Freeport, FL Homes

• 

  

  

  /117

  $774,900

  $60K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,424 Sq Ft

  629 Meadow Lake Dr, Freeport, FL 32439

  Overlooking a pristine lake in The Meadows at Hammock Bay, this exceptional Randy Wise built home offers a true backyard retreat. The ozone pool and spa create a private oasis perfect for relaxing evenings or entertaining against a stunning waterfront backdrop. Upgraded landscaping enhances the beauty and privacy of this premier lakefront lot. Inside, the open-concept design seamlessly connects

  

  Julie Pruitt-Gann

  Real Broker LLC

  (850) 752-4960

  629 Meadow Lake Dr, Freeport, FL 32439
• Explore Freeport

• 

  

  

  /117

  Starting at $1,422

  Total Monthly Price

  • 1 - 2 Beds

  34 Ramsey Branch Rd, Freeport, FL 32439

  Welcome home to Arcadia 331!

  Arcadia 331

  (850) 755-9927

  

  34 Ramsey Branch Rd, Freeport, FL 32439
• 

  

  /2

  $340,000

  Sold May 15, 2026

  279 Marquis Way, Freeport, FL 32439

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft
  • Built 2021

  Last Sold Summary

  • 1% Below List Price
  • $195/SF
  • 20 Days On Market

  Current Estimated Value $346,914

  Last Listing Agent Mark Simpson Harrison Lilly Emerald Coast

  279 Marquis Way, Freeport, FL 32439
• 

  

  

  /5

  Not Listed For Sale

  433 Live Oak St, Freeport, FL 32439

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft
  • Built 2014

  433 Live Oak St, Freeport, FL 32439

  Last Sold Summary

  • 2 Days On Market
• 

  

  

  /58

  $599,000

  $16K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,127 Sq Ft

  332 Club House Dr E, Freeport, FL 32439

  Welcome to your private retreat in the prestigious Windswept Estates golf community. Perfectly positioned on a spacious .64-acre golf course lot, this beautifully renovated home offers mature landscaping, exceptional privacy, and stunning curb appeal--plus peace of mind with a brand new roof, HVAC system (2021), water heater (2021), and existing gutters already in place. Step inside to a bright,

  

  Julie Pruitt-Gann

  Real Broker LLC

  (850) 750-5355

  332 Club House Dr E, Freeport, FL 32439
• 

  

  /32

  $2,300 Per Month

  • 3 Beds
  • 2 Baths
  • 1,253 Sq Ft
  • House for Rent

  170 Bradford Ct, Freeport, FL 32439

  Available now at 170 Bradford Ct in the sought-after Enclave community in Freeport!Built in 2023, this beautifully maintained 3 bedroom, 2 bathroom home offers 1,253 sqft of comfortable living space with modern finishes throughout. Enjoy an open and spacious layout with a bright living area and plenty of room to entertain. The home also features a 2-car garage and a fully fenced backyard --

  

  Renee Friesen

  Beach Sunsets Inc

  (850) 655-1943

  170 Bradford Ct, Freeport, FL 32439
• 

  

  /67

  $480,000

  Sold Feb 10, 2026

  462 Mango Ln, Freeport, FL 32439

  • 3 Beds
  • 2 Baths
  • 2,406 Sq Ft
  • Built 2011

  Last Sold Summary

  • $200/SF
  • 141 Days On Market

  Current Estimated Value $481,668

  Last Listing Agent Dorothy Krupa Krupa & Associates Real Estate LLC

  462 Mango Ln, Freeport, FL 32439
• 

  

  /29

  Est $373,094

  Not Listed For Sale

  54 Grass Owl Loop, Freeport, FL 32439

  • 4 Beds
  • 2 Baths
  • 1,856 Sq Ft
  • Built 2025

  54 Grass Owl Loop, Freeport, FL 32439

  Last Sold Summary
• 

  

  /150

  $628,500

  • 5 Beds
  • 3.5 Baths
  • 2,824 Sq Ft

  158 Whispering Way, Freeport, FL 32439

  Welcome to 158 Whispering Way in the highly desirable Hammock Bay community of Freeport, Florida. Situated on an oversized 0.41-acre homesite backing to protected preserve land, this beautifully updated 5-bedroom, 3.5-bath home offers the perfect combination of privacy, comfort, and resort-style living.With 2,824 square feet of thoughtfully designed space, this home was built for both

