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404 LONG AND WINDING ROAD
HOWEY IN THE HILLS FL 34737 US

$1,300,000

Active Listing ID G5101795
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5 bed
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5.00 Bath (3 Full , 2 Half)
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Lot: 1.70 Acres
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Single Family Residence

$1,300,000

Active Listing ID G5101795
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404 LONG AND WINDING ROAD EXQUISITE 5 BR CUSTOM ESTATE POOL HOME ON 1.7 ACRES IN GATED BLUE SPRING RESERVE. Welcome home to this prestigious gated community located on a 300-acre nature preserve. Immerse yourself in the tranquility and natural beauty found here with ancient trees, birds, wildlife, trails, wetlands, and waterways. A true nature lover’s paradise! And yet, the Turnpike is within a mile, allowing for quick access to Orlando International Airport, Disney, and every desired amenity. At the end of a busy day, retreat home to your sanctuary to be greeted with captivating curb appeal. The classic architecture of this home is timeless, featuring an appealing gabled roofline and cedar shake details, a deep, welcoming front porch, shuttered windows, carriage-style garage doors, and a lush lawn adorned with vibrant landscaping. An expansive driveway, along with the oversized two and 1/2-car garage, provides abundant parking for everyone. A paver walkway welcomes you to the Southern-style front porch and beckons you to relax for a bit. It’s gorgeous with wood plank ceilings and floors, stately columns, and a solid wood front door. Step inside to find even more attention to detail and impressive finishes. Soaring ceilings and abundant windows provide excellent natural light. Beautiful wood-look tile floors flow throughout, as does a pleasing neutral color palette. Decorative case openings, custom crown molding, coffered ceilings, and wainscotting are a few of the classic details. There’s a spacious multi-functional front living room, an elegant formal dining room for hosting family celebrations and holiday meals, and an open-concept family, dining, and kitchen area as the hub and heart of your family’s home. A gourmet kitchen will satisfy any chef with its 5-burner gas range, deep stainless farm-style sink, prep island with sink, double ovens, French-door refrigerator, Butler’s pantry, loads of custom cabinetry and storage drawers, breakfast bar, and a dining area with pool views. The family room offers an electric fireplace, a dedicated wine storage nook with a wet bar, and expansive pool/backyard views through a double set of French doors with grand millwork casing. The private Primary Suite is a luxurious retreat with tile flooring, tray ceiling, sitting area, French doors to pool, custom outfitted walk-in closet, and a spa-worthy en-suite with tumbled stone finishes. Granite dual-sink vanity, deep soaking tub, and a doorless walk-in shower with dual shower heads. A guest half bath, a doggie nook, a well-equipped laundry room, and a bonus storage closet complete the first level. The beautiful staircase leads to a spacious loft area with glorious backyard views from high-set windows. This amazing flex space leads to 4 bedrooms, a bonus/game room, and two full bathrooms. The lovely pool area features a paver deck, wood plank ceilings, a dedicated half bath, and a built-in grill, making it ideal for outdoor living. The screen enclosure offers covered areas for dining and lounging, the sparkling pool has fun water features, and the backyard views are private and serene. Beyond the pool you can relax to enjoy the natural wetlands. The current owners have thoughtfully updated this impressive home. The dedicated antenna reduces the need for cable, there’s a fenced dog run, an adorable custom pet nook below the staircase, a tankless water heater in 2022, window tinting, a whole-house generator and surge protector, and so much more. See the attached list of updates!

