing Agent Jennifer McGregor LPT Realty

    1893 Crosscreek Cir, Gulf Breeze, FL 32563
    • /47

      Est $488,785

      Not Listed For Sale

      6030 Kassandra Ln, Gulf Breeze, FL 32563

      • 4 Beds
      • 2 Baths
      • 2,314 Sq Ft
      • Built 2020
      6030 Kassandra Ln, Gulf Breeze, FL 32563

      Last Sold Summary

      • 27 Days On Market

  • /51

    $348,900

    $1K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,454 Sq Ft

    1860 Justice Cir, Gulf Breeze, FL 32563

    Welcome to this beautifully maintained, craftsman-style coastal retreat that perfectly balances convenience, modern finishes, and affordable luxury. Built in 2021, this almost-new home sits high on its lot, showcasing eye-catching stacked stone and durable siding, all framed by gorgeous, mature landscaping in both the front and back yard.Step inside to find a seamless, carpet-free interior

    Agent Photo

    Lorraine Brackin

    BERKSHIRE HATHAWAY HOME SERVICES PENFED REALTY

    1860 Justice Cir, Gulf Breeze, FL 32563
  • /55

    Starting at $1,762

    Total Monthly Price

    • 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

    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 $322,023

    Last Listing Agent Jennifer Keenan KELLER WILLIAMS REALTY GULF COAST

    4368 Clair Ct, Gulf Breeze, FL 32563
    • /2

      Est $384,877

      Not Listed For Sale

      2431 Privet Berry Dr, Gulf Breeze, FL 32563

      • 3 Beds
      • 2 Baths
      • 1,801 Sq Ft
      • Built 2024
      2431 Privet Berry Dr, Gulf Breeze, FL 32563

  • /41

    $429,000

    $71K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,625 Sq Ft

    1601 College Pkwy, Gulf Breeze, FL 32563

    MAJOR PRICE IMPROVEMENT!!! Located in the desirable waterfront community of Polynesian Isles in Gulf Breeze. Original owners for decades. HVAC about 7 years old. Metal roof (20 years). Large corner lot with canal front access. Bring your jet skis, kayaks, paddle boards, or small boat to enjoy paradise living. While this home needs renovations it has some good bones. bring your vision. It would

    Agent Photo

    Michelle Carlson

    Berkshire Hathaway Home Services PenFed Realty

    1601 College Pkwy, Gulf Breeze, FL 32563
  • /39

    Starting at $1,599 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

    3208 College Ct, 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 $384,904

    Last Listing Agent Morgan Venter Berkshire Hathaway Home Services PenFed Realty

    994 Great Oaks Dr, Gulf Breeze, FL 32563
    • /46

      Est $378,791

      Not Listed For Sale

      1752 E Smugglers Cove Dr, Gulf Breeze, FL 32563

      • 3 Beds
      • 2 Baths
      • 1,606 Sq Ft
      • Built 2004
      1752 E Smugglers Cove Dr, Gulf Breeze, FL 32563

      Last Sold Summary

      • 94 Days On Market

  • /30

    $285,000

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    1860 Abercrombie Rd, Gulf Breeze, FL 32563

    Key Features:Bedrooms/Bathrooms: 3 spacious bedrooms and 2 full bathrooms. MOVE-IN READY! Furniture negotiable! Layout: Functional single-story split floor plan. Condition: Modern 2024 construction, meticulously maintained and open floor plan. Outdoor Space: Generous quarter-acre lot with plenty of room for outdoor activities or future personalization. Location Highlights: Situated in the

    Agent Photo

    Christopher Schultz

    Keller Williams Realty Cview

    1860 Abercrombie Rd, 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

    1861 Teal Cir, 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
    • /43

      Est $337,597

      Not Listed For Sale

      1351 Sanibel Ln, Gulf Breeze, FL 32563

      • 3 Beds
      • 2 Baths
      • 1,450 Sq Ft
      • Built 1982
      1351 Sanibel Ln, Gulf Breeze, FL 32563

