404 Long And Winding Rd

Howey-in-the-Hills, FL 34737

$1,190,000
Price
5
Beds
4,966 Sq. Ft.
$240 / Sq. Ft.
4,966
Sq. Ft.
$240
per Sq. Ft.
a front view of a house with yard and green space
a front view of a house with yard and green space
a living room with furniture chess table and a window
a living room with dining table a rug and a chandelier
a view of a dining room with furniture and chandelier
a kitchen with stainless steel appliances a refrigerator sink and cabinets
a living room with furniture and a fireplace
a living room with furniture and a large window
a view of a storage and utility room with washer and dryer
a spacious bedroom with a bed and ceiling fan
a view of walk in closet with clothes
a spacious bathroom with a granite countertop sink and a mirror
a living room with furniture and a wooden floor
a view of a livingroom with furniture and a ceiling fan
a bedroom with a bed and a chair
a bedroom with a bed and a chandelier
a bathroom with a granite countertop toilet sink and a mirror
a view of a swimming pool with a lounge chair and couch
a view of a building with a big yard and large trees
a view of a building with a swimming pool and a big yard
a front view of a house with swimming pool having outdoor seating
a front view of a house with a yard
an aerial view of residential house with outdoor space and trees all around

Description

REFINED SOUTHERN ELEGANCE meets MODERN CRAFTSMANSHIP in this 5-BEDROOM CUSTOM ESTATE set on 1.7 ACRES within the GATED COMMUNITY of BLUE SPRING RESERVE. Surrounded by a 300-ACRE NATURE PRESERVE, the property offers TOTAL PRIVACY amid ancient oaks and tranquil conservation views—yet it’s LESS THAN A MILE FROM THE TURNPIKE with direct routes to ORLANDO, DISNEY, and the airport. A PAVER-ACCENTED CONCRETE DRIVEWAY leads to the home’s TIMELESS FAÇADE, highlighted by CEDAR-SHAKE ACCENTS, a DEEP WRAPAROUND...REFINED SOUTHERN ELEGANCE meets MODERN CRAFTSMANSHIP in this 5-BEDROOM CUSTOM ESTATE set on 1.7 ACRES within the GATED COMMUNITY of BLUE SPRING RESERVE. Surrounded by a 300-ACRE NATURE PRESERVE, the property offers TOTAL PRIVACY amid ancient oaks and tranquil conservation views—yet it’s LESS THAN A MILE FROM THE TURNPIKE with direct routes to ORLANDO, DISNEY, and the airport. A PAVER-ACCENTED CONCRETE DRIVEWAY leads to the home’s TIMELESS FAÇADE, highlighted by CEDAR-SHAKE ACCENTS, a DEEP WRAPAROUND PORCH, and an OVERSIZED 2.5-CAR GARAGE. Inside, nearly 5,000 SQ FT of living space showcases COFFERED CEILINGS, CROWN MOLDING, and WAINSCOTING—balanced by a NEUTRAL PALETTE and ABUNDANT NATURAL LIGHT. The CHEF’S KITCHEN features a 5-BURNER GAS COOKTOP, DOUBLE OVENS, a PREP ISLAND WITH SINK, BUTLER’S PANTRY, and GRANITE COUNTERS, all opening to a SPACIOUS FAMILY ROOM anchored by an ELECTRIC FIREPLACE and FRENCH DOORS leading to the POOL. A WET BAR and WINE NOOK make entertaining effortless. The PRIMARY SUITE offers DIRECT POOL ACCESS, a TRAY CEILING, CUSTOM WALK-IN CLOSET, and a SPA-INSPIRED BATH with SOAKING TUB and DUAL WALK-IN SHOWERS. Upstairs includes FOUR ADDITIONAL BEDROOMS, each with a WALK-IN CLOSET, plus TWO FULL BATHS, a LOFT, and a BONUS/GAME ROOM WITH WET BAR. Outdoors, enjoy a SCREEN-ENCLOSED POOL AND LANAI with a BUILT-IN GRILL, HALF BATH, and PRIVATE WETLAND VIEWS. Additional 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 combines SERENITY AND CONVENIENCE—where REFINED LIVING and NATURAL BEAUTY coexist effortlessly.
  1. Listed by Charles Watson • Brokerage DRE #1059225 • MARK SPAIN REAL ESTATE
    P: (818)-321-6494 C: (818)-321-6494 charleswatson@markspain.com

Property Details for 404 Long And Winding Road

Architectural Style
Custom
Subdivision Name
BLUE SPRING RESERVE
Township
22
Garage Spaces
2
View
Trees/Woods, Water
Waterfront
No
Furnished
Unfurnished
LISTING UPDATED: 12/11/2025 06:53 AM

