Freeport Homes with Playground Community Features

Welcome to Freeport, Florida—a charming gem nestled in the heart of Walton County! Known for its picturesque landscapes and friendly atmosphere, Freeport offers a unique blend of small-town charm and modern conveniences. With its serene lakes, lush greenery, and proximity to the stunning beaches of the Emerald Coast, Freeport is an ideal place for families, retirees, and anyone seeking a peaceful yet vibrant lifestyle.

One of the standout features of Freeport is its welcoming communities, particularly those that boast playground facilities. Imagine your children laughing and playing in a safe, well-maintained environment, surrounded by friendly neighbors and the beauty of nature. Homes in Freeport with playground community features are designed to foster a sense of community and provide families with the perfect backdrop for creating lifelong memories.

These communities offer more than just playgrounds; they often include walking trails, picnic areas, and community events that bring residents together. Whether you're enjoying a sunny afternoon at the playground or taking a leisurely stroll through the neighborhood, you’ll find that life in Freeport is both enriching and fulfilling.

With a variety of homes available, from cozy cottages to spacious family residences, Freeport caters to diverse lifestyles and budgets. If you're looking for a place where community spirit thrives and outdoor adventures await, Freeport is the perfect destination to call home. Come explore the charm of this delightful city and discover your dream home in a playground-friendly community today!

Newest Freeport Homes with Playground Community Features

$549,900

4 Beds ⋅ 3 Baths ⋅ 1013496 MLS

This is the one you've been waiting for in Parkview! Situated on an oversized cul-de-sac lot with beautiful pond views, this popular Hamilton floor plan was already a favorite--but the sellers have made it even better. Offering 4 bedrooms plus a flex space, a 3-car garage, and upgrades throughout, this home has the space, functionality, and setting that are hard to find. The kitchen has been made even better with a brand-new oversized island, adding tons of additional countertop space and storage while creating the perfect gathering spot in the heart of the home. Step outside and you'll quickly see what makes this property so special. The oversized backyard, screened-in porch, and paver patio all overlook the pond, giving you plenty of space to relax, entertain, and enjoy the outdoors. Tucked away on the cul-de-sac with extra yard space and a waterfront setting, this is arguably one of the best lots in Parkview. Come Fourth of July, the location gets even better -you'll have one of the best seats around for the City of Freeport's fireworks display, right from your own backyard!

253 Picnic Pl, Freeport

$378,000

4 Beds ⋅ 2 Baths ⋅ 1013490 MLS

SELLER PAYING THE FIRST YEAR OF HOA DUES at closing! Immaculate, move-in ready, and packed with thoughtful upgrades! This beautifully maintained 4-bedroom, 2-bath Delray plan is located in Firefly, the gated community within Hammock Bay. Inside, you'll find an inviting open-concept floor plan with 9' ceilings, crown molding, and durable EVP flooring throughout--NO CARPET! The kitchen features beautiful painted cabinetry, stainless steel appliances, designer lighting, and a refrigerator that stays with the home. Additional upgrades include ceiling fans, upgraded toilets, an ADT security system, and an added attic ladder for convenient storage access. The sellers have also enhanced the outdoor living space with a fully fenced backyard and screened-in back porch--perfect for relaxing, entertaining, pets, or enjoying Florida evenings. A storm door was added at the front entry, allowing additional natural light into the home. Firefly residents enjoy their own private community amenities, including a pool, clubhouse, and pickleball courts. Landscaping and lawn care are also included in the quarterly dues, making this an ideal option for buyers looking for a low-maintenance lifestyle. Beautifully cared for, thoughtfully upgraded, and priced to impress, this 4-bedroom home is ready for its next owner. Don't miss the opportunity to enjoy gated living and all that Hammock Bay has to offer!

60 Dusky Way, Freeport

$489,900

3 Beds ⋅ 2 Baths ⋅ 1013468 MLS

Secret Street is the perfect name for this cul de sac! Quiet and very private! This home has many features that sets it apart from others. A truly Custom Brick home situated on a 1/2 acre lot that backs up to the preserve.Soaring 12 foot ceilings w/walls of windows and transoms w/views of the beautiful wooded back yard. Hardwood cabinetry, finished concrete floors, large spaces, and a ''Safe'' Room are just a few of the specialitites in this home. The Exterior boasts an expansive screened in deck w/fireplace overlooking the back yard. This home is one you must see to appreciate! Then add all of the wonderful amenities that Hammock Bay offers and you will realize it is a true find! Miles of sidewalks and walking trails,Clubhouses, Fitness Ctrs, Pools, Bayfront, General Store, Brewery and more is yours to enjoy. Dimensions are to be verified.

