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For sale
  • Price cut: $10K (1/6)
    $1,180,000

    404 Long And Winding Rd, Howey In The Hills, FL 34737

    5beds
    4,966sqft
    : 
    Single Family Residence
    Built in 2007
    2.03 Acres Lot
    $-- Zestimate®
    $238/sqft
    $138/mo HOA

    What's special

    Electric fireplacePrep island with sinkDeep wraparound porchGranite countersScreen-enclosed pool and lanaiAbundant natural lightFenced dog run
    REFINED SOUTHERN ELEGANCE meets MODERN CRAFTSMANSHIP in this 5-BEDROOM CUSTOM ESTATE set on 1.7 ACRES in the GATED COMMUNITY of BLUE SPRING RESERVE. Backed by a 300-ACRE NATURE PRESERVE, the home delivers TOTAL PRIVACY beneath majestic oaks and serene conservation views—while remaining LESS THAN A MILE FROM THE TURNPIKE for easy access to ORLANDO, DISNEY, and the airport. A PAVER-ACCENTED CONCRETE DRIVEWAY welcomes you to a TIMELESS FAÇADE featuring CEDAR-SHAKE ACCENTS, a DEEP WRAPAROUND PORCH, and an OVERSIZED 2.5-CAR GARAGE. Inside, nearly 5,000 SQ FT of thoughtfully designed living space showcases COFFERED CEILINGS, CROWN MOLDING, and WAINSCOTING, complemented by a NEUTRAL PALETTE and ABUNDANT NATURAL LIGHT. The CHEF’S KITCHEN is built to impress with a 5-BURNER GAS COOKTOP, DOUBLE OVENS, PREP ISLAND WITH SINK, BUTLER’S PANTRY, and GRANITE COUNTERS—opening seamlessly to a SPACIOUS FAMILY ROOM centered around an ELECTRIC FIREPLACE and FRENCH DOORS leading to the POOL. A WET BAR and WINE NOOK elevate entertaining. The PRIMARY SUITE is a private retreat with DIRECT POOL ACCESS, TRAY CEILING, CUSTOM WALK-IN CLOSET, and a SPA-INSPIRED BATH complete with SOAKING TUB and DUAL WALK-IN SHOWERS. Upstairs offers FOUR ADDITIONAL BEDROOMS—each with a WALK-IN CLOSET—along with TWO FULL BATHS, a LOFT, and a BONUS/GAME ROOM WITH WET BAR. Step outside to a SCREEN-ENCLOSED POOL AND LANAI featuring a BUILT-IN GRILL, HALF BATH, and tranquil WETLAND VIEWS—perfect for year-round outdoor living. Notable upgrades include TWO NEWER HVAC SYSTEMS, TWO TANKLESS WATER HEATERS, a WHOLE-HOUSE GENERATOR, WINDOW TINTING, FENCED DOG RUN, and a CUSTOM PET NOOK beneath the staircase. BLUE SPRING RESERVE offers the rare balance of SERENITY AND CONVENIENCE—where REFINED LIVING and NATURAL BEAUTY come together effortlessly.
    54 days
    |
    842
    |
    12
    |

    Zillow last checked: 8 hours ago

    Listing updated: January 06, 2026 at 10:49am

    Listing Provided by:

    Charles Watson 818-321-6494,

    MARK SPAIN REAL ESTATE 855-299-7653

    Source: Stellar MLS,MLS#: O6365975MLS LogoOriginating MLS: Orlando Regional

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 5
    • Full bathrooms: 3
    • 1/2 bathrooms: 2
    Rooms
    • Room types: Attic, Bonus Room, Breakfast Room Separate, Den/Library/Office, Family Room, Dining Room, Great Room, Utility Room, Loft, Media Room
    Primary bedroom
    • Features: Walk-In Closet(s)
    • Level: Second
    Bedroom 2
    • Features: Walk-In Closet(s)
    • Level: Second
    Bedroom 3
    • Features: Walk-In Closet(s)
    • Level: Second
    Bedroom 4
    • Features: Walk-In Closet(s)
    • Level: Second
    Bedroom 5
    • Features: Walk-In Closet(s)
    • Level: Second
    Bathroom 1
    • Level: First
    Bathroom 2
    • Level: Second
    Bathroom 3
    • Level: Second
    Bathroom 4
    • Level: Second
    Bathroom 5
    • Level: First
    Dining room
    • Level: First
    Kitchen
    • Level: First
    Living room
    • Level: First
    Heating
    • Central, Electric, Propane
    Cooling
    • Central Air
    Appliances
    • Included: Bar Fridge, Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Kitchen Reverse Osmosis System, Microwave, Range, Refrigerator, Tankless Water Heater, Washer, Water Filtration System, Water Softener, Wine Refrigerator
    • Laundry: Electric Dryer Hookup, Inside, Laundry Room
    Features
    • Attic Fan, Built-in Features, Cathedral Ceiling(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
    • Flooring: Carpet, Ceramic Tile, Travertine, Hardwood
    • Doors: French Doors, Outdoor Kitchen
    • Windows: Blinds, Double Pane Windows, Drapes, ENERGY STAR Qualified Windows, Insulated Windows, Rods, Shades, Thermal Windows, Tinted Windows, Window Treatments, Hurricane Shutters/Windows
    • Has fireplace: Yes
    • Fireplace features: Electric
    Interior area
    • Total structure area: 6,453
    • Total interior livable area: 4,966 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Oversized, Workshop in Garage
    • Attached garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Levels: Two
    • Stories: 2
    • Patio & porch: Covered, Deck, Enclosed, Front Porch, Rear Porch, Screened
    • Exterior features: Balcony, Courtyard, Lighting, Outdoor Kitchen, Private Yard, Rain Gutters, Sprinkler Metered, Storage
    • Has private pool: Yes
    • Pool features: Gunite, Heated, In Ground, Lighting, Pool Sweep, Solar Cover
    • Has spa: Yes
    • Fencing: Masonry
    • Has view: Yes
    • View description: Trees/Woods, Water
    • Water view: Water
    Lot
    • Size: 2.03 Acres
    • Features: Conservation Area, Cul-De-Sac, Irregular Lot, Landscaped, Oversized Lot, Private, Rolling Slope, Above Flood Plain
    • Residential vegetation: Mature Landscaping, Trees/Landscaped, Wooded
    Details
    • Additional structures: Cabana, Outdoor Kitchen, Shed(s), Storage, Workshop
    • Parcel number: 142125020000000200
    • Zoning: PUD
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Custom
    • Property subtype: Single Family Residence
    Materials
    • Block, Concrete, Stucco
    • Foundation: Slab
    • Roof: Tile
    Condition
    • Completed
    • New construction: No
    • Year built: 2007

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Public
    • Utilities for property: BB/HS Internet Available, Electricity Available, Electricity Connected, Propane, Sprinkler Meter, Water Available, Water Connected
    Green energy
    • Energy efficient items: Appliances, HVAC, Lighting, Roof, Thermostat, Water Heater, Windows
    • Indoor air quality: Air Filters MERV 10+, Contaminant Control, Integrated Pest Management, No/Low VOC Cabinets/Counters, Sealed Combustion, Ventilation
    • Construction elements: Recyclable Materials, Regionally-Sourced Materials, Renewable Materials
    • Water conservation: Drip Irrigation, Efficient Hot Water Distribution, Low-Flow Fixtures, Water Recycling, Whole House Water Purification, Fl. Friendly/Native Landscape, Rain Water Harvesting, Xeriscape

    Community & HOA

    Community
    • Features: Community Mailbox, Deed Restrictions, Gated Community - No Guard, Golf Carts OK, Sidewalks
    • Security: Closed Circuit Camera(s), Gated Community, Key Card Entry, Security Gate, Security Lights, Security System, Smoke Detector(s), Fire/Smoke Detection Integration
    • Subdivision: BLUE SPRING RESERVE
    HOA
    • Has HOA: Yes
    • Amenities included: Gated, Recreation Facilities, Storage
    • Services included: Common Area Taxes, Reserve Fund, Manager, Private Road
    • HOA fee: $138 monthly
    • HOA name: Community Management Specialist
    • HOA phone: 407-359-7202
    • Pet fee: $0 monthly
    Location
    • Region: Howey In The Hills

    Financial & listing details

    • Price per square foot: $238/sqft
    • Tax assessed value: $658,567
    • Annual tax amount: $9,524
    • Date on market: 12/10/2025
    • Cumulative days on market: 141 days
    • Listing terms: Cash,Conventional,FHA,USDA Loan,VA Loan
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Electric utility on property: Yes
    • Road surface type: Paved
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    Estimated market value

    Not available

    Estimated sales range

    Not available

    Not available

    Price history

    Price history
    DateEventPrice
    1/6/2026Price change$1,180,000-0.8%$238/sqft
    Source: Stellar MLS #O6365975 Report a problem
    12/10/2025Listed for sale$1,190,000-8.5%$240/sqft
    Source: Stellar MLS #O6365975 Report a problem
    12/9/2025Listing removed$1,300,000$262/sqft
    Source: Stellar MLS #G5101795 Report a problem
    9/13/2025Listed for sale$1,300,000+141.2%$262/sqft
    Source: Stellar MLS #G5101795 Report a problem
    1/2/2018Sold$539,000-3.7%$109/sqft
    Source: Public Record Report a problem

    Public tax history

    Public tax history
    Tax history is unavailable.

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $7,978/mo
    Principal & interest
    $5873
    Property taxes
    $1554
    Other costs
    $551

      Climate risks

      Neighborhood: 34737

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • Elementary: Astatula Elem
      • Middle: East Ridge Middle
      • High: Lake Minneola High

      Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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