Property Details for 404 Long And Winding Road

StatusActive
MLS #O6365975
Days on Market8
Taxes$9,524 / year
HOA Fees$1,650 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2007
Lot Size2.03 AC / 88,286 SF
CountyLake County

Location

Listing Courtesy of MARK SPAIN REAL ESTATE, Charles Watson
Add your commute

Building Information for 404 Long And Winding Road

Stories2Year Built2007Building Size-Lot Size2.03 AC / 88,286 SF

Payment Calculator

$6,811 per month

30 year fixed, 6.28% Interest

Principal and Interest

$5,880

Property Taxes

$794

HOA Dues

$138

The Payment Calculator is for illustrative purposes only.

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, Sidewalks
  • Direction Faces: Northwest
  • Directions: From US-27, head east on FL-19 toward Howey-in-the-Hills. Turn right onto Blue Spring Reserve Boulevard, then left on Long and Winding Road. Property will be on the left.
  • Elementary School: Astatula Elem
  • Middle Or Junior School: East Ridge Middle
  • High School: Lake Minneola High
  • Floor Number: 2
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • 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: Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Oversized, Workshop in Garage
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: 4073597202
  • Association: Yes
  • CDD: No
  • Number Of Pets: 2
  • Pet Size: Large (61-100 Lbs.)
  • Tax Block: 2
  • Tax Book Number: 58/93
  • Tax Legal Description: BLUE SPRING RESERVE PHASE 1 LOT 22 ORB 5048 PG 233
  • Tax Lot: 2
  • Tax Year: 2024
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: Conservation Area, Cul-De-Sac, Irregular Lot, Landscaped, Oversized Lot, Private, Rolling Slope
  • Parcel Number: 142125020000000200
  • Total Acreage: 1 to less than 2
  • Water Access: No
  • Water Extras: No
  • Zoning: PUD
  • Living Area: 4966
Property and Assessments
  • Year Built Numeric: 2007
  • Amenities Additional Fees: Blue Spring Reserve is a gated luxury community situated on a 300-acre nature preserve with walking trails, mature trees, and protected wetlands. The HOA maintains roads, reserves, and conserves the environment.
  • Association Amenities: Gated, Recreation Facilities, Storage
  • Building Elevator: No
  • Flood Zone Code: X
  • Homestead: Yes
  • New Construction: No
  • Number Of Lots: 1
  • Property Attached: No
  • Property Condition: Completed
  • Public Survey Range: 25
  • Public Survey Section: 12
Utilities
  • Green Energy Efficient: Appliances, HVAC, Lighting, Roof, Thermostat, Water Heater, Windows
  • Green Water Conservation: Drip Irrigation, Efficient Hot Water Distribution, Low-Flow Fixtures, Water Recycling, Whole House Water Purification
  • Sewer: Septic Tank
  • Utilities: BB/HS Internet Available, Electricity Available, Electricity Connected, Propane, Sprinkler Meter, Water Available, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Concrete, Stucco
  • Exterior Features: Balcony, Courtyard, French Doors, Lighting, Outdoor Kitchen, Private Yard, Rain Gutters, Sprinkler Metered, Storage
  • Fencing: Masonry
  • Foundation Details: Slab
  • Green Landscaping: Fl. Friendly/Native Landscape, Rain Water Harvesting, Xeriscape
  • Levels: Two
  • Other Structures: Cabana, Outdoor Kitchen, Shed(s), Storage, Workshop
  • Patio And Porch Features: Covered, Deck, Enclosed, Front Porch, Rear Porch, Screened
  • Pool Features: Gunite, Heated, In Ground, Lighting, Pool Sweep, Solar Cover
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Tile
  • Security Features: Closed Circuit Camera(s), Gated Community, Key Card Entry, Security Gate, Security Lights, Security System, Smoke Detector(s)
  • Spa: Yes
  • Vegetation: Mature Landscaping, Trees/Landscaped, Wooded
  • Waterfront Feet Total: 0
  • Number Of Stories: 2
Interior Features
  • Bedrooms Total: 5
  • Bathrooms Full: 3
  • Additional Rooms: Attic, Bonus Room, Breakfast Room Separate, Den/Library/Office, Family Room, Formal Dining Room Separate, Great Room, Inside Utility, Loft, Media Room
  • Appliances: Bar Fridge, Built-In 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
  • Cooling: Central Air
  • Fireplace Features: Electric
  • Fireplace: Yes
  • Flooring: Carpet, Ceramic Tile, Travertine, Hardwood
  • Green Indoor Air Quality: Air Filters MERV 10+, Contaminant Control, Integrated Pest Management, No/Low VOC Cabinets/Counters, Sealed Combustion, Ventilation
  • Heating: Central, Electric, Propane
  • Interior 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), Window Treatments
  • Laundry Features: Electric Dryer Hookup, Inside, Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 13.0
  • Water View: No
  • Window Features: Blinds, Double Pane Windows, Drapes, ENERGY STAR Qualified Windows, Insulated Windows, Rods, Shades, Thermal Windows, Tinted Windows, Window Treatments
  • Bathrooms Half: 2
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Cats OK, Dogs OK, Number Limit, Yes