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Property Features

  • Facts
  • Lot Size: 1.70 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 3
  • 1/2 Bathrooms: 2
  • Cooling System: Central Air
  • Exterior Finish: Paved, Dog Run, French Doors, Lighting, Rain Gutters, Pool
  • Floor Covering: Carpet, Tile
  • Roof Type: Tile
  • Heating Fuels: Central, Electric (Heating), Fireplace(s)
  • Additional Features
  • Fireplace
  • Pool

School Information

  • School
  • Astatula Elem(Elementary)
  • East Ridge Middle(MiddleSchool)
  • Lake Minneola High(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 1300000
  • unparsedaddress: 404 LONG AND WINDING ROAD
  • postalcity: HOWEY IN THE HILLS
  • stateorprovince: FL
  • country: US
  • postalcode: 34737
  • bathroomsfull: 3
  • bathroomshalf: 2
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 1.7
  • lotsizeunits: Acres
  • lotsizearea: 1.7
  • livingarea: 4966
  • livingareaunits: Square Feet
  • latitude: 28.698213
  • longitude: -81.797316
  • listagentfullname: Loretta C. Maimone
  • listagentemail: info@maimone1.com
  • listagentkey: 3yd-MFRMLSFL-260501345
  • listagentmlsid: 260501345
  • listagentpreferredphone: 3523572400
  • listagentofficephone: 3527354433
  • listofficekey: 3yd-MFRMLSFL-40025E
  • listagentstatelicense: 3118600
  • listofficemlsid: 40025E
  • disclaimer: Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MFRMLSFL
  • yearbuilt: 2007
  • listingcontractdate: 2025-05-14
  • listagenturl: http://www.eragrizzard.com
  • countyorparish: Lake
  • parcelnumber: 14-21-25-0200-000-00200
  • elementaryschool: Astatula Elem
  • highschool: Lake Minneola High
  • appliances: Cooktop, Dishwasher, Dryer, Garbage Disposer, Microwave, Oven - Convection, Refrigerator, Refrigerator - Wine Storage, Washer
  • cooling: Central Air
  • constructionmaterials: Block, Cement Siding
  • flooring: Carpet, Tile
  • heating: Central, Electric (Heating), Fireplace(s)
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Driveway, Garage, Garage - Attached, Oversized
  • roof: Tile
  • waterfrontyn: False
  • franchiseaffiliation: ERA Real Estate
  • interiorfeatures: Built-in Features, Ceiling Fans(s), Chair Rail, Coffered Ceiling(s), Crown Molding, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Walk-in Closet(s), Wet Bar, Window Treatments
  • exteriorfeatures: Paved, Dog Run, French Doors, Lighting, Rain Gutters, Pool
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bathroom 5, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Dining Room, Family Room, Kitchen, Living Room, Office
  • otherstructures: Kennel/Dog Run
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: False
  • location: -81.79732, 28.698214
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"ERA Grizzard Real Estate", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[{"ExpenseCategory":"Home Owner Assessments Fee", "ExpenseFrequency":"Monthly", "ExpenseValue":137.5}], "GeocodeOptions":null, "LeadRoutingEmail":"info@maimone1.com", "ListBrokerageCity":"Leesburg", "ListBrokerageCountry":"US", "ListBrokerageEmail":"ggrizzard@eragrizzard.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MFRMLSFL/3ee78b0011ff11e19e0000219b994c72/20141020193258762.png", "ListBrokerageName":"ERA Grizzard Real Estate", "ListBrokeragePhone":"(352) 504-0055", "ListBrokeragePostalCode":"34748", "ListBrokerageStateOrProvince":null, "ListBrokerageUnitNumber":"Ste 150", "ListBrokerageUnparsedAddress":"1300 Citizens Blvd.", "ListBrokerageWebsiteUrl":"http://www.eragrizzard.com", "ListOfficeAddress1":"600 North Donnelly Street", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Mount Dora", "ListOfficeCountry":"US", "ListOfficeEmail":"ggrizzard@eragrizzard.com", "ListOfficePostalCode":"32757", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence, Custom - HOWEY IN THE HILLS, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/404-Long-and-Winding-Rd_Howey-in-the-Hills_FL_34737_M62354-75352?f=listhub&s=MFRMLSFL&m=G5101795&c=rexren", "MLSModificationTimestamp":"2025-09-13T13:14:09Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":13, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":9524.37, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 10/6/2025 8:13:39 PM GMT
Source Updated Date: 12/5/2025 6:45:57 AM GMT

Courtesy of: Loretta C. Maimone, ERA GRIZZARD REAL ESTATE, info@maimone1.com

Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.