404 Long And Winding Rd

Howey-in-the-Hills, FL 34737

$1,100,000
Price
5
Beds
4,966 Sq. Ft.
$222 / Sq. Ft.
4,966
Sq. Ft.
$222
per Sq. Ft.
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PendingVirtual Tour
PendingVirtual Tour

Description

Under contract-accepting backup offers. 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...Under contract-accepting backup offers. 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!
  1. Listed by Loretta C. Maimone • Brokerage DRE #2023557 • ERA GRIZZARD REAL ESTATE
    P: (352)-357-2400 C: (352)-357-2400 info@maimone1.com
  2. Listed by Catherine MacKenzie • Brokerage DRE #2023557 • ERA GRIZZARD REAL ESTATE
    P: (407)-222-4398 C: (407)-222-4398 info@maimone1.com

Property Details for 404 Long And Winding Road

Architectural Style
Custom
Subdivision Name
BLUE SPRING RESERVE
Township
21
Carport Spaces
0
Garage Spaces
2
View
Park/Greenbelt
Waterfront
No
Furnished
Unfurnished
LISTING UPDATED: 05/17/2026 10:28 AM

Property Details for 404 Long And Winding Road

StatusPending
MLS #G5111102
Days on Market26
Taxes$9,524 / year
HOA Fees$413 / quarter
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2007
Lot Size2.03 AC / 88,286 SF
CountyLake County
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Location

Listing Courtesy of ERA GRIZZARD REAL ESTATE, Loretta C. Maimone; ERA GRIZZARD REAL ESTATE, Catherine MacKenzie
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Building Information for 404 Long And Winding Road

Stories-Year Built2007Building Size-Lot Size2.03 AC / 88,286 SF

Payment Calculator

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$6,470 per month

30 year fixed, 6.46% Interest

Principal and Interest

$5,539

Property Taxes

$794

HOA Dues

$138

The Payment Calculator is for illustrative purposes only.

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Property Information for 404 Long And Winding Road