      Last Sold Summary

      • 72 Days On Market

  • /40

    $389,000

    • 3 Beds
    • 2 Baths
    • 1,161 Sq Ft

    3229 Auburn Pkwy, Gulf Breeze, FL 32563

    You can feel the transformation the moment you step inside — this home has been completely renewed from top to bottom, refreshed with care and remodeled with intention. The brand-new white kitchen shines with sparkling cabinetry, stainless steel appliances, a large island for gathering, and gorgeous upgraded vinyl plank flooring that flows throughout the home. Every room has been freshly

    Agent Photo

    Diane James

    World Impact Real Estate

    3229 Auburn Pkwy, Gulf Breeze, FL 32563
  • /20

    Starting at $1,697

    Total Monthly Price

    • 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

    1899 Reserve Blvd, 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 $378,143

    Last Listing Agent Buffy Southern Southern Realty Gulf Coast LLC

    1725 Lighthouse Pointe Dr, Gulf Breeze, FL 32563
    • /22

      Est $281,076

      Not Listed For Sale

      1976 America Ave, Gulf Breeze, FL 32563

      • 3 Beds
      • 2 Baths
      • 1,364 Sq Ft
      • Built 2006
      1976 America Ave, Gulf Breeze, FL 32563

      Last Sold Summary

      • 178 Days On Market

  • /40

    $690,000

    Under Contract
    • 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

    6224 E Bay Blvd, Gulf Breeze, FL 32563
  • /16

    $1,600 Per Month

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • House for Rent

    3393 Green Briar Cir, Gulf Breeze, FL 32563

    Property Id: 2716873Nice energy efficient all brick duplex 2 bed/2bath, walk in closets, ceiling fans, wood look tile floors, granite countertops, stainless appliances, fenced backyard with covered porch. Quiet, quaint neighborhood, no thru traffic. Great location to shopping, beaches and schools. No hidden fees. Water paid, lawn service, trash bill split with neighbor. Just $1600

    3393 Green Briar Cir, 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 $750,698

    Last Listing Agent Jennifer Keenan KELLER WILLIAMS REALTY GULF COAST

    4436 Soundside Dr, Gulf Breeze, FL 32563
    • /42

      Est $313,810

      Not Listed For Sale

      1159 Shady Ln, Gulf Breeze, FL 32563

      • 3 Beds
      • 2 Baths
      • 1,267 Sq Ft
      • Built 1987
      1159 Shady Ln, Gulf Breeze, FL 32563

      Last Sold Summary

      • 13 Days On Market

  • /18

    $355,000

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

    4342 Lorraine Ct, Gulf Breeze, FL 32563

    Located on a quiet cul-de-sac in sought-after Gulf Breeze, this 3-bedroom, 2-bath home is a solid, well-maintained property with a functional layout and great bones. Featuring tile flooring throughout for easy maintenance and durability, this home is move-in ready today. Major update includes a full roof replacement in 2024, giving buyers added peace of mind. A great option for those looking for

    Agent Photo

    Tracey McDonald

    Hurd Real Estate & Company LLC

    4342 Lorraine Ct, Gulf Breeze, FL 32563
  • /12

    $1,600 Per Month

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Condo for Rent

    3393 Green Briar Cir Unit B, Gulf Breeze, FL 32563

    Property Id: 2716617All brick energy efficient duplex, 2 bedroom, 2 bath, granite countertops, stainless appliances, ceiling fans, walk in closets, wood look tile floors, covered patio, fenced back yard and washer/dryer hookups. Quiet, quaint neighborhood with no thru streets. Great location to shopping, schools and beaches. No hidden extra fees. Water paid. Lawn care provided. Trash bill

    3393 Green Briar Cir Unit B, 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 $1,163,100

    Last Listing Agent TAMMY DOVERSPIKE LEVIN RINKE REALTY

    946 Gondolier Blvd, Gulf Breeze, FL 32563
    • /39

      Est $739,224

      Not Listed For Sale

      2491 W Bayshore Rd, Gulf Breeze, FL 32563

      • 4 Beds
      • 3 Baths
      • 2,636 Sq Ft
      • Built 2006
      2491 W Bayshore Rd, Gulf Breeze, FL 32563

