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For sale
  • $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.
    120 days
    |
    904
    |
    18
    |

    Zillow last checked: 7 hours ago

    Listing updated: March 29, 2026 at 08:54am

    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, 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
      • Pet fee: $0 monthly
      • 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
      Location
      • Region: Howey In The Hills

      Financial & listing details

      • Price per square foot: $238/sqft
      • Tax assessed value: $662,423
      • Annual tax amount: $9,524
      • Date on market: 12/10/2025
      • Cumulative days on market: 207 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
        11/21/2017Pending sale$559,900$113/sqft
        Source: ERA Grizzard Real Estate #G4836694 Report a problem
        10/17/2017Price change$559,900-2.6%$113/sqft
        Source: ERA Grizzard Real Estate #G4836694 Report a problem
        7/19/2017Price change$575,000-1.7%$116/sqft
        Source: ERA Grizzard Real Estate #G4836694 Report a problem
        6/14/2017Price change$584,900-0.8%$118/sqft
        Source: ERA Grizzard Real Estate #G4836694 Report a problem
        5/25/2017Price change$589,900-3.3%$119/sqft
        Source: ERA Grizzard Real Estate #G4836694 Report a problem
        4/20/2017Price change$609,900-2.4%$123/sqft
        Source: ERA Grizzard Real Estate #G4836694 Report a problem
        3/24/2017Price change$625,000-0.8%$126/sqft
        Source: ERA Grizzard Real Estate #G4836694 Report a problem
        2/25/2017Price change$629,900-3.1%$127/sqft
        Source: ERA Grizzard Real Estate #G4836694 Report a problem
        1/27/2017Price change$649,900-1.5%$131/sqft
        Source: ERA Grizzard Real Estate #G4836694 Report a problem
        1/6/2017Price change$659,900-2.3%$133/sqft
        Source: ERA Grizzard Real Estate #G4836694 Report a problem
        12/12/2016Price change$675,699-2.9%$136/sqft
        Source: TRAVIS REALTY GROUP #G4833451 Report a problem
        11/7/2016Price change$695,572-6.6%$140/sqft
        Source: TRAVIS REALTY GROUP #G4833451 Report a problem
        10/6/2016Listed for sale$745,000+6.4%$150/sqft
        Source: TRAVIS REALTY GROUP #G4833451 Report a problem
        1/28/2011Listing removed$699,900+55.9%$141/sqft
        Source: The Real Estate Collection Report a problem
        6/25/2010Sold$449,000-35.8%$90/sqft
        Source: Stellar MLS #O4965406 Report a problem
        6/11/2010Listed for sale$699,900+55.6%$141/sqft
        Source: The Real Estate Collection Report a problem
        5/9/2010Listing removed$449,900$91/sqft
        Source: NRT Florida #O4965406 Report a problem
        2/28/2010Price change$449,900-35.7%$91/sqft
        Source: NRT Florida #O4965406 Report a problem
        5/16/2009Price change$699,900-28.2%$141/sqft
        Source: NRT Florida #O4906708 Report a problem
        4/9/2009Listed for sale$975,000+265.2%$196/sqft
        Source: NRT Florida #O4906708 Report a problem
        9/28/2006Sold$267,000$54/sqft
        Source: Public Record Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2025$10,012 +5.1%$578,070 +2.9%
        2024$9,524 +2.8%$561,780 +3%
        2023$9,265 +4.4%$545,420 +3%
        2022$8,876 +4.5%$529,540 +3%
        2021$8,492 +0.5%$514,120 +1.2%
        2020$8,446 -2.7%$508,109 +1.7%
        2019$8,676 +1.5%$499,563 0%
        2018$8,551 $499,812 +13.8%
        2017$8,551 +14.6%$439,157 -0.1%
        2016$7,463 -3.8%$439,405 -0.1%
        2015$7,760 -4.6%$440,004 +0.8%
        2014$8,135 +8.2%$436,512 +1.5%
        2013$7,522 +0.3%$430,062 +1.7%
        2012$7,496 +3.4%$422,874 +3%
        2011$7,249 -22.4%$410,558 -14.5%
        2010$9,337 -5.5%$480,012 -5.6%
        2009$9,885 -28.1%$508,653 -29.4%
        2008$13,741 +246.9%$720,958 +237.9%
        2007$3,962 $213,357
        2006-- --

        Find assessor info on the county website

        Monthly payment

        Est. payment
        $7,576/mo
        Principal & interest
        $5884
        Property taxes
        $1554
        HOA Fees
        $138
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          Climate risks

          Neighborhood: 34737

          Getting around

          7 / 100
          Car-Dependent
          25 / 100
          Somewhat Bikeable

          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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