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 6453.0
  • Building Area Units: Square Feet
  • Community Features: Community Mailbox, Deed Restrictions, Gated Community - No Guard, Golf Carts OK
  • Direction Faces: Northwest
  • Directions: From State Road 19 and the Florida Turnpike - Turn onto State Road 19 to Howey In The Hills - Blue Spring Reserve will be on the right - Turn onto Long and Winding Road and the property will be on the right. Gated community.
  • Elementary School: Astatula Elem
  • Middle Or Junior School: East Ridge Middle
  • High School: Lake Minneola High
  • Mls Major Change Type: Pending
  • Major Change Type: Pending
  • Listing Service: Full Service
  • Road Frontage Type: Street Dead-End, Street Paved, Private Road
  • Senior Community: No
  • Unit Number: No
  • Street Number: 404
  • Street Name: LONG AND WINDING
  • Street Suffix: ROAD
  • State: FL
  • City: HOWEY IN THE HILLS
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
  • Parking Features: Driveway, Garage Door Opener, Oversized
Taxes and HOA Information
  • Association Approval Required: Yes
  • Association Fee Includes: Common Area Taxes, Escrow Reserves Fund, Manager, Private Road
  • Association Fee Requirement: Required
  • Association Name: Community Management Specialist
  • Association Phone: 407-359-7202
  • Association: Yes
  • CDD: No
  • Number Of Pets: 3
  • Pet Restrictions: Pleaseconfirm the HOA Documents
  • Pet Size: Extra Large (101+ Lbs.)
  • Tax Block: 000
  • Tax Book Number: 233
  • Tax Legal Description: BLUE SPRING RESERVE PB 58 PG 93-101 LOT 2 ORB 5048 PG 233
  • Tax Lot: 2
  • Tax Year: 2024
Property
Lot Information
  • Additional Parcels: No
  • Future Land Use: SFR
  • Lot Features: City Lot, Street Dead-End
  • Lot Size Dimensions: 86 x 517 x 94 x 1077
  • Parcel Number: 142125020000000200
  • Total Acreage: 1 to less than 2
  • Water Access: No
  • Water Extras: No
  • Zoning: PUD
  • Zoning Compatible: Yes
  • Living Area: 4966
  • Lot Dimensions: 86 x 517 x 94 x 1077
Property and Assessments
  • Year Built Numeric: 2007
  • Association Amenities: Fence Restrictions, Vehicle Restrictions
  • Flood Zone Code: X
  • Flood Zone Date: 12-18-2012
  • Flood Zone Panel: 120690495E
  • Homestead: Yes
  • New Construction: No
  • Public Survey Range: 25
  • Public Survey Section: 14
  • Dock YN: No
Utilities
  • Sewer: Septic Tank
  • Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Propane, Public, Street Lights, Underground Utilities, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Cement Siding
  • Exterior Features: Dog Run, French Doors, Lighting, Rain Gutters
  • Foundation Details: Slab
  • Levels: Two
  • Patio And Porch Features: Covered, Front Porch, Rear Porch, Screened, Wrap Around
  • Pool Features: Child Safety Fence, Gunite, In Ground, Lighting, Outside Bath Access, Pool Sweep, Screen Enclosure
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Tile
  • Spa Features: In Ground
  • Vegetation: Mature Landscaping, Trees/Landscaped
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 5
  • Bathrooms Full: 3
  • Additional Rooms: Bonus Room, Breakfast Room Separate, Den/Library/Office, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Inside Utility, Loft, Storage Rooms
  • Appliances: Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Microwave, Refrigerator, Tankless Water Heater, Washer, Water Filtration System, Wine Refrigerator
  • Cooling: Central Air
  • Fireplace Features: Electric, Family Room
  • Fireplace: Yes
  • Flooring: Carpet, Porcelain Tile, Tile
  • Heating: Central, Electric
  • Interior Features: Built-in Features, Ceiling Fan(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
  • Laundry Features: Gas Dryer Hookup, Inside, Laundry Room, Washer Hookup
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 13.0
  • Water View: No
  • Window Features: Double Pane Windows, Drapes, Shades, Window Treatments
  • Bathrooms Half: 2
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Cats OK, Dogs OK, Number Limit

Property History for 404 Long And Winding Road

DateEvent & SourcePriceAppreciation
May 16, 2026

Pending

MFRMLS #G5111102

—
Apr 20, 2026

Withdrawn

MFRMLS #O6365975

$1,180,000—
Apr 20, 2026

Listed (Active)

MFRMLS #G5111102

$1,100,000—
DateEvent & SourcePrice
05/16/2026

Pending

MFRMLS #G5111102

—
04/20/2026

Withdrawn

MFRMLS #O6365975

$1,180,000
04/20/2026

Listed (Active)

MFRMLS #G5111102

$1,100,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 404 Long And Winding Road

Taxable ValueLand$73,734Additions$504,336Total$578,070
Tax Record2024$9,524 ($794 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt4,786 SqFtAbove Grade Finished SqFt4,786 SqFtStories1Lot Size33,106 SqFtStyleSingle Family ResidenceYear Built2007Year Renovated2023CountyLAKEAPN14-21-25-0200-000-00200Fireplace TypeSingle

Schools near 404 Long And Winding Road

This home is within Lake County Schools.
Rating
School
Type
Grades
Distance
Astatula Elementary School
Public - PK to 5
East Ridge Middle School
Public - 6 to 8
Lake Minneola High School
Public - 9 to 12
Lake Hills School
Public - PK to 12
Rating
School
Distance
Astatula Elementary School
PublicPK to 5

East Ridge Middle School
Public6 to 8

Lake Minneola High School
Public9 to 12

Lake Hills School
PublicPK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of ERA GRIZZARD REAL ESTATE, Loretta C. Maimone; ERA GRIZZARD REAL ESTATE, Catherine MacKenzie

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 05/17/2026 10:28 AM