  

  Julie Pruitt-Gann

  Real Broker LLC

  (850) 613-9635

  158 Whispering Way, Freeport, FL 32439
• 

  

  /29

  Starting at $1,725 Per Month

  • 1 - 3 Beds

  50 Sedge Cir, Freeport, FL 32439

  Just beyond the beaten path and convenient to where you want to be, The Madison at Owl’s Head is Northwest Florida’s newest amenity-rich community with 1, 2 and 3-bedroom residences. Situated 25 minutes from the beaches of South Walton, it’s removed from coastal congestion, yet accessible to working, playing and living well. The property blends modern living and luxe amenities within a natural

  Madison at Owl's Head

  (812) 801-4074

  

  50 Sedge Cir, Freeport, FL 32439
• 

  

  /22

  $349,596

  Sold Dec 16, 2025

  275 Alleyoak Ln Unit Lot 8-1, Freeport, FL 32435

  • 3 Beds
  • 2 Baths
  • 1,711 Sq Ft
  • Built 2024

  Last Sold Summary

  • $204/SF
  • 44 Days On Market

  Last Listing Agent Vicky Curtis Adams Homes Realty Inc

  275 Alleyoak Ln Unit Lot 8-1, Freeport, FL 32435
• 

  

  /98

  Est $601,735

  Not Listed For Sale

  46 Polaris Place, Freeport, FL 32439

  • 5 Beds
  • 3 Baths
  • 2,615 Sq Ft
  • Built 2023

  46 Polaris Place, Freeport, FL 32439

  Last Sold Summary

  • 2 Days On Market
• 

  

  /53

  $799,900

  $25K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,450 Sq Ft

  4500 State Highway 20 W, Freeport, FL 32439

  New roof at closing!!!! Custom-built solid brick home on nearly 5 acres--designed for space, comfort, and future potential. Enjoy high ceilings, granite countertops, and an outdoor kitchen and hot tub! Also includes a large chicken hotel and a large room upstairs that would make a great bedroom, bonus room, or office! It has a large barn to store your toys, and a second driveway to hold an RV,

  

  Christopher Schultz

  Keller Williams Realty Cview

  (850) 780-8095

  4500 State Highway 20 W, Freeport, FL 32439
• 

  

  /38

  $1,750 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,336 Sq Ft
  • Townhouse for Rent

  330 N Sand Palm Rd Unit Vista Unit, Freeport, FL 32439

  Townhome in The Verandas - Freeport, FL This Vista floor plan offers 3 bedrooms, 2.5 baths, and 1,336 sq.ft. of thoughtfully designed living space. The open floor plan with kitchen island includes luxury finishes such as quartz countertops throughout, stainless steel appliances, soft-closing cabinets, and luxury vinyl plank flooring on the first floor and carpet on the second floor. Blinds and

  

  Renee Friesen

  Beach Sunsets Inc

  (850) 813-4773

  330 N Sand Palm Rd Unit Vista Unit, Freeport, FL 32439
• 

  

  /30

  $472,900

  Sold Jun 13, 2025

  87 Great Horned Owl Ct, Freeport, FL 32439

  • 4 Beds
  • 3.5 Baths
  • 2,831 Sq Ft
  • Built 2025

  Last Sold Summary

  • $167/SF
  • 29 Days On Market

  Current Estimated Value $456,955

  Last Listing Agent Eric Weisbrod DR Horton Realty of Emerald Coast LLC

  87 Great Horned Owl Ct, Freeport, FL 32439
• 

  

  /43

  Est $362,540

  Not Listed For Sale

  99 Lightning Bug Ln, Freeport, FL 32439

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 2021

  99 Lightning Bug Ln, Freeport, FL 32439

  Last Sold Summary

  • 3 Days On Market
• 

  

