Freeport, FL 32439 288 Fanny Ann Way

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Presented By: Coldwell Banker Realty
  • MLS# 1013216
  • 09/23/2026
  • Request Tour
  • Request Info
  • Beds • 5
  • Full/Half Baths • 3 / 1
  • SQFT • 2,299
  • Garage • 2

Home Details

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.
Presented By: Coldwell Banker Realty

Interior Features for 288 Fanny Ann Way

Bathrooms

Total Baths4

Other Interior Features

Air Conditioning Y/NYes
Fireplace FeaturesFireplace Gas
Fireplace Y/NYes
FlooringFloor Hardwood, Floor Tile
Furnished Y/NFurnished - None
Heating Y/NYes
Interior AmenitiesBreakfast Bar, Ceiling Crwn Molding, Fireplace, Lighting Recessed, Newly Painted, Pantry, Pull Down Stairs, Shelving, Split Bedroom, Washer/Dryer Hookup
Window FeaturesPlantation Shutters, Window Treatment All, Double Pane Windows

General for 288 Fanny Ann Way

Architectural StyleCraftsman Style
Association Fee IncludesAccounting, Ground Keeping, Management, Master Association, Recreational Faclty, Cable TV
Attached Garage Yes
Buyer FinancingConventional, FHA, VA
Carport Y/NNo
CityFreeport
Community FeaturesShort Term Rental - Not Allowed, BBQ Pit/Grill, Community Room, Deed Access, Dock, Exercise Room, Fishing, Minimum Rental Prd, Pavillion/Gazebo, Pets Allowed, Picnic Area, Playground, Pool, Tennis, TV Cable, Waterfront
Construction MaterialsFrame, Roof Pitched, Siding CmntFbrHrdBrd, Trim Wood
CoolingCeiling Fans, Central Air
CountyWalton
DirectionsHwy 20 to main entrance of Hammock Bay. Follow main road into through Hammock Bay and turn right into Schooner Landing neighborhood. Take first left, house is on the right on the corner.
Elementary SchoolFreeport
Garage Spaces2
HOAYes
HeatingCentral
High SchoolFreeport
Lot Size Square Feet6098.4
Lot Size UnitsAcres
MLS Area20 - Freeport
MLS Area Minor2005 - S. of 20 to Hwy 331
Middle/Junior High SchoolFreeport
New ConstructionNo
Patio/Porch FeaturesDeck Covered, Porch
Pool FeaturesPool Type
Property ConditionConstruction Complete
Property SubtypeDetached Single Family
Property TypeResidential
SewerPublic Sewer
Standard StatusActive
StatusActive
Stories Count2
Subdivision NameHAMMOCK BAY
Tax Assessed Value351
Tax Year2025
Total Rooms15
UtilitiesElectric, Gas - Natural, Public Water, Tap Fee Paid, TV Cable, Underground
Year Built2009
ZoningCity, Deed Restrictions, Resid Single Family

Exterior for 288 Fanny Ann Way

Building Area Total2299
Exterior AmenitiesRain Gutter, Hurricane Shutters, Sprinkler System
Foundation DetailsSlab
Lot Dimensions56' x 98'' x 56' x 113' Approx.
Lot FeaturesCleared, Corner, Covenants, Curb & Gutter, Level, Sidewalk, Survey Available, See Remarks
Lot Size Acres0.14
Lot Size Area0.14
Parking FeaturesGarage
Road Frontage TypeCity Street
Road Surface TypePaved
Total Parking6

Additional Details

Price History

Schools

High School Freeport High School
Elementary School Freeport Elementary School

Teresa Banda

Local REALTOR®
Price $485,000
MLS#1013216
List Date 09/23/2026
Property Type Single Family
Phone 720.252.5861
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