202 Secret St, Freeport

$323,880

1013360 MLS

BUILD YOUR DREAM HOME ON THIS .51 ACRE LOT IN THE STUNNING WATERFRONT COMMUNITY, STEAMBOAT LANDING IN HAMMOCK BAY. Bayside living at its finest! This lot backs up to a wooded section of preserve. W/ easy access to stroll the boardwalk to the new clubhouse on the bay. Steamboat Landing includes a 500 ft long dock jutting westward into Choctawhatchee Bay - to view those stunning sunsets! Also, enjoy an abundance of stately, twisted oak trees, along with all of the great amenities of Hammock Bay: pools, clubhouses, sports complex, dog parks, sidewalks and nature trails. A new bayfront clubhouse is nearing completion. All of this within 20 minutes of the fabulous white-sand beaches and emerald green waters of So Walton. There is NO build out time and we can assist you when you are ready .

104 W Perseveran East Pt, 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

$545,000

4 Beds ⋅ 3 Baths ⋅ 1013214 MLS

Welcome to this custom-built 4-bedroom golf course home situated on a spacious half-acre homesite overlooking the 14th fairway in the gated community of Windswept Estates. Fresh, updated, and move-in ready, this home has been professionally painted throughout and features all-new flooring, an HVAC system only 2 years old, and a brand-new irrigation pump installed in 2026! Quality construction and energy-efficient features include 2x6 framing and spray foam insulation. Inside, you'll find impressive architectural details including 10- and 16-foot ceilings, a barrel ceiling in the foyer, coffered ceiling in the living room, and solid-core 8-foot interior doors. The kitchen features stained cabinetry, granite countertops, and upgraded stainless steel appliances. The floor plan offers 3 bedrooms on the main level plus a spacious 4th bedroom upstairs above the garage. Enjoy peaceful golf course views from your backyard and the exceptional lifestyle Windswept Estates offers. Community amenities include an 18-hole golf course, pool, tennis and basketball courts, volleyball, playground, and walking and hiking trails. With recent updates, custom construction, a half-acre lot, and a beautiful fairway setting, this home is ready for its next owner!

331 Brushed Dunes Cir, 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

$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

$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

$549,000

3 Beds ⋅ 2 Baths ⋅ 1013056 MLS

$5,000 SELLER CREDIT OFFERED AT CLOSING WITH ACCEPTABLE OFFER! MOVE-IN READY and offering exceptional value in the gated Bear Creek community, this beautifully maintained CUSTOM-BUILT home is ready for its next owner. Built in 2021 and offering 2,030 square feet of thoughtfully designed living space, this 3-bedroom, 2-bath home also features a versatile bonus room and sits on a spacious 1/4-acre lot. Bear Creek offers a desirable Freeport location less than 2 miles from Choctawhatchee Bay, with convenient access to the beaches, dining, shopping, and recreation of South Walton. Residents enjoy an impressive collection of community amenities, including TWO COMMUNITY POOLS--one of them BRAND NEW--along with a fitness center, playground, and gathering spaces. Even better, this home is ideally positioned directly across from the fitness center, playground, and gathering areas, putting some of Bear Creek's most popular amenities just steps from your front door. Inside, soaring ceilings, abundant natural light, and an open-concept floor plan create a bright and welcoming atmosphere. The spacious kitchen and living areas flow effortlessly together, making the home equally suited for everyday living and entertaining. Step outside to the covered back porch and extended deck overlooking a peaceful creek and natural surroundings. Whether you're enjoying morning coffee or winding down at the end of the day, this private outdoor setting adds another dimension to the home's living space. The spacious primary suite is a true retreat with direct access to the outdoor living area and a beautifully appointed ensuite bath featuring a custom-tiled walk-in shower, double vanity, and oversized walk-in closet. Two additional bedrooms provide comfortable accommodations, while the bonus room offers flexibility for a home office, media room, playroom, fitness space, or additional guest area. With its custom construction, flexible floor plan, peaceful creekside setting, TWO community pools, convenient location, and $5,000 seller credit, this TURNKEY Bear Creek home offers an outstanding opportunity to move right in and start enjoying the Florida lifestyle.

109 Sun Bear Cir, 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

$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

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