  /81

  $539,900

  • 3 Beds
  • 3 Baths
  • 2,614 Sq Ft

  169 Bentgrass Rd S, Freeport, FL 32439

  Welcome to 169 Bentgrass Rd S, a beautifully crafted 2025 home nestled within the gated golf community of Windswept Estates. Perfectly positioned at the end of a quiet cul-de-sac on a generous 1⁄2-acre lot, this property offers both privacy and stunning views as it backs directly to the 4th fairway of Windswept Dunes Golf Course. This thoughtfully designed home features 3 bedrooms, 3 bathrooms,

  

  Julie Pruitt-Gann

  Real Broker LLC

  (850) 788-2775

  169 Bentgrass Rd S, Freeport, FL 32439
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  /67

  Starting at $1,394 Per Month

  • 1 - 3 Beds

  205 Hammock Trail E, Freeport, FL 32439

  Kick back, relax, and enjoy the carefree lifestyle you deserve at Infinity Hammock Bay. Located just minutes from the beautiful white-sand beaches of Florida's Emerald Coast, our stylish one-, two-, and three-bedroom apartments in Freeport feature smart home technology and island kitchens with stainless steel appliances. Nearby, you'll find swimming pools, hiking trails, pickleball courts, and so

  Infinity Hammock Bay

  (850) 495-7983

  

  205 Hammock Trail E, Freeport, FL 32439
• 

  

  /3

  $406,150

  Sold Dec 03, 2025

  107 Alleyoak Ln, Freeport, FL 32439

  • 3 Beds
  • 2 Baths
  • 1,925 Sq Ft
  • Built 2025

  Last Sold Summary

  • $211/SF
  • 0 Days On Market

  Last Listing Agent John Neville DSLD Homes Florida LLC

  107 Alleyoak Ln, Freeport, FL 32439
• 

  

  /25

  Not Listed For Sale

  5138 County Highway 3280, Freeport, FL 32439

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1991

  5138 County Highway 3280, Freeport, FL 32439

  Last Sold Summary

  • 6 Days On Market
• 

  

  /37

  $575,000

  • 4 Beds
  • 2 Baths
  • 2,641 Sq Ft

  440 Gentle Wind Ct, Freeport, FL 32439

  Seller now offering $10,000 towards closing costs or rate buy-down! Live the Florida lifestyle in Windswept Estates! This custom 4BR/2BA home sits on a .64-acre lot and offers a gourmet kitchen with stainless steel appliances, custom cabinetry, a large quartz island, and a new refrigerator & microwave (2025). Spa-inspired primary suite with an oversized tiled shower and a huge walk-in closet that

  

  Judy Griffin

  Coastal Villages Real Estate

  (850) 771-2266

  440 Gentle Wind Ct, Freeport, FL 32439
• 

  

  /34

  $2,400 Per Month

  • 4 Beds
  • 2 Baths
  • 1,776 Sq Ft
  • House for Rent

  511 Whispering Creek Ave, Freeport, FL 32439

  511 Whispering Creek is located 30 min to Emerald Coast beaches (Fort Walton, Destin, and Panama City). Conveniently situated between Pensacola and Tallahassee. 4 bedrooms and 2 bathrooms on a large corner sized lot with fenced in back yard. LVP flooring and carpet, stainless appliances and granite countertops. A Rental Application Fee of $70 for each applicant will be collected to initiate a

  

  Renee Friesen

  Beach Sunsets Inc

  (850) 331-7936

  511 Whispering Creek Ave, Freeport, FL 32439
• 

  

  /19

  $304,990

  Sold Dec 30, 2025

  75 Bent Oak Dr Unit Homesite A20, Freeport, FL 32439

  • 4 Beds
  • 2 Baths
  • 1,845 Sq Ft
  • Built 2025

  Last Sold Summary

  • $165/SF
  • 44 Days On Market

  Last Listing Agent Lisa Strickland Lennar Realty Inc

  75 Bent Oak Dr Unit Homesite A20, Freeport, FL 32439
• 

  

  /47

  Est $322,036

  Not Listed For Sale

  58 Sawbrier St, Defuniak Springs, FL 32435

  • 4 Beds
  • 2 Baths
  • 1,799 Sq Ft
  • Built 2025

  58 Sawbrier St, Defuniak Springs, FL 32435

  Last Sold Summary

  • 16 Days On Market
• 

  

