Freeport Homes under $500,000

Freeport Homes under $500,000

Welcome to Freeport, Florida—a hidden gem nestled in the heart of Walton County. Known for its charming small-town atmosphere and stunning natural beauty, Freeport offers a unique blend of tranquility and accessibility. Just a short drive from the bustling beaches of South Walton, this picturesque city is perfect for those seeking a peaceful retreat without sacrificing convenience.

Freeport is surrounded by lush landscapes, including the pristine waters of the Choctawhatchee Bay and the serene beauty of nearby state parks. Outdoor enthusiasts will appreciate the abundance of recreational opportunities, from fishing and boating to hiking and biking along scenic trails. The community is also rich in local culture, featuring quaint shops, delicious dining options, and friendly neighbors who embody the warm Southern hospitality.

For homebuyers seeking affordability without compromising on quality, Freeport presents an enticing selection of homes priced under $500,000. Whether you’re a first-time buyer, a growing family, or looking for a vacation getaway, you’ll find a variety of properties that cater to your needs. From charming single-family homes to contemporary townhouses, the real estate market here offers something for everyone.

Imagine waking up to the gentle sounds of nature and enjoying your morning coffee on a spacious porch, all while being just minutes away from breathtaking beaches and vibrant community life. Freeport is not just a place to live; it’s a lifestyle waiting to be embraced. Discover your dream home in Freeport today and experience the perfect blend of comfort, community, and coastal living!

Newest Freeport Homes under $500,000

288 Fanny Ann Way, Freeport
$485,000
5 Beds ⋅ 4 Baths ⋅ 1013216 MLS
SOUTHERN CHARM MEETS HAMMOCK BAY LIVING! Imagine coming home to a Southern Craftsman-style home filled with character, warmth, and a story all its own. Once featured as a 2009 Parade of Homes Winner, this beautiful 5-bedroom, 3.5-bath home with approx.. 2,299 sq. ft. is tucked inside Schooner Landing at Hammock Bay--just steps from the Windmills, Town Square, Props, food trucks, community events, and Hammock Bay's impressive amenities. From the inviting Craftsman exterior to the plantation shutters on every window, this home has the timeless Southern details that make a house feel like home. Step inside to an open living and kitchen area designed for gathering. The living room centers around a cozy gas fireplace, while the kitchen features granite countertops, wood cabinetry with crown molding, a pantry, and convenient access to the laundry room with washer and dryer. The former lanai has been thoughtfully enclosed to create additional office or flex space. The spacious first-floor primary suite offers privacy and convenience with a grand en-suite bath featuring a garden tub, ceramic tile shower, and generous walk-in closet. Upstairs, you'll find four additional bedrooms and plenty of room for family, guests, hobbies, or working from home. But one of the home's most charming surprises is hidden behind the closet doors--three carpeted bonus spaces that have been lovingly used as "secret playrooms" for the grandkids, with another providing extra storage. They are the kind of unexpected spaces where childhood memories are made. Throughout the home, you'll find custom plantation shutters, crown molding, and freshly painted walls and ceilings. Both HVAC systems were replaced in 2019 and recently serviced, and the home includes a Rinnai tankless water heater. With a full-price offer, the seller will provide a new roof prior to closing. Built with Florida living in mind, additional features include custom hurricane fabric shields for the doors and windows, energy-efficient insulation, TechShield roof decking, 140+ MPH-rated construction, and 5/8-inch all-thread rods anchored from the slab to the top plate. The two-car garage features a Ninja-coated floor and an insulated, 140 MPH-rated garage door. Outside, mature landscaping adds to the home's welcoming Southern character. And then there is the Hammock Bay lifestyle.... Every day feels a little brighter in Hammock Bay, where resort-style amenities, preserved natural surroundings, and a welcoming neighborhood atmosphere come together to create a lifestyle that is difficult to duplicate. Set across more than 3,000 acres, Hammock Bay offers more than 12 miles of sidewalks, nature trails, and bike paths, making it easy to get outside, stay active, and connect with the community. Residents enjoy multiple resort-style pools, a 25-meter lap pool, a 4,000-sq.-ft. fitness center, playgrounds, lighted basketball, tennis and pickleball courts, putting greens, picnic areas, outdoor cooking spaces, and a charming general store. Canine Commons offers dedicated dog parks, while the nearby 60-acre sports park provides even more opportunities for recreation. Just steps from this home, Town Square and the Windmills serve as the social heart of Hammock Bay. The open-lawn amphitheater hosts concerts, movies, festivals, and community events, while local dining, Props, rotating food trucks, and gathering spaces make it easy to meet neighbors and enjoy an evening close to home. And when the water is calling, Steamboat Landing offers 480 feet of shoreline along Choctawhatchee Bay, a 500-foot dock, fishing pier, bayfront clubhouse, and covered pavilion--an ideal place to fish, relax, or simply watch another Northwest Florida sunset. Located in Freeport, Hammock Bay also provides convenient access to the beaches of South Walton, Scenic 30A, Destin, Niceville, area airports, and Eglin and Hurlburt Air Force Bases. A Parade of Homes winner with Southern charm, thoughtful spaces, quality construction, and one of Hammock Bay's most convenient locations--this home offers more than a beautiful place to live. It's a home ready for its next chapter, in a community where the Florida lifestyle begins right outside your front door. Please note: All information is deemed to be accurate. Buyers are responsible to perform due diligence to verify all information of importance to them.