Property History for 404 Long And Winding Road

DateEvent & SourcePriceAppreciation
Dec 10, 2025

Listed (Active)

MFRMLS #O6365975

$1,190,000—
Dec 9, 2025

Withdrawn

MFRMLS #G5101795

$1,300,000—
Sep 13, 2025

Listed (Active)

MFRMLS #G5101795

$1,300,000—
Dec 28, 2017

Sold (Public Record)

Public Record #613037579

$539,000

+2.5% / yr

Dec 28, 2017

Sold

MFRMLS #G4836694

$539,000—
Nov 20, 2017

Pending

MFRMLS #G4836694

—
Jan 5, 2017

Listed (Active)

MFRMLS #G4836694

$659,900—
Dec 29, 2016

Withdrawn

MFRMLS #G4833451

$675,699—
Oct 3, 2016

Listed (Active)

MFRMLS #G4833451

$745,000—
Jun 25, 2010

Sold

MFRMLS #O4965406

$449,000—
Jun 24, 2010

Sold (Public Record)

Public Record #293829982

$449,000

+14.9% / yr

May 1, 2010

Pending

MFRMLS #O4965406

—
Feb 26, 2010

Withdrawn

MFRMLS #O4906708

$449,900—
Feb 25, 2010

Listed (Active)

MFRMLS #O4965406

$449,900—
Apr 6, 2009

Listed (Active)

MFRMLS #O4906708

$975,000—
Jul 15, 2008

Withdrawn

MFRMLS #O4791674

$1,195,000—
Aug 6, 2007

Listed (Active)

MFRMLS #O4791674

$1,395,000—
Sep 25, 2006

Sold (Public Record)

Public Record #203101391

$267,000—
DateEvent & SourcePrice
12/10/2025

Listed (Active)

MFRMLS #O6365975

$1,190,000
12/09/2025

Withdrawn

MFRMLS #G5101795

$1,300,000
09/13/2025

Listed (Active)

MFRMLS #G5101795

$1,300,000
12/28/2017

Sold (Public Record)

Public Record #613037579

$539,000

+2.5% / yr

12/28/2017

Sold

MFRMLS #G4836694

$539,000
11/20/2017

Pending

MFRMLS #G4836694

—
01/05/2017

Listed (Active)

MFRMLS #G4836694

$659,900
12/29/2016

Withdrawn

MFRMLS #G4833451

$675,699
10/03/2016

Listed (Active)

MFRMLS #G4833451

$745,000
06/25/2010

Sold

MFRMLS #O4965406

$449,000
06/24/2010

Sold (Public Record)

Public Record #293829982

$449,000

+14.9% / yr

05/01/2010

Pending

MFRMLS #O4965406

—
02/26/2010

Withdrawn

MFRMLS #O4906708

$449,900
02/25/2010

Listed (Active)

MFRMLS #O4965406

$449,900
04/06/2009

Listed (Active)

MFRMLS #O4906708

$975,000
07/15/2008

Withdrawn

MFRMLS #O4791674

$1,195,000
08/06/2007

Listed (Active)

MFRMLS #O4791674

$1,395,000
09/25/2006

Sold (Public Record)

Public Record #203101391

$267,000

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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More information about 404 Long And Winding Road, Howey-in-the-Hills, FL 34737

404 Long And Winding Road is a single family home for sale in Howey-in-the-Hills, FL 34737. This property was listed for sale on December 10, 2025 by MARK SPAIN REAL ESTATE, it's currently listed at $1,190,000. It has been on the market for a total of 8 days and was last sold on December 28, 2017. This listing's school district is Lake County Schools. Nearby schools include Astatula Elementary School, East Ridge Middle School and Lake Minneola High School. 404 Long And Winding Road is a 5-bed, 5-bath, 4,966 sqft single family home built in 2007.

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 MARK SPAIN REAL ESTATE, Charles Watson

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: 12/11/2025 06:53 AM