  /79

  $799,000

  Pending

  • 4 Beds
  • 3 Baths
  • 2,438 Sq Ft

  285 Mill Pond Cove, Freeport, FL 32439

  Exceptional 4-bedroom, 3-bathroom, Truland-built home with an oversized 3-car garage in the highly desirable Buxton's Mills section of Hammock Bay. Situated on a spacious .49-acre lot, this property offers the perfect combination of luxury, privacy, and resort-style living. The backyard is truly a private retreat with beautiful wooded views, a serene vegetation buffer, and plenty of room to enjoy

  

  Julie Pruitt-Gann

  Real Broker LLC

  (850) 809-7084

  285 Mill Pond Cove, Freeport, FL 32439
• 

  

  /15

  Starting at $1,435 Per Month

  • 1 - 3 Beds

  585 Claudia Cir, Freeport, FL 32439

  Welcome to Exchange at Owl's Head in Freeport, FLContemporary apartment living inside a thoughtfully planned community in Freeport, Florida. The community sits at 585 Claudia Circle, Freeport, Florida 32439. You live in a setting shaped by nature, smart growth, and everyday convenience. Scenic Highway 30A and its white-sand beaches sit only 20 minutes away.Exchange at Owl's Head

  Exchange at Owls Head

  (850) 809-8449

  

  585 Claudia Cir, Freeport, FL 32439
• 

  

  /35

  $599,000

  Sold Aug 29, 2025

  37 Deer Harbor, Freeport, FL 32439

  • 4 Beds
  • 3 Baths
  • 2,385 Sq Ft
  • Built 2018

  Last Sold Summary

  • $251/SF

  Current Estimated Value $600,872

  Last Listing Agent Ashlee Scarpulla Scenic Real Estate

  37 Deer Harbor, Freeport, FL 32439
• 

  

  /50

  Est $785,277

  Not Listed For Sale

  497 Shoreline Dr, Freeport, FL 32439

  • 4 Beds
  • 2.5 Baths
  • 2,921 Sq Ft
  • Built 2022

  497 Shoreline Dr, Freeport, FL 32439

  Last Sold Summary

  • 24 Days On Market
• 

  

  /36

  $469,900

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  158 Johns Ln, Freeport, FL 32439

  Owner Builder, Custom Built - Waterfront Florida Cottage on Alaqua Creek. Qualifies for 100% USDA Financing!This MUST SEE one-of-a-kind, custom waterfront home, designed by Designs by Vision, showcases exceptional craftsmanship and innovation. It features the patented Ty-Rite System, a revolutionary piling installation method where no wood touches the ground, ensuring superior durability and

  

  Beverly Buck

  Coldwell Banker Realty

  (850) 367-9398

  158 Johns Ln, Freeport, FL 32439
• 

  

  /33

  $1,600 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,336 Sq Ft
  • Townhouse for Rent

  259 N Sand Palm Rd Unit Vista Unit, Freeport, FL 32439

  ONE MONTH FREE RENT WITH A 13 MONTH SIGNED LEASE! ASK FOR FURTHER DETAILS. *** Offer Expires 4/30/26 Experience the tranquil, relaxed lifestyle with the luxury of the beautiful white sandy beaches just down the road. You won't want to miss out on this opportunity! Covered, back porch area, quartz counter tops, LVP flooring throughout, all stainless appliances, mini blind window coverings,

  

  Renee Friesen

  Beach Sunsets Inc

  (850) 935-5062

  259 N Sand Palm Rd Unit Vista Unit, Freeport, FL 32439
• 

  

  /20

  $460,894

  Sold Dec 17, 2025

  66 Splendor Run, Freeport, FL 32439

  • 4 Beds
  • 2 Baths
  • 2,204 Sq Ft
  • Built 2025

  Last Sold Summary

  • $209/SF
  • 0 Days On Market

  Last Listing Agent Ashlee Belt DSLD Homes Florida LLC

  66 Splendor Run, Freeport, FL 32439
• 

  

  /50

  Est $473,489

  Not Listed For Sale

  59 Great Horned Owl Ct, Freeport, FL 32439

  • 4 Beds
  • 3.5 Baths
  • 2,831 Sq Ft
  • Built 2025

  59 Great Horned Owl Ct, Freeport, FL 32439

  Last Sold Summary

  • 41 Days On Market
• 

  