288 Fanny Ann Way, Freeport
246 Lottie Loop, Freeport
$459,900
3 Beds ⋅ 2 Baths ⋅ 1013208 MLS
Your Hammock Bay home wish list just found an address, 246 Lottie Loop- Private pool? Check. Custom upgrades? Absolutely. Screened outdoor living? Yes. Move-in ready? NOW! This home has been thoughtfully upgraded with an impressive combination of custom finishes, major improvements and outdoor living. This 3-bedroom, 2-bath home in Central Park offers something buyers are always searching for a home that feels finished, established and ready to enjoy. The interior makes an immediate impression with double tray ceilings in the family room, extensive crown molding, tile-plank flooring throughout the main living areas, baths and utility room, and fresh interior paint completed in 2026. The kitchen features granite countertops, stainless steel Frigidaire microwave, gas range and dishwasher, brushed-nickel plumbing fixtures. One of the home's standout additions is a custom entertaining and serving area that brings warmth and personality to the living space. White cabinetry is paired with a rich wood countertop, beverage cooler, vertical accent wall and substantial natural-wood open shelving, creating a beautiful destination for entertaining, displaying favorite pieces or simply adding valuable storage and function. This is the kind of custom feature that gives the home character you won't find in a typical builder package. The spacious primary suite is another highlight, featuring a large sitting area, double tray ceiling, custom closet organization Then step outside, because this backyard deserves its own introduction. A custom in-ground swimming pool transforms the privacy-fenced yard into a private Florida retreat. The screened lanai creates an inviting transition from indoor to outdoor living and a comfortable place to relax, dine or entertain overlooking the pool. Front and rear porches received professional epoxy flooring, portions of the landscaping were recently re-sodded, and the privacy fence was professionally re-stained in 2025. The list of meaningful improvements continues with a whole-house water softener and filtration system with reverse osmosis, Rhino Shield ceramic coating on the front exterior, three-sided brick construction, gas hot water heater, gas stub for outdoor grilling, decorative storm door and additional exterior enhancements. These aren't simply cosmetic touches--they represent years of investment into the functionality, enjoyment and presentation of the property. And then there is Hammock Bay living. Enjoy an amenity-rich community designed around recreation and connection, with multiple clubhouses, resort-style pools, fitness facilities, pickleball, tennis and basketball courts, miles of walking and biking trails, playgrounds, dog parks, community gathering spaces, the General Store, Town Green and more. It's a community where an afternoon at the pool, a workout, a game of pickleball or meeting friends at a neighborhood event can all be just a golf-cart ride away. The upgrades have been made. The pool is ready. The interior is fresh. The lifestyle is already here. All that's missing is you.

246 Lottie Loop, Freeport
185 Natureview Way, Freeport
$339,980
4 Beds ⋅ 2 Baths ⋅ 1013160 MLS
The EVERGLADES II J in Natureview community offers a 4 bedroom, 2 bathroom open design. Upgrades added (list attached). Special Features: double vanity, custom tiled shower, and walk-in closet in master bath, kitchen island, pantry, covered porches, undermount sinks, custom kitchen backsplash, LED lighting, crown molding, ceiling fans in living and master, smart connect WIFI thermostat, framed mirrors in all baths, landscaping, architectural 30-year shingles, flood lights, and more! Energy Efficient Features: water heater, electric kitchen appliance package, vinyl low E windows, and more! Energy Star Partner.

185 Natureview Way, Freeport
398 Splendor Run, Freeport
$480,232
4 Beds ⋅ 2 Baths ⋅ 1013115 MLS
The COMSTOCK III I in Natureview community offers a 4BR/2BA, open and split design. Upgrades added (list attached). Special Features: double vanity, garden tub, separate custom tiled shower, and walk-in closet in master bathroom, double vanity in 2nd bathroom, walk-in closet in bedrooms 2 and 3, kitchen island, walk-in pantry, boot bench in mudroom, covered porches, undermount sinks, custom kitchen backsplash, cabinet hardware, LED lighting, crown molding, ceiling fans in living and master, smart connect WIFI thermostat, framed mirrors in all bathrooms, landscaping, architectural 30-year shingles, flood lights, and more! Energy Efficient Features: water heater, electric kitchen appliance package, vinyl low E windows, and more! Energy Star Partner.