      Last Sold Summary

      • 12 Days On Market

  • /35

    $935,900

    $668K 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

    3606 Ebb Tide Ln, Gulf Breeze, FL 32563
  • /16

    $1,900

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • House for Rent

    1492 El Sereno Place, Gulf Breeze, FL 32563

    Home for rent in Gulf Breeze across from Winn Dixie/new Aldi in Spanish Trails subdivision$1900/month with a year leaseSecurity deposit - $19003 bedroom + office/possible 4th bedroom 2 baths1600 sq ftnew carpet and paintnew windowsfenced back yardcarportwasher/dryer hookupsgreat schools: Oriole Beach Elementary, Woodlawn Beach Middle, Gulf Breeze High

    1492 El Sereno Place, 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 $286,579

    Last Listing Agent Caelyn Zupko KELLER WILLIAMS REALTY GULF COAST

    1762 Kell Rd, Gulf Breeze, FL 32563
    • /53

      Est $1,659,977

      Not Listed For Sale

      2950 Coral Strip Pkwy, Gulf Breeze, FL 32563

      • 5 Beds
      • 5.5 Baths
      • 4,896 Sq Ft
      • Built 1985
      2950 Coral Strip Pkwy, Gulf Breeze, FL 32563

      Last Sold Summary

      • 2 Days On Market

  • /25

    $324,900

    $24K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    2998 Ranchette Square, Gulf Breeze, FL 32563

    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 large backyard, there’s room for life to unfold as you wish, be it a home office, playroom, or

    Agent Photo

    Caleb Drake

    Levin Rinke Realty

    2998 Ranchette Square, Gulf Breeze, FL 32563
  • /17

    $1,300 Per Month

    • 2 Beds
    • 1 Bath
    • 925 Sq Ft
    • Townhouse for Rent

    3346 Green Briar Cir, Gulf Breeze, FL 32563

    Welcome to this charming 2-bedroom, 1-bath quadplex home located in the desirable Green Briar Estates community of Gulf Breeze. This well-maintained residence offers a spacious living and dining area with durable tile flooring throughout the living room, kitchen, dining room, and bathroom, while the bedrooms feature attractive luxury vinyl plank flooring for added comfort and style. The kitchen

    SAMANTHA BARBERI Main Street Property Management Group LLC

    3346 Green Briar Cir, 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
    • /23

      Est $311,247

      Not Listed For Sale

      1550 Oakhill Rd, Gulf Breeze, FL 32563

      • 3 Beds
      • 2 Baths
      • 1,326 Sq Ft
      • Built 2004
      1550 Oakhill Rd, Gulf Breeze, FL 32563

      Last Sold Summary

      • 45 Days On Market

  • /37

    $230,000

    • 3 Beds
    • 1 Bath
    • 990 Sq Ft

    1984 Ambassador Dr, Gulf Breeze, FL 32563

    Charming and well-maintained single-story home located in the East Bay Heights area of Gulf Breeze. This 3-bedroom, 1-bath residence offers a functional open layout designed for comfortable everyday living. The home features wood-frame construction, a practical floor plan, and natural light throughout the main living areas. The kitchen provides ample cabinet and counter space and opens to the

    Agent Photo

    Tammy Bohannon

    Upside Realty LLC

    1984 Ambassador Dr, Gulf Breeze, FL 32563
  • /46

    $6,682

    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 $6,683/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 6, 2027.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

    5111 Keystone Dr Unit SI ID1354824P, 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 $342,618

    Last Listing Agent Rheanna Parent KELLER WILLIAMS REALTY GULF COAST

    2726 Sanibel Place, Gulf Breeze, FL 32563
    • /24

      Est $590,623

      Not Listed For Sale

      2645 Daytime Ct, Gulf Breeze, FL 32563

      • 4 Beds
      • 2 Baths
      • 2,296 Sq Ft
      • Built 2006
      2645 Daytime Ct, Gulf Breeze, FL 32563

      Last Sold Summary

      • 2 Days On Market

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