  /32

  $215,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,426 Sq Ft

  16 S Sand Palm Rd Unit 52, Freeport, FL 32439

  Offering $8,000 at closing,can be applied toward Buyer's closing costs, prepaids, and/or future eplacement of the water heater & HVAC system with full price offer. Home qualifies for 100% USDA Financing!!! Get pre-qualified today for this incredible value! Modern Comfort Meets Timeless Style -- This beautifully maintained end-unit townhome. Featuring 3 bedrooms, a versatile flex room (office),

  

  Beverly Buck

  Coldwell Banker Realty

  (850) 789-6869

  16 S Sand Palm Rd Unit 52, Freeport, FL 32439
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  /233

  Starting at $1,513

  Total Monthly Price

  • 1 - 3 Beds

  185 Marquis Way, Freeport, FL 32439

  Welcome to The Waters at Freeport – where modern living meets effortless convenience, nestled in the growing community of Freeport, Florida. Our thoughtfully designed one-, two-, and three-bedroom apartments offer a fresh perspective on elevated living. With a vibrant aesthetic that fuses contemporary style and mid-century charm, our brand-new community deliversmodern comforts and inspired

  The Waters at Freeport

  (850) 808-8436

  

  185 Marquis Way, Freeport, FL 32439
• 

  

  /31

  $331,400

  Sold Jan 08, 2026

  214 Sweetthorn St, Freeport, FL 32439

  • 3 Beds
  • 2 Baths
  • 1,822 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $182/SF
  • 58 Days On Market

  D.R. Horton Owl's Head - East

  214 Sweetthorn St, Freeport, FL 32439
• 

  

  /34

  Est $351,338

  Not Listed For Sale

  55 Gray Owl Dr, Freeport, FL 32439

  • 4 Beds
  • 2 Baths
  • 1,856 Sq Ft
  • Built 2025

  55 Gray Owl Dr, Freeport, FL 32439

  Last Sold Summary

  • 21 Days On Market
• 

  

  /86

  $535,000

  $40K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,987 Sq Ft

  133 E Sky Way, Freeport, FL 32439

  HUGE PRICE IMPROVEMENT! Welcome to 133 Sky Way in Hammock Bay, Freeport - a home where space truly opens up your life. Built in 2022 and offering nearly 3,000 sq ft, this brick home gives you room to breathe, room to grow, and room to live the way you've always imagined.From the moment you step inside, the sense of openness is unmistakable. Four bedrooms plus a big dedicated office offer

  

  Beverly Buck

  Coldwell Banker Realty

  (850) 783-4175

  133 E Sky Way, Freeport, FL 32439
• 

  

  /17

  $1,250 Per Month

  • 2 Beds
  • 2 Baths
  • 6,016 Sq Ft
  • Apartment for Rent

  248 Four Mile Rd Unit E, Freeport, FL 32439

  Welcome to this completely renovated unit A under the beautiful oaks! 2bd, 1 bath tile and LVP floors throughout. Washer and Dryer included as well as landscaping and pest control. This neighborhood is just before Hammock Bay with an easy location to get to Freeport shopping and restaurants, Niceville and under 30 minutes to the beaches of 30A. Freeport was recently awarded A ratings for schools.

  

  Renee Friesen

  Beach Sunsets Inc

  (850) 808-7822

  248 Four Mile Rd Unit E, Freeport, FL 32439
• 

  

  /32

  $501,602

  Sold May 18, 2026

  49 Farm Owl Dr W, Freeport, FL 32439

  • 5 Beds
  • 3 Baths
  • 3,129 Sq Ft
  • Built 2026

  Last Sold Summary

  • 10% Below List Price
  • $160/SF
  • 62 Days On Market

  Last Listing Agent Pamela Hawkins DR Horton Realty of Emerald Coast LLC

  49 Farm Owl Dr W, Freeport, FL 32439
• 

  

  /35

  Est $435,854

  Not Listed For Sale

  69 Great Horned Owl Ct, Freeport, FL 32439

  • 4 Beds
  • 3 Baths
  • 2,377 Sq Ft
  • Built 2025

  69 Great Horned Owl Ct, Freeport, FL 32439

  Last Sold Summary

  • 48 Days On Market

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