398 Splendor Run, Freeport
330 Marquis Way, Freeport
$450,000
4 Beds ⋅ 3 Baths ⋅ 1013113 MLS
Welcome to this beautiful waterfront Florida cottage--the only custom-built home in the neighborhood! Offering 2,278 square feet, this thoughtfully designed two-story home features 4 bedrooms, 3 full bathrooms, and two spacious primary suites, providing a flexible layout ideal for guests, multigenerational living, or added privacy. Inside, you'll find tall ceilings, white quartz countertops, crisp white cabinetry, fresh interior paint, and LVP flooring throughout the main level. The impressive primary bathroom features a separate soaking tub and large walk-in shower. Enjoy the Florida lifestyle from the covered front and rear porches overlooking the water, along with a fenced backyard and beautifully maintained landscaping. The location is another standout feature. Situated in a gated community in a prime Freeport location south of Highway 20, the home offers the convenience of avoiding much of the rush-hour traffic through Freeport while providing a quick drive to Santa Rosa Beach and the beautiful beaches of 30A. The community is conveniently located just behind the Publix shopping center and offers amenities including a pool, clubhouse, and nature walk leading to the creek. Recently appraised at $470,000 and priced below appraised value for a quick sale, this home offers an excellent opportunity to own a truly unique property with custom construction, two primary suites, a waterfront setting, and convenient access to both Freeport and the beaches of South Walton. Custom-built, waterfront, move-in ready, and priced to sell--don't miss this opportunity!

330 Marquis Way, Freeport
61 E Tweet St, Freeport
$446,245
3 Beds ⋅ 2 Baths ⋅ 1013106 MLS
CORNER LOT! The TRILLIUM IV H in Bird Song at Hammock Bay community offers a 3 bedroom, 2 full bathroom, open and split design. Upgrades added (list attached). Features: double vanity, garden tub, separate custom tiled shower, and walk-in closet (opens to laundry) in master bathroom, kitchen island, walk-in pantry, boot bench in mudroom, covered porches, undermount sinks, custom kitchen backsplash, cabinet hardware, crown molding, LED lighting, smart connect WIFI thermostat, framed mirrors in all bathrooms, landscaping package, architectural 30-year shingles, flood lights, and more! Energy Efficient Features: water heater, electric kitchen appliance package, vinyl low E windows, and more! Energy Star Partner.

61 E Tweet St, Freeport
105 Amadeus Ave, Freeport
$375,000
3 Beds ⋅ 2 Baths ⋅ 1012973 MLS
Waterfront lake lot. This home has a fenced yard with a swim spa off the covered patio. Surround sound in the living room/kitchen, outdoor patio and master bath. 3-bedroom 2 bath home on a quiet street. New blinds. Seller is offering $1,500. Flex money for Buyers discretion. Home has an additional space for an office inside the master suite. Washer and dryer convey. Along Highway 20, just 12 Miles North of the crystal clear beaches of the Emerald Coast. Hammock Bay is a 3,000-acre residential community with over 1/3 of the community is has greenbelts and nature preserves, Embarq fiber optic communications, pools, playgrounds, workout areas, hiking and biking trails with the feel of country living.. New carpet going into the master bedroom. Activities, events, exercise areas, beautiful scenery, a spectacular bayfront Clubhouse with a screened-in back porch which as the most amazing views over the 'Choctawhatchee Bay' Two Resort-style, Zero-entry pools 10,000 sq. ft. Clubhouse Rentable Event Center Lap/play pool Tennis, Pickleball, and Basketball Courts Movie theatre Hike, Bike, Walk sidewalks, and trails Massive playground Freeport Sports Complex

105 Amadeus Ave, Freeport
179 Natureview Way, Freeport
$316,970
3 Beds ⋅ 2 Baths ⋅ 1012943 MLS
The ROTHWELL III I in Natureview community offers a 3 bedroom, 2 full bathroom, open design. Upgrades added (list attached). Special Features: double vanity, large shower, and walk-in closet in master bath, pantry, boot bench in mudroom, covered porches, undermount sinks, LED lighting, ceiling fans in living and master, smart connect WIFI thermostat, architectural 30-year shingles, flood lights, and more! Energy Efficient Features: water heater, electric kitchen appliance package, vinyl low E windows, and more! Energy Star Partner.

179 Natureview Way, Freeport
38 Oaktree Blvd, Freeport
$465,000
3 Beds ⋅ 3 Baths ⋅ 1012767 MLS
Welcome to 38 Oaktree Blvd in Freeport, FL, a custom-built home by Coastal Custom Builders of NWFL filled with thoughtful details, quality finishes, and plenty of functional living space. From the herringbone brick front porch and impressive 9-foot entry door to the Hardie board and brick exterior, this home has character from the moment you arrive. Inside, you'll find upgraded 1x6 baseboards, trimmed windows and doors, and real white oak hardwood flooring throughout the main living areas. The spacious living room features a vaulted ceiling and a wood-burning fireplace with shiplap surround, creating a warm and inviting centerpiece for the home. The kitchen was designed with both style and function in mind. Grimes Custom cabinets provides plenty of storage, while the large quartz island offers additional workspace and seating. Leathered black countertops add contrast, and the farmhouse apron-front sink completes the look. High-end stainless steel built-in appliances remain with the home. The primary suite features a tray ceiling with custom woodwork and a walk-in closet with direct access to the laundry room. The primary bath includes a freestanding soaking tub, custom split vanities, and an oversized walk-in shower with dual shower heads and a built-in bench. Two additional bedrooms share a convenient Jack-and-Jill-style bathroom. An additional office/flex space offers options for working from home, a guest room, or potential fourth bedroom. Step outside to the screened patio overlooking a large, fully fenced backyard that backs to green space, providing added privacy and room to enjoy the outdoors. The neighborhood offers a community pool, playground, dog park, and fishing ponds. Conveniently located near marina access and approximately 20 minutes from the beautiful beaches of Florida's Emerald Coast, this Freeport home offers a great combination of custom craftsmanship, neighborhood

38 Oaktree Blvd, Freeport
263 Lightning Bug Ln, Freeport
$399,000
3 Beds ⋅ 2 Baths ⋅ 1012919 MLS
Welcome to 263 Lightning Bug Lane, a beautifully appointed Arlington-design home located in the private, gated Firefly section of Hammock Bay. This light-filled home features an open-concept floor plan and has been thoughtfully enhanced by the current owners with more than $30,000 in custom upgrades. Offered completely furnished, this turnkey residence is ready to enjoy from day one. Improvements include a stylish kitchen backsplash, new appliances, upgraded lighting and ceiling fans, a screened-in porch, a beautiful stone patio and enhanced landscaping. Every detail has been carefully selected to create a comfortable and inviting retreat. The peaceful, private backyard backs up to a neighboring residence and features a majestic oak tree, creating a serene outdoor setting for relaxing or entertaining. The gated section of Firefly offers an exceptional sense of privacy, along with its own community pool and pickleball court. As part of the highly desirable Hammock Bay community, residents can also enjoy an array of additional amenities and convenient access to the Emerald Coast's beaches, shopping, dining, and outdoor recreation. Whether you are searching for a full-time residence or a second home, 263 Lightning Bug Lane offers an outstanding combination of quality, privacy, and turnkey convenience.

263 Lightning Bug Ln, Freeport
402 Sweet Tea Ln, Freeport
$499,000
3 Beds ⋅ 3 Baths ⋅ 1012903 MLS
Great price on this spacious home in Sweetwater at Hammock Bay! All homes in this neighborhood are finished and very complimentary of each other. It has great access to the west entrance of Hammock Bay and is close to the amenities. This pet and smoke free home is located on a large corner lot. An open floor plan w/the living/kitchen area overlooking the covered back porch and additional patio. So many upgrades: leaded glass entry door, tile flooring throughout, /w carpet in the bedrooms. Granite countertops in kitchen and baths, stainless steel appliances, crown molding, tile shower in mbdr, garden tub in mbdr, large walk in closet, 3 car garage. Exterior features: low maintenance brick, gutters, landscaping w/ sprinkler system and well, All of this and enjoy the wonderful amenities in Hammock Bay: Pools, Clubhouses, Fitness Ctrs, Sports Complex, Bayfront w/dock, General Store, Brewery and more!

402 Sweet Tea Ln, Freeport
356 N Sand Palm Rd Unit Horizon Unit, Freeport
$238,900
3 Beds ⋅ 3 Baths ⋅ 1012864 MLS
This Horizon floor plan end unit offers 3 bedrooms, 2.5 baths, and 1,396 sq.ft. of thoughtfully designed living space. Being an end unit, it features additional windows on the first floor that bring in extra natural light. The open floor plan with kitchen island includes luxury finishes such as quartz countertops throughout, stainless steel appliances, soft-closing cabinets, luxury vinyl plank flooring upstairs and downstairs. Blinds and refrigerator are included for added convenience. Off the living area, you'll find a bonus storage space that can be used as an office or adapted creatively to suit your needs. Upstairs, you'll find a laundry room with full-size hookups for your own washer/dryer. A SCREENED back patio completes this well-appointed home. The Verandas features excellent amenities including a pool, playground, pickleball courts, and basketball courts. Enjoy easy access to the white sand beaches of 30A, as well as Destin and Niceville. Conveniently located near Freeport schools and the Publix Shopping Center, this home offers both comfort and practicality in a desirable community.

356 N Sand Palm Rd Unit Horizon Unit, Freeport
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